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In-chain functionalization through the combination of ring opening copolymerization and oxime "Click" reaction towards X-ray opaque polylactide copolymers

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Indexed by:Journal Papers

Date of Publication:2020-02-01

Journal:CHINESE CHEMICAL LETTERS

Included Journals:SCIE

Volume:31

Issue:2

Page Number:551-553

ISSN No.:1001-8417

Key Words:Polylactide; X-ray radiopacity; Iodinated polymer; Oxime "Click" reaction; In-chain functionalization

Abstract:X-ray imaging functionalization of biodegradable polyesters is a great demand and challenge in biomedical applications. In this work, a strategy of in-chain functionalization through the combination of ring opening copolymerization and oxime "Click" postfunctionalization was developed towards X-ray opaque polylactide copolymers. A functionalized cyclic carbonate was first synthesized and used as comonomer of polylactide copolymers, which were subjected to postfunctionalization of oxime "Click" reaction towards iodinated polylactide copolymers. The chemical structure and physical properties of the target products were traced and confirmed. In vitro cytotoxicity evaluation with 3T3-Swiss albino by Alamar blue demonstrated a low cytotoxicity. The X-ray radiopacity was analyzed by Micro-CT and quantified by Hounsfield Units value, which could be tailorable by the feedstock. It is a promising X-ray visible implantable biomaterial in biomedical applications. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

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