Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10773/40448 |
Resumo: | Polymers based on furans have received much attention in recent years due to their renewable origin and high-performance properties; nevertheless, the important class of polyesteramides still remains overlooked. Thus, here we introduced a new series of polyesteramides based on 2,5-furandicarboxylic acid (FDCA), 5,5′-isopropylidene bis(2-furfurylamine) (DAF), and 1,6-hexanediol (HD) (PEAFs), designed to be fully biobased, chemically stable under hydrolytic and/or oxidative conditions, and to simultaneously meet fine-tuned thermal and crystallinity properties. The ensuing PEAFs were readily synthesized through bulk polycondensation, reaching very promising green metric values in terms of atom economy (ca. 90%) and low process mass intensities (ca. 1.4). They showed to be semi-crystalline, displaying a glass transition and a melting temperature of up to 28 and 136 °C, respectively, thus opening new perspectives for the preparation of high-performance polymers suitable for high chemical stability demanding applications. © 2023 American Chemical Society |
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Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical StabilityPolymers based on furans have received much attention in recent years due to their renewable origin and high-performance properties; nevertheless, the important class of polyesteramides still remains overlooked. Thus, here we introduced a new series of polyesteramides based on 2,5-furandicarboxylic acid (FDCA), 5,5′-isopropylidene bis(2-furfurylamine) (DAF), and 1,6-hexanediol (HD) (PEAFs), designed to be fully biobased, chemically stable under hydrolytic and/or oxidative conditions, and to simultaneously meet fine-tuned thermal and crystallinity properties. The ensuing PEAFs were readily synthesized through bulk polycondensation, reaching very promising green metric values in terms of atom economy (ca. 90%) and low process mass intensities (ca. 1.4). They showed to be semi-crystalline, displaying a glass transition and a melting temperature of up to 28 and 136 °C, respectively, thus opening new perspectives for the preparation of high-performance polymers suitable for high chemical stability demanding applications. © 2023 American Chemical SocietyAmerican Chemical Society2023-072023-07-01T00:00:00Z2024-12-16T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/vnd.openxmlformats-officedocument.wordprocessingml.documenthttp://hdl.handle.net/10773/40448eng2168-048510.1021/acssuschemeng.3c01301Rihab, KhairiBougarech, AbdelkaderZaidi, SamiAlthobaiti, Ibrahim O.Abid, MajdiSilvestre, Armando J. D.Sousa, Andreia F.Abid, Souhirinfo:eu-repo/semantics/embargoedAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T12:19:25Zoai:ria.ua.pt:10773/40448Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:10:30.968503Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
title |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
spellingShingle |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability Rihab, Khairi |
title_short |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
title_full |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
title_fullStr |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
title_full_unstemmed |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
title_sort |
Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability |
author |
Rihab, Khairi |
author_facet |
Rihab, Khairi Bougarech, Abdelkader Zaidi, Sami Althobaiti, Ibrahim O. Abid, Majdi Silvestre, Armando J. D. Sousa, Andreia F. Abid, Souhir |
author_role |
author |
author2 |
Bougarech, Abdelkader Zaidi, Sami Althobaiti, Ibrahim O. Abid, Majdi Silvestre, Armando J. D. Sousa, Andreia F. Abid, Souhir |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
Rihab, Khairi Bougarech, Abdelkader Zaidi, Sami Althobaiti, Ibrahim O. Abid, Majdi Silvestre, Armando J. D. Sousa, Andreia F. Abid, Souhir |
description |
Polymers based on furans have received much attention in recent years due to their renewable origin and high-performance properties; nevertheless, the important class of polyesteramides still remains overlooked. Thus, here we introduced a new series of polyesteramides based on 2,5-furandicarboxylic acid (FDCA), 5,5′-isopropylidene bis(2-furfurylamine) (DAF), and 1,6-hexanediol (HD) (PEAFs), designed to be fully biobased, chemically stable under hydrolytic and/or oxidative conditions, and to simultaneously meet fine-tuned thermal and crystallinity properties. The ensuing PEAFs were readily synthesized through bulk polycondensation, reaching very promising green metric values in terms of atom economy (ca. 90%) and low process mass intensities (ca. 1.4). They showed to be semi-crystalline, displaying a glass transition and a melting temperature of up to 28 and 136 °C, respectively, thus opening new perspectives for the preparation of high-performance polymers suitable for high chemical stability demanding applications. © 2023 American Chemical Society |
publishDate |
2023 |
dc.date.none.fl_str_mv |
2023-07 2023-07-01T00:00:00Z 2024-12-16T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10773/40448 |
url |
http://hdl.handle.net/10773/40448 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
2168-0485 10.1021/acssuschemeng.3c01301 |
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info:eu-repo/semantics/embargoedAccess |
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embargoedAccess |
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application/vnd.openxmlformats-officedocument.wordprocessingml.document |
dc.publisher.none.fl_str_mv |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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