CN1138592A - 适用于头发定型组合物的含磺基聚合物 - Google Patents
适用于头发定型组合物的含磺基聚合物 Download PDFInfo
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- CN1138592A CN1138592A CN 96105534 CN96105534A CN1138592A CN 1138592 A CN1138592 A CN 1138592A CN 96105534 CN96105534 CN 96105534 CN 96105534 A CN96105534 A CN 96105534A CN 1138592 A CN1138592 A CN 1138592A
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- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 title claims abstract description 6
- 229920000642 polymer Polymers 0.000 title abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 38
- 239000000203 mixture Substances 0.000 claims abstract description 27
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000002904 solvent Substances 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical group OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002585 base Substances 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 150000003839 salts Chemical group 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract description 3
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 abstract 1
- 229920001567 vinyl ester resin Polymers 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 19
- 238000000034 method Methods 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- -1 monocarboxylic acid vinyl acetate Chemical class 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000008266 hair spray Substances 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 235000013599 spices Nutrition 0.000 description 4
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 235000015110 jellies Nutrition 0.000 description 2
- 239000008274 jelly Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- LJCJRRKKAKAKRV-UHFFFAOYSA-N (2-amino-2-methylpropyl) 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical group CC(C)(N)COC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 LJCJRRKKAKAKRV-UHFFFAOYSA-N 0.000 description 1
- VHTUYWHXNYBRDN-UHFFFAOYSA-N 2,2,4-trimethyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound CC(=C)C(=O)C(C)(C)CS(O)(=O)=O VHTUYWHXNYBRDN-UHFFFAOYSA-N 0.000 description 1
- PWDRWKOQZXJKFA-UHFFFAOYSA-N 2,2-dimethyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)C(=O)C=C PWDRWKOQZXJKFA-UHFFFAOYSA-N 0.000 description 1
- XSOYAYUIVRZUMZ-UHFFFAOYSA-N 2,4-dimethyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC(C)C(=O)C(C)=C XSOYAYUIVRZUMZ-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- VYVCCAVYYHVSFZ-UHFFFAOYSA-N 2-methyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC(C)C(=O)C=C VYVCCAVYYHVSFZ-UHFFFAOYSA-N 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 1
- FHBWGXDQIOWTCK-UHFFFAOYSA-N 2-methylpentanenitrile Chemical compound CCCC(C)C#N FHBWGXDQIOWTCK-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- MJIFFWRTVONWNO-UHFFFAOYSA-N 3-oxopent-4-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CCC(=O)C=C MJIFFWRTVONWNO-UHFFFAOYSA-N 0.000 description 1
- SVYPQURSUBDSIQ-UHFFFAOYSA-N 4-methyl-3-oxopent-4-ene-1-sulfonic acid Chemical compound CC(=C)C(=O)CCS(O)(=O)=O SVYPQURSUBDSIQ-UHFFFAOYSA-N 0.000 description 1
- YCPXWRQRBFJBPZ-UHFFFAOYSA-N 5-sulfosalicylic acid Chemical compound OC(=O)C1=CC(S(O)(=O)=O)=CC=C1O YCPXWRQRBFJBPZ-UHFFFAOYSA-N 0.000 description 1
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 1
- 241000195940 Bryophyta Species 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- 208000031639 Chromosome Deletion Diseases 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 235000011929 mousse Nutrition 0.000 description 1
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
适用于水溶液头发定型组合物的聚合物是由
A)50-90％重量选自丙烯酸或甲基丙烯酸的C1-C18烷基酯和C2-C10-单羧酸乙烯酯的一种或多种单体
B)10-25％重量含磺基的乙烯基单体，和
C)0-40％重量的其它单体的单体混合物经游离基引发溶液聚合而获得。
Description
本发明涉及适用于含水头发定型组合物的聚合物，此聚合物能通过游离基引发的下列单体混合物的溶液聚合而获得：
A)50-90％重量的选自丙烯酸或甲基丙烯酸的C1-C18烷基酯和C2-C10单羧酸乙烯酯的一种或多种单体，
B)10-25％重量含磺基的乙烯基单体，和
C)0-40％重量的选自丙烯酸、甲基丙烯酸、丙烯酰胺、甲基丙烯酰胺、C3-C8-N-烷基丙烯酰胺、N，N-二甲基丙烯酰胺、N-乙烯基吡咯烷酮和N-乙烯基己内酰胺的其它单体。
本发明进一步涉及含这些聚合物作为成膜剂的头发定型组合物。
对化妆品与环境的相容性的越来越高的期望正引起对适用于这种配制品的美发聚合物需求的增加。
美国专利4 859 458公开了基于含磺基的乙烯基单体的共聚物的美发品配制品，其磺基以聚乙氧化胺的盐的形式存在。这些配制品特别具有调理特性。
EP-A-521 666，EP-A-522 756和US-A-5 275 809叙述了丙烯酰氨基甲基丙磺酸和氯代二烯丙基二甲基铵的两性聚合物，此聚合物是用在调理配方中。
日本公开申请J5616109公开了基于丙烯酸酯的四聚物，此聚合物除了含磺基单体外，还含有含羟基的单体。这些聚合物的配制品使头发相当柔软，但缺少所说的定型特性。
EP-A-611 566公开了含磺基乙烯基单体和N-单烷基(甲基)丙烯酰胺，有或没有其它丙烯酸酯单体共聚物的头发定型气溶发胶。由于昂贵的磺酸酯单体的比例相当高，这种共聚物没有商业吸收力，由于强聚电解特性，它们在和有机溶剂限制配伍混合的水溶液中还具有相当高的粘度并有一定程度的粘合倾向。
本发明的目的是发明用在头发定型组合物的聚合物，此聚合物具有好的定型性，也具有好的水溶性和干燥性。
我们已经发现由上述定义的聚合物和含有这种聚合物的头发定型组合物完成了本发明的目的。
本发明目的适用的单体A)包括例如丙烯酸或甲基丙烯酸的C1-C18烷基酯，优选丙烯酸乙酯，丙烯酸叔丁酯，甲基丙烯酸甲酯，甲基丙烯酸乙酯，甲基丙烯酸正丁酯，甲基丙烯醇异丁酯或甲基丙烯酸叔丁酯或者丙烯酸和甲基丙烯酸十二烷基酯和硬脂基酯。适用做单体A)的还有饱和的C2-C10-单羧酸乙烯酯，特别是醋酸乙烯酯和丙酸乙烯酯或长链线性或支链脂肪酸，例如Versatic酸(壳牌)的乙烯酯。
也可以使用单体A)的混合物。最好选择的每种单体(A)使由它们制备的均聚物或共聚物所具有的玻璃化温度Tg＞10℃。单体A)使用的量为50-90％，优选70-85％重量比。
适用于本发明目的的单体B)是含磺基乙烯基单体，例如2-丙烯酰胺-2-甲基丙磺酸，2-甲基丙烯酰胺-2-甲基丙磺酸，2-丙烯酰乙磺酸，2-甲基丙烯酰乙磺酸，2-丙烯酰丙磺酸，2-甲基丙烯酰丙磺酸，苯乙烯磺酸和乙烯基磺酸，优选的单体B)是2-丙烯酰氨-2-甲基丙磺酸，2-丙烯酰-2-甲基丙磺酸和2-甲基丙烯酰-2-甲基丙磺酸。
单体B)的磺基优选的是在聚合前或聚合期间，使用无机碱或有1-8个碳原子的有机氮碱全部或部分转化成盐形式。适合的无机碱特别包括碱金属氢氧化物，如氢氧化钠和氢氧化钾或碱土金属的氢氧化物，如氢氧化镁，氢氧化钙和氢氧化钡，及氨。适用的氮碱化合物包括胺，如甲胺，二甲胺，乙胺，二乙胺和相应的高级同系物或者优选允许用于化妆品的链烷醇胺，例如2-氨基-2-甲基丙醇或三乙醇胺。
单体B)使用的量为10-25，优选的为10-20％(重量比)。
本发明的聚合物可进一步含高达40％重量，优选从0-25％重量的选自丙烯酸，甲基丙烯酸，丙烯酰胺，甲基丙烯酰胺，C3-C8-N-烷基丙烯酰胺，N，N-二甲基丙烯酰胺，N-乙烯基吡咯烷酮和N-乙烯基己内酰胺的单体，在这些单体中，最后提到的两种单体是优选的。
K值为15-40，优选的为20-35。K值是由H.Fikentscher，Cellulose-chemie 13(1932)，58-64，71-74，的方法，用1％重量浓度N-甲基吡咯烷酮溶液测定的。
本发明的共聚物是在醇，可任选在水和醇的混合物中由游离基溶液聚合制备的。适用的醇是C1-C4-链烷醇，优选的是惯用于化妆品中的乙醇和异丙醇。
聚合反应是在适量的游离共聚合引发剂，如有机偶氮或过氧化物存在下进行的。
适用的引发剂的例子是二酰基过氧化物，如二月桂酰，二癸酰或二辛酰过氧化物以及过酯，如过氧新戊酸叔丁酯，过氧新戊酸叔戊酯或过氧新癸酸叔丁酯，还有偶氮化合物，如二甲基2，2-偶氮双(异丁酸酯)，2，2-偶氮双(异丁腈)，2，2-偶氮双(2-甲基丁腈)或2，2-偶氮双(2，2-二甲基戊腈)。
共聚物可以分批制备，但优选的方法是用料液添加的方法，因此部分单体混合物溶液包括在起始料中，其余的在几个小时内加入。
它也有利于在反应期间在反应器的起始料中包括溶剂和计量单体、引发剂和中和剂的量以保持聚合反应条件下所需的pH值。
通常测定单体添加的周期，以使在常规技术条件下聚合反应释放的热可安全排除。
在温度为60-100℃，优选为70-85℃下进行聚合反应是有利的。并且反应也可在自生压力，大气压或保护气超压下进行。适用的保护气的实例是氮气。
如果在纯的含水配方或如甲醇这样的溶剂中使用聚合物，适宜把有机溶剂换成水。将有机溶剂换成水，习惯上在聚合反应发生后，将相应量的水加到反应批料中，同时或其后在大气压或减压下蒸出溶剂来完成，特别有利的是以水蒸气蒸馏除去有机溶剂。
聚合反应混合物的pH值优选定为可使单体的酯基对酸水解或酯基转移是稳定的，所设定的pH能由上述提到的无机或有机碱达到。特别简单的工艺包括将单体B)加到聚合反应区，其水溶液的pH值至少为4。然而，为了能将pH调到所需范围。单体B)也可和适量的碱一起加到未中和形式的反应混合物中。
含水或水-醇聚合物溶液习惯上含聚合物的量为10-70，优选15-50％重量比。
产生粉末聚合物的适用干燥方法包括所有适于由水溶液干燥的方法。优选的方法是喷雾干燥，喷雾流化床干燥，辊筒式干燥和皮带干燥，以及较少选用，但还可能使用的方法是冷冻干燥和冷冻浓缩。
按照本发明从水溶液中干燥获得的聚合物粉末易溶于醇、水和它们的混合物中。
本发明聚合物的特别优点是甚至pH在5.5-7的范围内它们是完全水溶的，即头发和头皮不受高碱性损害。易溶于水也利于制备纯水的配制品，从环保观点出发也是有利的。本发明的聚合物既具有好的定型性又有易干燥的特性及低粘度，因此特别适用于在头发定型组合物中(如喷发胶，整发油，定型液，摩丝或发胶)作为成膜剂。
实施例
水性共聚物溶液的浊度是由散射浊度计测量的(按照DIN38404的改进方法)。在这种测量方法中，光线通过测量溶液并通过光度计测定光线和溶液中颗粒或小滴之间的相互作用来测定光的散射。它们的数量和粒度决定了浊度。测量单位是散射浊度单位(NTU)，以及在25℃和10％浓度重量水溶液中测定和以由人造浊度剂formazine为基准校准测定。NTU值越高，溶液的浊度越大。聚合物的制备
实施例1
首先预配制下述溶液：
1：溶液1，由150g丙烯酸乙酯，250g甲基丙烯酸异丁酯和400g异丙醇组成。
2：溶液2，由100g 2-丙烯酰氨-2-甲基丙磺酸，17g氢氧化钠和100g水。
3：单体部分，由溶液1和溶液2组成
4：引发剂，由8g过氧新戊酸叔丁酯溶于150g异丙醇组成。
5：起始料，由90g单体部分，200g异丙醇和0.5g过氧新戊酸叔丁酯组成。
起始料在1.5巴压力下，在氮气中加热到78℃。在开始聚合反应的同时，这从放热反应可看出，开始加入引发剂流料和剩余的单体。剩余的单体在8小时期间内加完，引发剂在16小时内加入。此后，聚合物混合物在78℃再保持3小时。
以后，由加入水和用水气蒸馏除去异丙醇完成溶剂替换。
产生的聚合物的水溶液的固体含量为30％重量，K值(在1％浓度N-甲基吡咯烷酮中测量)为33.7。用水稀释，使溶液中的固体含量达到10％时，所具有的NTU值为30，而类似的用乙醇稀释，使溶液中固体含量达到10％时，NTU值为15。
实施例2
用含150g丙烯酸乙酯和250g丙烯酸叔丁酯为单体的溶液1重复实施例1。K值为26.5(在1％浓度N-甲基吡咯烷酮中测量)。5％浓度重量的水溶液的NTU值为12.8。
实施例3
用含350g丙烯酸叔丁酯和100g N-乙烯基吡咯烷酮的溶液1和含50g 2-丙烯酰氨-2-甲基丙磺酸和8.5gNaOH的溶液2重复实施例1。K值为24.5，5％重量浓度水溶液的NTU值为16。
配方实施例1：
喷发胶，普通定型
5％重量实施例2的聚合物
95％重量水
适量防腐剂
适量香料和增溶剂
(适量：足够多)
配方实施例2：
喷发胶，强定型
10％重量实施例2聚合物
90％重量水
适量防腐剂
适量香料和增溶剂
配方实施例3：
没有乙醇的喷发胶，正常定型
5％重量实施例2的聚合物
65％重量水
30％重量的二乙醚(DME)
适量香料和增溶剂
配方实施例4：
洗发剂，普通定型
4％重量实施例2中的聚合物
86％重量的水
适量防腐剂
适量香料和增溶剂
实施例2的聚合物不仅能配制纯水溶液的喷发胶，也可以用二乙醚为喷射剂配制含水气溶喷发胶。含水洗发剂叙述在实施例4中。本发明的聚合物对头发具有普通和强定型效果。处置过的头发很少吸附水，因此可以长久保持发型和不易粘连在一起。
因此，本发明的头发定型和护理组合物很明显在任何实际使用范围中不会将头发粘合在一起，并可迅速除去。处置过的头发保持自然。用按本发明组合物得到的头发固化效果无一例不好。
Claims (5)
1.适用于水溶液头发定型组合物的聚合物，此聚合物是由
A)50-90％重量选自丙烯酸或甲基丙烯酸的C1-C18烷基酯和饱和的C2-C10-单羧酸乙烯酯的一种或多种单体，
B)10-25％重量含磺基的乙烯基单体，和
C)0-40％重量选自丙烯酸，甲基丙烯酸，丙烯酰胺，甲基丙烯酰胺，C3-C8-N-烷基丙烯酰胺，N，N-二甲基丙烯酰胺，N-乙烯基吡咯烷酮和N-乙烯基-己内酰胺的另外的单体的单体混合物经游离基引发溶液聚合而获得的。
2.根据权利要求1的聚合物，其中单体B)的磺基是全部或部分以无机碱或有机C1-C8氮碱的盐形式存在。
3.根据权利要求1或2的聚合物，可由
A)70-85％重量的一种或多种丙烯酸或甲基丙烯酸的C1-C8烷基酯，
B)10-20％重量2-丙烯酰氨-2-甲基丙磺酸，和
C)0-25％重量N-乙烯基吡咯烷酮组成的单体混合物获得。
4.头发定型组合物，含有作为膜形成剂的权利要求1-3的任一聚合物。
5.根据权利要求4的头发定型组合物，其中含有作为溶剂的水。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19507249.9 | 1995-03-02 | ||
| DE1995107249 DE19507249A1 (de) | 1995-03-02 | 1995-03-02 | Für den Einsatz in Haarfestigungsmitteln geeignete sulfogruppenhaltige Polymere |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1138592A true CN1138592A (zh) | 1996-12-25 |
Family
ID=7755430
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 96105534 Pending CN1138592A (zh) | 1995-03-02 | 1996-03-02 | 适用于头发定型组合物的含磺基聚合物 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0729987A2 (zh) |
| JP (1) | JPH08253536A (zh) |
| CN (1) | CN1138592A (zh) |
| CA (1) | CA2170567A1 (zh) |
| DE (1) | DE19507249A1 (zh) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101084247B (zh) * | 2004-10-22 | 2010-08-18 | 巴斯福股份公司 | 阴离子甲基丙烯酸乙酯共聚物及其用途 |
| CN101084044B (zh) * | 2004-10-22 | 2012-02-08 | 巴斯福股份公司 | 含甲基丙烯酸乙酯和至少一种单烯属不饱和羧酸的共聚物的化妆品制剂 |
| CN101735382B (zh) * | 2009-12-21 | 2013-03-20 | 广州天赐高新材料股份有限公司 | 氧化胺型两性发用定型聚合物及其应用 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6537663B1 (en) * | 2000-05-04 | 2003-03-25 | Kimberly-Clark Worldwide, Inc. | Ion-sensitive hard water dispersible polymers and applications therefor |
| JP4536433B2 (ja) * | 2004-06-24 | 2010-09-01 | 花王株式会社 | 化粧料用ポリマーエマルション |
| DE102008054391B4 (de) * | 2008-12-08 | 2019-03-07 | Wacker Chemie Ag | Partikuläre Zubereitungen mit Dispergierhilfsmitteln und Verfahren zur Herstellung der Zubereitungen |
| CH701769A1 (de) * | 2009-09-08 | 2011-03-15 | Schoeller Textil Ag | Wiederbeladbare Ausrüstungen für Textilien und Formulierungen zur Beladung solcher Ausrüstungen. |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS536214B2 (zh) * | 1972-08-24 | 1978-03-06 |
-
1995
- 1995-03-02 DE DE1995107249 patent/DE19507249A1/de not_active Withdrawn
-
1996
- 1996-02-26 EP EP96102837A patent/EP0729987A2/de not_active Withdrawn
- 1996-02-28 CA CA 2170567 patent/CA2170567A1/en not_active Abandoned
- 1996-03-01 JP JP4515796A patent/JPH08253536A/ja not_active Withdrawn
- 1996-03-02 CN CN 96105534 patent/CN1138592A/zh active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101084247B (zh) * | 2004-10-22 | 2010-08-18 | 巴斯福股份公司 | 阴离子甲基丙烯酸乙酯共聚物及其用途 |
| CN101084044B (zh) * | 2004-10-22 | 2012-02-08 | 巴斯福股份公司 | 含甲基丙烯酸乙酯和至少一种单烯属不饱和羧酸的共聚物的化妆品制剂 |
| CN101735382B (zh) * | 2009-12-21 | 2013-03-20 | 广州天赐高新材料股份有限公司 | 氧化胺型两性发用定型聚合物及其应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2170567A1 (en) | 1996-09-03 |
| JPH08253536A (ja) | 1996-10-01 |
| EP0729987A2 (de) | 1996-09-04 |
| DE19507249A1 (de) | 1996-09-05 |
| EP0729987A3 (zh) | 1996-09-11 |
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