CA1180281A - Utilisation d'hydroxyanthraquinones pour la coloration des fibres keratiniques humaines, procede et composition les mettant en oeuvre - Google Patents
Utilisation d'hydroxyanthraquinones pour la coloration des fibres keratiniques humaines, procede et composition les mettant en oeuvreInfo
- Publication number
- CA1180281A CA1180281A CA000397206A CA397206A CA1180281A CA 1180281 A CA1180281 A CA 1180281A CA 000397206 A CA000397206 A CA 000397206A CA 397206 A CA397206 A CA 397206A CA 1180281 A CA1180281 A CA 1180281A
- Authority
- CA
- Canada
- Prior art keywords
- fact
- composition according
- denote
- composition
- trihydroxyanthraquinone
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 91
- 239000000835 fiber Substances 0.000 title claims abstract description 6
- 150000004338 hydroxy anthraquinones Chemical class 0.000 title claims description 15
- 238000000034 method Methods 0.000 title claims description 14
- 238000004043 dyeing Methods 0.000 title claims description 10
- 239000000975 dye Substances 0.000 claims abstract description 43
- BTLXPCBPYBNQNR-UHFFFAOYSA-N 1-hydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2O BTLXPCBPYBNQNR-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 10
- 125000001424 substituent group Chemical group 0.000 claims abstract description 7
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 6
- 102000011782 Keratins Human genes 0.000 claims abstract description 5
- 108010076876 Keratins Proteins 0.000 claims abstract description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910006069 SO3H Inorganic materials 0.000 claims abstract description 3
- 125000002252 acyl group Chemical group 0.000 claims abstract description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000000843 powder Substances 0.000 claims description 11
- 239000006071 cream Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 8
- -1 nonionic Chemical group 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- QWPVOAUJFKGLQA-UHFFFAOYSA-N flavopurpurin Chemical compound OC1=CC=C2C(=O)C3=CC(O)=CC=C3C(=O)C2=C1O QWPVOAUJFKGLQA-UHFFFAOYSA-N 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 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 claims description 5
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- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 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 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 235000013312 flour Nutrition 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims 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 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- 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 claims description 3
- 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 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 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 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000000499 gel Substances 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 3
- 239000000419 plant extract Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- NEVTZWLESVDYDA-UHFFFAOYSA-N 1,2,4,5,7,8-hexahydroxyanthracene-9,10-dione Chemical compound C1=C(O)C(O)=C2C(=O)C3=C(O)C(O)=CC(O)=C3C(=O)C2=C1O NEVTZWLESVDYDA-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
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- 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 claims description 2
- 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 claims description 2
- 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 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
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- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 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
- WPWWKBNOXTZDQJ-UHFFFAOYSA-N xanthopurpurin Chemical compound C1=CC=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 WPWWKBNOXTZDQJ-UHFFFAOYSA-N 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- STROKFBTTJPGBP-UHFFFAOYSA-N 1,2,3,4-tetrahydroxyanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=C(O)C(O)=C3C(=O)C2=C1 STROKFBTTJPGBP-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
- 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
- PZHIWRCQKBBTOW-UHFFFAOYSA-N 1-ethoxybutane Chemical compound CCCCOCC PZHIWRCQKBBTOW-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
- BLKPFVWYBFDTPX-UHFFFAOYSA-N 2-(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)acetaldehyde Chemical compound C1C2C(C)(C)C1CC=C2CC=O BLKPFVWYBFDTPX-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class 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
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 235000014036 Castanea Nutrition 0.000 description 1
- 241001070941 Castanea Species 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 235000005220 Eucalyptus resinifera Nutrition 0.000 description 1
- 244000239669 Eucalyptus resinifera Species 0.000 description 1
- 241000948950 Fallax Species 0.000 description 1
- 229920000084 Gum arabic Chemical class 0.000 description 1
- MUQNGPZZQDCDFT-JNQJZLCISA-N Halcinonide Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CCl)[C@@]1(C)C[C@@H]2O MUQNGPZZQDCDFT-JNQJZLCISA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 229930182559 Natural dye Natural products 0.000 description 1
- KUGRPPRAQNPSQD-UHFFFAOYSA-N OOOOO Chemical compound OOOOO KUGRPPRAQNPSQD-UHFFFAOYSA-N 0.000 description 1
- 240000008607 Opuntia megacantha Species 0.000 description 1
- 235000002840 Opuntia megacantha Nutrition 0.000 description 1
- 235000006538 Opuntia tuna Nutrition 0.000 description 1
- 241000219100 Rhamnaceae Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 241000218220 Ulmaceae Species 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
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001408 amides Chemical class 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
- 125000004429 atom Chemical group 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000002610 basifying agent 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
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose 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
- DVBJBNKEBPCGSY-UHFFFAOYSA-M cetylpyridinium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 DVBJBNKEBPCGSY-UHFFFAOYSA-M 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- 229940028332 halog Drugs 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 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 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
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000463 material Substances 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
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 239000006083 mineral thickener Substances 0.000 description 1
- 229960001156 mitoxantrone Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical class NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- XMVJITFPVVRMHC-UHFFFAOYSA-N roxarsone Chemical group OC1=CC=C([As](O)(O)=O)C=C1[N+]([O-])=O XMVJITFPVVRMHC-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- RXCPGWSCILFWCH-UHFFFAOYSA-M sodium 3,4-dihydroxy-9,10-dioxoanthracene-2-sulfonate hydrate Chemical compound O.[Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C(O)C(S([O-])(=O)=O)=C2 RXCPGWSCILFWCH-UHFFFAOYSA-M 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
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 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
- 230000007704 transition Effects 0.000 description 1
- 238000011282 treatment 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU83.177 | 1981-02-27 | ||
| 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 (1)
| Publication Number | Publication Date |
|---|---|
| CA1180281A true CA1180281A (fr) | 1985-01-02 |
Family
ID=19729595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000397206A Expired CA1180281A (fr) | 1981-02-27 | 1982-02-26 | Utilisation d'hydroxyanthraquinones pour la coloration des fibres keratiniques humaines, procede et composition les mettant en oeuvre |
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 |
| DK0630643T3 (da) | 1993-06-25 | 1995-12-04 | Goldwell Gmbh | Middel til farvning og affarvning af menneskehår og fremgangsmåde til dets fremstilling |
| 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 |
| WO1997039727A1 (fr) | 1996-04-25 | 1997-10-30 | L'oreal | Procede de teinture des fibres keratiniques avec des precurseurs de colorants d'oxydation et des colorants directs en poudre |
| EP0806199A3 (de) * | 1996-05-09 | 2000-08-16 | Wella Aktiengesellschaft | Mittel und Verfahren zum Färben von Keratinfasern |
| 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 |
| WO2015026994A1 (en) * | 2013-08-23 | 2015-02-26 | The Procter & Gamble Company | Hair colouring methods and kits thereof |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE125579C (US06312121-20011106-C00033.png) * | ||||
| DE101486C (US06312121-20011106-C00033.png) * | ||||
| DE153129C (US06312121-20011106-C00033.png) * | ||||
| CH193238A (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 (US06312121-20011106-C00033.png) * | 1961-02-23 | |||
| BE621544A (US06312121-20011106-C00033.png) * | 1961-08-21 | |||
| FR1401163A (fr) * | 1963-04-02 | 1965-06-04 | Oreal | Nouveaux colorants dérivés de la 2-aminoanthraquinone et leur application à la teinture des cheveux |
| 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 |
| NL125671C (US06312121-20011106-C00033.png) * | 1964-02-05 | |||
| LU54036A1 (US06312121-20011106-C00033.png) * | 1967-07-05 | 1969-03-24 | ||
| LU61652A1 (US06312121-20011106-C00033.png) * | 1970-09-07 | 1972-06-27 | ||
| JPS4848649A (US06312121-20011106-C00033.png) * | 1971-10-20 | 1973-07-10 | ||
| 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 IT IT67224/82A patent/IT1157952B/it active
- 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 JP JP57030470A patent/JPS57158717A/ja active Granted
- 1982-02-26 BE BE0/207429A patent/BE892301A/fr not_active IP Right Cessation
- 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 CH CH1207/82A patent/CH651202A5/fr not_active IP Right Cessation
-
1984
- 1984-07-13 US US06/630,681 patent/US4602913A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE3207036C2 (de) | 1996-02-15 |
| IT8267224A0 (it) | 1982-02-26 |
| JPH0372604B2 (US06312121-20011106-C00033.png) | 1991-11-19 |
| FR2500749A1 (fr) | 1982-09-03 |
| FR2500749B1 (US06312121-20011106-C00033.png) | 1984-12-21 |
| DE3207036A1 (de) | 1982-09-16 |
| GB2093867B (en) | 1984-05-31 |
| LU83177A1 (fr) | 1982-09-10 |
| BE892301A (fr) | 1982-08-26 |
| IT1157952B (it) | 1987-02-18 |
| JPS57158717A (en) | 1982-09-30 |
| GB2093867A (en) | 1982-09-08 |
| US4602913A (en) | 1986-07-29 |
| CH651202A5 (fr) | 1985-09-13 |
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