Polyurethanes as polymerizable dyes for hydrophobic polyester fabric

Abstract

The present invention is to provide a novel benzothiazole-type polymerizable dye containing a urethane bond. A series of monomeric dyes have been prepared by diazotization of various 2-aminobenzothiiazole and coupled with Resorcinol. The polymeric dyes have been prepared by polycondensation of monomeric dyes with hexamethylene diisocyanate (HMDI), and they are characterized by molecular weight, non-aqueous conductometric titration, thermogravimetry analysis, IR, visible spectroscopy, and elemental analysis. The monomeric dyes have also been characterized by elemental analysis and IR spectra. The purity of all the dyes have been checked by thin layer chromatography, and their dyeing performance on nylon and polyester was assessed. The dyeing on polyester fiber had yellow, orange and pink shades with moderate to good light and wash fastness. Polymerizations of monomeric dyes with HMDI on dyed polyester have also been carried out. Color and dyeability of the polymeric dyes have been discussed by comparing them with their corresponding monomeric dyes. The percentage dye bath exhaustion and fixation on fiber have been found to be from good to very good. The dyeing of monomeric dyes showed very good color fastness properties, and their corresponding polymeric dyes showed excellent fastness to light, washing, perspiration, solvent resistance, and sublimation.