A fully bio-based epoxy vitrimer: Self-healing, triple-shape memory and reprocessing triggered by dynamic covalent bond exchange

Yang, Xinxin; Guo, Lizhen; Xu, Xu; Shang, Shibin; Liu, He

doi:10.1016/j.matdes.2019.108248

Cited by 269 publications

(218 citation statements)

References 52 publications

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“…On the basis of literature research, recently, an eugenol-derived epoxy (Eu-EP) has been reported [32,34] with reshaping, self-healing, and shape memory properties prepared by reacting Eu-EP with succinic anhydride at various ratios in presence of zinc-based catalysts. On the other hand, a metal-catalyzed ESO-based vitrimer was prepared using fumaropimaric acid as a curing agent and zinc acetylacetonate as the transesterification catalyst [35]. Besides, a biobased thermosetting vitrimer from isosorbide-derived epoxy and aromatic diamine containing disulfide bonds has been reported [36].…”

Section: Introductionmentioning

confidence: 99%

Dynamic network based on eugenol-derived epoxy as promising sustainable thermoset materials

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Ecochard

Decostanzi

et al. 2020

European Polymer Journal

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Permanently crosslinked polymer networks, such as fully cured thermosets derived from fossil-based epoxies, cannot be reuse after damage and/or recycled since they cannot be reprocessed by heating or solubilization as non-crosslinked thermoplastics. As a result, they are not really sustainable materials, generating non-renewable resources consumption, CO 2 emissions and plastic pollution. Herein we employed a strategy to tackle the lack of sustainability in conventional thermosets by the development of a promising partially biobased epoxy for numerous applications, integrating a covalent adaptable network using associative dynamic chemistry and catalyst free mechanism. This strategy is based in two sustainable approaches. First, vegetal biomass has been used as a renewable resource for the synthesis of epoxy systems from epoxidized eugenol oil. Then, the crosslinking reaction with an diamine integrating disulfide bonds to attain a thermally induced reorganizable eugenol-derived epoxy network in a dynamic way by disulfide metathesis reaction. The viscoelastic behavior characterization of eugenol-derived epoxy network displays a fast macroscopic flow with a stress relaxation time of 37 s at 230 °C, suggesting an interesting melt-reprocessability of this network at high temperatures in short times. Moreover, this strategy has a strong potential for the progress of sustainable plastic applications as yield a synthetic procedure to develop stiff thermosets (storage modulus of around 1 GPa at glassy state) with high renewable carbon contents (around 70 wt%), enhanced thermal properties (T g of around 190°C) and additional properties such as promising reshaping, repairing and recycling capability.

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Section: Introductionmentioning

confidence: 99%

Dynamic network based on eugenol-derived epoxy as promising sustainable thermoset materials

Ocando

Ecochard

Decostanzi

et al. 2020

European Polymer Journal

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“…On the contrary, adhesives with transesterification bonds will show high T v and low T g values, and so undergo glass transition before toughening. 19,[23][24][25]28,33,34 In summary, this work represents the first observation of improved adhesion behaviour at elevated temperatures as a result of adaptable aromatic disulfide bonding. An improved understanding of disulfide-based networks may permit the development of new dynamic systems and broaden the potential range of material design.…”

Section: Materials Advances Communicationmentioning

confidence: 65%

Strengthening epoxy adhesives at elevated temperatures based on dynamic disulfide bonds

et al. 2020

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“…The use of vitrimers could also compensate for the disadvantages of natural fibres; for example, nanocomposites produced by the polydimethylsiloxane-based vitrimer exhibited high water resistance and strong overall adhesion, which is not typically awarded to NFRPs [126]. Other work in this field has produced a fully bio-based epoxy vitrimer from commercial epoxy soybean oil with fumaropimaric acid, exhibiting good shape memory, self-healing and reprocessing properties [127]. A fully bio-based polyimine vitrimer derived from fructose, was found to have a lower temperature requirement for synthesis and reuse than other vitrimers [128].…”

Section: Thermoplasticsmentioning

confidence: 99%

A Life Cycle Engineering Perspective on Biocomposites as a Solution for a Sustainable Recovery

et al. 2021

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Composite materials, such as carbon fibre reinforced epoxies, provide more efficient structures than conventional materials through light-weighting, but the associated high energy demand during production can be extremely detrimental to the environment. Biocomposites are an emerging material class with the potential to reduce a product’s through-life environmental impact relative to wholly synthetic composites. As with most materials, there are challenges and opportunities with the adoption of biocomposites at the each stage of the life cycle. Life Cycle Engineering is a readily available tool enabling the qualification of a product’s performance, and environmental and financial impact, which can be incorporated in the conceptual development phase. Designers and engineers are beginning to actively include the environment in their workflow, allowing them to play a significant role in future sustainability strategies. This review will introduce Life Cycle Engineering and outline how the concept can offer support in the Design for the Environment, followed by a discussion of the advantages and disadvantages of biocomposites throughout their life cycle.

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A fully bio-based epoxy vitrimer: Self-healing, triple-shape memory and reprocessing triggered by dynamic covalent bond exchange

Cited by 269 publications

References 52 publications

Dynamic network based on eugenol-derived epoxy as promising sustainable thermoset materials

Dynamic network based on eugenol-derived epoxy as promising sustainable thermoset materials

Strengthening epoxy adhesives at elevated temperatures based on dynamic disulfide bonds

A Life Cycle Engineering Perspective on Biocomposites as a Solution for a Sustainable Recovery

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