Self-Curable Benzoxazine Functional Polybutadienes Synthesized by Click Chemistry

Abstract

Novel side-chain benzoxazine functional polybutadiene (PB-benzoxazine) was synthesized by using click chemistry strategy. First, some of double bonds were brominated with Br2 in CCl4 and subsequently converted to azido groups by using NaN3 in DMF. Propargyl benzoxazine was prepared independently by a ring-closure reaction between p-propargyloxy aniline, paraformaldehyde and phenol. Finally, azidofunctionalized polybutadiene was coupled to propargyl benzoxazine with high efficiency by click chemistry. The spectral and thermal analysis confirmed the presence of benzoxazine functionality in the resulting polymer. It is shown that PB-benzoxazine undergoes thermally activated curing in the absence of any catalyst forming polybutadiene thermoset with high char yield.