EP1377261A1 - Ein kationischer azofarbstoff enthaltende farbstoffzusammensetzung zum färben von keratinischen fasern - Google Patents
Ein kationischer azofarbstoff enthaltende farbstoffzusammensetzung zum färben von keratinischen fasernInfo
- Publication number
- EP1377261A1 EP1377261A1 EP02724397A EP02724397A EP1377261A1 EP 1377261 A1 EP1377261 A1 EP 1377261A1 EP 02724397 A EP02724397 A EP 02724397A EP 02724397 A EP02724397 A EP 02724397A EP 1377261 A1 EP1377261 A1 EP 1377261A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radical
- amino
- composition according
- composition
- hydroxy
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 93
- 238000004043 dyeing Methods 0.000 title claims abstract description 27
- 125000002091 cationic group Chemical group 0.000 title claims abstract description 12
- 239000000987 azo dye Substances 0.000 title claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 15
- -1 alkyl radical Chemical class 0.000 claims description 99
- 239000000975 dye Substances 0.000 claims description 57
- 239000000835 fiber Substances 0.000 claims description 51
- 102000011782 Keratins Human genes 0.000 claims description 32
- 108010076876 Keratins Proteins 0.000 claims description 32
- 239000007800 oxidant agent Substances 0.000 claims description 25
- 230000003647 oxidation Effects 0.000 claims description 21
- 238000007254 oxidation reaction Methods 0.000 claims description 21
- 150000003254 radicals Chemical class 0.000 claims description 17
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 claims description 13
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 230000001590 oxidative effect Effects 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000003282 alkyl amino group Chemical group 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 125000002883 imidazolyl group Chemical group 0.000 claims description 7
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 6
- 150000002430 hydrocarbons Chemical group 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 150000003568 thioethers Chemical class 0.000 claims description 4
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000004306 triazinyl group Chemical group 0.000 claims description 3
- 125000001425 triazolyl group Chemical group 0.000 claims description 3
- LLAPDLPYIYKTGQ-UHFFFAOYSA-N 1-aminoethyl Chemical group C[CH]N LLAPDLPYIYKTGQ-UHFFFAOYSA-N 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000001072 heteroaryl group Chemical group 0.000 claims description 2
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical compound O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
- ORTFAQDWJHRMNX-UHFFFAOYSA-M oxidooxomethyl Chemical compound [O-][C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-M 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 1
- 125000001786 isothiazolyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 11
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 15
- 239000000982 direct dye Substances 0.000 description 14
- 238000004040 coloring Methods 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 239000002535 acidifier Substances 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 239000002610 basifying agent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000009967 direct dyeing Methods 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- SWXQKHHHCFXQJF-UHFFFAOYSA-N azane;hydrogen peroxide Chemical compound [NH4+].[O-]O SWXQKHHHCFXQJF-UHFFFAOYSA-N 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000001005 nitro dye Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003217 pyrazoles Chemical class 0.000 description 2
- 150000003222 pyridines Chemical class 0.000 description 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
- 150000003230 pyrimidines Chemical class 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- GHGPIPTUDQZJJS-UHFFFAOYSA-N (2-chlorophenyl)hydrazine Chemical compound NNC1=CC=CC=C1Cl GHGPIPTUDQZJJS-UHFFFAOYSA-N 0.000 description 1
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- ZNXSFVXZQBETRJ-UHFFFAOYSA-N (3-aminophenyl)urea Chemical compound NC(=O)NC1=CC=CC(N)=C1 ZNXSFVXZQBETRJ-UHFFFAOYSA-N 0.000 description 1
- RQKQKYICHBSFNX-UHFFFAOYSA-N (4,5-diamino-1-ethylpyrazol-3-yl)methanol Chemical compound CCN1N=C(CO)C(N)=C1N RQKQKYICHBSFNX-UHFFFAOYSA-N 0.000 description 1
- LHGUPKWTLOUVPW-UHFFFAOYSA-N (4,5-diamino-1-methylpyrazol-3-yl)methanol Chemical compound CN1N=C(CO)C(N)=C1N LHGUPKWTLOUVPW-UHFFFAOYSA-N 0.000 description 1
- DPTWQNJCRFZYPL-UHFFFAOYSA-N (4,5-diamino-1-propan-2-ylpyrazol-3-yl)methanol Chemical compound CC(C)N1N=C(CO)C(N)=C1N DPTWQNJCRFZYPL-UHFFFAOYSA-N 0.000 description 1
- CBWPAXKVACVBLU-UHFFFAOYSA-N 1,3-bis[4-amino-n-(2-hydroxyethyl)anilino]propan-1-ol Chemical compound C1=CC(N)=CC=C1N(CCO)CCC(O)N(CCO)C1=CC=C(N)C=C1 CBWPAXKVACVBLU-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
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- YMRBWWVXSSYSGH-UHFFFAOYSA-N 1-methylpyrazole-3,4,5-triamine Chemical compound CN1N=C(N)C(N)=C1N YMRBWWVXSSYSGH-UHFFFAOYSA-N 0.000 description 1
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
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- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 description 1
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 description 1
- CSNFMBGHUOSBFU-UHFFFAOYSA-N pyrimidine-2,4,5-triamine Chemical compound NC1=NC=C(N)C(N)=N1 CSNFMBGHUOSBFU-UHFFFAOYSA-N 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 239000001003 triarylmethane dye Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- 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
-
- 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
-
- 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
- C09B44/16—1,3-Diazoles or hydrogenated 1,3-diazoles ; (Benz)imidazolium
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/20—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a pyrimidine ring
- C09B62/24—Azo dyes
- C09B62/245—Monoazo dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
- A61K2800/4322—Direct dyes in preparations for temporarily coloring the hair further containing an oxidizing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0104468 | 2001-04-02 | ||
| FR0104468A FR2822695B1 (fr) | 2001-04-02 | 2001-04-02 | Nouvelle composition tinctiriale pour la teinture des fibres keratiniques comprenant un colorant azoique cationique particilier |
| PCT/FR2002/001135 WO2002078657A1 (fr) | 2001-04-02 | 2002-04-02 | Composition tinctoriale pour la teinture des fibres keratiniques comprenant un colorant azoïque cationique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1377261A1 true EP1377261A1 (de) | 2004-01-07 |
Family
ID=8861849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP02724397A Withdrawn EP1377261A1 (de) | 2001-04-02 | 2002-04-02 | Ein kationischer azofarbstoff enthaltende farbstoffzusammensetzung zum färben von keratinischen fasern |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6884266B2 (de) |
| EP (1) | EP1377261A1 (de) |
| JP (1) | JP3748854B2 (de) |
| FR (1) | FR2822695B1 (de) |
| WO (1) | WO2002078657A1 (de) |
Cited By (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2072036A1 (de) | 2007-12-21 | 2009-06-24 | L'Oréal | Verfahren zum Färben in Gegenwart eines Oxidationsmittels und eines speziellen organischen Amins, Vorrichtung und gebrauchsfertige Zusammensetzung |
| EP2072034A1 (de) | 2007-12-21 | 2009-06-24 | L'Oréal | Verfahren zum direkten aufhellenden oder oxidierenden Färben in Gegenwart eines organischen Amins und Vorrichtung hierfür |
| EP2198838A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren und Kit zum Aufhellen oder direkten oder oxidativen Färben keratinischer Fasern mit einer wässrigen Zusammensetzung reich an Fettkörpern |
| EP2198924A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Färbung von Keratinmaterialien bei vorhandensein einer farbstoff und alkaliwirkstoffenthaldenden Emulsion und einer Oxidationszusammensetzung |
| EP2198843A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Aufhellung der menschlichen keratinischen Fasern mit einer wasserfreien Zubereitung enthaltend die Kombination aus Monoethanolamine und alkalischen Aminosäure und Kit. |
| EP2198831A1 (de) | 2008-12-19 | 2010-06-23 | L'Oreal | Verfahren zur Aufhellung, aufhellenden Direktfärbung oder Oxidationsfärbung in Gegenwart von organischen Aminen und Mineralbasen, sowie Kit |
| EP2198833A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Färbung oder Aufhellung der menschlichen keratinischen Haare mit einer wasserfreien Zubereitung und einer anorganischen Base und Kit |
| EP2198834A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Aufhellungsverfahren für menschliche Keratinfasern durch Einsatz einer wasserfreien Zusammensetzung und einer basischen Mischung aus Monoethanolamin und Aminsäure, sowie geeignete Vorrichtung |
| EP2198832A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Aufhellung der menschlichen keratinischen Fasern mit einer wasserfreien Zubereitung und kit |
| EP2198842A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zum aufhellenden Färben keratinischer Fasern mit einer wasserfreien Färbezusammensetzung enthaltend ein basisches Mittel und mit einem Oxidationsmittel |
| WO2010070243A1 (fr) | 2008-12-19 | 2010-06-24 | L'oreal | Procédé d ' éclaircissement des cheveux mettant en oeuvre une émulsion directe comprenant un agent oxydant et une composition contenant un agent alcalin |
| WO2010100231A1 (en) | 2009-03-04 | 2010-09-10 | L'oreal | Device for dispensing a colouring composition for keratin fibres and associated process |
| WO2011033236A2 (fr) | 2009-09-17 | 2011-03-24 | L'oreal | Procede d'eclaircissement ou de coloration en presence d'une composition anhydre particuliere et dispositif |
| WO2011045526A2 (fr) | 2009-10-13 | 2011-04-21 | L'oreal | Composition comprenant un corps gras et un acide organophosphonique ou l'un de ses sels, procede de coloration ou d'eclaircissementla mettant en oeuvre et dispositifs |
| EP2338463A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Färbe- oder Aufhellungszusammensetzung, die einen Fettkörper und ein amphoteres Polymer enthält |
| EP2338571A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Substanz zum Färben und/oder Entfärben von Keratinfasern bestehend aus zwei Komponenten, die einen speziellen Fettkörper und eine Redukton enthält |
| EP2338572A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Substanz zum Färben und/oder Entfärben von Keratinfasern bestehend aus zwei Komponenten, die einen Fettkörper und ein Sequestriermittel enthält |
| WO2011076665A1 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent in two or more parts, in emulsion form, for dyeing and/or bleaching keratin fibres |
| WO2011076646A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratin fibres, comprising an inverse emulsion comprising an oxidizing agent |
| WO2011076792A1 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratinous fibres in two or more parts in the form of an emulsion and of a dispersion |
| WO2011076647A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Inverse emulsion for treating the hair comprising a particular fatty substance and an alkaline agent |
| WO2011076672A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratinous fibres in two or more parts, comprising an alkaline composition in an inverse emulsion |
| WO2011076790A2 (en) | 2009-12-23 | 2011-06-30 | L'oreal | Method for dyeing or lightening keratinous fibres in the presence of volatile linear alkane(s) and device. |
| WO2011121008A1 (en) | 2010-04-02 | 2011-10-06 | L'oreal | Hair treatment process using a direct emulsion comprising an oxidizing agent and a direct emulsion containing an alkaline agent |
| WO2011131676A2 (en) | 2010-04-22 | 2011-10-27 | L'oreal | Dyeing or lightening process and inverse emulsion for treating the hair comprising a particular solvent |
| WO2011151203A2 (en) | 2010-06-03 | 2011-12-08 | L'oreal | Cosmetic treatment process using a coating based on a copolymer containing polyamide blocks and polyether blocks |
| WO2015063122A1 (en) | 2013-10-30 | 2015-05-07 | L'oreal | Expanded dyeing composition comprising an inert gas, an oxidation dye and an oxyalkylenated nonionic surfactant |
| WO2016207347A1 (en) | 2015-06-25 | 2016-12-29 | L'oreal | Packaging article comprising an envelope and an anhydrous dyeing, bleaching or oxidizing composition comprising a fibrous clay, and a compound chosen from a colouring agent and/or an oxidizing agent; use and process for dyeing and/or bleaching keratin fibres |
| WO2018096132A1 (en) | 2016-11-28 | 2018-05-31 | L'oreal | Dye composition comprising 12-hydroxystearic acid, an organic amine and a dye |
| WO2020260629A1 (en) | 2019-06-27 | 2020-12-30 | L'oreal | Composition comprising 12-hydroxystearic acid, an organic amine and a liquid fatty substance |
| WO2021130088A1 (en) | 2019-12-24 | 2021-07-01 | L'oreal | Cosmetic composition comprising a polymer comprising at least one cationic (meth)acrylamide unit, a particular silicone and at least one surfactant |
| FR3113240A1 (fr) | 2020-08-10 | 2022-02-11 | L'oreal | Composition comprenant au moins un silicone particulier, au moins un alcane et au moins une teinte directe et/ou au moins un pigment |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2841901B1 (fr) * | 2002-07-05 | 2006-02-03 | Oreal | Utilisation d'un compose tetraazapentamethinique en tant que colorant direct et nouveaux composes tetraazapentamethiniques |
| FR2848439A1 (fr) * | 2002-12-13 | 2004-06-18 | Oreal | Composition tinctoriale comprenant une paraphenylenediamine tertiaire cationique et un colorant direct cationique heterocyclique, procedes et utilisations |
| US7101406B2 (en) * | 2002-12-13 | 2006-09-05 | L'oreal | Dyeing composition comprising a cationic tertiary para-phenylenediamine and a heterocyclic cationic direct dye, methods and uses |
| EP1778644A2 (de) * | 2003-12-19 | 2007-05-02 | Ciba SC Holding AG | Verfahren zum färben mit einer gekappten diazotierten verbindung und einer kupplungskomponente |
| US20050235432A1 (en) * | 2004-01-28 | 2005-10-27 | Gregory Plos | Composition for dyeing keratin fibers, comprising at least one alcohol oxidase, at least one oxidation dye precursor, and at least one azo, methine or azomethine cationic direct dye, and process using this composition |
| JP4723874B2 (ja) * | 2005-02-18 | 2011-07-13 | 花王株式会社 | 染毛剤組成物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2702627A1 (de) * | 1977-01-22 | 1978-07-27 | Bayer Ag | Monoazofarbstoffe |
| FR2757387B1 (fr) * | 1996-12-23 | 1999-01-29 | Oreal | Composition de teinture d'oxydation des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
| FR2757385B1 (fr) * | 1996-12-23 | 1999-01-29 | Oreal | Composition de teinture d'oxydation des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
-
2001
- 2001-04-02 FR FR0104468A patent/FR2822695B1/fr not_active Expired - Fee Related
-
2002
- 2002-04-02 WO PCT/FR2002/001135 patent/WO2002078657A1/fr active Application Filing
- 2002-04-02 JP JP2002576924A patent/JP3748854B2/ja not_active Expired - Fee Related
- 2002-04-02 EP EP02724397A patent/EP1377261A1/de not_active Withdrawn
- 2002-04-02 US US10/473,628 patent/US6884266B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| See references of WO02078657A1 * |
Cited By (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2072036A1 (de) | 2007-12-21 | 2009-06-24 | L'Oréal | Verfahren zum Färben in Gegenwart eines Oxidationsmittels und eines speziellen organischen Amins, Vorrichtung und gebrauchsfertige Zusammensetzung |
| EP2072034A1 (de) | 2007-12-21 | 2009-06-24 | L'Oréal | Verfahren zum direkten aufhellenden oder oxidierenden Färben in Gegenwart eines organischen Amins und Vorrichtung hierfür |
| EP2198838A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren und Kit zum Aufhellen oder direkten oder oxidativen Färben keratinischer Fasern mit einer wässrigen Zusammensetzung reich an Fettkörpern |
| EP2198924A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Färbung von Keratinmaterialien bei vorhandensein einer farbstoff und alkaliwirkstoffenthaldenden Emulsion und einer Oxidationszusammensetzung |
| EP2198843A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Aufhellung der menschlichen keratinischen Fasern mit einer wasserfreien Zubereitung enthaltend die Kombination aus Monoethanolamine und alkalischen Aminosäure und Kit. |
| EP2198831A1 (de) | 2008-12-19 | 2010-06-23 | L'Oreal | Verfahren zur Aufhellung, aufhellenden Direktfärbung oder Oxidationsfärbung in Gegenwart von organischen Aminen und Mineralbasen, sowie Kit |
| EP2198833A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Färbung oder Aufhellung der menschlichen keratinischen Haare mit einer wasserfreien Zubereitung und einer anorganischen Base und Kit |
| EP2198834A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Aufhellungsverfahren für menschliche Keratinfasern durch Einsatz einer wasserfreien Zusammensetzung und einer basischen Mischung aus Monoethanolamin und Aminsäure, sowie geeignete Vorrichtung |
| EP2198832A1 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zur Aufhellung der menschlichen keratinischen Fasern mit einer wasserfreien Zubereitung und kit |
| EP2198842A2 (de) | 2008-12-19 | 2010-06-23 | L'oreal | Verfahren zum aufhellenden Färben keratinischer Fasern mit einer wasserfreien Färbezusammensetzung enthaltend ein basisches Mittel und mit einem Oxidationsmittel |
| WO2010070243A1 (fr) | 2008-12-19 | 2010-06-24 | L'oreal | Procédé d ' éclaircissement des cheveux mettant en oeuvre une émulsion directe comprenant un agent oxydant et une composition contenant un agent alcalin |
| WO2010100231A1 (en) | 2009-03-04 | 2010-09-10 | L'oreal | Device for dispensing a colouring composition for keratin fibres and associated process |
| WO2011033236A2 (fr) | 2009-09-17 | 2011-03-24 | L'oreal | Procede d'eclaircissement ou de coloration en presence d'une composition anhydre particuliere et dispositif |
| WO2011045526A2 (fr) | 2009-10-13 | 2011-04-21 | L'oreal | Composition comprenant un corps gras et un acide organophosphonique ou l'un de ses sels, procede de coloration ou d'eclaircissementla mettant en oeuvre et dispositifs |
| US8419807B2 (en) | 2009-10-13 | 2013-04-16 | L'oreal | Composition including a glyceride and an organophosphonic acid or one of the salts thereof, dyeing or colour-lightening method implementing same and devices |
| EP2338572A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Substanz zum Färben und/oder Entfärben von Keratinfasern bestehend aus zwei Komponenten, die einen Fettkörper und ein Sequestriermittel enthält |
| EP2338463A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Färbe- oder Aufhellungszusammensetzung, die einen Fettkörper und ein amphoteres Polymer enthält |
| WO2011076665A1 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent in two or more parts, in emulsion form, for dyeing and/or bleaching keratin fibres |
| WO2011076646A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratin fibres, comprising an inverse emulsion comprising an oxidizing agent |
| WO2011076792A1 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratinous fibres in two or more parts in the form of an emulsion and of a dispersion |
| WO2011076647A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Inverse emulsion for treating the hair comprising a particular fatty substance and an alkaline agent |
| WO2011076672A2 (en) | 2009-12-22 | 2011-06-30 | L'oreal | Agent for dyeing and/or bleaching keratinous fibres in two or more parts, comprising an alkaline composition in an inverse emulsion |
| EP2338571A1 (de) | 2009-12-22 | 2011-06-29 | L'Oréal | Substanz zum Färben und/oder Entfärben von Keratinfasern bestehend aus zwei Komponenten, die einen speziellen Fettkörper und eine Redukton enthält |
| WO2011076790A2 (en) | 2009-12-23 | 2011-06-30 | L'oreal | Method for dyeing or lightening keratinous fibres in the presence of volatile linear alkane(s) and device. |
| WO2011121008A1 (en) | 2010-04-02 | 2011-10-06 | L'oreal | Hair treatment process using a direct emulsion comprising an oxidizing agent and a direct emulsion containing an alkaline agent |
| WO2011131676A2 (en) | 2010-04-22 | 2011-10-27 | L'oreal | Dyeing or lightening process and inverse emulsion for treating the hair comprising a particular solvent |
| WO2011151203A2 (en) | 2010-06-03 | 2011-12-08 | L'oreal | Cosmetic treatment process using a coating based on a copolymer containing polyamide blocks and polyether blocks |
| WO2015063122A1 (en) | 2013-10-30 | 2015-05-07 | L'oreal | Expanded dyeing composition comprising an inert gas, an oxidation dye and an oxyalkylenated nonionic surfactant |
| WO2016207347A1 (en) | 2015-06-25 | 2016-12-29 | L'oreal | Packaging article comprising an envelope and an anhydrous dyeing, bleaching or oxidizing composition comprising a fibrous clay, and a compound chosen from a colouring agent and/or an oxidizing agent; use and process for dyeing and/or bleaching keratin fibres |
| WO2018096132A1 (en) | 2016-11-28 | 2018-05-31 | L'oreal | Dye composition comprising 12-hydroxystearic acid, an organic amine and a dye |
| US10765612B2 (en) | 2016-11-28 | 2020-09-08 | L'oreal | Dye composition comprising 12-hydroxystearic acid, an organic amine and a dye |
| WO2020260629A1 (en) | 2019-06-27 | 2020-12-30 | L'oreal | Composition comprising 12-hydroxystearic acid, an organic amine and a liquid fatty substance |
| FR3097761A1 (fr) | 2019-06-27 | 2021-01-01 | L'oreal | Composition comprenant l’acide 12-hydroxystéarique, une amine organique et un corps gras liquide |
| WO2021130088A1 (en) | 2019-12-24 | 2021-07-01 | L'oreal | Cosmetic composition comprising a polymer comprising at least one cationic (meth)acrylamide unit, a particular silicone and at least one surfactant |
| FR3113240A1 (fr) | 2020-08-10 | 2022-02-11 | L'oreal | Composition comprenant au moins un silicone particulier, au moins un alcane et au moins une teinte directe et/ou au moins un pigment |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002078657A1 (fr) | 2002-10-10 |
| JP2004529136A (ja) | 2004-09-24 |
| FR2822695A1 (fr) | 2002-10-04 |
| US6884266B2 (en) | 2005-04-26 |
| US20040123400A1 (en) | 2004-07-01 |
| FR2822695B1 (fr) | 2003-07-25 |
| JP3748854B2 (ja) | 2006-02-22 |
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