Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (1): 303-309.DOI: 10.6023/cjoc202007008 Previous Articles     Next Articles



陈曦a, 高晨a, 付超a, 朱婷婷a, 刘振江a,*(), 刘传祥a,*()   

  1. a 上海应用技术大学化学与环境工程学院 上海 201418
  • 收稿日期:2020-07-02 修回日期:2020-08-12 发布日期:2020-10-12
  • 通讯作者: 刘振江, 刘传祥
  • 作者简介:
    * Corresponding authors. E-mail: ;
  • 基金资助:
    上海市自然科学基金(17ZR1429900); 上海市化学生物学重点实验室开放基金(); 上海“化学工程与技术(香料香精技术与工程)”高原学科和上海应用技术大学青年科技人才发展基金()

Synthesis and Recognition Properties of Fluoroborodipyrrole Fluorescent Probes Based on Fluorine Triggered Cascade Releasing

Xi Chena, Chen Gaoa, Chao Fua, Tingting Zhua, Zhenjiang Liua,*(), Chuanxiang Liua,*()   

  1. a School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418
  • Received:2020-07-02 Revised:2020-08-12 Published:2020-10-12
  • Contact: Zhenjiang Liu, Chuanxiang Liu
  • Supported by:
    the Natural Science Foundation of Shanghai(17ZR1429900); the Opening Fund of Shanghai Key Laboratory of Chemical Biology(); the Opening Fund of Shanghai Key Laboratory of Chemical Biology, the Chemical Engineering and Technology (Perfume and Aroma Technology) of Shanghai Plateau Discipline and the Development Foundation of Young Scientific Talents of Shanghai Institute of Technology(ZQ2019-15)

4-Hydroxy-fluoroborodipyrrole is used as fluorophore, and tert-butyldiphenylsilyl (TBDPS) is used as protective group for active hydroxyl groups. A novel fluoroborodipyrrole type of fluoride ion fluorescent probeR based on fluorine ion causing cleavage of Si—O bond to trigger cascade releasing was designed and synthesized. Spectral experimental studies showed that after the interaction of the fluorescent probe and fluoride ion, a new absorption peak appeared at 605 nm in the ultraviolet absorption spectrum. The solution includingR changed from orange to blue, the maximum emission peak at 514 nm in the fluorescence emission spectrum decreased, and the fluorescence color changed from green to fluorescence quenching. In addition, the use of fluorescent probeR under the test paper conditions also enables the naked eye detection of fluoride ions.

Key words: fluoroborodipyrrole, fluorescent probe, fluoride ion, detection