Water-soluble phthalocyanine sulfonyl cyanamide compounds, process for their manufacture and their use as dyestuffs

Abstract

Abstract Water-soluble phthalocyanine compounds of the formula ##STR1## and their salts, wherein Pc is the radical of the metal-free phthalocyanine or of a phthalocyanine containing metals, X means a hydrogen atom, R 1 and R 2 are a hydrogen atom each or a lower, optionally substituted alkyl group, R 1 and R 2 being identical or different from one another, or R 1 and R 2 together with nitrogen atom and an alkylene radical or another heteroatom and two lower alkylene radicals form a heterocyclic ring, a stands for an integer or fractional number of from 1 to 4, b stands for an integer or fractional number from 0 to 3 and c stands for an integer or fractional number from 0 to 3, with a, b and c being identical or different from one another, their sum, however, being from 1 to 4. The novel phthalocyanines can be prepared by reaction of phthalocyanine sulfochlorides optionally containing sulfo-groups with cyanamide or the salts thereof, optionally with another amine of the formula HNR 1 R 2 with R 1 and R 2 having the above-mentioned meaning, in an aqueous medium, an organic solvent or a mixture thereof, and in the presence of an acid-binding agent, optionally under simultaneous or subsequent partial hydrolysis of sulfochloride groups to sulfo groups. The new phthalocyanine compounds are suitable as water-soluble dyestuffs for dyeing and printing fiber materials of wool, silk, linear polyamides, leather and materials containing hydroxy groups: they may generally be applied to these materials in a neutral or acidic aqueous medium, and are subsequently, optionally after an intermediate drying, fixed under heat.

Inventors

• 👤 Hartmut Springer

Bibliographic Details