A bio-based epoxy resin derived from syringaldehyde with excellent mechanical properties, flame retardant and high glass transition temperature

Abstract

Due to increasing environmental concerns, global warming, and the decline of oil reservoirs, the use of bio-epoxy resins derived from sustainable resources is recommended. The development of bio-based epoxy resins with considerable thermal stability, mechanical strength, and appropriate intrinsic flame retardant potential is highly demanded. In this study, a new Schiff-based epoxy monomer, triglycidyl ether of syringaldehyde (SA-TAG-EP), was synthesized from renewable syringaldehyde. After the 4,4′-diaminodiphenylmethane (DDM)-based curing process, an intrinsically flame-retardant resin (SA-TAG-EP/DDM) with C, H, N, and O elements was achieved. SA-TAG-EP/DDM showed higher glass transition temperature (224.9°C) and greater mechanical strength, including a tensile strength of 66.8 MPa and an elongation at break of 3.91%, compared to petroleum-based bisphenol A epoxy thermoset. It also passed the V-0 flammability rating in the UL-94 test and exhibited a 38.5% limiting oxygen index, 48.9% char yield under N2, and a lower peak heat release rate than that of petroleum-based bisphenol A epoxy thermoset. We proposed a simple and sustainable route for the synthesis of Schiff base epoxy compounds from biomass-derived resources, which demonstrates significant mechanical properties and increased flame retardant potential.