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WO2009115391A1 - Utilisation de sels d'imidazolium dans des produits de lavage et de nettoyage - Google Patents

Utilisation de sels d'imidazolium dans des produits de lavage et de nettoyage Download PDF

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Publication number
WO2009115391A1
WO2009115391A1 PCT/EP2009/052055 EP2009052055W WO2009115391A1 WO 2009115391 A1 WO2009115391 A1 WO 2009115391A1 EP 2009052055 W EP2009052055 W EP 2009052055W WO 2009115391 A1 WO2009115391 A1 WO 2009115391A1
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Prior art keywords
washing
cleaning agent
agent according
alkyl
cleaning
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PCT/EP2009/052055
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German (de)
English (en)
Inventor
Mareile Job
Christian Kropf
Annemarie Krasemann
Ursula Huchel
Elke Veit
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/28—Heterocyclic compounds containing nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/32—Organic compounds containing nitrogen
    • C11D7/3281—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/34—Organic compounds containing sulfur

Definitions

  • the present invention relates to detergents and cleaning agents containing imidazolium salts and to the use of these detergents and cleaners for cleaning textiles and surfaces.
  • imidazolium salts in particular with respect to strongly baked-on dirt, allow a significant improvement in the cleaning performance of detergents and cleaners.
  • a first subject of the present invention are therefore detergents and cleaners containing at least one imidazolium salt.
  • Cleaning agents for hard surfaces in particular hand dishwashing detergents and automatic dishwasher detergents, are particularly preferred.
  • Another object of the present invention is therefore also the use of such imidazolium salts according to the invention and of detergents and cleaners containing such imidazolium salts, for the cleaning of surfaces, especially hard surfaces, as well as for the cleaning of textile fabrics.
  • a preferred object of the present invention is in particular the use of such imidazolium salts according to the invention and of detergents and cleaners which contain such imidazolium salts, for the removal of stubborn and / or baked-on, in particular strongly burned, stains.
  • a further preferred subject matter of the present application is furthermore a process for cleaning dishes in a dishwasher, in which a washing or cleaning agent according to the invention is metered into the interior of a dishwasher during the passage of a dishwashing program before the main wash cycle or during the main wash cycle.
  • the metering or the entry of the agent according to the invention into the interior of the dishwasher can be done manually, but preferably the agent is metered by means of the metering chamber into the interior of the dishwasher.
  • the imidazolium salt according to the invention is preferably a salt which contains as imidazolium cation a compound of general formula (I)
  • R1, R2, R3, R4 and R5 independently of one another represent trifluoromethyl, hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, heteroalkyl, heterocycloalkyl, alkoxy, alkoxyalkyl, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkanoyl, alkanoyloxy, alkoxycarbonyl, Alkylaminocarbonyl, alkylsulfanylcarbonyl, hydroxy, hydroxyalkyl, hydroxycarbonyl, amino, alkylamino, aryl, arylalkyl, aryloxy, arylamino, arylsulfanyl, arylsulfinyl, arylsulfonyl, arylcarbonyl, arylcarbonyloxy, aryloxycarbonyl, arylamino
  • R 1 and R 4 are independently optionally substituted alkyl, aryl, arylalkyl, alkylcarbonylalkyl or arylcarbonylalkyl, and R 2, R 4 and R 5 are independently hydrogen or optionally substituted alkyl.
  • R1 and / or R4 preferably both R1 and R4, comprise an aromatic radical.
  • R 1 and R 4 independently of one another are optionally substituted phenyl, phenyl-C 1-e-alkyl or phenylcarbonyl-C 1-e-alkyl and
  • Radicals R2, R4 and R5 are independently hydrogen or optionally substituted
  • R 1 is an optionally substituted phenacyl radical and / or R 4 is an optionally substituted phenylmethyl radical
  • the imidazohum cation is a compound according to formula (II) or formula (III)
  • said compounds may also be monosubstituted or polysubstituted.
  • substituents are preferably selected from alkyl, halogen, in particular chlorine, bromine, iodine or fluorine, hydroxypropyl, hydroxyalkyl, hydroxycarbonyl, alkoxy, alkoxyalkyl, alkoxycarbonyl, amino, alkylamino and dialkylamino.
  • the Anio ⁇ of the imidazolium salt is preferably selected from Haloge ⁇ id, in particular chloride, boron, iodide or fluoride. Sulfate, sulfite, nitrate, Hydrog ⁇ ncarbonat and deprotonated ⁇ n organic acids, more preferably it is a halide, especially bromide.
  • the washing performance can be further improved if the imidazolium salt is used in combination with salicylic acid (2-hydroxybenzoic acid), a salicylic acid or mixtures thereof.
  • the salicylic acid derivatives may be selected, in particular, from 2-hydroxybenzoic acid which is substituted by further radicals on the ring, the other radicals preferably being selected from hydroxyl, amino, halogen, in particular chlorine, bromine or fluorine, C 1 -b-alkyl, Ci- ⁇ -alkoxy, Cf- ⁇ -alkylamino and di (Ci-B-alkyl) amino.
  • the Ca rboxyl group and the hydroxy group of 2-Hydroxybenzoesä ⁇ re and salicylic acid derivatives may also be optionally esterified or etherified, in particular by optionally substituted Ci- ⁇ -Alka ⁇ ol.
  • Alkyl preferably represents C ⁇ . ie -alkyl. in accordance with the invention in each case independently of one another for all saturated linear and branched alkyl radicals having up to 18 C atoms, preference being given to C 1, B-alkyl radicals.
  • Ci "6-alkyl is according to the invention for all saturated linear and branched alkyl radicals having up to 6 C-Atom ⁇ n, i ⁇ sb ⁇ sond ⁇ re for methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl and all isomers of pentyl and hexyl.
  • cycloalkyl is preferably Cs- ⁇ -cycloalkyl.
  • Cj- ⁇ -Cycloalkyl independently of one another in each case denotes all cyclic alkyl radicals having 3 to 6 C atoms, preferably 5 to 6 C atoms, where the radicals may be saturated or unsaturated, especially for cyclopentyl, cyclohexyl or cyclopentadienyl.
  • Alkenyl is C 2 -i erfindungsgem Kunststoff preferably a alkenyl.
  • C 2 -i fl -alkenyl erfi ⁇ du ⁇ gsgemad each independently for all linear and branched alkyl radicals having up to 18 carbon atoms, containing at least one double bond,
  • C 2-6 alkenyl radicals are preferably C 2 -.
  • Alkynyl is preferably ⁇ rfi ⁇ du ⁇ gsleton for in accordance with the invention, in each case independently of one another, denotes all linear and branched alkyl radicals having up to 18 C atoms which contain at least one triple bond, where C 2 . e- alkynyl radicals are preferred.
  • C 2 . 6 -Alkinyl stands erfindu ⁇ gsgemäl ⁇ for all linear and unbranched alkyl radicals having up to 6 carbon atoms which contain at least one triple bond, in particular ethynyl, propynyl, i-Propi ⁇ yl and all isomers of Butrnyl, Pe ⁇ tinyl and hexynyl.
  • Heteroalkyl according to the invention is in each case independently of one another for all saturated and mono- or polyunsaturated, linear or branched alkyl radicals which contain at least one, preferably exactly one heteroatom, in particular selected from O, S and N, where the sum of C and Hetero-Atome ⁇ preferably up to 18, more preferably up to 6 amounts.
  • Heterocycloalkyl according to the invention is in each case independently of one another for all cyclic alkyl radicals which contain at least one, preferably exactly one, heteroatom, in particular selected from O, S or N 1 , wherein the ring is preferably from three to eight membered, more preferably five to six membered , Examples of these are tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, 2-thiazolinyl, tetrahydrothiazolyl, tetrahydrooxazolyl, piperidinyl, pipazrazinyl, morpholinyl and thiomorpholmyl.
  • C 1-18 -alkoxy is preferably independently of each other all saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms which are bonded via an oxygen atom to C 1-16 -alkoxy.
  • C 1 -C alkoxy radicals are preferred, C 1-6 -alkoxy, according to the invention, in each case independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 C atoms, which are bonded via an oxygen atom, in particular methoxy and ethoxy.
  • Ci-ie-alkylsulfanyl stands erfindu ⁇ gsge réelle preferably Ci_ig alkylsulfanyl.
  • Ci-ie-alkylsulfanyl is erfindu ⁇ gshack each independently, all saturated and unsaturated! Linear and branched alkyl radicals having up to 18 carbon atoms bonded via a sulfur atom, where C 1, ⁇ -alkylsulfinyl radicals are preferred
  • C 1 -alkylsulfanyl represents all saturated and unsaturated, linear and branched alkyl radicals having up to 6 C atoms which are bonded via a sulfur atom, in particular Methysulfanyl and Ethylsulfa ⁇ yl.
  • alkylsulfinyl is preferably C 1- al-alkynyl [sulfinyl.
  • C 1-6 -alkylsulfinyl according to the invention is, independently of one another, for all saturated and unsaturated, linear and branched alkyl radicals having up to 16 carbon atoms which have an SO group are bonded, said CI_ 6 -Alkylsulfo ⁇ yl radicals are preferred.
  • C ⁇ alkylsulfinyl stands according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 C-Atome ⁇ , which are bonded via an SO group, in particular for M ⁇ thylsulfi ⁇ yl and ethylsulfinyl.
  • alkylsulfonyl is preferably C 1 -C 4 -alkylsulfonyl.
  • C 1 -C 4 -alkylsulfonyl according to the invention in each case independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms which are bonded via a SOjj group are, where C t - ⁇ -Alkylsulfoxidyl radicals are preferred.
  • C is preferably C 1 -C 4 -alkylsulfonyl.
  • 6 -AlkylsulFo ⁇ yl is erfindu ⁇ gsloom for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms which bound via a SO 2 group in particular for methylsulfonyl and ethylsulfonyl
  • C 1 -alkyl is in each case independently of each other saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms which, via a carbonyl radical, represent C 1-1 -alkanoyl.
  • Ci- 6 -alkanoyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a carbonyl group , in particular For Methycarbo ⁇ yl and ethylcarbonyl.
  • alka ⁇ oyloxy is preferably Ci_is-alkanoyloxy.
  • Ci-i ⁇ -alkanoyloxy in accordance with the invention in each case independently represents all saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms which are bonded via a carboxyyloxy group, in which are preferred. is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a Carbo ⁇ yloxy group, in particular for methanoyloxy, Etha ⁇ oyloxy, n-propanoyloxy and i-Propanoyloxy.
  • Alkoxycarbonyl means erfindungsgemafl preferably C ⁇ j -Alkcxvcarbonyl C 1-1 ⁇ -. Erfindu ⁇ gshunt alkoxycarbonyl in each case independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which has a group Oxycarbo ⁇ yl are attached, wherein Ci »a-Alkoxycarbo ⁇ yl radicals are preferred.
  • C- ⁇ . ⁇ - alkoxycarbonyl for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms which bound via an oxycarbonyl group are, in particular for methoxycarbonyl and ethoxycarbonyl
  • C 1-19 -alkylaminocarbonyl in each case independently of one another represents an aminocarbonyl group which is mono- or disubstituted by a saturated or unsaturated, linear or branched alkyl radical with up to 18 C atoms is substituted, wherein mono- or disubstituted by C ⁇ alkyl groups substituted aminocarbonyl radicals, in particular monomethylaminocarbonyl, Diemethylaminocarbonyl, Monoethylami ⁇ ocarbo ⁇ yl and Diethylami ⁇ ocarbo ⁇ yl, are preferred.
  • alkylsulfanylcarbonyl is preferably d-ie-alkylsulfanylcarbonyl.
  • Ci-m-Alkylsulfanylcarbonyl is according to the invention independently of each other for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms, which have a thiocarbony] group are attached, wherein C 1- ⁇ -Alkylsulfanylcarbonyl radicals are preferably C 1-6 -.
  • Alkylsulfanylcarbo ⁇ yl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms which bound via a group Thiocarbo ⁇ yl are, in particular for methylthiocarbonyl and ethylthiocarbonyl.
  • Alkylamino is erfind ungsgernäß preferably (Ci-ia alkyl) NH. ⁇ Fl CM alkyl) NH erfindungsgsmäß each independently, all saturated and unsaturated, linear and branched alkyl groups having up to 18 carbon atoms, which has a Hydrogenamino group are bonded, wherein (a CI_ alkyl) NH is preferred (Ci. alkyl a) NH according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which has a Hydrogenamino Group are bound, in particular for CH 3 NH and C 2 H S NH.
  • dialkylamine is preferably di (C 1 -alkyl) N
  • di- (C 1 -isalkyl) N is according to the invention in each case independently of each other all saturated and unsaturated, linear and branched alkyl radicals having up to 18 C atoms which are bonded via a (C 1-10 -alkylamino group, preference being given to di- (C 1-8 -alkyl) N, where the two alkyl radicals may be identical or different from one another.
  • alkyl) N is according to the invention for all saturated and unsaturated, linear and branched alkyl groups having up to 6 C-atoms, which ami ⁇ o group are bonded via a (Ci- ⁇ - alkyl), especially for (CHj) 2 N and (C 2 H 6 ) 2 N.
  • aryl preferably represents C ⁇ . 1 [r aryl.
  • C 1-10 aryl is according to the invention, in particular also in C 6-10 aryl-C 1-12 -alkyl, C ⁇ -m-aryloxy, Ce.
  • Heteroaryl is erfg ⁇ dungsg ⁇ mäß, in particular also in heteroaryl-CM2-alkyl, heteroaryloxy, heteroarylamino, Heteroarylsulfa ⁇ yl, Heteroarylsulfonyl, Heteroarylsulfoxidyl, H ⁇ teroarylcarbonyl, Heteroarylcarbo ⁇ yloxy, Heteroaryloxycarbonyi, Heteroarylaminocarbo ⁇ yl and H ⁇ teroarylsulfanylcarbonyl, unless otherwise indicated, for at least one heteroatom selected from O, S and N.
  • aromatic radical having 5 to 10, preferably 5 or 6, ring members, preferably selected from furanyl, thienyl, thiophenyl, pyrrolyl, isopyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isothiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, benzofuranyi, Benzothiophenyl, indolyl, quinolinyl, isoquinolinyl, benzimidazolyl, indazolyl, pyridofuranyl and pyridothienyl.
  • alkyl radical may be saturated or unsaturated, branched or unbranched.
  • Preferred radicals are benzyl, phenylethyl, naphthylmethyl and naphthylethyl,
  • Amino stands for any substituted or unsubstituted amino group, in particular -NH 2 , -NH (C 1-1B -alkyl), -N (C 1-1 -alkyl) -alkyl, -NH 2 -alkyl-aryl) or -N (C 6-10 -AfyI) 2 , especially preferred for -NH £ .
  • ammonium represents any substituted or unsubstituted ammonium group, in particular -NH 3 W , -NH 2 (C 1 -18 -alkyl) -NH (C 1 -alkyl) 2 W or -N (C 1-18 -AikyI) 3 ",
  • “Sulfato” according to the invention is in particular Wr -OS (O) 2 -OR 1 "sulfo" for -S (O) 2 -OR, “amidosulfo” for -O-S (O) 2 -NR 2 , “phosphato” for 0-P (O) (OR) 2 , “phosphono” for -P (O) (OR) 2 "amidophosphono” for -O-P (O) (NRj) 2 or -OP (O) (OR) (NO 2) and "amidocarbonyl” -C (O) -NR 2 wherein each R is independently (H, M +) F Ci-ie-alkyl, Ce-io-aryl or Ci-is- alkyl-C e- 10 -aryl stands.
  • Imidazolium salts to be used according to the invention are preferably present in the inventive compositions in an amount of from 0.01 to 5.0% by weight, more preferably in an amount of from 0.1 to 3.0% by weight, especially in an amount from 0.2 to 2.0% by weight.
  • a washing or cleaning agent according to the invention and in particular a machine dishwashing detergent according to the invention may contain further washing or cleaning-active ingredients as well as other ingredients customary for detergents and cleaners.
  • Detergents or cleaners according to the invention generally contain one or more builders, in particular zeolites, silicates, carbonates, organic cobuilders and, where there are no ecological reasons against their use, the phosphates.
  • builders in particular zeolites, silicates, carbonates, organic cobuilders and, where there are no ecological reasons against their use, the phosphates.
  • the latter are particularly preferred builders to be used in automatic dishwashing detergents.
  • crystalline layered silicates of general formula NaMSi x O 2x + I ⁇ y H 2 O wherein M is sodium or hydrogen, x is a number from 1, 9 to 22, preferably from 1: 9 to 4, wherein particularly preferred Values for x are 2, 3 or 4, and y is a number from 0 to 33, preferably from 0 to 20.
  • the crystalline layered silicates of the formula NaMSi x O 2x + 1 ⁇ y H 2 O are sold for example by Clariant GmbH (Germany) under the trade name Na-SKS.
  • silicates Na-SKS-1 (Na2 Sb2 ⁇ 4 5 ⁇ x H 2 O, kenyaite), Na-SKS-2 (Na 2 Si 14 O 29 ⁇ x H 2 O, magadiite), Na-SKS 3 (Na 2 Si 8 O 17 .xH 2 O) or Na-SKS-4 (Na 2 Si 4 O 9 .H 2 O, makatite).
  • the agents according to the invention furthermore preferably contain surfactants, in particular selected from nonionic, anionic, cationic and amphoteric surfactants.
  • surfactants used according to the invention are preferably nonionic, anionic and / or amphoteric surfactants.
  • nonionic surfactants it is possible to use all nonionic surfactants known to the person skilled in the art.
  • Suitable nonionic surfactants are, for example, alkyl glycosides of the general formula RO (G) x in which R corresponds to a primary straight-chain or methyl-branched, in particular 2-methyl-branched aliphatic radical having 8 to 22, preferably 12 to 18 carbon atoms and G is the Is a symbol which represents a glycose unit having 5 or 6 C atoms, preferably glucose.
  • the degree of oligomerization x which indicates the distribution of monoglycosides and oligoglycosides, is an arbitrary number between 1 and 10; preferably x is 1, 2 to 1, 4.
  • nonionic surfactants used either as the sole nonionic surfactant or in combination with other nonionic surfactants are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acid alkyl esters, preferably having from 1 to 4 carbon atoms in the alkyl chain.
  • Nonionic surfactants of the amine oxide type for example N-cocoalkyl-N, N-dimethylamine oxide and N-tallowalkyl-N, N-dihydroxyethylamine oxide, and the fatty acid alkanolamides may also be suitable.
  • the amount of these nonionic surfactants is preferably not more than that of the ethoxylated fatty alcohols, especially not more than half thereof.
  • surfactants are polyhydroxy fatty acid amides of the formula
  • R is an aliphatic acyl radical having 6 to 22 carbon atoms
  • R 1 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms
  • [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 10 carbon atoms and 3 to 10 hydroxyl groups.
  • the polyhydroxy fatty acid amides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the group of polyhydroxy fatty acid amides also includes compounds of the formula
  • R is a linear or branched alkyl or alkenyl radical having 7 to 12 carbon atoms
  • R 1 is a linear, branched or cyclic alkyl radical or an aryl radical having 2 to 8 carbon atoms
  • R 2 is a linear, branched or cyclic alkyl radical or an aryl radical or an oxy-alkyl radical having 1 to 8 carbon atoms
  • Cw-alkyl or phenyl radicals are preferred
  • [Z] is a linear polyhydroxyalkyl radical whose alkyl chain is substituted by at least two hydroxyl groups, or alkoxylated, preferably ethoxylated or propoxylated derivatives of this residue.
  • [Z] is preferably obtained by reductive amination of a reduced sugar, for example glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • a reduced sugar for example glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • the N-alkoxy- or N-aryloxy-substituted compounds can be converted into the desired polyhydroxy fatty acid amides by reaction with fatty acid methyl esters in the presence of an alkoxide as catalyst.
  • the detergents according to the invention also contain bleaches in a preferred embodiment. Among the compounds serving as bleaches in water H 2 O 2 , sodium percarbonate, sodium perborate tetrahydrate and sodium perborate monohydrate are of particular importance.
  • Further useful bleaching agents are, for example, peroxopyrophosphates, citrate perhydrates and peroxygenic salts or peracids which yield H 2 O 2 , such as persulfates or persulfuric acid.
  • the urea peroxohydrate percarbamide which can be described by the formula H 2 N-CO-NH 2 H 2 O 2 , is also useful , Especially when using the MiUeI for cleaning hard surfaces, for example with automatic dishwashing !
  • they may also contain bleaches from the group of organic bleaches, although their use is in principle also possible with detergents.
  • Typical organic bleaches are the diacyl peroxides. such as dibenzoyl peroxide.
  • organic bleaching agents are the peroxyacids, examples of which are the alkyl peroxyacids and the aryl peroxyacids.
  • Preferred representatives are (a) peroxybenzoic acid and its substituted derivatives, such as alkylperoxybenzoic acids, but also peroxy- ⁇ -naphthoic acid and magnesium monoperphthalate.
  • aliphatic or substituted aliphatic peroxyacids such as peroxylauric
  • bleaching agent and chlorine or bromine releasing substances can be used.
  • suitable chlorine or bromine-releasing materials are heterocyclic N-bromo and N-chloroamides, for example trichloroisocyanuric acid, tribromoisocyanuric acid B, dibromoisocyanuric acid and / or dichloroisocyanic acid (DICA) and / or their salts with cations such as potassium and sodium.
  • DICA dichloroisocyanic acid
  • Hydantoin compounds such as 1,3-dichloro-5,5-dimethylhydantoin are also suitable.
  • inventive replaceable further ingredients in particular with regard to inventively preferably usable Geruststoffen, surfactants, polymers, bleaching agents, especially Bieicheptatoren and / or bleach catalysts, enzymes, especially amylases, proteases and Amadoriasen, solvents, thickeners, sequestering agents, electrolytes, optical brighteners, grayness inhibitors, Glaskorrosionsi ⁇ hibitore ⁇ , Corrosio ⁇ sinhibitoren, Farbubertragungsinhibitorsen, Schaumi ⁇ hibitore ⁇ , Disintegrationswhisstoffn, abrasives, dyes or dyes, perfumes, perfume carriers, microbial agents, UV absorbents, enzyme stabilizers, "Soil-Release" -W rkstoffen, Acidifiziem ⁇ gsmiitel ⁇ and Propellants and with regard to their preferred ⁇ reference is made to Offenlegii ⁇ gsschnft WO2008 / 101810.
  • a separate subject matter of the invention is a process for the mechanical cleaning of textiles or of hard surfaces, in which at least in one of the process steps an imidazolium salt according to the invention, preferably in combination with salicylic acid or a salicylic acid derivative, is used.
  • Processes for the cleaning of textiles are generally distinguished by the fact that various cleaning-active substances are applied to the items to be cleaned in a plurality of process steps and washed off after the reaction time, or the product to be treated is otherwise treated with a detergent or a solution of this agent.
  • a separate subject of the invention is the use of imidazolium salts according to the invention, preferably in combination with salicylic acid or a salicylic acid derivative, for the purification of textiles or hard surfaces.
  • imidazolium salts and corresponding combinations with salicylic acid and salicylic acid derivatives can, in particular according to the properties described above and the methods described above, be used to remove stains from textiles or hard surfaces. Examples of embodiments include hand washing, manual removal of stains from textiles or hard surfaces, or use in conjunction with a machine process.
  • the imidazolium salts and salicylic acid derivatives according to the invention are in this case provided in the context of one of the above formulations for agents according to the invention, preferably detergents or cleaners.
  • Another object of the present invention is also a product comprising a composition according to the invention or a detergent or cleaning agent according to the invention, in particular a hard surface cleaner according to the invention, and a spray dispenser.
  • a spray dispenser In the case of the product, this can be both a chamber chamber and a multi-chamber container, in particular a two-chamber container.
  • the spray dispenser is preferably a manually activated spray dispenser, in particular selected from the group comprising aerosol sprayers (pressurized gas containers, also called spray cans), pressure-building spray dispensers, pump spray dispensers and trigger spray dispensers, in particular pump spray dispensers and trigger sprayers with a container made of transparent polyethylene or polyethylene terephthalate.
  • Spray dispensers are described in more detail in WO 96/04940 (Procter & Gamble) and the US patents cited therein on spray dispensers, to which reference is made in this regard and the contents of which are hereby incorporated by reference.
  • Triggersprühspender and pump sprayer have over compressed gas tanks the advantage that no propellant must be used.
  • suitable particles-passing attachments, nozzles, etc. so-called “nozzle valves”
  • enzyme in this embodiment can optionally also be added to the composition in a form immobilized on particles and thus metered in as a cleaning foam.
  • Machine dishwashing agents particularly preferred according to the invention comprise
  • surfactant preferably nonionic and / or amphoteric surfactant (s), more preferably nonionic (s) surfactant (s);
  • enzyme preferably selected from amylases, proteases and amadoriases;
  • bleaching agent preferably percarbonate
  • imidazolium salts such as optionally 0.01 to 5 wt .-%, preferably 0.02 to 4 wt .-% and in particular 0.05 to 3 wt .-% salicylic acid and / or salicylic acid derivatives.
  • Very particularly preferred automatic dishwashing detergents comprise
  • nonionic surfactant s
  • wt .-% 0.5 to 8 wt .-%, preferably 1 to 7 wt .-% and in particular 2 to 6 wt .-% enzyme (s) selected from amylases, proteases and amadoriases;
  • Bleach catalysts such as
  • Imidazolium salts and optionally 0.01 to 5 wt .-%, preferably 0.02 to 4 wt .-% and in particular 0.05 to 3 wt .-% salicylic acid and / or salicylic acid derivatives.
  • compositions according to the invention can take place in different ways.
  • the compositions according to the invention can be present in solid or liquid form as well as a combination of solid and liquid forms.
  • Powder, granules, extrudates or compactates, in particular tablets, are particularly suitable as firm supply forms.
  • the liquid supply forms based on water and / or organic solvents may be thickened, in the form of gels.
  • Inventive agents can be formulated in the form of single-phase or multi-phase products.
  • automatic dishwashing detergents with one, two, three or four phases are preferred.
  • Machine dishwashing detergent characterized in that it is in the form of a prefabricated dosing unit with two or more phases, are particularly preferred.
  • the individual phases of multiphase agents may have the same or different states of aggregation.
  • Machine dishwashing detergents which have at least two different solid phases and / or at least two liquid phases and / or at least one solid and at least one solid phase are preferred.
  • Automatic dishwasher detergents according to the invention are preferably prefabricated to form metering units. These metering units preferably comprise the necessary for a cleaning cycle amount of washing or cleaning-active substances. Preferred metering units have a weight between 12 and 30 g, preferably between 14 and 26 g and in particular between 16 and 22 g.
  • the volume of the aforementioned metering units and their spatial form are selected with particular preference so that a metering of the prefabricated units is ensured via the metering chamber of a dishwasher.
  • the volume of the dosing unit is therefore preferably between 10 and 35 ml, preferably between 12 and 30 ml and in particular between 15 and 25 ml.
  • the automatic dishwasher detergents according to the invention in particular the prefabricated metering units, have a water-soluble coating, with particular preference.
  • bromoacetophenone or chloroacetophenone are abs. In 60 ml. Under N 2 is heated to about 70 0 C and 0.06 mol of imidazole derivative in 15 ml of abs. Ethyl acetate was added dropwise.
  • test soil is obtained by baking a mixture of cream, whole egg and cornstarch on a glazed ceramic surface. This test dirt is then rinsed with a dishwasher G 698 SC Plus from sensor. Miele in Intensiv Strukturprogramm (50 0 C, 107 minutes). The amount of soil removed is determined gravimetrically and the result is expressed in percent based on the improvement in the washing result compared to a commercial reference dishwashing detergent.

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  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente invention concerne des produits de lavage et de nettoyage contenant des sels d'imidazolium, ainsi que l'utilisation de ces produits de lavage et de nettoyage pour le nettoyage de textiles et de surfaces.
PCT/EP2009/052055 2008-03-18 2009-02-20 Utilisation de sels d'imidazolium dans des produits de lavage et de nettoyage Ceased WO2009115391A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200810014759 DE102008014759A1 (de) 2008-03-18 2008-03-18 Verwendung von Imidazolium-Salzen in Wasch- und Reinigungsmitteln
DE102008014759.1 2008-03-18

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WO2009115391A1 true WO2009115391A1 (fr) 2009-09-24

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WO2018011276A1 (fr) 2016-07-13 2018-01-18 The Procter & Gamble Company Variants dnase de bacillus cibi et leurs utilisations
EP3950941A2 (fr) 2016-07-13 2022-02-09 Novozymes A/S Variants polypeptidiques de la dnase
WO2019084349A1 (fr) 2017-10-27 2019-05-02 The Procter & Gamble Company Compositions détergentes comprenant des variants polypeptidiques
WO2019081724A1 (fr) 2017-10-27 2019-05-02 Novozymes A/S Variants de dnase
WO2019081721A1 (fr) 2017-10-27 2019-05-02 Novozymes A/S Variants de la dnase
WO2019201793A1 (fr) 2018-04-17 2019-10-24 Novozymes A/S Polypeptides ayant une activité de liaison des hydrates de carbone dans des compositions détergentes et leur utilisation pour réduire les plis de textiles ou de tissus
WO2020188095A1 (fr) 2019-03-21 2020-09-24 Novozymes A/S Variants d'alpha-amylase et polynucléotides codant pour ceux-ci
WO2020207944A1 (fr) 2019-04-10 2020-10-15 Novozymes A/S Variants polypeptidiques
WO2021037895A1 (fr) 2019-08-27 2021-03-04 Novozymes A/S Composition détergente
WO2021053127A1 (fr) 2019-09-19 2021-03-25 Novozymes A/S Composition détergente
WO2021064068A1 (fr) 2019-10-03 2021-04-08 Novozymes A/S Polypeptides comprenant au moins deux domaines de liaison aux hydrates de carbone
EP3892708A1 (fr) 2020-04-06 2021-10-13 Henkel AG & Co. KGaA Compositions de nettoyage comprenant des variantes de dispersine
WO2022074037A2 (fr) 2020-10-07 2022-04-14 Novozymes A/S Variants d'alpha-amylase
WO2022171780A2 (fr) 2021-02-12 2022-08-18 Novozymes A/S Variants d'alpha-amylase
WO2022268885A1 (fr) 2021-06-23 2022-12-29 Novozymes A/S Polypeptides d'alpha-amylase
WO2024131880A2 (fr) 2022-12-23 2024-06-27 Novozymes A/S Composition détergente comprenant une catalase et une amylase

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