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Cationic poly(ester‐phosphoester)s: Facile synthesis and antibacterial properties
Authors:Weipu Zhu  Hong Du  Ying Huang  Shuai Sun  Ning Xu  Huagang Ni  Xia Cai  Xiaodong Li  Zhiquan Shen
Institution:1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, , Hangzhou, 310027 People's Republic of China;2. Affiliated Stomatology Hospital, School of Medicine, Zhejiang University, , Hangzhou, 310006 China;3. Department of Chemistry, Key Laboratory of Advanced Textile Materials and Manufacturing Technology of the Education Ministry, Zhejiang Sci‐Tech University, , Hangzhou, 310018 China
Abstract:Biodegradable poly(ester‐phosphoester)s bearing multiple chloroethyl groups were synthesized facilely by the ring‐opening copolymerization of 2‐(2‐chloroethoxy)‐2‐oxo‐1,3,2‐dioxaphospholane (CEP) and ε‐caprolactone (CL) in the presence of lanthanum tris(2,6‐di‐tert‐butyl‐4‐methylphenolate)s (La(DBMP)3) as single‐component catalyst under mild conditions. Then the quaternization reaction was carried out between the halide copolymers and a series of N,N‐dimethyl alkylamines to give poly(ester‐phosphoester)s containing ammonium groups with various charge density and alkyl chain length. The antibacterial properties of these cationic poly(esterphosphoester)s were evaluated by OD600 and zone of inhibition methods against gram‐negative (Escherichia coli) and gram‐positive (Staphylococcus aureus) bacteria. Cationic poly(esterphosphoester)s with long alkyl chain on the ammonium groups show excellent antibacterial activity for both gram‐negative and gram‐positive bacteria even with low charge density. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 3667–3673
Keywords:antimicrobial  biodegradable  biocompatibility  poly(ester‐phosphoester)  quaternization  ring‐opening polymerization (ROP)
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