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Synthesis and Fluorescence Properties of Chiral Near-Infrared Emissive Polymers Incorporating BODIPY Derivatives and (S)-Binaphthyl

Authors

  • Yuanzhao Wu,

    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
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  • Xuerong Mao,

    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
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  • Xiao Ma,

    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
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  • Xiaobo Huang,

    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
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  • Yixiang Cheng,

    Corresponding author
    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
    • Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China.
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  • Chengjian Zhu

    Corresponding author
    1. Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
    • Key Lab of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China.
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Abstract

A new series of π-conjugated chiroptical polymers consisting of styryl BODIPYs moieties and (S)-binaphthyl units has been firstly synthesized via Sonogashira polymerization. The resulting polymers were characterized by 1H NMR spectroscopy, gel permeation chromatography (GPC), UV–Vis absorption spectroscopy, cyclic voltammetry (CV), circular dichroism (CD), and density functional theory (DFT) calculations. The chiral polymers have moderate molecular weights, high solubility in commonly solvents and stable chiroptical conformation. And more importantly, the four chiral polymers can exhibit near-infrared (NIR) emissive and good anisotropic fluorescence. We anticipate these chiral NIR polymers will be useful in biological measurements and cellular imaging where NIR emission is beneficial.

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