Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions
Abstract 3‐Hydroxypropyl acrylate, 4‐hydroxybutyl acrylate, 2‐methyl‐3‐hydroxypropyl acrylate, 2‐hydroxypropyl acrylate, neopentyl glycol acrylate, glyceryl acrylate, and dihydroxyhexyl acrylate were prepared via transacylation reaction of methyl acrylate with diols and triols catalyzed by Candida a...
Published in: | Journal of Polymer Science Part A: Polymer Chemistry |
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crwiley:10.1002/pola.24041 2024-06-02T07:58:39+00:00 Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions Popescu, Dragos Hoogenboom, Richard Keul, Helmut Möller, Martin IP-project “Sustainable Microbial and Biocatalytic Production of Advanced Functional Materials” European Commission 2010 http://dx.doi.org/10.1002/pola.24041 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fpola.24041 https://onlinelibrary.wiley.com/doi/pdf/10.1002/pola.24041 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of Polymer Science Part A: Polymer Chemistry volume 48, issue 12, page 2610-2621 ISSN 0887-624X 1099-0518 journal-article 2010 crwiley https://doi.org/10.1002/pola.24041 2024-05-03T11:13:29Z Abstract 3‐Hydroxypropyl acrylate, 4‐hydroxybutyl acrylate, 2‐methyl‐3‐hydroxypropyl acrylate, 2‐hydroxypropyl acrylate, neopentyl glycol acrylate, glyceryl acrylate, and dihydroxyhexyl acrylate were prepared via transacylation reaction of methyl acrylate with diols and triols catalyzed by Candida antarctica lipase B. After removal of the enzyme by filtration and the methyl acrylate by distillation, the monomers were polymerized via free radical polymerization (FRP) with azobisisobutyronitrile as initiator and nitroxide mediated polymerization (NMP) employing Blocbuilder™ alkoxyamine initiator and SG‐1 free nitroxide resulting in hydroxy functional poly(acrylates). The NMP kinetics are discussed in detail. In addition, the polymers obtained by FRP and NMP are compared and the results are related to the amount of bisacrylates that are present in the initial monomer mixtures resulting from the transacylation reactions. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 2610–2621, 2010 Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of Polymer Science Part A: Polymer Chemistry 48 12 2610 2621 |
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Wiley Online Library |
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English |
description |
Abstract 3‐Hydroxypropyl acrylate, 4‐hydroxybutyl acrylate, 2‐methyl‐3‐hydroxypropyl acrylate, 2‐hydroxypropyl acrylate, neopentyl glycol acrylate, glyceryl acrylate, and dihydroxyhexyl acrylate were prepared via transacylation reaction of methyl acrylate with diols and triols catalyzed by Candida antarctica lipase B. After removal of the enzyme by filtration and the methyl acrylate by distillation, the monomers were polymerized via free radical polymerization (FRP) with azobisisobutyronitrile as initiator and nitroxide mediated polymerization (NMP) employing Blocbuilder™ alkoxyamine initiator and SG‐1 free nitroxide resulting in hydroxy functional poly(acrylates). The NMP kinetics are discussed in detail. In addition, the polymers obtained by FRP and NMP are compared and the results are related to the amount of bisacrylates that are present in the initial monomer mixtures resulting from the transacylation reactions. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 2610–2621, 2010 |
author2 |
IP-project “Sustainable Microbial and Biocatalytic Production of Advanced Functional Materials” European Commission |
format |
Article in Journal/Newspaper |
author |
Popescu, Dragos Hoogenboom, Richard Keul, Helmut Möller, Martin |
spellingShingle |
Popescu, Dragos Hoogenboom, Richard Keul, Helmut Möller, Martin Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
author_facet |
Popescu, Dragos Hoogenboom, Richard Keul, Helmut Möller, Martin |
author_sort |
Popescu, Dragos |
title |
Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
title_short |
Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
title_full |
Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
title_fullStr |
Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
title_full_unstemmed |
Free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
title_sort |
free radical and nitroxide mediated polymerization of hydroxy–functional acrylates prepared via lipase–catalyzed transacylation reactions |
publisher |
Wiley |
publishDate |
2010 |
url |
http://dx.doi.org/10.1002/pola.24041 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fpola.24041 https://onlinelibrary.wiley.com/doi/pdf/10.1002/pola.24041 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Journal of Polymer Science Part A: Polymer Chemistry volume 48, issue 12, page 2610-2621 ISSN 0887-624X 1099-0518 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/pola.24041 |
container_title |
Journal of Polymer Science Part A: Polymer Chemistry |
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48 |
container_issue |
12 |
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2610 |
op_container_end_page |
2621 |
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1800742076618375168 |