JP2012532976A - ポリマー性毛髪染料 - Google Patents
ポリマー性毛髪染料 Download PDFInfo
- Publication number
- JP2012532976A JP2012532976A JP2012520032A JP2012520032A JP2012532976A JP 2012532976 A JP2012532976 A JP 2012532976A JP 2012520032 A JP2012520032 A JP 2012520032A JP 2012520032 A JP2012520032 A JP 2012520032A JP 2012532976 A JP2012532976 A JP 2012532976A
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- JP
- Japan
- Prior art keywords
- dye
- independently
- formula
- alkyl
- dyes
- 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.)
- Granted
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 30
- 239000000118 hair dye Substances 0.000 title description 12
- 239000000975 dye Substances 0.000 claims abstract description 148
- 125000003118 aryl group Chemical group 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
- 239000002453 shampoo Substances 0.000 claims abstract description 11
- 150000007857 hydrazones Chemical class 0.000 claims abstract description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 150000001450 anions Chemical class 0.000 claims abstract description 6
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 6
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical class 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims abstract description 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 125000000732 arylene group Chemical group 0.000 claims abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 3
- 125000002950 monocyclic group Chemical group 0.000 claims abstract description 3
- 125000003367 polycyclic group Chemical group 0.000 claims abstract description 3
- 238000004043 dyeing Methods 0.000 claims description 62
- 239000000203 mixture Substances 0.000 claims description 61
- 210000004209 hair Anatomy 0.000 claims description 49
- -1 polysiloxane Polymers 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 31
- 239000007800 oxidant agent Substances 0.000 claims description 25
- 230000001590 oxidative effect Effects 0.000 claims description 20
- 239000000123 paper Substances 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 11
- 239000004952 Polyamide Substances 0.000 claims description 10
- 239000000982 direct dye Substances 0.000 claims description 10
- 239000011368 organic material Substances 0.000 claims description 10
- 229920002647 polyamide Polymers 0.000 claims description 10
- 239000002243 precursor Substances 0.000 claims description 8
- 239000004744 fabric Substances 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 6
- 125000005647 linker group Chemical group 0.000 claims description 6
- 239000002023 wood Substances 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- 229920002873 Polyethylenimine Polymers 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- 150000004985 diamines Chemical class 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 150000003951 lactams Chemical class 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 229920000193 polymethacrylate Polymers 0.000 claims description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- 239000004793 Polystyrene Substances 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 claims description 2
- 229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 claims description 2
- 229920000333 poly(propyleneimine) Polymers 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 229920001228 polyisocyanate Polymers 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 229920002635 polyurethane Polymers 0.000 claims description 2
- 239000004814 polyurethane Substances 0.000 claims description 2
- 229920002717 polyvinylpyridine Polymers 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 229920002472 Starch Polymers 0.000 claims 1
- 235000010980 cellulose Nutrition 0.000 claims 1
- 150000004676 glycans Chemical class 0.000 claims 1
- 229920001282 polysaccharide Polymers 0.000 claims 1
- 239000005017 polysaccharide Substances 0.000 claims 1
- 235000019698 starch Nutrition 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 2
- 125000004450 alkenylene group Chemical group 0.000 abstract 1
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 28
- 239000000835 fiber Substances 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 108010076876 Keratins Proteins 0.000 description 21
- 102000011782 Keratins Human genes 0.000 description 21
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 18
- 238000002360 preparation method Methods 0.000 description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 10
- 125000002091 cationic group Chemical group 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 235000019441 ethanol Nutrition 0.000 description 8
- 239000002585 base Substances 0.000 description 7
- 239000003086 colorant Substances 0.000 description 7
- 239000004753 textile Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 239000000980 acid dye Substances 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 239000006071 cream Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229920006324 polyoxymethylene Polymers 0.000 description 4
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 210000001520 comb Anatomy 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 230000000269 nucleophilic effect Effects 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229920002239 polyacrylonitrile Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 3
- PZRKPUQWIFJRKZ-UHFFFAOYSA-N pyrimidine-2,4,5,6-tetramine Chemical class NC1=NC(N)=C(N)C(N)=N1 PZRKPUQWIFJRKZ-UHFFFAOYSA-N 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
- 239000008399 tap water Substances 0.000 description 3
- 235000020679 tap water Nutrition 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- GWHLYFOWAINYAH-UHFFFAOYSA-N (3-azaniumyl-4-methoxyphenyl)-(2-hydroxyethyl)azanium;sulfate Chemical compound OS(O)(=O)=O.COC1=CC=C(NCCO)C=C1N GWHLYFOWAINYAH-UHFFFAOYSA-N 0.000 description 2
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-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
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
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- QGNGOGOOPUYKMC-UHFFFAOYSA-N 4-hydroxy-6-methylaniline Chemical compound CC1=CC(O)=CC=C1N QGNGOGOOPUYKMC-UHFFFAOYSA-N 0.000 description 2
- DBFYESDCPWWCHN-UHFFFAOYSA-N 5-amino-2-methylphenol Chemical compound CC1=CC=C(N)C=C1O DBFYESDCPWWCHN-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 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 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
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- 125000001246 bromo group Chemical group Br* 0.000 description 2
- DBZJJPROPLPMSN-UHFFFAOYSA-N bromoeosin Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(Br)=C(O)C(Br)=C1OC1=C(Br)C(O)=C(Br)C=C21 DBZJJPROPLPMSN-UHFFFAOYSA-N 0.000 description 2
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- 239000000976 ink Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
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- XJCPMUIIBDVFDM-UHFFFAOYSA-M nile blue A Chemical compound [Cl-].C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4[O+]=C3C=C(N)C2=C1 XJCPMUIIBDVFDM-UHFFFAOYSA-M 0.000 description 2
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- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
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- 239000002304 perfume Substances 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
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920002620 polyvinyl fluoride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003142 primary aromatic amines Chemical group 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical class NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- BGUWFUQJCDRPTL-UHFFFAOYSA-N pyridine-4-carbaldehyde Chemical compound O=CC1=CC=NC=C1 BGUWFUQJCDRPTL-UHFFFAOYSA-N 0.000 description 1
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- AZJPTIGZZTZIDR-UHFFFAOYSA-L rose bengal Chemical compound [K+].[K+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 AZJPTIGZZTZIDR-UHFFFAOYSA-L 0.000 description 1
- SOUHUMACVWVDME-UHFFFAOYSA-N safranin O Chemical compound [Cl-].C12=CC(N)=CC=C2N=C2C=CC(N)=CC2=[N+]1C1=CC=CC=C1 SOUHUMACVWVDME-UHFFFAOYSA-N 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 231100000370 skin sensitisation Toxicity 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- LGZQSRCLLIPAEE-UHFFFAOYSA-M sodium 1-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalen-2-olate Chemical compound [Na+].C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C(S([O-])(=O)=O)C2=C1 LGZQSRCLLIPAEE-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- DJDYMAHXZBQZKH-UHFFFAOYSA-M sodium;1-amino-4-(cyclohexylamino)-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S([O-])(=O)=O)C=C1NC1CCCCC1 DJDYMAHXZBQZKH-UHFFFAOYSA-M 0.000 description 1
- GTKIEPUIFBBXJQ-UHFFFAOYSA-M sodium;2-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O GTKIEPUIFBBXJQ-UHFFFAOYSA-M 0.000 description 1
- CGXSFOUXEQBDCJ-UHFFFAOYSA-N sodium;8-hydroxy-5,7-dinitronaphthalene-2-sulfonic acid Chemical compound [Na+].C1=C(S(O)(=O)=O)C=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CGXSFOUXEQBDCJ-UHFFFAOYSA-N 0.000 description 1
- 239000011122 softwood Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000000988 sulfur dye Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- RSKNEEODWFLVFF-UHFFFAOYSA-N sulfuric acid;2,5,6-triamino-1h-pyrimidin-4-one Chemical compound OS(O)(=O)=O.NC1=NC(=O)C(N)=C(N)N1 RSKNEEODWFLVFF-UHFFFAOYSA-N 0.000 description 1
- WMGWLIAIMDFMIQ-UHFFFAOYSA-N sulfuroiodidic acid Chemical class OS(I)(=O)=O WMGWLIAIMDFMIQ-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NWKBFCIAPOSTKG-UHFFFAOYSA-M trimethyl-[3-[(3-methyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]phenyl]azanium;chloride Chemical compound [Cl-].CC1=NN(C=2C=CC=CC=2)C(=O)C1N=NC1=CC=CC([N+](C)(C)C)=C1 NWKBFCIAPOSTKG-UHFFFAOYSA-M 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 1
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000009976 warp beam dyeing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010803 wood ash Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B26/00—Hydrazone dyes; Triazene dyes
- C09B26/02—Hydrazone dyes
- C09B26/04—Hydrazone dyes cationic
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
- A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
式(1a)、(1b)、または(1c)のポリマー性染料が開示される。式中、AおよびBは互いに独立してポリマー骨格を示し;X1およびX2は互いに独立して、一方もしくは双方の末端が1個以上の-C1-C30アルキレン-もしくは-C2-C12アルケニレン-によって遮断(interrupted)および/または終結していても良い、-S-、-S-S-、-N-、-N=-、-N(R5)-、-S(O)-、-SO2-、-(CH2CH2-O)1-5-、-(CH2CH2CH2-O)1-5-、-C(O)-、-C(O)O-、-OCO-、(式(II))、-CON(R1)-、-C(NR1R2)2-、-(R1)NC(O)-、-C(S)R1-;または場合によって少なくとも1個のヘテロ原子を含む、場合によって置換されていても良い、飽和もしくは不飽和の、縮合したもしくは縮合していない芳香族もしくは非芳香族(複素環)の2価のラジカル;C1-C30アルキル、C1-C30アルコキシ、C2-C12アルケニル、C5-C10アリール、C5-C10シクロアルキル、C1-C10アルキル(C5-C10アリーレン)、ヒドロキシまたはハロゲンで置換されていても良い、少なくとも1個のヘテロ原子を含む、飽和もしくは不飽和の、縮合したもしくは縮合していない芳香族もしくは非芳香族の2価のラジカル;から選択される連結基であり;R1およびR2は互いに独立して水素;置換されていても置換されていなくても良い、直鎖もしくは分岐した、単環もしくは多環の、遮断されているかもしくは遮断されていないC1-C14アルキル;C2-C14アルケニル;C6-C10アリール;C6-C10アリール-C1-C10アルキル;またはC5-C10アルキル(C5-C10アリール)であり;Y1およびY2は互いに独立して式(1d)のヒドラゾン染料から選択される有機染料の残基であり;Z1、Z2およびZ3は互いに独立して-CR8-または-NR9 +-であり;Z1、Z2またはZ3の少なくとも1つは-NR9 +-であり;Y1およびY2の少なくとも一方は有機染料の残基であり;R、R3、R4、R5、R6、R7、R8およびR9は互いに独立して水素;ヒドロキシ;C1-C5アルキル;ヒドロキシ-C1-C5アルキル;C1-C5アルコキシ;-NO2;-Cl;-Br;-COOH;-SO3H;-CN;-NH2;またはCH3-CO-NH-であり;An1、An2およびAn3は互いに独立してアニオンであり;aおよびbは互いに独立して1〜3の数であり;mは0〜5000の数であり;nは0〜5000の数であり;そしてpは1〜5000の数であり;m + n + pの合計 ≧ 3である。これらの染料は、その色調の深さ、および洗浄に対する良好な耐性、例えば光、シャンプーおよび摩擦に対する耐性を特徴とする。
【選択図】 なし
Description
AおよびBは互いに独立してポリマー骨格を示し;
X1およびX2は互いに独立して、一方もしくは双方の末端が1個以上の-C1-C30アルキレン-もしくは-C2-C12アルケニレン-によって遮断(interrupted)および/または終結していても良い、-S-、-S-S-、-N-、-N=-、-N(R5)-、-S(O)-、-SO2-、-(CH2CH2-O)1-5-、-(CH2CH2CH2-O)1-5-、-C(O)-、-C(O)O-、-OCO-、
から選択される連結基であり
R1およびR2は互いに独立して水素;置換されていても置換されていなくても良い、直鎖もしくは分岐した、単環もしくは多環の、遮断されているかもしくは遮断されていないC1-C14アルキル;C2-C14アルケニル;C6-C10アリール;C6-C10アリール-C1-C10アルキル;またはC5-C10アルキル(C5-C10アリール)であり;
Y1およびY2は互いに独立して下記式のヒドラゾン染料から選択される有機染料の残基であり:
R、R3、R4、R5、R6、R7、R8およびR9は互いに独立して水素;ヒドロキシ;C1-C5アルキル;ヒドロキシ-C1-C5アルキル;C1-C5アルコキシ;-NO2;-Cl;-Br;-COOH;-SO3H;-CN;-NH2;またはCH3-CO-NH-であり;
An1、An2およびAn3は互いに独立してアニオンであり;
aおよびbは互いに独立して1〜3の数であり;
mは0〜5000の数であり;
nは0〜5000の数であり;そして
pは1〜5000の数であり;
m + n + pの合計 ≧ 3である。]
より好ましくは、Y1およびY2が下記式に対応する、式(1a)、(1b)および(1c)の染料である:
AおよびBは互いに独立して、ポリエチレンイミン、ポリプロピレンイミン、ポリビニルアミン;ポリビニルイミン;ポリシロキサン;ポリスチレン、ポリビニルイミダゾール、ポリビニルピリジン、ビニルイミダゾールもしくはビニルピリジンとビニルピロリドンとのコポリマー、DADMAC/DAAコポリマー、ポリエーテルアミン、ポリビニルアルコール、ポリアクリレート、ポリメタクリレート;ポリグアニジン、ヒドロキシル終端したポリエーテル由来のポリウレタン、一方がポリエステルもしくはポリブタジエンで他方が脂肪族もしくは芳香族ポリイソシアネートのもの、並びにこれらの前駆物質;ジアミンおよびジカルボン酸および/もしくはアミノカルボン酸もしくは対応するラクタム由来のポリアミドおよびコポリアミド;多糖、デンプン、セルロース、リグニン;および上記ポリマーのコポリマーおよび混合物、から選択される。
AおよびBは互いに独立してポリマー骨格を示し;
X1およびX2は互いに独立して-SO2-および-C(O)-から選択される連結基であり;
Y1およびY2は互いに独立して式(1f)のラジカルであり;
aおよびbは互いに独立して1〜3の数であり;
mは0〜5000の数であり;
nは0〜5000の数であり;そして
m + nの合計 ≧ 2である。]
本発明の更なる実施形態は式(1a)、(1b)および(1c)の染料の調製方法に関する。
a)まず式(1d)のヒドラゾン染料を合成し、次いで少なくとも1個の求核官能性を有するポリマーと反応させる、
または
b)まずヒドラゾン染料のフェニルビルディングブロックを少なくとも1個の求核官能性を有するポリマーと反応させ、次いでポリマーに結合したフェニル部分上にヒドラゾン染料を調製する。
− 一時的染色剤、
− 半永久的染色剤、および
− 永久的染色剤。
2-アミノ-3-ニトロフェノール、2-アミノ-4-ヒドロキシエチルアミノ-アニソール硫酸塩、2-アミノ-6-クロロ-4-ニトロフェノール、2-クロロ-5-ニトロ-N-ヒドロキシエチレン-p-フェニレンジアミン、2-ヒドロキシエチル-ピクラミン酸、2,6-ジアミノ-3-((ピリジン-3イル)-アゾ)ピリジン、2-ニトロ-5-グリセリル-メチルアニル、3-メチルアミノ-4-ニトロ-フェノキシエタノール、4-アミノ-2-ニトロジフェニレンアミン-2’-カルボン酸、6-ニトロ-1,2,3,4-テトラヒドロキノキサル(tetrahydroquinoxal.)、4-N-エチル-1,4-ビス(2’-ヒドロキシエチルアミノ-2-ニトロベンゼン塩酸塩、1-メチル-3-ニトロ-4-(2’-ヒドロキシエチル)-アミノベンゼン、3-ニトロ-p-ヒドロキシエチル-アミノフェノール、4-アミノ-3-ニトロフェノール、4-ヒドロキシプロピルアミン-3-ニトロフェノール、ヒドロキシアントリルアミノプロピルメチルモルホリノメト硫酸塩、4-ニトロフェニル-アミノエチル尿素、6-ニトロ-p-トルイジン、アシッドブルー62、アシッドブルー9、アシッドレッド35、アシッドレッド87(エオシン)、アシッドバイオレット43、アシッドイエロー1、ベーシックブルー3、ベーシックブルー6、ベーシックブルー7、ベーシックブルー9、ベーシックブルー12、ベーシックブルー26、ベーシックブルー99、ベーシックブラウン16、ベーシックブラウン17、ベーシックレッド2、ベーシックレッド22、ベーシックレッド76、ベーシックバイオレット14、ベーシックイエロー57、ベーシックイエロー9、ディスパースブルー3、ディスパースオレンジ3、ディスパースレッド17、ディスパースバイオレット1、ディスパースバイオレット4、ディスパースブラック9、ファストグリーンFCF、HCブルー2、HCブルー7、HCブルー8、HCブルー12、HCオレンジ1、HCオレンジ2、HCレッド1、HCレッド10-11、HCレッド13、HCレッド16、HCレッド3、HCレッドBN、HCレッド7、HCバイオレット1、HCバイオレット2、HCイエロー2、HCイエロー5、HCイエロー5、HCイエロー6、HCイエロー7、HCイエロー9、HCイエロー12、HCレッド8、ヒドロキシエチル-2-ニトロ-p-トルイジン、N,N-ビス-(2-ヒドロキシエチル)-2-ニトロ-p-フェニレンジアミン、HCバイオレットBS、ピクラミン酸、ソルベントグリーン7。
− DE 19 959 479, 特に第2欄、第6行〜第3欄、第11行;
− 「Dermatology」 Ch. Culnan, H. Maibach編, Verlag Marcel Dekker Inc., New York, Basle, 1986, Vol. 7, Ch. Zviak, The Science of Hair Care, chapter 第8章, 第264 - 267頁 (酸化染料);
好ましいデベロッパー化合物は、例えば置換されていても置換されていなくても良いヒドロキシ-もしくはアミノ残基でパラ-もしくはオルト-位が置換された第一級芳香族アミン、またはジアミノピリジン誘導体、複素環ヒドラゾン、4-アミノピラゾール誘導体、2,4,5,6-テトラアミノピリミジン誘導体、またはDE 19 717 224、特に第2頁、第50〜66行および第3頁、第8〜第12行に記載された不飽和アルデヒド類、またはWO 00/43367、特に第2頁、第27行〜第8頁、第24行、特に第9頁、第22行〜第11頁、第6行に記載されたカチオン性デベロッパー化合物である。
−赤い色調のためのデベロッパー/カプラーの組み合わせ2,4,5,6-テトラアミノピリミジンおよび2-メチルレゾルシン;
−青-紫の色調のためのp-トルエンジアミンおよび4-アミノ-2-ヒドロキシトルエン;
−青い色調のためのp-トルエンジアミンおよび2-アミノ-4-ヒドロキシエチルアミノアニソール;
−青い色調のためのp-トルエンジアミンおよび2,4-ジアミノ-フェノキシエタノール(phenoxyethynol);
−橙色の色調のためのメチル-4-アミノフェノールおよび4-アミノ-2-ヒドロキシトルエン;
−褐色-緑の色調のためのp-トルエンジアミンおよびレゾルシン;
−青-紫の色調のためのp-トルエンジアミンおよび1-ナフトール;または
−褐色-金色の色調のためのp-トルエンジアミンおよび2-メチルレゾルシン。
−DE 10 2006 062 435 A1、WO 00038638、DE 10241076およびWO 05120445に記載されたような反応性カルボニル化合物およびCH-酸性化合物の反応によって調製される染料、
−DE 10 2006 036898およびDE 10 2005 055496に記載されたようなチアジアゾール染料、
−例えばWO 07110532、WO 07110542に記載されたような蛍光スチルベン硫黄染料、
−WO 07071684およびWO 07071686に記載されたようなテトラアザペンタメチン染料、
−FR 2879195、FR 2879127、FR 2879190、FR 2879196、FR 2879197、FR 2879198、FR 2879199、FR 2879200、FR 2879928、FR 2879929、WO 06063869に記載されたような2量体カチオン染料、
−EP 0850636に記載されたようなアゾおよびスチリル染料、
−FR 2882929に記載されたようなポリマー性アニオン染料、
−WO 0597051、EP 1647580、WO 06136617に記載されたようなジスルフィド染料、
−WO 07025889、WO 07039527に記載されたようなチオール染料、および
−US 20050050650、US 7217295に記載されたような導電性ポリマー。
(a) ケラチン含有繊維を少なくとも1種の式(1a)、(1b)および(1c)の染料で処理すること、および
(b) 繊維を放置し、次いで繊維をすすぐこと
を含む。
a1) ケラチン含有繊維を、場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料を含む酸化剤で処理すること、
b1) ケラチン含有繊維を、場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料を含む、酸化剤を含まない組成物で処理すること;あるいはまた
a2) ケラチン含有繊維を、場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料を含む、酸化剤を含まない組成物で処理すること;
b2) ケラチン含有繊維を、場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料を含む酸化剤で処理すること、
を含み、a1)、a2)、b1)またはb2)のステップの少なくとも1つで式(1a)、(1b)および(1c)の染料が存在することを条件とする。
−WO 97/20545、特に第9頁、第5〜9行に記載されたような色を薄くする(lightened)着色を達成する酸化剤、
−DE-A-19 713 698、特に第4頁、第52〜55行および第60〜61行、またはEP-A-1062940、特に第6頁、第41〜47行 (および対応するWO 99/40895)に記載されたようなパーマネントウェーブ固定溶液の形態の酸化剤。
LはOHもしくはC1-C4アルキルで置換されていても良いプロピレン残基であり;そして
R5、R6、R7およびR8は互いに独立してもしくは関連して水素;C1-C4アルキル;またはヒドロキシ;-(C1-C4)アルキルである。]
酸化剤含有組成物のpH値は通常約2〜7であり、特に約2〜5である。
a. 少なくとも1種の式(1a)、(1b)および(1c)の染料および場合によって少なくとも1種の カプラー化合物および少なくとも1種のデベロッパー化合物と、場合によって少なくとも1種の更なる染料を含む酸化剤、とを混合すること、および
b. ケラチン含有繊維をステップa.で調製した混合物と接触させること
を含む、上記方法に関する。
a. 少なくとも1種の自動酸化性化合物および少なくとも1種のデベロッパー化合物および少なくとも1種の式(1a)、(1b)および(1c)の染料および場合によって更なる染料を混合すること、および
b. ケラチン含有繊維をステップa.で調製した混合物で処理すること
を含む。
a. ケラチン含有繊維をアルカリ条件下で少なくとも1種のキャッピングされたジアゾ化化合物およびカプラー化合物、および場合によってデベロッパー化合物および場合によって酸化剤、および場合によって更なる染料の存在下で、場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料と共に処理すること、および
b. 場合によって更なる染料、および場合によって少なくとも1種の式(1a)、(1b)および(1c)の染料の存在下、酸で処理することによってpHを6〜2の範囲に調整すること
を含み、ステップa.またはb.の少なくとも一方において、少なくとも1種の式(1a)、(1b)および(1c)の染料が存在することを条件とする、上記方法に関する。
実施例A1:
ステップ1:縮合
イソプロパノール1L中76gの4-ヒドラジノ安息香酸の懸濁液に54gの4-ピリジンアルデヒドをゆっくり添加する。
ステップ1で得た生成物を70mlの水に懸濁し、pHを>12に調整して、反応混合物を15-18℃に冷却する。
室温で、ステップ2で得た生成物30.7gを275mlの塩化チオニルに慎重に添加する。
水30ml中0.29gのポリマー1の溶液を0-5℃に冷却し、pHを11.2に調整した。次いで、0.5M NaOHの添加によってpH値を11に維持しながら、1gの化合物(101c)を滴下した。
MEK 15ml中0.6gの化合物(101c)の分散物を、イソプロパノール50ml中の0.8gのポリマー1の溶液に室温で4時間かけて徐々に添加した。
水40ml中2.34gのポリマー7の溶液を、水酸化ナトリウムでpH 11.8に調整した。pHを一定に維持しながら、0-5℃で1gの染料(101c)を固体としてゆっくり添加した。添加終了後、温度を室温まで上げ、一晩撹拌した。得られたポリマー溶液を透析によって精製した。最後にポリマー含有画分から水を減圧下で蒸発させて1.62gの黄色粉末を得た。
実施例A2-A15は以下の1H nmrシグナルを有していた(MeOH-d4):δ [ppm] 8.7(br), 8.1(br), 7.7(br), 7.5(br), 4.3(br), 3.8(vbr), 3.6(br)。
毛髪サンプル
適用例のために、以下の毛髪の型を使用した:
−ブロンドの毛髪一房(tress) (VIRGIN White Hair, IMHAIR Ltd.社, via G. Verga 8, 90134 Palermo (Italy))、
−ミドルブロンドの毛髪一房 (UNA-Europ. nature hair, Color middle blonde, Fischbach & Miller社, Postfach 1163, 88461 Laupheim, Germany)、
−脱色した毛髪一房 (UNA-Europ. nature hair, Color white bleached blonde, Fischbach & Miller社, Postfach 1163, 88461 Laupheim, Germany)。
実施例A2〜A11に記載した染料のいずれか1種0.1重量%(A12〜A15の染料の0.2重量%)をPlantaren溶液 (Plantacare 200UP (ID: 185971.5)の10重量%水溶液;50%クエン酸溶液またはモノエタノールアミン溶液でpHを9.5に調整)に溶解する。
毛髪の房を以下の手順に従って染色する:
着色溶液を乾燥した毛髪に直接適用し、20分間室温でインキュベートし、次いで水道水で洗い流した (水温:37℃ +/- 1℃;水の流速:5-6 l/分)。
耐水性の測定のために、2組の毛髪の房を同じ条件下で乾燥する。
比色的反射率測定は以下の分光光度計で行う:D65にフィルターをかけたキセノン光源を備え、拡散照明および視角8°の形状を有する“Datacolor Spectraflash SF 450”。
実施例B16:
イエローA9の0.1重量%溶液、GB2440219のレッドA7の2重量%溶液、およびPCT/EP2009/066421のブルーA9の溶液を、3.5、0.7および2.5の比率で混合する。褐色の溶液をヒトの毛髪に適用する。
イエローA9の0.2重量%溶液、およびGB2440219のレッドA7の0.2重量%溶液を、1:1の比率で混合する。橙色の溶液をヒトの毛髪に適用する。
化学的に脱色したブナサルファイト50部を、脱色したRKN 15(叩解度22 DEG SR)50部および実施例A4の染料2部と共に水(pH6、水の硬度:10DEGドイツ硬度、温度20DEGおよび液比40:1)中で混合する。15分間撹拌した後、Frankシート形成機(sheet-former)上に紙シートを製造する。
脱色したブナのサルファイトパルプから構成される巻き取り紙(22 DEG SR)を、連続的に作動する実験室用の製紙機で製造する。実施例A7の染料の水溶液を、ヘッドボックス(head box)の上流の低密度パルプ中に、激しく撹拌しながら連続的に10秒間量り入れる(0.5パーセント染色、液比400:1、水の硬度10 DEGドイツ硬度、pH6、温度20 DEG)。
綿織物(脱色し、シルケット加工したコットン)10部を、実験室用ビーム染色機で、実施例A4の染料0.05部を含有する200部の液(水の硬度:10DEGドイツ硬度、pH 4、染液は1分あたり3回循環する)中で染色する。60分間で温度を20DEGから100DEGまで上げ、次いで15分間一定に維持する。
3.0重量部のヒドラゾン染料A15、
40.0重量部のエチルアルコール、
40.0重量部の1メトキシ-2-プロパノール、および
17.0重量部のイソプロパノール。
3.0重量部のヒドラゾン染料A7を0.05重量%のInvadin LU(湿潤剤)を含有する水100.0mlに溶解する。
Claims (16)
- 下記式のポリマー性染料。
AおよびBは互いに独立してポリマー骨格を示し;
X1およびX2は互いに独立して、一方もしくは双方の末端が1個以上の-C1-C30アルキレン-もしくは-C2-C12アルケニレン-によって遮断(interrupted)および/または終結していても良い-S-、-S-S-、-N-、-N=-、-N(R5)-、-S(O)-、-SO2-、-(CH2CH2-O)1-5-、-(CH2CH2CH2-O)1-5-、-C(O)-、-C(O)O-、-OCO-、
から選択される連結基であり;
R1およびR2は互いに独立して水素;置換されていても置換されていなくても良い、直鎖もしくは分岐した、単環もしくは多環の、遮断されているかもしくは遮断されていないC1-C14アルキル;C2-C14アルケニル;C6-C10アリール;C6-C10アリール-C1-C10アルキル;またはC5-C10アルキル(C5-C10アリール)であり;
Y1およびY2は互いに独立して下記式のヒドラゾン染料から選択される有機染料の残基であり:
R、R3、R4、R5、R6、R7、R8およびR9は互いに独立して水素;ヒドロキシ;C1-C5アルキル;ヒドロキシ-C1-C5アルキル;C1-C5アルコキシ;-NO2;-Cl;-Br;-COOH;-SO3H;-CN;-NH2;またはCH3-CO-NH-であり;
An1、An2およびAn3は互いに独立してアニオンであり;
aおよびbは互いに独立して1〜3の数であり;
mは0〜5000の数であり;
nは0〜5000の数であり;そして
pは1〜5000の数であり;
m + n + pの合計 ≧ 3である。] - Y1およびY2が同じ意味を有する、請求項1〜3のいずれか1項記載の染料。
- X1およびX2が互いに独立して-SO2-および-C(O)-から選択される連結基である、請求項1〜4のいずれか1項記載の染料。
- AおよびBが互いに独立してポリエチレンイミン、ポリプロピレンイミン、ポリビニルアミン、ポリビニルイミン、ポリシロキサン、ポリスチレン、ポリビニルイミダゾール、ポリビニルピリジン、ビニルイミダゾールもしくはビニルピリジンとビニルピロリドンとのコポリマー、DADMAC/DAAコポリマー、ポリエーテルアミン、ポリビニルアルコール、ポリアクリレート、ポリメタクリレート、ヒドロキシル終端したポリエーテル由来のポリウレタン、一方がポリエステルもしくはポリブタジエンで他方が脂肪族もしくは芳香族ポリイソシアネートのもの、並びにこれらの前駆物質;ジアミンおよびジカルボン酸および/もしくはアミノカルボン酸もしくは対応するラクタム由来のポリアミドおよびコポリアミド;多糖、デンプン、セルロース、リグニン;および上記ポリマーのコポリマーおよび混合物、から選択される、請求項1〜5のいずれか1項記載の染料。
- ポリマー性染料の分子量が400〜50000である、請求項1〜6のいずれか1項記載の染料。
- 請求項1で規定する式(1a)、(1b)および(1c)の少なくとも1種の染料を含有する組成物。
- 少なくとも1種の単一の(single)更なる直接染料および/または酸化剤を更に含有する、請求項9記載の組成物。
- シャンプー、コンディショナー、ゲルまたはエマルジョンの形態の、請求項9または10記載の組成物。
- 請求項1記載の式(1a)、(1b)または(1c)の少なくとも1種の染料、または請求項9〜11のいずれか1項記載の組成物で有機材料を処理することを含む、有機材料の染色方法。
- 請求項1で規定する式(1a)、(1b)または(1c)の少なくとも1種の染料および酸化剤、および場合によって更なる直接染料で有機材料を処理することを含む、請求項12記載の方法。
- 請求項1で規定する式(1a)、(1b)または(1c)の少なくとも1種の化合物および少なくとも1種の単一の酸化染料で有機材料を処理すること、または請求項1で規定する式(1a)、(1b)または(1c)の染料および少なくとも1種の単一の酸化染料および酸化剤で有機材料を処理することを含む、請求項12または13記載の方法。
- 有機材料がヒト毛髪である、請求項12〜14のいずれか1項記載の方法。
- 有機材料がウール、皮革、織物、紙または木である、請求項12〜14のいずれか1項記載の方法。
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Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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JP2015532274A (ja) | 2012-10-01 | 2015-11-09 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 栽培植物へのn−チオ−アントラニルアミド化合物の使用 |
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JP2016501264A (ja) | 2012-12-14 | 2016-01-18 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 動物有害生物を防除するためのマロノニトリル化合物 |
US20150368236A1 (en) | 2012-12-27 | 2015-12-24 | Basf Se | 2-(pyridin-3-yl)-5-hetaryl-thiazole compounds carrying an imine or imine-derived substituent for combating invertebrate pests |
US20160050923A1 (en) | 2013-04-19 | 2016-02-25 | Basf Se | N-substituted acyl-imino-pyridine compounds and derivatives for combating animal pests |
BR112015031439A2 (pt) | 2013-06-21 | 2017-07-25 | Basf Se | métodos para o combate ou controle das pragas, para o tratamento, prevenção e proteção de culturas de soja, para o controle e proteção do material de propagação dos vegetais de soja, para o combate ou controle das pragas e utilização de um composto de fórmula i |
AR097138A1 (es) | 2013-07-15 | 2016-02-24 | Basf Se | Compuestos plaguicidas |
CA2922506A1 (en) | 2013-09-19 | 2015-03-26 | Basf Se | N-acylimino heterocyclic compounds |
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FR3014686B1 (fr) | 2013-12-13 | 2016-11-25 | Oreal | Procede de coloration des matieres keratiniques a partir d'oligomeres et/ou de polymeres colores issus de composes auto-oxydables, composition et agent de coloration |
FR3014685B1 (fr) | 2013-12-13 | 2016-11-25 | Oreal | Procede de coloration des matieres keratiniques a partir d'oligomeres et/ou de polymeres colores issus de metaphenylenediamines, composition, et agent de coloration |
EP3083581A1 (en) | 2013-12-18 | 2016-10-26 | Basf Se | N-substituted imino heterocyclic compounds |
US20160318897A1 (en) | 2013-12-18 | 2016-11-03 | Basf Se | Azole compounds carrying an imine-derived substituent |
WO2015104422A1 (en) | 2014-01-13 | 2015-07-16 | Basf Se | Dihydrothiophene compounds for controlling invertebrate pests |
DE102014226176A1 (de) * | 2014-12-17 | 2016-06-23 | Henkel Ag & Co. Kgaa | Mittel zur Behandlung gefärbter Haare |
CN107529757B (zh) | 2015-04-17 | 2021-09-17 | 巴斯夫农业化学品有限公司 | 防治非作物害虫的方法 |
US10588846B2 (en) | 2016-07-20 | 2020-03-17 | Sekisui Specialty Chemicals America, Llc | Copolymers for improving color intensity and washfastness of temporary hair dyes |
ES2919427T3 (es) | 2017-07-18 | 2022-07-26 | Basf Se | Un polímero para el tratamiento del cabello |
US11351100B2 (en) * | 2018-10-18 | 2022-06-07 | Sunnyplace Co., Ltd. | Hair coloring agent composition |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11343218A (ja) * | 1998-04-06 | 1999-12-14 | L'oreal Sa | カチオン性直接染料と直接付着ポリマ―を含有するケラチン繊維の染色用組成物 |
JP2002523441A (ja) * | 1998-08-26 | 2002-07-30 | ロレアル | カチオン性直接染料とシリコーンを含有するケラチン繊維の染色用組成物 |
JP2006518788A (ja) * | 2003-02-25 | 2006-08-17 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | カチオン性染料、それらの製造及び使用 |
WO2008009579A1 (en) * | 2006-07-18 | 2008-01-24 | Ciba Holding Inc. | Polymeric hair dyes |
Family Cites Families (64)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB880798A (en) | 1959-08-20 | 1961-10-25 | Unilever Ltd | Compositions for dyeing human hair |
US3920855A (en) * | 1973-11-30 | 1975-11-18 | Dynapol Corp | Food containing non-toxic food coloring compositions and a process therefor |
FR2361447A1 (fr) | 1976-08-12 | 1978-03-10 | Oreal | Composes colorants constitues de polymeres cationiques hydrosolubles et compositions tinctoriales les contenant |
US4250327A (en) * | 1976-12-08 | 1981-02-10 | Dynapol | Polymeric yellow colorant |
US4182612A (en) | 1977-01-31 | 1980-01-08 | The Gillette Company | Method for dyeing human hair with cationic polymeric dyes |
FR2456764A2 (fr) | 1979-05-18 | 1980-12-12 | Oreal | Nouveaux polymeres colorants, leur preparation et leur utilisation |
JPS5811516A (ja) | 1981-07-15 | 1983-01-22 | Ricoh Co Ltd | 非水系樹脂分散液の製造方法 |
US4911731A (en) * | 1983-02-22 | 1990-03-27 | Clairol Incorporated | Process and composition for dyeing hair utilizing an anionic polymeric/cationic polymer complex |
GB8514905D0 (en) | 1985-06-12 | 1985-07-17 | Ici Plc | Colouration process |
JPH07119367B2 (ja) * | 1987-11-24 | 1995-12-20 | 株式会社日本化学工業所 | カチオン性染料 |
DE3829870A1 (de) | 1988-09-02 | 1989-04-13 | Henkel Kgaa | Farbstoffloesungen fuer die haarfaerbung |
JP3224649B2 (ja) | 1993-10-20 | 2001-11-05 | 株式会社リコー | 電子写真感光体 |
EP0714954B1 (de) | 1994-11-03 | 2002-09-25 | Ciba SC Holding AG | Kationische Imidazolazofarbstoffe |
FR2741798B1 (fr) | 1995-12-01 | 1998-01-09 | Oreal | Composition de teinture eclaircissante pour fibres keratiniques comprenant un colorant direct specifique |
ES2217411T3 (es) | 1996-04-25 | 2004-11-01 | L'oreal | Procedimiento de teñido de las fibras queratinicas con precursores de colorantes de oxidacion y colorante directos en polvo. |
GB9624590D0 (en) | 1996-11-27 | 1997-01-15 | Warner Jenkinson Europ Limited | Dyes |
FR2757385B1 (fr) | 1996-12-23 | 1999-01-29 | Oreal | Composition de teinture d'oxydation des fibres keratiniques et procede de teinture mettant en oeuvre cette composition |
DE19713698C1 (de) | 1997-04-03 | 1998-06-04 | Goldwell Gmbh | Verfahren zum gleichzeitigen Färben und Dauerwellen von menschlichen Haaren |
DE19717224A1 (de) | 1997-04-24 | 1998-10-29 | Henkel Kgaa | Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern |
WO1999040895A1 (fr) | 1998-02-10 | 1999-08-19 | Yamahatsu Sangyo Kaisha, Ltd. | Composition d'agent pour permanente ayant un effet colorant et son procede de coloration des cheveux |
JP3394716B2 (ja) | 1998-10-12 | 2003-04-07 | 花王株式会社 | 染毛剤組成物 |
FR2787708B1 (fr) | 1998-12-23 | 2002-09-13 | Oreal | Procede de teinture mettant en oeuvre un compose a methylene actif et un compose choisi parmi un aldehyde, une cetone, une quinone et un derive de la di-imino-isoindoline ou de la 3-amino-isoindolone |
FR2788521B1 (fr) | 1999-01-19 | 2001-02-16 | Oreal | Nouvelles bases d'oxydation cationiques, leur utilisation pour la teinture d'oxydation des fibres keratiniques, compositions tinctoriales et procedes de teinture |
DE29912327U1 (de) | 1999-07-14 | 1999-09-09 | Wella Ag | Mittel zum Färben und Tönen keratinischer Fasern |
DE19959479A1 (de) | 1999-12-10 | 2001-07-05 | Wella Ag | Verfahren zum Färben von Haaren |
ES2217131T3 (es) | 2000-03-09 | 2004-11-01 | Ciba Specialty Chemicals Holding Inc. | Un metodo de colorear cabello utilizando tintes catonicos. |
JP2001316232A (ja) * | 2000-05-11 | 2001-11-13 | Kao Corp | 染毛剤 |
ATE337049T1 (de) | 2000-10-12 | 2006-09-15 | Ciba Sc Holding Ag | Verfahren zum färben von keratinhaltigen fasern |
US7217295B2 (en) | 2002-01-31 | 2007-05-15 | L'oreal S.A. | Use of soluble conductive polymers for treating human keratin fibers |
WO2004019897A1 (en) | 2002-09-02 | 2004-03-11 | Ciba Specialty Chemicals Holding Inc. | Method of colouring porous material |
DE10241076A1 (de) | 2002-09-05 | 2004-03-11 | Henkel Kgaa | Mittel zum Färben von keratinhaltigen Fasern |
US20050050650A1 (en) | 2003-07-16 | 2005-03-10 | Isabelle Rollat-Corvol | Composition comprising at least one conductive polymer and at least one direct dye, and process for the use thereof |
FR2879928A1 (fr) | 2004-02-27 | 2006-06-30 | Oreal | Composition comprenant au moins un colorant mixte a base d'au moins un chromophore de type carbonyle, procede de coloration et colorants mixtes |
FR2879929B1 (fr) | 2004-02-27 | 2008-08-08 | Oreal | Composition comprenant un colorant mixte a base d'au moins un chromophore de type tri-(hetero)aryle methane,procede de coloration et colorants mixtes |
US7476260B2 (en) | 2004-04-08 | 2009-01-13 | Ciba Specialty Chemicals Corp. | Disulfide dyes, composition comprising them and method of dyeing hair |
DE102004028598A1 (de) | 2004-06-12 | 2005-12-29 | Henkel Kgaa | Mittel zum Färben von keratinhaltigen Fasern |
FR2876576B1 (fr) | 2004-10-14 | 2006-12-08 | Oreal | Composition de teinture comprenant un colorant disulfure particulier et procede de coloration des fibres keratiniques humaines a partir de ce colorant |
FR2879199B1 (fr) | 2004-12-15 | 2007-02-02 | Oreal | Composes diazoiques symetriques a groupements 2-imidazolium et bras de liaison cationique, compositions les comprenant, procede de coloration et dispositif |
FR2879197B1 (fr) | 2004-12-15 | 2007-02-02 | Oreal | Composes diazoiques symetriques a groupements 3-pyridinium et bras de liaison non cationique, compositions les comprenant, procede de coloration et dispositif |
FR2879198B1 (fr) | 2004-12-15 | 2007-02-02 | Oreal | Composes diazoiques symetriques a groupements 3-pyridium et bras de liaison cationique, compositions les comprenant, procede de coloration et dispositif |
FR2879196B1 (fr) | 2004-12-15 | 2007-03-02 | Oreal | Composes diaz0iques symetriques a groupements 2-imidazolium et bras de liaison non cationique, compositions les comprenant, procede de coloration et dispositif |
FR2879127A1 (fr) | 2004-12-15 | 2006-06-16 | Georges Koussouros | Dispositif anti centrifuge et anti derive pour mobilier roulant |
FR2879195B1 (fr) | 2004-12-15 | 2007-03-02 | Oreal | Composes diazoiques symetriques a groupements 2-pyridinium et bras de liaison cationique ou non, compositions les comprenant, procede de coloration et dispositif |
WO2006063869A2 (en) | 2004-12-15 | 2006-06-22 | L'oreal | Symmetrical diazo compounds with 3-pyridinium groups and cationic linker arm, compositions comprising same, dyeing method and device |
FR2879190B1 (fr) | 2004-12-15 | 2007-03-02 | Oreal | Composes diazoiques dissymetriques presentant au moins un motif 4-pyridinium et bras de liaison cationique ou non, compositions les comprenant, procede de coloration et dispositif |
FR2879200B1 (fr) | 2004-12-15 | 2007-02-02 | Oreal | Composes diazoiques symetriques a groupements 4-pyridium et bras de liaison cationique ou non, compositions les comprenant, procede de coloration et dispositif |
FR2882929B1 (fr) | 2005-03-14 | 2008-02-22 | Oreal | Procede de coloration des cheveux a partir d'un polymere colore anionique |
WO2007025889A2 (en) | 2005-08-30 | 2007-03-08 | Ciba Specialty Chemicals Holding Inc. | Dyes containing a thiol group |
ES2397708T3 (es) | 2005-10-06 | 2013-03-08 | Basf Se | Colorantes de tiol |
BRPI0617339B1 (pt) | 2005-10-11 | 2017-04-04 | Ciba Specialty Chemicals Holding Inc | mistura de corantes de sulfeto, composição compreendendo a mesma, e método para tingir fibras contendo queratina |
DE102005055496A1 (de) | 2005-11-18 | 2007-05-24 | Henkel Kgaa | Azofarbstoffe zum Färben keratinhaltiger Fasern |
WO2007071686A1 (en) | 2005-12-22 | 2007-06-28 | L'oréal | Composition for dyeing keratin fibres with a tetraazapentamethine cationic direct dye, an oxidation base and a particular coupler |
WO2007071684A2 (en) | 2005-12-22 | 2007-06-28 | L'oréal | Composition for dyeing keratin fibres with a tetraazapentamethine cationic direct dye and an amino silicone |
FR2898903B1 (fr) | 2006-03-24 | 2012-08-31 | Oreal | Composition de teinture comprenant un colorant disulfure fluorescent, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
EP2004754B1 (fr) | 2006-03-24 | 2011-06-29 | L'Oréal | Composition de teinture comprenant un colorant fluorescent thiol/disulfure a heterocycle et a charge cationique externe, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
DE102006036898A1 (de) | 2006-08-04 | 2007-06-28 | Henkel Kgaa | Neue direktziehende Farbstoffe |
DE102006062435A1 (de) | 2006-12-27 | 2007-10-18 | Henkel Kgaa | Mittel zur Verminderung der Kopfhautanfärbung |
US7976585B2 (en) | 2007-05-11 | 2011-07-12 | BASF SE Ludwigshafen | Polymeric dyes |
GB2440219A (en) | 2007-06-29 | 2008-01-23 | Ciba Sc Holding Ag | Polymeric dye having cationic dyestuff linked to polymeric backbone |
BRPI0906914B1 (pt) | 2008-01-17 | 2018-07-17 | Basf Se | tintura polimérica, composição cosméstica, e, método para pigmentar material orgânico |
EP2235114B1 (en) | 2008-01-17 | 2017-07-26 | Basf Se | Polymeric hair dyes |
ES2689121T3 (es) | 2008-01-17 | 2018-11-08 | Basf Se | Colorantes capilares poliméricos azules |
WO2009090125A1 (en) | 2008-01-17 | 2009-07-23 | Basf Se | Polymeric hair dyes |
WO2010079025A1 (en) | 2008-12-15 | 2010-07-15 | Basf Se | Polymeric hair dyes |
-
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11343218A (ja) * | 1998-04-06 | 1999-12-14 | L'oreal Sa | カチオン性直接染料と直接付着ポリマ―を含有するケラチン繊維の染色用組成物 |
JP2002523441A (ja) * | 1998-08-26 | 2002-07-30 | ロレアル | カチオン性直接染料とシリコーンを含有するケラチン繊維の染色用組成物 |
JP2006518788A (ja) * | 2003-02-25 | 2006-08-17 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | カチオン性染料、それらの製造及び使用 |
WO2008009579A1 (en) * | 2006-07-18 | 2008-01-24 | Ciba Holding Inc. | Polymeric hair dyes |
Also Published As
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US20120110750A1 (en) | 2012-05-10 |
CN102471596B (zh) | 2015-09-09 |
EP2454328B1 (en) | 2013-10-16 |
MX2012000557A (es) | 2012-03-07 |
BR112012000793B1 (pt) | 2021-06-22 |
KR101526037B1 (ko) | 2015-07-06 |
WO2011006946A3 (en) | 2011-03-31 |
BR112012000793A2 (pt) | 2016-02-23 |
WO2011006946A9 (en) | 2012-03-29 |
US8337569B2 (en) | 2012-12-25 |
CN102471596A (zh) | 2012-05-23 |
JP5536208B2 (ja) | 2014-07-02 |
KR20120046255A (ko) | 2012-05-09 |
TW201116595A (en) | 2011-05-16 |
ES2436469T3 (es) | 2014-01-02 |
EP2454328A2 (en) | 2012-05-23 |
WO2011006946A2 (en) | 2011-01-20 |
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