CA1218310A - Preparation capillaire a base de vinylcaprolactame/ vinylpyrrolidone/acrylate d'alcoyle - Google Patents

Preparation capillaire a base de vinylcaprolactame/ vinylpyrrolidone/acrylate d'alcoyle

Info

Publication number: CA1218310A
Authority: CA; Canada
Prior art keywords: vinyl; hair conditioning; hair; caprolactam; weight
Prior art date: 1982-11-10
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

Application number

CA000440863A

Other languages

English (en)

Inventor

Donald H. Lorenz

Edward J. Murphy

John M. Rutherford

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.)

GAF Corp

Original Assignee

GAF Corp

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.)

1982-11-10

Filing date

1983-11-09

Publication date

1987-02-24

1982-11-10 Priority claimed from US06/440,648 external-priority patent/US4521404A/en

1983-11-09 Application filed by GAF Corp filed Critical GAF Corp

1987-02-24 Application granted granted Critical

1987-02-24 Publication of CA1218310A publication Critical patent/CA1218310A/fr

Status Expired legal-status Critical Current

Links

WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 title claims abstract description 43
MXRGSJAOLKBZLU-UHFFFAOYSA-N 3-ethenylazepan-2-one Chemical compound C=CC1CCCCNC1=O MXRGSJAOLKBZLU-UHFFFAOYSA-N 0.000 title abstract description 12
239000003676 hair preparation Substances 0.000 title abstract description 9
125000005250 alkyl acrylate group Chemical group 0.000 title description 2
239000000178 monomer Substances 0.000 claims abstract description 35
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims abstract description 28
239000000203 mixture Substances 0.000 claims abstract description 28
-1 dialkylamino alkyl methacrylate Chemical compound 0.000 claims abstract description 21
230000003750 conditioning effect Effects 0.000 claims abstract description 13
150000003863 ammonium salts Chemical class 0.000 claims abstract description 10
HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 claims abstract description 10
229920000642 polymer Polymers 0.000 claims description 33
229920001897 terpolymer Polymers 0.000 claims description 25
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
230000006872 improvement Effects 0.000 claims description 6
JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 5
239000003795 chemical substances by application Substances 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 4
238000006116 polymerization reaction Methods 0.000 claims description 3
229920013750 conditioning polymer Polymers 0.000 claims 8
239000004094 surface-active agent Substances 0.000 claims 1
FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 abstract description 2
GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 abstract 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 28
239000011347 resin Substances 0.000 description 17
229920005989 resin Polymers 0.000 description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
238000009472 formulation Methods 0.000 description 14
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
235000019441 ethanol Nutrition 0.000 description 9
238000002360 preparation method Methods 0.000 description 9
238000012360 testing method Methods 0.000 description 9
239000003054 catalyst Substances 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 8
238000010348 incorporation Methods 0.000 description 8
230000014759 maintenance of location Effects 0.000 description 8
229920001577 copolymer Polymers 0.000 description 7
229920006029 tetra-polymer Polymers 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
239000000443 aerosol Substances 0.000 description 6
238000000034 method Methods 0.000 description 6
239000007787 solid Substances 0.000 description 6
239000000243 solution Substances 0.000 description 6
239000000047 product Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
VVMKVFQYONGBPV-MKWAYWHRSA-N (z)-4-butoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCCCOC(=O)\C=C/C(O)=O VVMKVFQYONGBPV-MKWAYWHRSA-N 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
230000000694 effects Effects 0.000 description 4
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
239000011521 glass Substances 0.000 description 4
239000008266 hair spray Substances 0.000 description 4
229920001223 polyethylene glycol Polymers 0.000 description 4
239000002453 shampoo Substances 0.000 description 4
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
229920002554 vinyl polymer Polymers 0.000 description 4
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
239000011324 bead Substances 0.000 description 3
230000008859 change Effects 0.000 description 3
238000007796 conventional method Methods 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
238000010992 reflux Methods 0.000 description 3
UVHQXWILFGUDTA-LNKPDPKZSA-N (z)-4-ethoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCOC(=O)\C=C/C(O)=O UVHQXWILFGUDTA-LNKPDPKZSA-N 0.000 description 2
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 2
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
244000060011 Cocos nucifera Species 0.000 description 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
239000008118 PEG 6000 Substances 0.000 description 2
229920002584 Polyethylene Glycol 6000 Polymers 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000012298 atmosphere Substances 0.000 description 2
230000009286 beneficial effect Effects 0.000 description 2
230000008901 benefit Effects 0.000 description 2
239000002537 cosmetic Substances 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
229920001519 homopolymer Polymers 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
239000002304 perfume Substances 0.000 description 2
230000035945 sensitivity Effects 0.000 description 2
235000010265 sodium sulphite Nutrition 0.000 description 2
SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 2
229920001059 synthetic polymer Polymers 0.000 description 2
KCYCGNHQFGTGSS-UWVGGRQHSA-N (2S,5S)-5-amino-4-oxo-1,2,4,5,6,7-hexahydroazepino[3,2,1-hi]indole-2-carboxylic acid Chemical compound O=C1[C@@H](N)CCC2=CC=CC3=C2N1[C@H](C(O)=O)C3 KCYCGNHQFGTGSS-UWVGGRQHSA-N 0.000 description 1
LAYAKLSFVAPMEL-UHFFFAOYSA-N 1-ethenoxydodecane Chemical class CCCCCCCCCCCCOC=C LAYAKLSFVAPMEL-UHFFFAOYSA-N 0.000 description 1
LLLWMXQKXWIRDZ-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one Chemical compound C=CN1CCCC1=O.C=CN1CCCC1=O LLLWMXQKXWIRDZ-UHFFFAOYSA-N 0.000 description 1
XFOQWQKDSMIPHT-UHFFFAOYSA-N 2,3-dichloro-6-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=C(Cl)C(Cl)=N1 XFOQWQKDSMIPHT-UHFFFAOYSA-N 0.000 description 1
COXCGWKSEPPDAA-UHFFFAOYSA-N 2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)C#N COXCGWKSEPPDAA-UHFFFAOYSA-N 0.000 description 1
YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
ZAMLGGRVTAXBHI-UHFFFAOYSA-N 3-(4-bromophenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)NC(CC(O)=O)C1=CC=C(Br)C=C1 ZAMLGGRVTAXBHI-UHFFFAOYSA-N 0.000 description 1
GBHHYHNRBWGLBL-UHFFFAOYSA-N 3-ethenoxy-2-methylprop-1-ene Chemical compound CC(=C)COC=C GBHHYHNRBWGLBL-UHFFFAOYSA-N 0.000 description 1
LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
229920008347 Cellulose acetate propionate Polymers 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
235000009161 Espostoa lanata Nutrition 0.000 description 1
240000001624 Espostoa lanata Species 0.000 description 1
ZFDIRQKJPRINOQ-HWKANZROSA-N Ethyl crotonate Chemical compound CCOC(=O)\C=C\C ZFDIRQKJPRINOQ-HWKANZROSA-N 0.000 description 1
206010019049 Hair texture abnormal Diseases 0.000 description 1
239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
RFFFKMOABOFIDF-UHFFFAOYSA-N Pentanenitrile Chemical compound CCCCC#N RFFFKMOABOFIDF-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
229920001800 Shellac Polymers 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
230000006750 UV protection Effects 0.000 description 1
229940081735 acetylcellulose Drugs 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000003926 acrylamides Chemical class 0.000 description 1
150000008360 acrylonitriles Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
238000013019 agitation Methods 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
229920006317 cationic polymer Polymers 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
230000003766 combability Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
238000010908 decantation Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
229940008406 diethyl sulfate Drugs 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical compound C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 description 1
230000003292 diminished effect Effects 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
JZKFHQMONDVVNF-UHFFFAOYSA-N dodecyl sulfate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(O)(=O)=O JZKFHQMONDVVNF-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000002474 experimental method Methods 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
239000007888 film coating Substances 0.000 description 1
238000009501 film coating Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000011953 free-radical catalyst Substances 0.000 description 1
229940075507 glyceryl monostearate Drugs 0.000 description 1
231100000640 hair analysis Toxicity 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
230000003993 interaction Effects 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
125000002347 octyl 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])[H] 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000011027 product recovery Methods 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000003068 static effect Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
238000005494 tarnishing Methods 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
ZFDIRQKJPRINOQ-UHFFFAOYSA-N transbutenic acid ethyl ester Natural products CCOC(=O)C=CC ZFDIRQKJPRINOQ-UHFFFAOYSA-N 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1

Landscapes

Cosmetics (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000440863A 1982-11-10 1983-11-09 Preparation capillaire a base de vinylcaprolactame/ vinylpyrrolidone/acrylate d'alcoyle Expired CA1218310A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US06/440,648 US4521404A (en)	1981-08-13	1982-11-10	Polymeric hair preparation
US440,648		1982-11-10

Publications (1)

Publication Number	Publication Date
CA1218310A true CA1218310A (fr)	1987-02-24

Family

ID=23749610

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000440863A Expired CA1218310A (fr)	1982-11-10	1983-11-09	Preparation capillaire a base de vinylcaprolactame/ vinylpyrrolidone/acrylate d'alcoyle

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CA (1)	CA1218310A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114230716A (zh) *	2021-12-30	2022-03-25	清华大学深圳国际研究生院	一种三元共聚物的制备方法及其应用

1983
- 1983-11-09 CA CA000440863A patent/CA1218310A/fr not_active Expired

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114230716A (zh) *	2021-12-30	2022-03-25	清华大学深圳国际研究生院	一种三元共聚物的制备方法及其应用
CN114230716B (zh) *	2021-12-30	2022-08-05	清华大学深圳国际研究生院	一种三元共聚物的制备方法及其应用
WO2023123550A1 (fr) *	2021-12-30	2023-07-06	清华大学深圳国际研究生院	Procédé de préparation d'un terpolymère et son utilisation

Legal Events

Date	Code	Title	Description
2004-02-24	MKEX	Expiry

Publication	Publication Date	Title
US4521404A (en)	1985-06-04	Polymeric hair preparation
US3836537A (en)	1974-09-17	Zwitterionic polymer hairsetting compositions and method of using same
CA1091160A (fr)	1980-12-09	Produit pour traitement capillaire contenant un copolymere de pyrrolidone de vinyle
US3914403A (en)	1975-10-21	Hair care preparations containing N-vinyl pyrrolidone homo- and copolymers and a quaternized copolymer of vinyl pyrrolidone
KR100391699B1 (ko)	2003-07-12	특정 특성을 갖는 중합체 및 이온성 필름형성 중합체를함유하는 헤어스타일링 조성물
CA2072185C (fr)	2002-10-01	Terpolymeres ampholytiques permettant d'accroitre les proprietes revitalisantes des shampooings et d'autres produits capillaires
EP0774952B1 (fr)	2002-01-09	Compositions capillaires contenant un polymere de n-vinyle formamide et procedes de traitement des cheveux
KR100375576B1 (ko)	2003-07-23	모발화장재료
US4129711A (en)	1978-12-12	Polymers comprising vinyl esters-crotonic acid
DE2150557B2 (de)	1975-04-10	Haarfestiger
IT8467123A1 (it)	1985-08-09	Composizione a base di polimeri cationici ed anionici per il trattamento di materiali cheratinici e relativo impiego, in particolare per trattamento dei capelli.
US6375932B1 (en)	2002-04-23	Hair cosmetic composition containing amine-oxide polymer
EP0734717B1 (fr)	2003-05-28	Nouveaux fixateurs pour cheveux
DE3731477C2 (de)	1999-01-21	Kosmetische Mittel auf der Basis von kationischen Polymeren und Alkyloxazolinpolymeren
DE69601526T2 (de)	1999-06-17	Zusammensetzung zur Behandlung von Keratinfasern, die mindestens ein fixierendes Polymer und mindestens eine Verbindung vom Ceramidtyp enthält, und Verfahren
US5098699A (en)	1992-03-24	Hair setting gel composition
EP0715843B1 (fr)	2000-03-08	Copolymères quaternisés comme agents dans des compositions cosmétiques pour la mise en forme des cheveux
GB2094328A (en)	1982-09-15	Anhydrous nail varnish based on a copolymer containing a vinyl or styrene sulphonamide or an unsaturated amide and an alkyl a
CA1276562C (fr)	1990-11-20	Vernis a ongles contenat des groupes silyles
JP3253023B2 (ja)	2002-02-04	整髪剤
CA1218310A (fr)	1987-02-24	Preparation capillaire a base de vinylcaprolactame/ vinylpyrrolidone/acrylate d'alcoyle
CA2001977A1 (fr)	1990-05-16	Composition pour fixatif capillaire a base d'alpha-aminomethylene phosphonate betaines
JPH0647608B2 (ja)	1994-06-22	コンディショニング効果賦与剤
US5609857A (en)	1997-03-11	Methods of conditioning hair which utilize polymeric N-vinyl formamide
US6599999B1 (en)	2003-07-29	Hair care compositions containing polymeric N-vinyl acetamide and methods of treating hair