CA2139495A1 - Hair treatment preparation - Google Patents
Hair treatment preparationInfo
- Publication number
- CA2139495A1 CA2139495A1 CA002139495A CA2139495A CA2139495A1 CA 2139495 A1 CA2139495 A1 CA 2139495A1 CA 002139495 A CA002139495 A CA 002139495A CA 2139495 A CA2139495 A CA 2139495A CA 2139495 A1 CA2139495 A1 CA 2139495A1
- Authority
- CA
- Canada
- Prior art keywords
- preparation
- cationic
- groups
- hair
- polymers
- 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.)
- Abandoned
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 48
- 229920000642 polymer Polymers 0.000 claims abstract description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920002678 cellulose Polymers 0.000 claims abstract description 13
- 239000001913 cellulose Substances 0.000 claims abstract description 13
- 229920006317 cationic polymer Polymers 0.000 claims abstract description 12
- -1 alkali metal salt Chemical class 0.000 claims description 28
- 125000004432 carbon atom Chemical group C* 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000002091 cationic group Chemical group 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 14
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 10
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 10
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 239000004094 surface-active agent Substances 0.000 claims description 8
- 239000003093 cationic surfactant Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000002736 nonionic surfactant Substances 0.000 claims 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 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 3
- 150000007522 mineralic acids Chemical class 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 claims description 2
- 230000000875 corresponding effect Effects 0.000 claims 4
- 239000004411 aluminium Substances 0.000 claims 2
- 229910052782 aluminium Inorganic materials 0.000 claims 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 230000003766 combability Effects 0.000 abstract description 11
- 230000014759 maintenance of location Effects 0.000 abstract description 5
- 239000013543 active substance Substances 0.000 description 26
- 239000000203 mixture Substances 0.000 description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 14
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 14
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 12
- 235000010980 cellulose Nutrition 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 239000000194 fatty acid Substances 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- 150000002191 fatty alcohols Chemical class 0.000 description 11
- 150000004665 fatty acids Chemical class 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 239000002563 ionic surfactant Substances 0.000 description 5
- 239000010695 polyglycol Substances 0.000 description 5
- 239000002453 shampoo Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 4
- 229940008406 diethyl sulfate Drugs 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 4
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 4
- 229940071676 hydroxypropylcellulose Drugs 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000003531 protein hydrolysate Substances 0.000 description 4
- 150000003839 salts Chemical group 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000002888 zwitterionic surfactant Substances 0.000 description 4
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- 241001440269 Cutina Species 0.000 description 3
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 3
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 3
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 229940082500 cetostearyl alcohol Drugs 0.000 description 3
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 3
- 229920001436 collagen Polymers 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 3
- 235000015961 tonic Nutrition 0.000 description 3
- 230000001256 tonic effect Effects 0.000 description 3
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 2
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- 235000004866 D-panthenol Nutrition 0.000 description 2
- 239000011703 D-panthenol Substances 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
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- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N N-methylaminoacetic acid Natural products C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000004153 Potassium bromate Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 206010044625 Trichorrhexis Diseases 0.000 description 2
- 229940117913 acrylamide Drugs 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 229960003949 dexpanthenol Drugs 0.000 description 2
- OWMBTIRJFMGPAC-UHFFFAOYSA-N dimethylamino 2-methylprop-2-enoate Chemical compound CN(C)OC(=O)C(C)=C OWMBTIRJFMGPAC-UHFFFAOYSA-N 0.000 description 2
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- 229960004667 ethyl cellulose Drugs 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 229940075529 glyceryl stearate Drugs 0.000 description 2
- 229940100608 glycol distearate Drugs 0.000 description 2
- 229940100242 glycol stearate Drugs 0.000 description 2
- 150000004820 halides Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000005528 methosulfate group Chemical group 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical class [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
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- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- PXDJXZJSCPSGGI-UHFFFAOYSA-N palmityl palmitate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC PXDJXZJSCPSGGI-UHFFFAOYSA-N 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
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003077 polyols Chemical group 0.000 description 2
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- 229940094037 potassium bromate Drugs 0.000 description 2
- 235000019396 potassium bromate Nutrition 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- FNHQUCRPOHJCOM-UHFFFAOYSA-M sodium;oxirane;acetate Chemical compound [Na+].C1CO1.CC([O-])=O FNHQUCRPOHJCOM-UHFFFAOYSA-M 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 229960000716 tonics Drugs 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 description 1
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical class COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 1
- DWANEFRJKWXRSG-UHFFFAOYSA-N 1,2-tetradecanediol Chemical compound CCCCCCCCCCCCC(O)CO DWANEFRJKWXRSG-UHFFFAOYSA-N 0.000 description 1
- BSJPUMYGWDFGFF-UHFFFAOYSA-N 1-dodecoxytetradecane;sulfuric acid Chemical compound OS(O)(=O)=O.CCCCCCCCCCCCCCOCCCCCCCCCCCC BSJPUMYGWDFGFF-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
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- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- FAGMGMRSURYROS-UHFFFAOYSA-M trihexadecyl(methyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(CCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCC FAGMGMRSURYROS-UHFFFAOYSA-M 0.000 description 1
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- GUIWIPNQQLZJIE-UHFFFAOYSA-K tris[2-(2-hydroxyethoxy)ethyl]-octadecylazanium;phosphate Chemical compound [O-]P([O-])([O-])=O.CCCCCCCCCCCCCCCCCC[N+](CCOCCO)(CCOCCO)CCOCCO GUIWIPNQQLZJIE-UHFFFAOYSA-K 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004711 α-olefin Substances 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
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
-
- 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
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; 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)
-
- 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
-
- 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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- 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
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- 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
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5428—Polymers characterized by specific structures/properties characterized by the charge amphoteric or zwitterionic
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- 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)
- Cosmetics (AREA)
Abstract
The use of water-based hair treatment preparations containing a combination of cellulose-based cationic polymers with zwitterionic polymers produces a very significant improvement in wet combability and a shift in dry combability into an optimal range for style retention.
Description
- - ~139~9~
H 470 PCT / 28.05.1993 ~air treatment preparations This invention relates to hair treatment prepara-tions containing a special combination of polymers.
The washing and care of hair is an important part of personal hygiene. Both the washing of hair with shampoos and the decorative finishing of hair styles, for example by coloring or permanent waving, are meas-ures which affect the natural structure and properties of hair. For example, the wet and dry combability of hair, its hold and its body can be adversely affected or the number of split ends can be increased by such measures.
Accordingly, it has long been standard practice to subject the hair to a special aftertreatment. To this end, the hair is treated, normally by rinsing, with special active substances, for example quaternary ammonium salts or special polymers. ComhAhility, hold and body are improved and the number of split ends are reduced by this treatment, depending on the formulation of the preparation used.
Additions of cationic polymers to hair treatment preparations generally lead to an improvement in wet and dry combability. Additions of amphoteric or zwitterion-ic polymers produce significant improvements in wet romh~hility but generally have little effect on dry combability.
Other positive effects can often be obtained by combining several active substances from different classes. Thus, it is known from DE-A1-30 44 738, for example, that hair treatment preparations can be pro-vided with a mixture of amphoteric and cationic poly-mers.
Whereas the improvement in wet combability, i.e.
2139~9~
a reduction in wet combing work, is desirable in every case, the circumstances regarding dry combability are more complicated. Low combing work values characterize an improvement in ro~h~hility. However, if combing work is overly reduced, the hair loses body and hold so that, in extreme cases, certain styles can no longer be created. Accordingly, a certain increase in dry combing work may be entirely desirable, above all in the case of relatively intricate styles, in order to improve style retention.
It has now surprisingly been found that prepara-tions cont~ining a combination of zwitterionic polymers and certain cationic polymers produce a surprisingly good improvement in the properties of hair.
Accordingly, the present invention relates to water-based hair treatment preparations cont~;ning a combination of cationic and zwitterionic polymers in addition to typical cosmetic constituents, characterized in that the cationic polymers are cellulose derivatives and do not contain any imidazolinium groups.
The cationic polymers suitable for use in accord-ance with the invention are cellulose derivatives.
One class of these cellulose derivatives are the substances obtained by modification of a cellulose base with cationic groups.
Examples of cellulose bases are cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose and methyl hydroxypropyl cellu-lose.
Typical cationic groups are groups containing quaternary nitrogen or phosphorus atoms. Groups con-taining quaternary nitrogen atoms are preferred. The quaternary nitrogen atoms may contain four different constituents or partly the same substituents and may also be part of a ring system. Preferred substituents 2139~9~
are alkyl groups containing 1 to 4 carbon atoms, aryl groups, alkylaryl groups, cycloalkyl groups, alkoxyalkyl groups and alkoxyaryl ~LUU~s. Trialkyl ammonium groups, particularly trimethyl ammonium groups, are particularly preferred. The cationic groups may be attached to the cellulose base either directly or by intermediate groups. Preferred polymers are those in which the cationic groups are attached to the cellulose base by alkyl chains or alkoxyalkyl groups. Preferred counter-ions to the cationic groups are halide groups, par-ticularly chloride groups, and methosulfate groups.
Examples of such compounds are the compounds described in US-PS 3,472,840 which are commercially available under the name of Polymer J~.
Another class of cationic cellulose derivatives are compounds made up of cationic and nonionic units.
The cationic units may be synthesized similarly to the cationic cellulose derivatives mentioned above.
The cationic units may also be compounds which contain at least one polymerizable group in addition to at least one cationic group. The polymerizable group is preferably a vinyl group. The cationic ~lOU~S are pref-erably the ammonium groups mentioned above. Cationic units such as these are, for example, diallyl dimethyl ammonium chloride, methacrylamidopropyl trimethyl ammonium chloride, dimethyl aminomethacrylate quater-nized with diethyl sulfate and dimethyl aminoethyl methacrylate quaternized with diethyl sulfate.
Nonionic units are, for example, cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cel-lulose, hydroxypropyl cellulose, methyl hydroxypropyl cellulose, vinyl pyrrolidone, vinyl acetate, acrylamide, methacrylamide, methyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate. Hydroxyethyl cellulose is a preferred nonionic unit.
2139~9S
Examples of such copolymers are the compounds obtainable under the name of Celquat.
Cationic polymers, which are copolymers of at least ane cationic unit and at least one nonionic unit, are preferred for the purposes of the present invention.
Copolymers in which the nonionic unit is hydroxyethyl cellulose are particularly preferred.
Celquat~L 200, a copolymer of hydroxyethyl cellulose and diallyl dimethyl ammonium chloride, is a particularly preferred cationic polymer.
"Zwitterionic polymers" are polymers which contain quaternary ammonium groups and -COO~ or -S03-groups in the molecule.
Examples of zwitterionic polymers suitable for use in accordance with the invention are the compounds mentioned in GB-A-2,104,091, in EP-A 47 714, in EP-A-283 817 and in DE-A-28 17 369.
Zwitterionic polymers consisting essentially of the following monomers are particularly preferred:
(~) monomers containing quaternary ammonium groups corresponding to general formula (I):
Rl-CH=CR2-Co-x-(cnH2n)-N(+)R3R4R5 A(-) (I) in which Rl and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of one another represent C~
alkyl groups, X is an NH group or an oxygen atom, n is an integer of 2 to 5 and A( ~ is the anion of an organic or inorganic acid and (B) monomeric carboxylic acids corresponding to general formula (II):
2139~9S
R6-C~=CR7-CooH (II) in which R6 and R7 independently of one another are hydrogen or methyl groups.
According to the invention, these compounds may be used both directly and also in salt form, i.e. after neutralization of the polymers, for example with an alkali metal hydroxide. Particulars of the production of these polymers can be found in DE-A-39 29 973.
Polymers based on monomers (~), in which R3, R4 and R5 are methyl groups, X is an NH group and A~) is a halide, methoxysulfate or ethoxysulfate ion, are most particularly preferred. Acrylamidopropyl trimethyl ammonium chloride is a particularly preferred monomer (~). Acrylic acid or an alkali metal salt of acrylic acid, more particularly the sodium salt, is preferably used as the monomer (~) for the polymers mentioned above.
Other preferred zwitterionic polymers are those in which the number of monomers (~) is greater than the number of monomers (B). Ratios of the (~) to (B) monomers of greater than 1.5 are particularly preferred.
Both cationic and zwitterionic polymers are preferably present in the preparations according to the invention in quantities of 0.01 to 10% by weight, based on the preparation as a whole. Quantities of 0.01 to 5%
by weight are particularly preferred.
Preparations containing the cationic polymers and zwitterionic polymers in quantity ratios of S:l to 1:1 have proved to be particularly effective.
It has also been found that particularly good results are obtained in accordance with the invention if the preparations according to the invention also contain a surfactant. The surfactant may be an anionic, cation-~139495 ic, ampholytic, zwitterionic or nonionic surfactant.
Examples of cationic surfactants suitable for use in the hair treatment preparations according to the invention are, in particular, quaternary ammonium compounds, preferably ammonium halides, especially chloride and bromides, such as alkyl trimethyl ammonium chlorides, dialkyl dimethyl amm~nium chlorides and trialkyl methyl ammonium chlorides, for example cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetyl methyl ammonium chloride.
Other cationic surfactants suitable for use in accord-ance with the invention are quaternized protein hydroly-zates.
Also suitable for the purposes of the invention are silicone oils, such as for example the commercially available products Q2-7224 (a stabilized trimethyl silyl amodimethicone; a product of Dow Corning), Dow Corning 929 Emulsion (containing a hydroxylamino-modified silicone which is also known as amodimethicone), SM-2059 (General Electric), SLM-55067 (Wacker) and ABIL~-Quat 3270 and 3272 (Th. Goldschmidt; diquaternary polydimeth-yl siloxanes, Quaternium-80).
Apart from a favourable conditioning effect, alkyl amidoamines, particularly fatty acid amidoamines, such as the stearyl amidopropyl dimethyl amine commer-cially available as TEGO AMIDE~ S 18, are distinguished in particular by their ready biodegradability.
So-called esterquats, such as the dialkyl ammoni-um methosulfates and methyl hydroxyalkyl dialkoyloxy-alkyl ammonium methosulfates marketed under the name STEPANTEX~, are also readily biodegradable.
One example of a quaternary sugar derivative suitable for use as a cationic surfactant is the commer - 2139~9S
cial product GLUCQUAT~ of which the CTFA name is Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride.
Particularly preferred cationic surfactants are alkylamidoamines, quaternary ester compounds and quater-nary sugar derivatives.
Anionic surfactants suitable for the preparationsaccording to the invention are any of the anionic sur-factants which are suitable for use on the human body.
They are characterized by a water-solubilizing anionic group, for example a carboxylate, sulfate, sulfonate or phosphate group, and a lipophilic alkyl group containing approximately 10 to 22 carbon atoms. Glycol or polygly-col ether groups, ester, ether and amide groups and also hydroxyl groups may also be present in the molecule.
The following are examples of suitable anionic surfac-tants in the form of the sodium, potassium and ammonium salts and also the mono-, di- and trialkanolammonium salts containing 2 or 3 carbon atoms in the alkanol group:
- linear fatty acids containing 10 to 22 carbon atoms (soaps), - ether carboxylic acids corresponding to the formula R-0-(CH2-CH20)~-CH2-COOH, in which R is a linear alkyl group containing 10 to 22 carbon atoms and x = 0 or 1 to 16, - acyl sarcosides containing 10 to 18 carbon atoms in the acyl group, - acyl taurides containing 10 to 18 carbon atoms in the acyl group, - acyl isethionates containing 10 to 18 carbon atoms in the acyl group, - sulfosuccinic acid mono- and dialkyl esters con-taining 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl 213949~
esters containing 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, - linear alkane sulfonates containing 12 to 18 carbon atoms, - linear alpha-olefin sulfonates containing 12 to 18 carbon atoms, - alpha-sulfofatty acid methyl esters of fatty acids containing 12 to 18 carbon atoms, - alkyl sulfates and alkyl polyglycol ether sul-fates corresponding to the formula R-O(CH2-CH20)~-OSO3H, in which R is a preferably linear alkyl group containing 10 to 18 carbon atoms and x = O
or 1 to 12, - mixtures of surface-active hydroxysulfonates according to DE-A-37 25 030, - sulfated hydroxyalkyl polyethylene and/or hy-droxyalkyl propylene glycol ethers according to DE-A-37 23 354, - sulfonates of unsaturated fatty acids containing 12 to 24 carbon atoms and 1 to 6 double bonds according to DE-A-39 26 344, - esters of tartaric acid and citric acid with alcohols which are adducts of approximately 2 to 15 molecules of ethylene oxide and/or propylene oxide with fatty alcohols containing 8 to 22 carbon atoms.
Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids containing 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and also sulfosuccinic acid mono- and dialkyl esters containing 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl esters con-taining 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one -COO~ or -SO3() group in the molecule. Particularly suitable zwitterionic surfac-tants are the so-called betaines, such as the N-alkyl-N,N-dimethyl ammonium glycinates, for example cocoalkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethyl ammonium glycinates, for example cocoacyl aminopropyl dimethyl ammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines containing 8 to 18 carbon atoms in the alkyl or acyl group and coco-acyl aminoethyl hydroxyethyl carboxymethyl glycinate.
A preferred zwitterionic surfactant is the fatty acid amide derivative known by the CTFA name of Cocamidopro-pyl Betaine.
Ampholytic surfactants are surface-active com-pounds which, in addition to a CB_18 alkyl or acyl group in the molecule, contain at least one free amino group and at least one -COOH or -SO3H group and which are capable of forming inner salts. Examples of suitable ampholytic surfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkyl aminobutyric acids, N-alkyl iminodipropionic acids, N-hydroxyethyl-N-alkyl amidopro-pyl glycines, N-alkyl taurines, N-alkyl sarcosines, 2-alkyl aminopropionic acids and alkyl aminoacetic acids all containing approximately 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfac-tants are N-cocoalkyl aminopropionate, cocoacyl amino-ethyl aminopropionate and C12-1B acyl sarcosine.
Nonionic surfactants contain, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups as the hydrophilic group. Examples of compounds such as these are - adducts of 2 to 30 mol ethylene oxide and/or 0 to 5 mol propylene oxide with linear fatty alcohols containing 8 to 22 carbon atoms, with fatty acids containing 12 to 22 carbon atoms and with alkyl-phenols containing 8 to 15 carbon atoms in the alkyl group, - Clz22 fatty acid monoesters and diesters of adducts of 1 to 30 mol ethylene oxide with glycerol, - C~22 alkyl mono- and oligoglycosides and ethoxy-lated analogs thereof and - adducts of 5 to 60 mol ethylene oxide with castor oil and hydrogenated castor oil.
The compounds containing alkyl groups used as surfactants may be individual substances. However, it is generally preferred to produce the compounds in question from native vegetable or animal raw materials so that mixtures of compounds differing in their chain length according to the particular raw material used are obtained.
The surfactants which are adducts of ethylene and/or propylene oxide with fatty alcohols or deriva-tives of such adducts may be both products having a "normal-range" homolog distribution and also products having a "narrow-range" homolog distribution. "Normal-range" products are mixtures of homologs which are obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. By contrast, narrow-range products are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxr ides or alcoholates are used as catalysts. It may bebe preferable to use narrow-range products.
2139~95 The quantity of surfactants which may be present in the preparations according to the invention is dependent upon the particular type of surfactant and the purpose for which the preparation is intended.
Hair aftertreatment preparations preferably con-tain cationic and/or nonionic surfactants, more particu-larly in quantities of 0.1 to 10% by weight, based on the preparation as a whole. Quantities of 0.1 to 3% by weight are particularly preferred.
Hair tonics also preferably contain cationic and/or nonionic surfactants, more particularly in quan-tities of 0.1 to 10~ by weight, based on the preparation as a whole. Quantities of 0.1 to 5% by weight are particularly preferred.
Shampoos preferably contain anionic surfactants, if desired in combination with ampholytic and/or non-ionic surfactants, more particularly in quantities of 1 to 50% by weight, based on the preparation as a whole.
Quantities of 3 to 20% by weight are particularly preferred.
The preparations according to the invention pref-erably have pH values of 2.5 to 7 and, more particular-ly, in the range from 3 to 6.
Shampoos, hair aftertreatment preparations and hair tonics are preferred preparations according to the invention. Neverthelessj the preparations may also be permanent wave preparations, dyes, blow-wave prepara-tions and other typical hair treatment preparations.
The preparations may be formulated as aqueous or aqueous/alcoholic solutions, creams, lotions, gels, emulsions and other typical cosmetic preparations.
The preparations may contain any other known constituents according to the type of hair treatment preparation and the particular formulation.
The constituents in question are:
213949~
- nonionic polymers such as, for example, vinyl pyrrolidone/vinyl acrylate copolymers, polyvinyl pyrrolidone and vinyl pyrrolidone/vinyl acetate copolymers and polysiloxanes, - anionic polymers such as, for example, polyacry-lic acids, crosslinked polyacrylic acids, vinyl acetate/crotonic acid copolymers, vinyl pyrroli-done/vinyl acrylate copolymers, vinyl acetate/
butyl maleate/isobornyl acrylate copolymers, methyl vinyl ether/maleic anhydride copolymers, acrylic acid/ethyl acrylate/N-tert.butyl acryl-amide terpolymers, - other cationic polymers such as, for example, quaternized cellulose ethers, polysiloxanes containing quaternary groups, acrylamide/dimethyl diallyl ammonium chloride copolymers and dimethyl aminomethacrylate/vinyl pyrrolidone copolymers quaternized with diethyl sulfate, - thickeners, such as agar agar, guar gum, algin-ates and xantham gum, - structurants, such as glucose and maleic acid, - hair-conditioning compounds, such as phospho-lipids, for example soya lecithin, egg lecithin, cephalins, and also silicone oils, - protein hydrolyzates, more particularly elastin, collagen, keratin, milk protein, soya protein and wheat protein hydrolyzates, condensation products thereof with fatty acids and quaternized protein hydrolyzates, - perfume oils, dimethyl isosorbide and cyclodex-trins, - solubilizers, such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, ~139995 ~ .
- dyes, - antidandruff agents, such as Piroctone Olamine and Zinc Omadine-, - other substances for pH adjustment, - active substances, such as panthenol, allantoin, pyrrolidone carboxylic acids, plant extracts and vitamins, - light stabilizers, - consistency regulators, such as sugar esters, polyol esters or polyol alkyl ethers, - fats and waxes, such as spermaceti, beeswax, montan wax, paraffins and fatty alcohols, - fatty acid alkanolamides, - complexing agents, such as EDTA, NTA and phos-phonic acids, - swelling and penetration agents, such as glycer-ol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, - opacifiers, such as latex, - pearlescers, such as ethylene glycol monostearate and distearate, - propellents, such as propane/butane mixtures, N2O, dimethyl ether, CO2 and air and - antioxidants, - substantive dyes, - so-called coupler and developer components as oxidation dye precursors, - reducing agents such as, for example, thioglycol-ic acid and derivatives thereof, thiolactic acid, cysteamine, thiomalic acid and ~-mercaptoethane-sulfonic acid, - oxidizing agents, such as hydrogen peroxide, potassium bromate and sodium bromate.
The present invention also relates to a process ,2139g95 for treating hair using a preparation according to the invention.
In a preferred embodiment of the process accord-ing to the invention, preparations containing the combination of active ingredients according to the invention are applied to the hair and, after a certain contact time, generally between a few seconds and about 20 minutes, are rinsed off from the hair either with water or with a preparation largely containing water.
The following Examples are intended to illustrate the invention.
E x a m p l e s I. Determination of wet combability Test methods Wet combability was determined by two different methods. Method 1 is based on the objective determina-tion of wet combing work while method 2 is based on the subjective assessment of examiners.
Method 1:
The combability tests were carried out by the method according to J. 8OC. Cosm. Chem. 1973 ~24) 782.
Combing work was studied on brown hair (Alkinco #6634, tress length 12 cm, tress weight 1 g). The hair used was lightly predamaged (cold-waved or bleached) hair which the average consumer would be expected to have. After the zero measurement, the tresses were soaked with 100 ml of the formulation to be tested.
After a contact time of 5 minutes, the tresses were rinsed out for 1 minute in running water (1 l/min., 38C). To determine wet combing work, the tresses were then remeasured.
~.
Method 2:
Hair tresses weighing approximately 2 g (obtained from the Kerling company) were predamaged by permanent wave treatment and by "medium bleaching" (treatment of the hair for 30 minutes with a 6% H2O2 solution adjusted with ammonia to a pH value of 9.4). The tresses were then washed twice with an aqueous solution of TEXAPON~
N 25 (sodium lauryl ether sulfate) adjusted to an active substance content of 12%. The tresses were then treated for 2 minutes with 0.5 g of the solution to be tested.
Finally, they were rinsed with water at 30C.
Results The composition of the test mixtures and the results of the combability tests are set out in Table 1.
The combing work values determined by method 1 are all based on the value of the zero measurement. The scores for the subjective assessment by method 2 ranged from 1 = very good through 2 = good, 3 = satisfactory and 4 =
adequate to 5 = unsatisfactory.
Table 1 (quantitie~ in part~ by weight) Component / mixture C1 C2 I1 C3 C4 CELQUAT~L 200~ 0.1 - 0.05 - 0.05 Acrylamidopropyl methyl ammonium chloride/acrylic acid copolymer, neutralized with sodium hydroxide (Polymer Pl acc. to DE 39 29 973) - 0.1 0.05 - -AMPHOMER~ ~' - - - 0.1 0.05 Water <------- and 100 ------->
Wet combing work - Method 1 [%] 64 46 43 85 72 - Method 2 2-3 2-3 1-2 3-4 3 Hydroxyethyl cellulose/diallyl dimethyl ammonium chloride (95~ active substance; CTFA name: Poly-quaternium-4) (DELFT NATIONAL) ~' Methyl methacrylate/tert.butyl aminoethyl meth-S acrylate/2-hydroxypropyl methacrylate/N-(1,1,3,3-tetramethylbutyl)-acrylamide copolymer II. Determination of curl retention Method A 15 cm long tress (Kerling; tress weight 2 g) was treated for 2 minutes with 0. 5 g of the mixture to be tested. The tress was then rinsed and wound around a glass tube with an external diameter of 2.0 cm, fixed and dried. A measure of the stability of the curl obtained after withdrawal of the glass tube is the so-called curl retention value (CR value) which is defined as ((l-1~)/(1-lo)) * 100%, where 1 is the length of the hair tress (lS cm), lo is the length of the curl immedi-ately after drying and 1~ is the length of the curl after hanging for x hours in a drying cabinet under constant conditions (25C/60% relative air humidity).
Results:
The results of the curl retention tests are set out in Table 2.
Table 2 Measured value / mixture Cl C2 Il C3 C4 CR values after - 6 hours [%] 81.4 82.6 86.5 88.4 82.9 - 8 hours [%] 79.8 80.7 83.7 86.2 81.3 The values for the treatment with pure water were 213~49~
. .
83.2 (after 6 hours) and 79.9 (after 8 hours).
III. Applic~tion Examples S The quantities in the following Examples are %
by weight.
1) Hair rinse STENOL016l82 3.0 CUTINA~9GMS2 0 . 5 EUMULGIN~B 14 O. 4 EUMULGIN~B 25 0.8 EUTANoL~G5 1.0 Acylamidopropyl methyl ammonium chloride/acrylic acid copolymer, neutral-ized with sodium hydroxide (polymer P1 acc. to DE 39 29 973) 0.2 CELQUAT~L200 1.0 GAFQUAT~755-N5 2.5 Water ad 100
H 470 PCT / 28.05.1993 ~air treatment preparations This invention relates to hair treatment prepara-tions containing a special combination of polymers.
The washing and care of hair is an important part of personal hygiene. Both the washing of hair with shampoos and the decorative finishing of hair styles, for example by coloring or permanent waving, are meas-ures which affect the natural structure and properties of hair. For example, the wet and dry combability of hair, its hold and its body can be adversely affected or the number of split ends can be increased by such measures.
Accordingly, it has long been standard practice to subject the hair to a special aftertreatment. To this end, the hair is treated, normally by rinsing, with special active substances, for example quaternary ammonium salts or special polymers. ComhAhility, hold and body are improved and the number of split ends are reduced by this treatment, depending on the formulation of the preparation used.
Additions of cationic polymers to hair treatment preparations generally lead to an improvement in wet and dry combability. Additions of amphoteric or zwitterion-ic polymers produce significant improvements in wet romh~hility but generally have little effect on dry combability.
Other positive effects can often be obtained by combining several active substances from different classes. Thus, it is known from DE-A1-30 44 738, for example, that hair treatment preparations can be pro-vided with a mixture of amphoteric and cationic poly-mers.
Whereas the improvement in wet combability, i.e.
2139~9~
a reduction in wet combing work, is desirable in every case, the circumstances regarding dry combability are more complicated. Low combing work values characterize an improvement in ro~h~hility. However, if combing work is overly reduced, the hair loses body and hold so that, in extreme cases, certain styles can no longer be created. Accordingly, a certain increase in dry combing work may be entirely desirable, above all in the case of relatively intricate styles, in order to improve style retention.
It has now surprisingly been found that prepara-tions cont~ining a combination of zwitterionic polymers and certain cationic polymers produce a surprisingly good improvement in the properties of hair.
Accordingly, the present invention relates to water-based hair treatment preparations cont~;ning a combination of cationic and zwitterionic polymers in addition to typical cosmetic constituents, characterized in that the cationic polymers are cellulose derivatives and do not contain any imidazolinium groups.
The cationic polymers suitable for use in accord-ance with the invention are cellulose derivatives.
One class of these cellulose derivatives are the substances obtained by modification of a cellulose base with cationic groups.
Examples of cellulose bases are cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose and methyl hydroxypropyl cellu-lose.
Typical cationic groups are groups containing quaternary nitrogen or phosphorus atoms. Groups con-taining quaternary nitrogen atoms are preferred. The quaternary nitrogen atoms may contain four different constituents or partly the same substituents and may also be part of a ring system. Preferred substituents 2139~9~
are alkyl groups containing 1 to 4 carbon atoms, aryl groups, alkylaryl groups, cycloalkyl groups, alkoxyalkyl groups and alkoxyaryl ~LUU~s. Trialkyl ammonium groups, particularly trimethyl ammonium groups, are particularly preferred. The cationic groups may be attached to the cellulose base either directly or by intermediate groups. Preferred polymers are those in which the cationic groups are attached to the cellulose base by alkyl chains or alkoxyalkyl groups. Preferred counter-ions to the cationic groups are halide groups, par-ticularly chloride groups, and methosulfate groups.
Examples of such compounds are the compounds described in US-PS 3,472,840 which are commercially available under the name of Polymer J~.
Another class of cationic cellulose derivatives are compounds made up of cationic and nonionic units.
The cationic units may be synthesized similarly to the cationic cellulose derivatives mentioned above.
The cationic units may also be compounds which contain at least one polymerizable group in addition to at least one cationic group. The polymerizable group is preferably a vinyl group. The cationic ~lOU~S are pref-erably the ammonium groups mentioned above. Cationic units such as these are, for example, diallyl dimethyl ammonium chloride, methacrylamidopropyl trimethyl ammonium chloride, dimethyl aminomethacrylate quater-nized with diethyl sulfate and dimethyl aminoethyl methacrylate quaternized with diethyl sulfate.
Nonionic units are, for example, cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cel-lulose, hydroxypropyl cellulose, methyl hydroxypropyl cellulose, vinyl pyrrolidone, vinyl acetate, acrylamide, methacrylamide, methyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate. Hydroxyethyl cellulose is a preferred nonionic unit.
2139~9S
Examples of such copolymers are the compounds obtainable under the name of Celquat.
Cationic polymers, which are copolymers of at least ane cationic unit and at least one nonionic unit, are preferred for the purposes of the present invention.
Copolymers in which the nonionic unit is hydroxyethyl cellulose are particularly preferred.
Celquat~L 200, a copolymer of hydroxyethyl cellulose and diallyl dimethyl ammonium chloride, is a particularly preferred cationic polymer.
"Zwitterionic polymers" are polymers which contain quaternary ammonium groups and -COO~ or -S03-groups in the molecule.
Examples of zwitterionic polymers suitable for use in accordance with the invention are the compounds mentioned in GB-A-2,104,091, in EP-A 47 714, in EP-A-283 817 and in DE-A-28 17 369.
Zwitterionic polymers consisting essentially of the following monomers are particularly preferred:
(~) monomers containing quaternary ammonium groups corresponding to general formula (I):
Rl-CH=CR2-Co-x-(cnH2n)-N(+)R3R4R5 A(-) (I) in which Rl and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of one another represent C~
alkyl groups, X is an NH group or an oxygen atom, n is an integer of 2 to 5 and A( ~ is the anion of an organic or inorganic acid and (B) monomeric carboxylic acids corresponding to general formula (II):
2139~9S
R6-C~=CR7-CooH (II) in which R6 and R7 independently of one another are hydrogen or methyl groups.
According to the invention, these compounds may be used both directly and also in salt form, i.e. after neutralization of the polymers, for example with an alkali metal hydroxide. Particulars of the production of these polymers can be found in DE-A-39 29 973.
Polymers based on monomers (~), in which R3, R4 and R5 are methyl groups, X is an NH group and A~) is a halide, methoxysulfate or ethoxysulfate ion, are most particularly preferred. Acrylamidopropyl trimethyl ammonium chloride is a particularly preferred monomer (~). Acrylic acid or an alkali metal salt of acrylic acid, more particularly the sodium salt, is preferably used as the monomer (~) for the polymers mentioned above.
Other preferred zwitterionic polymers are those in which the number of monomers (~) is greater than the number of monomers (B). Ratios of the (~) to (B) monomers of greater than 1.5 are particularly preferred.
Both cationic and zwitterionic polymers are preferably present in the preparations according to the invention in quantities of 0.01 to 10% by weight, based on the preparation as a whole. Quantities of 0.01 to 5%
by weight are particularly preferred.
Preparations containing the cationic polymers and zwitterionic polymers in quantity ratios of S:l to 1:1 have proved to be particularly effective.
It has also been found that particularly good results are obtained in accordance with the invention if the preparations according to the invention also contain a surfactant. The surfactant may be an anionic, cation-~139495 ic, ampholytic, zwitterionic or nonionic surfactant.
Examples of cationic surfactants suitable for use in the hair treatment preparations according to the invention are, in particular, quaternary ammonium compounds, preferably ammonium halides, especially chloride and bromides, such as alkyl trimethyl ammonium chlorides, dialkyl dimethyl amm~nium chlorides and trialkyl methyl ammonium chlorides, for example cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetyl methyl ammonium chloride.
Other cationic surfactants suitable for use in accord-ance with the invention are quaternized protein hydroly-zates.
Also suitable for the purposes of the invention are silicone oils, such as for example the commercially available products Q2-7224 (a stabilized trimethyl silyl amodimethicone; a product of Dow Corning), Dow Corning 929 Emulsion (containing a hydroxylamino-modified silicone which is also known as amodimethicone), SM-2059 (General Electric), SLM-55067 (Wacker) and ABIL~-Quat 3270 and 3272 (Th. Goldschmidt; diquaternary polydimeth-yl siloxanes, Quaternium-80).
Apart from a favourable conditioning effect, alkyl amidoamines, particularly fatty acid amidoamines, such as the stearyl amidopropyl dimethyl amine commer-cially available as TEGO AMIDE~ S 18, are distinguished in particular by their ready biodegradability.
So-called esterquats, such as the dialkyl ammoni-um methosulfates and methyl hydroxyalkyl dialkoyloxy-alkyl ammonium methosulfates marketed under the name STEPANTEX~, are also readily biodegradable.
One example of a quaternary sugar derivative suitable for use as a cationic surfactant is the commer - 2139~9S
cial product GLUCQUAT~ of which the CTFA name is Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride.
Particularly preferred cationic surfactants are alkylamidoamines, quaternary ester compounds and quater-nary sugar derivatives.
Anionic surfactants suitable for the preparationsaccording to the invention are any of the anionic sur-factants which are suitable for use on the human body.
They are characterized by a water-solubilizing anionic group, for example a carboxylate, sulfate, sulfonate or phosphate group, and a lipophilic alkyl group containing approximately 10 to 22 carbon atoms. Glycol or polygly-col ether groups, ester, ether and amide groups and also hydroxyl groups may also be present in the molecule.
The following are examples of suitable anionic surfac-tants in the form of the sodium, potassium and ammonium salts and also the mono-, di- and trialkanolammonium salts containing 2 or 3 carbon atoms in the alkanol group:
- linear fatty acids containing 10 to 22 carbon atoms (soaps), - ether carboxylic acids corresponding to the formula R-0-(CH2-CH20)~-CH2-COOH, in which R is a linear alkyl group containing 10 to 22 carbon atoms and x = 0 or 1 to 16, - acyl sarcosides containing 10 to 18 carbon atoms in the acyl group, - acyl taurides containing 10 to 18 carbon atoms in the acyl group, - acyl isethionates containing 10 to 18 carbon atoms in the acyl group, - sulfosuccinic acid mono- and dialkyl esters con-taining 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl 213949~
esters containing 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, - linear alkane sulfonates containing 12 to 18 carbon atoms, - linear alpha-olefin sulfonates containing 12 to 18 carbon atoms, - alpha-sulfofatty acid methyl esters of fatty acids containing 12 to 18 carbon atoms, - alkyl sulfates and alkyl polyglycol ether sul-fates corresponding to the formula R-O(CH2-CH20)~-OSO3H, in which R is a preferably linear alkyl group containing 10 to 18 carbon atoms and x = O
or 1 to 12, - mixtures of surface-active hydroxysulfonates according to DE-A-37 25 030, - sulfated hydroxyalkyl polyethylene and/or hy-droxyalkyl propylene glycol ethers according to DE-A-37 23 354, - sulfonates of unsaturated fatty acids containing 12 to 24 carbon atoms and 1 to 6 double bonds according to DE-A-39 26 344, - esters of tartaric acid and citric acid with alcohols which are adducts of approximately 2 to 15 molecules of ethylene oxide and/or propylene oxide with fatty alcohols containing 8 to 22 carbon atoms.
Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids containing 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and also sulfosuccinic acid mono- and dialkyl esters containing 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl esters con-taining 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one -COO~ or -SO3() group in the molecule. Particularly suitable zwitterionic surfac-tants are the so-called betaines, such as the N-alkyl-N,N-dimethyl ammonium glycinates, for example cocoalkyl dimethyl ammonium glycinate, N-acylaminopropyl-N,N-dimethyl ammonium glycinates, for example cocoacyl aminopropyl dimethyl ammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines containing 8 to 18 carbon atoms in the alkyl or acyl group and coco-acyl aminoethyl hydroxyethyl carboxymethyl glycinate.
A preferred zwitterionic surfactant is the fatty acid amide derivative known by the CTFA name of Cocamidopro-pyl Betaine.
Ampholytic surfactants are surface-active com-pounds which, in addition to a CB_18 alkyl or acyl group in the molecule, contain at least one free amino group and at least one -COOH or -SO3H group and which are capable of forming inner salts. Examples of suitable ampholytic surfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkyl aminobutyric acids, N-alkyl iminodipropionic acids, N-hydroxyethyl-N-alkyl amidopro-pyl glycines, N-alkyl taurines, N-alkyl sarcosines, 2-alkyl aminopropionic acids and alkyl aminoacetic acids all containing approximately 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfac-tants are N-cocoalkyl aminopropionate, cocoacyl amino-ethyl aminopropionate and C12-1B acyl sarcosine.
Nonionic surfactants contain, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups as the hydrophilic group. Examples of compounds such as these are - adducts of 2 to 30 mol ethylene oxide and/or 0 to 5 mol propylene oxide with linear fatty alcohols containing 8 to 22 carbon atoms, with fatty acids containing 12 to 22 carbon atoms and with alkyl-phenols containing 8 to 15 carbon atoms in the alkyl group, - Clz22 fatty acid monoesters and diesters of adducts of 1 to 30 mol ethylene oxide with glycerol, - C~22 alkyl mono- and oligoglycosides and ethoxy-lated analogs thereof and - adducts of 5 to 60 mol ethylene oxide with castor oil and hydrogenated castor oil.
The compounds containing alkyl groups used as surfactants may be individual substances. However, it is generally preferred to produce the compounds in question from native vegetable or animal raw materials so that mixtures of compounds differing in their chain length according to the particular raw material used are obtained.
The surfactants which are adducts of ethylene and/or propylene oxide with fatty alcohols or deriva-tives of such adducts may be both products having a "normal-range" homolog distribution and also products having a "narrow-range" homolog distribution. "Normal-range" products are mixtures of homologs which are obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. By contrast, narrow-range products are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxr ides or alcoholates are used as catalysts. It may bebe preferable to use narrow-range products.
2139~95 The quantity of surfactants which may be present in the preparations according to the invention is dependent upon the particular type of surfactant and the purpose for which the preparation is intended.
Hair aftertreatment preparations preferably con-tain cationic and/or nonionic surfactants, more particu-larly in quantities of 0.1 to 10% by weight, based on the preparation as a whole. Quantities of 0.1 to 3% by weight are particularly preferred.
Hair tonics also preferably contain cationic and/or nonionic surfactants, more particularly in quan-tities of 0.1 to 10~ by weight, based on the preparation as a whole. Quantities of 0.1 to 5% by weight are particularly preferred.
Shampoos preferably contain anionic surfactants, if desired in combination with ampholytic and/or non-ionic surfactants, more particularly in quantities of 1 to 50% by weight, based on the preparation as a whole.
Quantities of 3 to 20% by weight are particularly preferred.
The preparations according to the invention pref-erably have pH values of 2.5 to 7 and, more particular-ly, in the range from 3 to 6.
Shampoos, hair aftertreatment preparations and hair tonics are preferred preparations according to the invention. Neverthelessj the preparations may also be permanent wave preparations, dyes, blow-wave prepara-tions and other typical hair treatment preparations.
The preparations may be formulated as aqueous or aqueous/alcoholic solutions, creams, lotions, gels, emulsions and other typical cosmetic preparations.
The preparations may contain any other known constituents according to the type of hair treatment preparation and the particular formulation.
The constituents in question are:
213949~
- nonionic polymers such as, for example, vinyl pyrrolidone/vinyl acrylate copolymers, polyvinyl pyrrolidone and vinyl pyrrolidone/vinyl acetate copolymers and polysiloxanes, - anionic polymers such as, for example, polyacry-lic acids, crosslinked polyacrylic acids, vinyl acetate/crotonic acid copolymers, vinyl pyrroli-done/vinyl acrylate copolymers, vinyl acetate/
butyl maleate/isobornyl acrylate copolymers, methyl vinyl ether/maleic anhydride copolymers, acrylic acid/ethyl acrylate/N-tert.butyl acryl-amide terpolymers, - other cationic polymers such as, for example, quaternized cellulose ethers, polysiloxanes containing quaternary groups, acrylamide/dimethyl diallyl ammonium chloride copolymers and dimethyl aminomethacrylate/vinyl pyrrolidone copolymers quaternized with diethyl sulfate, - thickeners, such as agar agar, guar gum, algin-ates and xantham gum, - structurants, such as glucose and maleic acid, - hair-conditioning compounds, such as phospho-lipids, for example soya lecithin, egg lecithin, cephalins, and also silicone oils, - protein hydrolyzates, more particularly elastin, collagen, keratin, milk protein, soya protein and wheat protein hydrolyzates, condensation products thereof with fatty acids and quaternized protein hydrolyzates, - perfume oils, dimethyl isosorbide and cyclodex-trins, - solubilizers, such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, ~139995 ~ .
- dyes, - antidandruff agents, such as Piroctone Olamine and Zinc Omadine-, - other substances for pH adjustment, - active substances, such as panthenol, allantoin, pyrrolidone carboxylic acids, plant extracts and vitamins, - light stabilizers, - consistency regulators, such as sugar esters, polyol esters or polyol alkyl ethers, - fats and waxes, such as spermaceti, beeswax, montan wax, paraffins and fatty alcohols, - fatty acid alkanolamides, - complexing agents, such as EDTA, NTA and phos-phonic acids, - swelling and penetration agents, such as glycer-ol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, - opacifiers, such as latex, - pearlescers, such as ethylene glycol monostearate and distearate, - propellents, such as propane/butane mixtures, N2O, dimethyl ether, CO2 and air and - antioxidants, - substantive dyes, - so-called coupler and developer components as oxidation dye precursors, - reducing agents such as, for example, thioglycol-ic acid and derivatives thereof, thiolactic acid, cysteamine, thiomalic acid and ~-mercaptoethane-sulfonic acid, - oxidizing agents, such as hydrogen peroxide, potassium bromate and sodium bromate.
The present invention also relates to a process ,2139g95 for treating hair using a preparation according to the invention.
In a preferred embodiment of the process accord-ing to the invention, preparations containing the combination of active ingredients according to the invention are applied to the hair and, after a certain contact time, generally between a few seconds and about 20 minutes, are rinsed off from the hair either with water or with a preparation largely containing water.
The following Examples are intended to illustrate the invention.
E x a m p l e s I. Determination of wet combability Test methods Wet combability was determined by two different methods. Method 1 is based on the objective determina-tion of wet combing work while method 2 is based on the subjective assessment of examiners.
Method 1:
The combability tests were carried out by the method according to J. 8OC. Cosm. Chem. 1973 ~24) 782.
Combing work was studied on brown hair (Alkinco #6634, tress length 12 cm, tress weight 1 g). The hair used was lightly predamaged (cold-waved or bleached) hair which the average consumer would be expected to have. After the zero measurement, the tresses were soaked with 100 ml of the formulation to be tested.
After a contact time of 5 minutes, the tresses were rinsed out for 1 minute in running water (1 l/min., 38C). To determine wet combing work, the tresses were then remeasured.
~.
Method 2:
Hair tresses weighing approximately 2 g (obtained from the Kerling company) were predamaged by permanent wave treatment and by "medium bleaching" (treatment of the hair for 30 minutes with a 6% H2O2 solution adjusted with ammonia to a pH value of 9.4). The tresses were then washed twice with an aqueous solution of TEXAPON~
N 25 (sodium lauryl ether sulfate) adjusted to an active substance content of 12%. The tresses were then treated for 2 minutes with 0.5 g of the solution to be tested.
Finally, they were rinsed with water at 30C.
Results The composition of the test mixtures and the results of the combability tests are set out in Table 1.
The combing work values determined by method 1 are all based on the value of the zero measurement. The scores for the subjective assessment by method 2 ranged from 1 = very good through 2 = good, 3 = satisfactory and 4 =
adequate to 5 = unsatisfactory.
Table 1 (quantitie~ in part~ by weight) Component / mixture C1 C2 I1 C3 C4 CELQUAT~L 200~ 0.1 - 0.05 - 0.05 Acrylamidopropyl methyl ammonium chloride/acrylic acid copolymer, neutralized with sodium hydroxide (Polymer Pl acc. to DE 39 29 973) - 0.1 0.05 - -AMPHOMER~ ~' - - - 0.1 0.05 Water <------- and 100 ------->
Wet combing work - Method 1 [%] 64 46 43 85 72 - Method 2 2-3 2-3 1-2 3-4 3 Hydroxyethyl cellulose/diallyl dimethyl ammonium chloride (95~ active substance; CTFA name: Poly-quaternium-4) (DELFT NATIONAL) ~' Methyl methacrylate/tert.butyl aminoethyl meth-S acrylate/2-hydroxypropyl methacrylate/N-(1,1,3,3-tetramethylbutyl)-acrylamide copolymer II. Determination of curl retention Method A 15 cm long tress (Kerling; tress weight 2 g) was treated for 2 minutes with 0. 5 g of the mixture to be tested. The tress was then rinsed and wound around a glass tube with an external diameter of 2.0 cm, fixed and dried. A measure of the stability of the curl obtained after withdrawal of the glass tube is the so-called curl retention value (CR value) which is defined as ((l-1~)/(1-lo)) * 100%, where 1 is the length of the hair tress (lS cm), lo is the length of the curl immedi-ately after drying and 1~ is the length of the curl after hanging for x hours in a drying cabinet under constant conditions (25C/60% relative air humidity).
Results:
The results of the curl retention tests are set out in Table 2.
Table 2 Measured value / mixture Cl C2 Il C3 C4 CR values after - 6 hours [%] 81.4 82.6 86.5 88.4 82.9 - 8 hours [%] 79.8 80.7 83.7 86.2 81.3 The values for the treatment with pure water were 213~49~
. .
83.2 (after 6 hours) and 79.9 (after 8 hours).
III. Applic~tion Examples S The quantities in the following Examples are %
by weight.
1) Hair rinse STENOL016l82 3.0 CUTINA~9GMS2 0 . 5 EUMULGIN~B 14 O. 4 EUMULGIN~B 25 0.8 EUTANoL~G5 1.0 Acylamidopropyl methyl ammonium chloride/acrylic acid copolymer, neutral-ized with sodium hydroxide (polymer P1 acc. to DE 39 29 973) 0.2 CELQUAT~L200 1.0 GAFQUAT~755-N5 2.5 Water ad 100
2 Cl6/ Cl8 fatty alcohol (HENKEL)
3 Glycerol monostearate (CTFA name: Glyceryl Stearate) (HENKEL)
4 Cetostearyl alcohol containing approx. 12 mol EO
(CTFA name: Ceteareth-12) (HENKEL) Cetostearyl alcohol containing approx. 20 mol EO
(CTFA name: Ceteareth-20) (HENKEL) 6 Condensation product of saturated liquid fatty alcohols, primarily decyl alcohol, prepared by the Guerbet reaction (CTFA name: Octyldodecanol) (HENKEL) 7 Vinyl pyrrolidone/dimethylaminoethyl methacrylate copolymer quaternized with diethyl sulfate (19%
active substance in water) (GAF) 2139~9~
2) Hair rinse STANOL01618 1.8 TEGOAMID~S 18~ 1.6 1,2-Propylene glycol 1.0 Citric acid 0.6 CELQUAT0L 200 1.0 Polymer P1 acc. to DE 39 29 973 0.2 Perfume oil, water ad 100 o 8 N,N-dimethyl-N'-stearoyl-1,3-diaminopropane (CTFA
name: Stearamidopropyl Dimethylamine (GOLDSCHMIDT) 3) Hair rinse STENOL~1618 1.8 STEPANTEX~VS 909 1.8 1,2-Propylene glycol 0.7 Citric acid 0.2 CELQUAT~L 200 1.2 Polymer Pl acc. to DE 39 29 973 0.3 Perfume oil, dye, water ad 100 9 N-methyl-N-(2-hydroxyethyl)-N,N-di-(tallowacyloxy-ethyl)-ammonium methosulfate (90% active substance in isopropanol) (STEPAN) 4) Hair rinse STENOL~1618 2.5 EUMULGIN~B 1 1.0 EUMULGIN~B 2 1.0 EUTANOL~G 0.5 POLAWAX~GP 200ll 0.75 ABIL~QUAT 3270l2 0.5 DOW CORNING~929-Emulsionl3 2.6 Polymer JR0400l4 0.6 Polymer Pl acc. to DE 39 29 973 0.4 2139~95 . .
Citric acid 0.02 Water ad 100 ~ Ester of saturated long-chain fatty alcohols and fatty acids, primarily palmitic acid cetyl ester (CTFA name: Cetyl Palmitate) (HENKEL) Stearyl alcohol/polyethylene glycol stearate mix-ture (CTFA name: Stearyl Alcohol (and) PEG
Stearate) (CRODA) 0 12 Diquaternary polymethyl siloxane (CTFA name: Qua-ternium 80) (GOLDSCHMIDT) 3 Aminofunctional polydimethyl siloxane (35% active substance) (DOW CORNING) 14 Quaternized hydroxyethyl cellulose (CTFA name:
Polyquaternium-10) (UNION CARBIDE)
(CTFA name: Ceteareth-12) (HENKEL) Cetostearyl alcohol containing approx. 20 mol EO
(CTFA name: Ceteareth-20) (HENKEL) 6 Condensation product of saturated liquid fatty alcohols, primarily decyl alcohol, prepared by the Guerbet reaction (CTFA name: Octyldodecanol) (HENKEL) 7 Vinyl pyrrolidone/dimethylaminoethyl methacrylate copolymer quaternized with diethyl sulfate (19%
active substance in water) (GAF) 2139~9~
2) Hair rinse STANOL01618 1.8 TEGOAMID~S 18~ 1.6 1,2-Propylene glycol 1.0 Citric acid 0.6 CELQUAT0L 200 1.0 Polymer P1 acc. to DE 39 29 973 0.2 Perfume oil, water ad 100 o 8 N,N-dimethyl-N'-stearoyl-1,3-diaminopropane (CTFA
name: Stearamidopropyl Dimethylamine (GOLDSCHMIDT) 3) Hair rinse STENOL~1618 1.8 STEPANTEX~VS 909 1.8 1,2-Propylene glycol 0.7 Citric acid 0.2 CELQUAT~L 200 1.2 Polymer Pl acc. to DE 39 29 973 0.3 Perfume oil, dye, water ad 100 9 N-methyl-N-(2-hydroxyethyl)-N,N-di-(tallowacyloxy-ethyl)-ammonium methosulfate (90% active substance in isopropanol) (STEPAN) 4) Hair rinse STENOL~1618 2.5 EUMULGIN~B 1 1.0 EUMULGIN~B 2 1.0 EUTANOL~G 0.5 POLAWAX~GP 200ll 0.75 ABIL~QUAT 3270l2 0.5 DOW CORNING~929-Emulsionl3 2.6 Polymer JR0400l4 0.6 Polymer Pl acc. to DE 39 29 973 0.4 2139~95 . .
Citric acid 0.02 Water ad 100 ~ Ester of saturated long-chain fatty alcohols and fatty acids, primarily palmitic acid cetyl ester (CTFA name: Cetyl Palmitate) (HENKEL) Stearyl alcohol/polyethylene glycol stearate mix-ture (CTFA name: Stearyl Alcohol (and) PEG
Stearate) (CRODA) 0 12 Diquaternary polymethyl siloxane (CTFA name: Qua-ternium 80) (GOLDSCHMIDT) 3 Aminofunctional polydimethyl siloxane (35% active substance) (DOW CORNING) 14 Quaternized hydroxyethyl cellulose (CTFA name:
Polyquaternium-10) (UNION CARBIDE)
5) Hair rinse REWOQUAT~W 750015 1 . 1 LANETTE~0l6 3.0 EUMULGIN~B 1 0.8 EUMULGIN~B 2 1.6 CUTINA~GMS 0.5 EUTANOL~G 1.0 Polymer JR~40014 1.0 Polymer Pl acc. to DE 39 29 973 0.4 Water ad 100 5 1-Methyl-2-nortallowalkyl-3-tallow fatty acid amidoethyl imidazolinium methosulfate (approx. 75%
active substance) (REWO) 16 Mixture of higher saturated fatty alcohols, pri-marily cetyl and stearyl alcohol (CTFA name:
Cetearyl Alcohol (HENKEL) 17 Quaternized hydroxyethyl cellulose (CTFA name:
Polyquaternium-10) (UNION CARBIDE) 213999~
active substance) (REWO) 16 Mixture of higher saturated fatty alcohols, pri-marily cetyl and stearyl alcohol (CTFA name:
Cetearyl Alcohol (HENKEL) 17 Quaternized hydroxyethyl cellulose (CTFA name:
Polyquaternium-10) (UNION CARBIDE) 213999~
6) 8h~mpoo TEXAPON~N 25~ 43.0 DEHYToN'DKI9 10 . O
PLANTAREN0-12002 4.0 S EUPERLAN~PK 300021 1.6 ARQUAD~316n 0.5 CELQUAT~L 200 1.2 Polymer P1 acc. to DE 39 29 973 0.2 GLUCAMATE~DOE 12023 0.5 Sodium chloride 0.2 Water ad 100 18 Sodium lauryl ether sulfate (approx. 28% active substance; CTFA name: Sodium Laureth Sulfate) (HENKEL) ~9 Fatty acid amide derivative, betaine structure, corresponding to the formula R-CONH(CH2)3N+(CH3)2-CH2COO- (approx. 30% active substance; CTFA name:
Cocoamidopropyl Betaine) (HENKEL) 20 C12-C16 alkyl glucoside, degree of oligomerization 1.4 (approx. 50% active substance; CTFA name:
Lauryl Polyglycoside (HENKEL) 21 Liquid dispersion of pearlescing substances and amphosurfactant (approx. 62% active substance;
CTFA name: Glycol Distearate (and) Glycerin (and) Laureth-4 (and) Cocoamidopropyl Betaine) (HENKEL) 22 Tri-C16-alkyl methyl ammonium chloride (AKZO) 23 Ethoxylated methyl glucoside dioleate (CTFA name:
PEG-120 Methyl Glucose Dioleate) (AMERCHOL)
PLANTAREN0-12002 4.0 S EUPERLAN~PK 300021 1.6 ARQUAD~316n 0.5 CELQUAT~L 200 1.2 Polymer P1 acc. to DE 39 29 973 0.2 GLUCAMATE~DOE 12023 0.5 Sodium chloride 0.2 Water ad 100 18 Sodium lauryl ether sulfate (approx. 28% active substance; CTFA name: Sodium Laureth Sulfate) (HENKEL) ~9 Fatty acid amide derivative, betaine structure, corresponding to the formula R-CONH(CH2)3N+(CH3)2-CH2COO- (approx. 30% active substance; CTFA name:
Cocoamidopropyl Betaine) (HENKEL) 20 C12-C16 alkyl glucoside, degree of oligomerization 1.4 (approx. 50% active substance; CTFA name:
Lauryl Polyglycoside (HENKEL) 21 Liquid dispersion of pearlescing substances and amphosurfactant (approx. 62% active substance;
CTFA name: Glycol Distearate (and) Glycerin (and) Laureth-4 (and) Cocoamidopropyl Betaine) (HENKEL) 22 Tri-C16-alkyl methyl ammonium chloride (AKZO) 23 Ethoxylated methyl glucoside dioleate (CTFA name:
PEG-120 Methyl Glucose Dioleate) (AMERCHOL)
7) 8hampoo TEXAPON~N 70~ 21.0 PLANTAREN~-1200 8.0 GENAMIN~DSAC~ 1.2 CUTINA~EGMS26 0.6 ~1~9495 Polymer JR04Ool4 0.8 Polymer Pl acc. to DE 39 29 973 O.3 ANTIL0141 liquid~ 1.3 Sodium chloride 0.2 Water ad lOO
Sodium lauryl ether sulfate (approx. 72% active substance (~:NK~) ~ Dimethyl distearyl ammonium chloride (HOECHST) 26 Ethylene glycol monostearate (approx. 25-35% mono-ester, 60-70% diester; CTFA name: Glycol Stearate) (HE~KEL) n Polyoxyethylene propylene glycol dioleate (40%
active substance; CTFA Name: Propylene Glycol (and) PEG-55 Propylene Glycol Oleate) (GOLDSCHMIDT)
Sodium lauryl ether sulfate (approx. 72% active substance (~:NK~) ~ Dimethyl distearyl ammonium chloride (HOECHST) 26 Ethylene glycol monostearate (approx. 25-35% mono-ester, 60-70% diester; CTFA name: Glycol Stearate) (HE~KEL) n Polyoxyethylene propylene glycol dioleate (40%
active substance; CTFA Name: Propylene Glycol (and) PEG-55 Propylene Glycol Oleate) (GOLDSCHMIDT)
8) 8h~mpoo TEXAPON0K 14 S28 50.0 DEHYTON0K lO.O
AKYPO~RLM lOO NV29 4.5 CUTINA0AGS~ 2.0 D-Panthenol 0.5 Glucose l.O
Salicylic acid 0.4 Sodium chloride O.5 Polymer P1 acc. to DE 39 29 9730.6 CELQUAT0L 200 0.6 Water ad lOO
28 Sodium lauryl myristyl ether sulfate (approx. 28%
active substance; CTFA name: Sodium Myreth Sul-fate) (~NK~I) 29 C12-14 fatty alcohol+lO ethylene oxide acetic acid sodium salt (22% active substance; CTFA name:
2139~9S
.
Sodium Laureth-ll Carboxylate) (CHEM-Y) 30 Ethylene glycol stearate (approx. 5-15% monoester, 85-95g6 diester; CTFA name: Glycol Distearate) (HENKEL)
AKYPO~RLM lOO NV29 4.5 CUTINA0AGS~ 2.0 D-Panthenol 0.5 Glucose l.O
Salicylic acid 0.4 Sodium chloride O.5 Polymer P1 acc. to DE 39 29 9730.6 CELQUAT0L 200 0.6 Water ad lOO
28 Sodium lauryl myristyl ether sulfate (approx. 28%
active substance; CTFA name: Sodium Myreth Sul-fate) (~NK~I) 29 C12-14 fatty alcohol+lO ethylene oxide acetic acid sodium salt (22% active substance; CTFA name:
2139~9S
.
Sodium Laureth-ll Carboxylate) (CHEM-Y) 30 Ethylene glycol stearate (approx. 5-15% monoester, 85-95g6 diester; CTFA name: Glycol Distearate) (HENKEL)
9) 8h~mpoo TEXAPON~9K 14 S 25.0 TEXAPONDSB 32~ 7-5 EUCARoL~TA32 12.0 AKYPO~RLM 100 NV 9.0 DEHYTONI9AB 3033 8.3 Sodium chloride 0.5 Polymer Pl acc. to DE 39 29 973 0.6 Polymer JR'19400l4 2.0 Water ad100 3~ Sulfosuccinic acid semiester based on an alkyl polyglycol ether, di-Na salt (approx. 40% active substance; CTFA name: Disodium Laureth Sulfosuc-cinate) (HENKEL) 32 Lauryl alcohol+7 ethylene oxide tartrate sodium salt (approx. 25% active substance; CTFA name:
Sodium Laureth-7 Tartrate) (AUSICHEM) 25 33 Fatty amine derivative, betaine structure (approx.
30% active substance; CTFA name: Coco-Betaine) (HENKEL) 34 Tallow alcohol+60 ethylene oxide myristyl ether (CTFA name: Talloweth-60 Myristyl Glycol) (AKZO)
Sodium Laureth-7 Tartrate) (AUSICHEM) 25 33 Fatty amine derivative, betaine structure (approx.
30% active substance; CTFA name: Coco-Betaine) (HENKEL) 34 Tallow alcohol+60 ethylene oxide myristyl ether (CTFA name: Talloweth-60 Myristyl Glycol) (AKZO)
10) Tonic pack (removable by rinsing) EUMULGIN~B 1 0-5 EUMULGIN~B 2 0.5 CUTINA0CP 1.0 ~139495 EU'rANOl~G 1.5 CARBoPoL~98035 0.004 DOW COkhlNG~929 Emulsion 2.9 Polymer P1 acc. to DE 39 29 973 0.3 CEI.QUAT~L200 2.0 Triethanolamine o.og Water ad 100 3~ Polyacrylic acid (GOODRICH)
11) To~ia paclc ~r~a~n~n~ on th- ~air) CELQUAT~L 200 0.6 1WISKOL~K3036 0.2 D-Panthenol O.5 DEHYQUART~SP7 1.0 NUT~T~
NATROSO1'~'250 HR39 1.1 Polymer Pl acc. to DE 39 29 973 o.5 Water ad 100 36 Polyvinyl pyrrolidone (95% actiYe substance; CTFA
name: PVP) (BASF) 3~ Aqueous solution of hydroxyethyl alkylammonium phosphate (approx. 50% active substance; CTFA
name: Quaternium-52) (n~;NK~;L) 3~ Collagen hydrolyzate (approx. 39% active subs-tance; CTFA name: Hydrolyzed Collagen) (HENKEL) 39 Hydroxyethyl cellulose (AQUALON) 30 12) D~eing cre~
C12,1~ Fatty alcohol 1.2 k ~ 0 4 . O
~IN~B 2 0.8 ~;ull~A~ RD 164 2.0 Sodium sulfite 0.5 :
213949~
L(+) Ascorbic acid 0.5 Ammonium sulfate 0.5 1,2-Propylene glycol 1.2 p-Aminophenol 0.35 p-Tolylene diamine 0.85 2-Methyl resorcinol 0.14 6-Methyl-m-aminophenol 0.42 Polymer Pl acc. to DE 39 29 973 0.5 CELQUAT0L 200 4.0 Ammonia 1.5 Water ad 100 Fatty acid mono/diglyceride emulsifier mixture (CTFA name: Tallow Glycerides (and) Glyceryl Stearate (and) Potassium Stearate) (HENKEL) 13) Developer dispersion for dyeing creAm 12) TEXAPON0N 25 2.1 Hydrogen peroxide (50~) 12.0 TURPINAl0SL4l 1.7 LATEKoLL0D42 12.0 Polymer P1 acc. to DE 39 29 973 0.1 Polymer JR0 400 0.1 Water ad 100 41 1-Hydroxyethane-l,l-diphosphonic acid (60% active substance; CTFA name: Etidronic Acid) (HENKEL) 44 Acrylate/methacrylic acid copolymer (25% active substance) (BASF) The dyeing cream had a pH value of 10Ø It gave the hair a strong red tint.
14) Tinting shampoo TEXAPON~N 70 14.0 DEHYTON~K 10.0 AKYPO~RLM 45 NV43 14.7 PLANTAREN~-1200 4.0 CREMOPHOR~RH 4046 0.8 Dye C.I. 12 719 0.02 Dye C.I. 12 251 0.02 Dye C.I. 12 250 0.04 Dye C.I. 56 059 0.03 PHB ester 0.25 CELQUAT~L200 0.8 Polymer Pl acc. to DE 39 29 973 0.2 Perfume oil q.s.
Water ad 100 5 43 Lauryl alcohol+4.5 ethylene oxide acetic acid sodium salt (20.4% active substance) (CHEM-Y) 44 Castor oil, hydrogenated + 45 ethylene oxide (CTFA
name: PEG-40 Hydrogenated Castor Oil) (BASF) When the hair was washed with this tinting shampoo, it was left bright light blond in color.
15) Permanent wave cream Wave cream PLANTAREN~-80045 5.0 Thioglycoltc acid 8.0 TURPINAL~SL 0.5 Ammonia (25%) 7.3 Ammonium carbonate 3.0 Cetostearyl alcohol 5.0 Guerbet alcohol 4.0 CELQUAT~L200 1.2 Polymer P1 acc. to DE 39 29 973 0.1 Perfume oil q.s.
Water ad 100 ,, . . ~139~9s C8-C~0 alkyl glucoside, degree of oligomerization 1.6 (approx. 60~ active substance) (HENKEL) Fixinq solution PLANTAREN~-800 5.0 Hydrogenated castor oil 2.0 Potassium bromate 3.5 Nitrilotriacetic acid 0.3 Citric acid 0.2 Polymer Pl acc. to DE 39 29 973 0.2 Polymer JR~ 400 1.0 Perfume oil q.S-Water ad 100
NATROSO1'~'250 HR39 1.1 Polymer Pl acc. to DE 39 29 973 o.5 Water ad 100 36 Polyvinyl pyrrolidone (95% actiYe substance; CTFA
name: PVP) (BASF) 3~ Aqueous solution of hydroxyethyl alkylammonium phosphate (approx. 50% active substance; CTFA
name: Quaternium-52) (n~;NK~;L) 3~ Collagen hydrolyzate (approx. 39% active subs-tance; CTFA name: Hydrolyzed Collagen) (HENKEL) 39 Hydroxyethyl cellulose (AQUALON) 30 12) D~eing cre~
C12,1~ Fatty alcohol 1.2 k ~ 0 4 . O
~IN~B 2 0.8 ~;ull~A~ RD 164 2.0 Sodium sulfite 0.5 :
213949~
L(+) Ascorbic acid 0.5 Ammonium sulfate 0.5 1,2-Propylene glycol 1.2 p-Aminophenol 0.35 p-Tolylene diamine 0.85 2-Methyl resorcinol 0.14 6-Methyl-m-aminophenol 0.42 Polymer Pl acc. to DE 39 29 973 0.5 CELQUAT0L 200 4.0 Ammonia 1.5 Water ad 100 Fatty acid mono/diglyceride emulsifier mixture (CTFA name: Tallow Glycerides (and) Glyceryl Stearate (and) Potassium Stearate) (HENKEL) 13) Developer dispersion for dyeing creAm 12) TEXAPON0N 25 2.1 Hydrogen peroxide (50~) 12.0 TURPINAl0SL4l 1.7 LATEKoLL0D42 12.0 Polymer P1 acc. to DE 39 29 973 0.1 Polymer JR0 400 0.1 Water ad 100 41 1-Hydroxyethane-l,l-diphosphonic acid (60% active substance; CTFA name: Etidronic Acid) (HENKEL) 44 Acrylate/methacrylic acid copolymer (25% active substance) (BASF) The dyeing cream had a pH value of 10Ø It gave the hair a strong red tint.
14) Tinting shampoo TEXAPON~N 70 14.0 DEHYTON~K 10.0 AKYPO~RLM 45 NV43 14.7 PLANTAREN~-1200 4.0 CREMOPHOR~RH 4046 0.8 Dye C.I. 12 719 0.02 Dye C.I. 12 251 0.02 Dye C.I. 12 250 0.04 Dye C.I. 56 059 0.03 PHB ester 0.25 CELQUAT~L200 0.8 Polymer Pl acc. to DE 39 29 973 0.2 Perfume oil q.s.
Water ad 100 5 43 Lauryl alcohol+4.5 ethylene oxide acetic acid sodium salt (20.4% active substance) (CHEM-Y) 44 Castor oil, hydrogenated + 45 ethylene oxide (CTFA
name: PEG-40 Hydrogenated Castor Oil) (BASF) When the hair was washed with this tinting shampoo, it was left bright light blond in color.
15) Permanent wave cream Wave cream PLANTAREN~-80045 5.0 Thioglycoltc acid 8.0 TURPINAL~SL 0.5 Ammonia (25%) 7.3 Ammonium carbonate 3.0 Cetostearyl alcohol 5.0 Guerbet alcohol 4.0 CELQUAT~L200 1.2 Polymer P1 acc. to DE 39 29 973 0.1 Perfume oil q.s.
Water ad 100 ,, . . ~139~9s C8-C~0 alkyl glucoside, degree of oligomerization 1.6 (approx. 60~ active substance) (HENKEL) Fixinq solution PLANTAREN~-800 5.0 Hydrogenated castor oil 2.0 Potassium bromate 3.5 Nitrilotriacetic acid 0.3 Citric acid 0.2 Polymer Pl acc. to DE 39 29 973 0.2 Polymer JR~ 400 1.0 Perfume oil q.S-Water ad 100
Claims (12)
1. A water-based preparation for the treatment of hair containing a combination of cationic and zwitterionic polymers in addition to typical cosmetic components, characterized in that the cationic polymers are cellulose derivatives and do not contain any imidazolinium groups and the zwitterionic polymers are essentially composed of .alpha.) monomers containing quaternary ammonium groups corre-sponding to general formula (I):
R1-CH=CRZ-CO-Z-(CnH2n)-N(+)R3R4R5 A(-) (I) in which R1 and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of one another represent alkyl groups containing 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A(-) is the anion of an organic or inorganic acid and .beta.) monomeric carboxylic acids corresponding to general formula (II):
R6 CH=CR7-COOH (II) in which R6 and R7 independently of one another represent hydrogen or methyl groups, or alkali metal, alkaline earth metal, aluminium or ammonium salts of these acids.
R1-CH=CRZ-CO-Z-(CnH2n)-N(+)R3R4R5 A(-) (I) in which R1 and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of one another represent alkyl groups containing 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A(-) is the anion of an organic or inorganic acid and .beta.) monomeric carboxylic acids corresponding to general formula (II):
R6 CH=CR7-COOH (II) in which R6 and R7 independently of one another represent hydrogen or methyl groups, or alkali metal, alkaline earth metal, aluminium or ammonium salts of these acids.
2. A preparation as claimed in claim 1, charac-terized in that the cationic polymer is a copolymer of at least one cationic unit and at least one nonionic unit.
3. A preparation as claimed in claim 2, charac-terized in that the nonionic unit is hydroxyethyl cellulose.
4. A preparation as claimed in any of claims 1 to 3, characterized in that the zwitterionic polymers consist essentially of (.alpha.) monomers containing quaternary ammoniun groups corresponding to general formula (I):
R1-CH=CR2-CO-x-(CnH2n)-N(?)R3R4R5 A(-) (I) in which R1 and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of onc another represent C1-4 alkyl groups, X is an NH group or an oxygen atom, n is an integer of 2 to 5 and A(-) is the anion of an organic or inorganic acid and (.beta.) mononeric carboxylic acids corresponding to general formula (II):
R6-CH=CR1-COOH (II) in which R6 and R7 independently of one another are hydrogen or methyl groups, or alkali metal, alkaline earth metal, aluminium or ammonium salts of these acids.
R1-CH=CR2-CO-x-(CnH2n)-N(?)R3R4R5 A(-) (I) in which R1 and R2 independently of one another represent hydrogen or a methyl group and R3, R4 and R5 independently of onc another represent C1-4 alkyl groups, X is an NH group or an oxygen atom, n is an integer of 2 to 5 and A(-) is the anion of an organic or inorganic acid and (.beta.) mononeric carboxylic acids corresponding to general formula (II):
R6-CH=CR1-COOH (II) in which R6 and R7 independently of one another are hydrogen or methyl groups, or alkali metal, alkaline earth metal, aluminium or ammonium salts of these acids.
5. A preparation as claimed in claim 4, charac-terized in that the monomer (.alpha.) is acrylamidopropyl trimethyl ammonium chloride while while the monomer (.beta.) is acrylic acid or an alkali metal salt, particularly the sodium salt, of acrylic acid.
6. A preparation as claimed in claim 4 or 5, characterized in that the number of monomers (.alpha.) in the zwitterionic polymer is greater than the number of monomers (.beta.).
7. A preparation as cliamed in any of claims 1 to 6, characterized in that it contains - 0.01 to 10% by weight ans more particularly 0.01 to 5% by weight zwitterionic polymers and - 0.01 to 10% by weight and more particulary 0.01 to 5% by weight cationic polymers, based on the preparation as a whole.
8. A preparation as claimed in any of claims 1 to 7, characterized in that it also contains a surfactant.
9. A preparation as claimed in claim 8, character-ized in that the surfactant is a cationic and/or non-ionic surfactant.
10. A preparation as claimed in any of claims 1 to 9, characterized in that the preparation has a pH value of 2.5 to 7 and, more particularly, in the range from 3.0 to 6Ø
11. A process for treating hair, characterized in that a preparation as claimed in any of claims 1 to 10 is applied to the hair.
12. A process as claimed in claim 11, characterized in that the hair is subsequently rinsed with water or with a preparation largely containing water.
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19924221914 DE4221914A1 (en) | 1992-07-03 | 1992-07-03 | Hair cosmetic preparations |
| DEP4221914.0 | 1992-07-03 | ||
| DEP4232512.9 | 1992-09-29 | ||
| DE19924232512 DE4232512A1 (en) | 1992-09-29 | 1992-09-29 | Aq. hair treatment formulations contg. imidazolinium gel-free cellulose-based cationic polymers |
| DE19924234413 DE4234413A1 (en) | 1992-10-13 | 1992-10-13 | Aq. hair treatment formulations contg. imidazolinium gel-free cellulose-based cationic polymers |
| DE19924234405 DE4234405A1 (en) | 1992-10-13 | 1992-10-13 | Aq. hair treatment formulations contg. imidazolinium gel-free cellulose-based cationic polymers |
| DEP4234405.0 | 1992-10-13 | ||
| DEP4234413.1 | 1992-10-13 | ||
| PCT/EP1993/001625 WO1994001076A1 (en) | 1992-07-03 | 1993-06-24 | Hair conditioner |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2139495A1 true CA2139495A1 (en) | 1994-01-20 |
Family
ID=27435513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002139495A Abandoned CA2139495A1 (en) | 1992-07-03 | 1993-06-24 | Hair treatment preparation |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0648103B1 (en) |
| AT (1) | ATE164755T1 (en) |
| CA (1) | CA2139495A1 (en) |
| DE (1) | DE59308395D1 (en) |
| ES (1) | ES2114057T3 (en) |
| WO (1) | WO1994001076A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6514918B1 (en) | 2000-08-18 | 2003-02-04 | Johnson & Johnson Consumer Companies, Inc. | Viscous, mild, and effective cleansing compositions |
| US8663612B2 (en) | 2009-03-05 | 2014-03-04 | Basf Se | Ampholytic ter-polymers for use in personal care compositions |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19539877C2 (en) * | 1995-10-26 | 1998-07-23 | Henkel Kgaa | Cosmetic and pharmaceutical emulsions |
| DE19542139C2 (en) * | 1995-11-11 | 1998-07-30 | Henkel Kgaa | Cosmetic and / or pharmaceutical emulsions |
| FR2773070B1 (en) | 1997-12-31 | 2000-06-30 | Oreal | COMPOSITIONS FOR THE TREATMENT OF KERATINIC MATERIALS COMPRISING THE COMBINATION OF A ZWITTERIONIC POLYMER AND A NON-VOLATILE AND WATER INSOLUBLE SILICONE |
| DE19807508C1 (en) * | 1998-02-21 | 1999-04-15 | Goldwell Gmbh | Stabilization of aqueous hair color emulsion containing oxidation dye precursor |
| DE19922851C2 (en) * | 1998-06-19 | 2003-11-20 | Kpss Kao Gmbh | Hair Dye |
| DE19833516C1 (en) † | 1998-07-25 | 2000-02-03 | Wella Ag | Hair fixatives with amphoteric and acidic polymers |
| US6110451A (en) * | 1998-12-18 | 2000-08-29 | Calgon Corporation | Synergistic combination of cationic and ampholytic polymers for cleansing and/or conditioning keratin based substrates |
| US6696053B1 (en) * | 2000-05-04 | 2004-02-24 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Leave-on or rinse-out hair care conditioner compositions containing silicone quaternary compounds and thickeners |
| CN1302021C (en) * | 2001-12-27 | 2007-02-28 | 三洋化成工业株式会社 | Non-aqueous absorbent and use thereof |
| US20040200011A1 (en) | 2002-12-06 | 2004-10-14 | Luc Nicolas-Morgantini | Composition for the oxidation dyeing of keratin fibers, comprising at least one oxidation dye, at least one fatty alcohol, at least one associative polymer, and at least one C14-C30 alkyl sulphate |
| ES2672494T3 (en) * | 2012-02-13 | 2018-06-14 | Hercules Llc | Conditioning composition additive to provide immediate and long-lasting benefits to keratin substrates |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2470596A1 (en) * | 1979-11-28 | 1981-06-12 | Oreal | COMPOSITION FOR THE TREATMENT OF KERATIN FIBERS BASED ON AMPHOTERIC POLYMERS AND CATIONIC POLYMERS |
| DE3929973A1 (en) * | 1989-09-08 | 1991-03-14 | Henkel Kgaa | HAIR CARE |
| DE4109999A1 (en) * | 1991-03-27 | 1992-10-01 | Henkel Kgaa | HAIR COSMETIC PREPARATIONS |
| DE4131898A1 (en) * | 1991-09-25 | 1993-04-01 | Henkel Kgaa | PREPARATIONS FOR HAIR TREATMENT |
-
1993
- 1993-06-24 CA CA002139495A patent/CA2139495A1/en not_active Abandoned
- 1993-06-24 DE DE59308395T patent/DE59308395D1/en not_active Expired - Fee Related
- 1993-06-24 EP EP93914724A patent/EP0648103B1/en not_active Expired - Lifetime
- 1993-06-24 ES ES93914724T patent/ES2114057T3/en not_active Expired - Lifetime
- 1993-06-24 AT AT93914724T patent/ATE164755T1/en not_active IP Right Cessation
- 1993-06-24 WO PCT/EP1993/001625 patent/WO1994001076A1/en not_active Ceased
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6514918B1 (en) | 2000-08-18 | 2003-02-04 | Johnson & Johnson Consumer Companies, Inc. | Viscous, mild, and effective cleansing compositions |
| US8663612B2 (en) | 2009-03-05 | 2014-03-04 | Basf Se | Ampholytic ter-polymers for use in personal care compositions |
| US9469713B2 (en) | 2009-03-05 | 2016-10-18 | Basf Se | Ampholytic ter-polymers for use in personal care compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2114057T3 (en) | 1998-05-16 |
| ATE164755T1 (en) | 1998-04-15 |
| DE59308395D1 (en) | 1998-05-14 |
| EP0648103A1 (en) | 1995-04-19 |
| EP0648103B1 (en) | 1998-04-08 |
| WO1994001076A1 (en) | 1994-01-20 |
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