Synthesis of Pyridine Heterocyclic Low-Melting-Point Phthalonitrile Monomer and the Effects of Different Curing Agents on Resin Properties

A phthalonitrile monomer (DPTP) containing pyridine with sulfide bonds was prepared and cured into polymers using different curing agents under the same temperature-programmed process. We characterized and comprehensively evaluated the effects of different curing agents on the thermal and thermomechanical properties of phthalonitrile resin, showing that the DPTP monomer cured with naphthalene-containing curing agent exhibited the best performance among the three polymers. Differential scanning calorimetric (DSC) investigation manifested that the melting point of the DPTP monomer was 61 °C, with a processing window of about 170 °C, suggesting the presence of a wide processing range. Thermogravimetric analysis (TGA) demonstrated the outstanding heat resistance, T(5%), of 460 °C in nitrogen, at the same time demonstrating superior long-term stability compared with other commonly used polymer materials, which proves the long-term usage under high temperatures of 300 °C. Dynamic mechanical analysis (DMA) revealed that the storage modulus at 50 °C was 3315 MPa, and the glass transition temperature (T(g)) of the polymer was more than 350 °C. Therefore, DPTP resins have favorable thermal stability as well as prominent thermomechanical properties.