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Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies

In this work, the feasibility of replacing petroleum-based poly(ethylene terephthalate) (PET) with fully bio-based copolyesters derived from dimethyl 2,5-thiophenedicarboxylate (DMTD), dimethyl 2,5-dimethoxyterephthalate (DMDMT), and polysaccharide-derived 1,6-hexanediol (HDO) was investigated. A sy...

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Autores principales: Djouonkep, Lesly Dasilva Wandji, Tamo, Arnaud Kamdem, Doench, Ingo, Selabi, Naomie Beolle Songwe, Ilunga, Emmanuel Monga, Lenwoue, Arnaud Regis Kamgue, Gauthier, Mario, Cheng, Zhengzai, Osorio-Madrazo, Anayancy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8746364/
https://www.ncbi.nlm.nih.gov/pubmed/35011561
http://dx.doi.org/10.3390/molecules27010325
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author Djouonkep, Lesly Dasilva Wandji
Tamo, Arnaud Kamdem
Doench, Ingo
Selabi, Naomie Beolle Songwe
Ilunga, Emmanuel Monga
Lenwoue, Arnaud Regis Kamgue
Gauthier, Mario
Cheng, Zhengzai
Osorio-Madrazo, Anayancy
author_facet Djouonkep, Lesly Dasilva Wandji
Tamo, Arnaud Kamdem
Doench, Ingo
Selabi, Naomie Beolle Songwe
Ilunga, Emmanuel Monga
Lenwoue, Arnaud Regis Kamgue
Gauthier, Mario
Cheng, Zhengzai
Osorio-Madrazo, Anayancy
author_sort Djouonkep, Lesly Dasilva Wandji
collection PubMed
description In this work, the feasibility of replacing petroleum-based poly(ethylene terephthalate) (PET) with fully bio-based copolyesters derived from dimethyl 2,5-thiophenedicarboxylate (DMTD), dimethyl 2,5-dimethoxyterephthalate (DMDMT), and polysaccharide-derived 1,6-hexanediol (HDO) was investigated. A systematic study of structure-property relationship revealed that the properties of these poly(thiophene–aromatic) copolyesters (PHS(20–90)) can be tailored by varying the ratio of diester monomers in the reaction, whereby an increase in DMTD content noticeably shortened the reaction time in the transesterification step due to its higher reactivity as compared with DMDMT. The copolyesters had weight-average molar masses (Mw) between 27,500 and 38,800 g/mol, and dispersity Đ of 2.0–2.5. The different polarity and stability of heterocyclic DMTD provided an efficient mean to tailor the crystallization ability of the copolyesters, which in turn affected the thermal and mechanical performance. The glass transition temperature (T(g)) could be tuned from 70–100 °C, while the tensile strength was in a range of 23–80 MPa. The obtained results confirmed that the co-monomers were successfully inserted into the copolyester chains. As compared with commercial poly(ethylene terephthalate), the copolyesters displayed not only enhanced susceptibility to hydrolysis, but also appreciable biodegradability by lipases, with weight losses of up to 16% by weight after 28 weeks of incubation.
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spelling pubmed-87463642022-01-11 Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies Djouonkep, Lesly Dasilva Wandji Tamo, Arnaud Kamdem Doench, Ingo Selabi, Naomie Beolle Songwe Ilunga, Emmanuel Monga Lenwoue, Arnaud Regis Kamgue Gauthier, Mario Cheng, Zhengzai Osorio-Madrazo, Anayancy Molecules Article In this work, the feasibility of replacing petroleum-based poly(ethylene terephthalate) (PET) with fully bio-based copolyesters derived from dimethyl 2,5-thiophenedicarboxylate (DMTD), dimethyl 2,5-dimethoxyterephthalate (DMDMT), and polysaccharide-derived 1,6-hexanediol (HDO) was investigated. A systematic study of structure-property relationship revealed that the properties of these poly(thiophene–aromatic) copolyesters (PHS(20–90)) can be tailored by varying the ratio of diester monomers in the reaction, whereby an increase in DMTD content noticeably shortened the reaction time in the transesterification step due to its higher reactivity as compared with DMDMT. The copolyesters had weight-average molar masses (Mw) between 27,500 and 38,800 g/mol, and dispersity Đ of 2.0–2.5. The different polarity and stability of heterocyclic DMTD provided an efficient mean to tailor the crystallization ability of the copolyesters, which in turn affected the thermal and mechanical performance. The glass transition temperature (T(g)) could be tuned from 70–100 °C, while the tensile strength was in a range of 23–80 MPa. The obtained results confirmed that the co-monomers were successfully inserted into the copolyester chains. As compared with commercial poly(ethylene terephthalate), the copolyesters displayed not only enhanced susceptibility to hydrolysis, but also appreciable biodegradability by lipases, with weight losses of up to 16% by weight after 28 weeks of incubation. MDPI 2022-01-05 /pmc/articles/PMC8746364/ /pubmed/35011561 http://dx.doi.org/10.3390/molecules27010325 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
Djouonkep, Lesly Dasilva Wandji
Tamo, Arnaud Kamdem
Doench, Ingo
Selabi, Naomie Beolle Songwe
Ilunga, Emmanuel Monga
Lenwoue, Arnaud Regis Kamgue
Gauthier, Mario
Cheng, Zhengzai
Osorio-Madrazo, Anayancy
Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title_full Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title_fullStr Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title_full_unstemmed Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title_short Synthesis of High Performance Thiophene–Aromatic Polyesters from Bio-Sourced Organic Acids and Polysaccharide-Derived Diol: Characterization and Degradability Studies
title_sort synthesis of high performance thiophene–aromatic polyesters from bio-sourced organic acids and polysaccharide-derived diol: characterization and degradability studies
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8746364/
https://www.ncbi.nlm.nih.gov/pubmed/35011561
http://dx.doi.org/10.3390/molecules27010325
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