Mechanical, thermal and electrical properties of polyimides containing 1, 2, 3-triazole ring prepared by click reaction

Abstract

4-Aminophenyl propargyl ether (APPE) containing alkynyl group and diazide monomers were synthesized for the click reaction. 1, 2, 3-triazole-containing diamine monomers were synthesized by the 1, 3-dipolar cycloaddition reaction in the presence of Cu (I) catalyst by click reaction which was used to prepare a novel polyimide containing 1, 2, 3-triazole ring (polytriazoleimide) by polycondensation reaction with aromatic dianhydride. The chemical structure of the monomers and polymers was confirmed by FT-IR, 1H-NMR and 13C-NMR spectral techniques. Polytriazoleimides exhibit low dielectric constant of 2.74–3.12 at 1 MHz, high thermal stability, the temperature corresponding to a 5 % weight loss from (441–473 °C) and good flame retardancy (LOI value 35.6–38.8). Glass transition temperature was observed to be between 218 and 248 °C and storage modulus between 2.61 and 3.54 GPa. These polymers are readily soluble in highly polar organic solvents. Furthermore, the incorporation of 1, 2, 3-triazole significantly improves the glass transition temperature, thermal stability and storage modulus of the polymer. Hence the click coupling is an effective approach to develop the structural and functional polyimides.