Synthesis and characterization of new self-colored thermally stable poly(amide-ether-urethane)s based on an azo dye and different diisocyanates

In this work, four series of new self-colored segmented polymeric dyes were successfully synthesized via the reaction of an azo-based diacid, different diisosyanates and polyethylene glycol with molecular mass of 400 (PEG-400), under microwave irradiation via diisocyanate route. The polymers were characterized using FT-IR, 1H NMR, UV–vis spectroscopy and flourimetery. The inherent viscosities of the poly(amide-ether-urethane)s (PAEU)s were in the range of 0.28–0.75 dL/g. Thermal properties of the PAEUs were evaluated by thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC). In terms of dye migration character, the PAEUs with a covalent molecule of dye are proven to have much lower thermal migration values (Mp%) than those of simple mixing of polymer and dyestuff. Solvent resistance and solvent migration of resulting colored copolymers were also compared with monomeric dye in different solvents. The resulting copolymers showed good viscosities, solvent and thermal migration resistance and good thermal stability.