MXPA97010188A - Composition of dyeing by oxidation of keratinic fibers and dyeing procedure using this composition - Google Patents
Composition of dyeing by oxidation of keratinic fibers and dyeing procedure using this compositionInfo
- Publication number
- MXPA97010188A MXPA97010188A MXPA/A/1997/010188A MX9710188A MXPA97010188A MX PA97010188 A MXPA97010188 A MX PA97010188A MX 9710188 A MX9710188 A MX 9710188A MX PA97010188 A MXPA97010188 A MX PA97010188A
- Authority
- MX
- Mexico
- Prior art keywords
- composition
- chosen
- alkyl radical
- paraphenylenediamine
- hydrogen atom
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 112
- 238000004043 dyeing Methods 0.000 title claims abstract description 35
- 239000000835 fiber Substances 0.000 title claims abstract description 26
- 230000003647 oxidation Effects 0.000 title claims abstract description 22
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 18
- 102000011782 Keratins Human genes 0.000 claims abstract description 22
- 108010076876 Keratins Proteins 0.000 claims abstract description 22
- 125000002091 cationic group Chemical group 0.000 claims abstract description 22
- 239000007800 oxidant agent Substances 0.000 claims abstract description 13
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000982 direct dye Substances 0.000 claims abstract description 11
- -1 alkoxy radical Chemical class 0.000 claims description 61
- 229910052757 nitrogen Inorganic materials 0.000 claims description 47
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000002253 acid Substances 0.000 claims description 30
- 239000000975 dye Substances 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 30
- 238000010186 staining Methods 0.000 claims description 25
- 150000001412 amines Chemical class 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 13
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 12
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 11
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 10
- 229910052794 bromium Inorganic materials 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 229910052731 fluorine Inorganic materials 0.000 claims description 10
- 239000002585 base Substances 0.000 claims description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 8
- 239000011737 fluorine Substances 0.000 claims description 8
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 239000011630 iodine Substances 0.000 claims description 8
- 150000003254 radicals Chemical class 0.000 claims description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 5
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- MRHPRDYMSACWSG-UHFFFAOYSA-N 1,3-diaminopropan-1-ol Chemical compound NCCC(N)O MRHPRDYMSACWSG-UHFFFAOYSA-N 0.000 claims description 2
- KEEQZNSCYCPKOJ-UHFFFAOYSA-N 2,6-diethylbenzene-1,4-diamine Chemical compound CCC1=CC(N)=CC(CC)=C1N KEEQZNSCYCPKOJ-UHFFFAOYSA-N 0.000 claims description 2
- BGRBURMLBAACID-UHFFFAOYSA-N 2-[4-amino-3-chloro-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=C(N(CCO)CCO)C=C1Cl BGRBURMLBAACID-UHFFFAOYSA-N 0.000 claims description 2
- SWZVJOLLQTWFCW-UHFFFAOYSA-N 2-chlorobenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1Cl SWZVJOLLQTWFCW-UHFFFAOYSA-N 0.000 claims description 2
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- 101000693444 Homo sapiens Zinc transporter ZIP2 Proteins 0.000 claims description 2
- 102100025451 Zinc transporter ZIP2 Human genes 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 150000003892 tartrate salts Chemical class 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
- 150000002989 phenols Chemical class 0.000 claims 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims 2
- BWAPJIHJXDYDPW-UHFFFAOYSA-N 2,5-dimethyl-p-phenylenediamine Chemical compound CC1=CC(N)=C(C)C=C1N BWAPJIHJXDYDPW-UHFFFAOYSA-N 0.000 claims 1
- FXFTWEVIIHVHDS-UHFFFAOYSA-N 2-fluorobenzene-1,4-diamine Chemical compound NC1=CC=C(N)C(F)=C1 FXFTWEVIIHVHDS-UHFFFAOYSA-N 0.000 claims 1
- WNYJRJRHKRZXEO-UHFFFAOYSA-N 2-propan-2-ylbenzene-1,4-diamine Chemical compound CC(C)C1=CC(N)=CC=C1N WNYJRJRHKRZXEO-UHFFFAOYSA-N 0.000 claims 1
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 claims 1
- QNGVNLMMEQUVQK-UHFFFAOYSA-N 4-n,4-n-diethylbenzene-1,4-diamine Chemical compound CCN(CC)C1=CC=C(N)C=C1 QNGVNLMMEQUVQK-UHFFFAOYSA-N 0.000 claims 1
- BOPZDXATCGECMU-UHFFFAOYSA-N 4-n-[2-(4-aminoanilino)ethyl]benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NCCNC1=CC=C(N)C=C1 BOPZDXATCGECMU-UHFFFAOYSA-N 0.000 claims 1
- 101100240526 Caenorhabditis elegans nhr-20 gene Proteins 0.000 claims 1
- XUIIKFGFIJCVMT-LBPRGKRZSA-N L-thyroxine Chemical compound IC1=CC(C[C@H]([NH3+])C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 XUIIKFGFIJCVMT-LBPRGKRZSA-N 0.000 claims 1
- BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 claims 1
- YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims 1
- CXOFVDLJLONNDW-UHFFFAOYSA-N Phenytoin Chemical compound N1C(=O)NC(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 CXOFVDLJLONNDW-UHFFFAOYSA-N 0.000 claims 1
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 235000014633 carbohydrates Nutrition 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 150000004985 diamines Chemical class 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N p-hydroxyphenylamine Natural products NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims 1
- 229960002036 phenytoin Drugs 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000002453 shampoo Substances 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- 239000011707 mineral Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ALSTYHKOOCGGFT-UHFFFAOYSA-N cis-oleyl alcohol Natural products CCCCCCCCC=CCCCCCCCCO ALSTYHKOOCGGFT-UHFFFAOYSA-N 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
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 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
- 229920002472 Starch Polymers 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 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
- 239000002304 perfume Substances 0.000 description 2
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- XUIIKFGFIJCVMT-BNZZDVIVSA-N (2s)-2-amino-3-[4-[4-hydroxy-3,5-bis(iodanyl)phenoxy]-3,5-bis(iodanyl)phenyl]propanoic acid Chemical compound [125I]C1=CC(C[C@H](N)C(O)=O)=CC([125I])=C1OC1=CC([125I])=C(O)C([125I])=C1 XUIIKFGFIJCVMT-BNZZDVIVSA-N 0.000 description 1
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- 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
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- 229940122930 Alkalising agent Drugs 0.000 description 1
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- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical class [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000005068 transpiration Effects 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
Abstract
The present invention relates to a composition, ready to be used, for dyeing, by means of the oxidation of keratin fibers, in particular of human keratin fibers such as hair, wherein the composition comprises at least one oxidation base chosen from para-phenylenediamines and bis-phenylalkylenediamines, associated with at least one coupler chosen from meta-diphenols, at least one direct dye, cationic, selected, and at least one oxidizing agent, as well as the dyeing process applying this composition.
Description
COMPOSITION OF "DYEING, BY OXIDATION OF QUERWINIC FIBERS, AND DYEING PROCEDURE USING THIS COMPOSITION
The subject of the present invention is a ready-to-use composition for dyeing or dyeing by oxidation of keratin fibers, in particular human keratin fibers, such as hair comprising, in a medium suitable for dyeing or dyeing at least a base of oxidation chosen from among para-1-amines and bis-en-1-alkylenadiamines, in association with at least one copulator or aerator selected from meta-di-phenols, at least one direct dye, cationic selected, and at least one an oxidizing agent, as well as the dyed process using this composition. It also concerns a coloration kit (kit) for the preparation of a composition of this kind, ready to be used.
It is known to dye the keratin fibers, and in particular human hair, with dyeing compositions containing dye precursors by oxidation, in particular the ortho- or para-f-en-lendiamines, the ortho- or para-aminofenols, generally called Oxidation bases. Dye precursors by oxidation, or oxidation bases, are colorless, or slightly colorful, compounds
REF .: 26444 that, associated with oxidizing products, can give rise, through a process of oxidative condensation, to colored compounds and dyes. It is also known that the shades obtained with these oxidation bases can be varied, associating them with couplers or color modifiers, the latter being chosen, in particular, among the aromatic meta-diamines, the meta-aminophenols and certain heterocyclic compounds. The variety of molecules involved at the level of oxidation bases and couplers, allows obtaining a rich range of colors. It is also known that in order to vary the tones obtained and to give them reflections, it is possible to use, in association with the sprays of olorants by oxidation and the couplers, direct dyes, that is to say, colored substances that provide a coloring in absence of the oxidizing agent. The coloration called "permanent" that is obtained thanks to oxidation dyes, must satisfy, on the other hand, a certain number of demands. Thus, it must be possible to obtain tonalities of the desired intensity and to present a good behavior in front of the external agents (light, interperience, ripple, permanent, transpiration, friction).
The direct dyes belong, for the most part, to the family of nitro compounds of the benzene series and have the drawback, when incorporated into the dyeing compositions, of leading to dyes exhibiting insufficient tenacity (firmness), in particular , in front of the shampoos. The present invention proposes new compositions for coloring by means of the oxidation of keratin fibers and, in particular, of human keratin fibers, such as hair, which make it possible to achieve luminous colorations having good tenacity (firmness) properties. Thus, the applicant has just discovered, in effect, that it is possible to obtain new dyes at the same time luminous and tenacious (firm) associating: - at least one oxidation base chosen between the pa r a fe or lendiamines and the bis-feni lalky lendiamines, and their addition salts, with an acid; - at least one coupler chosen from meta-diphenols, and their addition salts with an acid; at least one direct dye, cationic, chosen from the compounds of formulas (I), (I ') and (II), which are indicated below; and - at least one oxidizing agent.
The invention then has, as a first objective, a ready-to-use composition for dyeing by means of the oxidation of keratin fibers, and in particular of human keratin fibers, such as hair, where the composition is characterized in that it comprises, in a medium suitable for dyeing: • at least one base of oxidation, chosen from the pa rafeni 1 endiamines and the bi-1-to-1-to-1-amino-amines, and their addition salts with an acid; • at least one coupler chosen from meta-diphenols, and their addition salts with an acid; • at least one direct, cationic dye chosen from: a) the compounds of the following formulas (I) and (I '):
((! ') in which: Ri represents a hydrogen atom, a C 1 -C 4 alkoxyl radical, a halogen atom such as bromine, chlorine, iodine or fluorine, or an amino radical;
- R2 represents a hydrogen atom, an alkyl radical of Cx-C which forms, with the carbon atom of the benzene ring, a heterocycle optionally oxygenated and / or substituted by one or more C4-C4 alkyl groups; R3 represents a hydrogen or halogen atom, such as bromine, chlorine, iodine or fluorine; - R4 and R, identical or different, represent a hydrogen atom or an alkyl radical of C i -C 4; - Dx and D2, identical or different, represent a nitrogen atom or the -CH group; - = 0 or 1 should be understood that, when i represents an unsubstituted amino group, then Di and D2 represent, simultaneously, a group -CH and m = 0; - X represents an anion, preferably chosen from chloride, methyl sulfate and acetate; A represents a group chosen from structures A to A8, following:
A6 A7 A8 in which R 'represents an alkyl radical of C i -C; when m = 0 and Di represents a nitrogen atom, then A can also designate a group with the following structure A9:
wherein R 'represents an alkyl radical of Ci-C4; b) the compounds of the following formula (II):
- R6 represents a hydrogen atom or an alkyl radical of C i -C 4; - R7 represents a hydrogen atom, an alkyl radical which can be substituted by a -CN radical or an amino group, a 4'-aminophenium radical, which forms an optionally oxygenated and / or nitrogenated heterocycle with R6, which can be substituted by one or more C 4 -C 4 alkyl groups;
- R8 and R9, identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, a C1-C4 alkyl radical, a C1-C4 alkoxy radical or a -CN radical; - X represents a chosen anion, preferably, between chloride, methyl sulfate and acetate; B represents a group chosen from structures Bl to Bll, following:
B1 B2 B3
B4 B5 B6
B9 B10 B11 in which R? 0 represents an alkyl radical of Ci-C; R1 and R12, identical or different, represent a hydrogen atom or a C-C4 alkyl radical; - when R6 and R7 form a nitrogenous heterocycle, or when R3 and R9 represent, at the same time, a C1-C4 alkoxy radical, or when R7 represents a 4-aminophenium radical, then B may also represent a group of the following structure B12:
in which -10 has the same meaning as that indicated above for structures Bl a Bll; Y
- at least one oxidizing agent. The staining compositions, ready to be used according to the invention, allow to achieve colorations in natural shades of gold, ash or nacreous, which have a good resistance to the different treatments that the hair may suffer, in particular against treatments with shampoos .
Another object of the invention is a dyeing process by means of the oxidation of the keratin fibers, wherein the method applies this ready-to-use dyeing composition. The palladium-1-amines which can be used as an oxidation base in the ready-to-use dyeing compositions according to the invention are preferably chosen from the compounds of the following formula (III) and their addition salts with an acid:
wherein: -R represents a hydrogen atom, an alkyl radical of C: -C, a monohydroalkyl of Cx-C4, a polyhydroxyalkyl of C2-C4, phenyl, 4-amino phene or alkoxy (C? -C4) C 1 -C alkyl; - R14 represents a hydrogen atom, a Cx-C4 alkyl radical, Cx-C4 monohydroxyalkyl, or C-polyhydroxyalkyl; - C; - R15 represents a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, an alkyl radical of C? ~ C4, monohydroxyalkyl of C.-C4, hydroxy coxiyl of C? -C4 , if I laminoa 1 coxi of C1-C, carbamoylaminoalkoxy of C: -C4, or acetylaminoalkoxy of C 1 - C 4; - Rie represents a hydrogen atom or an alkyl radical of Ci-C4. Among the pa rafeni lendi ami ñas of the formula (III), mentioned above, mention may be made, more particularly, of the pair af eni 1 endiami na, pa rat olui 1 endiamina, the 2-chloro paraf eni lendiamina, the 2 , 3-dimethyl parafeni lendiamine, 2,6-dimethyl for feni lendi amine, 2,6-diethyl paraf eni 1 endiamin, 2,5-dimethyl parafeni lendiamine, N, N-dimethyl pa ra feni 1 endi amine , N, N-diethyl paraf eni 1 endin amine, N, N-dipropyl para-phenylenediamine, 4-amino N, -N-diethyl 3-methyl aniline, N, N-bi s - (β-hydroxy et al. i 1 paraf eni lendiamina, 4-amino N, N-bi s - (β-hydroxyethyl i 1) 3-methyl aniline, 4-amino 3-chloro N, N-bis- (β-hydroxyethyl) aniline, 2-β-hydroxiet i 1 pa ra feni lendi amine, 2-fluoro for feni lendi amine, 2-isopropyl paraf-enylenediamine, N- (β-hydroxypropyl 1) for feni lendi amine, 2-hydroxymethi 1 parafeni lendiamine , N, N-dimethyl 3-methyl for feni lendi amine, N, N- (ethyl, β-hydroxyethyl) for feni lendi a my a, N- (ß,? -dihidroxipropi 1) paraphenylenediamine, N- (4-aminopheni 1) paraphenylenediamine, N-phenyl pa afenilendiamine, 2-β-hydroxyethyl loxy paraphenylenediamine, 2-β-ace ti laminoe ti loxi pa afenilendiami a, and its addition salts with an acid. Among the parafeni lendi amines of the formula (III) mentioned above, para-phenylenediamine, pa rat olu 1 -amino, 2-isopropyl-para-phenylenediamine, 2-β-hydroxyethyl-1-paraphenylenediamine, 2- β-hydroxy et i loxi paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, N, N-bis- (β-hydroxyethyl) paraphenylenediamine, 2-chloro para-phenylenediamine, and its addition salts with an acid. The bi-phenylalkylene lendiamines which can be used as the oxidation base in the ready-to-use dyeing compositions according to the invention are preferably chosen from the compounds of the following formula (IV) and their salts. Addition with an acid:
wherein: - Zi and Z2, identical or different, represent a hydroxyl radical or NHR2, in which R20 represents a hydrogen atom or an alkyl radical of Cx-C; - RX7 represents a hydrogen atom, a C 1 -C 4 alkyl radical, a C 1 -C monohydroxyalkyl, a C 1 -C 4 hydroxyalkyl or a C 4 -C 4 aminoalkyl, whose amino residue can be substituted; - R18 and R: 9, identical or different, represent a hydrogen or halogen atom or an alkyl radical of C i -C i; And represents a radical taken from the group consisting of the following radicals:
- (CH2) n; - (CH2) m-0- (CH2) a; - (CH2) m-CHOH- (CH2) m; and - (CH2) m-N- (CH2) m-; CH- in which n is an integer between 0 and 8, inclusive, and m is an integer between 0 and 4, inclusive. Among the bi-phenylalkylene lendiamines of formula IV, mentioned above, mention may be made, more particularly, of N, '-bi s- (β-hydroxiet i 1) N, N'-bis- (4'-aminophenyl) ) 1,3-diamino propanol, N, N'-bis- (β-hydroxyethyl) N, '-bi s- (4' -ami no pheni 1) ethylene diamine, N, N '-bis- (4) -aminof eni 1) tetr ame ti 1 endi amine, N, N'-bis- (β-hydroxyethyl) N, N'-bis- (4-aminophenyl) tet ramet i lendiamina, N, N '-bi s - (4-met i laminofeni 1) te t ramet i lendiamina, la, N '-bi s- (eti 1) N, N' -bi s- (4 '-amino, 3' -me ti 1 f in i 1 ). ethylenediamine, and its addition salts with an acid. Among these bi sf eni 1 to the qui lendi amines of the formula (IV), the N, N '-bis- (β-hydroxyethyl) N, N' -bi s- (4 '-aminophenyl) 1,3-diamino propanol or one of its addition salts with an acid, are particularly preferred. The meth a-di-phenols which can be used as couplers in the ready-to-use dyeing compositions according to the invention are preferably chosen from the compounds of the following formula (V) and their addition salts with an acid:
wherein: - R X and 22 identical or different, represent a hydrogen atom, an alkyl radical of C? -C4, or a halogen atom chosen from chlorine, bromine or fluorine.
Among the meta-di-phenol 1 is of the formula (V), mentioned above, there may be mentioned, more particularly, 1,3-dihydroxybenzene, 2-methyl-1,3-dihydroxybenzene, 4-chloro-1, 3-hydroxybenzene, 2-chloro-1,3-dihydroxybenzene, and its addition salts with an acid. The direct, cationic dyes of the formula (1), (I ') and (II), which can be used in the staining compositions, ready to be used, according to the invention, are known compounds and are described, for example , in the patent applications WO95 / 01772, W095 / 15144 and EP-A-0 714 954. Among the direct, cationic dyes of the formula (I), which can be used in the staining compositions, ready to be used, of In accordance with the invention, mention may be made, more particularly, of the compounds which respond to the following structures (II) to (118):
Among the direct cationic dyes of the formula which can be used in the staining compositions, ready to be used, according to the invention, there can be mentioned, more particularly, the compounds that respond to the structures (I'1) a ( I'3), following:
Among the direct dyes,. cationics, of the formula (II), which can be used in the staining compositions, ready to be used, according to the invention, can be mentioned, more particularly, the compounds that respond to structures (III) to (1126), following:
-
H2N Among the particular compounds of structures (II) to (118), described above, compounds which respond to structures (14), (15) to (113) are very particularly preferred. Among the particular compounds of structures (III) to (1126), described above, compounds which respond to structure (III) are very particularly preferred. The addition salts with an acid, which can be used in the context of the dye compositions of the invention, are chosen in particular from hydrochlorides, carbonates, bromohydrates, sulfates and tartrates. The oxidizing agent present in the dyeing composition is chosen from the oxidizing agents conventionally used in oxidation dyeing and, preferably, between hydrogen peroxide, urea peroxide, alkali metal bromates, per-salts, such as perborates and persulfates. Hydrogen peroxide is particularly preferred. The direct cationic dye (s) of the formula (I) and / or (I ') and / or (II), according to the invention, preferably represent 0.001 % to 10%, by weight, approximately, of the total weight of the dye composition, ready to be used, and even more preferably, from 0.05% to 2% by weight, approximately, of this weight. The oxidation base (s) according to the invention, that is, the paraffinylbenzene (s) of the formula (III) and / or the bis (or bis) neither the 1-lendiamines of the formula (IV) preferably represent from 0.0001% to 10% by weight, approximately, of the total weight of the staining composition, ready to be used and, still more preferably, 0.001. % to 5%, by weight, approximately, of this weight. The, or the, meta-diphenol (s) of the formula (V), according to the invention, preferably represent from 0.0001% to 5% by weight, approximately, of the total weight of the dyeing composition, ready to be used and, even more preferably, from 0.005% to 3% by weight, approximately, of this weight. The pH of the staining composition, as defined above, is generally between about 5 and 12. It can be adjusted to the desired value by means of acidifying or alkalizing agents usually used in the staining of keratin fibers. Among the acidifying agents, mention may be made, as examples, of mineral or organic acids, such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, sulfonic acids. Alkalising agents which may be mentioned are, for example, ammonia, alkali carbonates, alkali carbonates, such as mono-, di- and t-ethanol-amines, as well as their derivatives, sodium hydroxide or hydroxide. potassium and the compounds of the following formula (VI):
'23 '25 N-R-N (VI)
wherein R is a propylene residue optionally substituted by a hydroxyl group or an alkyl radical of C i -C 4; R 3, R; 4, R 25 and R 26 r identical or different, represent a hydrogen atom, a C 1 -C 4 alkyl radical, or C 1 -C 4 hydroxyalkyl. The staining composition, according to the invention, may contain, in addition to the dyes defined above, other couplers and / or direct dyes, especially to modify the tones or enrich them with reflections. The suitable medium for the dye (or support) of the staining composition, ready to be used, according to the invention, is generally constituted by water or by a mixture of water and at least one organic solvent to solubilize the compounds that are not sufficiently soluble in water. As the organic solvent, there may be mentioned, for example, the lower alkanols of Cx-C4, such as ethanol and isopropanol; glycerol; glycols and ethers of glycols such as 2-bu t oxi and ano 1, propylene glycol, propylene glycol monoethyl ether, monoethyl ether and diethylene glycol monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and its mixtures The solvents may be present in proportions, preferably contained between about 1 and 40% by weight, based on the total weight of the dyeing composition, and even more preferably between about 5 and 30% by weight. Ready-to-use dyeing compositions according to the invention may also include various adjuvants which are conventionally used in hair dyeing compositions, such as anionic, cationic, non-ionic, amphoteric surfactants, or mixtures thereof; anionic, cationic, nonionic, amphoteric polymers, or mixtures thereof; mineral or organic thickeners; antioxidant agents; penetration agents; sequestering agents; perfumes; tampons; dispersing agents; conditioning agents; film-forming agents, preservatives; agents that provide opacity. Of course, the skilled in the art will take care to choose the optional complementary compound (s) mentioned above, so as not to be altered at all, or substantially not altered, the advantageous properties intrinsically related to the staining composition, ready to be used, according to the invention, by the addition (s) considered. The ready-to-use staining compositions according to the invention can be presented in various forms, such as in the form of liquids, creams, gels, or in any other form suitable for staining the keratin fibers, and especially of human hair. Another object of the invention is a method for dyeing keratin fibers and in particular human keratin fibers, such as hair, which applies the staining composition, ready for use, as defined above. According to this method, the staining composition is applied to the fibers, ready to be used, as defined above and allowed to stand for about 3 to 40 minutes, preferably about 5 to 30 minutes, after which it is rinsed, wash eventually with shampoo, rinse again and dry. According to a first preferred embodiment, the method comprises a preliminary step consisting of storing, separately, on the one hand a composition (A) comprising, in a medium suitable for dyeing, at least one base of oxidation shrunk between the parafeni lendiamines, the bis-phenylalkylenediamines, and their addition salts with an acid; at least one coupler chosen from meta-diphenols, and their addition salts with an acid; Y. at least one direct dye, cationic, chosen from the compounds of formulas (I), (I ') and (II), as defined above, and on the other hand, a composition (B) that includes, in a medium suitable for the dye, at least one oxidizing agent as defined above, and proceed to its mixing at the time of use, before applying this mixture on the keratin fibers. According to a second preferred embodiment, the method comprises a preliminary step consisting of storing, separately, on the one hand, a composition (A) comprising, in a medium suitable for dyeing, at least one oxidation base chosen between the parafeni lendiamines, the bis-pheni lalqui lendiamines, and their addition salts with an acid; at least one coupler chosen from meta-diphenols, and their addition salts with an acid; on the other hand a composition (A ') comprising, in a medium suitable for dyeing, at least one direct, cationic dye, chosen from the compounds of formulas (I), (I') and (II), such as they were previously defined; and finally a composition (B) that includes, in a medium suitable for staining, at least one oxidizing agent as defined above, and proceed to its mixture at the time of use, before applying this mixture on the keratin fibers . The composition (A ')' used according to this second variant of the process according to the invention can optionally be present in the form of powder, the cationic direct dye (s) of the formulas (I) and / or (I ') and / or (II), according to the invention, is then, by itself, the entirety of the composition (A ') or is (are) eventually spelled (s) in an excipient in powder form, organic and / or mineral. When present in the composition A ', the organic excipient can be of synthetic or vegetable origin and is chosen, especially, between the cross-linked and non-crosslinked synthetic polymers, and the polysaccharides such as celluloses and starches, modified or not, as well as the natural products that contain them, such as wood sawdust and vegetable gums (guar, carob, xanthan, etc.). When present in composition A ', the mineral carrier can be constituted by metal oxides, such as titanium oxides, aluminum oxides, kaolin, talc, silicates, mica and silicas. An advantageously preferred excipient, according to the invention, is wood sawdust. The composition (A ') powder can still include binders or coating products in an amount not exceeding, preferably about 3% by weight, of the total weight of the composition (A'). These 1j before are chosen, preferably, between oils and liquid fatty substances, of mineral, synthetic, animal or vegetable origin. The composition (A ') can also still contain other adjuvants, in the form of a powder, in particular surface-active agents of any nature, agents for the conditioning of the hair, such as, for example, cationic polymers, etc.
Another object of the invention is a device with several compartments, or equipment (kit), of dyeing, or any other packaging system, of several compartments, where a first compartment contains the composition (A), as defined above; a second eventual compartment contains the composition (A '), as defined above; when a third compartment is present, it contains the oxidizing composition (B), as defined above. These devices can be equipped with a means for distributing the desired mixture on the hair, such as the devices described in patent FR-2 586 913, in the name of the applicant. The following examples are intended to illustrate the invention, without limiting its scope.
EXAMPLES EXAMPLES 1 AND 2 The following compositions 1 (A) and 2 (A) are prepared, according to the invention (content, in grams):
COMPOS ITION KA) 2 (A)
Paraphenylenediamine 1.0 0.70
1,3-dihydroxybenzene 0.5 0.5
(*) common dye support: - polyglyceric oleic alcohol, with 2 moles of glycerol 4.0 g - Polyglyceric oleic alcohol, with 4 moles of glycerol, with 78% of active material (M.A.) 5.69 g M.A.
- Oleic acid 3.0 g - Oleic amine with 2 moles of ethylene oxide, sold commercially as ETHOMEEN 012 by AKZO 7.0 g - Sodium salt of diethylaminopropyl laurylamine succinamate, with 55% of M.A. 3.0 g M.A.
- Oleic alcohol 5.0 g '- Oleyl alcohol diethanolamide 12.0 g - Propylene glycol 3.5 g - Ethyl alcohol 7.0 g - Propylene glycol monomethyl ether 9.0 g - Metabi sulphite sodium in aqueous solution, with 35% M.A. 0.455 g M.A.
- Ammonium acetate 0.8 g - Antioxidant, sequestrant q.s. - Perfume, conservative c.s. - Ammonia, with 20% NH3 10.0 g
At the time of use, each of the compositions 1 (A) and 2 (A) is mixed with an equal amount of a composition (B), constituted by a solution of 20 volumes of hydrogen peroxide (6% by weight) . Each resulting composition (ready-to-use composition, according to the invention) has been applied, for 30 minutes, on locks of natural gray hair with 90% white. The tufts of hair were rinsed right away, washed with standard shampoo and then dried. The locks of hair were tifleron with the tones that are presented in the following table:
The shades obtained showed good resistance to the subsequent shampoos. According to a variant of the invention, the cationic direct dyes can be incorporated in dye compositions 1 (A) or 2 (A) at the time of use.
EXAMPLE 3 The following composition 3 (A) was prepared: - Paratolui sulphate lendiamine 1.25 g - 2-methyl-1,3-dihydroxybenzene 0.50 g - Common staining support, as described above for examples 1 and 2 ( *) - Demineralized water csp 100 g
The following composition (A ') was prepared: - Cationic dye of the structure (III) 1 g - Polyammonium quaternary, sold commercially as CELQUAT SC-240, by the company National Starch 10 g • - Wood sawdust csp 100 g At the moment if used, one part by weight of the composition 3 (A), defined above, was mixed with 0.1 parts by weight of the composition 3 (A ') and with one part by weight of the composition (B), constituted by a solution of 20 volumes of hydrogen peroxide (6% by weight). The resulting composition was applied for 30 minutes on tufts of natural gray hair, with 90% white. The hair was immediately rinsed, washed with a standard shampoo and then dried. The hair was dyed in a brown, pearly, pearly shade that resists very well to the subsequent shampoos.
It is noted that, in relation to this date, the best method known by the applicant to carry out the aforementioned invention, is the conventional one for the manufacture of the objects or substances to which it refers. Having described the invention as above, the content of the following is claimed as property.
Claims (23)
1. A composition, ready to be used, for staining, by means of the oxidation of keratin fibers, and in particular of human keratin fibers, such as hair, where the composition is characterized by comprising, in a medium suitable for the dye: at least one base of oxidation, chosen from the pair of phenols and the bis-f-en-1-alkynediamines, and their addition salts with an acid; - at least one coupler, chosen among the meta-diphenols, and their addition salts with an acid; at least one direct dye, cationic, chosen from: a) the compounds of the following formulas (I) in which: - Ri represents a hydrogen atom, an alkoxy radical of C? -C4, a halogen atom such as bromine, chlorine, iodine or fluorine, or an amino radical; - R 2 represents a hydrogen atom, a C 1 -C 4 alkyl radical which forms, with the carbon atom of the benzene ring, a heterocycle optionally oxygenated and / or substituted by one or more C 1 -C 4 alkyl groups; R3 represents a hydrogen or halogen atom, such as bromine, chlorine, iodine or fluorine; - R4 and R5, identical or different, represent a hydrogen atom or an alkyl radical of C? -C4; - Di and D2, identical or different, represent a nitrogen atom or the group -CH; - m = 0 or 1 it should be understood that, when Ri represents an unsubstituted amino group, then Di and D2 represent, simultaneously, a group -CH and m = 0; - X represents an anion, preferably chosen from chloride, methyl sulfate and acetate; A represents a group chosen from structures A to A8, following: wherein R 'represents an alkyl radical of Ci-C4; when m = 0 and Di represents a nitrogen atom, then A can also designate a group with the following structure A9: wherein R 'represents an alkyl radical of Ci-C4; b) the compounds of the following formula (II): wherein: - R6 represents a hydrogen atom or a C 1 -C 4 alkyl radical; - R7 represents a hydrogen atom, an alkyl radical which can be substituted by a -CN radical or an amino group, a 4'-aminophenium radical, which forms an optionally oxygenated and / or nitrogenated heterocycle with R6, which can be substituted by one or several C1-C4 alkyl groups; - R5 and R9, which are identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, an alkyl radical of C _. C4, an alkoxyl radical of C? -C4 or a radical -CN; - X represents a chosen anion, preferably between chloride, methyl sulfate and acetate B represents a group chosen from structures Bl to Bll, following: B1 B2 B3 B4 B5 B6 B9 B10 B11 in which Rx0 represents a Cx-C4 alkyl radical; 11 and 12 / identical or different, represent a hydrogen atom or an Ci-C alkyl radical; - when R6 and R7 form a nitrogen heterocycle, or when R3 and R9 represent, at the same time, an alkoxy radical of C? -C4, or when R7 represents a 4 -aminophenol radical, then B may also represent a group of the following structure B12: in which Rio has the same meaning as that indicated above for structures Bl to Bll; and - at least one oxidizing agent.
2. The composition, according to claim 1, characterized in that the parafeni lendi amines are chosen from the compounds of the following formula (III), and from their addition salts with an acid: wherein: - or represents a hydrogen atom, an alkyl radical of C?-C4, a monohydroalkyl of C?-C4, a hydroxyhalkyl of C2-C4, phenyl, 4-aminopheni or alkoxy (C i) - C 4) C 1 -C 4 alkyl; - R14 represents a hydrogen atom, an alkyl radical of C? -C4 monohydroxyalkyl of C? -C, or polyhydroxyalkyl of C2-C4; - R15 represents a hydrogen atom, an atom. of halogen, such as a chlorine, bromine, iodine or fluorine atom, an alkyl radical of C?-C4, monohydroxyalkyl of C?-C4, hydroxyalkoxy of C?-C4, cycloalkoxy and Ci-4alkyloxy, carbamoi laminoalkoxy of C? -C4, or acetylaminoalkoxy of C? -C4; - R 6 represents a hydrogen atom or an alkyl radical of C 4 -C 4.
3. The composition according to claim 2, characterized in that the parafeni lendiamines of the formula (III) are chosen from pa ra feni 1 endi amine, for tolui lendiamine, 2-chloro paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine, 2,5-dimethyl paraphenylenediamine, N, N-dimethyl paraphenylenediamine, N, N-diethyl paraphenylenediamine, N, N-dipropyl paraphenylenediamine, -amino N, N-diethyl 3-methyl aniline, N, N-bis- (β-hydroxyethyl paraphenylenediamine, 4-amino N, N-bis- (β-hydroxiet i 1) 3-methyl aniline, 4- amino 3-chloro N, N-bis- (β-hydroxyethyl) aniline, 2-β-hydroxyethyl-1-paraphenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N- (β-hydroxypropyl 1) for phenytoin lendi amine, 2-hydroxyet i 1 for feni lendi ami na, N, N-dimethyl 3-methyl paraphenylenediamine, N, N- (ethyl, β-hydroxy eti 1) paraphenylenediamine, N- (β, - - dihydroxipr opi 1) for phen i lendi amine, N- (4-amino-phenyl) para-phenylenediamine, N-phenyl paraphenylenediamine, 2-β-hydroxyethyl loxy paraphenylenediamine, 2-β-acetylaminoe t-yloxy paraphenylenediamine, and its addition salts with an acid.
4. The composition, according to claim 1, characterized in that the bi-phenyl-1 to the lei-diamines are chosen from the compounds of the following formula (IV), and from their addition salts with an acid: wherein: Zi and Z2, identical or different, represent a hydroxyl radical or NHR20, in which R2o represents a hydrogen atom or an alkyl radical of C? -C4; - R? represents a hydrogen atom, a C 1 -C 4 alkyl radical, a C 1 -C 4 monohydroxyalkyl or a C 2 -C 1 polyhydroxyalkylene, or a C 4 -C 4 aminoalkyl whose amino residue may be substituted; - R 1 and R 19, identical or different, represent a hydrogen atom or a halogen atom or an alkyl radical of C x -; And represents a radical taken from the group consisting of the following radicals: - (CH2) n; - (CH2) m-0- (CH2) a; - (CH2) «-CHOH- (CH2) m; and - (CH2) m-N- (CH2) m-; CH- in which n is an integer between 0 and 8, inclusive, and m is an integer between 0 and 4, inclusive.
5. The composition, according to claim 4, characterized in that the bi-phenylalkylene lendiamines of the formula (IV) are chosen from N, N'-bis- (β-hydroxyethyl), -bi s- (4 ') -ami nofeni 1) 1,3-diamino propanol, N, N '-bi s- (β-hydroxyethyl i) N, N' -bis- (4 '-aminophenyl) ethylenediamine, N, N'-bi s- (4-aminopheni 1) tet ramethylenediamine, N, N '-bi s- (β-hydroxyethyl i) N, N'-bis- (4-aminopheni 1) tet ramet i lendiamine, N, N' -bis- (4-me ti laminofeni 1) tet amet i lendiamina, N, N'-bis- (ethyl) N, '-bis- (4' -amino, 3 '-me ti 1 pheni 1) ethylenediamine, and its addition salts with an acid.
6. The composition, according to any of the above indications, characterized in that the met a-di phenols are chosen from the compounds of the following formula (V), and their addition salts with an acid: in which: - R2? and R22 / identical or different, represent a hydrogen atom, an alkyl radical of C? -C4, or a halogen atom chosen from chlorine, bromine or fluorine.
7. The composition, according to claim 6, characterized in that the meta-di phenols of the formula (v) are chosen from 1,3-dihydroxybenzene, 2-methyl-1,3-dihydroxybenzene, 4-chloro 1,3 -dihydroxybenzene, 2-chloro-1,3-dihydroxybenzene, and its addition salts with an acid.
8. The composition according to any of the preceding claims, characterized in that the direct, cationic dyes of the formula (I) are chosen from the compounds that correspond to the following structures (II) to (118): Cl (12) CH3SO4"(110)
9. The composition, according to any of claims 1 to 7, characterized in that the direct, cationic dyes of the formula (I ') are chosen from the compounds that correspond to the following structures (I'l) to (I') 3) :
10. The composition, according to any of claims 1 to 7, characterized in that the direct, cationic dyes of the formula (II) are chosen from the compounds that correspond to the following structures (III) to (1126): Cl (115) Cl (1110) CH3SO4"(1115)
11. The composition according to any of the preceding claims, characterized in that the addition salts with an acid are chosen from carbohydrates, carbonates, bromohydrates, sulfates and tartrates.
12. The composition according to any of the preceding claims, characterized in that the oxidizing agent is chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates.
13. The composition according to any of the preceding claims, characterized in that the direct (s), cationic dye (s) of the formulas (I) and / or (I ') and / or (II), they represent from 0.001% to 10% by weight, of the total weight of the staining composition ready for use.
14. The composition according to any one of the preceding claims, characterized in that the paraffinyl diamines of the formula (III) and / or the bis-f-enylalkyl lendiamines of the formula (IV) represent from 0.0001% to 10% by weight , of the total weight of the staining composition ready for use.
15. The composition, according to any of the preceding claims, characterized in that the me t a-di phenols, of the formula (V), represent from 0.0001% to 5% by weight, of the total weight of the composition staining ready to use.
16. The composition, according to any of the preceding claims, characterized in that it has a pH comprised between 5 and 12.
17. The composition according to any of the preceding claims, characterized in that the suitable medium for the dye is constituted by water or by a mixture of water and at least one organic solvent.
18. A process for dyeing keratin fibers, and in particular human keratin fibers, such as hair, wherein the process is characterized in that at least one dyeing composition is applied to these fibers, according to any of claims 1 to 17.
19. The method according to claim 18, characterized in that it comprises a preliminary stage consisting of storing, separately, on the one hand a composition (A) comprising, in a medium suitable for dyeing, at least one oxidation base shrunk between the parafeni 1 endiamines, the bis-phenylalkylene lendiamines, and their addition salts with an acid; at least one coupler chosen from the meta-di-phenols, and their addition salts with an acid; and at least one direct, cationic dye, chosen from the compounds of formulas (I), (I ') and (II), as defined above, and on the other hand, a composition (B) that includes, in a means suitable for the dye, at least one oxidizing agent as defined above, and proceed to its mixing at the time of use, before applying this mixture on the keratin fibers.
20. The staining process, according to claim 18, characterized in that it comprises a preliminary stage consisting of storing, separately, on the one hand, a composition (A) comprising, in a medium suitable for dyeing, at least one base of oxidation shrunk between the parafeni 1 endi amines, the bi-phenylalkine lendiamines, and their addition salts with an acid; at least one coupler chosen from the met a-di phenols, and their addition salts with an acid; on the other hand a composition (A ') comprising, in a medium suitable for dyeing, at least one direct, cationic dye, chosen from the compounds of formulas (I), (I') and (II), such as were defined in claim 1; and finally a composition (B) that includes, in a medium suitable for staining, at least one oxidizing agent and proceed to its mixture at the time of use, before applying this mixture on the keratin fibers.
21. The method according to claim 20, characterized in that the composition (A ') is presented in powder form.
22. A device with several compartments, or staining kit (kit), characterized in that a first compartment contains the composition (A), in accordance with the rei indication 19, and a second compartment contains an oxidizing composition (B).
23. The device with several compartments, or staining equipment (kit), characterized in that a first compartment has a composition (A), according to claim 20, a second compartment contains a composition (A '), in accordance with claim 20 or 21, and a third compartment containing an oxidizing composition (B).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9615891A FR2757384B1 (en) | 1996-12-23 | 1996-12-23 | KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME |
| FR9615891 | 1996-12-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| MX9710188A MX9710188A (en) | 1998-10-31 |
| MXPA97010188A true MXPA97010188A (en) | 1999-01-11 |
| MX221103B MX221103B (en) | 2004-06-23 |
Family
ID=9499034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX9710188A MX221103B (en) | 1996-12-23 | 1997-12-16 | Composition for the oxidative dyeing of keratinic fibres and dyeing process using this composition. |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US5993490A (en) |
| EP (1) | EP0850637B2 (en) |
| JP (1) | JP2954121B2 (en) |
| KR (1) | KR100260777B1 (en) |
| CN (1) | CN1119988C (en) |
| AR (1) | AR009676A1 (en) |
| AT (1) | ATE180664T1 (en) |
| AU (1) | AU705812B2 (en) |
| BR (1) | BR9706327B1 (en) |
| CA (1) | CA2222851C (en) |
| CZ (1) | CZ291831B6 (en) |
| DE (1) | DE69700252T3 (en) |
| ES (1) | ES2134672T5 (en) |
| FR (1) | FR2757384B1 (en) |
| GR (1) | GR3030594T3 (en) |
| HU (1) | HUP9702528A1 (en) |
| MX (1) | MX221103B (en) |
| PL (1) | PL189005B1 (en) |
| RU (1) | RU2160084C2 (en) |
| ZA (1) | ZA9711241B (en) |
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| FR3130572B1 (en) | 2021-12-16 | 2024-08-23 | Oreal | Composition for lightening keratin fibres and method for lightening keratin fibres using this composition |
| FR3130568B1 (en) | 2021-12-16 | 2024-02-16 | Oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3130570B1 (en) | 2021-12-16 | 2024-11-01 | Oreal | Composition for lightening keratin fibres and method for lightening keratin fibres using this composition |
| FR3130571B1 (en) | 2021-12-16 | 2024-02-16 | Oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3130569B1 (en) | 2021-12-16 | 2024-06-28 | Oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3130610B1 (en) | 2021-12-20 | 2025-11-21 | Oreal | Composition comprising a long-chain hydrocarbon polyhydroxyalkanoate copolymer with ionic group(s), process for treating keratinous materials implementing the composition |
| FR3136968A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3136966A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3136967A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3136972A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3136976A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3136975A1 (en) | 2022-06-22 | 2023-12-29 | L'oreal | Composition for lightening keratin fibers and process for lightening keratin fibers using this composition |
| FR3144513A1 (en) | 2022-12-29 | 2024-07-05 | L'oreal | Composition comprising at least N,N-dicarboxymethyl glutamic acid, at least one direct dye, and at least one associative polymer |
| FR3144510B1 (en) | 2022-12-29 | 2025-11-28 | Oreal | Composition comprising at least N,N-dicarboxymethyl glutamic acid, at least one direct dye, at least one cationic polysaccharide, and at least one non-cationic polysaccharide |
| FR3144511B1 (en) | 2022-12-29 | 2025-12-05 | Oreal | Composition comprising at least one direct colorant, at least one N,N-dicarboxymethyl glutamic acid, at least one cationic surfactant and at least one non-siliconized fat in a particular concentration |
| FR3144512B1 (en) | 2022-12-29 | 2025-11-28 | Oreal | Composition comprising at least N,N-dicarboxymethyl glutamic acid, at least one coloring agent, and at least one fatty amine |
| FR3157133A1 (en) | 2023-12-20 | 2025-06-27 | L'oreal | Hair coloring process using a lightening composition and a coloring composition comprising a direct dye, an aromatic compound and a hydroxylated aliphatic solvent. |
| FR3163260A1 (en) | 2024-06-13 | 2025-12-19 | L'oreal | A process for coloring keratin fibers using an acetoacetate compound, a (poly)amine compound, and a direct dye |
| FR3163261A1 (en) | 2024-06-13 | 2025-12-19 | L'oreal | A process for coloring keratin fibers using an acetoacetate compound, a (poly)amine compound, and a direct dye |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU53050A1 (en) * | 1967-02-22 | 1968-08-27 | ||
| US3524842A (en) * | 1967-08-04 | 1970-08-18 | Durand & Huguenin Ag | Water-soluble cationic phenylazo-naphthol dyestuffs containing a quaternary ammonium group |
| US3985499A (en) * | 1971-06-04 | 1976-10-12 | L'oreal | Diazamerocyanines for dyeing keratinous fibers |
| CA1021324A (en) * | 1971-06-04 | 1977-11-22 | Gerard Lang | Tinctorial compositions for keratinic fibres and new diaza-merocyanines entering these compositions |
| LU71015A1 (en) † | 1974-09-27 | 1976-08-19 | ||
| FR2421607A1 (en) * | 1978-04-06 | 1979-11-02 | Oreal | TWO-STAGE KERATINIC FIBER DYING PROCESS BY PH VARIATION |
| FR2706297B1 (en) * | 1993-06-16 | 1995-08-18 | Oreal | Keratin fiber oxidation dye composition comprising a paraaminophenol, a meta-aminophenol and an ortho-aminophenol, and dyeing process using such a composition. |
| TW311089B (en) † | 1993-07-05 | 1997-07-21 | Ciba Sc Holding Ag | |
| TW325998B (en) † | 1993-11-30 | 1998-02-01 | Ciba Sc Holding Ag | Dyeing keratin-containing fibers |
| FR2715296B1 (en) * | 1994-01-24 | 1996-04-12 | Oreal | Keratin fiber oxidation dyeing composition comprising a paraphenylenediamine, a metalphenylenediamine and a para-aminophenol or a meta-aminophenol, and dyeing process using such a composition. |
| DE19515903C2 (en) * | 1995-04-29 | 1998-04-16 | Wella Ag | Means and methods for oxidative coloring of hair |
| KR100296169B1 (en) † | 1996-04-25 | 2001-08-07 | 조지안느 플로 | Method for dyeing keratin fibres with oxidation dye precursors and direct powder dies |
-
1996
- 1996-12-23 FR FR9615891A patent/FR2757384B1/en not_active Expired - Fee Related
-
1997
- 1997-11-26 ES ES97402848T patent/ES2134672T5/en not_active Expired - Lifetime
- 1997-11-26 AT AT97402848T patent/ATE180664T1/en active
- 1997-11-26 EP EP97402848A patent/EP0850637B2/en not_active Expired - Lifetime
- 1997-11-26 DE DE69700252T patent/DE69700252T3/en not_active Expired - Lifetime
- 1997-12-09 AU AU47632/97A patent/AU705812B2/en not_active Ceased
- 1997-12-15 ZA ZA9711241A patent/ZA9711241B/en unknown
- 1997-12-16 MX MX9710188A patent/MX221103B/en unknown
- 1997-12-17 CZ CZ19974079A patent/CZ291831B6/en not_active IP Right Cessation
- 1997-12-19 US US08/994,130 patent/US5993490A/en not_active Expired - Lifetime
- 1997-12-22 AR ARP970106102A patent/AR009676A1/en active IP Right Grant
- 1997-12-22 PL PL97323984A patent/PL189005B1/en not_active IP Right Cessation
- 1997-12-22 RU RU97121288/14A patent/RU2160084C2/en not_active IP Right Cessation
- 1997-12-22 JP JP9353834A patent/JP2954121B2/en not_active Expired - Lifetime
- 1997-12-22 HU HU9702528A patent/HUP9702528A1/en unknown
- 1997-12-22 CN CN97120896A patent/CN1119988C/en not_active Expired - Fee Related
- 1997-12-22 KR KR1019970071965A patent/KR100260777B1/en not_active Expired - Fee Related
- 1997-12-22 CA CA002222851A patent/CA2222851C/en not_active Expired - Fee Related
- 1997-12-23 BR BRPI9706327-4A patent/BR9706327B1/en not_active IP Right Cessation
-
1999
- 1999-06-23 GR GR990401677T patent/GR3030594T3/en unknown
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