Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2384-2392.DOI: 10.6023/cjoc202012024 Previous Articles     Next Articles



张成路*(), 张彦朋, 王华玉, 赵洹影, 尚美彤, 张璐, 李香玲, 王一鸣   

  1. 辽宁师范大学化学化工学院 大连 116029
  • 收稿日期:2020-12-15 修回日期:2021-03-01 发布日期:2021-03-12
  • 通讯作者: 张成路
  • 基金资助:

Synthesis and Application of Triazolothiadiazole-Coumarin Based Ratiometric Fluorescent Probes for Highly Selective Detection of H2S

Chenglu Zhang(), Yanpeng Zhang, Huayu Wang, Huanying Zhao, Meitong Shang, Lu Zhang, Xiangling Li, Yiming Wang   

  1. School of Chemistry Engineering, Liaoning Normal University, Dalian 116029
  • Received:2020-12-15 Revised:2021-03-01 Published:2021-03-12
  • Contact: Chenglu Zhang
  • Supported by:
    National Natural Science Foundation of China(21641012)

Three triazolothiadiazole-coumarin based ratiometric fluorescent probes (4a~4c) for detection of H2S were designed and synthesized. Their structures were confirmed by IR, NMR and HRMS. Through fluorescence spectra, the probes expressed excellent fluorescent properties, which indicates that the design of the molecular structure was rational. The three probes all displayed highly quantum yields (0.6752, 0.6639, 0.6128), large Stokes shift (138, 131, 128 nm).They all exhibited high selectivity and sensitivity against H2S. The limit of detection were 0.19, 0.21 and 0.25 µmol•L –1 respectively. Especially, probe 4a has the optimum efficiency,this result shows that the electron-donating group at 4-position of benzene is in favor of the optimization of fluorescent properties, owing to the accretion of electron density of the conjugated system. Besides, the three probes were all able to sense H2S by “naked-eye” according to the change in color from colorless to deep yellow. The probes can be applied to recognize H 2S in actual water samples qualitatively and quantitatively.

Key words: hydrogen sulfide, Coumarin, ratiometric fluorescent probe