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Molecules 2017, 22(6), 923; doi:10.3390/molecules22060923

Characterization of Aliphatic Polyesters Synthesized via Enzymatic Ring-Opening Polymerization in Ionic Liquids

1
Department of Biomaterials Chemistry, Chair of Inorganic and Analytical Chemistry, Faculty of Pharmacy with the Laboratory Medicine Division, Medical University of Warsaw, 1 Banacha Street, Warsaw 02-097, Poland
2
Department of Organic Chemistry and Biochemistry, Faculty of Materials Science and Design, Kazimierz Pulaski University of Technology and Humanities in Radom, 27 Chrobrego Street, Radom 26-600, Poland
*
Author to whom correspondence should be addressed.
Academic Editor: Roman Dembinski
Received: 24 April 2017 / Revised: 31 May 2017 / Accepted: 31 May 2017 / Published: 2 June 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

To evaluate the effects of ionic liquids (ILs) on the microstructural features of aliphatic polyesters for biomedical applications, a series of copolymers were synthesized by lipase ring opening polymerization of rac-lactide (rac-LA) and ε-caprolactone (CL). The chemical structures of resulting polymers were characterized by 1H- and 13C-NMR and the average molecular weight (Mn) and dispersity index were characterized by gel permeation chromatography. The structure of the copolymers confirms the presence of linear polymer chains with end-functional hydroxyl groups allowing covalent coupling of the therapeutic agents. Chain microstructure of copolymers indicates the presence of both random and block copolymers depending on the synthesis conditions. Moreover, it was found that CL is the most active co-monomer during copolymerization which enhances the polymerizability of rac-LA and allows to obtain higher Mn of the copolymers. The results demonstrate that ILs could be promising solvents in synthesis of aliphatic esters for biomedical applications. View Full-Text
Keywords: aliphatic polyesters; biomedical polymers; drug delivery systems; ionic liquids; lipases; polylactide; ε-caprolactone; ring-opening polymerization aliphatic polyesters; biomedical polymers; drug delivery systems; ionic liquids; lipases; polylactide; ε-caprolactone; ring-opening polymerization
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Piotrowska, U.; Sobczak, M.; Oledzka, E. Characterization of Aliphatic Polyesters Synthesized via Enzymatic Ring-Opening Polymerization in Ionic Liquids. Molecules 2017, 22, 923.

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