Synthesis, Characterization and Applications of High Fastness Reactive Dyes on Cotton Fibers

Two new series of azo reactive dyes containing labile chlorine atoms have been synthesized. The synthetic methodology involved the diazotization of 4-nitro-2-aminophenol (2) and 4-aminobenzene sulfonic acid (7), followed by azo coupling in alkaline medium with 1-amino-8-naphthol-3,6-disulphonic acid (3) and 7-amino-1-hydroxy naphthalene-3-sulfonic acid (8) respectively. The latter on condensation of key intermediates 4 and 9 with 1,3,5-trichlorotriazine afforded the cyanurated dyes (5, 10). A number of separately synthesized novel bis aromatic diamines (1a-i) were coupled with (5 and 10) at room temperature to achieve the targeted dyes 6a-h and 11a-h, respectively. Structures of newly synthesized compounds were confirmed by the spectral and elemental analysis. The dyes were applied on cotton fibers to assess their application properties, and were shown to possess high values of light fastness, wash fastness and rubbing fastness.

Ghulam Shabir, Aamer Saeed, Muhammad Arshad, Pervaiz Ali Channar