Patent FR-2879199-A1 (FR)
Title: New cationic dissymmetrical diazo compounds useful for dyeing of keratinous fibers
Inventor: DAVID HERVE
IPC: C07D207/325
Filed: 2004-12-15
Abstract: Cationic dissymmetrical diazo compounds (I), their resonance forms, acid addition salts an acid and/or their solvates are new. Cationic dissymmetrical diazo compounds of formula (I) (where electroneutrality of (I) is ensured by one or more anions (An)), their resonance forms, acid addition salts an acid and/or their solvates are new. R11-4C alkyl, phenyl or benzyl (all optionally substituted); R3X 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 -SO2)); 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-SO2), alkylsulfonylamino (RSO2-NR1-), alkylsulfinyl (R-SO-), alkylsulfonyl (R-SO2-), nitro, CN, halo (Cl or F), HS- or RS; R2X, 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 -SO2)), 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); W1H, halo (Br, Cl or F (preferably Cl or F)), NR5R6, OR7, -NR4-Ph-NR5R6, -NR4-Ph-OR7, -O-Ph-OR7 or -O-Ph-NR5R6; R4, R71-20C (preferably 1-16C) alkyl, 1-3C aralkyl, phenyl (all optionally substituted) or H; either R5, R61-20C (preferably 1-16C) alkyl, 1-3C aralkyl, phenyl (all optionally substituted), H or R-CO-; or NR5R6T; or R5 + R6 + C (of aromatic cycle adjacent to that to which -NR5R6 is attached) : 5-6 membered saturated heterocycle; Ph : optionally substituted phenyl; L : covalent bond, 1-40C (preferably 1-20C) alkyl (optionally substituted and optionally interrupted by 3-7 membered optimally aromatic heterocycle (optionally fused and optionally substituted), one or more heteroatoms or groups containing heteroatoms (O, N, S, CO and/or SO2)) or optionally substituted phenyl; R : 1-4C alkyl; and R1 : H or R. Provided that when e is 2, then two adjacent R2 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 R3 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. Provided that L is not azo, nitro, nitroso or peroxo. Independent claims are included for: (1) a tinctorial composition (A) comprising (I), in a medium for the dyeing of keratinous fibers, as direct dye; (2) a process of dyeing keratinous fiber comprising contacting (A) with the dry or wet fibers to obtain the desired effect; and (3) a device with several compartments, comprising a first compartment comprising (A) and a second compartment containing an oxidizing composition. [Image].