AU2002215016A1 - Method of dyeing keratin-containing fibres - Google Patents
Method of dyeing keratin-containing fibresInfo
- Publication number
- AU2002215016A1 AU2002215016A1 AU2002215016A AU1501602A AU2002215016A1 AU 2002215016 A1 AU2002215016 A1 AU 2002215016A1 AU 2002215016 A AU2002215016 A AU 2002215016A AU 1501602 A AU1501602 A AU 1501602A AU 2002215016 A1 AU2002215016 A1 AU 2002215016A1
- Authority
- AU
- Australia
- Prior art keywords
- sub
- alkyl
- phenyl
- substituted
- hydrogen
- 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.)
- Abandoned
Links
- 238000004043 dyeing Methods 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 20
- 102000011782 Keratins Human genes 0.000 title claims abstract description 10
- 108010076876 Keratins Proteins 0.000 title claims abstract description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 23
- 239000001257 hydrogen Substances 0.000 claims abstract description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 22
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 22
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 21
- 150000002367 halogens Chemical class 0.000 claims abstract description 21
- 125000004193 piperazinyl group Chemical group 0.000 claims abstract description 11
- 150000001450 anions Chemical class 0.000 claims abstract description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 8
- 125000001424 substituent group Chemical group 0.000 claims abstract description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 4
- 150000002431 hydrogen Chemical class 0.000 claims abstract 5
- -1 methoxy, methyl Chemical group 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 38
- 210000004209 hair Anatomy 0.000 claims description 30
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Chemical group 0.000 claims description 4
- 229910052801 chlorine Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000005466 alkylenyl group Chemical group 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 3
- 239000000975 dye Substances 0.000 description 55
- 125000004432 carbon atom Chemical group C* 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 22
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 230000003647 oxidation Effects 0.000 description 10
- 238000007254 oxidation reaction Methods 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 125000002091 cationic group Chemical group 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000000982 direct dye Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 229940032007 methylethyl ketone Drugs 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 6
- 125000000129 anionic group Chemical group 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 239000002888 zwitterionic surfactant Substances 0.000 description 5
- 108010009736 Protein Hydrolysates Proteins 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 239000003093 cationic surfactant Substances 0.000 description 4
- 239000002563 ionic surfactant Substances 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002243 precursor Substances 0.000 description 4
- 239000003531 protein hydrolysate Substances 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 244000208060 Lawsonia inermis Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000000987 azo dye Substances 0.000 description 3
- 239000003581 cosmetic carrier Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 125000004178 (C1-C4) alkyl group Chemical group 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
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 229910006069 SO3H Inorganic materials 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 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 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 125000005528 methosulfate group Chemical group 0.000 description 2
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 2
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical class [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 description 2
- 239000001048 orange dye Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 150000003904 phospholipids Chemical class 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
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- 239000001044 red dye Substances 0.000 description 2
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- 238000003860 storage Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
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- 239000001043 yellow dye Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
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- ICVRBKCRXNVOJC-UHFFFAOYSA-N 1-amino-4-(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=CC=C2NC ICVRBKCRXNVOJC-UHFFFAOYSA-N 0.000 description 1
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- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- LGZSBRSLVPLNTM-UHFFFAOYSA-N 2-(4-amino-2-methyl-5-nitroanilino)ethanol Chemical compound CC1=CC(N)=C([N+]([O-])=O)C=C1NCCO LGZSBRSLVPLNTM-UHFFFAOYSA-N 0.000 description 1
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
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- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical compound C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 150000003009 phosphonic acids Chemical class 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
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- DQAKJEWZWDQURW-UHFFFAOYSA-N pyrrolidonecarboxylic acid Chemical class OC(=O)N1CCCC1=O DQAKJEWZWDQURW-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000002994 raw material Substances 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
- 235000002020 sage Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 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
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920001864 tannin Chemical group 0.000 description 1
- 239000001648 tannin Chemical group 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 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
- 230000008719 thickening Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- FAGMGMRSURYROS-UHFFFAOYSA-M trihexadecyl(methyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(CCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCC FAGMGMRSURYROS-UHFFFAOYSA-M 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- DWKARHJHPSUOBW-UHFFFAOYSA-N trimethyl-[3-[(2e)-2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]phenyl]azanium;chloride Chemical compound [Cl-].CC1=NN(C=2C=CC=CC=2)C(O)=C1N=NC1=CC=CC([N+](C)(C)C)=C1 DWKARHJHPSUOBW-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 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
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- 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
- 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
- C09B44/16—1,3-Diazoles or hydrogenated 1,3-diazoles ; (Benz)imidazolium
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH20062000 | 2000-10-12 | ||
| CH2006/00 | 2000-10-12 | ||
| PCT/EP2001/011706 WO2002030374A1 (en) | 2000-10-12 | 2001-10-10 | Method of dyeing keratin-containing fibres |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2002215016A1 true AU2002215016A1 (en) | 2002-04-22 |
Family
ID=4567095
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2002215016A Abandoned AU2002215016A1 (en) | 2000-10-12 | 2001-10-10 | Method of dyeing keratin-containing fibres |
| AU2002215936A Abandoned AU2002215936A1 (en) | 2000-10-12 | 2001-10-10 | Cationic imidazole azo dyes |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2002215936A Abandoned AU2002215936A1 (en) | 2000-10-12 | 2001-10-10 | Cationic imidazole azo dyes |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US6762287B2 (es) |
| EP (2) | EP1324741B1 (es) |
| JP (2) | JP2004511609A (es) |
| KR (2) | KR100843113B1 (es) |
| AT (1) | ATE337049T1 (es) |
| AU (2) | AU2002215016A1 (es) |
| BR (2) | BR0114585A (es) |
| DE (1) | DE60122545T2 (es) |
| ES (1) | ES2269481T3 (es) |
| MX (2) | MX239064B (es) |
| TW (1) | TWI280147B (es) |
| WO (2) | WO2002031056A1 (es) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2002215016A1 (en) * | 2000-10-12 | 2002-04-22 | Ciba Specialty Chemicals Holding Inc. | Method of dyeing keratin-containing fibres |
| FR2825624B1 (fr) * | 2001-06-12 | 2005-06-03 | Oreal | Composition de teinture des fibres keratiniques humaines avec des colorants directs et des composes dicationiques |
| FR2825625B1 (fr) * | 2001-06-12 | 2005-06-17 | Oreal | Utilisation de composes dicationiques en teinture des fibres keratiniques humaines et compositions les contenant |
| EP1404762B1 (en) * | 2001-07-11 | 2009-11-25 | Basf Se | A method of coloring hair using cationic dyes |
| BR0212987A (pt) * | 2001-09-24 | 2004-08-17 | Ciba Sc Holding Ag | Corantes reativos catiÈnicos |
| ES2291359T3 (es) * | 2001-10-10 | 2008-03-01 | Ciba Specialty Chemicals Holding Inc. | Metodo para la tintura de fibras que contienen queratina. |
| WO2003032939A1 (en) * | 2001-10-15 | 2003-04-24 | Ciba Specialty Chemicals Holding Inc. | Method of colouring keratin-containing fibres using diazonium salts |
| KR100947753B1 (ko) * | 2002-02-28 | 2010-03-18 | 시바 홀딩 인크 | 양이온성 아조 화합물의 제조방법 |
| JP4512089B2 (ja) * | 2003-02-25 | 2010-07-28 | チバ 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 |
| DE602004025096D1 (de) | 2003-03-18 | 2010-03-04 | Basf Se | Kationische dimere farbstoffe |
| ES2377063T3 (es) * | 2003-06-11 | 2012-03-22 | Basf Se | Formulaciones de agentes de blanqueamiento fluorescentes estables durante su almacenamiento |
| FR2855967B1 (fr) * | 2003-06-16 | 2005-09-02 | Oreal | Composition tinctoriale eclaircissante comprenant au moins un colorant direct cationique a chromophores mixtes |
| US7201779B2 (en) | 2003-06-16 | 2007-04-10 | L'oreal S.A. | Dye composition comprising at least one direct dye containing mixed chromophores |
| US7172633B2 (en) | 2003-06-16 | 2007-02-06 | L'ORéAL S.A. | Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores |
| US20050125913A1 (en) * | 2003-12-11 | 2005-06-16 | Saroja Narasimhan | Method and compositions for coloring hair |
| US20070124872A1 (en) * | 2003-12-19 | 2007-06-07 | Eliu Victor P | Method of coloring with capped diazotized compound and coupling component |
| GB2412661A (en) * | 2004-04-02 | 2005-10-05 | Ciba Sc Holding Ag | 1,3-Disubstituted-2-[(2-amino-5-acylamino-phenyl)azo]-imidazolium salts for dyeing keratin-containing fibres, especially hair |
| FR2872035B1 (fr) * | 2004-06-23 | 2007-11-23 | Oreal | Utilisation de composes polycationiques en teinture des fibres keratiniques |
| US7326259B2 (en) * | 2004-06-23 | 2008-02-05 | L'oreal S.A. | Use of polycationic compounds in the dyeing of keratinous fibres |
| US7247713B2 (en) | 2004-12-15 | 2007-07-24 | L'oreal, S.A. | Symmetrical diazo compounds containing 2-pyridinium groups and cationic or non-cationic linker, compositions comprising them, method of coloring, and device |
| US7396368B2 (en) | 2004-12-15 | 2008-07-08 | L'oreal S.A. | Symmetrical diazo compounds comprising 4-pyridinium groups and a cationic or non-cationic linker, compositions comprising them, method for coloring, and device |
| US7438728B2 (en) | 2004-12-15 | 2008-10-21 | L'oreal S.A. | Dissymmetrical diazo compounds comprising 2-pyridinium group and a cationic or non-cationic linker, compositions comprising them, method for coloring, and device |
| 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 |
| US7288639B2 (en) | 2004-12-15 | 2007-10-30 | L'oreal S.A. | Dyssymmetrical diazo compounds having at least one 4-pyridinium unit and a cationic or non-cationic linker, compositions comprising them, method of coloring, and device |
| WO2007025889A2 (en) | 2005-08-30 | 2007-03-08 | Ciba Specialty Chemicals Holding Inc. | Dyes containing a thiol group |
| JP5204766B2 (ja) | 2006-06-13 | 2013-06-05 | チバ ホールディング インコーポレーテッド | トリカチオン性染料 |
| WO2008009579A1 (en) * | 2006-07-18 | 2008-01-24 | Ciba Holding Inc. | Polymeric hair dyes |
| KR100851614B1 (ko) * | 2007-02-28 | 2008-08-12 | 로레알 | 줄롤리딘 유닛을 가지는 양이온성 아조 염료, 그를포함하는 염색용 조성물, 및 염색 방법 |
| ES2645629T3 (es) * | 2008-01-17 | 2017-12-07 | Basf Se | Tintes poliméricos para el cabello |
| CA2742243C (en) * | 2008-12-05 | 2016-10-11 | Unilever Plc | Colouring of keratinous fibers using a pretreatment comprising an iron salt and a colour developer comprising hydrolysable tannin |
| ES2436469T3 (es) | 2009-07-15 | 2014-01-02 | Basf Se | Colorantes capilares poliméricos |
| EP2606095B1 (en) | 2010-08-17 | 2016-10-12 | Basf Se | Disulfide or thiol polymeric hair dyes |
| GB201201536D0 (en) * | 2012-01-30 | 2012-03-14 | Sheedy Paul D | Method and apparatus for communicating messages to individuals |
| KR102244166B1 (ko) | 2013-09-02 | 2021-04-26 | 로레알 | 양이온성 스티릴 디술파이드 염료를 사용하는 케라틴 섬유 염색 방법, 및 상기 염료를 포함하는 조성물 |
| EP3271025A1 (en) | 2015-03-19 | 2018-01-24 | Noxell Corporation | Method of coloring hair with direct dye compounds |
| MX2017011877A (es) | 2015-03-19 | 2017-12-04 | Noxell Corp | Metodo para teñir el cabello con compuestos colorantes directos. |
| WO2016149430A1 (en) | 2015-03-19 | 2016-09-22 | The Procter & Gamble Company | Compositions for dyeing hair with cationic direct dyes |
| US9943472B2 (en) | 2015-03-19 | 2018-04-17 | Noxell Corporation | Acid perspiration resistant fluorescent compounds for treating hair |
| MX366547B (es) | 2015-03-19 | 2019-07-12 | Noxell Corp | Composiciones para teñir el cabello con colorantes directos cationicos. |
| US9913791B2 (en) | 2015-03-19 | 2018-03-13 | Noxell Corporation | Method for improving acid perspiration resistance of fluorescent compounds on hair |
| WO2016149493A2 (en) | 2015-03-19 | 2016-09-22 | The Procter & Gamble Company | Method for improving fastness properties of fluorescent compounds on hair |
| US9839592B2 (en) | 2015-03-19 | 2017-12-12 | Noxell Corporation | Fluorescent compounds for treating hair |
| US10034823B2 (en) | 2016-09-16 | 2018-07-31 | Noxell Corporation | Method of coloring hair with washfast blue imidazolium direct dye compounds |
| US9982138B2 (en) | 2016-09-13 | 2018-05-29 | Noxell Corporation | Hair color compositions comprising stable violet-blue to blue imidazolium dyes |
| US9918919B1 (en) | 2016-09-16 | 2018-03-20 | Noxell Corporation | Method of coloring hair with washfast yellow imidazolium direct dye compounds |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA861977A (en) * | 1971-01-26 | Miyoshi Akira | Electrical insulating means and method for making the same | |
| FR1238315A (fr) * | 1958-06-25 | 1960-08-12 | Basf Ag | Nouveaux colorants azoïques basiques cationiques et procédé pour leur production |
| US3102879A (en) * | 1958-09-30 | 1963-09-03 | Basf Ag | Production of cationic dyestuffs |
| US3173907A (en) * | 1959-11-27 | 1965-03-16 | American Cyanamid Co | Quaternized n-alkylated arylazoimidazoles |
| FR79556E (fr) * | 1960-10-28 | 1962-12-21 | Basf Ag | Nouveaux colorants azoïques basiques cationiques et procédés pour leur reproduction |
| US3649162A (en) * | 1970-07-27 | 1972-03-14 | Du Pont | Biscationic monoazo dyes for acid-modified nylon |
| DE2819197A1 (de) * | 1977-05-17 | 1978-11-30 | Sandoz Ag | Organische verbindungen, deren herstellung und verwendung |
| JPS5678842A (en) * | 1979-12-03 | 1981-06-29 | Fuji Photo Film Co Ltd | Spectral sensitizer for photoconductive material and photoconductive composition |
| TW311089B (es) * | 1993-07-05 | 1997-07-21 | Ciba Sc Holding Ag | |
| ES2181761T3 (es) * | 1994-11-03 | 2003-03-01 | Ciba Geigy Ag | Colorantes azoicos cationicos de imidazol. |
| AUPN858596A0 (en) * | 1996-03-08 | 1996-04-04 | Csl Limited | Filtration of plasma precipitates using cellulose filter aid |
| FR2757387B1 (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 |
| AU2187099A (en) * | 1998-02-10 | 1999-08-30 | Yamahatsu Sangyo Kaisha, Ltd. | A permanent wave agent composition having dyeing effect and method for dyeing hair using the same |
| FR2779055B1 (fr) * | 1998-05-28 | 2001-05-04 | Oreal | Composition de teinture directe pour fibres keratiniques avec un colorant direct cationique et un polyol et/ou un ether de polyol |
| AU2002215016A1 (en) * | 2000-10-12 | 2002-04-22 | Ciba Specialty Chemicals Holding Inc. | Method of dyeing keratin-containing fibres |
-
2001
- 2001-10-10 AU AU2002215016A patent/AU2002215016A1/en not_active Abandoned
- 2001-10-10 MX MXPA03003042 patent/MX239064B/es active IP Right Grant
- 2001-10-10 JP JP2002534430A patent/JP2004511609A/ja active Pending
- 2001-10-10 AT AT01983540T patent/ATE337049T1/de not_active IP Right Cessation
- 2001-10-10 EP EP01983540A patent/EP1324741B1/en not_active Expired - Lifetime
- 2001-10-10 JP JP2002533819A patent/JP2004510799A/ja active Pending
- 2001-10-10 EP EP01986706A patent/EP1325085A1/en not_active Withdrawn
- 2001-10-10 MX MXPA03002559A patent/MXPA03002559A/es active IP Right Grant
- 2001-10-10 US US10/398,823 patent/US6762287B2/en not_active Expired - Fee Related
- 2001-10-10 BR BR0114585-1A patent/BR0114585A/pt not_active Application Discontinuation
- 2001-10-10 ES ES01983540T patent/ES2269481T3/es not_active Expired - Lifetime
- 2001-10-10 AU AU2002215936A patent/AU2002215936A1/en not_active Abandoned
- 2001-10-10 KR KR1020037005161A patent/KR100843113B1/ko not_active IP Right Cessation
- 2001-10-10 BR BR0114586-0A patent/BR0114586A/pt not_active Application Discontinuation
- 2001-10-10 DE DE60122545T patent/DE60122545T2/de not_active Expired - Lifetime
- 2001-10-10 US US10/398,825 patent/US20030177591A1/en not_active Abandoned
- 2001-10-10 WO PCT/EP2001/011708 patent/WO2002031056A1/en active Application Filing
- 2001-10-10 WO PCT/EP2001/011706 patent/WO2002030374A1/en active IP Right Grant
- 2001-10-10 KR KR1020037005067A patent/KR100832255B1/ko not_active IP Right Cessation
- 2001-10-11 TW TW090125069A patent/TWI280147B/zh not_active IP Right Cessation
-
2005
- 2005-09-27 US US11/235,912 patent/US7189268B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2004510799A (ja) | 2004-04-08 |
| US20060026776A1 (en) | 2006-02-09 |
| MXPA03003042A (es) | 2003-07-14 |
| JP2004511609A (ja) | 2004-04-15 |
| US20030177591A1 (en) | 2003-09-25 |
| ES2269481T3 (es) | 2007-04-01 |
| EP1324741A1 (en) | 2003-07-09 |
| ATE337049T1 (de) | 2006-09-15 |
| BR0114586A (pt) | 2003-08-26 |
| DE60122545T2 (de) | 2007-10-04 |
| KR20030041163A (ko) | 2003-05-23 |
| MX239064B (es) | 2006-07-31 |
| MXPA03002559A (es) | 2003-06-30 |
| KR100843113B1 (ko) | 2008-07-02 |
| BR0114585A (pt) | 2003-08-26 |
| KR100832255B1 (ko) | 2008-05-28 |
| EP1325085A1 (en) | 2003-07-09 |
| WO2002031056A1 (en) | 2002-04-18 |
| KR20030036914A (ko) | 2003-05-09 |
| EP1324741B1 (en) | 2006-08-23 |
| TWI280147B (en) | 2007-05-01 |
| US20040049020A1 (en) | 2004-03-11 |
| DE60122545D1 (de) | 2006-10-05 |
| US6762287B2 (en) | 2004-07-13 |
| AU2002215936A1 (en) | 2002-04-22 |
| WO2002030374A1 (en) | 2002-04-18 |
| US7189268B2 (en) | 2007-03-13 |
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