Disperse and cationic azo dyes from heterocyclic intermediates

A series of aminophenyl-X-azolopyridines were diazotized and coupled to N,N-diethylaniline. The resulting disperse dyes showed a great versatility towards different fibres such as polyamide polyester and cellulose acetate. The disperse dyes were transformed into cationic dyes by reaction with methyl iodide. The quaternized dyes dyed polyacrylonitrile fibres with excellent uniformity without using a retarding agent. Physical and spectroscopic parameters fastness on dyed fabrics and colour data were correlated with the structure of the dyes. Two-dimensional proton-NMR NOESY experiments were useful for the assessment of particular structures.