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Novel side-chain naphthalimide polyphenylacetylene as a ratiometric fluorescent chemosensor for fluoride ion

Authors

  • Yi Qu,

    1. Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
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  • Jianli Hua,

    Corresponding author
    1. Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
    • Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
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  • Yihua Jiang,

    1. Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
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  • He Tian

    Corresponding author
    1. Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
    • Key Laboratory for Advanced Materials, Institute of Fine Chemicals and Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
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Abstract

Novel polyphenylacetylene (P1) containing naphthalimides units in the side chain was designed and synthesized. The structure and properties of the polymer were characterized and evaluated by IR, NMR, UV, and PL. The measurements of sensing behavior to various halide anions, that is, F, Cl, Br, and I, reveal that the polymer is a ratiometric fluorescent chemosensors for fluoride ion. The polymer sensor shows spectral shifts and intensity changes in the presence of fluoride, in a wavelength-ratiometric and -colorimetric manner, which can detect fluoride concentrations in range of 10–100 μM at visible wavelengths. The obvious colorless-to-yellow color change and blue-to-orange emission color change on the addition of fluoride ion are easily observed by naked eyes. It provides a feasible way to construct a ratiometric fluorescent chemosensors for fluoride ion. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 1544–1552, 2009

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