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

doi:10.6023/cjoc201909037

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

基于香豆素衍生物在水溶液中检测CN^-的高灵敏性双通道化学传感器及其在食品样品中的应用

付青青, 胡京汉, 姚瑛, 殷志远, 贵铠, 龙辰, 倪朋伟

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 E-mail:hujinghan62@163.com
基金资助:
国家自然科学基金（No.21467012）资助项目.

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

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).

1. 201232S.pdf(5659KB)

Abstract

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

Cite this article

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.

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基于香豆素衍生物在水溶液中检测CN^-的高灵敏性双通道化学传感器及其在食品样品中的应用

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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Abstract

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基于香豆素衍生物在水溶液中检测CN-的高灵敏性双通道化学传感器及其在食品样品中的应用

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

PDF

Supporting Info.

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

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Metrics

Comments

基于香豆素衍生物在水溶液中检测CN^-的高灵敏性双通道化学传感器及其在食品样品中的应用

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