GB1296345A - - Google Patents

Abstract

1296345 Reactive phthalocyanine dyestuffs SANDOZ Ltd 2 Feb 1970 [10 Feb 1969] 4834/70 Heading C4P [Also in Division C2] Novel reactive phthalocyanine dyestuffs of the formula (wherein Pc is the radical of a phthalocyanine; R 1 and R 2 are each H or hydrocarbon radicals which may be substituted, or NR 1 R 2 is a heterocycle which may be substituted; R 3 and R 4 are ach H or C 1-5 alkyl which may be substituted, or together are C 2-6 alkylene separating the nitrogen atoms by at least 2 carbon atoms which may be interrupted by one or 4 more hetero atoms; R 5 is OH or optionallysubstituted amino; X is a heterocyclic radical containing at least one substituent cleavable as an anion; Z is C 2-6 alkylene separating the nitrogen atoms by at least 2 carbon atoms which may be interrupted by one or more hetero atoms; m is 1, 2 or 3; n is 1, 2 or 3; p is 1 or 2 and m+n+p is 4 or 5) are prepared by reacting one mole of Pc-(SO 2 -Cl) (m+n+p-1) with p moles of an amine of the formula (wherein Y is -NO 2 , -NHX or a non-reactive acylamino group), with (n-1) moles of an amine NHR 1 R 2 and with m moles of water, followed by reduction when Y is NO 2 or saponification when Y is acylamino and reaction of the resulting amine with p moles of a heterocyclic compound which contains at least two substituents cleavable as anions. Preferred heterocyclic compounds are polychlorotriazines, polybromotriazines, polyfluoropyrimidines, polychloropyrimidines and polybromopyrimidines. In preferred products R 1 is H or CH 3 , R 2 , R 3 and R 4 are each H, Z is -(CH 2 ) 2 -, R 5 is OH or NH 2 and X is the radical of 2,4,6-trichloropyrimidine or -triazine, 2,4,5,6-tetrachloropyrimidine, 2,4,6 - trifluoro - 5 - chloro or -bromo-pyrimidine, 2,4-dichloro-6-(amino, methylamino, #-hydroxyethylamino or 3<SP>1</SP>- or 4<SP>1</SP>-sulphophenylamino)-1,3,5-triazine; and Pc is the radical of copper phthalocyanine. In general, the phthalocyanine compounds used may be metal free or metallized.