MXPA01011265A - Oxidation dyeing composition for keratinous fibres and dyeing method using same - Google Patents
Oxidation dyeing composition for keratinous fibres and dyeing method using sameInfo
- Publication number
- MXPA01011265A MXPA01011265A MXPA/A/2001/011265A MXPA01011265A MXPA01011265A MX PA01011265 A MXPA01011265 A MX PA01011265A MX PA01011265 A MXPA01011265 A MX PA01011265A MX PA01011265 A MXPA01011265 A MX PA01011265A
- Authority
- MX
- Mexico
- Prior art keywords
- amino
- methyl
- paraphenylenediamine
- radical
- bis
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 115
- 238000004043 dyeing Methods 0.000 title claims abstract description 43
- 230000003647 oxidation Effects 0.000 title claims abstract description 25
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 25
- 239000002253 acid Substances 0.000 claims abstract description 64
- 150000003839 salts Chemical class 0.000 claims abstract description 64
- 239000011780 sodium chloride Substances 0.000 claims abstract description 64
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical class NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims abstract description 63
- 210000004209 Hair Anatomy 0.000 claims abstract description 17
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-Dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 claims abstract description 16
- -1 heterocycle radical Chemical class 0.000 claims description 191
- 229910052757 nitrogen Inorganic materials 0.000 claims description 88
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 57
- 150000003254 radicals Chemical class 0.000 claims description 44
- 125000000623 heterocyclic group Chemical group 0.000 claims description 43
- 150000001875 compounds Chemical class 0.000 claims description 31
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 239000000835 fiber Substances 0.000 claims description 25
- 150000002829 nitrogen Chemical group 0.000 claims description 22
- 102000011782 Keratins Human genes 0.000 claims description 21
- 108010076876 Keratins Proteins 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl radical Chemical class [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 239000002585 base Substances 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 12
- 150000004780 naphthols Chemical class 0.000 claims description 12
- 125000005843 halogen group Chemical group 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 230000001590 oxidative Effects 0.000 claims description 9
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 239000007800 oxidant agent Substances 0.000 claims description 7
- 229910052717 sulfur Chemical group 0.000 claims description 7
- YRLORWPBJZEGBX-UHFFFAOYSA-N 3,4-dihydro-2H-1,4-benzoxazine Chemical class C1=CC=C2NCCOC2=C1 YRLORWPBJZEGBX-UHFFFAOYSA-N 0.000 claims description 6
- NLMQHXUGJIAKTH-UHFFFAOYSA-N 4-hydroxyindole Chemical compound OC1=CC=CC2=C1C=CN2 NLMQHXUGJIAKTH-UHFFFAOYSA-N 0.000 claims description 6
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N Amino radical Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 6
- GEYOCULIXLDCMW-UHFFFAOYSA-N O-Phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims description 6
- 229940058303 antinematodal Benzimidazole derivatives Drugs 0.000 claims description 6
- 229940054051 antipsychotic Indole derivatives Drugs 0.000 claims description 6
- 150000001556 benzimidazoles Chemical class 0.000 claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
- 150000002475 indoles Chemical class 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- APXRHPDHORGIEB-UHFFFAOYSA-N 1H-pyrazolo[4,3-d]pyrimidine Chemical class N1=CN=C2C=NNC2=C1 APXRHPDHORGIEB-UHFFFAOYSA-N 0.000 claims description 5
- UIOFUWFRIANQPC-JKIFEVAISA-N Floxacillin Chemical class N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C(O)=O)=O)C(=O)C1=C(C)ON=C1C1=C(F)C=CC=C1Cl UIOFUWFRIANQPC-JKIFEVAISA-N 0.000 claims description 5
- 125000005842 heteroatoms Chemical group 0.000 claims description 5
- NQRYJNQNLNOLGT-UHFFFAOYSA-N piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 5
- DNTVKOMHCDKATN-UHFFFAOYSA-N pyrazolidine-3,5-dione Chemical class O=C1CC(=O)NN1 DNTVKOMHCDKATN-UHFFFAOYSA-N 0.000 claims description 5
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 claims description 4
- CBOIHMRHGLHBPB-UHFFFAOYSA-N Hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000002476 indolines Chemical class 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 125000004585 polycyclic heterocycle group Chemical group 0.000 claims description 4
- DMOJFMSIAIUEBK-UHFFFAOYSA-N 1-(4-amino-3-methylphenyl)-5-methylpyrrolidin-3-ol Chemical compound CC1CC(O)CN1C1=CC=C(N)C(C)=C1 DMOJFMSIAIUEBK-UHFFFAOYSA-N 0.000 claims description 3
- YRBRVMGXTWJLBZ-UHFFFAOYSA-N 1H-imidazole;1H-pyrrole Chemical class C=1C=CNC=1.C1=CNC=N1 YRBRVMGXTWJLBZ-UHFFFAOYSA-N 0.000 claims description 3
- YEASAHKXQJHZPL-UHFFFAOYSA-N 2-[1-(4-amino-3-methylphenyl)pyrrolidin-3-yl]oxyethanol Chemical group C1=C(N)C(C)=CC(N2CC(CC2)OCCO)=C1 YEASAHKXQJHZPL-UHFFFAOYSA-N 0.000 claims description 3
- QRMLLECAADTTHG-UHFFFAOYSA-N 2H-pyrrolo[3,2-d][1,3]oxazole Chemical class C1=CC2=NCOC2=N1 QRMLLECAADTTHG-UHFFFAOYSA-N 0.000 claims description 3
- UZQJQJNKYMSTCP-UHFFFAOYSA-N 4-(4-methylpiperidin-1-yl)aniline Chemical compound C1CC(C)CCN1C1=CC=C(N)C=C1 UZQJQJNKYMSTCP-UHFFFAOYSA-N 0.000 claims description 3
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N M-Phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 150000003217 pyrazoles Chemical class 0.000 claims description 3
- WVOAPRDRMLHUMI-UHFFFAOYSA-N (2-methylnaphthalen-1-yl) acetate Chemical compound C1=CC=C2C(OC(=O)C)=C(C)C=CC2=C1 WVOAPRDRMLHUMI-UHFFFAOYSA-N 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- XDPKQGKEOCYMQC-UHFFFAOYSA-N 1,2-diphenylpyrazolidine-3,5-dione Chemical compound O=C1CC(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 XDPKQGKEOCYMQC-UHFFFAOYSA-N 0.000 claims description 2
- XYALCRZTZJUWNZ-UHFFFAOYSA-N 1-(2-hydroxyethyl)indol-4-ol Chemical compound C1=CC=C2N(CCO)C=CC2=C1O XYALCRZTZJUWNZ-UHFFFAOYSA-N 0.000 claims description 2
- UPSQXZSGCSPEHA-UHFFFAOYSA-N 1-(2-hydroxypropyl)indol-4-ol Chemical compound C1=CC=C2N(CC(O)C)C=CC2=C1O UPSQXZSGCSPEHA-UHFFFAOYSA-N 0.000 claims description 2
- ZJMUBINEQIUUPL-UHFFFAOYSA-N 1-butylbenzimidazol-4-ol Chemical compound C1=CC=C2N(CCCC)C=NC2=C1O ZJMUBINEQIUUPL-UHFFFAOYSA-N 0.000 claims description 2
- WSMJTXVQAZYLAV-UHFFFAOYSA-N 1-methylindol-4-ol Chemical compound C1=CC=C2N(C)C=CC2=C1O WSMJTXVQAZYLAV-UHFFFAOYSA-N 0.000 claims description 2
- OOOVRUXKQGYTPJ-UHFFFAOYSA-N 1-methylindol-6-ol Chemical compound C1=C(O)C=C2N(C)C=CC2=C1 OOOVRUXKQGYTPJ-UHFFFAOYSA-N 0.000 claims description 2
- DODRSIDSXPMYQJ-UHFFFAOYSA-N 1H-benzimidazol-4-ol Chemical compound OC1=CC=CC2=C1N=CN2 DODRSIDSXPMYQJ-UHFFFAOYSA-N 0.000 claims description 2
- LCYKFWZACWTNDC-UHFFFAOYSA-N 1H-benzimidazole-4,7-diol Chemical compound OC1=CC=C(O)C2=C1N=CN2 LCYKFWZACWTNDC-UHFFFAOYSA-N 0.000 claims description 2
- YBMUVGQKRPSJLS-UHFFFAOYSA-N 1H-benzimidazole-5,6-diol Chemical compound C1=C(O)C(O)=CC2=C1NC=N2 YBMUVGQKRPSJLS-UHFFFAOYSA-N 0.000 claims description 2
- LUNUNJFSHKSXGQ-UHFFFAOYSA-N 1H-indol-4-amine Chemical compound NC1=CC=CC2=C1C=CN2 LUNUNJFSHKSXGQ-UHFFFAOYSA-N 0.000 claims description 2
- MIMYTSWNVBMNRH-UHFFFAOYSA-N 1H-indol-6-amine Chemical compound NC1=CC=C2C=CNC2=C1 MIMYTSWNVBMNRH-UHFFFAOYSA-N 0.000 claims description 2
- XAWPKHNOFIWWNZ-UHFFFAOYSA-N 1H-indol-6-ol Chemical compound OC1=CC=C2C=CNC2=C1 XAWPKHNOFIWWNZ-UHFFFAOYSA-N 0.000 claims description 2
- WTFWZOSMUGZKNZ-UHFFFAOYSA-N 1H-indol-7-amine Chemical compound NC1=CC=CC2=C1NC=C2 WTFWZOSMUGZKNZ-UHFFFAOYSA-N 0.000 claims description 2
- ORVPXPKEZLTMNW-UHFFFAOYSA-N 1H-indol-7-ol Chemical compound OC1=CC=CC2=C1NC=C2 ORVPXPKEZLTMNW-UHFFFAOYSA-N 0.000 claims description 2
- OWWAUBQOFLVUMS-UHFFFAOYSA-N 2,3-dihydro-1H-indol-4-ol Chemical compound OC1=CC=CC2=C1CCN2 OWWAUBQOFLVUMS-UHFFFAOYSA-N 0.000 claims description 2
- UMXPKGQJQAQXLU-UHFFFAOYSA-N 2,3-dihydro-1H-indol-6-amine Chemical compound NC1=CC=C2CCNC2=C1 UMXPKGQJQAQXLU-UHFFFAOYSA-N 0.000 claims description 2
- JWLQULBRUJIEHY-UHFFFAOYSA-N 2,3-dihydro-1H-indol-6-ol Chemical compound OC1=CC=C2CCNC2=C1 JWLQULBRUJIEHY-UHFFFAOYSA-N 0.000 claims description 2
- WCPGNFONICRLCL-UHFFFAOYSA-N 2-(2,4-diaminophenoxy)ethanol Chemical compound NC1=CC=C(OCCO)C(N)=C1 WCPGNFONICRLCL-UHFFFAOYSA-N 0.000 claims description 2
- FFBGMHQWMQGPBB-UHFFFAOYSA-N 2-(5-amino-2,3-dihydroindol-1-yl)ethanethiol Chemical compound NC1=CC=C2N(CCS)CCC2=C1 FFBGMHQWMQGPBB-UHFFFAOYSA-N 0.000 claims description 2
- TZDKSSYMXFUTIJ-UHFFFAOYSA-N 2-(5-amino-3-methyl-2,3-dihydroindol-1-yl)ethanol Chemical compound C1=C(N)C=C2C(C)CN(CCO)C2=C1 TZDKSSYMXFUTIJ-UHFFFAOYSA-N 0.000 claims description 2
- XKXRQLPWQOIVCY-UHFFFAOYSA-N 2-(5-amino-6-methyl-2,3-dihydroindol-1-yl)ethanol Chemical compound C1=C(N)C(C)=CC2=C1CCN2CCO XKXRQLPWQOIVCY-UHFFFAOYSA-N 0.000 claims description 2
- ZNMLQKPOMKCZJB-UHFFFAOYSA-N 2-(6-amino-3,4-dihydro-2H-quinolin-1-yl)ethanethiol Chemical compound SCCN1CCCC2=CC(N)=CC=C21 ZNMLQKPOMKCZJB-UHFFFAOYSA-N 0.000 claims description 2
- JUJVNTRWJQHLEI-UHFFFAOYSA-N 2-[1-(4-aminophenyl)piperidin-2-yl]ethanol Chemical compound C1=CC(N)=CC=C1N1C(CCO)CCCC1 JUJVNTRWJQHLEI-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
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 claims description 2
- USVXDODAPOBXCF-UHFFFAOYSA-N 2-methyl-1H-benzimidazol-4-amine Chemical compound C1=CC=C2NC(C)=NC2=C1N USVXDODAPOBXCF-UHFFFAOYSA-N 0.000 claims description 2
- HLPAESMITTURFN-UHFFFAOYSA-N 2-methyl-1H-benzimidazol-4-ol Chemical compound C1=CC=C2NC(C)=NC2=C1O HLPAESMITTURFN-UHFFFAOYSA-N 0.000 claims description 2
- AXUDYYPUJZTLSH-UHFFFAOYSA-N 2-methyl-1H-benzimidazole-5,6-diol Chemical compound OC1=C(O)C=C2NC(C)=NC2=C1 AXUDYYPUJZTLSH-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
- SRJCJJKWVSSELL-UHFFFAOYSA-N 2-methylnaphthalen-1-ol Chemical compound C1=CC=CC2=C(O)C(C)=CC=C21 SRJCJJKWVSSELL-UHFFFAOYSA-N 0.000 claims description 2
- TVQZMLUEORHUJG-UHFFFAOYSA-N 2-phenyl-3H-pyrazolo[1,5-b][1,2,4]triazole Chemical compound N1N2N=CC=C2N=C1C1=CC=CC=C1 TVQZMLUEORHUJG-UHFFFAOYSA-N 0.000 claims description 2
- VDBWSAHFHIJKRB-UHFFFAOYSA-N 2-propan-2-yl-3H-pyrazolo[1,5-b][1,2,4]triazole Chemical compound C1=NN2NC(C(C)C)=NC2=C1 VDBWSAHFHIJKRB-UHFFFAOYSA-N 0.000 claims description 2
- UVUGDGRIYQQKIT-UHFFFAOYSA-N 3,4-dihydro-2H-1,4-benzoxazin-6-amine Chemical compound O1CCNC2=CC(N)=CC=C21 UVUGDGRIYQQKIT-UHFFFAOYSA-N 0.000 claims description 2
- HWWIVWKTKZAORO-UHFFFAOYSA-N 3,4-dihydro-2H-1,4-benzoxazin-6-ol Chemical compound O1CCNC2=CC(O)=CC=C21 HWWIVWKTKZAORO-UHFFFAOYSA-N 0.000 claims description 2
- MZIHFAWYLOSEKS-UHFFFAOYSA-N 3,6-dimethyl-3H-pyrazolo[5,1-c][1,2,4]triazole Chemical compound CC1=NN2C(C)N=NC2=C1 MZIHFAWYLOSEKS-UHFFFAOYSA-N 0.000 claims description 2
- JPNURJWMRVKBAE-UHFFFAOYSA-N 3-(7-methoxy-2,2,3-trimethyl-3,4-dihydroquinolin-1-yl)propan-1-ol Chemical compound C1C(C)C(C)(C)N(CCCO)C2=CC(OC)=CC=C21 JPNURJWMRVKBAE-UHFFFAOYSA-N 0.000 claims description 2
- FLROJJGKUKLCAE-UHFFFAOYSA-N 3-amino-2-methylphenol Chemical compound CC1=C(N)C=CC=C1O FLROJJGKUKLCAE-UHFFFAOYSA-N 0.000 claims description 2
- DSGHWUWQVNMCKK-UHFFFAOYSA-N 3-amino-4-methoxy-2-methylphenol Chemical compound COC1=CC=C(O)C(C)=C1N DSGHWUWQVNMCKK-UHFFFAOYSA-N 0.000 claims description 2
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 2
- FBPSBGSWWFBXQB-UHFFFAOYSA-N 4,7-dimethoxy-1H-benzimidazole Chemical compound COC1=CC=C(OC)C2=C1N=CN2 FBPSBGSWWFBXQB-UHFFFAOYSA-N 0.000 claims description 2
- BGGGDHXHMQFBGA-UHFFFAOYSA-N 4-[(2,4-diaminophenoxy)methoxy]benzene-1,3-diamine Chemical compound NC1=CC(N)=CC=C1OCOC1=CC=C(N)C=C1N BGGGDHXHMQFBGA-UHFFFAOYSA-N 0.000 claims description 2
- MWKPYVXITDAZLL-UHFFFAOYSA-N 4-[3-(2,4-diaminophenoxy)propoxy]benzene-1,3-diamine Chemical compound NC1=CC(N)=CC=C1OCCCOC1=CC=C(N)C=C1N MWKPYVXITDAZLL-UHFFFAOYSA-N 0.000 claims description 2
- LGVIJZJURYZYHI-UHFFFAOYSA-N 4-[6-amino-2,2,7-trimethyl-3-(sulfanylmethyl)-3,4-dihydroquinolin-1-yl]butane-1,2-diol Chemical compound OCC(O)CCN1C(C)(C)C(CS)CC2=C1C=C(C)C(N)=C2 LGVIJZJURYZYHI-UHFFFAOYSA-N 0.000 claims description 2
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 claims description 2
- AYAKPRUPZTWPLK-UHFFFAOYSA-N 4-ethoxy-6-methylbenzene-1,3-diamine Chemical compound CCOC1=CC(C)=C(N)C=C1N AYAKPRUPZTWPLK-UHFFFAOYSA-N 0.000 claims description 2
- SJZRECIVHVDYJC-UHFFFAOYSA-M 4-hydroxybutyrate Chemical group OCCCC([O-])=O SJZRECIVHVDYJC-UHFFFAOYSA-M 0.000 claims description 2
- HGWQOFDAUWCQDA-UHFFFAOYSA-N 4-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(O)=CC=C(S(O)(=O)=O)C2=C1 HGWQOFDAUWCQDA-UHFFFAOYSA-N 0.000 claims description 2
- WERSDZKEJFOKJJ-UHFFFAOYSA-N 4-methoxy-5-methylbenzene-1,3-diamine Chemical compound COC1=C(C)C=C(N)C=C1N WERSDZKEJFOKJJ-UHFFFAOYSA-N 0.000 claims description 2
- WLSFMPWGCOPING-UHFFFAOYSA-N 4-methyl-2,3-dihydro-1,4-benzoxazin-6-ol Chemical compound C1=C(O)C=C2N(C)CCOC2=C1 WLSFMPWGCOPING-UHFFFAOYSA-N 0.000 claims description 2
- CQPLGGXOAHSQBD-UHFFFAOYSA-N 5-amino-2,4-dimethoxyphenol Chemical compound COC1=CC(OC)=C(O)C=C1N CQPLGGXOAHSQBD-UHFFFAOYSA-N 0.000 claims description 2
- CNEHJJGZSQRWRR-UHFFFAOYSA-N 5-amino-2-(2-hydroxyethoxy)phenol Chemical compound NC1=CC=C(OCCO)C(O)=C1 CNEHJJGZSQRWRR-UHFFFAOYSA-N 0.000 claims description 2
- BLQFHJKRTDIZLX-UHFFFAOYSA-N 5-amino-2-methoxyphenol Chemical compound COC1=CC=C(N)C=C1O BLQFHJKRTDIZLX-UHFFFAOYSA-N 0.000 claims description 2
- WDQMXRWYXILWPT-UHFFFAOYSA-N 5-amino-4-chloro-2-methylphenol Chemical compound CC1=CC(Cl)=C(N)C=C1O WDQMXRWYXILWPT-UHFFFAOYSA-N 0.000 claims description 2
- PSPYAOSEFGPDOA-UHFFFAOYSA-N 5-ethyl-4-methoxybenzene-1,3-diamine Chemical compound CCC1=CC(N)=CC(N)=C1OC PSPYAOSEFGPDOA-UHFFFAOYSA-N 0.000 claims description 2
- URGMLVWXPXSAKY-UHFFFAOYSA-N 5-methyl-1H-indol-4-ol Chemical compound CC1=CC=C2NC=CC2=C1O URGMLVWXPXSAKY-UHFFFAOYSA-N 0.000 claims description 2
- ZPBMWNAPTHLEQG-UHFFFAOYSA-N 6-(5-amino-2,3-dihydroindol-1-yl)hexane-1,2,3,4,5-pentol Chemical compound NC1=CC=C2N(CC(O)C(O)C(O)C(O)CO)CCC2=C1 ZPBMWNAPTHLEQG-UHFFFAOYSA-N 0.000 claims description 2
- TUYBCLHMZFLWRY-UHFFFAOYSA-N 6-bromo-1,3-benzodioxol-5-ol Chemical compound C1=C(Br)C(O)=CC2=C1OCO2 TUYBCLHMZFLWRY-UHFFFAOYSA-N 0.000 claims description 2
- BKYQHRSVSLQLLQ-UHFFFAOYSA-N 6-methoxy-1,3-benzodioxol-5-amine Chemical compound C1=C(N)C(OC)=CC2=C1OCO2 BKYQHRSVSLQLLQ-UHFFFAOYSA-N 0.000 claims description 2
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- ULRSUUNKPNRHQW-UHFFFAOYSA-N 7-methyl-3H-benzimidazol-4-ol Chemical compound CC1=CC=C(O)C2=C1N=CN2 ULRSUUNKPNRHQW-UHFFFAOYSA-N 0.000 claims description 2
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- 240000003670 Sesamum indicum Species 0.000 description 1
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- CWERGRDVMFNCDR-UHFFFAOYSA-N Thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
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- 230000002378 acidificating Effects 0.000 description 1
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- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
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- UIIMBOGNXHQVGW-UHFFFAOYSA-M buffer Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
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- 235000020960 dehydroascorbic acid Nutrition 0.000 description 1
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- 150000002170 ethers Chemical class 0.000 description 1
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- 239000003352 sequestering agent Substances 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
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Abstract
The invention concerns an oxidation dyeing composition for keratinous fibres, and in particular for human keratinous fibres such as hair comprising, in a suitable dyeing medium, at least an oxidation base selected among certain substituted paraphenylenediamine derivatives and their addition salts with an acid, and at least a selected coupling agent, and the dyeing method using said composition.
Description
COMPOSITION OF DYE BY OXIDATION OF THE KERATINIC FIBERS AND DYE PROCEDURE USING THIS
COMPOSITION Description of the invention The subject of the invention is a composition for the oxidation dyeing of keratin fibers, and in particular of human keratin fibers, such as hair, comprising, in a medium suitable for dyeing, at least one oxidation base selected from certain substituted derivatives of para-phenylenediamine and its addition salts with an acid and at least one selected coupler, as well as the dyeing process employing this composition. It is known to dye the keratin fibers and in particular human hair with dyeing compositions containing oxidation dye ursors, in particular ortho or para-phenylenedia, ortho or para-aminophenols, heterocyclic bases, generally referred to as oxidation bases. Oxidation dye ursors, or oxidation bases, are colorless or weakly colored compounds which, associated with "oxidizing products, can give rise, by an oxidative condensation process, to colored compounds and dyes. the shades obtained with these oxidation bases associating them with copulators or color modifiers, the latter being chosen among the aromatic metadiamines, the etaminophenols, the meta-diphenols and certain heterocyclic compounds.The variety of the molecules put into play at the level of the oxidation bases and the copulators, allows obtaining a rich range of colors.The coloration called "permanent" obtained thanks to these oxidation dyes, must satisfy, on the other hand, a certain number of demands.
REF. 134186 allow obtaining tonalities in the desired intensity and ent a good behavior against external agents (light, bad weather, washing, permanent wave, perspiration, friction). The dyes must also make it possible to cover the white hairs, and lastly, to be as non-selective as possible, that is, to obtain as low deviations of coloration as possible along the same keratin fiber, which may be differently sensitized ( that is, spoiled) between its tip and its root. It has already been proposed, mainly in patent applications JP-11158046, JP-11158047 and JP-11158048 compositions for the oxidation dyeing of keratin fibers containing, as oxidation dye ursors, certain substituted paraphenylenediamine derivatives. However, the colorations obtained using these compositions are not always sufficiently powerful, chromatic or resistant to the different aggressions that the hair may experience. Now, the Applicant Firm has just discovered that it is possible to obtain new dyes, able to lead to colorations of varied shades, chromatic, powerful, aesthetic, not very selective and very resistant to the various aggressions that fibers can experience, associating at least one first oxidation base selected from certain derivatives of the para-phenylenediamine of formula (I) defined below and its addition salts with an acid and at least one oxidation couple conveniently selected. This discovery forms the basis of the ent invention. The invention therefore has as its first object a composition for dyeing by oxidation of keratin fibers and in particular of human keratin fibers such as hair, characterized in that it comprises, in an appropriate medium for dyeing :
- at least one first oxidation base chosen from the substituted paraphenylenediamine derivatives of formula (I) below, and their addition salts with an acid:
wherein: Ri and R2 can take one of the following meanings i) to v):
i) Ri and R2 simultaneously reent a radical
- (CH2) 2CHOHCH2OH; or ii) R represents a radical -CH2 (CHOH) 4CH2OH, and R2 represents a hydrogen atom, an alkyl, aryl or a heterocycle radical; or iii) R represents an alkyl, aryl or a heterocycle radical and R2 represents an alkylene radical - (CH2) .t - wherein m is an integer equal to 2 or 3, said alkylene radical forming a cycle in conjunction with the nitrogen, with the carbon atom of the benzene ring carrying the nitrogen atom and one of the two carbon atoms of the benzene ring that are adjacent to it, it being understood that when Ri is an alkyl or aryl radical, then either Rl or p alkylene radical is substituted by a radical containing at least one nitrogen, oxygen or sulfur atom; iv) Ri represents a radical - (CH2CH20) PR4, wherein p is an integer between 2 and 8 inclusive, R4 and R2, identical or different, represent a hydrogen atom, an alkyl, aryl or a heterocycle radical; v) Ri and R2 form, together with the nitrogen atom on which they are fixed, a heterocycle saturated with 5, 6 or 7 links, said heterocycle being substituted by at least one radical containing at least one carbon, nitrogen atom , of sulfur oxygen;
- R3 represents a halogen atom, an alkyl or aryl radical, a heterocycle, a heterocycle linked to the benzene ring of the formula (I) by an ether or thio bond, a cyano, nitro, hydroxyl, carboxyl, sulfo, alkoxy radical, aryloxy, cyanoate, amino, anilino, ureido, sulfamoyl, mono- or di-alkylsulfamylamino, alkytio, arylthio, alkoxycarbonylamino, sulfone gone, carbamyl, mono- or di-alkylcarbamyl sulfamyl, alkylsulfonyl, alkoxycarbonyl, azo, acyloxy, carbamyloxy, mono- or di-alkylcarbamyloxy, silyl, silyloxy, aryloxycarbonylamino, imido, sulfinyl, phosphonyl, aryloxycarbonyl, acyl or mercapto;
said alkyl radicals comprising from 1 to 25 carbon atoms and which may be linear, branched or cyclic and be substituted by one or several radicals and then represent a mono or polyhydroxyalkyl radical, alkoxyalkyl, optionally substituted aminoalkyl on the nitrogen atom, carboxyalkyl, alkylcarboxyalkyl, thioalkyl, alkylthioalkyl, cyanoalkyl, trifluoroalkyl, sulfoalkyl, phosphoalkyl, or haloalkyl; said alkoxy radicals comprising from 1 to 25 carbon atoms and which may be linear, branched or cyclic; said aryl radicals comprising from 6 to 26 carbon atoms and which may be substituted by one or several radicals chosen from the alkyl, substituted alkyl or alkoxy radicals; being the monocyclic or polycyclic heterocycles, each cycle comprising 3, 4, 5 or 6 links and which may contain one or more heteroatoms, it being understood that in the case of polycyclic heterocycles, at least one of the cycles contains at least one heteroatom such as N, O or S;
- n is an integer between 0 and 4; it being understood that when n is greater than 1, then the radicals R3 can be identical or different and form a saturated or unsaturated cycle with 3, 4, 5 or 6 links together;
with the proviso that: 1) when Ri and R2 have the meanings defined in point v), then the compounds of formula (I) do not contain more than 3 hydroxyl radicals; 2) when Ri and R2 have the meanings defined in point v) and when Ri and R2 form a pyrro-Jidinic cycle substituted by a carbamoyl radical on the carbon in alpha position of the nitrogen atom on which they are fixed, then n is different from 0; or the pyrrolidinic cycle carries at least two substituents; 3) when Ri and R have the meanings defined in point v) and when R: and R2 form a pyrrolidinic cycle substituted by a hydroxymethyl radical on the carbon located in alpha position relative to the nitrogen atom on which they are fixed, and when n = 0 or 1, then either said cycle carries at least two additional substituents, or said cycle comprises a second substituent different from a hydroxyl radical on the carbon located in the β position relative to the nitrogen atom and in relation to the carbon carrying said hydroxymethyl substituent; or when Ri and R2 have the meanings defined in point v) and when Rx and R2 form a pyrrolidinic cycle substituted by a hydroxymethyl radical on the carbon located in alpha position relative to the nitrogen atom on which they are fixed, and when n = 1, then R3 is different from an alkyl, mono- or polyhydroxyalkyl radical; ) when Rx and R2 have the meanings defined in item iii) the compounds of formula (I) must meet at least one of four following conditions: a) whatever the value of n, the alkylene cycle formed by the radical R2 comprises a substituent, in addition to the radical Ri; or b) n is greater than 1; or c) when n is equal to 1, then R 3 represents an aryl radical or a heterocycle; or d) when n is equal to zero or to 1, then Rx represents an aryl radical, a heterocycle or a substituted alkyl radical different from a monohydroxyalkyl radical; ) when Ri and R2 have the meanings defined in point v), the Ri and R2 groups form a heterocycle different from the piperazines' and the diazacycloheptaines, and at least one copulator chosen from the heterocyclic couplers, the substituted etadiphenols, the metaphenylenediamines substituted, the naphthols and acylated naphthols and the etaaminophenols of formula (II) below, and their addition salts with an acid:
wherein: R5 represents a hydrogen atom, a C? ~C alkyl / monohydroxyalkyl radical of C?-C4, or a C 2 -C 4 polyhydroxyalkyl, R 5 represents a hydrogen atom, an alkyl radical of C?-C4 / C 1 -C 0 alkoxy or a halogen atom chosen from chlorine, bromine or fluorine, - R 7 represents a hydrogen atom, a C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C monohydroxyalkyl radical. -C4, C2-C4 polyhydroxyalkyl, C1-C4 onhydroxyalkoxy, or C2-C4 polyhydroxyalkoxy;
with the condition that when R-? designate a methyl radical, and R6 designate a hydrogen atom, then R5 does not designate a hydrogen atom. The dyeing composition according to the invention leads to colorations in various shades, chromatic, powerful, aesthetic, having a low selectivity and excellent properties of resistances at the same time against atmospheric agents, such as light and weathering and against perspiration and different treatments that can suffer hair. According to a particular embodiment, the oxidation base is selected from among the substituted paraphenylenediamine derivatives of the following formula (I), and their addition salts with an acid:
wherein: Ri and R2 can take one of the following meanings i) to v): i) Ri and R2 simultaneously represent a radical - (CH2) 2CHOHCH2OH; or ii) Ri represents a radical -CH2 (CHOH) 4CH2OH and R2 represents a hydrogen atom, an alkyl radical; or iv) Ri represents a radical - (CH2CH20) PR4, where p is an integer comprised between 2 and 8 inclusive, R4 and R2, identical or different, represent a hydrogen atom, an alkyl, aryl or a heterocycle radical; v) Rx and R2 form, together with the nitrogen atom on which they are fixed, a saturated heterocycle with 5, 6 or 7 links, said heterocycle being substituted by at least one radical containing at least one carbon atom, or nitrogen, or oxygen, not located in the meta position relative to the nitrogen atom of the heterocycle; - R3 represents a halogen atom, an alkyl or aryl radical, a heterocycle, - n is an integer equal to 0, 1 or 2. According to one embodiment of the invention, the Ri and R2 groups form a heterocycle comprising a single hetero atom, nitrogen, for example a pyrolidine heterocycle. Among the substituted paraphenylenediamine derivatives of formula (I) above, mention may be made in particular of 1-N, N-bis- (3 ', 4'-dihydroxybutyl) paraphenylenediamine, 1-N, N-bis- (3 J 4 '-dihydroxybutyl) -3-methyl para-phenylenediamine, 1-N, N-bis- (3', '-dihydroxybutyl) -3-ethyl paraphenylenediamine, lN, N-bis- (3', 4 '-dihydroxybutyl) - 3-propyl para-phenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-methoxy paraphenylenediamine, 1-N, N-bis- (3', 4'-dihydroxybutyl) -3- ethoxy paraphenylenediamine, 1-N, N-bis- (3 J 4 '-dihydroxybutyl) -3-propyloxy paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-hexyloxy paraphenylenediamine, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-. { l "-N-3", 5"- dimethyl-pyrazolyl paraphenylenediamine, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-ureido paraphenylenediamine, 1-N, N-bis- ( 3 J 4 '-dihydroxybutyl) -3-trimethyl-1", 3", 3"-solid para-phenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3 ^ dimethylamino paraphenylenediamine, 1 -N, N-bis- (3 ', 4' -dihydroxybutyl) -3-methylthio paraphenylenediamine, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-ethylthio paraphenylenediamine, 1-N , -bis- (3 ',' -dihydroxybutyl) -3-mercapto para-phenylenedia ina, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-n.butylthio paraphenylenediamine, 1- N, N-bis- (3 ', 4' -dihydroxybutyl) -3-n. octylthio para-phenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-mercaptoethyl paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3- mercaptoethyl thioparaphenylenediamine, 1-N, N-bis- (3 ', 4' - dihydroxybutyl) -3-β-hydroxyethyl thioparaphenylenediamine, 1-N- (2'J ', 4', 5 ', 6' - pentahydroxyhexyl) paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (2', 3 ', 4', 5 ', 6' -pentahidroxihexil) -3-isopropyl para-phenylenediamine, 1-N- (2 ', 3', 4 J 5 J 6 '-pentahidroxihexil) -3-methoxy-para-phenylenediamine, 1-N- (2', 3 '', 5 ', 6' -pentahidroxihexil) -1-N- (4"-N" -methyl-piperidyl) -3-ethoxy-para-phenylenediamine, 1-N- (2J3J4J5J6 '-pentahidroxi-hexyl) -3-isopropoxy para-phenylenediamine, 1 N- (2 ', 3', 4 ', 5', 6'-pentahidroxihexil) -3-dimethylamino phenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6'-pentahidroxihexil) -3-methyl tioparafenilendiamina, 1-N- (2 ', 3' ', 5', 6'-pentahidroxihexil) -3-mercapto phenylenediamine, 1-N- (hexyl) -1-N- (2 ' , 3 ', 4', 5 ', 6'-pentahidroxihexil) -3-isopropyl para-phenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4', 5 ', 6' - pentahydroxyhexyl) -3-isooctyloxy paraphenylenediamine, 1-N- (methyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-isopropyloxy paraphenylenediamine, the 1-N- (me til) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (methyl) -1-N-! 2'J', 4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyl paraphenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4', 5 ', 6' -pentahydroxyhexyl) -3 -hydroxyethyl oxy phenylenediamine, 1-N- (methyl) -1-N- (2J 3 ', 4', 5 ', 6' -pentahydroxyhexyl) -3-mercaptoethyloxy paraphenylenediamine, 1-N- (methyl) -1- N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) paraphenylenediamine, the
1-N- (phenyl) -1-N- (2J3 ', 4J5', 6'-pentahydroxyhexyl) -3-ethyloxy paraphenylenediamine, 1-N- (4"-N-methylpiperidyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyloxy paraphenylenediamine, 4-N- (methyl) -4-N- (2', 3 ', 4', 5 ', 6' -pentahidroxihexil) -amino-7-amino-l-methylindole, 1-N- (hidroxietiloxietil) -1-N- (2 ', 3', 4 ', 5', 6'-pentahidroxihexil) -3-ethyl paraphenylenediamine , and its addition salts with an acid.
Preferably, the oxidation base is chosen from 1-N, N-bis- (3 J 4 '-dihydroxybutyl) para-phenylenediamine, 1-N, N-bis- (3 J 4' -dihydroxybutyl) -3-methyl para-phenylenediamine, 1-N, N-bis- (3 ', 4'-dihidroxibutil) -3-ethyl para-phenylenediamine, lN, N-bis- (3', 4'-dihidroxibutil) -3-propyl para-phenylenediamine, 1 -N- (2 ', 3 J 4 J 5 J 6' - pentahydroxyhexyl) paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxy-exyl) -3-isopropyl para-phenylenediamine, 1-N- (hexyl) -1-N- (2', 3", 4 J 5 J 6 '-pentahydroxyhexyl) -3-isopropyl para-phenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4', 5 ', 6' -pentahydroxyhexyl) -3-methyl para-phenylenediamine, 1-N- (methyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyl paraphenylenediamine, 1-N- (methyl) -1- N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) paraphenylenediamine, 1-N- (hydroxyethyloxyethyl) -1-N- (2', 3 ', 4', 5 ', 6' -pent ahydroxyhexyl) -3-ethyl paraphenylenediamine, and its addition salts with an acid. Mention may also be made particularly of 1-N- (3 ', 4' -dihydroxybutyl) -5-aminoindoline, l- (2'-hydroxyethyl) -2-methyl-5-aminoindoline, l-methyl-2- hydroxymethyl-5-aminoindoline, 6-methyl-2-hydroxyethyl-5-aminoindoline, 2-hidroxietiloxietil-5-aminoindoline, 2-hidroxietiloxietiloxietiloxietil-5-aminoindoline, 2-hidroxietiloxietiloxietiloxietiloxietiloxietil-6-isopropyl-5-aminoindoline, 2-hydroxyethyl-3-methyl-5-aminoindoline, 2-hidroxietiloxietiloxietil) -5-aminoindoline, l-carboxymethyl-2, 3, 3-trimethyl-5-aminoindoline, l-metilsulfonamidoetil-3-methyl-5 -aminoindoline, l-ureidoethyl-6-methoxy-5-aminoindoline, 1- (2 ', 3', 4 ', 5', 6 '-pentahydroxy-hexyl) -5-aminoindoline, 1-N- ( 2'-mercaptoethyl) -5 aminoindoline, the dimethyl ester 6-amino-l-methyl-l, 2,3,4-tetrahydro-furo- [2, 3, h] -quinoline 4-methyl ester of phosphoric acid, -amino-, 1,2, 2-trimethyl-4-trimethylsilanyloxy-1, 2,3,4-tetrahydroquinoline, 6-amino-1-hexyl-2, 2, 7-trimethyl l-4-mercaptomethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 ',' -dihydroxybutyl) -2, 2, 3-trimethyl-1,2,3,4-tetrahydro- quinoline, 6-amino-1- (ethoxyethoxyethoxyethoxy-3 ', 4'-dihydroxybutyl) -2, 2,3,7-tetramethyl-1,2,4,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyloxy-ethyloxyethyl) -2, 2, 3-trimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyl) -2,2,3-trimethyl-l, 2,3,4 - tetrahydroquinoline, 6-amino-l- (ethyl-bis- (hydroxy-ethyl-oxy-ethyl-oxy-hexoxyethyl) -2-, 2,3-, 7-tetramethyl-l, 2, 3, 4-tetrahydroquinoline, 1- (carboxymethyl) -2 , 2, 3, 7-tetramethyl-1,2,3-tetrahydroquinoline, 1- (hydroxypropyl) -2, 2, 3-trimethyl-7-methoxy-1,2,3,4-tetrahydroquinoline the 6-amino-l- (hidroxietiloxietiloxietil) -2, 2, 3-trimethyl-7-isopropyl-l, 2, 3, 4-tetrahydroquinoline, 6-amino-l- (hidroxietiloxietiloxietiloxietiloxi-etiloxietiloxietiloxietil) -2, 2 , 3-trimethyl-7-isopropyl-1, 2, 3, 4-tetrahydroquinoline, 6-amino-l- (hydroxy-ethyloxy) tiloxietiloxietiloxietiloxietiloxietiloxietil) -2, 2, 3-trimethyl-l, 2, 3, tetrahydroquinoline, 6-amino-l- (mercaptoethyl) -1, 2, 3, 4-tetrahydroquinoline, ß-amino-1- (3 ',' -dihydroxybutyl) -2,2, 3-trimethyl-7-isopropyl-l, 2,3, 4-tetrahydro-quinoline, 6-amino-1- (3 ', 4' -dihydroxybutyl) -2, 2, 7-trimethyl-4-hydroxymethyl-l, 2,3,4-tetrahydroquinoline, 6-amino-1- (3 ', 4' -dihydroxybutyl) -2, 2-dimethyl-4-hydroxymethyl-7-isopropyl -l, 2, 3, 4-tetrahydroquinoline, 6-amino-l- (3-hydroxypropyl) -2, 2-dimethyl-4-hydroxymethyl-7-isopropyl-1,2,4,4-tetrahydro-quinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxy-ethyloxy-ethyl-oxy-hexoxy-hexoxy) -2,2-dimethyl-4-hydroxy-methyl- 7-isopropyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxyethyl) -2,2-dimethyl-4-hydroxymethyl-7-isopropyl-2,2,4,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxy-oxy-hexoxyethyl) -2,2-dimethyl-7-isopropyl-1,2,3-tetrahydroquinoline, 6-amino-1- (hydroxy-ethyloxy-ethyl-oxy-oxy-oxy-hexoxy-hexoxy-ethyl) -2,2-dimethyl- 7-isopropyl-l, 2, 3, 4-tetrahydroquinoline ß-amino-1- (hydroxyethyloxyethyl) -2, 2-dimethyl-l, 2,3,4-tetrahydroquinoline, ß-amino-1, 2, 2 , 4, 7-pentamethyl-3-hydroxy-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 '-hydroxypropyl) -4- (hydroxyethyloxy-hexoxy-hexoxy-ethyl) -2,2-dimethyl-7-isopropyl -l, 2, 3, 4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxymethyloxy-hexoxyethyl) -4,4-dimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 ', 4 '-dihidro xibutyl) -2, 2-dimethyl-7-isopropyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyloxy-ethyloxyethyl) -4- (hydroxyethyloxy-hexoxy-hexoxyethyl) -2, 2, 7- trimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxyethyl) -2,2-dimethyl-7-isopropyl-1,2,3,4-tetrahydroquinoline, the 6-amino- l- (2 ', 3', 4 ', 5', 6'-pentahydroxyhexyl) -2,2, 4-trimethyl-7-isopropyl-1,2,3,4-tetrahydroquinoline, the 6-amino-l- (mercaptoethyl) -2,2, 4-trimethyl-7- (2 ', 3'-dihydroxy-propyloxy) -1,2,4,4-tetrahydroquinoline, 6-amino-1 - (3', 4 '- dihydroxybutyl) -2,2, 7-trimethyl-3-mercaptomethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (ureidoethyl) -2,2,4-trimethyl-1,2,3, 4-tetrahydroquinoline, 6-amino-2, 2-dimethyl-7-chloro-l, 2,3,4-tetrahydroquinoline-1-propylsulfonic acid, 6-amino-1- (4'-pyridinyl) -2, 2, 7-trimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 ', 4' -dihydroxybutyl) -2,2,4,7-tetramethyl-l, 2, 3, 4 -tetrahydroquinoline, the 6-amino -l, 7-diisopropyl-2,2-dimethyl-4-trimethylsilanyloxy-1,2,3,4-tetrahydroquinoline, 6-amino-1,2,2,4-tetramethyl-3-hydroxy-2, 3, tetrahydroquinoline, 6-amino-1-bromo-2,2-dimethyl-4-mercapto-7-isopropyloxy-1,2,3,4-tetrahydroquinoline and its addition salts with an acid. Mention may still be made particularly particularly of l- (4'-amino-3'-isopropyloxyphenyl) -2,6-dimethyl pyrrolidine, 1- (4'-amino-3'-methylphenyl) -3-hydroxyethyl-oxypyrrolidine, 1- (4 '-amino-3' -methylphenyl) -4-hydroxy-2-methyl pyrrolidine, 1- (4'-amino-3'-methylphenyl) -3-methylsulfonamido pyrrolidine, 1- (4'-amino) 3'-phenoxyphenyl) -3-methylsulfonamido pyrrolidine, 3-n-butyl pyrrolidine 1- (4'-amino-3'-phenylsulfonic acid), 1- (4'-amino-3'-acetylaminophenyl) -3- hydroxymethyl pyrrolidine, 7-amino-4- (2'-methyl) -pyrrolidinyl-benzofuran, 1- (4'-aminophenyl) -2- (4"-aminophenoxymethyl) piperidine, 1- (4'-amino) 3'-acetylphenyl) -4-hydroxypiperidine, 1- (4'-aminophenyl) -2- (hydroxyethyl) piperidine, l- (4'-amino-3'-methoxyphenyl) -2,6-dihydroxymethyl piperidine, 1- (4'-amino-3 '-isopropyloxyphenyl) -2,6-dimethyl piperidine, 1- (4'-amino-3'-isopropylphenyl) -2-hydroxymethyl piperidine, 1- (4'-amino) -3 '-isopropyloxyphenyl) -2-hydroxyethyl piperidine, 1- (4'-amino-3'-aminophenyl) -2-hydroxymethyl piperidine, 1- (4'-amino-3'-dimethylaminophenyl-2-mercaptoethyloxyethyl piperidine, 1- (4'-amino) 3 '(-2' '', '' '-dichloro) añilinophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -2, 7-dimethyl azacycloheptan and l- (4'-amino-3 '-methylphenyl) -2-methyl azacycloheptane, l- (4'-amino-3' -ureidophenyl) -3-hydroxy azacycloheptane, 1- (4 ') -amino-3 '-sulfamoylaminophenyl) -2,7-dimethyl azacycloheptane, 1- (4'-amino-3'-methylthiophenyl) -2,7-dimethyl azacycloheptane, lN-4' -hydroxybutyl-1- N- (hydroxy-ethyloxyethyloxyethyl) -3-isopropyl para-phenylenediamine, 1-N-methyl-1-N- (hydroxyethyloxyethyl-oxyethyl) -paraphenylenediamine, - 1-N-phenyl-CO- (hidroxietiloxietil) para-phenylenediamine, N-benzyl-1-LN- (hydroxy-etiloxietiloxietiloxietiloxietil) -3-trimethylsilyl phenylenediamine, 1-N-methyl-LN- (hydroxyethyloxy-etiloxietiloxietiloxietiloxietiloxietiloxietil) -3-trime-tilsililoxi phenylenediamine, 1-N-ethyl-LN- (metoxietiloxietiloxietiloxietiloxietil) -3-phenoxy- carbonylamino phenylenediamine, 1-N-methyl-LN- (metoxietiloxietiloxietil) -3- (2 ', 5' - dioxopyrrolidinyl) paraphenylenediamine, 1-N-ethyl-lN- (hydroxyethyloxy-ethyloxyethyl) -3-4 'pyridinylthio paraphenylenediamine, 1-N-propyl-1-N- (hydroxyethyloxy-hexoxyethyl) -3-sulfinyl paraphenylenediamine, 1-N -methyl-CO- (hydroxyethoxy-ethyl) -3- phenylenediamine phenoxycarbonyl, the lN, N-bis- (hidroxietiloxietiloxietiloxietil) para-phenylenediamine, 1-N, N-bis- (metoxietiloxietiloxietiloxietil) -3-isopropyl-oxy para-phenylenediamine, lN , N-bis- (hydroxyethyloxymethyloxyethyl) -3-isopropyloxy paraphenylenediamine, 1-N, N-bis- (hydroxyethyloxyethyl) ietiloxietil) -3-isopropyl para-phenylenediamine, lN, N-bis- (hidroxietiloxietiloxietiloxietil) -3-isopropyl para-phenylenediamine, 1-N, N-bis- (metoxietiloxietiloxi-etiloxietiloxietiloxietiloxietil) -3-methoxy-para-phenylenediamine, 1-N , -bis- (hidroxietiloxietiloxietiloxi-etiloxietiloxietiloxietiloxietil) -3-methyl para-phenylenediamine, 1-N, N-bis- (hidroxietiloxietiloxi-etiloxietil) -3-isopropyloxy phenylenediamine, 1-N, N-bis- (hidroxietiloxietil) -3- mercaptoethyl paraphenylenediamine, 1-N, N-bis- (benzyloxyethyloxy-ethyloxyethyl) -3-isopropyl para-phenylenediamine, and their addition salts with an acid. Preferably, the oxidation base is chosen from 1- (4 '-amino-3' -methylphenyl) -3-hydroxyethyl-oxy pyrrolidine, 1- (4'-amino-3 '-methylphenyl) -4-hydroxy-2- methyl pyrrolidine, 1- (4'-amino-3'-methylphenyl) -3-ethylsulfonamido pyrrolidine, 1- (4-amino-3'-phenoxyphenyl) -3-methylsulfonamido pyrrolidine, 1- (4'-aminophenyl) ) -2- (4"-aminophenoxymethyl) piperidine, l- (4'-aminophenyl) -2- (hydroxyethyl) piperidine, l- (4'-amino-3'-isopropylphenyl) -2-hydroxymethyl piperidine, 1- (4'-aminophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -2,7-dimethyl azacycloheptane, 1- (4'-amino-3'-methylphenyl) -2-methyl azacycloheptane , 1- (4'-amino-3'-ureidophenyl) -3-hydroxy azacycloheptane, lN-4 '-hydroxybutyl-1-N- (hydroxyethyloxyethyl-oxyethyl) -3-isopropyl paraphenylenediamine, 1-N-methyl-1N - (hydroxyethyloxyethyloxyethyl) para-phenylenediamine, 1-N, N-bis- (hydroxyethyloxy-ethyloxyethyl-oxyethyl) para-phenylenediamine, 1-N, N-bis- (hydroxyethyloxy-ethyl-oxy-hexoxyethyl) -3-isopropy l para-phenylene diamine, 1-N, N-bis- (hydroxyethyloxy-etiloxietiloxietil) -3-isopropyl para-phenylenediamine, 1-N, N-bis (hidroxietiloxietiloxietiloxietiloxietiloxi-etiloxietiloxietil) -3-methyl para-phenylenediamine, 1-N , N-bis- (benzyloxyethyloxy-ethyloxyethyl) -3-isopropyl paraphenylenediamine, and its addition salts with an acid. The para-phenylenediamine derivative (s) of formula (I) used as the oxidation base in the dyeing composition according to the invention preferably represent from 0.0001 to 20% by weight, more preferably from 0.001 to 15% by weight and even more preferably from 0.01 to 10% by weight relative to the total weight of the composition. Among the meta-aminophenols of formula (II) above, mention may be made more particularly of meta-aminophenol, 5-amino-2-methoxy phenol, 5-amino 2- (β-hydroxyethyl-oxy) phenol, 5-amino-2- methyl phenol, 5-N- (β-hydroxyethyl) amino, 2-methyl phenol, 5-N- (β-hydroxyethyl) amino 4-methoxy 2-methyl phenol, 5-amino-4-ethoxy 2-methyl phenol , 5-amino-4-chloro-2-methyl-phenol, 5-amino-2,4-dimethoxy-phenol, 5- (1-hydroxypropylamino) -2-methyl-phenol, and their addition salts with an acid. Among the substituted meta-diphenols which can be used as copulators in the dyeing composition according to the invention, the following compounds of formula (III) and their addition salts with an acid are preferably used:
wherein: - Rs and Rg, identical or different, represent a hydrogen atom, an alkyl radical of C-C4 or a halogen atom chosen from chlorine, bromine or fluorine; it being understood that at least one of the radicals Rβ and R9 is different from a hydrogen atom. Among the substituted meta-diphenols of formula (III) mentioned above, mention may be made in particular of 2-methyl-1,3-dihydroxybenzene, 4-chloro-1,3-dihydroxybenzene, 2-chloro-1,3-dihydroxybenzene , and its addition salts with an acid. Among the substituted etaphenylenediamines which can be used as coupling agents in the dye composition according to the invention, the following compounds of formula (IV) and their addition salts with an acid are preferably used:
wherein: Rio represents a hydrogen atom, an alkyl radical of C? ~ C4, monohydroxyalkyl of C1-C4, or polyhydroxyalkyl C2-C4; - R 11 and R 2, which are identical or different, represent a hydrogen atom, a C 1 -C 4 alkyl radical, C 1 -C 4 monohydroxyalkoxy, or C 2 -C 4 polyhydroxyalkoxy; - R 3 represents a hydrogen atom, a C 1 -C 4 alkoxy radical, C 1 -C 4 aminoalkoxy, C 4 C monohydroxyalkoxy, C 2 -C 4 polyhydroxyalkoxy, or a 2,4-diaminophenoxyalkoxy radical; it being understood that at least one of the radicals R a to R 3 is different from a hydrogen atom. Among the meta-phenylenediamines of formula (IV) above, there can be more particularly cited 3,5-diamino-1-ethyl-2-methoxybenzene, 3,5-diamino-2-methoxy-1-methyl-benzene, 2,4-diamino. 1-ethoxybenzene, 1,3-bis- (2,4-diaminophenoxy) propane, bis- (2,4-diamino-phenoxy) methane, 1- (ß-aminoethyloxy) 2,4-diamino benzene, 2-amino 1- (ß-hydroxyethyloxy) 4-methylaminobenzene, 2,4-diamino-1-ethoxy-5-methylbenzene, 2,4-diamino-5- (ß-hydroxyethyl-oxy) -methylbenzene, 2,4 -diamino 1- (β, β-dihydroxypropyloxy) benzene, 2,4-diamino 1- (β-hydroxyethyloxy) benzene, 2-amino 4-N- (β-hydroxyethyl) amino 1-methoxy benzene, and their salts of addition with an acid. Among the heterocyclic couplers which can be used in the dye composition according to the invention, mention may be made in particular of indole derivatives, indoline derivatives, benzimidazole derivatives, benzomorpholine derivatives, sesamol derivatives, pyrazole-azole derivatives and derivatives pyrrolo-azoles, imidazole-azole derivatives, pyrazolo-pyrimidine derivatives, pyrazolin-3, 5-diones derivatives, pyrrolo- [3, 2-d] -oxazole derivatives, pyrazole derivatives [3, 4- d] -thiazoles, the S-oxide-thiazole-azolic derivatives, the S, S-dioxide-thiazole-azolic derivatives, and their addition salts with an acid. Among the indole derivatives used as heterocyclic couplers in the dyeing composition according to the invention, mention may be made, in particular, of the compounds of the following formula (V), and their addition salts with an acid:
wherein: R 14 represents a hydrogen atom, a C 1 -C 4 alkyl radical, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, or C 4 -C 4 aminoalkyl, which amine is mono or disubstituted by a group C? -C4 alkyl; - Ri5 represents a hydrogen atom or a C1-C4 alkyl radical, - Rie represents a hydrogen atom, an alkyl radical of C? -C4, or hydroxyl; X represents a hydroxyl radical or NHR17, in which R? T represents a hydrogen atom, a C1-C4 alkyl radical, or C? ~ C4 hydroxyalkyl. Among the indole derivatives of formula (V) above, mention may be made more particularly of 4-hydroxy indole, 6-hydroxy indole, 7-amino indole, 6-amino indole, 7-hydroxy indole, 7-ethyl 6- (β-hydroxyethyl) amino indole, 4-amino indole, 6-hydroxy-1-methyl indole, 5,6-dihydroxy indole, 4-hydroxy 1-N-methyl indole, 4-hydroxy in 2- methyl indole, 4-hydroxy 5-methyl indole, 4-hydroxy 1-N- (ß-hydroxyethyl) indole, 4-hydroxy 1-N- (ß-hydroxypropyl) indole, lN- (ß,? - dihydroxypropyl) 4-hydroxy indole, 4-hydroxy 1-N- (β-hydroxyethyl) 5-methyl indole, 1-N- (? -dimethylaminopropyl) 4-hydroxy indole, and its addition salts with an acid. Among the indoline derivatives usable as heterocyclic couplers in the dyeing composition according to the invention, mention may be made more particularly of 4-hydroxy indoline, 6-hydroxy indoline, 6-amino indoline, 5,6-dihydroxy indoline, and its addition salts with an acid. Among the benzimidazole derivatives which can be used as heterocyclic couplers in the dyeing composition according to the invention, there can be more particularly mentioned. compounds of formula (VI) below, and their addition salts with an acid:
wherein: Ris represents a hydrogen atom an alkyl radical of C? ~ C4 Rig represents a hydrogen atom, an alkyl radical of C? ~ C4, or phenyl, - R20 represents a hydroxyl, amino or methoxy radical,
R2? represents a hydrogen atom, a hydroxyl radical, methoxy or C-C4 alkyl, with the proviso that: when R20 designates an amino radical, then occupy position 4, when R2o occupies position 4, then R2i occupies position 7, when R2o occupies position 5, then R2? occupy position 6. Among the benzimidazole derivatives of formula (VI) above, mention may be made more particularly of 4-hydroxybenzimidazole, 4-benzimidazsl, 4-hydroxy-7-methylbenzimidazole, 4-hydroxy-2-methylbenzimidazole , 1-butyl 4-hydroxybenzimidazole, 4-amino-2-methylbenzimidazole, 5,6-dihydroxybenzimidazole, 5-hydroxy-6-methoxybenzimidazole, 4,7-dihydroxybenzimidazole, 4,7-dihydroxy l-methyl benzimidazole, 4,7-dimethoxy benzimidazole, 5-ß-dihydroxy-l-methyl-benzimidazole, 5,6-dihydroxy-2-methyl-benzimidazole, 5,6-dimethoxy-benzimidazole, and their addition salts with a acid. Among the benzomorpholine derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds of the following formula (VII), and their addition salts with an acid:
wherein: R22 and R3 / identical or different, represent a hydrogen atom ~ or an alkyl radical of C? -C4, Z represents a hydroxyl or amino radical. Among the benzomorpholine derivatives of formula
(VII) above, we can mention more particularly the
6-hydroxy 1,4-benzomorpholine, N-methyl 6-hydroxy 1,4-benzomorpholine, 6-amino 1,4-benzomorpholine and its addition salts with an acid. Among the sesace derivatives which can be used as heterocarbon couplers in the dyeing composition according to the invention, mention may be made in particular of the compounds of formula (VIII) below, and their addition salts with an acid:
wherein: R2 denotes a hydroxyl, amino, alkyl (C? ~ C) amino, monohydroxyalkyl (C: -C4,) amino or polyhydroxy (C2-C4) alkyl amino, radical, R25 designates a hydrogen or halogen atom or a C1-C4 alkoxy radical. Among the sesamol derivatives of formula (VIII) above, mention may be made more particularly of 2-bromo
4,5-methylenedioxy phenol, 2-methoxy 4,5-methylenedioxy aniline, 2- (β-hydroxyethyl) amino 4,5-methylenedioxy benzene and its addition salts with an acid. Among the pyrazolozole derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds described in the following patent and patent applications: FR-A-2 075 583, EP-A- 0 119 860, EP-A-0 285 274, EP-A-0 244 160, EP-A-0 578 248, GB 1 458 248, GB 1 458 377, US 3 227 554, US 3 419 391, US 3 061 432, US 4 500 630, US 3 725 067, US 3 926 631, US 5 457 210, JP 84/99437, JP 83/42045, JP 84/162548, JP 84/171956, JP 85/33552, JP 85 / 43659, JP 85/172982, and JP 85/190779, as well as in the following publications: Chem. See. 32, 797 (1899), Chem. Ber. 89, 2550, (1956), J. Chem. Soc. Perkin trans I, 2047, (1977), J. Prakt Chem., 320, 533 (1978); whose teachings form an integral part of the present application. As pyrazolozole derivatives, mention may be made in particular of: - 2-methyl pyrazolo [1,5-b] -1,2,4-triazole, - 2-ethyl pyrazolo [5-b] -1 , 2,4-triazole, 2-isopropyl pyrazolo [1,5-b] -1,2,4-triazole, 2-phenyl-pyrazolo [1,5-b] -1,2,4-triazole, 2,6-dimethylpyrazolo [1,5-b] -1,2,4-triazole; 7-chloro-2,6-dimethylpyrazolo [1,5-b] -1,2,4-triazole; 3, 6-dimethyl-pyrazolo [3,2-c] -1,2,4-triazole, - 6-phenyl-3-methylthio-pyrazolo [3,2-c] -1,2,4-triazole, 6-amino-pyrazolo [1, 5-a] benzimidazole, and its addition salts with an acid. Among the pyrrolozole derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds described in the following patent and patent applications: US 5 256 526, EP-A-0 557 851 , EP-AO 578 248, EP-A-0 518 238, EP-A-456 226, EP-A-0 488 909, EP-A-0 488 248, and in the following publications: - DRLiljegren Ber. 1964, 3436; - E.J. Bro ne, J.C.S., 1962, 5149; - P. Magnus, J.A.C.S., 1990, 112, 2465; - P. Magnus J.A.C.S., 1987, 109, 2711; - Angew. Chem. 1960, 72, 956; and - Rec. Trav. Chim. 1961, 80, 1075; whose teachings form an integral part of the present application. As pyrrolozole derivatives, mention may be made in particular of 5-cyano-4-ethoxycarbonyl-8-methyl pyrrolo [1,2-b] -1,2, -triazole, 5-cyano-8-methyl -4-phenyl pyrrolo [1,2-b] -1,2,4-triazole, - 7-amido-6-ethoxycarbonyl pyrrolo [1,2-a] -benzimidazole, and its addition salts with an acid. Among the imidazole azolic derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds described in the following patent and patent applications: US Pat. No. 5,441,863; JP 62-279 337; JP-06-236 011 and JP 07-092 632, whose teachings form an integral part of the present application. As imidazole-azole derivatives, mention may be made in particular of 7,8-dicyano-imidazole [3, 2-a] -imidazole, 7, 8-dicyano-4-methyl-imidazole [3, 2] a] -imidazole, and its addition salts with an acid.
Among the pyrazolopyrimidine derivatives usable title heterocyclic couplers in the dye composition in accordance with the invention, may be mentioned more particularly the compounds described in patent application EP-A-0304001, the teaching of which form integral part of this part request. As pyrazolo-pyrimidine derivatives, mention may be made in particular of: - pyrazolo [1,5-a] pyrimidin-7-one, - 2,5-dimethylpyrazolo [1,5-a] pyrimidin-7-one , - 2-methyl-6-ethoxycarbonyl pyrazolo [1,5-a] pyrimidin-7-one, - 2-methyl-5-methoxymethyl pyrazolo [1,5-a] pyrimidin-7-one, - 2 -tert-butyl-5-trifluoromethyl pyrazolo [1,5-a] pyrimidin-7-one, - 2,7,7-dimethylpyrazolo [1,5-a] -pyrimidin-5-one, and its addition salts with an acid Among the derivatives of pyrazolin-3, 5-diones usable title heterocyclic couplers in the dye composition in accordance with the invention, it may be mentioned more particularly the compounds described in patent applications and following patents: JP 07-036159, JP 07 -084348 and US 4 128 425, and in the following publications: - L. WYZGOWSKA, Acta. Pol. Pharm. 1982, 39 (1-3), 83. - E. HANNIG, Pharmazie, 1980, 35 (4), 231 - M. H. ELNAGDI, Bull. Chem. Soc. Jap., 46 (6), 1830, 1973
- G. CARDILLO, Gazz. Chim. Ital. 1966, 96, (8-9), 973; whose teachings form an integral part of the present application. As the pyrazolin-3, 5-diones derivatives, mention may be made in particular of 1,2-diphenylpyrazolin-3,5-dione, 1,2-diethylpyrazolin-3,5-dione and its derivatives. addition salts with an acid. Among the pyrrolo- [3, 2-d] -oxazole derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds described in patent application JP 07 325 375, the teaching of which forms integral part of the present application. Among the pyrazolo- [3,4-d] -thiazole derivatives which can be used as heterocyclic couplers in the dye composition according to the invention, mention may be made more particularly of the compounds described in patent application JP 07 244 361 and J. Heterocyclic Chem. T6, 13, (1979). Among the derivatives S-oxide-thiazolo-azole and S, S-dioxide-thiazolo-azole usable title heterocyclic couplers in the dye composition in accordance with the invention, may be mentioned more particularly the compounds described in the following documents: - JP 07 098489; Khim. Geterotsilk, Soedin, 1967, p. 93; - J. Prakt. Chem., 318, 1976, p. 12; Indian J. Heterocycl. Chem. 1995, ^ 5 (2), p. 135; - Act. Pol. Pharm. 1995, 52 (5), 415; - Heterocycl. Commun. 1995, 1 (4), 297; - Arch. Pharm. (Weinheim, Ger.), 1994, 327 (12), 825. Among the naphthols and acylated naphthols usable as couplers in the dyeing composition in accordance with the invention are preferably used compounds of formula (IX), and addition salts with an acid:
wherein: - R26 represents a hydrogen atom or a group -CO-R, wherein R represents an alkyl radical of C? -C4; - R27 represents a hydrogen atom, a hydroxyl radical, C1-C4 alkyl, or a -S03H group; - R28 represents a hydrogen atom, or a hydroxyl radical; it being understood that at least one of the radicals R 2 to R 2 is different from a hydrogen atom. Among the acylated naphthols and naphthols of formula
(IX), usable as couplers in the dyeing composition in accordance with the invention, there may be mentioned 1, 7-dihydroxy naphthalene, 2,7-dihydroxy naphthalene, 2, 5-dihydroxy naphthalene, 2,3 -dihydroxy naphthalene, 1-acetoxy 2-methyl naphthalene,
1-hydroxy-2-methyl-naphthalene, 1-hydroxy-4-naphthalene sulfonic acid, and its addition salts with an acid.
The coupler or couplers as defined above according to the invention preferably represent from 0.0001 to 10% by weight approximately of the total weight of the composition, and still more preferably from 0.005 to 5% by weight approximately of this weight. The dye composition according to the invention can also contain one or more additional couplers of the one or more couplers defined above. These additional couplers are chosen more particularly from 2-methyl-5-amino phenol, 1,3-dihydroxybenzene, or 1,3-diaminobenzene. When present, the additional coupler (s) preferably represent 0, 0001 and 8% by weight relative to the total weight of the composition. The dye composition according to the invention can additionally contain one or more additional oxidation bases other than the substituted paraphenylenediamine derivatives of the formula (I) and / or one or more direct dyes. Among the additional oxidation bases which can be used in the dye composition according to the invention, mention may be made of para-phenylenediamines other than those of formula (I), such as, for example, para-phenylenediamine, para-tolylene-diamine, 2-hydroxyethyl-para-phenylenediamine, lN, Nb. ? s-β-hydroxyethyl paraphenylenediamine, para-aminophenols such as for example 3-methyl-4-aminophenol and 4-aminophenol, ortho-phenylenedianes, ortho-aminophenols, double bases, heterocyclic bases such as pyrimidines such as, for example, 2, 4, 5, 6-tetraaminopyrimidine or as the pyrazolo such as for example 1- (2-hydroxyethyl) -4,5-diamino pyrazole. When present, the additional oxidation base (s) preferably represent from 0.0001 to 15% by weight approximately relative to the total weight of the dye composition. In general, the addition salts with an acid which can be used in the context of the dyeing compositions of the invention are chosen in particular from hydrochlorides, hydrobromides, sulfates, tartrates, lactates and acetates. The appropriate medium for the dye (or support) is generally constituted by water or by a mixture of water and at least one organic solvent to solubilize the compounds that would not be sufficiently soluble in the water. As the organic solvent, there may be mentioned, for example, the lower alkandes of C? ~ C4, such as ethanol and isopropanol; glycerol; glycols and ethers of glycols such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and diethylene glycol monomethyl ether, as well as aromatic alcohols, such as benzyl alcohol or phenoxyethanol, analogous products and mixtures thereof. The solvents can be present in proportions preferably comprised between 1 and 40% by weight approximately relative to the total weight of the dye composition, and even more preferably between 5 and 30% by weight approximately. The pH of the dye composition according to the invention is generally between 3 and 12. It can be adjusted to the desired value by means of acidifying or alkalizing agents commonly used in the dyeing of keratin fibers. Among the acidulating agents, mention may be made, by way of example, of the mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, sulfonic acids. Among the alkalizing agents, mention may be made, by way of example, of ammonia, alkali carbonates, alkanolamines, such as mono-, di- and triethanolamines as well as their derivatives, hydroxyalkylamines and oxyethylenated and / or oxypropylenated ethylenediamines, sodium or potassium hydroxides and the compounds of formula (X) below:
R2g .R 31 N-R33-N (X) R3o ^ R32
wherein R33 is a propylene moiety optionally substituted by a hydroxyl group or an alkyl radical of
C? ~ C4 R29 / R 30 / R3: and R. identical identical, represent a hydrogen atom, an alkyl radical of C? -C4 or hydroxyalkyl of C? ~ C4. The dyeing composition according to the invention can also contain various adjuvants conventionally used in hair dyeing compositions, such as anionic, cationic, non-ionic, amphoteric, zwitterionic surfactants or their mixtures, anionic, cationic polymers, non-ionic, amphoteric, zwitterionic or their mixtures, mineral or organic thickening agents, reducing agents or antioxidants, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as for example silicones, smoke-killing agents, preserving agents , opacifying agents, siliconized or non-siliconized UV filters, vitamins or provitamins. The reducing agents or antioxidants can be selected in particular from sodium sulfite, thioglycolic acid, thiolactic acid, sodium bisulfite, dehydroascorbic acid, hydroquinone, 2-methyl-hydroquinone, tert-butyl-hydroquinone and homogentisic acid, and are generally present in amounts which may vary between 0.05 and 1.5% by weight approximately relative to the total weight of the composition. Preferably, the dyeing composition according to the invention contains at least one nonionic surfactant in a proportion preferably varying between 0.1 and 20% by weight approximately relative to the total weight of the composition, and at least one cationic substantive polymer or amphoteric in a proportion varying preferably 0.05 and 10% by weight relative to the total weight of the composition. Preferably, the dyeing composition according to the invention contains at least one thickener polymer comprising at least one hydrophilic unit and at least one fatty chain in a proportion preferably varying between 0.05 and 10% by weight relative to the total weight of the composition. composition. Of course, the technician will endeavor to choose the optional complementary compound (s) mentioned in such a way that the advantageous properties intrinsically bound to the oxidation dye composition according to the invention are not substantially altered by the addition (s) considered. The dyeing composition according to the invention can be present in various forms, such as in the form of a liquid, creams, gels, or in any other form suitable for dyeing the keratin fibers, and especially the human hair. Another object of the invention is a dyeing process for keratin fibers and in particular for human keratin fibers, such as hair, which employs the dyeing composition as defined above. According to this method, at least one dyeing composition is applied to the fibers, as defined above, the color being developed at acidic, neutral or alkaline pH with the aid of an oxidizing agent, which is added at the time of use. the dye composition or that is present in an oxidizing composition applied simultaneously or sequentially separately. According to a particularly preferred embodiment of the dyeing process according to the invention, the dyeing composition as defined above is mixed at the time of use with an oxidizing composition containing, in a medium suitable for dyeing, at least one oxidizing agent present in an amount sufficient to develop a coloration. The mixture obtained is then applied to the keratin fibers and left to stand for about 3 to 50 minutes, preferably about 5 to 30 minutes, after which it is rinsed, washed with shampoo, rinsed again and dried. The oxidizing agent may be chosen from the oxidizing agents conventionally used for dyeing by oxidation of keratin fibers., and among which may be mentioned hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates and oxidation enzymes such as peroxidases, laccases, tyrosinases and oxides -reductases, among which can be mentioned in particular pyranose oxidases, glucose oxidases, glycerol oxidases, lactates oxidases, pyruvate oxidases, and uricases, said enzymes being eventually associated with their respective donors. The pH of the oxidizing composition containing the oxidizing agent, as defined above, is such that after mixing with the dye composition, the pH of the resulting composition applied to the keratin fibers preferably ranges from about 3 to about 12, and even more preferably, between 5 and 11. It is adjusted to the desired value by means of acidulating or alkalizing agents usually used in dyeing the keratin fibers and as defined above. The oxidizing composition, as defined above, may also contain various adjuvants conventionally used in the dyeing compositions of the hair and such as defined above. The composition that is finally applied on the keratin fibers can be presented in various forms, such as in the form of liquids, creams, gels, or in any other form suitable for dyeing the keratin fibers, and mainly the human hair. . Another object of the invention is a device with several compartments or "kit" of dye or any other conditioning system with several compartments, whose first compartment contains the dye composition, as defined above, and a second compartment contains the oxidizing composition , as defined above. These devices can be equipped with a means for releasing the desired mixture on the hair, such as the devices described in patent FR-2 586 913 in the name of the Applicant Firm. The following examples are intended to illustrate the invention.
EXAMPLES 1 TO 4 OF DYE
The following dyeing compositions according to the invention were prepared:
(*) Common dye support:
- Alkyl of Cß-Cio polyglucoside in 60% aqueous solution, sold under the name ORAMIX CG 110 © by the company SEPPIC 5.4 g Ethanol 18.0 g
- Benzyl alcohol 1.8 g - Polyethylene glycol 400 2.7 g
Pentasodic salt of diethylenetriamine pentacetic acid in 40% aqueous solution, sold under the name DISSOLUINE D-40® by AKZO Society 1.08 g - Sodium metabisulfite 0.205 g
- Ammonia at 20.5% NH5 10.0 g
At the time of use, the dyeing compositions described above were mixed weight by weight with a hydrogen peroxide solution with 20 volumes (6% by weight). The mixtures thus obtained were applied for 30 minutes on wicks of natural gray hair persisted with 90% of whites. The wicks were then rinsed, washed with a standard shampoo, rinsed again, then dried. The hair was dyed in the following shades:
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is the conventional one for the manufacture of the objects or products to which it refers. - -
Claims (4)
- CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1. Composition for dyeing by oxidation of keratin fibers and in particular of human keratin fibers such as hair, characterized in that it comprises , in an appropriate medium for the dye: - at least one first oxidation base chosen from the substituted paraphenylenediamine derivatives of formula (I) below, and their addition salts with an acid: wherein: Ri and R2 can take one of the following meanings i) to v): i) Ri and R2 simultaneously represent a radical - (CH2) 2CHOHCH2OH; or ii) Ri represents a radical -CH2 (CHOH) 4CH2OH, and R2 represents a hydrogen atom, an alkyl, aryl or a heterocycle radical; or iii) R; represents an alkyl, aryl or a heterocycle radical and R2 represents an alkylene radical - (CH2) r - wherein m is an integer equal to 2 or 3, said alkylene radical forming a cycle in conjunction with the nitrogen atom, carrying the atom carbon of the benzene ring the nitrogen atom and one of the two carbon atoms of the benzene ring which are adjacent to it, it being understood that when Ri is an alkyl or aryl radical, then either Rx, or said alkylene radical is substituted by a radical containing at least one nitrogen, oxygen or sulfur atom; iv) Ri represents a radical - (CH2CH20) PR, in which p is an integer between 2 and 8 inclusive, R and R2, identical or different, represent a hydrogen atom, an alkyl, aryl or a heterocycle radical; 'v) Ri and R2 form, together with the nitrogen atom on which they are fixed, a heterocycle saturated with 5, 6 or 7 links, said heterocycle being substituted by at least one radical containing at least one carbon atom, nitrogen, sulfur oxygen;
- - R3 represents a halogen atom, an alkyl or aryl radical, a heterocycle, a heterocycle linked to the benzene ring of the formula (I) by an ether or thio bond, a cyano, nitro, hydroxyl, carboxyl, sulfo, alkoxy radical, aryloxy, cyanoamino, amino, anilino, ureido, sulfamoyl, mono- or di-acrylsulfamylamino, alkylthio, arylthio, alkoxycarbonylamino, sulfonamido, carbamyl, mono- or di-alkylcarbamyl sulfamyl, sulfonyl, alkoxycarbonyl, azo, acyloxy, carbamyloxy, mono- or di- -alkylcarbamyloxy, silyl, silyloxy, aryloxycarbonylamino, imido, sulfinyl, phosphonyl, aryloxycarbonyl, acyl or mercapto; said alkyl radicals comprising from 1 to 25 carbon atoms and which may be linear, branched or cyclic and be substituted by one or more radicals and then represent a mono or poly-hydroxyalkyl radical, alkoxyalkyl, optionally substituted aminoalkyl on the nitrogen atom, carboxyalkyl, alkylcarboxyalkyl, thioalkyl, alkylthioalkyl, cyanoalkyl, trifluoroalkyl, sulfoalkyl, phosphoalkyl, or haloalkyl; said alkoxy radicals comprising from 1 to 25 carbon atoms and which may be linear, branched or cyclic; said aryl radicals comprising from 6 to 26 carbon atoms and which may be substituted by one or several radicals chosen from the alkyl, substituted alkyl or alkoxy radicals; being the monocyclic or polycyclic heterocycles, each cycle comprising 3, 4, 5 or 6 links and which may contain one or more heteroatoms, it being understood that in the case of polycyclic heterocycles, at least one of the cycles contains at least one heteroatom such as N, O or S; - n is an integer between 0 and 4; it being understood that when n is greater than 1, then the radicals R3 may be identical or different and form a saturated or unsaturated cycle with 3, 4, 5 or 6 links together; with the proviso that: 1) when Ri and R2 have the meanings defined in point v), then the compounds of formula (I) do not contain more than 3 hydroxyl radicals; 2) when Ri and R2 have the meanings defined in point v) and when Ri and R2 form a pyrrolidinic cycle substituted by a carbamoyl radical on the carbon in alpha position of the nitrogen atom on which they are fixed, then n is different from 0; or the pyrrolidinic cycle carries at least two substituents;
- 3) when Ri and R2 have the meanings defined in point v) and when Rx and R2 form a pyrrolidinic cycle substituted by a hydroxymethyl radical on the carbon located in alpha position relative to the nitrogen atom on which they are fixed, and when n = 0 or 1, then either said cycle carries at least two additional substituents, or said cycle comprises a second substituent different from a hydroxyl radical on the carbon located in the β position relative to the nitrogen atom and in relation to the carbon that said hydroxymethyl substituent; or when Ri and R2 have the meanings defined in point v) and when Ri and R2 form a pyrrolidinic cycle substituted by a hydroxymethyl radical on the carbon located in alpha position relative to the nitrogen atom on which they are fixed, and when n = 1, then R3 is different from an alkyl, mono- or polyhydroxyalkyl radical;
- 4) when Ri and R2 have the meanings defined in item iii) the compounds of formula (I) must meet at least one of four following conditions: a) whatever the value of n, the alkylene cycle formed by the radical R2 comprises a substituent, in addition to the radical Ri; or b) n is greater than 1; or c) when n is equal to 1, then R 3 represents an aryl radical or a heterocycle; or d) when n is equal to zero or to 1, then Ri represents an aryl radical, a heterocycle or a substituted alkyl radical different from a monohydroxyalkyl radical; ) when RJ and R2 have the meanings defined in point v), the R and R2 groups form a heterocycle different from piperazines and diazacycloheptans. and at least one copulator chosen from the heterocyclic couplers, the substituted meta-diphenols, the meta-phenylenediamines, the naphthols and acylated naphthols, and the meta-inophenols of the following formula (II), and their addition salts with an acid: wherein: Rs represents a hydrogen atom, an alkyl radical of C? -C4, monohydroxyalkyl of C? -C4, polyhydroxyalkyl of C2-C4; Rd represents a hydrogen atom, a C 1 -C 4 alkyl radical, C 1 -C 4 alkoxy, or a halogen atom chosen from chlorine, bromine or fluorine, R? represents a hydrogen atom, a C 1 -C 4 alkyl radical, C 1 -C 4 alkoxy, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, C 4 -C 4 monohydroxyalkoxy, or C 2 -C 4 polyhydroxyalkoxy; with the proviso that when R- designates a methyl radical, and R5 designates a hydrogen atom, then R5 does not designate a hydrogen atom. Composition according to claim 1, characterized in that the oxidation base is chosen from the substituted paraphenylenediamine derivatives of the following formula (I) and their addition salts with an acid: where: Ri and R2 can take one of the following meanings i) to v): i) Ri and R2 simultaneously represent a radical - (CH2) 2CHOHCH2OH; or ii) Ri represents a radical -CH2 (CHOH) CH2OH and R2 represents a hydrogen atom, an alkyl radical; or iv) Rx represents a radical - (CHCH20) PR4, wherein p is an integer comprised between 2 and 8 inclusive, R4 and R2, identical or different, represent a hydrogen atom, an alkyl radical; v) R and R2 form, together with the nitrogen atom on which they are fixed, a heterocycle saturated with 5, 6 or 7 links, said heterocycle being substituted by at least one radical containing at least one carbon atom, or nitrogen, or oxygen, not located in the meta position relative to the nitrogen atom of the heterocycle; - R3 represents a halogen atom, an alkyl or aryl radical, a heterocycle, - n is an integer equal to 0, 1 or 23. Composition according to claim 1 or 2, characterized in that the substituted paraphenylenediamine derivatives of formula (I) are chosen from 1-N, -bis- (3 J 4 '-dihydroxybutyl) paraphenylenediamine, 1-N, N-bis- (3 J 4 '-dihydroxybutyl) - 3-methyl paraphenylenediamine, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-ethyl paraphenylenediamine, 1N, N-bis- (3 ',' -dihydroxybutyl) -3-propyl paraphenylenediamine, 1-N , N-bis- (3 ', 4'-dihydroxybutyl) -3-methoxy paraphenylene diamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-ethoxy paraphenylenediamine, 1-N , N-bis- (3 J 4 '-dihydroxybutyl) -3-propyloxy paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-hexyloxy paraphenylenediamine, 1-N, N- bis- (3 J 4 '-dihydroxybutyl) -3- (l "-N-3", 5"-dimethyl-pyrazolyl para-phenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3 -free para-phenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-trimethyl-1", 3", 3"-solid para-phenylenediamine, 1-N, N-bis- (3 J 4 '-dihydroxybutyl) -3-dimethylamino para-phenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-methylthio paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-ethylthio paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-mercapto paraphenylenediamine, 1 -N, N-bis- (3 ', 4'-dihydroxybutyl) -3-n.butylthio paraphenylenediamine, 1-N, N-bis- (3', 4'-dihydroxybutyl) -3-n.octylthio para- phenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-mercaptoethyl paraphenylenediamine, 1-N, N-bis- (3', 4 '-dihydroxybutyl) -3-mercaptoethylthioparaphenylenediamine, 1-N, N-bis- (3 ', 4' -dihydroxybutyl) -3-β-hydroxyethyl thio-paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) para-phenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (2', 3 ',', 5 ', 6' -pentahydroxyhexyl) -3-isopropyl paraphenylenediamine, 1-N- (2 ', 3' J ', 5', 6 '-pentahydroxyhexyl) -3-methoxy paraphenylenediamine, 1-N- (2 J 3 J 4 J 5 J 6 '-pentahydroxy-hexyl) -1-N- (4"-N" methylpiperidyl) -3-ethoxy paraphenylenediamine, 1-N- (2', 3 ', 4', 5 ', 6' -pentahydroxyhexyl) -3- isopropyloxy paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-dimethylamino paraphenylenedia na, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-methyl thiopara-phenylenediamine, 1-N- (2', 3 ', 4', 5 ' , 6'-pentahydroxyhexyl) -3-mercapto paraphenylenediamine, 1-N- (hexyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-isopropyl paraphenylenediamine, 1-N- (methyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-isooctyloxy paraphenylenediamine, 1-N- (methyl) -1-N- ( 2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-isopropyloxy paraphenylenediamine, 1-N- (methyl) -1-N- (2J3', 4 ', 5', 6 '-pentahydroxyhexyl) ) -3-methyl para-phenylenediamine, 1-N- (methyl) -1-N- (2 ', 3', ', 5', 6 '-pentahydroxyhexyl) -3-ethyl paraphenylenediamine, 1-N- (methyl) ) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-hydroxyethyloxy paraphenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4J5J 6 '-pe tahydroxyhexyl) -3-mercaptoethyloxy paraphenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4 J 5 J 6' -pentahydroxyhexyl) paraphenylenediamine, 1-N- ( phenyl) -1-N- 2J3J4 ', 5', 6'-pentahydroxyhexyl ) -3-ethyloxy paraphenylenediamine, 1-N- (4"-N-methylpiperidyl) -1-N- (2J3J4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyloxy paraphenylenediamine, 4-N- (methyl) ) -4-N- (2J3J4 ', 5', 6'-pentahydroxyhexyl) -amino-7-amino-1-methylindol, 1-N- (hydroxyethyloxyethyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyl paraphenylenediamine, lN- (3', 4'-dihydroxybutyl) -5-aminoindoline, 1- (2'-hydroxyethyl) -2-methyl-5-aminoindoline , l-methyl-2-hydroxymethyl-5-aminoindoline, 6-methyl-2-hydroxyethyl-5-aminoindoline, 2-hydroxyethyl-oxyethyl-5-aminoindoline, 2-hydroxyethyl-oxy-ethyl-oxy-ethyl-oxyethyl-5-aminoindoline, 2-hydroxy-ethyl-oxy-ethyl-oxy-hexoxy-oxy-oxy-oxy-ethyl 6-isopropyl-5-aminoindoline, 2-hydroxyethyl-3-methyl-5-aminoindoline, 2-hydroxyethyloxyethyl-oxyethyl) -5-aminoindoline, l-carboxymethyl-2,3,3-trimethyl-5-aminoindoline, -methylsulfonamidoethyl-3-methyl-5-aminoindoline, l-ureidoethyl-6-methoxy-5-aminoindoline, 1- (2 ', 3', 4 ', 5', 6 '-pentahydroxy-hexyl) -5- aminoindoline, 1-N - (2 '-mercaptoethyl) -5 aminoindoline, the dimethyl ester 6-amino-l-methyl-l, 2,3, 4-tetrahydro-furo- [2, 3, h] -quinoline 4-methyl ester of phosphoric acid, 6-amino-1, 2, 2 -trimethyl-4-trimethylsilanyloxy-1,2,4,4-tetrahydro-quinoline, 6-amino-1-hexyl-2,2,7-trimethyl-4-mercaptomethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 ',' -dihydroxybutyl) -2,2, 3-trimethyl-1,3,4,4-tetrahydro-quinoline, 6-amino-1- (ethoxyethoxyethoxyethoxy-3 ', '-dihydroxybutyl) -2, 2, 3, 7-tetramethyl-l, 2, 3, 4-tetrahydro-quinoline, 6-amino-1- (hydroxyethyloxyethyloxy-ethyl-oxyethyl) -2, 2, 3-trimethyl-1, 2, 3, -tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyl) -2, 2, 3-trimethyl-1, 2,3,4-tetrahydroquinoline, 6-amino-1- (ethyl-bis- (hydroxy) -ethyloxyethyloxyethyl-oxyethyl) -2, 2, 3, 7-tetramethyl-l, 2,3,4-tetrahydroquinoline, 1- (carboxymethyl) -2, 2, 3, 7-tetramethyl-1, 2, 3, 4- tetrahydro-quinoline, 1- (hydroxypropyl) -2, 2, 3-trimethyl-7-methoxy-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxyethyl) -2, 2, 3-trimethyl-7-isopropyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyloxyethyloxy-ethyloxy-ethyl-oxoxy-hexoxyethyl) -2,2,3-trimethyl-7-isopropyl- 1, 2, 3, 4 -tetrahydroquinoline, 6-amino-l- (hydroxyethyloxyethyl-oxy-hexoxy-hexoxy-hexoxy-hexoxy-hexoxy-ethyl) -2, 2, 3-trimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (mercaptoethyl) -1, 2, 3, 4 -tetrahydroquinoline, 6-amino-l- (3 ', 4' -dihydroxybutyl) -2,2, 3-trimethyl-7-isopropyl-l, 2,3, 4-tetrahydro-quinoline, 6-amino-1 - (3 ', 4' -dihydroxybutyl) -2, 2, 7-trimethyl-4-hydroxymethyl-l, 2,3,4-tetrahydroquinoline, 6-amino-1- (3 ', 4' -dihydroxybutyl) - 2, 2-dimethyl-4-hydroxymethyl-7-isopropyl-1,2,4,4-tetrahydroquinoline, 6-amino-1- (3-hydroxypropyl) -2, 2-dimethyl-4-hydroxymethyl-7 -isopropyl-l, 2, 3, 4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxy-ethyloxy-ethyl-oxy-hexoxy-hexoxy) -2, 2-dimethyl-4-hydroxy-methyl-7-isopropyl-1, 2, 3, -tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyl) ethyloxyethyl) -2,2-dimethyl-4-hydroxymethyl-7-isopropyl-1,2,4,4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxy-hexoxy-ethyl) -2,2-dimethyl-7-isopropyl-1, 2, 3, 4-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-ethyl-oxy-oxy-oxy-hexoxy-hexoxy-ethyl) -2,2-dimethyl-7-isopropyl-1,2,4,4-tetrahydroquinoline 6-amino-1- (hydroxyethyl-oxyethyl) -2,2-dimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1,2,2,4,7-pentamethyl-3-hydroxy-1,2,3,4-tetrahydroquinoline, -amino-l- (3 '-hydroxypropyl) -4- (hydroxyethyloxyethyloxy-hexoxyethyl) -2,2-dimethyl-7-isopropyl-1,2,3-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxyethyl) -4, 4-dimethyl-1,2,3,4-tetrahydroquinoline, 6-amins-l- (3 ', 4'-dihydroxybutyl) -2,2-dimethyl-7-isopropyl-l, 2, 3, 4 -tetrahydroquinoline, 6-amino-1- (hydroxyethyloxyethyloxyethyloxyethyl) -4- (hydroxyethyloxymethyloxy-hexoxyethyl) -2,2,7-trimethyl-1,2,3-tetrahydroquinoline, 6-amino-1- (hydroxyethyloxy-hexoxy-hexoxyethyl) ) -2, 2-dimethyl-7-isopropyl-1, 2, 3, 4-tetrahydroquinoline, 6-amino-1 - (2 ', 3', ', 5', 6 '-pentahydroxyhexyl) -2,2, 4 -trimethyl-7-isopropyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (ercaptoethyl) -2,2,4-trimethyl-7- (2 ', 3'-dihydroxy-propyloxy) - 1, 2, 3, 4-tetrahydroquinoline, 6-amino-l- (3 ', 4' -dihydroxybutyl) -2, 2,7-trimethyl-3-mercaptomethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (ureidoethyl) -2,2,4-trimethyl-1,2,4,4-tetrahydroquinoline, 6-amino-2,2-dimethyl-7-chloro-l, 2,3, 4-tetrahydroquinoline-1-propylsulfonic acid, 6-amino-1- (4'-pyridinyl) -2,2,7-trimethyl-1,2,3,4-tetrahydroquinoline, 6-amino-1- (3 ') , 4 '-dihydroxybutyl) -2,2, 4, 7-tetramethyl-l, 2,3,4-tetrahydroquinoline, 6-amino-l, 7-diisopropyl-2,2-dimethyl-4-trimethylsilanyloxy- 1, 2, 3, 4-tetrahydroquinoline, 6-amino-1,2, 2,4-tetramethyl-3-hydroxy-1,2,3-tetrahydroquinoline, 6-amino-1-bromo-2 , 2-dimethyl-4-mercapto-7- isopropyloxy-1,2,3-tetrahydroquinoline, the l- (4'-amino-3 '-isopropyloxyphenyl) -2, 6-dimethyl pyrrolidine, l- (4'-amino-3'-methylphenyl) -3-hydroxyethyl-oxypyrrolidine, 1- (4'-amino-3'-methylphenyl) -4-hydroxy-2-methyl-pyrrolidine , 1- (4'-amino-3'-methylphenyl) -3-methylsulfonamido pyrrolidine, 1- (4'-amino-3'-phenoxyphenyl) -3-methylsulfonamido pyrrolidine, 3-n. butyl pyrrolidine 1- (4'-amino-3'-phenylsulfonic), l- (4'-amino-3'-acetylaminophenyl) -3-hydroxymethyl pyrrolidine, 7-amino-4- (2'-methyl) - pyrrolidinyl-benzofuran, the l- (4'-a-inophenyl) -2- (4"-aminophenoxymethyl) piperidine, the l- (4'-amino-3 '-acetylphenyl) -4-hydroxy piperidine, the l- (4 '-aminophenyl) -2- (hydroxyethyl) piperidine, the l- (4'-amino-3'-methoxyphenyl) -2,6-dihydroxymethyl piperidine, the l- (4'-amino-3' -isopropyloxyphenyl) -2 , 6-dimethyl piperidine, 1- (4'-amino-3'-isopropylphenyl) -2-hydroxymethyl piperidine, 1- (4'-amino-3'-isopropyloxyphenyl) -2-hydroxymethyl piperidine, 1- ( 4 '-amino-3' -aminophenyl) -2-hydroxymethyl piperidine, 1- (4'-amino-3'-dimethylaminophenyl) -2-mercaptoethyloxyethyl piperidine, 1- (4'-amino-3 '(-2 '' ', 4' '' -dichloro) anilinophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -4-methyl piperidine, l- (4'-aminophenyl) -2,7-dimethyl azacycloheptane , l- (4'-amino-3'-methylphenyl) -2-methyl azacycloheptane, l- (4'-amino-3 '-ureidophenyl) -3-hydroxy azacycloheptane, the l- (4'-amino-3' -sulfamoylaminophenyl) -2,7-dimethyl azacycloheptane, the 1- (4'-amino-3 '-methylthiophenyl) -2 , 7-dimethyl azacycloheptane, the Nl-4 '-hydroxy-1-N- (hidroxietiloxietiloxietil) -3-isopropyl para-phenylenediamine, N-1-methyl-1-N- (hidroxietiloxietiloxietil) para-phenylenediamine, 1-N- phenyl-lN- (hydroxyethyloxyethyl) paraphenylenediamine, 1-N-benzyl-lN- (hydroxy-ethyloxy-hexoxy-oxy-hexoxy-hexoxyethyl) -3-trimethylsilyl-paraphenylenediamine, 1-N-methyl-lN- (hydroxyethyloxy-ethyloxy-hexoxy-oxy-oxy-hexoxy-hexoxy-hexoxy) -3-trimethylsilyloxy-para-phenylenediamine the 1-N-ethyl-LN- (metoxietiloxietiloxietiloxietiloxietil) -3-phenoxy- carbonylamino .parafenilendiamina, 1-N-methyl-LN- (metoxietiloxietiloxietil) -3- (2 ', 5'-dioxopirrolidinil) para-phenylenediamine, 1 -N-ethyl-lN- (hydroxyethyloxy-ethyloxyethyl) -3-4 'pyridinylthio paraphenylenediamine, 1-N-propyl-1-N- (hydroxyethyloxyethyl-oxyethyl) -3-sulfinyl paraphenylenediamine, 1-N-methyl -lN- (hidroxietiloxietil) -3-phenoxycarbonyl para-phenylenediamine, lN, N-bis- (hidroxietiloxietiloxietiloxietil) para-phenylenediamine, 1-N, N-bis- (metoxietiloxietiloxietiloxietil) -3-isopropyl-oxy para-phenylenediamine, lN, N-bis - (hidroxietiloxietiloxietil) -3-isopropyloxy phenylenediamine, 1-N, N-bis- (hidroxietiloxietiloxietiloxietil) -3-isopropyl para-phenylenediamine, lN, N-bis- (hidroxietiloxietiloxietiloxietil) -3-isopropyl para-phenylenediamine, 1-N , N-bis- (metoxietiloxietiloxi-etiloxietiloxietiloxietiloxietil) -3-methoxy-para-phenylenediamine, 1-N, N-bis- (hidroxietiloxietiloxietiloxi-etiloxietiloxietiloxietiloxietil) -3-methyl para-phenylenediamine, 1-N, -bis- (hidroxietiloxietiloxietiloxi-ethyl) - 3-isopropyloxy para-phenylenediamine, lN, N-bis- (hidroxietiloxietil) -3-mercaptoethyl phenylenediamine, 1-N, N-bis- (benciloxietiloxietiloxietil) -3-isopropyl paraphenylenediamine, and their addition salts with an acid. 4. Composition according to any one of the preceding claims, characterized in that the oxidation phase is chosen from 1-N, N-bis- (3 ', 4' -dihydroxybutyl) paraphenylenediamine, 1-N, N-bis- (3 ', 4'-dihydroxybutyl) -3-methyl paraphenylenediamine, N, N-bis- (3", 4'-dihydroxybutyl) -3-ethyl paraphenylenediamine, 1-N, N-bis- (3 ',' -dihydroxybutyl) -3-propyl paraphenylenediamine, 1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) paraphenylenediamine, 1-N- (2', 3 ', 4', 5 ' , 6'-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (2 J 3 J 4 J 5 ', 6'-pentahydroxy-hexyl) -3-isopropyl paraphenylenediamine, 1-N- (hexyl) -1-N - (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-isopropyl para-phenylenediamine, 1-N- (methyl) -1-N- (2', 3 ', 4', 5 ' , 6'-pentahydroxyhexyl) -3-methyl paraphenylenediamine, 1-N- (methyl) -1-N- (2 ', 3', 4 ', 5', 6 '-pentahydroxyhexyl) -3-ethyl paraphenylenediamine, 1-N- (methyl) -1-N- (2 '3' 4 ', 5', 6 '-pentahydroxyhexyl) paraphenylenedia Na, 1-N- (hydroxyethyloxyethyl) -1-N- (2 J 3 J 4 J 5 ', 6' -pentahydroxyhexyl) -3-ethyl. para-phenylenediamine, and its addition salts with an acid. Composition according to any one of claims 1 to 3, characterized in that the oxidation base is selected from 1- (4'-amino-3 '-methylphenyl) -3-hydroxyethyl-oxy pyrrolidine, 1- (4'-amino) -3'-methylphenyl) -4-hydroxy-2-methyl pyrrolidine, l- (4'-amino-3"-methylphenyl) -3-methylsulfonamido pyrrolidine, 1- (4'-amino-3'-phenoxyphenyl) ) -3-methylsulfonamido pyrrolidine, 1- (4'-aminophenyl) -2- (4"-aminophenoxymethyl) piperidine, 1- (4'-aminophenyl) -2- (hydroxyethyl) piperidine, 1- (4 ' -amins-3 '-isopropylphenyl) -2-hydroxymethyl piperidine, l- (4'-aminophenyl) -4-methyl piperidine, 1- (4'-aminophenyl) -2,7-dimethyl azacycloheptans, 1- ( 4 '-amino-3' -methylphenyl) -2-methyl azacycloheptane, 1- (4'-amino-3'-ureidophenyl) -3-hydroxy azacycloheptane, lN-4 '-hydroxybutyl-1-N- (hydroxyethyloxyethyl oxyethyl) ) -3-isopropyl paraphenylene diamine, 1-N-methyl-lN- (hydroxyethyloxyethyl-oxyethyl) para-phenylenediamine, 1-N, N-bis- (hydroxyethyloxy-ethyl-oxy-ethyl-oxyethyl) p araphenylenediamine, lN, N-bis- (hydroxyethyloxyethyloxyethyloxyethyl) -3-isopropyl paraphenylenediamine, 1-N, N-bis- (hydroxyethyloxy-ethyloxyethyloxyethyl) -3-isopropyl para-phenylenediamine, 1-N, N-bis (hydroxyethyloxy-hexoxy-oxy-hexoxy-hexoxy-hexoxy-ethyl-oxy-ethyl-oxyethyl ) -3-methyl para-phenylenediamine, 1-N, N-bis- (benzyloxyethyloxy-ethyloxyethyl) -3-isopropyl para-phenylenediamine, and its addition salts with an acid. Composition according to any one of the preceding claims, characterized in that the paraphenylenediamine derivative (s) of formula (I) represent from 0.0001 to 20% by weight of the total weight of the composition. Composition according to claim 1 or 2, characterized in that the groups R1 and R2 form a pyrrolidine heterocycle. 8. Composition according to any one of the preceding claims, characterized in that the meta-aminophenols of formula (II) are chosen from meta-a-inophenol, 5-amino-2-methoxy phenol, 5-amino-2- (β-hydroxyethyloxy) phenol, 5-amins 2-methyl phenol, 5-N- (β-hydroxyethyl) amino 2-methyl phenol, 5-N- (β-hydroxyethyl) amino 4-methoxy 2-methyl phenol , 5-amino-4-methoxy-2-methyl-phenol, 5-amino-4-chloro-2-methyl-phenol, 5-amino-2,4-dimethoxy-phenol, 5- (? -hydroxy-propyl) -2-methyl-phenol, and its addition salts with an acid. Composition according to any one of the preceding claims, characterized in that the substituted meta-diphenols are chosen from the following compounds of formula (III), and their addition salts with an acid: wherein: - R8 and Rg, identical or different, represent a hydrogen atom, an alkyl radical of C, -Cs or a halogen atom chosen from chlorine, bromine or fluorine; it being understood that at least one of the radicals Rs and Rg is different from a hydrogen atom. 10. Composition according to claim 9, characterized in that the substituted meta-diphenols of formula (III) are chosen from 2-methyl-1,3-dihydroxybenzene, 4-chloro-1,3-dihydroxybenzene, 2-chloro-1,3-dihydroxybenzene, and its addition salts with an acid. Composition according to any one of the preceding claims, characterized in that the substituted metaphenylenediamines are chosen from the following compounds of formula (IV), and their addition salts with an acid: wherein: Rio represents a hydrogen atom, an alkyl radical of C? ~ C / monohydroxyalkyl of C? -C4, or polyhydroxyalkyl C2-C4; Rn and Ri2, identical or different, represent a hydrogen atom, an alkyl radical of C: -C4, monohydroxyalkoxy of C? -C4, or polyhydroxyalkoxy of C? C4; R13 represents a hydrogen atom, a C1-C4 alkoxy radical, C? -C4 aminoalkoxy, C-C4 monohydroxyalkoxy, C2-C4 polyhydroxyalkoxy, or a 2,4-diaminophenoxyalkoxy radical; it being understood that at least one of the radicals Ro to R13 is different from a hydrogen atom. Composition according to claim 7, characterized in that the substituted metaphenylenediamines of formula (IV) are chosen from 3,5-diamino-1-ethyl-2-methoxybenzene, 3,5-diamino-2-methoxy-1-methyl benzene, 2,4-diamino-1-ethoxybenzene, 1,3-bis- (2,4-diaminophenoxy) propane, bis- (2,4-diamino-phenoxy) methane, 1- (β-aminoethyloxy) 2,4-diamino benzene, 2-amino 1- (β-hydroxyethyl-oxy) 4-methylamino benzene, 2,4-diamino-1-ethoxy-5-methyl-benzene, 2,4-diamino-5- (β-hydroxy-hexoxy) 1-methylbenzene, 2,4-diamino 1- (β, β-dihydroxypropyloxy) benzene, 2,4-diamino 1- (β-hydroxyethyloxy) benzene, 2-amino 4-N- (β-hydroxyethyl) amino 1-methoxy benzene, and its addition salts with an acid. Composition according to any one of the preceding claims, characterized in that the heterocyclic couplers are chosen from the indole derivatives, the indoline derivatives, the benzimidazole derivatives, the benzomorpholine derivatives, the sesamol derivatives, the pyrazole derivatives -azoles, pyrrolozole derivatives, imidazole-azole derivatives, pyrazolo-pyrimidine derivatives, pyrazolin-3, 5-diones derivatives, pyrrolo- [3, 2-d] -oxazole derivatives, pyrazole derivatives, [3, 4-d] -thiazoles, the S-oxide-thiazole-azolic derivatives, the S, S-dioxide-thiazole-azolic derivatives, and their addition salts with an acid. Composition according to claim 13, characterized in that the indole derivatives are chosen from the following compounds of formula (V), and their addition salts with an acid: wherein: Ri represents a hydrogen atom, a C 1 -C 4 alkyl radical, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, or C 1 -C 4 aminoalkyl, which amine is mono or disubstituted by an alkyl group of C? -C4; R5 represents a hydrogen atom or an alkyl radical of C?-C4, R representa represents a hydrogen atom, a C 1 -C 4 alkyl radical, or hydroxyl; - X represents a hydroxyl radical or NHR: 7, in which R17 represents a hydrogen atom, an alkyl radical of Ct.-C / or hydroxyalkyl of C? ~ C4. 15. Composition according to claim 13, characterized in that the indole derivatives of formula (V) are chosen from 4-hydroxy indole, 6-hydroxy indole, 7-amino indole, 6-amino indole, 7-hydroxy indole, 7-ethyl 6- (ß-hydroxyethyl) amino indole, 4-amino indole, 6-hydroxy-1-methyl indole, 5,6-dihydroxy indole, 4-hydroxy 1-N- methyl indole, 4-hydroxy 2-methyl indole, 4-hydroxy 5-methyl indole, 4-hydroxy 1-N- (β-hydroxyethyl) indole, 4-hydroxy 1-N- (β-hydroxypropyl) indole , 1-N- (ß,? - dihydroxypropyl) 4-hydroxy indole, 4-hydroxy 1-N- (ß-hydroxyethyl) 5-methyl indole, 1-N- (? -dimethylaminopropyl) 4-hydroxy indole , and its addition salts with an acid. Composition according to claim 13, characterized in that the indoline derivatives are chosen from 4-hydroxy indoline, 6-hydroxy indoline, 6-amino indoline, 5,6-dihydroxy indoline, and their addition salts with an acid. Composition according to claim 13, characterized in that the benzimidazole derivatives are chosen from the following compounds of formula (VI), and their addition salts with an acid: in which: Re represents a hydrogen atom or an alkyl radical of C? -C4 / R19 represents a hydrogen atom, an alkyl radical of C? -C4, or phenyl, -R20 represents a hydroxyl, amino or methoxy radical, R21 represents a hydrogen atom, a hydroxyl radical, methoxy or C1-C4 alkyl, with the proviso that: when R; c designates an amino radical, then it occupies position 4, when R2o occupies position 4, then R21 occupies the position 7, when R2 occupies position 5, then R2? occupies position 6. 18. Composition according to claim 17, characterized in that the benzimidazole derivatives of formula (VI) are chosen from 4-hydroxy benzimidazole, 4-mino benzimidazole, 4-hydroxy 7-methyl benzimidazole, 4-hydroxy-2-methyl-benzimidazole, 1-butyl-4-hydroxy-benzimidazole, 4-amino-2-methyl-benzimidazole, 5,6-dihydroxy-benzimidazole, 5-hydroxy-6-methoxy-benzimidazole, 4,7 -dihydroxy benzimidazole, 4,7-dihydroxy-l-methyl-benzimidazole, 4,7-dimethoxy-benzimidazole, 5,6-dihydroxy-l-methyl-benzimidazole, 5,6-dihydroxy-2-methyl-benzimidazole, 5-6- dimethoxy benzimidazole, and its addition salts with an acid. Composition according to claim 13, characterized in that the benzomorpholine derivatives are chosen from the compounds of formula (VII) below, and their addition salts with an acid: • wherein: R22 and R23 identical or different, represent a hydrogen atom or an alkyl radical of C -C4, Z represents a hydroxyl or amino radical. 20. The composition according to claim 19, characterized in that the benzomorpholine derivatives of the formula (VII) are chosen from 6-hydroxy 1,4-benzomorpholine, N-methyl 6-hydroxy 1,4-benzomorpholine, 6-amino 1,4-benzomorpholine and its addition salts with an acid. 21. The composition according to claim 13, characterized in that the sesamol derivatives are chosen from the following compounds of formula (VIII), and their addition salts with an acid: wherein: R4 designates a hydroxyl radical; amino, alkyl (Ci- C4) amino, monohydroxyalkyl (C ~ C4,) amino or polyhydroxy (C2-C4) alkylamino, R25 denotes a hydrogen or halogen atom or an alkoxy radical of C, -C4. 22. The composition according to claim 21, characterized in that the sesamol derivatives of the formula (VII) are selected from 2-bromo-4,5-methylenedioxy phenol, 2-methoxy-4,5-methylenedioxy aniline, - (β-hydroxyethyl) amino 4,5-methylenedioxy benzene, and its addition salts with an acid. 23. The composition according to claim 13, characterized in that the pyrazolo-azole derivatives are chosen from 2-methyl pyrazolo [1,5-b] -1,2,4-triazole, 2-ethyl pyrazolo [1 , 5-b] -1, 2, -triazole, 2-isopropyl pyrazolo [1, 5-b] -1, 2,4-triazole, 2-phenyl pyrazolo [1, 5-b] -1, 2 , 4-triazole, 2,6-dimethylpyrazolo [1,5-b] -1,2,4-triazole, 7-chloro-2,6-dimethylpyrazolo [1,5-b] -1, 2, 4-triazole, 3,6-dimethyl-pyrazolo [3, 2-c] -1, 2,4-triazole, 6-phenyl-3-methylthio-pyrazolo [3, 2-c] -1, 2, 4-triazole, 6-amino-pyrazolo [1,5-a] benzimidazole, and its addition salts with an acid. Composition according to claim 13, characterized in that the pyrrolozole derivatives are chosen from 5-cyano-4-ethoxycarbonyl-8-methyl pyrrolo [1,2-b] -1,2,4-triazole , 5-cyano-8-methyl-4-phenyl pyrrolo [1,2-b] -1,2,4-triazole, 7-amido-6-ethoxycarbonyl pyrrolo [1,2-a] -benzimidazole, and its addition salts with an acid. 25. The composition according to claim 13, characterized in that the azidozolo-azolic derivatives are chosen from 7, 8-dicyano-imidazole- [3, 2-a] -imidazole, 7, 8-dicyano-4- methyl-imidazolo- [3, 2-a] -imidazole, and their addition salts with an acid. 26. The composition according to claim 13, characterized in that the pyrazolo-pyrimidine derivatives are chosen from pyrazolo [1,5-a] pyrimidin-7-one, 2,5-dimethylpyrazolo [1,5-a] ] pyrimidin-7-one, 2-methyl-6-ethoxycarbonyl pyrazolo [1,5-a] pyrimidin-7-one, 2-methyl-5-methoxymethyl pyrazolo [1,5-a] pyrimidin-7-one , 2-tert-butyl-5-trifluoromethyl pyrazolo [1, 5-a] pyrimidin-7-one, 2,7-dimethylpyrazolo [1,5-a] pyrimidin-5-one, and their addition salts with an acid. Composition according to claim 13, characterized in that the pyrazolin-3, 5-diones derivatives are chosen from 1,2-diphenylpyrazolin-3,5-dione, 1,2-diethylpyrazoline-3. , 5-dione, and its addition salts with an acid. Composition according to Claim 13, characterized in that the naphthols and acylated naphthols are chosen from the following compounds of formula (IX), and their addition salts with an acid: wherein: - R2e represents a hydrogen atom or a group -CO-R, wherein R represents an alkyl radical of C1-C; - R 27 represents a hydrogen atom, a hydroxyl radical, C 1 -C 4 alkyl, or a group -SO 3 H; - R2B represents a hydrogen atom, or a hydroxyl radical; it being understood that at least one of the radicals R; s to R28 is different from a hydrogen atom. 29. Composition according to claim 28, characterized in that the naphthols and acylated naphthols of formula (IX) are chosen from 1,7-dihydroxy naphthalene, 2,7-dihydroxy naphthalene, 2,5-dihydroxy naphthalene, 2,3-dihydroxy-naphthalene, 1-acetoxy-2-methyl-naphthalene, 1-hydroxy-2-methyl-naphthalene, 1-hydroxy-4-naphthalene sulfonic acid, and their addition salts with an acid. Composition according to any one of the preceding claims, characterized in that the coupler or couplers as defined in any one of claims 1 and 5 to 26 represent 0.0001 to 10 1 by weight of the total weight of the composition. Composition according to any one of the preceding claims, characterized in that it contains an additional coupler chosen from 2-methyl-5-amino phenol, 1,3-dihydroxybenzene, or 1,3-diaminobenzene. Composition according to any one of the preceding claims, characterized in that it contains one or more additional oxidation bases different from the substituted paraphenylenediamine derivatives of formula (I) such as those defined in claim 1 or 2 and chosen from among parephenylenediamine, para-tolylene diamine, 2-hydroxyethyl parephenylenediamine, lN, N-bis-β-hydroxyethyl paraphenylenediamine, para-aminophenols, orthophenylenediamine, ortho-aminophenols, double bases, and heterocyclic bases. Composition according to any one of the preceding claims, characterized in that the addition salts with an acid are chosen from hydrochlorides, hydrobromides, sulfates, tartrates, lactates. and the acetates. 34. Dyeing process by oxidation of keratin fibers and in particular of human keratin fibers such as hair, characterized in that at least one dye composition is applied to said fibers as defined in any one of claims 1 to 33, the color being revealed at acid, neutral or alkaline pH with the aid of an oxidizing agent which is added at the time of use to the dye composition or which is present in an oxidizing composition applied simultaneously or sequentially separately. 35. The method according to claim 33, characterized in that the oxidizing agent is selected from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts and oxidation enzymes. 36. Device with several compartments or dye "kit" with several compartments, characterized in that the first compartment contains a dye composition as defined in any one of claims 1 to 33 and a second compartment contains an oxidizing composition.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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FR00/02857 | 2000-03-06 |
Publications (1)
Publication Number | Publication Date |
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MXPA01011265A true MXPA01011265A (en) | 2002-06-05 |
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