发明名称 New cationic dissymetrical diazo compounds useful for dyeing of keratinous fibers
摘要 <p>#CMT# #/CMT# Cationic dissymmetrical diazo compounds (A), their resonance forms, acid addition salts an acid and/or their solvates are new. #CMT# : #/CMT# Cationic dissymmetrical diazo compounds (A) of formulae (I), (II) and (III) (where electroneutrality of (A) is ensured by one or more anions (An)), their resonance forms, acid addition salts an acid and/or their solvates are new. R 3X or 1-16C alkyl (optionally substituted, and optionally interrupted by one or more heteroatoms or groups containing heteroatoms (preferably O, N, S, -CO and/or -SO 2)); X : OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, RO-CO-, RCO-O-, R-CO-, amino (optionally substituted by one or two radicals 1-4C alkyl (optionally carrying OH), where the two alkyl radicals with N optionally form T), alkylcarbonylamino (RCO-NR1-), aminocarbonyl ((R1) 2N-CO), ureido (N(R1) 2-CO-NR1), aminosulfonyl ((R1) 2N-SO 2), alkylsulfonylamino (RSO 2-NR1-), alkylsulfinyl (R-SO-), alkylsulfonyl (R-SO 2-), nitro, CN, halo (Cl or F), HS- or RS; R 2X, 1-16C alkyl (optionally substituted by HS, 1-4C thioalkyl, 1-4C alkylsulfinyl or 1-4C alkylsulfonyl, and optionally interrupted by one or more heteroatoms or groups containing heteroatoms (preferably O, N, S, -CO and/or -SO 2)), substituted aryl or 1-4C arylalkyl (optionally substituted); e, m1 : 0-4; T : 5-7 membered optionally aromatic heterocycle (containing 1-3 (preferably 1-2) heteroatoms N (preferred), O or S); W 1H, halo (Br, Cl or F (preferably Cl or F)), NR 5R 6, OR 7, -NR 4-Ph-NR 5R), -NR 4-Ph-OR 7, -O-Ph-OR 7 or -O-Ph-NR 5R 6; R 4, R 71-20C (preferably 1-16C) alkyl, 1-3C aralkyl, phenyl (all optionally substituted) or H; either R 5, R 61-20C (preferably 1-16C) alkyl, 1-3C aralkyl, phenyl (all optionally substituted), H or R-CO-; or NR 5R 6T; or R 5 + R 6 + C (of aromatic cycle adjacent to that to which -NR 5R 6 is attached) : 5-6 membered saturated heterocycle; Ph : optionally substituted phenyl; L : optionally cationic bond; R : 1-4C alkyl; and R1 : H or R. Provided that when e is 2, then two adjacent R 2 together forms with carbon atom to which they are attached a 5-6 (preferably 6) membered secondary cycle (optionally substituted by 1-4C alkyl, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy or amino (optionally substituted by 1-4C alkyl (optionally carrying OH)). Provided that when m1 is 2, then two adjacent R 3 together forms with carbon atom to which they are attached a 6 membered secondary cycle (optionally substituted by OH, 1-4C alkyl, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy or amino (optionally substituted by 1-4C alkyl (optionally carrying OH)). Provided that when e and m1 are lower than 4, the carbon atoms of unsubstituted heterocycle carry a hydrogen atom. Independent claims are also included for: (1) a tinctorial composition (A1) comprising (A), in a medium for the dyeing of keratinous fibers, as direct dye; (2) a process of dyeing keratinous fiber comprising contacting (A1) with the dry or wet fibers to obtain the desired effect; and (3) a device with several compartments, comprising a first compartment comprising (A1) and a second compartment containing an oxidizing composition. #CMT#[Image]#/CMT# #CMT#[Image]#/CMT# #CMT#USE : #/CMT# (A) are useful for dyeing of keratinous fibers (claimed). #CMT#ORGANIC CHEMISTRY : #/CMT# Preparation: No general preparation given. Preferred Composition: (A1) comprises (A) at 0.001-20 (0.01-10) wt.%. (A1) further comprises an additional direct dye and/or an oxidation base optionally in association with a coupler. (A1) further comprises an oxidizing agent. Preferred Components: The additional direct dye is cationic or non-ionic dye, nitrated benzene dyes, azo dyes, azomethinic dyes, methinic dyes, tetraazapenthamethinic dyes, anthraquinonic dyes, naphtoquinonic dyes, benzoquinonic dyes, phenotiazinic indigoid dyes, xanthenic dyes, phenanthridinic dyes, phthalocyanine, triarylmethane derivatives and/or natural dyes. The oxidation base is p-phenylenediamines, bis-phenylalkylenediamines, o-aminophenols, p-aminophenols or heterocyclic bases. The coupler is m-aminophenols, m-phenylenediamines, m-diphenols, naphthols and/or heterocyclic couplers or their acid addition salts. #CMT#DEFINITIONS : #/CMT# Preferred Definitions: Either R 5, R 6H, methylcarbonyl, ethylcarbonyl, propylcarbonyl, methyl, ethyl, hydroxyethyl, 2-methoxyethyl, phenyl (optionally substituted by OH), 1-2C alkoxy or amino (optionally substituted 1-4C alkyl (optionally carrying hydroxyl)); or NR 5R 6 = piperidine 2-(2-hydroxyethylpiperidine), 4-(aminomethyl)piperidine, 4-(2-hydroxy ethyl) piperidine, 4-(dimethylamino)piperidine, piperazine, 1-methylpiperazine, 1-(2-hydroxyethyl)piperazine, 1-(2-aminoethyl)piperazine, 1-hydroxyethylethoxy piperazine, homopiperazine, 1-methyl 1,4-perhydrodiazepine, pyrrole, 1,4-dimethylpyrrole, 1-methyl-4-ethylpyrrole or 1-methyl-4 propylpyrrole; or CR 5R 6saturated 5-6 membered heterocycle; L : 1-2C alkyl (optionally substituted and optionally interrupted by one 3-7 membered optionally saturated, optionally aromatic heterocycle (optionally fused), O, N, S, -CO- and/or -SO 2-) (where L is cationic); and An : Cl, Br, Fl, I, OH, sulfate, hydrogenosulfate, 1-6C alkylsulfate (methylsulfate or ethylsulfate) or (hydrogeno)carbonates, carboxylic acid salts (formate, acetate, citrate, tartrate or oxalate), methylsulfonate, 4-toluylsulfonate or mesylate. Provided that L is not N, nitro, nitroso or peroxo. #CMT#EXAMPLE : #/CMT# A mixture 1-(6-bromo-hexyl)-4-(4-dimethylamino-phenylazo)-pyridinium bromide (0.1 g), dimethyl-[4-(pyridin-3-ylazo)-phenyl]-amine (0.045 g) and dimethyl formamide (1 ml) was reacted for 7 hours. The reaction mixture was further worked up to give 1-{6-[4-(4-diethylamino-phenylazo)-pyridinium-1-yl]-hexyl}-3-(4-dimethylamino-phenylazo)-pyridinium bromide.</p>
申请公布号 FR2879190(A1) 申请公布日期 2006.06.16
申请号 FR20040052998 申请日期 2004.12.15
申请人 L'OREAL SOCIETE ANONYME 发明人 DAVID HERVE;GREAVES ANDREW;DAUBRESSE NICOLAS
分类号 C07D401/14;A61Q5/00;C07D213/77;C07D233/61;C07D401/06;C07D401/12;C09B67/32;C09B69/06 主分类号 C07D401/14
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