Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions.
Polyesters from furandicarboxylic acid derivatives, i.e., dimethyl 2,5-furandicarboxylate (2,5-DMFDCA) and 2,4-DMFDCA, show interesting properties among bio-based polymers. Another potential heteroaromatic monomer, 3,4-bis(hydroxymethyl)furan (3,4-BHMF), is often overlooked but holds promise for bio...
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Online Access: | https://doi.org/10.1021/acs.biomac.3c01433 https://pubmed.ncbi.nlm.nih.gov/38602263 |
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ftpubmed:38602263 2024-06-09T07:40:26+00:00 Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. Silvianti, Fitrilia Maniar, Dina Agostinho, Beatriz de Leeuw, Tijn C Woortman, Albert Jan Jacob van Dijken, Jur Thiyagarajan, Shanmugam Sousa, Andreia F Loos, Katja 2024 May 13 https://doi.org/10.1021/acs.biomac.3c01433 https://pubmed.ncbi.nlm.nih.gov/38602263 eng eng American Chemical Society https://doi.org/10.1021/acs.biomac.3c01433 https://pubmed.ncbi.nlm.nih.gov/38602263 Biomacromolecules ISSN:1526-4602 Volume:25 Issue:5 Journal Article Research Support, Non-U.S. Gov't 2024 ftpubmed https://doi.org/10.1021/acs.biomac.3c01433 2024-05-16T16:03:00Z Polyesters from furandicarboxylic acid derivatives, i.e., dimethyl 2,5-furandicarboxylate (2,5-DMFDCA) and 2,4-DMFDCA, show interesting properties among bio-based polymers. Another potential heteroaromatic monomer, 3,4-bis(hydroxymethyl)furan (3,4-BHMF), is often overlooked but holds promise for biopolymer synthesis. Cleaning and greening synthetic procedures, i.e., enzymatic polymerization, offer sustainable pathways. This study explores the Candida antarctica lipase B (CALB)-catalyzed copolymerization of 3,4-BHMF with furan dicarboxylate isomers and aliphatic diols. The furanic copolyesters (co-FPEs) with higher polymerization degrees are obtained using 2,4-isomer, indicating CALB's preference. Material analysis revealed semicrystalline properties in all synthesized 2,5-FDCA-based co-FPEs, with multiple melting temperatures (Tm) from 53 to 124 °C and a glass-transition temperature (Tg) of 9-10 °C. 2,4-FDCA-based co-FPEs showed multiple Tm from 43 to 61 °C and Tg of -14 to 12 °C; one of them was amorphous. In addition, all co-FPEs showed a two-step decomposition profile, indicating aliphatic and semiaromatic segments in the polymer chains. Article in Journal/Newspaper Antarc* Antarctica PubMed Central (PMC) Biomacromolecules 25 5 2792 2802 |
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PubMed Central (PMC) |
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ftpubmed |
language |
English |
description |
Polyesters from furandicarboxylic acid derivatives, i.e., dimethyl 2,5-furandicarboxylate (2,5-DMFDCA) and 2,4-DMFDCA, show interesting properties among bio-based polymers. Another potential heteroaromatic monomer, 3,4-bis(hydroxymethyl)furan (3,4-BHMF), is often overlooked but holds promise for biopolymer synthesis. Cleaning and greening synthetic procedures, i.e., enzymatic polymerization, offer sustainable pathways. This study explores the Candida antarctica lipase B (CALB)-catalyzed copolymerization of 3,4-BHMF with furan dicarboxylate isomers and aliphatic diols. The furanic copolyesters (co-FPEs) with higher polymerization degrees are obtained using 2,4-isomer, indicating CALB's preference. Material analysis revealed semicrystalline properties in all synthesized 2,5-FDCA-based co-FPEs, with multiple melting temperatures (Tm) from 53 to 124 °C and a glass-transition temperature (Tg) of 9-10 °C. 2,4-FDCA-based co-FPEs showed multiple Tm from 43 to 61 °C and Tg of -14 to 12 °C; one of them was amorphous. In addition, all co-FPEs showed a two-step decomposition profile, indicating aliphatic and semiaromatic segments in the polymer chains. |
format |
Article in Journal/Newspaper |
author |
Silvianti, Fitrilia Maniar, Dina Agostinho, Beatriz de Leeuw, Tijn C Woortman, Albert Jan Jacob van Dijken, Jur Thiyagarajan, Shanmugam Sousa, Andreia F Loos, Katja |
spellingShingle |
Silvianti, Fitrilia Maniar, Dina Agostinho, Beatriz de Leeuw, Tijn C Woortman, Albert Jan Jacob van Dijken, Jur Thiyagarajan, Shanmugam Sousa, Andreia F Loos, Katja Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
author_facet |
Silvianti, Fitrilia Maniar, Dina Agostinho, Beatriz de Leeuw, Tijn C Woortman, Albert Jan Jacob van Dijken, Jur Thiyagarajan, Shanmugam Sousa, Andreia F Loos, Katja |
author_sort |
Silvianti, Fitrilia |
title |
Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
title_short |
Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
title_full |
Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
title_fullStr |
Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
title_full_unstemmed |
Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions. |
title_sort |
enzymatic synthesis of copolyesters with the heteroaromatic diol 3,4-bis(hydroxymethyl)furan and isomeric dimethyl furandicarboxylate substitutions. |
publisher |
American Chemical Society |
publishDate |
2024 |
url |
https://doi.org/10.1021/acs.biomac.3c01433 https://pubmed.ncbi.nlm.nih.gov/38602263 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Biomacromolecules ISSN:1526-4602 Volume:25 Issue:5 |
op_relation |
https://doi.org/10.1021/acs.biomac.3c01433 https://pubmed.ncbi.nlm.nih.gov/38602263 |
op_doi |
https://doi.org/10.1021/acs.biomac.3c01433 |
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Biomacromolecules |
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25 |
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5 |
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2792 |
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2802 |
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1801383835852603392 |