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Molecules 2015, 20(3), 4764-4779;

Cyclic Comonomers for the Synthesis of Carboxylic Acid and Amine Functionalized Poly(l-Lactic Acid)

Institute for Macromolecular Chemistry, University of Freiburg, Stefan-Meier Str. 31, Freiburg 79104, Germany
BIOSS Centre for Biological Signalling Studies, University of Freiburg, Schänzlestr. 18, Freiburg 79104, Germany
Author to whom correspondence should be addressed.
Academic Editor: Atsushi Sudo
Received: 15 January 2015 / Revised: 23 February 2015 / Accepted: 2 March 2015 / Published: 16 March 2015
(This article belongs to the Special Issue Ring-Opening Polymerization)
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Degradable aliphatic polyesters such as poly(lactic acid) are widely used in biomedical applications, however, they lack functional moieties along the polymer backbone that are amenable for functionalization reactions or could be the basis for interactions with biological systems. Here we present a straightforward route for the synthesis of functional α-ω epoxyesters as comonomers for lactide polymerization. Salient features of these highly functionalized epoxides are versatility in functionality and a short synthetic route of less than four steps. The α-ω epoxyesters presented serve as a means to introduce carboxylic acid and amine functional groups into poly(lactic acid) polymers via ring-opening copolymerization. View Full-Text
Keywords: poly(lactic acid); copolymerization; α,ω-epoxyesters; carboxylic acid; amine poly(lactic acid); copolymerization; α,ω-epoxyesters; carboxylic acid; amine

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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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Heiny, M.; Shastri, V.P. Cyclic Comonomers for the Synthesis of Carboxylic Acid and Amine Functionalized Poly(l-Lactic Acid). Molecules 2015, 20, 4764-4779.

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