Degradable and Comb-Like PEG-Based Copolymers by Nitroxide-Mediated Radical Ring-Opening Polymerization

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• 作者：Vianney Delplace ; Antoine Tardy ; Simon Harrisson ; Simona Mura ; Didier Gigmes ; Yohann Guillaneuf ; Julien Nicolas
• 刊名：Biomacromolecules
• 出版年：2013
• 出版时间：October 14, 2013
• 年：2013
• 卷：14
• 期：10
• 页码：3769-3779
• 全文大小：864K
• 年卷期：v.14,no.10(October 14, 2013)
• ISSN：1526-4602

文摘

Three cyclic ketene acetals, 2-methylene-1,3-dioxepane (MDO), 5,6-benzo-2-methylene-1,3-dioxepane (BMDO), and 2-methylene-4-phenyl-1,3-dioxolane (MPDL), have been copolymerized with oligo(ethylene glycol) methyl ether methacrylate and a small amount of acrylonitrile (or styrene) at 90 掳C by nitroxidemediated radical ring-opening polymerization, as a convenient way to prepare degradable PEG-based copolymers for biomedical applications. MPDL was the best candidate, enabling high monomer conversions to be reached and well-defined PEG-based copolymers with adjustable amount of ester groups in the main chain to be synthesized, leading to nearly complete hydrolytic degradation (5% KOH aqueous solution, ambient temperature). The noncytotoxicity of the obtained copolymers was shown on three different cell lines (i.e., fibroblasts, endothelial cells and macrophages), representing a promising approach for the design of degradable precursors for PEGylation and bioconjugation via the NMP technique.