Journal
EUROPEAN POLYMER JOURNAL
Volume 84, Issue -, Pages 435-447Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.eurpolymj.2016.08.038
Keywords
Bio-based polymeric thermosets; Ring-opening polymerization; Epoxidized soybean oil; Maleopimaric acid
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Funding
- Shanghai Rising-Star Program [16QB1401300]
- 111 Project [B08021]
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New polymeric thermosets with a high bio-based content were obtained by the ring-opening polymerization of two biomass derivatives, epoxidized soybean oil and maleopimaric acid, catalysed by 2-ethyl-4-methylimidazole. Maleopimaric acid with a rigid hydrogenated phenanthrene ring structure was successfully synthesized in a large quantity from abietic acid and maleic anhydride using p-toluene sulfonic acid as a catalyst, by adapting and optimizing an industrial strategy. The advantages of using maleopimaric acid as a curing agent for epoxidized soybean oil, compared with its petroleum-based analogues, were studied in detail. The results showed that the total heat release for the ring-opening polymerization of epoxidized soybean oil and maleopimaric acid was only 31.7 kJ/mol epoxy group. The tensile properties and glass transition temperature of the thermosets cured by maleopimaric acid were close to those of the products cured by the analogue with a cycloaliphatic ring, while the breaking elongation and storage modulus at room temperature of the former were greatly larger, exhibiting values of 61.5% and 1268 MPa, respectively. Additionally, the products cured with maleopimaric acid had the best thermal stability with a 10%-weight-loss temperature up to 349 degrees C and satisfactory chemical and water resistance. (C) 2016 Elsevier Ltd. All rights reserved.
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