Study on thermal cure and heat-resistant properties of N-(3-acetylenephenyl)maleimide monomer

Abstract N -(3-acetylenephenyl)maleimide (3-APMI), was synthesized by reacting 3-aminophenylacetylene (3-APA) with maleic anhydride by the usual two-step procedure that included ring-opening addition to give maleamic acid, followed by cyclodehydration to maleimide. Structure of the monomer was confirmed by Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance ( 1 H NMR), elemental analysis (EA) and mass spectrum (MS). Thermal cure of the monomer was investigated by differential scanning calorimetry (DSC) and FTIR, then processing parameters and cure kinetics parameters were determined. The results showed that the monomer possesses excellent reactivity, whose cure peak temperature was 197.9 °C and cure reaction was almost complete after 4 h cure at 200 °C. Thermal properties of the cured monomer were determined by dynamic mechanical analysis (DMA) and the results show that glass transition temperature (represented by onset temperature of storage modulus) is high up to 460 °C. The results of thermogravimetry analysis (TGA) reveal that the cured monomer possessed excellent thermal stability, whose 10% weight loss temperature ( T 10% ) is 515.6 °C and char yield at 800 °C is 59.1%. All these characteristics make the 3-APMI monomer be an ideal candidate for matrix of thermo-resistant composites.