Synthesis and Photophysical Properties of Polyfluorene With Dipicolylamine Groups on the Side Chain: Highly Selective and Sensitive Detection of Histidine

Authors

  • Wenjun Zhang,

    1. Department of Chemistry, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, Wuhan 430072, P. R. China
    2. Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences, Ningbo 315211, Zhejiang, P. R. China
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  • Jingui Qin,

    1. Department of Chemistry, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, Wuhan 430072, P. R. China
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  • Chuluo Yang

    Corresponding author
    1. Department of Chemistry, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, Wuhan 430072, P. R. China
    • Department of Chemistry, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, Wuhan 430072, P. R. China.
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Abstract

Two new polyfluorenes with dipicolylamine (DPA) pendant, PF-TDPA and PF-HDPA, are designed and synthesized by pre- and post-functionalization, respectively. PF-TDPA with a rigid side chain shows a selective fluorescence quenching upon the addition of Cu2+ in a mixture solution of tetrahydrofuran and 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) buffer. What is more, the PF-TDPA/Cu2+ complex can selectively detect histidine over other amino acids with a fluorescence recovery. In contrast, PF-HDPA with a flexible spacer exhibits a fluorescence quenching to Cu2+ but slightly fluorescence recovery after the addition of histidine. This indicates that the proper distance between the two DPA groups play an important role in the detection of histidine.

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