CA2139496A1 - Hair treatment preparations - Google Patents
Hair treatment preparationsInfo
- Publication number
- CA2139496A1 CA2139496A1 CA002139496A CA2139496A CA2139496A1 CA 2139496 A1 CA2139496 A1 CA 2139496A1 CA 002139496 A CA002139496 A CA 002139496A CA 2139496 A CA2139496 A CA 2139496A CA 2139496 A1 CA2139496 A1 CA 2139496A1
- Authority
- CA
- Canada
- Prior art keywords
- preparation
- cationic
- hair
- polymers
- groups
- 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 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229920006317 cationic polymer Polymers 0.000 claims abstract description 9
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims description 38
- -1 alkali metal salt Chemical class 0.000 claims description 26
- 239000000178 monomer Substances 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 16
- 125000002091 cationic group Chemical group 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 239000004411 aluminium Substances 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 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 1
- 230000003766 combability Effects 0.000 abstract description 8
- 230000014759 maintenance of location Effects 0.000 abstract description 6
- 229920000831 ionic polymer Polymers 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 description 18
- 239000013543 active substance Substances 0.000 description 17
- 125000004432 carbon atom Chemical group C* 0.000 description 15
- 229920001577 copolymer Polymers 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
- 150000002500 ions Chemical class 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 201000006747 infectious mononucleosis Diseases 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 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 7
- 150000001875 compounds Chemical class 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- 239000002304 perfume Substances 0.000 description 6
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 125000000129 anionic group Chemical group 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
- 150000002191 fatty alcohols Chemical class 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
- 239000010695 polyglycol Substances 0.000 description 5
- 239000002453 shampoo Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 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
- 125000002252 acyl group Chemical group 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 125000005587 carbonate group Chemical group 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000002563 ionic surfactant Substances 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- ZIQRJGXRRBOCEI-UHFFFAOYSA-M 1-ethenyl-3-methylimidazol-3-ium;1-ethenylpyrrolidin-2-one;chloride Chemical compound [Cl-].CN1C=C[N+](C=C)=C1.C=CN1CCCC1=O ZIQRJGXRRBOCEI-UHFFFAOYSA-M 0.000 description 3
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- 241001440269 Cutina Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- 241000257303 Hymenoptera Species 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920001436 collagen Polymers 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 229930182478 glucoside Natural products 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000003531 protein hydrolysate Substances 0.000 description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
- HXVJQEGYAYABRY-UHFFFAOYSA-N 1-ethenyl-4,5-dihydroimidazole Chemical compound C=CN1CCN=C1 HXVJQEGYAYABRY-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-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
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000518994 Conta Species 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-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
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 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
- 229920002125 Sokalan® Polymers 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 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
- MRUAUOIMASANKQ-UHFFFAOYSA-O carboxymethyl-[3-(dodecanoylamino)propyl]-dimethylazanium Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(O)=O MRUAUOIMASANKQ-UHFFFAOYSA-O 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 229940082500 cetostearyl alcohol Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 2
- 229940008406 diethyl sulfate Drugs 0.000 description 2
- SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002085 enols Chemical class 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 229940100242 glycol stearate Drugs 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 150000003077 polyols Chemical group 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 235000015961 tonic Nutrition 0.000 description 2
- 230000001256 tonic effect Effects 0.000 description 2
- 229960000716 tonics Drugs 0.000 description 2
- 239000002888 zwitterionic surfactant Substances 0.000 description 2
- XJRIDJAGAYGJCK-UHFFFAOYSA-N (1-acetyl-5-bromoindol-3-yl) acetate Chemical compound C1=C(Br)C=C2C(OC(=O)C)=CN(C(C)=O)C2=C1 XJRIDJAGAYGJCK-UHFFFAOYSA-N 0.000 description 1
- GHPYJLCQYMAXGG-WCCKRBBISA-N (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride Chemical compound Cl.N[C@@H](CSCCB(O)O)C(O)=O GHPYJLCQYMAXGG-WCCKRBBISA-N 0.000 description 1
- 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
- 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
- HANWHVWXFQSQGJ-UHFFFAOYSA-N 1-tetradecoxytetradecane Chemical compound CCCCCCCCCCCCCCOCCCCCCCCCCCCCC HANWHVWXFQSQGJ-UHFFFAOYSA-N 0.000 description 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 1
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- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 description 1
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 1
- TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 229920000832 Cutin Polymers 0.000 description 1
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 1
- 239000011703 D-panthenol Substances 0.000 description 1
- 235000004866 D-panthenol Nutrition 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
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- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
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- 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
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- 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)
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- 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
- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- 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
-
- 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
-
- 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
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
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Abstract
The use of water-based hair treatment prepara-tions containing a combination of cationic polymers bearing imidazolinium groups with amophteric or zwitter-ionic polymers leads to a considerable improvement in wet combability and to a shift in dry combability into an optimal range for style retention.
Description
21~9496 Zg9 PC~ ~ 12.10.1992 ~ir tro~tmont pr-paratio~
This invent~on relates to hair ~r~a~ment prepara-~ion~ containing a special combination of poly~e~s.
The uashing and carQ of hair iQ an important part of personal hygiene. Both the wa~hing of hair ~ith shampoos and the decoratiYe finishing of hair ~tyles, for e~ample by coloring or permanent waving, ar~ meas-ures which affect the natural structure and properties of hair. For examp}e, th~ wet and dry combability of hair, its hold and its ~ody cAn be adversely affoct~3d or the number of spl it ends can be increased by 5UC~I
measures .
Accordingly, it has long becn st~ndard practice to subject the hair to a special aftertreatment. To this end, the hair is treated, normally by rinsing, vith ~peci~l active ~ubstanc~s, for example quaternary am~onium salts or special polymers. Com~ability, hold and body are improved and the number of split ends are reduced by this treatment, depending on the formulation of the prepara~ion used.
Additions of cationic polymer~ to ~air treatment preparations generally lead to an improvement in we~ and dry combability. Additions of ampho~eric polymers produce significant improvements in wet combability bu~
generally have little effect on dry combability.
Qther po5itiYe effects can often be obtained ~y combining several active substances from different classes. Thus, it is known ~rom DE-Al-30 ~ 738, for example, ~at hair treat~ent preparations can be pro-vided with a mixture of amphoteric and cationic po~y-mers.
Whereas the improvement in ~et combability, i.e.
a reduction in vet combing ~ork, is desi~able in every ~139~96 ~ 299 PCT 2 case, the circumstances regarding dry combabil~ty ~re more complicated. Lo~ combing work values character~ze an improvement in comba~ility. However, if combing ~ork is overly reduced, ~he hair loses body and hold fiO that, in ex~reme cases, certain styles can no longer be created. Accordingly, a certain increas~ in dry co~bing work may be en~irely desirable, above all ~n the case of relatively intricate ~tyles, in order to ~mprove style retention.
It has now surpr~singly been found that prepara-tions containing a combination of amphoteric or zwitter-ionic polymers and certain cationic polymers produce a desirable improvement in ~et combabil~ty wh~le increas-ing dry com~ing work to an optlmsl level for style lS retention. Accordingly, it is possible to achieve both a distinct improvement in wet styla~ility and an in-crease in dry style retention. In addition, the treatcd hair shows good curl retention and bounce.
Arcordingly, the present invention relates to aqueous ~air treatment preparations containing a com-bination of cationic and a~photeric or zwi~erionic polymers in addi~ion to typical cosmetic constituents, characterized in that the cationic poly~ers contain imidazol inium groups .
'rhe cationic polymers, suitable for use in accord-ance with the invention sre synt~esized from comp~unds which contain a~ least one polymerizable group in addi-tion to at least one cationic group and which are free fronl anionic ~roups.
The polymerizab}e group is preferably a vinyl group. However, cationic polymer~ in which the polymer main chain is made up for example of glycosides may also be used.
Typica~ cationic groups are groups containing quaternary n~trogen or phosphorus atoms. Groups con-21~9~91~
29g PCT 3 talning q~ater~.ary nitrogen atoms ar2 preferr~d. The quaternary nitrogen atoms ~ay carry four different substituents or partly ths same sub~tituents and may also be part of a ring syste~. So rar as the present invention is concerned, it is c Ncial that at least some of the cationic groups contain quaternary nitrogen a~oms forming par~ of an imidazollnlu~ ring. According to the invention, polymer~ in which at least 50~ of the cation-ic groups contain i~idazoliniu~ r~ngs are preferred polymers. Polymers in w~ich the lmidazolinium systems are the only cationic groups are particul~rly preferred.
The imidazolinium syste~s are preferably quater-ni2ed imidazoles w~ich contain only the polymerizable group as substituent. However, i~idazoles containing }5 other subs~ituents, particularly c,., alkyl groups, may a}so be used. Quaternization may be carried o~t ~ith any known quaternizing agents, for example di~ethyl sulfate, dietnyl sulfate and methyl chloride.
According to the invsntion, ca~ionic polymer~
containing at least one nonionic monomer in addition to the ca~io~ic monomers are also preferred. Suitable nonionic mon~mers are, for example, vinyl pyrrolidone, vinyl acetate, acrylamide, methacryla~ide, ~ethyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate. Vinyl pyrrolidone i5 a particularly pre~erred nonionic ~onomer.
Viny~ imidazolinium methoc~loride/viny~ pyrroli-.
done copolymers are commercially available, for exa~ple, under the name of Luviquat (BASF).
30 ! Among ~e copolymers of oat~onic and nonionic mono~ers, those in ~hich ~he ratio o~ ca~ionic to nonionic mono~e~s is from 1.5:1 to 1:1.5 are preferred f~r the purposes of the invention. Copolymers in which t~e ra~io of cat}onic and nonionic monomers is approxi-mate~y 1:1 haYe proved to ~e partic~larly suita~le ~or ~139196 the purposes of t~e invention.
"A~photer{c polymers" in t~e con~ext ~f the invention ars understood to be polymers which contain both free amino qroups and free -COOH or -SO,H groups in the mol~cule and which are capable of for~ing inner salts. "2witterionic polymers" are poly~ers ~hich conta~n quaternary ammonium groups and -COO~ or -S03-groups in the molecule.
One example of an amp~oteric polymer suitable for lo use ~n accordance wit~ the invention is ~he acrylic resin commercially obtainabl~ as Amphomer~ vhich is a copolymer of tert.butylaminoethyl ~ethacryla~e, N-(1,1,3,3-tetramethylbutyl)-acrylamide and tYo or mor~
monomers from the group consisting of acrylic acid, methacrylic acid and simple esters thereof.
O~her amphoteric or zwitterionic polymers 3uit-able f~r use in accordance ~t~ the invention are the compounds mentioned in G~-A-2,104,091, in EP-A 4~ 71~, in EP-A-21~ 27~, in EP-~-283 81~ and in DE-A-28 ~7 369.
Zwitterionic polymers consisting essentially of the following monomers are particularly preferred:
(~ monomers containing quaternary ammonium groups corresponding to general formula Rl-~H=cR2-Co-x-(cnH~n)-N~)R3R~Rs A~' (I) in w~ich R~ and ~ independently of one anot~er represent hydrogen or a methyl group and R3, R~
and R5 independently of ~ne another represent C1, alkyl groups, X is an NH group or an oxygen atom, n is an integer o~ 2 to 5 and A~-) is the anion of an organic or inorganic acid and 35 ~B) mono~eric carboxylic acids corresponding to 21~9496 general formula (II):
R~-CH=CR~-COOH (II) in which R6 and R' independen~ly of one another are hydrogen or methyl groups.
According to the invention, these compounds ~ay be used both directly and also in salt form, i . e . after neutralization of the polymers, for example vith an alkali metal hydroxide. Particulars of the production of ~hese polymers can be found in D~-A-39 29 973.
Polymers based on monomers (~), in w~ich R3, R
and Rs are methyl groups, X is an NH group and A~-' is a halide, methoxysulfate or ethoxysulfate ion, are most particularly preferred. ~crylamidopropyl trimethyl ammonium chloride is a particularly preferred monomer (~). Acrylic acid or an alkali ~etal sa~t of acrylic acid, ~ore particularly the sodium salt, is preferab~y
This invent~on relates to hair ~r~a~ment prepara-~ion~ containing a special combination of poly~e~s.
The uashing and carQ of hair iQ an important part of personal hygiene. Both the wa~hing of hair ~ith shampoos and the decoratiYe finishing of hair ~tyles, for e~ample by coloring or permanent waving, ar~ meas-ures which affect the natural structure and properties of hair. For examp}e, th~ wet and dry combability of hair, its hold and its ~ody cAn be adversely affoct~3d or the number of spl it ends can be increased by 5UC~I
measures .
Accordingly, it has long becn st~ndard practice to subject the hair to a special aftertreatment. To this end, the hair is treated, normally by rinsing, vith ~peci~l active ~ubstanc~s, for example quaternary am~onium salts or special polymers. Com~ability, hold and body are improved and the number of split ends are reduced by this treatment, depending on the formulation of the prepara~ion used.
Additions of cationic polymer~ to ~air treatment preparations generally lead to an improvement in we~ and dry combability. Additions of ampho~eric polymers produce significant improvements in wet combability bu~
generally have little effect on dry combability.
Qther po5itiYe effects can often be obtained ~y combining several active substances from different classes. Thus, it is known ~rom DE-Al-30 ~ 738, for example, ~at hair treat~ent preparations can be pro-vided with a mixture of amphoteric and cationic po~y-mers.
Whereas the improvement in ~et combability, i.e.
a reduction in vet combing ~ork, is desi~able in every ~139~96 ~ 299 PCT 2 case, the circumstances regarding dry combabil~ty ~re more complicated. Lo~ combing work values character~ze an improvement in comba~ility. However, if combing ~ork is overly reduced, ~he hair loses body and hold fiO that, in ex~reme cases, certain styles can no longer be created. Accordingly, a certain increas~ in dry co~bing work may be en~irely desirable, above all ~n the case of relatively intricate ~tyles, in order to ~mprove style retention.
It has now surpr~singly been found that prepara-tions containing a combination of amphoteric or zwitter-ionic polymers and certain cationic polymers produce a desirable improvement in ~et combabil~ty wh~le increas-ing dry com~ing work to an optlmsl level for style lS retention. Accordingly, it is possible to achieve both a distinct improvement in wet styla~ility and an in-crease in dry style retention. In addition, the treatcd hair shows good curl retention and bounce.
Arcordingly, the present invention relates to aqueous ~air treatment preparations containing a com-bination of cationic and a~photeric or zwi~erionic polymers in addi~ion to typical cosmetic constituents, characterized in that the cationic poly~ers contain imidazol inium groups .
'rhe cationic polymers, suitable for use in accord-ance with the invention sre synt~esized from comp~unds which contain a~ least one polymerizable group in addi-tion to at least one cationic group and which are free fronl anionic ~roups.
The polymerizab}e group is preferably a vinyl group. However, cationic polymer~ in which the polymer main chain is made up for example of glycosides may also be used.
Typica~ cationic groups are groups containing quaternary n~trogen or phosphorus atoms. Groups con-21~9~91~
29g PCT 3 talning q~ater~.ary nitrogen atoms ar2 preferr~d. The quaternary nitrogen atoms ~ay carry four different substituents or partly ths same sub~tituents and may also be part of a ring syste~. So rar as the present invention is concerned, it is c Ncial that at least some of the cationic groups contain quaternary nitrogen a~oms forming par~ of an imidazollnlu~ ring. According to the invention, polymer~ in which at least 50~ of the cation-ic groups contain i~idazoliniu~ r~ngs are preferred polymers. Polymers in w~ich the lmidazolinium systems are the only cationic groups are particul~rly preferred.
The imidazolinium syste~s are preferably quater-ni2ed imidazoles w~ich contain only the polymerizable group as substituent. However, i~idazoles containing }5 other subs~ituents, particularly c,., alkyl groups, may a}so be used. Quaternization may be carried o~t ~ith any known quaternizing agents, for example di~ethyl sulfate, dietnyl sulfate and methyl chloride.
According to the invsntion, ca~ionic polymer~
containing at least one nonionic monomer in addition to the ca~io~ic monomers are also preferred. Suitable nonionic mon~mers are, for example, vinyl pyrrolidone, vinyl acetate, acrylamide, methacryla~ide, ~ethyl acrylate, ethyl acrylate, methyl methacrylate and ethyl methacrylate. Vinyl pyrrolidone i5 a particularly pre~erred nonionic ~onomer.
Viny~ imidazolinium methoc~loride/viny~ pyrroli-.
done copolymers are commercially available, for exa~ple, under the name of Luviquat (BASF).
30 ! Among ~e copolymers of oat~onic and nonionic mono~ers, those in ~hich ~he ratio o~ ca~ionic to nonionic mono~e~s is from 1.5:1 to 1:1.5 are preferred f~r the purposes of the invention. Copolymers in which t~e ra~io of cat}onic and nonionic monomers is approxi-mate~y 1:1 haYe proved to ~e partic~larly suita~le ~or ~139196 the purposes of t~e invention.
"A~photer{c polymers" in t~e con~ext ~f the invention ars understood to be polymers which contain both free amino qroups and free -COOH or -SO,H groups in the mol~cule and which are capable of for~ing inner salts. "2witterionic polymers" are poly~ers ~hich conta~n quaternary ammonium groups and -COO~ or -S03-groups in the molecule.
One example of an amp~oteric polymer suitable for lo use ~n accordance wit~ the invention is ~he acrylic resin commercially obtainabl~ as Amphomer~ vhich is a copolymer of tert.butylaminoethyl ~ethacryla~e, N-(1,1,3,3-tetramethylbutyl)-acrylamide and tYo or mor~
monomers from the group consisting of acrylic acid, methacrylic acid and simple esters thereof.
O~her amphoteric or zwitterionic polymers 3uit-able f~r use in accordance ~t~ the invention are the compounds mentioned in G~-A-2,104,091, in EP-A 4~ 71~, in EP-A-21~ 27~, in EP-~-283 81~ and in DE-A-28 ~7 369.
Zwitterionic polymers consisting essentially of the following monomers are particularly preferred:
(~ monomers containing quaternary ammonium groups corresponding to general formula Rl-~H=cR2-Co-x-(cnH~n)-N~)R3R~Rs A~' (I) in w~ich R~ and ~ independently of one anot~er represent hydrogen or a methyl group and R3, R~
and R5 independently of ~ne another represent C1, alkyl groups, X is an NH group or an oxygen atom, n is an integer o~ 2 to 5 and A~-) is the anion of an organic or inorganic acid and 35 ~B) mono~eric carboxylic acids corresponding to 21~9496 general formula (II):
R~-CH=CR~-COOH (II) in which R6 and R' independen~ly of one another are hydrogen or methyl groups.
According to the invention, these compounds ~ay be used both directly and also in salt form, i . e . after neutralization of the polymers, for example vith an alkali metal hydroxide. Particulars of the production of ~hese polymers can be found in D~-A-39 29 973.
Polymers based on monomers (~), in w~ich R3, R
and Rs are methyl groups, X is an NH group and A~-' is a halide, methoxysulfate or ethoxysulfate ion, are most particularly preferred. ~crylamidopropyl trimethyl ammonium chloride is a particularly preferred monomer (~). Acrylic acid or an alkali ~etal sa~t of acrylic acid, ~ore particularly the sodium salt, is preferab~y
2~ used as the monomer (~) for the polymers ment~oned above.
Other preferred zwit~erionic polymers are those in which the number of monomers (a) is greater than the nu~ber of monomers (B~. Ratios of the (~) to (B) monomers of greater than 1.5 are par~icularly preferred.
Both cationic and amphoteric and zwitterionic polymers are preferably present in quantities of 0.01 to 10% by weigh~, based on th~ preparation.as a whole Quantities of o.o1 to 5S by weight are particularly
Other preferred zwit~erionic polymers are those in which the number of monomers (a) is greater than the nu~ber of monomers (B~. Ratios of the (~) to (B) monomers of greater than 1.5 are par~icularly preferred.
Both cationic and amphoteric and zwitterionic polymers are preferably present in quantities of 0.01 to 10% by weigh~, based on th~ preparation.as a whole Quantities of o.o1 to 5S by weight are particularly
3~ prefe~red~ .
Preparations containing the cationic poly~ers and amphoteric or zwitterionic polymers in quantity ratios of 10:1 to 2:1 have proved to be particularly effectiVe.
It has also been found that particularly good results are obtained in accordance with the inven~ion if the prepara~ions according to the inYention also contai~
a surfactant. The surfactant may be an anionic, cation-ic, ampholytic, z~it~erionic or nonionic surfactant.
Fxamples of ca~ionic ~urfactants suitable for use lr. the ~lair treatment preparations according to the ~nvention are, in particular, quaternary ammonium compounds, preferably ammonium halides, especially chloride and bromides, such as al~yl ~rimethyl ammoniu~
chlorides, dialkyl di~ethyl ammonium chlorides and trialky} methyl ammonium chlorides, for example cetyl tri~ethyl amm~nium chloride, stearyl trimethyl ammonium chloride, distea~yl dimethyl ammonium chloride, lauryl dimethyl ammonium chlo~ide, lauryl dimet~y} benzyl ammonium chloride and tricetyl methyl ammonium chloride.
Other cationic surfactants suita~le for use in accord-a~ce with t~e invention are quaternized protein hydroly-zates.
Also suitable for the purposes of the invention are silicone oils, such as for example the commercially available produc~s Q2-7224 (a sta~ilized trimethyl silyl amodimethicone; a product of Dow Corning~, Dow Corning 929 Emulsion (containing a hydroxylamino-modified silicone which is also ~no~n as amodimethicone), SM-2059 (General Electric), SLM-55067 (Wacker) and Ab~1-Quat 3270 and 3272 ~Th. Goldschmid~; diquaternary polydimeth-yl siloxanes, Quate~nium-80).
Apart from a favourable conditioning effert, alky.l amidoamines, particularly fatty acid amidoaminesJ
such as the stearyl amidopropyl di~ethyl amine commer-~ially available as Te~o Amid~ s 18, are distinguished in particular by their ready biodegradability.
So-called esterquat~, ~uch as the dialkyl ammoni-um methosulfates and methyl ~ydroxyalkyl dialkoyloxy-al~yl ammonium methosulfates mar~eted under the name Stepantex~, are also readily biodegradable.
213949~
- H 299 P~T 7 one example of a quaternary sug~r d~rivative suitable for use as a cationic surfac~ant is ~he com~er-c~al product Gluc~uat100 of which the ClFA na~ is ~d~r Methyl Gll~cet~-10 ~y~roxy~ropyl ~imonium Chloride.
Particularly preferred cationic surfactants are ~ alkylamidoamines, quaternary ester compc~nds and quater-nary sugar derivatives.
Anionic surfactants suitable for the preparat~ons according to the invention are any of ~he anionic sur-factan~s which are suitable for use on ~he ~uman body.
They are characterized by a water-solubilizing anionic group, fol example a carboxylate, sulfate, sulfonate or phosphate group, and a lipophilic alkyl qroup containing approximately 10 to Z2 carbon atoms. Glycol or polygly-col ether groups, ester, ether and ami~e groups and al~o hydroxyl groups may also be present in the molecule.
The following are examples o~ suitable anionic surfac-tants in the form of the sodium, potassium and ammoniu~
salts and also the mono-, di- and trialkanolam~oniu~
salts containing 2 or 3 carbon atoms in the alkanol group: -- linear fatty acids con~aining 10 to 22 car~on atoms (soaps), - ether carboxylic acids correspondin~ to the formula R-0-(CH2-CH~0)~-CH2-COOH, in which R ~s a linear alkyl group conta}ning 10 to 22 carbon - atoms and x = 0 or 1 ~o 16, - acyl sarcosides containing 10 to 18 carbon atoms - - . 30 . in the acyl g~oup,-- acyl ~aurides containing 10 to 18 car~on atoms in the acyl group, - acyl isethionates containing 10 to 18 carbon atoms in the acyl group, - sulfosuccinic acid mono- and dialkyl esters con-213!~496 H 299 PC~ 8 taining 8 ~o 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyet~yl esters containing 8 to 18 carbon ato~s in t~e alkyl group and ~ to 6 oxyet~yl g~oups, - linear alkane sulfonates containing 12 to 18 carbon atoms, - linear alp~a-olefin sulfona~es contain~ng 12 to 18 c~rbon atoms, - alpha-sulfofatty acid methyl esters of fatty acids containing 12 to 18 carbon atoms, - al~yl sulfates and alkyl polyglycol et~er su}-fates corresponding to the for~ula R-O(CH2-C~20)~-OSO3H, in which R is a preferably line~r alkyl group containing 10 to 18 carbon ato~s and x = O
1~ 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^~-37 23 354, - sulfonates of unsaturated.fatty acids containing 12 to z4 carbon atoms an~ 1 to 6 dou~le bonds according to DE-A-39 26 34~, - esters of ~artaric acid and citric acid with alcohols which are adducts of approximately 2 to 15 molecules ethylene oxide and/or propylene oxide wit~ fa~ty alcohols containing 8 to 22 carbon atoms.
Preferred anionic su~factants are alkyl sulfates, 30 alkil polyglycol et~er sulfates and ethe~ carboxylic acids containing 10 to 18 carbon atoms in the alkyl group and up to 12 ~lycol et~er groups in the molecule and also sulfosuccinic acid mono- and dia}kyl esters containing 8 to 18 car~on ato~s in the a~kyl group and sulfosuccinic acid ~onoalkyl polyoxye~hyl esters con-taining 8 to 18 carbon atoms in the alkyl group and ~ ~o6 oxyethyl groups.
~ wi~terionic surfac~ants are sur~ace-active co~pounds which contain at least one qua~ernary ammonium group and at leas~ one -CoOt~ or -503~ ) group in the molecule. Particularly suitable zwitterionic surfac-tants are ~he so-called betaines, such as t~e N-alky}-N,~-dimethyl ammonium glycinates, for example cocoal~yl dimethyl ammonium glycinate, N-acy}aminopropyl-N,N-dimethyl ammonium glycinates, for example cocoacylaminopropyl dimethyl ammoniu~ glycinate, and 2-~lkyl-3-carboxymethyl-3-hydroxyethyl imidazol~nes containing 8 to 18 carbon ato~s in the alkyl or acyl gro~p and coco-acyl aminoethyl hydroxyethyl carboxymethyl glycinate.
15 A preferred zwitterionic surfactant is the f atty acid amide derivative known by ~e CTFA name of Cocamidopro-py 1 Bet a i ne .
Ampholytic surf actants are surface-active com-~ pounds whic~, in addition to a C~ 1B alkyl or acyl group20 in the ~olecule, contain at leas~ one free amino group and at leas~ one -COOH or -SO3H group and ~hich are capable of forming inner salts. Examples of suitable ampholytic surfactants are ~-alkyl glycines, N-alkyl propionic acids, N-alkyl aminobu~y~ic acids, ~-alkyl iminodipropionic acids, N-hydroxyethyl-N-alkyl amidopro-pyl glyc ines, N-alkyl taurines, N-alkyl ~;arcosines, 2-alkyl aminopropionic acids and alkyl amlnoace~ic acids all containing approximately 8 to 18 carbon atoms in the alkyl group. Par~icularly preferred ampholytic surfac-tants are ~-cocoalkyl amin~propionat~, cocoacyl amino-e~hyl aminopropionate and Clz,~ acyl sarcosine.
~ onionic surfactants contain, for example, a polyol group, a polyalkylene glyc~l e~her group or a combination of polyol and polyglycol ether groups as t~e hydrophilic group. Examples of compounds such a~ ~hese ~39~96 are - adducts of 2 ~o 30 mol ethylene oxide and/or 0 to 5 ~ol propylene oxide with linear ~atty alcohols s containing 8 to 22 carbon ato~s, ~th fatty acids - containing 12 to 22 carbon atoms and with alkyl-p~enols containing 8 to 15 carbon atoms in the alkyl group, - Cl~22 fatty acid monoesters and dieste~s of adducts of 1 to 30 mol ethylene oxide ~ith glycerol, - C~22 alkyl mono- and oligoglycosides and et~oxy-lated analogs t~ereof and - adducts of S to 60 mol ethylene oxide with castor oil and hydrogena~e~ castor oil.
The compounds containing alkyl groups used as surfactants may be individua~ substances. Hovever, it is generally preferred to produce the compounds in question from native vegetable or animal ra~ ma~erials so ~hat mixtures of compounds differing in their chain lengt~ according to the particular raw material used are obtained.
~he surfac~ants ~hich are adducts of ethyle~e and~or propylene oxide ~ith fatty alcohols or deriva-tives of such adducts may be bo~h products having a "nor~al-~ange~ ~omolog distribution and also pro~ucts - ~aving a "narrow-range" ~omolog d~str~bution. "Ncrmal-range" products are mix~ures of homologs which are 30 obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alco~olates as catalysts. By contrast, narrow-range products are ob~ained ~hen, for example, hydrotalcites, alXaline earth metal sal~s of ether carboxylic acids, alkaline ear~h metal oxides, hydrox-2139~96 ides or alcoholates are used as catalysts. I~ may b~e preferable to use narrow-range products.
The quantity of surfac~ants w~ich may be present in the preparations according to the invention is dependent upon the par~icular type of surfactant and the purpose for which t~e preparation i~ intended.
Hair aftertreatmen~ preparations preferably con-~ain cationic and/or nonionic surfactants, more particu-larly in quantities of 0.1 to 10% by weight, based on the preparation as ~ 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 ~o 10% ~y weight, based on the preparat~on as a whol~. Quantities of 0.1 to 5% by weight are partic~larly 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 t~e preparation as a ~hole.
Quantities of 3 to 20% by weight are particularly preferre~.
The preparations according to the invention pref-erably ~ave pH values of 2.5 to 7 and, more particular-ly, in the range from 3 tD 6 .
Sh ampoos, ha ir aftertreatment preparations ana - hair tonics are preferred preparations according to the invention. Nevert~eless, the preparations may also be permanent waYe preparations, dyes, b~ow-wave prepara-tions and other typical hair treatment preparations.
The preparations may be formulated as aqueous oraqueous/alcoholic solutions! creams, lotions, yels, emu~sions and other typical cosmetic preparation~.
T~e preparations may contain any other known ~5 constituents according to the type of hair treatment ~ 1 3 9 Li 9 6 H 2g9 PCT 12 pr~paration and the particular formulation.
The constituents in question are:
- nonion~c 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, crosclinked polyacrylic acids, viny}
acetate~crotonic acid copoly~ers, vinyl pyr~oli-d~ne,~vinyl acrylate copolymers, ~inyl acetate/
butyl maleate/isobornyl acrylate copolymers, methyl vinyl e~her/maleic anhydride copolymers, acrylic acid/ethyl acrylate~N-tert butyl acryl-amide terpolymers, - other cationic polymers such a~, for example, quaterni2ed cellulose ethers, polysiloxanes containing quate~nary groups, a~ylamide/dimet~yl diallyl a~monium chloride copolyme~s and dimethyl aminomethacrylate/vinyl pyrrolidon~ copolymers quaternized with diethyl sulfate, - t~ickeners, such as agar agar, guar gum, algin-ates and xantham gum, - structurants, suc~ as glucose and maleic acid, - hai~-conditioning compounds, such as phospho-lipids, for example soya lecithin, egg lecithin, cephalins, and also sili~one oils - - protein hydrolyzates, more particularly elastin, collagen, keratin, miik p~otein, soya protein and wheat protein hydrolyza~es, condensa~ion products thereof with ~atty acids and quaternized protein hydrolyzates, - perfume oils, dimethyl isosorbide and cyclodex-t~ins, - solubilizers, such as e~hanol, isopropanol, ~139~96 H 299 P~T 13 ethylene glycol, propylene glycol, glycerol and diethylene glycol, - dyes, - antidandruff agents, such as Piroctone Olamine and Zinc Omadine, - - other subs~ances for pH adjus~ment, - active substances, suc~ as pant~enol, allantoin, pyrrolidone carboxylic acids and their salts, plant extracts ~nd vitamir,s, - light stabilizers, - consistency regulators, such a~ sugar esters, polyol esters or polyol alkyl ethers, - fats and waxes, such as spermaceti, beeswax, mon~an ~ax, paraffins and fatty alcohols, - fat~y acid alkanolamides, - complexing agents, such as EDrA, ~TA and phos-phonic acids, - swelling and penetra~ion agents, suc~ as ~lycer-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, suc~ as propaneJ~utane m~xtures, NzO, dimethyl ether, Co2 and air and - antioxidants, - substantive dyes, - .
- so-called coupler and deve~oper .componen~s as . oxidation dye precursors, - reducing agen~c such as, for example, ~hioglycol-ic acid and derivatives thereof, thiolactic acid, cysteamine, thiomal ic acid and ~-mercaptoethan~-sulfonic acid, - oxidizing agents, such as hydrogen peroxide, !
po~assium bromate and sodium bromate.
The presene in~ention als~ relates to a process ~or treating hair using a preparation according to the invention.
In a preferred embod~ment of t~e process accord-ing to ~he inven~ion, prepara~ions containing the combination o~ ac~ive ingredients according to the invention are applied to the hair and, ate~ a cQrta~n contact time, generally between a few seconds and about 20 ~inutes, are rinsed off from the hair either ~ith water or with a preparation large~y containing water.
The follo~ing Examples are intended to illustrate the inven~ion.
E x ~ m P 1 e ~
~. Determinati~n of vct and dry ~o~ability Test methods The combability tes~s were carried out by t~e method according to J. soc~ Cosm. Chem. 19~3 t2~] 782.
Combing work was studied on bro~n ~air (Alkinco #6634, tress lengt~ 12 cm, tress weight 1 g). The hair used was }ightly preda~aged (cold-waved or ~leached~
hair which the average consumer would be expec~ed have.
After the zero measurement, the tresses were soaked with loo ~l-of the formulati~n to be tested. After a con~act time ~f S minutes, the tresses were rinsed out for 1 minu~e in running wa~er (1 l/min., 38 C). To determine wet combing wor~, the ~resses ~ere then remeasured. To determine dry comblng work, the tresses were first dried for 12 hours at 30 c~2~% relative air humidity and then remeasured.
~139~96 Resul~s The composition of the mixtures tested ~nd the results of the com~ing work measurements are set out in Table 1. The combing work values are each based on the value of t~e zero measurement. T~ey ~ad a statistical certa inty of 9g . 99 % .
T~blo 1 ~quantit~es in parts by v~ig~t}
Component / mixture Cl C2 C3 I1 C4 C5 Steno~16181 3 0 3.0 3.03.0 3.0 3.0 CutinaG~S2 0.5 0.5 0.50.5 0.5 0.5 Eumulgin~B 1~ 0.4 0.4 0.40.4 0.4 0.4 Eumulgin-B 2 0.8 0.8 0.80.8 0.8 0.8 Eutanol~Gs l.o 1.0 1.01.0 l.o 1.0 Acrylamidopropyl trimethyl anumonium chloride~acryl lC
acid copolymer, neutral-ized with sodium hydroxide (poly~er Pl acc. to DE 39 29 973) - 0.2 - 0.2 - 0.2 LuviquatFC 5506 - - 4.04.0 Gafquat755-~7 ~ 8.0 8.0 Water <-------- ad 100 ---------->
Wet combing wo~k [~]
- cold-~aved hair - 85 47 76 69 7~ 70 Dry combing wor~ [~]
- cold-waved hair - ~52 85 210266 152 165 wet combinq work [%]
- bleached hair - 8~ 70 Dry combing ~ork ~%) - bleached hair - 95 . 236 1 C~6/C~8 fatty alcohol (HENKEL) 2 Glycerol ~onostearate (CTFA name: Glyceryl Steara~e) (HEN~EL) 3 Cetostearyl alcohol containing approx. 12 mol EO
(CT~A name: Ceteareth-12) (HENKEL) ~ 139~96 Cetostearyl alco~ol con~aining 2pprox. 20 ~ol EO
(CTFA nam~: Ceteareth-20) (HE~KE~) 5 Condensati~n product of saturated liquid f~tty alcohols, primarily decyl alcohol, prepared ~y thc Guer~et reaction (CT~A name: Octyldodecanol) (HENKFL) 6 Vinyl imidazolinium methochloride~vinyl pyrroli-done copolymer ~50:50) (sverage ~olecular weight:
approx. 80,000 D~lton: 40% active substance: CTFA
name: Polyquaterniu~-16~ (BASF) Vinyl pyrrolidone/dimet~ylaminoethyl methacrylate copolymer quaternized with diethyl sulfate (19%
active substance in water) (GAF) The results show that application of the mixture~
according to the invention leads to ~he required i~-provement in wet combing work (the target range is at a value of around ?0 or lower) accompanied by an increase in dry combing work to the optimal value for style retention of approxi~a~ely 230 to z70.
lI. Application Examples The quantities in the following Examples ~re %
by weight.
) ~air ri~se Stenol01618 1.8 TegoamidS 18~ 1.6 1,2-Propylene glycol 1.0 ~0 . C~tric acid - 0.6 LuviquatFC 550 1 0 Polymer Pl acc. to DE 39 29 973 0.2 Perfume oil, wa'cer ad 100 ~ ~,N-dimethyl-N'-stearoyl-1,3-diaminopropane (CTFA
~13949~
H 299 PC~ 17 name: Stearamidopropyl Dimet~ylamine)(GOLDSCHMIDT) 2) ~air rlnse S~enol1618 1.8 StepantexVS 909 1 . 8 1,2-Propylene glycol 0.7 Ci~ric acid 0.2 LuYiquat-HM 5526' 2.5 Polymer Pl acc. to DE 39 29 973 0.4 Perfume oil, dye, water ad 100 9 N-methyl-~-(2-hydroxyethyl)-N,N-d~-(tallowacyloxy-ethyl~-ammonium methosulfate ~90% active su~stance in isopropanol) (STEPA~) ~ Vinyl imida201inium methochlo~ide/vinyl pyrroli-done copolymer (50:50) (average molecular vei~ht:
approx. 800,~00 Dalton; Z0% active substance; CTFA
name: Polyquaternium 16) (BASF) 3) Hair rinse Stenol~1618 2.5 Eumulgin~B 1 1.0 EumulginB 2 1.0 C~tinaCPl~ ~ 0 Eutano~G 0.5 Pola~ax~GP 200~1 0.~5 AbilQuat 3270l2 0.5 Dow Corning929-Emulsion~3 . 2.6 LuviquatFC 370~ 0.8 Amp~ome~ i5 0 . 8 `
Citric acid 0.02 Water ad 100 10 Ester of saturated long-chain fatty alcoh~ls and 35fat~y acids, primarily palmitic acid ce~yl ester ~139~9~
(CTFA name: Ce~yl Palmltate)-(ff~NKE~) Stearyl alco~ol~polyethylene glycol stearate mix-ture (CTFA name: Stearyl ~lcohol (and) PEG
S~earate) (CRODA) lZ Diquaternary polymethyl siloxane (CTFA name: Qua-ternium 80) (GOLDSCHMIDr) Aminofunctional polydimethyl siloxane (35% active su~stance) ~DOW COMING~
~ Vinyl imidazolinium methochlor~de~vinyl pyrroli-done copolymer (30:~0) (40% active substance, CTFA
name: Polyquaternium-16~ (BASF) Methyl methacrylate/tert.butyl aminoethyl met~-ac~ylate~2-hydroxypropyl methacrylate/~-(1,1,3,3-tetramethyl butyl)-acrylamide copolymer (D~LFT
NATIONAL) ~) Hair rinse Rewoquat-W 75001~ 1.1 Lane~te00l7 3,0 EumulginB } 0.8 EumulginB 2 1.6 CutinaGMS 0.5 EutanolG 1.0 LuviquatHM 552 1.2 Polymer Pl acc. to DE 39 29 973 0.4 Water ad 100 16 1-Met~yl-2-nortallowalkyl-3-tallow fatty acid amidoethyl imidazolinium methosulfate (approx. 75 active substance) tREWO)- -17 Mixture of higher saturate~ fatty alcohols, pri-marily cetyl and ~tearyl alcohol (C~FA name:
Cetearyl Alcohol (HENKEL) ~13949~
5) ~ampoo Texapon~ ~5'g 43 Dehyton~Kl~ 10. 0 Plantaren~-1200Z 4.0 Euperlan6P~ 300021 1.6 Arquad-3l622 LuviquatFC ~50 1.2 Polymer Pl acc. to ~E 39 29 g73 0.2 GlucamateDOE 12023 0.5 Sodium chloride 0.2 water ad 100 Sodium lauryl ether sulfate (app~ox. 28~ active subs~ance; C~A name: Sodium Lauret~ Sulfate) (HENKEL) atty acid amide deriYati~e, betaine structure, corresponding to t~e formula R-CONH(C~2~ 3~ (C~) 2-CH2COO (approx. 30% active substance; CTFA name:
Cocoamidopropyl Betaine~ ~HEN~EL) 20C12-C16 alkyl glucoside, degree of oligo~erization 1.4 (approx. 50~ active substance; CT~A name:
Lauryl Polyglycoside~ ~HE~KE~) 21 Liquid dispersion of pearlescing su~stances and amphosurfactant (approx. 62~ active substa~ce;
CTFA name: Glycol Distearate (and) Glycerin (and) La~reth-4 (and) Cocoamidopropyl Betaine) (HENKEL) 22 Tri-C16-alkyl methyl ammonium chloride ~AKZO) 23 Ethoxylated ~et~yl glucoside dioleate (CTFA-name:
PEG-120 Methyl Glucose Dioleate) (AMERCHOL]-6~ Shampoo Texapon~N 702' .21. 0 Plantaren-1200 8 . 0 C;enamin~DsAc25 1. 2 Cutina~EGMS2D 0 . 6 t ~139~96 - ~ 2g9 PCT 20 Luviqua~FC 370 2.0 PolyTner Pl acc. ~o DE 39 29 973 0. 3 Anti l~ 141 l iquid27 1. 3 Sodium chloride 0 . 2 Water ad 100 2- Sodium lauryl ether sulfate tapprox. ~2% active su~stance) (HE~KEL) 25 Dimethyl distearyl ammonium chloride (HOECHST) o 25 Ethylene glycol monostearate (approx. 25-35% ~ono-ester, 60-70% diester; CTFA name: Glycol Stearate) tH~:NKEL) ~' Polyoxyethy~ene p~opylene glycol dioleate (40 active substance; CTFA Name: Propylene Glycol (and) PEG-55 Propylene ~lycol Oleate) (GOL~SCHM}DT) 7) Sha~po Texapon~ 14 S2~ 50.0 ~e~yton~K 10.0 AkypoRLH 100 NV29 4.5 Cutin~AGS30 2.0 D-Pan~henol 0.5 Glucose 1.0 Salicylic acid 0.4 Sodium chloride 0.5 Polymer Pl acc. to DE 3g 29 973 0.6 Luviquat~ 552 . 1.0 Water ad 100 .
2~ Sodium lauryl myristyl ether sulfate (approx. 23 active substance; CTFA name: Sodium Myreth Sul-f ate ) ( HENKEL) C12-14 fatty alcoholtl0 ethylene oxide ac~tic acid 3~ sodium sal~c (22% active substance; CTFA name:
~1394~S
Sodium Laureth-ll Car~oxylate) (CHEM-Y) 30 Ethylene glycol stearate (approx. 5-15~ monoes~er, 85-g5~ diester; CTFA name: Glycol Disteara~e) (HENKEL) 8) 8~ampoo ~exapon~ S 25.0 Texapon~sB 321 7.5 Eucarol~TA~2 12.0 Akypo8RLM 100 N~ 9.O
Dehyton~AB 3033 8 . 3 Elfacos~GT Z82S3~ 0.5 Sodium chloride 0.5 Polymer Pl acc. to DE 39 Z9 973 0.6 LuviquatFC 550 4.0 water ad 100 31 Sulfosuccinic acid semiester ~ased on an alkyl polyglycol et~er, di-Na salt (approx. 40% active substance; CTFA name: Disodiu3 Lauret~ Sul~osuc-cinate~ (~ENXEL) 32 Lauryl alcohol+7 ethylene oxide tartrate sodium salt ~approx. 25% ac~ive su~ctance: CTFA na~e:
Sodium Laureth-~ Tar~rate) (AUSICHE~) 3- Fatty amine deriYative, betaine s~ructure (approx.
30% active substance; cT~A name: Coco-Betaine) ( HEI~KEL) - Tallow alcohol+60 ethylene oxide myristyl ether (CT~A name: Tallowet~-60 Myr-styl Glycol) (AKZ0) 9~ ~onic pack ~remoYable by rin~i~g) Stenol1~18 3.0 Eumulgin~ 1 0-5 Eumu~gin~B 2 0 5 Cutina~CP 1.0 2~9496 Eutanol~G 1.5 Car~opol o~o3~ 0-004 Do~ CorningD929 Emulsion 2.9 ~olymer Pl acc. to DE 39 29 973 0.3 Luviquat-FC 550 4.0 ~riethanolamine . 0.09 Water ad 100 Polyacrylic acid (GOODRICH) 10) ~onic pack ~re~a~ning on the ~r) CelquatL 200~6 0.6 L~Yiskol~K303' Z
D-Panthenol 5 ~ehyquart~SP3~ 1.0 NutrilanI39 1.0 Na~rosol~250 HR'C 1.1 LuYiquat~FC 370 0.7 Polymer Pl acc. to D~ 39 29 973 0.5 Water ad 100 ~6 ~uaternized cellulose derivative (g5% active ~ub-stance: CTFA name: Polyqua~ernium-4) (DELFT
NATIGNAL)5 ~ Polyvinyl pyrrolidone (95~ active substance; CTFA
name: P~P~ (BASF) 3g Aqueous solution of oxyethyl al~ylammonium phosphate (approx. 50% ac~ve su~stance; C~FA
name: Quaternium-52) (HENKEL~
~9 Collagen hydrolyzate (approx. 39~ ~ctive subs-~ance; CT~A name: ~ydrolyzed Collagen) (~ENKEL~
Hydroxyet~yl cellulose (AQU~L~) 11) Dyeing cr~am Cl2l~ Fatty alco~ol 1.2 ~139496 Lanette 0 4.0 Eumul~in~B 2 0.8 Cutina~ K~ 16~ 2.0 Sodium sulfite 0.5 L(+) Ascor~ic acid 0.5 Ammonium sulfate 0.5 1,2-Propylene glycol 1.2 Poly~er JR 4 oo'2 o . 3 p-Aminophenol o. 3s p-Tolylene diamine 0.85 2-Methyl resorcinol . 0.14 6-Methyl-m-aminophenol 0.42 Polymer P1 acc. to DE 39 29 973 0.7 Luvi~ua~DFC 550 4.0 Ammonia 1.5 Water ad 100 '1 Fatty acid monoJdiglyceride emulsifier mixture (CTFA name: Tallow Glycerides (and) Glyceryl Stearate (and) Potassium Stearate) (HENKEL) 2 Quaternized hydroxyethyl cellulose (U~ION CARBIDE) 12 ~ DeVeloper disper~ion for dyeing cream 11) Texapon~N 25 2.1 Hydrogen peroxide (50%) 12.0 Turpinal~SL'3 1.7 Latekoll~D" 12.0 Polymer Pl acc. to DE 39 29 973 0.1 L~viquat~FC 550 0 9 ~ater ad 100 3 l-Hydroxye~hane-l,l-diphosphonic acid (60~ active substance; CTFA n~me: Etidronic Acid) (HENKEL) '~ Acrylate~methacrylic acid copolymer (25~ active 3~ substance) (BASF) ~139496 H 29g PCT 2~
The dyeing cream had a p~ value of 10 . û . It gave t2~ ha ~ r a strong red t int .
13) $~nting shampoo Texapon~N 70 14 . 0 Dehyton~K 10 . 0 A~ypoR~M 45 ~Y 5 1~.7 Plantaren--1200 q, o Cremophor~RH 40~6 0 . 8 Dye C . I . 1~ 719 0 . 02 Dye C. I . 1 2 251 0 . 02 Dye C. I . 12 250 0. û~
Dye C. 1. 56 05g o. 03 PHB ester 0 . 25 Luviquat~FC 370 1. 6 Polymer Pl acc . to DE 39 29 . 973` 0 . 2 Perfume oil q. s.
water ad 100 20 5 ~au~yl alcohol+4 . 5 ethylene oxide acetic acid sodium salt (20.4% active substance) (C~EH-Y) 6 Castor oil, hydrogenated 1 45 e~hylene oxide (CTFA
na~Te: PEG-40 Hydrogenated Castor Oil) (BASF) When the }~air was washed ~ith this tinting shampoo, it was left bright 1 ight blond in cclor .
Preparations containing the cationic poly~ers and amphoteric or zwitterionic polymers in quantity ratios of 10:1 to 2:1 have proved to be particularly effectiVe.
It has also been found that particularly good results are obtained in accordance with the inven~ion if the prepara~ions according to the inYention also contai~
a surfactant. The surfactant may be an anionic, cation-ic, ampholytic, z~it~erionic or nonionic surfactant.
Fxamples of ca~ionic ~urfactants suitable for use lr. the ~lair treatment preparations according to the ~nvention are, in particular, quaternary ammonium compounds, preferably ammonium halides, especially chloride and bromides, such as al~yl ~rimethyl ammoniu~
chlorides, dialkyl di~ethyl ammonium chlorides and trialky} methyl ammonium chlorides, for example cetyl tri~ethyl amm~nium chloride, stearyl trimethyl ammonium chloride, distea~yl dimethyl ammonium chloride, lauryl dimethyl ammonium chlo~ide, lauryl dimet~y} benzyl ammonium chloride and tricetyl methyl ammonium chloride.
Other cationic surfactants suita~le for use in accord-a~ce with t~e invention are quaternized protein hydroly-zates.
Also suitable for the purposes of the invention are silicone oils, such as for example the commercially available produc~s Q2-7224 (a sta~ilized trimethyl silyl amodimethicone; a product of Dow Corning~, Dow Corning 929 Emulsion (containing a hydroxylamino-modified silicone which is also ~no~n as amodimethicone), SM-2059 (General Electric), SLM-55067 (Wacker) and Ab~1-Quat 3270 and 3272 ~Th. Goldschmid~; diquaternary polydimeth-yl siloxanes, Quate~nium-80).
Apart from a favourable conditioning effert, alky.l amidoamines, particularly fatty acid amidoaminesJ
such as the stearyl amidopropyl di~ethyl amine commer-~ially available as Te~o Amid~ s 18, are distinguished in particular by their ready biodegradability.
So-called esterquat~, ~uch as the dialkyl ammoni-um methosulfates and methyl ~ydroxyalkyl dialkoyloxy-al~yl ammonium methosulfates mar~eted under the name Stepantex~, are also readily biodegradable.
213949~
- H 299 P~T 7 one example of a quaternary sug~r d~rivative suitable for use as a cationic surfac~ant is ~he com~er-c~al product Gluc~uat100 of which the ClFA na~ is ~d~r Methyl Gll~cet~-10 ~y~roxy~ropyl ~imonium Chloride.
Particularly preferred cationic surfactants are ~ alkylamidoamines, quaternary ester compc~nds and quater-nary sugar derivatives.
Anionic surfactants suitable for the preparat~ons according to the invention are any of ~he anionic sur-factan~s which are suitable for use on ~he ~uman body.
They are characterized by a water-solubilizing anionic group, fol example a carboxylate, sulfate, sulfonate or phosphate group, and a lipophilic alkyl qroup containing approximately 10 to Z2 carbon atoms. Glycol or polygly-col ether groups, ester, ether and ami~e groups and al~o hydroxyl groups may also be present in the molecule.
The following are examples o~ suitable anionic surfac-tants in the form of the sodium, potassium and ammoniu~
salts and also the mono-, di- and trialkanolam~oniu~
salts containing 2 or 3 carbon atoms in the alkanol group: -- linear fatty acids con~aining 10 to 22 car~on atoms (soaps), - ether carboxylic acids correspondin~ to the formula R-0-(CH2-CH~0)~-CH2-COOH, in which R ~s a linear alkyl group conta}ning 10 to 22 carbon - atoms and x = 0 or 1 ~o 16, - acyl sarcosides containing 10 to 18 carbon atoms - - . 30 . in the acyl g~oup,-- acyl ~aurides containing 10 to 18 car~on atoms in the acyl group, - acyl isethionates containing 10 to 18 carbon atoms in the acyl group, - sulfosuccinic acid mono- and dialkyl esters con-213!~496 H 299 PC~ 8 taining 8 ~o 18 carbon atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyet~yl esters containing 8 to 18 carbon ato~s in t~e alkyl group and ~ to 6 oxyet~yl g~oups, - linear alkane sulfonates containing 12 to 18 carbon atoms, - linear alp~a-olefin sulfona~es contain~ng 12 to 18 c~rbon atoms, - alpha-sulfofatty acid methyl esters of fatty acids containing 12 to 18 carbon atoms, - al~yl sulfates and alkyl polyglycol et~er su}-fates corresponding to the for~ula R-O(CH2-C~20)~-OSO3H, in which R is a preferably line~r alkyl group containing 10 to 18 carbon ato~s and x = O
1~ 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^~-37 23 354, - sulfonates of unsaturated.fatty acids containing 12 to z4 carbon atoms an~ 1 to 6 dou~le bonds according to DE-A-39 26 34~, - esters of ~artaric acid and citric acid with alcohols which are adducts of approximately 2 to 15 molecules ethylene oxide and/or propylene oxide wit~ fa~ty alcohols containing 8 to 22 carbon atoms.
Preferred anionic su~factants are alkyl sulfates, 30 alkil polyglycol et~er sulfates and ethe~ carboxylic acids containing 10 to 18 carbon atoms in the alkyl group and up to 12 ~lycol et~er groups in the molecule and also sulfosuccinic acid mono- and dia}kyl esters containing 8 to 18 car~on ato~s in the a~kyl group and sulfosuccinic acid ~onoalkyl polyoxye~hyl esters con-taining 8 to 18 carbon atoms in the alkyl group and ~ ~o6 oxyethyl groups.
~ wi~terionic surfac~ants are sur~ace-active co~pounds which contain at least one qua~ernary ammonium group and at leas~ one -CoOt~ or -503~ ) group in the molecule. Particularly suitable zwitterionic surfac-tants are ~he so-called betaines, such as t~e N-alky}-N,~-dimethyl ammonium glycinates, for example cocoal~yl dimethyl ammonium glycinate, N-acy}aminopropyl-N,N-dimethyl ammonium glycinates, for example cocoacylaminopropyl dimethyl ammoniu~ glycinate, and 2-~lkyl-3-carboxymethyl-3-hydroxyethyl imidazol~nes containing 8 to 18 carbon ato~s in the alkyl or acyl gro~p and coco-acyl aminoethyl hydroxyethyl carboxymethyl glycinate.
15 A preferred zwitterionic surfactant is the f atty acid amide derivative known by ~e CTFA name of Cocamidopro-py 1 Bet a i ne .
Ampholytic surf actants are surface-active com-~ pounds whic~, in addition to a C~ 1B alkyl or acyl group20 in the ~olecule, contain at leas~ one free amino group and at leas~ one -COOH or -SO3H group and ~hich are capable of forming inner salts. Examples of suitable ampholytic surfactants are ~-alkyl glycines, N-alkyl propionic acids, N-alkyl aminobu~y~ic acids, ~-alkyl iminodipropionic acids, N-hydroxyethyl-N-alkyl amidopro-pyl glyc ines, N-alkyl taurines, N-alkyl ~;arcosines, 2-alkyl aminopropionic acids and alkyl amlnoace~ic acids all containing approximately 8 to 18 carbon atoms in the alkyl group. Par~icularly preferred ampholytic surfac-tants are ~-cocoalkyl amin~propionat~, cocoacyl amino-e~hyl aminopropionate and Clz,~ acyl sarcosine.
~ onionic surfactants contain, for example, a polyol group, a polyalkylene glyc~l e~her group or a combination of polyol and polyglycol ether groups as t~e hydrophilic group. Examples of compounds such a~ ~hese ~39~96 are - adducts of 2 ~o 30 mol ethylene oxide and/or 0 to 5 ~ol propylene oxide with linear ~atty alcohols s containing 8 to 22 carbon ato~s, ~th fatty acids - containing 12 to 22 carbon atoms and with alkyl-p~enols containing 8 to 15 carbon atoms in the alkyl group, - Cl~22 fatty acid monoesters and dieste~s of adducts of 1 to 30 mol ethylene oxide ~ith glycerol, - C~22 alkyl mono- and oligoglycosides and et~oxy-lated analogs t~ereof and - adducts of S to 60 mol ethylene oxide with castor oil and hydrogena~e~ castor oil.
The compounds containing alkyl groups used as surfactants may be individua~ substances. Hovever, it is generally preferred to produce the compounds in question from native vegetable or animal ra~ ma~erials so ~hat mixtures of compounds differing in their chain lengt~ according to the particular raw material used are obtained.
~he surfac~ants ~hich are adducts of ethyle~e and~or propylene oxide ~ith fatty alcohols or deriva-tives of such adducts may be bo~h products having a "nor~al-~ange~ ~omolog distribution and also pro~ucts - ~aving a "narrow-range" ~omolog d~str~bution. "Ncrmal-range" products are mix~ures of homologs which are 30 obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alco~olates as catalysts. By contrast, narrow-range products are ob~ained ~hen, for example, hydrotalcites, alXaline earth metal sal~s of ether carboxylic acids, alkaline ear~h metal oxides, hydrox-2139~96 ides or alcoholates are used as catalysts. I~ may b~e preferable to use narrow-range products.
The quantity of surfac~ants w~ich may be present in the preparations according to the invention is dependent upon the par~icular type of surfactant and the purpose for which t~e preparation i~ intended.
Hair aftertreatmen~ preparations preferably con-~ain cationic and/or nonionic surfactants, more particu-larly in quantities of 0.1 to 10% by weight, based on the preparation as ~ 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 ~o 10% ~y weight, based on the preparat~on as a whol~. Quantities of 0.1 to 5% by weight are partic~larly 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 t~e preparation as a ~hole.
Quantities of 3 to 20% by weight are particularly preferre~.
The preparations according to the invention pref-erably ~ave pH values of 2.5 to 7 and, more particular-ly, in the range from 3 tD 6 .
Sh ampoos, ha ir aftertreatment preparations ana - hair tonics are preferred preparations according to the invention. Nevert~eless, the preparations may also be permanent waYe preparations, dyes, b~ow-wave prepara-tions and other typical hair treatment preparations.
The preparations may be formulated as aqueous oraqueous/alcoholic solutions! creams, lotions, yels, emu~sions and other typical cosmetic preparation~.
T~e preparations may contain any other known ~5 constituents according to the type of hair treatment ~ 1 3 9 Li 9 6 H 2g9 PCT 12 pr~paration and the particular formulation.
The constituents in question are:
- nonion~c 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, crosclinked polyacrylic acids, viny}
acetate~crotonic acid copoly~ers, vinyl pyr~oli-d~ne,~vinyl acrylate copolymers, ~inyl acetate/
butyl maleate/isobornyl acrylate copolymers, methyl vinyl e~her/maleic anhydride copolymers, acrylic acid/ethyl acrylate~N-tert butyl acryl-amide terpolymers, - other cationic polymers such a~, for example, quaterni2ed cellulose ethers, polysiloxanes containing quate~nary groups, a~ylamide/dimet~yl diallyl a~monium chloride copolyme~s and dimethyl aminomethacrylate/vinyl pyrrolidon~ copolymers quaternized with diethyl sulfate, - t~ickeners, such as agar agar, guar gum, algin-ates and xantham gum, - structurants, suc~ as glucose and maleic acid, - hai~-conditioning compounds, such as phospho-lipids, for example soya lecithin, egg lecithin, cephalins, and also sili~one oils - - protein hydrolyzates, more particularly elastin, collagen, keratin, miik p~otein, soya protein and wheat protein hydrolyza~es, condensa~ion products thereof with ~atty acids and quaternized protein hydrolyzates, - perfume oils, dimethyl isosorbide and cyclodex-t~ins, - solubilizers, such as e~hanol, isopropanol, ~139~96 H 299 P~T 13 ethylene glycol, propylene glycol, glycerol and diethylene glycol, - dyes, - antidandruff agents, such as Piroctone Olamine and Zinc Omadine, - - other subs~ances for pH adjus~ment, - active substances, suc~ as pant~enol, allantoin, pyrrolidone carboxylic acids and their salts, plant extracts ~nd vitamir,s, - light stabilizers, - consistency regulators, such a~ sugar esters, polyol esters or polyol alkyl ethers, - fats and waxes, such as spermaceti, beeswax, mon~an ~ax, paraffins and fatty alcohols, - fat~y acid alkanolamides, - complexing agents, such as EDrA, ~TA and phos-phonic acids, - swelling and penetra~ion agents, suc~ as ~lycer-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, suc~ as propaneJ~utane m~xtures, NzO, dimethyl ether, Co2 and air and - antioxidants, - substantive dyes, - .
- so-called coupler and deve~oper .componen~s as . oxidation dye precursors, - reducing agen~c such as, for example, ~hioglycol-ic acid and derivatives thereof, thiolactic acid, cysteamine, thiomal ic acid and ~-mercaptoethan~-sulfonic acid, - oxidizing agents, such as hydrogen peroxide, !
po~assium bromate and sodium bromate.
The presene in~ention als~ relates to a process ~or treating hair using a preparation according to the invention.
In a preferred embod~ment of t~e process accord-ing to ~he inven~ion, prepara~ions containing the combination o~ ac~ive ingredients according to the invention are applied to the hair and, ate~ a cQrta~n contact time, generally between a few seconds and about 20 ~inutes, are rinsed off from the hair either ~ith water or with a preparation large~y containing water.
The follo~ing Examples are intended to illustrate the inven~ion.
E x ~ m P 1 e ~
~. Determinati~n of vct and dry ~o~ability Test methods The combability tes~s were carried out by t~e method according to J. soc~ Cosm. Chem. 19~3 t2~] 782.
Combing work was studied on bro~n ~air (Alkinco #6634, tress lengt~ 12 cm, tress weight 1 g). The hair used was }ightly preda~aged (cold-waved or ~leached~
hair which the average consumer would be expec~ed have.
After the zero measurement, the tresses were soaked with loo ~l-of the formulati~n to be tested. After a con~act time ~f S minutes, the tresses were rinsed out for 1 minu~e in running wa~er (1 l/min., 38 C). To determine wet combing wor~, the ~resses ~ere then remeasured. To determine dry comblng work, the tresses were first dried for 12 hours at 30 c~2~% relative air humidity and then remeasured.
~139~96 Resul~s The composition of the mixtures tested ~nd the results of the com~ing work measurements are set out in Table 1. The combing work values are each based on the value of t~e zero measurement. T~ey ~ad a statistical certa inty of 9g . 99 % .
T~blo 1 ~quantit~es in parts by v~ig~t}
Component / mixture Cl C2 C3 I1 C4 C5 Steno~16181 3 0 3.0 3.03.0 3.0 3.0 CutinaG~S2 0.5 0.5 0.50.5 0.5 0.5 Eumulgin~B 1~ 0.4 0.4 0.40.4 0.4 0.4 Eumulgin-B 2 0.8 0.8 0.80.8 0.8 0.8 Eutanol~Gs l.o 1.0 1.01.0 l.o 1.0 Acrylamidopropyl trimethyl anumonium chloride~acryl lC
acid copolymer, neutral-ized with sodium hydroxide (poly~er Pl acc. to DE 39 29 973) - 0.2 - 0.2 - 0.2 LuviquatFC 5506 - - 4.04.0 Gafquat755-~7 ~ 8.0 8.0 Water <-------- ad 100 ---------->
Wet combing wo~k [~]
- cold-~aved hair - 85 47 76 69 7~ 70 Dry combing wor~ [~]
- cold-waved hair - ~52 85 210266 152 165 wet combinq work [%]
- bleached hair - 8~ 70 Dry combing ~ork ~%) - bleached hair - 95 . 236 1 C~6/C~8 fatty alcohol (HENKEL) 2 Glycerol ~onostearate (CTFA name: Glyceryl Steara~e) (HEN~EL) 3 Cetostearyl alcohol containing approx. 12 mol EO
(CT~A name: Ceteareth-12) (HENKEL) ~ 139~96 Cetostearyl alco~ol con~aining 2pprox. 20 ~ol EO
(CTFA nam~: Ceteareth-20) (HE~KE~) 5 Condensati~n product of saturated liquid f~tty alcohols, primarily decyl alcohol, prepared ~y thc Guer~et reaction (CT~A name: Octyldodecanol) (HENKFL) 6 Vinyl imidazolinium methochloride~vinyl pyrroli-done copolymer ~50:50) (sverage ~olecular weight:
approx. 80,000 D~lton: 40% active substance: CTFA
name: Polyquaterniu~-16~ (BASF) Vinyl pyrrolidone/dimet~ylaminoethyl methacrylate copolymer quaternized with diethyl sulfate (19%
active substance in water) (GAF) The results show that application of the mixture~
according to the invention leads to ~he required i~-provement in wet combing work (the target range is at a value of around ?0 or lower) accompanied by an increase in dry combing work to the optimal value for style retention of approxi~a~ely 230 to z70.
lI. Application Examples The quantities in the following Examples ~re %
by weight.
) ~air ri~se Stenol01618 1.8 TegoamidS 18~ 1.6 1,2-Propylene glycol 1.0 ~0 . C~tric acid - 0.6 LuviquatFC 550 1 0 Polymer Pl acc. to DE 39 29 973 0.2 Perfume oil, wa'cer ad 100 ~ ~,N-dimethyl-N'-stearoyl-1,3-diaminopropane (CTFA
~13949~
H 299 PC~ 17 name: Stearamidopropyl Dimet~ylamine)(GOLDSCHMIDT) 2) ~air rlnse S~enol1618 1.8 StepantexVS 909 1 . 8 1,2-Propylene glycol 0.7 Ci~ric acid 0.2 LuYiquat-HM 5526' 2.5 Polymer Pl acc. to DE 39 29 973 0.4 Perfume oil, dye, water ad 100 9 N-methyl-~-(2-hydroxyethyl)-N,N-d~-(tallowacyloxy-ethyl~-ammonium methosulfate ~90% active su~stance in isopropanol) (STEPA~) ~ Vinyl imida201inium methochlo~ide/vinyl pyrroli-done copolymer (50:50) (average molecular vei~ht:
approx. 800,~00 Dalton; Z0% active substance; CTFA
name: Polyquaternium 16) (BASF) 3) Hair rinse Stenol~1618 2.5 Eumulgin~B 1 1.0 EumulginB 2 1.0 C~tinaCPl~ ~ 0 Eutano~G 0.5 Pola~ax~GP 200~1 0.~5 AbilQuat 3270l2 0.5 Dow Corning929-Emulsion~3 . 2.6 LuviquatFC 370~ 0.8 Amp~ome~ i5 0 . 8 `
Citric acid 0.02 Water ad 100 10 Ester of saturated long-chain fatty alcoh~ls and 35fat~y acids, primarily palmitic acid ce~yl ester ~139~9~
(CTFA name: Ce~yl Palmltate)-(ff~NKE~) Stearyl alco~ol~polyethylene glycol stearate mix-ture (CTFA name: Stearyl ~lcohol (and) PEG
S~earate) (CRODA) lZ Diquaternary polymethyl siloxane (CTFA name: Qua-ternium 80) (GOLDSCHMIDr) Aminofunctional polydimethyl siloxane (35% active su~stance) ~DOW COMING~
~ Vinyl imidazolinium methochlor~de~vinyl pyrroli-done copolymer (30:~0) (40% active substance, CTFA
name: Polyquaternium-16~ (BASF) Methyl methacrylate/tert.butyl aminoethyl met~-ac~ylate~2-hydroxypropyl methacrylate/~-(1,1,3,3-tetramethyl butyl)-acrylamide copolymer (D~LFT
NATIONAL) ~) Hair rinse Rewoquat-W 75001~ 1.1 Lane~te00l7 3,0 EumulginB } 0.8 EumulginB 2 1.6 CutinaGMS 0.5 EutanolG 1.0 LuviquatHM 552 1.2 Polymer Pl acc. to DE 39 29 973 0.4 Water ad 100 16 1-Met~yl-2-nortallowalkyl-3-tallow fatty acid amidoethyl imidazolinium methosulfate (approx. 75 active substance) tREWO)- -17 Mixture of higher saturate~ fatty alcohols, pri-marily cetyl and ~tearyl alcohol (C~FA name:
Cetearyl Alcohol (HENKEL) ~13949~
5) ~ampoo Texapon~ ~5'g 43 Dehyton~Kl~ 10. 0 Plantaren~-1200Z 4.0 Euperlan6P~ 300021 1.6 Arquad-3l622 LuviquatFC ~50 1.2 Polymer Pl acc. to ~E 39 29 g73 0.2 GlucamateDOE 12023 0.5 Sodium chloride 0.2 water ad 100 Sodium lauryl ether sulfate (app~ox. 28~ active subs~ance; C~A name: Sodium Lauret~ Sulfate) (HENKEL) atty acid amide deriYati~e, betaine structure, corresponding to t~e formula R-CONH(C~2~ 3~ (C~) 2-CH2COO (approx. 30% active substance; CTFA name:
Cocoamidopropyl Betaine~ ~HEN~EL) 20C12-C16 alkyl glucoside, degree of oligo~erization 1.4 (approx. 50~ active substance; CT~A name:
Lauryl Polyglycoside~ ~HE~KE~) 21 Liquid dispersion of pearlescing su~stances and amphosurfactant (approx. 62~ active substa~ce;
CTFA name: Glycol Distearate (and) Glycerin (and) La~reth-4 (and) Cocoamidopropyl Betaine) (HENKEL) 22 Tri-C16-alkyl methyl ammonium chloride ~AKZO) 23 Ethoxylated ~et~yl glucoside dioleate (CTFA-name:
PEG-120 Methyl Glucose Dioleate) (AMERCHOL]-6~ Shampoo Texapon~N 702' .21. 0 Plantaren-1200 8 . 0 C;enamin~DsAc25 1. 2 Cutina~EGMS2D 0 . 6 t ~139~96 - ~ 2g9 PCT 20 Luviqua~FC 370 2.0 PolyTner Pl acc. ~o DE 39 29 973 0. 3 Anti l~ 141 l iquid27 1. 3 Sodium chloride 0 . 2 Water ad 100 2- Sodium lauryl ether sulfate tapprox. ~2% active su~stance) (HE~KEL) 25 Dimethyl distearyl ammonium chloride (HOECHST) o 25 Ethylene glycol monostearate (approx. 25-35% ~ono-ester, 60-70% diester; CTFA name: Glycol Stearate) tH~:NKEL) ~' Polyoxyethy~ene p~opylene glycol dioleate (40 active substance; CTFA Name: Propylene Glycol (and) PEG-55 Propylene ~lycol Oleate) (GOL~SCHM}DT) 7) Sha~po Texapon~ 14 S2~ 50.0 ~e~yton~K 10.0 AkypoRLH 100 NV29 4.5 Cutin~AGS30 2.0 D-Pan~henol 0.5 Glucose 1.0 Salicylic acid 0.4 Sodium chloride 0.5 Polymer Pl acc. to DE 3g 29 973 0.6 Luviquat~ 552 . 1.0 Water ad 100 .
2~ Sodium lauryl myristyl ether sulfate (approx. 23 active substance; CTFA name: Sodium Myreth Sul-f ate ) ( HENKEL) C12-14 fatty alcoholtl0 ethylene oxide ac~tic acid 3~ sodium sal~c (22% active substance; CTFA name:
~1394~S
Sodium Laureth-ll Car~oxylate) (CHEM-Y) 30 Ethylene glycol stearate (approx. 5-15~ monoes~er, 85-g5~ diester; CTFA name: Glycol Disteara~e) (HENKEL) 8) 8~ampoo ~exapon~ S 25.0 Texapon~sB 321 7.5 Eucarol~TA~2 12.0 Akypo8RLM 100 N~ 9.O
Dehyton~AB 3033 8 . 3 Elfacos~GT Z82S3~ 0.5 Sodium chloride 0.5 Polymer Pl acc. to DE 39 Z9 973 0.6 LuviquatFC 550 4.0 water ad 100 31 Sulfosuccinic acid semiester ~ased on an alkyl polyglycol et~er, di-Na salt (approx. 40% active substance; CTFA name: Disodiu3 Lauret~ Sul~osuc-cinate~ (~ENXEL) 32 Lauryl alcohol+7 ethylene oxide tartrate sodium salt ~approx. 25% ac~ive su~ctance: CTFA na~e:
Sodium Laureth-~ Tar~rate) (AUSICHE~) 3- Fatty amine deriYative, betaine s~ructure (approx.
30% active substance; cT~A name: Coco-Betaine) ( HEI~KEL) - Tallow alcohol+60 ethylene oxide myristyl ether (CT~A name: Tallowet~-60 Myr-styl Glycol) (AKZ0) 9~ ~onic pack ~remoYable by rin~i~g) Stenol1~18 3.0 Eumulgin~ 1 0-5 Eumu~gin~B 2 0 5 Cutina~CP 1.0 2~9496 Eutanol~G 1.5 Car~opol o~o3~ 0-004 Do~ CorningD929 Emulsion 2.9 ~olymer Pl acc. to DE 39 29 973 0.3 Luviquat-FC 550 4.0 ~riethanolamine . 0.09 Water ad 100 Polyacrylic acid (GOODRICH) 10) ~onic pack ~re~a~ning on the ~r) CelquatL 200~6 0.6 L~Yiskol~K303' Z
D-Panthenol 5 ~ehyquart~SP3~ 1.0 NutrilanI39 1.0 Na~rosol~250 HR'C 1.1 LuYiquat~FC 370 0.7 Polymer Pl acc. to D~ 39 29 973 0.5 Water ad 100 ~6 ~uaternized cellulose derivative (g5% active ~ub-stance: CTFA name: Polyqua~ernium-4) (DELFT
NATIGNAL)5 ~ Polyvinyl pyrrolidone (95~ active substance; CTFA
name: P~P~ (BASF) 3g Aqueous solution of oxyethyl al~ylammonium phosphate (approx. 50% ac~ve su~stance; C~FA
name: Quaternium-52) (HENKEL~
~9 Collagen hydrolyzate (approx. 39~ ~ctive subs-~ance; CT~A name: ~ydrolyzed Collagen) (~ENKEL~
Hydroxyet~yl cellulose (AQU~L~) 11) Dyeing cr~am Cl2l~ Fatty alco~ol 1.2 ~139496 Lanette 0 4.0 Eumul~in~B 2 0.8 Cutina~ K~ 16~ 2.0 Sodium sulfite 0.5 L(+) Ascor~ic acid 0.5 Ammonium sulfate 0.5 1,2-Propylene glycol 1.2 Poly~er JR 4 oo'2 o . 3 p-Aminophenol o. 3s p-Tolylene diamine 0.85 2-Methyl resorcinol . 0.14 6-Methyl-m-aminophenol 0.42 Polymer P1 acc. to DE 39 29 973 0.7 Luvi~ua~DFC 550 4.0 Ammonia 1.5 Water ad 100 '1 Fatty acid monoJdiglyceride emulsifier mixture (CTFA name: Tallow Glycerides (and) Glyceryl Stearate (and) Potassium Stearate) (HENKEL) 2 Quaternized hydroxyethyl cellulose (U~ION CARBIDE) 12 ~ DeVeloper disper~ion for dyeing cream 11) Texapon~N 25 2.1 Hydrogen peroxide (50%) 12.0 Turpinal~SL'3 1.7 Latekoll~D" 12.0 Polymer Pl acc. to DE 39 29 973 0.1 L~viquat~FC 550 0 9 ~ater ad 100 3 l-Hydroxye~hane-l,l-diphosphonic acid (60~ active substance; CTFA n~me: Etidronic Acid) (HENKEL) '~ Acrylate~methacrylic acid copolymer (25~ active 3~ substance) (BASF) ~139496 H 29g PCT 2~
The dyeing cream had a p~ value of 10 . û . It gave t2~ ha ~ r a strong red t int .
13) $~nting shampoo Texapon~N 70 14 . 0 Dehyton~K 10 . 0 A~ypoR~M 45 ~Y 5 1~.7 Plantaren--1200 q, o Cremophor~RH 40~6 0 . 8 Dye C . I . 1~ 719 0 . 02 Dye C. I . 1 2 251 0 . 02 Dye C. I . 12 250 0. û~
Dye C. 1. 56 05g o. 03 PHB ester 0 . 25 Luviquat~FC 370 1. 6 Polymer Pl acc . to DE 39 29 . 973` 0 . 2 Perfume oil q. s.
water ad 100 20 5 ~au~yl alcohol+4 . 5 ethylene oxide acetic acid sodium salt (20.4% active substance) (C~EH-Y) 6 Castor oil, hydrogenated 1 45 e~hylene oxide (CTFA
na~Te: PEG-40 Hydrogenated Castor Oil) (BASF) When the }~air was washed ~ith this tinting shampoo, it was left bright 1 ight blond in cclor .
4) Permanent wa~e cream wave cream Plantaren-800" 5.0 Thioglycolic acid 8.0 Turpinal~SL 0-5 Am~onia (25%~ 7.3 Ammonium carbonate 3.0 Cetostearyl alcohol 5.
2139~96 Guerbe~ a~cohol 4.0 Luviquat~HM 552 1.5 Polymer Pl acc. to DE 39 29 973 0.1 Perfume oil q.S
Water ad 100 " C~-C10 alkyl glucoside, degree of oligomerization 1.6 ~appr~x. 60% active subs~ance) (HENKEL) Fixing solution Plan~aren-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 2g 973 0.2 Luviqua~6FC 550 1.0 Perfume oil q.s Water ad 100
2139~96 Guerbe~ a~cohol 4.0 Luviquat~HM 552 1.5 Polymer Pl acc. to DE 39 29 973 0.1 Perfume oil q.S
Water ad 100 " C~-C10 alkyl glucoside, degree of oligomerization 1.6 ~appr~x. 60% active subs~ance) (HENKEL) Fixing solution Plan~aren-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 2g 973 0.2 Luviqua~6FC 550 1.0 Perfume oil q.s Water ad 100
Claims (12)
1. A water-based hair treatment preparation containing a combination of cationic and amphoteric or zwitterionic polymers in addition to typical cosmeticconstituents, characterized in that the cationic polymers contain imidazolinium groups and the zwitterionic polymers consist essentially of (.alpha.) monomers containing quaternary ammonium groups corresponding to general formula (1):
R1-CH-CR3-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 C1-4 alkyl groups, 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 R5 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-CR3-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 C1-4 alkyl groups, 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 R5 and R7 independently of one another are 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, characterized in that the cationic polymer contains at least one nonionic monomer.
3. A preparation as claimed in claim 2, characterized in that the nonionic monomer is vinyl pyrrolidone.
4. A preparation as claimed in any of claims 1 to 3, characterized in that it contains a zwitterionic polymer.
5. A preparation as claimed in claim 4, characterized in that the monomer (.alpha.) is acrylamidopropyl trimethyl ammonium chloride while the monomer (.beta.) is acrylic acid or an alkali metal salt, more particularly the sodium salt, or 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 claimed in any of claims 1 to 6, characterized in that it contains 0.01 to 10% by weight and more particularly 0.01 to 5% by weight of amphoteric or zwitterionic polymers and 0.01 to 10% by weight and more particularly 0.01 to 5% by weight of 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, characterized in that the surfactant is a cationic or nonionic 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 from3.0 to 6.0
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 (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4221914.0 | 1992-07-03 | ||
| DE19924221914 DE4221914A1 (en) | 1992-07-03 | 1992-07-03 | Hair cosmetic preparations |
| DEP4234413.1 | 1992-10-13 | ||
| DE19924234413 DE4234413A1 (en) | 1992-10-13 | 1992-10-13 | Aq. hair treatment formulations contg. imidazolinium gel-free cellulose-based cationic polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2139496A1 true CA2139496A1 (en) | 1994-01-20 |
Family
ID=25916280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002139496A Abandoned CA2139496A1 (en) | 1992-07-03 | 1993-06-24 | Hair treatment preparations |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0648104B1 (en) |
| AT (1) | ATE161709T1 (en) |
| CA (1) | CA2139496A1 (en) |
| DE (1) | DE59307950D1 (en) |
| ES (1) | ES2111752T3 (en) |
| GR (1) | GR3026138T3 (en) |
| WO (1) | WO1994001077A1 (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5580494A (en) * | 1989-06-21 | 1996-12-03 | Colgate-Palmolive Company | Hair conditioning shampoo containing high charge density polymers |
| US5726137A (en) * | 1989-06-21 | 1998-03-10 | Colgate-Palmolive Company | Low silicone hair conditioning shampoo and non-silicone hair conditioning/style control shampoo |
| US5933421A (en) | 1997-02-06 | 1999-08-03 | At&T Wireless Services Inc. | Method for frequency division duplex communications |
| US6040282A (en) * | 1998-02-03 | 2000-03-21 | The Procter & Gamble Company | Styling shampoo compositions which deliver improved hair curl retention and hair feel |
| US6177390B1 (en) | 1998-02-03 | 2001-01-23 | The Procter & Gamble Company | Styling shampoo compositions which deliver improved hair curl retention and hair feel |
| DE19833516C1 (en) * | 1998-07-25 | 2000-02-03 | Wella Ag | Hair fixatives with amphoteric and acidic polymers |
| FR2786391B1 (en) | 1998-11-26 | 2002-08-02 | Oreal | HAIRDRESSING COMPOSITION COMPRISING A POLYMER WITH SPECIAL CHARACTERISTICS AND AN IONIC FILM-FORMING POLYMER |
| FR2788519A1 (en) * | 1999-01-19 | 2000-07-21 | Oreal | NOVEL CATIONIC DI-BENZENIC DYES, THEIR USE FOR OXIDATION DYEING OF KERATINIC FIBERS, TINCTORIAL COMPOSITIONS AND DYEING PROCESS |
| US20100189664A1 (en) * | 2007-07-09 | 2010-07-29 | Basf Se | Cosmetic agents based on vinylimidazole polymers |
| DE102014214463B4 (en) * | 2014-07-24 | 2024-09-19 | Beiersdorf Aktiengesellschaft | Deodorant preparations comprising polyquaternium polymers |
Family Cites Families (7)
| 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 |
| LU83349A1 (en) * | 1981-05-08 | 1983-03-24 | Oreal | AEROSOL FOAM COMPOSITION BASED ON CATIONIC POLYMER AND ANIONIC POLYMER |
| LU83876A1 (en) * | 1982-01-15 | 1983-09-02 | Oreal | COSMETIC COMPOSITION FOR TREATMENT OF KERATINIC FIBERS AND METHOD FOR TREATING THE SAME |
| LU84638A1 (en) * | 1983-02-10 | 1984-11-08 | Oreal | HAIR COMPOSITION CONTAINING AT LEAST ONE CATIONIC POLYMER, ANIONIC POLYMER, SUGAR AND SALT |
| LU84708A1 (en) * | 1983-03-23 | 1984-11-14 | Oreal | THICKENED OR GELLIED HAIR CONDITIONING COMPOSITION CONTAINING AT LEAST ONE CATIONIC POLYMER, AT LEAST ONE ANIONIC POLYMER AND AT LEAST ONE XANTHANE GUM |
| 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 |
-
1993
- 1993-06-24 CA CA002139496A patent/CA2139496A1/en not_active Abandoned
- 1993-06-24 AT AT93914725T patent/ATE161709T1/en not_active IP Right Cessation
- 1993-06-24 ES ES93914725T patent/ES2111752T3/en not_active Expired - Lifetime
- 1993-06-24 DE DE59307950T patent/DE59307950D1/en not_active Expired - Fee Related
- 1993-06-24 EP EP93914725A patent/EP0648104B1/en not_active Expired - Lifetime
- 1993-06-24 WO PCT/EP1993/001626 patent/WO1994001077A1/en not_active Ceased
-
1998
- 1998-02-12 GR GR980400311T patent/GR3026138T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE59307950D1 (en) | 1998-02-12 |
| ATE161709T1 (en) | 1998-01-15 |
| WO1994001077A1 (en) | 1994-01-20 |
| ES2111752T3 (en) | 1998-03-16 |
| GR3026138T3 (en) | 1998-05-29 |
| EP0648104B1 (en) | 1998-01-07 |
| EP0648104A1 (en) | 1995-04-19 |
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| Date | Code | Title | Description |
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