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Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer
The continuous search for novel biobased polymers with high-performance properties has highlighted the role of monofuranic-based polyesters as some of the most promising for future plastic industry but has neglected the huge potential for the polymers’ innovation, relatively low cost, and synthesis...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10222078/ https://www.ncbi.nlm.nih.gov/pubmed/37241868 http://dx.doi.org/10.3390/molecules28104124 |
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author | Zaidi, Sami Bougarech, Abdelkader Abid, Majdi Abid, Souhir Silvestre, Armando J. D. Sousa, Andreia F. |
author_facet | Zaidi, Sami Bougarech, Abdelkader Abid, Majdi Abid, Souhir Silvestre, Armando J. D. Sousa, Andreia F. |
author_sort | Zaidi, Sami |
collection | PubMed |
description | The continuous search for novel biobased polymers with high-performance properties has highlighted the role of monofuranic-based polyesters as some of the most promising for future plastic industry but has neglected the huge potential for the polymers’ innovation, relatively low cost, and synthesis easiness of 5,5′-isopropylidene bis-(ethyl 2-furoate) (DEbF), obtained from the platform chemical, worldwide-produced furfural. In this vein, poly(1,12-dodecylene 5,5′-isopropylidene -bis(ethyl 2-furoate)) (PDDbF) was introduced, for the first time, as a biobased bisfuranic long-chain aliphatic polyester with an extreme flexibility function, competing with fossil-based polyethylene. This new polyester in-depth characterization confirmed its expected structure (FTIR, (1)H, and (13)C NMR) and relevant thermal features (DSC, TGA, and DMTA), notably, an essentially amorphous character with a glass transition temperature of −6 °C and main maximum decomposition temperature of 340 °C. Furthermore, PDDbF displayed an elongation at break as high as 732%, around five times higher than that of the 2,5-furandicarboxylic acid counterpart, stressing the unique features of the bisfuranic class of polymers compared to monofuranic ones. The enhanced ductility combined with the relevant thermal properties makes PDDbF a highly promising material for flexible packaging. |
format | Online Article Text |
id | pubmed-10222078 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-102220782023-05-28 Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer Zaidi, Sami Bougarech, Abdelkader Abid, Majdi Abid, Souhir Silvestre, Armando J. D. Sousa, Andreia F. Molecules Article The continuous search for novel biobased polymers with high-performance properties has highlighted the role of monofuranic-based polyesters as some of the most promising for future plastic industry but has neglected the huge potential for the polymers’ innovation, relatively low cost, and synthesis easiness of 5,5′-isopropylidene bis-(ethyl 2-furoate) (DEbF), obtained from the platform chemical, worldwide-produced furfural. In this vein, poly(1,12-dodecylene 5,5′-isopropylidene -bis(ethyl 2-furoate)) (PDDbF) was introduced, for the first time, as a biobased bisfuranic long-chain aliphatic polyester with an extreme flexibility function, competing with fossil-based polyethylene. This new polyester in-depth characterization confirmed its expected structure (FTIR, (1)H, and (13)C NMR) and relevant thermal features (DSC, TGA, and DMTA), notably, an essentially amorphous character with a glass transition temperature of −6 °C and main maximum decomposition temperature of 340 °C. Furthermore, PDDbF displayed an elongation at break as high as 732%, around five times higher than that of the 2,5-furandicarboxylic acid counterpart, stressing the unique features of the bisfuranic class of polymers compared to monofuranic ones. The enhanced ductility combined with the relevant thermal properties makes PDDbF a highly promising material for flexible packaging. MDPI 2023-05-16 /pmc/articles/PMC10222078/ /pubmed/37241868 http://dx.doi.org/10.3390/molecules28104124 Text en © 2023 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 Zaidi, Sami Bougarech, Abdelkader Abid, Majdi Abid, Souhir Silvestre, Armando J. D. Sousa, Andreia F. Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title | Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title_full | Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title_fullStr | Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title_full_unstemmed | Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title_short | Highly Flexible Poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer |
title_sort | highly flexible poly(1,12-dodecylene 5,5′-isopropylidene-bis(ethyl 2-furoate)): a promising biobased polyester derived from a renewable cost-effective bisfuranic precursor and a long-chain aliphatic spacer |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10222078/ https://www.ncbi.nlm.nih.gov/pubmed/37241868 http://dx.doi.org/10.3390/molecules28104124 |
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