DE4430522A1 - Hair colour or toner with colour intensity and conditioning - Google Patents
Hair colour or toner with colour intensity and conditioningInfo
- Publication number
- DE4430522A1 DE4430522A1 DE19944430522 DE4430522A DE4430522A1 DE 4430522 A1 DE4430522 A1 DE 4430522A1 DE 19944430522 DE19944430522 DE 19944430522 DE 4430522 A DE4430522 A DE 4430522A DE 4430522 A1 DE4430522 A1 DE 4430522A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- hair
- colour
- water
- polymers
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000003750 conditioning effect Effects 0.000 title description 7
- 239000002253 acid Substances 0.000 claims abstract description 12
- 239000000118 hair dye Substances 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 125000000129 anionic group Chemical group 0.000 claims abstract description 4
- 238000004040 coloring Methods 0.000 claims abstract description 4
- 239000000982 direct dye Substances 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 238000004043 dyeing Methods 0.000 claims description 4
- 229940071085 lauroyl glutamate Drugs 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 description 18
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 229920006317 cationic polymer Polymers 0.000 description 4
- -1 isobutyl ester Chemical class 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- 229920006318 anionic polymer Polymers 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- YZZPMSRIIZWDAJ-AWEZNQCLSA-N (2s)-2-(2-oxotridecylamino)propanoic acid Chemical compound CCCCCCCCCCCC(=O)CN[C@@H](C)C(O)=O YZZPMSRIIZWDAJ-AWEZNQCLSA-N 0.000 description 1
- UVHQXWILFGUDTA-LNKPDPKZSA-N (z)-4-ethoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCOC(=O)\C=C/C(O)=O UVHQXWILFGUDTA-LNKPDPKZSA-N 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
- WWIAGBQICFHIPP-UHFFFAOYSA-N 2-[3-(dodecanoylamino)propylamino]acetic acid Chemical compound CCCCCCCCCCCC(=O)NCCCNCC(O)=O WWIAGBQICFHIPP-UHFFFAOYSA-N 0.000 description 1
- ACGQRMRFZCXYHQ-UHFFFAOYSA-N 3-[2-(2-aminoethylamino)ethyl-(dimethylamino)amino]propan-1-ol Chemical compound OCCCN(N(C)C)CCNCCN ACGQRMRFZCXYHQ-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- ZFSGODDPMKJGJV-UHFFFAOYSA-N 5,5-dimethylimidazolidine-2,4-dione;formaldehyde Chemical compound O=C.CC1(C)NC(=O)NC1=O ZFSGODDPMKJGJV-UHFFFAOYSA-N 0.000 description 1
- PDQICKRFOKDJCH-UHFFFAOYSA-N 6-amino-2-(dodecanoylamino)hexanoic acid Chemical compound CCCCCCCCCCCC(=O)NC(C(O)=O)CCCCN PDQICKRFOKDJCH-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- WLDHEUZGFKACJH-ZRUFZDNISA-K Amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1\N=N\C1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-ZRUFZDNISA-K 0.000 description 1
- AOMZHDJXSYHPKS-DROYEMJCSA-L Amido Black 10B Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC=CC=3)C(O)=C2C(N)=C1\N=N\C1=CC=C(N(=O)=O)C=C1 AOMZHDJXSYHPKS-DROYEMJCSA-L 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241001448862 Croton Species 0.000 description 1
- HMEKVHWROSNWPD-UHFFFAOYSA-N Erioglaucine A Chemical compound [NH4+].[NH4+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 HMEKVHWROSNWPD-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
- DIOYAVUHUXAUPX-KHPPLWFESA-N Oleoyl sarcosine Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-KHPPLWFESA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 229940099540 acid violet 43 Drugs 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 229940048053 acrylate Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N alpha-Methyl-n-butyl acrylate Natural products CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- 235000012735 amaranth Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 235000012745 brilliant blue FCF Nutrition 0.000 description 1
- 239000004161 brilliant blue FCF Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- OIQPTROHQCGFEF-UHFFFAOYSA-L chembl1371409 Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 OIQPTROHQCGFEF-UHFFFAOYSA-L 0.000 description 1
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 1
- 229920013750 conditioning polymer Polymers 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 description 1
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 description 1
- FYUWIEKAVLOHSE-UHFFFAOYSA-N ethenyl acetate;1-ethenylpyrrolidin-2-one Chemical compound CC(=O)OC=C.C=CN1CCCC1=O FYUWIEKAVLOHSE-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 125000005670 ethenylalkyl group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- KHLVKKOJDHCJMG-QDBORUFSSA-L indigo carmine Chemical compound [Na+].[Na+].N/1C2=CC=C(S([O-])(=O)=O)C=C2C(=O)C\1=C1/NC2=CC=C(S(=O)(=O)[O-])C=C2C1=O KHLVKKOJDHCJMG-QDBORUFSSA-L 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 229940070782 myristoyl sarcosinate Drugs 0.000 description 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 description 1
- CTIQLGJVGNGFEW-UHFFFAOYSA-L naphthol yellow S Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CTIQLGJVGNGFEW-UHFFFAOYSA-L 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 235000012752 quinoline yellow Nutrition 0.000 description 1
- FZUOVNMHEAPVBW-UHFFFAOYSA-L quinoline yellow ws Chemical compound [Na+].[Na+].O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S([O-])(=O)=O)C=C(S(=O)(=O)[O-])C=C2C=C1 FZUOVNMHEAPVBW-UHFFFAOYSA-L 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- NXLOLUFNDSBYTP-UHFFFAOYSA-N retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 239000001026 semi permanent hair color Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- GTKIEPUIFBBXJQ-UHFFFAOYSA-M sodium;2-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O GTKIEPUIFBBXJQ-UHFFFAOYSA-M 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- 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
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
Description
Die vorliegende Erfindung betrifft ein Mittel zum Färben bzw. Tönen von menschlichen Haaren mit verbesserter Färbeintensität, das gleichzeitig eine konditionierende Wirkung aufweist.The present invention relates to an agent for dyeing or Tones of human hair with improved coloring intensity, which also has a conditioning effect.
Es ist allgemein bekannt, daß Haarfärbemittel in zwei Kate gorien aufgeteilt werden, nämlich einerseits die permanenten Haarfärbemittel, die grundsätzlich Haarfarbstoffvorprodukte enthalten, die zusammen mit Oxidationsmitteln je nach Zusammen setzung die gewünschte Färbung auf dem Haar entwickeln; und andererseits semipermanente Haarfärbemittel, die direktziehende Farbstoffe enthalten, die zur Entwicklung ihrer Färbeleistung keinerlei Oxidationsmittelzusatzes bedürfen. Dementsprechend sind die Färbungen auch weniger dauerhaft als diejenigen mit Permanentfarbstoffen erzielbaren.It is well known that hair dyes come in two categories categories, namely the permanent ones Hair dye, which is basically hair dye precursors contain together with oxidizing agents depending on the combination develop the desired color on the hair; and on the other hand semi-permanent hair dye, the direct one Contain dyes that help develop their coloring performance no need to add any oxidizing agents. Accordingly the stains are also less permanent than those with Permanent dyes achievable.
Diese Farbzusammensetzungen auf Basis direktziehender Farb stoffe werden in der Regel entweder als Tönungsshampoos, als -lotionen oder als Tönungsfestiger, gegebenenfalls auch als Aerosolschaum, appliziert.These color compositions based on direct color fabrics are usually either tinted shampoos, as lotions or as a tinting agent, optionally also as Aerosol foam, applied.
Diese Zusammensetzungen enthalten häufig auch haarkonditionie rende Polymere, insbesondere anionische, kationische, nicht ionische und/oder amphotere Polymere. These compositions often also contain hair conditioner rende Polymers, especially anionic, cationic, not ionic and / or amphoteric polymers.
Sie weisen in der Regel einen pH-Wert von mehr als 6, vorzugs weise zwischen 7 und 9, auf und enthalten ebenso regelmäßig kationische Tenside.They usually have a pH of more than 6, preferably have between 7 and 9, and also contain regularly cationic surfactants.
Die mit diesen Zusammensetzungen erzielbare Farbintensität ist jedoch nicht befriedigend; ebenso wird, bedingt durch den viel fach alkalischen pH-Wert, auch keine befriedigende Konditionie rung des Haares erzielt.The color intensity that can be achieved with these compositions is but not satisfactory; likewise, due to the much several times alkaline pH value, also no satisfactory condition achieved hair.
Es bestand daher ein Bedürfnis nach Haarfärbeprodukten auf Basis direktziehender Farbstoffe, die die genannten Nachteile nicht aufweisen.There was therefore a need for hair coloring products Basis direct dyes that have the disadvantages mentioned do not have.
Erfindungsgemäß wird nunmehr ein Mittel zum Färben und Tönen von menschlichen Haaren mit konditionierender Wirkung zur Ver fügung gestellt, das in saurem Medium mindestens einen direkt ziehenden Farbstoff sowie zusätzlich 0,1 bis 5 Gew.-%, berech net auf die Gesamtzusammensetzung, mindestens einer C₈-C₁₈- Acylaminocarbonsäure bzw. deren wasserlösliche Salze enthält.According to the invention, there is now a dyeing and tinting agent of human hair with conditioning effect for ver Provided that in acidic medium at least one directly drawing dye and additionally 0.1 to 5 wt .-%, calc net on the total composition, at least one C₈-C₁₈- Contains acylaminocarboxylic acid or its water-soluble salts.
Durch den Zusatz der C₈-C₁₈-Acylaminocarbonsäure wird die Färbeintensität der Zusammensetzung gegenüber herkömmlichen Produkten wesentlich erhöht; das Mittel weist darüber hinaus auch eine ausgezeichnete Konditionierwirkung auf. By adding the C₈-C₁₈ acylaminocarboxylic acid Color intensity of the composition compared to conventional Products significantly increased; the remedy points beyond also an excellent conditioning effect.
Wesentlich ist, daß der pH-Wert des erfindungsgemäßen Mittels im sauren Bereich, d. h. zwischen 2 bis 6, vorzugsweise zwischen etwa 3 und etwa 5, liegt.It is essential that the pH of the agent according to the invention in the acidic range, d. H. between 2 to 6, preferably between about 3 and about 5.
Bevorzugte C₈-C₁₈-Acylaminocarbonsäure, die, wie gesagt, in den erfindungsgemäßen Haarfärbe- und -tönungsmitteln in einer Menge von 0,1 bis 5, vorzugsweise 0,25 bis 2,5, insbesondere 0,5 bis 1,5 Gew.-%, enthalten ist, ist das N-Lauroylglutamat, insbesondere als Natriumsalz. Weitere geeignete N-Acylamino carbonsäuren sind beispielsweise N-Lauroylsarcosinat, N-Myri stoylsarcosinat, N-Oleoylsarcosinat, N-Lauroylmethylalanin, N-Lauroyllysin und N-Lauroylaminopropylglycin, vorzugsweise in Form ihrer wasserlöslichen Alkali- oder Ammonium-, insbesondere Natriumsalze.Preferred C₈-C₁₈ acylaminocarboxylic acid, which, as I said, in the Hair dyes and tints according to the invention in an amount from 0.1 to 5, preferably 0.25 to 2.5, in particular 0.5 to 1.5% by weight, is the N-lauroyl glutamate, especially as the sodium salt. Other suitable N-acylamino carboxylic acids are, for example, N-lauroyl sarcosinate, N-Myri stoylsarcosinate, N-oleoylsarcosinate, N-lauroylmethylalanine, N-lauroyllysine and N-lauroylaminopropylglycine, preferably in Form their water-soluble alkali or ammonium, in particular Sodium salts.
Als direktziehende Haarfarbstoffe können im Prinzip alle für diesen Zweck zugelassenen, im sauren pH-Bereich wirksamen Farb stoffe verwendet werden; es wird hierzu insbesondere auf die deutsche "Verordnung über kosmetische Mittel (Kosmetik- Verordnung)" in der jeweils geltenden Fassung, Anlage 3, verwiesen.In principle, as direct hair dyes can all for Color approved for this purpose and effective in the acidic pH range fabrics are used; it is particularly on the German "regulation on cosmetic products (cosmetic Ordinance) ", as amended, Appendix 3, referred.
Besonders geeignet sind:
Acid Black 1, C.I.-No. 20,470;
Acid Blue 9, C.I.-No. 42,090;
Acid Blue 74, C.I.-No. 73,015;
Acid Red 18, C.I.-No. 16,255;
Acid Red 27, C.I.-No. 16,185;
Acid Red 87, C.I.-No. 45,380;
Acid Red 92, C.I.-No. 45,410;
Acid Violet 43, C.I.-No. 60,730;
Acid Yellow 1, C.I.-No. 10,316;
Acid Yellow 23, C.I.-No. 19,140;
Acid Yellow 3, C.I.-No. 47,005;
Acid Yellow 73, C.I.-No. 45,350;
D Blue No.4, C.I.-No. 42,090;
D Brown No.1, C.I.-No. 20,170;
D Green No.5, C.I.-No. 61,570;
D Orange No.4, C.I.-No. 15,510;
D Orange No.10, C.I.-No. 45,425 : 1;
D Orange No.11, C.I.-No. 45,425;
D Red No.21, C.I.-No. 45,380 : 2;
D Red No.22, C.I.-No. 45,380;
D Red No.27, C.I.-No. 45,410 : 1;
D Red No.33, C.I.-No. 17,200;
D Yellow No.7, C.I.-No. 45,350 : 1;
D Yellow No.8, C.I.-No. 45,350;
D Yellow 10, C.I.-No. 47,005;
Ext.D Yellow No.7, C.1.-No. 10,316;
FD Red No.4, C.I.-No. 14,700;
FD Yellow No.5, C.I.-No. 19,140;
FD Yellow No.6, C.I.-No. 15,985.
The following are particularly suitable:
Acid Black 1, CI-No. 20,470;
Acid Blue 9, CI-No. 42,090;
Acid Blue 74, CI No. 73.015;
Acid Red 18, CI No. 16.255;
Acid Red 27, CI No. 16.185;
Acid Red 87, CI No. 45,380;
Acid Red 92, CI No. 45.410;
Acid Violet 43, CI-No. 60.730;
Acid Yellow 1, CI No. 10.316;
Acid Yellow 23, CI No. 19.140;
Acid Yellow 3, CI-No. 47.005;
Acid Yellow 73, CI No. 45,350;
D Blue No.4, CI-No. 42,090;
D Brown No.1, CI-No. 20,170;
D Green No.5, CI-No. 61,570;
D Orange No.4, CI-No. 15.510;
D Orange No.10, CI-No. 45.425: 1;
D Orange No.11, CI-No. 45.425;
D Red No.21, CI-No. 45.380: 2;
D Red No.22, CI-No. 45,380;
D Red No.27, CI-No. 45.410: 1;
D Red No.33, CI-No. 17,200;
D Yellow No.7, CI-No. 45.350: 1;
D Yellow No.8, CI-No. 45,350;
D Yellow 10, CI No. 47.005;
Ext.D Yellow No.7, C.1.-No. 10.316;
FD Red No.4, CI-No. 14,700;
FD Yellow No.5, CI-No. 19.140;
FD Yellow No.6, CI-No. 15.985.
Der Anteil der direktziehenden Farbstoffe in den erfindungsge mäßen Zusammensetzungen ist variabel und liegt zwischen etwa 0,01 bis etwa 1,5, vorzugsweise 0,05 bis 1, insbesondere 0,1 bis 0,5 Gew.-% des Mittels.The proportion of substantive dyes in the Invention The composition is variable and lies between approximately 0.01 to about 1.5, preferably 0.05 to 1, in particular 0.1 up to 0.5% by weight of the agent.
Das Haarfärbe-Konditioniermittel nach der Erfindung enthält vorzugsweise mindestens ein synthetisches oder natürliches haarkonditionierendes Polymeres, vorzugsweise in einer Menge von 0,1 bis 2,5, insbesondere 0,25 bis 1,5 Gew.-% der Gesamtzu sammensetzung. Obwohl grundsätzlich alle Arten von Polymeren verwendet werden können, also nichtionische, anionische, ampho tere und kationische Polymere, werden kationische Polymere im Rahmen der Erfindung bevorzugt.The hair dye conditioning agent according to the invention contains preferably at least one synthetic or natural hair conditioning polymer, preferably in an amount from 0.1 to 2.5, in particular 0.25 to 1.5% by weight of the total composition. Although basically all types of polymers can be used, i.e. non-ionic, anionic, ampho tere and cationic polymers, cationic polymers are im Preferred within the scope of the invention.
Als solche sind neben den altbekannten quaternären Cellulose derivaten des Typs "Polymer JR" insbesondere quaternisierte Homo- und Copolymere des Dimethyldiallylammoniumchlorids, wie sie unter dem Handelsnamen "Merquat" im Handel sind, quaternäre Vinylpyrrolidon-Copolymere, insbesondere mit Dialkylaminoalkyl (meth)acrylaten, wie sie unter dem Namen "Gafquat" bekannt sind, Copolymerisate aus Vinylpyrrolidon und Vinylimidazoli niummethochlorid, die unter dem Handelsnamen "Luviquat" angebo ten werden, Polyamino-Polyamid-Derivate, beispielsweise Copoly mere von Adipinsäure-Dimethylaminohydroxypropyldiethylen triamin, wie sie unter dem Namen "Cartaretine F" vertrieben werden, sowie auch bisquaternäre langkettige Ammoniumverbin dungen der in der US-4 157 388 beschriebenen Harnstoff- Struktur, die unter dem Handelsnamen "Mirapol A 15" im Handel sind, geeignet. As such, in addition to the well-known quaternary cellulose Derivatives of the "Polymer JR" type, in particular quaternized Homo- and copolymers of dimethyldiallylammonium chloride, such as they are sold under the trade name "Merquat", quaternary Vinyl pyrrolidone copolymers, especially with dialkylaminoalkyl (meth) acrylates, as known under the name "Gafquat" are copolymers of vinyl pyrrolidone and vinyl imidazoli nium methochloride, which is marketed under the trade name "Luviquat" ten, polyamino-polyamide derivatives, for example copoly mers of adipic acid dimethylaminohydroxypropyl diethylene triamine, as sold under the name "Cartaretine F" as well as bisquaternary long-chain ammonium compounds of the urea described in U.S. 4,157,388 Structure sold under the trade name "Mirapol A 15" are suitable.
Verwiesen wird in diesem Zusammenhang auch auf die in den DE-OSen 25 21 960 A1, 28 11 010 A1, 30 44 738 A1 und 32 17 059 A1 genannten kationaktiven Polymeren sowie die in der EP-337 354 A1 auf den Seiten 3 bis 7 beschriebenen Produkte. Es können auch Mischun gen verschiedener kationischer Polymerer eingesetzt werden.In this context, reference is also made to those in the DE-OSen 25 21 960 A1, 28 11 010 A1, 30 44 738 A1 and 32 17 059 A1 cation-active polymers and those in EP-337 354 A1 Pages 3 to 7 described products. Mixtures can also be used be used against various cationic polymers.
Anstelle der kationischen Polymeren oder in Kombination mit denselben können auch nichtionische Polymere eingesetzt werden. Als geeignete nichtionische Polymere werden vor allem Vinyl pyrrolidon-Homo- und Copolymerisate, insbesondere Polyvinyl pyrrolidon selbst, Copolymere aus Vinylpyrrolidon und Vinyl acetat oder Terpolymerisate aus Vinylpyrrolidon, Vinylacetat und Vinylpropionat, wie sie beispielsweise von der Firma BASF unter dem Handelsnamen "Luviskol" vertrieben werden, einge setzt.Instead of the cationic polymers or in combination with The same nonionic polymers can also be used. Particularly suitable nonionic polymers are vinyl pyrrolidone homo- and copolymers, especially polyvinyl pyrrolidone itself, copolymers of vinyl pyrrolidone and vinyl acetate or terpolymers made of vinyl pyrrolidone, vinyl acetate and vinyl propionate, as for example from the company BASF are sold under the trade name "Luviskol" puts.
Es können jedoch auch (Co-)Polymerisate aus den verschiedenen Acryl- und Methacrylestern, Acrylamid und Methacrylamid, bei spielsweise Polyacrylamid mit Molgewichten von über 100.000, Dimethylhydantoin-Formaldehyd-Harze, etc., eingesetzt werden. Selbstverständlich sind auch Mischungen aus verschiedenen nichtionischen Polymeren verwendbar.However, it is also possible to use (co) polymers from the various Acrylic and methacrylic esters, acrylamide and methacrylamide, at for example polyacrylamide with molecular weights of over 100,000, Dimethylhydantoin formaldehyde resins, etc., can be used. Of course, mixtures of different are also nonionic polymers can be used.
Geeignete anionische Polymere im Rahmen der Erfindung sind Vinylalkylether-, insbesondere Methylvinylether/Maleinsäure- Copolymere, die durch Hydrolyse von Vinylether/Maleinsäure anhydrid-Copolymeren entstehen und unter der Handelsbezeichnung "Gantrez AN oder ES" vertrieben werden. Diese Polymeren können auch teilverestert sein, beispielsweise "Gantrez ES 225", der Ethylester eines Ethylvinylether/Maleinsäure-Copolymers, oder der Butyl- oder Isobutylester desselben.Suitable anionic polymers in the context of the invention are Vinyl alkyl ether, especially methyl vinyl ether / maleic acid Copolymers by hydrolysis of vinyl ether / maleic acid anhydride copolymers arise and under the trade name "Gantrez AN or ES" are distributed. These polymers can also be partially esterified, for example "Gantrez ES 225", the Ethyl ester of an ethyl vinyl ether / maleic acid copolymer, or the butyl or isobutyl ester thereof.
Weitere geeignete anionische Polymere sind insbesondere Vinyl acetat/Crotonsäure- oder Vinylacetat/Vinylneodecanoat/Croton säure-Copolymere des Typs "Resyn"; Natriumacrylat/Vinylalkohol- Copolymere des Typs "Hydagen F", Natriumpolystyrolsulfonat, z. B. "Flexan 130"; Ethylacrylat/Acrylsäure/N-tert.-Butylacryl amid-Copolymere des Typs "Ultrahold"; Vinylpyrrolidon/Vinyl acetat/Itaconsäure-Copolymere, Acrylsäure/Acrylamid-Copolymer- bzw. Natriumsalze derselben vom Typ "Reten"; etc.Other suitable anionic polymers are especially vinyl acetate / crotonic acid or vinyl acetate / vinyl neodecanoate / croton acid copolymers of the "Resyn" type; Sodium acrylate / vinyl alcohol "Hydagen F" copolymers, sodium polystyrene sulfonate, e.g. B. "Flexan 130"; Ethyl acrylate / acrylic acid / N-tert-butyl acrylate "Ultrahold" amide copolymers; Vinyl pyrrolidone / vinyl acetate / itaconic acid copolymers, acrylic acid / acrylamide copolymer or Sodium salts thereof of the "Reten" type; Etc.
Grundsätzlich können alle für den Einsatz in Haarpflegemitteln vorgeschlagenen anionischen Polymeren verwendet werden.Basically, all can be used in hair care products proposed anionic polymers can be used.
Als amphotere Polymere, die entweder alternativ zu oder im Gemisch mit den anderen, insbesondere kationischen Polymeren zum Einsatz gelangen, seien insbesondere Copolymerisate aus N-Octylacrylamid, (Meth)Acrylsäure und tert.-Butylaminoethyl methacrylat vom Typ "Amphomer"; Copolymerisate aus Methacry loylethylbetain und Alkylmethacrylaten vom Typ "Yukaformer", z. B. das Butylmethacrylat-Copolymere "Yukaformer AM75"; Copoly merisate aus Carboxylgruppen oder Sulfogruppen enthaltenden Monomeren, z. B. (Meth)Acrylsäure und Itaconsäure, mit basische, insbesondere Aminogruppen enthaltenden Monomeren wie Mono- und Dialkylaminoalkyl(meth)acrylaten bzw. Mono- und Di alkylaminoalkyl(meth)acrylamiden; Copolymere aus n-Octylamid, Methylmethacrylat, Hydroxypropylmethacrylat, N-tert.-Butyl aminoethylmethacrylat und Acrylsäure sowie die aus der US-3,927,199 bekannten Copolymeren genannt.As amphoteric polymers, either as an alternative to or in Mixture with the other, especially cationic, polymers copolymers are used N-octylacrylamide, (meth) acrylic acid and tert-butylaminoethyl "Amphomer" type methacrylate; Copolymers of methacry loylethylbetaine and "Yukaformer" alkyl methacrylates, e.g. B. the "Yukaformer AM75" butyl methacrylate copolymer; Copoly Merisate from carboxyl groups or sulfo groups containing Monomers, e.g. B. (meth) acrylic acid and itaconic acid, with basic, in particular monomers containing amino groups such as Mono- and dialkylaminoalkyl (meth) acrylates or mono- and di alkylaminoalkyl (meth) acrylamides; Copolymers of n-octylamide, Methyl methacrylate, hydroxypropyl methacrylate, N-tert-butyl aminoethyl methacrylate and acrylic acid and those from US Pat. No. 3,927,199 known copolymers called.
Die erfindungsgemäßen Farbkonditioniermittel können die in solchen Zusammensetzungen üblichen Zusätze enthalten, deren Art und Charakter von der Applikationsform des Mittels abhängig ist. Es sind dies Fette, Fettalkohole, Emulgatoren, pH-Regula toren, Lösungs- und Verbindungsmittel, Lösungsvermittler, Kon servierungsmittel, Parfums, etc.The color conditioning agents according to the invention can in such compositions contain conventional additives, the nature of which and character depends on the form of application of the agent is. These are fats, fatty alcohols, emulsifiers, pH regulators gates, solvents and connecting agents, solubilizers, con preservatives, perfumes, etc.
Die erfindungsgemäßen Farbkonditioniermittel liegen als Emul sion, Dispersion oder (gegebenenfalls verdickte) Lösung vor und können auch als Aerosolschaum konfektioniert werden. Diese Zu sammensetzungen und ihre Herstellung sind dem Fachmann grund sätzlich bekannt und bedürfen daher keiner näheren Erläuterung.The color conditioning agents according to the invention are in the form of emulsions sion, dispersion or (possibly thickened) solution before and can also be made up as aerosol foam. This too compositions and their manufacture are basic to the person skilled in the art additionally known and therefore require no further explanation.
Die folgenden Beispiele beschreiben die Zusammensetzung der erfindungsgemäßen Mittel und zeigen ihre Überlegenheit gegen über konventionellen Produkten. The following examples describe the composition of the inventive agents and show their superiority against over conventional products.
Der Ersatz des N-Lauroylglutamats durch die gleiche Menge eines konventionellen kationischen Tensids, nämlich Stearyltrimethyl ammoniumchlorid, führte zu Produkten, deren Färbeintensität, gemessen nach 30minütiger Einwirkung bei 30°C, im Durch schnitt um 20% geringer war als diejenige der erfindungs gemäßen Zusammensetzungen.The replacement of the N-lauroyl glutamate with the same amount of one conventional cationic surfactant, namely stearyl trimethyl ammonium chloride, led to products whose color intensity, measured after 30 minutes exposure at 30 ° C, in the through cut was 20% lower than that of the invention according compositions.
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19944430522 DE4430522C2 (en) | 1994-08-27 | 1994-08-27 | Means for coloring and tinting human hair |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19944430522 DE4430522C2 (en) | 1994-08-27 | 1994-08-27 | Means for coloring and tinting human hair |
Publications (2)
Publication Number | Publication Date |
---|---|
DE4430522A1 true DE4430522A1 (en) | 1996-02-29 |
DE4430522C2 DE4430522C2 (en) | 1998-08-06 |
Family
ID=6526760
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19944430522 Expired - Lifetime DE4430522C2 (en) | 1994-08-27 | 1994-08-27 | Means for coloring and tinting human hair |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE4430522C2 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000007552A1 (en) * | 1998-08-05 | 2000-02-17 | Henkel Kommanditgesellschaft Auf Aktien | Hair treatment preparation |
DE10223559A1 (en) * | 2002-05-28 | 2003-12-18 | Kpss Kao Gmbh | Aqueous direct anionic hair dyes are applied at low pH and contain anionic, nonionic and/or cationic emulsion |
EP2417965A1 (en) * | 2010-12-28 | 2012-02-15 | KPSS-Kao Professional Salon Services GmbH | Hair colouring composition |
EP2532345A1 (en) * | 2011-06-10 | 2012-12-12 | KPSS-Kao Professional Salon Services GmbH | Process for treating hair |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4129926C1 (en) * | 1991-09-09 | 1992-07-23 | Kao Corporation Gmbh, 4000 Duesseldorf, De |
-
1994
- 1994-08-27 DE DE19944430522 patent/DE4430522C2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4129926C1 (en) * | 1991-09-09 | 1992-07-23 | Kao Corporation Gmbh, 4000 Duesseldorf, De |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000007552A1 (en) * | 1998-08-05 | 2000-02-17 | Henkel Kommanditgesellschaft Auf Aktien | Hair treatment preparation |
DE10223559A1 (en) * | 2002-05-28 | 2003-12-18 | Kpss Kao Gmbh | Aqueous direct anionic hair dyes are applied at low pH and contain anionic, nonionic and/or cationic emulsion |
EP2417965A1 (en) * | 2010-12-28 | 2012-02-15 | KPSS-Kao Professional Salon Services GmbH | Hair colouring composition |
WO2012089673A2 (en) * | 2010-12-28 | 2012-07-05 | Kpss-Kao Professional Salon Services Gmbh | Hair colouring composition |
WO2012089673A3 (en) * | 2010-12-28 | 2013-01-24 | Kpss-Kao Professional Salon Services Gmbh | Hair colouring composition |
US8636813B2 (en) | 2010-12-28 | 2014-01-28 | Kao Germany | Hair colouring composition |
EP2532345A1 (en) * | 2011-06-10 | 2012-12-12 | KPSS-Kao Professional Salon Services GmbH | Process for treating hair |
WO2012168062A3 (en) * | 2011-06-10 | 2014-05-01 | Kao Germany Gmbh | Process for treating hair |
Also Published As
Publication number | Publication date |
---|---|
DE4430522C2 (en) | 1998-08-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0827737B1 (en) | Method for lightening, improving the gloss of and colouring human hair | |
DE69921225T2 (en) | A composition for dyeing keratin fibers with a direct cationic colorant and a substantive polymer | |
EP1166752B1 (en) | Hair dyeing composition | |
DE69700686T2 (en) | Preparation for coloring human hair | |
DE19527978C2 (en) | Means for coloring and tinting human hair and the use of hydroxy-C¶2¶_C¶4¶-alkyl guar gum in such agents | |
DE19641841C1 (en) | Water-based combined hair conditioner and toner giving good results | |
DE4430522C2 (en) | Means for coloring and tinting human hair | |
EP1172082B1 (en) | Process for dyeing human hair | |
DE19729080C1 (en) | Hair colour and toner containing direct cationic dye and additive with colour intensifying and conditioning effect | |
DE4324962C2 (en) | Hair care products | |
DE9413897U1 (en) | Means for coloring and tinting human hair | |
DE19810122C2 (en) | Hair treatment agents | |
DE19758272C1 (en) | Hair treatment agent especially useful as conditioner and toning shampoo | |
DE19640831C1 (en) | Aqueous hair dye-toner agent containing cationic direct hair dye | |
DE19735851C2 (en) | Means for dyeing and tinting human hair | |
DE19640575C1 (en) | Direct hair dyes containing UV absorbent compounds with anionic groups | |
DE29512302U1 (en) | Means for tinting human hair | |
DE29903100U1 (en) | Hair treatment products | |
DE19907260C2 (en) | Hair treatment products | |
DE20011207U1 (en) | Means for coloring human hair | |
EP0931540A2 (en) | Agent for dying and colouring human hair | |
DE29615403U1 (en) | Means for lightening, improving shine and coloring human hair | |
DE29711948U1 (en) | Means for coloring and tinting human hair | |
DE29722988U1 (en) | Means for coloring and tinting human hair | |
DE29722989U1 (en) | Hair treatment products |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
OP8 | Request for examination as to paragraph 44 patent law | ||
8127 | New person/name/address of the applicant |
Owner name: KAO CORP., TOKIO/TOKYO, JP |
|
8128 | New person/name/address of the agent |
Representative=s name: HOFFMANN, EITLE & PARTNER PATENT- UND RECHTSANWAEL |
|
D2 | Grant after examination | ||
8363 | Opposition against the patent | ||
8365 | Fully valid after opposition proceedings | ||
R071 | Expiry of right | ||
R071 | Expiry of right |