Efficient Toughening of DGEBA with a Bio-Based Protocatechuic Acid Derivative

ACS Omega. 2023 Mar 10;8(11):9962-9968. doi: 10.1021/acsomega.2c07140. eCollection 2023 Mar 21.

Abstract

In this work, a bio-based epoxy resin, protocatechuic acid diester epoxy resin, (PDEP), was synthesized using protocatechuic acid. The structure and properties of PDEP have been characterized by 1H NMR, 13C NMR, and Fourier transform infrared. After different contents of PDEP were added to diglycidyl ether of bisphenol A (DGEBA), the modified epoxy resins were cured by 4,4'-diaminodiphenylmethane (DDM). With the addition of a flexible long-chain bio-based monomer to improve toughness, the impact strength was 50 kJ·m-2 with only 5.0 wt % PDEP; compared with pure DGEBA, the impact strength was 27 kJ·m-2. Further, an increase in T g should be confirmed from the mechanical cross-linking density and rigidity group content. The single T g proved the homogeneous phase structure of the PDEP-cured resin. Morphology exhibiting the ductile fracture of the cured resin was confirmed by scanning electron microscopy. Overall, this work demonstrates the utilization of renewable protocatechuic acid as an effective modifier for epoxy resin, which reflects its potential application.