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 trans-esterification 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.
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
2023-01-01
Abstract
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 trans-esterification 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.File | Dimensione | Formato | |
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Manarin et al_FDCA-DGEBA vitrimers_ACSApplPolymMater_2023_5_828−838.pdf
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