Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers

Epoxy resins are widely used in the composite industry due to their dimensional stability, chemical resistance, and thermo-mechanical properties. However, these thermoset resins have important drawbacks. (i) The vast majority of epoxy matrices are based on non-renewable fossil-derived materials, and...

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Autores: Genua, Aratz, Montes, Sarah, Azcune, Itxaso, Rekondo, Alaitz, Malburet, Samuel, Daydé-Cazals, Bénédicte, Graillot, Alain
Tipo de recurso: artículo
Fecha de publicación:2020
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/48463
Acceso en línea:http://hdl.handle.net/10810/48463
Access Level:acceso abierto
Palabra clave:biobased epoxy
vitrimers
recyclable thermosets
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spelling Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine VitrimersGenua, AratzMontes, SarahAzcune, ItxasoRekondo, AlaitzMalburet, SamuelDaydé-Cazals, BénédicteGraillot, Alainbiobased epoxyvitrimersrecyclable thermosetsEpoxy resins are widely used in the composite industry due to their dimensional stability, chemical resistance, and thermo-mechanical properties. However, these thermoset resins have important drawbacks. (i) The vast majority of epoxy matrices are based on non-renewable fossil-derived materials, and (ii) the highly cross-linked molecular architecture hinders their reprocessing, repairing, and recycling. In this paper, those two aspects are addressed by combining novel biobased epoxy monomers derived from renewable resources and dynamic crosslinks. Vanillin (lignin) and phloroglucinol (sugar bioconversion) precursors have been used to develop bi- and tri-functional epoxy monomers, diglycidyl ether of vanillyl alcohol (DGEVA) and phloroglucinol triepoxy (PHTE) respectively. Additionally, reversible covalent bonds have been incorporated in the network by using an aromatic disulfide-based diamine hardener. Four epoxy matrices with di erent ratios of epoxy monomers (DGEVA/PHTE wt%: 100/0, 60/40, 40/60, and 0/100) were developed and fully characterized in terms of thermal and mechanical properties. We demonstrate that their performances are comparable to those of commonly used fossil fuel-based epoxy thermosets with additional advanced reprocessing functionalities.This project has received funding from the Bio Based Industries Joint Undertaking under the European Union’s Horizon 2020 research and innovation program under grant agreement No 744311MDPIEuropean Commission202020202020info:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10810/48463reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoInglés744311https://www.mdpi.com/2073-4360/12/11/2645info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/3.0/es/2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open Access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).Atribución-NoComercial-SinDerivadas 3.0 Españaoai:addi.ehu.eus:10810/484632026-06-18T09:23:17Z
dc.title.none.fl_str_mv Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
title Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
spellingShingle Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
Genua, Aratz
biobased epoxy
vitrimers
recyclable thermosets
title_short Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
title_full Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
title_fullStr Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
title_full_unstemmed Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
title_sort Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers
dc.creator.none.fl_str_mv Genua, Aratz
Montes, Sarah
Azcune, Itxaso
Rekondo, Alaitz
Malburet, Samuel
Daydé-Cazals, Bénédicte
Graillot, Alain
author Genua, Aratz
author_facet Genua, Aratz
Montes, Sarah
Azcune, Itxaso
Rekondo, Alaitz
Malburet, Samuel
Daydé-Cazals, Bénédicte
Graillot, Alain
author_role author
author2 Montes, Sarah
Azcune, Itxaso
Rekondo, Alaitz
Malburet, Samuel
Daydé-Cazals, Bénédicte
Graillot, Alain
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv European Commission
dc.subject.none.fl_str_mv biobased epoxy
vitrimers
recyclable thermosets
topic biobased epoxy
vitrimers
recyclable thermosets
description Epoxy resins are widely used in the composite industry due to their dimensional stability, chemical resistance, and thermo-mechanical properties. However, these thermoset resins have important drawbacks. (i) The vast majority of epoxy matrices are based on non-renewable fossil-derived materials, and (ii) the highly cross-linked molecular architecture hinders their reprocessing, repairing, and recycling. In this paper, those two aspects are addressed by combining novel biobased epoxy monomers derived from renewable resources and dynamic crosslinks. Vanillin (lignin) and phloroglucinol (sugar bioconversion) precursors have been used to develop bi- and tri-functional epoxy monomers, diglycidyl ether of vanillyl alcohol (DGEVA) and phloroglucinol triepoxy (PHTE) respectively. Additionally, reversible covalent bonds have been incorporated in the network by using an aromatic disulfide-based diamine hardener. Four epoxy matrices with di erent ratios of epoxy monomers (DGEVA/PHTE wt%: 100/0, 60/40, 40/60, and 0/100) were developed and fully characterized in terms of thermal and mechanical properties. We demonstrate that their performances are comparable to those of commonly used fossil fuel-based epoxy thermosets with additional advanced reprocessing functionalities.
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/48463
url http://hdl.handle.net/10810/48463
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv 744311
https://www.mdpi.com/2073-4360/12/11/2645
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
Atribución-NoComercial-SinDerivadas 3.0 España
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-nd/3.0/es/
Atribución-NoComercial-SinDerivadas 3.0 España
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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