Synthesis of polyamides from active 1‐benzotriazolyl diesters and diamines under mild conditions

The effect of the solvent on the inherent viscosity of polyamides was investigated in the polycondensation of new active 1‐benzotriazolyl diesters, such as 1,1′‐(adipolydioxy)bisbenzotriazole and 1,1′‐(isophthaloyldioxy)bisbenzotriazole, with diamines. The preferred polymerization media were polar aprotic solvents, including N‐methyl‐2‐pyrrolidone and hexamethylphosphoramide. The solution polycondensation at room temperature afforded a series of polyamides having inherent viscosities as high as 1.8 from both aliphatic and aromatic diamines. The 1‐benzotriazolyl diesters were more reactive than di(2,4‐dinitrophenyl) isophthalate toward diamines. Prior to polymer synthesis, the aminolysis of some active monoesters was carried out as a model compound study.