New reactive azo dyes

摘要

Azo dyes of formula (Ia-If) and their salts are new: R1 = H or 1-4C alkyl; Z = 2,6-dichloro-5-cyano-4-pyrimidinyl or 4,6-dichloro-5-cyano-2-pyrimidinyl; D1 = e.g. a gp. of formula (a) or (b): R2 = H, halogen, 1-4C alkyl, 1-4C alkoxy, acetamido, benzamido or COR7; R3 = H, halogen, 1-4C alkyl, 1-4C alkoxy or COR7; A1 = 2-3C alkylene; R4 = H, SO3H, 1-4C alkyl or 2-4C hydroxyalkyl; R5 = H, 1-4C alkyl or 1-4C alkoxy; R6 = H, halogen, 1-4C alkyl, 1-4C alkoxy, 2-5C alkanoamido or ureido; R7 = OH, 1-4C alkoxy or NH2; p = 0-2; r = 1 or 2; Q1 = H, 1-4C alkyl, 5-6C cycloalkyl, Ar1, Ar1(1-4C)alkyl, COR7, 1-4C sulphoalkyl, 1-4C sulphatoalkyl or R7CO(1-4C)alkyl; Ar1 = phenyl opt. substd. by 1-3 of 1-4C alkyl, 1-4C alkoxy, halogen, COOH and SO3H; Q2 = H, CN, NO2, SO3H, COR7, 1-4C alkyl (opt. monosubstd. by OH, halogen, CN, 1-4C alkoxy, Ar2, SO3H, OSO3H, COR7 or NH2), SO2NH2, Ar2 or R10-substd. 1-pyridinio; Ar2 = phenyl substd. by R8 and R9; R8 = H, halogen, 1-4C alkyl, 1-4C alkoxy, COOH or SO3H; R9 = H, SO3H or NR1Z; R10 = H, 1-4C alkyl or 2-4C hydroxyalkyl; Q3 = H, Y1NR1Z, 1-6C alkyl, 2-4C alkenyl, 2-4C alkynyl, 5-6C cycloalkyl, Ar3, Ar3(1-4C)alkyl, Y2(1-6C)alkyl or Q4(2-4C)alkyl; Y1 = 2-6C alkylene (opt. interrupted by O or NR1), monohydroxy-substd. 3-6C alkylene, Ar4NR1Z, A2Ar4NR1Z or Ar4A2NR1Z; Ar3 = phenyl substd. by NR1Z or by 1-3 of halogen, 1-4C alkyl, 1-4C alkoxy, SO3H, COOH and NH2; Y2 = COOH, 2-5C alkoxycarbonyl, SO3H, OSO3H, OH, CN, 1-4C alkoxy, NH2, a protontable aliphatic, alicyclic, aromatic or heterocyclic amino gp. or a quat. ammonium gp.; Q4 = 4-Z-1-piperazinyl; Ar4 = phenylene opt. monosubstd. by SO3H; A2 = 1-4C alkylene; t = 2 or 3; R16 = H or SO3H; m = 0 or 1 such that m+r = 2 or 3; provided that (a) (Ia) contains 1 or 2 Z gps., and (b) the O and azo gps. in (If) are bonded to the 1,2 or 2,1 posns. of the naphthyl ring.