CN1203837C - 含有阳离子直接染料和作为氧化显色碱的吡唑并[1,5-a]嘧啶的染料组合物以及染色方法 - Google Patents
含有阳离子直接染料和作为氧化显色碱的吡唑并[1,5-a]嘧啶的染料组合物以及染色方法 Download PDFInfo
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- CN1203837C CN1203837C CNB991236688A CN99123668A CN1203837C CN 1203837 C CN1203837 C CN 1203837C CN B991236688 A CNB991236688 A CN B991236688A CN 99123668 A CN99123668 A CN 99123668A CN 1203837 C CN1203837 C CN 1203837C
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- Prior art keywords
- amino
- pyrimidine
- composition
- dye
- pyrazolo
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- 239000000203 mixture Substances 0.000 title claims abstract description 85
- 238000004043 dyeing Methods 0.000 title claims abstract description 27
- 125000002091 cationic group Chemical group 0.000 title claims abstract description 23
- 239000000982 direct dye Substances 0.000 title claims abstract description 23
- 239000000975 dye Substances 0.000 title claims description 52
- 230000001590 oxidative effect Effects 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 10
- 239000003513 alkali Substances 0.000 title 1
- 102000011782 Keratins Human genes 0.000 claims abstract description 21
- 108010076876 Keratins Proteins 0.000 claims abstract description 21
- LDIJKUBTLZTFRG-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine Chemical class N1=CC=CN2N=CC=C21 LDIJKUBTLZTFRG-UHFFFAOYSA-N 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 8
- -1 2, 6-dibromo-5, 8-dihydro-1-hydroxy-8-imino-5-oxo-3-naphthyl Chemical group 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 230000003647 oxidation Effects 0.000 claims description 26
- 238000007254 oxidation reaction Methods 0.000 claims description 26
- 239000002585 base Substances 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000007800 oxidant agent Substances 0.000 claims description 9
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 7
- 230000002255 enzymatic effect Effects 0.000 claims description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- RFQSMLBZXQOMKK-UHFFFAOYSA-N [3-[(4,8-diamino-6-bromo-1,5-dioxonaphthalen-2-yl)amino]phenyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC(NC=2C(C3=C(N)C=C(Br)C(=O)C3=C(N)C=2)=O)=C1 RFQSMLBZXQOMKK-UHFFFAOYSA-N 0.000 claims description 4
- 125000005263 alkylenediamine group Chemical group 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000007822 coupling agent Substances 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 claims description 2
- 108090000790 Enzymes Proteins 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 2
- YLPWLSGBUJBSCK-UHFFFAOYSA-M [3-[(4-amino-2,5-dimethoxyphenyl)diazenyl]phenyl]-trimethylazanium;chloride Chemical compound [Cl-].C1=C(N)C(OC)=CC(N=NC=2C=C(C=CC=2)[N+](C)(C)C)=C1OC YLPWLSGBUJBSCK-UHFFFAOYSA-M 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 150000004965 peroxy acids Chemical class 0.000 claims description 2
- FFNJDUZBKSGSIV-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine-3,5-diamine Chemical class C1=CC(N)=NC2=C(N)C=NN21 FFNJDUZBKSGSIV-UHFFFAOYSA-N 0.000 claims description 2
- LTXJLQINBYSQFU-UHFFFAOYSA-N pyrimidin-5-ol Chemical compound OC1=CN=CN=C1 LTXJLQINBYSQFU-UHFFFAOYSA-N 0.000 claims description 2
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 claims description 2
- JZLDXVVDXPWOBH-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione hydrochloride Chemical compound Cl.O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N JZLDXVVDXPWOBH-UHFFFAOYSA-N 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 159000000021 acetate salts Chemical class 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 229910021653 sulphate ion Inorganic materials 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- MQAYPFVXSPHGJM-UHFFFAOYSA-M trimethyl(phenyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC=C1 MQAYPFVXSPHGJM-UHFFFAOYSA-M 0.000 claims 1
- 239000000835 fiber Substances 0.000 abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 23
- 125000000217 alkyl group Chemical group 0.000 description 19
- 150000003254 radicals Chemical class 0.000 description 12
- 125000005843 halogen group Chemical group 0.000 description 9
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 8
- 229910052794 bromium Inorganic materials 0.000 description 8
- 239000000460 chlorine Substances 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 229910052731 fluorine Inorganic materials 0.000 description 8
- 239000011737 fluorine Substances 0.000 description 8
- 239000011630 iodine Substances 0.000 description 8
- 229910052740 iodine Inorganic materials 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 239000003086 colorant Substances 0.000 description 5
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 5
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000002535 acidifier Substances 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 150000004989 p-phenylenediamines Chemical class 0.000 description 3
- 150000003222 pyridines Chemical class 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- KEEQZNSCYCPKOJ-UHFFFAOYSA-N 2,6-diethylbenzene-1,4-diamine Chemical compound CCC1=CC(N)=CC(CC)=C1N KEEQZNSCYCPKOJ-UHFFFAOYSA-N 0.000 description 2
- KULOFVMDAJSPOK-UHFFFAOYSA-N 2-(2,5-diaminophenoxy)ethanol Chemical compound NC1=CC=C(N)C(OCCO)=C1 KULOFVMDAJSPOK-UHFFFAOYSA-N 0.000 description 2
- KWSVXCAQFTWTEF-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol Chemical compound NC1=CC=C(N)C(CCO)=C1 KWSVXCAQFTWTEF-UHFFFAOYSA-N 0.000 description 2
- ISCYHXYLVTWDJT-UHFFFAOYSA-N 2-[4-amino-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=C(N(CCO)CCO)C=C1 ISCYHXYLVTWDJT-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- WNYJRJRHKRZXEO-UHFFFAOYSA-N 2-propan-2-ylbenzene-1,4-diamine Chemical compound CC(C)C1=CC(N)=CC=C1N WNYJRJRHKRZXEO-UHFFFAOYSA-N 0.000 description 2
- WEPOCTWSRWLQLL-UHFFFAOYSA-N 6-methoxypyridine-2,3-diamine Chemical compound COC1=CC=C(N)C(N)=N1 WEPOCTWSRWLQLL-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- HSWXSHNPRUMJKI-UHFFFAOYSA-N [8-[(2-methoxyphenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical compound [Cl-].COC1=CC=CC=C1N\N=C/1C2=CC([N+](C)(C)C)=CC=C2C=CC\1=O HSWXSHNPRUMJKI-UHFFFAOYSA-N 0.000 description 2
- UXEAWNJALIUYRH-UHFFFAOYSA-N [8-[(4-aminophenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical group [Cl-].C12=CC([N+](C)(C)C)=CC=C2C=CC(=O)\C1=N/NC1=CC=C(N)C=C1 UXEAWNJALIUYRH-UHFFFAOYSA-N 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000002610 basifying agent Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- MLKPMOZMNCKWGN-UHFFFAOYSA-N n-[2-(2,5-diaminophenoxy)ethyl]acetamide Chemical compound CC(=O)NCCOC1=CC(N)=CC=C1N MLKPMOZMNCKWGN-UHFFFAOYSA-N 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 150000003217 pyrazoles Chemical class 0.000 description 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
- 150000003230 pyrimidines Chemical class 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000011593 sulfur Chemical group 0.000 description 2
- DWKARHJHPSUOBW-UHFFFAOYSA-N trimethyl-[3-[(2e)-2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]phenyl]azanium;chloride Chemical group [Cl-].CC1=NN(C=2C=CC=CC=2)C(O)=C1N=NC1=CC=CC([N+](C)(C)C)=C1 DWKARHJHPSUOBW-UHFFFAOYSA-N 0.000 description 2
- NKNCGBHPGCHYCQ-UHFFFAOYSA-N (2,5-diaminophenyl)methanol Chemical compound NC1=CC=C(N)C(CO)=C1 NKNCGBHPGCHYCQ-UHFFFAOYSA-N 0.000 description 1
- GHGPIPTUDQZJJS-UHFFFAOYSA-N (2-chlorophenyl)hydrazine Chemical compound NNC1=CC=CC=C1Cl GHGPIPTUDQZJJS-UHFFFAOYSA-N 0.000 description 1
- SCZGZDLUGUYLRV-UHFFFAOYSA-N (2-methylphenyl)hydrazine Chemical compound CC1=CC=CC=C1NN SCZGZDLUGUYLRV-UHFFFAOYSA-N 0.000 description 1
- RQKQKYICHBSFNX-UHFFFAOYSA-N (4,5-diamino-1-ethylpyrazol-3-yl)methanol Chemical compound CCN1N=C(CO)C(N)=C1N RQKQKYICHBSFNX-UHFFFAOYSA-N 0.000 description 1
- LHGUPKWTLOUVPW-UHFFFAOYSA-N (4,5-diamino-1-methylpyrazol-3-yl)methanol Chemical compound CN1N=C(CO)C(N)=C1N LHGUPKWTLOUVPW-UHFFFAOYSA-N 0.000 description 1
- DPTWQNJCRFZYPL-UHFFFAOYSA-N (4,5-diamino-1-propan-2-ylpyrazol-3-yl)methanol Chemical compound CC(C)N1N=C(CO)C(N)=C1N DPTWQNJCRFZYPL-UHFFFAOYSA-N 0.000 description 1
- UUAGTAPCODZEPL-UHFFFAOYSA-N 1,3-diamino-1-(4-aminophenyl)propan-1-ol Chemical compound NCCC(N)(O)C1=CC=C(N)C=C1 UUAGTAPCODZEPL-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- KOCYPBFMKLSAEE-UHFFFAOYSA-N 1,6-dimethylcyclohexa-3,5-diene-1,2-diamine Chemical compound CC1=CC=CC(N)C1(C)N KOCYPBFMKLSAEE-UHFFFAOYSA-N 0.000 description 1
- XYAQUYKPDDPZHG-UHFFFAOYSA-N 1-(4-aminoanilino)propan-2-ol Chemical compound CC(O)CNC1=CC=C(N)C=C1 XYAQUYKPDDPZHG-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- WSMJTXVQAZYLAV-UHFFFAOYSA-N 1-methylindol-4-ol Chemical compound C1=CC=C2N(C)C=CC2=C1O WSMJTXVQAZYLAV-UHFFFAOYSA-N 0.000 description 1
- MOGQNVSKBCVIPW-UHFFFAOYSA-N 1-methylpyrazol-3-amine Chemical compound CN1C=CC(N)=N1 MOGQNVSKBCVIPW-UHFFFAOYSA-N 0.000 description 1
- YMRBWWVXSSYSGH-UHFFFAOYSA-N 1-methylpyrazole-3,4,5-triamine Chemical compound CN1N=C(N)C(N)=C1N YMRBWWVXSSYSGH-UHFFFAOYSA-N 0.000 description 1
- KQGOJGSMIRVVJL-UHFFFAOYSA-N 1-n-methyl-4-n-[4-[4-(methylamino)anilino]butyl]benzene-1,4-diamine Chemical compound C1=CC(NC)=CC=C1NCCCCNC1=CC=C(NC)C=C1 KQGOJGSMIRVVJL-UHFFFAOYSA-N 0.000 description 1
- XAWPKHNOFIWWNZ-UHFFFAOYSA-N 1h-indol-6-ol Chemical compound OC1=CC=C2C=CNC2=C1 XAWPKHNOFIWWNZ-UHFFFAOYSA-N 0.000 description 1
- WXFKWEVAPSWLOI-UHFFFAOYSA-N 1h-pyrazole-3,4,5-triamine Chemical compound NC1=NNC(N)=C1N WXFKWEVAPSWLOI-UHFFFAOYSA-N 0.000 description 1
- LHGQFZQWSOXLEW-UHFFFAOYSA-N 1h-pyrazole-4,5-diamine Chemical compound NC=1C=NNC=1N LHGQFZQWSOXLEW-UHFFFAOYSA-N 0.000 description 1
- JWLQULBRUJIEHY-UHFFFAOYSA-N 2,3-dihydro-1h-indol-6-ol Chemical compound OC1=CC=C2CCNC2=C1 JWLQULBRUJIEHY-UHFFFAOYSA-N 0.000 description 1
- GZVVXXLYQIFVCA-UHFFFAOYSA-N 2,3-dimethylbenzene-1,4-diamine Chemical compound CC1=C(C)C(N)=CC=C1N GZVVXXLYQIFVCA-UHFFFAOYSA-N 0.000 description 1
- SYEYEGBZVSWYPK-UHFFFAOYSA-N 2,5,6-triamino-4-hydroxypyrimidine Chemical compound NC1=NC(N)=C(N)C(O)=N1 SYEYEGBZVSWYPK-UHFFFAOYSA-N 0.000 description 1
- BWAPJIHJXDYDPW-UHFFFAOYSA-N 2,5-dimethyl-p-phenylenediamine Chemical compound CC1=CC(N)=C(C)C=C1N BWAPJIHJXDYDPW-UHFFFAOYSA-N 0.000 description 1
- BRMHZFZMBVIHMO-UHFFFAOYSA-N 2,5-dimethylpyrazole-3,4-diamine Chemical compound CC1=NN(C)C(N)=C1N BRMHZFZMBVIHMO-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- WFXLRLQSHRNHCE-UHFFFAOYSA-N 2-(4-amino-n-ethylanilino)ethanol Chemical compound OCCN(CC)C1=CC=C(N)C=C1 WFXLRLQSHRNHCE-UHFFFAOYSA-N 0.000 description 1
- GEDBTTQRNHWAQC-UHFFFAOYSA-N 2-(4-methoxyphenyl)pyridine-3,4-diamine Chemical compound C1=CC(OC)=CC=C1C1=NC=CC(N)=C1N GEDBTTQRNHWAQC-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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Abstract
本发明涉及用于对角蛋白纤维氧化染色的组合物,其中含有至少一种阳离子直接染料和至少一种作为氧化显色碱的吡唑并[1,5-a]嘧啶。本发明还涉及用所述组合物进行氧化染色的方法。
Description
本发明涉及用于对角蛋白纤维氧化染色的组合物,其中含有至少一种阳离子直接染料和至少一种作为氧化显色碱(oxidation base)的吡唑并[1,5-a]嘧啶,以及用所述组合物进行氧化染色的方法。
已知,已有人尝试用含有通常称为氧化显色碱的氧化染料前体,尤其是邻或对苯二胺、邻或对氨基酚、双(苯基)亚烷基二胺或杂环化合物的染料组合物给角蛋白纤维,尤其是人头发染色。氧化染料前体,或氧化显色碱是无色或颜色很弱的化合物,当与氧化物一起使用时,可通过氧化缩合过程生成有颜色的化合物或染料。
已知,可通过将氧化显色碱与偶合剂或色彩调节剂一起使用来改变用这些氧化显色碱获得的色调,其中偶合剂或色彩调节剂尤其选自芳香间二胺、间氨基酚、间二酚以及一些杂环化合物。
用作氧化显色碱和偶合剂的各种分子使得可获得的颜色范围很广。
此外,利用这些氧化染料获得的所谓的“持久”色彩必须能满足一些要求。因此,其必须没有任何毒性缺点,必须能提供所需强度的色光(shades),以及必须能经得起外部因素的作用(光、恶劣天气、洗涤、持续飘动、出汗、摩擦)。
染料还必须能掩饰住白发,最后,它们必须尽可能地无选择性,即它们必须沿着角蛋白纤维相同长度处提供最小可能的色彩差异,实际上角蛋白纤维在其顶端和其根部之间可以被不同程度地致敏(即损伤)。
已经有人提出,尤其是在专利申请FR-A-2750048中,将吡唑并[1,5-a]嘧啶作为氧化显色碱单独使用,或与一种或多种偶合剂联合使用。然而,所获得的色彩不能始终具有足够强度、颜色或不能抵抗头发可能会遭受的各种攻击因素的作用。
完全令人惊奇和意想不到的是,本发明现在已发现,将至少一种作为氧化显色碱的吡唑并[1,5-a]嘧啶与至少一种下文所述阳离子直接染料联合使用,可获得抗头发可能会遭受的各种攻击因素(光、恶劣天气、洗涤、持续飘动、出汗、摩擦等)的特性被改善了的强色彩。
这些发现构成了本发明的基础。
因此,本发明的一个目的是,用于给角蛋白纤维并且尤其是人的角蛋白纤维如头发氧化染色的组合物,其特征在于,所述组合物在适于染色的介质中含有:
-至少一种作为氧化显色碱的吡唑并[1,5-a]嘧啶;和
-至少一种阳离子直接染料;
其中所述组合物不含有任何能使吡唑并[1,5-a]嘧啶被氧化的酶体系。
如上所述,本发明的染料组合物能获得具有抵抗各种外部因素作用(光、恶劣天气、洗涤、持续飘动、出汗、摩擦等)的优良特性的强色彩。
本发明的目的还有,使用所述染料组合物给角蛋白纤维进行氧化染色的方法。
在本发明的染料组合物中可用作氧化显色碱的吡唑并[1,5-a]嘧啶优选选自下述式(V)化合物及其酸加成盐或碱加成盐:
其中:
-R33、R34、R35和R36可以相同或不同,并代表氢原子,C1-C4烷基,芳基,C1-C4羟基烷基,C2-C4多羟基烷基,(C1-C4)烷氧基(C1-C4)烷基,C1-C4氨基烷基(此胺可以用乙酰基、脲基或磺酰基保护),(C1-C4)烷基氨基(C1-C4)烷基,二[(C1-C4)烷基]氨基(C1-C4)烷基(此二烷基可以形成5元或6元脂肪环或杂环),羟基(C1-C4)烷基氨基(C1-C4)烷基或二[羟基(C1-C4)烷基]氨基(C1-C4)烷基;
-R可以相同或不同,并代表氢原子,C1-C4烷基,芳基,C1-C4羟基烷基,C2-C4多羟基烷基,C1-C4氨基烷基,(C1-C4)烷基氨基(C1-C4)烷基,二[(C1-C4)烷基]氨基(C1-C4)烷基(此二烷基可以形成5元或6元脂肪环或杂环),羟基(C1-C4)烷基氨基(C1-C4)烷基或二[羟基(C1-C4)烷基]氨基(C1-C4)烷基,氨基,(C1-C4)烷基氨基或二[(C1-C4)烷基]氨基;卤素原子,羧酸基或磺酸基;
-i是0,1,2或3;
-p是0或1;
-q是0或1;
-n是0或1;
条件是:
-(i)p+q之和不能为0;
-(ii)当p+q等于2时,则n等于0,并且NR33R34和NR35R36基团占据(2,3);(5,6);(6,7);(3,5)或(3,7)位;
-(iii)当p+q等于1时,则n等于1,并且NR33R34(或NR35R36)基团与OH占据(2,3);(5,6);(6,7);(3,5)或(3,7)位。
上述式(V)吡唑并[1,5-a]嘧啶是已知化合物,特别描述在专利申请FR-A-2750048中,此内容形成了本专利申请的组成部分。
对于可在本发明染料组合物中用作氧化显色碱的上述式(V)吡唑并[1,5-a]嘧啶,可特别提及的是:
-吡唑并[1,5-a]嘧啶-3,7-二胺;
-2-甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,5-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-吡唑并[1,5-a]嘧啶-3,5-二胺
-2,7-二甲基吡唑并[1,5-a]嘧啶-3,5-二胺;
-3-氨基吡唑并[1,5-a]嘧啶-7-醇;
-3-氨基-5-甲基吡唑并[1,5-a]嘧啶-7-醇;
-3-氨基吡唑并[1,5-a]嘧啶-5-醇;
-2-(3-氨基吡唑并[1,5-a]嘧啶-7-基氨基)乙醇;
-3-氨基-7-β-羟基乙基氨基-5-甲基吡唑并[1,5-a]嘧啶;
-2-(7-氨基吡唑并[1,5-a]嘧啶-3-基氨基)乙醇;
-2-[(3-氨基吡唑并[1,5-a]嘧啶-7-基)-(2-羟基乙基)氨基]乙醇;
-2-[(7-氨基吡唑并[1,5-a]嘧啶-3-基)-(2-羟基乙基)氨基]乙醇;
-5,6-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,6-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,5,N7,N7-四甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-3-氨基-5-甲基-7-咪唑基丙基氨基吡唑并[1,5-a]嘧啶;
及其酸加成盐或碱加成盐。
可在本发明染料组合物中使用的阳离子直接染料优选选自阳离子氨基蒽醌,阳离子一偶氮或二偶氮化合物和阳离子萘醌。
作为实例,可特别提及的是,[8-[(对氨基苯基)偶氮基]-7-羟基-2-萘基]三甲基铵氯化物(在颜色索引(Color Index)中的名称是Basic Brown 16或Arianor Mahogany 306002),3-[(4-氨基-6-溴-5,8-二氢-1-羟基-8-亚氨基-5-氧代-2-萘基)氨基]-N,N,N-三甲基苯铵氯化物和3-[(2,6-二溴-5,8-二氢-1-羟基-8-亚氨基-5-氧代-3-萘基)氨基]-N,N,N-三甲基苯铵氯化物的联用(在颜色索引中的名称是Basic Blue 99或Arianor Steel Blue 306004),7-羟基-8-[(2-甲氧基苯基)偶氮基]-N,N,N-三甲基-2-萘铵氯化物(在颜色索引中的名称是Basic Red 76或Arianor Madder Red),[8-[(4-氨基-2-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物(在颜色索引中的名称是Basic Red 118或Arianor Bordeaux 306006),[8-[(4-氨基-3-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物和[8-[(4-氨基-2-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物的联用(在颜色索引中的名称是Basic Brown 17或ArianorSienna Brown 306001),3-[(4,5-二氢-3-甲基-5-氧代-1-苯基-1H-吡唑-4-基)偶氮基]-N,N,N-三甲基苯铵氯化物(在颜色索引中的名称是Basic Yellow 57或Arianor Straw Yellow 306005),1-(γ-氨基丙基)氨基蒽醌盐酸盐,1-N-(甲基吗啉鎓丙基)氨基-4-羟基蒽醌甲基硫酸盐和Basic Orange 69(颜色索引名)。
在本发明染料组合物中使用的阳离子直接染料还可以选自下述式(I)、(II)、(III)、(III’)和(IV)化合物:
a)式(I)化合物:
其中:
-D代表氮原子或-CH基团,
-R1和R2可以相同或不同,并代表氢原子;C1-C4烷基,该C1-C4烷基可被-CN、-OH或-NH2取代,或可与苯环上的碳原子形成任选地含有氧或氮的杂环,此杂环可被一个或多个C1-C4烷基取代;4’-氨基苯基,
-R3和R’3可以相同或不同,并代表氢原子,选自氯、溴、碘和氟的卤素原子,氰基,C1-C4烷氧基或乙酰氧基,
-X-代表优选选自氯离子、甲基硫酸根和乙酸根的阴离子,
-A代表选自下述A1-A19结构的基团:
其中R4代表可被羟基取代的C1-C4烷基,R5代表C1-C4烷氧基,条件是,当D代表-CH,A代表A4或A13,且R3不是烷氧基时,则R1和R2不能同时代表氢原子;
b)式(II)化合物:
其中:
-R6代表氢原子或C1-C4烷基,
-R7代表氢原子,可被-CN或氨基取代的烷基,4’-氨基苯基,或与R6形成杂环,其中该杂环可任选地含有氧和/或氮,并且可被C1-C4烷基取代,
-R8和R9可以相同或不同,并代表氢原子,卤素原子如溴、氯、碘或氟,C1-C4烷基,C1-C4烷氧基或-CN,
-X-代表优选选自氯离子、甲基硫酸根和乙酸根的阴离子,
-B代表选自下述B1-B6结构的基团:
和
其中R10代表C1-C4烷基,R11和R12可以相同或不同,并代表氢原子或C1-C4烷基;
c)式(III)和(III’)化合物:
-R13代表氢原子,C1-C4烷氧基,卤素原子如溴、氯、碘或氟,或氨基,
-R14代表氢原子,C1-C4烷基,或与苯环上的碳原子一起形成杂环,该杂环可任选地含有氧和/或被一个或多个C1-C4烷基取代,
-R15代表氢原子,或卤素原子如溴、氯、碘或氟,
-R16和R17可以相同或不同,并代表氢原子或C1-C4烷基;
-D1和D2可以相同或不同,并代表氮原子或-CH基团,
-m=0或1,
应当理解,当R13代表未取代的氨基时,则D1和D2同时代表-CH且m=0,
-X-代表优选选自氯离子、甲基硫酸根和乙酸根的阴离子,
-E代表选自下述E1-E8结构的基团:
其中R’代表C1-C4烷基;
当m=0且D1代表氮原子时,则E也可以代表下述E9结构所示基团:
其中R’代表C1-C4烷基;
d)式(IV)化合物:
G-N=N-J (IV)
其中:
-G代表选自下述G1-G3结构的基团:
其中:
-R18代表C1-C4烷基,苯基,被C1-C4烷基取代的苯基或选自氯、溴、碘和氟的卤素原子;
-R19代表C1-C4烷基或苯基;
-R20和R21可以相同或不同,并代表C1-C4烷基,苯基,或者在G1中,二者一起形成被一个或多个C1-C4烷基、C1-C4烷氧基或NO2基团取代的苯环,或者在G2中,二者一起形成任选地被一个或多个C1-C4烷基、C1-C4烷氧基或NO2基团取代的苯环;R20也可以代表氢原子;
-Z代表氧原子或硫原子或-NR19;
-M代表-CH,-CR”(R”代表C1-C4烷基)或-NR22(X-)r;
-K代表-CH,-CR”(R”代表C1-C4烷基)或-NR22(X-)r;
-P代表-CH,-CR”(R”代表C1-C4烷基)或-NR22(X-)r;r代表0或1;
-R22代表O-,C1-C4烷氧基或C1-C4烷基;
-R23和R24可以相同或不同,并代表氢原子或选自氯、溴、碘和氟的卤素原子,C1-C4烷基或C1-C4烷氧基或-NO2;
-X-代表优选选自氯离子、碘离子、甲基硫酸根、乙基硫酸根、乙酸根和高氯酸根的阴离子;
条件是:
-如果R22代表O-,则r代表0;
-如果K或P或M代表-N-(C1-C4)烷基X-,则R23和R24当中至少有一个不是氢原子;
-如果K代表-NR22(X-)r,则M=P=-CH或-CR”;
-如果M代表-NR22(X-)r,则K=P=-CH或-CR”;
-如果P代表-NR22(X-)r,则K=M且代表-CH或-CR;
-如果Z代表硫原子,且R21代表C1-C4烷基,则R20不是氢原子;
-如果Z代表-NR22且R19代表C1-C4烷基,则在结构G2中,R18、R19或R20当中至少有一个基团不是C1-C4烷基;
-J代表:
·下述J1结构所示基团:
其中:
-R25代表氢原子,选自氯、溴、碘和氟的卤素原子,C1-C4烷基或C1-C4烷氧基,-OH,-NO2,-NHR28,-NR29R30,或-NHCO(C1-C4)烷基,或与R26一起形成可以含有或可以不含有一个或多个选自氮、氧和硫的杂原子的5元或6元环;
-R26代表氢原子,选自氯、溴、碘和氟的卤素原子,C1-C4烷基或C1-C4烷氧基,或与R27或R28一起形成可以含有或可以不含有一个或多个选自氮、氧和硫的杂原子的5元或6元环;
-R27代表氢原子,-OH,-NHR28或-NR29R30;
-R28代表氢原子,C1-C4烷基,C1-C4一羟基烷基,C2-C4多羟基烷基或苯基;
-R29和R30可以相同或不同,并代表C1-C4烷基,C1-C4一羟基烷基或C2-C4多羟基烷基;
·或含有氮的5元或6元杂环基团,该杂环基团可含有其它杂原子和/或羰基,并且可被一个或多个C1-C4烷基、氨基或苯基取代,并且尤其是下述J2结构式所示的基团:
其中:
-R31和R32可以相同或不同,并代表氢原子,C1-C4烷基或苯基;
-Y代表-CO-基团或基团
-n=0或1,应当理解,当n=1时,则U代表-CO-基团。
在上述(I)-(IV)结构中,C1-C4烷基或烷氧基优选代表甲基、乙基、丁基、甲氧基或乙氧基。
可用在本发明染料组合物中的式(I)、(II)、(III)和(III’)阳离子直接染料是已知的化合物,并描述在例如专利申请WO95/01772、WO95/15144和EP-A-0714954中。可用在本发明染料组合物中的式(IV)阳离子直接染料也是已知的化合物,并描述在例如专利申请FR-A-2189006、FR-A-2285851和FR-A-2140205及其所附证明中。
在可用于本发明染料组合物中的式(I)阳离子直接染料当中,可更加特别提及的是下述结构式(I1)-(I52)所示的化合物:
和
在上述结构式(I1)-(I52)所示化合物中,最特别优选的是结构式(I1)、(I2)、(I14)和(I31)所示化合物。
在可用于本发明染料组合物中的式(II)阳离子直接染料当中,可更加特别提及的是下述结构式(II1)-(II12)所示的化合物:
和
在可用于本发明染料组合物中的式(III)阳离子直接染料当中,可更加特别提及的是下述结构式(III1)-(III18)所示的化合物:
和
在上述结构式(III1)-(III18)所示化合物中,最特别优选的是结构式(III4)、(III5)和(III13)所示化合物。
在可用于本发明染料组合物中的式(III’)阳离子直接染料当中,可更加特别提及的是下述结构式(III’1)-(III’3)所示的化合物:
和
在可用于本发明染料组合物中的式(IV)阳离子直接染料当中,可更加特别提及的是下述结构式(IV)1-(IV)77所示的化合物:
和
相对于染料组合物的总重量,依据本发明使用的式(V)吡唑并[1,5-a]嘧啶和/或其酸加成盐或碱加成盐在组合物中的含量优选为约0.0005%-12%(重量),更优选约0.005%-6%(重量)。
相对于染料组合物的总重量,依据本发明使用的阳离子直接染料在组合物中的含量优选为约0.001%-10%(重量),更优选约0.005%-5%(重量)。
适用于染色的介质(或载体)通常由水或由水和至少一种有机溶剂的混合物组成,加入有机溶剂是为了溶解在水中不能充分溶解的化合物。可提及的有机溶剂有,例如,C1-C4链烷醇,例如乙醇和异丙醇;甘油;二醇和二醇醚类如2-丁氧基乙醇,丙二醇,丙二醇一甲醚,二甘醇一***和二甘醇一甲醚,以及芳香醇,例如苯甲醇或苯氧基乙醇,类似物质及其混合物。
相对于染料组合物总重量,溶剂在组合物中的含量优选为约1%-40%(重量),更优选约5%-30%(重量)。
本发明染料组合物的pH通常约为3-12,优选约5-11。使用通常用于给角蛋白纤维染色的酸化剂或碱化剂可将组合物的pH调节到所需值。
在酸化剂中,可提及的实例有,无机酸或有机酸,例如盐酸,正磷酸,硫酸,羧酸如乙酸、酒石酸、柠檬酸或乳酸,和磺酸。
在碱化剂中,可提及的实例有,氨水,碱性碳酸盐,链烷醇胺如一乙醇胺、二乙醇胺和三乙醇胺,2-甲基-2-氨基丙醇及其衍生物,氢氧化钠,氢氧化钾,以及下述式(Vi)化合物:
其中,W是任选地被羟基或C1-C6烷基取代的亚丙基;R36、R37、R38和R39可以相同或不同,并代表氢原子或C1-C6烷基或C1-C6羟基烷基。
本发明染料组合物还可以含有一种或多种偶合剂,所述偶合剂可选自常用于氧化染色的偶合剂,其中可特别提及的是间苯二胺类,间氨基苯酚类,间二酚类和杂环偶合剂如吲哚衍生物,二氢吲哚衍生物,吡啶衍生物和吡唑啉酮,以及它们的酸加成盐。
所述偶合剂更特别地选自2-甲基-5-氨基苯酚,5-N-(β-羟基乙基)氨基-2-甲基苯酚,3-氨基苯酚,1,3-二羟基苯,1,3-二羟基-2-甲基苯,4-氯-1,3-二羟基苯,2,4-二氨基-1-(β-羟基乙氧基)苯,2-氨基-4-(β-羟基乙基氨基)-1-甲氧基苯,1,3-二氨基苯,1,3-二(2,4-二氨基苯氧基)丙烷,芝麻酚,α-萘酚,6-羟基吲哚,4-羟基吲哚,4-羟基-N-甲基吲哚,6-羟基二氢吲哚,2,6-二羟基-4-甲基吡啶,1H-3-甲基吡唑-5-酮和1-苯基-3-甲基吡唑-5-酮,以及它们的酸加成盐。
当本发明染料组合物含有偶合剂时,相对于染料组合物的总重量,所述偶合剂在染料组合物中的含量优选为约0.0001%-10%(重量),更优选约0.005%-5%(重量)。
本发明染料组合物还可以含有一种或多种除吡唑并[1,5-a]嘧啶之外的其它氧化显色碱和/或一种或多种非阳离子直接染料,尤其当想调节色光或想增强其闪光性时,更是如此。
在可用于本发明染料组合物中的其它氧化显色碱当中,可提及的有对苯二胺类,二(苯基)亚烷基二胺类,对氨基苯酚类,邻氨基苯酚类和杂环碱类。
在对苯二胺类中,作为实例可更加特别提及的有,对苯二胺,对甲代苯二胺,2-氯对苯二胺,2,3-二甲基对苯二胺,2,6-二甲基对苯二胺,2,6-二乙基对苯二胺,2,5-二甲基对苯二胺,N,N-二甲基对苯二胺,N,N-二乙基对苯二胺,N,N-二丙基对苯二胺,4-氨基-N,N-二乙基-3-甲基苯胺,N,N-二(β-羟基乙基)对苯二胺,4-N,N-二(β-羟基乙基)氨基-2-甲基苯胺,4-N,N-二(β-羟基乙基)氨基-2-氯苯胺,2-β-羟基乙基对苯二胺,2-氟对苯二胺,2-异丙基对苯二胺,N-(β-羟基丙基)对苯二胺,2-羟基甲基对苯二胺,N,N-二甲基-3-甲基对苯二胺,N-乙基-N-(β-羟基乙基)对苯二胺,N-(β,γ-二羟基丙基)对苯二胺,N-(4’-氨基苯基)对苯二胺,N-苯基对苯二胺,2-β-羟基乙氧基对苯二胺,2-β-乙酰氨基乙氧基对苯二胺,和N-(β-甲氧基乙基)对苯二胺,以及它们的酸加成盐。
在上述对苯二胺类中,最优选的是对苯二胺,对甲代苯二胺,2-异丙基对苯二胺,2-β-羟基乙基对苯二胺,2-β-羟基乙氧基对苯二胺,2,6-二甲基对苯二胺,2,6-二乙基对苯二胺,2,3-二甲基对苯二胺,N,N-二(β-羟基乙基)对苯二胺,2-氯对苯二胺,和2-β-乙酰氨基乙氧基对苯二胺,以及它们的酸加成盐。
在二(苯基)亚烷基二胺中,作为实例可更加特别提及的有N,N’-二(β-羟基乙基)-N,N’-二(4’-氨基苯基)-1,3-二氨基丙醇,N,N’-二(β-羟基乙基)-N,N’-二(4’-氨基苯基)乙二胺,N,N’-二(4-氨基苯基)四亚甲基二胺,N,N’-二(β-羟基乙基)-N,N’-二(4-氨基苯基)四亚甲基二胺,N,N’-二(4-甲基氨基苯基)四亚甲基二胺,N, N’-二(乙基)-N,N’-二(4’-氨基-3-’甲基苯基)乙二胺,和1,8-二(2,5-二氨基苯氧基)-3,5-二氧杂辛烷,以及它们的酸加成盐。
在对氨基苯酚类中,作为实例可更加特别提及的是对氨基苯酚,4-氨基-3-甲基苯酚,4-氨基-3-氟苯酚,4-氨基-3-羟基甲基苯酚,4-氨基-2-甲基苯酚,4-氨基-2-羟基甲基苯酚,4-氨基-2-甲氧基甲基苯酚,4-氨基-2-氨基甲基苯酚,4-氨基-2-(β-羟基乙基氨基甲基)苯酚,和4-氨基-2-氟苯酚,以及它们的酸加成盐。
在邻氨基苯酚类中,作为实例可更加特别提及的是2-氨基苯酚,2-氨基-5-甲基苯酚,2-氨基-6-甲基苯酚,和5-乙酰氨基-2-氨基苯酚,以及它们的酸加成盐。
在杂环碱中,作为实例可更加特别提及的是吡啶衍生物,除了本发明式(V)化合物以外的嘧啶衍生物,以及吡唑衍生物。
在吡啶衍生物中,可更加特别提及的是,例如在GB1026978和GB1153196中描述的化合物,例如2,5-二氨基吡啶,2-(4-甲氧基苯基)氨基-3-氨基吡啶,2,3-二氨基-6-甲氧基吡啶,2-(β-甲氧基乙基)氨基-3-氨基-6-甲氧基吡啶和3,4-二氨基吡啶,以及它们的酸加成盐。
在嘧啶衍生物中,可更加特别提及的是,例如在德国专利DE2359399或日本专利JP88-169571和JP91-0659或专利申请WO96/15765中描述的化合物,例如2,4,5,6-四氨基嘧啶,4-羟基-2,5,6-三氨基嘧啶,2-羟基-4,5,6-三氨基嘧啶,2,4-二羟基-5,6-二氨基嘧啶和2,5,6-三氨基嘧啶。
在吡唑衍生物中,可更加特别提及的是在DE3843892、DE4133957和专利申请WO94/08969、WO94/08970、FR-A-2733749和DE19543988中描述的化合物,例如4,5-二氨基-1-甲基吡唑,3,4-二氨基吡唑,4,5-二氨基-1-(4’-氯苄基)吡唑,4,5-二氨基-1,3-二甲基吡唑,4,5-二氨基-3-甲基-1-苯基吡唑,4,5-二氨基-1-甲基-3-苯基吡唑,4-氨基-1,3-二甲基-5-肼基吡唑,1-苄基-4,5-二氨基-3-甲基吡唑,4,5-二氨基-3-叔丁基-1-甲基吡唑,4,5-二氨基-1-叔丁基-3-甲基吡唑,4,5-二氨基-1-(β-羟基乙基)-3-甲基吡唑,4,5-二氨基-1-乙基-3-甲基吡唑,4,5-二氨基-1-乙基-3-(4’-甲氧基苯基)吡唑,4,5-二氨基-1-乙基-3-羟甲基吡唑,4,5-二氨基-3-羟甲基-1-甲基吡唑,4,5-二氨基-3-羟甲基-1-异丙基吡唑,4,5-二氨基-3-甲基-1-异丙基吡唑,4-氨基-5-(2’-氨基乙基)氨基-1,3-二甲基吡唑,3,4,5-三氨基吡唑,1-甲基-3,4,5-三氨基吡唑,3,5-二氨基-1-甲基-4-甲基氨基吡唑,和3,5-二氨基-4-(β-羟基乙基)氨基-1-甲基吡唑,以及它们的酸加成盐。
当用在本发明染料组合物中时,相对于染料组合物的总重量,所述其它氧化显色碱在组合物中的含量优选为约0.0005%-12%(重量),更优选约0.005%-6%(重量)。
通常,在本发明说明书中所述的的酸加成盐(式(V)化合物,其它氧化显色碱和偶合剂的酸加成盐)特别选自盐酸盐,氢溴酸盐,硫酸盐,柠檬酸盐,琥珀酸盐,酒石酸盐,乳酸盐和乙酸盐。可用在本发明染料组合物中的碱加成盐(式(V)化合物的碱加成盐)尤其是与氢氧化钠、氢氧化钾、氨水或胺形成的碱加成盐。
本发明染料组合物还可以含有在染发组合物中常用的各种辅料,例如阴离子型、阳离子型、非离子型、两性或两性离子型表面活性剂或其混合物,阴离子型、阳离子型、非离子型、两性或两性离子型聚合物或其混合物,无极或有机增稠剂,例如非离子瓜尔胶,抗氧化剂,渗透剂,螯合剂,香料,缓冲剂,分散剂,调节剂,例如挥发性或非挥发性、改性或未改性的硅氧烷,成膜剂,神经酰胺,防腐剂和遮光剂。
无需说明的是,本领域技术人员会小心选择这些任选的附加化合物,这样本发明氧化染料组合物固有的有利性质就不会,或基本上不会受所考虑的添加剂的不利影响。
本发明染料组合物可以各种形式存在,例如可以是液体,粉末,膏霜或凝胶或其它适于对角蛋白纤维尤其是头发染色的形式。
本发明的目的还有,使用上述染料组合物给角蛋白纤维并且尤其是人角蛋白纤维如头发氧化染色的方法。
根据本发明的染色方法,将至少一种上述染料组合物施用到所述纤维上,用非酶氧化剂于酸性、中性或碱性pH值下生成颜色,其中非酶氧化剂仅在使用时才加到染料组合物中,或其存在于氧化组合物中,此氧化组合物与染料组合物同时或按顺序使用。
根据本发明染色方法的一个优选实施方式,上述染料组合物优选与氧化组合物在使用时混合,其中所述氧化组合物在适于染色的介质中含有至少一种以能充分成色的量存在的非酶氧化剂。然后将所得混合物施加到角蛋白纤维上,并在角蛋白纤维上保留约3-50分钟,优选约5-30分钟,之后将角蛋白纤维清洗,用洗发剂洗涤,然后再清洗,干燥。
存在于上述氧化组合物中的氧化剂可选自常用于给角蛋白纤维氧化染色的氧化剂,其中可提及的是过氧化氢,过氧化脲,碱金属溴酸盐,过酸和过酸盐,例如过硼酸盐和过硫酸盐。特别优选过氧化氢。
上述含有氧化剂的氧化组合物的pH应在与染料组合物混合后,使施加到角蛋白纤维上的所得组合物的pH优选为约3-12,更优选为5-11。用给角蛋白纤维染色的常用的和如上所述的酸化剂或碱化剂将pH调节到所需值。
上述氧化组合物还可以含有各种在染发组合物中常用的和如上所述的辅料。
最终施加到角蛋白纤维上的组合物可以是不同形式,例如可以是液体,膏霜或凝胶或其它适于给角蛋白纤维、尤其是人头发染色的形式。
本发明的另一目的是多室染色装置或多室染色“试剂盒”或任何其它的多室包装***,其中一个室装有上述染料组合物,另一个室装有上述氧化组合物。这些装置可以安装上将所述混合物施加到头发上的工具,例如在本申请人的专利申请FR-2586913中描述的装置。
下面的实施例是为了举例说明本发明而不是因此在本质上限制本发明。
在碱性介质中染色的实施例
依据本发明,制备下述染料组合物:
-吡唑并[1,5-a]嘧啶-3,7-二胺二盐酸盐(氧化显色碱) 0.333g
-阳离子直接染料(I2) 1g
-96°乙醇 18g
-二亚乙基三胺五乙酸的五钠盐 1.1g
-含有20%NH3的氨水 10.0g
-软化水 适量 100g
在使用时,按重量计,将上述染料组合物与20倍体积的pH为3的过氧化氢溶液(6%的重量浓度)混合。
把所得混合物施加到一缕有90%白发的天然灰色头发上,保留30分钟。然后把这缕头发清洗,用标准洗发剂洗涤,再清洗,然后干燥。
这缕头发染上了很强的***色光(fuchsia shade)。
Claims (9)
1.用于给角蛋白纤维氧化染色的组合物,其特征在于,所述组合物在适于染色的介质中含有:
-至少一种作为氧化显色碱的吡唑并[1,5-a]嘧啶;和
-至少一种阳离子直接染料;其中,
所述吡唑并[1,5-a]嘧啶选自:
-吡唑并[1,5-a]嘧啶-3,7-二胺;
-2-甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,5-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-吡唑并[1,5-a]嘧啶-3,5-二胺
-2,7-二甲基吡唑并[1,5-a]嘧啶-3,5-二胺;
-3-氨基吡唑并[1,5-a]嘧啶-7-醇;
-3-氨基-5-甲基吡唑并[1,5-a]嘧啶-7-醇;
-3-氨基吡唑并[1,5-a]嘧啶-5-醇;
-2-(3-氨基吡唑并[1,5-a]嘧啶-7-基氨基)乙醇;
-3-氨基-7-2-羟基乙基氨基-5-甲基吡唑并[1,5-a]嘧啶;
-2-(7-氨基吡唑并[1,5-a]嘧啶-3-基氨基)乙醇;
-2-[(3-氨基吡唑并[1,5-a]嘧啶-7-基)-(2-羟基乙基)氨基]乙醇;
-2-[(7-氨基吡唑并[1,5-a]嘧啶-3-基)-(2-羟基乙基)氨基]乙醇;
-5,6-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,6-二甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-2,5,N7,N7-四甲基吡唑并[1,5-a]嘧啶-3,7-二胺;
-3-氨基-5-甲基-7-咪唑基丙基氨基吡唑并[1,5-a]嘧啶;
及其酸加成盐或碱加成盐;
所述式阳离子直接染料选自下述结构(I1)-(I52)所示的化合物:
和
相对于染料组合物的总重量,所述吡唑并[1,5-a]嘧啶和/或其酸加成盐或碱加成盐在组合物中的含量为0.005重量%-6重量%,所述阳离子直接染料在组合物中的含量为0.005重量%-5重量%;
所述组合物不含有任何能使吡唑并[1,5-a]嘧啶被氧化的酶体系。
2.根据权利要求1的组合物,其特征在于,所述阳离子直接染料选自[8-[(对氨基苯基)偶氮基]-7-羟基-2-萘基]三甲基铵氯化物,3-[(4-氨基-6-溴-5,8-二氢-1-羟基-8-亚氨基-5-氧代-2-萘基)氨基]-N,N,N-三甲基苯铵氯化物和3-[(2,6-二溴-5,8-二氢-1-羟基-8-亚氨基-5-氧代-3-萘基)氨基]-N,N,N-三甲基苯铵氯化物的联用,7-羟基-8-[(2-甲氧基苯基)偶氮基]-N,N,N-三甲基-2-萘铵氯化物,[8-[(4-氨基-2-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物,[8-[(4-氨基-3-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物和[8-[(4-氨基-2-硝基苯基)偶氮基]-7-羟基-2-萘基]三甲铵氯化物的联用,3-[(4,5-二氢-3-甲基-5-氧代-1-苯基-1H-吡唑-4-基)偶氮基]-N,N,N-三甲基苯铵氯化物,1-(γ-氨基丙基)氨基蒽醌盐酸盐,1-N-(甲基吗啉鎓丙基)氨基-4-羟基蒽醌甲基硫酸盐和Basic Orange 69。
3.根据权利要求1的组合物,其特征在于,组合物含有一种或多种选自下述化合物的偶合剂:间苯二胺类,间氨基苯酚类,间二酚类和杂环偶合剂,以及它们的酸加成盐。
4.根据权利要求1的组合物,其特征在于,组合物含有一种或多种除吡唑并[1,5-a]嘧啶之外的其它氧化显色碱和/或一种或多种非阳离子直接染料。
5.根据权利要求4的组合物,其特征在于,所述其它氧化显色碱选自对苯二胺类,二(苯基)亚烷基二胺,对氨基苯酚类,邻氨基苯酚类和杂环碱。
6.根据任一在前权利要求的组合物,其特征在于,所述酸加成盐选自盐酸盐,氢溴酸盐,硫酸盐,柠檬酸盐,琥珀酸盐,酒石酸盐,乳酸盐和乙酸盐,而所述碱加成盐选自与氢氧化钠、氢氧化钾、氨水或胺形成的碱加成盐。
7.给角蛋白纤维氧化染色的方法,其特征在于,将至少一种如权利要求1所述的染料组合物施加到所述纤维上,以及还在于,用非酶氧化剂于酸性、中性或碱性pH值下生成颜色,其中非酶氧化剂仅在使用时才加到染料组合物中,或其存在于氧化组合物中,此氧化组合物与染料组合物同时或按顺序使用。
8.根据权利要求7的方法,其特征在于,所述氧化剂选自过氧化氢,过氧化脲,碱金属溴酸盐,过酸和过酸盐。
9.多室染色“试剂盒”,其中一个室装有如权利要求1所定义的染料组合物,而另一个室装有含有非酶氧化剂的氧化组合物。
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FR98/13866 | 1998-11-04 | ||
FR9813866A FR2785183B1 (fr) | 1998-11-04 | 1998-11-04 | COMPOSITION TINCTORIALE CONTENANT UN COLORANT DIRECT CATIONIQUE ET UNE PYRAZOLO-[1,5-a]- PYRIMIDINE A TITRE DE BASE D'OXYDATION, ET PROCEDES DE TEINTURE |
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KR102244166B1 (ko) | 2013-09-02 | 2021-04-26 | 로레알 | 양이온성 스티릴 디술파이드 염료를 사용하는 케라틴 섬유 염색 방법, 및 상기 염료를 포함하는 조성물 |
DE102013225585A1 (de) | 2013-12-11 | 2015-06-11 | Henkel Ag & Co. Kgaa | Schaumförmige Färbemittel mit verbesserten Applikationseigenschaften |
DE102013225924A1 (de) | 2013-12-13 | 2015-06-18 | Henkel Ag & Co. Kgaa | Oxidatives Haarfärbeverfahren unter Einsatz von Pflegestoffen und minimaler Farbverschiebung |
DE102013226284A1 (de) | 2013-12-17 | 2015-06-18 | Henkel Ag & Co. Kgaa | Schaumstabilisierte Färbemittel I |
DE102013226283A1 (de) | 2013-12-17 | 2015-06-18 | Henkel Ag & Co. Kgaa | Schaumstabilisierte Färbemittel II |
DE102013226587A1 (de) | 2013-12-19 | 2015-06-25 | Henkel Ag & Co. Kgaa | Oxidationsfärbemittel mit verringerter Haarschädigung |
DE102013226582A1 (de) | 2013-12-19 | 2015-06-25 | Henkel Ag & Co. Kgaa | Oxidatives Haarfärbeverfahren unter Zusatz von Pflegestoffen |
DE102014206532A1 (de) | 2014-04-04 | 2015-10-08 | Henkel Ag & Co. Kgaa | Modische Aerosol-Färbemittel |
BR112017019798A2 (pt) * | 2015-03-19 | 2018-05-29 | Basf Se | compostos |
PE20190761A1 (es) | 2016-08-31 | 2019-06-05 | Agios Pharmaceuticals Inc | Inhibidores de procesos metabolicos celulares |
Family Cites Families (4)
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---|---|---|---|---|
FR2586913B1 (fr) * | 1985-09-10 | 1990-08-03 | Oreal | Procede pour former in situ une composition constituee de deux parties conditionnees separement et ensemble distributeur pour la mise en oeuvre de ce procede |
DE4029324A1 (de) * | 1990-09-15 | 1992-03-19 | Henkel Kgaa | Haarfaerbemittel |
FR2750048B1 (fr) * | 1996-06-21 | 1998-08-14 | Oreal | Compositions de teinture des fibres keratiniques contenant des derives pyrazolo-(1, 5-a)-pyrimidine, procede de teinture, nouveaux derives pyrazolo-(1, 5-a)-pyrimidine et leur procede de preparation |
FR2767685B1 (fr) * | 1997-09-01 | 2004-12-17 | Oreal | Composition pour la teinture d'oxydation des fibres keratiniques comprenant du 2-chloro 6-methyl 3-aminophenol et une base d'oxydation, et procede de teinture |
-
1998
- 1998-11-04 FR FR9813866A patent/FR2785183B1/fr not_active Expired - Fee Related
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1999
- 1999-10-15 EP EP99402549A patent/EP0998908A3/fr not_active Withdrawn
- 1999-10-20 CZ CZ19993732A patent/CZ373299A3/cs unknown
- 1999-10-21 AU AU56006/99A patent/AU730455B2/en not_active Ceased
- 1999-11-03 CN CNB991236688A patent/CN1203837C/zh not_active Expired - Fee Related
- 1999-11-03 HU HU9904016A patent/HUP9904016A3/hu unknown
- 1999-11-03 CA CA002288253A patent/CA2288253A1/fr not_active Abandoned
- 1999-11-03 RU RU99123528/14A patent/RU2185811C2/ru not_active IP Right Cessation
- 1999-11-03 AR ARP990105554A patent/AR019494A1/es not_active Application Discontinuation
- 1999-11-03 PL PL99336379A patent/PL336379A1/xx not_active Application Discontinuation
- 1999-11-03 KR KR10-1999-0048337A patent/KR100372377B1/ko not_active IP Right Cessation
- 1999-11-04 BR BR9907313-7A patent/BR9907313A/pt not_active IP Right Cessation
- 1999-11-04 JP JP11314015A patent/JP2000178147A/ja active Pending
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MX9910062A (es) | 2000-09-01 |
AR019494A1 (es) | 2002-02-20 |
KR100372377B1 (ko) | 2003-02-17 |
FR2785183B1 (fr) | 2002-04-05 |
BR9907313A (pt) | 2000-12-19 |
AU5600699A (en) | 2000-05-25 |
EP0998908A3 (fr) | 2000-06-07 |
AU730455B2 (en) | 2001-03-08 |
EP0998908A2 (fr) | 2000-05-10 |
CN1252988A (zh) | 2000-05-17 |
FR2785183A1 (fr) | 2000-05-05 |
JP2000178147A (ja) | 2000-06-27 |
HUP9904016A3 (en) | 2000-11-28 |
CZ373299A3 (cs) | 2000-05-17 |
RU2185811C2 (ru) | 2002-07-27 |
HUP9904016A2 (hu) | 2000-08-28 |
CA2288253A1 (fr) | 2000-05-04 |
PL336379A1 (en) | 2000-05-08 |
KR20000035201A (ko) | 2000-06-26 |
HU9904016D0 (en) | 2000-01-28 |
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