CH624008A5 - - Google Patents
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- Publication number
- CH624008A5 CH624008A5 CH902577A CH902577A CH624008A5 CH 624008 A5 CH624008 A5 CH 624008A5 CH 902577 A CH902577 A CH 902577A CH 902577 A CH902577 A CH 902577A CH 624008 A5 CH624008 A5 CH 624008A5
- Authority
- CH
- Switzerland
- Prior art keywords
- imine
- phenyl
- benzoquinone
- amino
- methyl
- Prior art date
Links
- 239000000975 dye Substances 0.000 claims description 76
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 55
- -1 mesylaminoethyl Chemical group 0.000 claims description 46
- 229910052757 nitrogen Inorganic materials 0.000 claims description 46
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 43
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 36
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 30
- WELKBINNNXKQQS-UHFFFAOYSA-N 1,4-benzoquinone imine Chemical compound N=C1C=CC(=O)C=C1 WELKBINNNXKQQS-UHFFFAOYSA-N 0.000 claims description 27
- 235000019441 ethanol Nutrition 0.000 claims description 22
- 239000002904 solvent Substances 0.000 claims description 19
- 239000002537 cosmetic Substances 0.000 claims description 14
- 238000004043 dyeing Methods 0.000 claims description 14
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical class C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 7
- 239000012736 aqueous medium Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000003860 storage Methods 0.000 claims description 7
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 6
- ZSBRKJWYCFWRHM-UHFFFAOYSA-N 4-amino-6-imino-5-methylcyclohex-3-ene-1,2-dione Chemical compound NC=1C(C(C(C(C=1)=O)=O)=N)C ZSBRKJWYCFWRHM-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 6
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 6
- 238000004040 coloring Methods 0.000 claims description 5
- 239000007800 oxidant agent Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- 239000002535 acidifier Substances 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 235000015165 citric acid Nutrition 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 238000004806 packaging method and process Methods 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- CKJHGVXBQJJDTI-UHFFFAOYSA-N N-(5-imino-6-methoxy-3,4-dioxocyclohexen-1-yl)acetamide Chemical compound C(C)(=O)NC=1C(C(C(C(C=1)=O)=O)=N)OC CKJHGVXBQJJDTI-UHFFFAOYSA-N 0.000 claims description 3
- 230000003113 alkalizing effect Effects 0.000 claims description 3
- 125000002091 cationic group Chemical group 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 235000011007 phosphoric acid Nutrition 0.000 claims description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 235000011054 acetic acid Nutrition 0.000 claims description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 2
- 150000004056 anthraquinones Chemical class 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims description 2
- 150000001555 benzenes Chemical class 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 229920006317 cationic polymer Polymers 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000011167 hydrochloric acid Nutrition 0.000 claims description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound 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 claims description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 150000002828 nitro derivatives Chemical class 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 235000002906 tartaric acid Nutrition 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 238000000889 atomisation Methods 0.000 claims 1
- 239000000490 cosmetic additive Substances 0.000 claims 1
- 239000008406 cosmetic ingredient Substances 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 239000012738 dissolution medium Substances 0.000 claims 1
- FYUWIEKAVLOHSE-UHFFFAOYSA-N ethenyl acetate;1-ethenylpyrrolidin-2-one Chemical compound CC(=O)OC=C.C=CN1CCCC1=O FYUWIEKAVLOHSE-UHFFFAOYSA-N 0.000 claims 1
- 150000002191 fatty alcohols Chemical class 0.000 claims 1
- 238000004108 freeze drying Methods 0.000 claims 1
- RSAZYXZUJROYKR-UHFFFAOYSA-N indophenol Chemical compound C1=CC(O)=CC=C1N=C1C=CC(=O)C=C1 RSAZYXZUJROYKR-UHFFFAOYSA-N 0.000 claims 1
- 239000002609 medium Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 230000001131 transforming effect Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 description 48
- 241000158728 Meliaceae Species 0.000 description 11
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 10
- 150000004060 quinone imines Chemical class 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 7
- MXIFFNXTRJQNPO-UHFFFAOYSA-N N-(5-imino-6-methyl-3,4-dioxocyclohexen-1-yl)acetamide Chemical compound C(C)(=O)NC=1C(C(C(C(C=1)=O)=O)=N)C MXIFFNXTRJQNPO-UHFFFAOYSA-N 0.000 description 7
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 229960004418 trolamine Drugs 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 239000000443 aerosol Substances 0.000 description 4
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 4
- 239000003380 propellant Substances 0.000 description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 3
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- UKZVAXSYPOYGIT-UHFFFAOYSA-N 2-iminocyclohex-4-ene-1,3-dione Chemical compound C1(C(C(CC=C1)=O)=N)=O UKZVAXSYPOYGIT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 230000000475 sunscreen effect Effects 0.000 description 2
- 239000000516 sunscreening agent Substances 0.000 description 2
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-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
- VUVVIURXJWHENR-UHFFFAOYSA-N 2,5-diaminocyclohexa-2,5-diene-1,4-dione Chemical class NC1=CC(=O)C(N)=CC1=O VUVVIURXJWHENR-UHFFFAOYSA-N 0.000 description 1
- ZLPPPLMBMPAOGL-UHFFFAOYSA-N 2-imino-4,6-dimethylcyclohex-4-ene-1,3-dione Chemical compound CC1=CC(C(C(C1=O)=N)=O)C ZLPPPLMBMPAOGL-UHFFFAOYSA-N 0.000 description 1
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 1
- VWANSYKIZLUIFU-UHFFFAOYSA-N 4,6-dimethylcyclohex-4-ene-1,3-dione Chemical compound CC1=CC(C(CC1=O)=O)C VWANSYKIZLUIFU-UHFFFAOYSA-N 0.000 description 1
- 241001070941 Castanea Species 0.000 description 1
- 235000014036 Castanea Nutrition 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B53/00—Quinone imides
- C09B53/02—Indamines; Indophenols
-
- 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
- A61K8/41—Amines
- A61K8/413—Indoanilines; Indophenol; Indoamines
-
- 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
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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU75425A LU75425A1 (ja) | 1976-07-21 | 1976-07-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH624008A5 true CH624008A5 (ja) | 1981-07-15 |
Family
ID=19728301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH902577A CH624008A5 (ja) | 1976-07-21 | 1977-07-20 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4184844A (ja) |
| JP (1) | JPS5312431A (ja) |
| AT (1) | AT355221B (ja) |
| AU (1) | AU520306B2 (ja) |
| BE (1) | BE856986A (ja) |
| CA (1) | CA1105386A (ja) |
| CH (1) | CH624008A5 (ja) |
| DE (1) | DE2732812C3 (ja) |
| GB (1) | GB1565105A (ja) |
| IT (1) | IT1083693B (ja) |
| LU (1) | LU75425A1 (ja) |
| NL (1) | NL176789C (ja) |
Families Citing this family (7)
| 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 |
| DE10359557A1 (de) * | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Oxidationsfärbemittel in Tube |
| DE10359538A1 (de) * | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Tönungsmittel in Tuben |
| DE10359539A1 (de) * | 2003-12-17 | 2005-07-14 | Hans Schwarzkopf & Henkel Gmbh & Co. Kg | Pflegendes Oxidationsmittel in Tube |
| FR2983854B1 (fr) * | 2011-12-13 | 2014-01-10 | Oreal | Colorants directs quinoniques particuliers, composition tinctoriale comprenant au moins un tel colorant, procede de mise en oeuvre et utilisation |
| FR3006179B1 (fr) * | 2013-05-29 | 2015-05-15 | Oreal | Colorants directs quinoniques a groupe aniline encombre, composition tinctoriale comprenant au moins un tel colorant, procede de mise en œuvre et utilisation |
| BR112021009636A2 (pt) | 2018-11-21 | 2021-08-10 | Basf Se | composição, uso da composição, e, processos para tingimento e para clareamento de fibras de queratina |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1663202A (en) * | 1926-03-29 | 1928-03-20 | Kritchevsky Wolf | Hair dye |
| GB744438A (en) * | 1953-11-05 | 1956-02-08 | Camden Chemical Company Ltd | Preparation for the treatment of hair |
| GB749045A (en) * | 1954-03-12 | 1956-05-16 | Indola N V | Improvements in and relating to the dyeing of hair |
| CH480838A (de) * | 1964-02-17 | 1969-11-15 | Clairol Inc | Verfahren zum Färben von menschlichem Kopfhaar, sowie Haarfärbemittel |
| DE1617826A1 (de) * | 1966-05-12 | 1972-03-30 | Schwarzkopf Gmbh Hans | Mittel und Verfahren zum Faerben und Blondieren von lebenden Haaren |
| LU58848A1 (ja) | 1969-06-11 | 1971-03-09 | ||
| NL139303C (ja) | 1969-06-25 | |||
| LU65590A1 (ja) * | 1972-06-26 | 1974-01-04 | ||
| US3960476A (en) * | 1970-03-03 | 1976-06-01 | Giuliana Ghilardi | Lyophilized and spray dried dyes |
| LU65589A1 (ja) | 1972-06-26 | 1974-01-04 | ||
| LU61889A1 (ja) * | 1970-10-19 | 1972-06-28 | ||
| NL174562C (nl) | 1970-12-11 | 1984-07-02 | Oreal | Werkwijze voor het bereiden van een p-aminofenylbenzochinonimine, werkwijze voor het bereiden van een verfpreparaat, alsmede werkwijze voor het bereiden van een kleurversteviger voor menselijk haar. |
| IT1027008B (it) | 1970-12-21 | 1978-11-20 | Oreal | Indofenoli di fibrf cheratiniche partico iarmente di capelli umani |
| US3884625A (en) * | 1970-12-21 | 1975-05-20 | Oreal | Indophenols dyes for coloring keratin fibers |
| FR2129079A5 (ja) | 1971-03-15 | 1972-10-27 | Oreal | |
| FR2169445A6 (ja) | 1971-03-15 | 1973-09-07 | Oreal | |
| LU63145A1 (ja) | 1971-05-10 | 1973-01-22 | Oreal | |
| CH560539A5 (ja) * | 1971-06-04 | 1975-04-15 | Oreal | |
| US3950127A (en) * | 1972-12-26 | 1976-04-13 | Clairol Incorporated | Hair dye compositions containing nitrodiphenylamine dyes and method for dyeing hair therewith |
| LU67859A1 (ja) * | 1973-06-22 | 1975-03-27 | ||
| FR2269278A5 (en) | 1973-12-27 | 1975-11-21 | Oreal | Container for separate storage of two media - used for simultaneous delivery with one medium stored in breakable pipe and the other in outer coating |
| LU69459A1 (ja) * | 1974-02-22 | 1975-12-09 | ||
| FR2342914A1 (fr) | 1976-03-02 | 1977-09-30 | Oreal | Dispositif de conditionnement de deux produits isoles l'un de l'autre avant la distribution |
-
1976
- 1976-07-21 LU LU75425A patent/LU75425A1/xx unknown
-
1977
- 1977-07-18 US US05/816,499 patent/US4184844A/en not_active Expired - Lifetime
- 1977-07-20 DE DE2732812A patent/DE2732812C3/de not_active Expired
- 1977-07-20 NL NLAANVRAGE7708063,A patent/NL176789C/xx not_active IP Right Cessation
- 1977-07-20 BE BE179494A patent/BE856986A/xx not_active IP Right Cessation
- 1977-07-20 GB GB30554/77A patent/GB1565105A/en not_active Expired
- 1977-07-20 CH CH902577A patent/CH624008A5/fr not_active IP Right Cessation
- 1977-07-20 AU AU27176/77A patent/AU520306B2/en not_active Expired
- 1977-07-20 IT IT68698/77A patent/IT1083693B/it active
- 1977-07-20 CA CA283,133A patent/CA1105386A/fr not_active Expired
- 1977-07-20 JP JP8722477A patent/JPS5312431A/ja active Granted
- 1977-07-20 AT AT523777A patent/AT355221B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB1565105A (en) | 1980-04-16 |
| ATA523777A (de) | 1979-07-15 |
| LU75425A1 (ja) | 1978-02-08 |
| AT355221B (de) | 1980-02-25 |
| IT1083693B (it) | 1985-05-25 |
| NL176789B (nl) | 1985-01-02 |
| DE2732812B2 (de) | 1981-07-23 |
| JPS5312431A (en) | 1978-02-03 |
| CA1105386A (fr) | 1981-07-21 |
| DE2732812C3 (de) | 1982-05-06 |
| AU2717677A (en) | 1979-01-25 |
| US4184844A (en) | 1980-01-22 |
| BE856986A (fr) | 1978-01-20 |
| NL7708063A (nl) | 1978-01-24 |
| DE2732812A1 (de) | 1978-01-26 |
| JPS627165B2 (ja) | 1987-02-16 |
| NL176789C (nl) | 1985-06-03 |
| AU520306B2 (en) | 1982-01-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |