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Effect of ionic liquids on the structural, thermal and in vitro degradation properties of poly(ε-caprolactone) synthesized in the presence of Candida antarctica lipase B

Piotrowska, Urszula and Sobczak, Marcin and Oledzka, Ewa and Combes, Christèle Effect of ionic liquids on the structural, thermal and in vitro degradation properties of poly(ε-caprolactone) synthesized in the presence of Candida antarctica lipase B. (2016) Journal of Applied Polymer Science, 133 (31). ISSN 0021-8995

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Official URL: http://dx.doi.org/10.1002/app.43728

Abstract

The study provides detailed information on the differences in the structural, thermal and degradation properties of poly(e-caprolactone) synthesized in two different ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate [bmim][PF6] and 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide [bmim][NTf2], regarding its further usage in the pharmaceutical field. The polymer structure confirms the presence of both linear polymer chains with end-functional hydroxyl groups allowing covalent coupling of the therapeutic agents, and cyclic macromolecules, both affecting the degree of crystallinity of polymer. The highest macrocyclic content (64%) after 7 days of polymerization at 80 8C was observed for [bmim][NTf2]. For [bmim][PF6], the macrocyclic content value was not dependent on the reaction time and remained at a similar level (10–14% at 80 8C). The results of degradation test revealed that hydrolytic degradation of ester bonds is more pronounced for PCLs synthesized in [bmim][NTf2], due to their lower degree of crystallinity compared with PCLs obtained in [bmim][PF6]. A high purity, low polydispersity index of the obtained polymers and high yield of the process (ca., 90%) indicate that ionic liquids seem to be promising solvents for the synthesis of biomedical polymers.

Item Type:Article
Additional Information:Thanks to John Wiley & Sons editor. The definitive version is available at : http://onlinelibrary.wiley.com/doi/10.1002/app.43728/epdf
HAL Id:hal-01644363
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS (FRANCE)
Université de Toulouse > Institut National Polytechnique de Toulouse - INPT (FRANCE)
Université de Toulouse > Université Toulouse III - Paul Sabatier - UPS (FRANCE)
Other partners > Kazimierz Pułaski University of Technology and Humanities in Radom (POLAND)
Other partners > Medical University of Warsaw - WUM (POLAND)
Laboratory name:
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Deposited By: Christele COMBES
Deposited On:22 Nov 2017 10:00

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