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Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems AITranslate

Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”;Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”;Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”;Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”;Department of Chemistry, Materials and Chemical Engineering “Giulio Natta”
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Publisher: ACS
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Abstract AITranslate

In this work, a series of bio-based epoxy vitrimers were developed by reacting diglycidyl ether of bisphenol A (DGEBA) and bio-based 2,5-furandicarboxylic acid (FDCA) at different molar ratios. Triazabicyclodecene was used as a transesterification catalyst to promote thermally induced exchange reactions. Differential scanning calorimetry, gel content measurements, and Fourier transform infrared spectroscopy were used to study the FDCA-DGEBA crosslinking reaction. The transesterification exchange reaction kinetics of such crosslinked systems was characterized via stress relaxation tests, evidencing an Arrhenius-type dependence of the relaxation time on temperature, and an activation energy of the dynamic rearrangement depending on the molar composition. In addition, self-healing, thermoformability, and mechanical recycling were demonstrated for the composition showing the faster topology rearrangement, namely, the FDCA/DGEBA molar ratio equal to 0.6. This work provides the first example of bio-based epoxy vitrimers incorporating FDCA, making these systems of primary importance in the field of reversible, high-performance epoxy materials for future circular economy scenarios.

KeyWords AITranslate

covalent adaptable networks vitrimers biobased epoxy DGEBA FDCA recycling repairing
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DOI:https://doi.org/10.1021/acsapm.2c01774

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Citation Information:

In this work, a series of bio-based epoxy vitrimers were developed by reacting diglycidyl ether of bisphenol A (DGEBA) and bio-based 2,5-furandicarboxylic acid (FDCA) at different molar ratios. Triazabicyclodecene was used as a transesterification catalyst to promote thermally induced exchange reactions. Differential scanning calorimetry, gel content measurements, and Fourier transform infrared spectroscopy were used to study the FDCA-DGEBA crosslinking reaction. The transesterification exchange reaction kinetics of such crosslinked systems was characterized via stress relaxation tests, evidencing an Arrhenius-type dependence of the relaxation time on temperature, and an activation energy of the dynamic rearrangement depending on the molar composition. In addition, self-healing, thermoformability, and mechanical recycling were demonstrated for the composition showing the faster topology rearrangement, namely, the FDCA/DGEBA molar ratio equal to 0.6. This work provides the first example of bio-based epoxy vitrimers incorporating FDCA, making these systems of primary importance in the field of reversible, high-performance epoxy materials for future circular economy scenarios.

quote

GB/T 7714-2015 [1] Eleonora Manarin, Federico Da Via, Benedetta Rigatelli, et al. ACS Applied Polymer Materials, 2023(5). DOI:10.1021/acsapm.2c01774.
MLA [1] Eleonora Manarin, et al., ACS Applied Polymer Materials, no. 5, 2023, https://doi.org/10.1021/acsapm.2c01774.
APA [1] Eleonora Manarin, Federico Da Via, Benedetta Rigatelli, Stefano Turri, & Gianmarco Griffini. (2023). ACS Applied Polymer Materials(5). https://doi.org/10.1021/acsapm.2c01774
IEEE [1] Eleonora Manarin, Federico Da Via, Benedetta Rigatelli, Stefano Turri, and Gianmarco Griffini, ACS Applied Polymer Materials, no. 5, 2023, doi: 10.1021/acsapm.2c01774. keywords: {covalent adaptable networks;vitrimers;biobased;epoxy;DGEBA;FDCA;recycling;repairing}