Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1784869860819337216 |
---|---|
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. |
format | Online Article Text |
id | pubmed-9841517 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT manarineleonora biobasedvitrimersfrom25furandicarboxylicacidasrepairablereusableandrecyclableepoxysystems AT daviafederico biobasedvitrimersfrom25furandicarboxylicacidasrepairablereusableandrecyclableepoxysystems AT rigatellibenedetta biobasedvitrimersfrom25furandicarboxylicacidasrepairablereusableandrecyclableepoxysystems AT turristefano biobasedvitrimersfrom25furandicarboxylicacidasrepairablereusableandrecyclableepoxysystems AT griffinigianmarco biobasedvitrimersfrom25furandicarboxylicacidasrepairablereusableandrecyclableepoxysystems |