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...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-11-01
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| Series: | Polymers |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2073-4360/12/11/2645 |
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| author | Aratz Genua Sarah Montes Itxaso Azcune Alaitz Rekondo Samuel Malburet Bénédicte Daydé-Cazals Alain Graillot |
| author_facet | Aratz Genua Sarah Montes Itxaso Azcune Alaitz Rekondo Samuel Malburet Bénédicte Daydé-Cazals Alain Graillot |
| author_sort | Aratz Genua |
| collection | DOAJ |
| 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 different 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. |
| first_indexed | 2024-03-10T14:56:37Z |
| format | Article |
| id | doaj.art-1a7766990fd147b9b686447bb4f595b6 |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-10T14:56:37Z |
| publishDate | 2020-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-1a7766990fd147b9b686447bb4f595b62023-11-20T20:29:00ZengMDPI AGPolymers2073-43602020-11-011211264510.3390/polym12112645Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine VitrimersAratz Genua0Sarah Montes1Itxaso Azcune2Alaitz Rekondo3Samuel Malburet4Bénédicte Daydé-Cazals5Alain Graillot6CIDETEC, Basque Research and Technology Alliance (BRTA), Paseo Miramón, 196, 20014 Donostia-San Sebastián, SpainCIDETEC, Basque Research and Technology Alliance (BRTA), Paseo Miramón, 196, 20014 Donostia-San Sebastián, SpainCIDETEC, Basque Research and Technology Alliance (BRTA), Paseo Miramón, 196, 20014 Donostia-San Sebastián, SpainCIDETEC, Basque Research and Technology Alliance (BRTA), Paseo Miramón, 196, 20014 Donostia-San Sebastián, SpainSPECIFIC POLYMERS, Zac Via Domita, 150 Avenue des Cocardières, 34160 Castries, FranceSPECIFIC POLYMERS, Zac Via Domita, 150 Avenue des Cocardières, 34160 Castries, FranceSPECIFIC POLYMERS, Zac Via Domita, 150 Avenue des Cocardières, 34160 Castries, FranceEpoxy 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 different 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.https://www.mdpi.com/2073-4360/12/11/2645biobased epoxyvitrimersrecyclable thermosets |
| spellingShingle | Aratz Genua Sarah Montes Itxaso Azcune Alaitz Rekondo Samuel Malburet Bénédicte Daydé-Cazals Alain Graillot Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers Polymers biobased epoxy vitrimers recyclable thermosets |
| title | 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_short | Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers |
| title_sort | build to specification vanillin and phloroglucinol derived biobased epoxy amine vitrimers |
| topic | biobased epoxy vitrimers recyclable thermosets |
| url | https://www.mdpi.com/2073-4360/12/11/2645 |
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