Rapid degradation of thermosetting ester epoxies and monomer recovery methods

Abstract

The degradation and recycling of waste epoxy resins is an urgent environmental problem, encouraging the use of degradable thermosetting epoxies. In this study, a high-performance thermosetting epoxy resin material that can be easily degraded and recycled was prepared using a low-viscosity and high-activity epoxy monomer, tetrahydrophthalic acid diglycidyl ester. Owing to the breakable ester bond in this epoxy monomer, the thermosetting three-dimensional epoxy cross-linked structure can be rapidly degraded using ethylene glycol at atmospheric pressure. After further depolymerization of the epoxy resin/glycol solution with NaOH, sodium cyclohexene-2-carboxylate was obtained. The sodium salt was acidified, epoxidized, and then re-prepared to obtain the epoxy monomer diglycidyl tetrahydrophthalate. The recycled epoxy monomer possesses the same thermal and mechanical properties as the original epoxy monomer, thus realizing the economic and environmentally friendly degradation and recycling of the thermosetting epoxy resin under mild conditions.