End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization

Poly(ε-caprolactone) (PCL) macromonomers comprising acrylate end-functionality were synthesized via enzymatic ring-opening polymerization (eROP) by utilizing commercially available Candida antarctica Lipase B (CALB), Novozyme-435. 2-Hydroxyethyl methacrylate (HEMA) was purposed to be the nucleophili...

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Main Authors: N. Ugur Kaya, Y. Avcibasi Guvenilir
Format: Article
Language:English
Published: Wiley 2015-01-01
Series:International Journal of Polymer Science
Online Access:http://dx.doi.org/10.1155/2015/458756
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author N. Ugur Kaya
Y. Avcibasi Guvenilir
author_facet N. Ugur Kaya
Y. Avcibasi Guvenilir
author_sort N. Ugur Kaya
collection DOAJ
description Poly(ε-caprolactone) (PCL) macromonomers comprising acrylate end-functionality were synthesized via enzymatic ring-opening polymerization (eROP) by utilizing commercially available Candida antarctica Lipase B (CALB), Novozyme-435. 2-Hydroxyethyl methacrylate (HEMA) was purposed to be the nucleophilic initiator in eROP. The side reactions generated due to the cleavage of ester bonds in HEMA and the growing polymer chains were investigated through altering polymerization period, initiator concentration, temperature, and enzyme concentration. 1H NMR evaluations showed that minimum quantities of side reactions were in lower temperatures, initiator concentration, enzyme concentration, and lower monomer conversions. Gel permeation chromatography (GPC) results revealed that lower polydispersity along with number-average molecular weight of end-functionalized PCL macromonomers was obtained depending on higher initiator/monomer ratios, lower temperature (60°C), enzyme concentration (100 mg), and/or polymerization time (2 h). Furthermore, 0.1 HEMA/ε-caprolactone (CL) ratio had higher molecular weight than 0.5 HEMA/CL ratio, while keeping a close value of methacrylate transfer, total methacrylate end-groups, and lower polyester transfer.
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issn 1687-9422
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publishDate 2015-01-01
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series International Journal of Polymer Science
spelling doaj-art-e28ed1fdf8a946ce99ae550f7e96c8592025-02-03T01:27:12ZengWileyInternational Journal of Polymer Science1687-94221687-94302015-01-01201510.1155/2015/458756458756End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening PolymerizationN. Ugur Kaya0Y. Avcibasi Guvenilir1Polymer Science & Technology Department, Graduate School of Science Engineering & Technology, Istanbul Technical University, Maslak, 34469 Istanbul, TurkeyChemical Engineering Department, Faculty of Chemical & Metallurgical Engineering, Istanbul Technical University, Maslak, 34469 Istanbul, TurkeyPoly(ε-caprolactone) (PCL) macromonomers comprising acrylate end-functionality were synthesized via enzymatic ring-opening polymerization (eROP) by utilizing commercially available Candida antarctica Lipase B (CALB), Novozyme-435. 2-Hydroxyethyl methacrylate (HEMA) was purposed to be the nucleophilic initiator in eROP. The side reactions generated due to the cleavage of ester bonds in HEMA and the growing polymer chains were investigated through altering polymerization period, initiator concentration, temperature, and enzyme concentration. 1H NMR evaluations showed that minimum quantities of side reactions were in lower temperatures, initiator concentration, enzyme concentration, and lower monomer conversions. Gel permeation chromatography (GPC) results revealed that lower polydispersity along with number-average molecular weight of end-functionalized PCL macromonomers was obtained depending on higher initiator/monomer ratios, lower temperature (60°C), enzyme concentration (100 mg), and/or polymerization time (2 h). Furthermore, 0.1 HEMA/ε-caprolactone (CL) ratio had higher molecular weight than 0.5 HEMA/CL ratio, while keeping a close value of methacrylate transfer, total methacrylate end-groups, and lower polyester transfer.http://dx.doi.org/10.1155/2015/458756
spellingShingle N. Ugur Kaya
Y. Avcibasi Guvenilir
End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
International Journal of Polymer Science
title End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
title_full End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
title_fullStr End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
title_full_unstemmed End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
title_short End-Group Evaluation of HEMA Initiated Poly(ε-caprolactone) Macromonomers via Enzymatic Ring-Opening Polymerization
title_sort end group evaluation of hema initiated poly ε caprolactone macromonomers via enzymatic ring opening polymerization
url http://dx.doi.org/10.1155/2015/458756
work_keys_str_mv AT nugurkaya endgroupevaluationofhemainitiatedpolyecaprolactonemacromonomersviaenzymaticringopeningpolymerization
AT yavcibasiguvenilir endgroupevaluationofhemainitiatedpolyecaprolactonemacromonomersviaenzymaticringopeningpolymerization