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

[Image: see text] 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 indu...

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Autores principales: Manarin, Eleonora, Da Via, Federico, Rigatelli, Benedetta, Turri, Stefano, Griffini, Gianmarco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9841517/
https://www.ncbi.nlm.nih.gov/pubmed/36660254
http://dx.doi.org/10.1021/acsapm.2c01774
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author Manarin, Eleonora
Da Via, Federico
Rigatelli, Benedetta
Turri, Stefano
Griffini, Gianmarco
author_facet Manarin, Eleonora
Da Via, Federico
Rigatelli, Benedetta
Turri, Stefano
Griffini, Gianmarco
author_sort Manarin, Eleonora
collection PubMed
description [Image: see text] 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.
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spelling pubmed-98415172023-01-17 Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems Manarin, Eleonora Da Via, Federico Rigatelli, Benedetta Turri, Stefano Griffini, Gianmarco ACS Appl Polym Mater [Image: see text] 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. American Chemical Society 2022-12-23 /pmc/articles/PMC9841517/ /pubmed/36660254 http://dx.doi.org/10.1021/acsapm.2c01774 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Manarin, Eleonora
Da Via, Federico
Rigatelli, Benedetta
Turri, Stefano
Griffini, Gianmarco
Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title_full Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title_fullStr Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title_full_unstemmed Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title_short Bio-Based Vitrimers from 2,5-Furandicarboxylic Acid as Repairable, Reusable, and Recyclable Epoxy Systems
title_sort bio-based vitrimers from 2,5-furandicarboxylic acid as repairable, reusable, and recyclable epoxy systems
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9841517/
https://www.ncbi.nlm.nih.gov/pubmed/36660254
http://dx.doi.org/10.1021/acsapm.2c01774
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