Preparation and properties of novel bio-based phthalonitrile resin derived from syringaldehyde
摘要
Currently, the predominant raw materials for phthalonitrile resin is petroleum-based polyphenols, which are generally harmful to human health. By utilizing green biomass materials, the syringaldehyde intermediates (SYR-I) were synthesized through nucleophilic substitution with 4-nitro-phthalonitrile. The intermediate was then reacted with 4,4′-diamino-diphenyl ether to produce the bio-based monomer (ODA-SYR). The monomer has a relatively low melting point of 149 °C and a wide processing window of 153 °C, which facilitates the processing of the resin. Thermogravimetric analysis revealed that the temperature at 5% weight loss of ODA-SYR-PN resin is 393 °C, with a char yield of 68.9% at 800 °C. Dynamic mechanical analysis showed that as the curing agent content increased from 2 to 5%, the storage modulus of the ODA-SYR-PN resin reached 3528 MPa. Due to the decomposition of the resin at 350 °C, no glass transition temperature was observed. The bending test demonstrated that the ODA-SYR-PN resin exhibited a flexural strength of 68 MPa and a flexural modulus of 3056 MPa, maintaining mechanical properties comparable to other petroleum-based phthalonitrile resins. This research presents a novel approach for the production of high-temperature-resistant phthalonitrile resin using bio-based raw materials. Utilizing bio-based raw materials helps reduce dependence on petroleum resources and alleviates their environmental and health impacts.
Graphical abstract