Thermal degradation of extractive-based bio-epoxy monomer and network: Kinetics and mechanism

In order to broaden the applications of bio-epoxy resins in high performance sector, an understanding of thermal behavior of these environmentally-friendly biopolymers is essential. This study investigates the thermal degradation mechanism of a bio-epoxy resin (E-epoxy) derived from bark extractives in comparison with a petroleum-based epoxy resin. The thermogravimetric analysis (TGA) results show that the activation energy of E-epoxy varied significantly with the extent of degradation indicating a multistage degradation mechanism involving a variety of compounds. According to Fourier transform infrared spectroscopy (FTIR) analysis, the dehydration and crosslinking reactions occurred at low temperatures, while the Claisen chain rearrangement and chain-scission reactions dominated at high temperatures. The pyrolysis-gas chromatography-mass spectrometry (Py-GC/MS) results show that a significant amount of methyl abieta-8,11,13-trien-18-oate, diethyl phthalate, 2,2'-isopropylidenebis(3,5-dimethylbenzofuran), and epimanool were detected in the bio-epoxy resins. The newly proposed degradation mechanism of bio-epoxy resins based on structural illustration through FTIR and Py-GC/MS can provide guidance for design of high performance bio-based epoxies. (C) 2015 Elsevier B.V. All rights reserved.