Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (5): 1232-1238.DOI: 10.6023/cjoc201909037 Previous Articles     Next Articles


付青青, 胡京汉, 姚瑛, 殷志远, 贵铠, 龙辰, 倪朋伟   

  1. 兰州交通大学化学与生物工程学院 兰州 730070
  • 收稿日期:2019-09-26 修回日期:2019-11-18 发布日期:2020-01-15
  • 通讯作者: 胡京汉
  • 基金资助:

Novel High Sensitivity Dual-Channel Chemosensor for Detecting CN- Based on Coumarin Derivative in Aqueous Media and Its Application in Food Samples

Fu Qingqing, Hu Jinghan, Yao Ying, Yin Zhiyuan, Gui Kui, Long Chen, Ni Pengwei   

  1. College of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070
  • Received:2019-09-26 Revised:2019-11-18 Published:2020-01-15
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21467012).

Based on 3,4,5-trihydroxybenzohydrazide and 4-methyl-7-hydroxy-8-aldehyde coumarin, a simple sensor FQ was designed and synthesized, which showed the "turn-on" fluorescence response to cyanide in an aqueous medium. The hydrazide, hydroxyl and phenolic hydroxyl groups on FQ were receptor unit, and coumarin plays a role in signal reporting. The electron withdrawing group (hydroxyl group) of FQ prevented its intramolecular charge transfer with coumarin group. When CN- was added, the protons of hydrazide and hydroxyl group were removed by protonation in two-step, so that intramolecular charge transfer (ICT) between phenyl group and coumarin group could be carried out. The mechanism of step-by-step deprotonation was confirmed by 1H NMR titration and DFT calculation. Furthermore, compared to the reported literature, FQ had a lower detection line for CN- fluorescence detection (9.92×10-8 mol·L-1). Notably sensor FQ has been successfully used to detect cyanide anions in food samples. The prepared FQ-containing test strip could be used colorimetric device for CN- detection.

Key words: CN-, colorimetric, deprotonation, test strip, DFT