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EP2035129A1 - Fluorosurfactants - Google Patents

Fluorosurfactants

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Publication number
EP2035129A1
EP2035129A1 EP07726181A EP07726181A EP2035129A1 EP 2035129 A1 EP2035129 A1 EP 2035129A1 EP 07726181 A EP07726181 A EP 07726181A EP 07726181 A EP07726181 A EP 07726181A EP 2035129 A1 EP2035129 A1 EP 2035129A1
Authority
EP
European Patent Office
Prior art keywords
chz
och
cooh
glucoside
chr
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP07726181A
Other languages
German (de)
French (fr)
Inventor
Wolfgang Hierse
Nikolai Ignatyev (Mykola)
Martin Seidel
Elvira Montenegro
Peer Kirsch
Andreas Bathe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Publication of EP2035129A1 publication Critical patent/EP2035129A1/en
Withdrawn legal-status Critical Current

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    • C07—ORGANIC CHEMISTRY
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    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
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    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
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    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
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    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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    • C07C215/68—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/52—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C229/54—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C229/60—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in meta- or para- positions
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
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    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/01—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton
    • C07C323/09—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/18—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/20—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/33—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring
    • C07C323/35—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring the thio group being a sulfide group
    • C07C323/36—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring the thio group being a sulfide group the sulfur atom of the sulfide group being further bound to an acyclic carbon atom
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    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40—Y being a hydrogen or a carbon atom
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    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
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    • C09K23/007—Organic compounds containing halogen
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    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/16—Amines or polyamines

Definitions

  • the present invention is the use of end groups Y, wherein Y is
  • Rf is CF 3 - (CH 2 Jr, CF 3 - (CH 2) r -O-, CF 3 - (CH 2) RS-, CF 3 CF 2 -S-, SF 5 - (CH 2) r, [ CF 3 - (CH 2 ) r!
  • Fluorosurfactants have a superior surface energy lowering ability, which is used, for example, in the hydrophobing of surfaces such as textile impregnation, hydrophobization of glass, or so-called de-icing of aircraft wings.
  • fluorosurfactants contain perfluoroalkyl substituents which are degraded in the environment by biological and other oxidation processes to perfluoroalkanecarboxylic acids and -sulfonic acids. These are considered persistent and are z. T. suspected to cause health damage (GL Kennedy, Jr., JL Butenhoff, GW Olsen, JC O'Connor, AM Seacat, RG Perkins, LB Biegel, SR Murphy, DG Farrar, Critical Reviews in Toxicology 2004, 34, 351-384). Longer-chain perfluoroalkanecarboxylic acids and sulfonic acids also accumulate in the food chain.
  • JP-A-2001/133984 discloses surface-active compounds containing perfluoroalkoxy chains, which are suitable for use in antireflection coatings.
  • JP-A-09/111286 discloses the use of perfluoropolyether surfactants in emulsions.
  • a first object of the present invention is therefore the use of end groups Y, wherein Y stands for
  • Rf is CF 3 - (CH 2) r -, CF 3 - (CH 2 K) -, CF 3 (CH 2) RS-, CF 3 CF 2 -S-, SF 5 - (CH 2 Jr, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 Jr] NH- or (CF 3 J 2 N- (CH 2 Jr,
  • B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
  • R is alkyl of 1 to 4 carbon atoms
  • b is O or 1 and c is O or 1
  • q is O or 1, wherein at least one of b and q is 1, and r is O, 1, 2, 3, 4 or 5, as an end group in surface-active compounds.
  • Rf is preferably CF 3 - (CH 2 ) r , CF 3 - (CH 2 ) r O-, CF 3 - (CH 2 JrS or [CF 3 - (CH 2 J r ] 2 N-.)
  • a preferred variant of the invention comprises Fluorine groups, also referred to below as Rf for short, in which r stands for 0, 1, 2 or 3, in particular for O, 1 or 2, where r is preferably O.
  • Rf is CF 3 -, CF 3 -O-, CF 3 -CH 2 -CH 2 -O-, CF 3 -S-, CF 3 CF 2 -S-, SF 5 -, CF 3 -CH 2 - CH 2 -S-, (CF 3 J 2 -N- and (CF 3 -CH 2 -CH 2 J 2 -N-, especially for CF 3 -, CF 3 -O-, CF 3 -S- and (CF 3 J 2 -N-.
  • Rf is CF 3 -, CF 3 -S-, CF 3 CF 2 -S-, SF 5 - or (CF 3 J 2 N-.
  • Particularly preferred groups B are O, S, CH 2 O, CH 2 , C (O) and OC (O). In particular, B is O and OC (O) are preferred.
  • a preferred variant of the invention comprises groups Y which have a combination of the variabein in their preferred or particularly preferred ranges.
  • a particularly preferred variant of the invention comprises the groups Y being CF 3 -Ar-O, CF 3 -O-Ar-O, CF 3 -CH 2 -CH 2 -O-Ar-O, CF 3 -S-Ar-O, CF 3 CF 2 -S-Ar-O, SF 5 -Ar-O, CF 3 -CH 2 -CH 2 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC (O), CF 3 -CH 2 -CH 2 -O-Ar-OC ( O), CF 3 -S-Ar-OC (O), CF 3 CF 2 -S-Ar-OC (O), SF 5 -Ar-OC (O), CF 3 -CH 2 -CH 2 -
  • a particularly preferred variant of the invention comprises Y equal to CF 3 -Ar-O and CF 3 -Ar-OC (O).
  • R is preferably alkyl having 1, 2 or 3 C atoms, in particular having 1 or 2 C atoms.
  • q is O and at least one c and / or b are each 1.
  • all c and b are 1, i. the aromatics are substituted in the o, p, o position by fluorine groups.
  • all q and b are each O and at least one c is 1.
  • both c are 1, ie the aromatics are substituted in the o, o-position with fluorine groups.
  • all c and q are each 0 and b is 1, ie the aromatics are substituted in the p-position by fluorine groups.
  • the end group Y in the surface-active compounds is bound to a saturated or unsaturated, optionally aromatic, branched or unbranched, optionally substituted, optionally heteroatom-substituted hydrocarbon unit.
  • the hydrocarbon units may be aliphatic or aromatic units optionally provided with heteroatoms. It is particularly preferred if the hydrocarbon units or the entire molecule is free of further fluorine atoms.
  • the compounds to be used according to the invention preferably contain no further fluorinated groups in addition to the stated fluorinated end groups.
  • the end group Y occurs several times in the surface-active compound and the surface-active compound is preferably an oligomer or polymer.
  • the end group Y in the surface-active compound occurs only once, twice or three times, compounds in which the end group occurs only once being particularly preferred.
  • the compounds to be used according to the invention are preferably low molecular weight compounds of the formula I. Y-spacer-X
  • Rf is CF 3 - (CH 2 V, CF 3 - (CH 2 ) r O-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 -
  • B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S 1 CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
  • R is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is 0, 1, 2, 3, 4 or 5, spacer is a saturated or unsaturated, optionally aromatic, branched or unbranched, optionally substituted hydrocarbon unit, and
  • X represents a cationic, nonionic, amphoteric or anionic polar group or a polymerizable group.
  • the compound of the formula I is selected from the compounds of the formulas Ia to Ig,
  • Rf is CF 3 - (CH 2 ) r -, CF 3 - (CH 2 ) r -O-, CF 3 - (CH 2 ) r -S-, CF 3 CF 2 -S-, SF 5 -
  • R is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is O, 1, 2, 3, 4 or 5, x and t are independently 1-5, y is 0-5, z is 1-12, n and n 'are each independently an integer from region 1 to 30 and
  • X is a cationic, nonionic, ampothere or anionic polar group or a polymerizable group
  • Q is O, S or N
  • Ar is aryl
  • corresponding salts of the compounds of the formula Ia, Ib or Ic or Id Preference is given to compounds of the formulas Ia to Ig in which the group Y is present in the abovementioned preferred ranges of their variables, in particular in the combinations of the preferred variables mentioned.
  • a particularly preferred variant of the invention comprises the groups Y being CF 3 -Ar-O, CF 3 -O-Ar-O, CF 3 -CH 2 -CH 2 -O-Ar-O, CF 3 -S-Ar-O, CF 3 CF 2 -S-Ar-O, SF 5 -Ar-O, CF 3 -CH 2 -CH 2 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC (O), CF 3 -CH 2 -CH 2 -O-Ar-OC ( O), CF 3 -S-Ar-OC (O), CF 3 CF 2 -S-Ar-OC (O), SF 5 -Ar-OC (O), CF 3 -CH 2 -CH 2 -
  • a particularly preferred variant of the invention comprises Y equal to CF 3 -Ar-O and CF 3 -Ar-OC (O).
  • a preferred range for n and / or n 1 is 3 to 24, in particular 3 to 18. Especially compounds with n and / or n 'in the range of 3 to 16 are preferred, in particular in the range of 8-16. In a particularly preferred variant of the invention, n and / or n 'are, independently of one another, even.
  • Q is preferably O or S.
  • n is particularly preferably an integer from the range from 3 to 24, and particularly preferably an integer from the range from 3 to 18, in particular from 8 to 16. In a variant of the invention, it is again preferred if n is an even number.
  • Particularly preferred according to the invention is the use of the abovementioned compounds as surfactants.
  • the counterion is an alkali metal ion, preferably Li + , Na + or K + , an alkaline earth metal ion or NH 4 + . If the compounds of the formula I are cationic compounds or cationically salinatable compounds, it is preferred if the counterion used is a
  • Halide such as Cl “ , Br “ , I ' , or CH 3 SO 3 “ , CF 3 SO 3 “ , CH 3 PhSO 3 “ or PhSO 3 " is present.
  • a surface activity that may be the same or superior to conventional hydrocarbon surfactants in terms of efficiency and / or effectiveness, and / or
  • X is an anionic polar group selected from -COOM, -SO 3 M, -OSO 3 M, -PO 3 M 2 , -OPO 3 M 2 , - (OCH 2 CHR ) m -O- (CH 2) o -COOM, - (OCH 2 CHR) m -O- (CH 2) o SO 3 m, -
  • the preferred anionic groups include in particular - COOM, -SO 3 M, -OSO 3 M, and - (OCH 2 CHR) m -O- (CH 2 ) o -COOM, - (OCH 2 CHRX n -O- ( CH2) O -SO 3 m, and - (OCH 2 CHR) m -O- (CH 2) 0 -OSO 3 m, wherein each of these groups may be preferred per se.
  • X is a cationic polar group selected from -NR 1 R 2 R 3 + Z " , -PR 1 R 2 R 3 + Z " ,
  • R is H or in any position
  • Z " is Cl “ , Br, 1 ⁇ CH 3 SO 3 " , CF 3 SO 3 “ , CH 3 PhSO 3 " , PhSO 3 "
  • R 1, R 2 and R 3 each independently represent H, Ci- 30 alkyl, Ar or -CH 2 Ar and
  • Ar is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems having 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N.
  • the preferred cationic groups include in particular -NR 1 R 2 R 3 + Z and each of these groups may be preferred per se.
  • n is 0 or 1
  • o is an integer in the range of 1 to 10
  • p is 1 or 2
  • R is H or C- M alkyl
  • R 1 and R 2 each independently represent Ci- 30 alkyl, Ar or -
  • the preferred non-ionic polar groups include in particular - (OCH 2 CHR) m -OH and -O- (glycoside) o , wherein each of these groups can be taken for granted per se.
  • These compounds are preferably processed into polymers with corresponding side chains, which can themselves be used again in the sense of the invention.
  • the use of these polymers is also an object of the present invention.
  • those compounds of the formulas I which are preferred or preferably used can be those in which X is a functional group selected from -CR 2 CRCR 3 R 4 , -C ⁇ CH, -CHO, -C (OO) CH 3 , -COOH, -OH, -SH, -Cl, -Br, -I 1 where R 2 , R 3 and R 4 each independently represent H or Y-spacer or Ci -4 - alkyl.
  • X is an amphoteric group selected from the functional groups of the acetyldiamines, the N-alkylamino acids, the betaines, the amine oxides or corresponding derivatives.
  • X is a group selected from
  • Particularly preferred compounds of the invention include the compounds shown in the following table. These compounds may themselves be surfactants or they are the corresponding acids of surfactants or the precursors of surfactants.
  • a particularly preferred variant of the invention comprises compounds with CF 3 -Ar-O and CF 3 -Ar-OC (O) groups. It is again preferred in a variant of the invention, if n and / or n 'is even.
  • CH CH- (CH 2 ) 10 -O-glucoside
  • CF 3 -O-Ar-O-CH 2 -CH CH- (CH 2 ) 10 -OPO 3 H
  • R 1 R 2 R 3 Z i CF 3 -O-Ar-O-CH 2 -CH CH- (CHz) 11 -P + R 1 R 2 R 3 ZJ CF 3 -O-Ar-O-CH 2 -
  • CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH CH- (CH 2 ) H -COOHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -
  • CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH CH- (CH 2 ) 8 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-
  • CF 3 -CHZ-CHz-O-Ar-OC (O) -CHZ-CH CH- (CHz) 1Z -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-
  • CH 2 -O-Ar-OC (O) -CH 2 -CH CH- (CHz) 1Z -OH 1 CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -
  • Ar-OC O) - (CH 2 ) 16 -O-SO 3 H;
  • (CF 3 ) 2 N-Ar-OC O) - (CH 2 ) 16 -SH;
  • the compounds which can be used according to the invention as surfactants are particularly suitable for use as water repellents or oleophobicizing agents.
  • Fields of application are, for example, the surface modification of
  • the compounds according to the invention or the compounds to be used according to the invention can advantageously be used with one or more of the following functions: anti-fogging agent, dispersing agent, emulsion stabilizer, defoamer, deaerator, antistatic agent, flame retardant,
  • the compounds according to the invention or the compounds to be used according to the invention can also be used advantageously and have one or more of the following functions: defoamer, deaerator, friction control agent, wetting agent, leveling agent, pigment compatibility improver, printing resolution improver, drying accelerator.
  • Another use according to the invention of compounds according to the invention or the compounds to be used according to the invention is the use as an interface mediator or emulsifier.
  • an interface mediator or emulsifier for the preparation of fluoropolymers by means of emulsion polymerization, these properties can be advantageously exploited.
  • Compounds according to the invention or compounds to be used according to the invention can be used as foam stabilizers, in particular in preparations known as "fire-extinguishing foams.”
  • foam stabilizers in particular in preparations known as "fire-extinguishing foams.”
  • the use of compounds according to the invention or compounds to be used according to the invention as a foam stabilizer and / or to support film formation, especially in aqueous film-forming fire-extinguishing foams, both synthetic and protein-based and also for alcohol-resistant formulations (AFFF and AFFF-AR, FP 1 FFFP and FFFP-AR fire-extinguishing foams) is therefore a further subject of the invention.
  • antistatic agents according to the invention or compounds to be used according to the invention.
  • the antistatic effect is in the treatment of textiles, in particular clothing, carpets and rugs, upholstery in furniture and automobiles, non-woven textile materials, leather goods, paper and cardboard, wood and wood-based materials, mineral substrates such as stone, cement, concrete, Plaster, ceramics (glazed and unglazed bricks, stoneware, porcelain) and glasses, and for plastics and metallic substrates of importance.
  • the corresponding use is an object of the present application.
  • compounds of the invention or compounds to be used according to the invention are useful as protectants against stains and stains, stain releases, anti-fogging agents, lubricants, and as abrasion resistance and mechanical durability improvers.
  • compounds according to the invention or compounds to be used according to the invention may advantageously have one or more of the following functions: Leveling agents, water repellents, Oleophobierstoff, protectants against stains and dirt, lubricants, defoamers, deaerators, drying accelerators can be used.
  • Leveling agents, water repellents, Oleophobierstoff, protectants against stains and dirt, lubricants, defoamers, deaerators, drying accelerators can be used.
  • the use as detergent or soil emulsifying and dispersing agent is additionally an advantageous embodiment of the present invention.
  • Lubricant, defoamer, deaerator or drying accelerator is therefore a further subject of the invention.
  • additives in polymeric materials (plastics) compounds of the invention or compounds according to the invention can advantageously with one or more of the following functions: lubricants, internal friction reducer, UV stabilizer, water repellents, Oleophobierstoff, protectants against stains and contaminants, coupling agents for Fillers, flame retardants, migration inhibitor (especially against migration of plasticizers), anti-fogging agents are used.
  • Semiconductor surfaces act compounds of the invention or according to the invention Compounds to be used as developers, strippers, edge bead removers, etching and cleaning agents, wetting agents and / or improved quality of deposited films.
  • the function as a haze inhibitor with or without foaming action is additionally an object of the present invention.
  • the compounds which can be used according to the invention as surfactants are suitable for washing and cleaning applications, in particular of textiles. Cleaning and polishing hard surfaces is also a possible field of application for the compounds which can be used according to the invention as surfactants.
  • the compounds which can be used according to the invention as surfactants can advantageously be used in cosmetic products, such as, for example, foam baths and hair shampoos, or as emulsifiers in creams and lotions.
  • hair and personal care products e.g., hair conditioners and hair conditioners
  • hair conditioners and hair conditioners having one or more of the following functions: wetting agents, foaming agents, lubricants, antistatic agents, skin fats enhancers, the compounds of the invention or the compounds to be used in accordance with the invention may also be used to advantage.
  • compounds according to the invention or compounds to be used according to the invention have one or more of the following functions: substrate wetting agent, adjuvant, foam inhibitor, dispersant, emulsion stabilizer.
  • wetting agents As additives in adhesives, with one or more of the following functions: wetting agents, penetrating agents, substrate adhesion promoters, defoamers, compounds according to the invention or Compounds to be used according to the invention can also be usefully employed.
  • additives in lubricants and hydraulic fluids with one or more of the following functions: wetting agent, corrosion inhibitor, compounds of the invention or used according to the invention compounds can serve.
  • wetting agent corrosion inhibitor
  • compounds of the invention or used according to the invention compounds can serve.
  • dispersant in particular for fluoropolymer particles
  • compounds of the invention or compounds to be used according to the invention may have one or more of the following functions: water repellents, oil repellents, soil protection agents, weatherability improvers, UV stabilizers, silicone bleed-off agents.
  • Another field of application for the compounds useful as surfactants in the present invention is flotation, i. spreading and separating ores and minerals from dusty rocks.
  • they are used as additives in preparations for mineral processing, in particular flotation and leaching solutions, with one or more of the following functions: wetting agent, foaming agent, foam inhibitor.
  • Also related is the use as additives in petroleum source stimulation means, with one or more of the following functions: wetting agent, foaming agent, emulsifier.
  • preferred compounds of the invention which can be used as surfactants can also be used as emulsifiers or dispersing agents in foods. Further Areas of application are metal treatment, leather aids, construction chemicals and crop protection.
  • surfactants of the invention are also useful as antimicrobial agents, especially as reagents for the antimicrobial
  • Rf in the Rf stands for CF 3 - (CH 2 ) r-, CF 3 - (CH 2 VO-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 - (CH 2 ) r or [CF 3 - (CH 2 ) r ] 2 N- or [CF 3 - (CH 2 ) JNH- or (CF 3 ) 2 N- (CH 2 ) r, with indices as described above, can by means of If Rf is used in the following schemes, unless otherwise stated, the definition given here applies.
  • the CF 3 groups can be obtained by reaction of aromatic carboxylic acids with HF and SF 4 under elevated pressure and elevated temperature, as indicated in the following scheme.
  • H 2 O 2 q meta-position (O or at least 1)
  • b para-position (O or at least 1)
  • DBH 1,3-dibromo-5,5-dimethylhydantoin
  • Aromatic trifluoromethylthioethers and pentafluoroethylthioethers are obtainable by substitution of iodoaromatics or etherification of thiophenols, as indicated in the following schemes:
  • Trifluoromethoxyaromaten can be obtained by reacting phenols with carbon tetrachloride and hydrogen fluoride.
  • amine building block [CF 3 - (CH 2 ) ⁇ N-, where r stands for an integer selected from the range from 0 to 5, can be determined with the aid of the Gabriel synthesis (Organikum: Basic Organic Chemistry, 16. Ed., VEB Deutscher Verlag dermaschineen, Berlin, 1986), followed by the release of the primary amine by reaction with hydrazine. Subsequent alkylation of this amine with CF 3 (CH 2 ⁇ Hal gives, after debenzylation, the tertiary amino alcohol as a key building block.
  • R is preferably for Spacer-X
  • Trifluoromethoxyaromaten can be obtained by reacting phenols with carbon tetrachloride and hydrogen fluoride.
  • R subst./unsubst. Aryl, alkyl
  • nitroresorcinol can be prepared according to the following literature: spark; Krucker; BSCFAS; Soc. Soc. Chim. fr .; 1953; 744, 746 or Grosheintz; Fischer; JACSAT; J. Am. Chem. Soc. 70; 1948; 1476, 1478.
  • hydrophilic, anionic, cationic, reactive or polymerisable component is possible via the corresponding ⁇ -fluorinated compounds, such as, for example, alcohols, aldehydes, carboxylic acids or alkenes, by methods known to the person skilled in the art. Examples are given in the following schemes and in the example section:
  • the Arylsulfonklarechlorid is obtained by reaction with CISO 3 H from the corresponding aromatic.
  • Chain extension by Tnioetnersynthese In addition, chain extensions via ester or amide formation are possible / feasible.
  • Another object of the present invention is therefore a process for the preparation of a compound of formula I, as defined above, characterized in that the synthesis via the intermediate of a compound of formula II
  • Rf is CF 3 - (CH 2 ) r, CF 3 - (CH 2 ) rO-, CF 3 - (CH 2 ) rS-, CF 3 CF 2 -S-, SF 5 -
  • D is OH, NH 2 or Br 1 b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, and r is 0, 1, 2, 3, 4 or 5 is performed.
  • PE petroleum ether 5 DCC N, N'-dicyclohexylcarbodiimide
  • the solvent is distilled off on a rotary evaporator.
  • the intermediate sulfonic acid crude product (colorless oil) is used directly in the next step.
  • the solvent is distilled off on a rotary evaporator.
  • the intermediate sulfonic acid crude product (yellow oil) is investigated spectroscopically:
  • reaction mixture is heated under reflux for one hour (oil bath 95 0 C). It is then cooled to RT and the resulting colorless solid is filtered off with suction. Subsequently, drying in vacuo at 80 0 C for 7 days
  • the phases are separated and the aqueous phase extracted three times with 100 ml DCM.
  • the combined organic phases are washed with saturated NaCl solution and dried over sodium sulfate. After filtering off the desiccant, the solvent is removed in vacuo.
  • the column-chromatographic purification of the crude product (PE / MTBE: 20/1 to 1/1) gives a yellowish oil.
  • reaction mixture After completion of the reaction (TLC control), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brownish oil, which is drawn up on silica gel and purified by column chromatography (PE). The product is a yellowish oil.
  • the aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1.
  • the product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
  • the amide can be prepared from the commercially available ethyl ester in THF in the presence of catalytic amounts of N-heterocyclic carbenes: M. 10 Movassaghi et al. Org. Lett. 2005, 12, 2453-2456.
  • Example 6 p-Trifluoromethylphenylamine Substitution 0
  • Example 6a p-Trifluoromethylphenylamine Substitution 0
  • reaction mixture is quenched with saturated NaHCO 3 solution.
  • the organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE / MTBE: 3/1).
  • the product is a pale yellowish oil.
  • the aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1.
  • the product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
  • Chlorodecan-1-ol is synthesized according to G. van Koten et al. J. Org. Chem. 1998, 63, 4282-4290 with ruthenium catalysis from corresponding aniline and 1, 10 decanediol or according to F. Jourdain et al. Tetrahedron Lett. 1994, 35, 1545-1548 by nucleophilic substitution from 10-chloro decane-1-ol. 16.5 g of sodium iodide (110 mmol) and 19.3 g of 10-chlorodecane-1-ol (100 mmol) in 500 ml of acetone are placed in a 1000 ml round bottom flask and stirred at reflux for 24 h.
  • 12-Bromododecanoic acid (4-trifluoromethylphenyl) -amide (4 g, 9.5 mmol) is refluxed in 40 ml of pyridine for 2 days. After completion of the reaction, the excess pyridine is removed.
  • the resulting surfactant product (1- [11- (4-trifluoromethylphenylcarbamoyl) -undecyl] -pyridinium bromide) may optionally be purified by recrystallization.
  • 2,4-bis-trifluoromethylbenzylamine can also be converted to the corresponding surfactant.
  • the combined organic phases are dried over Na 2 SO 4 , filtered and the solvent is then removed in vacuo.
  • the result is a still moist sulfonic acid, which was taken up with 120 ml of methanol, mixed with 1.24 g of solid NaOH and boiled for 1 hour at reflux.
  • the resulting suspension is concentrated, redissolved in MeOH / MTBE 1: 1 and filtered through silica gel. The solvent is removed in vacuo.
  • the product is a colorless solid.
  • the intermediate carboxylic acid is dissolved in 100 ml of methanol and treated with 1.8 g of NaOH cookies, then heated to 65 ° C for one hour and then cooled.
  • reaction mixture After completion of the addition, the reaction mixture is slowly warmed to RT. After completion of the reaction (TLC control), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and centrifuged on a rotary evaporator. steamer evaporated. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE). The product is a pale yellowish oil.
  • the aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1.
  • the product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
  • Phases are separated, the organic phase is washed with saturated NaHCO 3 solution, dried over Na 2 SO 4 .
  • the crude product is taken up in 100 ml of THF and combined with 1.2 g (50 mmol, 1.25 eq) of LiOH and stirred for one hour at RT. After complete saponification of the acetoxy group is diluted with MTBE, washed with saturated NaCl solution, the phases are separated, the organic is dried over Na 2 SO 4 .
  • the crude product is purified by column chromatography (PE / MTB: 10/1).
  • the crude product is taken up in methanol, treated with aqueous NaOH 1 5 and stirred for 2 h at RT.
  • the reaction mixture is concentrated again and purified by column chromatography (MTB / MeOH). The result is a colorless solid.
  • Example 10 can also (2,4-bis-trifluoromethyl-phenyl) -methanol be converted to the corresponding sulfonate surfactant.
  • the benzyl ether intemnediate can be obtained from 1-bromo-4-trifluoromethyl-benzene with other Heck catalysts, in the selection of other catalysts, the benzyl ether intermediate can also be obtained from 1-chloro-4-trifluoromethyl-benzene.
  • Example 14a m, p, m-tris (trifluoromethyl) substitution
  • DBH 1,3-dibromo-5,5-dimethylhydantoin
  • Example 14b Alternative preparation of the m, p, m-tris (trifluoromethyl) substitution
  • Example 14c m. m-bis (trifluoromethyl) substitution
  • DBH 1,3-dibromo-5,5-dimethylhydantoin
  • Example 14d Derivatization of the m, p, m-tris (trifluoromethyl) -substituted compounds
  • Example 15a p-Pentafluorosulfuryl compounds and their derivatization:
  • Example 15b m.m-bispentafluorosulfurane compounds and their derivatization
  • Example 16a Preparation of the phenol or the benzoic acid derivative as
  • Example 16b Preparation of trifluoromethyl thioethers via iodine aromatics and derivatization of the compounds
  • Example 16c Preparation of tetrakis (trifluoromethylthioethers) from penta-adenobenzene and derivatization of the compounds
  • Example 17 Preparation of the Perfluoroethyl Thioethers Analogously to Examples 10a-10c, it is also possible to prepare corresponding compounds having C 2 F 5 S groups as stated above instead of the compounds containing CF 3 S, if the corresponding reagents are used in the syntheses the trifluoromethyl be replaced by appropriate pentafluoroethyl reagents. For example, the syntheses succeed if 2 F 5 I is used in place of CF 3 .
  • the trifluoromethoxy unit can be obtained by reacting phenolic OH groups with carbon tetrachloride and hydrogen fluoride and reacted further according to the following scheme:
  • Example 19 Determination of Biochemical Degradability The biochemical degradability of the compounds is determined according to the Zahn-Wellens test according to the publication of the European Commission: Classification, Packaging and Labeling of Dangerous Substances in the European Union, Part II - Test Methods, Annex V - Methods for determination Physicochemical Properties, Toxicity and Ecotoxicity, Part B, Biochemical Degradability - Zahn-Wellens Test (C9.), January 1997, pages 353-357.
  • Amount used of the test substances approx. 100 to 200 mg / l as DOC ventilation: with purified air
  • Example 20 Determination of the Surface Tension Device: Tensiometer from Krüss (Model K12) Temperature of the Measuring Solutions: 20 ° C.
  • Used measuring module ring

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Abstract

The invention relates to the use of Y terminal groups, wherein Y represents (formula I), Rf represents CF<SUB>3</SUB>-(CH<SUB>2</SUB>)<SUB>r</SUB>-, CF<SUB>3</SUB>-(CH<SUB>2</SUB>)<SUB>r</SUB>-O-, CF<SUB>3</SUB>-(CH<SUB>2</SUB>)<SUB>r</SUB>-S-, CF<SUB>3</SUB>CF<SUB>2</SUB>-S-, SF<SUB>5</SUB>- (CH<SUB>2</SUB>)<SUB>r</SUB>-, [CF<SUB>3</SUB>-(CH<SUB>2</SUB>)<SUB>r</SUB>]<SUB>2</SUB>N-, [CF<SUB>3</SUB>-(CH<SUB>2</SUB>)<SUB>r</SUB>]NH- or (CF<SUB>3</SUB>)<SUB>2</SUB>N-(CH<SUB>2</SUB>)<SUB>r</SUB>-, B represents a single bond, O, NH, NR, CH<SUB>2</SUB>, C(O)-O, C(O), S, CH<SUB>2</SUB>-O, O-C(O), N-C(O), C(O)-N, O-C(O)-N, N-C(O)-N, O-SO<SUB>2</SUB> or SO<SUB>2</SUB>-O, R represents alkyl having 1 to 4 C-atoms, b represents 0 or 1 and c represents 0 or 1, q represents 0 or 1, at least one radical from b and q represents 1, and r represents 0, 1, 2, 3, 4 or 5, as a terminal group in the surface-active compounds. The invention also relates to corresponding compounds and to a method for producing said compounds.

Description

Fluortenside fluorosurfactants
Gegenstand der vorliegenden Erfindung ist die Verwendung von Endgruppen Y, wobei Y steht fürThe present invention is the use of end groups Y, wherein Y is
wobei in which
Rf steht für CF3-(CH2Jr, CF3-(CH2)r-O-, CF3-(CH2)r-S-, CF3CF2-S-, SF5- (CH2)r, [CF3-(CH2)r]2N-, [CF3-(CH2)JNH- oder (CF3J2N-(CH2Jr, B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S, CH2-O, 0-C(O)1 N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, O-SO2 oder SO2-O, R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für 0, 1 , 2, 3, 4 oder 5, als Endgruppe in oberflächenaktiven Verbindungen, entsprechende neue Verbindungen und Herstellverfahren für diese Verbindungen.Rf is CF 3 - (CH 2 Jr, CF 3 - (CH 2) r -O-, CF 3 - (CH 2) RS-, CF 3 CF 2 -S-, SF 5 - (CH 2) r, [ CF 3 - (CH 2 ) r! 2N-, [CF 3 - (CH 2 ) JNH- or (CF 3 J 2 N- (CH 2 Jr, B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, 0-C (O) 1 NC (O), C (O) -N, 0-C (O) N, NC (O) -N, O-SO 2 or SO 2 -O, R is alkyl of 1 to 4 carbon atoms, b is O or 1 and c is O or 1, q is O or 1, at least one radical from b and q is 1, and r is 0, 1, 2, 3, 4 or 5, as the end group in surface-active compounds, corresponding novel compounds and preparation methods for these compounds.
Fluortenside besitzen eine überragende Fähigkeit zur Senkung der Oberflächenenergie, die beispielsweise bei der Hydrophobierung von Oberflächen, wie der Textilimprägnierung, der Hydrophobierung von Glas, oder dem so genannten Enteisen von Flugzeugtragflächen, genutzt wird.Fluorosurfactants have a superior surface energy lowering ability, which is used, for example, in the hydrophobing of surfaces such as textile impregnation, hydrophobization of glass, or so-called de-icing of aircraft wings.
In der Regel enthalten Fluortenside jedoch Perfluoralkylsubstituenten, die in der Umwelt durch biologische und andere Oxidationsprozesse zu Perfluoralkancarbonsäuren und -sulfonsäuren abgebaut werden. Diese gelten als persistent und stehen z. T. im Verdacht gesundheitliche Schäden zu verursachen (G. L. Kennedy, Jr., J. L. Butenhoff, G. W. Olsen, J. C. O'Connor, A. M. Seacat, R. G. Perkins, L. B. Biegel, S. R. Murphy, D. G. Farrar, Critical Reviews in Toxicology 2004, 34, 351-384). Längerkettige Perfluoralkancarbonsäuren und -sulfonsäuren reichern sich zudem in der Nahrungskette an.In general, however, fluorosurfactants contain perfluoroalkyl substituents which are degraded in the environment by biological and other oxidation processes to perfluoroalkanecarboxylic acids and -sulfonic acids. These are considered persistent and are z. T. suspected to cause health damage (GL Kennedy, Jr., JL Butenhoff, GW Olsen, JC O'Connor, AM Seacat, RG Perkins, LB Biegel, SR Murphy, DG Farrar, Critical Reviews in Toxicology 2004, 34, 351-384). Longer-chain perfluoroalkanecarboxylic acids and sulfonic acids also accumulate in the food chain.
Daher besteht Bedarf nach neuen oberflächenaktiven Substanzen mit einem den klassischen Fluortensiden vergleichbaren Eigenschaftsprofil, die vorzugsweise oxidativ oder reduktiv abbaubar sind. Besonders vorteilhaft sind dabei Verbindungen, die bei ihrem Abbau keine persistenten fluororganischen Abbauprodukte hinterlassen.There is therefore a need for new surface-active substances having a property profile comparable to the conventional fluorosurfactants, which are preferably degradable by oxidation or reductive action. In this connection, compounds which leave behind no persistent organofluorine degradation products are particularly advantageous.
Von der Firma Omnova werden Polymere vertrieben, deren Seitenketten terminale CF3- oder C2F5-Gruppen aufweisen. In der Internationalen Patentanmeldung WO 03/010128 werden Perfluoralkyl-substituierte Amine, Säuren, Aminosäuren und Thioethersäuren beschrieben, die eine C3-20- Perfluoralkyl-Gruppe aufweisen.The company Omnova markets polymers whose side chains have terminal CF 3 or C 2 F 5 groups. International Patent Application WO 03/010128 describes perfluoroalkyl-substituted amines, acids, amino acids and thioether acids which have a C 3 -2 0 -perfluoroalkyl group.
Aus JP-A-2001/133984 sind oberflächenaktive Verbindungen mit Perfluoralkoxy-Ketten bekannt, die sich zum Einsatz in Antireflex- Beschichtungen eignen. Aus JP-A-09/111286 ist die Verwendung von Perfluorpolyethertensiden in Emulsionen bekannt.JP-A-2001/133984 discloses surface-active compounds containing perfluoroalkoxy chains, which are suitable for use in antireflection coatings. JP-A-09/111286 discloses the use of perfluoropolyether surfactants in emulsions.
In der älteren Deutschen Patentanmeldung DE 102005000858 A werden Verbindungen, die mindestens eine endständige Pentafluorsulfuranyl- Gruppe oder mindestens eine endständige Trifluormethoxy-Gruppe tragen und über eine polare Endgruppe verfügen, oberflächenaktiv sind und sich in hervorragender Weise als Tenside eignen beschrieben.In the earlier German patent application DE 102005000858 A, compounds which carry at least one terminal pentafluorosulfuranyl group or at least one terminal trifluoromethoxy group and have a polar end group are surface-active and are described in an outstanding manner as surfactants.
Dennoch besteht weiterhin Bedarf nach neuen fluorierten Endgruppen bzw. nach Verbindungen, die diese Endgruppen enthalten. Es ist vorteilhaft, wenn solche Verbindungen als Tenside oder Vorstufen für Tenside verwendet werden können. Ein erster Gegenstand der vorliegenden Erfindung ist daher die Verwendung von Endgruppen Y, wobei Y steht fürNevertheless, there is still a need for new fluorinated end groups or compounds containing these end groups. It is advantageous if such compounds can be used as surfactants or precursors for surfactants. A first object of the present invention is therefore the use of end groups Y, wherein Y stands for
wobei in which
Rf steht für CF3-(CH2)r-, CF3-(CH2K)-, CF3-(CH2)r-S-, CF3CF2-S-, SF5- (CH2Jr, [CF3-(CH2)J2N-, [CF3-(CH2Jr]NH- oder (CF3J2N-(CH2Jr,Rf is CF 3 - (CH 2) r -, CF 3 - (CH 2 K) -, CF 3 (CH 2) RS-, CF 3 CF 2 -S-, SF 5 - (CH 2 Jr, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 Jr] NH- or (CF 3 J 2 N- (CH 2 Jr,
B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S, CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, O-SO2 oder SO2-O, R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für O, 1 , 2, 3, 4 oder 5, als Endgruppe in oberflächenaktiven Verbindungen.B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O, R is alkyl of 1 to 4 carbon atoms, b is O or 1 and c is O or 1, q is O or 1, wherein at least one of b and q is 1, and r is O, 1, 2, 3, 4 or 5, as an end group in surface-active compounds.
Rf steht bevorzugt für CF3-(CH2)r, CF3-(CH2)rO-, CF3-(CH2JrS oder [CF3- (CH2Jr]2N-. Eine bevorzugte Erfindungsvariante umfasst Fluorgruppen, im Folgenden auch kurz Rf genannt, bei denen r steht für O, 1 , 2 oder 3, insbesondere für O, 1 oder 2, wobei r vorzugsweise für O steht.Rf is preferably CF 3 - (CH 2 ) r , CF 3 - (CH 2 ) r O-, CF 3 - (CH 2 JrS or [CF 3 - (CH 2 J r ] 2 N-.) A preferred variant of the invention comprises Fluorine groups, also referred to below as Rf for short, in which r stands for 0, 1, 2 or 3, in particular for O, 1 or 2, where r is preferably O.
In einer besonders bevorzugte Ausführungsform der vorliegendenIn a particularly preferred embodiment of the present invention
Erfindung steht Rf für CF3-, CF3-O-, CF3-CH2-CH2-O-, CF3-S-, CF3CF2-S-, SF5-, CF3-CH2-CH2-S-, (CF3J2-N- und (CF3-CH2-CH2J2-N-, insbesondere für CF3-, CF3-O-, CF3-S- und (CF3J2-N-.Invention Rf is CF 3 -, CF 3 -O-, CF 3 -CH 2 -CH 2 -O-, CF 3 -S-, CF 3 CF 2 -S-, SF 5 -, CF 3 -CH 2 - CH 2 -S-, (CF 3 J 2 -N- and (CF 3 -CH 2 -CH 2 J 2 -N-, especially for CF 3 -, CF 3 -O-, CF 3 -S- and (CF 3 J 2 -N-.
Eine weitere bevorzugte Erfindungsvariante umfasst die Gruppen Rf gleich CF3-, CF3-S-, CF3CF2-S-, SF5- oder (CF3J2N-. Besonders bevorzugte Gruppen B sind O, S, CH2O, CH2, C(O) und OC(O). Insbesondere B gleich O und OC(O) sind bevorzugt.Another preferred variant of the invention comprises the groups Rf is CF 3 -, CF 3 -S-, CF 3 CF 2 -S-, SF 5 - or (CF 3 J 2 N-. Particularly preferred groups B are O, S, CH 2 O, CH 2 , C (O) and OC (O). In particular, B is O and OC (O) are preferred.
Eine bevorzugte Erfindungsvariante umfasst Gruppen Y, die eine Kombination der Variabein in deren bevorzugten bzw. besonders bevorzugten Bereichen aufweisen.A preferred variant of the invention comprises groups Y which have a combination of the variabein in their preferred or particularly preferred ranges.
Eine besonders bevorzugte Erfindungsvariante umfasst dabei die Gruppen Y gleich CF3-Ar-O, CF3-O-Ar-O, CF3-CH2-CH2-O-Ar-O, CF3-S-Ar-O, CF3CF2-S-Ar-O, SF5-Ar-O, CF3-CH2-CH2-S-Ar-O, (CF3)2-N-Ar-O, (CF3-CH2- CH2)2-N-Ar-O, CF3-Ar-OC(O), CF3-O-Ar-OC(O), CF3-CH2-CH2-O-Ar-OC(O), CF3-S-Ar-OC(O), CF3CF2-S-Ar-OC(O), SF5-Ar-OC(O), CF3-CH2-CH2-S-Ar- OC(O), (CFa)2-N-Ar-OC(O) und (CF3-CH2-CH2)2-N-Ar-OC(O), insbesondere gleich CF3-Ar-O, CF3-O-Ar-O, CF3-S-Ar-O, (CF3)2-N-Ar-O, CF3-Ar-OC(O), CF3-O-Ar-OC(O), CF3-S-Ar-OC(O) und (CF3)2-N-Ar-OC(O).A particularly preferred variant of the invention comprises the groups Y being CF 3 -Ar-O, CF 3 -O-Ar-O, CF 3 -CH 2 -CH 2 -O-Ar-O, CF 3 -S-Ar-O, CF 3 CF 2 -S-Ar-O, SF 5 -Ar-O, CF 3 -CH 2 -CH 2 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC (O), CF 3 -CH 2 -CH 2 -O-Ar-OC ( O), CF 3 -S-Ar-OC (O), CF 3 CF 2 -S-Ar-OC (O), SF 5 -Ar-OC (O), CF 3 -CH 2 -CH 2 -S- Ar-OC (O), (CFa) 2 -N-Ar-OC (O) and (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-OC (O), in particular equal to CF 3 -Ar-O , CF 3 -O-Ar-O, CF 3 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC ( O) CF 3 -S-Ar-OC (O) and (CF 3) 2 -N-Ar-OC (O).
Eine insbesondere bevorzugte Erfindungsvariante umfasst Y gleich CF3-Ar- O und CF3-Ar-OC(O).A particularly preferred variant of the invention comprises Y equal to CF 3 -Ar-O and CF 3 -Ar-OC (O).
R steht bevorzugt für Alkyl mit 1 , 2 oder 3 C-Atomen, insbesondere mit 1 oder 2 C-Atomen.R is preferably alkyl having 1, 2 or 3 C atoms, in particular having 1 or 2 C atoms.
In einer Variante der vorliegenden Erfindung ist es bevorzugt, wenn q steht für O und mindestens ein c und/oder b jeweils stehen für 1. Insbesondere ist es bevorzugt wenn alle c und b für 1 stehen, d.h. die Aromaten in o, p, o- Position mit Fluorgruppen substituiert sind.In a variant of the present invention, it is preferred that q is O and at least one c and / or b are each 1. In particular, it is preferred that all c and b are 1, i. the aromatics are substituted in the o, p, o position by fluorine groups.
In einer weiteren Erfindungsvariante ist es bevorzugt, wenn alle q und b jeweils stehen für O und mindestens ein c für 1 steht. Insbesondere ist es bevorzugt, wenn beide c für 1 stehen, d.h. die Aromaten in o, o-Position mit Fluorgruppen substituiert sind. In einer weiteren Erfindungsvariante ist es bevorzugt, wenn alle c und q jeweils stehen für 0 und b für 1 steht, d.h. die Aromaten in p-Position mit Fluorgruppen substituiert sind.In a further variant of the invention it is preferred if all q and b are each O and at least one c is 1. In particular, it is preferred if both c are 1, ie the aromatics are substituted in the o, o-position with fluorine groups. In a further variant of the invention it is preferred if all c and q are each 0 and b is 1, ie the aromatics are substituted in the p-position by fluorine groups.
Besonders bevorzugt werden Verbindungen nach der Formel I verwendet, die eine Kombination der Variabein in deren bevorzugten bzw. besonders bevorzugten Bereichen aufweisen.Particular preference is given to using compounds of the formula I which have a combination of the variabein in their preferred or particularly preferred ranges.
Vorzugsweise ist die Endgruppe Y in den oberflächenaktiven Verbindungen dabei an eine gesättigte oder ungesättigte, ggf. aromatische, verzweigte oder unverzweigte, ggf. substituierte, ggf. heteroatomsubstituierte Kohlenwasserstoff-Einheit gebunden. Bei den Kohlenwasserstoff-Einheiten kann es sich um aliphatische oder aromatische, gegebenenfalls mit Heteroatomen versehene Einheiten handeln. Dabei ist es insbesondere bevorzugt, wenn die Kohlenwasserstoff-Einheiten bzw. das gesamte Molekül frei von weiteren Fluor-Atomen ist.Preferably, the end group Y in the surface-active compounds is bound to a saturated or unsaturated, optionally aromatic, branched or unbranched, optionally substituted, optionally heteroatom-substituted hydrocarbon unit. The hydrocarbon units may be aliphatic or aromatic units optionally provided with heteroatoms. It is particularly preferred if the hydrocarbon units or the entire molecule is free of further fluorine atoms.
Dabei enthalten die erfindungsgemäß zu verwendenden Verbindungen neben den genannten fluorierten Endgruppen vorzugsweise keine weiteren fluorierten Gruppen.In this case, the compounds to be used according to the invention preferably contain no further fluorinated groups in addition to the stated fluorinated end groups.
In einer Erfindungsvariante kommt die Endgruppe Y in der oberflächenaktiven Verbindung mehrfach vor und es handelt sich bei der oberflächenaktiven Verbindung vorzugsweise um ein Oligomer oder Polymer.In one variant of the invention, the end group Y occurs several times in the surface-active compound and the surface-active compound is preferably an oligomer or polymer.
In einer anderen ebenfalls bevorzugten Erfindungsvariante kommt die Endgruppe Y in der oberflächenaktiven Verbindung nur einmal, zweimal oder dreimal vor, wobei Verbindungen in denen die Endgruppe nur einmal vorkommt insbesondere bevorzugt sind. Dabei handelt es sich bei den erfindungsgemäß zu verwendenden Verbindungen vorzugsweise um niedermolekulare Verbindungen der Formel I Y-Spacer-XIn another likewise preferred variant of the invention, the end group Y in the surface-active compound occurs only once, twice or three times, compounds in which the end group occurs only once being particularly preferred. The compounds to be used according to the invention are preferably low molecular weight compounds of the formula I. Y-spacer-X
wobeiin which
- Y steht für- Y stands for
wobei in which
Rf steht für CF3-(CH2V, CF3-(CH2)r0-, CF3-(CH2)r-S-, CF3CF2-S-, SF5-Rf is CF 3 - (CH 2 V, CF 3 - (CH 2 ) r O-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 -
(CH2V, [CF3-(CH2)J2N-, [CF3-(CH2)JNH- oder (CF3J2N-(CH2V.(CH 2 V, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) JNH- or (CF 3 J 2 N- (CH 2 V.
B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S1 CH2-O, OC(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, 0-SO2 oder SO2-O,B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S 1 CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, r steht für 0, 1 , 2, 3, 4 oder 5, Spacer steht für eine gesättigte oder ungesättigte, ggf. aromatische, verzweigte oder unverzweigte, ggf. substituierte Kohlenwasserstoff-Einheit, undR is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is 0, 1, 2, 3, 4 or 5, spacer is a saturated or unsaturated, optionally aromatic, branched or unbranched, optionally substituted hydrocarbon unit, and
X steht für eine kationische, nichtionische, amphotere oder anionische polare Gruppe oder eine polymerisierbare Gruppe.X represents a cationic, nonionic, amphoteric or anionic polar group or a polymerizable group.
Insbesondere bevorzugt ist es weiter, wenn die Verbindung der Formel I ausgewählt ist aus den Verbindungen der Formeln Ia bis Ig,It is furthermore particularly preferred if the compound of the formula I is selected from the compounds of the formulas Ia to Ig,
Y-(CH2)n-X Ia Y-CH2-CH(HaI)-(CH2) {n.irX IbY- (CH 2) n -X Ia Y-CH 2 -CH (Hal) - (CH 2) n .i {r X Ib
Y-(CH2)n-1CH=CH-(CH2) (n.-irX Ic Y-(CH2)n-i-Ar-(CH2)(n-i)-X IdY- (CH 2 ) n-1 CH = CH- (CH 2 ) (n -ir X Ic Y- (CH 2 ) ni-Ar- (CH 2 ) (n- i) -X Id
Y-(CH2)n-rC≡C-(CH2)n-X IeY- (CH 2 ) n- rC≡C- (CH 2 ) n X Ie
Y-(CH2)n-Q-(CH2)n-X IfY- (CH 2 ) n -Q- (CH 2 ) n -X If
Y-[(CH2)2-O]-[(CH2)X-O]y-(CH2),-X igY - [(CH 2 ) 2 -O] - [(CH 2 ) X -O] y - (CH 2 ), - X ig
worin Y steht fürwhere Y stands for
wobei in which
Rf steht für CF3-(CH2)r-, CF3-(CH2)r-O-, CF3-(CH2)r-S-, CF3CF2-S-, SF5-Rf is CF 3 - (CH 2 ) r -, CF 3 - (CH 2 ) r -O-, CF 3 - (CH 2 ) r -S-, CF 3 CF 2 -S-, SF 5 -
(CH2)r-, [CF3-(CH2)J2N-, [CF3-(CH2)JNH- oder (CF3)2N-(CH2)r, B steht für eine Einfachbindung, O, NH, NR1 CH2, C(O)-O, C(O), S,(CH 2 ) r -, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) JNH- or (CF 3 ) 2 N- (CH 2 ) r , B represents a single bond, O, NH, NR 1 CH 2 , C (O) -O, C (O), S,
CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, O-SO2 oder SO2-O,CH 2 -O, OC (O), NC (O), C (O) -N, O-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, r steht für O, 1 , 2, 3, 4 oder 5, x und t stehen unabhängig voneinander für 1 -5, y steht für 0 - 5, z steht für 1 - 12, n und n' stehen unabhängig voneinander für eine ganze Zahl aus dem Bereich 1 bis 30 undR is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is O, 1, 2, 3, 4 or 5, x and t are independently 1-5, y is 0-5, z is 1-12, n and n 'are each independently an integer from region 1 to 30 and
X steht für eine kationische, nichtionische, ampothere oder anionische polare Gruppe oder eine polymerisierbare Gruppe,X is a cationic, nonionic, ampothere or anionic polar group or a polymerizable group,
(HaI) steht für F, Cl, Br oder I,(HaI) is F, Cl, Br or I,
Q steht für O, S oder N, Ar steht für Aryl, sowie entsprechender Salze der Verbindungen nach Formel Ia, Ib bzw. Ic bzw. Id. Bevorzugt sind Verbindungen der Formeln Ia bis Ig, in denen die Gruppe Y in den im Vorhergehenden genannten bevorzugten Bereichen ihrer Variablen vorliegt, insbesondere in den genannten Kombinationen der bevorzugten Variablen.Q is O, S or N, Ar is aryl, and corresponding salts of the compounds of the formula Ia, Ib or Ic or Id. Preference is given to compounds of the formulas Ia to Ig in which the group Y is present in the abovementioned preferred ranges of their variables, in particular in the combinations of the preferred variables mentioned.
Eine besonders bevorzugte Erfindungsvariante umfasst dabei die Gruppen Y gleich CF3-Ar-O, CF3-O-Ar-O, CF3-CH2-CH2-O-Ar-O, CF3-S-Ar-O, CF3CF2-S-Ar-O, SF5-Ar-O, CF3-CH2-CH2-S-Ar-O, (CF3)2-N-Ar-O, (CF3-CH2- CH2)2-N-Ar-O, CF3-Ar-OC(O), CF3-O-Ar-OC(O), CF3-CH2-CH2-O-Ar-OC(O), CF3-S-Ar-OC(O), CF3CF2-S-Ar-OC(O), SF5-Ar-OC(O), CF3-CH2-CH2-S-Ar- OC(O), (CFa)2-N-Ar-OC(O) und (CF3-CH2-CH2)2-N-Ar-OC(O), insbesondere gleich CF3-Ar-O, CF3-O-Ar-O, CF3-S-Ar-O, (CF3)2-N-Ar-O, CF3-Ar-OC(O), CF3-O-Ar-OC(O), CF3-S-Ar-OC(O) und (CF3)2-N-Ar-OC(O).A particularly preferred variant of the invention comprises the groups Y being CF 3 -Ar-O, CF 3 -O-Ar-O, CF 3 -CH 2 -CH 2 -O-Ar-O, CF 3 -S-Ar-O, CF 3 CF 2 -S-Ar-O, SF 5 -Ar-O, CF 3 -CH 2 -CH 2 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC (O), CF 3 -CH 2 -CH 2 -O-Ar-OC ( O), CF 3 -S-Ar-OC (O), CF 3 CF 2 -S-Ar-OC (O), SF 5 -Ar-OC (O), CF 3 -CH 2 -CH 2 -S- Ar-OC (O), (CFa) 2 -N-Ar-OC (O) and (CF 3 -CH 2 -CH 2 ) 2 -N-Ar-OC (O), in particular equal to CF 3 -Ar-O , CF 3 -O-Ar-O, CF 3 -S-Ar-O, (CF 3 ) 2 -N-Ar-O, CF 3 -Ar-OC (O), CF 3 -O-Ar-OC ( O) CF 3 -S-Ar-OC (O) and (CF 3) 2 -N-Ar-OC (O).
Eine insbesondere bevorzugte Erfindungsvariante umfasst Y gleich CF3-Ar- O und CF3-Ar-OC(O).A particularly preferred variant of the invention comprises Y equal to CF 3 -Ar-O and CF 3 -Ar-OC (O).
Ein bevorzugter Bereich für n und/oder n1 ist 3 bis 24, insbesondere 3 bis 18. Vor allem Verbindungen mit n und/oder n' im Bereich von 3 bis 16 sind bevorzugt, insbesondere im Bereich von 8-16. In einer insbesondere bevorzugten Erfindungsvariante sind n und/oder n' unabhängig voneinander geradzahlig.A preferred range for n and / or n 1 is 3 to 24, in particular 3 to 18. Especially compounds with n and / or n 'in the range of 3 to 16 are preferred, in particular in the range of 8-16. In a particularly preferred variant of the invention, n and / or n 'are, independently of one another, even.
Q steht bevorzugt für O oder S.Q is preferably O or S.
In einer anderen ebenfalls bevorzugten Erfindungsvariante steht n in der Formel Ia für 1 oder 2 und X steht bevorzugt für eine funktionelle Gruppe, vorzugsweise ausgewählt aus -CH=CH2, -C≡CR2, -CHO, -C(=O)CH3, - COOH, -OH, - SH, -Cl, -Br, -I. Diese Verbindungen eignen sich in besonderer Weise als Zwischenstufen zum Aufbau weiterer erfindungsgemäßer Verbindungen. Besonders bevorzugt werden Verbindungen nach den Formeln Ia bis Ig verwendet, die eine Kombination der Variabein in deren bevorzugten bzw. besonders bevorzugten Bereichen aufweisen.In another likewise preferred variant of the invention, n in the formula Ia is 1 or 2 and X is preferably a functional group, preferably selected from -CH =CH 2 , -C≡CR 2 , -CHO, -C (OO) CH 3 , - COOH, -OH, -SH, -Cl, -Br, -I. These compounds are particularly suitable as intermediates for the construction of further compounds of the invention. Particular preference is given to using compounds of the formulas Ia to Ig which have a combination of the variabein in their preferred or particularly preferred ranges.
Ganz besonders bevorzugt ist dabei die Verwendung von Verbindungen der Formel Ia, wobei n insbesondere bevorzugt steht für eine ganze Zahl aus dem Bereich von 3 bis 24, und besonders bevorzugt für eine ganze Zahl aus dem Bereich 3 bis 18, insbesondere 8 bis 16. Dabei ist es in einer Erfindungsvariante wiederum bevorzugt, wenn n geradzahlig ist.Very particular preference is given to the use of compounds of the formula Ia, where n is particularly preferably an integer from the range from 3 to 24, and particularly preferably an integer from the range from 3 to 18, in particular from 8 to 16. In a variant of the invention, it is again preferred if n is an even number.
Erfindungsgemäß insbesondere bevorzugt ist die Verwendung der oben genannten Verbindungen als Tenside.Particularly preferred according to the invention is the use of the abovementioned compounds as surfactants.
Handelt es sich bei den Verbindungen nach Formel I um anionische Verbindungen oder anionisch versalzbare Verbindungen, so ist es bevorzugt, wenn als Gegenion ein Alkalimetall-Ion, vorzugsweise Li+, Na+ oder K+, ein Erdalkalimetall-Ion oder NH4 + vorliegt. Handelt es sich bei den Verbindungen nach Formel I um kationische Verbindungen oder kationisch versalzbare Verbindungen, so ist es bevorzugt, wenn als Gegenion einIf the compounds of the formula I are anionic compounds or compounds which can be anionically salified, it is preferred if the counterion is an alkali metal ion, preferably Li + , Na + or K + , an alkaline earth metal ion or NH 4 + . If the compounds of the formula I are cationic compounds or cationically salinatable compounds, it is preferred if the counterion used is a
Halogenid, wie Cl", Br", I', oder CH3SO3 ", CF3SO3 ", CH3PhSO3 " oder PhSO3 " vorliegt.Halide such as Cl " , Br " , I ' , or CH 3 SO 3 " , CF 3 SO 3 " , CH 3 PhSO 3 " or PhSO 3 " is present.
Vorteile der erfindungsgemäßen Verbindungen bzw. erfindungsgemäßen Verwendung der genannten Verbindungen bzw. der erfindungsgemäßen Zusammensetzungen können dabei insbesondere sein:Advantages of the compounds according to the invention or use according to the invention of the compounds mentioned or of the compositions according to the invention can be in particular:
- eine Oberflächenaktivität, die der konventioneller Kohlenwasserstoff- Tenside hinsichtlich Effizienz und/oder Effektivität gleich oder überlegen sein kann und/oder,a surface activity that may be the same or superior to conventional hydrocarbon surfactants in terms of efficiency and / or effectiveness, and / or
- biologische und/oder abiotische Abbaubarkeit der Substanzen ohne Bildung persistenter, perfluorierter Abbauprodukte und/oder,biological and / or abiotic degradability of the substances without formation of persistent, perfluorinated degradation products and / or
- gute Verarbeitbarkeit in Formulierungen und/oder,good processability in formulations and / or
- Lagerstabilität. In einer bevorzugten Gruppe von erfindungsgemäß einzusetzenden Verbindungen nach Formel I steht X für eine anionische polare Gruppe ausgewählt aus -COOM, -SO3M, -OSO3M, -PO3M2, -OPO3M2, - (OCH2CHR)m-O-(CH2)o-COOM, -(OCH2CHR)m-O-(CH2)o-SO3M, -- storage stability. In a preferred group of compounds of the formula I to be used according to the invention, X is an anionic polar group selected from -COOM, -SO 3 M, -OSO 3 M, -PO 3 M 2 , -OPO 3 M 2 , - (OCH 2 CHR ) m -O- (CH 2) o -COOM, - (OCH 2 CHR) m -O- (CH 2) o SO 3 m, -
(OCH2CHR)m-O-(CH2)o-OSO3M, -(OCH2CHR)m-O-(CH2)o-PO3M2) -(OCH2CHR)m-O-(CH2)o-OPO3M2, wobei M steht für H oder ein Alkalimetall- lon, vorzugsweise Li+, Na+ oder K+, oder NH/ oder Tetra-C-i -6-alkyl- ammonium oder Tetra-Ci-6-alkyl-phosphonium, R steht für H oder Ci-4- Alkyl, m steht für eine ganze Zahl aus dem Bereich von 1 bis 1000 und o steht für eine ganze Zahl ausgewählt aus 1 , 2, 3 oder 4.(OCH 2 CHR) m -O- (CH 2 ) o -OSO 3 M, - (OCH 2 CHR) m -O- (CH 2 ) o-PO 3 M 2) - (OCH 2 CHR) m -O- (CH 2) o-OPO 3 M 2, wherein M is H or an alkali metal ion, preferably Li +, Na + or K +, or NH / or tetra-Ci-6-alkyl ammonium or tetra-Ci 6 alkyl-phosphonium, R is H or Ci -4 - alkyl, m stands for an integer from the range from 1 to 1000 and o stands for an integer selected from 1, 2, 3 or. 4
Zu den bevorzugten anionischen Gruppen gehören dabei insbesondere - COOM, -SO3M, -OSO3M, sowie -(OCH2CHR)m-O-(CH2)o-COOM, -(OCH2CHRXn-O-(CH2)O-SO3M und -(OCH2CHR)m-O-(CH2)0-OSO3M, wobei jede einzelne dieser Gruppen für sich genommen bevorzugt sein kann.The preferred anionic groups include in particular - COOM, -SO 3 M, -OSO 3 M, and - (OCH 2 CHR) m -O- (CH 2 ) o -COOM, - (OCH 2 CHRX n -O- ( CH2) O -SO 3 m, and - (OCH 2 CHR) m -O- (CH 2) 0 -OSO 3 m, wherein each of these groups may be preferred per se.
In einer anderen ebenfalls bevorzugten Gruppe von erfindungsgemäß einzusetzenden Verbindungen nach Formel I steht X für eine kationische polare Gruppe ausgewählt aus -NR1R2R3 + Z", -PR1R2R3 + Z",In another likewise preferred group of compounds of the formula I to be used according to the invention, X is a cationic polar group selected from -NR 1 R 2 R 3 + Z " , -PR 1 R 2 R 3 + Z " ,
wobei R steht für H oder in beliebiger Position,where R is H or in any position,
Z" steht für Cl", Br, l\ CH3SO3 ", CF3SO3 ", CH3PhSO3 ", PhSO3 " Z " is Cl " , Br, 1 \ CH 3 SO 3 " , CF 3 SO 3 " , CH 3 PhSO 3 " , PhSO 3 "
R1, R2 und R3 jeweils unabhängig voneinander stehen für H, Ci-30-Alkyl, Ar oder -CH2Ar undR 1, R 2 and R 3 each independently represent H, Ci- 30 alkyl, Ar or -CH 2 Ar and
Ar steht für einen unsubstituierten oder ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mit 6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch N ersetzt sein können. Zu den bevorzugten kationischen Gruppen gehören dabei insbesondere aus -NR1R2R3 + Z und wobei jede einzelne dieser Gruppen für sich genommen bevorzugt sein kann.Ar is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems having 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N. The preferred cationic groups include in particular -NR 1 R 2 R 3 + Z and each of these groups may be preferred per se.
In einer weiteren bevorzugten Gruppe von erfindungsgemäß einzusetzenden Verbindungen nach Formel I bzw. den Formeln Ia bis Ig steht X für eine nicht-ionische polare Gruppe ausgewählt aus -Cl, -Br, -I, -(OCH2CHR)m-OH, -(OCH2CHR)1T1-SH, -O-(Glycosid)0, -(OCH2CHR)m-OCH2-CHOH-CH2-OH> -(OCH2CHR)m-OCH2Ar(-NCO)pI -(OCH2CHR)m-OAr(-NCO)p , -SiR1R2Z, -SiR1Z2, -SiZ3, -COZ, -(OCH2CHR)m-SO2CH=CH2, -SO2Z,In a further preferred group of compounds of the formula I or the formulas Ia to Ig to be used according to the invention X is a non-ionic polar group selected from -Cl, -Br, -I, - (OCH 2 CHR) m -OH, - (OCH 2 CHR) 1 T 1 -SH, -O- (glycoside) 0, - (OCH 2 CHR) m -OCH 2 -CHOH-CH 2 -OH> - (OCH 2 CHR) m -OCH 2 Ar (- NCO) p I - (OCH 2 CHR) m -OAr (-NCO) p , -SiR 1 R 2 Z, -SiR 1 Z 2 , -SiZ 3 , -COZ, - (OCH 2 CHR) m -SO 2 CH = CH 2 , -SO 2 Z,
m steht für eine ganze Zahl aus dem Bereich von O bis 1000, n steht für 0 oder 1 und o steht für eine ganze Zahl aus dem Bereich von 1 bis 10, p steht für 1 oder 2, R steht für H oder C-M-Alkyl,m is an integer in the range of O to 1000, n is 0 or 1, and o is an integer in the range of 1 to 10, p is 1 or 2, R is H or C- M alkyl,
R1 und R2 jeweils unabhängig voneinander stehen für Ci-30-Alkyl, Ar oder -R 1 and R 2 each independently represent Ci- 30 alkyl, Ar or -
CH2Ar und,CH 2 Ar and,
Ar steht für einen unsubstituierten, ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mit 6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch C=O ersetzt sein können und, Glycosid steht für einen verethertes Kohlenhydrat, vorzugsweise für ein mono- di-, tri- oder oligo-Glucosid, alle Z jeweils unabhängig voneinander stehen für -H, -Cl, -F, -NR1R2, -OR1, -N-Imidazolyl und V steht für Cl oder F.Ar is an unsubstituted, mono- or polysubstituted aromatic ring or fused ring systems having 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by C = O and, Glycoside is an etherified carbohydrate, preferably a mono-, tri- or oligo-glucoside, all Z are each independently of one another -H, -Cl, -F, -NR 1 R 2 , -OR 1 , -N Imidazolyl and V is Cl or F.
Zu den bevorzugten nicht-ionischen polaren Gruppen gehören dabei insbesondere -(OCH2CHR)m-OH und -O-(Glycosid)o, wobei jede einzelne dieser Gruppen für sich genommen bevorzugt sein kann.The preferred non-ionic polar groups include in particular - (OCH 2 CHR) m -OH and -O- (glycoside) o , wherein each of these groups can be taken for granted per se.
Darüber hinaus können erfindungsgemäß solche Verbindungen der Formeln I bevorzugt sein bzw. bevorzugt verwendet werden, bei denen X steht für eine polymerisierbare Gruppe ausgewählt aus - (OCH2CHR)mOCOCR=CH2I -(OCH2CHR)m-OCR=CH2) -(OCH2CHR)mO -NN RR1 wobei m steht für eine ganze Zahl aus dem Bereich von O bis 1000 und R bzw. R1 steht für H oder C^-Alkyl oder Y-Spacer-(OCH2CHR)m-OCH2-.Moreover, such compounds of formula I according to the invention can be preferred, or are preferably used, in which X stands for a polymerisable group selected from - (OCH2CHR) m OCOCR = CH 2 I - (OCH 2 CHR) m -OCR = CH 2) - ( OCH 2 CHR) m O -NN RR 1 where m is an integer in the range from O to 1000 and R and R 1 are H or C 1-4 -alkyl or Y-spacer (OCH 2 CHR) m -OCH 2 -.
Diese Verbindungen werden vorzugsweise zu Polymeren mit entsprechenden Seitenketten verarbeitet, die selbst wieder im erfindungsgemäßen Sinne eingesetzt werden können. Auch die Verwendung dieser Polymere ist ein Gegenstand der vorliegenden Erfindung.These compounds are preferably processed into polymers with corresponding side chains, which can themselves be used again in the sense of the invention. The use of these polymers is also an object of the present invention.
Darüber hinaus können erfindungsgemäß solche Verbindungen der Formeln I bevorzugt sein bzw. bevorzugt verwendet werden, bei denen X steht für eine funktionelle Gruppe ausgewählt aus -CR2=CR3R4, -C≡CH, - CHO, -C(=O)CH3, -COOH, -OH, -SH, -Cl, -Br, -I1 wobei R2, R3 und R4 jeweils unabhängig voneinander stehen für H oder Y-Spacer- oder Ci-4- Alkyl.Moreover, according to the invention, those compounds of the formulas I which are preferred or preferably used can be those in which X is a functional group selected from -CR 2 CRCR 3 R 4 , -C≡CH, -CHO, -C (OO) CH 3 , -COOH, -OH, -SH, -Cl, -Br, -I 1 where R 2 , R 3 and R 4 each independently represent H or Y-spacer or Ci -4 - alkyl.
Darüber hinaus können erfindungsgemäß solche Verbindungen bevorzugt sein bzw. bevorzugt verwendet werden, bei denen X steht für eine amphotere Gruppe ausgewählt aus den funktionellen Gruppen der Acetyldiamine, der N-Alkylaminosäuren, der Betaine, der Aminoxide bzw. entsprechender Derivate. In bevorzugten Verbindungen dieser Substanzklasse ist X eine Gruppe ausgewählt ausIn addition, according to the invention, those compounds can be preferred or preferably used in which X is an amphoteric group selected from the functional groups of the acetyldiamines, the N-alkylamino acids, the betaines, the amine oxides or corresponding derivatives. In preferred compounds of this class of substance, X is a group selected from
Zu den insbesondere bevorzugten erfindungsgemäßen Verbindungen gehören die in der folgenden Tabelle gezeigten Verbindungen. Diese Verbindungen können selbst Tenside sein oder sie sind die korrespondierenden Säuren von Tensiden oder die Vorstufen von Tensiden. Eine insbesondere bevorzugte Erfindungsvariante umfasst Verbindungen mit CF3-Ar-O- und CF3-Ar-OC(O)-Gruppen. Dabei ist es in einer Erfindungsvariante wiederum bevorzugt, wenn n und/oder n' geradzahlig ist.Particularly preferred compounds of the invention include the compounds shown in the following table. These compounds may themselves be surfactants or they are the corresponding acids of surfactants or the precursors of surfactants. A particularly preferred variant of the invention comprises compounds with CF 3 -Ar-O and CF 3 -Ar-OC (O) groups. It is again preferred in a variant of the invention, if n and / or n 'is even.
Tabelletable
CF3-Ar-O-(CHz)3-COOH; CF3-Ar-O-(CHz)3-SO3H; CF3-Ar-O-(CHz)3-O-SO3H; CF3- Ar-O-(CHz)3-SH; CF3-Ar-O-(CH2)3-OH; CF3-Ar-O-(CHz)3-N+R1R2R3Z"; CF3-Ar-O- (CHz)3-P+R1R2R3Z ; CF3-Ar-O-(CHz)3-O-GlUCOSJd; CF3-Ar-O-(CHz)3-O-PO3H;CF 3 -Ar-O- (CHz) 3 -COOH; CF 3 -Ar-O- (CHz) 3 -SO 3 H; CF 3 -Ar-O- (CHz) 3 -O-SO 3 H; CF 3 - Ar-O- (CHz) 3 -SH; CF 3 -Ar-O- (CH 2 ) 3 -OH; CF 3 -Ar-O- (CHz) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-O- (CHz) 3 -P + R 1 R 2 R 3 Z; CF 3 -Ar- O- (CHz) 3 -O-GlUCOSJd; CF 3 -Ar-O- (CHz) 3 -O-PO 3 H;
CF3-Ar-O-(CHz)4-COOH; CF3-Ar-O-(CHz)4-SO3H; CF3-Ar-O-(CHz)4-O-SO3H; CF3- Ar-O-(CHz)4-SH; CF3-Ar-O-(CHz)4-OH; CF3-Ar-O-(CHz)4-N+R1R2R3Z"; CF3-Ar-O- (CHz)4-P+R1R2R3Z"; CF3-Ar-O-(CHz)4-O-GlUCOSJd; CF3-Ar-O-(CHz)4-O-PO3H;CF 3 -Ar-O- (CHz) 4 -COOH; CF 3 -Ar-O- (CHz) 4 -SO 3 H; CF 3 -Ar-O- (CHz) 4 -O-SO 3 H; CF 3 - Ar-O- (CHz) 4 -SH; CF 3 -Ar-O- (CHz) 4 -OH; CF 3 -Ar-O- (CHz) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-O- (CHz) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-O- (CHz) 4 -O-GlUCOSJd; CF 3 -Ar-O- (CHz) 4 -O-PO 3 H;
CF3-Ar-O-(CHz)5-COOH; CF3-Ar-O-(CHz)5-SO3H; CF3-Ar-O-(CHz)5-O-SO3H; CF3- Ar-O-(CHz)5-SH; CF3-Ar-O-(CHz)5-OH; CF3-Ar-O-(CHz)5-N+R1R2R3Z"; CF3-Ar-O- (CH2)5-P+R1R2R3Z"; CF3-Ar-O-(CH2)5-O-Glucosid, CF3-Ar-O-(CH2)5-O-PO3H CF3-O-Ar-O-(CHz)3-COOH; CF3-O-Ar-O-(CHz)3-SO3H; CF3-O-Ar-O-(CHz)3-O- SO3H; CF3-O-Ar-O-(CHz)3-SH1 CF3-O-Ar-O-(CHz)3-OH; CF3-O-Ar-O-(CHz)3- N+R1R2R3Z ; CF3-O-Ar-O-(CHz)3-P+R1R2R3Z-; CF3-O-Ar-O-(CH2)3-O-Glucosid; CF3 0-Ar-O-(CHz)3-OPO3HCF 3 -Ar-O- (CHz) 5 -COOH; CF 3 -Ar-O- (CHz) 5 -SO 3 H; CF 3 -Ar-O- (CHz) 5 -O-SO 3 H; CF 3 - Ar-O- (CHz) 5 -SH; CF 3 -Ar-O- (CHz) 5 -OH; CF 3 -Ar-O- (CHz) 5 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-O- (CH 2 ) 5 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-O- (CH 2 ) 5 -O-Glucoside, CF 3 -Ar-O- (CH 2 ) 5 -O-PO 3 H CF 3 -O-Ar-O- (CHz) 3 -COOH; CF 3 -O-Ar-O- (CHz) 3 -SO 3 H; CF 3 -O-Ar-O- (CHz) 3 -O- SO 3 H; CF 3 -O-Ar-O- (CHz) 3 -SH 1 CF 3 -O-Ar-O- (CHz) 3 -OH; CF 3 -O-Ar-O- (CHz) 3 - N + R 1 R 2 R 3 Z; CF 3 -O-Ar-O- (CHz) 3 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-O- (CH 2 ) 3 -O-glucoside; CF 3 O-Ar-O- (CHz) 3 -OPO 3 H
CF3-O-Ar-O-(CHz)4-COOH; CF3-O-Ar-O-(CHz)4-SO3H; CF3-O-Ar-O-(CHz)4-O- SO3H; CF3-O-Ar-O-(CHz)4-SH, CF3-O-Ar-O-(CHz)4-OH; CF3-O-Ar-O-(CHz)4- N+R1R2R3Z"; CF3-O-Ar-O-(CHz)4-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)4-O-Glucosid; CF3 0-Ar-O-(CHz)4-OPO3HCF 3 -O-Ar-O- (CHz) 4 -COOH; CF 3 -O-Ar-O- (CHz) 4 -SO 3 H; CF 3 -O-Ar-O- (CHz) 4 -O- SO 3 H; CF 3 -O-Ar-O- (CHz) 4 SH, CF 3 -O-Ar-O- (CHz) 4 -OH; CF 3 -O-Ar-O- (CHz) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CHz) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 4 -O-glucoside; CF 3 O-Ar-O- (CHz) 4 -OPO 3 H
CF3-O-Ar-O-(CHz)5-COOH; CF3-O-Ar-O-(CHz)5-SO3H; CF3-O-Ar-O-(CHz)5-O- SO3H; CF3-O-Ar-O-(CHz)5-SH; CF3-O-Ar-O-(CHz)5-OH; CF3-O-Ar-O-(CHz)5- M N++DR11DR22DR33Z-7-"-; CF3-O-Ar-O-(CHz)5-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)5-O-Glucosid, CF3 0-Ar-O-(CHz)5-O-PO3HCF 3 -O-Ar-O- (CHz) 5 -COOH; CF 3 -O-Ar-O- (CHz) 5 -SO 3 H; CF 3 -O-Ar-O- (CHz) 5 -O- SO 3 H; CF 3 -O-Ar-O- (CHz) 5 -SH; CF 3 -O-Ar-O- (CHz) 5 -OH; CF 3 -O-Ar-O- (CHz) 5 - MN ++ 1 DR1 DR2 DR3 2 3 Z-7 "-, CF 3 -O-Ar-O- (CHz) 5 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 5 -O-Glucoside, CF 3 0-Ar-O- (CHz) 5 -O-PO 3 H
CF3-O-Ar-O-(CHz)6-COOH; CF3-O-Ar-O-(CH2)6-SO3H; CF3-O-Ar-O-(CHz)6-O- SO3H; CF3-O-Ar-O-(CHz)6-SH; CF3-O-Ar-O-(CHz)6-OH; CF3-O-Ar-O-(CHz)6- N+R1R2R3Z"; CF3-O-Ar-O-(CHz)6-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)6-O-Glucosid; CF3- 0-Ar-O-(CHz)6-OPO3HCF 3 -O-Ar-O- (CHz) 6- COOH; CF 3 -O-Ar-O- (CH 2 ) 6 -SO 3 H; CF 3 -O-Ar-O- (CHz) 6 -O-SO 3 H; CF 3 -O-Ar-O- (CHz) 6 -SH; CF 3 -O-Ar-O- (CHz) 6 -OH; CF 3 -O-Ar-O- (CHz) 6 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CHz) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 6 -O-glucoside; CF 3 - O-Ar-O- (CHz) 6 -OPO 3 H
CF3-O-Ar-O-(CHz)7-COOH; CF3-O-Ar-O-(CH2)rSO3H; CF3-O-Ar-O-(CHz)7-O- SO3H; CF3-O-Ar-O-(CHz)7-SH; CF3-O-Ar-O-(CHz)7-OH; CF3-O-Ar-O-(CHz)7- N+R1R2R3Z"; CF3-O-Ar-O-(CHz)7-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)7-O-Glucosid; CF3- 0-Ar-O-(CHz)7-OPO3HCF 3 -O-Ar-O- (CHz) 7 -COOH; CF 3 -O-Ar-O- (CH 2 ) rSO 3 H; CF 3 -O-Ar-O- (CHz) 7 -O- SO 3 H; CF 3 -O-Ar-O- (CHz) 7 -SH; CF 3 -O-Ar-O- (CHz) 7 -OH; CF 3 -O-Ar-O- (CHz) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CHz) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 7 -O-glucoside; CF 3 - O-Ar-O- (CHz) 7 -OPO 3 H
CF3-O-Ar-O-(CHz)8-COOH; CF3-O-Ar-O-(CHz)8-SO3H; CF3-O-Ar-O-(CHz)8-O-CF 3 -O-Ar-O- (CHz) 8 -COOH; CF 3 -O-Ar-O- (CHz) 8 -SO 3 H; CF 3 -O-Ar-O- (CHz) 8 -O-
SO3H; CF3-O-Ar-O-(CHz)8-SH; CF3-O-Ar-O-(CHz)8-OH; CF3-O-Ar-O-(CHz)8-SO 3 H; CF 3 -O-Ar-O- (CHz) 8 -SH; CF 3 -O-Ar-O- (CHz) 8 -OH; CF 3 -O-Ar-O- (CHz) 8 -
N+R1R2R3Z"; CF3-O-Ar-O-(CHz)8-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)8-O-Glucosid; CF3 O-Ar-O-(CH2)8-OPO3HN + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CHz) 8 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 8 -O-glucoside; CF 3 O-Ar-O- (CH 2 ) 8 -OPO 3 H
CF3-O-Ar-O-(CHz)9-COOH; CF3-O-Ar-O-(CH2)9-SO3H; CF3-O-Ar-O-(CHz)9-O- SO3H; CF3-O-Ar-O-(CH2)9-SH; CF3-O-Ar-O-(CH2)9-OH; CF3-O-Ar-O-(CHz)9- N+R1R2R3Z"; CF3-O-Ar-O-(CHz)9-P+R1R2R3Z"; CF3-O-Ar-O-(CH2)9-O-Glucosid; CF3- 0-Ar-O-(CHz)9-OPO3HCF 3 -O-Ar-O- (CHz) 9- COOH; CF 3 -O-Ar-O- (CH 2 ) 9 -SO 3 H; CF 3 -O-Ar-O- (CHz) 9 -O- SO 3 H; CF 3 -O-Ar-O- (CH 2 ) 9 -SH; CF 3 -O-Ar-O- (CH 2 ) 9 -OH; CF 3 -O-Ar-O- (CHz) 9 - N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CHz) 9 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 9 -O-glucoside; CF 3 - O-Ar-O- (CHz) 9 -OPO 3 H
CF3-O-Ar-O-(CHz)10-COOH; CF3-O-Ar-O-(CHz)10-SO3H; CF3-O-Ar-O-(CH2)10-O- SO3H; CF3-O-Ar-O-(CH2)I0-SH; CF3-O-Ar-O-(CH2)10-OH; CF3-O-Ar-O-(CH2)10- N+R1R2R3Z"; CF3-O-Ar-O-(CH2)I0-P+R1R2R3Z"; CF3-0-Ar-0-(CH2)io-0-Glucosid; CF3-O-Ar-O-(CH2)10-OPO3H CF3-Ar-O-CH2-CH=CH-(CH2)H-COOH; CF3-Ar-O-CH2-CH=CH-(CH2)H-SO3H; CF3- Ar-O-CH2-CH=CH-(CH2)H-O-SO3Hj CF3-Ar-O-CH2-CH=CH-(CH2)H-SHi CF3-Ar-O- CH2-CH=CH-(CH2)π-OH; CF3-Ar-O-CH2-CH=CH-(CH2)H-N+R1R2R3Z ; CF3-Ar-O- CH2-CH=CH-(CH2)H-P+R1R2R3Z ; CF3-Ar-0-CH2-CH=CH-(CH2)i rO-Glucosid; CF3- Ar-O-CH2-CH=CH-(CH2)H-OPO3HCF 3 -O-Ar-O- (CHz) 10 -COOH; CF 3 -O-Ar-O- (CHz) 10 -SO 3 H; CF 3 -O-Ar-O- (CH 2 ) 10 -O- SO 3 H; CF 3 -O-Ar-O- (CH 2 ) 10 -SH; CF 3 -O-Ar-O- (CH 2 ) 10 -OH; CF 3 -O-Ar-O- (CH 2 ) 10 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) 10 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O- (CH 2 ) io-O-glucoside; CF 3 -O-Ar-O- (CH 2 ) 10 -OPO 3 H CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -COOH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -O-SO 3 Hj CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -SHi CF 3 -Ar -O- CH 2 -CH = CH- (CH 2 ) π-OH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -N + R 1 R 2 R 3 Z; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) H -P + R 1 R 2 R 3 Z; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) ir O -glucoside; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) H -OPO 3 H
CF3-Ar-O-CH2-CH=CH-(CH2)I2-COOH; CF3-Ar-O-CH2-CH=CH-(CH2)12-SO3H; CF3- Ar-O-CH2-CH=CH-(CH2)12-O-SO3H; CF3-Ar-O-CH2-CH=CH-(CH2)I2-SH; CF3-Ar-O- CH2-CH=CH-(CH2)12-OH; CF3-Ar-O-CH2-CH=CH-(CH2)I2-N+R1R2R3Z ; CF3-Ar-O- CH2-CH=CH-(CH2)12-P+R1R2R3Z-; CF3-Ar-O-CH2-CH=CH-(CH2)12-O-Glucosid; CF3- Ar-O-CH2-CH=CH-(CH2)I2-OPO3HCF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -OH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-glucoside; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2) I2 -OPO 3 H
CF3-Ar-O-CH2-CH=CH-(CH2)13-COOH; CF3-Ar-O-CH2-CH=CH-(CHz)13-SO3H; CF3- Ar-O-CH2-CH=CH-(CH2)13-O-SO3H; CF3-Ar-O-CH2-CH=CH-(CH2)13-SH; CF3-Ar-O- CH2-CH=CH-(CH2)13-OH; CF3-Ar-O-CH2-CH=CH-(CH2)I3-N+R1R2R3Z-; CF3-Ar-O- CH2-CH=CH-(CH2)13-P+R1R2R3Z-; CF3-Ar-O-CH2-CH=CH-(CH2)13-O-Glucosid; CF3- Ar-O-CH2-CH=CH-(CH2)13-OPO3HCF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -Ar-O-CH 2 -CH = CH- (CHz) 13 -SO 3 H; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OPO 3 H
CF3-Ar-O-CH2-CH=CH-(CH2)14-COOH; CF3-Ar-O-CH2-CH=CH-(CH2)14-SO3H; CF3- Ar-O-CH2-CH=CH-(CH2)14-O-SO3H; CF3-Ar-O-CH2-CH=CH-(CH2)14-SH; CF3-Ar-O- CH2-CH=CH-(CHa)14-OH; CF3-Ar-O-CH2-CH=CH-(CH2)14-N+R1 R2R3Z"; CF3-Ar-O- CH2-CH=CH-(CH2)I4-P+R1R2R3Z-; CF3-Ar-O-CH2-CH=CH-(CH2)14-O-Glucosid; CF3- Ar-O-CH2-CH=CH-(CH2)U-OPO3HCF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -Ar-O-CH 2 -CH = CH- (CHa) 14 -OH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2) 14 -N + R 1 R 2 R 3 Z "; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2) I4 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) U -OPO 3 H
CF3-Ar-O-CH2-CH=CH-(CH2)15-COOH; CF3-Ar-O-CH2-CH=CH-(CH2)15-SO3H; CF3- Ar-O-CH2-CH=CH-(CHz)15-O-SO3H; CF3-Ar-O-CH2-CH=CH-(CH2)15-SH; CF3-Ar-O- CH2-CH=CH-(CHz)15-OH; CF3-Ar-O-CH2-CH=CH-(CHz)15-N+R1R2R3Z ; CF3-Ar-O CH2-CH=CH-(CHz)15-P+R1R2R3Z ; CF3-Ar-O-CH2-CH=CH-(CH2)15-O-Glucosid; CF ■3- Ar-O-CH2-CH=CH-(CHz)15-OPO3HCF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; CF 3 - Ar-O-CH 2 -CH = CH- (CHz) 15 -O-SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -Ar-O-CH 2 -CH = CH- (CHz) 15 -OH; CF 3 -Ar-O-CH 2 -CH = CH- (CHz) 15 -N + R 1 R 2 R 3 Z; CF 3 -Ar-O CH 2 -CH = CH- (CHz) 15 -P + R 1 R 2 R 3 Z; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; CF ■ 3- Ar-O-CH 2 -CH = CH- (CHz) 15 -OPO 3 H
CF3-Ar-O-CH2-CH=CH-(CHZ)16-COOHj CF3-Ar-O-CH2-CH=CH-(CHz)16-SO3Hi CF3- Ar-O-CH2-CH=CH-(CHz)16-O-SO3H; CF3-Ar-O-CH2-CH=CH-(CHz)16-SH; CF3-Ar-O- CHZ-CH=CH-(CHz)16-OHi CF3-Ar-O-CHz-CH=CH-(CHz)16-N+R1R2R3Z-J CF3-Ar-O- CHz-CH=CH-(CHz)16-P+R1R2R3Z-; CF3-Ar-O-CH2-CH=CH-(CH2)16-O-Glucosid; CF3- Ar-O-CH2-CH=CH-(CH2)16-OPO3H CF3-O-Ar-O-CH2-CH=CH-(CH2)3-COOH; CF3-O-Ar-O-CH2-CH=CH-(CHz)3-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)3-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)S-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)3-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)3-N+R1R2R3Z" ; CF3-O-Ar-O-CH2-CH=CH-(CH2)3-P+R1 R2R3Z"; CF3-O-Ar-O-CH2-CH=CH-(CH2)S- O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)3-O-PO3H;CF 3 -Ar-O-CH 2 -CH = CH- (CH Z ) 16 -COOHj CF 3 -Ar-O-CH 2 -CH = CH- (CHz) 16 -SO 3 Hi CF 3 - Ar-O- CH 2 -CH = CH- (CHz) 16 -O-SO 3 H; CF 3 -Ar-O-CH 2 -CH = CH- (CHz) 16 -SH; CF 3 -Ar-O-CH Z -CH = CH- (CHz) 16 -OHi CF 3 -Ar-O-CHz-CH = CH- (CHz) 16 -N + R 1 R 2 R 3 ZJ CF 3 - Ar-O-CHz-CH = CH- (CHz) 16 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; CF 3 - Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -OPO 3 H CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 3 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- ( CH 2 ) 3 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S-O-Glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H;
CF3-O-Ar-O-CH2-CH=CH-(CH2)4-COOH; CF3-O-Ar-O-CH2-CH=CH-(CH2)4-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)4-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)4-SH; CF3-O-Ar-O-CH2-CH=CH-(CHz)4-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)4-N+R1R2R3Z" ; CF3-O-Ar-O-CH2-CH=CH-(CH2VP+R1R2R3Z"; CF3-O-Ar-O-CH2-CH=CH-(CHz)4- O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)4-O-PO3H;CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 4 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- ( CH 2 VP + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 4 -O-Glucoside; CF 3 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 4 -O-PO 3 H;
CF3-O-Ar-O-CH2-CH=CH-(CH2)S-COOHj CF3-O-Ar-O-CH2-CH=CH-(CH2)S-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)S-O-SO3Hi CF3-O-Ar-O-CH2-CH=CH-(CH2)S-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)s-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)5-N+R1R2R3Z" ! CF3-O-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z j CF3-O-Ar-O-CH2-CH=CH-(CH2)S- O-Glucosid, CF3-O-Ar-O-CH2-CH=CH-(CH2)S-O-PO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -COOHj CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 Hi CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SH ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) s -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -N + R 1 R 2 R 3 Z " ! CF 3 -O-Ar-O-CH 2 -CH = CH- ( CH 2 ) S -P + R 1 R 2 R 3 Z 1 CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-Glucoside, CF 3 -O-Ar-O- CH 2 -CH = CH- (CH 2 ) S -O-PO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CH2)6-COOH; CF3-O-Ar-O-CH2-CH=CH-(CH2)6-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)6-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)6-SH; CF3-O-Ar-O-CH2-CH=CH-(CHz)6-OH; CF3-O-Ar-O-CH2-CH=CH-(CHz)6-N+R1R2R3Z" ; CF3-O-Ar-O-CH2-CH=CH-(CHz)6-P+R1 R2R3Z"; CF3-O-Ar-O-CH2-CH=CH-(CHz)6- O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)6-OPO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 6 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 6 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz ) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 6 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CH2)Z-COOH; CF3-O-Ar-O-CH2-CH=CH-(CH2)7-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CHz)7-O-SO3Hj CF3-O-Ar-O-CH2-CH=CH-(CHz)7-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)7-OH; CF3-O-Ar-O-CH2-CH=CH-(CHz)7-N+R1R2R3Z" ; CF3-O-Ar-O-CH2-CH=CH-(CH2)7-P+R1 R2R3Z"; CF3-O-Ar-O-CH2-CH=CH-(CH2)7- O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CHz)7-OPO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) Z -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 7 -O-SO 3 Hj CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 7 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 7 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CHz)8-COOH; CF3-O-Ar-O-CH2-CH=CH-(CH2)S-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CHz)8-O-SO3Hj CF3-O-Ar-O-CH2-CH=CH-(CH2)S-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)S-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)8-N+R1R2R3Z" ! CF3-O-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z l CF3-O-Ar-O-CH2-CH=CH-(CHz)8- O-Glucosid I CF3-O-Ar-O-CH2-CH=CH-(CHz)8-OPO3H CF3-O-Ar-O-CH2-CH=CH-(CH2)9-COOH; CF3-O-Ar-O-CH2-CH=CH-(CHz)9-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)S-O-SO3H; ; CF3-O-Ar-O CH2-CH=CH-(CH2)9-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)9-OH; CF3-O-Ar-O-CH2-CH=CH-(CHz)9-N+R1R2R3Z- ; CF3-O-Ar-O-CH2-CH=CH-(CH2)9-P+R1R2R3Z-; CF3-O-Ar-O-CH2-CH=CH-(CH2)9- O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)9-OPO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 8 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 8 -O-SO 3 Hj CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 8 -N + R 1 R 2 R 3 Z " ! CF 3 -O-Ar-O-CH 2 -CH = CH- ( CH 2 ) SP + R 1 R 2 R 3 Z 1 CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 8 - O-Glucoside I CF 3 -O-Ar-O-CH 2 - CH = CH- (CHz) 8 -OPO 3 H CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 9 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; ; CF 3 -O-Ar-O CH 2 -CH = CH- (CH 2 ) 9 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 9 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 - O -glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CH2)10-COOH; CF3-O-Ar-O-CH2-CH=CH-(CHz)10-SO3H;CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 10 -SO 3 H;
CF3-0-Ar-0-CH2-CH=CH-(CH2)1o-0-S03H; CF3-0-Ar-0-CH2-CH=CH-(CH2)1o-SH;CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 1 o-O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 1 o -SH;
CF3-O-Ar-O-CH2-CH=CH-(CH2)10-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)10-CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -
N+R1 R2R3Z; CF3-O-Ar-O-CH2-CH=CH-(CHz)10-P+R1 R2R3Z"; CF3-O-Ar-O-CH2-N + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 10 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-O-CH 2 -
CH=CH-(CH2)10-O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)10-OPO3HCH = CH- (CH 2 ) 10 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CHz)11-COOHi CF3-O-Ar-O-CH2-CH=CH-(CH2)H-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)H-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CHz)11-SH;CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 11 -COOHi CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 11 -SH;
CF3-O-Ar-O-CH2-CH=CH-(CHz)11-OHj CF3-O-Ar-O-CH2-CH=CH-(CH2)IrCF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 11 -OHj CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) Ir
N+R1R2R3Z i CF3-O-Ar-O-CH2-CH=CH-(CHz)11-P+R1R2R3Z-J CF3-O-Ar-O-CH2-N + R 1 R 2 R 3 Z i CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 11 -P + R 1 R 2 R 3 ZJ CF 3 -O-Ar-O-CH 2 -
CH=CH-(CHZ)11-O-GIUCOSiCIi CF3-O-Ar-O-CH2-CH=CH-(CH2)Ii-OPO3HCH = CH- (CH Z ) 11 -O-GlucosiCli CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) I i -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CHz)12-COOH; CF3-O-Ar-O-CH2-CH=CH-(CH2)12-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)12-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)12-SH; CF3-O-Ar-O-CH2-CH=CH-(CHz)12-OH; CF3-O-Ar-O-CH2-CH=CH-(CHz)12- N+R1R2R3Z ; CF3-O-Ar-O-CH2-CH=CH-(CH2)12-P+R1 R2R3Z ; CF3-O-Ar-O-CH2- CH=CH-(CH2)12-0-Glucosid; CF3-0-Ar-0-CH2-CH=CH-(CH2)12-OP03HCF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 12 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 12 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 - N + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -P + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 12 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CH2)13-COOH; CF3-O-Ar-O-CH2-CH=CH-(CHz)13-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)13-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)13-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)13-OH; CF3-O-Ar-O-CH2-CH=CH-(CH2)13- N+R1R2R3Z ; CF3-O-Ar-O-CH2-CH=CH-(CH2)13-P+R1R2R3Z ; CF3-O-Ar-O-CH2- CH=CH-(CH2)13-O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CH2)13-OPO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 13 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 - N + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -P + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OPO 3 H
CF3-O-Ar-O-CH2-CH=CH-(CHz)14-COOHj CF3-O-Ar-O-CH2-CH=CH-(CHz)14-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CHz)14-O-SO3H; CF3-O-Ar-O-CH2-CH=CH-(CH2)14-SH; CF3-O-Ar-O-CH2-CH=CH-(CH2)14-OH; CF3-O-Ar-O-CH2-CH=CH-(CHz)14- N+R1R2R3Z-J CF3-O-Ar-O-CHz-CH=CH-(CHz)14-P+R1R2R3Z i CF3-O-Ar-O-CHz- CH=CH-(CHz)14-O-Glucosid; CF3-O-Ar-O-CH2-CH=CH-(CHz)14-OPO3H CF3-CH2-CH2-O-Ar-O-(CH2)I3-COOH; CF3-CH2-CH2-O-Ar-O-(CH2)13-SO3H; CF3- CH2-CH2-O-Ar-O-(CHz)13-O-SO3H; CF3-CH2-CH2-O-Ar-O-(CH2)13-SH, CF3-CH2- CH2-O-Ar-O-(CH2)13-OH; CF3-CH2-CH2-O-Ar-O-(CH2)I3-N+R1R2R3Z ; CF3-CH2-CH2- O-Ar-O-(CH2)13-P+R1R2R3r; CF3-CH2-CH2-0-Ar-0-(CH2)13-0-Glucosid; CF3-CH2- CH2-O-Ar-O-(CHz)13-OPO3HCF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -COOHj CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -O-SO 3 H; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 - N + R 1 R 2 R 3 ZJ CF 3 -O-Ar-O-CHz-CH = CH- (CHz) 14 - P + R 1 R 2 R 3 Z i CF 3 -O-Ar-O-CHz-CH = CH- (CHz) 14 -O-glucoside; CF 3 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 1 3 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 13 -SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O- (CHz) 13 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 13 -SH, CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 13 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 13 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 - O-Ar-O- (CH 2 ) 13 -P + R 1 R 2 R 3 r; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 13 -O-glucoside; CF 3 -CH 2 - CH 2 -O-Ar-O- (CHz) 13 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-(CHz)14-COOH; CF3-CH2-CH2-O-Ar-O-(CH2)14-SO3H; CF3- CH2-CH2-O-Ar-O-(CHz)14-O-SO3H; CF3-CH2-CH2-O-Ar-O-(CH2)14-SH, CF3-CH2- CH2-O-Ar-O-(CHz)14-OHI CF3-CH2-CHz-O-Ar-O-(CHz)I4-N+R1R2R3Z-J CF3-CH2-CHz- 0-Ar-O-(CHz)14-P+R1R2R3Z'; CF3-CH2-CH2-O-Ar-O-(CHz)14-O-GlUCOSiCl; CF3-CH2- CH2-O-Ar-O-(CHz)14-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 14 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 14 -SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O- (CHz) 14 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 14 -SH, CF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 14 -OHI CF 3 -CH 2 - CHz-O-Ar-O- (CHz) I 4 -N + R 1 R 2 R 3 ZJ CF 3 -CH 2 -CHz-O-Ar-O- (CHz) 14 -P + R 1 R 2 R 3 Z ' ; CF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 14 -O-GlUCOSiCl; CF 3 -CH 2 - CH 2 -O-Ar-O- (CHz) 14 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-(CHz)15-COOH; CF3-CH2-CH2-O-Ar-O-(CH2)15-SO3H; CF3- CH2-CH2-O-Ar-O-(CHz)15-O-SO3HI CF3-CHz-CHz-O-Ar-O-(CHz)15-SH, CF3-CH2- CH2-O-Ar-O-(CHz)15-OH; CF3-CH2-CHz-O-Ar-O-(CHz)15-N+R1R2R3Z-; CF3-CH2-CH2- 0-Ar-O-(CHZ)1S-P+R1R2R3Z-I CF3-CH2-CHz-O-Ar-O-(CHz)15-O-GlUCOSiCl; CF3-CH2- CH2-O-Ar-O-(CH2)15-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 15 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 15 -SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O- (CHz) 15 -O-SO 3 HI CF 3 -CHz-CHz-O-Ar-O- (CHz) 15 -SH, CF 3 -CH 2 - CH 2 -O-Ar-O- (CHz) 15 -OH; CF 3 -CH 2 -CHz-O-Ar-O- (CHz) 15 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 - 0 Ar-O- (CHZ) 1S -P + R 1 R 2 R 3 ZI CF 3 CH 2 -CHZ-O-Ar-O- (CHz) 15 -O- GlUCOSiCl; CF 3 -CH 2 - CH 2 -O-Ar-O- (CH 2 ) 15 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-(CHz)16-COOH; CF3-CH2-CH2-O-Ar-O-(CHz)16-SO3H; CF3- CH2-CH2-O-Ar-O-(CH2)16-O-SO3H; CF3-CH2-CH2-O-Ar-O-(CHz)16-SH, CF3-CH2- CH2-O-Ar-O-(CH2)16-OH; CF3-CH2-CH2-O-Ar-O-(CH2)16-N+R1R2R3Z-; CF3-CH2-CH2- O-Ar-O-(CH2)16-P+R1 R2R3Z'; CF3-CH2-CH2-O-Ar-O-(CH2)16-O-Glucosid; CF3-CH2- CH2-O-Ar-O-(CH2)16-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 16 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 16 -SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O- (CH 2 ) 16 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O- (CHz) 16 -SH, CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 16 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 16 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 - O-Ar-O- (CH 2 ) 16 -P + R 1 R 2 R 3 Z ' ; CF 3 -CH 2 -CH 2 -O-Ar-O- (CH 2 ) 16 -O-glucoside; CF 3 -CH 2 - CH 2 -O-Ar-O- (CH 2 ) 16 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)3-COOH1 CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CHz)3-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)3-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)3-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)3-OH; CF3-CHz-CHz-O-Ar-O-CH2-CH=CH-(CHz)3-N+R1 R2R3Z"; CF3-CH2-CH2- 0-Ar-O-CH2-CH=CH-(CHz)3-P+R1R2R3Z-J CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)3-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)3-O-PO3H;CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 3 -COOH 1 CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH - (CHz) 3 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -OH; CF 3 -CHz-CHz-O-Ar-O-CH 2 -CH = CH- (CHz) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -O-Ar-O -CH 2 -CH = CH- (CHz) 3 -P + R 1 R 2 R 3 ZJ CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 - O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H;
CF3-CHz-CH2-O-Ar-O-CH2-CH=CH-(CH2)4-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)4-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)4-O-SO3H; CF3- CH2-CH2-O-Ar-O-CHz-CH=CH-(CHz)4-SHi CF3-CHz-CH2-O-Ar-O-CHz-CH=CH- (CHz)4-OH; CF3-CHz-CHz-O-Ar-O-CHz-CH=CH-(CHz)4-N+R1R2R3Z-; CF3-CH2-CH2- O-Ar-0-CH2-CH=CH-(CH2)4-P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)4-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)4-O-PO3H; CF3-CH2-CH2-O-A-O-CH2-CH=CH-(CH2)S-COOHi CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)S-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-SHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)S-OHj CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-N+R1R2R3Z-J CF3-CH2-CH2- 0-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)S-O-GIuCOSJd1 CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-O-PO3HCF 3 -CHz-CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 4 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 4 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CHz-CH = CH- (CHz) 4 -SHi CF 3 -CHz-CH 2 -O-Ar-O-CHz-CH = CH- (CHz) 4 -OH; CF 3 -CHz-CHz-O-Ar-O-CHz-CH = CH- (CHz) 4 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-PO 3 H; CF 3 -CH 2 -CH 2 -OAO-CH 2 -CH = CH- (CH 2 ) S -COOHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 S -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH - (CH 2 ) S -OHj CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -N + R 1 R 2 R 3 ZJ CF 3 -CH 2 -CH 2 - 0-Ar-O-CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-GluCOSJd 1 CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) S -O-PO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)(TCOOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)6-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)6-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)6-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)6-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)6-N+R1 R2R3Z ; CF3-CH2-CH2- 0-Ar-O-CH2-CH=CH-(CHz)6-P+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)e-O-Glucosid; CF3-CH2-CH2-O-Ar-O CH2-CH=CH-(CH2)6-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) ( T COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 - 0-Ar-O-CH 2 -CH = CH- (CHz) 6 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) eO-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O CH 2 -CH = CH- (CH 2 ) 6 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)7-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CHz)7-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)7-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)7-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2J7-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)7-N+R1R2R3Z ; CF3-CH2-CH2- 0-Ar-O-CH2-CH=CH-(CH2)T-P+R1R2R3Z-I CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)7-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)7-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) 7 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 J 7 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH - (CH 2 ) 7 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) T -P + R 1 R 2 R 3 ZI CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O -CH 2 -CH = CH- (CH 2 ) 7 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-COOHj CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)8-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-O-SO3Hj CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-SHj CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)S-OHj CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-N+R1R2R3Z"; CF3-CH2-CH2- 0-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z i CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)s-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)S-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -COOHj CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH - (CH 2 ) 8 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 Hj CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SHj CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S-OHj CF 3 -CH 2 -CH 2 - O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) SP + R 1 R 2 R 3 Z i CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) s O -glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) S -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)SrCOOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)9-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)9-O-SO3H; ; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)9-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)9-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)9-N+R1 R2R3Z ; CF3-CH2-CH2- O-Ar-O-CH2-CH=CH-(CH2)9-P+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)9-0-Glucosid; CF3-CH2-CH2-0-Ar-0-CH2-CH=CH-(CH2)9-OP03H CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)10-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CHz)10-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)10-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)K)-SHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)10-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)I0-N+R1R2R3Z-; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CH2)10-P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)10-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)10-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) SrCOOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 9 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -O-SO 3 H; ; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 9 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) 10 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) K ) -SHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 - CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2) 10 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -O-Glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 10 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)H-COOHi CF3-CH2-CH2-O-Ar-O-CH2-CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -COOHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -
CH=CH-(CH2)n-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)11-O-SO3H; CF3-CH = CH- (CH 2 ) n -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 11 -O-SO 3 H; CF 3 -
CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)H-SHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -SHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH-
(CH2)H-OHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)H-N+R1R2R3Z-I CF3-CH2-(CH 2 ) H -OHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -N + R 1 R 2 R 3 ZI CF 3 -CH 2 -
CH2-O-Ar-O-CH2-CH=CH-(CH2)H-P+R1R2R3Z l CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -P + R 1 R 2 R 3 Z 1 CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH-
(CH2)H-O-GlUCOSJdI CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)H-OPO3H(CH 2 ) H -O-GlUCOSJdI CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) H -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)12-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2J12-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)12-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)I2-SHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)12-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)12-N+R1 R2R3Z ; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CH2)I2-P+R1R2R3Z i CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)12-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)12-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 J 12 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2) 12 -O-SO 3 H CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2) I2 -Shi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 12 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2) I2 -P + R 1 R 2 R 3 Z i CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-Glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) 12 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)13-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)13-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)13-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)13-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)13-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)13-N+R1 R2R3Z'; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CH2)13-P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)13-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)13-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) 13 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -N + R 1 R 2 R 3 Z ' ; CF 3 -CH 2 - CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2) 13 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)14-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CHz)14-SO3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)14-O-SO3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)14-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)14-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)14-N+R1R2R3Z ; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CHz)14-P+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)14-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)14-OPO3H CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)15-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CH2)i5-Sθ3H; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)15-O-Sθ3H; CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)15-SH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2)15-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)15-N+R1 R2R3Z"; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CHz)15-P+R1R2R3Z"; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)15-O-GlUCOSiCl; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)15-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) 14 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 14 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CH 2 ) i 5 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 - CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 - CH 2 -O- Ar-O-CH 2 -CH = CH- (CHz) 15 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 15 -O-GlUCOSiCl; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)16-COOH; CF3-CH2-CH2-O-Ar-O-CH2- CH=CH-(CHz)16-SO3Hi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)I6-O-SO3Hi CF3- CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)16-SHi CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CH2J16-OH; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CH2)16-N+R1R2R3Z-; CF3-CH2- CH2-O-Ar-O-CH2-CH=CH-(CH2)16-P+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH- (CHz)16-O-GlUCOSiCl; CF3-CH2-CH2-O-Ar-O-CH2-CH=CH-(CHz)16-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 - CH = CH- (CHz) 16 -SO 3 Hi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) I 6 -O-SO 3 Hi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 16 -SHi CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 J 16 -OH; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 - N + R 1 R 2 R 3 Z-; CF 3 -CH 2 - CH 2 -O-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 16 -O-GlUCOSiCl; CF 3 -CH 2 -CH 2 -O-Ar-O-CH 2 -CH = CH- (CHz) 16 -OPO 3 H
CF3-Ar-O-C(OHCH2)3-COOH; CF3-Ar-O-C(OHCH2)3-SO3H; CF3-Ar-O-C(O)- (CHz)3-O-SO3H; CF3-Ar-O-C(OHCHz)3-SH; CF3-Ar-O-C(O)-(CHz)3-OH; CF3-Ar-O- C(OHCHz)3-N+R1R2R3Z-; CF3-Ar-O-C(O)-(CH2)S-P+R1R2R3Z-; CF3-Ar-O-C(O)- (CH2)3-O-Glucosid; CF3-Ar-O-C(OHCH2)3-O-PO3H;CF 3 -Ar-OC (OHCH 2 ) 3 -COOH; CF 3 -Ar-OC (OHCH 2 ) 3 -SO 3 H; CF 3 -Ar-OC (O) - (CHz) 3 -O-SO 3 H; CF 3 -Ar-OC (OHCHz) 3 -SH; CF 3 -Ar-OC (O) - (CHz) 3 -OH; CF 3 -Ar-O-C (OHCHz) 3 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) S -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) 3 -O-glucoside; CF 3 -Ar-OC (OHCH 2 ) 3 -O-PO 3 H;
CF3-Ar-O-C(O)-(CH2)4-COOH; CF3-Ar-O-C(OHCHz)4-SO3H; CF3-Ar-O-C(O)- (CHz)4-O-SO3H; CF3-Ar-O-C(O)-(CH2)4-SH; CF3-Ar-O-C(O)-(CHz)4-OH; CF3-Ar-O- C(O)-(CHs)4-N+R1R2R3Z-; CF3-Ar-O-C(O)-(CH2)4-P+R1 R2R3Z"; CF3-Ar-O-C(O)- (CH2)4-O-Glucosid; CF3-Ar-O-C(OHCHz)4-O-PO3H;CF 3 -Ar-OC (O) - (CH 2 ) 4 -COOH; CF 3 -Ar-OC (OHCHz) 4 -SO 3 H; CF 3 -Ar-OC (O) - (CHz) 4 -O-SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) 4 -SH; CF 3 -Ar-OC (O) - (CHz) 4 -OH; CF 3 -Ar-O-C (O) - (CH 3) 4 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 4 -O-Glucoside; CF 3 - Ar-OC (OHCHz) 4 -O-PO 3 H;
CF3-Ar-O-C(O)-(CHz)5-COOH; CF3-Ar-O-C(O)-(CHz)5-SO3H; CF3-Ar-O-C(O)-CF 3 -Ar-OC (O) - (CHz) 5 -COOH; CF 3 -Ar-OC (O) - (CHz) 5 -SO 3 H; CF 3 -Ar-OC (O) -
(CHz)5-O-SO3H; CF3-Ar-O-C(O)-(CH2)5-SH; CF3-Ar-O-C(O)-(CH2)5-OH; CF3-Ar-O-(CH 2) 5 -O-SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) 5 -SH; CF 3 -Ar-OC (O) - (CH 2 ) 5 -OH; CF 3 -Ar-O-
C(O)-(CH2)S-N+R1R2R3Z"; CF3-Ar-O-C(O)-(CH2)S-P+R1R2R3Z-; CF3-Ar-O-C(O)- (CHz)5-O-GlUCOSiCl, CF3-Ar-O-C(O)-(CHz)5-O-PO3HC (O) - (CH 2 ) S -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) S -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CHz) 5 -O-GlUCOSiCl, CF 3 -Ar-OC (O) - (CHz) 5 -O-PO 3 H
CF3-Ar-O-C(O)-(CHz)6-COOH; CF3-Ar-O-C(OHCHz)6-SO3H; CF3-Ar-O-C(O)- (CHz)6-O-SO3H; CF3-Ar-O-C(O)-(CHz)6-SH; CF3-Ar-O-C(O)-(CHz)6-OH; CF3-Ar-O- C(O)-(CHz)6-N+R1R2R3Z"; CF3-Ar-O-C(O)-(CH2)6-P+R1 R2R3Z"; CF3-Ar-O-C(O)- (CH2)6-O-Glucosid; CF3-Ar-O-C(OHCH2)6-OPO3HCF 3 -Ar-OC (O) - (CHz) 6 -COOH; CF 3 -Ar-OC (OHCHz) 6 -SO 3 H; CF 3 -Ar-OC (O) - (CHz) 6 -O-SO 3 H; CF 3 -Ar-OC (O) - (CHz) 6 -SH; CF 3 -Ar-OC (O) - (CHz) 6 -OH; CF 3 -Ar-O-C (O) - (CHz) 6 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 6 -O-glucoside; CF 3 -Ar-OC (OHCH 2 ) 6 -OPO 3 H
CF3-Ar-O-C(O)-(CHz)7-COOH; CF3-Ar-O-C(O)-(CH2)7-SO3H; CF3-Ar-O-C(O)- (CH2)T-O-SO3H; CF3-Ar-O-C(O)-(CH2)7-SH; CF3-Ar-O-C(OHCH2)7-OH; CF3-Ar-O- C(O)-(CHZ)7-N+R1R2R3Z"; CF3-Ar-O-C(O)-(CH2)7-P+R1 R2R3Z"; CF3-Ar-O-C(O)- (CH2)7-O-Glucosid; CF3-Ar-O-C(OHCHz)7-OPO3H CF3-Ar-O-C(O)-(CH2)I6-COOHl CF3-Ar-O-C(O)-(CH2)I6-SO3Hj CF3-Ar-O-C(O)-CF 3 -Ar-OC (O) - (CHz) 7 -COOH; CF 3 -Ar-OC (O) - (CH 2 ) 7 -SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) T -O-SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) 7 -SH; CF 3 -Ar-OC (OHCH 2 ) 7 -OH; CF 3 -Ar-O-C (O) - (CHZ) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 7 -O-glucoside; CF 3 -Ar-OC (OHCHz) 7 -OPO 3 H CF 3 -Ar-OC (O) - (CH2) I6 -COOHl CF 3 -Ar-OC (O) - (CH 2) 3 -SO I6 Hj CF 3 -Ar-OC (O) -
(CH2)16-O-SO3H; CF3-Ar-O-C(O)-(CH2)16-SH; CF3-Ar-O-C(O)-(CH2)16-OH; CF3-Ar- O-C(O)-(CH2)16-N+R1 R2R3Z-; CF3-Ar-O-C(O)-(CH2)i6-P+R1 R2R3Z"; CF3-Ar-O-C(O)- (CH2)16-O-Glucosid; CF3-Ar-O-C(O)-(CHz)16-OPO3H(CH 2 ) 16 -O-SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) 16 -SH; CF 3 -Ar-OC (O) - (CH 2 ) 16 -OH; CF 3 -Ar- OC (O) - (CH 2 ) 16 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) i 6 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) - (CH 2 ) 16 -O-Glucoside; CF 3 -Ar-OC (O) - (CHz) 16 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)3-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3-OH; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2J3-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3-P+R1 R2R3Z"; CF3-Ar-O- C(O)-CH2-CH=CH-(CH2)3-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)3-O- PO3H;CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 J 3 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH - (CH 2 ) 3 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; CF 3 - Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H;
CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)4-COOHj CF3-Ar-O-C(O)-CHz-CH=CH-(CHz)4- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)4-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2J4-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)4-OH; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2J4-N+R1 R2R3Z"; CF3-Ar-O-C(O)-O-CH2-CH=CH-(CH2)4-P+R1 R2R3Z"; CF3-Ar-O- C(O)-CH2-CH=CH-(CH2)4-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)4-O- PO3H;CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 4 -COOHj CF 3 -Ar-OC (O) -CHZ-CH = CH- (CHz) 4 - SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 J 4 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 4 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 J 4 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -O-CH 2 -CH = CH- (CH 2 ) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 4 -O-PO 3 H;
CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)5-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)S-SHI CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)S-OHj CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)S-N+R1R2R3Z-J CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)5-P+R1R2R3Z j CF3-Ar-O- C(0)-CH2-CH=CH-(CH2)5-0-Glucosid, CF3-Ar-0-C(0)-CH2-CH=CH-(CH2)s-0-CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 5 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -SHI CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) S -OHj CF 3 - Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) SN + R 1 R 2 R 3 ZJ CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 5 -P + R 1 R 2 R 3 Z j CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 5 -O-Glucoside, CF 3 -Ar-0-C (0) - CH 2 -CH = CH- (CH 2 ) s-0-
PO3HPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)6-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)6-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)6-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)6-OH; CF3-Ar-O-C(O)-O-CH2- CH=CH-(CHz)6-N+R1R2R3Z-I CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)6-P+R1R2R3Z l CF3- Ar-0-C(0)-CH=CH-(CH2)6-0-Glucosid; CF3-Ar-0-C(0)-CH2-CH=CH-(CH2)6- OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 6 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 6 -OH; CF 3 -Ar-OC (O) -O-CH 2 - CH = CH- (CHZ) 6 -N + R 1 R 2 R 3 ZI CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 6 -P + R 1 R 2 R 3 Z 1 CF 3 - Ar-O-C (O) -CH = CH- (CH 2 ) 6 -O-glucoside; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 6 - OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)7-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)7- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)7-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)7-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)7-OH; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)7-N+R1R2R3Z"; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)7-P+R1 R2R3Z'; CF3-Ar-O- C(0)-CH2-CH=CH-(CH2)7-0-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)7-OPO3H CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S- SO3Hi CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)B-O-SO3H1 CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)S-SHi CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)S-OHj CF3-Ar-O-C(O)-CH2-CH=CH- (CHa)8-N+R1 R2R3Z"; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)8-P+R1 R2R3Z'; CF3-Ar-O- C(O)-CH2-CH=CH-(CH2)8-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)8-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 7 - SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 7 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R 2 R 3 Z ' ; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 7 -O-Glucoside; CF 3 -Ar -OC (O) -CH 2 -CH = CH- (CHz) 7 -OPO 3 H CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S-SO 3 Hi CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) B -O -SO 3 H 1 CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -SHi CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -OHj CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHa) 8 -N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -P + R 1 R 2 R 3 Z ' ; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)9-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)9- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)9-O-SO3H; ; CF3-Ar-O-C(O)-CH=CH- (CH2J9-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)9-OH; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)9-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)9-P+R1R2R3Z-; CF3-Ar-O- C(O)-CH2-CH=CH-(CHz)9-O-Glucosicl; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)9-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 9 - SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -O-SO 3 H; ; CF 3 -Ar-OC (O) -CH = CH- (CH 2 J 9 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 - Ar-OC (O) -CH 2 -CH = CH- (CHz) 9 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 9 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CHz) 9 -O-Glucosicl; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)10-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)IO- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)10-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CHs)10-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)10-OH; CF3-Ar-O-C(O)-CH2- CH=CH-(CHz)10-N+R1R2R3Z-; CF3-Ar-O-C(OKH2-CH=CH-(CH2)10-P+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)10-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2J10-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH2) IO-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHs) 10 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 10 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (OKH 2 -CH = CH- (CH 2 ) 10 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 J 10 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)irCOOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)1 r SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)H-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)H-SHi CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)11-OHi CF3-Ar-O-C(O)-CH2- CH=CH-(CH2)1 rN+R1 R2R3Z"; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)1 ,-P+R1 R2R3Z"; CF3-Ar-0-C(0)-CH2-CH=CH-(CH2)11-0-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH-CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) ir COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 r SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) H -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) H -SHi CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 11 -OHi CF 3 - Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 r N + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 , -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 11 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH-
(CH2)H-OPO3H(CH 2 ) H -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)12-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)12- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)12-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)12-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)12-OH; CF3-Ar-O-C(O)-CH2- CH=CH-(CH2)12-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)12-P+R1R2R3Z"; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)12-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)12-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 12 - SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 12 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -CH 2 -CH = CH - (CH 2 ) 12 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 12 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)13-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)13- SO3HI CF3-Ar-O-C(O)-CHz-CH=CH-(CHz)13-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)13-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)13-OH; CF3-Ar-O-C(O)-CH2- CH=CH-(CH2)13-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)13-P+R1R2R3Z-; CF3-Ar-O-C(O)-CHz-CH=CH-(CHz)13-O-GIuCOSiC.; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)13-OPO3H CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)14-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)14- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)14-O-Sθ3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2J14-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)14-OH; CF3-Ar-O-C(O)-CH2- CH=CH-(CH2)14-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)I4-P+R1R2R3Z"; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)14-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)14-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -SO 3 HI CF 3 -Ar-OC (O) -CHz-CH = CH- (CHz) 13 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CHZ-CH = CH- (CHz) 13 -O-GIuCOSiC .; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -OPO 3 H CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 J 14 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 14 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH - (CH 2 ) I 4 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -O-Glucoside; CF 3 -Ar -OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CH2)15-SH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15-OH; CF3-Ar-O-C(O)-CH2- CH=CH-(CH2)15-N+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15-P+R1R2R3Z-; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)15-O-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)15-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -OH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 15 -OPO 3 H
CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)16-COOH; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)16- SO3H; CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)16-O-SO3H; CF3-Ar-O-C(O)-CH2-CH=CH- (CHZ)16-SHI CF3-Ar-O-C(O)-CH2-CH=CH-(CHz)16-OHi CF3-Ar-O-C(O)-CHz- CH=CH-(CHz)16-N+R1R2R3Z ; CF3-Ar-O-C(O)-CH2-CH=CH-(CH2)16-P+R1 R2R3Z"; CF3-Ar-0-C(0)-CH2-CH=CH-(CH2)16-0-Glucosid; CF3-Ar-O-C(O)-CH2-CH=CH- (CHz)16-OPO3HCF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -COOH; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -O-SO 3 H; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH Z ) 16 -SHI CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -OHi CF 3 - Ar-OC (O) -CHz-CH = CH- (CHz) 16 -N + R 1 R 2 R 3 Z; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z " ; CF 3 -Ar-0-C (O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; CF 3 -Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -OPO 3 H
CF3-O-Ar-O-C(O)-(CH2)3-COOH; CF3-O-Ar-O-C(O)-(CHz)3-SO3H; CF3-O-Ar-O- C(O)-(CHz)3-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)3-SH; CF3-O-Ar-O-C(O)-(CH2)3-OH; CF3-O-Ar-O-C(O)-(CHz)3-N+R1 R2R3Z"; CF3-O-Ar-O-C(O)-(CHz)3-P+R1 R2R3Z"; CF3- O-Ar-O-C(O)-(CH2)3-O-Glucosid; CF3-O-Ar-O-C(O)-(CHz)3-O-PO3H;CF 3 -O-Ar-OC (O) - (CH 2 ) 3 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 3 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 3 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 3 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) 3 -OH; CF 3 -O-Ar-OC (O) - (CHz) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - (CHz) 3 -P + R 1 R 2 R 3 Z " ; CF 3 - O-Ar-OC (O) - (CH 2 ) 3 -O-glucoside; CF 3 -O-Ar-OC (O) - (CHz) 3 -O-PO 3 H;
CF3-O-Ar-O-C(O)-(CHZ)4-COOHi CF3-O-Ar-O-C(O)-(CHz)4-SO3Hi CF3-O-Ar-O- C(O)-(CHZ)4-O-SO3HI CF3-O-Ar-O-C(O)-(CHz)4-SHi CF3-O-Ar-O-C(OHCHz)4-OH; CF3-O-Ar-O-C(O)-(CHz)4-N+R1R2R3Z"; CF3-O-Ar-O-C(O)-(CHz)4-P+R1R2R3Z"; CF3- O-Ar-O-C(O)-(CH2)4-O-Glucosid; CF3-O-Ar-O-C(O)-(CHz)4-O-PO3H;CF 3 -O-Ar-OC (O) - (CH Z ) 4 -COOHi CF 3 -O-Ar-OC (O) - (CHz) 4 -SO 3 Hi CF 3 -O-Ar-O-C ( O) - (CH Z ) 4 -O-SO 3 HI CF 3 -O-Ar-OC (O) - (CHz) 4 -SHi CF 3 -O-Ar-OC (OHCHz) 4 -OH; CF 3 -O-Ar-OC (O) - (CHz) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - (CHz) 4 -P + R 1 R 2 R 3 Z " ; CF 3 - O-Ar-OC (O) - (CH 2 ) 4 -O-glucoside; CF 3 -O-Ar-OC (O) - (CHz) 4 -O-PO 3 H;
CF3-O-Ar-O-C(O)-(CHz)5-COOH; CF3-O-Ar-O-C(O)-(CHz)5-SO3H; CF3-O-Ar-O- C(O)-(CH2)5-O-SO3H; CF3-O-Ar-O-C(O)-(CH2)5-SH; CF3-O-Ar-O-C(O)-(CHz)5-OH; CF3-O-Ar-O-C(O)-(CHz)5-N+R1R2R3Z'; CF3-O-Ar-O-C(O)-(CH2)S-P+R1R2R3Z"; CF3- O-Ar-O-C(O)-(CH2)5-O-Glucosid, CF3-O-Ar-O-C(O)-(CH2)S-O-PO3HCF 3 -O-Ar-OC (O) - (CHz) 5 -COOH; CF 3 -O-Ar-OC (O) - (CH 2) 5 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CH 2 ) 5 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CH 2 ) 5 -SH; CF 3 -O-Ar-OC (O) - (CHz) 5 -OH; CF 3 -O-Ar-OC (O) - (CHz) 5 -N + R 1 R 2 R 3 Z ' ; CF 3 -O-Ar-OC (O) - (CH 2 ) SP + R 1 R 2 R 3 Z " ; CF 3 - O-Ar-OC (O) - (CH 2 ) 5 -O-Glucoside, CF 3 -O-Ar-OC (O) - (CH 2 ) S -O-PO 3 H
CF3-O-Ar-O-C(O)-(CHz)6-COOH; CF3-O-Ar-O-C(O)-(CHz)6-SO3H; CF3-O-Ar-O- C(O)-(CHz)6-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)6-SH; CF3-O-Ar-O-C(O)-(CHz)6-OH; CF3-O-Ar-O-C(O)-(CHz)6-N+R1R2R3Z"; CF3-O-Ar-O-C(O)-(CHz)6-P+R1R2R3Z"; CF3- O-Ar-O-C(O)-(CH2)6-O-Glucosid; CF3-O-Ar-O-C(O)-(CHz)6-OPO3H CF3-O-Ar-O-C(OHCHz)7-COOH; CF3-O-Ar-O-C(O)-(CHz)7-SO3H; CF3-O-Ar-O- C(O)-(CH2)7-O-SO3H; CF3-O-Ar-O-C(OHCHz)7-SH; CF3-O-Ar-O-C(O)-(CH2)7-OH; CF3-O-Ar-O-C(O)-(CHz)7-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CH2)7-P+R1 R2R3Z-; CF3- O-Ar-O-C(O)-(CH2)7-O-Glucosicl; CF3-O-Ar-O-C(O)-(CHz)7-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 6 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 6 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 6 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 6 -SH; CF 3 -O-Ar-OC (O) - (CHz) 6 -OH; CF 3 -O-Ar-OC (O) - (CHz) 6 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - (CHz) 6 -P + R 1 R 2 R 3 Z " ; CF 3 - O-Ar-OC (O) - (CH 2 ) 6 -O-glucoside; CF 3 -O-Ar-OC (O) - (CHz) 6 -OPO 3 H CF 3 -O-Ar-OC (OHCHz) 7 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 7 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CH 2 ) 7 -O-SO 3 H; CF 3 -O-Ar-OC (OHCHz) 7 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) 7 -OH; CF 3 -O-Ar-OC (O) - (CHz) 7 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z-; CF 3 - O-Ar-OC (O) - (CH 2 ) 7 -O-Glucosicl; CF 3 -O-Ar-OC (O) - (CHz) 7 -OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)8-COOH; CF3-O-Ar-O-C(O)-(CHz)8-SO3H; CF3-O-Ar-O- C(O)-(CH2)S-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)8-SH; CF3-O-Ar-O-C(O)-(CHz)8-OH; CF3-O-Ar-O-C(OHCH2)S-N+R1R2R3Z i CF3-O-Ar-O-C(O)-(CHz)8-P+R1R2R3Z-I CF3- 0-Ar-0-C(0)-(CH2)8-0-Glucosid; CF3-O-Ar-O-C(O)-(CH2)S-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 8 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 8 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CH 2 ) S -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 8 -SH; CF 3 -O-Ar-OC (O) - (CHz) 8 -OH; CF 3 -O-Ar-OC (OHCH 2 ) S -N + R 1 R 2 R 3 Z i CF 3 -O-Ar-OC (O) - (CHz) 8 -P + R 1 R 2 R 3 ZI CF 3 - O-Ar-O-C (O) - (CH 2 ) 8 -O-glucoside; CF 3 -O-Ar-OC (O) - (CH 2 ) S -OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)9-COOH; CF3-O-Ar-O-C(O)-(CHz)9-SO3H; CF3-O-Ar-O- C(O)-(CHz)9-O-SO3H; ; CF3-O-Ar-O-C(O)-(CH2)9-SH; CF3-O-Ar-O-C(O)-(CHz)9-OH; CF3-O-Ar-O-C(O)-(CHz)9-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CHz)9-P+R1R2R3Z ; CF3- O-Ar-O-C(O)-(CH2)9-O-Glucosid; CF3-O-Ar-O-C(O)-(CH2)9-OPO3HCF 3 -O-Ar-OC (O) - (CHZ) 9 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 9 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 9 -O-SO 3 H; ; CF 3 -O-Ar-OC (O) - (CH 2 ) 9 -SH; CF 3 -O-Ar-OC (O) - (CHz) 9 -OH; CF 3 -O-Ar-OC (O) - (CHz) 9 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CHz) 9 -P + R 1 R 2 R 3 Z; CF 3 - O-Ar-OC (O) - (CH 2 ) 9 -O-glucoside; CF 3 -O-Ar-OC (O) - (CH 2 ) 9 -OPO 3 H
CF3-O-Ar-O-C(O)-(CH2)10-COOH; CF3-O-Ar-O-C(O)-(CHz)10-SO3H; CF3-O-Ar-O-CF 3 -O-Ar-OC (O) - (CH 2 ) 10 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 10 -SO 3 H; CF 3 -O-Ar-O-
C(O)-(CH2)IO-O-SO3Hj CF3-O-Ar-O-C(O)-(CH2)IO-SHj CF3-O-Ar-O-C(OHCH2)Io- OH; CF3-O-Ar-O-C(OH (CH2)i0-N+R1 R2R3Z"; CF3-O-Ar-O-C(O)-(CHz)10-C (O) - (CH 2 ) IO-O-SO 3 Hj CF 3 -O-Ar-OC (O) - (CH 2 ) IO-SHj CF 3 -O-Ar-OC (OHCH 2 ) 1 -OH ; CF 3 -O-Ar-OC (OH (CH 2) i 0 -N + R 1 R 2 R 3 Z "; CF 3 -O-Ar-OC (O) - (CHz) 10 -
P+R1R2R3Z"; CF3-O-Ar-O-C(O)-(CH2)10-O-Glucosid; CF3-O-Ar-O-C(O)-(CHz)10- OPO3HP + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - (CH 2 ) 10 -O-Glucoside; CF 3 -O-Ar-OC (O) - (CHz) 10 - OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)11-COOH; CF3-O-Ar-O-C(O)-(CHz)11-SO3H; CF3-O-Ar-O- C(O)-(CHz)1I-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)11-SH; CF3-O-Ar-O-C(O)-(CHz)11- OHI CF3-O-Ar-O-C(OHCHz)11-N+R1R2R3Z-J CF3-O-Ar-O-C(OHCHz)11-P+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CHZ)1I-O-GIUCOSJdI CF3-O-Ar-O-C(OHCHz)11-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 11 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 11 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 1 IO-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 11 -SH; CF 3 -O-Ar-OC (O) - (CHz) 11 - OHI CF 3 -O-Ar-OC (OHCHz) 11 -N + R 1 R 2 R 3 ZJ CF 3 -O-Ar-OC (OHCHz ) 11 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CH Z) -O-1I GIUCOSJdI CF 3 -O-Ar-OC (OHCHz) 11 -OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)12-COOH; CF3-O-Ar-O-C(O)-(CHz)12-SO3H; CF3-O-Ar-O- C(O)-(CMz)i2-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)12-SH; CF3-O-Ar-O-C(O)-(CH2)12- OH; CF3-O-Ar-O-C(O)-(CH2)12-N+R1R2R3Z ; CF3-O-Ar-O-C(O)-(CH2)12-P+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CH2)12-O-Glucosid; CF3-O-Ar-O-C(O)-(CH2)I2-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 12 -COOH; CF 3 -O-Ar-OC (O) - (CHz) 12 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CMz) i 2 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 12 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) 12 - OH; CF 3 -O-Ar-OC (O) - (CH 2 ) 12 -N + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) - (CH 2 ) 12 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CH 2 ) 12 -O-glucoside; CF 3 -O-Ar-OC (O) - (CH 2) I2 -OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)13-COOH; CF3-O-Ar-O-C(O)-(CH2)13-SO3H; CF3-O-Ar-O- C(O)-(CHz)13-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)13-SH; CF3-O-Ar-O-C(O)-(CH2)13- OH; CF3-O-Ar-O-C(O)-(CH2)13-N+R1R2R3Z ; CF3-O-Ar-O-C(OHCH2)13-P+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CHz)13-O-GlUCOSJd; CF3-O-Ar-O-C(O)-(CHz)13-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 13 -COOH; CF 3 -O-Ar-OC (O) - (CH 2 ) 13 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 13 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 13 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) 13 - OH; CF 3 -O-Ar-OC (O) - (CH 2 ) 13 -N + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (OHCH 2 ) 13 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CHz) 13 -O-GlUCOSJd; CF 3 -O-Ar-OC (O) - (CHz) 13 -OPO 3 H
CF3-O-Ar-O-C(OHCHZ)14-COOHj CF3-O-Ar-O-C(O)-(CHz)14-SO3Hi CF3-O-Ar-O- C(O)-(CH2)14-O-SO3H; CF3-O-Ar-O-C(O)-(CHz)14-SH; CF3-O-Ar-O-C(O)-(CHz)14- OH; CF3-O-Ar-O-C(O)-(CHz)14-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CH2)14-P+R1 R2R3Z"; CF3-O-Ar-O-C(O)-(CHz)14-O-GlUCOSJd; CF3-O-Ar-O-C(O)-(CHz)14-OPO3H CF3-O-Ar-O-C(OHCH2)15-COOH; CF3-O-Ar-O-C(O)-(CH2)15-SO3H; CF3-O-Ar-O-CF 3 -O-Ar-OC (OHCH Z ) 14 -COOHj CF 3 -O-Ar-OC (O) - (CHz) 14 -SO 3 Hi CF 3 -O-Ar-O-C (O) - ( CH 2 ) 14 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CHz) 14 -SH; CF 3 -O-Ar-OC (O) - (CHz) 14 - OH; CF 3 -O-Ar-OC (O) - (CHz) 14 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CH 2 ) 14 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - (CHz) 14 -O-GlUCOSJd; CF 3 -O-Ar-OC (O) - (CHz) 14 -OPO 3 H CF 3 -O-Ar-OC (OHCH 2 ) 15 -COOH; CF 3 -O-Ar-OC (O) - (CH 2 ) 15 -SO 3 H; CF 3 -O-Ar-O-
C(O)-(CH2)15-O-SO3H; ; CF3-O-Ar-O-C(O)-(CH2)i5-SH; CF3-O-Ar-O-C(O)-(CH2)I5- OH; CF3-O-Ar-O-C(OHCH2)15-N+R1R2R3Z ; CF3-O-Ar-O-C(O)-(CHz)15-P+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CH2)15-O-Glucosid; CF3-O-Ar-O-C(O)-(CH2)15-OPO3HC (O) - (CH 2 ) 15 -O-SO 3 H; ; CF 3 -O-Ar-OC (O) - (CH 2 ) i 5 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) I 5 -OH; CF 3 -O-Ar-OC (OHCH 2 ) 15 -N + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) - (CHz) 15 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CH 2 ) 15 -O-glucoside; CF 3 -O-Ar-OC (O) - (CH 2 ) 15 -OPO 3 H
CF3-O-Ar-O-C(O)-(CHz)16-COOH; CF3-O-Ar-O-C(O)-(CH2)16-SO3H; CF3-O-Ar-O- C(O)-(CHz)16-O-SO3H; CF3-O-Ar-O-C(O)-(CH2)16-SH; CF3-O-Ar-O-C(O)-(CH2)16- OH; CF3-O-Ar-O-C(O)-(CH2)16-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CHz)16-P+R1R2R3Z-; CF3-O-Ar-O-C(O)-(CHz)16-O-GIuCOSiCl; CF3-O-Ar-O-C(O)-(CH2)16-OPO3HCF 3 -O-Ar-OC (O) - (CHz) 16 -COOH; CF 3 -O-Ar-OC (O) - (CH 2 ) 16 -SO 3 H; CF 3 -O-Ar-O-C (O) - (CHz) 16 -O-SO 3 H; CF 3 -O-Ar-OC (O) - (CH 2 ) 16 -SH; CF 3 -O-Ar-OC (O) - (CH 2 ) 16 - OH; CF 3 -O-Ar-OC (O) - (CH 2 ) 16 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CHz) 16 -P + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) - (CHz) 16 -O-GluCOSiCl; CF 3 -O-Ar-OC (O) - (CH 2 ) 16 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)3-COOH; CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHz)3-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)3-O-SO3H; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)3-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)3-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)3-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)3- P+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)3-O-Glucosid; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)3-O-PO3H;CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 3 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 3 -O-SO 3 H; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 3 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 3 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 3 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 - P + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H;
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)4-COOHi CF3-O-Ar-O-C(O)-CHz-CH=CH- (CHz)4-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)4-O-SO3H; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHz)4-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)4-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHz)4-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-O-CH2-CH=CH-(CHz)4- P+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)4-O-GlUCOSiCl; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHz)4-O-PO3H;CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 4 -COOHi CF 3 -O-Ar-OC (O) -CHZ-CH = CH- (CHz) 4 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CHz) 4 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 4 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 4 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -O-CH 2 -CH = CH- (CHz) 4 - P + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 4 -O-GlUCOSiCl; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CHz) 4 -O-PO 3 H;
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)5-COOHj CF3-O-Ar-O-C(O)-CHz-CH=CH- (CHZ)5-SO3HJ CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)5-O-SO3Hi CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHz)5-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)5-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHz)5-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-CH2-CH=CH-( CH2)5- P+R1R2R3Z-J CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S-O-GlUCOSiCl1 CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHz)5-O-PO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 5 -COOHj CF 3 -O-Ar-OC (O) -CHZ-CH = CH- (CH Z) 5 -SO 3 HJ CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 5 -O-SO 3 Hi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 5 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 5 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 5 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 5 - P + R 1 R 2 R 3 ZJ CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -O-GlUCOSiCl 1 CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CHz) 5 -O-PO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)6-COOHi CF3-O-Ar-O-C(O)-CH2-CH=CH- (CH2)6-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)6-O-SO3H; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)6-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)6-OH; CF3-Ar-O- C(O)-O-CH2-CH=CH-(CHz)6-N+R1R2R3Z j CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)6- P+R1R2R3Z"; CF3-O-Ar-O-C(O)-CH=CH-(CH2)6-O-Glucosid; CF3-O-Ar-O-C(O)-CH2- CH=CH-(CH2)6-OPO3H CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)7-COOH; CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHz)7-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)7-O-SO3H; CF3O--Ar-O-C(O)- CH2-CH=CH-(CHz)7-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)T-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7- P+R1 R2R3Z"; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-O-Glucosid; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHZ)7-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 6 -COOHi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 - SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -OH; CF 3 -Ar-OC (O) -O-CH 2 -CH = CH- (CHz) 6 -N + R 1 R 2 R 3 Z j CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) -CH = CH- (CH 2 ) 6 -O-glucoside; CF 3 - O-Ar-OC (O) -CH 2 - CH = CH- (CH 2 ) 6 -OPO 3 H CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 7- COOH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 7 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 7 -O-SO 3 H; CF 3O --Ar-OC (O) - CH 2 -CH = CH- (CHz) 7 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) T -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 - P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH Z ) 7 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)8-COOHi CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHZ)8-SO3Hi CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)8-O-SO3Hi CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)8-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)8-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHz)8-N+R1R2R3Z'; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S- p+R i R 2 R 3 Z-. CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S-O-GlUCOSiCl; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHZ)8-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 8 -COOHi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH Z ) 8 - SO 3 Hi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 8 -O-SO 3 Hi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH - (CH 2 ) 8 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 8 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 8 -N + R 1 R 2 R 3 Z ' ; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -p + R i R 2 R 3 Z -. CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -O-GlUCOSiCl; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CHZ) 8 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)9-COOHj CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHz)9-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9-O-SO3H; ; CF3-O-Ar-O-C(O)- CH=CH-(CH2)9-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9-OH; CF3-O-Ar-O-C(O)- CHz-CH=CH-(CHz)9-N+R1R2R3Z-I CF3-O-Ar-O-C(O)-CHz-CH=CH-(CHz)9- P+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)9-O-GlUCOSiCl; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)9-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 3 -O-CF 9 -COOHj Ar-OC (O) -CH 2 -CH = CH- (CHz) 9 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -O-SO 3 H; ; CF 3 -O-Ar-OC (O) - CH = CH- (CH 2 ) 9 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 -O-Ar-OC (O) -CHz-CH = CH- (CHz) 9 -N + R 1 R 2 R 3 Z 1 CF 3 -O-Ar-OC (O) -CHz-CH = CH- (CHz) 9 - P + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 9 -O-GlUCOSiCl; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 9 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)1O-COOH1 CF3-O-Ar-O-C(O)-CHz-CH=CH- (CH2)IO-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)10-O-SO3H; CF3-O-Ar-O-C(O)-CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 1O -COOH 1 CF 3 -O-Ar-OC (O) -CHZ-CH = CH- (CH2) IO - SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 10 -O-SO 3 H; CF 3 -O-Ar-OC (O) -
CH2-CH=CH-(CHz)1O-SHI CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)1O-OHi CF3-O-Ar-O-CH 2 -CH = CH- (CHz) 1O -Shi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 1O -OHi CF 3 -O-Ar-O-
C(O)-CH2-CH=CH-(CHz)1O-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)10-C (O) -CH 2 -CH = CH- (CHz) 1 ON + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -
P+R1R2R3Z ; CF3-0-Ar-0-C(0)-CH2-CH=CH-(CHz)io-0-Glucosid; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)10-OPO3HP + R 1 R 2 R 3 Z; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) io-O-glucoside; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 10 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)11-COOHi CF3-O-Ar-O-C(O)-CHz-CH=CH- (CHz)11-SO3H1 CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)H-O-SO3Hi CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)H-SHi CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)11-OHi CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHz)11-N+R1R2R3Z-; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)1 , - P+R1R2R3Z"; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)11-O-Glucosid; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)H-OPO3H CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-COOH; CF3-O-Ar-O-C(O)-CH2-CH=CH- (CH2)12-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-O-SO3H; CF3-O-Ar-O-C(O^ CH2-CH=CH-(CH2)12-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHz)12-N+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12- P+R1R2R3Z"; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-O-Glucosid; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHZ)12-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 11 -COOHi CF 3 -O-Ar-OC (O) -CHZ-CH = CH- (CHz) 11 -SO 3 H 1 CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) H -O-SO 3 Hi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH - (CH 2 ) H -SHi CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 11 -OHi CF 3 -O-Ar-O-C (O) -CH 2 - CH = CH- (CHz) 11 -N + R 1 R 2 R 3 Z-; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 , -P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 11 -O-glucoside; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) H -OPO 3 H CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -O-Ar-OC (O 1 CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 12 -N + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 - P + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 - O-glucoside; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHZ) 12 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13-COOH; CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHz)13-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)13-O-SO3H; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)13-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)13-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)13-N+R1R2R3Z"; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I3- P+R1R2R3Z'; CF3-0-Ar-0-C(0)-CH2-CH=CH-(CH2)13-0-Glucosid; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)13-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -O-SO 3 H; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 13 -N + R 1 R 2 R 3 Z " ; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) I 3 - P + R 1 R 2 R 3 Z ' ; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 13 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I4-COOHi CF3-O-Ar-O-C(O)-CH2-CH=CH-CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) 3 -O-CF I4 -COOHi Ar-OC (O) -CH 2 -CH = CH-
(CHZ)14-SO3HJ CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)I4-O-SO3Hj CF3-O-Ar-O-C(O)-(CH Z) 14 -SO 3 HJ CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) I4 -O-SO 3 Hj CF 3 -O-Ar-OC (O) -
CH2-CH=CH-(CHz)14-SHJ CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)14-OHi CF3-O-Ar-O-CH 2 -CH = CH- (CHz) 14 -SHJ CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 14 -OHi CF 3 -O-Ar-O-
C(O)-CH2-CH=CH-(CH2)U-N+R1R2R3Z j CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I4-C (O) -CH 2 -CH = CH- (CH 2 ) UN + R 1 R 2 R 3 Z j CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) I 4 -
P+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-O-Glucosid; CF3-O-Ar-O-P + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 -O-Ar-O-
C(O)-CH2-CH=CH-(CH2)14-OPO3HC (O) -CH 2 -CH = CH- (CH 2 ) 14 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15-COOH; CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHZ)15-SO3Hj CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)15-O-SO3Hj CF3-O-Ar-O-C(O)- CH2-CH=CH-(CHz)15-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)15-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)15-N+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I5- P+R1R2R3Z-J CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHZ)15-O-GlUCOSJd1 CF3-O-Ar-O- C(O)-CH2-CH=CH-(CHZ)15-OPO3HCF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH Z ) 15 -SO 3 Hj CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 15 -O-SO 3 Hj CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CHz) 15 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 15 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) I 5 -P + R 1 R 2 R 3 ZJ CF 3 -O-Ar-OC (O) -CH 2 - CH = CH- (CH Z ) 15 -O-GlUCOSJd 1 CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH Z ) 15 -OPO 3 H
CF3-O-Ar-O-C(O)-CH2-CH=CH-(CHz)16-COOHj CF3-O-Ar-O-C(O)-CH2-CH=CH- (CHz)16-SO3H; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-O-SO3H; CF3-O-Ar-O-C(O)- CH2-CH=CH-(CH2)16-SH; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-OH; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)I6-N+R1R2R3Z i CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I6- P+R1R2R3Z ; CF3-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-O-Glucosid; CF3-O-Ar-O- C(O)-CH2-CH=CH-(CH2)16-OPO3H CF3-CH2-CH2-O-Ar-O-C(OHCH2)3-COOH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)S- SO3H; CF3-CH2-CH2-O-Ar-O-C(OHCH2)3-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)3-SH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)3-OH; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2J3-N+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)3-P+R1 R2R3Z-; CF3-CH2-CH2- O-Ar-O-C(OHCH2)3-O-Glucosid; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)3-O-PO3H;CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -COOHj CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -SO 3 H; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H; CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 16 -SH; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -OH; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) I 6 -N + R 1 R 2 R 3 Z i CF 3 -O-Ar-OC (O) - CH 2 -CH = CH- (CH 2 ) 6 - P + R 1 R 2 R 3 Z; CF 3 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; CF 3 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 16 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 3-COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 3 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 3 -SH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 3 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 J 3 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) - (CH 2 ) 3 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 3 -O-Glucoside; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) - (CH 2 ) 3 -O-PO 3 H;
CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)4-COOH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)4- SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)4-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)4-SH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)4-OH; CF3-CH2-CH2-O-Ar-O-C(O)- (CHz)4-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)4-P+R1 R2R3Z ; CF3-CH2-CH2- 0-Ar-0-C(0)-(CH2)4-0-Glucosicl; CF3-CH2-CH2-O-Ar-O-C(O)-(CHz)4-O-PO3H;CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 - SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 -SH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 4 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 4 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 - 0-Ar-0-C (0) - (CH 2 ) 4 -O-Glucosicl; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 4 -O-PO 3 H;
CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)S-COOH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)S- SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)S-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)S-SHi CF3-CH2-CH2-O-Ar-O-C(OHCHz)5-OHi CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)S-N+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)S-P+R1R2R3Z"; CF3-CH2-CH2- O-Ar-O-C(O)-(CH2)5-O-Glucosid, CF3-CH2-CH2-O-Ar-O-C(O)-(CHz)5-O-PO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S -COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) SO-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S -SHi CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCHz) 5 -OHi CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) S -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) - (CH 2 ) 5 -O-glucoside, CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 5 -O-PO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)6-COOH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)6- SO3H; CF3-CH2-CH2-O-Ar-O-C(OHCH2)6-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2J6-SH; CF3-CH2-CH2-O-Ar-O-C(O)-(CHz)6-OH; CF3-CH2-CH2-O-Ar-O-C(O)- (CHz)6-N+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)6-P+R1 R2R3Z ; CF3-CH2-CH2- O-Ar-O-C(O)-(CH2)6-O-Glucosid; CF3-CH2-CH2-O-Ar-O-C(O)-(CHz)6-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 6 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 6 - SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 6 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 J 6 -SH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 6 -OH CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 6 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) - (CH 2 ) 6 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 6 -O-glucoside; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 6 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(OHCHz)7-COOH; CF3-CH2-CH2-O-Ar-O-C(OHCH2)7- SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)T-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2J7-SH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)7-OH; CF3-CH2-CH2-O-Ar-O-C(O)- (CHz)7-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)7-P+R1R2R3Z-; CF3-CH2-CH2- O-Ar-O-C(OHCH2)7-O-Glucosid; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)7-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (OHCHz) 7 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 7 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) T -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 J 7 -SH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 7 - OH, CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 7 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCH 2 ) 7 -O-Glucoside; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) - (CH 2 ) 7 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(OHCHz)8-COOHi CF3-CH2-CH2-O-Ar-O-C(OHCHz)8- SO3HJ CF3-CHz-CHz-O-Ar-O-C(O)-(CHz)8-O-SO3Hj CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)8-SH; CF3-CH2-CH2-O-Ar-O-C(O)-(CH2)8-OH; CF3-CH2-CH2-O-Ar-O-C(O)- (CH2)S-N+R1R2R3Z-I CF3-CH2-CH2-O-Ar-O-C(OHCHz)8-P+R1R2R3Z-I CF3-CHz-CHz- O-Ar-O-C(O)-(CH2)8-O-Glucosid; CF3-CH2-CH2-O-Ar-O-C(O)-(CHz)8-OPO3H CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)6-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CHz)6-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)6- 0-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)6-SH; CF3-CH2-CH2-O-Ar- O-C(O)-CH2-CH=CH-(CH2)6-OH; CF3-CH2-CH2-O-Ar-C(O)-O-CH2-CH=CH-(CH2)6- N+R1R2R3Z CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)(TP+R1 R2R3Z'; CF3-CH2- CH2-O-Ar-O-C(O)-CH=CH-(CH2)6-O-Glucosid; CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CH2)6-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (OHCHz) 8- COOHi CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCHz) 8 -SO 3 HJ CF 3 -CHz-CHz-O -Ar-OC (O) - (CHz) 8 -O-SO 3 Hj CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2) 8 -SH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) 8 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CH 2 ) SN + R 1 R 2 R 3 ZI CF 3 -CH 2 -CH 2 -O-Ar-OC (OHCHz) 8 - P + R 1 R 2 R 3 ZI CF 3 -CHz-CHz-O-Ar-OC (O) - (CH 2 ) 8 -O-Glucoside; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) - (CHz) 8 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 6 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 - O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -CH 2 -CH 2 -O-Ar- OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -OH; CF 3 -CH 2 -CH 2 -O-Ar-C (O) -O-CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) ( T P + R 1 R 2 R 3 Z ' ; CF 3 -CH 2 -CH 2 -O-Ar-OC (O ) -CH = CH- (CH 2 ) 6 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 6 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CHz)7-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7- 0-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-SH; CF3-CH2-CH2-O-Ar- O-C(O)-CH2-CH=CH-(CH2)7-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7- N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-P+R1RzR3Z-; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)7-O-Glucosid; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)7-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 7 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 - 0-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; CF 3 -CH 2 -CH 2 -O-Ar- OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 - N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R z R 3 Z-; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 7 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S-COOHj CF3-CH2-CH2-O-Ar-O-CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -COOHj CF 3 -CH 2 -CH 2 -O-Ar-O-
C(O^CH2-CH=CH-(CH2)8-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)8-C (O) CH 2 -CH = CH- (CH 2 ) 8-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -
0-SO3Hj CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S-SH1 CF3-CH2-CH2-O-Ar-0-SO 3 Hj CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S -SH 1 CF 3 -CH 2 -CH 2 -O-Ar -
O-C(O)-CH2-CH=CH-(CH2)8-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)8-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -
N+R1R2R3Z-I CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S-P+R1R2R3Z j CF3-N + R 1 R 2 R 3 ZI CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) S -P + R 1 R 2 R 3 Z j CF 3 -
CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)8-O-Glucosid; CF3-CH2-CH2-O-Ar-O-CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-
C(O)-CH2-CH=CH-(CH2)S-OPO3HC (O) -CH 2 -CH = CH- (CH 2 ) S -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)9-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)S- 0-SO3H; ; CF3-CH2-CH2-O-Ar-O-C(O)-CH=CH-(CHz)9-SH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CHz)9-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9- N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9-P+R1R2R3Z ; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)9-O-Glucosid; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CHZ)9-OPO3H CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)10-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)10-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CHz)10-O-SO3H; CF3-CH2-CH2-0-Ar-0-C(0)-CH2-CH=CH-(CH2)1o-SH; CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)10-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CH2)10-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)I0- P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)10-O-Glucosid; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)10-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 9 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) S - O-SO 3 H; ; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH = CH- (CHz) 9 -SH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 9 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 - N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -P + R 1 R 2 R 3 Z; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHZ) 9 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 10 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 10 -O-SO 3 H; CF 3 -CH 2 CH 2 -0-Ar-0-C (0) -CH 2 -CH = CH- (CH 2) 1 o-SH; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 O-OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 - CH = CH- (CH 2 ) 10 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) I 0 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -O-glucoside; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 10 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)11-COOH1 CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)irSO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CH2)H-O-SO3H1 CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)H-SHj CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)H-OH1 CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CHz)1 , -N+R1 R2R3Z"; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)1 , - P+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)H-O-GlUCOSJd; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)H-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 11 -COOH 1 CF 3 -CH 2 -CH 2 -O-Ar-O-C (O ) -CH 2 -CH = CH- (CH 2 ) ir SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) HO-SO 3 H 1 CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) -CH 2 -CH = CH- (CH 2) H -SHj CF 3 -CH 2 - CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) 1 -OH H CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 1 , -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 1 , - P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC ( O) -CH 2 -CH = CH- (CH 2) -O-H GlUCOSJd CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) H -OPO 3 H
CF3-CHz-CHz-O-Ar-O-C(O)-CHz-CH=CH-(CHz)1Z-COOH; CF3-CH2-CH2-O-Ar-O-CF 3 -CHZ-CHz-O-Ar-OC (O) -CHZ-CH = CH- (CHz) 1Z -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-
C(O)-CH2-CH=CH-(CHz)12-SO3H1 CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-C (O) -CH 2 -CH = CH- (CHz) 12 -SO 3 H 1 CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH-
(CH2J12-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-SH; CF3-CH2-(CH 2 J 12 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -CH 2 -
CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)1Z-OH1 CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 1Z -OH 1 CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -
CH=CH-(CH2)12-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -
P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)12-O-GlUCOSJd; CF3-P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 12 -O-GlUCOSJd; CF 3 -
CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)12-OPO3HCH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 12 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)13-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CHz)13-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13-SH; CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CHz)13-N+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13- P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)13-O-Glucosid; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)13-OPO3H CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)I4-SO3Hi CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CH2)I4-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-SH; CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CHz)14-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)14- P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-O-Glucosid; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)14-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 13 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 - CH = CH- (CHz) 13 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 13 -OPO 3 H CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2) 3 I4 -SO Hi CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 - CH = CH- (CHz) 14 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 14 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 14 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CHz)15-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CH2)15-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15-SH; CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15-OH; CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CH2)15-N+R1R2R3Z-; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15- P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)15-O-Glucosid; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)15-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CHz) 15 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -CH 2 - CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -OH; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 - CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 15 -OPO 3 H
CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-COOH; CF3-CH2-CH2-O-Ar-O- C(O)-CH2-CH=CH-(CH2)16-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH- (CHs)16-O-SO3H; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-SH; CF3-CH2- CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)16-OHj CF3-CH2-CH2-O-Ar-O-C(O)-CH2- CH=CH-(CHz)16-N+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16- P+R1R2R3Z ; CF3-CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CHz)16-O-GlUCOSiCl; CF3- CH2-CH2-O-Ar-O-C(O)-CH2-CH=CH-(CH2)16-OPO3HCF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -COOH; CF 3 -CH 2 -CH 2 -O-Ar-O-C (O) -CH 2 -CH = CH- (CH 2 ) 16 -SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHs) 16 -O-SO 3 H; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -SH; CF 3 -CH 2 --CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -OHj CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 - CH = CH- (CHz) 16 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CHz) 16 -O-GlUCOSiCl; CF 3 - CH 2 -CH 2 -O-Ar-OC (O) -CH 2 -CH = CH- (CH 2 ) 16 -OPO 3 H
CF3-Ar-O-(CH2)n-O-(CH2)n-N+R1 R2R3Z ; CF3-Ar-O-(CH2)n-O-(CH2) n.-P+R1 R2R3Z'; CF3-Ar-O-(CHz)n-O-(CH2) n-O-Glucosid; CF3-Ar-O-(CHz)n-O-(CH2) n-COOH; CF3- Ar-O-(CHz)n-O-(CH2) πSO3H; CF3-Ar-O-(CH2)n-O-(CH2) n-O-SO3H; CF3-Ar-O-( (CH2)n-O-(CH2) n-0H; CF3-Ar-O-(CH2)n-O-(CH2) π-SH; CF3-Ar-O-(CH2)n-O-(CH2) n- 0-PO3H;CF 3 -Ar-O- (CH 2 ) n -O- (CH 2 ) n -N + R 1 R 2 R 3 Z; CF 3 -Ar-O- (CH 2 ) n -O- (CH 2 ) n . -P + R 1 R 2 R 3 Z ' ; CF 3 -Ar-O- (CHz) n -O- (CH 2 ) n -O-glucoside; CF 3 -Ar-O- (CHz) n -O- (CH 2 ) n -COOH; CF 3 - Ar-O- (CHz) n -O- (CH 2) π SO 3 H; CF 3 -Ar-O- (CH 2 ) n -O- (CH 2 ) n -O-SO 3 H; CF 3 -Ar-O- ((CH 2 ) n -O- (CH 2 ) n -OH; CF 3 -Ar-O- (CH 2 ) n -O- (CH 2 ) π -SH; CF 3 - Ar-O- (CH 2 ) n -O- (CH 2 ) n -O-PO 3 H;
CF3-Ar-O-C(O)-(CH2)n-O-(CH2)π.-N+R1 R2R3Z-; CF3-Ar-O-C(O)-(CH2)n-O-(CH2)n- P+R1R2R3Z-; CF3-Ar-O-C(O)-(CH2)n-O-(CH2) n-O-Glucosid; CF3-Ar-O-C(O)-(CH2)n- 0-(CH2) n-COOH; CF3-Ar-O-C(O)-(CH2)n-O-(CH2) nSO3H; CF3-Ar-O-C(O)-(CH2)n- 0-(CH2) n-O-SO3H; CF3-Ar-O-C(OHCH2)n-O-(CH2) n-0H; CF3-Ar-O-C(O)-(CH2)n- 0-(CH2) n-SH; CF3-Ar-O-C(O)-(CH2)n-O-(CH2) n-O-PO3H; CF3-S-Ar-O-(CHz)14-COOH; CF3-S-Ar-O-(CH2)H-SO3H; CF3-S-Ar-O-(CHz)14-O- SO3H; CF3-S-Ar-O-(CHz)14-SH; CF3-S-Ar-O-(CH2)i4-OH; CF3-S-Ar-O-(CHz)14- N+R1R2R3Z"; CF3-S-Ar-O-(CHz)14-P+R1R2R3Z-; CF3-S-Ar-O-(CHz)14-O-GlUCOSiCi; CF3-S-Ar-O-(CHz)14-O-PO3HCF 3 -Ar-OC (O) - (CH 2 ) n -O- (CH 2 ) π . -N + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) n -O- (CH 2 ) n -P + R 1 R 2 R 3 Z-; CF 3 -Ar-OC (O) - (CH 2 ) n -O- (CH 2 ) n -O-glucoside; CF 3 -Ar-OC (O) - (CH 2 ) n - O- (CH 2 ) n -COOH; CF 3 -Ar-OC (O) - (CH 2 ) n -O- (CH 2 ) n SO 3 H; CF 3 -Ar-OC (O) - (CH 2 ) n - O- (CH 2 ) n -O-SO 3 H; CF 3 -Ar-OC (OHCH 2 ) n -O- (CH 2 ) n -OH; CF 3 -Ar-OC (O) - (CH 2 ) n - O- (CH 2 ) n -SH; CF 3 -Ar-OC (O) - (CH 2 ) n -O- (CH 2 ) n -O-PO 3 H; CF 3 -S-Ar-O- (CHz) 14 -COOH; CF 3 -S-Ar-O- (CH 2 ) H -SO 3 H; CF 3 -S-Ar-O- (CHz) 14 -O-SO 3 H; CF 3 -S-Ar-O- (CHz) 14 -SH; CF 3 -S-Ar-O- (CH 2 ) i 4 -OH; CF 3 -S-Ar-O- (CHz) 14 - N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O- (CHz) 14 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O- (CHz) 14 -O-GlUCOSiCi; CF 3 -S-Ar-O- (CHz) 14 -O-PO 3 H
CF3-S-Ar-O-(CHZ)15-COOHI CF3-S-Ar-O-(CHz)15-SO3Hs CF3-S-Ar-O-(CHz)15-O- SO3H; CF3-S-Ar-O-(CHz)15-SH; CF3-S-Ar-O-(CHz)15-OH; CF3-S-Ar-O-(CHz)15- N+R1R2R3Z-I CF3-S-Ar-O-(CHZ)15-P+R1R2R3Z I CF3-S-Ar-O-(CHz)15-O-GIuCOSiCl; CF3-S-Ar-O-(CHz)15-O-PO3HCF 3 -S-Ar-O- (CH Z ) 15 -COOHI CF 3 -S-Ar-O- (CHz) 15 -SO 3 Hs CF 3 -S-Ar-O- (CHz) 15 -O-SO 3 H; CF 3 -S-Ar-O- (CHz) 15 -SH; CF 3 -S-Ar-O- (CHz) 15 -OH; CF 3 -S-Ar-O- (CHz) 15 - N + R 1 R 2 R 3 Z 1 CF 3 -S-Ar-O- (CH Z ) 15 -P + R 1 R 2 R 3 Z 1 CF 3 - S-Ar-O- (CHz) 15 -O-GluCOSiCl; CF 3 -S-Ar-O- (CHz) 15 -O-PO 3 H
CF3-S-Ar-O-(CHZ)16-COOHj CF3-S-Ar-O-(CHz)16-SO3HI CF3-S-Ar-O-(CHz)16-O- SO3H; CF3-S-Ar-O-(CHz)16-SH; CF3-S-Ar-O-(CH2)16-OH; CF3-S-Ar-O-(CH2)i6- N+R1R2R3Z-J CF3-S-Ar-O-(CHz)16-P+R1R2R3Z"; CF3-S-Ar-O-(CH2)16-O-Glucosid; CF3-S-Ar-O-(CHz)16-O-PO3HCF 3 -S-Ar-O- (CH Z ) 16 -COOHj CF 3 -S-Ar-O- (CHz) 16 -SO 3 HI CF 3 -S-Ar-O- (CHz) 16 -O-SO 3 H; CF 3 -S-Ar-O- (CHz) 16 -SH; CF 3 -S-Ar-O- (CH 2 ) 16 -OH; CF 3 -S-Ar-O- (CH 2 ) i 6 -N + R 1 R 2 R 3 ZJ CF 3 -S-Ar-O- (CHz) 16 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O- (CH 2 ) 16 -O-glucoside; CF 3 -S-Ar-O- (CHz) 16 -O-PO 3 H
CF3-S-Ar-O-(CHz)n-O-(CH2) n~COOH; CF3-S-Ar-O-(CHz)n-O-(CH2) n~SO3H; CF3-S- Ar-O-(CHz)n-O-(CH2) n-O-SO3H; CF3-S-Ar-O-(CHz)n-O-(CH2) n-SH; CF3-S-Ar-O- (CHz)n-O-(CH2) n-0H; CF3-S-Ar-O-(CHz)n-O-(CH2) ,-N+R1R2R3Z"; CF3-S-Ar-O- (CHz)n-O-(CH2) ,-P+R1R2R3Z"; CF3-S-Ar-O-(CH2)n-O-(CH2) n-O-Glucosid; CF3-S-Ar- 0-(CHz)n-O-(CH2) H-O-PO3HCF 3 -S-Ar-O- (CHz) n -O- (CH 2) n ~ COOH; CF 3 -S-Ar-O- (CHz) n -O- (CH 2 ) n -SO 3 H; CF 3 -S-Ar-O- (CHz) n -O- (CH 2 ) n -O-SO 3 H; CF 3 -S-Ar-O- (CHz) n -O- (CH 2) n -SH; CF 3 -S-Ar-O- (CHz) n -O- (CH 2 ) n -OH; CF 3 -S-Ar-O- (CHz) n -O- (CH 2 ), -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O- (CHz) n -O- ( CH 2 ), -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O- (CH 2 ) n -O- (CH 2 ) n -O-glucoside; CF 3 -S-Ar-O- (CHz) n -O- (CH 2 ) H -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)3-COOH; CF3-S-Ar-O-CH2-CH=CH-(CHz)3-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)3-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)3-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-OHj CF3-S-Ar-O-CH2-CH=CH-(CHz)3-N+R1R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CHz)3-P+R1R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CH2)3-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)3-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 3 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2) S-OHJ CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 3 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 3 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)4-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)4-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)4-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)4-SH; CF3-S-Ar-O-CH2-CH=CH-(CHz)4-OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)4-N+R1R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CHz)4-P+R1R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CH2)4-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)4-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 4 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 4 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 4 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- ( CHz) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 4 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)5-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)5-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)5-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)5-OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)s-N+R1R2R3Z-; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z j CF3-S-Ar-O-CHz-CH=CH-(CHz)5-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)5-O-PO3H CF3-S-Ar-O-CH2-CH=CH-(CH2)6-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)6-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-N+R1R2R3Z-; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-P+R1R2R3Z ; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)6-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 5 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 5 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) sN + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) SP + R 1 R 2 R 3 Z j CF 3 -S-Ar-O-CHz-CH = CH- (CHz) 5 - O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 5 -O-PO 3 H CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 6 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -P + R 1 R 2 R 3 Z; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)7-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)7-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-N+R1R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-P+R1R2R3Z-; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)7-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 7 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- ( CH 2 ) 7 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -S-Ar-O -CH 2 -CH = CH- (CH 2 ) 7 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)B-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)8-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-OHi CF3-S-Ar-O-CH2-CH=CH-(CH2)S-N+R1R2R3Z-; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-P+R1R2R3Z ; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)8-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) B -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 8 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -OHi CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 8 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)9-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)S-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)C)-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)9-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)9-OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)9-N+R1R2R3Z-; CF3-S-Ar-O-CH2-CH=CH-(CH2)9-P+R1R2R3Z ; CF3-S-Ar-O-CH2-CH=CH-(CH2)9-O- Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)9-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) C) -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -P + R 1 R 2 R 3 Z; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 9 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)10-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-OH; CF3-S-Ar-O-CH2-CH=CH-(CHz)10- N+R1 R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-P+R1 R2R3Z"; CF3-S-Ar-O-CH2- CH=CH-(CH2)10-O-Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)10-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 10 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 10 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 10 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CH2)H-COOHj CF3-S-Ar-O-CH2-CH=CH-(CH2)H-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)H-O-SO3Hj CF3-S-Ar-O-CH2-CH=CH-(CH2)H-SH; CF3-S-Ar-O-CH2-CH=CH-(CH2)H-OHi CF3-S-Ar-O-CH2-CH=CH-(CH2)H- N+R1R2R3Z-J CF3-S-Ar-O-CH2-CH=CH-(CH2)H-P+R1R2R3Z l CF3-S-Ar-O-CH2- CH=CH-(CH2)n-O-G!ucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)H-O-PO3H CF3-S-Ar-O-CH2-CH=CH-(CH2)I2-COOH; CF3-S-Ar-O-CH2-CH=CH-(CHz)12-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)I2-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)12-SH; CF3-S-Ar-O-CH2-CH=CH-(CHz)1Z-OHi CF3-S-Ar-O-CH2-CH=CH-(CHz)12- N+R1R2R3Z i CF3-S-Ar-O-CH2-CH=CH-(CHz)12-P+R1R2R3Z i CF3-S-Ar-O-CH2- CH=CH-(CH2)12-O-Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)12-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -COOHj CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -O-SO 3 Hj CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -SH ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H-OHi CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H-N + R 1 R 2 R 3 ZJ CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -P + R 1 R 2 R 3 Z 1 CF 3 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) nOG! Ucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) H -O-PO 3 H CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 1Z -OHi CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 - N + R 1 R 2 R 3 Z i CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -P + R 1 R 2 R 3 Z i CF 3 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 12 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)13-COOHj CF3-S-Ar-O-CH2-CH=CH-(CHz)13-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)13-O-SO3Hj CF3-S-Ar-O-CH2-CH=CH-(CHz)13-SH; CF3-S-Ar-O-CHz-CH=CH-(CHz)13-OHi CF3-S-Ar-O-CHz-CH=CH-(CHz)13- N+R1 R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CHz)13-P+R1 R2R3Z"; CF3-S-Ar-O-CH2- CH=CH-(CH2)13-O-Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CHz)13-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -COOHj CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -O-SO 3 Hj CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -SH; CF 3 -S-Ar-O-CHz-CH = CH- (CHz) 13 -OHi CF 3 -S-Ar-O-CHz-CH = CH- (CHz) 13 - N + R 1 R 2 R 3 Z " CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 13 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)14-COOH; CF3-S-Ar-O-CH2-CH=CH-(CH2)14-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CHz)14-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)14-SH; CF3-S-Ar-O-CH2-CH=CH-(CHz)14OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)14- N+R1 R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CHz)14-P+R1 R2R3Z"; CF3-S-Ar-O-CH2- CH=CH-(CH2)14-O-Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)14-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 14 -COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 14 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 14 OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 - N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- ( CHz) 14 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)15COOH; CF3-S-Ar-O-CH2-CH=CH-(CHz)15SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)15-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)15SH; CF3-S-Ar-O-CH2-CH=CH-(CHz)15OH; CF3-S-Ar-O-CH2-CH=CH-(CH2)15N+R1R2R3Z" ; CF3-S-Ar-O-CH2-CH=CH-(CHz)15P+R1 R2R3Z"; CF3-S-Ar-O-CH2-CH=CH-(CH2)15- O-Glucosid; CF3-S-Ar-O-CH2-CH=CH-(CH2)I5-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 15 COOH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 15 SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 15 OH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz ) 15 P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 - O -glucoside; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-PO 3 H
CF3-S-Ar-O-CH2-CH=CH-(CHz)16COOHj CF3-S-Ar-O-CH2-CH=CH-(CHz)16SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)16-O-SO3H; CF3-S-Ar-O-CH2-CH=CH-(CH2)16-SH; CF3-S-Ar-O-CH2-CH=CH-(CHz)16-OHi CF3-S-Ar-O-CH2-CH=CH-(CHz)16- N+R1R2R3Z-I CF3-S-Ar-O-CH2-CH=CH-(CHz)16-P+R1R2R3Z i CF3-S-Ar-O-CH2- CH=CH-(CHz)16-O-GlUCOSJd; CF3-S-Ar-O-CH2-CH=CH-(CHz)16-O-PO3HCF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 COOHj CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H; CF 3 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -SH; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 -OHi CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 - N + R 1 R 2 R 3 ZI CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 -P + R 1 R 2 R 3 Z i CF 3 -S-Ar-O-CH 2 - CH = CH- ( CHz) 16 -O-Glucos®; CF 3 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CHz)3-COOH; CF3-S-Ar-O-C(=OHCH2)3-SO3H; CF3-S-Ar-O- C(=O)-(CH2)3-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)3-SH; CF3-S-Ar-O-C(=OHCH2)3- OH; CF3-S-Ar-O-C(=O)-(CH2)3-N+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)3-P+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)3-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)3-O-PO3HCF 3 -S-Ar-OC (= O) - (CHz) 3 -COOH; CF 3 -S-Ar-OC (= OHCH 2 ) 3 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 3 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 3 -SH; CF 3 -S-Ar-OC (= OHCH 2 ) 3 - OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 3 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 3 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 3 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)4-COOH; CF3-S-Ar-O-C(=OHCH2)4-SO3H; CF3-S-Ar-O- C(=O)-(CH2)4-O-SO3H; CF3-S-Ar-O-C(=OHCH2)4-SH; CF3-S-Ar-O-C(=OHCH2)4- OH; CF3-S-Ar-O-C(=O)-(CHz)4-N+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)4-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)4-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)4-O-PO3H CF3-S-Ar-O-C(=OHCH2)5-COOH; CF3-S-Ar-O-C(=O)-(CH2)5-SO3H; CF3-S-Ar-O- C(=O)-(CH2)5-O-SO3H; CF3-S-Ar-O-C(=OHCH2)5-SH; CF3-S-Ar-O-C(=O)-(CH2)5- OH; CF3-S-Ar-O-C(=O)-(CH2)5-N+R1 R2R3Z ; CF3-S-Ar-O-C(=O)-(CH2)5-P+R1 R2R3Z"; CF3-S-Ar-0-C(=OHCH2)5-0-Glucosid; CF3-S-Ar-0-C(=0)-(CH2)5-0-P03HCF 3 -S-Ar-OC (= O) - (CH 2 ) 4 -COOH; CF 3 -S-Ar-OC (= OHCH 2 ) 4 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 4 -O-SO 3 H; CF 3 -S-Ar-OC (= OHCH 2 ) 4 -SH; CF3-S-Ar-OC (= OHCH 2) 4 OH; CF 3 -S-Ar-OC (= O) - (CHz) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 4 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 4 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 4 -O-PO 3 H CF 3 -S-Ar-OC (= OHCH 2 ) 5 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 5 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2) 5 -O-SO 3 H; CF 3 -S-Ar-OC (= OHCH 2 ) 5 -SH; CF3-S-Ar-OC (= O) - (CH 2) 5 OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 5 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) - (CH 2 ) 5 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-0-C (= OHCH 2 ) 5 -O-Glucoside CF 3 -S-Ar-O-C (= O) - (CH 2 ) 5 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)6-COOH; CF3-S-Ar-O-C(=O)-(CH2)6-SO3H; CF3-S-Ar-O- C(=O)-(CH2)6-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)6-SH; CF3-S-Ar-O-C(=O)-(CH2)6- OH; CF3-S-Ar-O-C(=OHCH2)6-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-(CH2)6-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)6-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)6-O-PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 6 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 - OH; CF 3 -S-Ar-OC (= OHCH 2 ) 6 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -O Glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 6 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)7-COOH; CF3-S-Ar-O-C(=O)-(CH2)7-SO3H; CF3-S-Ar-O- C(=O)-(CH2)7-O-SO3H; CF3-S-Ar-O-C(=OHCH2)7-SH; CF3-S-Ar-O-C(=O)-(CH2)7- OH; CF3-S-Ar-O-C(=O)-(CH2)7-N+R1 R2R3Z ; CF3-S-Ar-O-C(=O)-(CH2)7-P+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)7-O-Glucosid; CF3-S-Ar-O-C(=OHCH2)7-O-PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 7 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 7 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2) 7 -O-SO 3 H; CF3-S-Ar-OC (= OHCH 2) 7-SH; CF3-S-Ar-OC (= O) - (CH 2) 7 OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 7 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 7 -O Glucoside; CF 3 -S-Ar-OC (= OHCH 2 ) 7 -O-PO 3 H
CF3-S-Ar-O-C(=OHCH2)8-COOH; CF3-S-Ar-O-C(=O)-(CH2)8-SO3H; CF3-S-Ar-O- C(=O)-(CH2)8-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)8-SH; CF3-S-Ar-O-C(=O)-(CH2)8- OH; CF3-S-Ar-O-C(=O)-(CH2)8-N+R1 R2R3Z ; CF3-S-Ar-O-C(=O)-(CH2)8-P+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)8-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)8-O-PO3HCF 3 -S-Ar-OC (= OHCH 2 ) 8 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 8 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 - OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -O Glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 8 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)9-COOH; CF3-S-Ar-O-C(=O)-(CH2)9-SO3H; CF3-S-Ar-O- C(=O)-(CH2)9-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)9-SH; CF3-S-Ar-O-C(=O)-(CH2)9- OH; CF3-S-Ar-O-C(=O)-(CH2)9-N+R1R2R3Z"; CF3-S-Ar-O-CC=O)-(CHz)9-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)9-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)9-O-PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 9 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 - OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CC = O) - (CHz) 9 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 9 -O-PO 3 H
CF3-S-Ar-0-C(=0)-(CH2)1o-COOH; CF3-S-Ar-0-C(=0)-(CH2)1o-S03H; CF3-S-Ar-O-CF 3 -S-Ar-O-C (= O) - (CH 2 ) 1 o -COOH; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 1 o -SO 3 H; CF 3 -S-Ar-O-
C(=OHCH2)10-O-Sθ3H; CF3-S-Ar-O-C(=OHCH2)10-SH; CF3-S-Ar-O-C(=O)-C (= OHCH 2 ) 10 -O-SO 3 H; CF 3 -S-Ar-OC (= OHCH 2 ) 10 -SH; CF 3 -S-Ar-OC (= O) -
(CH2)10-OH; CF3-S-Ar-O-C(=OHCH2)10-N+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)10- P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)10-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)10-O- PO3H(CH 2 ) 10 -OH; CF 3 -S-Ar-OC (= OHCH 2 ) 10 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 10 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 10 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 10 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)1rCOOH; CF3-S-Ar-O-CC=O)-(CH2)H-SO3H; CF3-S-Ar-O- CC=O)-(CH2)H-O-SO3H; CF3-S-Ar-O-C(=OHCH2)n-SH; CF3-S-Ar-O-C(=O)- (CH2)ii-OH; CF3-S-Ar-O-C(=O)-(CH2)ii-N+R1R2R3Z-; CF3-S-Ar-O-C(=OHCH2)ii- P+R1R2R3Z"; CF3-S-Ar-0-C(=0)-(CH2)11-0-Glucosid; CF3-S-Ar-0-C(=0)-(CH2)1i-0- PO3H CF3-S-Ar-O-C(=O)-(CH2)12-COOH; CF3-S-Ar-O-C(=O)-(CH2)i2-SO3H; CF3-S-Ar-O- C(=O)-(CH2)i2-O-SO3H; CF3-S-Ar-O-C(=OHCH2)12-SH; CF3-S-Ar-O-C(=O)- (CH2)12-OH; CF3-S-Ar-O-C(=O)-(CH2)i2-N+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)12- P+R1R2R3Z'; CF3-S-Ar-O-C(=O)-(CH2)12-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)12-O- PO3HCF 3 -S-Ar-OC (= O) - (CH 2) 1r COOH; CF 3 -S-Ar-O-CC = O) - (CH 2 ) H -SO 3 H; CF 3 -S-Ar-O-CC = O) - (CH 2 ) H -O-SO 3 H; CF 3 -S-Ar-OC (= OHCH 2 ) n -SH; CF 3 -S-Ar-OC (= O) - (CH 2) 2 -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) ii -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= OHCH 2) ii- P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 11 -O-glucoside; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 1 i-O-PO 3 H CF 3 -S-Ar-OC (= O) - (CH 2 ) 12 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) i 2 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) i 2 -O-SO 3 H; CF 3 -S-Ar-OC (= OHCH 2 ) 12 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 12 -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) i 2 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 12 -P + R 1 R 2 R 3 Z ' ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 12 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 12 -O- PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)13-COOH; CF3-S-Ar-O-C(=OHCH2)13-SO3H; CF3-S-Ar-O- C(=O)-(CH2)13-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)13-SH; CF3-S-Ar-O-C(=O)- (CH2)13-OH; CF3-S-Ar-O-C(=O)-(CH2)13-N+R1R2R3Z-; CF3-S-Ar-O-C(=O)-(CH2)13- P+R1R2R3Z ; CF3-S-Ar-O-C(=O)-(CH2)13-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)13-O- PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -COOH; CF 3 -S-Ar-OC (= OHCH 2 ) 13 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 13 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -P + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) - (CH 2 ) 13 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2) 13 -O- PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)14-COOH; CF3-S-Ar-O-C(=O)-(CH2)14-SO3H; CF3-S-Ar-O- C(=O)-(CH2)14-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)14-SH; CF3-S-Ar-O-C(=O)- (CH2)14-OH; CF3-S-Ar-O-C(=O)-(CH2)14-N+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)14- P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)i4-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)14-O- PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 14 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) i 4 -O-glucoside; CF 3 -S-Ar-OC (= O) - (CH 2 ) 14 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)15-COOH; CF3-S-Ar-O-C(=O)-(CH2)15-SO3H; CF3-S-Ar-O- C(=O)-(CH2)15-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)15-SH; CF3-S-Ar-O-C(=O)- (CH2)15-OH; CF3-S-Ar-O-C(=O)-(CH2)i5-N+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)i5- P+R1R2R3Z"; CF3-S-Ar-0-C(=OHCH2)15-0-Glucosid; CF3-S-Ar-0-C(=OHCH2)15-0- PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) 15 -COOH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 15 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 15 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 15 -SH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 15 -OH; CF 3 -S-Ar-OC (= O) - (CH2) i5-N + R 1 R 2 R 3 Z "; CF 3 -S-Ar-OC (= O) - (CH2) i5 P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-0-C (= OHCH 2 ) 15 -O-glucoside; CF 3 -S-Ar-0-C (= OHCH 2 ) 15 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)16-COOH; CF3-S-Ar-O-C(=OHCH2)16-SO3H; CF3-S-Ar-O- C(=O)-(CH2)16-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)16-SH; CF3-S-Ar-O-C(=O)-CF 3 -S-Ar-OC (= O) - (CH 2 ) 16 -COOH; CF 3 -S-Ar-OC (= OHCH 2 ) 16 -SO 3 H; CF 3 -S-Ar-O-C (= O) - (CH 2 ) 16 -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) 16 -SH; CF 3 -S-Ar-OC (= O) -
(CH2)16-OH; CF3-S-Ar-O-C(=O)-(CH2)16-N+R1R2R3Z"; CF3-S-Ar-O-C(=O)-(CH2)16- P+R1R2R3Z"; CF3-S-Ar-O-C(=OHCH2)16-O-Glucosid; CF3-S-Ar-O-C(=OHCH2)16-O- PO3H(CH 2 ) 16 -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) 16 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - (CH 2 ) 16 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= OHCH 2 ) 16 -O-glucoside; CF 3 -S-Ar-OC (= OHCH 2 ) 16 -O-PO 3 H
CF3-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-COOH; CF3-S-Ar-O-C(=OHCH2)n-O-(CH2) n- SO3H; CF3-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-O-SO3H; CF3-S-Ar-O-C(=O)-(CH2)n-O- (CH2) n-SH; CF3-S-Ar-O-C(=OHCH2)n-O-(CH2) n-0H; CF3-S-Ar-O-C(=O)-(CH2)n-O- (CH2) P-N+R1R2R3Z"; CF3-S-Ar-O-C(=OMCH2)n-O-(CH2) n-P+R1R2R3Z"; CF3-S-Ar-O- C(=O)-(CH2)n-O-(CH2) n-O-Glucosid; CF3-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-O-PO3H CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)3-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)3-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)S-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)3-O-PO3HCF 3 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -COOH; CF 3 -S-Ar-OC (= OHCH 2 ) n -O- (CH 2 ) n -SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -O-SO 3 H; CF 3 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -SH; CF 3 -S-Ar-OC (= OHCH 2 ) n -O- (CH 2 ) n -OH; CF 3 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) P -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= OMCH 2 ) n -O- (CH 2 ) n -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-C (= O) - (CH 2 ) n -O- (CH 2 ) n -O-Glucoside; CF 3 -S-Ar-OC (= O) - (CH 2) n -O- (CH 2) n -O-PO 3 H CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 3 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; CF 3 -S-Ar-O- C (= O) -CH 2 -CH = CH- (CH 2) 3 SH; CF3-S-Ar-OC (= O) -CH 2 CH = CH- (CH2) 3-OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)4-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)4-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)4-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)4-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)S-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)5-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)S-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)5-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) S -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) 5 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)6-SO3H; CF3-S-Ar-O-C(=O^CH2-CH=CH-(CH2)6-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)6-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)6-P+R1R2R3Z"; CF3-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)6-0-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)6-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 6 -SO 3 H; CF 3 -S-Ar-OC (= O ^ CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2) 6 -SH; -S-CF 3 Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -OH; CF 3 - S-Ar-OC (= O ) -CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 6 - P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-glucoside; CF 3 -S-Ar- OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)7-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)7-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-N+R1R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)7-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)7-O-PO3H CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2J8-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-Sθ3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)8-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-N+R1R2R3Z ; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CHz)8-P+R1R2R3Z-; CF3-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)8-0-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)8-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-PO 3 H CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 8 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHz) 8 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)9-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)9-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-N+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)9-P+R1R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-Glucosid; CF3-S-Ar- O-C(=O)-CH2-CH=CH-(CH2)9-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 9 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 9 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)10-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)10-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-N+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2J10-P+R1 R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 10 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 10 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) 10 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)11-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-SO3H; CF3-S-Ar-O-CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 11 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-SO 3 H; CF 3 -S-Ar-O-
CC=O)-CHZ-CH=CH-(CHZ)11-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-OH; CF3-CC = O) -CH Z -CH = CH- (CH Z) 11 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -OH; CF 3 -
S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-N+R1R2R3Z ; CF3-S-Ar-O-C(=O)-CH2-CH=CH-S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH-
(CHz)11-P+R1R2R3Z"; CF3-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)11-0-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)i1-O-PO3H(CHz) 11 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 1 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)12-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)12-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-N+R1R2R3Z"; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2J12-P+R1R2R3Z"; CF3-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)12-0-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-PO3H CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)i3-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)13-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-N+R1R2R3Z'; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)13-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 J 12 -P + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 12 -0-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-PO 3 H CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -N + R 1 R 2 R 3 Z ' ; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 13 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-COOH; CF3-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)14-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)14-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-N+R1R2R3Z ; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CHz)14-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -N + R 1 R 2 R 3 Z; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHz) 14 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-COOH; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CH2)15-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)15-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-N+R1R2R3Z-; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CHs)15-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z-; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHs) 15 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-PO 3 H
CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-COOH; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CHz)16-SO3H; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-SO3H; CF3-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)16-SH; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-OH; CF3- S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-N+R1R2R3Z"; CF3-S-Ar-O-CC=O)-CH2-CH=CH- (CH2J16-P+R1R2R3Z-; CF3-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-Glucosid; CF3-S- Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-PO3HCF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -COOH; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHz) 16 -SO 3 H; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H; CF 3 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 16 -SH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -OH; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -N + R 1 R 2 R 3 Z " ; CF 3 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CH 2 J 16 -P + R 1 R 2 R 3 Z-; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; CF 3 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-(CHz)3-COOH; CF3-CH2-CHz-S-Ar-O-(CH2)3-SO3H; CF3-CH2- CH2-S-Ar-O-(CHz)3-O-SO3H; CF3-CH2-CH2-S-Ar-O-(CH2)3-SH; CF3-CH2-CH2-S-Ar- O-(CH2)3-OH; CF3-CH2-CH2-S-Ar-O-(CH2)3-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O- (CHz)3-P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-(CH2)3-O-Glucosid; CF3-CH2-CH2-S-Ar- O-(CH2)3-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O- (CHz) 3 -COOH; CF 3 -CH 2 -CHZ-S-Ar-O- (CH 2) 3 -SO 3 H; CF 3 -CH 2 - CH 2 -S-Ar-O- (CHz) 3 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 3 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 3 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 3 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-O- (CHz) 3 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 3 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar- O- (CH 2 ) 3 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-(CH2)4-COOH; CF3-CH2-CH2-S-Ar-O-(CHz)4-SO3Hj CF3-CH2- CH2-S-Ar-O-(CH2)4-O-SO3H; CF3-CHz-CH2-S-Ar-O-(CH2)4-SH; CF3-CH2-CH2-S-Ar- O-(CH2)4-OH; CF3-CH2-CH2-S-Ar-O-(CH2)4-N+R1 R2R3Z ; CF3-CH2-CH2-S-Ar-O- (CH2)4-P+R1 R2R3Z'; CF3-CHz-CH2-S-Ar-O-(CH2)4-O-Glucosid; CF3-CH2-CH2-S-Ar- O-(CH2)4-O-PO3H CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)I2-COOHi CF3-CH2-CH2-S-Ar-O-CH2- CH=CH-(CH2)12-SO3H; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)I2-O-SO3H; CF3- CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)12-SH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)12-OH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CHz)12-N+R1R2R3Z ; CF3-CH2- CH2-S-Ar-O-CH2-CH=CH-(CH2)12-P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CHz)12-O-GIuCOSiCl; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)12-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 4 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O- (CHz) 4 -SO 3 Hj CF 3 -CH 2 --CH 2 -S-Ar-O- (CH 2 ) 4 -O-SO 3 H; CF 3 -CHz-CH 2 -S-Ar-O- (CH 2 ) 4 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 4 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 4 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O- (CH 2 ) 4 -P + R 1 R 2 R 3 Z ' ; CF 3 -CHz-CH 2 -S-Ar-O- (CH 2 ) 4 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar- O- (CH 2 ) 4 -O-PO 3 H CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 1 2 -COOHi CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 - CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 12 -O-GluCOSiCl; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 12 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)13-COOH; CF3-CH2-CH2-S-Ar-O-CH2- CH=CH-(CHz)13-SO3H; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)13-O-SO3H; CF3- CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)13-SH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)I3-OHj CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)I3-N+R1R2R3Z-J CF3-CH2- CH2-S-Ar-O-CH2-CH=CH-(CH2)I3-P+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)13-O-Glucosid; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)13-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 - CH = CH- (CHz) 13 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-SO 3 H; CF 3 - CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2) I3 -OHj CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH - (CH 2) I3 -N + R 1 R 2 R 3 ZJ CF 3 -CH 2 - CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2) -P + I3 R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 13 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)U-COOHi CF3-CH2-CH2-S-Ar-O-CH2- CH=CH-(CH2)14-SO3H; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)14-O-SO3H; CF3- CH2-CH2-S-Ar-O-CH2-CH=CH-(CHz)14-SHj CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)14-OH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)14-N+R1 R2R3Z ; CF3-CH2- CH2-S-Ar-O-CH2-CH=CH-(CH2)I4-P+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)14-O-Glucosid; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)14-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) U -COOHi CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 - CH = CH - (CH 2 ) 14 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; CF 3 - CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 14 -SHj CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) I 4 -P + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)15-COOH; CF3-CH2-CH2-S-Ar-O-CH2- CH=CH-(CH2)15-SO3H; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)15-O-SO3H; CF3- CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)15-SH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CHz)15-OH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)15-N+R1 R2R3Z"; CF3-CH2- CH2-S-Ar-O-CH2-CH=CH-(CH2)15-P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)15-O-Glucosid; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CHz)15-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 - CH = CH- (CH 2 ) 15 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; CF 3 - CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 15 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 - CH 2 -S- Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- ( CH 2 ) 15 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 15 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CHz)16-COOHj CF3-CHz-CHz-S-Ar-O-CH2- CH=CH-(CH2)16-SO3H; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)16-O-SO3H; CF3- CH2-CHz-S-Ar-O-CH2-CH=CH-(CH2)16-SH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CHz)16-OH; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)I6-N+R1R2R3Z ; CF3-CH2- CH2-S-Ar-O-CH2-CH=CH-(CH2)16-P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH- (CH2)16-O-Glucosid; CF3-CH2-CH2-S-Ar-O-CH2-CH=CH-(CH2)16-O-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3- SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CHz)3-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3-OH; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)S-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3-P+R1 R2R3Z"; CF3-CH2- CH2-S-Ar-O-C(=OMCH2)3-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)3-O- PO3HCF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 CF 3 -COOHj -CHZ-CHz-S-Ar-O-CH 2 - CH = CH- (CH 2 ) 16 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H; CF 3 - CH 2 -CHZ-S-Ar-O-CH 2 -CH = CH- (CH 2) 16 -SH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CHz) 16 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2) 16 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-Glucoside; CF 3 -CH 2 -CH 2 -S-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H CF3-CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2) 3 COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 3 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 3 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CHz) 3 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 3 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) S -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 3 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 - CH 2 -S-Ar-OC (= OMCH 2 ) 3 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 3 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)4-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)4- SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)4-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)4-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)4-OH; CF3-CH2-CH2-S-Ar-O-C(=O)- (CHz)4-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)4-P+R1 R2R3Z'; CF3-CH2- CH2-S-Ar-O-C(=O)-(CH2)4-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)4-O- PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 - SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CHz) 4 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC ( = OHCH 2) 4 -P + R 1 R 2 R 3 Z 'CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) - (CH 2) 4 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 4 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=OHCH2)5-COOH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)5- SO3H; CF3-CH2-CHz-S-Ar-O-C(=OHCH2)5-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)5-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)5-OH; CF3-CH2-CH2-S-AΓ-O-C(=O)- (CH2)S-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)5-P+R1 R2R3Z"; CF3-CH2- CH2-S-Ar-0-C(=0)-(CH2)5-0-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)5-O- PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 5 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 5 - SO 3 H; CF 3 -CH 2 -CHZ-S-Ar-OC (= OHCH 2) 5 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 5 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 5 -OH; CF 3 -CH 2 -CH 2 -S-AΓ-OC (= O) - (CH 2 ) S -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 5 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 - CH 2 -S-Ar-O-C (= 0) - (CH 2 ) 5 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 5 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)6-COOH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)6-CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 6 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 6-
SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)6-0-SO3H; CF3-CH2-CH2-S-Ar-O-C(=0)-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 6 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= 0) -
(CH2)6-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)6-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH 2 ) 6 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 6 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -
(CH2J6-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)6-P+R1 R2R3Z"; CF3-CH2-(CH 2 J 6 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -
CH2-S-Ar-0-C(=0)-(CH2)6-0-Glucosid; CF3-CH2-CH2-S-Ar-0-C(=0)-(CH2)6-0-CH 2 -S-Ar-O-C (= O) - (CH 2 ) 6 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 6 -O-
PO3HPO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)7-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)7-CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -
SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)7-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CHz)7-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)7-OH; CF3-CH2-CH2-S-Ar-O-C(^O)- (CH2J7-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)7-P+R1 R2R3Z"; CF3-CH2- CH2-S-Ar-O-C(=O)-(CH2)7-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)7-O- PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)8-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)8- SO3H; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)8-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)8-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)8-OH; CF3-CH2-CH2-S-Ar-O-C(=O)- (CHz)8-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)8-P+R1 R2R3Z ; CF3-CH2- CH2-S-Ar-O-C(=O)-(CH2)8-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)8-O- PO3HSO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CHz) 7 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 7 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (^ O) - (CH 2 J 7 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -O-Glucoside CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 7 -O-PO 3 H CF3-CH2-CH2-S-Ar-OC (= O) - (CH2) 8-COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 8 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 8 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 8 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 8 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CHz) 8 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 8 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) - (CH 2 ) 8 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 8 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=OHCH2)9-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)9- SO3H; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)9-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)9-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)9-OH; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2J9-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)9-P+R1 R2R3Z"; CF3-CH2- CH2-S-Ar-O-C(=O)-(CH2)9-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)9-O- PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 9-COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 9 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 9 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 9 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 9 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 J 9 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2) 9 -P + R 1 R 2 R 3 Z 'CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) - (CH 2) 9 -O-glucoside, CF 3 - CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 9 -O-PO 3 H
CF3-CH2-CH2-S-Ar-0-C(=0)-(CH2)1o-COOH; CF3-CH2-CH2-S-Ar-0-C(=OHCH2)1o- Sθ3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)10-O-Sθ3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CHz)10-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)10-OH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)10-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)10-P+R1 R2R3Z"; CF3- CH2-CH2-S-Ar-O-C(=O)-(CH2)10-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)10- 0-PO3HCF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 1 o -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= OHCH 2 ) 1 o -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 10 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CHz) 10 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 10 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 10 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar -OC (= O) - (CH 2 ) 10 -P + R 1 R 2 R 3 Z " ; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 10 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 10 - 0-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)11-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)11-CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -
SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)11-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -
(CHz)11-SH; CFa-CHz-CHz-S-Ar-O^^HCHgJn-OH; CF3-CH2-CH2-S-Ar-O-(CHz) 11 -SH; CFa-CHz-CHz-S-Ar-O ^^ HCHgJn-OH; CF 3 -CH 2 -CH 2 -S-Ar-O-
C(=O)-(CH2)11-N+R1R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)11-P+R1R2R3Z-; CF3-C (= O) - (CH 2 ) 11 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -P + R 1 R 2 R 3 Z-; CF 3 -
CH2-CH2-S-Ar-O-C(=O)-(CH2)11-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)11-CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 11 -
0-PO3H0-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)12-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)12- SO3H; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)12-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)12-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)12-OH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)12-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)12-P+R1 R2R3Z"; CF3- CH2-CH2-S-Ar-O-C(=O)-(CH2)12-O-Gluc0sid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)12- 0-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)i3-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)i3- SO3H; CF3-CH2-CH2-S-Ar-O-CC=O)-(CH2)I3-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)13-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)13-OH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)i3-N+R1R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)i3-P+R1 R2R3Z ; CF3- CH2-CH2-S-Ar-O-C(=O)-(CH2)13-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)13- 0-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 12 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 12 - SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 12 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 12 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 12 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 12 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar -OC (= O) - (CH 2 ) 12 -P + R 1 R 2 R 3 Z " ; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 12 -O-Glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 12 - 0-PO 3 H CF3-CH2-CH 2 -S-Ar-OC (= O) - (CH2) i3-COOH; CF3-CH 2 -CH 2 S-Ar-OC (= O) - (CH 2) i3 SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CC = O) - (CH 2 ) 13 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 13 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 13 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) i 3 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S- Ar-C (= O) - (CH 2) i 3 -P + R 1 R 2 R 3 Z; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2) 13 - O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 13 - O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)14-COOH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)14- SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)14-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)14-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)14-OH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)14-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)i4-P+R1 R2R3Z"; CF3- CH2-CH2-S-Ar-O-C(=O)-(CH2)14-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)14- 0-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 1 4-COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 1 4- SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 14 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 14 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 14 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 14 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar -OC (= O) - (CH 2 ) i 4 -P + R 1 R 2 R 3 Z " ; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 14 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 14 - 0-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=OHCH2)15-COOH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)15-CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 1 5-COOH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 1 5
SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)15-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 15 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -
(CH2)I5-SH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)15-OH; CF3-CH2-CH2-S-Ar-O-(CH 2 ) I5 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 15 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-
C(=O)-(CH2)15-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)15-P+R1R2R3Z-; CF3-C (= O) - (CH 2 ) 15 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 15 -P + R 1 R 2 R 3 Z-; CF 3 -
CH2-CH2-S-Ar-O-C(=O)-(CH2)i5-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)15-CH 2 -CH 2 -S-Ar-OC (= O) - (CH2) i5-O-glucoside; CF3-CH2-CH 2 -S-Ar-OC (= O) - (CH 2) 15 -
0-PO3H0-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=OHCH2)16-COOH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)i6- SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)16-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)16-SH; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)16-OH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)16-N+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)16-P+R1 R2R3Z"; CF3- CH2-CH2-S-Ar-O-C(=O)-(CH2)16-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)16- 0-PO3HCF3-CH2-CH 2 -S-Ar-OC (= OHCH 2) 16 -COOH; CF3-CH 2 -CH 2 -S-Ar-OC (= OHCH2) I6 SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 16 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 16 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) 16 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) 16 -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar -OC (= OHCH 2 ) 16 -P + R 1 R 2 R 3 Z " ; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 16 -O-glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) 16 - 0-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)π-O-(CH2) n-SO3H; CF3-CH2-CH2-S-Ar-O-C(=OHCH2)n-O-(CH2) n-0- SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-SH; CF3-CH2-CH2-S-Ar-O- C(=O)-(CH2)n-O-(CH2) n-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n- N+R1R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-(CH2)n-O-(CH2) n-P+R1 R2R3Z; CF3-CH2- CH2-S-Ar-O-C(=O)-(CH2)n-O-(CH2)n-O-Glucosid; CF3-CH2-CH2-S-Ar-O-C(=O)- (CH2)n-O-(CH2) H-O-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)3-SO3H; CF3-CH2-CH2-S-Ar-O-CC=O)-CH2-CH=CH- (CHz)3-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)3-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)3-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) π -O- (CH 2 ) n -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= OHCH 2 ) n -O- (CH 2 ) n -O- SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -SH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) - (CH 2 ) n -O- (CH 2 ) n -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -N + R 1 R 2 R 3 Z " ; CF 3 -CH 2 - CH 2 -S-Ar-OC (OO) - (CH 2 ) n -O- (CH 2 ) n -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar- OC (= O) - (CH 2 ) n -O- (CH 2 ) n -O-Glucoside; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) - (CH 2 ) n -O - (CH 2 ) H -O-PO 3 H CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHz) 3 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 3 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)4-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)4-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)4-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)4-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4- P+R1 R2R3Z"; CF3-CH2-CHz-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 4 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 - P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CHz -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) 4 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)5-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)S-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)5-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CH2)S-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) SN + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 5 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-COOH; CF3-CH2-CH2-S-Ar-O-CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-
C(=O)-CH2-CH=CH-(CH2)6-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-C (= O) -CH 2 -CH = CH- (CH 2 ) 6 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH-
(CHz)6-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)6-SH; CF3-CH2-(CHz) 6 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -SH; CF 3 -CH 2 -
CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -
CH=CH-(CH2)6-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -
P+R1R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-Glucosid; CF3-P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-Glucoside; CF 3 -
CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)7-SO3H; CF3-CH2-CH2-S-Ar-0-C(=O)-CH2-CH=CH- (CH2)7-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)7-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)7-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7- P+R1 R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-PO3HCH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-PO 3 H CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7-COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 7 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 - P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)8-SO3H; CF3-CH2-CH2-S-Ar-O-CC=O)-CH2-CH=CH- (CH2)8-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)8-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CH2VN+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CH 2 ) 8 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 VN + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S -Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 - O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)9-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CH2J9-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)9-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)9-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 9 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar -OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 9 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S -Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)10-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)10-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)10-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)10-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-COOH; CF3-CH2-CH2-S-Ar-O- CC=O)-CH2-CH=CH-(CH2)H-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)H-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CHz)1 rSH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)11-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)1 r P+R1R2R3Z i CF3-CH2-CH2-S-Ar-O-C(^)-CH2-CH=CH-(CH2)H-O-GiUCOSiCi[ CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 10 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 10 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-Glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-PO 3 H CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CH 2 ) H -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) H -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 1 r SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 11 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 1 r P + R 1 R 2 R 3 Z i CF 3 -CH 2 -CH 2 -S-Ar-OC (^) - CH 2 -CH = CH- (CH 2 ) H -O-GiUCOSiCi [CF 3 --CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)12-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CHz-CH=CH- (CH2)12-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)12-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)12-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CHz-CH = CH- (CH 2 ) 12 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SH; CF 3 -CH 2 - CH 2 -S-Ar-C (= O) -CH 2 -CH = CH- (CH 2) 12 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 12 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)13-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CH2)13-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)13-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-OH; CF3-CH2-CHz-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)13-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13- P+R1R2R3Z"; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 13 -OH; CF 3 -CH 2 -CHz-S-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 13 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 - P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)14-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CH2J14-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)14-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CHz)14-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)14-0-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-PO3H CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)i5-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)15-Sθ3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)15-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)i5-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-OH; CF3-CH2-CH2-S-Ar-O-CC=O)-CH2- CH=CH-(CHz)15-N+R1R2R3Z-; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15- P+R1R2R3Z ; CF3-CH2-CH2-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)15-0-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-Pθ3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 14 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar -OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 14 -N + R 1 R 2 R 3 Z; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S- Ar-0-C (= 0) -CH 2 -CH = CH- (CH 2) 14 -0-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 15 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -OH; CF 3 -CH 2 -CH 2 -S-Ar-O-CC = O) -CH 2 -CH = CH- (CHz) 15 -N + R 1 R 2 R 3 Z-; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 - P + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-PO 3 H
CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-COOH; CF3-CH2-CH2-S-Ar-O- C(=O)-CH2-CH=CH-(CH2)i6-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH- (CHz)16-O-SO3H; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2 -CH=CH-(CH2)i6-SH; CF3-CH2- CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-OH; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2- CH=CH-(CH2)16-N+R1R2R3Z ; CF3-CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16- P+R1R2R3Z"; CF3-CH2-CH2-S-Ar-0-C(=0)-CH2-CH=CH-(CH2)16-0-Glucosid; CF3- CH2-CH2-S-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-PO3HCF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -COOH; CF 3 -CH 2 -CH 2 -S-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) i 6 -SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 16 -O-SO 3 H; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 6 -SH; CF 3 -CH 2 - CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -OH; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -N + R 1 R 2 R 3 Z; CF 3 -CH 2 -CH 2 -S-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z " ; CF 3 -CH 2 -CH 2 -S-Ar-0-C (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; CF 3 - CH 2 -CH 2 -S-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)3-COOH; (CF3)2N-Ar-O-(CH2)3-SO3H; (CF3)2N-Ar-O-(CH2)3-O- SO3H; (CF3)2N-Ar-O-(CH2)3-SH; (CF3)2N-Ar-O-(CH2)3-OH; (CF3)2N-Ar-O-(CH2)3- N+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)3-P+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)3-O-Glucosid; (CF3)2N-Ar-O-(CH2)3-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 - N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -O-glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) 3 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)4-COOH; (CF3)2N-Ar-O-(CH2)4-SO3H; (CF3)2N-Ar-O-(CH2)4-O- SO3H; (CF3)2N-Ar-O-(CH2)4-SH; (CF3)2N-Ar-O-(CH2)4-OH; (CF3)2N-Ar-O-(CH2)4- N+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)4-P+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)4-O-Glucosid; (CFa)2N-Ar-O-(CHz)4-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 4 -O-glucoside; (CFa) 2 N-Ar-O- (CHz) 4 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)5-COOH; (CF3)2N-Ar-O-(CH2)5-SO3H; (CFa)2N-Ar-O-(CHz)5-O- SO3H; (CF3)2N-Ar-O-(CH2)5-SH; (CF3)2N-Ar-O-(CH2)5-OH; (CF3)2N-Ar-O-(CH2)5- N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)5-P+R1 R2R3Z"; (CF3)2N-Ar-O-(CH2)5-O-Glucosid; (CFa)2N-Ar-O-(CH2)S-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -SO 3 H; (CFa) 2 N-Ar-O- (CHz) 5 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 5 -O-glucoside; (CFa) 2 N-Ar-O- (CH 2 ) S -O-PO 3 H
(CFa)2N-Ar-O-(CH2)6-COOH; (CF3)2N-Ar-O-(CH2)6-SO3H; (CF3)2N-Ar-O-(CH2)6-O- SO3H; (CF3)2N-Ar-O-(CH2)6-SH; (CF3)2N-Ar-O-(CH2)6-OH; (CF3)2N-Ar-O-(CH2)6- N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)6-P+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)6-O-Glucosid; (CF3)2N-Ar-O-(CH2)6-O-PO3H(CFa) 2 N-Ar-O- (CH 2 ) 6 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -O-glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) 6 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)7-COOH; (CF3)2N-Ar-O-(CH2)7-SO3H; (CF3)2N-Ar-O-(CH2)7-O- SO3H; (CF3)2N-Ar-O-(CH2)7-SH; (CF3)2N-Ar-O-(CH2)7-OH; (CF3)2N-Ar-O-(CH2)7- N+R1R2R3Z ; (CFa)2N-Ar-O-(CHz)7-P+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)7-O-Glucosid; (CFa)2N-Ar-O-(CHz)7-O-PO3H (CF3)2N-Ar-O-(CH2)8-COOH; (CF3)2N-Ar-O-(CH2)8-SO3H; (CF3)2N-Ar-O-(CH2)8-O- SO3H; (CF3)2N-Ar-O-(CH2)8-SH; (CF3)2N-Ar-O-(CH2)8-OH; (CF3)2N-Ar-O-(CH2)8- N+R1R2R3Z'; (CFa)2N-Ar-O-(CH2)S-P+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)8-O-Glucosid; (CF3)2N-Ar-O-(CH2)8-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 7 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 7 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 7 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 7 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 7 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 7 - N + R 1 R 2 R 3 Z; (CFa) 2 N-Ar-O- (CHz) 7 -P + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- (CH 2) 7 -O-glucoside; (CFA) 2 N-Ar-O- (CHz) 7 -O-PO 3 H (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 - N + R 1 R 2 R 3 Z ' ; (CFa) 2 N-Ar-O- (CH 2 ) S -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -O-glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) 8 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)9-COOH; (CF3)2N-Ar-O-(CH2)9-SO3H; (CF3)2N-Ar-O-(CH2)9-O- SO3H; (CF3)2N-Ar-O-(CH2)9-SH; (CF3)2N-Ar-O-(CH2)9-OH; (CF3)2N-Ar-O-(CH2)9- N+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)9-P+R1 R2R3Z"; (CF3)2N-Ar-O-(CH2)9-O-Glucosid; (CF3)2N-Ar-O-(CH2)9-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -O- SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 - N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -O-Glucoside; CF 3 ) 2 N-Ar-O- (CH 2 ) 9 -O-PO 3 H
(CF3)2N-Ar-0-(CH2)1o-COOH; (CF3)2N-Ar-0-(CH2)1o-S03H; (CF3)2N-Ar-0-(CH2)10- 0-SO3H; (CF3)2N-Ar-O-(CH2)10-SH; (CF3)2N-Ar-O-(CH2)10-OH; (CF3)2N-Ar-O- (CH2)K)-N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)10-P+R1 R2R3Z'; (CF3)2N-Ar-O-(CH2)10-O- Glucosid; (CF3)2N-Ar-O-(CH2)10-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 1 o -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 1 o -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 10 - 0-SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 10 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 10 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) K) -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 10 -P + R 1 R 2 R 3 Z '(CF 3) 2 N-Ar-O- (CH 2) 10 -O- glucoside (CF 3) 2 N-Ar-O- (CH 2) 10 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)i rCOOH; (CF3)ZN-Ar-O-(CH2)H-SO3H; (CF3)2N-Ar-O-(CH2)i r 0-SO3H; (CFa)2N-Ar-O-(CH2)H-SH; (CFa)2N-Ar-O-(CHz)11-OH; (CF3)2N-Ar-O- (CHz)11-N+R1R2R3Z-; (CFa)2N-Ar-O-(CH2)H-P+R1R2R3Z-; (CF3)2N-Ar-O-(CH2)i rO- Glucosid; (CF3)2N-Ar-O-(CH2)π-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) ir COOH; (CF 3 ) Z N-Ar-O- (CH 2 ) H -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) ir 0-SO 3 H; (CF 2 ) 2 N-Ar-O- (CH 2 ) H -SH; (CFa) 2 N-Ar-O- (CHz) 11 -OH; (CF 3 ) 2 N-Ar-O- (CHz) 11 -N + R 1 R 2 R 3 Z-; (CFa) 2 N-Ar-O- (CH 2 ) H -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O- (CH 2 ) ir O -glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) π-O-PO 3 H
(CF3)2N-Ar-O-(CH2)12-COOH; (CF3)2N-Ar-O-(CH2)12-SO3H; (CF3)2N-Ar-O-(CH2)12- O-SO3H; (CF3)2N-Ar-O-(CH2)12-SH; (CF3)2N-Ar-O-(CH2)12-OH; (CF3)2N-Ar-O- (CHz)12-N+R1R2R3Z"; (CFs)2N-Ar-O-(CHz)12-P+R1R2R3Z ; (CF3)2N-Ar-O-(CH2)12-O- Glucosid; (CF3)2N-Ar-O-(CH2)12-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 12 -COOH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 12 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 12 - O-SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 12 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 12 -OH; (CF 3 ) 2 N-Ar-O- (CHz) 12 -N + R 1 R 2 R 3 Z " ; (CF 2 ) 2 N-Ar-O- (CH 2) 12 -P + R 1 R 2 R 3 Z (CF 3) 2 N-Ar-O- (CH 2) 12 -O- glucoside (CF 3) 2 N-Ar-O- (CH 2) 12 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)13-COOH; (CFa)2N-Ar-O-(CHz)13-SO3H; (CF3)2N-Ar-O-(CH2)13- 0-SO3H; (CF3)2N-Ar-O-(CH2)13-SH; (CF3)2N-Ar-O-(CH2)13-OH; (CF3)2N-Ar-O- (CH2J13-N+R1R2R3Z-; (CF3)2N-Ar-O-(CH2)13-P+R1 R2R3Z"; (CF3)2N-Ar-O-(CH2)13-O- Glucosid; (CF3)2N-Ar-O-(CH2)13-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 13 -COOH; (CFa) 2 N-Ar-O- (CHz) 13 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 13 - 0-SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 13 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 13 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 J 13 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O- (CH 2 ) 13 -P + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- (CH 2) 13 -O- glucoside (CF 3) 2 N-Ar-O- (CH 2) 13 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)14-COOH; (CFa)2N-Ar-O-(CHz)14-SO3H; (CFa)2N-Ar-O-(CHz)14- O-SO3H; (CF3)2N-Ar-O-(CH2)14-SH; (CFa)2N-Ar-O-(CHz)14-OH; (CF3)2N-Ar-O- (CH2)H-N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)14-P+R1 R2R3Z"; (CF3)2N-Ar-O-(CH2)14-O- Glucosid; (CF3)2N-Ar-O-(CH2)14-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) 14 -COOH; (CF 2 ) 2 N-Ar-O- (CHz) 14 -SO 3 H; (CFa) 2 N-Ar-O- (CHz) 14 - O-SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 14 -SH; (CFa) 2 N-Ar-O- (CHz) 14 -OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) H -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 14 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) 14 -O-glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) 14 -O-PO 3 H
(CF3)ZN-Ar-O-(CHZ)15-COOHi (CF3)ZN-Ar-O-(CHz)15-SO3Hi (CFa)2N-Ar-O-(CHz)15- 0-SO3H; (CF3)2N-Ar-O-(CH2)15-SH; (CF3)2N-Ar-O-(CH2)15-OH; (CF3)2N-Ar-O- (CHz)15-N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)15-P+R1 R2R3Z"; (CFa)2N-Ar-O-(CHz)15-O- Glucosid; (CF3)2N-Ar-0-(CH2)15-0-P03H (CF3)2N-Ar-O-(CH2)16-COOH; (CFa)2N-Ar-O-(CH2)I6-SO3H; (CF3)2N-Ar-O-(CH2)i6- 0-SO3H; (CFa)2N-Ar-O-(CHz)16-SH; (CFa)2N-Ar-O-(CHz)16-OH; (CF3)2N-Ar-O- (CHz)16-N+R1R2R3Z-; (CFa)2N-Ar-O-(CHz)16-P+R1R2R3Z-; (CF3)2N-Ar-O-(CH2)16-O- Glucosid; (CF3)ZN-Ar-O-(CHz)16-O-PO3H(CF 3) ZN-Ar-O- (CHZ) 15 -COOHi (CF 3) ZN-Ar-O- (CHz) 15 -SO 3 Hi (CFa) 2 N-Ar-O- (CHz) 15-0 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) 15 -SH; (CF 3 ) 2 N-Ar-O- (CH 2 ) 15 -OH; (CF 3) 2 N-Ar-O- (CHz) 15 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- (CH 2) 15 -P + R 1 R 2 R 3 Z " ; (CFa) 2 N-Ar-O- (CHz) 15 -O-glucoside; (CF 3 ) 2 N-Ar-O- (CH 2 ) 15 -O-P0 3 H (CF 3 ) 2 N-Ar-O- (CH 2 ) 16 -COOH; (CFa) 2 N-Ar-O- (CH2) I6 -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) i 6 - 0-SO 3 H; (CFa) 2 N-Ar-O- (CHz) 16 -SH; (CFa) 2 N-Ar-O- (CHz) 16 -OH; (CF 3 ) 2 N-Ar-O- (CHz) 16 -N + R 1 R 2 R 3 Z-; (CFa) 2 N-Ar-O- (CHz) 16 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O- (CH 2 ) 16 -O-glucoside; (CF 3 ) Z N-Ar-O- (CHz) 16 -O-PO 3 H
(CF3)2N-Ar-O-(CH2)n-O-(CH2) „-COOH; (CF3)2N-Ar-O-(CH2)n-O-(CH2) n-SO3H; (CF3)2N-Ar-O-(CH2)n-O-(CH2) „»O-SO3H; (CF3)2N-Ar-O-(CH2)n-O-(CH2) „-SH; (CF3)2N-Ar-O-(CH2)n-O-(CH2) „-OH; (CF3)2N-Ar-O-(CH2)n-O-(CH2) n-N+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)n-O-(CH2) P-P+R1R2R3Z"; (CF3)2N-Ar-O-(CH2)n-O-(CH2) n-O- Glucosid; (CF3)2N-Ar-O-(CH2)n-O-(CH2) n-O-PO3H(CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) "-COOH; (CF 3) 2 N-Ar-O (CH 2) n -O- (CH 2) n -SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) "" O-SO 3 H; (CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) "-SH; (CF 3) 2 N-Ar-O- (CH 2) n -O- (CH 2) "OH; (CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) P -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -O-Glucoside; (CF 3) 2 N-Ar-O- (CH 2) n -O- (CH 2) n -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)3-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)3- SO3H; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)3-O-SO3H; (CF3)2N-Ar-O-CH2-CH=CH- (CHz)3-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)3-OH; (CF3)2N-Ar-O-CH2-CH=CH- (CH2)S-N+R1R2R3Z ; (CFa)2N-Ar-O-CH2-CH=CH-(CHz)3-P+R1R2R3Z ; (CFa)2N-Ar-O- CH2-CH=CH-(CH2)3-O-Glucosid; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)3-O-PO3H(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -COOH; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 3 - SO 3 H, (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 3 -SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -OH; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) S -N + R 1 R 2 R 3 Z; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 3 -P + R 1 R 2 R 3 Z; (CFa) 2 N-Ar-O- CH 2 -CH = CH- (CH 2) 3 -O-glucoside; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)4-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)4- SO3H; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)4-O-SO3H; (CFa)2N-Ar-O-CH2-CH=CH- (CH2)4-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)4-OH; (CFa)2N-Ar-O-CH2-CH=CH- (CHz)4-N+R1 R2R3Z"; (CF3)ZN-Ar-O-CH2-CH=CH-(CHz)4-P+R1 R2R3Z"; (CF3)2N-Ar-O- CH2-CH=CH-(CH2)4-O-Glucosid; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)4-O-PO3H(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 4-COOH; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 4 SO 3 H; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 4 -SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -OH; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 4 -N + R 1 R 2 R 3 Z "(CF 3) Z N-Ar-O-CH 2 -CH = CH - (CHz) 4 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 4 -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)5-COOH; (CFa)2N-Ar-O-CH2-CH=CH-(CH2)S-(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -COOH; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) S -
SO3H; (CFa)2N-Ar-O-CH2-CH=CH-(CH2)S-O-SO3H; (CFs)2N-Ar-O-CH2-CH=CH-SO 3 H; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) S -O-SO 3 H; (CFs) 2 N-Ar-O-CH 2 -CH = CH-
(CH2)s-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)5-OH; (CFa)2N-Ar-O-CH2-CH=CH-(CH 2 ) s-SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -OH; (CFa) 2 N-Ar-O-CH 2 -CH = CH-
(CH2)S-N+R1 R2R3Z"; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)5-P+R1 R2R3Z"; (CF3)2N-Ar-O- CH2-CH=CH-(CH2)5-O-Glucosid; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)5-O-PO3H(CH 2 ) S -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -O-glucoside; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 5 -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)6-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)6- SO3H; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)6-O-SO3H; (CFa)2N-Ar-O-CH2-CH=CH- (CH2)6-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)6-OH; (CFs)2N-Ar-O-CH2-CH=CH- (CH2)6-N+R1 R2R3Z"; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)6-P+R1 R2R3Z"; (CF3)2N-Ar-O- CH2-CH=CH-(CH2)6-O-Glucosid; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)6-O-PO3H(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -COOH; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 6 - SO 3 H; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -OH; (CFs) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-glucoside; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 6 -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)7-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)7- SO3H; (CFa)2N-Ar-O-CH2-CH=CH-(CHz)7-O-SO3H; (CF3)2N-Ar-O-CH2-CH=CH- (CH2)7-SH; (CFa)2N-Ar-O-CHz-CH=CH-(CHz)7-OHi (CF3)ZN-Ar-O-CH2-CH=CH- (CHz)7-N+R1 R2R3Z"; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)7-P+R1 R2R3Z"; (CF3)2N-Ar-O- CH2-CH=CH-(CHz)7-O-GIUCOSJdJ (CFa)ZN-Ar-O-CHz-CH=CH-(CHz)7-O-POaH (CF3)2N-Ar-O-CH2-CH=CH-(CH2)14-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)14- SO3H; (CFa)2N-Ar-O-CH2-CH=CH-(CH2)I4-O-SO3H; (CFs)2N-Ar-O-CH2-CH=CH- (CH2)14-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)14-OH; (CFa)2N-Ar-O-CH2-CH=CH- (CH2)H-N+R1R2R3Z-; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)14-P+R1R2R3Z-; (CFa)2N-Ar- O-CH2-CH=CH-(CH2)14-O-Glucosid; (CFa)2N-Ar-O-CH2-CH=CH-(CHz)14-O-PO3H(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -COOH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 - SO 3 H; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 7 -O-SO 3 H; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -SH; (CFa) 2 N-Ar-O-CHz-CH = CH- (CHz) 7 -OHi (CF 3) Z N-Ar-O-CH 2 -CH = CH- (CHz) 7 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 7 -O-GIUCOSJdJ (CFa) ZN-Ar-O-CHz-CH = CH- (CHz) 7 -O-Poah (CF 3 ) 2N-Ar-O-CH 2 -CH = CH- (CH 2) 1 4-COOH; (CF3) 2 N-Ar-O-CH2-CH = CH- (CH 2) 14 - SO 3 H; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; (CFs) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -OH; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) H -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 14 -P + R 1 R 2 R 3 Z-; (CFa) 2 N-Ar- O-CH 2 -CH = CH- (CH 2) 14 -O-glucoside; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 14 -O-PO 3 H
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)15-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)15- SO3H; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)15-O-SO3H; (CFs)2N-Ar-O-CH2-CH=CH- (CHz)15-SH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)15-OH; (CFa)2N-Ar-O-CH2-CH=CH- (CH2J15-N+R1R2R3Z-; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)15-P+R1 R2R3Z'; (CFa)2N-Ar- O-CH2-CH=CH-(CH2)15-O-Glucosid; (CFa)2N-Ar-O-CH2-CH=CH-(CH2)15-O-POsH(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 1 5-COOH; (CF 3 ) 2N-Ar-O-CH 2 -CH = CH- (CH 2) 1 -SO 3 H; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 15 -O-SO 3 H; (CFs) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 15 -SH; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -OH; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 J 15 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH (CH 2 ) 15 -P + R 1 R 2 R 3 Z ' ; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-Glucoside; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 15 -O-POsH
(CF3)2N-Ar-O-CH2-CH=CH-(CH2)16-COOH; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)16- SO3H; (CFs)2N-Ar-O-CH2-CH=CH-(CHz)16-O-SO3H; (CF3)2N-Ar-O-CH2-CH=CH- (CH2)16-SH; (CFa)2N-Ar-O-CH2-CH=CH-(CHz)16-OHs (CFa)2N-Ar-O-CH2-CH=CH- (CHz)16-N+R1R2R3Z ; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)16-P+R1 R2R3Z"; (CF3)2N-Ar- O-CH2-CH=CH-(CH2)16-O-Glucosid; (CF3)2N-Ar-O-CH2-CH=CH-(CH2)16-O-PO3H(CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -COOH; (CF 3) 2 N-Ar-O-CH 2 -CH = CH- (CH 2) 16 - SO 3 H; (CFs) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 16 -O-SO 3 H; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -SH; (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 16 -OHs (CFa) 2 N-Ar-O-CH 2 -CH = CH- (CHz) 16 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; (CF 3 ) 2 N-Ar-O-CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H
(CF3)2N-Ar-O-C(=OHCH2)3-COOH; (CF3)zN-Ar-O-C(=O)-(CH2)3-SO3H; (CFs)2N- Ar-O-C(=O)-(CH2)s-O-SO3H; (CFs)2N-Ar-O-C(=O)-(CH2)3-SH; (CF3)2N-Ar-O-C(=O)- (CH2)3-OH; (CF3)2N-Ar-O-C(=O)-(CH2)3-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)3- P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)3-O-Glucosid; (CF3)2N-Ar-O-C(=OHCH2)3- 0-PO3H(CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 3 -COOH; (CF 3 ) zN-Ar-OC (= O) - (CH 2 ) 3 -SO 3 H; (CFs) 2 N- Ar-OC (= O) - (CH 2) SO-SO 3 H; (CFs) 2 N-Ar-OC (= O) - (CH 2 ) 3 -SH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -OH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 - P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 3 - 0-PO 3 H
(CF3)2N-Ar-O-C(=OHCH2)4-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)4-SO3H; (CFa)2N- Ar-O-C(=O)-(CH2)4-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)4-SH; (CF3)2N-Ar-O-C(=O)- (CHz)4-OH; (CF3)2N-Ar-O-C(=O)-(CH2)4-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)4- P+R1R2R3Z"; (CF3)2N-Ar-O-C(=OHCH2)4-O-Glucosid; (CF3)2N-Ar-O-C(=OHCH2)4- Q-PO3H(CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 4 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -SO 3 H; (CFa) 2 N- Ar-OC (= O) - (CH 2) 4 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -SH; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 4 -OH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) 4 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC (= O) - (CH 2 ) 4-P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= OHCH 2) 4-O-glucoside; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 4 - Q-PO 3 H
(CF3)2N-Ar-O-C(=OHCH2)5-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)5-SOaH; (CFs)2N- Ar-O-C(=O)-(CH2)5-O-SO3H; (CF3)2N-Ar-O-C(=OHCH2)5-SH; (CF3)2N-Ar-O-C(=O)- (CHz)5-OH; (CF3)2N-Ar-O-C(=O)-(CH2)5-N+R1 R2R3Z"; (CFs)2N-Ar-O-C(=OHCH2)s- P+R1R2R3Z"; (CF3)zN-Ar-O-C(=O)-(CH2)5-O-Glucosid; (CF3)2N-Ar-O-C(=OHCH2)5- Q-PO3H (CF3)2N-Ar-O-C(=O)-(CH2)6-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)6-SO3H; (CF3)2N- Ar-O-C(=O)-(CH2)6-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)6-SH; (CF3)2N-Ar-O-C(=O)- (CH2)6-OH; (CF3)2N-Ar-O-C(=O)-(CH2)6-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)6- P+R1R2R3Z ; (CF3)2N-Ar-O-C(=OHCH2)6-O-Glucosid; (CF3)2N-Ar-O-C(=OHCH2)6- 0-PO3H(CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 5 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 5 -SOaH; (CFs) 2 N- Ar-OC (= O) - (CH 2) 5 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 5-SH; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 5 -OH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) 5 -N + R 1 R 2 R 3 Z "; (CFs) 2 N-Ar-OC (= OHCH 2) s- P + R 1 R 2 R 3 Z " ; (CF3) zN-Ar-OC (= O) - (CH 2) 5 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= OHCH 2) 5 - Q-PO 3 H (CF3) 2 N-Ar-OC (= O) - (CH 2) 6 COOH; (CF 3) 2 N-Ar-OC (= O) - (CH 2 ) 6-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2) 6 -O-SO 3 H; (CF3) 2 N-Ar-OC (= O) - (CH2) 6-SH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -OH; (CF 3) 2-N Ar-OC (= O) - (CH 2) 6 -N + R 1 R 2 R 3 Z "; (CF3) 2N-Ar-OC (= O) - (CH 2) 6- P + R 1 R 2 R 3 Z; (CF 3) 2 N-Ar-OC (= OHCH 2 ) 6-O-Glucoside; (CF 3) 2 N-Ar-OC (= OHCH 2 ) 6 O-PO 3 H
(CF3)2N-Ar-O-C(=OHCH2)7-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)7-SO3H; (CF3)2N- Ar-O-C(=OHCH2)7-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)7-SH; (CF3)2N-Ar-O-C(=O)- (CH2J7-OH; (CF3)2N-Ar-O-C(=OHCH2)7-N+R1 R2R3Z ; (CF3)2N-Ar-O-C(=OHCH2)7- P+R1R2R3Z"; (CF3)2N-Ar-0-C(=OHCH2)7-0-Glucosid; (CF3)2N-Ar-0-C(=OHCH2)7- 0-PO3H(CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 7 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 7 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 7 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 7 -SH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 J 7 -OH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 7 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 7 - P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-O-C (= OHCH 2 ) 7 -O-Glucoside (CF 3 ) 2 N-Ar-0-C (= OHCH 2 ) 7 - 0-PO 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)8-COOH; (CF3)2N-Ar-O-C(=OHCH2)8-Sθ3H; (CF3)2N- Ar-O-C(=OHCH2)8-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)8-SH; (CF3)2N-Ar-O-C(=O)- (CH2)S-OH; (CF3)2N-Ar-O-C(=O)-(CH2)8-N+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)8- P+R1R2R3Z"; (CF3)2N-Ar-O-C(=OHCH2)8-O-Glucosid; (CF3)2N-Ar-O-C(=O)-(CH2)8- 0-PO3H(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -COOH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 8 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 8 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -SH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) S -OH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 - P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 8 -O-glucoside; (CF 3) 2 N-Ar-OC (= O) - (CH2) 8-0-PO 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)9-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)9-SO3H; (CFs)2N- Ar-O-C(=OHCH2)9-O-SO3H; (CF3)2N-Ar-O-C(=OHCH2)9-SH; (CF3)2N-Ar-O-C(=O)- (CH2)9-OH; (CF3)2N-Ar-O-C(=OHCH2)9-N+R1 R2R3Z ; (CF3)2N-Ar-O-C(=O)-(CH2)9- P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-(CH2)9-O-Glucosid; (CF3)2N-Ar-O-C(=O)-(CH2)9- 0-PO3H(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -SO 3 H; (CFs) 2 N-Ar-OC (= OHCH 2 ) 9 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 9 -SH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -OH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 9 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 - P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -O-glucoside; (CF 3) 2 N-Ar-OC (= O) - (CH2) 9-0-PO 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)10-COOH; (CF3)2N-Ar-O-C(=OHCH2)i0-SO3H; (CF3)2N- Ar-O-C(=O)-(CH2)10-O-SO3H; (CF3)2N-Ar-0-C(=OHCH2)io-SH; (CF3)2N-Ar-O-(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 10 -COOH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) i 0 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 10 -O-SO 3 H; (CF 3 ) 2 N-Ar-0-C (= OHCH 2 ) io-SH; (CF 3 ) 2 N-Ar-O-
C(=O)-(CH2)10-OH; (CF3)2N-Ar-O-C(=O)-(CH2)10-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- (CH2J10-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=OHCH2)10-O-Glucosid; (CFs)2N-Ar-O- C(=O)-(CH2)10-O-PO3HC (= O) - (CH 2 ) 10 -OH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) 10 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC (= O) - (CH 2 J 10 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 10 -O-Glucoside; (CFs) 2 N-Ar-O-C (= O) - (CH 2 ) 10 -O-PO 3 H
(CFs)2N-Ar-O-C(^)-(CH2)H-COOH; (CF3)2N-Ar-O-C(=OHCH2)11-SO3H; (CFs)2N- Ar-O-C(=O)-(CH2)ii-O-Sθ3H; (CF3)2N-Ar-O-C(=O)-(CH2)irSH; (CF3J2N-Ar-O- C(=OHCH2)i rOH; (CF3)2N-Ar-O-C(=OHCH2)ii-N+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)- (CH2)H-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)11-O-Glucosid; (CFs)2N-Ar-O- C(=O)-(CH2)11-O-PO3H (CF3)2N-Ar-O-C(=O)-(CH2)12-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)12-SO3H; (CF3)2N- Ar-O-C(=O)-(CH2)i2-O-Sθ3H; (CF3)2N-Ar-O-C(=O)-(CH2)i2-SH; (CF3)2N-Ar-O- C(=O)-(CH2)i2-OH; (CF3)2N-Ar-O-C(=OHCH2)12-N+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)- (CHz)12-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-(CH2)12-O-Glucosid; (CF3)2N-Ar-O- (CFs) 2 N-Ar-OC (^) - (CH 2 ) H -COOH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 11 -SO 3 H; (CFs) 2 N-Ar-OC (= O) - (CH 2 ) 2 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) ir SH; (CF 3 J 2 N-Ar-O-C (= OHCH 2 ) ir OH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) ii -N + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) - (CH 2) -P + H R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC (= O) - (CH 2) 11 -O-glucoside; (CFs) 2 N-Ar-O- C (= O) - (CH 2) 11 -O-PO 3 H (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) i 2 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) i 2 -SH; (CF 3 ) 2 N-Ar-O-C (= O) - (CH 2 ) i 2 -OH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 12 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 12 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -O-glucoside; (CF 3 ) 2 N-Ar-O-
(CF3)2N-Ar-O-C(=O)-(CH2)i3-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)i3-SO3H; (CF3)2N- Ar-O-C(=OHCH2)13-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)13-SH; (CFg)2N-Ar-O- C(=O)-(CH2)13-OH; (CF3)2N-Ar-O-C(=OHCH2)13-N+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)- (CHz)13-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-(CH2)13-O-Glucosid; (CFa)2N-Ar-O- C(=O)-(CH2)13-O-Pθ3H(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) i 3 -COOH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) i 3 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 13 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 13 -SH; (CFg) 2 N-Ar-O-C (= O) - (CH 2 ) 13 -OH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 13 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 13 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 13 -O-glucoside; (CFa) 2 N-Ar-O-C (= O) - (CH 2 ) 13 -O-Pθ 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)14-COOH; (CF3)2N-Ar-O-C(=OHCH2)14-SO3H; (CFs)2N- Ar-O-C(=OHCH2)14-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)14-SH; (CFa)2N-Ar-O- C(=OHCH2)14-OH; (CF3)2N-Ar-O-C(=O)-(CH2)14-N+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)- (CHz)14-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-(CH2)14-O-Glucosid; (CFa)2N-Ar-O- C(=O)-(CH2)14-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 14 -COOH; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 14 -SO 3 H; (CFs) 2 N-Ar-OC (= OHCH 2 ) 14 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 14 -SH; (CFa) 2 N-Ar-O-C (= OHCH 2 ) 14 -OH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 14 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 14 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 14 -O-glucoside; (CFa) 2 N-Ar-O-C (= O) - (CH 2 ) 14 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)15-C00H; (CF3)2N-Ar-O-C(=0)-(CH2)15-SO3H; (CFa)2N- Ar-O-C(=OHCH2)15-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)15-SH; (CFa)2N-Ar-O- C(=OHCH2)15-OH; (CF3)2N-Ar-O-C(=O)-(CHz)15-N+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)- (CHz)15-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=OHCH2)15-O-Glucosid; (CF3)2N-Ar-O- C(=O)-(CH2)15-O-PO3H(CF 3) 2 N-Ar-OC (= O) - (CH 2) 15 -C00H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 15 -SO 3 H; (CFa) 2 N-Ar-OC (= OHCH 2 ) 15 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 15 -SH; (CFa) 2 N-Ar-O-C (= OHCH 2 ) 15 -OH; (CF 3) 2 N-Ar-OC (= O) - (CHz) 15 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 15 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= OHCH 2 ) 15 -O-glucoside; (CF 3 ) 2 N-Ar-O-C (= O) - (CH 2 ) 15 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-(CH2)16-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)16-SO3H; (CF3)2N-(CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -COOH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -SO 3 H; (CF 3 ) 2 N-
Ar-O-C(=O)-(CH2)16-O-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)16-SH; (CFs)2N-Ar-O-Ar-OC (= O) - (CH 2 ) 16 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -SH; (CFs) 2 N-Ar-O-
C(=O)-(CH2)16-OH; (CF3)2N-Ar-O-C(=O)-(CH2)16-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- (CHz)16-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-(CH2)16-O-Glucosid; (CFs)2N-Ar-O- C(=OMCH2)16-O-PO3HC (= O) - (CH 2 ) 16 -OH; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) - (CHz) 16 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -O-Glucoside; (CFs) 2 N-Ar-O-C (= OMCH 2 ) 16 -O-PO 3 H
(CF3)2N-Ar-O-C(=OHCH2)n-O-(CH2)n-COOH; (CF3)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) H-SO3H; (CF3)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n-O-SO3H; (CF3)2N-Ar-O-C(=O)- (CH2)n-O-(CH2) n.-SH; (CF3)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n-OH; (CF3)2N-Ar-O- C(=O)-(CH2)n-O-(CH2) n.-N+R1 R2R3Z; (CF3)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n- P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n-O-G!ucosid; (CF3)2N-Ar-O- C(=O)-(CHz)n-O-(CH2) H-O-PO3H (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)3-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-SO3H; (CFa)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)3-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-N+R1 R2R3Z-; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)3-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-PO3H(CF 3 ) 2 N-Ar-OC (= OHCH 2 ) n -O- (CH 2 ) n -COOH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) n -O- (CH 2) H -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -SH; (CF 3) 2 N-Ar-OC (= O) - (CH 2) n -O- (CH 2) n -OH; (CF 3 ) 2 N-Ar-O-C (= O) - (CH 2 ) n -O- (CH 2 ) n . -N + R 1 R 2 R 3 Z; (CF 3) 2 N-Ar-OC (= O) - (CH 2) n -O- (CH 2) n - P + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -OG! Ucoside; (CF 3 ) 2 N-Ar-O-C (= O) - (CHz) n -O- (CH 2 H -O-PO 3 H (CF 3) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CH2) 3-COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CHz) 3 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; (CFa) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SH; (CF3) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CH 2) 3 OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 3 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 3 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)4-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-SO3H; (CFa)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)4-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-N+R1 R2R3Z ; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)4-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; (CFa) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) 4 -P + R 1 R 2 R 3 Z; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -O- glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)S-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)5-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHZ)5-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) S -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 5 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CH Z ) 5 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- ( CH 2 ) 5 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)6-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-SO3H; (CF3)2N-(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHZ) 6 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; (CF 3 ) 2 N-
Ar-O-C(=O)-CH2-CH=CH-(CH2)6-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -
OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-N+R1 R2R3Z ; (CF3)2N-Ar-O-C(=O)-OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -
CH2-CH=CH-(CHZ)6-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-PO3HCH 2 -CH = CH- (CH Z ) 6 -P + R 1 R 2 R 3 Z; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -O- glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)7-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-SO3H; (CFa)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)7-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-N+R1 R2R3Z ; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)7-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O- G!ucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-PO3H (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)8-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-SO3H; (CFs)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)8-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-N+R1 R2R3Z; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)S-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 7 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; (CFa) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 7 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O- G! Ucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 7 -O-PO 3 H (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 COOH; (CF3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2) 8 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-SO 3 H; (CFs) 2 N- Ar-OC (= O) -CH 2 -CH = CH- (CH2) 8 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)9-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-SO3H; (CFs)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)9-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)9-P+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 9 -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -O-SO 3 H; (CFs) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CHz) 9 -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -O- glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)10-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-SH; (CF3)zN-Ar-O-C(=O)-CH2-CH=CH- (CH2)10-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-N+R1R2R3Z"; (CFs)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)10-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)i0-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 10 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SH; (CF 3 ) zN-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 10 -N + R 1 R 2 R 3 Z "; (CFs) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i 0 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)H-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)ii-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)11-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11 -N+R1 R2R3Z"; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)1i-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)11-O-Glucosid; (CF3)zN-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-POsH(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2) H -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 11 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) ii-SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 11 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 11 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- C (= O) -CH 2 -CH = CH- (CH 2 ) 1 iP + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-Glucoside; (CF 3 ) zN-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-POsH
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)12-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)12-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-N+R1R2R3Z-; (CFs)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)iz-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)12-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-Pθ3H (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)13-Sθ3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-O-Sθ3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)13-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-N+R1 R2R3Z"; (CFs)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)13-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)13-O-GlUCOSiCl; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) 12 -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 12 -O-SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 12 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -N + R 1 R 2 R 3 Z-; (CFs) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) iz-P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 - O-H 3 pO (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) 13 -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 3 -O-i Sθ 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 13 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i3-N + R 1 R 2 R 3 Z "; (CFs) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 13 -O-GlUCOSiCl; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 13 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i4-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)14-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)14-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-N+R1 R2R3Z"; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)14-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)14-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i4-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 4 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) 14 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 14 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- C (= O) -CH 2 -CH = CH- (CH 2 ) 14 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH - (CH 2 ) 14 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 4 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)15-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)15-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-N+R1 R2R3Z"; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)15-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)15-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-PO3H(CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 15 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 15 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 15 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 15 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-O- C (= O) -CH 2 -CH = CH- (CH 2 ) 15 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-C00H; (CF3)2N-Ar-0-C(=O)-CH2- CH=CH-(CHz)16-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2J16-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-N+R1 R2R3Z ; (CF3)2N-AΓ-O- C(=O)-CH2-CH=CH-(CH2)16-P+R1R2R3Z"; (CF3)zN-Ar-O-C(=O)-CH2-CH=CH- (CH2)16-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-PO3H(CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 16 -C00H; (CF 3 ) 2 N-Ar-O-C (= O) -CH 2 - CH = CH- (CHz) 16 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -SH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 16 -OH (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-AΓ-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z " ; (CF 3 ) z N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H
(CF3-CH2-CHz)2N-Ar-O-(CHz)3-COOH; (CF3-CH2-CH2)ZN-Ar-O-(CHz)3-SO3H; (CF3- CH2-CHz)2N-Ar-O-(CH2)S-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)3-SH; (CF3-CH2- CH2)2N-Ar-O-(CH2)3-OH; (CF3-CH2-CHz)2N-Ar-O-(CHz)3-N+R1R2R3Z"; (CF3-CH2- CH2)2N-Ar-O-(CH2)3-P+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-0-(CH2)3-0-Glucosid; (CF3- CH2-CHz)2N-Ar-O-(CHz)3-O-PO3H(CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 3 -COOH; (CF 3 -CH 2 -CH 2 ) ZN-Ar-O- (CHz) 3 -SO 3 H; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) S -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 3 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-O- (CH 2) 3 -OH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 3 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- ( CH 2 ) 3 -P + R 1 R 2 R 3 Z- (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 3 -O-glucoside; (CF 3 - CH 2 - CHz) 2 N-Ar-O- (CHz) 3 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-(CH2)4-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)4-SO3H; (CF3- CHz-CHz)2N-Ar-O-(CHz)4-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)4-SH; (CF3-CH2- CH2)2N-Ar-O-(CH2)4-OH; (CF3-CH2-CH2)zN-Ar-O-(CH2)4-N+R1R2R3Z"; (CF3-CH2- CHz)2N-Ar-O-(CHz)4-P+R1R2R3Z-; (CF3-CH2-CH2)zN-Ar-0-(CH2)4-0-Glucosid; (CF3- CH2-CH2)2N-Ar-O-(CH2)4-O-PO3H (CF3-CH2-CH2)2N-Ar-O-(CH2)5-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)5-SO3H; (CF3- CH2-CH2)2N-Ar-O-(CH2)5-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)5-SH; (CF3-CH2- CHz)2N-Ar-O-(CH2)S-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)5-N+R1 R2R3Z"; (CF3-CH2- CH2)2N-Ar-O-(CH2)5-P+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-(CH2)5-O-Glucosid; (CF3- CH2-CH2)2N-Ar-O-(CH2)5-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 4 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 4 -SO 3 H; (CF 3 - CHz-CHz) 2 N-Ar-O- (CHz) 4 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 4 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-O- (CH 2) 4 -OH; (CF 3 -CH 2 -CH 2 ) zN-Ar-O- (CH 2 ) 4 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CHz) 2 N-Ar-O- ( CHz) 4 -P + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) zN-Ar-O- (CH 2 ) 4 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 4 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 5-COOH; (CF 3 -CH 2 -CH 2 ) 2N-Ar-O- (CH 2 ) 5 -SO 3 H; (CF3 - CH2-CH2) 2N-Ar-O- (CH2) 5-O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 5 -SH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CH 2 ) S-OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 5 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O - (CH 2 ) 5 -P + R 1 R 2 R 3 Z- (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 5 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 5 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-(CH2)6-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)6-SO3H; (CF3- CH2-CH2)2N-Ar-O-(CH2)6-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)6-SH; (CF3-CH2- CHz)2N-Ar-O-(CHz)6-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)6-N+R1 R2R3Z"; (CF3-CH2- CHz)2N-Ar-O-(CHz)6-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-(CH2)6-O-Glucosid; (CF3- CH2-CHz)2N-Ar-O-(CHz)6-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 6 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 6 -SO 3 H; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 6 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 6 -SH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 6 -OH; (CF 3 -CH 2 -CH 2 ) 2N-Ar-O- (CH 2 ) 6 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 6 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 6 -O-glucoside; (CF 3 - CH 2 -CHz) 2 N -Ar-O- (CHz) 6 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-(CH2)7-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)7-SO3H; (CF3- CH2-CH2)ZN-Ar-O-(CHz)7-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)7-SH; (CF3-CH2- CHz)2N-Ar-O-(CHz)7-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)7-N+R1 R2R3Z ; (CF3-CH2- CHz)2N-Ar-O-(CHz)7-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-(CH2)7-O-Glucosid; (CF3- CH2-CH2)ZN-Ar-O-(CHz)7-O-PO3H(CF 3 -CH 2 -CH 2 ) 2N-Ar-O- (CH 2 ) 7 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 7 -SO 3 H; (CF 3 - CH 2 -CH 2 ) Z N-Ar-O- (CHz) 7 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 7 -SH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 7 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 7 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 7 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 7 -O-glucoside; (CF 3 - CH 2 -CH 2 ) Z N-Ar-O- (CHz) 7 -O-PO 3 H
(CF3-CHz-CHz)2N-Ar-O-(CHz)8-COOH; (CF3-CH2-CHz)2N-Ar-O-(CHz)8-SO3H; (CF3- CH2-CHz)ZN-Ar-O-(CHz)8-O-SO3Hi (CF3-CH2-CH2)ZN-Ar-O-(CHz)8-SHj (CF3-CH2- CH2)2N-Ar-O-(CH2)8-OH; (CF3-CH2-CHz)2N-Ar-O-(CHz)8-N+R1R2R3Z ; (CF3-CH2- CHz)2N-Ar-O-(CHz)8-P+R1R2R3Z ; (CF3-CH2-CH2)ZN-Ar-O-(CHz)8-O-GlUCOSJd; (CF3- CH2-CH2)2N-Ar-O-(CH2)8-O-PO3H(CF 3 -CHz-CHz) 2 N-Ar-O- (CHz) 8- COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 8 -SO 3 H; (CF 3 - CH 2 -CHz) ZN-Ar-O- (CHz) 8 -O-SO 3 Hi (CF 3 -CH 2 -CH 2 ) Z N-Ar-O- (CHz) 8 -SHj (CF 3 is -CH 2 - CH 2) 2 N-Ar-O- (CH 2) 8 -OH; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 8 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CHz) 2 N-Ar-O- (CHz) 8 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) Z N-Ar-O- (CHz) 8 -O-GlUCOSJd; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 8 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-(CH2)9-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)9-SO3H; (CF3- CH2-CH2)2N-Ar-O-(CH2)9-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)9-SH; (CF3-CH2- CH2)2N-Ar-O-(CH2)9-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)9-N+R1R2R3Z ; (CF3-CH2- CH2)2N-Ar-O-(CH2)9-P+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-(CH2)9-O-Glucosid; (CF3- CH2-CH2)2N-Ar-O-(CH2)9-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -SO 3 H; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-O- (CH 2) 9 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 - CH 2) 2 N-Ar-O- (CH 2) 9 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 9 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-(CH2)10-COOH; (CF3-CH2-CH2)2N-Ar-O-(CHz)i0-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)10-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)i0-SH; (CF3- CHz-CHz)2N-Ar-O-(CHz)IO-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)10-N+R1 R2R3Z ; (CF3- CH2-CH2)2N-Ar-O-(CH2)10-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-(CHz)i0-O-Glucosid; (CF3-CH2-CH2)2N-Ar-O-(CH2)10-O-Pθ3H 5838(CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 10 -COOH; (CF 3 -CH 2 -CH 2) 2 N-Ar-O- (CHz) i 0 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 10 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) i 0 -SH; (CF 3 - CHz-CHz) 2 N-Ar-O- (CHz) IO -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 10 -N + R 1 R 2 R 3 Z; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 10 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2) 2 N-Ar-O- (CHz) i 0 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) 10 -O-Pθ 3 H 5838
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(CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2)n-COOH; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O- (CH2) n-SO3H; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2) n-O-SO3H; (CF3-CH2- CH2)2N-Ar-O-(CH2)n-O-(CH2) n-SH; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2) n-OH; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2) n-N+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O- (CHz)n-O-(CH2) H-P+R1R2R3Z'; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2) „-O- Glucosid; (CF3-CH2-CH2)2N-Ar-O-(CH2)n-O-(CH2) n-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n O- (CH 2 ) n -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -O-SO 3 H; (CF 3 -CH 2 - CH 2) 2 N-Ar-O- (CH 2) n -O- (CH 2) n -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CHz) n -O- (CH 2 ) H -P + R 1 R 2 R 3 Z ' ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) "-O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O- (CH 2 ) n -O- (CH 2 ) n -O -PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)3-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-SO3H; (CFa)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)3-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-N+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)3-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3-COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CH 2) 3 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-SO 3 H; (CFa) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 3 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 3 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; (CF 3) 2 N Ar-C (= O) -CH 2 -CH = CH- (CH 2) 3 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)4-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)4-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-N+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)4-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 4 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O- PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)S-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)5-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)S-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2 ) S -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 5 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CH 2 ) S -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 5 -O- glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 5 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)6-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)6-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)6-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-PO3H 005838(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2) 6 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6-SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CHz) 6 -P + R 1 R 2 R 3 Z " ; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -O- glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 6 -O-PO 3 H 005838
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(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-COOH; (CF3)2N-Ar-O-C(=O)-CH2-(CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH2) 7-COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CHa)7-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-SO3H; (CFs)2N-CH = CH- (CHa) 7 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-SO 3 H; (CFs) 2 N-
Ar-O-C(=O)-CH2-CH=CH-(CH2)7-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7-SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -
OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-N+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 7 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) -
CH2-CH=CH-(CH2)7-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-CH 2 -CH = CH- (CH 2 ) 7 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-
Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-PO3Hglucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 7 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)8-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-( CH2)8-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)8-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-PO3H(CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 8 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CH 2 ) 8 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -O- glucoside (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -O-PO 3 H
(CF3)2N-Ar-0-C(=0)-CH2-CH=CH-(CH2)9-COOH; (CF3)2N-Ar-0-C(=0)-CH2- CH=CH-(CHz)9-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-SO3H; (CF3)2N- Ar-O-C(=O)-CH2-CH=CH-(CH2)9-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9- OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-N+R1 R2R3Z"; (CF3)2N-Ar-O-C(=O)- CH2-CH=CH-(CHZ)9-P+R1R2R3Z ; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O- Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-PO3H(CF 3 ) 2 N-Ar-0-C (= O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; (CF 3 ) 2 N-Ar-0-C (= O) -CH 2 - CH = CH- (CHz) 9 -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9-SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 9 -N + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar-OC ( = O) - CH 2 -CH = CH- (CHZ) 9 -P + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)10-SO3H; (CF3)2N-AΓ-O-C(=O)-CH2-CH=CH-(CH2)I0-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)10-OH; (CF3)2N-AΓ-0-C(=0)-CH2-CH=CH-(CH2)IO-N+R1R2R3Z"; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)i0-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)i0-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2) 10 -SO 3 H; (CF 3 ) 2 N-AΓ-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; (CF 3 ) 2 N-AΓ-0-C (= O) -CH 2 -CH = CH- (CH 2 ) 10 -N + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-aryl OC (= O) -CH 2 -CH = CH- (CH 2) i 0 -P + R 1 R 2 R 3 Z (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i 0 -O-glucoside (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 10 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)H-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)1rSH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)H-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i 1-N+R1 R2R3Z-; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)ii-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)i1-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-PO3H (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)12-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i2-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i2-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)I2-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-N+R1 R2R3Z'; (CFs)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)i2-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)12-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CH 2) H -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 11 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 1 rSH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) H -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i 1 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) ii-P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 1 -O-Glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 11 -O-PO 3 H (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 12 -SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i 2 -O-SO 3 H; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) i 2 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 1 2 -OH; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 12 -N + R 1 R 2 R 3 Z '; (CFs) 2 N-Ar-O- C (= O) -CH 2 -CH = CH- (CH 2) 2 i -P + R 1 R 2 R 3 Z "(CF 3) 2 N-Ar- OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)13-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i3-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)13-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-N+R1 R2R3Z'; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)13-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)13-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; (CF 3) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CH 2) 13 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 3 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 13 -OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -N + R 1 R 2 R 3 Z ' ; (CF 3 ) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 13 -P + R 1 R 2 R 3 Z-; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 13 -O-glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 13 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)14-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)14-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-N+R1R2R3Z-; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)14-P+R1R2R3Z"; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)14-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-PO3H(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 - CH = CH- (CHz) 14 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -N + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 14 -P + R 1 R 2 R 3 Z " ; (CF 3 ) 2 N-Ar- OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-COOH; (CF3)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)15-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)15-OH; (CF3)ZN-Ar-O-C(O)-CH2-CH=CH-(CHz)15-N+R1 R2R3Z; (CF3)2N-Ar-O- C(=O)-CH2-CH=CH-(CH2)15-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)15-O-Glucosid; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-O-PO3H(CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 15 -COOH; (CF 3 ) 2N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 15 -OH; (CF 3 ) Z N-Ar-OC (O) -CH 2 -CH = CH- (CHz) 15 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 15 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-Glucoside; (CF 3) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 15 -O-PO 3 H
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-COOH; (CF3)2N-Ar-O-C(=O)-CH2-(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 1 6-COOH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CH2)16-SO3H; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-SO3H;CH = CH- (CH 2 ) 16 -SO 3 H; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-SO 3 H;
(CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-SH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -SH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CHz)16-OH; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-N+R1 R2R3Z ; (CF3)2N-Ar-O-(CHz) 16 -OH; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -N + R 1 R 2 R 3 Z; (CF 3 ) 2 N-Ar-O-
C(=O)-CH2-CH=CH-(CH2)16-P+R1R2R3Z-; (CF3)2N-Ar-O-C(=O)-CH2-CH=CH-C (= O) -CH 2 -CH = CH- (CH 2 ) 16 -P + R 1 R 2 R 3 Z-; (CF 3 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CH2)I6-O-GIuCOSJdI (CF3)ZN-Ar-O-C(O)-CHz-CH=CH-(CHz)16-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)3-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)3-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)3-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=O)-(CH2)3-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)3-OH; (CF3-CH2-CH2)2N- Ar-O-C(=O)-(CH2)3-N+R1 R2R3Z'; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)3-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)3-O-Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)3-O-PO3H(CH 2 ) 16 -O-Glucosyl (CF 3 ) Z N-Ar-OC (O) -CHz-CH = CH- (CHz) 16 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 3-COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 3 -O-SO 3 H; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) - (CH 2 ) 3-SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -N + R 1 R 2 R 3 Z ' ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 3 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N -Ar-OC (= O) - (CH 2 ) 3-O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 3 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)4-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)4-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)4-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=O)-(CH2)4-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)4-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)4-N+R1 R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)4-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)4-O-Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)4-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 4 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 4 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 4 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 4 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 4 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 4 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)5-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)5-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)5-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=O)-(CH2)5-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)5-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)5-N+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)5-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)5-O-Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)5-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 5 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 5 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 5 -O-SO 3 H; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) - (CH 2 ) 5 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 5 -OH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) - (CH 2 ) 5 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N- Ar-OC (= OHCH 2 ) 5 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 5 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 5 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)6-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)6-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)6-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=OHCH2)6-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)6-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)6-N+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)6-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)6-O-Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)6-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -O-SO 3 H; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= OHCH 2 ) 6 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N- Ar-OC (= O) - (CH 2 ) 6 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 6 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 6 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)7-COOH; (CF3-CH2-CH2)zN-Ar-O-C(=O)- (CHz)7-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)7-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=O)-(CH2)7-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)7-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)7-N+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)7-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)rO-Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)7-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)8-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)8-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)8-O-SO3H; (CF3-CH2-CHz)2N-Ar- O-C(=O)-(CH2)8-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)8-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)8-N+R1 R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)8-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)8-O-Glucosicl; (CF3-CH2-CH2)zN-Ar-O-C(=O)- (CHz)8-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 7 -COOH; (CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= O) - (CHz) 7 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 7 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 7 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 7 -OH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) - (CH 2 ) 7 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N- Ar-OC (= O) - (CH 2 ) 7 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) rO-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 7 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8-COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 8 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 8 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N -Ar-OC (= O) - (CH 2 ) 8 -O-Glucosicl; (CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= O) - (CHz) 8 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)9-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)9-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)9-O-SO3H; (CF3-CH2-CH2)2N-Ar- O-C(=O)-(CH2)9-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)9-OH; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)9-N+R1 R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)9-P+R1 R2R3Z"; (CF3-CH2-CH2)2N-Ar-0-C(=OHCH2)9-0-Glucosid; (CF3-CH2-CH2)zN-Ar-O-C(=O)- (CH2)9-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 9 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 9 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 9-SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 9 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 9 -N + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 9 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O -C (= OHCH 2 ) 9 -O-glucoside; (CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= O) - (CH 2 ) 9 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)10-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)10-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)i0-O-SO3H; (CF3-CH2-CH2)ZN- Ar-O-C(=O)-(CH2)10-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)i0-OH; (CF3-CH2- CH2)2N-Ar-0-C(=OHCH2)1o-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-0-C(=0)-(CH2)1o- P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)10-O-Glucosid; (CF3-CH2-CHz)2N- Ar-0-C(=0)-(CH2)io-0-P03H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 10 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 10 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) i 0 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) Z N-Ar-OC (= O) - (CH 2 ) 10 -SH; (CF3-CH2-CH2) 2N-Ar-OC (= OHCH2) i0-OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-0-C (= OHCH 2) 1 oN + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2N-Ar-O-C (= O) - (CH 2 ) 1 o -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 10 -O-Glucoside; (CF 3 -CH 2 -CHz) 2 N-Ar-O-C (= O) - (CH 2 ) io-0-P0 3 H
(CF3-CH2-CH2)zN-Ar-O-C(=OHCH2)ii-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)I 1-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)ii-O-SO3H; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)11-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)11-OH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-(CH2)11-N+R1R2R3Z-; (CF3-CH2-CH2)zN-Ar-O-C(=O)-(CH2)11- P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)11-O-Glucosid; (CF3-CH2-CH2)2N- Ar-O-C(=OHCH2)irO-PO3H(CF 3 -CH 2 -CH 2) z N-Ar-OC (= OHCH 2) ii-COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) I 1 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) ii-O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 11 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 11 -OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) - (CH 2) 11 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= O) - (CH 2 ) 11 - P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N- Ar-OC (= O) - (CH 2 ) 11 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) ir O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)12-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)12-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)12-O-SO3H; (CF3-CHz-CHz)2N- Ar-O-C(=OHCH2)12-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)12-OH; (CF3-CH2- CH2)2N-Ar-O-C(=OHCH2)i2-N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)i2- P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)12-O-Glucosid; (CF3-CH2-CH2)ZN- Ar-O-C(=OMCH2)12-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)13-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)13-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)i3-O-Sθ3H; (CF3-CH2-CH2)ZN- Ar-O-C(=O)-(CH2)i3-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)13-OH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-(CH2)13-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)13- P+R1R2R3Z'; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)13-O-Glucosid; (CF3-CH2-CH2)2N- Ar-O-C(=OHCH2)13-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -O-SO 3 H; (CF 3 -CHz-CHz) 2 N-Ar-OC (= OHCH 2 ) 12 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= OHCH2) i2-N + R 1 R 2 R 3 Z "; (CF3-CH2-CH2) 2 N-Ar-OC (= O ) - (CH 2 ) 2 - P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 12 -O-glucoside; (CF 3 -CH 2 -CH 2 ) Z N-Ar-OC (= OMCH 2 ) 12 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 13 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 13 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) i3-O-SO 3 H; (CF 3 -CH 2 -CH 2 ) Z N-Ar-OC (= O) - (CH 2 ) i 3 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 13 -OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) - (CH 2) 13 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 13 - P + R 1 R 2 R 3 Z ' ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 13 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 13 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)i4-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CH2)i4-Sθ3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)14-O-Sθ3H; (CF3-CH2-CH2)2N- Ar-O-C(=OHCH2)i4-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)14-OH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-(CH2)14-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)14- P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-0-C(=0)-(CH2)14-0-Glucosid; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)14-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) i 4 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) i 4 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 14 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) i 4 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 14 -OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) - (CH 2) 14 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 14 - P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N -Ar-0-C (= 0) - (CH 2) 14 -0-glucoside (CF 3 -CH 2 -CHZ) 2 N- Ar-OC (= O) - (CH 2) 14 -O-PO 3 H
(CF3-CH2-CH2)zN-Ar-O-C(=OHCH2)i5-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHs)15-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)i5-O-SO3H; (CF3-CH2-CHz)2N- Ar-O-C(=OHCH2)15-SH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)15-OH; (CF3-CH2- CH2)2N-Ar-O-C(=OHCH2)15-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)15- P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)15-O-Glucosid; (CF3-CH2-CHz)2N- Ar-O-C(=OHCH2)15-O-PO3H(CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= OHCH 2 ) i 5 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHs) 15 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) i 5 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 15 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 15 -OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= OHCH 2) 15 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 15 - P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N -Ar-OC (= OHCH 2 ) 15 -O-glucoside; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= OHCH 2 ) 15 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)16-COOH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- (CHz)16-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)16-O-SO3H; (CF3-CH2-CHz)zN- Ar-O-C(=OHCH2)16-SH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)16-OH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-(CH2)16-N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)16- P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)16-O-Glucosid; (CF3-CH2-CHz)2N- Ar-O-C(=O)-(CH2)16-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) 16 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CHz) 16 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -O-SO 3 H; (CF 3 -CH 2 -CHZ) Zn-Ar-OC (= OHCH 2) 16 -SH; (CF 3 -CH 2 -CH 2 ) 2N-Ar-OC (= OHCH 2) 1 6-OH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) - (CH 2) 16 -N + R 1 R 2 R 3 Z "(CF 3 -CH 2 -CH 2) 2 N -Ar-OC (= OHCH 2 ) 16 - P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) 16 -O- Glucoside; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) - (CH 2 ) 16 -O-PO 3 H
(CF3-CH2-CH2)zN-Ar-O-C(=OHCH2)n-O-(CH2)n-COOH; (CF3-CH2-CH2)2N-Ar-O- C(=O)-(CH2)n-O-(CH2) n-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n-O- SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)n-O-(CH2) n-SH; (CF3-CH2-CHz)2N-Ar-(CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= OHCH 2 ) n -O- (CH 2 ) n -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O-C (= O) - (CH 2 ) n -O- (CH 2 ) n -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -O- SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= OHCH 2 ) n -O- (CH 2) n -SH; (CF 3 -CH 2 -CHz) 2 N-aryl
O-C(=O)-(CH2)n-O-(CH2)n-OH; (CF3-CH2-CH2)2N-Ar-O-C(=OHCH2)n-O-(CH2)n- N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n-P+R1 R2R3Z"; (CF3- CH2-CH2)2N-Ar-O-C(=O)-(CH2)n-O-(CH2) n.-O-Glucosid; (CF3-CH2-CHz)2N-Ar-O- C(=O)-(CH2)n-O-(CH2) n.-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)3-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)3-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-SH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)3-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3- P+R1R2R3Z'; (CF3-CH2-CH2)2N-Ar-0-C(=0)-CH2-CH=CH-(CH2)3-0-Glucosid; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)3-O-PO3HOC (= O) - (CH 2 ) n -O- (CH 2 ) n -OH; (CF 3 -CH 2 -CH 2 ) 2N-Ar-OC (= OHCH 2) nO- (CH 2 ) n -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N -Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n -P + R 1 R 2 R 3 Z " ; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) - (CH 2 ) n -O- (CH 2 ) n . -O-Glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O-C (= O) - (CH 2 ) n -O- (CH 2 ) n . -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 3 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -SH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 3 -N + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -P + R 1 R 2 R 3 Z ' ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-0-C (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 3 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)4-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)4-O-SO3H; (CF3-CH2-CH2)zN-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-SH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2- CH=CH-(CHz)4-N+R1R2R3Z'; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4- P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-Glucosid; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)4-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) zN-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 4 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 4 -N + R 1 R 2 R 3 Z ' ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 - P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 4 -O-PO 3 H
(CF3-CHz-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)5-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)5-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-SH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2- CH=CH-(CH2)S-N+R1R2R3Z-; (CF3-CHz-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5- P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-Glucosid; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)5-O-PO3H(CF 3 -CHz-CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) -CH 2 CH = CH- (CH 2) 5 OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) S -N + R 1 R 2 R 3 Z-; (CF 3 -CHz-CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 - P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-Glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 5 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-COOH; (CF3-CH2-CH2)ZN-Ar-(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -COOH; (CF 3 -CH 2 -CH 2 ) Z N-ar-
O-C(=O)-CH2-CH=CH-(CH2)6-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CH2)6-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-SH; (CF3-CH2-(CH 2 ) 6 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -SH; (CF 3 -CH 2 -
CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CH2)6-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-CH = CH- (CH 2 ) 6 -N + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -
P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-Glucosid; (CF3-P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6-O-glucoside; CF 3 -
CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)6-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-COOH; (CF3-CH2-CHz)2N-Ar-CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 6 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -COOH; (CF 3 -CH 2 -CHz) 2 N-aryl
O-C(=O)-CH2-CH=CH-(CH2)7-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CHJ)7-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-SH; (CF3-CH2-(CHJ) 7 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -SH; (CF 3 -CH 2 -
CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CHz-CH 2) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 7 OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CHz)7-N+R1R2R3Z j (CF3-CH2-CHz)2N-Ar-O-C(^)-CHz-CH=CH-(CHz)7-CH = CH- (CHz) 7 -N + R 1 R 2 R 3 Z j (CF 3 -CH 2 -CHz) 2 N-Ar-OC (^) - CHz-CH = CH- (CHz) 7 -
P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)7-O-Glucosid; (CF3-P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 7 -O-glucoside; CF 3 -
CH2-CH2)2N-Ar-O-C(=O)-CHz-CH=CH-(CH2)7-O-PO3HCH 2 -CH 2 ) 2 N-Ar-OC (= O) -CHz-CH = CH- (CH 2 ) 7 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)8-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)S-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-SH; (CF3-CH2- CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) SO-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -SH; (CF 3 -CH 2 - CH 2) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2) 8 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CH2)S-N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8- P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-0-C(=0)-CH2-CH=CH-(CH2)8-0-Glucosid; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)8-O-PO3HCH = CH- (CH 2 ) SN + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8- P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-O-C (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-glucoside; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 8 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-COOH; (CF3-CHz-CH2)2N-Ar-(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -COOH; (CF 3 -CHz-CH 2 ) 2 N-aryl
O-C(=O)-CH2-CH=CH-(CH2)9-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CHa)9-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-SH; (CF3-CH2-(CHA) 9 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -SH; (CF 3 -CH 2 -
CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -
CH=CH-(CH2)9-N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-CH = CH- (CH 2 ) 9 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- ( CH 2 ) 9 -
P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-Glucosid; (CF3-P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-Glucoside; CF 3 -
CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)9-O-PO3HCH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 9 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-0-C(=0)-CH2-CH=CH-(CH2)io-COOH; (CF3-CH2-CHz)2N-Ar-(CF 3 -CH 2 -CH 2 ) 2 N-Ar-0-C (= O) -CH 2 -CH = CH- (CH 2 ) io-COOH; (CF 3 -CH 2 -CHz) 2 N-aryl
O-C(=O)-CH2-CH=CH-(CH2)10-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CH2)io-0-S03H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-SH; (CF3-(CH 2) io-0-S0 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -SH; (CF 3 -
CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -
CH2-CH=CH-(CH2)10-N+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-CH 2 -CH = CH- (CH 2 ) 10 -N + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH-
(CHz)10-P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-(CHz) 10 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 - O-
Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)10-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)ii-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)H-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)1 !-SHI (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)H-N+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)11-P+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)ii-O- Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)11-O-PO3Hglucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 10 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 2 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) H -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 1! -SHI (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) H -N + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 11 -P + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) ii-O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 11 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)12-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)12-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-SH; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)12-N+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)12-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O- Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)12-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -SH; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 12 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 12 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)13-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)13-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-SH; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)13-N+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2J13-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)13-O- Glucosid; (CF3-CH2-CH2)2N-Ar-0-C(=0)-CH2-CH=CH-(CH2)13-0-P03H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 13 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -SH; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 13 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 13 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 13 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-0-C (= 0) -CH 2 -CH = CH- (CH 2 ) 13 -O-P0 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-COOH; (CF3-CH2-CH2)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)14-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)14-O-SO3H; (CF3-CH2-CH2)zN-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-SH; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- CH2-CH=CH-(CHz)14-N+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)14-P+R1R2R3Z"; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O- Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)14-O-PO3H (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i5-COOH; (CF3-CH2-CHz)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)15-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)15-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i5-SH; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)15-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)- CH2-CH=CH-(CH2)I5-N+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2)I5-P+R1R2R3Z-; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i5-O- Glucosid; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i5-O-PO3H(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 14 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) z N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -SH; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CHz) 14 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 14 -P + R 1 R 2 R 3 Z " ; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 14 -O-PO 3 H (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -COOH; (CF 3 -CH 2 -CHz) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -SH; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 15 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) - CH 2 -CH = CH- (CH 2 ) I 5 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) I 5 -P + R 1 R 2 R 3 Z-; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -O-Glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i 5 -O-PO 3 H
(CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-COOH; (CF3-CH2-CH2)2N-Ar- O-C(=O)-CH2-CH=CH-(CH2)16-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CH2J16-O-SO3H; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)i6-SH; (CF3- CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-OH; (CF3-CH2-CH2)2N-Ar-O-C(=O)-(CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -COOH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 J 16 -O-SO 3 H; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) i6-SH; (CF 3 - CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -OH; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -
CH2-CH=CH-(CHz)16-N+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH- (CHz)16-P+R1R2R3Z ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O- Glucosid ; (CF3-CH2-CH2)2N-Ar-O-C(=O)-CH2-CH=CH-(CH2)16-O-PO3HCH 2 -CH = CH- (CHz) 16 -N + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CHz) 16 -P + R 1 R 2 R 3 Z; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-glucoside; (CF 3 -CH 2 -CH 2 ) 2 N-Ar-OC (= O) -CH 2 -CH = CH- (CH 2 ) 16 -O-PO 3 H
Dabei eignen sich die erfindungsgemäß als Tenside verwendbaren Verbindungen insbesondere zum Einsatz als Hydrophobiermittel oder Oleophobiermittel.The compounds which can be used according to the invention as surfactants are particularly suitable for use as water repellents or oleophobicizing agents.
Einsatzgebiete sind beispielsweise die Oberflächenmodifikation vonFields of application are, for example, the surface modification of
Textilien, Papier, Glas, poröser Baustoffe oder Adsorbentien. In Anstrichen, Farben, Lacken, photographischen Beschichtungen (für photographische Platten, Filme und Papiere), Spezialcoatings für die Halbleiter- Photolithographie (Photolacke, Top Antireflective Coatings, Bottom Antireflective Coatings) oder anderen Zubereitungen zurTextiles, paper, glass, porous building materials or adsorbents. In paints, paints, varnishes, photographic coatings (for photographic plates, films and papers), special coatings for semiconductor photolithography (photoresists, top anti-reflective coatings, bottom anti-reflective coatings) or other preparations for
Oberflächenbeschichtung, können die erfindungsgemäßen Verbindungen bzw. die erfindungsgemäß einzusetzenden Verbindungen mit einer oder mehreren der folgenden Funktionen vorteilhaft eingesetzt werden: Beschlagschutzmittel, Dispergiermittel, Emulsionsstabilisator, Entschäumer, Entlüfter, Antistatikum, Flammschutzmittel,Surface coating, the compounds according to the invention or the compounds to be used according to the invention can advantageously be used with one or more of the following functions: anti-fogging agent, dispersing agent, emulsion stabilizer, defoamer, deaerator, antistatic agent, flame retardant,
Glanzverbesserungsmittel, Gleitmittel, Verbesserer der Pigment- bzw. Füllstoffkompatibilität, Verbesserer der Kratzfestigkeit, Substrat- Haftverbesserer, Oberflächen-Haftverminderer, Hautverhinderer, Hydrophobiermittel, Oleophobiermittel, UV-Stabilisator, Netzmittel, Verlaufsmittel, Viskositätsminderer, Migrationsinhibitor, Trocknungsbeschleuniger. In Druckfarben können die erfindungsgemäßen Verbindungen bzw. die erfindungsgemäß einzusetzenden Verbindungen ebenfalls vorteilhaft eingesetzt werden und eine oder mehrere der folgenden Funktionen haben: Entschäumer, Entlüfter, Mittel zur Reibungskontrolle, Netzmittel, Verlaufsmittel, Verbesserer der Pigmentkompatibilität, Verbesserer der Druckauflösung, Trocknungsbeschleuniger.Gloss improver, lubricant, pigment or filler compatibility improver, scratch resistance improver, substrate Adhesion improvers, surface pressure reducers, skin preventatives, water repellents, oil repellents, UV stabilizers, wetting agents, leveling agents, viscosity reducers, migration inhibitors, drying accelerators. In printing inks, the compounds according to the invention or the compounds to be used according to the invention can also be used advantageously and have one or more of the following functions: defoamer, deaerator, friction control agent, wetting agent, leveling agent, pigment compatibility improver, printing resolution improver, drying accelerator.
Die Verwendung der erfindungsgemäßen Verbindungen bzw. der erfindungsgemäß einzusetzenden Verbindungen als Additive in Zubereitungen zur Oberflächenbeschichtung, wie Druckfarben, Anstrichen, Farben, Lacken, photographischen Beschichtungen, Spezialcoatings für die Halbleiter-Photolithographie, wie Photolacke, Top Antireflective Coatings, Bottom Antireflective Coatings, oder in Additivzubereitungen zur Additivierung entsprechender Zubereitungen ist daher ein weiterer Gegenstand der vorliegenden Erfindung.The use of the compounds according to the invention or the compounds to be used according to the invention as additives in surface coating formulations, such as printing inks, paints, paints, coatings, photographic coatings, special coatings for semiconductor photolithography, such as photoresists, top anti-reflective coatings, bottom anti-reflective coatings, or Additive formulations for the addition of appropriate preparations is therefore a further subject of the present invention.
Eine weitere erfindungsgemäße Verwendung von erfindungsgemäßen Verbindungen bzw. die erfindungsgemäß einzusetzenden Verbindungen ist die Verwendung als Grenzflächenvermittler bzw. Emulgator. Insbesondere für die Herstellung von Fluorpolymeren mittels Emulsionspolymerisation können diese Eigenschaften vorteilhaft ausgenutzt werden.Another use according to the invention of compounds according to the invention or the compounds to be used according to the invention is the use as an interface mediator or emulsifier. In particular, for the preparation of fluoropolymers by means of emulsion polymerization, these properties can be advantageously exploited.
Erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen können als Schaumstabilisator, insbesondere in Zubereitungen, die als „Feuerlöschschäume" bekannt sind, eingesetzt werden. Die Verwendung von erfindungsgemäßen Verbindungen bzw. erfindungsgemäß einzusetzenden Verbindungen als Schaumstabilisator und/oder zur Unterstützung der Filmbildung, insbesondere in wässrigen filmbildenden Feuerlöschschäumen, sowohl synthetischen als auch proteinbasierten und auch für alkoholresistente Formulierungen (AFFF und AFFF-AR, FP1 FFFP und FFFP-AR Feuerlöschschäume) ist daher ein weiterer Erfindungsgegenstand.Compounds according to the invention or compounds to be used according to the invention can be used as foam stabilizers, in particular in preparations known as "fire-extinguishing foams." The use of compounds according to the invention or compounds to be used according to the invention as a foam stabilizer and / or to support film formation, especially in aqueous film-forming fire-extinguishing foams, both synthetic and protein-based and also for alcohol-resistant formulations (AFFF and AFFF-AR, FP 1 FFFP and FFFP-AR fire-extinguishing foams) is therefore a further subject of the invention.
Erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen können auch Antistatika verwendet werden. Die Antistatische Wirkung ist insbesondere in der Behandlung von Textilien, insbesondere Bekleidung, Teppiche und Teppichböden, Polsterbezüge in Mobiliar und Automobilen, nicht-gewobenen textilen Werkstoffen, Lederwaren, Papieren und Kartonnagen, Holz und holzbasierten Werkstoffen, mineralischen Substraten wie Stein, Zement, Beton, Gips, Keramiken (glasierte und unglasierte Ziegel, Steingut, Porzellan) und Gläsern, sowie für Kunststoffe und metallische Substrate von Bedeutung. Die entsprechende Verwendung ist ein Gegenstand der vorliegenden Anmeldung.It is also possible to use antistatic agents according to the invention or compounds to be used according to the invention. In particular, the antistatic effect is in the treatment of textiles, in particular clothing, carpets and rugs, upholstery in furniture and automobiles, non-woven textile materials, leather goods, paper and cardboard, wood and wood-based materials, mineral substrates such as stone, cement, concrete, Plaster, ceramics (glazed and unglazed bricks, stoneware, porcelain) and glasses, and for plastics and metallic substrates of importance. The corresponding use is an object of the present application.
Für metallische Substrate ist zusätzlich auch die Verwendung von erfindungsgemäßen Verbindungen in Korrosionsschutzmitteln Gegenstand der vorliegenden Erfindung.For metallic substrates, the use of compounds according to the invention in anticorrosives is additionally an object of the present invention.
Auch deren Verwendung als Formtrennmittel in der Kunststoffverarbeitung ist ein weiterer Gegenstand der vorliegenden Erfindung.Their use as mold release agents in plastics processing is another object of the present invention.
Allgemein eignen sich erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen als Schutzmittel gegen Flecken und Verschmutzungen, Stain Releases, Beschlagschutzmittel, Gleitmittel, sowie als Verbesserer der Abriebfestigkeit und mechanischen Strapazierfähigkeit.In general, compounds of the invention or compounds to be used according to the invention are useful as protectants against stains and stains, stain releases, anti-fogging agents, lubricants, and as abrasion resistance and mechanical durability improvers.
Als Additive in Reinigungsmitteln und Fleckentfernern für Textilien (insbesondere Bekleidung, Teppiche und Teppichböden, Polsterbezüge in Mobiliar und Automobilen) und harte Oberflächen (insbesondere Küchenoberflächen, Sanitäranlagen, Kacheln, Glas) und in Poliermitteln und Wachsen (insbesondere für Mobiliar, Fußböden und Automobile) können erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen vorteilhaft mit einer oder mehreren der folgenden Funktionen: Netzmittel, Verlaufsmittel, Hydrophobiermittel, Oleophobiermittel, Schutzmittel gegen Flecken und Verschmutzungen, Gleitmittel, Entschäumer, Entlüfter, Trocknungsbeschleuniger eingesetzt werden. Im Falle der Reinigungsmittel und Fleckentferner ist zusätzlich auch die Verwendung als Detergenz bzw. Schmutzemulgier- und - Dispergiermittel eine vorteilhafte Ausführungsform der vorliegenden Erfindung. Die Verwendung von erfindungsgemäßen Verbindungen bzw. erfindungsgemäß einzusetzenden Verbindungen in Reinigungsmitteln und Fleckentfernern bzw. als Netzmittel, Verlaufsmittel, Hydrophobiermittel, Oleophobiermittel, Schutzmittel gegen Flecken und Verschmutzungen,As additives in cleaning and stain removers for textiles (in particular clothing, carpets and carpets, upholstery coverings in Furniture and automobiles) and hard surfaces (in particular kitchen surfaces, sanitary facilities, tiles, glass) and in polishing agents and waxes (in particular for furniture, floors and automobiles), compounds according to the invention or compounds to be used according to the invention may advantageously have one or more of the following functions: Leveling agents, water repellents, Oleophobiermittel, protectants against stains and dirt, lubricants, defoamers, deaerators, drying accelerators can be used. In the case of detergents and stain removers, the use as detergent or soil emulsifying and dispersing agent is additionally an advantageous embodiment of the present invention. The use of compounds according to the invention or compounds to be used according to the invention in cleaning agents and stain removers or as wetting agents, leveling agents, water repellents, oil repellents, stain and soil protection agents,
Gleitmittel, Entschäumer, Entlüfter oder Trocknungsbeschleuniger ist daher ein weiterer Erfindungsgegenstand.Lubricant, defoamer, deaerator or drying accelerator is therefore a further subject of the invention.
Auch als Additive in polymeren Werkstoffen (Kunststoffen) können die erfindungsgemäßen Verbindungen bzw. erfindungsgemäß einzusetzenden Verbindungen vorteilhaft mit einer oder mehreren der folgenden Funktionen: Gleitmittel, Verminderer der inneren Reibung, UV-Stabilisator, Hydrophobiermittel, Oleophobiermittel, Schutzmittel gegen Flecken und Verschmutzungen, Kupplungsmittel für Füllstoffe, Flammschutzmittel, Migrationsinhibitor (insbesondere gegen Migration von Weichmachern), Beschlagschutzmittel verwendet werden.Also as additives in polymeric materials (plastics) compounds of the invention or compounds according to the invention can advantageously with one or more of the following functions: lubricants, internal friction reducer, UV stabilizer, water repellents, Oleophobiermittel, protectants against stains and contaminants, coupling agents for Fillers, flame retardants, migration inhibitor (especially against migration of plasticizers), anti-fogging agents are used.
Bei der Verwendung als Additive in flüssigen Medien zur Reinigung, zum Ätzen, zur reaktiven Modifikation und/oder Substanzabscheidung auf Metalloberflächen (insbesondere auch Galvanik und Eloxierung) oderWhen used as additives in liquid media for cleaning, for etching, for reactive modification and / or substance deposition on metal surfaces (in particular electroplating and anodization) or
Halbleiteroberflächen (insbesondere für die Halbleiter-Photolithographie) wirken erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen als Entwickler, Stripper, Edge Bead Remover, Ätz- und Reinigungsmittel, als Netzmittel und/oder Verbesserer der Qualität von abgeschiedenen Filmen. Im Falle galvanischer Prozesse (insbesondere der Chromgalvanik) ist zusätzlich auch die Funktion als Dunstinhibitor mit oder ohne Schaumwirkung ein Gegenstand der vorliegenden Erfindung.Semiconductor surfaces (in particular for semiconductor photolithography) act compounds of the invention or according to the invention Compounds to be used as developers, strippers, edge bead removers, etching and cleaning agents, wetting agents and / or improved quality of deposited films. In the case of galvanic processes (in particular of chrome electroplating), the function as a haze inhibitor with or without foaming action is additionally an object of the present invention.
Darüber hinaus eignen sich die erfindungsgemäß als Tenside verwendbaren Verbindungen für Wasch- und Reinigungsanwendungen, insbesondere von Textilien. Auch Reinigen und Polieren harter Oberflächen ist ein mögliches Anwendungsgebiet für die erfindungsgemäß als Tenside verwendbaren Verbindungen. Weiter können die erfindungsgemäß als Tenside verwendbaren Verbindungen vorteilhaft in kosmetischen Produkten, wie beispielsweise Schaumbädern und Haarshampoos oder als Emulgatoren in Cremes und Lotionen eingesetzt werden. Als Additive in Haar- und Körperpflegeprodukten (z.B. Haarspülungen und Haarkonditionierern), mit einer oder mehreren der folgenden Funktionen: Netzmittel, Schaummittel, Gleitmittel, Antistatikum, Erhöher der Resistenz gegen Hautfette können die erfindungsgemäßen Verbindungen bzw. die erfindungsgemäß einzusetzenden Verbindungen ebenfalls vorteilhaft eingesetzt werden.In addition, the compounds which can be used according to the invention as surfactants are suitable for washing and cleaning applications, in particular of textiles. Cleaning and polishing hard surfaces is also a possible field of application for the compounds which can be used according to the invention as surfactants. Furthermore, the compounds which can be used according to the invention as surfactants can advantageously be used in cosmetic products, such as, for example, foam baths and hair shampoos, or as emulsifiers in creams and lotions. As additives in hair and personal care products (e.g., hair conditioners and hair conditioners) having one or more of the following functions: wetting agents, foaming agents, lubricants, antistatic agents, skin fats enhancers, the compounds of the invention or the compounds to be used in accordance with the invention may also be used to advantage.
Als Additive in Herbiziden, Pestiziden und Fungiziden wirken erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen mit einer oder mehreren der folgenden Funktionen: Substratnetzmittel, Adjuvans, Schauminhibitor, Dispergiermittel, Emulsionsstabilisator.As additives in herbicides, pesticides and fungicides, compounds according to the invention or compounds to be used according to the invention have one or more of the following functions: substrate wetting agent, adjuvant, foam inhibitor, dispersant, emulsion stabilizer.
Als Additive in Klebstoffen, mit einer oder mehreren der folgenden Funktionen: Netzmittel, Penetrationsmittel, Substrat-Haftverbesserer, Entschäumer, können erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen ebenfalls nutzbringend eingesetzt werden.As additives in adhesives, with one or more of the following functions: wetting agents, penetrating agents, substrate adhesion promoters, defoamers, compounds according to the invention or Compounds to be used according to the invention can also be usefully employed.
Auch als Additive in Schmierstoffen und Hydraulikflüssigkeiten, mit einer oder mehreren der folgenden Funktionen: Netzmittel, Korrosionsinhibitor, können erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen dienen. Im Falle der Schmierstoffe ist zusätzlich auch die Verwendung als Dispergiermittel (insbesondere für Fluorpolymerpartikel) ein wesentlicher Aspekt.Also as additives in lubricants and hydraulic fluids, with one or more of the following functions: wetting agent, corrosion inhibitor, compounds of the invention or used according to the invention compounds can serve. In the case of lubricants, the use as a dispersant (in particular for fluoropolymer particles) is additionally an essential aspect.
Beim Einsatz als Additive in Kitt- und Füllmassen wirken können erfindungsgemäße Verbindungen bzw. erfindungsgemäß einzusetzende Verbindungen mit einer oder mehreren der folgenden Funktionen: Hydrophobiermittel, Oleophobiermittel, Schutzmittel gegen Verschmutzungen, Verbesserer der Witterungsbeständigkeit, UV- Stabilisator, Mittel gegen Silikon-Ausblutung.When used as additives in putties and fillers, compounds of the invention or compounds to be used according to the invention may have one or more of the following functions: water repellents, oil repellents, soil protection agents, weatherability improvers, UV stabilizers, silicone bleed-off agents.
Ein weiteres Anwendungsgebiet für die erfindungsgemäß als Tenside verwendbaren Verbindungen ist die Flotation, d.h. das Ausbringen und Abtrennen von Erzen und Mineralien von taubem Gestein. Dazu werden sie als Additive in Zubereitungen zur Erzaufbereitung, insbesondere Flotationsund Auslaugungslösungen, mit einer oder mehreren der folgenden Funktionen: Netzmittel, Schaummittel, Schauminhibitor eingesetzt. Verwandt ist auch die Verwendung als Additive in Mitteln zur Stimulation von Erdölquellen, mit einer oder mehreren der folgenden Funktionen: Netzmittel, Schaummittel, Emulgator.Another field of application for the compounds useful as surfactants in the present invention is flotation, i. spreading and separating ores and minerals from dusty rocks. For this purpose, they are used as additives in preparations for mineral processing, in particular flotation and leaching solutions, with one or more of the following functions: wetting agent, foaming agent, foam inhibitor. Also related is the use as additives in petroleum source stimulation means, with one or more of the following functions: wetting agent, foaming agent, emulsifier.
Darüber hinaus können als Additive in Enteisungsmitteln oder Vereisungsverhinderern eingesetzt werden.In addition, they can be used as additives in deicers or anti-icing agents.
Darüber hinaus können bevorzugte der erfindungsgemäß als Tenside verwendbaren Verbindungen auch als Emulgatoren oder Dispergierhilfsmittel in Nahrungsmitteln eingesetzt werden. Weitere Anwendungsfelder liegen in der Metallbehandlung, als Lederhilfsmittel, der Bauchemie und im Pflanzenschutz.In addition, preferred compounds of the invention which can be used as surfactants can also be used as emulsifiers or dispersing agents in foods. Further Areas of application are metal treatment, leather aids, construction chemicals and crop protection.
Weiter eignen sich erfindungsgemäße Tenside auch als antimikrobieller Wirkstoff, insbesondere als Reagenzien für die antimikrobielleFurthermore, surfactants of the invention are also useful as antimicrobial agents, especially as reagents for the antimicrobial
Oberflächenmodifikation. Von Vorteil ist für diese Verwendung insbesondere der Einsatz von Verbindungen nach Formel I bzw. Il oder III, wobei X steht für eine kationische polare Gruppe oder eine polymerisierbare Gruppe.Surface modification. Of particular advantage for this use is the use of compounds of the formula I or II or III, where X is a cationic polar group or a polymerizable group.
Die Herstellung der erfindungsgemäß zu verwendenden Verbindungen kann dabei nach dem Fachmann an sich aus der Literatur bekannten Methoden erfolgen.The preparation of the compounds to be used according to the invention can be carried out by methods known to the skilled person from the literature.
Die Gruppe Rf in der Rf steht für CF3-(CH2)r-, CF3-(CH2V-O-, CF3-(CH2)rS-, CF3CF2-S-, SF5-(CH2)r oder [CF3-(CH2)r]2N- oder [CF3-(CH2)JNH- oder (CF3)2N-(CH2)r, mit Indices wie oben beschrieben, können mittels Substitutionsreaktionen an Aromaten eingeführt werden. Wenn in den folgenden Schemata Rf verwendet wird, so gilt, soweit nichts anderes ausgeführt wird, die hier gegebene Definition.The group Rf in the Rf stands for CF 3 - (CH 2 ) r-, CF 3 - (CH 2 VO-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 - (CH 2 ) r or [CF 3 - (CH 2 ) r ] 2 N- or [CF 3 - (CH 2 ) JNH- or (CF 3 ) 2 N- (CH 2 ) r, with indices as described above, can by means of If Rf is used in the following schemes, unless otherwise stated, the definition given here applies.
So können die CF3-Gruppen durch Umsetzung von aromatischen Carbonsäuren mit HF und SF4 unter erhöhtem Druck und erhöhter Temperatur erhalten werden, wie in folgendem Schema angegeben. Thus, the CF 3 groups can be obtained by reaction of aromatic carboxylic acids with HF and SF 4 under elevated pressure and elevated temperature, as indicated in the following scheme.
(CF3)b (CF 3 ) b
1. BuLi Anzahl der Substituenten:1. BuLi number of substituents:
2. (Me3O)3B c: ortho-Stellung (O oder mindestens 1 )2. (Me 3 O) 3 B c: ortho position (O or at least 1)
3. H2O2 q: meta-Stellung (O oder mindestens 1) b: para-Stellung (O oder mindestens 1 )3. H 2 O 2 q: meta-position (O or at least 1) b: para-position (O or at least 1)
DBH = 1 ,3-Dibrom-5,5-dimethylhydantoin DBH = 1,3-dibromo-5,5-dimethylhydantoin
Die Modifikation von käuflichen P-Nitro-pentafluorsulfuranyl-Verbindungen kann wie in P. Kirsch et al. Angewandte Chemie 1999, 111 , 2174-2178 beschrieben erfolgen. Entsprechende Umsetzungen sind im Beispielteil näher beschrieben. Die m,m-Bispentafluorsulfuranylverbindungen sind wie in W. A. Sheppard J. Am. Chem. Soc. 1962, 84, 3064-3072 bzw. US 3073861 bzw. US 3135736 beschrieben, zugänglich:The modification of commercially available P-nitro-pentafluorosulfurane compounds can be carried out as described in P. Kirsch et al. Angewandte Chemie 1999, 111, 2174-2178 described. Corresponding reactions are described in more detail in the examples. The m, m-bispentafluorosulfuranyl compounds are as described in W.A. Sheppard J. Am. Chem. Soc. 1962, 84, 3064-3072 or US 3073861 or US 3135736, accessible:
Die entsprechende Offenbarung zu den genannten Methoden in den zitierten Literaturstellen gehört damit ausdrücklich auch zum Offenbarungsgehalt der vorliegenden Anmeldung.The corresponding disclosure of the mentioned methods in the cited references thus expressly also belongs to the disclosure content of the present application.
Aromatische Trifluormethyithioether und Pentafluorethyithioether sind durch Substitution von lodaromaten oder Veretherung von Thiophenolen, wie in folgenden Schemata angegeben, zugänglich: Aromatic trifluoromethylthioethers and pentafluoroethylthioethers are obtainable by substitution of iodoaromatics or etherification of thiophenols, as indicated in the following schemes:
Trifluormethoxyaromaten können durch Umsetzung von Phenolen mit Tetrachlorkohlenstoff und Fluorwasserstoff erhalten werden.Trifluoromethoxyaromaten can be obtained by reacting phenols with carbon tetrachloride and hydrogen fluoride.
Einführung des Amin-Bausteins [CF3-(CH2)^N-, wobei r steht für eine ganze Zahl ausgewählt aus dem Bereich von 0 bis 5, kann mit Hilfe der Gabriel-Synthese (Organikum: Organisch-Chemisches Grundpraktikum, 16. Aufl., VEB Deutscher Verlag der Wissenschaften, Berlin, 1986), gefolgt von der Freisetzung des primären Amins durch Umsetzung mit Hydrazin erfolgen. Anschließende Alkylierung dieses Amins mit CF3(CH2^HaI ergibt nach Debenzylierung den tertiären Aminoalkohol als Schlüsselbaustein. Introduction of the amine building block [CF 3 - (CH 2 ) ^ N-, where r stands for an integer selected from the range from 0 to 5, can be determined with the aid of the Gabriel synthesis (Organikum: Basic Organic Chemistry, 16. Ed., VEB Deutscher Verlag der Wissenschaften, Berlin, 1986), followed by the release of the primary amine by reaction with hydrazine. Subsequent alkylation of this amine with CF 3 (CH 2 ^ Hal gives, after debenzylation, the tertiary amino alcohol as a key building block.
(CF3)2N-Substituenten können gemäß F.S.Fawcett; J. Am. Chem. Soc. 84(No.22) (1962) 4275-4285 ausgehend von Isocyanaten durch Umsetzung mit Fluorphosgen und anschließender Fluorierung mit SF4/HF oder ausgehend von Isothiocyanaten durch Umsetzung mit Quecksilberdifluorid und anschließender Umsetzung mit Fluorphosgen, sowie nachfolgender Fluorierung mit SF4/HF erhalten werden:(CF 3 ) 2 N-substituents can be synthesized according to FSFawcett; J. Am. Chem. Soc. 84 (No.22) (1962) 4275-4285 starting from isocyanates by reaction with fluorophosgene and subsequent fluorination with SF 4 / HF or starting from isothiocyanates by reaction with mercury difluoride and subsequent reaction with fluorophosgene, and subsequent fluorination with SF 4 / HF become:
Eine alternative Route zur Herstellung der Bis-Trifluormethyl-aniline geht von aromatischen Aldehyden aus und ist im Detail in R.E. Banks, J. Chem. Soc. Perkin Trans. 1 (1973) 80-82 beschrieben: An alternative route for the preparation of bis-trifluoromethyl-anilines starts from aromatic aldehydes and is described in detail in RE Banks, J. Chem. Soc. Perkin Trans. 1 (1973) 80-82:
R steht bevorzugt für Spacer-XR is preferably for Spacer-X
Die Endgruppe CF3NH- in Verbindungen CF3NH-R kann mittels literaturbekannter Methoden durch Umsetzung entsprechender Verbindungen CI2C=N-R mit einem Überschuss von HF eingeführt werden (Entsprechende Synthesen sind beispielsweise in Petrow et al., Zh. Obshch. Khim. 29 (1959) 2169-2173 bzw. E. Kuhle, Angew. Chem. 89(No.11) (1977), 797-804 beschrieben.) Alternativ kann auch Tifluormethylisocyanat mit einem Alkohol zu einer Verbindung CF3- NHC(=O)-O-R (gemäß Knunyants et al. Mendeleev chem. J. 22 (1977) 15- 105 bzw. Motornyi et al., Zh. Obshch. Khim. 29 (1959) 2157-2122) umgesetzt werden. Die entsprechenden Edukte sind jeweils nach Literaturbekannten Methoden erhältlich bzw. Verbindungen des Typs CI2C=N-R können durch Umsetzungen von Verbindungen R-NH-CHO mit Chlor und SOCI2 erhalten werden und die Reste R der Produkte können mittels etablierter Methoden chemisch modifiziert werden.The end group CF 3 NH- in compounds CF 3 NH-R can be introduced by methods known from the literature by reacting corresponding compounds CI 2 C =N with an excess of HF (Corresponding syntheses are described, for example, in Petrow et al., Zh. Obshch. 29 (1959) 2169-2173 and E. Kuhle, Angew. Chem. 89 (No.11) (1977), 797-804). Alternatively, tifluoromethyl isocyanate can also be reacted with an alcohol to give a compound CF 3 --NHC (= O ) -OR (according to Knunyants et al., Mendeleev Chem., J. 22 (1977) 15-105 and Motornyi et al., Zh. Obshch. Khim. 29 (1959) 2157-2122). The corresponding starting materials are in each case obtainable according to methods known from the literature, or compounds of the type CI 2 C =NR can be obtained by reacting compounds R-NH-CHO with chlorine and SOCl 2 and the radicals R of the products can be chemically modified by means of established methods.
Trifluormethoxyaromaten können durch Umsetzung von Phenolen mit Tetrachlorkohlenstoff und Fluorwasserstoff erhalten werden. Trifluoromethoxyaromaten can be obtained by reacting phenols with carbon tetrachloride and hydrogen fluoride.
R = subst./unsubst. Aryl, AlkylR = subst./unsubst. Aryl, alkyl
R1 = -OHR 1 = -OH
R" = -OCF3 R "= -OCF 3
X = Cl, Br c = 0 und/oder 1 q = 0 und/oder 1 b = 0 und/oder 1X = Cl, Br c = 0 and / or 1 q = 0 and / or 1 b = 0 and / or 1
Das folgende Schema zeigt ein konkretes Beispiel: The following diagram shows a concrete example:
CuBr HBrCuBr HBr
Das Edukt Nitroresorcinol kann nach folgender Literatur hergestellt werden: Funke; Krucker; BSCFAS; Bull. Soc. Chim. Fr.; 1953; 744, 746 oder Grosheintz; Fischer; JACSAT; J. Am. Chem. Soc; 70; 1948; 1476, 1478.The starting material nitroresorcinol can be prepared according to the following literature: spark; Krucker; BSCFAS; Soc. Soc. Chim. fr .; 1953; 744, 746 or Grosheintz; Fischer; JACSAT; J. Am. Chem. Soc. 70; 1948; 1476, 1478.
Die entsprechende Offenbarung zu den genannten Methoden in den hier zitierten Literaturstellen gehört damit ausdrücklich auch zum Offenbarungsgehalt der vorliegenden Anmeldung.The corresponding disclosure relating to the methods mentioned in the cited references hereby expressly also belongs to the disclosure content of the present application.
Die Einführung der hydrophilen, anionischen, kationischen, reaktiven oder polymerisierbaren Komponente ist über den entsprechenden ω-Fluorierten - Verbindungen, wie beispielsweise Alkohole, Aldehyde, Carbonsäuren oder Alkene, nach dem Fachmann bekannten Methoden möglich. Beispiele sind den folgenden Schemata sowie dem Beispielteil zu entnehmen:The introduction of the hydrophilic, anionic, cationic, reactive or polymerisable component is possible via the corresponding ω-fluorinated compounds, such as, for example, alcohols, aldehydes, carboxylic acids or alkenes, by methods known to the person skilled in the art. Examples are given in the following schemes and in the example section:
Analog können die gleichen Reaktionsschritte auch mit den jeweils anderen erfindungsgemäßen fluorierten Endgruppen durchgeführt werden. Die Auswahl geeigneter Lösungsmittel und Reaktionsbedingungen für alle hier beschriebenen Umsetzungen bereitet dem Fachmann dabei keinerlei Schwierigkeiten (Organikum: Organisch-Chemisches Grundpraktikum, 16. Aufl., VEB Deutscher Verlag der Wissenschaften, Berlin, 1986).Analogously, the same reaction steps can also be carried out with the other fluorinated end groups according to the invention. The selection of suitable solvents and reaction conditions for all reactions described here does not give the skilled person any Difficulties (Organikum: Organic-Chemical Basic Practical, 16th ed., VEB German Publishers of Sciences, Berlin, 1986).
Die folgenden Schemata zeigen mögliche Derivatisierungen von Aryl-Rf- Bausteinen aus käuflichen oder literaturbekannten Verbindungen.The following schemes show possible derivatizations of aryl-Rf building blocks from commercially available or known from the literature.
Die Anbindung eines Spacers an Aryl-Rf bzw weitere Anknüpfungen über verschiedene Funktionalitäten sind in den Schemata I bis VIII wiedergegeben: The attachment of a spacer to aryl-Rf or further linkages via various functionalities are shown in Schemes I to VIII:
I. Veretherung durch Mitsunobu-Reaktion:I. Etherification by Mitsunobu Reaction:
c = 0 und/oder 1 c = 0 and / or 1
II. Verknüpfung durch Thioether- bzw. SulfoneinheitII. Linkage by thioether or sulfone unit
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2 q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1
I. Aminbildung c =0 und/oder 1I. Amine formation c = 0 and / or 1
IV. Veresterung bzw AmidbildungIV. Esterification or amide formation
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2
W = O1NH1NRW = O 1 NH 1 NO
R' = H oder Alkyl mit 1 bis 4 C-Atomen q = 0 und/oder 1 b = 0 und/oder 1 c =0 und/oder 1 n = 1 bis 30 R '= H or alkyl having 1 to 4 C atoms q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2
W = O, NH, NR q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1 n = 1 bis 30W = O, NH, NR q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
V. Anknüpfung über Sulfonsäureester und -amideV. Linkage via sulfonic acid esters and amides
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2
W = O1 NH1 NRW = O 1 NH 1 NO
R' = H oder Alkyl mit 1 bis 4 C-Atomen q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1 n = 1 bis 30R '= H or alkyl having 1 to 4 C atoms q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
Das Arylsulfonsäurechlorid wird durch Umsetzung mit CISO3H aus dem korrespondierenden Aromaten gewonnen. The Arylsulfonsäurechlorid is obtained by reaction with CISO 3 H from the corresponding aromatic.
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2
W = O1 NH1 NRW = O 1 NH 1 NO
R' = H oder Alkyl mit 1 bis 4 C-Atomen q = O und/oder 1 b = O und/oder 1 c = 0 und/oder 1 n = 1 bis 30R '= H or alkyl having 1 to 4 C atoms q = O and / or 1 b = O and / or 1 c = 0 and / or 1 n = 1 to 30
VI. Verknüpfung über KetofunktionVI. Link via keto function
A = HaI1 OPg (Pg=Schutzgruppe), -C=C1 -CO2R, -C(O)NR1R2 A = HaI 1 OPg (Pg = protecting group), -C = C 1 -CO 2 R, -C (O) NR 1 R 2
W = O1 NH1 NRW = O 1 NH 1 NO
HaI = Cl1 Br, I q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1 n = 1 bis 30HaI = Cl 1 Br, I q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
VII. Verknüpfung über Isocyanate bzw. Isothiocyanate VII. Linkage via isocyanates or isothiocyanates
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NRiR*A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR i R *
W = O1 NH1 NRW = O 1 NH 1 NO
L = O1 S q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1 n = 1 bis 30L = O 1 S q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
VIII. Anknüpfung über Heck-ReaktionVIII. Connection via Heck reaction
A = HaI, OPg (Pg=Schutzgruppe), -C=C, -CO2R, -C(O)NR1R2 A = Hal, OPg (Pg = protecting group), -C = C, -CO 2 R, -C (O) NR 1 R 2
HaI = Cl, Br, IHal = Cl, Br, I
R' = H oder Alkyl mit 1 bis 4 C-Atomen q = 0 und/oder 1 b = 0 und/oder 1 c = 0 und/oder 1 n = 1 bis 30R '= H or alkyl having 1 to 4 C atoms q = 0 and / or 1 b = 0 and / or 1 c = 0 and / or 1 n = 1 to 30
Die folgenden Schemata zeigen Kettenverlängerungen, die unabhängig vom Rf durchführbar sind: Kettenverlängerung durch Kreuzmetathese: The following schemes show chain extensions that are feasible regardless of Rf: Chain extension by cross metathesis:
Kettenverlängerung durch radikalische Thioladdition: Chain extension by radical thiol addition:
Kettenverlängerung durch Wittig-Reaktion: Chain extension by Wittig reaction:
Kettenverlängerung durch Williamson Ethersynthese: Chain extension by Williamson ether synthesis:
Kettenverlängerung durch Tnioetnersynthese: Daneben sind auch Kettenverlängerungen über Ester- oder Amidbildung möglich/durchführbar. Chain extension by Tnioetnersynthese: In addition, chain extensions via ester or amide formation are possible / feasible.
Derivatisierung für HaI = Br:Derivatization for Hal = Br:
Weiterer Gegenstand der vorliegenden Erfindung ist daher ein Verfahren zur Herstellung einer Verbindung nach Formel I, wie oben definiert, dadurch gekennzeichnet, dass die Synthese über die Zwischenstufe einer Verbindung der Formel IlAnother object of the present invention is therefore a process for the preparation of a compound of formula I, as defined above, characterized in that the synthesis via the intermediate of a compound of formula II
wobei in which
Rf steht für CF3-(CH2)r, CF3-(CH2)r-O-, CF3-(CH2)rS-, CF3CF2-S-, SF5-Rf is CF 3 - (CH 2 ) r, CF 3 - (CH 2 ) rO-, CF 3 - (CH 2 ) rS-, CF 3 CF 2 -S-, SF 5 -
(CH2)r-, [CF3-(CH2)r]2N-, [CF3-(CH2)r]NH- oder (CF3)2N-(CH2)r,(CH 2 ) r -, [CF 3 - (CH 2 ) r] 2 N-, [CF 3 - (CH 2 ) r ] NH- or (CF 3 ) 2 N- (CH 2 ) r ,
D steht für OH, NH2 oder Br1 b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für 0, 1 , 2, 3, 4 oder 5, durchgeführt wird.D is OH, NH 2 or Br 1 b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, and r is 0, 1, 2, 3, 4 or 5 is performed.
Außer den in der Beschreibung genannten bevorzugten Verbindungen, deren Verwendung, Mitteln und Verfahren sind weitere bevorzugte Kombinationen der erfindungsgemäßen Gegenstände in den Ansprüchen offenbart.In addition to the preferred compounds mentioned in the description, their use, compositions and methods, further preferred combinations of the subject matters of the invention are disclosed in the claims.
Die Offenbarungen in den zitierten Literaturstellen gehören hiermit ausdrücklich auch zum Offenbarungsgehalt der vorliegenden Anmeldung.The disclosures in the cited references are hereby also expressly incorporated into the disclosure of the present application.
Die folgenden Beispiele erläutern die vorliegende Erfindung näher, ohne den Schutzbereich zu beschränken. Insbesondere sind die in denThe following examples further illustrate the present invention without limiting the scope of protection. In particular, those in the
Beispielen beschriebenen Merkmale, Eigenschaften und Vorteile der den betreffenden Beispielen zugrunde liegenden Verbindungen auch auf andere nicht im Detail aufgeführte, aber unter den Schutzbereich fallende Stoffe und Verbindungen anwendbar, sofern an anderer stelle nicht gegenteiliges gesagt wird. Im Übrigen ist die Erfindung im gesamten beanspruchten Bereich ausführbar und nicht auf die hier genannten Beispiele beschränkt. BeispieleExamples described characteristics, properties and advantages of the compounds underlying the examples in question also applicable to other substances and compounds not listed in detail, but covered by the scope, unless otherwise stated elsewhere. Incidentally, the invention is embodied in the entire claimed area and is not limited to the examples mentioned here. Examples
Verzeichnis der verwendeten Abkürzungen:List of abbreviations used:
Bn: BenzylBn: benzyl
DBH: 1 ,3-Dibrom-5,5-dimethylhydanthoinDBH: 1,3-dibromo-5,5-dimethylhydanthoin
DCM: DichlormethanDCM: dichloromethane
DMAP: 4-(Dimethylamino)pyridin 0 Me: MethylDMAP: 4- (dimethylamino) pyridine 0 Me: methyl
MTB: Methyl-tert.-Butyl-EtherMTB: methyl tert-butyl ether
RT Raumtemperatur (200C)RT room temperature (20 ° C.)
THF: TetrahydrofuranTHF: tetrahydrofuran
PE: Petrolether 5 DCC N,N'-DicyclohexylcarbodiimidPE: petroleum ether 5 DCC N, N'-dicyclohexylcarbodiimide
RT RaumtemperaturRT room temperature
TPAP Tetra-n-propylammoniumperruthenatTPAP tetra-n-propylammonium perruthenate
VE voll entsalztVE fully desalted
DC Dünnschichtchromatographie 0TLC thin layer chromatography 0
Beispiel 1example 1
Beispiel 1a 5Example 1a 5
10.0g (51.5mmol) 4-Trifluormethylthiophenol, 12.64g (56.6mmol) 9-Brom-1- nonanol und 14.9g (56.6mmol) Triphenylphosphin werden in 200ml THF vorgelegt. Unter Kühlung werden bei max. 15 0C 11.0ml Diisopropylazodicarboxylat zugetropft und 24 Std bei RaumtemperaturQ gerührt. Das Lösemittel wird am Rotationsverdampfer abgezogen und das Rohprodukt wird säulenchromatographisch (Eluent: Heptan/DCM:1/1 ) über Kieselgel gereinigt. Es wird ein gelbes Öl erhalten. 10.0 g (51.5 mmol) of 4-trifluoromethylthiophenol, 12.64 g (56.6 mmol) of 9-bromo-1-nonanol and 14.9 g (56.6 mmol) of triphenylphosphine are initially charged in 200 ml of THF. Under cooling at max. 15 0 C 11.0ml Diisopropylazodicarboxylat added dropwise and stirred for 24 hrs at room temperatureQ. The solvent is stripped off on a rotary evaporator and the crude product is purified by column chromatography (eluent: heptane / DCM: 1/1) on silica gel. It will get a yellow oil.
19.3g (45.4mmol) 1-(9-Bromnonyloxy)-4-(trifluormethylthio)benzol und 7.4g (59.1 mmol) Natriumsulfit werden in einem Gemisch aus 140 ml Ethanol und 140 ml VE-Wasser gelöst und 20 Std auf 100 0C erhitzt. Anschließend wird mit wenig MTB-Ether/Heptan (1:1) extrahiert. Die wässrige Phase wird mit konz. Schwefelsäure angesäuert (pH=O) und fünfmal mit MTB-Ether extrahiert. Die vereinigten organischen Phasen werden über Natriumsulfat getrocknet und filtriert. Das Lösungsmittel wird am Rotationsverdampfer abdestilliert. Das intermediäre Sulfonsäure-Rohprodukt (gelbes Öl) wird direkt in die nächste Stufe eingesetzt.19.3 g (45.4 mmol) of 1- (9-bromonyloxy) -4- (trifluoromethylthio) benzene and 7.4 g (59.1 mmol) of sodium sulfite are dissolved in a mixture of 140 ml of ethanol and 140 ml of deionized water and heated to 100 ° C. for 20 hours heated. It is then extracted with a little MTB ether / heptane (1: 1). The aqueous phase is washed with conc. Acidified sulfuric acid (pH = O) and extracted five times with MTB ether. The combined organic phases are dried over sodium sulfate and filtered. The solvent is distilled off on a rotary evaporator. The crude intermediate sulfonic acid (yellow oil) is used directly in the next step.
Beispiel 1cExample 1c
Ein Gemisch aus 1.9g (47.3mmol) NaOH Plätzchen in 73ml EtOH werden bei RT zu 16.8g (39.4mmol) des Sulfonsäure-Rohprodukts gegeben.A mixture of 1.9 g (47.3 mmol) NaOH cookie in 73 mL EtOH is added at RT to 16.8 g (39.4 mmol) of the sulfonic acid crude.
Die Reaktionsmischung wird eine Stunde unter Rückfluss erhitzt (ÖlbadThe reaction mixture is refluxed for one hour (oil bath
950C). Anschließend wird auf RT abgekühlt und der entstandene farblose95 0 C). It is then cooled to RT and the resulting colorless
Feststoff wird abgesaugt. Anschließend erfolgt Trocknung im Vakuum beiSolid is sucked off. Subsequently, drying is carried out in vacuo
80 0C für 7 Tage80 0 C for 7 days
1H-NMR (400 MHz, D2O) δ= 7.39 (d, 2H); 6.73 (d, 2H); 3.75 (t, 2H); 2.78 1 H-NMR (400 MHz, D 2 O) δ = 7.39 (d, 2H); 6.73 (d, 2H); 3.75 (t, 2H); 2.78
(m, 2H); 1.73-1.55 (m, 4H); 1.37-1.10 (m, 10H) ppm.(m, 2H); 1.73-1.55 (m, 4H); 1.37-1.10 (m, 10H) ppm.
19F-NMR (400 MHz, D2O) δ= -43.85 (s, 3F1 CF3)ppm. 19 F NMR (400 MHz, D 2 O) δ = -43.85 (s, 3F 1 CF 3 ) ppm.
Beispiel 2 Beispiel 2a Example 2 Example 2a
10.0g (45.4mmol) 4-Pentafluorothiophenol, 11.7g (50mmol) 9-Brom-1- nonanol und 13.1g (δOmmol) Triphenylphosphin werden in 180ml THF vorgelegt. Unter Kühlung werden bei max. 15 0C 9.7ml Diisopropylazodicarboxylat zugetropft und 24 Std bei Raumtemperatur gerührt. Das Lösemittel wird am Rotationsverdampfer abgezogen und das Rohprodukt wird säulenchromatographisch (Eluent: Heptan/DCM:1/1 ) über Kieselgel gereinigt. Es wird ein farbloses Öl erhalten.10.0 g (45.4 mmol) of 4-pentafluorothiophenol, 11.7 g (50 mmol) of 9-bromo-1-nonanol and 13.1 g of (δOmmol) triphenylphosphine are initially charged in 180 ml of THF. Under cooling at max. 15 0 C 9.7ml Diisopropylazodicarboxylat added dropwise and stirred for 24 hours at room temperature. The solvent is stripped off on a rotary evaporator and the crude product is purified by column chromatography (eluent: heptane / DCM: 1/1) on silica gel. A colorless oil is obtained.
Beispiel 2bExample 2b
16.5g (37.6mmol) 1-(9-Bromnonyloxy)-4-(trifluormethylthio)benzol und 6.2g (48.9mmol) Natriumsulfit werden in einem Gemisch aus 150 ml Ethanol und 150 ml VE-Wasser gelöst und 20 Std auf 100 0C erhitzt. Anschließend wird mit wenig MTB-Ether/Heptan (1 :1 ) extrahiert. Die wässrige Phase wird mit konz. Schwefelsäure angesäuert (pH=0) und fünfmal mit MTB-Ether extrahiert. Die vereinigten organischen Phasen werden über Natriumsulfat getrocknet und filtriert.16.5g (37.6mmol) of 1- (9-Bromnonyloxy) -4- (trifluoromethylthio) benzene and 6.2g (48.9mmol) of sodium sulfite are dissolved in a mixture of 150 ml of ethanol and 150 ml of demineralized water and 20 hrs at 100 0 C heated. It is then extracted with a little MTB ether / heptane (1: 1). The aqueous phase is washed with conc. Acidified sulfuric acid (pH = 0) and extracted five times with MTB ether. The combined organic phases are dried over sodium sulfate and filtered.
Das Lösungsmittel wird am Rotationsverdampfer abdestilliert. Das intermediäre Sulfonsäure-Rohprodukt (farbloses Öl) wird direkt in die nächste Stufe eingesetzt.The solvent is distilled off on a rotary evaporator. The intermediate sulfonic acid crude product (colorless oil) is used directly in the next step.
Beispiel 2cExample 2c
Ein Gemisch aus 1.3g (32.9mmol) NaOH Plätzchen in 76ml EtOH werden bei RT zu 14.05g (32.9mmol) des Sulfonsäure-Rohprodukts gegeben. Die Reaktionsmischung wird eine Stunde unter Rückfluss erhitzt (Ölbad 950C). Anschließend wird auf RT abgekühlt und der entstandene farblose Feststoff wird abgesaugt. Anschließend erfolgt Trocknung im Vakuum bei 80 0C für 7 TageA mixture of 1.3 g (32.9 mmol) NaOH cookie in 76 mL EtOH is added at RT to 14.05 g (32.9 mmol) of the crude sulfonic acid product. The reaction mixture is heated under reflux for one hour (oil bath 95 0 C). It is then cooled to RT and the resulting colorless Solid is sucked off. Subsequently, drying in vacuo at 80 0 C for 7 days
1H-NMR (400 MHz, D2O) δ= 7.49 (d, 2H); 6.72 (d, 2H); 3.80 (t, 2H); 2.78 (m, 2H); 1.71-1.55 (m, 4H); 1.35-1.12 (m, 10H) ppm. 1 H-NMR (400 MHz, D 2 O) δ = 7.49 (d, 2H); 6.72 (d, 2H); 3.80 (t, 2H); 2.78 (m, 2H); 1.71-1.55 (m, 4H); 1.35-1.12 (m, 10H) ppm.
19F-NMR (400 MHz, D2O) δ= 86.75 (q, 1F); 64.32 (d, 4F) SF5 ppm. 19 F NMR (400 MHz, D 2 O) δ = 86.75 (q, 1 F); 64.32 (d, 4F) SF5 ppm.
Beispiel 3 Beispiel 3aExample 3 Example 3a
10.0g (56.1 mmol) 4-Trifluormethoxyphenol, 14.5g (62mmol) 9-Brom-1- nonanol und 16.2g (62mmol) Triphenylphosphin werden in 230ml THF vorgelegt. Unter Kühlung werden bei max. 15 0C 12.5ml Diisopropylazodicarboxylat zugetropft und 24 Std bei Raumtemperatur gerührt. Das Lösemittel wird am Rotationsverdampfer abgezogen und das Rohprodukt wird säulenchromatographisch (Eluent: Heptan/DCM:1/1) über Kieselgel gereinigt. Es wird ein farbloses Öl erhalten.10.0 g (56.1 mmol) of 4-trifluoromethoxyphenol, 14.5 g (62 mmol) of 9-bromo-1-nonanol and 16.2 g (62 mmol) of triphenylphosphine are initially charged in 230 ml of THF. Under cooling at max. 15 0 C 12.5ml Diisopropylazodicarboxylat added dropwise and stirred for 24 h at room temperature. The solvent is stripped off on a rotary evaporator and the crude product is purified by column chromatography (eluent: heptane / DCM: 1/1) on silica gel. A colorless oil is obtained.
22.9g (58.1 mmol) 1-(9-Bromnonyloxy)-4-(trifluormethylthio)benzol und 9.5g (75.5mmol) Natriumsulfit werden in einem Gemisch aus 140ml Ethanol und 140ml VE-Wasser gelöst und 20 Std auf 100 0C erhitzt. Anschließend wird mit wenig MTB-Ether/Heptan (1 :1) extrahiert. Die wässrige Phase wird mit konz. Schwefelsäure angesäuert (pH=O) und fünfmal mit MTB-Ether extrahiert. Die vereinigten organischen Phasen werden über Natriumsulfat getrocknet und filtriert. Das Lösungsmittel wird am Rotationsverdampfer abdestilliert. Das 0 intermediäre Sulfonsäure-Rohprodukt (gelbes Öl) wird direkt in die nächste Stufe eingesetzt. 22.9g (58.1 mmol) 1- (9-Bromnonyloxy) -4- (trifluoromethylthio) benzene and 9.5g (75.5mmol) of sodium sulfite are dissolved in a mixture of 140ml of ethanol and 140ml of deionized water and heated to 100 0 C for 20 h. It is then extracted with a little MTB ether / heptane (1: 1). The aqueous phase is washed with conc. Acidified sulfuric acid (pH = O) and extracted five times with MTB ether. The combined organic phases are dried over sodium sulfate and filtered. The solvent is distilled off on a rotary evaporator. The 0 intermediate sulfonic acid crude product (yellow oil) is used directly in the next step.
Beispiel 3cExample 3c
Ein Gemisch aus 2.13g (53.2mmol) NaOH Plätzchen in 82ml EtOH werden5 bei RT zu 17.95g (44.3mmol) des Sulfonsäure-Rohprodukts gegeben. Die Reaktionsmischung wird eine Stunde unter Rückfluss erhitzt (Ölbad 95°C). Anschließend wird auf RT abgekühlt und der entstandene farblose Feststoff wird abgesaugt. Anschließend erfolgt Trocknung im Vakuum bei 80 0C für 7 Tage 0A mixture of 2.13 g (53.2 mmol) NaOH cookie in 82 mL EtOH is added 5 at RT to 17.95 g (44.3 mmol) of the sulfonic acid crude. The reaction mixture is heated under reflux for one hour (oil bath 95 ° C). It is then cooled to RT and the resulting colorless solid is filtered off with suction. Subsequently, drying in vacuo at 80 0 C for 7 days 0
1H-NMR (400 MHz, D2O) δ= 7.29 (d, 2H); 7.04 (d, 2H); 4.08 (t, 2H); 2.88 1 H-NMR (400 MHz, D 2 O) δ = 7.29 (d, 2H); 7.04 (d, 2H); 4.08 (t, 2H); 2.88
(m, 2H); 1.80-1.66 (m, 4H); 1.48-1.29 (m, 10H) ppm.(m, 2H); 1.80-1.66 (m, 4H); 1.48-1.29 (m, 10H) ppm.
19F-NMR (400 MHz1 D2O) δ= -58.21 (s, 3F, CF3)ppm. 5 19 F-NMR (400 MHz 1 D 2 O) δ = -58.21 (s, 3F, CF 3 ) ppm. 5
Trifluormethyl-substituierte Aromaten Beispiel 4: p-Trifluormethylphenoxy-Substitution Beispiel 4a Q Darstellung von 1-(9-Bromnonyloxy)-4-trifluormethylbenzol Trifluoromethyl-Substituted Aromatic Compounds Example 4: p-Trifluoromethylphenoxy Substitution Example 4a Q Preparation of 1- (9-bromonyloxy) -4-trifluoromethylbenzene
10.0g (61.68mmol) 4-Hydroxybenzotrifluorid, 15.14g (67.86mmol) 9-Brom- 1-nonanol und 17.8g (67.86mmol) Triphenylphosphin werden in 250ml THF vorgelegt. Unter Kühlung werden bei max. 15 0C 13.19ml Diisopropylazodicarboxylat zugetropft und 24 Std bei Raumtemperatur gerührt. Das Lösemittel wird am Rotationsverdampfer abgezogen und das Rohprodukt wird säulenchromatographisch (Eluent: Heptan/DCM:1/1 ) über Kieselgel gereinigt. Es wird ein gelbes Öl erhalten.10.0 g (61.68 mmol) of 4-hydroxybenzotrifluoride, 15.14 g (67.86 mmol) of 9-bromo-1-nonanol and 17.8 g (67.86 mmol) of triphenylphosphine are initially charged in 250 ml of THF. Under cooling at max. 15 0 C 13.19ml diisopropyl azodicarboxylate was added dropwise and stirred for 24 hours at room temperature. The solvent is stripped off on a rotary evaporator and the crude product is purified by column chromatography (eluent: heptane / DCM: 1/1) on silica gel. It will get a yellow oil.
1H-NMR (300 MHz, CDCI3) δ= 7.52 (d, 2H); 6.93 (d, 2H); 3.97 (t, 2H); 3.40 (t, 2H); 1.95-1.72 (m, 4H); 1.53-1.24 (m, 10H)ppm. 1 H-NMR (300 MHz, CDCl 3 ) δ = 7.52 (d, 2H); 6.93 (d, 2H); 3.97 (t, 2H); 3.40 (t, 2H); 1.95-1.72 (m, 4H); 1.53-1.24 (m, 10H) ppm.
19 F-NMR (250 MHz, CDCI3) δ= -63.34 (s, 3F, CF3) ppm.19 F NMR (250 MHz, CDCl 3 ) δ = -63.34 (s, 3F, CF 3 ) ppm.
Beispiel 4bExample 4b
Darstellung von 9-(4-Trifluormethylphenoxy)-nonan-1-sulfonsäurePreparation of 9- (4-trifluoromethylphenoxy) nonan-1-sulfonic acid
Natriumsalzsodium salt
22.2g (59.18mmol) 1-(9-Bromnonyloxy)-4-trifluormethylbenzol und 9.7g (76.94mmol) Natriumsulfit werden in einem Gemisch aus 140ml Ethanol und 140ml VE-Wasser gelöst und 20 Std auf 100 0C erhitzt. Anschließend wird mit wenig MTB-Ether/Heptan (1 :1 ) extrahiert. Die wässrige Phase wird mit konz. Schwefelsäure angesäuert (pH=0) und fünfmal mit MTB-Ether extrahiert. Die vereinigten organischen Phasen werden über Natriumsulfat getrocknet und filtriert.22.2g (59.18mmol) of 1- (9-Bromnonyloxy) -4-trifluoromethyl-benzene and 9.7g (76.94mmol) of sodium sulfite are dissolved in a mixture of 140ml of ethanol and 140ml of deionized water and heated to 100 0 C for 20 h. It is then extracted with a little MTB ether / heptane (1: 1). The aqueous phase is washed with conc. Sulfuric acid acidified (pH = 0) and five times with MTB ether extracted. The combined organic phases are dried over sodium sulfate and filtered.
Das Lösungsmittel wird am Rotationsverdampfer abdestilliert. Das intermediäre Sulfonsäure-Rohprodukt (gelbes Öl) wird spektroskopisch untersucht:The solvent is distilled off on a rotary evaporator. The intermediate sulfonic acid crude product (yellow oil) is investigated spectroscopically:
1H-NMR (300 MHz, DMSO-d6) δ= 7.62 (d, 2H); 7.11 (d, 2H); 4.04 (t, 2H); 2.60-2.51 (m, 2H); 1.73 (quin, 2H); 1.65-1.51 (m, 2H); 1.49-1.18 (m, 10H) ppm. 1 H-NMR (300 MHz, DMSO-d 6 ) δ = 7.62 (d, 2H); 7.11 (d, 2H); 4.04 (t, 2H); 2.60-2.51 (m, 2H); 1.73 (quin, 2H); 1.65-1.51 (m, 2H); 1.49-1.18 (m, 10H) ppm.
19F-NMR (250 MHz, DMSO-d6) δ= -57.87 (s, 3F, CF3) ppm. 19 F-NMR (250 MHz, DMSO-d 6) δ = -57.87 (s, 3F, CF 3) ppm.
Beispiel 4cExample 4c
Ein Gemisch aus 2.13g (53.18mmol) NaOH Plätzchen in 82ml EtOH werden bei RT zu 17.95g (44.31 mmol) des Sulfonsäure-Rohprodukts gegeben.A mixture of 2.13 g (53.18 mmol) NaOH cookie in 82 mL EtOH is added at RT to 17.95 g (44.31 mmol) of the crude sulfonic acid.
Die Reaktionsmischung wird eine Stunde unter Rückfluss erhitzt (Ölbad 950C). Anschließend wird auf RT abgekühlt und der entstandene farblose Feststoff wird abgesaugt. Anschließend erfolgt Trocknung im Vakuum bei 80 0C für 7 TageThe reaction mixture is heated under reflux for one hour (oil bath 95 0 C). It is then cooled to RT and the resulting colorless solid is filtered off with suction. Subsequently, drying in vacuo at 80 0 C for 7 days
1H-NMR (400 MHz, DMSO-d6) δ= 7.63 (d, 2H); 7.11 (d, 2H); 4.04 (t, 2H); 2.39 (m, 2H); 1.73 (quin, 2H); 1.61-1.51 (m, 2H); 1.46-1.19 (m, 10H) ppm. 1 H-NMR (400 MHz, DMSO-d 6 ) δ = 7.63 (d, 2H); 7.11 (d, 2H); 4.04 (t, 2H); 2.39 (m, 2H); 1.73 (quin, 2H); 1.61-1.51 (m, 2H); 1.46-1.19 (m, 10H) ppm.
13C-NMR (IOO MHz, DMSO-d6) δ= 161.5; 126.9; 126.8; 121.0-120.7; 114.9; 67.9; 51.5; 28.8-25.1 ppm. 19F-NMR (280 MHz, D2O) δ= -61.14 (s, 3F, CF3) ppm. 13 C-NMR (100 MHz, DMSO-d 6 ) δ = 161.5; 126.9; 126.8; 121.0-120.7; 114.9; 67.9; 51.5; 28.8-25.1 ppm. 1 9 F NMR (280 MHz, D 2 O) δ = -61.14 (s, 3F, CF 3 ) ppm.
Beispiel 4d Example 4d
In einem 250 ml Rundkolben werden 13.8g 8-Bromoctansäure (62 mmol), 0.76g 4-(N,N-Dimethylamino)-pyridin (6.2 mmol; 0.1eq), 13g DCC (62 mmol), und 8 ml Triethylamin (62 mmol) in 150 ml Dichlormethan vorgelegt, 2 Stunden bei RT gerührt und dann werden 10g p-(Trifluormethyl)-phenol (62 mmol) in 50ml DCM langsam bei 00C zugetropft. Die Reaktionsmischung wird bei RT gerührt (DC-Kontrolle). Das Reaktionsgemisch wird mit 200 ml H2O versetzt und leicht angesäuert (pH=5-6). Die Phasen werden getrennt und die wässrige Phase mit dreimal mit je 100 ml DCM extrahiert. Die vereinigten organischen Phasen werden mit gesättigter NaCI-Lösung gewaschen und über Natriumsulfat getrocknet. Nach Abfiltrieren des Trockenmittels wird das Lösemittel im Vakuum entfernt. Die säulenchromatographische Reinigung des Rohprodukts (PE/MTBE:20/1 bis 1/1) liefert ein gelbliches Öl.13.8 g of 8-bromooctanoic acid (62 mmol), 0.76 g of 4- (N, N-dimethylamino) -pyridine (6.2 mmol, 0.1 eq), 13 g of DCC (62 mmol), and 8 ml of triethylamine (62 mmol) in 150 ml of dichloromethane, stirred for 2 hours at RT and then 10 g of p- (trifluoromethyl) phenol (62 mmol) in 50 ml DCM slowly added dropwise at 0 0 C. The reaction mixture is stirred at RT (TLC check). The reaction mixture is treated with 200 ml of H 2 O and slightly acidified (pH = 5-6). The phases are separated and the aqueous phase extracted three times with 100 ml DCM. The combined organic phases are washed with saturated NaCl solution and dried over sodium sulfate. After filtering off the desiccant, the solvent is removed in vacuo. The column-chromatographic purification of the crude product (PE / MTBE: 20/1 to 1/1) gives a yellowish oil.
Beispiel 4eExample 4e
In einem 500ml Einhalskolben werden 10g 4-Trifluoromethyl-benzoesäure- 8-bromooctylester (26.2 mmol, 1 eq) und 4g Natriumsulfit (31.5 mmol, 1.2eq) in 100 ml Ethanol und 100 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase am Gefriertrockner eingeengt und mit MTBE/MeOH: 1/1 säulenchromatographisch von anorganischen Salzen gereinigt. Das Produkt ist ein farbloser Feststoff, der im Vakuumtrockenschrank bei 3O0C bei 0.1 bar getrocknet wird. 1H-NMR (300 MHz1 DMSO-d6) δ= 7.62 (d, 2H); 7.32(d, 2H); 3.40 (t, 2H); 2.34 (m, 2H); 1.83-1.35 (m, 4H); 1.45-1.20 (m, 12H) ppm.In a 500ml flask, 10g 4-trifluoromethyl benzoic acid 8-bromooctylester (2.26 mmol, 1 eq) and 4 g sodium sulfite (31.5 mmol, 1.2eq) were charged in 100 ml of ethanol and 100 ml of water and heated to 100 0 C. It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After completion of the reaction is shaken with a little MTBE / heptane 1: 1 to separate the starting material and impurities. The aqueous phase is then concentrated on a lyophilizer and purified by column chromatography using MTBE / MeOH: 1/1 purified inorganic salts. The product is a colorless solid, which is dried in a vacuum oven at 3O 0 C at 0.1 bar. 1 H NMR (300 MHz 1 DMSO-d 6 ) δ = 7.62 (d, 2H); 7.32 (d, 2H); 3.40 (t, 2H); 2.34 (m, 2H); 1.83-1.35 (m, 4H); 1.45-1.20 (m, 12H) ppm.
Beispiel 5: p-Trifluormethylbenzoyl-SubstitutionExample 5: p-Trifluoromethylbenzoyl substitution
Beispiel 5aExample 5a
8g 10-Bromodecan-1-ol (33.56 mmol, 1eq) werden bei RT in 300 ml trockenem Dichlormethan vorgelegt und mit 3.74g Triethylamin (36.9 mmol, 1.1eq) versetzt. Anschließend wird die Reaktionsmischung auf 00C abgekühlt und es werden über einen Tropftrichter 7g 4-Trifluoromethyl- benzoylchlorid (33.56 mmol, 1eq) in 30 ml Dichlormethan zugegeben, so dass die Innentemperatur 10 0C nicht übersteigt. Nach beendeter Zugabe wird die Reaktionsmischung langsam auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die Reaktionsmischung mit gesättigter NaHCO3-Lösung gequencht. Die organische Phase wird über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Es bildet sich ein bräunliches Öl, das auf Kieselgel aufgezogen und säulenchromatographisch (PE) gereinigt wird. Das Produkt ist ein gelbliches Öl.8 g of 10-bromodecan-1-ol (33.56 mmol, 1 eq) are initially charged at RT in 300 ml of dry dichloromethane and admixed with 3.74 g of triethylamine (36.9 mmol, 1.1 eq). Subsequently, the reaction mixture is cooled to 0 0 C and there are benzoyl chloride via a dropping funnel 7g 4-trifluoromethyl (33.56 mmol, 1EQ) was added 30 ml of dichloromethane in, so that the internal temperature does not exceed 10 0 C. After completion of the addition, the reaction mixture is slowly warmed to RT. After completion of the reaction (TLC control), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brownish oil, which is drawn up on silica gel and purified by column chromatography (PE). The product is a yellowish oil.
1H-NMR (300 MHz, CDCI3) δ= 8.12 (d, 2H); 7.90 (d, 2H); 4.49 (t, 2H); 3.38 1 H-NMR (300 MHz, CDCl 3 ) δ = 8.12 (d, 2H); 7.90 (d, 2H); 4.49 (t, 2H); 3:38
(t, 2H); 1.86-1.65 (m, 4H); 1.49-1.20 (m, 12H)ppm.(t, 2H); 1.86-1.65 (m, 4H); 1.49-1.20 (m, 12H) ppm.
Beispiel 5b Example 5b
In einem 500ml Einhalskolben werden 15g 4-Trifluoromethyl-benzoesäure- 10-brom-decylester (36.65 mmol, 1 eq) und 5.6g Natriumsulfit (44 mmol, 1.2eq) in 140 ml Ethanol und 140 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase am Gefriertrockner eingeengt und mit MTBE/MeOH: 1/1 säulenchromatographisch von anorganischen Salzen gereinigt. Das Produkt ist ein farbloser Feststoff, der im Vakuumtrockenschrank bei 300C bei 0.1 bar getrocknet wird.In a 500ml flask, 15g 4-trifluoromethyl-benzoic acid 10-bromo-decyl ester (36.65 mmol, 1 eq) and 5.6g of sodium sulfite (44 mmol, 1.2eq) were charged in 140 ml of ethanol and 140 ml of water and heated to 100 0 C. , It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After completion of the reaction is shaken with a little MTBE / heptane 1: 1 to separate the starting material and impurities. The aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1. The product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
1H-NMR (400 MHz, DMSO-d6) δ= 8.10 (d, 2H); 7.90 (d, 2H); 4.39 (t, 2H); 2.39 (t, 2H); 1.73 (quin, 2H); 1.61-1.51 (m, 2H); 1.46-1.19 (m, 12H) ppm. 1 H-NMR (400 MHz, DMSO-d 6 ) δ = 8.10 (d, 2H); 7.90 (d, 2H); 4.39 (t, 2H); 2.39 (t, 2H); 1.73 (quin, 2H); 1.61-1.51 (m, 2H); 1.46-1.19 (m, 12H) ppm.
Beispiel 5cExample 5c
6g 10-Aminodecan-1-ol (34.6 mmol, 1eq) werden bei RT in 250 ml trockenem Toluol vorgelegt und mit 4.2g Triethylamin (41.5 mmol, 1.2eq) versetzt. Anschließend wird die Reaktionsmischung auf 0°C abgekühlt und es werden über einen Tropftrichter 7.2g 4-Trifluoromethyl-benzoylchlorid (34.6 mmol, 1eq) in 30 ml Dichlormethan langsam zugegeben. Nach beendeter Zugabe wird die Reaktionsmischung langsam auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die Reaktionsmischung mit gesättigter NaHCθ3-Lösung gequencht. Die organische Phase wird über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Es bildet sich ein bräunliches Öl, das auf Kieselgel aufgezogen und säulenchromatographisch (PE) gereinigt wird. Das Produkt ist ein gelbliches Öl.6 g of 10-aminodecan-1-ol (34.6 mmol, 1 eq) are initially charged at RT in 250 ml of dry toluene and treated with 4.2 g of triethylamine (41.5 mmol, 1.2 eq). Subsequently, the reaction mixture is cooled to 0 ° C and it is slowly added via a dropping funnel 7.2g 4-trifluoromethyl-benzoyl chloride (34.6 mmol, 1eq) in 30 ml of dichloromethane. After completion of the addition, the reaction mixture is slowly warmed to RT. After the reaction has ended (TLC check), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is over Na 2 SO 4 dried and concentrated on a rotary evaporator. It forms a brownish oil, which is drawn up on silica gel and purified by column chromatography (PE). The product is a yellowish oil.
5 1H-NMR (300 MHz, CDCI3) δ= 8.08 (d, 2H); 7.96 (d, 2H); 4.48 (s, 1 H)1 3.595 1 H-NMR (300 MHz, CDCl 3 ) δ = 8.08 (d, 2H); 7.96 (d, 2H); 4.48 (s, 1 H) 1 3.59
(t, 2H); 3.45 (t, 2H); 1.54 (quint, 2H); 1.49-1.25 (m, 14H)ppm.(t, 2H); 3.45 (t, 2H); 1.54 (quint, 2H); 1.49-1.25 (m, 14H) ppm.
Alternativ ist das Amid aus dem käuflichen Ethylester in THF in Gegenwart von katalytischen Mengen von N-heterocyclischen Carbenen herstellbar: M. 10 Movassaghi et al. Org. Lett. 2005, 12, 2453-2456.Alternatively, the amide can be prepared from the commercially available ethyl ester in THF in the presence of catalytic amounts of N-heterocyclic carbenes: M. 10 Movassaghi et al. Org. Lett. 2005, 12, 2453-2456.
Beispiel 5dExample 5d
4g N-(10-Hydroxydecyl)-4-trifluoromethylbenzamid (11.6 mmol, 1eq) wird bei RT in 100 ml trockenem Dichlormethan vorgelegt und mit 4.6g4 g of N- (10-hydroxydecyl) -4-trifluoromethylbenzamide (11.6 mmol, 1 eq) is initially charged at RT in 100 ml of dry dichloromethane and mixed with 4.6 g
*® Triphenylphosphin (17.4 mmol, 1.5eq) versetzt. Anschließend wird die Reaktionsmischung auf 0cC abgekühlt und es werden über eine Spritze 6.54g Tetrabrommethan (19.2 mmol, 1.7eq) gelöst in 15 ml Dichlormethan dosierkontrolliert zugegeben, so dass die Innentemperatur 10 0C nicht übersteigt. Nach beendeter Zugabe wird die Reaktionsmischung langsam* ® Triphenylphosphine (17.4 mmol, 1.5eq). The reaction mixture is cooled to 0 C and c will be via a syringe 6.54g carbon tetrabromide (19.2 mmol, 1.7eq) was added dissolved in 15 ml of dichloromethane dosierkontrolliert, so that the internal temperature does not exceed 10 0 C. After completion of the addition, the reaction mixture is slow
25 auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die Reaktionsmischung mit gesättigter NaHCθ3-Lösung gequencht. Die organische Phase wird über Na2SÜ4 getrocknet und am Rotationsverdampfer eingeengt. Es bildet dich ein brauner Rückstand, der auf Kieselgel aufgezogen wird und säulenchromatographisch (PE/MTBE:20/1 ) gereinigt25 heated to RT. After the reaction has ended (TLC check), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE / MTBE: 20/1)
30 wird. Das Produkt ist ein schwach gelbliches Öl. 1H-NMR (300 MHz1 CDCI3) δ= 8.08 (d, 2H); 7.96 (d, 2H); 6.30 (s, 1 H); 3.44 (m, 4H); 1.84 (m, 2H); 1.59-1.18 (m, 14H) ppm. 30 becomes. The product is a pale yellowish oil. 1 H-NMR (300 MHz 1 CDCl 3 ) δ = 8.08 (d, 2H); 7.96 (d, 2H); 6.30 (s, 1H); 3.44 (m, 4H); 1.84 (m, 2H); 1.59-1.18 (m, 14H) ppm.
Analog M. A. Casadei et al. Tetrahedron 1988, 44, 2601-2606 mit Ph3P-Br2; nach A. Pain et al. Acta Pol. Pharm. 2003, 60, 285-292 mit PBr3 in Ethylacetat oder nach Y. Liu et al. Bioorg. Med. Chem. 2006, 14, 2935- 2941 (Br2/PCI3) kann der Alkohol in das korrespondierende Bromid überführt werden.Analogous to MA Casadei et al. Tetrahedron 1988, 44, 2601-2606 with Ph 3 P-Br 2 ; according to A. Pain et al. Acta Pol. Pharm. 2003, 60, 285-292 with PBr 3 in ethyl acetate or according to Y. Liu et al. Bioorg. Med. Chem. 2006, 14, 2935-2941 (Br2 / PCI 3 ), the alcohol can be converted into the corresponding bromide.
^ In einem 250ml Einhalskolben werden 10g N-(10-Bromo-decyl)-4- trifluoromethylbenzamid (24.5 mmol, 1 eq) und 3.74g Natriumsulfit (29.4 mmol, 1.2eq) in 90 ml Ethanol und 90 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig10 g of N- (10-bromo-decyl) -4-trifluoromethylbenzamide (24.5 mmol, 1 eq) and 3.74 g of sodium sulfite (29.4 mmol, 1.2 eq) in 90 ml of ethanol and 90 ml of water are placed in a 250 ml one-necked flask and heated to 100 0 C heated. It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After the reaction is with little
20 MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase am Gefriertrockner eingeengt und mit MTBE/MeOH: 1/1 säulenchromatographisch von anorganischen Salzen gereinigt. Das Produkt ist ein farbloser Feststoff, der im Vakuumtrockenschrank bei 300C bei 0.1 bar getrocknet wird. 25 20 MTBE / heptane 1: 1 shaken to separate the starting material and impurities. The aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1. The product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar. 25
1H-NMR (300 MHz, DMSO-d6) δ= 8.05 (d, 2H); 7.90 (d, 2H); 3.45 (t, 2H); 2.39 (t, 2H); 1.73 (quin, 2H); 1.60-1.50 (m, 2H); 1.45-1.18 (m, 12H) ppm. 1 H-NMR (300 MHz, DMSO-d 6 ) δ = 8.05 (d, 2H); 7.90 (d, 2H); 3.45 (t, 2H); 2.39 (t, 2H); 1.73 (quin, 2H); 1.60-1.50 (m, 2H); 1.45-1.18 (m, 12H) ppm.
Beispiel 6: p-Trifluormethylphenylamin-Substitution 0 Beispiel 6a Example 6: p-Trifluoromethylphenylamine Substitution 0 Example 6a
In einem 1000 ml Rundkolben werden 16.5g Natriumiodid (110 mmol) und 19.3g 10-Chlordecan-1-ol (100 mmol) in 500 ml Aceton vorgelegt und 24h am Rückfluss gerührt. Der Rückstand wird anschließend abfiltriert und das Filtrat wird am Rotationsverdampfer eingeengt. Der Rückstand wird mit 300 ml Butanol aufgenommen, mit 13.8g Kaliumcarbonat (100 mmol) und 16.6g N,N-(p-Trifluormethyl)-phenyl-methylamin (95 mmol, Vorschrift: siehe: E. B. Sjögren et al. J. Med. Chem. 1991 , 34, 11 , 3295-3301 ) versetzt und zum Rückfluss erhitzt. Die Reaktionsmischung wird bei 600C unter DC-Kontrolle gerührt. Danach wird ein Teil des Lösemittels im Vakuum entfernt, der Rückstand in Wasser aufgenommen und die Lösung mit 4x100ml MTBE extrahiert. Die vereinigten organischen Phasen werden mit 1x200ml H2O und 1x 200 ml gesättigter NaCI-Lösung gewaschen, über Na2SO4 getrocknet und abschließend wird das Lösemittel im Vakuum entfernt.16.5 g of sodium iodide (110 mmol) and 19.3 g of 10-chlorodecane-1-ol (100 mmol) in 500 ml of acetone are placed in a 1000 ml round bottom flask and stirred at reflux for 24 h. The residue is then filtered off and the filtrate is concentrated on a rotary evaporator. The residue is taken up in 300 ml of butanol, with 13.8 g of potassium carbonate (100 mmol) and 16.6 g of N, N- (p-trifluoromethyl) -phenyl-methylamine (95 mmol, instructions: see: EB Sjogren et al., J. Med. Chem. 1991, 34, 11, 3295-3301) and heated to reflux. The reaction mixture is stirred at 60 0 C under TLC control. Thereafter, a portion of the solvent is removed in vacuo, the residue taken up in water and the solution extracted with 4x100ml MTBE. The combined organic phases are washed with 1 × 200 ml H 2 O and 1 × 200 ml saturated NaCl solution, dried over Na 2 SO 4 and finally the solvent is removed in vacuo.
1H-NMR (300 MHz, CDCI3) δ= 7.41 (d, 2H); 6.73 (d, 2H); 3.58(t, 2H); 3.35 (m, 2H); 3.09 (s, 3H), 2.60 (s, 1 H); 1.84 (m, 2H); 1.57 (m, 2H); 1.49-1.19 (m, 12H) ppm.1 H NMR (300 MHz, CDCl 3 ) δ = 7.41 (d, 2H); 6.73 (d, 2H); 3.58 (t, 2H); 3.35 (m, 2H); 3.09 (s, 3H), 2.60 (s, 1H); 1.84 (m, 2H); 1.57 (m, 2H); 1.49-1.19 (m, 12H) ppm.
Beispiel 6bExample 6b
6g (10-Hydroxydecyl)-methyl-(4-trifluoromethyl-phenyl)-amin (18.1 mmol, 1eq) wird bei RT in 180 ml trockenem Dichlormethan vorgelegt und mit 7.1g Triphenylphosphin (27.2 mmol, 1.5eq) versetzt. Anschließend wird die Reaktionsmischung auf 00C abgekühlt und es werden über einen Tropftrichter 10.2g Tetrabrommethan (30.8 mmol, 1.7eq) gelöst in 40 ml Dichlormethan dosierkontrolliert zugegeben, so dass die Innentemperatur 10 0C nicht übersteigt. Nach beendeter Zugabe wird die Reaktionsmi- schung langsam auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die Reaktionsmischung mit gesättigter NaHCθ3-Lösung gequencht. Die organische Phase wird über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Es bildet dich ein brauner Rückstand, der auf Kieselgel aufgezogen wird und säulenchromatographisch (PE/MTBE:3/1 ) gereinigt wird. Das Produkt ist ein schwach gelbliches Öl.6g (10-Hydroxydecyl) -methyl- (4-trifluoromethyl-phenyl) -amine (18.1 mmol, 1eq) is initially charged at RT in 180 ml of dry dichloromethane and treated with 7.1 g of triphenylphosphine (27.2 mmol, 1.5eq). Subsequently, the Reaction mixture cooled to 0 0 C and it is added via a dropping funnel 10.2g tetrabromomethane (30.8 mmol, 1.7eq) dissolved in 40 ml of dichloromethane metered-controlled added so that the internal temperature does not exceed 10 0 C. After completion of the addition, the reaction mixture is slowly warmed to RT. After the reaction has ended (TLC check), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE / MTBE: 3/1). The product is a pale yellowish oil.
1H-NMR (300 MHz1 CDCI3) δ= 7.41 (d, 2H); 6.73 (d, 2H); 3.42 (t, 2H); 3.35 (m, 2H); 3.09 (s, 3H), 1.84 (m, 2H); 1.54 (m, 2H); 1.41-1.15 (m, 12H) ppm. 1 H NMR (300 MHz 1 CDCl 3 ) δ = 7.41 (d, 2H); 6.73 (d, 2H); 3.42 (t, 2H); 3.35 (m, 2H); 3.09 (s, 3H), 1.84 (m, 2H); 1.54 (m, 2H); 1.41-1.15 (m, 12H) ppm.
Beispiel 6cExample 6c
Zu einer Suspension von 0.6g NaH (60%ig, 13.95 mmol) in 60 ml THF wird bei RT eine Lösung aus 4.1g (13.95 mmol) Hexaethylenglykolmonomethylether in 40 ml THFdosierkontrolliert zugetropft. Es wird 2 Std bei RT gerührt und anschließend werden bei RTTo a suspension of 0.6 g NaH (60%, 13.95 mmol) in 60 ml of THF is added dropwise at RT, a solution of 4.1g (13.95 mmol) hexaethylene glycol monomethyl ether in 40 ml THFdosierkontrolliert. It is stirred for 2 h at RT and then at RT
5g (12.7 mmol) (10-Bromdecyl)-methyl-(4-trifluoromethylphenyl)-amin zugegeben. Die Reaktionsmischung wird 10 Std gerührt und dann mit ges.5 g (12.7 mmol) of (10-bromodecyl) -methyl (4-trifluoromethylphenyl) amine was added. The reaction mixture is stirred for 10 h and then washed with sat.
NH4CI-Lösung gequencht. Die Phasen werden getrennt und die organische Phase wird zum Rückstand eingeengt.Quenched NH 4 Cl solution. The phases are separated and the organic phase is concentrated to the residue.
1H-NMR (400 MHz, CDCI3) δ= 7.44 (d, 2H); 6.66 (d, 2H); 3.75-3.69 (m, 4H); 3.69-3.53 (m, 16H); 3.51 (s, 3H); 3.44-3.37 (m, 6H); 3.08 (m, 5H), 2.84 (s, 1H); 1.74 (m, 2H); 1.59-1.19 (m, 12H) ppm. Beispiel 6d 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.44 (d, 2H); 6.66 (d, 2H); 3.75-3.69 (m, 4H); 3.69-3.53 (m, 16H); 3.51 (s, 3H); 3.44-3.37 (m, 6H); 3.08 (m, 5H), 2.84 (s, 1H); 1.74 (m, 2H); 1.59-1.19 (m, 12H) ppm. Example 6d
In einem 100ml Einhalskolben werden 3g (10-Bromdecyl)-methyl-(4- trifluoromethylphenyl)-amin (7.6 mmol, 1 eq) und 1.15g Natriumsulfit (9.1 mmol, 1.2eq) in 20 ml Ethanol und 20 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase am Gefriertrockner eingeengt und mit MTBE/MeOH: 1/1 säulenchromatographisch von anorganischen Salzen gereinigt. Das Produkt ist ein farbloser Feststoff, der im Vakuumtrockenschrank bei 300C bei 0.1 bar getrocknet wird.3 g (10-bromodecyl) -methyl- (4-trifluoromethylphenyl) -amine (7.6 mmol, 1 eq) and 1.15 g sodium sulfite (9.1 mmol, 1.2 eq) in 20 ml ethanol and 20 ml water are placed in a 100 ml one-necked flask and dissolved 100 0 C heated. It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After completion of the reaction is shaken with a little MTBE / heptane 1: 1 to separate the starting material and impurities. The aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1. The product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
1H-NMR (400 MHz, CDCI3) δ= 7.42 (d, 2H); 6.74 (d, 2H); 3.42 (t, 2H); 3.09 (s, 3H)1 2.39 (m, 2H); 1.84 (m, 2H); 1.54 (m, 2H); 1.41-1.15 (m, 12H) ppm 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.42 (d, 2H); 6.74 (d, 2H); 3.42 (t, 2H); 3.09 (s, 3H) 1 2.39 (m, 2H); 1.84 (m, 2H); 1.54 (m, 2H); 1.41-1.15 (m, 12H) ppm
Beispiel 6eExample 6e
Chlordecan-1-ol wird synthetisiert nach G. van Koten et al. J. Org. Chem. 1998, 63, 4282-4290 unter Ruthenium-Katalyse aus korrespondierendem Anilin und 1 ,10 Decandiol oder gemäß F. Jourdain et al. Tetrahedron Lett. 1994, 35, 1545-1548 durch nukleophile Substitution aus 10-Chlordecan-1- ol. In einem 1000ml Rundkolben werden 16.5g Natriumiodid (110 mmol) und 19.3g 10-Chlordecan-1-ol (100 mmol) in 500 ml Aceton vorgelegt und 24h am Rückfluss gerührt. Der Rückstand wird anschließend abfiltriert und das Filtrat wird am Rotationsverdampfer eingeengt. Der Rückstand wird in Toluol aufgenommen und mit 32.2g p-(Trifluormethyl)-anilin (200 mmol) versetzt und zum Rückfluss erhitzt. Nach vollständigem Umsatz (DC- Kontrolle) wird die Reaktionsmischung abgekühlt, das Lösemittel wird abgezogen. Der Rückstand wird auf Silica Gel aufgezogen und das Rohprodukt wird säulenchromatographisch gereinigtChlorodecan-1-ol is synthesized according to G. van Koten et al. J. Org. Chem. 1998, 63, 4282-4290 with ruthenium catalysis from corresponding aniline and 1, 10 decanediol or according to F. Jourdain et al. Tetrahedron Lett. 1994, 35, 1545-1548 by nucleophilic substitution from 10-chloro decane-1-ol. 16.5 g of sodium iodide (110 mmol) and 19.3 g of 10-chlorodecane-1-ol (100 mmol) in 500 ml of acetone are placed in a 1000 ml round bottom flask and stirred at reflux for 24 h. The residue is then filtered off and the filtrate is concentrated on a rotary evaporator. The residue is taken up in toluene and treated with 32.2 g of p- (trifluoromethyl) -aniline (200 mmol) and heated to reflux. After complete conversion (TLC check), the reaction mixture is cooled, the solvent is removed. The residue is applied to silica gel and the crude product is purified by column chromatography
Beispiel 6fExample 6f
In einem Autoklaven werden 10 g des Aminoalkohols in Gegenwart einer katalytischen Menge Hydrotalcit (0.5g) unter einer Ethylenoxidatmosphäre zum korrespondierenden Oligoethylenglykol umgesetzt. Es resultiert ein gelbes Öl, das ein mittleres Ethylenglykol-Aminoalkoholverhältnis von ca. 6 (n ca. 6) aufweist.In an autoclave, 10 g of the aminoalcohol are reacted in the presence of a catalytic amount of hydrotalcite (0.5 g) under an ethylene oxide atmosphere to form the corresponding oligoethylene glycol. The result is a yellow oil having an average ethylene glycol amino alcohol ratio of about 6 (n about 6).
1H-NMR (400 MHz, CDCI3) δ= 7.44 (d, 2H); 6.66 (d, 2H); 3.75-3.69 (m, 4H); 3.69-3.53 (m, ~16H); 3.44-3.37 (m, ~6H); 3.09 (m, 2H), 2.82 (s, 2H); 1.74 (m, 2H); 1.59-1.19 (m, 12H) ppm. 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.44 (d, 2H); 6.66 (d, 2H); 3.75-3.69 (m, 4H); 3.69-3.53 (m, ~ 16H); 3.44-3.37 (m, ~ 6H); 3.09 (m, 2H), 2.82 (s, 2H); 1.74 (m, 2H); 1.59-1.19 (m, 12H) ppm.
Beispiel 6qExample 6q
Zu 3g 4-Trifluormethylanilin (18.6 mmol) in 50 ml THF und 3.1 ml Triethylamin (22.3 mmol) wird bei O0C eine Lösung von 5g (18.6mmol) 10- Bromdecanoylchlorid (Herstellung gemäß Y. Ohtsuka Chem. Pharm. Bull. 1983, 31 , 454.) zugetropft. Die Mischung wird anschließend auf RT erwärmt und 2 Std gerührt. Anschließend wird bei RT mit 20 ml 1 N-NaOH- Lösung versetzt und kräftig gerührt. Nach beendeter Reaktion wird die Mischung mit MTBE verdünnt, gesättigter NH4CI-Lösung gequencht, die organische Phase über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Das Rohprodukt wird säulenchromatographisch gereinigt. To 3 g of 4-trifluoromethylaniline (18.6 mmol) in 50 ml of THF and 3.1 ml of triethylamine (22.3 mmol) at 0 0 C is a solution of 5g (18.6 mmol) 10-bromodecanoyl chloride (according to Y. Ohtsuka Chem. Pharm. Bull. 1983 , 31, 454.). The mixture is then warmed to RT and stirred for 2 h. Subsequently, 20 ml of 1 N NaOH solution are added at RT and stirred vigorously. After completion of the reaction, the mixture is diluted with MTBE, quenched saturated NH 4 Cl solution, the organic phase dried over Na 2 SO 4 and concentrated on a rotary evaporator. The crude product is purified by column chromatography.
1H-NMR (400 MHz, CDCI3) δ= 7.72 (d, 2H); 7.60 (d, 2H); 6.25 (s, 2H); 3.58 (t, 2H); 2.35 (m, 2H); 1.73 (m, 2H); 1.59-1.20 (m, 14H) ppm. 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.72 (d, 2H); 7.60 (d, 2H); 6.25 (s, 2H); 3.58 (t, 2H); 2.35 (m, 2H); 1.73 (m, 2H); 1.59-1.20 (m, 14H) ppm.
Beispiel 6hExample 6h
Zu 3g 4-Trifluormethylanilin (18.6 mmol) in 50 ml THF und 3.1 ml Triethylamin (22.3 mmol) wird bei O0C eine Lösung von 4.6g (18.6mmol) 10-Acetoxydecanoylchlorid (Herstellung gemäß G. Goto Chem. Pharm. Bull. 1985, 33, 4422.) zugetropft. Die Mischung wird anschließend auf RT erwärmt und 2 Std gerührt. Anschließend wird bei RT mit 20 ml 1 N-NaOH- Lösung versetzt und kräftig gerührt. Nach beendeter Reaktion wird die Mischung mit MTBE verdünnt, gesättigter NH4CI-Lösung gequencht, die organische Phase über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Das Rohprodukt wird säulenchromatographisch gereinigt.To 3 g of 4-trifluoromethylaniline (18.6 mmol) in 50 ml of THF and 3.1 ml of triethylamine (22.3 mmol) at 0 0 C, a solution of 4.6 g (18.6 mmol) of 10-acetoxy-decanoyl chloride (according to G. Goto Chem. Pharm. Bull. 1985, 33, 4422.). The mixture is then warmed to RT and stirred for 2 h. Subsequently, 20 ml of 1 N NaOH solution are added at RT and stirred vigorously. After completion of the reaction, the mixture is diluted with MTBE, quenched saturated NH 4 Cl solution, the organic phase dried over Na 2 SO 4 and concentrated on a rotary evaporator. The crude product is purified by column chromatography.
1H-NMR (400 MHz, CDCI3) δ= 7.72 (d, 2H); 7.59 (d, 2H); 3.35 (t, 2H); 2.34 (m, 2H); 1.83-1.35 (m, 4H); 1.45-1.20 (m, 12H) ppm. Beispiel 6i 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.72 (d, 2H); 7.59 (d, 2H); 3.35 (t, 2H); 2.34 (m, 2H); 1.83-1.35 (m, 4H); 1.45-1.20 (m, 12H) ppm. Example 6i
12-Bromdodecansäure (4-trifluoromethylphenyl)-amid (4 g; 9.5 mmol) wird in 40 ml Pyridin 2 Tage unter Rückfluss erhitzt. Nach beendeter Reaktion wird das überschüssige Pyridin abgezogen. Das so erhaltene Surfactant- Produkt (1-[11-(4-Trifluoromethylphenylcarbamoyl)-undecyl]- pyridiniumbromid) kann gegebenenfalls durch Umkristallisation gereinigt werden.12-Bromododecanoic acid (4-trifluoromethylphenyl) -amide (4 g, 9.5 mmol) is refluxed in 40 ml of pyridine for 2 days. After completion of the reaction, the excess pyridine is removed. The resulting surfactant product (1- [11- (4-trifluoromethylphenylcarbamoyl) -undecyl] -pyridinium bromide) may optionally be purified by recrystallization.
1H-NMR (400 MHz, CDCI3) δ= 9.79 (s, 1 H); 8.79 (m, 1 H); 8.44 (m, 1 H); 8.01-7.55 (m, 7H); 4.61 (t, 2H); 2.34 (t, 2H); 2.08 (m, 2H); 1.72 (m, 2H), 1.45-1.20 (m, 12H) ppm. 1 H-NMR (400 MHz, CDCl 3 ) δ = 9.79 (s, 1 H); 8.79 (m, 1H); 8.44 (m, 1H); 8.01-7.55 (m, 7H); 4.61 (t, 2H); 2.34 (t, 2H); 2.08 (m, 2H); 1.72 (m, 2H), 1.45-1.20 (m, 12H) ppm.
Gemäß dem Beispiel 4r kann auch 2,4-Bis-trifluoromethyl-benzylamin zum entsprechenden Surfactant umgesetzt werden.According to Example 4r, 2,4-bis-trifluoromethylbenzylamine can also be converted to the corresponding surfactant.
Beispiel 7: p-Trifluormethylbenzolthiol-Substitution Beispiel 7aExample 7: p-Trifluoromethylbenzenethiol Substitution Example 7a
In einem 1000ml Rundkolben werden 10.1g Natriumiodid (67.3 mmol, 1.2eq) und 13.6g 12-Chlordodecan-1-ol (61.7 mmol, 1.1 eq) in 500 ml Aceton vorgelegt und 24h am Rückfluss gerührt. Der Rückstand wird anschließend abfiltriert und das Filtrat mit 8.53g Kaliumcarbonat (61.7 mmol) und 10g p-(Trifluormethyl)-thiophenol (56 mmol) versetzt und zum Rückfluss erhitzt. Es wird bis zum vollständigen Umsatz am Rückfluss gerührt. Danach wird ein Teil des Acetons im Vakuum entfernt, der Rückstand in Wasser aufgenommen und die Lösung mit 4x100ml MTBE extrahiert. Die vereinigten org. Phasen werden mit 1x100ml H2O und 1x 100 ml ges. NaCI-Lösung gewaschen, über Na2SO4 getrocknet und das Lösemittel am Rotationsverdampfer entfernt. Das Rohprodukt wird säulenchromatographisch an Kieselgel (MTBE/Heptan: 1 :5 bis 1 :3) gereinigt.10.1 g of sodium iodide (67.3 mmol, 1.2 eq) and 13.6 g of 12-chlorododecan-1-ol (61.7 mmol, 1.1 eq) in 500 ml of acetone are placed in a 1000 ml round bottom flask and stirred at reflux for 24 h. The residue is then filtered off and the filtrate with 8.53 g of potassium carbonate (61.7 mmol) and 10 g of p- (trifluoromethyl) -thiophenol (56 mmol) and added to Reflux heated. It is stirred until complete conversion at reflux. Thereafter, a portion of the acetone is removed in vacuo, the residue taken up in water and the solution extracted with 4x100ml MTBE. The united org. Phases are washed with 1x100 ml H 2 O and 1x 100 ml sat. NaCl solution, dried over Na 2 SO 4 and the solvent removed on a rotary evaporator. The crude product is purified by column chromatography on silica gel (MTBE / heptane: 1: 5 to 1: 3).
1H-NMR (400 MHz, CDCI3) δ= 7.52-7.45 (m, 4H); 3.58 (t, 2H); 2.93 (t, 2H); 2.26 (s, 1 H); 1.81-1.77 (m, 2H); 1.59-1.47 (m, 4H); 1.38-1.19 (m, 10H) ppm. 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.52-7.45 (m, 4H); 3.58 (t, 2H); 2.93 (t, 2H); 2.26 (s, 1H); 1.81-1.77 (m, 2H); 1.59-1.47 (m, 4H); 1.38-1.19 (m, 10H) ppm.
Beispiel 7bExample 7b
15g 12-(4-Trifluoromethylphenylsulfanyl)-dodecan-1-ol (41.4 mmol, 1eq) wird bei RT in 300 ml trockenem Dichlormethan vorgelegt und mit 16.3g Triphenylphosphin (62 mmol, 1.5eq) versetzt. Anschließend wird die Reaktionsmischung auf 00C abgekühlt und es werden über einen Tropftrichter 23.3g Tetrabrommethan (70.4 mmol, 1.7eq) gelöst in 70 ml Dichlormethan dosierkontrolliert zugegeben, so dass die Innentemperatur 10 0C nicht übersteigt. Nach beendeter Zugabe wird die Reaktionsmischung langsam auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die Reaktionsmischung mit gesättigter NaHCO3-Lösung gequencht. Die organische Phase wird über Na2SO4 getrocknet und am Rotationsverdampfer eingeengt. Es bildet dich ein brauner Rückstand, der auf Kieselgel aufgezogen wird und säulenchromatographisch (PE) gereinigt wird. Das Produkt ist ein schwach gelbliches Öl. 1H-NMR (300 MHz, CDCI3) δ= 7.52-7.45 (m, 4H); 3.50 (t, 2H); 2.92 (t, 2H); 1.87-1.75 (m, 4H); 1.55-1.48 (m, 2H); 1.37-1.16 (m, 10H) ppm.15 g of 12- (4-trifluoromethylphenylsulfanyl) -dodecan-1-ol (41.4 mmol, 1 eq) is initially charged at RT in 300 ml of dry dichloromethane and admixed with 16.3 g of triphenylphosphine (62 mmol, 1.5 eq). Subsequently, the reaction mixture is cooled to 0 0 C and there will be a dropping funnel, 23.3g of carbon tetrabromide (70.4 mmol, 1.7eq) was added dissolved in 70 ml of dichloromethane dosierkontrolliert, so that the internal temperature does not exceed 10 0 C. After completion of the addition, the reaction mixture is slowly warmed to RT. After completion of the reaction (TLC check), the reaction mixture is quenched with saturated NaHCO3 solution. The organic phase is dried over Na 2 SO 4 and concentrated on a rotary evaporator. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE). The product is a pale yellowish oil. 1 H-NMR (300 MHz, CDCl 3 ) δ = 7.52-7.45 (m, 4H); 3.50 (t, 2H); 2.92 (t, 2H); 1.87-1.75 (m, 4H); 1.55-1.48 (m, 2H); 1.37-1.16 (m, 10H) ppm.
Beispiel 7cExample 7c
In einem 500ml Einhalskolben werden 11g 1-(12-Bromo-dodecylsulfanyl)-4- trifluoromethylbenzol (25.9 mmol, 1eq) und 3.9g Natriumsulfit (31 mmol, 1.2eq) in 40 ml Ethanol und 40 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase mit wenig Schwefelsäure auf pH=0 angesäuert und mit 15x100ml MTBE extrahiert. Die vereinigten organischen Phasen werden über Na2SO4 getrocknet, filtriert und das Lösemittel anschließend im Vakuum entfernt. Es resultiert eine noch feuchte Sulfonsäure, die mit 120 ml Methanol aufgenommen, mit 1.24g fester NaOH versetzt und 1 Stunde am Rückfluss gekocht werden. Nach Abkühlen des Reaktionsgemisches wird die entstandene Suspension eingeengt, erneut in MeOH/MTBE 1 :1 gelöst und über Kieselgel filtriert. Das Lösemittel wird im Vakuum entfernt. Das Produkt ist ein farbloser Feststoff.In a 500ml flask, 11g of 1- (12-Bromo-dodecylsulfanyl) -4- trifluoromethylbenzene (25.9 mmol, 1EQ) and 3.9g of sodium sulfite (31 mmol, 1.2eq) were introduced into 40 ml of ethanol and 40 ml of water and 100 0 C. heated. It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After completion of the reaction is shaken with a little MTBE / heptane 1: 1 to separate the starting material and impurities. Thereafter, the aqueous phase is acidified to pH = 0 with a little sulfuric acid and extracted with 15x100 ml of MTBE. The combined organic phases are dried over Na 2 SO 4 , filtered and the solvent is then removed in vacuo. The result is a still moist sulfonic acid, which was taken up with 120 ml of methanol, mixed with 1.24 g of solid NaOH and boiled for 1 hour at reflux. After cooling the reaction mixture, the resulting suspension is concentrated, redissolved in MeOH / MTBE 1: 1 and filtered through silica gel. The solvent is removed in vacuo. The product is a colorless solid.
1H-NMR (300 MHz, CDCI3) δ= 7.52-7.45 (m, 4H); 2.92 (t, 2H); 2.39 (t, 2H); 1.87-1.75 (m, 4H); 1.55-1.19 (m, 12H) ppm. 1 H-NMR (300 MHz, CDCl 3 ) δ = 7.52-7.45 (m, 4H); 2.92 (t, 2H); 2.39 (t, 2H); 1.87-1.75 (m, 4H); 1.55-1.19 (m, 12H) ppm.
Beispiel 7d Example 7d
Es werden 8g 4-Trifluoromethyl-benzenethiol (44.9 mmol) in das Reaktionsgefäß überführt. Zum gefrorenen Thiol werden 60ml Ethanol, in welchem 8.3g Undecensäure gelöst sind, gefügt, anschließend dazu 80 mg AIBN. Mit einer Schliffkappe und gesicherter Schliffklammer wird das Gefäß verschlossen. Mittels drei freeze-pump-thaw-Zyklen wird gelöster8 g of 4-trifluoromethylbenzenethiol (44.9 mmol) are transferred into the reaction vessel. To the frozen thiol are added 60 ml of ethanol in which 8.3 g of undecenoic acid are dissolved, followed by 80 mg of AIBN. The vessel is closed with a ground cap and secured ground joint. Using three freeze-pump-thaw cycles will solve
Sauerstoff entfernt. Das Reaktionsgemisch wird für 2h in einem 80°C-Ölbad belassen. Der Erfolg der Umsetzung wurde mittels 1H und 13C-NMR festgestellt. Dazu werden an der Inertgasanlage alle flüchtigen Bestandteile (=überschüssiges Thiol, Ethanol) im Vakuum bei ca. 40°C Wasserbadtemperatur entfernt. Der verbleibende, bei Raumtemperatur kristalline, weiße Rückstand wird bei RT in Methanol gelöst und zu der filtrierten Lösung Wasser bis zur bleibenden Trübung zugesetzt. Das Gemisch wird mit Aceton/Trockeneis abgekühlt, wobei weiße kristalline Agglomerate des Produkts entstehen, die abgesaugt und getrocknet werden. Die intermediäre Carbonsäure wird in 100 ml Methanol gelöst und mit 1.8g NaOH Plätzchen versetzt, anschließend wird eine Stunde auf 65°C erhitzt und danach abgekühlt. Das Produkt: Natrium-11-(4-trifluoromethyl- phenylsulfanyl)-undecanoat wird nach Abrotieren des Lösemittels erhalten.Oxygen removed. The reaction mixture is left for 2 h in an 80 ° C oil bath. The success of the reaction was determined by 1 H and 13 C NMR. For this purpose, all volatiles (= excess thiol, ethanol) are removed in vacuo at about 40 ° C water bath temperature at the inert gas. The remaining, at room temperature crystalline, white residue is dissolved at RT in methanol and added to the filtered solution of water until permanent turbidity. The mixture is cooled with acetone / dry ice to give white crystalline agglomerates of the product, which are filtered off with suction and dried. The intermediate carboxylic acid is dissolved in 100 ml of methanol and treated with 1.8 g of NaOH cookies, then heated to 65 ° C for one hour and then cooled. The product: Sodium 11- (4-trifluoromethylphenylsulfanyl) undecanoate is obtained after evaporation of the solvent.
Beispiel 7eExample 7e
Zu einer Lösung von 5g 12-(4-Trifluoromethyl-phenylsulfanyl)-dodecan-1-ol (13.8 mmol) in 120 ml Ethanol wird bei Raumtemperatur eine frisch hergestellte eiskalte Lösung aus 1.6g (NH4J6Mo7O24MH2O (1.38 mmol, 0.1eq) und 80g 30%ige Wasserstoffperoxid-Lösung (69 mmol, 5eq) zugetropft. Die Reaktion wird bei Raumtemperatur gerührt. Zum Erreichen des vollständigen Umsatzes an Startmaterial wird nochmals die gleiche Menge an Ammoniummolybdat-Lösung zugesetzt. Nach vollständigem Umsatz (DC-Kontrolle: das sich intermediär bildende Sulfoxid hat sich vollständig zum Sulfon umgesetzt) wird die Reaktionsmischung mit MTBE verdünnt und mit dest. Wasser gewaschen. Die wässrige Phase wird dreimal mit MTBE extrahiert, die vereinigten organischen Phasen werden mit gesättigter NaCI-Lösung gewaschen, über Natriumsulfat getrocknet und eingeengt. Das Rohprodukt wird mittels Säulenchromatographie gereinigt. To a solution of 5 g of 12- (4-trifluoromethyl-phenylsulfanyl) -dodecan-1-ol (13.8 mmol) in 120 ml of ethanol at room temperature, a freshly prepared ice-cold solution of 1.6 g (NH 4 J 6 Mo 7 O 24 MH 2 O (1.38 mmol, 0.1 eq) and 80 g of 30% strength hydrogen peroxide solution (69 mmol, 5 eq.) Are added dropwise The reaction is stirred at room temperature To achieve complete conversion of starting material, the same amount of ammonium molybdate solution is added again complete conversion (TLC control: the intermediate sulfoxide has reacted completely to give the sulfone), the reaction mixture is diluted with MTBE and washed with distilled water, the aqueous phase is extracted three times with MTBE, the combined organic phases are washed with saturated NaCl. Washed solution, dried over sodium sulfate and concentrated The crude product is purified by column chromatography.
Beispiel 8 Beispiel 8aExample 8 Example 8a
4.4g 12-(4-Trifluoromethylbenzolsulfonyl)-dodecan-1-ol (11.2 mmol, 1 eq) wird bei RT in 100 ml trockenem Dichlormethan vorgelegt und mit 4.4g Triphenylphosphin (16.8 mmol, 1.5eq) versetzt. Anschließend wird die Reaktionsmischung auf 00C abgekühlt und es werden über einen Tropftrichter 6.3g Tetrabrommethan (19 mmol, 1.7eq) gelöst in 10 ml Dichlormethan dosierkontrolliert zugegeben, so dass die Innentemperatur 10 0C nicht übersteigt. Nach beendeter Zugabe wird die Reaktionsmischung langsam auf RT erwärmt. Nach beendeter Reaktion (DC-Kontrolle) wird die reaktionsmischung mit gesättigter NaHCO3-Lösung gequencht. Die organische Phase wird über Na2SO4 getrocknet und am Rotationsver- dampfer eingeengt. Es bildet dich ein brauner Rückstand, der auf Kieselgel aufgezogen wird und säulenchromatographisch (PE) gereinigt wird. Das Produkt ist ein schwach gelbliches Öl.4.4 g of 12- (4-trifluoromethylbenzenesulfonyl) -dodecan-1-ol (11.2 mmol, 1 eq) is initially charged at RT in 100 ml of dry dichloromethane and admixed with 4.4 g of triphenylphosphine (16.8 mmol, 1.5 eq). Subsequently, the reaction mixture is cooled to 0 0 C and there will be a dropping funnel 6.3g carbon tetrabromide (19 mmol, 1.7eq) was added dissolved in 10 ml of dichloromethane dosierkontrolliert, so that the internal temperature does not exceed 10 0 C. After completion of the addition, the reaction mixture is slowly warmed to RT. After completion of the reaction (TLC control), the reaction mixture is quenched with saturated NaHCO 3 solution. The organic phase is dried over Na 2 SO 4 and centrifuged on a rotary evaporator. steamer evaporated. It forms a brown residue, which is grown on silica gel and purified by column chromatography (PE). The product is a pale yellowish oil.
Beispiel 8bExample 8b
In einem 100ml Einhalskolben werden 4.5g 1-(12-Bromdodecan-1- sulfonyl)-4-trifluoromethylbenzol (9.9 mmol, 1 eq) und 1.5g Natriumsulfit (11.9 mmol, 1.2eq) in 30 ml Ethanol und 30 ml Wasser vorgelegt und auf 1000C erhitzt. Es wird über Nacht am Rückfluss gerührt (20 Std) und der Umsatz wird per DC verfolgt. Nach beendeter Reaktion wird mit wenig MTBE/Heptan 1 :1 ausgeschüttelt, um das Edukt und Verunreinigungen abzutrennen. Danach wird die wässrige Phase am Gefriertrockner eingeengt und mit MTBE/MeOH: 1/1 säulenchromatographisch von anorganischen Salzen gereinigt. Das Produkt ist ein farbloser Feststoff, der im Vakuumtrockenschrank bei 300C bei 0.1 bar getrocknet wird.In a 100 ml one-necked flask, 4.5 g of 1- (12-bromododecan-1-sulfonyl) -4-trifluoromethylbenzene (9.9 mmol, 1 eq) and 1.5 g sodium sulfite (11.9 mmol, 1.2eq) in 30 ml of ethanol and 30 ml of water and submitted heated to 100 0 C. It is stirred overnight at reflux (20 h) and the conversion is monitored by TLC. After completion of the reaction is shaken with a little MTBE / heptane 1: 1 to separate the starting material and impurities. The aqueous phase is then concentrated on a lyophilizer and purified by column chromatography on inorganic salts using MTBE / MeOH: 1/1. The product is a colorless solid, which is dried in a vacuum oven at 30 0 C at 0.1 bar.
Beispiel 9: p-Trifluormethylphenylketo-Substitution Beispiel 9aExample 9: p-Trifluoromethylphenylketo Substitution Example 9a
Zu einer Lösung von 1-Bromo-4-trifluoromethylbenzol (9g, 40 mmol) in 300 ml THF wird bei -780C eine 15%ige Lösung aus n-Butyllithium in Hexan (4 ml, 44 mmol) langsam zugetropft. Die Reaktionsmischung wird innerhalb von 30 min auf -550C erwärmt, dann wieder auf -78°C abgekühlt und anschließend werden 10.9g 10-Acetoxydecanoylchlorid (Herstellung siehe: G. Goto Chem. Pharm. Bull. 1985, 33, 4422) in 50 ml THF zugetropft. Die Reaktionsmischung wird innerhalb von 2 Std auf 00C erwärmt und nach vollständigem Umsatz (DC-Kontrolle) mit 1 N HCI-Lösung gequencht. DieTo a solution of 1-bromo-4-trifluoromethylbenzene (9 g, 40 mmol) in 300 ml of THF at -78 0 C, a 15% solution of n-butyllithium in hexane (4 ml, 44 mmol) is slowly added dropwise. The reaction mixture is within from 30 min to -55 0 C, then cooled again to -78 ° C and then 10.9g 10-acetoxydecanoyl chloride (preparation see: G. Goto Chem. Pharm. Bull. 1985, 33, 4422) was added dropwise in 50 ml of THF , The reaction mixture is heated to 0 ° C. in the course of 2 hours and quenched with 1N HCl solution after complete conversion (TLC check). The
Phasen werden getrennt, die organische Phase wird mit gesättigter NaHCO3-Lösung gewaschen, über Na2SO4 getrocknet. Das Rohprodukt wird in 100 ml THF aufgenommen und mit 1.2g (50 mmol, 1.25eq) LiOH versetzt und eine Std bei RT gerührt. Nach vollständiger Verseif ung der Acetoxygruppe wird mit MTBE verdünnt, mit gesättigter NaCI-Lösung gewaschen, die Phasen werden getrennt, die organische wird über Na2SO4 getrocknet. Das Rohprodukt wird säulenchromatographisch (PE/MTB:10/1 ) gereinigt.Phases are separated, the organic phase is washed with saturated NaHCO 3 solution, dried over Na 2 SO 4 . The crude product is taken up in 100 ml of THF and combined with 1.2 g (50 mmol, 1.25 eq) of LiOH and stirred for one hour at RT. After complete saponification of the acetoxy group is diluted with MTBE, washed with saturated NaCl solution, the phases are separated, the organic is dried over Na 2 SO 4 . The crude product is purified by column chromatography (PE / MTB: 10/1).
Beispiel 9bExample 9b
Zu einer Lösung von 1-Bromo-4-trifluoromethylbenzol (9g, 40 mmol) in 300 ml THF wird bei -78°C eine 15%ige Lösung aus n-Butyllithium in Hexan (4 ml, 44 mmol) langsam zugetropft. Die Reaktionsmischung wird innerhalb von 30 min auf -550C erwärmt, dann wieder auf -780C abgekühlt und anschließend werden 11.9g 10-Bromdecanoylchlorid in 50 ml THFTo a solution of 1-bromo-4-trifluoromethylbenzene (9g, 40 mmol) in 300 ml of THF at -78 ° C, a 15% solution of n-butyllithium in hexane (4 ml, 44 mmol) is slowly added dropwise. The reaction mixture is heated to -55 0 C within 30 min, then cooled again to -78 0 C and then 11.9g 10-bromodecanoyl chloride in 50 ml of THF
(Herstellung siehe: B. L. Feringa J. Am. Chem. Soc. 2004, 126, 13884) zugetropft. Die Reaktionsmischung wird innerhalb von 2 Std auf 00C erwärmt und nach vollständigem Umsatz (DC-Kontrolle) mit 1 N HCI- Lösung gequencht. Die Phasen werden getrennt, die organische Phase wird mit gesättigter NaHCO3-Lösung gewaschen, über Na2SO4 getrocknet und eingeengt. Das Rohprodukt wird säulenchromatographisch (PE/MTB:20/1 ) gereinigt. Beispiel 9c(For preparation, see: BL Feringa J. Am. Chem. Soc. 2004, 126, 13884). The reaction mixture is heated within 2 hours to 0 0 C and quenched solution after complete conversion (TLC monitoring) with 1 N HCI. The phases are separated, the organic phase is washed with saturated NaHCO 3 solution, dried over Na 2 SO 4 and concentrated. The crude product is purified by column chromatography (PE / MTB: 20/1). Example 9c
10 g 10-Hydroxy-1-(4-trifluoromethylphenyl)-decan-1-on (31.6 mmol; 1eq) werden in 200 ml trockenem DCM vorgelegt und mit 12.4g Triphenylphosphin (47.4 mmol; 1.5eq) und anschließend portionsweise mit 17.8g Tetrabrommethan (53.7 mmol; 1.7eq) versetzt. Die Reaktion wird 24 Stunden bei RT gerührt und dann mit gesättigter NaHCO3-Lsg gequencht. Die Phasen werden getrennt, die organische Phase wird über Natriumsulfat getrocknet und einrotiert. Das entstandene Rohprodukt wird säulenchromatographisch mit Petrolether gereinigt.10 g of 10-hydroxy-1- (4-trifluoromethylphenyl) -decan-1-one (31.6 mmol, 1eq) are initially charged in 200 ml of dry DCM and 12.4 g of triphenylphosphine (47.4 mmol, 1.5eq) and then in portions with 17.8g Tetrabromomethane (53.7 mmol, 1.7eq) was added. The reaction is stirred for 24 hours at RT and then quenched with saturated NaHCO 3 -Lsg. The phases are separated, the organic phase is dried over sodium sulfate and concentrated by rotary evaporation. The resulting crude product is purified by column chromatography with petroleum ether.
Beispiel 10: (p-Trifluoιτnethyl-phenyl)-methanol-Substitution Beispiel 10aExample 10: (p-Trifluoromethylnaphthyl) -methanol substitution Example 10a
10.0g 4-Trifluoromethylbenzylalkohol (56.8mmol), 16.6g (62.5mmol) 12- Brom-dodecan-1-ol und 16.4g (62.5mmol) Triphenylphosphin werden in 400ml THF vorgelegt. Unter Kühlung werden bei max. 15 0C 12.2ml Diisopropylazodicarboxylat zugetropft und 24 Std bei Raumtemperatur gerührt. Das Lösemittel wird am Rotationsverdampfer abgezogen und das Rohprodukt wird säulenchromatographisch (Eluent: Heptan) über Kieselgel gereinigt. Es wird ein gelbes Öl erhalten.10.0 g of 4-trifluoromethylbenzyl alcohol (56.8 mmol), 16.6 g (62.5 mmol) of 12-bromo-dodecan-1-ol and 16.4 g (62.5 mmol) of triphenylphosphine are initially charged in 400 ml of THF. Under cooling at max. 15 0 C 12.2ml Diisopropylazodicarboxylat added dropwise and stirred for 24 hours at room temperature. The solvent is removed on a rotary evaporator and the crude product is purified by column chromatography (eluent: heptane) on silica gel. It will get a yellow oil.
Beispiel 10b Example 10b
Eine Lösung von 6g 1-(12-Bromo-dodecyloxymethyl)-4-trifluoromethyl- 1 Q benzol (14.2 mmol) in 142 ml (MeO)3P wird unter Rückfluss erhitzt. DerA solution of 6 g of 1- (12-bromo-dodecyloxymethyl) -4-trifluoromethyl- 1 -Qbenzene (14.2 mmol) in 142 mL (MeO) 3 P is heated at reflux. Of the
Rückflusskühler wird mit 5O0C warmen Wasser durchspült und das entstehende MeBr wird durch einen Argonstrom ausgetrieben. NachReflux is purged with 5O 0 C warm water and the resulting MeBr is expelled by an argon stream. To
Erkalten der Mischung wird die Reaktionslösung im Vakuum eingeengt.Cooling of the mixture, the reaction solution is concentrated in vacuo.
Das Rohprodukt wird in Methanol aufgenommen, mit wässriger NaOH 1 5 versetzt und 2 Std bei RT gerührt. Die Reaktionsmischung wird erneut eingeengt und säulenchromatographisch (MTB/MeOH) gereinigt. Es resultiert ein farbloser Feststoff.The crude product is taken up in methanol, treated with aqueous NaOH 1 5 and stirred for 2 h at RT. The reaction mixture is concentrated again and purified by column chromatography (MTB / MeOH). The result is a colorless solid.
1H-NMR (400 MHz, CDCI3) δ= 7.58-7.48 (m, 4H); 4.48 (s, 2H); 3.45 (t, 2H); 20 1.70-1.56 (m, 4H); 1.48-1.22 (m, 14H) ppm. 1 H-NMR (400 MHz, CDCl 3 ) δ = 7.58-7.48 (m, 4H); 4.48 (s, 2H); 3.45 (t, 2H); 20 1.70-1.56 (m, 4H); 1.48-1.22 (m, 14H) ppm.
Gemäß Beispiel 10 kann auch (2,4-Bis-trifluoromethyl-phenyl)-methanol zum entsprechenden Sulfonat-Surfactant umgesetzt werden.According to Example 10 can also (2,4-bis-trifluoromethyl-phenyl) -methanol be converted to the corresponding sulfonate surfactant.
oc Beispiel 11 Zo oc Example 11 Zo
4-Trifluoromethyl-benzenesulfonsäure-8-sulfo-octylester-Natriumsalz4-trifluoromethyl-benzenesulfonsäure-8-sulfo-octyl ester sodium salt
30 30
Zu einer Lösung von 2,50 g 4-Trifluoromethyl-benzolsulfonylchlorid in 12 ml THF wird unter Rühren bei 00C unter Stickstoff 2,50 g 8-Hydroxy-octan-1- sulfonsäure-Natriumsalz (zugänglich analog Varveri, F. S., Nikokavouras, J., Mantaka-Marketou, A.E.. Micha-Screttas, M.; Monatsh. Chem.; 120; 1989; 967-972; dann Natriumsalzbildung mit NaOH) dosiert und für 6 Std bei dieser Temperatur gerührt. Zur Produktisolierung wird die Reaktionsmischung filtriert und das Solvenz bei 20-300C im Vakuum aus dem anfallenden Eluat entfernt. Es fällt ein schwach beiger, amorpher Feststoff an.To a solution of 2.50 g of 4-trifluoromethyl-benzenesulfonyl chloride in 12 ml of THF under stirring at 0 0 C under nitrogen 2.50 g of 8-hydroxy-octane-1-sulfonic acid sodium salt (available analog Varveri, FS, Nikokavouras, J., Mantaka-Marketou, AE Micha-Screttas, M .; Monatsh. Chem., 120; 1989; 967-972, then sodium salt formation with NaOH) and stirred for 6 hrs at this temperature. For product isolation, the reaction mixture is filtered and the solubility at 20-30 0 C removed in vacuo from the resulting eluate. It attracts a slightly beige, amorphous solid.
H-NMR (DMSO; 300 MHz): 1 ,27-1,29(4H,m),1 ,34(2H,m),1 ,61- 1 ,67(4H,m),3,96-3,99(2H,t),4,11(2H,t),7,91(2H,m),8,24(2H,m) MS: 399/400(M+ - Na+)H NMR (DMSO; 300 MHz): 1, 27-1.29 (4H, m), 1, 34 (2H, m), 1, 61-1, 67 (4H, m), 3.96-3 , 99 (2H, t), 4,11 (2H, t), 7,91 (2H, m), 8,24 (2H, m) MS: 399/400 (M + - Na + )
Beispiel 12Example 12
Octan-1 ,8-disulfonsäure-mono-(4-trifluoromethyl-phenyl) ester-NatriumsalzOctane-1,8-disulfonic acid mono- (4-trifluoromethylphenyl) ester sodium salt
A) 8-Chlorosulfonyl-octan-1-sulfonsäure-4-trifluoromethyl-phenyl-ester A) 8-Chlorosulfonyl-octane-1-sulfonic acid 4-trifluoromethyl-phenyl-ester
Zu einer Lösung von 1 ,62 g 4-Trifluoromethyl-phenol in 15 ml Dichlormethan werden bei 00C unter Rühren unter Stickstoff 3,4 g Octan- 1 ,8-disulfonyldichlorid (zugänglich durch Chlorierung der Natriumsalze der Disulfonsäure (CAS 168648-99-5; 168648-95-1 ; 155885-19-1) oder des Kaliumsalzes der Disulfonsäure (CAS 118218-21-6) z.B. mit Thionylchlorid) und 1 ,05 g Triethylamin dosiert und für 3 Std bei dieser Temperatur gerührt. Zur Produktisolierung wird die Reaktionsmischung filtriert und das Eluat im Vakuum bei 10-200C vom Lösungsmittel befreit. Das anfallende Öl wird als Rohprodukt in der nächsten Stufe eingesetzt.To a solution of 1, 62 g of 4-trifluoromethyl-phenol in 15 ml of dichloromethane at 0 0 C with stirring under nitrogen, 3.4 g of octane-1, 8-disulfonyl dichloride (accessible by chlorination of the sodium salts of disulfonic acid (CAS 168648-99 -5; 168648-95-1; 155885-19-1) or the potassium salt of disulfonic acid (CAS 118218-21-6), for example with thionyl chloride) and 1, 05 g of triethylamine and stirred for 3 hours at this temperature. For product isolation, the reaction mixture is filtered and the eluate in vacuo at 10-20 0 C freed of solvent. The resulting oil is used as a crude product in the next stage.
B) Octan-1 ,8-disulfonsäure-mono-(4-trifluoromethyl-phenyl) ester- NatriumsalzB) Octane-1,8-disulfonic acid mono- (4-trifluoromethylphenyl) ester sodium salt
Zu einer Lösung von 4,3 g 8-Chlorosulfonyl-octan-1-sulfonsäure-4- trifluoromethyl-phenyl-ester in 15 ml THF wird bei 00C unter Rühren unter Stickstoff 0,4 g gepulverte NaOH in kleinen Portionen innerhalb von 10 min dosiert und für 2 Std bei dieser Temperatur gerührt. Zur Produktisolierung wird das Solvenz bei 2O0C im Vakuum entfernt. Es fällt ein blassgelber, amorpher Feststoff an. To a solution of 4.3 g of 8-chlorosulfonyl-octan-1-sulfonic acid-4-trifluoromethyl-phenyl ester in 15 ml of THF at 0 0 C with stirring under nitrogen, 0.4 g of powdered NaOH in small portions within 10 dosed min and stirred for 2 hours at this temperature. For product isolation, the solvency is removed at 2O 0 C in vacuo. It turns a pale yellow, amorphous solid.
H-NMR (DMSO; 300 MHz): 1 ,21-1 ,24(2H,m),1 ,40(2H,m),1 )62(2H,m),1 )88-H-NMR (DMSO; 300 MHz): 1, 21-1, 24 (2H, m), 1, 40 (2H, m), 1 ) 62 (2H, m), 1 ) 88-
1 I92(2H,m),3>15(2H,t),4>11(2H,t),7I04(2H,m),7,36 (2H,m)1 I 92 (2H, m), 3> 15 (2H, t) 4> 11 (2H, t), 7 I 04 (2H, m), 7.36 (2H, m)
MS: 418 (M+ - Na+)MS: 418 (M + - Na + )
Beispiel 13 Schwefelsäure-mono-[10-(4-trifluoromethyl-phenyl)-decyl]ester-NatriumsalzExample 13 Sulfuric acid mono- [10- (4-trifluoromethylphenyl) decyl] ester sodium salt
A) 1 -((E)- 10-Benzyloxy-dec-1 -enyl)-4-trif luoromethyl-benzolA) 1 - ((E) - 10-Benzyloxy-dec-1-enyl) -4-trifluoromethyl-benzene
Zu einer Lösung von 2,3 g 1 -Brom-4-trifluoromethyl-benzol in 15 ml N, N- Dimethylacetamid wird unter Stickstoff und unter Rühren bei 2O0C 3,1 g Dec-9-enyloxymethyl-benzol, 15 mg Pd(AcAc)2, 11 mg (0,05mmol) DAB- Cy (DAB-Cy = 1 ,4-dicyclohexyldiazabutadien; CAS 3673-06-1 ), 4,9 g Cs2CO3 und 16 mg n-Bu4NBr dosiert, dann auf 100°C erwärmt und für 8 Std bei dieser Temperatur gerührt, dann wieder auf 200C abgekühlt. Zur Produktisolierung wird die Reaktionsmischung filtriert, das Lösungsmittel im Vakuum entfernt und das anfallende Öl als Rohprodukt in der nächsten Stufe eingesetzt.To a solution of 2.3 g of 1-bromo-4-trifluoromethyl-benzene in 15 ml of N, N-dimethylacetamide under nitrogen and with stirring at 2O 0 C 3.1 g of dec-9-enyloxymethyl-benzene, 15 mg Pd (AcAc) 2, 11 mg (0.05 mmol) of DAB-Cy (DAB-Cy = 1, 4-dicyclohexyldiazabutadiene; CAS 3673-06-1), 4.9 g of Cs2CO3 and 16 mg of n-Bu 4 NBr, then heated to 100 ° C and stirred for 8 hrs at this temperature, then cooled again to 20 0 C. For product isolation, the reaction mixture is filtered, the solvent removed in vacuo and the resulting oil used as the crude product in the next stage.
Das Benzylether-Intemnediat kann aus 1-Brom-4-trifluoromethyl-benzol auch mit anderen Heck-Katalysatoren gewonnen werden, bei Wahl anderer Katalysatoren kann das Benzylether-Intermediat auch aus 1-Chlor-4- trifluoromethyl-benzol gewonnen werden.The benzyl ether intemnediate can be obtained from 1-bromo-4-trifluoromethyl-benzene with other Heck catalysts, in the selection of other catalysts, the benzyl ether intermediate can also be obtained from 1-chloro-4-trifluoromethyl-benzene.
B) 10-(4-Trifluoromethyl-phenyl)-decan-1 -olB) 10- (4-trifluoromethyl-phenyl) -decane-1-ol
Eine Lösung von 3,9 g 1-((E)-10-Benzyloxy-dec-1-enyl)-4-trifluoromethyl- benzol in 20 ml Ethanol wird bei 2O0C unter Rühren unter Stickstoff mit 0,4 g Pd-C (5%) versetzt, mit 1 ,5 bar Wasserstoff beaufschlagt und dann für 3 Std bei 400C gerührt. Zur Produktisolierung wird die Reaktionsmischung filtriert, das Lösungsmittel im Vakuum entfernt und das anfallende Öl als Rohprodukt in der nächsten Stufe eingesetzt.A solution of 3.9 g of 1 - ((E) -10-benzyloxy-dec-1-enyl) -4-trifluoromethyl-benzene in 20 ml of ethanol is at 2O 0 C with stirring under nitrogen with 0.4 g of Pd C (5%), treated with 1, 5 bar of hydrogen and then stirred for 3 hrs at 40 0 C. For product isolation, the reaction mixture is filtered, the solvent removed in vacuo and the resulting oil used as the crude product in the next stage.
C) Schwefelsäure-mono-[10-(4-trifluoromethyl-phenyl)-decyl]ester- NatriumsalzC) Sulfuric acid mono- [10- (4-trifluoromethylphenyl) decyl] ester sodium salt
Zu einer Lösung von 3,0 g 10-(4-Trifluoromethyl-phenyl)-decan-1-ol in 15 ml 1 ,2-Dichlor-ethan wird bei O0C unter Rühren unter Stickstoff vorsichtig 2,0 g Chlorsulfonsäure dosiert, für 0,5 Std bei dieser Temperatur, dann 2 Std bei 20-250C gerührt. Zur Isolierung des Schwefelsäure-monoesters wird das Lösungsmittel im Vakuum bei 25-4O0C aus der Reaktionsmischung entfernt. Zur Bildung des Natriumsalzes des Schwefelsäure-monoesters wird der isolierte Rückstand mit 0,4g NaOH - gelöst in 10 ml Ethanol - versetzt, 30 min gerührt, dann das Lösungsmittel im Vakuum bei 20-300C entfernt. Es fällt ein farbloser, amorpher Feststoff an.To a solution of 3.0 g of 10- (4-trifluoromethyl-phenyl) -decan-1-ol in 15 ml of 1, 2-dichloro-ethane is cautious at 0 0 C with stirring under nitrogen 2.0 g chlorosulfonic dosed, for 0.5 hrs at this temperature, then stirred for 2 hrs at 20-25 0 C. To isolate the sulfuric acid monoester, the solvent is removed in vacuo at 25-4O 0 C from the reaction mixture. To form the sodium salt of the sulfuric acid monoester, the isolated residue with 0.4 g of NaOH - dissolved in 10 ml of ethanol - added, stirred for 30 min, then the solvent in vacuo at 20-30 0 C removed. There is a colorless, amorphous solid.
H-NMR (DMSO; 300 MHz): 1 ,26(2H,m),1 ,60(2H,m),1 >64(2H,m),1 ,68- 1 ,70(2H1Hn), 2,60(2H,t),4,11(2HIt)I7,34(2H,m),7,53(2H,m)H-NMR (DMSO; 300 MHz): 1, 26 (2H, m), 1.60 (2H, m), 1 > 64 (2H, m), 1.68- 1.70 (2H 1 Hn), 2.60 (2H, t), 4.11 (2H I t) I 7.34 (2H, m), 7.53 (2H, m)
Beispiel 14Example 14
Beispiel 14a: m,p,m-tris(trifluormethyl)-SubstitutionExample 14a: m, p, m-tris (trifluoromethyl) substitution
DBH = 1 ,3-Dibrom-5,5-dimethylhydantoinDBH = 1,3-dibromo-5,5-dimethylhydantoin
Beispiel 14b: Alternative Herstellung der m,p,m-tris(trifluormethyl)- Substitution Example 14b: Alternative preparation of the m, p, m-tris (trifluoromethyl) substitution
Beispiel 14c: m. m-bis(trifluormethyl)-SubstitutionExample 14c: m. m-bis (trifluoromethyl) substitution
DBH = 1,3-Dibrom-5,5-dimethylhydantoinDBH = 1,3-dibromo-5,5-dimethylhydantoin
Beispiel 14d: Derivatisierung der m,p,m-tris(trifluormethyl)-Substituierten Verbindungen Example 14d: Derivatization of the m, p, m-tris (trifluoromethyl) -substituted compounds
Beispiel 15: Pentafluorsulfuranyl-Verbindunqen:Example 15 Pentafluorosulfuranyl Compounds
Beispiel 15a: p- Pentafluorsulfuranyl-Verbindunqen und deren Derivatisierung: Example 15a: p-Pentafluorosulfuryl compounds and their derivatization:
Beispiel 15b: m.m-Bispentafluorsulfuranyl-Verbindunqen und deren DerivatisierunqExample 15b: m.m-bispentafluorosulfurane compounds and their derivatization
Beispiel 16: Trifluormethyl-thioetherExample 16: Trifluoromethyl thioether
Beispiel 16a: Herstellung des Phenols bzw. des Benzoesäurederivats alsExample 16a: Preparation of the phenol or the benzoic acid derivative as
Grundkörperbody
Beispiel 16b: Herstellung der Trifluormethyl-thioether über lod-Aromaten und Derivatisierung der VerbindungenExample 16b: Preparation of trifluoromethyl thioethers via iodine aromatics and derivatization of the compounds
Beispiel 16c: Herstellung von Tetrakis(Trifluormethyl-thioethern) aus Pentaiodbenzol und Derivatisierunq der Verbindungen Example 16c: Preparation of tetrakis (trifluoromethylthioethers) from penta-adenobenzene and derivatization of the compounds
Beispiel 17: Herstellung der Perfluorethyl-Thioether Analog zu den Beispielen 10a-10c können anstelle der Verbindungen mit CF3S-auch entsprechende Verbindungen mit C2F5S-Gruppen wie oben ausgeführt hergestellt werden, wenn in den Synthesen die entsprechenden Reagenzien zur Einführung der Trifluormethylgruppe durch entsprechende Pentafluorethyl-reagenzien ersetzt werden. Beispielsweise gelingen die Synthesen, wenn an Stelle von CF3I C2F5I eingesetzt wird.Example 17 Preparation of the Perfluoroethyl Thioethers Analogously to Examples 10a-10c, it is also possible to prepare corresponding compounds having C 2 F 5 S groups as stated above instead of the compounds containing CF 3 S, if the corresponding reagents are used in the syntheses the trifluoromethyl be replaced by appropriate pentafluoroethyl reagents. For example, the syntheses succeed if 2 F 5 I is used in place of CF 3 .
Beispiel 18: Trifluormethoxy- VerbindungenExample 18: Trifluoromethoxy compounds
Die Trifluormethoxyeinheit kann durch Umsetzung von phenolischen OH- Gruppen mit Tetrachlorkohlenstoff und Fluorwasserstoff erhalten und gemäß folgendem Schema weiter umgesetzt werden: The trifluoromethoxy unit can be obtained by reacting phenolic OH groups with carbon tetrachloride and hydrogen fluoride and reacted further according to the following scheme:
Beispiel 19: Bestimmung der biochemischen Abbaubarkeit Die biochemische Abbaubarkeit der Verbindungen wird nach dem Zahn- Wellens-Test entsprechend der Publikation der Europäischen Kommission: Einstufung, Verpackung und Kennzeichnung gefährlicher Stoffe in der Europäischen Union, Teil Il - Testmethoden, Anhang V - Methoden zur Bestimmung der physikalisch-chemischen Eigenschaften, der Toxizität und der Ökotoxizität, Teil B, Biochemische Abbaubarkeit- Zahn-Wellens- Test(C9.), Januar 1997, Seite 353-357 bestimmt.Example 19: Determination of Biochemical Degradability The biochemical degradability of the compounds is determined according to the Zahn-Wellens test according to the publication of the European Commission: Classification, Packaging and Labeling of Dangerous Substances in the European Union, Part II - Test Methods, Annex V - Methods for determination Physicochemical Properties, Toxicity and Ecotoxicity, Part B, Biochemical Degradability - Zahn-Wellens Test (C9.), January 1997, pages 353-357.
Ansatzvolumen: 1 ,5 1 Belebtschlammkonzentration: 1 gTS/l Herkunft des Schlammes: Kläranlage der Merck KGaA; Darmstadt (nicht adaptiert)Batch volume: 1, 5 1 activated sludge concentration: 1 gTS / l Sludge origin: WWTP of Merck KGaA; Darmstadt (not adapted)
Einsatzmenge der Testsubstanzen: ca. 100 bis 200 mg/l als DOC Belüftung: mit gereinigter LuftAmount used of the test substances: approx. 100 to 200 mg / l as DOC ventilation: with purified air
Aufarbeitung der Proben: Filtration (mittelhartes Filter) Bestimmung des DOC: Nach der Differenzmethode mit einem Gerät der Fa. DimatecProcessing of the samples: Filtration (medium-hard filter) Determination of the DOC: According to the difference method with a device from Dimatec
Weitere Details zur Methode können der o.g. Publikation bzw. auch der OECD Guideline for the testing of Chemicals, section 3, degradation and accumulation, method 302 B, page 1-8, adopted: 17.07.92 entnommen werden, deren diesbezüglicher Inhalt ausdrücklich zum Offenbarungsgehalt der vorliegenden Anmeldung gehört. Darüber hinaus wird neben dem Abbau der Verbindung an sich im Test auch der Abbau der Fluor-haltigen Gruppen über eine Fluorid-Bestimmung beobachtet: Methode: lonenchromatographieFurther details on the method can be found in the above-mentioned publication or also in the OECD Guideline for the testing of Chemicals, section 3, degradation and accumulation, method 302 B, page 1-8, adopted: 17.07.92, whose contents are expressly on the disclosure content belongs to the present application. In addition, in addition to the degradation of the compound itself in the test, the degradation of the fluorine-containing groups is observed via a fluoride determination method: ion chromatography
Gerät: Dionex 120Device: Dionex 120
Detektortyp: LeitfähigkeitsdetektorDetector Type: Conductivity detector
Säule: AS9HCColumn: AS9HC
Eluent: Natriumcarbonat-Lösung, 9 mmol/l Flussrate: 1 ml/minEluent: sodium carbonate solution, 9 mmol / l flow rate: 1 ml / min
Literatur: EN ISO 10304-2Literature: EN ISO 10304-2
Beispiel 20: Bestimmung der Oberflächenspannung Gerät: Tensiometer der Firma Krüss (Modell K12) Temperatur der Messlösungen: 200CExample 20: Determination of the Surface Tension Device: Tensiometer from Krüss (Model K12) Temperature of the Measuring Solutions: 20 ° C.
Eingesetztes Messmodul: RingUsed measuring module: ring
Konzentration der Messlösungen: ca. 0,5 bis 3,0 g/l in entionisiertemConcentration of the measuring solutions: approx. 0.5 to 3.0 g / l in deionized
Wasserwater
Weitere Details zur Methode können der Publikation EuropäischeFurther details on the method can be found in the European publication
Kommission: Einstufung, Verpackung und Kennzeichnung gefährlicher Stoffe in der Europäischen Union, Teil Il - Testmethoden, Anhang V - Methoden zur Bestimmung der physikalisch-chemischen Eigenschaften, der Toxizität und der Ökotoxizität, Teil A, Oberflächenspannung (A.5), Januar 1997, Seite 51-57 bzw. auch der OECD Guideline for the testing of chemicals , section 1 , physical-chemical properties, method 115, page 1-7, adopted: 27.07.95 entnommen werden, deren diesbezüglicher Inhalt ausdrücklich zum Offenbarungsgehait der vorliegenden Anmeldung gehört. Commission: Classification, Packaging and Labeling of Dangerous Substances in the European Union, Part II - Test Methods, Annex V - Methods for the determination of physico-chemical properties, toxicity and ecotoxicity, Part A, Surface tension (A.5), January 1997, 1, physical-chemical properties, method 115, page 1-7, adopted: 27.07.95, the content of which relates expressly to the disclosure of the present application ,

Claims

Patentansprüche claims
1. Verwendung von Endgruppen Y, wobei Y steht für1. Use of end groups Y, wherein Y stands for
o . wobei o. in which
Rf steht für CF3-(CH2)r-, CF3-(CH2)rO-, CF3-(CH2)r-S-, CF3CF2-S-, SF5- (CH2)r, [CF3-(CH2)J2N-, [CF3-(CH2)r]NH- oder (CF3)2N-(CH2)r, B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O)1 S, CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, 0-SO2 oder SO2-O, 5 R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für 0, 1 , 2, 3, 4 oder 5, 0 als Endgruppe in oberflächenaktiven Verbindungen.Rf is CF 3 - (CH 2 ) r -, CF 3 - (CH 2 ) rO-, CF 3 - (CH 2 ) rS-, CF 3 CF 2 -S-, SF 5 - (CH 2 ) r , [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) r ] NH- or (CF 3 ) 2 N- (CH 2 ) r , B is a single bond, O, NH, NR , CH 2 , C (O) -O, C (O) 1 S, CH 2 -O, OC (O), NC (O), C (O) -N, O-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O, 5 R is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, wherein at least one of b and q is 1, and r is 0, 1, 2, 3, 4 or 5, 0 as an end group in surface-active compounds.
2. Verwendung nach Anspruch 1 , dadurch gekennzeichnet, dass die Endgruppe Y in den oberflächenaktiven Verbindungen an eine gesättigte oder ungesättigte, ggf. aromatische, ggf. Heteroatome 5 enthaltende, verzweigte oder unverzweigte, ggf. substituierte2. Use according to claim 1, characterized in that the end group Y in the surface-active compounds to a saturated or unsaturated, optionally aromatic, optionally containing heteroatoms 5, branched or unbranched, optionally substituted
Kohlenwasserstoff-Einheit gebunden ist.Hydrocarbon unit is bound.
3. Verwendung nach einem oder mehreren der Ansprüche 1 oder 2, dadurch gekennzeichnet, dass die Endgruppe Y in der oberflächenaktiven Verbindung mehrfach vorkommt und es sich bei der oberflächenaktiven Verbindung vorzugsweise um ein Oligomer oder Polymer handelt. 3. Use according to one or more of claims 1 or 2, characterized in that the end group Y occurs several times in the surface-active compound and it is the surface-active compound is preferably an oligomer or polymer.
4. Verwendung nach einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass die Endgruppe Y in der oberflächenaktiven Verbindung nur einmal, zweimal oder dreimal vorkommt und es sich bei der oberflächenaktiven Verbindung vorzugsweise um eine niedermolekulare Verbindung der Formel I4. Use according to one or more of claims 1 to 3, characterized in that the end group Y occurs in the surface-active compound only once, twice or three times and it is in the surface-active compound is preferably a low molecular weight compound of formula I.
Y-Spacer-XY-spacer-X
handelt, wobeiis, where
Y steht fürY stands for
wobei in which
Rf steht für CF3-(CH2)r-, CF3-(CH2)rO-, CF3-(CH2)r-S-, CF3CF2-S-, SF5-Rf is CF 3 - (CH 2 ) r-, CF 3 - (CH 2 ) r O-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 -
(CH2)r, [CF3-(CH2)J2N-, [CF3-(CH2)r]NH- oder (CF3)2N-(CH2)r-,(CH 2 ) r , [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) r ] NH- or (CF 3 ) 2 N- (CH 2 ) r -,
B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S, CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, 0-SO2 oder SO2-O,B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, r steht für 0, 1 , 2, 3, 4 oder 5,R is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is 0, 1, 2, 3, 4 or 5,
Spacer steht für eine gesättigte oder ungesättigte, ggf. aromatische, ggf.Spacer stands for a saturated or unsaturated, possibly aromatic, if appropriate
Heteroatome enthaltende, verzweigte oder unverzweigte, ggf. substituierte Kohlenwasserstoff-Einheit, undHeteroatom-containing, branched or unbranched, optionally substituted hydrocarbon unit, and
X steht für eine kationische, nichtionische, ampothere oder anionische polare Gruppe oder eine polymerisierbare Gruppe oder eine funktionelleX represents a cationic, nonionic, ampothere or anionic polar group or a polymerisable group or a functional one
Gruppe. Group.
5. Verwendung nach einem oder mehreren der Ansprüche 1 , 2 oder 4, dadurch gekennzeichnet, dass die Endgruppe Y in Verbindungen der Formel Ia bis Ig,5. Use according to one or more of claims 1, 2 or 4, characterized in that the end group Y in compounds of the formula Ia to Ig,
Y-(CH2)n-X IaY- (CH 2 ) n -X Ia
Y-CH2-CH(HaI)-(CH2) (n-i)-X IbY-CH 2 -CH (Hal) - (CH 2 ) (n -i) -X Ib
Y-(CH2XK1CH=CH-(CH2) (ry-i)-X IcY- (CH 2 XK 1 CH = CH- (CH 2 ) (r yi) -X Ic
Y-(CH2)n-1-Ar-(CH2)(n,1)-X IdY- (CH 2 ) n-1 -Ar- (CH 2 ) (n , 1) - X Id
Y-(CH2)n-1-C≡C-(CH2)n-X IeY- (CH 2 ) n-1 -C≡C- (CH 2 ) n -X Ie
Y-(CH2)n-Q-(CH2)n-X IfY- (CH 2 ) n -Q- (CH 2 ) n -X If
Y-[(CH2)z-O]-[(CH2)x-O]y-(CH2)rX igY - [(CH 2 ) z -O] - [(CH 2 ) x -O] y - (CH 2 ) r X ig
worin Y steht fürwhere Y stands for
, wobei , in which
Rf steht für CF3-(CH2)r> CF3-(CH2)r-O-, CF3-(CH2)rS-, CF3CF2-S-, SF5-Rf is CF 3 - (CH 2 ) r> CF 3 - (CH 2 ) r -O-, CF 3 - (CH 2 ) r S-, CF 3 CF 2 -S-, SF 5 -
(CH2)r-, [CF3-(CH2)J2N-, [CF3-(CH2)JNH- oder (CF3)2N-(CH2)r,(CH 2 ) r -, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) JNH- or (CF 3 ) 2 N- (CH 2 ) r ,
B steht für eine Einfachbindung, O, NH oder NR, CH2, C(O)-O, C(O), S, CH2-O, O-C(O), N-C(O)1 C(O)-N, 0-C(O)-N, N-C(O)-N, 0-SO2 oder SO2-O, R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, r steht für O, 1 , 2, 3, 4 oder 5, x und t stehen unabhängig voneinander für 1 -5, y steht für 0 - 5, z steht für 1 - 12, n und n1 stehen unabhängig voneinander für eine ganze Zahl aus demB is a single bond, O, NH or NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O) 1 C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O, R is alkyl of 1 to 4 carbon atoms, b is O or 1 and c is O or 1, q is O or 1, wherein at least one of b and q is 1, r is O, 1, 2, 3, 4 or 5, x and t are independently 1 -5, y for 0-5, z stands for 1-12, n and n 1 independently represent an integer from the
Bereich 1 bis 30 ,Range 1 to 30,
X steht für eine kationische, nichtionische, ampothere oder anionische polare Gruppe oder eine polymerisierbare Gruppe, (HaI) steht für F, Cl1 Br oder I1 X represents a cationic, nonionic, ampothere or anionic polar group or a polymerisable group, (Hal) represents F, Cl 1 Br or I 1
Q steht für O, S oder N,Q stands for O, S or N,
Ar steht für Aryl und sowie entsprechender Salze der Verbindungen nach einer der FormelnAr is aryl and corresponding salts of the compounds according to one of the formulas
Ia bis Ig enthalten ist.Ia to Ig is included.
6. Verwendung nach einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass q steht für 0 und alle c und b jeweils stehen für 1.6. Use according to one or more of claims 1 to 5, characterized in that q stands for 0 and all c and b in each case stand for 1.
7. Verwendung nach einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass alle b und q jeweils stehen für 0 und c jeweils für 1 steht.7. Use according to one or more of claims 1 to 5, characterized in that all b and q are each 0 and c is 1 in each case.
8. Verwendung nach einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass alle c und q jeweils stehen für 0 und b für8. Use according to one or more of claims 1 to 5, characterized in that all c and q each stand for 0 and b for
1 steht.1 stands.
9. Verwendung nach einem oder mehreren der Ansprüche 1 bis 8, dadurch gekennzeichnet, dass r steht für 0, 1 oder 2, vorzugsweise für 0.9. Use according to one or more of claims 1 to 8, characterized in that r is 0, 1 or 2, preferably 0.
10. Verwendung nach einem oder mehreren der Ansprüche 1 bis 9, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als Hydrophobiermittel oder Oleophobiermittel, insbesondere in der Oberflächenmodifikation von Textilien, Papier, Glas, poröser Baustoffe oder Adsorbentien eingesetzt wird. 10. Use according to one or more of claims 1 to 9, characterized in that the surface-active compound is used as a water repellent or Oleophobiermittel, in particular in the surface modification of textiles, paper, glass, porous building materials or adsorbents.
11.Verwendung nach einem oder mehreren der Ansprüche 1 bis 10, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als Additive in Zubereitungen zur Oberflächenbeschichtung, wie Druckfarben, Anstrichen, Farben, Lacken, photographischen Beschichtungen, Spezialcoatings für die Halbleiter-Photolithographie, wie Photolacke, Top Antireflective Coatings, Bottom Antireflective Coatings, oder in Additivzubereitungen zur additivierung entsprechender Zubereitungen.11.Use according to one or more of claims 1 to 10, characterized in that the surface-active compound as additives in surface coating preparations, such as printing inks, paints, paints, coatings, photographic coatings, special coatings for semiconductor photolithography, such as photoresists, Top Antireflective Coatings, Bottom Antireflective Coatings, or in additive preparations for the addition of appropriate preparations.
12. Verwendung nach einem oder mehreren der Ansprüche 1 bis 11 , dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als Antistatikum, insbesondere in der Behandlung von Textilien, wie Bekleidung, Teppiche und Teppichböden, Polsterbezüge in Mobiliar und Automobilen, nicht-gewobenen textilen Werkstoffen, Lederwaren, Papieren und Kartonnagen, Holz und holzbasierten Werkstoffen, mineralischen Substraten wie Stein, Zement, Beton, Gips, Keramiken, wie glasierte und unglasierte Ziegel, Steingut, Porzellan, und Gläsern, sowie für Kunststoffe und metallische Substrate verwendet wird.12. Use according to one or more of claims 1 to 11, characterized in that the surface-active compound as an antistatic agent, in particular in the treatment of textiles, such as clothing, carpets and carpets, upholstery in furniture and automobiles, non-woven textile materials, leather goods , Papers and cartons, wood and wood-based materials, mineral substrates such as stone, cement, concrete, gypsum, ceramics, such as glazed and unglazed bricks, stoneware, porcelain, and glasses, as well as for plastics and metallic substrates.
13. Verwendung nach einem oder mehreren der Ansprüche 1 bis 12, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als Schaumstabilisator und/oder zur Unterstützung der Filmbildung, insbesondere in Feuerlöschschäumen verwendet wird.13. Use according to one or more of claims 1 to 12, characterized in that the surface-active compound is used as a foam stabilizer and / or to support the film formation, in particular in fire-extinguishing foams.
14. Verwendung nach einem oder mehreren der Ansprüche 1 bis 13, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als Grenzflächenvemittler oder Emulgator, insbesondere für die Herstellung von Fiuorpoiymeren verwendet wird.14. Use according to one or more of claims 1 to 13, characterized in that the surface-active compound is used as Grenzflächenvemittler or emulsifier, in particular for the production of Fiuorpoiymeren.
15. Verwendung nach einem oder mehreren der Ansprüche 1 bis 14, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung als antimikrobieller Wirkstoff, insbesondere als Reagenz für die antimikrobielle Oberflächenmodifikation verwendet wird.15. Use according to one or more of claims 1 to 14, characterized in that the surface-active compound as antimicrobial agent, in particular as a reagent for the antimicrobial surface modification is used.
16. Verwendung nach einem oder mehreren der Ansprüche 1 bis 15, dadurch gekennzeichnet, dass X steht für eine anionische polare16. Use according to one or more of claims 1 to 15, characterized in that X is an anionic polar
Gruppe ausgewählt aus -COOM, -SO3M, -OSO3M, -PO3M2, -OPO3M2, - (OCH2CHR)m-O-(CH2)o-COOM, -(OCH2CHR)m-O-(CH2)o-SO3M, - (OCH2CHR)1n-O-(CH2)O-OSO3M, -(OCH2CHR)1T1-O-(CH2)O-PO3M2, -(OCH2CHR)m-O-(CH2)o-OPO3M2, wobei M steht für H oder ein Alkalimetall-Ion, vorzugsweise Li+, Na+ oder K+, oder NH4 + oder Tetra-Ci-β-alkyl-ammonium oder Tetra-Ci-e- alkyl-phosphonium, R steht für H oder C1-4-Alkyl, m steht für eine ganze Zahl aus dem Bereich von 1 bis 1000 und o steht für eine ganze Zahl ausgewählt aus 1 , 2, 3 oder 4.Group selected from -COOM, -SO 3 M, -OSO 3 M, -PO 3 M 2 , -OPO 3 M 2 , - (OCH 2 CHR) m -O- (CH 2 ) o -COOM, - (OCH 2 CHR) m -O- (CH 2 ) o -SO 3 M, - (OCH 2 CHR) 1n -O- (CH 2 ) O-OSO 3 M, - (OCH 2 CHR) 1 T 1 -O- (CH 2 ) O-PO 3 M 2 , - (OCH 2 CHR) m -O- (CH 2 ) o -OPO 3 M 2 , where M is H or an alkali metal ion, preferably Li + , Na + or K + , or NH 4 + or tetra-Ci-β-alkyl-ammonium or tetra-Ci-e-alkyl-phosphonium, R is H or C 1-4 alkyl, m is an integer from the range of 1 to 1000 and o stands for an integer selected from 1, 2, 3 or 4.
17. Verwendung nach einem oder mehreren der Ansprüche 1 bis 16, dadurch gekennzeichnet, dass X steht für eine kationische polare Gruppe ausgewählt aus -NR1R2R3 + Z", -PR1R2R3 + Z,17. Use according to one or more of claims 1 to 16, characterized in that X is a cationic polar group selected from -NR 1 R 2 R 3 + Z " , -PR 1 R 2 R 3 + Z,
wobei R steht für H oder Ci-4-AIkVl in beliebiger Position,wherein R is H or Ci -4 -alkyl in any desired position,
Z steht für Cr, Br, r, CH3SO3-, CF3SO3-, CH3PhSO3 ", PhSO3 ' Z is Cr, Br, r, CH 3 SO 3 -, CF 3 SO 3 -, CH 3 PhSO 3 " , PhSO 3 '
R1, R2 und R3 jeweils unabhängig voneinander stehen für H, Ci-3O-R 1 , R 2 and R 3 are each independently H, Ci -3 O-
Alkyl, Ar oder -CH2Ar undAlkyl, Ar or -CH 2 Ar and
Ar steht für einen unsubstituierter oder ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mitAr is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems
6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch N ersetzt sein können. 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N.
18. Verwendung nach einem oder mehreren der Ansprüche 1 bis 16, dadurch gekennzeichnet, dass X steht für eine nicht-ionische polare Gruppe ausgewählt aus -Cl, -Br, -I1 -(OCH2CHR)m-OH( -(OCH2CHR)m-SH, -O-(Glycosid)0,18. Use according to one or more of claims 1 to 16, characterized in that X is a non-ionic polar group selected from -Cl, -Br, -I 1 - (OCH 2 CHR) m -OH ( - (OCH 2 CHR) m -SH, -O- (glycoside) 0 ,
-(OCH2CHR)m-OCH2-CHOH-CH2-OHI -(OCH2CHR)m-OCH2Ar(-NCO)pI -(OCH2CHR)m-OAr(-NCO)p , -SiR1R2Z, -SiR1Z2, -SiZ3, -R2-COZ, -(OCH2CHR)111-SO2CH=CH2, -SO2Z,- (OCH 2 CHR) m -OCH 2 -CHOH-CH 2 -OH I - (OCH 2 CHR) m -OCH 2 Ar (-NCO) p I - (OCH 2 CHR) m -OAr (-NCO) p , -SiR 1 R 2 Z, -SiR 1 Z 2 , -SiZ 3 , -R 2 -COZ, - (OCH 2 CHR) 111 -SO 2 CH = CH 2 , -SO 2 Z,
m steht für eine ganze Zahl aus dem Bereich von 0 bis 1000, n steht für 0 oder 1 und o steht für eine ganze Zahl aus dem Bereich von 1 bis 10, p steht für 1 oder 2,m is an integer from 0 to 1000, n is 0 or 1, and o is an integer in the range of 1 to 10, p is 1 or 2,
R steht für H oder C-M-AlkylR is H or C- M- alkyl
R1 und R2 jeweils unabhängig voneinander stehen für C1-30-AIkVl, Ar oder -CH2Ar und,R 1 and R 2 each independently represent C 1-30 -AlkVl, Ar or -CH 2 Ar and,
Ar steht für einen unsubstituierter oder ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mitAr is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems
6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch N ersetzt sein können und, Glycosid steht für einen verethertes Kohlenhydrat, vorzugsweise für ein mono- di-, tri- oder oligo-Glucosid, alle Z jeweils unabhängig voneinander stehen für -H, -Cl, -F, -NR1R2,6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N and, glycoside is an etherified carbohydrate, preferably a mono- di-, tri- or oligo-glucoside, all Z are each independently for -H, -Cl, -F, -NR 1 R 2 ,
-OR1, -N-Imidazolyl und V steht für Cl oder F. -OR 1 , -N-imidazolyl and V is Cl or F.
19. Verwendung nach einem oder mehreren der Ansprüche 1 bis 16, dadurch gekennzeichnet, dass X steht für eine polymerisierbare Gruppe ausgewählt aus -(OCH2CHR)mOCOCR=CH2, -(OCH2CHR)m-OCR=CH2,19. Use according to one or more of claims 1 to 16, characterized in that X is a polymerizable group selected from - (OCH 2 CHR) m OCOCR = CH 2, - (OCH 2 CHR) m -OCR = CH 2,
wobei m steht für eine ganze Zahl aus dem Bereich von O bis 1000 und R bzw. R1 steht für H oder C1-4-Alkyl oder Y-Spacer- where m is an integer from the range from O to 1000 and R or R 1 is H or C 1-4 -alkyl or Y-spacer
-(OCH2CHRV1-OCH2-.- (OCH 2 CHRV 1 -OCH 2 -.
20. Verwendung nach einem oder mehreren der Ansprüche 1 bis 16, dadurch gekennzeichnet, dass X steht für eine funktionelle Gruppe ausgewählt aus -CR2=CR3R4, -C≡CR2, -CHO, -C(=O)CH3, -COOH, - OH, -SH, -Cl1 -Br, -I, wobei R2, R3 und R4 jeweils unabhängig voneinander stehen für H oder Y-Spacer- oder C-ι-4-Alkyl.20. Use according to one or more of claims 1 to 16, characterized in that X represents a functional group selected from -CR 2 = CR 3 R 4 , -C≡CR 2 , -CHO, -C (= O) CH 3 , -COOH, - OH, -SH, -Cl 1 -Br, -I, wherein R 2 , R 3 and R 4 are each independently H or Y-spacer or C-ι- 4 alkyl.
21. Verwendung nach einem oder mehreren der Ansprüche 1 bis 16, dadurch gekennzeichnet, dass X steht für eine amphotere Gruppe ausgewählt aus den funktionellen Gruppen der Acetyldiamine, der N- Alkylaminosäuren, der Betaine, der Aminoxide bzw. entsprechender21. Use according to one or more of claims 1 to 16, characterized in that X represents an amphoteric group selected from the functional groups of the acetyldiamines, the N-alkylamino acids, the betaines, the amine oxides or the like
Derivate davon.Derivatives thereof.
22. Verbindung nach einer der Formeln Ia bis Ig,22. Compound according to one of the formulas Ia to Ig,
Y-(CH2Jn-X IaY- (CH 2 J n -X Ia
Y-CH2-CH(Hal)-(CH2) (n-i)-X IbY-CH 2 -CH (Hal) - (CH 2 ) ( ni) -X Ib
Y-(CH2)n-1CH=CH-(CH2) (n -1)-X IcY- (CH 2 ) n-1 CH = CH- (CH 2 ) (n -1) -X Ic
Y-(CH2)n-i-Ar-(CH2)(n'-i)-X IdY- (CH 2 ) ni-Ar- (CH 2 ) (n'-i) -X Id
Y-(CH2)n-1-C≡C-(CH2)n-X Ie Y-(CH2)n-Q-(CH2)n-X IfY- (CH 2 ) n-1 -C≡C- (CH 2 ) n -X Ie Y- (CH 2 ) n -Q- (CH 2 ) n -X If
Y-[(CH2)z-O]-[(CH2)x-O]y-(CH2)rX Ig worin Y steht fürY - [(CH 2 ) z -O] - [(CH 2 ) x -O] y - (CH 2 ) r X Ig where Y stands for
wobei in which
Rf steht für CF3-(CH2)r-, CF3-(CH2)TO-, CF3-(CH2)rS-, CF3CF2-S-, SF5- (CH2)T, [CF3-(CH2)J2N-, [CF3-(CH2)JNH- oder (CF3)2N-(CH2)r,Rf is CF 3 - (CH 2 ) r-, CF 3 - (CH 2 ) TO-, CF 3 - (CH 2 ) rS-, CF 3 CF 2 -S-, SF 5 - (CH 2 ) T, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) JNH- or (CF 3 ) 2 N- (CH 2 ) r ,
B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S, CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N, N-C(O)-N, 0-SO2 oder SO2-O,B is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N, NC (O) -N, O-SO 2 or SO 2 -O,
R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, r steht für O, 1 , 2, 3, 4 oder 5, x und t stehen unabhängig voneinander für 1 -5, y steht für 0 - 5, z steht für 1 - 12, n und n' stehen unabhängig voneinander für eine ganze Zahl aus demR is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, where at least one of b and q is 1, r is O, 1, 2, 3, 4 or 5, x and t are independently 1-5, y is 0-5, z is 1-12, n and n 'are each independently an integer from
Bereich 1 bis 30,Range 1 to 30,
X steht für eine kationische, nichtionische, ampothere oder anionische polare Gruppe oder eine polymerisierbare Gruppe,X is a cationic, nonionic, ampothere or anionic polar group or a polymerizable group,
(HaI) steht für F, Cl, Br oder I, Q steht für O, S oder N und(HaI) is F, Cl, Br or I, Q is O, S or N and
Ar steht für Aryl, sowie entsprechende Salze der Verbindungen nach einer der Formeln Ia bis Ig.Ar is aryl, and corresponding salts of the compounds according to one of the formulas Ia to Ig.
23. Verbindung nach Anspruch 22, dadurch gekennzeichnet, dass c steht für O und alle q und b jeweils stehen für 1. 23. A compound according to claim 22, characterized in that c stands for O and all q and b in each case stand for 1.
24. Verbindung nach Anspruch 22, dadurch gekennzeichnet, dass alle c und b jeweils stehen für O und q jeweils für 1 steht.24. A compound according to claim 22, characterized in that all c and b are each O and q is 1 in each case.
25. Verbindung nach Anspruch 22, dadurch gekennzeichnet, dass alle c und q jeweils stehen für O und b für 1 steht.25. A compound according to claim 22, characterized in that all c and q are each O and b is 1.
26. Verbindung nach einem oder mehreren der Ansprüche 22 bis 25, dadurch gekennzeichnet, dass r steht für 0, 1 oder 2, vorzugsweise für 0.26. A compound according to one or more of claims 22 to 25, characterized in that r is 0, 1 or 2, preferably 0.
27. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass X steht für eine anionische polare Gruppe ausgewählt aus -COOM1 -SO3M, -OSO3M, -PO3M2, -OPO3M2, - (OCH2CHR)m-O-(CH2)o-COOM, -(OCH2CHR)m-O-(CH2)o-SO3M, - (OCH2CHR)111-O-(CH2)O-OSO3M, -(OCH2CHR)m-O-(CH2)0-PO3M2,27. A compound according to one or more of claims 22 to 26, characterized in that X is an anionic polar group selected from -COOM 1 -SO 3 M, -OSO 3 M, -PO 3 M 2 , -OPO 3 M 2 , - (OCH 2 CHR) m -O- (CH 2 ) o -COOM, - (OCH 2 CHR) m -O- (CH 2 ) o -SO 3 M, - (OCH 2 CHR) 111 -O- ( CH2) O -OSO 3 m, - (OCH 2 CHR) m -O- (CH 2) 0 -PO 3 m 2,
-(OCH2CHR)m-O-(CH2)o-OPO3M2, wobei M steht für H oder ein Alkalimetall-Ion, vorzugsweise Li+, Na+ oder K+, oder NH4 + oder Tetra-C1-6-alkyl-ammonium oder Tetra-Ci-β- alkyl-phosphonium R steht für H oder Ci^-Alkyl m steht für eine ganze Zahl aus dem Bereich von 1 bis 1000 und o steht für eine ganze Zahl ausgewählt aus 1 , 2, 3 oder 4.- (OCH 2 CHR) m -O- (CH 2 ) o -OPO 3 M 2 , where M is H or an alkali metal ion, preferably Li + , Na + or K + , or NH 4 + or tetra-C 1-6- alkyl-ammonium or tetra-Ci-β-alkyl-phosphonium R is H or Ci ^ alkyl m is an integer from the range of 1 to 1000 and o is an integer selected from 1, 2, 3 or 4.
28. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass X steht für eine kationische polare28. A compound according to one or more of claims 22 to 26, characterized in that X is a cationic polar
Gruppe ausgewählt aus -NR1R2R3 + Z", -PR1R2R3 + Z ,Group selected from -NR 1 R 2 R 3 + Z " , -PR 1 R 2 R 3 + Z,
wobei R steht für H oder Ci-4-Alkyl in beliebiger Position, r steht für Cl", Br, I", CH3SO3 ", CF3SO3-, CH3PhSO3-, PhSO3 " R1, R2 und R3 jeweils unabhängig voneinander stehen für H, Ci-30- Alkyl, Ar oder -CH2Ar undwherein R is H or C 4 alkyl in any desired position, r is Cl ", Br, I," CH 3 SO 3 ", CF 3 SO 3 -, CH 3 PhSO 3 -, PhSO 3" R 1, R 2 and R 3 each independently represents H, Ci -30 - alkyl, Ar or -CH 2 Ar and
Ar steht für einen unsubstituierten oder ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mitAr is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems
6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch N ersetzt sein können.6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N.
29. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass X steht für eine nicht-ionische polare29. A compound according to one or more of claims 22 to 26, characterized in that X is a non-ionic polar
Gruppe ausgewählt aus -Cl, -Br, -I, -(OCH2CHR)m-OH,Group selected from -Cl, -Br, -I, - (OCH 2 CHR) m -OH,
-(OCH2CHR)m-SH, -O-(Glycosid)o,- (OCH 2 CHR) m -SH, -O- (glycoside) o ,
-(OCH2CHR)m-OCH2-CHOH-CH2-OH, -(OCH2CHR)m-OCH2Ar(-NCO)p,- (OCH 2 CHR) m -OCH 2 -CHOH-CH 2 -OH, - (OCH 2 CHR) m -OCH 2 Ar (-NCO) p ,
-(OCH2CHR)m-OAr(-NCO)p , -SiR1R2Z, -SiR1Z2, -SiZ3, -COZ, -(OCH2CHR)m-SO2CH=CH2, -SO2Z,- (OCH 2 CHR) m -OAr (-NCO) p , -SiR 1 R 2 Z, -SiR 1 Z 2 , -SiZ 3 , -COZ, - (OCH 2 CHR) m -SO 2 CH = CH 2 , -SO 2 Z,
m steht für eine ganze Zahl aus dem Bereich von O bis 1000, n steht für O oder 1 und o steht für eine ganze Zahl aus dem Bereich von 1 bis 10, p steht für 1 oder 2, R steht für H oder Ci-4-Alkylm is an integer from 0 to 1000, n is O or 1, and o is an integer ranging from 1 to 10, p is 1 or 2, R is H or Ci- 4 alkyl
R1 und R2 jeweils unabhängig voneinander stehen für C1-30-Alkyl, Ar oder -CH2Ar undR 1 and R 2 each independently represent C 1-30 alkyl, Ar or -CH 2 Ar and
Ar steht für einen unsubstituierter oder ein- oder mehrfach substituierten aromatischen Ring oder kondensierte Ringsysteme mit 6 bis 18 C-Atomen, worin auch ein oder zwei CH-Gruppen durch N ersetzt sein können und, Glycosid steht für einen verethertes Kohlenhydrat, vorzugsweise für ein mono- di-, tri- oder oligo-Glucosid, alle Z jeweils unabhängig voneinander stehen für -H, -Cl, -F1 -NR1R2, -OR1, -N-Imidazolyl und V steht für Cl oder F.Ar is an unsubstituted or mono- or polysubstituted aromatic ring or fused ring systems having 6 to 18 carbon atoms, in which also one or two CH groups may be replaced by N and Glycoside is an etherified carbohydrate, preferably a mono-, tri- or oligo-glucoside, all Z are each independently of one another -H, -Cl, -F 1 -NR 1 R 2 , -OR 1 , -N Imidazolyl and V is Cl or F.
30. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass X steht für eine polymerisierbare Gruppe ausgewählt aus -(OCH2CHR)mOCOCR=CH2, -(OCH2CHR)111-OCR=CH2,30. A compound according to one or more of claims 22 to 26, characterized in that X is a polymerizable group selected from - (OCH 2 CHR) m OCOCR = CH 2 , - (OCH 2 CHR) 111 -OCR = CH 2 ,
wobei m steht für eine ganze Zahl aus dem Bereich von O bis 1000 und R bzw. R1 steht für H oder C-M-Alkyl oder Y-Spacer-(OCH2CHR)m-OCH2-. where m is an integer in the range from O to 1000 and R and R 1 are H or C- M- alkyl or Y-spacer (OCH 2 CHR) m -OCH 2 -.
31. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass dadurch gekennzeichnet, dass X steht für eine funktionelle Gruppe ausgewählt aus -CR2=CR3R4, -C≡CR2, - CHO, -C(=O)CH3) -COOH, -OH, -SH, -Cl, -Br, -I1 wobei R2, R3 und R4 jeweils unabhängig voneinander stehen für H oder Y-Spacer- oder C1-4- Alkyl.31. A compound according to one or more of claims 22 to 26, characterized in that X is a functional group selected from -CR 2 = CR 3 R 4 , -C≡CR 2 , - CHO, -C ( = O) CH 3) -COOH, -OH, -SH, -Cl, -Br, -I 1 where R 2 , R 3 and R 4 are each independently of one another H or Y-spacer or C 1-4 alkyl.
32. Verbindung nach einem oder mehreren der Ansprüche 22 bis 26, dadurch gekennzeichnet, dass dadurch gekennzeichnet, dass X steht für eine amphotere Gruppe ausgewählt aus den funktionellen Gruppen der Acetyldiamine, der N-Alkylaminosäuren, der Betaine, der Aminoxide bzw. entsprechender Derivate davon. 32. A compound according to one or more of claims 22 to 26, characterized in that X is an amphoteric group selected from the functional groups of the acetyldiamines, the N-alkylamino acids, the betaines, the amine oxides or corresponding derivatives thereof ,
33. Verbindung nach einem oder mehreren der Ansprüche 22 bis 32, dadurch gekennzeichnet, dass n steht für eine Zahl aus dem Bereich 4 bis 28, vorzugsweise aus dem Bereich 4 bis 16.33. Compound according to one or more of claims 22 to 32, characterized in that n stands for a number from the range 4 to 28, preferably from the range 4 to 16.
34. Verfahren zur Herstellung einer Verbindung nach Formel I gemäß Anspruch 4, dadurch gekennzeichnet, dass die Synthese über die Zwischenstufe einer Verbindung der Formel Il34. A process for the preparation of a compound of formula I according to claim 4, characterized in that the synthesis via the intermediate of a compound of formula II
, wobei, in which
Rf steht für CF3-(CH2)r-, CF3-(CH2)r-O-, CF3-(CH2)rS-, CF3CF2-S-, SF5- (CH2)r-, [CF3-(CH2)J2N-, [CF3-(CH2)r]NH- oder (CF3)2N-(CH2)r, D steht für OH, NH2 oder Br, b steht für 0 oder 1 und c steht für 0 oder 1 , q steht für 0 oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für 0, 1 , 2, 3, 4 oder 5, durchgeführt wird.Rf is CF 3 - (CH 2) r CF 3 - (CH 2) R-O-, CF 3 - (CH 2) RS-, CF 3 CF 2 -S-, SF 5 - (CH 2) r -, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) r] NH- or (CF 3 ) 2 N- (CH 2 ) r , D is OH, NH 2 or Br, b is 0 or 1 and c is 0 or 1, q is 0 or 1, wherein at least one of b and q is 1, and r is 0, 1, 2, 3, 4 or 5.
35. Mittel enthaltend mindestens eine oberflächenaktive Verbindung miti- mindestens einer Endgruppe Y, wobei Y steht für35. Composition containing at least one surface-active compound with i - at least one end group Y, wherein Y is
0 Rf steht für CF3-(CH2)r-, CF3-(CH2)r-O-, CF3-(CH2)rS-, CF3CF2-S-, SF5-0 Rf is CF 3 - (CH 2 ) r-, CF 3 - (CH 2 ) rO-, CF 3 - (CH 2 ) rS-, CF 3 CF 2 -S-, SF 5 -
(CH2)r, [CF3-(CH2)J2N-, [CF3-(CH2)JNH- oder (CF3J2N-(CH2)T,(CH 2 ) r, [CF 3 - (CH 2 ) J 2 N-, [CF 3 - (CH 2 ) JNH- or (CF 3 J 2 N- (CH 2 ) T,
B steht für eine Einfachbindung, O, NH, NR, CH2, C(O)-O, C(O), S, CH2-O, O-C(O), N-C(O), C(O)-N, 0-C(O)-N1 N-C(O)-N, O-SO2 oder SO2-O, R steht für Alkyl mit 1 bis 4 C-Atomen, b steht für O oder 1 und c steht für O oder 1 , q steht für O oder 1 , wobei mindestens ein Rest aus b und q für 1 steht, und r steht für 0, 1 , 2, 3, 4 oder 5, und einen für den jeweiligen Verwendungszweck geeigneten Träger sowie ggf. weitere spezifischeB is a single bond, O, NH, NR, CH 2 , C (O) -O, C (O), S, CH 2 -O, OC (O), NC (O), C (O) -N , 0-C (O) -N 1 NC (O) -N, O-SO 2 or SO 2 -O, R is alkyl having 1 to 4 C atoms, b is O or 1 and c is O or 1, q is O or 1, wherein at least one of b and q is 1, and r is 0, 1, 2, 3, 4 or 5, and a suitable carrier for the respective purpose and optionally further specific
Aktivstoffe.Actives.
36. Mittel nach Anspruch 35, dadurch gekennzeichnet, dass es sich bei dem Mittel um Färb- und Lackzubereitungen, Feuerlöschmittel, Schmierstoffe, Wasch- und Reinigungsmittel, Enteiser oder36. Composition according to claim 35, characterized in that it is the agent to dye and lacquer preparations, fire-extinguishing agents, lubricants, detergents and cleaners, deicers or
Hydrophobiermittel zur Textilausrüstung oder Glasbehandlung, Druckfarben, Anstriche, photographischen Beschichtungen, Spezialcoatings für die Halbleiter-Photolithographie, wie Photolacke, Top Antireflective Coatings, Bottom Antireflective Coatings, oder um Additivzubereitungen zur Additivierung entsprechender Zubereitungen handelt.Water repellents for textile finishing or glass treatment, printing inks, paints, photographic coatings, special coatings for semiconductor photolithography, such as photoresists, top antireflective coatings, bottom antireflective coatings, or are additive formulations for the addition of appropriate preparations.
37. Verfahren zur Herstellung eines Mittels nach einem oder mehreren der Ansprüche 35 oder 36, dadurch gekennzeichnet, dass die oberflächenaktive Verbindung mit dem für den jeweiligen37. A process for preparing a composition according to one or more of claims 35 or 36, characterized in that the surface-active compound with that for the respective
Verwendungszweck geeigneten Träger sowie ggf. weiteren spezifischen Aktivstoffen vermischt wird. Purpose suitable carrier and optionally other specific active ingredients is mixed.
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