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Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation

Poly(2,5-furandicarboxylate)s incorporating aliphatic moieties represent a promising family of polyesters, typically entirely based on renewable resources and with tailored properties, notably degradability. This study aims to go beyond by developing poly(isosorbide 2,5-furandicarboxylate-co-dodecan...

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Autores principales: Bouyahya, Chaima, Patrício, Rafael, Paço, Ana, Lima, Mafalda S., Fonseca, Ana C., Rocha-Santos, Teresa, Majdoub, Mustapha, Silvestre, Armando J. D., Sousa, Andreia F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9502350/
https://www.ncbi.nlm.nih.gov/pubmed/36146011
http://dx.doi.org/10.3390/polym14183868
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author Bouyahya, Chaima
Patrício, Rafael
Paço, Ana
Lima, Mafalda S.
Fonseca, Ana C.
Rocha-Santos, Teresa
Majdoub, Mustapha
Silvestre, Armando J. D.
Sousa, Andreia F.
author_facet Bouyahya, Chaima
Patrício, Rafael
Paço, Ana
Lima, Mafalda S.
Fonseca, Ana C.
Rocha-Santos, Teresa
Majdoub, Mustapha
Silvestre, Armando J. D.
Sousa, Andreia F.
author_sort Bouyahya, Chaima
collection PubMed
description Poly(2,5-furandicarboxylate)s incorporating aliphatic moieties represent a promising family of polyesters, typically entirely based on renewable resources and with tailored properties, notably degradability. This study aims to go beyond by developing poly(isosorbide 2,5-furandicarboxylate-co-dodecanedioate) copolyesters derived from isosorbide (Is), 2,5-furandicarboxylic acid (FDCA), and 1,12-dodecanedioic acid (DDA), and studying their degradation under environmental conditions, often overlooked, namely seawater conditions. These novel polyesters have been characterized in-depth using ATR-FTIR, (1)H, and (13)C NMR and XRD spectroscopies and thermal analysis (TGA and DSC). They showed enhanced thermal stability (up to 330 °C), and the glass transition temperature increased with the content of FDCA from ca. 9 to 60 °C. Regarding their (bio)degradation, the enzymatic conditions lead to the highest weight loss compared to simulated seawater conditions, with values matching 27% vs. 3% weight loss after 63 days of incubation, respectively. Copolymerization of biobased FDCA, Is, and DDA represents an optimal approach for shaping the thermal/(bio)degradation behaviors of these novel polyesters.
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spelling pubmed-95023502022-09-24 Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation Bouyahya, Chaima Patrício, Rafael Paço, Ana Lima, Mafalda S. Fonseca, Ana C. Rocha-Santos, Teresa Majdoub, Mustapha Silvestre, Armando J. D. Sousa, Andreia F. Polymers (Basel) Article Poly(2,5-furandicarboxylate)s incorporating aliphatic moieties represent a promising family of polyesters, typically entirely based on renewable resources and with tailored properties, notably degradability. This study aims to go beyond by developing poly(isosorbide 2,5-furandicarboxylate-co-dodecanedioate) copolyesters derived from isosorbide (Is), 2,5-furandicarboxylic acid (FDCA), and 1,12-dodecanedioic acid (DDA), and studying their degradation under environmental conditions, often overlooked, namely seawater conditions. These novel polyesters have been characterized in-depth using ATR-FTIR, (1)H, and (13)C NMR and XRD spectroscopies and thermal analysis (TGA and DSC). They showed enhanced thermal stability (up to 330 °C), and the glass transition temperature increased with the content of FDCA from ca. 9 to 60 °C. Regarding their (bio)degradation, the enzymatic conditions lead to the highest weight loss compared to simulated seawater conditions, with values matching 27% vs. 3% weight loss after 63 days of incubation, respectively. Copolymerization of biobased FDCA, Is, and DDA represents an optimal approach for shaping the thermal/(bio)degradation behaviors of these novel polyesters. MDPI 2022-09-15 /pmc/articles/PMC9502350/ /pubmed/36146011 http://dx.doi.org/10.3390/polym14183868 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bouyahya, Chaima
Patrício, Rafael
Paço, Ana
Lima, Mafalda S.
Fonseca, Ana C.
Rocha-Santos, Teresa
Majdoub, Mustapha
Silvestre, Armando J. D.
Sousa, Andreia F.
Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title_full Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title_fullStr Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title_full_unstemmed Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title_short Isosorbide and 2,5-Furandicarboxylic Acid Based (Co)Polyesters: Synthesis, Characterization, and Environmental Degradation
title_sort isosorbide and 2,5-furandicarboxylic acid based (co)polyesters: synthesis, characterization, and environmental degradation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9502350/
https://www.ncbi.nlm.nih.gov/pubmed/36146011
http://dx.doi.org/10.3390/polym14183868
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