4.6 Article

Enhancing the Recyclability of a Vegetable Oil-Based Epoxy Thermoset through Initiator Influence

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 8, Issue 20, Pages 7690-7700

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.0c01419

Keywords

Epoxidized linseed oil; Dynamic hardener; Recyclability; Transesterification reaction; Disulfide exchange reaction

Funding

  1. ECOXY project
  2. European Commission
  3. Bio Based Industries Joint Undertaking under the European Union's Horizon 2020 research and innovation program [744311]
  4. H2020 Societal Challenges Programme [744311] Funding Source: H2020 Societal Challenges Programme

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Bisphenol A-based epoxy thermosets involve both environmental and health risks. By reacting a vegetal oil-based epoxide with an aromatic diacid containing S-S bonds a thermoset is produced. Herein, reprocessable thermosets were synthesized, the recyclability being designed through a dual mechanism: that of disulfide metathesis and of transesterifications. To assess the feasibility of the reprocessing, a series of 10 initiators was tested to probe their effect not only on the cross-linking reaction but also on the recyclability. This study introduces for the first time the key role of the initiator on the material performance and on their reprocessing. A very good reprocessability was obtained for thermosets prepared using as initiator the imidazole. Moreover, the thermosets exhibit complete chemical recyclability in 1 N NaOH at 80 degrees C, after 3 days, without needing additional chemicals. The reprocessed materials have similar performance with the virgin ones, even after 10 cycles of reprocessing.

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