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Cationic poly(ester-phosphoester)s: Facile synthesis and antibacterial properties

Authors

  • Weipu Zhu,

    Corresponding author
    • MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, People's Republic of China
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  • Hong Du,

    1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, People's Republic of China
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  • Ying Huang,

    1. Affiliated Stomatology Hospital, School of Medicine, Zhejiang University, Hangzhou, China
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  • Shuai Sun,

    1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, People's Republic of China
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  • Ning Xu,

    1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, People's Republic of China
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  • Huagang Ni,

    1. Department of Chemistry, Key Laboratory of Advanced Textile Materials and Manufacturing Technology of the Education Ministry, Zhejiang Sci-Tech University, Hangzhou, China
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  • Xia Cai,

    1. Affiliated Stomatology Hospital, School of Medicine, Zhejiang University, Hangzhou, China
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  • Xiaodong Li,

    1. Affiliated Stomatology Hospital, School of Medicine, Zhejiang University, Hangzhou, China
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  • Zhiquan Shen

    1. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, People's Republic of China
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Correspondence to: W. P. Zhu (E-mail: zhuwp@zju.edu.cn)

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

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