JPH0372604B2 - - Google Patents
Info
- Publication number
- JPH0372604B2 JPH0372604B2 JP57030470A JP3047082A JPH0372604B2 JP H0372604 B2 JPH0372604 B2 JP H0372604B2 JP 57030470 A JP57030470 A JP 57030470A JP 3047082 A JP3047082 A JP 3047082A JP H0372604 B2 JPH0372604 B2 JP H0372604B2
- Authority
- JP
- Japan
- Prior art keywords
- hair
- composition
- represent
- group
- hydrogen
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 claims description 63
- 239000000975 dye Substances 0.000 claims description 20
- 238000004043 dyeing Methods 0.000 claims description 17
- BTLXPCBPYBNQNR-UHFFFAOYSA-N 1-hydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2O BTLXPCBPYBNQNR-UHFFFAOYSA-N 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 13
- 239000000843 powder Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- -1 SO 3 H Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 235000013312 flour Nutrition 0.000 claims description 4
- 239000000419 plant extract Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Chemical group 0.000 claims description 3
- 150000001340 alkali metals Chemical group 0.000 claims description 3
- 239000000118 hair dye Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 235000012730 carminic acid Nutrition 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- DGQLVPJVXFOQEV-NGOCYOHBSA-N carminic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DGQLVPJVXFOQEV-NGOCYOHBSA-N 0.000 claims 1
- 229940114118 carminic acid Drugs 0.000 claims 1
- 239000004106 carminic acid Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 235000019441 ethanol Nutrition 0.000 description 11
- 239000012153 distilled water Substances 0.000 description 10
- 238000001035 drying Methods 0.000 description 8
- 239000006071 cream Substances 0.000 description 7
- 150000004338 hydroxy anthraquinones Chemical class 0.000 description 7
- 241001070941 Castanea Species 0.000 description 6
- 235000014036 Castanea Nutrition 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 244000060011 Cocos nucifera Species 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- BBNQQADTFFCFGB-UHFFFAOYSA-N purpurin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC(O)=C3C(=O)C2=C1 BBNQQADTFFCFGB-UHFFFAOYSA-N 0.000 description 4
- 235000013311 vegetables Nutrition 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OOKBSCGBRWBGFL-UHFFFAOYSA-N Pseudopurpurin Chemical compound C1=CC=C2C(=O)C3=C(O)C(C(=O)O)=C(O)C(O)=C3C(=O)C2=C1 OOKBSCGBRWBGFL-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229960000541 cetyl alcohol Drugs 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- CXORMDKZEUMQHX-UHFFFAOYSA-N kermesic acid Chemical compound O=C1C2=C(O)C(O)=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C CXORMDKZEUMQHX-UHFFFAOYSA-N 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229930014626 natural product Natural products 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HNQDHLXBUZCUQU-UHFFFAOYSA-N 1,2,3,4,5,6-Hexahydroxy-7-methyl-anthrachinon Natural products O=C1C2=C(O)C(O)=C(O)C(O)=C2C(=O)C2=C1C=C(C)C(O)=C2O HNQDHLXBUZCUQU-UHFFFAOYSA-N 0.000 description 2
- FMRLRBCECZNJNN-UHFFFAOYSA-N 1,2,5-trihydroxyanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1O FMRLRBCECZNJNN-UHFFFAOYSA-N 0.000 description 2
- MEHLXACDLXEVBE-UHFFFAOYSA-N 1,4-dichloro-5,8-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(Cl)C=CC(Cl)=C2C(=O)C2=C1C(O)=CC=C2O MEHLXACDLXEVBE-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
- JKYKXTRKURYNGW-UHFFFAOYSA-N 3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(O)C(S(O)(=O)=O)=C2 JKYKXTRKURYNGW-UHFFFAOYSA-N 0.000 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-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
- YDQWDHRMZQUTBA-UHFFFAOYSA-N Aloe emodin Chemical compound C1=CC=C2C(=O)C3=CC(CO)=CC(O)=C3C(=O)C2=C1O YDQWDHRMZQUTBA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BATFHSIVMJJJAF-UHFFFAOYSA-N Morindone Natural products OC1=CC=C2C(=O)C3=C(O)C(C)=CC=C3C(=O)C2=C1O BATFHSIVMJJJAF-UHFFFAOYSA-N 0.000 description 2
- PLDISGVCDWLKQC-UHFFFAOYSA-N Munjistin Natural products C1=CC=C2C(=O)C3=C(O)C(C(=O)O)=C(O)C=C3C(=O)C2=C1 PLDISGVCDWLKQC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- FCDLCPWAQCPTKC-UHFFFAOYSA-N Rhein Chemical compound C1=CC=C2C(=O)C3=CC(C(=O)O)=CC(O)=C3C(=O)C2=C1O FCDLCPWAQCPTKC-UHFFFAOYSA-N 0.000 description 2
- IRZTUXPRIUZXMP-UHFFFAOYSA-N Rubiadin Natural products C1=CC=C2C(=O)C3=C(O)C(C)=C(O)C=C3C(=O)C2=C1 IRZTUXPRIUZXMP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- BSKQISPKMLYNTK-UHFFFAOYSA-N Soranjidiol Natural products OC1=CC=C2C(=O)C3=C(O)C(C)=CC=C3C(=O)C2=C1 BSKQISPKMLYNTK-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- LSXDSQPJNKGFHK-UHFFFAOYSA-N Valsarin-II Natural products ClC1=C(O)C(O)=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O LSXDSQPJNKGFHK-UHFFFAOYSA-N 0.000 description 2
- OVQCZXSFJXZFJF-UHFFFAOYSA-N Ventimalin Natural products OC1=CC=C2C(=O)C3=C(O)C(C)=C(O)C(O)=C3C(=O)C2=C1O OVQCZXSFJXZFJF-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- WNHUAWNEKMITEW-UHFFFAOYSA-N anthrapurpurin Chemical compound C1=C(O)C(O)=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1 WNHUAWNEKMITEW-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- FYUWIEKAVLOHSE-UHFFFAOYSA-N ethenyl acetate;1-ethenylpyrrolidin-2-one Chemical compound CC(=O)OC=C.C=CN1CCCC1=O FYUWIEKAVLOHSE-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- QWPVOAUJFKGLQA-UHFFFAOYSA-N flavopurpurin Chemical compound OC1=CC=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1O QWPVOAUJFKGLQA-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 230000037308 hair color Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- KQPYUDDGWXQXHS-UHFFFAOYSA-N juglone Chemical compound O=C1C=CC(=O)C2=C1C=CC=C2O KQPYUDDGWXQXHS-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000978 natural dye Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- VBHKTXLEJZIDJF-UHFFFAOYSA-N quinalizarin Chemical compound C1=CC(O)=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1O VBHKTXLEJZIDJF-UHFFFAOYSA-N 0.000 description 2
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- LLDSAQJCCUZHBA-UHFFFAOYSA-N 1,2,4,5,8-pentahydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(O)C(O)=CC(O)=C2C(=O)C2=C1C(O)=CC=C2O LLDSAQJCCUZHBA-UHFFFAOYSA-N 0.000 description 1
- FYCULWXHKZLBEW-UHFFFAOYSA-N 1,2,4-trihydroxy-3-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C([N+]([O-])=O)C(O)=C2O FYCULWXHKZLBEW-UHFFFAOYSA-N 0.000 description 1
- CKDYLXCYEQVJHE-UHFFFAOYSA-N 1,2,6-trihydroxy-3-nitroanthracene-9,10-dione Chemical compound OC1=C([N+]([O-])=O)C=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1O CKDYLXCYEQVJHE-UHFFFAOYSA-N 0.000 description 1
- KPQISZIQPSSIKA-UHFFFAOYSA-N 1,2-dihydroxy-4-nitroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC([N+]([O-])=O)=C3C(=O)C2=C1 KPQISZIQPSSIKA-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- CYOVSDGNAYBVSH-UHFFFAOYSA-N 1,3,4,5,6,8-hexahydroxy-2-nitroanthracene-9,10-dione Chemical compound [O-][N+](=O)C1=C(O)C(O)=C2C(=O)C3=C(O)C(O)=CC(O)=C3C(=O)C2=C1O CYOVSDGNAYBVSH-UHFFFAOYSA-N 0.000 description 1
- PSJDSNYTNOHIER-UHFFFAOYSA-N 1,3,4,5,7,8-hexahydroxy-9,10-dioxo-9,10-dihydroanthracene-2,6-disulfonic acid Chemical compound O=C1C2=C(O)C(O)=C(S(O)(=O)=O)C(O)=C2C(=O)C2=C1C(O)=C(S(O)(=O)=O)C(O)=C2O PSJDSNYTNOHIER-UHFFFAOYSA-N 0.000 description 1
- WZDHOIZUFUBGHK-UHFFFAOYSA-N 1,3,4,5-tetrahydroxy-2-methoxy-7-methylanthracene-9,10-dione Chemical compound C1=C(C)C=C2C(=O)C3=C(O)C(OC)=C(O)C(O)=C3C(=O)C2=C1O WZDHOIZUFUBGHK-UHFFFAOYSA-N 0.000 description 1
- DURBTILWOVXSNP-UHFFFAOYSA-N 1,3,4-trihydroxy-9,10-dioxoanthracene-2-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(S(O)(=O)=O)C(O)=C2O DURBTILWOVXSNP-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- JFVWTRQWOCWOCV-UHFFFAOYSA-N 1,4,8-trihydroxy-9,10-dioxoanthracene-2-sulfonic acid Chemical compound O=C1C2=C(O)C=C(S(O)(=O)=O)C(O)=C2C(=O)C2=C1C=CC=C2O JFVWTRQWOCWOCV-UHFFFAOYSA-N 0.000 description 1
- LTQANAVAMUQQEA-UHFFFAOYSA-N 1,4-dihydroxy-9,10-dioxoanthracene-2,6-disulfonic acid Chemical compound O=C1C2=CC=C(S(O)(=O)=O)C=C2C(=O)C2=C1C(O)=C(S(O)(=O)=O)C=C2O LTQANAVAMUQQEA-UHFFFAOYSA-N 0.000 description 1
- CCQSBGJULPBARL-UHFFFAOYSA-N 1,4-dihydroxy-9,10-dioxoanthracene-2-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(S(O)(=O)=O)C=C2O CCQSBGJULPBARL-UHFFFAOYSA-N 0.000 description 1
- REDGYIBZSZFWKD-UHFFFAOYSA-N 1,5,6,8-tetrahydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylic acid Chemical compound O=C1C2=C(O)C(O)=CC(O)=C2C(=O)C2=C1C=C(C)C(C(O)=O)=C2O REDGYIBZSZFWKD-UHFFFAOYSA-N 0.000 description 1
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical class CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- WVCHIGAIXREVNS-UHFFFAOYSA-N 2-hydroxy-1,4-naphthoquinone Chemical compound C1=CC=C2C(O)=CC(=O)C(=O)C2=C1 WVCHIGAIXREVNS-UHFFFAOYSA-N 0.000 description 1
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 1
- NASXPZHADPLNHL-UHFFFAOYSA-N 3,4,6-trihydroxy-9,10-dioxoanthracene-2-sulfonic acid Chemical compound OS(=O)(=O)C1=C(O)C(O)=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1 NASXPZHADPLNHL-UHFFFAOYSA-N 0.000 description 1
- XKRKYYHYRGYBJI-UHFFFAOYSA-N 3,4,7-trihydroxy-9,10-dioxoanthracene-2-sulfonic acid Chemical compound OC1=C(S(O)(=O)=O)C=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1O XKRKYYHYRGYBJI-UHFFFAOYSA-N 0.000 description 1
- WBPOKJCOXREDEP-UHFFFAOYSA-N 3,4-dihydroxy-9,10-dioxoanthracene-2-sulfonic acid;hydrate Chemical compound O.O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(O)C(S(O)(=O)=O)=C2 WBPOKJCOXREDEP-UHFFFAOYSA-N 0.000 description 1
- IQXUIDYRTHQTET-UHFFFAOYSA-N 4-amino-3-nitrophenol Chemical compound NC1=CC=C(O)C=C1[N+]([O-])=O IQXUIDYRTHQTET-UHFFFAOYSA-N 0.000 description 1
- NIIGPWKCRVMZCE-UHFFFAOYSA-N 5,6,8-trihydroxy-9,10-dioxoanthracene-1-carboxylic acid Chemical compound O=C1C2=C(O)C(O)=CC(O)=C2C(=O)C2=C1C=CC=C2C(=O)O NIIGPWKCRVMZCE-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000157282 Aesculus Species 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Chemical class 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- BWVZPSTWZJLIIF-UHFFFAOYSA-N Clavorubin Natural products Cc1cc2C(=O)c3c(O)cc(O)c(O)c3C(=O)c2c(O)c1C(=O)O BWVZPSTWZJLIIF-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 241001528248 Frangula Species 0.000 description 1
- 229920000084 Gum arabic Chemical class 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Chemical class 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Chemical class 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- 229930182559 Natural dye Natural products 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000000205 acacia gum Chemical class 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000002535 acidifier Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 230000003113 alkalizing effect Effects 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- MMRNCQMFQXTUGO-UHFFFAOYSA-N anthracene blue SWR Chemical compound OC1=CC(O)=C2C(=O)C3=C(O)C(O)=CC(O)=C3C(=O)C2=C1O MMRNCQMFQXTUGO-UHFFFAOYSA-N 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 1
- VYTBDSUNRJYVHL-UHFFFAOYSA-N beta-Hydrojuglone Natural products O=C1CCC(=O)C2=C1C=CC=C2O VYTBDSUNRJYVHL-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001768 carboxy methyl cellulose Chemical class 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Chemical class 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000001913 cellulose Chemical class 0.000 description 1
- 229920002678 cellulose Chemical class 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- PZLGBVIKYPHZTH-UHFFFAOYSA-N ethene;2-nonylphenol Chemical compound C=C.CCCCCCCCCC1=CC=CC=C1O PZLGBVIKYPHZTH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 235000010181 horse chestnut Nutrition 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- CSFWPUWCSPOLJW-UHFFFAOYSA-N hydroxynaphthoquinone Natural products C1=CC=C2C(=O)C(O)=CC(=O)C2=C1 CSFWPUWCSPOLJW-UHFFFAOYSA-N 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Chemical class 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Chemical class 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical class OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Chemical class 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 150000005181 nitrobenzenes Chemical class 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000005406 washing Methods 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
- A61K8/355—Quinones
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
LU83177A LU83177A1 (fr) | 1981-02-27 | 1981-02-27 | Utilisation d'hydroxyanthraquinones pour la coloration des fibres keratiniques humaines,procede et composition les mettant en oeuvre |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57158717A JPS57158717A (en) | 1982-09-30 |
JPH0372604B2 true JPH0372604B2 (US06811534-20041102-M00003.png) | 1991-11-19 |
Family
ID=19729595
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP57030470A Granted JPS57158717A (en) | 1981-02-27 | 1982-02-26 | Hair dye composition |
Country Status (10)
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5259849A (en) * | 1982-04-29 | 1993-11-09 | L'oreal | Composition based on quinone dyestuffs for use in hair dyeing and process for the preservation of quinone dyestuffs |
LU87113A1 (fr) * | 1988-01-26 | 1989-08-30 | Oreal | Procede de teinture des fibres keratiniques et composition de teinture mettant en oeuvre du 5,6-dihydroxyindole,un colorant quinonique et iodure |
US5112359A (en) * | 1990-06-04 | 1992-05-12 | Clairol, Inc. | Hair colorants |
FR2667788B1 (fr) * | 1990-10-12 | 1994-12-02 | Oreal | Utilisation d'hydroxyalkylamino-9,10-anthraquinones pour la teinture de fibres keratiniques humaines, composition cosmetique les contenant en association avec des colorants azouiques et nitres. |
FR2672211B1 (fr) * | 1991-02-04 | 1993-05-21 | Oreal | Procede de teinture des fibres keratiniques avec un mono- ou dihydroxyindole et un derive carbonyle aromatique non-oxydant et agent de teinture. |
AU676464B2 (en) * | 1991-12-03 | 1997-03-13 | Klein, Margaret L. | Proteolytic mixture containing escharase and method of isolating same |
DE59400008D1 (de) | 1993-06-25 | 1995-09-07 | Goldwell Gmbh | Mittel zum Färben und Blondieren von menschlichen Haaren und Verfahren zu dessen Herstellung. |
FR2724560B1 (fr) | 1994-09-21 | 1996-12-20 | Oreal | Procede de coloration directe des fibres keratiniques a l'aide de colorants directs cationiques et de vapeur d'eau |
GB9524006D0 (en) * | 1995-11-13 | 1996-01-24 | Morton Int Ltd | Process for making aminoanthraquinone blue colourants |
EP0895472B1 (fr) * | 1996-04-25 | 2004-03-10 | L'oreal | Procede de teinture des fibres keratiniques avec des precurseurs de colorants d'oxydation et des colorants directs en poudre |
ES2115572T1 (es) * | 1996-05-09 | 1998-07-01 | Wella Ag | Procedimiento y producto para el teñido del cabello. |
WO1999040894A1 (fr) * | 1998-02-10 | 1999-08-19 | L'oreal | Utilisation d'un colorant direct derive d'alizarine pour la teinture des fibres keratiniques, compositions tinctoriales le contenant et procedes de teinture |
FR2782720B1 (fr) * | 1998-09-01 | 2001-10-12 | Oreal | Utilisation en teinture capillaire de condensats de quinoline-5,8-diones ou de quinoxaline-5,8-diones et de pyrroles, anilines ou indoles substitues |
DE19949034A1 (de) * | 1999-10-12 | 2001-04-19 | Henkel Kgaa | Direktziehende Haarfärbemittel und deren Verwendung |
JP2008013487A (ja) * | 2006-07-06 | 2008-01-24 | Pola Chem Ind Inc | 着色された皮膚外用剤 |
CN102731285B (zh) * | 2012-06-28 | 2014-06-25 | 大连理工大学 | 一类蒽醌类化合物及其应用 |
FR2996123B1 (fr) * | 2012-09-28 | 2016-01-01 | Oreal | Procede de coloration capillaire mettant en oeuvre au moins un derive d'anthr(aquin)one, un sel de manganese ou de zinc, du peroxyde d'hydrogene et du (bi)carbonate |
KR101426510B1 (ko) | 2013-01-10 | 2014-08-13 | 주식회사 엘지생활건강 | 체모 성장 억제용 조성물 및 이를 이용한 체모 성장 억제 방법 |
JP2016528292A (ja) * | 2013-08-23 | 2016-09-15 | ザ プロクター アンド ギャンブル カンパニー | 毛髪染色方法及びそのキット |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4848649A (US06811534-20041102-M00003.png) * | 1971-10-20 | 1973-07-10 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE101486C (US06811534-20041102-M00003.png) * | ||||
DE125579C (US06811534-20041102-M00003.png) * | ||||
DE153129C (US06811534-20041102-M00003.png) * | ||||
CH193244A (de) * | 1936-02-27 | 1937-09-30 | Chem Ind Basel | Verfahren zur Herstellung eines komplex gebundenes Metall enthaltenden Farbstoffes. |
US3041244A (en) * | 1957-09-17 | 1962-06-26 | Jerome A Feit | Quinone hair dye compositions |
NL275142A (US06811534-20041102-M00003.png) * | 1961-02-23 | |||
BE621544A (US06811534-20041102-M00003.png) * | 1961-08-21 | |||
FR1391675A (fr) * | 1963-01-08 | 1965-03-12 | Oreal | Nouvelles solutions pour la teinture des cheveux et nouveaux composés pouvant êtreutilisés dans ces solutions |
FR1422016A (fr) * | 1962-10-29 | 1965-12-24 | Oreal | Nouveaux colorants anthraquinoniques et leur application à la teinture des cheveux |
FR1379649A (fr) * | 1963-06-20 | 1964-11-27 | Oreal | Nouveaux colorants anthraquinoniques et leur utilisation pour la teinture des cheveux |
FR1401163A (fr) * | 1963-04-02 | 1965-06-04 | Oreal | Nouveaux colorants dérivés de la 2-aminoanthraquinone et leur application à la teinture des cheveux |
GB1050863A (US06811534-20041102-M00003.png) * | 1964-02-05 | |||
LU54036A1 (US06811534-20041102-M00003.png) * | 1967-07-05 | 1969-03-24 | ||
LU61652A1 (US06811534-20041102-M00003.png) * | 1970-09-07 | 1972-06-27 | ||
FR2421607A1 (fr) * | 1978-04-06 | 1979-11-02 | Oreal | Procede de teinture des fibres keratiniques en deux temps par variation de ph |
FR2472934A1 (fr) * | 1980-01-04 | 1981-07-10 | Oreal | Compositions cosmetiques a base d'une poudre d'origine vegetale |
-
1981
- 1981-02-27 LU LU83177A patent/LU83177A1/fr unknown
-
1982
- 1982-02-26 CH CH1207/82A patent/CH651202A5/fr not_active IP Right Cessation
- 1982-02-26 DE DE3207036A patent/DE3207036C2/de not_active Expired - Lifetime
- 1982-02-26 FR FR8203294A patent/FR2500749A1/fr active Granted
- 1982-02-26 IT IT67224/82A patent/IT1157952B/it active
- 1982-02-26 GB GB8205761A patent/GB2093867B/en not_active Expired
- 1982-02-26 CA CA000397206A patent/CA1180281A/fr not_active Expired
- 1982-02-26 JP JP57030470A patent/JPS57158717A/ja active Granted
- 1982-02-26 BE BE0/207429A patent/BE892301A/fr not_active IP Right Cessation
-
1984
- 1984-07-13 US US06/630,681 patent/US4602913A/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4848649A (US06811534-20041102-M00003.png) * | 1971-10-20 | 1973-07-10 |
Also Published As
Publication number | Publication date |
---|---|
BE892301A (fr) | 1982-08-26 |
GB2093867B (en) | 1984-05-31 |
GB2093867A (en) | 1982-09-08 |
FR2500749A1 (fr) | 1982-09-03 |
FR2500749B1 (US06811534-20041102-M00003.png) | 1984-12-21 |
JPS57158717A (en) | 1982-09-30 |
DE3207036C2 (de) | 1996-02-15 |
CA1180281A (fr) | 1985-01-02 |
CH651202A5 (fr) | 1985-09-13 |
US4602913A (en) | 1986-07-29 |
IT8267224A0 (it) | 1982-02-26 |
DE3207036A1 (de) | 1982-09-16 |
LU83177A1 (fr) | 1982-09-10 |
IT1157952B (it) | 1987-02-18 |
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