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Efficient synthesis of zwitterionic sulfobetaine group functional polyurethanes via “click” reaction

Authors

  • Jingjing Huang,

    1. College of Textiles, Donghua University, Shanghai 201620, China
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  • Weilin Xu

    Corresponding author
    1. College of Textiles, Donghua University, Shanghai 201620, China
    2. Key Laboratory of Green Processing and Functional Textiles of New Textile Materials, Ministry of Education, Wuhan Textile University, Wuhan 430073, China
    • College of Textiles, Donghua University, Shanghai 201620, China
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Abstract

A novel polyurethane material containing zwitterionic sulfobetaine groups has been synthesized using the copper-catalyzed 1,3-dipolar cycloaddition (azide-alkyne click chemistry). A standard two-step polyaddition method was used to produce the well-defined polyurethane based on polycarbonatediol (PCDL) with alkyne groups. These polyurethanes containing alkyne units were then efficiently clicked using 3-((2-azidoethyl)dimethylammonio)propane-1-sulfonate (DMPS-N3). The novel PU material was characterized by 1H NMR, Fourier transform infrared (FTIR) spectrometer, gel permeation chromatography (GPC), elemental analysis, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical analysis (DMA). This facile “click” reaction provides a useful tool for the development of novel functional polyurethanes for biomedical applications. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

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