4.6 Article

Sustainable Epoxy Vitrimers from Epoxidized Soybean Oil and Vanillin

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 8, Issue 39, Pages 15020-15029

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.0c05727

Keywords

epoxy vitrimer; epoxidized soybean oil; vanillin; Schiff base; mechanical properties

Funding

  1. National Natural Science Foundation of China [51703188, 51973176]
  2. Basic and Frontier Research Project of Chongqing [cstc2019jcyjjqX0023]
  3. Key laboratory of Processing and Quality Evaluation Technology of Green Plastics of China National Light Industry council (Beijing Technology and Business University) [PQETGP2020001]

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Epoxidized soybean oil ( ESO)-derived epoxy thermosets are usually limited by their poor mechanical properties and non-reprocessability. Herein, we report sustainable epoxy vitrimers synthesized facilely by curing ESO with vanillin-derived Schiff base (VSB) dynamic hardener with 1,2-dimethylimidazole as an accelerator. The phenolic hydroxyl of VSB showed high reactivity toward the epoxy group of ESO with a curing activation energy of 108.9 kJ.mol(-1). The network rigidness and cross-link density of the epoxy vitrimers are adjustable by simply changing the feed ratio of flexible ESO and rigid VSB, which enables us to tailor the mechanical properties of the vitrimers easily over a wide range from soft to tough and hard. The dynamic Schiff base bonds provide the epoxy vitrimer with excellent reprocessability, weldability, reconfigurability, and programmability, which facilitates the recycling and processing of the cured epoxy materials. With tunable mechanical properties, reprocessability, and multifunctionality, the ESO-derived epoxy vitrimers are of great potential as alternatives to traditional epoxy thermosets.

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