Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems
Enzymatic one-pot synthesis procedures in a one-step and two-step monomers addition were developed to obtain poly(glycerol adipate) macromers with methacrylate end-functional groups under the presence of 1 and 3 wt% of Candida antarctica lipase B (CALB). Glycerol, divinyl adipate, and vinyl methacry...
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Multidisciplinary Digital Publishing Institute
2023
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ftmdpi:oai:mdpi.com:/2073-4360/15/14/3050/ 2023-08-20T04:00:59+02:00 Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems Víctor Hevilla Águeda Sonseca Marta Fernández-García 2023-07-14 application/pdf https://doi.org/10.3390/polym15143050 EN eng Multidisciplinary Digital Publishing Institute Polymer Chemistry https://dx.doi.org/10.3390/polym15143050 https://creativecommons.org/licenses/by/4.0/ Polymers; Volume 15; Issue 14; Pages: 3050 poly(glycerol adipate) enzymatic synthesis functionalization steps UV-curing Text 2023 ftmdpi https://doi.org/10.3390/polym15143050 2023-08-01T10:52:35Z Enzymatic one-pot synthesis procedures in a one-step and two-step monomers addition were developed to obtain poly(glycerol adipate) macromers with methacrylate end-functional groups under the presence of 1 and 3 wt% of Candida antarctica lipase B (CALB). Glycerol, divinyl adipate, and vinyl methacrylate were enzymatically reacted (vinyl methacrylate was either present from the beginning in the monomers solution or slowly dropped after 6 h of reaction) in tetrahydrofuran (THF) at 40 °C over 48 h. Macromers with a methacrylate end groups fraction of ≈52% in a simple one-pot one-step procedure were obtained with molecular weights (Mn) of ≈7500–7900 g/mol. The obtained products under the one-pot one-step and two steps synthesis procedures carried out using 1 and 3 wt% of a CALB enzymatic catalyst were profusely characterized by NMR (1H and 13C), MALDI-TOF MS, and SEC. The methacrylate functional macromers obtained with the different procedures and 1 wt% of CALB were combined with an Irgacure® 369 initiator to undergo homopolymerization under UV irradiation for 10 and 30 min, in order to test their potential to obtain amorphous networks within minutes with similar properties to those typically obtained by complex acrylation/methacrylation procedures, which need multiple purification steps and harsh reagents such as acyl chlorides. To the best of our knowledge, this is the first time that it has been demonstrated that the obtention of methacrylate-functional predominantly linear macromers based on poly(glycerol adipate) is able to be UV crosslinked in a simple one-step procedure. Text Antarc* Antarctica MDPI Open Access Publishing Polymers 15 14 3050 |
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MDPI Open Access Publishing |
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English |
topic |
poly(glycerol adipate) enzymatic synthesis functionalization steps UV-curing |
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poly(glycerol adipate) enzymatic synthesis functionalization steps UV-curing Víctor Hevilla Águeda Sonseca Marta Fernández-García Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
topic_facet |
poly(glycerol adipate) enzymatic synthesis functionalization steps UV-curing |
description |
Enzymatic one-pot synthesis procedures in a one-step and two-step monomers addition were developed to obtain poly(glycerol adipate) macromers with methacrylate end-functional groups under the presence of 1 and 3 wt% of Candida antarctica lipase B (CALB). Glycerol, divinyl adipate, and vinyl methacrylate were enzymatically reacted (vinyl methacrylate was either present from the beginning in the monomers solution or slowly dropped after 6 h of reaction) in tetrahydrofuran (THF) at 40 °C over 48 h. Macromers with a methacrylate end groups fraction of ≈52% in a simple one-pot one-step procedure were obtained with molecular weights (Mn) of ≈7500–7900 g/mol. The obtained products under the one-pot one-step and two steps synthesis procedures carried out using 1 and 3 wt% of a CALB enzymatic catalyst were profusely characterized by NMR (1H and 13C), MALDI-TOF MS, and SEC. The methacrylate functional macromers obtained with the different procedures and 1 wt% of CALB were combined with an Irgacure® 369 initiator to undergo homopolymerization under UV irradiation for 10 and 30 min, in order to test their potential to obtain amorphous networks within minutes with similar properties to those typically obtained by complex acrylation/methacrylation procedures, which need multiple purification steps and harsh reagents such as acyl chlorides. To the best of our knowledge, this is the first time that it has been demonstrated that the obtention of methacrylate-functional predominantly linear macromers based on poly(glycerol adipate) is able to be UV crosslinked in a simple one-step procedure. |
format |
Text |
author |
Víctor Hevilla Águeda Sonseca Marta Fernández-García |
author_facet |
Víctor Hevilla Águeda Sonseca Marta Fernández-García |
author_sort |
Víctor Hevilla |
title |
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
title_short |
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
title_full |
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
title_fullStr |
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
title_full_unstemmed |
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems |
title_sort |
straightforward enzymatic methacrylation of poly(glycerol adipate) for potential applications as uv curing systems |
publisher |
Multidisciplinary Digital Publishing Institute |
publishDate |
2023 |
url |
https://doi.org/10.3390/polym15143050 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Polymers; Volume 15; Issue 14; Pages: 3050 |
op_relation |
Polymer Chemistry https://dx.doi.org/10.3390/polym15143050 |
op_rights |
https://creativecommons.org/licenses/by/4.0/ |
op_doi |
https://doi.org/10.3390/polym15143050 |
container_title |
Polymers |
container_volume |
15 |
container_issue |
14 |
container_start_page |
3050 |
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1774721827090726912 |