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Microspheres Consisting of Optically Active Helical Substituted Polyacetylenes: Preparation via Suspension Polymerization and Their Chiral Recognition/Release Properties

Authors

  • Bo Chen,

    1. State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
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  • Ci Song,

    1. State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
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  • Xiaofeng Luo,

    1. State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
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  • Jianping Deng,

    Corresponding author
    1. State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
    • State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China.
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  • Wantai Yang

    Corresponding author
    1. State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
    • State Key Laboratory of Chemical Resource Engineering, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China.
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Abstract

Cross-linked microspheres consisting of optically active helical substituted polyacetylenes are reported. For preparing the microspheres, substituted polyacetylene copolymers with pendent polymerizable C[DOUBLE BOND]C bonds are first prepared and then used as macromonomers to copolymerize with acrylates via suspension polymerization, providing cross-linked microspheres. The helical polymer segments render the microspheres with optical activity, whereas the acrylate-based polymers afford the swelling property. CD and UV-vis spectra demonstrate the optical activity of the microspheres. The microspheres preferably adsorb (R)-(+)-1-phenylethylamine, (R)-(+)-N-benzyl-1-phenylethylamine, and Boc-D-alanine, whereas released Boc-L-alanine rather more rapidly than its enantiomer.

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