Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters
The enzymatic synthesis of polyesters in solventless systems is an environmentally friendly and sustainable method for synthetizing bio-derived materials. Despite the greenness of the technique, in most cases only short oligoesters are obtained, with limited practical applications or requiring furth...
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ftpubmed:oai:pubmedcentral.nih.gov:7013642 2023-05-15T13:49:15+02:00 Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters Comerford, James W. Byrne, Fergal P. Weinberger, Simone Farmer, Thomas J. Guebitz, Georg M. Gardossi, Lucia Pellis, Alessandro 2020-01-13 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7013642/ http://www.ncbi.nlm.nih.gov/pubmed/31941019 https://doi.org/10.3390/ma13020368 en eng MDPI http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7013642/ http://www.ncbi.nlm.nih.gov/pubmed/31941019 http://dx.doi.org/10.3390/ma13020368 © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). CC-BY Communication Text 2020 ftpubmed https://doi.org/10.3390/ma13020368 2020-03-15T01:17:48Z The enzymatic synthesis of polyesters in solventless systems is an environmentally friendly and sustainable method for synthetizing bio-derived materials. Despite the greenness of the technique, in most cases only short oligoesters are obtained, with limited practical applications or requiring further chemical processing for their elongation. In this work, we present a catalyst-free thermal upgrade of enzymatically synthesized oligoesters. Different aliphatic and aromatic oligoesters were synthesized using immobilized Candida antarctica lipase B (iCaLB) as the catalyst (70 °C, 24 h) yielding poly(1,4-butylene adipate) (PBA, M(w) = 2200), poly(1,4-butylene isophthalate) (PBI, M(w) = 1000), poly(1,4-butylene 2,5-furandicarboxylate) (PBF, M(w) = 600), and poly(1,4-butylene 2,4-pyridinedicarboxylate) (PBP, M(w) = 1000). These polyesters were successfully thermally treated to obtain an increase in M(w) of 8.5, 2.6, 3.3, and 2.7 folds, respectively. This investigation focused on the most successful upgrade, poly(1,4-butylene adipate), then discussed the possible effect of di-ester monomers as compared to di-acids in the thermally driven polycondensation. The herein-described two-step synthesis method represents a practical and cost-effective way to synthesize higher-molecular-weight polymers without the use of toxic metal catalysts such as titanium(IV) tert-butoxide, tin(II) 2-ethylhexanoate, and in particular, antimony(IV) oxide. At the same time, the method allows for the extension of the number of reuses of the biocatalyst by preventing its exposure to extreme denaturating conditions. Text Antarc* Antarctica PubMed Central (PMC) Materials 13 2 368 |
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Communication Comerford, James W. Byrne, Fergal P. Weinberger, Simone Farmer, Thomas J. Guebitz, Georg M. Gardossi, Lucia Pellis, Alessandro Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
topic_facet |
Communication |
description |
The enzymatic synthesis of polyesters in solventless systems is an environmentally friendly and sustainable method for synthetizing bio-derived materials. Despite the greenness of the technique, in most cases only short oligoesters are obtained, with limited practical applications or requiring further chemical processing for their elongation. In this work, we present a catalyst-free thermal upgrade of enzymatically synthesized oligoesters. Different aliphatic and aromatic oligoesters were synthesized using immobilized Candida antarctica lipase B (iCaLB) as the catalyst (70 °C, 24 h) yielding poly(1,4-butylene adipate) (PBA, M(w) = 2200), poly(1,4-butylene isophthalate) (PBI, M(w) = 1000), poly(1,4-butylene 2,5-furandicarboxylate) (PBF, M(w) = 600), and poly(1,4-butylene 2,4-pyridinedicarboxylate) (PBP, M(w) = 1000). These polyesters were successfully thermally treated to obtain an increase in M(w) of 8.5, 2.6, 3.3, and 2.7 folds, respectively. This investigation focused on the most successful upgrade, poly(1,4-butylene adipate), then discussed the possible effect of di-ester monomers as compared to di-acids in the thermally driven polycondensation. The herein-described two-step synthesis method represents a practical and cost-effective way to synthesize higher-molecular-weight polymers without the use of toxic metal catalysts such as titanium(IV) tert-butoxide, tin(II) 2-ethylhexanoate, and in particular, antimony(IV) oxide. At the same time, the method allows for the extension of the number of reuses of the biocatalyst by preventing its exposure to extreme denaturating conditions. |
format |
Text |
author |
Comerford, James W. Byrne, Fergal P. Weinberger, Simone Farmer, Thomas J. Guebitz, Georg M. Gardossi, Lucia Pellis, Alessandro |
author_facet |
Comerford, James W. Byrne, Fergal P. Weinberger, Simone Farmer, Thomas J. Guebitz, Georg M. Gardossi, Lucia Pellis, Alessandro |
author_sort |
Comerford, James W. |
title |
Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
title_short |
Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
title_full |
Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
title_fullStr |
Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
title_full_unstemmed |
Thermal Upgrade of Enzymatically Synthesized Aliphatic and Aromatic Oligoesters |
title_sort |
thermal upgrade of enzymatically synthesized aliphatic and aromatic oligoesters |
publisher |
MDPI |
publishDate |
2020 |
url |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7013642/ http://www.ncbi.nlm.nih.gov/pubmed/31941019 https://doi.org/10.3390/ma13020368 |
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Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7013642/ http://www.ncbi.nlm.nih.gov/pubmed/31941019 http://dx.doi.org/10.3390/ma13020368 |
op_rights |
© 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
op_rightsnorm |
CC-BY |
op_doi |
https://doi.org/10.3390/ma13020368 |
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Materials |
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368 |
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