JP2002535262A - カチオン性カップラーを含有するケラチン繊維の酸化染色組成物、新規なカチオン性カップラー、酸化染色のためのその使用及び染色方法 - Google Patents
カチオン性カップラーを含有するケラチン繊維の酸化染色組成物、新規なカチオン性カップラー、酸化染色のためのその使用及び染色方法Info
- Publication number
- JP2002535262A JP2002535262A JP2000594436A JP2000594436A JP2002535262A JP 2002535262 A JP2002535262 A JP 2002535262A JP 2000594436 A JP2000594436 A JP 2000594436A JP 2000594436 A JP2000594436 A JP 2000594436A JP 2002535262 A JP2002535262 A JP 2002535262A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- hydroxy
- group
- ium chloride
- chloride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 85
- 238000004043 dyeing Methods 0.000 title claims abstract description 61
- 239000000835 fiber Substances 0.000 title claims abstract description 33
- 102000011782 Keratins Human genes 0.000 title claims abstract description 31
- 108010076876 Keratins Proteins 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 15
- 125000002091 cationic group Chemical group 0.000 title abstract description 8
- 230000003647 oxidation Effects 0.000 title description 18
- 238000007254 oxidation reaction Methods 0.000 title description 18
- 230000001590 oxidative effect Effects 0.000 claims abstract description 21
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 claims abstract description 20
- -1 ureyl Chemical group 0.000 claims description 590
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 316
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 143
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims description 48
- 239000001257 hydrogen Substances 0.000 claims description 42
- 229910052739 hydrogen Inorganic materials 0.000 claims description 42
- 229910052757 nitrogen Inorganic materials 0.000 claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 40
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims description 35
- 229910052801 chlorine Inorganic materials 0.000 claims description 33
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 32
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 27
- 239000002585 base Substances 0.000 claims description 26
- 239000002253 acid Substances 0.000 claims description 25
- 125000005843 halogen group Chemical group 0.000 claims description 24
- 229910052799 carbon Inorganic materials 0.000 claims description 23
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 22
- 229910052717 sulfur Inorganic materials 0.000 claims description 21
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 17
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 16
- 125000000018 nitroso group Chemical group N(=O)* 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
- 239000000460 chlorine Substances 0.000 claims description 14
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 14
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 14
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 14
- 239000011593 sulfur Substances 0.000 claims description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 13
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 125000001153 fluoro group Chemical group F* 0.000 claims description 12
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 11
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 11
- 125000004434 sulfur atom Chemical group 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 10
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 10
- 125000004429 atom Chemical group 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
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 8
- 239000007800 oxidant agent Substances 0.000 claims description 8
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 150000001721 carbon Chemical group 0.000 claims description 6
- 125000006533 methyl amino methyl group Chemical group [H]N(C([H])([H])[H])C([H])([H])* 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- ABBPJRTZWOABKZ-UHFFFAOYSA-N 1,4-dimethylpiperazine;hydrochloride Chemical compound Cl.CN1CCN(C)CC1 ABBPJRTZWOABKZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 4
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 4
- 125000006325 2-propenyl amino group Chemical group [H]C([H])=C([H])C([H])([H])N([H])* 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 4
- 125000005336 allyloxy group Chemical group 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 4
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 4
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 4
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 4
- LVYKTRUUKOHCEO-UHFFFAOYSA-N methyl n-[2-chloro-5-hydroxy-4-[(2-pyridin-1-ium-1-ylacetyl)amino]phenyl]carbamate;chloride Chemical compound [Cl-].C1=C(Cl)C(NC(=O)OC)=CC(O)=C1NC(=O)C[N+]1=CC=CC=C1 LVYKTRUUKOHCEO-UHFFFAOYSA-N 0.000 claims description 4
- HJVAMFANDFGCPR-UHFFFAOYSA-N methyl n-[2-hydroxy-4-[(2-pyridin-1-ium-1-ylacetyl)amino]phenyl]carbamate;chloride Chemical compound [Cl-].C1=C(O)C(NC(=O)OC)=CC=C1NC(=O)C[N+]1=CC=CC=C1 HJVAMFANDFGCPR-UHFFFAOYSA-N 0.000 claims description 4
- PAFVRCYYRJTCCU-UHFFFAOYSA-N methyl n-[3-hydroxy-4-[(2-pyridin-1-ium-1-ylacetyl)amino]phenyl]carbamate;chloride Chemical compound [Cl-].OC1=CC(NC(=O)OC)=CC=C1NC(=O)C[N+]1=CC=CC=C1 PAFVRCYYRJTCCU-UHFFFAOYSA-N 0.000 claims description 4
- YRZJXWUQLXXYDU-UHFFFAOYSA-N methyl n-[5-chloro-2-hydroxy-4-[(2-pyridin-1-ium-1-ylacetyl)amino]phenyl]carbamate;chloride Chemical compound [Cl-].C1=C(O)C(NC(=O)OC)=CC(Cl)=C1NC(=O)C[N+]1=CC=CC=C1 YRZJXWUQLXXYDU-UHFFFAOYSA-N 0.000 claims description 4
- ZGGXXPLJGPFSNY-UHFFFAOYSA-N n-(2,4-diamino-6-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=CC(N)=CC(N)=C1NC(=O)C[N+]1=CC=CC=C1 ZGGXXPLJGPFSNY-UHFFFAOYSA-N 0.000 claims description 4
- QFZNBMVUWQHIKX-UHFFFAOYSA-N n-(2-acetamido-6-hydroxyphenyl)-2-(1,4-dimethylpiperazin-1-ium-1-yl)acetamide;chloride Chemical compound [Cl-].C1CN(C)CC[N+]1(C)CC(=O)NC1=C(O)C=CC=C1NC(C)=O QFZNBMVUWQHIKX-UHFFFAOYSA-N 0.000 claims description 4
- ADVFTNHIQDPICE-UHFFFAOYSA-N n-(2-amino-6-hydroxyphenyl)-2-(1,4-dimethylpiperazin-1-ium-1-yl)acetamide;chloride Chemical compound [Cl-].C1CN(C)CC[N+]1(C)CC(=O)NC1=C(N)C=CC=C1O ADVFTNHIQDPICE-UHFFFAOYSA-N 0.000 claims description 4
- WRBBMXVPGIFKBO-UHFFFAOYSA-N n-(2-amino-6-hydroxyphenyl)-2-(3-methylimidazol-3-ium-1-yl)acetamide;chloride Chemical compound [Cl-].C1=[N+](C)C=CN1CC(=O)NC1=C(N)C=CC=C1O WRBBMXVPGIFKBO-UHFFFAOYSA-N 0.000 claims description 4
- IFGXZXODQMDPGL-UHFFFAOYSA-N n-(2-hydroxy-5-methoxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].COC1=CC=C(O)C(NC(=O)C[N+]=2C=CC=CC=2)=C1 IFGXZXODQMDPGL-UHFFFAOYSA-N 0.000 claims description 4
- QHGPEEHDCZVIPY-UHFFFAOYSA-N n-(2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=CC=CC=C1NC(=O)C[N+]1=CC=CC=C1 QHGPEEHDCZVIPY-UHFFFAOYSA-N 0.000 claims description 4
- NWTQPCMQRNBFLQ-UHFFFAOYSA-N n-(3,5-dichloro-2-hydroxy-4-methylphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=C(Cl)C(C)=C(Cl)C=C1NC(=O)C[N+]1=CC=CC=C1 NWTQPCMQRNBFLQ-UHFFFAOYSA-N 0.000 claims description 4
- UCFBFSMPSOVDAU-UHFFFAOYSA-N n-(4-acetamido-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=CC(NC(=O)C)=CC=C1NC(=O)C[N+]1=CC=CC=C1 UCFBFSMPSOVDAU-UHFFFAOYSA-N 0.000 claims description 4
- NSXYWYGHABCSGT-UHFFFAOYSA-N n-(4-acetamido-3,5-dichloro-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=C(Cl)C(NC(=O)C)=C(Cl)C=C1NC(=O)C[N+]1=CC=CC=C1 NSXYWYGHABCSGT-UHFFFAOYSA-N 0.000 claims description 4
- DCMAYERJMVMCEY-UHFFFAOYSA-N n-(4-acetamido-3-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].C1=C(O)C(NC(=O)C)=CC=C1NC(=O)C[N+]1=CC=CC=C1 DCMAYERJMVMCEY-UHFFFAOYSA-N 0.000 claims description 4
- ZSMUHQOQGNHYRW-UHFFFAOYSA-N n-(4-acetamido-5-hydroxy-2-methoxyphenyl)-2-(3-methylimidazol-3-ium-1-yl)acetamide;chloride Chemical compound [Cl-].COC1=CC(NC(C)=O)=C(O)C=C1NC(=O)CN1C=[N+](C)C=C1 ZSMUHQOQGNHYRW-UHFFFAOYSA-N 0.000 claims description 4
- KQCFYJFUPZBYTF-UHFFFAOYSA-N n-(4-amino-2-hydroxy-5-methoxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].C1=C(N)C(OC)=CC(NC(=O)C[N+]=2C=CC=CC=2)=C1O KQCFYJFUPZBYTF-UHFFFAOYSA-N 0.000 claims description 4
- CXINIFIYPUKQAC-UHFFFAOYSA-N n-(4-amino-2-hydroxyphenyl)-2-(1,4-dimethylpiperazin-1-ium-1-yl)acetamide;chloride Chemical compound [Cl-].C1CN(C)CC[N+]1(C)CC(=O)NC1=CC=C(N)C=C1O CXINIFIYPUKQAC-UHFFFAOYSA-N 0.000 claims description 4
- SDUSJRUOYLCHKI-UHFFFAOYSA-N n-(4-amino-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=CC(N)=CC=C1NC(=O)C[N+]1=CC=CC=C1 SDUSJRUOYLCHKI-UHFFFAOYSA-N 0.000 claims description 4
- BRWBUDIQLDIUOW-UHFFFAOYSA-N n-(4-amino-3,5-dichloro-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=C(Cl)C(N)=C(Cl)C=C1NC(=O)C[N+]1=CC=CC=C1 BRWBUDIQLDIUOW-UHFFFAOYSA-N 0.000 claims description 4
- FBYYAMPEALIGIK-UHFFFAOYSA-N n-(4-amino-5-chloro-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].C1=C(Cl)C(N)=CC(O)=C1NC(=O)C[N+]1=CC=CC=C1 FBYYAMPEALIGIK-UHFFFAOYSA-N 0.000 claims description 4
- KQPJTGGXTRDWRK-UHFFFAOYSA-N n-(5-chloro-2-hydroxy-4-methylphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].C1=C(Cl)C(C)=CC(O)=C1NC(=O)C[N+]1=CC=CC=C1 KQPJTGGXTRDWRK-UHFFFAOYSA-N 0.000 claims description 4
- UOWKWXYMNQWZEF-UHFFFAOYSA-N n-(5-chloro-2-hydroxyphenyl)-2-pyridin-1-ium-1-ylacetamide;chloride Chemical compound [Cl-].OC1=CC=C(Cl)C=C1NC(=O)C[N+]1=CC=CC=C1 UOWKWXYMNQWZEF-UHFFFAOYSA-N 0.000 claims description 4
- 150000002829 nitrogen Chemical group 0.000 claims description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- CNHYKKNIIGEXAY-UHFFFAOYSA-N thiolan-2-imine Chemical compound N=C1CCCS1 CNHYKKNIIGEXAY-UHFFFAOYSA-N 0.000 claims description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 3
- 150000001242 acetic acid derivatives Chemical class 0.000 claims description 3
- 125000004442 acylamino group Chemical group 0.000 claims description 3
- 150000001860 citric acid derivatives Chemical class 0.000 claims description 3
- 150000003840 hydrochlorides Chemical class 0.000 claims description 3
- 150000003893 lactate salts Chemical class 0.000 claims description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 3
- 125000002757 morpholinyl group Chemical group 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- 238000010186 staining Methods 0.000 claims description 3
- 150000003890 succinate salts Chemical class 0.000 claims description 3
- 229940124530 sulfonamide Drugs 0.000 claims description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 3
- 150000003892 tartrate salts Chemical class 0.000 claims description 3
- 125000004149 thio group Chemical group *S* 0.000 claims description 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 2
- GBLQGXFTPLQBTA-UHFFFAOYSA-N 1,2,3-triazoline Chemical compound C1CN=NN1 GBLQGXFTPLQBTA-UHFFFAOYSA-N 0.000 claims description 2
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 claims description 2
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims description 2
- VJMKUTFYDHUORZ-UHFFFAOYSA-N 1,2-oxazolidine-3-thione Chemical compound S=C1CCON1 VJMKUTFYDHUORZ-UHFFFAOYSA-N 0.000 claims description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims description 2
- PHRABVHYUHIYGY-UHFFFAOYSA-N 1-methylnaphthalene Chemical group C1=CC=C2C([CH2])=CC=CC2=C1 PHRABVHYUHIYGY-UHFFFAOYSA-N 0.000 claims description 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
- APXRHPDHORGIEB-UHFFFAOYSA-N 1H-pyrazolo[4,3-d]pyrimidine Chemical compound N1=CN=C2C=NNC2=C1 APXRHPDHORGIEB-UHFFFAOYSA-N 0.000 claims description 2
- AMFYRKOUWBAGHV-UHFFFAOYSA-N 1h-pyrazolo[4,3-b]pyridine Chemical compound C1=CN=C2C=NNC2=C1 AMFYRKOUWBAGHV-UHFFFAOYSA-N 0.000 claims description 2
- KEQTWHPMSVAFDA-UHFFFAOYSA-N 2,3-dihydro-1h-pyrazole Chemical compound C1NNC=C1 KEQTWHPMSVAFDA-UHFFFAOYSA-N 0.000 claims description 2
- PNJUXCNBOXMPEY-UHFFFAOYSA-N 2,4-dihydropyrrolo[2,3-d]triazole Chemical compound N1N=NC2=C1C=CN2 PNJUXCNBOXMPEY-UHFFFAOYSA-N 0.000 claims description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 claims description 2
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 claims description 2
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical compound C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 claims description 2
- RBSVPKWBWJHWNY-UHFFFAOYSA-N 4,5-dihydro-3h-1,2,4-triazole Chemical compound C1NCN=N1 RBSVPKWBWJHWNY-UHFFFAOYSA-N 0.000 claims description 2
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 108090000790 Enzymes Proteins 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 claims description 2
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 claims description 2
- 241001024304 Mino Species 0.000 claims description 2
- KPKZHRKFCISXCK-UHFFFAOYSA-N N1=NC=C2C1=NCN2 Chemical compound N1=NC=C2C1=NCN2 KPKZHRKFCISXCK-UHFFFAOYSA-N 0.000 claims description 2
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims description 2
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- VUVUCWXFEBDWEO-UHFFFAOYSA-N n,1-dimethylpyrazol-4-amine Chemical compound CNC=1C=NN(C)C=1 VUVUCWXFEBDWEO-UHFFFAOYSA-N 0.000 description 1
- FGNBAFJYUIYYCZ-UHFFFAOYSA-N n-(3,5-dichloro-2-hydroxy-4-methylphenyl)-2-(3-methylimidazol-3-ium-1-yl)acetamide;chloride Chemical compound [Cl-].OC1=C(Cl)C(C)=C(Cl)C=C1NC(=O)CN1C=[N+](C)C=C1 FGNBAFJYUIYYCZ-UHFFFAOYSA-N 0.000 description 1
- CHQRMHIOOBALEJ-UHFFFAOYSA-N n-(4-acetamido-2-hydroxyphenyl)-2-(3-methylimidazol-3-ium-1-yl)acetamide;chloride Chemical compound [Cl-].OC1=CC(NC(=O)C)=CC=C1NC(=O)CN1C=[N+](C)C=C1 CHQRMHIOOBALEJ-UHFFFAOYSA-N 0.000 description 1
- BKEFUBHXUTWQED-UHFFFAOYSA-N n-(4-amino-3-hydroxyphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(N)C(O)=C1 BKEFUBHXUTWQED-UHFFFAOYSA-N 0.000 description 1
- NLQQHZWUDBSXRK-UHFFFAOYSA-N n-(4-amino-3-hydroxyphenyl)acetamide;hydrochloride Chemical compound Cl.CC(=O)NC1=CC=C(N)C(O)=C1 NLQQHZWUDBSXRK-UHFFFAOYSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 108010001816 pyranose oxidase Proteins 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- FFNJDUZBKSGSIV-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine-3,5-diamine Chemical compound C1=CC(N)=NC2=C(N)C=NN21 FFNJDUZBKSGSIV-UHFFFAOYSA-N 0.000 description 1
- PNFZIEOWPDFJBH-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine-3,7-diamine Chemical compound NC1=CC=NC2=C(N)C=NN21 PNFZIEOWPDFJBH-UHFFFAOYSA-N 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical compound NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- MIROPXUFDXCYLG-UHFFFAOYSA-N pyridine-2,5-diamine Chemical compound NC1=CC=C(N)N=C1 MIROPXUFDXCYLG-UHFFFAOYSA-N 0.000 description 1
- LTXJLQINBYSQFU-UHFFFAOYSA-N pyrimidin-5-ol Chemical compound OC1=CN=CN=C1 LTXJLQINBYSQFU-UHFFFAOYSA-N 0.000 description 1
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical compound NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 description 1
- CSNFMBGHUOSBFU-UHFFFAOYSA-N pyrimidine-2,4,5-triamine Chemical compound NC1=NC=C(N)C(N)=N1 CSNFMBGHUOSBFU-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
-
- 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
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR99/00638 | 1999-01-21 | ||
FR9900638A FR2788691B1 (fr) | 1999-01-21 | 1999-01-21 | Compositions pour la teinture d'oxydation des fibres keratiniques comprenant un coupleur cationique, nouveaux coupleurs cationiques, leur utilisation pour la teinture d'oxydation, et procedes de teinture |
PCT/FR2000/000126 WO2000042979A1 (fr) | 1999-01-21 | 2000-01-20 | Compositions pour la teinture d'oxydation des fibres keratiniques comprenant un coupleur cationique, nouveaux coupleurs cationiques, leur utilisation pour la teinture d'oxydation, et procedes de teinture |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2002535262A true JP2002535262A (ja) | 2002-10-22 |
JP2002535262A5 JP2002535262A5 (US06573293-20030603-C00009.png) | 2005-12-22 |
Family
ID=9541074
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000594436A Pending JP2002535262A (ja) | 1999-01-21 | 2000-01-20 | カチオン性カップラーを含有するケラチン繊維の酸化染色組成物、新規なカチオン性カップラー、酸化染色のためのその使用及び染色方法 |
Country Status (10)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008510011A (ja) * | 2004-08-16 | 2008-04-03 | ザ プロクター アンド ギャンブル カンパニー | 2−(アミノ又は置換アミノ)−3−5−6−置換フェノール化合物、前記化合物を含有する染色組成物、及びそれらの使用 |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10120914A1 (de) | 2001-04-27 | 2002-10-31 | Schwarzkopf Gmbh Hans | Pflegende Wirkstoffkombination für Haarfärbemittel |
DE102004020501A1 (de) * | 2004-04-26 | 2005-11-10 | Henkel Kgaa | Verwendung von Organosilikon-Copolymeren in Haarfärbemitteln |
FR2957080B1 (fr) * | 2010-03-02 | 2012-04-06 | Oreal | Nouvelles 6-aminoindolines cationiques, composition tinctoriale comprenant une 6-aminoindoline cationique, procedes et utilisations. |
FR2957346B1 (fr) * | 2010-03-12 | 2012-06-15 | Oreal | Nouvelles 7-amino-1,2,3,4-tetrahydroquinoleines cationiques, composition tinctoriale comprenantune 7-amino-1,2,3,4- tetrahydroquinoleine cationique, procedes et utilisations |
FR2992646B1 (fr) | 2012-07-02 | 2014-06-20 | Oreal | Composition tinctoriale comprenant une meta-phenylenediamine cationique |
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US3712158A (en) | 1967-12-15 | 1973-01-23 | Oreal | Dyeing human hair and composition for including an oxidation dye and heterocyclic coupler thereof |
DE1810191C3 (de) | 1967-12-15 | 1973-10-18 | L'oreal, Paris | Färbemittel für Keratinfasern und menschliche Haare, darin enthaltene Phenylharnstoffe bzw. Phenylthioharnstoffe und Verfahren zum Färben menschlicher Haare |
DE2359399C3 (de) | 1973-11-29 | 1979-01-25 | Henkel Kgaa, 4000 Duesseldorf | Haarfärbemittel |
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JPS5890534A (ja) | 1981-11-25 | 1983-05-30 | Ono Pharmaceut Co Ltd | 2−アミノフエノ−ル誘導体、その製造方法およびその誘導体を有効成分として含有する治療剤 |
JPS58105229A (ja) | 1981-12-18 | 1983-06-23 | Fuji Photo Film Co Ltd | カラ−写真感光材料 |
JPS59124341A (ja) | 1982-12-29 | 1984-07-18 | Konishiroku Photo Ind Co Ltd | 写真用カプラ− |
JPS5959656A (ja) | 1983-03-09 | 1984-04-05 | Konishiroku Photo Ind Co Ltd | フエノ−ル系化合物 |
FR2544309B1 (fr) | 1983-04-14 | 1986-01-10 | Synthelabo | Diphenylazomethines hydroxylees, leur preparation et leur application en therapeutique |
IT1196195B (it) | 1984-07-20 | 1988-11-10 | Minnesota Mining & Mfg | Copulanti formatori di colorante cian ed elementi e procedimenti fotografici |
FR2575470B1 (fr) | 1984-12-27 | 1987-02-13 | Synthelabo | Derives amines de n-imidazolylmethyl-diphenylazomethines, leur preparation et leur application en therapeutique |
IT1183453B (it) | 1985-03-01 | 1987-10-22 | Minnesota Mining & Mfg | Copulanti 2-equivalenti formatori di colorante cian 5-idrossi-6-acilammino-benzossazol-2-one, elementi fotografici agli alogenuri d'argento e procedimentiche li impiegano |
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JPS62173469A (ja) | 1986-01-27 | 1987-07-30 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀写真感光材料 |
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FR2638453B1 (fr) | 1988-10-28 | 1991-06-07 | Oreal | Ortho-aminophenols 5-substitues, procede pour les preparer et leur utilisation pour la teinture d'oxydation des fibres keratiniques |
DE3843892A1 (de) | 1988-12-24 | 1990-06-28 | Wella Ag | Oxidationshaarfaerbemittel mit einem gehalt an diaminopyrazolderivaten und neue diaminopyrazolderivate |
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DE4234887A1 (de) | 1992-10-16 | 1994-04-21 | Wella Ag | Oxidationshaarfärbemittel mit einem Gehalt an 4,5-Diaminopyrazolderivaten sowie neue 4,5-Diaminopyrazolderivate und Verfahren zu ihrer Herstellung |
DE4234885A1 (de) | 1992-10-16 | 1994-04-21 | Wella Ag | Verfahren zur Herstellung von 4,5-Diaminopyrazol-Derivaten, deren Verwendung zum Färben von Haaren sowie neue Pyrazol-Derivate |
CA2113288A1 (en) | 1993-01-29 | 1994-07-30 | Kan Takamine | Process for producing aromatic amide compounds |
SE9300658D0 (sv) | 1993-02-26 | 1993-02-26 | Astra Ab | New compounds |
JPH07271075A (ja) | 1994-03-28 | 1995-10-20 | Mitsubishi Paper Mills Ltd | 電子写真感光体 |
DE4440957A1 (de) | 1994-11-17 | 1996-05-23 | Henkel Kgaa | Oxidationsfärbemittel |
FR2733749B1 (fr) | 1995-05-05 | 1997-06-13 | Oreal | Compositions pour la teinture des fibres keratiniques contenant des diamino pyrazoles, procede de teinture, nouveaux diamino pyrazoles et leur procede de preparation |
DE19539264C2 (de) | 1995-10-21 | 1998-04-09 | Goldwell Gmbh | Haarfärbemittel |
DE19543988A1 (de) | 1995-11-25 | 1997-05-28 | Wella Ag | Oxidationshaarfärbemittel mit einem Gehalt an 3,4,5-Triaminopyrazolderivaten sowie neue 3,4,5-Triaminopyrazolderivate |
JPH09169705A (ja) | 1995-12-19 | 1997-06-30 | Sugai Kagaku Kogyo Kk | 2,4−ジクロロ−3−エチル−6−ニトロフェノールの製造方法 |
CA2197364A1 (en) | 1996-02-15 | 1997-08-16 | Toshikazu Suzuki | Phenol compound and process for preparing the same |
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 |
FR2776288B1 (fr) * | 1998-03-20 | 2001-04-06 | Oreal | Nouveaux coupleurs cationiques, leur utilisation pour la teinture d'oxydation des fibres keratiniques, compositions tinctoriales et procedes de teinture |
FR2776289B1 (fr) * | 1998-03-20 | 2001-02-02 | Oreal | Composition de teinture d'oxydation contenant un coupleur cationique, procedes de teinture, nouveaux coupleurs cationiques |
FR2776290B1 (fr) * | 1998-03-20 | 2001-08-10 | Oreal | Nouveaux composes cationiques, leur utilisation comme coupleurs pour la teinture d'oxydation des fibres keratiniques, compositions tinctoriales et procedes de teinture |
-
1999
- 1999-01-21 FR FR9900638A patent/FR2788691B1/fr not_active Expired - Fee Related
-
2000
- 2000-01-20 WO PCT/FR2000/000126 patent/WO2000042979A1/fr active IP Right Grant
- 2000-01-20 JP JP2000594436A patent/JP2002535262A/ja active Pending
- 2000-01-20 AU AU30571/00A patent/AU3057100A/en not_active Abandoned
- 2000-01-20 AT AT00900628T patent/ATE252363T1/de not_active IP Right Cessation
- 2000-01-20 EP EP00900628A patent/EP1066022B1/fr not_active Expired - Lifetime
- 2000-01-20 ES ES00900628T patent/ES2209804T3/es not_active Expired - Lifetime
- 2000-01-20 US US09/646,645 patent/US6544298B1/en not_active Expired - Fee Related
- 2000-01-20 CA CA002323710A patent/CA2323710A1/fr not_active Abandoned
- 2000-01-20 DE DE60006036T patent/DE60006036T2/de not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008510011A (ja) * | 2004-08-16 | 2008-04-03 | ザ プロクター アンド ギャンブル カンパニー | 2−(アミノ又は置換アミノ)−3−5−6−置換フェノール化合物、前記化合物を含有する染色組成物、及びそれらの使用 |
Also Published As
Publication number | Publication date |
---|---|
CA2323710A1 (fr) | 2000-07-27 |
FR2788691A1 (fr) | 2000-07-28 |
EP1066022B1 (fr) | 2003-10-22 |
DE60006036D1 (de) | 2003-11-27 |
US6544298B1 (en) | 2003-04-08 |
AU3057100A (en) | 2000-08-07 |
FR2788691B1 (fr) | 2002-06-14 |
WO2000042979A1 (fr) | 2000-07-27 |
EP1066022A1 (fr) | 2001-01-10 |
ES2209804T3 (es) | 2004-07-01 |
DE60006036T2 (de) | 2004-08-05 |
ATE252363T1 (de) | 2003-11-15 |
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