Patent FR-2879193-A1 (FR)
Title: New cationic dissymmetrical diazo compounds useful for dyeing of keratinous fibers
Inventor: DAVID HERVE
IPC: C07D401/06
Filed: 2004-12-15
Abstract: Cationic dissymmetrical diazo compounds (A), their resonance forms, acid addition salts an acid and/or their solvates are new. Cationic dissymmetrical diazo compounds (A) of formulae (I)-(IV) (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 11-4C alkyl, phenyl or benzyl (all optionally substituted); 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. [Image] [Image] [Image] [Image].