Quaternary and basic azamethine compounds and their use as colorants

Abstract

Abstract Novel azamethine compounds of the formula (1) ##STR1## in which R is alkyl of from 1 to 4 carbon atoms optionally substituted, Alk is alkyl of from 1 to 4 carbon atoms, Y is the methine radical or a nitrogen atom, R 1 is hydrogen or alkyl of from 1 to 4 carbon atoms optionally substituted, alkylene is an alkylene group of from 2 to 6 carbon atoms, Z is a group of the formula (2a) or 2(b) ##STR2## in which R 2 is alkyl of from 1 to 4 carbon atoms optionally substituted, R 3 is alkyl of from 1 to 4 carbon atoms optionally substituted, or is phenyl unsubstituted or substituted by chlorine, alkyl of from 1 to 4 carbon atoms, alkoxy of from 1 to 4 carbon atoms, nitro, carbalkoxy of from 2 to 5 carbon atoms and/or carbamoyl, R 4 is hydrogen or alkyl of from 1 to 4 carbon atoms optionally substituted, or R 2 and R 3 together with the nitrogen atom form a heterocyclic ring containing optionally nitrogen, oxygen or sulfur as a further hetero atom, or R 2 and R 3 or R 2 , R 3 and R 4 together with the positive nitrogen form a heterocyclic ring containing optionally nitrogen, oxygen or sulfur as a further hetero atom, the benzene nucleus A is unsubstituted or substituted by halogen, nitro, cyano, sulfamoyl, alkyl of from 1 to 4 carbon atoms, alkoxy of from 1 to 4 carbon atoms and/or carbalkoxy of from 2 to 5 carbon atoms, the benzene nucleus B is unsubstituted or substituted by halogen, nitro, alkyl of from 1 to 4 carbon atoms, alkoxy of from 1 to 4 carbon atoms and/or carbalkoxy of from 2 to 5 carbon atoms, n is the integer 1 or 2, and X.sup.(-) is the equivalent of a colorless anion. These novel compounds can be prepared in usual manner analogously to known processes using the corresponding indoline and alkoxyaniline derivatives as starting compounds with optional subsequent alkylation. The novel azamethine compounds are well suitable as dyestuffs, soluble in water and in acids as well as in various organic solvents, for the dyeing of preferably acid-modified aromatic polyesters, acid-modified polyamides and acid-modified polyacrylonitrile materials, especially those in the form of fibres or in the mass by means of a spin-dyeing procedure.

Inventors

• 👤 Reinhard Mohr
• 👤 Manfred Hahnke

Bibliographic Details