Synthesis and properties of a novel highly thermal stable N-propargyl monomer containing benzoxazole ring

A novel highly thermal stable propargyl functional compound containing benzoxazole ring, N, N, N′, N′-tetra propargyl-5-amino-2-(p-aminophenyl) benzoxazole (TPAPB), was proposed and synthesized using a phase-transfer catalytic method. The cure behavior of TPAPB was investigated by non-isothermal differential scanning calorimetry analysis. The solubility and rheological properties of TPAPB, as well as its broad temperature window from 130°C to 200°C with low viscosity, offered excellent processability for TPAPB to be used as a potential monomer of thermosetting polymer resin. It was found that the glass transition temperature of cured TPAPB was 359°C, and the temperature of 5% weight loss was 418°C in argon with the char residue up to 70% at 700°C. The polymerized resin exhibited high heat resistance and thermal stability, together with its processability, making it good candidate as highly heat-resistant polymer matrix for advanced composite applications.