Patent FR-2879200-A1 (FR)
Title: New cationic symmetrical diazo compounds useful for dyeing keratinous fibers
Inventor: DAVID HERVE
IPC: C07D213/77
Filed: 2004-12-15
Abstract: Cationic symmetrical diazo compounds, their resonance forms, addition salts with an acid and/or solvates are new. Cationic symmetrical diazo compounds of formula (I), their resonance forms, addition salts with an acid and/or solvates are new. R 2X, 1-16C alkyl (optionally substituted by one or more -SH, 1-4C thioalkyl, alkyl(1-4C)sulfinyl and alkyl(1-4C)sulfonyl), optionally interrupted by one or more heteroatoms and/or groups containing heteroatom(s) (preferably O, N, S, -CO and/or -SO 2)), optionally substituted aryl or optionally substituted 1-4C arylalkyl; X : OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, RO-CO-, RCO-O-, R-CO-, amino (optionally substituted by one or two 1-4C alkyl radicals (optionally carrying OH group(s)), where the two alkyl radicals optionally form T with N), 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, halogen (preferably Cl or F), HS- or RS; R 3X, optionally substituted 1-16C alkyl (optionally interrupted by one or more heteroatoms or groups containing heteroatom(s) (preferably O, N, S, -CO and/or -SO 2)); e, m' : 0-4; T : optionally aromatic and substituted 5-7 membered heterocycle containing 1-3 (preferably 1-2) heteroatoms N (preferred), O and/or S; W 1H, Br, Cl or F (preferably Cl or F), -NR 5R 6, OR 7, -NR 4-Ph-NR 5R 6, -NR 4-Ph-OR 7, -O-Ph-OR 7or -O-Ph-NR 5R 6; R 4, R 71-20C (preferably 1-16C) alkyl, 1-3C aralkyl, phenyl (all optionally substituted) or H; 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 6is attached) : 5-6 membered saturated heterocycle; Ph : optionally substituted phenyl; L : optionally cationic bond; R : 1-4C alkyl; R1 : H or R;and An : cosmetically acceptable anions which are responsible for the electroneutrality of (I). Provided that when e is 2, then the two adjacent R 2together form with the carbon atoms 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 m' is greater than 2, then the two adjacent R 3together form with the carbon atoms to which they are attached a 6 membered secondary cycle (optionally substituted by one or more OH, 1-4C alkyl, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, 1-4C alkylcarbonylamino or amino (optionally substituted by one or two 1-4C alkyl (optionally carrying OH)). Provided that when e and m' are below 4, the unsubstituted carbon atom(s) of the heterocycle carry a hydrogen atom. Independent claims are also included for: (1)a tinctorial composition (A) comprising at least one compound of formula (I) as direct dye, in a medium appropriate for the dyeing of keratinous fibers; (2)a process for dyeing keratinous fibers comprising contacting the dry or wet fibers with (A) for a time duration sufficient to obtain the desired effect;and (3)a device with several compartments, having a first compartment comprising (A) and a second compartment containing an oxidizing composition. [Image].