Bio-Based Aromatic Epoxy Monomers for Thermoset Materials

The synthesis of polymers from renewable resources is a burning issue that is actively investigated. Polyepoxide networks constitute a major class of thermosetting polymers and are extensively used as coatings, electronic materials, adhesives. Owing to their outstanding mechanical and electrical pro...

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Main Authors: Feifei Ng, Guillaume Couture, Coralie Philippe, Bernard Boutevin, Sylvain Caillol
Format: Article
Language:English
Published: MDPI AG 2017-01-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/22/1/149
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author Feifei Ng
Guillaume Couture
Coralie Philippe
Bernard Boutevin
Sylvain Caillol
author_facet Feifei Ng
Guillaume Couture
Coralie Philippe
Bernard Boutevin
Sylvain Caillol
author_sort Feifei Ng
collection DOAJ
description The synthesis of polymers from renewable resources is a burning issue that is actively investigated. Polyepoxide networks constitute a major class of thermosetting polymers and are extensively used as coatings, electronic materials, adhesives. Owing to their outstanding mechanical and electrical properties, chemical resistance, adhesion, and minimal shrinkage after curing, they are used in structural applications as well. Most of these thermosets are industrially manufactured from bisphenol A (BPA), a substance that was initially synthesized as a chemical estrogen. The awareness on BPA toxicity combined with the limited availability and volatile cost of fossil resources and the non-recyclability of thermosets implies necessary changes in the field of epoxy networks. Thus, substitution of BPA has witnessed an increasing number of studies both from the academic and industrial sides. This review proposes to give an overview of the reported aromatic multifunctional epoxide building blocks synthesized from biomass or from molecules that could be obtained from transformed biomass. After a reminder of the main glycidylation routes and mechanisms and the recent knowledge on BPA toxicity and legal issues, this review will provide a brief description of the main natural sources of aromatic molecules. The different epoxy prepolymers will then be organized from simple, mono-aromatic di-epoxy, to mono-aromatic poly-epoxy, to di-aromatic di-epoxy compounds, and finally to derivatives possessing numerous aromatic rings and epoxy groups.
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spelling doaj.art-8715487c4c874a89926a702bf809e98a2022-12-22T02:51:23ZengMDPI AGMolecules1420-30492017-01-0122114910.3390/molecules22010149molecules22010149Bio-Based Aromatic Epoxy Monomers for Thermoset MaterialsFeifei Ng0Guillaume Couture1Coralie Philippe2Bernard Boutevin3Sylvain Caillol4Institut Charles Gerhardt—UMR 5253, CNRS, Université de Montpellier, ENSCM, 8 rue de l’Ecole Normale, 34296 Montpellier, FranceInstitut Charles Gerhardt—UMR 5253, CNRS, Université de Montpellier, ENSCM, 8 rue de l’Ecole Normale, 34296 Montpellier, FranceInstitut Charles Gerhardt—UMR 5253, CNRS, Université de Montpellier, ENSCM, 8 rue de l’Ecole Normale, 34296 Montpellier, FranceInstitut Charles Gerhardt—UMR 5253, CNRS, Université de Montpellier, ENSCM, 8 rue de l’Ecole Normale, 34296 Montpellier, FranceInstitut Charles Gerhardt—UMR 5253, CNRS, Université de Montpellier, ENSCM, 8 rue de l’Ecole Normale, 34296 Montpellier, FranceThe synthesis of polymers from renewable resources is a burning issue that is actively investigated. Polyepoxide networks constitute a major class of thermosetting polymers and are extensively used as coatings, electronic materials, adhesives. Owing to their outstanding mechanical and electrical properties, chemical resistance, adhesion, and minimal shrinkage after curing, they are used in structural applications as well. Most of these thermosets are industrially manufactured from bisphenol A (BPA), a substance that was initially synthesized as a chemical estrogen. The awareness on BPA toxicity combined with the limited availability and volatile cost of fossil resources and the non-recyclability of thermosets implies necessary changes in the field of epoxy networks. Thus, substitution of BPA has witnessed an increasing number of studies both from the academic and industrial sides. This review proposes to give an overview of the reported aromatic multifunctional epoxide building blocks synthesized from biomass or from molecules that could be obtained from transformed biomass. After a reminder of the main glycidylation routes and mechanisms and the recent knowledge on BPA toxicity and legal issues, this review will provide a brief description of the main natural sources of aromatic molecules. The different epoxy prepolymers will then be organized from simple, mono-aromatic di-epoxy, to mono-aromatic poly-epoxy, to di-aromatic di-epoxy compounds, and finally to derivatives possessing numerous aromatic rings and epoxy groups.http://www.mdpi.com/1420-3049/22/1/149epoxidationaromaticepichlorohydrintanninlignincardanol
spellingShingle Feifei Ng
Guillaume Couture
Coralie Philippe
Bernard Boutevin
Sylvain Caillol
Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
Molecules
epoxidation
aromatic
epichlorohydrin
tannin
lignin
cardanol
title Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
title_full Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
title_fullStr Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
title_full_unstemmed Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
title_short Bio-Based Aromatic Epoxy Monomers for Thermoset Materials
title_sort bio based aromatic epoxy monomers for thermoset materials
topic epoxidation
aromatic
epichlorohydrin
tannin
lignin
cardanol
url http://www.mdpi.com/1420-3049/22/1/149
work_keys_str_mv AT feifeing biobasedaromaticepoxymonomersforthermosetmaterials
AT guillaumecouture biobasedaromaticepoxymonomersforthermosetmaterials
AT coraliephilippe biobasedaromaticepoxymonomersforthermosetmaterials
AT bernardboutevin biobasedaromaticepoxymonomersforthermosetmaterials
AT sylvaincaillol biobasedaromaticepoxymonomersforthermosetmaterials