GB851059A - Process for polymerization and the products produced thereby - Google Patents
Process for polymerization and the products produced therebyInfo
- Publication number
- GB851059A GB851059A GB10322/57A GB1032257A GB851059A GB 851059 A GB851059 A GB 851059A GB 10322/57 A GB10322/57 A GB 10322/57A GB 1032257 A GB1032257 A GB 1032257A GB 851059 A GB851059 A GB 851059A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ceric
- polymers
- grafted
- salt
- esters
- 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.)
- Expired
Links
- 238000006116 polymerization reaction Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 abstract 10
- 239000004744 fabric Substances 0.000 abstract 8
- 229920000642 polymer Polymers 0.000 abstract 8
- XMPZTFVPEKAKFH-UHFFFAOYSA-P ceric ammonium nitrate Chemical compound [NH4+].[NH4+].[Ce+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O XMPZTFVPEKAKFH-UHFFFAOYSA-P 0.000 abstract 6
- 229920000742 Cotton Polymers 0.000 abstract 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 4
- 229920000297 Rayon Polymers 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 4
- -1 vinyl ethyl Chemical group 0.000 abstract 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical class C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 3
- 239000003638 chemical reducing agent Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- 230000000379 polymerizing effect Effects 0.000 abstract 3
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000012736 aqueous medium Substances 0.000 abstract 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 abstract 2
- 229920002678 cellulose Polymers 0.000 abstract 2
- 239000001913 cellulose Substances 0.000 abstract 2
- UIYCHXAGWOYNNA-UHFFFAOYSA-N divinyl sulphide Natural products C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 abstract 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229920000578 graft copolymer Polymers 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- 229920002401 polyacrylamide Polymers 0.000 abstract 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- GQHDQZJQJMDTAS-VAWYXSNFSA-N (E)-1,4-dioxo-1,4-dipentoxybut-2-ene-2-sulfonic acid Chemical compound S(=O)(=O)(O)/C(/C(=O)OCCCCC)=C/C(=O)OCCCCC GQHDQZJQJMDTAS-VAWYXSNFSA-N 0.000 abstract 1
- WZGVVUBWGGEXGL-UHFFFAOYSA-N (Z)-1,4-dimethoxy-1,4-dioxobut-2-ene-2-sulfonic acid Chemical compound S(=O)(=O)(O)/C(/C(=O)OC)=CC(=O)OC WZGVVUBWGGEXGL-UHFFFAOYSA-N 0.000 abstract 1
- WUCQRXWCJPCWTQ-NSCUHMNNSA-N (e)-pent-3-enal Chemical compound C\C=C\CC=O WUCQRXWCJPCWTQ-NSCUHMNNSA-N 0.000 abstract 1
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical class ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 abstract 1
- SOSQXPIKTBUEKF-UHFFFAOYSA-N 1,4-dihexoxy-1,4-dioxobutane-2-sulfonic acid Chemical compound CCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC SOSQXPIKTBUEKF-UHFFFAOYSA-N 0.000 abstract 1
- YUCTUWYCFFUCOR-UHFFFAOYSA-N 1,4-dihexoxy-1,4-dioxobutane-2-sulfonic acid;sodium Chemical compound [Na].CCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC YUCTUWYCFFUCOR-UHFFFAOYSA-N 0.000 abstract 1
- OXLXSOPFNVKUMU-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC OXLXSOPFNVKUMU-UHFFFAOYSA-N 0.000 abstract 1
- GTGJSOCXOWCTAJ-UHFFFAOYSA-N 1,5-diheptoxy-1,5-dioxopentane-2-sulfonic acid Chemical compound S(=O)(=O)(O)C(C(=O)OCCCCCCC)CCC(=O)OCCCCCCC GTGJSOCXOWCTAJ-UHFFFAOYSA-N 0.000 abstract 1
- LNMQSVFDPRGDSZ-UHFFFAOYSA-N 1,8-didecoxy-1,8-dioxooctane-2-sulfonic acid Chemical compound S(=O)(=O)(O)C(C(=O)OCCCCCCCCCC)CCCCCC(=O)OCCCCCCCCCC LNMQSVFDPRGDSZ-UHFFFAOYSA-N 0.000 abstract 1
- SZTBMYHIYNGYIA-UHFFFAOYSA-N 2-chloroacrylic acid Chemical class OC(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-N 0.000 abstract 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 abstract 1
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical class CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 abstract 1
- VROYENARGXKRQQ-UHFFFAOYSA-N 5-chloropent-3-enal Chemical compound ClCC=CCC=O VROYENARGXKRQQ-UHFFFAOYSA-N 0.000 abstract 1
- XQHIZOKPJFRPKW-UHFFFAOYSA-N 5-dodecoxy-2-dodecoxycarbonyl-5-oxopentane-1-sulfonic acid Chemical compound S(=O)(=O)(O)CC(C(=O)OCCCCCCCCCCCC)CCC(=O)OCCCCCCCCCCCC XQHIZOKPJFRPKW-UHFFFAOYSA-N 0.000 abstract 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- 229920002873 Polyethylenimine Polymers 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- 239000005708 Sodium hypochlorite Substances 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000004996 alkyl benzenes Chemical class 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- IWJMQXOBCQTQCF-UHFFFAOYSA-N but-3-enal Chemical compound C=CCC=O IWJMQXOBCQTQCF-UHFFFAOYSA-N 0.000 abstract 1
- VZDYWEUILIUIDF-UHFFFAOYSA-J cerium(4+);disulfate Chemical compound [Ce+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O VZDYWEUILIUIDF-UHFFFAOYSA-J 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229910052736 halogen Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract 1
- 125000005395 methacrylic acid group Chemical class 0.000 abstract 1
- 125000005394 methallyl group Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 abstract 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 abstract 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 229920000768 polyamine Polymers 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000002964 rayon Substances 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 150000003440 styrenes Chemical class 0.000 abstract 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- WUCQRXWCJPCWTQ-UHFFFAOYSA-N trans-3-pentenal Natural products CC=CCC=O WUCQRXWCJPCWTQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 230000037303 wrinkles Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Graft and block polymers are made by polymerizing a compound containing a polymerizable CH2=C < group in an aqueous medium at a pH not greater than 6,0 and at a temperature between -5 DEG C. and 100 DEG C. in the presence of a ceric salt which is soluble in at least one of the components of the reaction system, and a polymeric organic reducing agent capable of being oxidized by the ceric salt and capable of initiating the polymerization, the reducing agent being an aldehyde or an acetal or a compound containing the <FORM:0851059/IV(a)/1> group wherein X is OH, RCO, SH and NHR, wherein R is hydrogen, alkyl, aralkyl or aryl, the open bonds of the <FORM:0851059/IV(a)/2> group being essentially organic residues and/or hydrogen. Monomers specified are styrene and various alkyl and halogen substituted styrenes, acrylic, methacrylic and chloroacrylic acids, anhydrides, amides and nitriles, C1-10 acrylates, acrylic esters of various nitroalkanols, acrylic esters of various polyhydric alcohols, butadiene, isoprene, chloroprene, allyl and methallyl esters of various saturated and unsaturated acids, vinyl acetate, propionate and butyrate, vinyl and vinylidene chlorides, vinyl ethyl, propyl and isobutyl ethers, divinylsulphone, divinylsulphide and vinyl pyridine. Polymeric reducing agents specified are polyvinyl alcohol and its partially formylated, acetylated, sulphated, nitrated and cyanoethylated derivatives, cellulose, regenerated cellulose, the partial acetic, propionic and nitric esters and partial methyl, ethyl, hydroxyethyl ethers of cellulose, starch and its partially cyanoethylated and acetylated derivatives, polymers of beta-hydroxyethyl acrylate and methacrylate, polyvinyl pyrrolidone, polymers of C1-C3 alkyl vinyl ketones, polyamines made by treating acrylamide polymers with sodium hypochlorite, polymers of acrolein, 3-butenal, 3-pentenal and 5-chloro-3-pentenal, various mercaptoalkyl acrylates and methacrylates, polyvinyl formal, acetal and butyral, graft copolymers containing reducing groups, e.g. a graft copolymer of polyacrylamide and polyvinyl alcohol and, for the purpose of forming block polymers, polymers having terminal reducing groups, e.g. polyethylene glycol, polyethylene imines and polymers obtained by polymerizing unsaturated monomers in the presence of trimethylene glycol and 1,4-butanediol. Ceric salts specified are ceric ammonium nitrate, ceric sulphate, ceric dihexyl sulphoccinate and other salts obtained by reacting an inorganic ceric salt with organic sulphur containing acids. When polymerization is carried out in emulsion there is used an emulsifying agent, various alkali metal organic sulphonates and sulphates being specified for this purpose. Polymerisation may be carried in such a way as to graft two monomeric materials, e.g. methyl acrylate and acrylamide, on to the same preformed polymer, e.g. polyvinyl alcohol.ALSO:Oil-soluble ceric salts of organic sulphurcontaining acids are prepared by reacting an inorganic ceric salt, e.g. ceric ammonium nitrate, with an organic sulphur containing monobasic or polybasic acid or an alkali metal salt thereof, e.g. the sulpho derivatives of aliphatic dibasic acids and alkyl esters thereof, monoalkyl esters of sulphuric acid and alkyl benzene and naphthalene sulphonates. Salts specified are ceric dihexyl and dioctyl sulphosuccinates, diheptyl sulphoglutarate, didecyl sulphosuberate, dilaurylsulphosebacate, diamyl sulphomaleate, dimethyl sulphofumarate, dibutyl sulphodimethyl succinate and dilauryl sulphomethylglutarate. The preparation of ceric dihexyl sulphosuccinate is described by a process which involves mixing aqueous solutions of ceric ammonium nitrate and sodium dihexyl sulphosuccinate and filtering off the precipitated ceric salt.ALSO:Textile fabrics made from cellulosic fibres, e.g. those of cotton, viscose rayon and cuprammonium rayon, are treated by graft polymerizing thereon an ethylenically unsaturated compound in an aqueous medium with the aid of a ceric salt (see Group IV(a) ). In examples: (6) acrylonitrile is grafted on to a cotton fabric; (7) acrylonitrile is grafted on to a viscose rayon fabric; (8) acrylamide is grafted on to a cotton fabric; (9) methyl acrylate is grafted on to a cotton fabric; (10) methylene bisacrylamide is grafted on to a viscose rayon fabric; and (11) acrylamide is grafted on to a cotton fabric which is then treated with formaldehyde to give a fabric of improved wrinkle recovery.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US851059XA | 1956-04-12 | 1956-04-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB851059A true GB851059A (en) | 1960-10-12 |
Family
ID=22189501
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10322/57A Expired GB851059A (en) | 1956-04-12 | 1957-03-29 | Process for polymerization and the products produced thereby |
| GB10538/57A Expired GB855235A (en) | 1956-04-12 | 1957-04-01 | Process for polymerization and the products produced thereby |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10538/57A Expired GB855235A (en) | 1956-04-12 | 1957-04-01 | Process for polymerization and the products produced thereby |
Country Status (5)
| Country | Link |
|---|---|
| BE (2) | BE556515A (en) |
| DE (2) | DE1082409B (en) |
| FR (2) | FR1173524A (en) |
| GB (2) | GB851059A (en) |
| NL (4) | NL216299A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1264868A3 (en) * | 2001-05-25 | 2003-12-10 | Hewlett-Packard Company | Ink additive |
| CN112921443A (en) * | 2021-01-31 | 2021-06-08 | 福建沃凯丝化纤有限公司 | Preparation method of special low-melting-point fiber polymerization auxiliary agent |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL120957C (en) * | 1958-10-04 | |||
| NL268017A (en) * | 1960-08-08 | |||
| CN113072791A (en) * | 2021-04-01 | 2021-07-06 | 吴达华 | Degradable plastic taking corn starch as raw material and preparation method thereof |
| CN113549188B (en) * | 2021-09-01 | 2022-12-16 | 苏州胜蓝夫密封材料有限公司 | A kind of hydrophilic halamine antibacterial agent modified polyurethane foam and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2485535A (en) * | 1946-12-12 | 1949-10-18 | Monsanto Chemicals | Ceric sulfate catalyzed emulsion polymerization of styrene |
-
0
- NL NL92194D patent/NL92194C/xx active
- BE BE556633D patent/BE556633A/xx unknown
- BE BE556515D patent/BE556515A/xx unknown
- NL NL216298D patent/NL216298A/xx unknown
- NL NL97977D patent/NL97977C/xx active
- NL NL216299D patent/NL216299A/xx unknown
-
1957
- 1957-03-29 GB GB10322/57A patent/GB851059A/en not_active Expired
- 1957-04-01 GB GB10538/57A patent/GB855235A/en not_active Expired
- 1957-04-06 FR FR1173524D patent/FR1173524A/en not_active Expired
- 1957-04-09 FR FR1174149D patent/FR1174149A/en not_active Expired
- 1957-04-12 DE DEA26956A patent/DE1082409B/en active Pending
- 1957-04-12 DE DEA26955A patent/DE1082408B/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1264868A3 (en) * | 2001-05-25 | 2003-12-10 | Hewlett-Packard Company | Ink additive |
| US7115675B2 (en) | 2001-05-25 | 2006-10-03 | Hewlett-Packard Development Company, L.P. | Under-/overprinting fluid component for enhancing ink stability in printing |
| CN112921443A (en) * | 2021-01-31 | 2021-06-08 | 福建沃凯丝化纤有限公司 | Preparation method of special low-melting-point fiber polymerization auxiliary agent |
Also Published As
| Publication number | Publication date |
|---|---|
| BE556633A (en) | |
| BE556515A (en) | |
| NL92194C (en) | |
| FR1173524A (en) | 1959-02-26 |
| NL216298A (en) | |
| DE1082409B (en) | 1960-05-25 |
| DE1082408B (en) | 1960-05-25 |
| NL216299A (en) | |
| GB855235A (en) | 1960-11-30 |
| FR1174149A (en) | 1959-03-06 |
| NL97977C (en) |
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