KR20010022886A - 산화 베이스로서의 피라졸로[1,5-a]피리미딘 및 나프탈렌 커플러를 함유하는 염색 조성물, 및 염색 방법 - Google Patents
산화 베이스로서의 피라졸로[1,5-a]피리미딘 및 나프탈렌 커플러를 함유하는 염색 조성물, 및 염색 방법 Download PDFInfo
- Publication number
- KR20010022886A KR20010022886A KR1020007001490A KR20007001490A KR20010022886A KR 20010022886 A KR20010022886 A KR 20010022886A KR 1020007001490 A KR1020007001490 A KR 1020007001490A KR 20007001490 A KR20007001490 A KR 20007001490A KR 20010022886 A KR20010022886 A KR 20010022886A
- Authority
- KR
- South Korea
- Prior art keywords
- pyrimidine
- alkyl
- composition
- amino
- dyeing
- 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.)
- Ceased
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 62
- LDIJKUBTLZTFRG-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine Chemical compound N1=CC=CN2N=CC=C21 LDIJKUBTLZTFRG-UHFFFAOYSA-N 0.000 title claims abstract description 29
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title claims abstract description 11
- BOKGTLAJQHTOKE-UHFFFAOYSA-N 1,5-dihydroxynaphthalene Chemical compound C1=CC=C2C(O)=CC=CC2=C1O BOKGTLAJQHTOKE-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 238000004043 dyeing Methods 0.000 title claims description 48
- 239000007822 coupling agent Substances 0.000 title 1
- 230000001590 oxidative effect Effects 0.000 claims abstract description 27
- 239000000835 fiber Substances 0.000 claims abstract description 21
- 102000011782 Keratins Human genes 0.000 claims abstract description 19
- 108010076876 Keratins Proteins 0.000 claims abstract description 19
- -1 (C 1 -C 4 ) alkyl radical Chemical class 0.000 claims description 50
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 18
- 239000002585 base Substances 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 239000007800 oxidant agent Substances 0.000 claims description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 7
- 150000002790 naphthalenes Chemical class 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 235000012054 meals Nutrition 0.000 claims description 4
- 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 3
- 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 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- MRQOOXQWSNRMAM-UHFFFAOYSA-N 2,5-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine Chemical compound NC1=CC(C)=NC2=C(N)C(C)=NN21 MRQOOXQWSNRMAM-UHFFFAOYSA-N 0.000 claims description 2
- VFFKUMJVZWLOQM-UHFFFAOYSA-N 2,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine Chemical compound NC1=C(C)C=NC2=C(N)C(C)=NN21 VFFKUMJVZWLOQM-UHFFFAOYSA-N 0.000 claims description 2
- LGZOJZFHAJJLCF-UHFFFAOYSA-N 2,7-dimethylpyrazolo[1,5-a]pyrimidine-3,5-diamine Chemical compound CC1=CC(N)=NC2=C(N)C(C)=NN21 LGZOJZFHAJJLCF-UHFFFAOYSA-N 0.000 claims description 2
- OIAATOHBNVCLJY-UHFFFAOYSA-N 2-[(3-amino-5-methylpyrazolo[1,5-a]pyrimidin-7-yl)amino]ethanol Chemical compound N1=C(C)C=C(NCCO)N2N=CC(N)=C21 OIAATOHBNVCLJY-UHFFFAOYSA-N 0.000 claims description 2
- RHIPXPBQVGXJNL-UHFFFAOYSA-N 2-[(3-aminopyrazolo[1,5-a]pyrimidin-7-yl)amino]ethanol Chemical compound OCCNC1=CC=NC2=C(N)C=NN21 RHIPXPBQVGXJNL-UHFFFAOYSA-N 0.000 claims description 2
- HARBPHQCTIDSBX-UHFFFAOYSA-N 2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)amino]ethanol Chemical compound NC1=CC=NC2=C(NCCO)C=NN12 HARBPHQCTIDSBX-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
- MWXUGXZKBKIMKB-UHFFFAOYSA-N 2-methylpyrazolo[1,5-a]pyrimidine-3,7-diamine Chemical compound NC1=CC=NC2=C(N)C(C)=NN21 MWXUGXZKBKIMKB-UHFFFAOYSA-N 0.000 claims description 2
- BGMAIXRJQFTHIH-UHFFFAOYSA-N 3-amino-4H-pyrazolo[1,5-a]pyrimidin-5-one Chemical compound C1=CC(O)=NC2=C(N)C=NN21 BGMAIXRJQFTHIH-UHFFFAOYSA-N 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
- DMBUAGDHNUPLRA-UHFFFAOYSA-N 5,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine Chemical compound NC1=C(C)C(C)=NC2=C(N)C=NN21 DMBUAGDHNUPLRA-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 2
- RVWZJQLGEUQYMT-UHFFFAOYSA-N N1=C(C)C=C(O)N2N=CC(N)=C21 Chemical compound N1=C(C)C=C(O)N2N=CC(N)=C21 RVWZJQLGEUQYMT-UHFFFAOYSA-N 0.000 claims description 2
- PKACFTKQQUDJDA-UHFFFAOYSA-N OC1=CC=NC2=C(N)C=NN21 Chemical compound OC1=CC=NC2=C(N)C=NN21 PKACFTKQQUDJDA-UHFFFAOYSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 2
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims description 2
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 claims description 2
- ZUVBIBLYOCVYJU-UHFFFAOYSA-N naphthalene-1,7-diol Chemical compound C1=CC=C(O)C2=CC(O)=CC=C21 ZUVBIBLYOCVYJU-UHFFFAOYSA-N 0.000 claims description 2
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical compound C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 claims description 2
- DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 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 compound C1=CC(N)=NC2=C(N)C=NN21 FFNJDUZBKSGSIV-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 150000003254 radicals Chemical class 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 229940095064 tartrate Drugs 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
- HSVPTJGMCLPUCY-UHFFFAOYSA-N 2-[(3-aminopyrazolo[1,5-a]pyrimidin-7-yl)-(2-hydroxyethyl)amino]ethanol;2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)-(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)C1=CC=NC2=C(N)C=NN21.NC1=CC=NC2=C(N(CCO)CCO)C=NN12 HSVPTJGMCLPUCY-UHFFFAOYSA-N 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 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
- 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
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 239000000546 pharmaceutical excipient Substances 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 230000035900 sweating Effects 0.000 description 3
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 108010029541 Laccase Proteins 0.000 description 2
- 108090000854 Oxidoreductases Proteins 0.000 description 2
- 102000004316 Oxidoreductases Human genes 0.000 description 2
- 102000003992 Peroxidases Human genes 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
- 239000002535 acidifier Substances 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 239000000499 gel Substances 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
- 239000003607 modifier Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000019612 pigmentation Effects 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-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
- FNXIURBJYHTJHO-UHFFFAOYSA-N 1h-pyrazolo[4,3-d]pyrimidine-3,7-diamine Chemical compound N1=CN=C2C(N)=NNC2=C1N FNXIURBJYHTJHO-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- ATBJHESGXAEWOU-UHFFFAOYSA-N 2-[(3-aminopyrazolo[1,5-a]pyrimidin-7-yl)-(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)C1=CC=NC2=C(N)C=NN21 ATBJHESGXAEWOU-UHFFFAOYSA-N 0.000 description 1
- ZQLZWNDBBQUIEY-UHFFFAOYSA-N 2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)-(2-hydroxyethyl)amino]ethanol Chemical compound NC1=CC=NC2=C(N(CCO)CCO)C=NN12 ZQLZWNDBBQUIEY-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 240000007108 Fuchsia magellanica Species 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- 108700020962 Peroxidase Proteins 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229940106189 ceramide Drugs 0.000 description 1
- 150000001783 ceramides Chemical class 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000005691 oxidative coupling reaction Methods 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229960003330 pentetic acid Drugs 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
- 239000000843 powder Substances 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
- 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
- 239000002904 solvent Substances 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
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- 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
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Abstract
Description
| 실시예 | 1 | 2 |
| 3,7-디아미노피라졸로피리미딘·2HCl(화학식 I 의 산화 베이스) | 0.666 | 0.666 |
| 1-아세톡시-2-메틸나프탈렌(화학식 II 의 커플러) | 0.600 | - |
| 1-히드록시-2-메틸나프탈렌(화학식 II 의 커플러) | - | 0.600 |
| 일반 염색 부형제 No. 1 | (*) | (*) |
| 탈염수 q.s. | 100 g | 100 g |
| 실시예 | 염색 pH | 수득된 색조 |
| 1 | 10 ±0.2 | 무지개빛의 밝은 적자색(deep purple) |
| 2 | 10 ±0.2 | 무지개빛의 밝은 적자색 |
Claims (11)
- 하기의 것들을 염색에 적합한 매질 중에 함유하는 것을 특징으로 하는 케라틴 섬유, 특히 모발과 같은 인간의 케라틴 섬유의 산화 염색 조성물 := 하기 화학식 I 의 피라졸로[1,5-a]피리미딘, 및 그것의 산 또는 염기 부가염으로부터 선택된 하나 이상의 산화 베이스 :[화학식 I][식 중,- R1, R2, R3및 R4은 동일하거나 상이하고, 수소 원자, (C1- C4)알킬 라디칼, 아릴 라디칼, 히드록시(C1- C4)알킬 라디칼, 폴리히드록시(C2- C4)알킬 라디칼, (C1- C4)알콕시(C1- C4)알킬 라디칼, 아미노(C1- C4)알킬 라디칼 (아민이 아세틸, 우레이도 또는 술포닐에 의해 보호될 수 있음), (C1- C4)알킬아미노(C1- C4)알킬 라디칼, 디[(C1- C4)알킬]아미노(C1- C4)알킬 라디칼 (디알킬이 5- 또는 6-원 지방족 또는 헤테로시클릭 고리를 형성할 수 있음), 히드록시(C1- C4)알킬아미노(C1- C4)알킬 라디칼 또는 디[히드록시(C1- C4)알킬]아미노(C1- C4)알킬 라디칼을 나타내고;- X 라디칼들은 동일하거나 상이하고, 수소 원자, (C1- C4)알킬 라디칼, 아릴 라디칼, 히드록시(C1- C4)알킬 라디칼, 폴리히드록시(C2- C4)알킬 라디칼, 아미노(C1- C4)알킬 라디칼, (C1- C4)알킬아미노(C1- C4)알킬 라디칼, 디[(C1- C4)알킬]아미노(C1- C4)알킬 라디칼 (디알킬이 5- 또는 6-원 지방족 또는 헤테로시클릭 고리를 형성할 수 있음), 히드록시(C1- C4)알킬아미노(C1- C4)알킬 라디칼, 디[히드록시(C1- C4)알킬]아미노(C1- C4)알킬 라디칼, 아미노 라디칼, (C1- C4)알킬아미노 라디칼, 디[(C1- C4)알킬]아미노 라디칼, 할로겐 원자, 카르복실산기 또는 술폰산기를 나타내고;- i 는 0, 1, 2 또는 3 의 값을 가지고;- p 는 0 또는 1 의 값을 가지며;- q 는 0 또는 1 의 값을 가지고;- n 은 0 또는 1 의 값을 가지며;단,- (i) 합 p + q 는 0 이 아니고;- (ii) p + q 가 2 일 경우, n 은 0 의 값을 가지고, NR1R2및 NR3R4기는 (2,3), (5,6), (6,7), (3,5) 또는 (3,7) 위치를 차지하고;- (iii) p + q 가 1 일 경우, n 은 1 의 값을 가지고, NR1R2(또는 NR3R4) 기 및 OH 기는 (2,3), (5,6), (6,7), (3,5) 또는 (3,7) 위치를 차지함]; 및= 하기 화학식 II 의 치환된 나프탈렌 및 그것의 산 부가염으로부터 선택된 하나 이상의 커플러 :[화학식 II][식 중,- R5는 수소 원자 또는 - CO-R 기 (식 중, R 은 (C1- C4)알킬 라디칼을 나타냄)를 나타내고,- R6은 수소 원자, 히드록실 또는 (C1- C4)알킬 라디칼 또는 -SO3H 기를 나타내며,- R7은 수소 원자 또는 히드록실 라디칼을 나타내고;단, 상기 R5내지 R7중 적어도 하나는 수소 원자가 아니다].
- 제 1 항에 있어서, 화학식 I 의 피라졸로[1,5-a]피리미딘이 하기 것들로부터 선택되는 것을 특징으로 하는 조성물 :- 피라졸로[1,5-a]피리미딘-3,7-디아민;- 2-메틸피라졸로[1,5-a]피리미딘-3,7-디아민;- 2,5-디메틸피라졸로[1,5-a]피리미딘-3,7-디아민;- 피라졸로[1,5-a]피리미딘-3,5-디아민;- 2,7-디메틸피라졸로[1,5-a]피리미딘-3,5-디아민;- 3-아미노피라졸로[1,5-a]피리미딘-7-올;- 3-아미노-5-메틸피라졸로[1,5-a]피리미딘-7-올;- 3-아미노피라졸로[1,5-a]피리미딘-5-올;- 2-(3-아미노피라졸로[1,5-a]피리미딘-7-일아미노)에탄올;- 3-아미노-7-(β-히드록시에틸아미노)-5-메틸피라졸로[1,5-a]피리미딘;- 2-(7-아미노피라졸로[1,5-a]피리미딘-3-일아미노)에탄올;- 2-[(3-아미노피라졸로[1,5-a]피리미딘-7-일)(2-히드록시에틸)아미노]에탄올;- 2-[(7-아미노피라졸로[1,5-a]피리미딘-3-일)(2-히드록시에틸)아미노]에탄올;- 5,6-디메틸피라졸로[1,5-a]피리미딘-3,7-디아민;- 2,6-디메틸피라졸로[1,5-a]피리미딘-3,7-디아민;- 2,5,N-7,N-7-테트라메틸피라졸로[1,5-a]피리미딘-3,7-디아민;및, 그것들의 산 또는 염기 부가염.
- 제 1 항 또는 제 2 항에 있어서, 화학식 II 의 치환된 나프탈렌이 하기 것들로부터 선택되는 것을 특징으로 하는 조성물 :- 1,7-디히드록시나프탈렌;- 2,7-디히드록시나프탈렌;- 2,5-디히드록시나프탈렌;- 2,3-디히드록시나프탈렌;- 1-아세톡시-2-메틸나프탈렌;- 1-히드록시-2-메틸나프탈렌;- 1-히드록시-4-나프탈렌술폰산,및, 그것들의 산 부가염.
- 제 1 항 내지 제 3 항 중 어느 한 항에 있어서, 산 부가염이 히드로클로라이드, 히드로브로마이드, 술페이트, 시트레이트, 숙시네이트, 타르트레이트, 락테이트 및 아세테이트로부터 선택되는 것, 또한 염기 부가염이 수산화나트륨, 수산화칼륨, 수성 암모니아 또는 아민으로 수득된 것들로부터 선택되는 것을 특징으로 하는 조성물.
- 제 1 항 내지 제 4 항 중 어느 한 항에 있어서, 화학식 I 의 피라졸로[1,5-a]피리미딘(들) 및/또는 그것들의 산 또는 염기 부가염(들) 이 염색 조성물 총 중량의 0.0005 내지 12 중량 % 를 나타내는 것을 특징으로 하는 조성물.
- 제 5 항에 있어서, 화학식 I 의 피라졸로[1,5-a]피리미딘(들) 및/또는 그것들의 산 또는 염기 부가염(들) 이 염색 조성물 총 중량의 0.005 내지 6 중량 % 을 나타내는 것을 특징으로 하는 조성물.
- 제 1 항 내지 제 6 항 중 어느 한 항에 있어서, 화학식 II 의 치환된 나프탈렌(들) 및/또는, 그것들의 산 부가염(들) 이 염색 조성물 총 중량의 0.0001 내지 10 중량 % 를 나타내는 것을 특징으로 하는 조성물.
- 제 7 항에 있어서, 화학식 II 의 치환된 나프탈렌(들) 및/또는, 그것들의 산 부가염(들) 이 염색 조성물 총 중량의 0.005 내지 5 중량 % 를 나타내는 것을 특징으로 하는 조성물.
- 제 1 항 내지 제 8 항 중 어느 한 항에 정의된 하나 이상의 염색 조성물을 상기 섬유에 적용하는 것, 또한 색이, 염색 조성물에 사용 시에만 첨가되거나, 또는 동시에 또는 차례로 적용되는 산화 조성물에 존재하는 산화제를 사용하여, 산성, 중성 또는 알칼리성 pH 에서 발해지는 것을 특징으로 하는, 케라틴 섬유, 특히 모발과 같은 인간의 케라틴 섬유의 산화 염색 방법.
- 제 9 항에 있어서, 산화제가 과산화수소, 우레아 과산화수소, 알칼리 금속 브로메이트, 과염, 과산 및 효소로부터 선택되는 것을 특징으로 하는 방법.
- 제 1 구획은 제 1 항 내지 제 8 항 중 어느 한 항에 정의된 염색 조성물을 포함하고, 제 2 구획은 산화제 함유의 산화 조성물을 포함하는, 수 개의 구획을 갖는 염색 다중 구획 장치 또는 키트.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9807796A FR2779951B1 (fr) | 1998-06-19 | 1998-06-19 | Composition tinctoriale contenant une pyrazolo-[1,5-a]- pyrimidine a titre de base d'oxydation et un coupleur naphtalenique, et procedes de teinture |
| FR98/07796 | 1998-06-19 | ||
| PCT/FR1999/001293 WO1999066893A1 (fr) | 1998-06-19 | 1999-06-02 | COMPOSITION TINCTORIALE CONTENANT UNE PYRAZOLO-[1,5-a]-PYRIMIDINE A TITRE DE BASE D'OXYDATION ET UN COUPLEUR NAPHTALENIQUE, ET PROCEDES DE TEINTURE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20010022886A true KR20010022886A (ko) | 2001-03-26 |
Family
ID=9527631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020007001490A Ceased KR20010022886A (ko) | 1998-06-19 | 1999-06-02 | 산화 베이스로서의 피라졸로[1,5-a]피리미딘 및 나프탈렌 커플러를 함유하는 염색 조성물, 및 염색 방법 |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP1030647B1 (ko) |
| JP (1) | JP2002518427A (ko) |
| KR (1) | KR20010022886A (ko) |
| CN (1) | CN1165279C (ko) |
| AR (1) | AR019325A1 (ko) |
| AT (1) | ATE255400T1 (ko) |
| AU (1) | AU4044399A (ko) |
| BR (1) | BR9908789A (ko) |
| CA (1) | CA2301078A1 (ko) |
| DE (1) | DE69913306T2 (ko) |
| FR (1) | FR2779951B1 (ko) |
| HU (1) | HUP0003693A3 (ko) |
| PL (1) | PL338698A1 (ko) |
| RU (1) | RU2190997C2 (ko) |
| WO (1) | WO1999066893A1 (ko) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2793408A1 (fr) * | 1999-05-10 | 2000-11-17 | Oreal | Procede de teinture d'oxydation en un seul temps des fibres keratiniques avec un 1-naphtol 4-substitue |
| FR2809001B1 (fr) * | 2000-05-19 | 2002-12-20 | Oreal | COMPOSITIONS POUR LA TEINTURE D'OXYDATION DES FIBRES KERATINIQUES COMPRENANT AU MOINS LA 5-METHYL PYRAZOLO-[1,5-a ]-PYRIMIDINE-3,7-DIAMINE COMME BASE D'OXYDATION; PROCEDES DE TEINTURE MIS EN OEUVRE |
| FR2826867B1 (fr) * | 2001-07-06 | 2003-10-17 | Oreal | Precurseurs de colorants phosphates et leur application pour la teinture des fibres keratiniques |
| DE102005014686A1 (de) † | 2005-03-29 | 2006-10-12 | Henkel Kgaa | Oxidationsfärbemittel mit 1,5-und/oder 2,7-Dihydroxynaphtalin und mindestens einem weiteren Kuppler |
| JP5980920B2 (ja) | 2011-07-15 | 2016-08-31 | レール・リキード−ソシエテ・アノニム・プール・レテュード・エ・レクスプロワタシオン・デ・プロセデ・ジョルジュ・クロード | ガラス溶融装置および方法 |
| EP2665208A1 (en) | 2012-05-14 | 2013-11-20 | Thomson Licensing | Method and apparatus for compressing and decompressing a Higher Order Ambisonics signal representation |
| IL265115B (en) | 2016-08-31 | 2022-07-01 | Agios Pharmaceuticals Inc | Inhibitors of cellular metabolic processes |
| CN114650401B (zh) | 2020-12-21 | 2024-07-19 | 中强光电股份有限公司 | 投影装置 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4029324A1 (de) * | 1990-09-15 | 1992-03-19 | Henkel Kgaa | Haarfaerbemittel |
| DE4133957A1 (de) * | 1991-10-14 | 1993-04-15 | Wella Ag | Haarfaerbemittel mit einem gehalt an aminopyrazolderivaten sowie neue pyrazolderivate |
| FR2746309B1 (fr) * | 1996-03-22 | 1998-04-17 | Oreal | Composition de teinture des fibres keratiniques contenant des pyrazolopyrimidineoxo ; leur utilisation pour la teinture comme coupleurs, procedes de teinture |
| 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 |
-
1998
- 1998-06-19 FR FR9807796A patent/FR2779951B1/fr not_active Expired - Fee Related
-
1999
- 1999-06-02 HU HU0003693A patent/HUP0003693A3/hu unknown
- 1999-06-02 DE DE69913306T patent/DE69913306T2/de not_active Expired - Fee Related
- 1999-06-02 AU AU40443/99A patent/AU4044399A/en not_active Abandoned
- 1999-06-02 KR KR1020007001490A patent/KR20010022886A/ko not_active Ceased
- 1999-06-02 AT AT99923652T patent/ATE255400T1/de not_active IP Right Cessation
- 1999-06-02 RU RU2000106549/14A patent/RU2190997C2/ru not_active IP Right Cessation
- 1999-06-02 JP JP2000555579A patent/JP2002518427A/ja active Pending
- 1999-06-02 WO PCT/FR1999/001293 patent/WO1999066893A1/fr not_active Application Discontinuation
- 1999-06-02 CA CA002301078A patent/CA2301078A1/fr not_active Abandoned
- 1999-06-02 EP EP99923652A patent/EP1030647B1/fr not_active Expired - Lifetime
- 1999-06-02 BR BR9908789-8A patent/BR9908789A/pt not_active IP Right Cessation
- 1999-06-02 CN CNB998013846A patent/CN1165279C/zh not_active Expired - Fee Related
- 1999-06-02 PL PL99338698A patent/PL338698A1/xx not_active Application Discontinuation
- 1999-06-17 AR ARP990102905A patent/AR019325A1/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2301078A1 (fr) | 1999-12-29 |
| PL338698A1 (en) | 2000-11-20 |
| FR2779951B1 (fr) | 2004-05-21 |
| BR9908789A (pt) | 2000-10-17 |
| EP1030647A1 (fr) | 2000-08-30 |
| CN1275070A (zh) | 2000-11-29 |
| ATE255400T1 (de) | 2003-12-15 |
| AR019325A1 (es) | 2002-02-13 |
| HUP0003693A2 (hu) | 2001-02-28 |
| FR2779951A1 (fr) | 1999-12-24 |
| AU4044399A (en) | 2000-01-10 |
| HUP0003693A3 (en) | 2003-03-28 |
| JP2002518427A (ja) | 2002-06-25 |
| EP1030647B1 (fr) | 2003-12-03 |
| RU2190997C2 (ru) | 2002-10-20 |
| CN1165279C (zh) | 2004-09-08 |
| DE69913306D1 (de) | 2004-01-15 |
| DE69913306T2 (de) | 2004-09-16 |
| WO1999066893A1 (fr) | 1999-12-29 |
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