Citation: Fu Qingqing, Hu Jinghan, Yao Ying, Yin Zhiyuan, Gui Kui, Long Chen, Ni Pengwei. Novel High Sensitivity Dual-Channel Chemosensor for Detecting CN^- Based on Coumarin Derivative in Aqueous Media and Its Application in Food Samples[J]. Chinese Journal of Organic Chemistry, ;2020, 40(5): 1232-1238. doi: 10.6023/cjoc201909037 shu

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

College of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070

Corresponding author: Hu Jinghan, hujinghan62@163.com
Received Date: 26 September 2019
Revised Date: 18 November 2019
Available Online: 15 January 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21467012)the National Natural Science Foundation of China 21467012

Figures(10)

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.
- CN^-,
- colorimetric,
- deprotonation,
- test strip,
- DFT
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

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

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通讯作者: 陈斌, bchen63@163.com

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