Conventional epoxy polymers are constructed by petro-based resources that are toxic and nonrenewable, and their permanent cross-links make them difficult to be reprocessed, reshaped, and recycled. In this study, a unique eugenol-derived epoxy (Eu-EP) is synthesized, and then vitrimeric materials are prepared by reacting Eu-EP with succinic anhydride (SA) at various ratios (1:0.5, 1:0.75, and 1:1) in the presence of zinc-containing catalysts. All vitrimers exhibit excellent shape changing, crack healing, and shape memory properties. Although vitrimers with 1:0.75 and 1:1 ratios cannot be physically reprocessed, they can be well reprocessed by the chemical method of being simply decomposed in a benign ethanol solution without loading additional catalyst. The collected decomposed polymers can form vitrimers again after exposure at 190 °C for 3 h. This work combines the concepts of vitrimer preparation, chemical recycling, and biobased polymer together, which would bring a feasible way to satisfy the demands of sustainability.

The design of high glass transition temperature (T g ) thermoset materials with considerable reparability is a challenge. In this study, a novel biobased triepoxy (TEP) is synthesized and cured with an anhydride monomer in the presence of zinc catalyst. The cured TEP exhibits a high T g (187 °C) and comparable strength and modulus to the cured bisphenol A epoxy. By adopting the vitrimer chemistry, the cross-linked polymer materials are imparted significant stress relaxation and reparability via dynamic transesterification. It is noted that the reparability is closely related to the repairing temperature, external force, catalyst content, and the magnitude of rubbery modulus of the sample. The width of the crack from the cured TEP can be efficiently repaired within 10 min. This work introduces the first high-T g biobased epoxy material with excellent reparability and provides a valuable method for the design of high-T g self-healing materials suitable for high service temperature.

In this work, lignin-based epoxy was synthesized by reacting epichlorohydrin (ECH) and partially depolymerized lignin (PDL) and then used for modification of asphalt. The Diels–Alder adduct of methyl esters of eleostearic acid and maleic anhydride (ME-MA) was synthesized and used as a biobased curing agent. The structure of PDL-epoxy was characterized by FTIR and 31P NMR. Nonisothermal curing kinetics and thermal properties of the cured epoxy resins were studied by differential scanning analysis, dynamic mechanical analysis, and thermogravimetric analysis, respectively. Curing behaviors of PDL-epoxy and a commercial epoxy DER332 were compared. Effects of epoxy content on rheological properties of the modified asphalt binder were studied using a parallel plate rheometer. Results show that the elastic behavior of asphalt binder at elevated temperatures was improved with increase in epoxy content.

This work offers a successful loop-closing strategy for increasing the sustainability and lowering the manufacturing cost of epoxy materials.

Supporting Information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.Scheme1.(a) Synthesisofm odified lignin (L-COOH)from KL and MHHPA. (b) Curing reaction of L-COOH and PEG-epoxy and illustration of transesterification reaction within the crosslinkednetwork.