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Molecules 2015, 20(2), 2816-2827; doi:10.3390/molecules20022816

Novel Zinc-Catalytic Systems for Ring-Opening Polymerization of ε-Caprolactone

1
Department of Inorganic and Analytical Chemistry, Faculty of Pharmacy, Medical University of Warsaw, ul. Banacha 1, 02-097 Warsaw, Poland
2
Chair of Chemistry, Department of Organic Chemistry, Faculty of Materials Science and Design, Kazimierz Pulaski University of Technology and Humanities in Radom, ul. Chrobrego 27, 26-600 Radom, Poland
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editor: Atsushi Sudo
Received: 17 December 2014 / Accepted: 3 January 2015 / Published: 9 February 2015
(This article belongs to the Special Issue Ring-Opening Polymerization)
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Abstract

Polycaprolactone (PCL) is a biodegradable synthetic polymer that is currently widely used in many pharmaceutical and medical applications. In this paper we describe the coordination ring-opening polymerization of ε-caprolactone in the presence of two newly synthesized catalytic systems: diethylzinc/gallic acid and diethylzinc/propyl gallate. The chemical structures of the obtained PCLs were characterized by 1H- or 13C-NMR, FTIR spectroscopy and MALDI TOF mass spectrometry. The average molecular weight of the resulting polyesters was analysed by gel permeation chromatography and a viscosity method. The effects of temperature, reaction time and type of catalytic system on the polymerization process were examined. Linear PCLs with defined average molecular weight were successfully obtained. Importantly, in some cases the presence of macrocyclic products was not observed during the polymerization process. This study provides an effective method for the synthesis of biodegradable polyesters for medical and pharmaceutical applications due to the fact that gallic acid/propyl gallate are commonly used in the pharmaceutical industry. View Full-Text
Keywords: poly(ε-caprolactone); aliphatic polyesters; biomedical polymers; ring-opening polymerization; diethylzinc poly(ε-caprolactone); aliphatic polyesters; biomedical polymers; ring-opening polymerization; diethylzinc
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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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Żółtowska, K.; Sobczak, M.; Olędzka, E. Novel Zinc-Catalytic Systems for Ring-Opening Polymerization of ε-Caprolactone. Molecules 2015, 20, 2816-2827.

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