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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Published in:Polymers
Main Authors: Hevilla, Víctor, Sonseca, Águeda, Fernández-García, Marta
Format: Article in Journal/Newspaper
Language:unknown
Published: Multidisciplinary Digital Publishing Institute 2023
Subjects:
Online Access:http://hdl.handle.net/10261/332531
https://doi.org/10.3390/polym15143050
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spelling ftcsic:oai:digital.csic.es:10261/332531 2024-02-11T09:58:23+01:00 Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems Hevilla, Víctor Sonseca, Águeda Fernández-García, Marta 2023-07-14 http://hdl.handle.net/10261/332531 https://doi.org/10.3390/polym15143050 unknown Multidisciplinary Digital Publishing Institute doi:10.3390/polym15143050 Polymers 15 (14): 3050 (2023) http://hdl.handle.net/10261/332531 open artículo 2023 ftcsic https://doi.org/10.3390/polym15143050 2024-01-16T11:51:34Z 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 (M n ) 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 ( 1 H and 13 C), 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. Article in Journal/Newspaper Antarc* Antarctica Digital.CSIC (Spanish National Research Council) Polymers 15 14 3050
institution Open Polar
collection Digital.CSIC (Spanish National Research Council)
op_collection_id ftcsic
language unknown
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 (M n ) 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 ( 1 H and 13 C), 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 Article in Journal/Newspaper
author Hevilla, Víctor
Sonseca, Águeda
Fernández-García, Marta
spellingShingle Hevilla, Víctor
Sonseca, Águeda
Fernández-García, Marta
Straightforward Enzymatic Methacrylation of Poly(Glycerol Adipate) for Potential Applications as UV Curing Systems
author_facet Hevilla, Víctor
Sonseca, Águeda
Fernández-García, Marta
author_sort Hevilla, Víctor
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 http://hdl.handle.net/10261/332531
https://doi.org/10.3390/polym15143050
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation doi:10.3390/polym15143050
Polymers 15 (14): 3050 (2023)
http://hdl.handle.net/10261/332531
op_rights open
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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