摘要/Abstract

设计并合成了一种基于3，4，5-三羟基苯甲酰肼和4-甲基-7-羟基-8-醛基香豆素的简单传感器FQ，该传感器在水性介质中对氰化物具有“开启”的荧光响应.传感器FQ的羟基和酚羟基是识别基团，香豆素起信号报告的作用.传感器FQ上的吸电子基团（羟基）阻止了与香豆素基团之间的分子内电荷转移.当添加氰根时，可通过两步去质子化作用去掉酰肼上的质子和羟基上的质子，从而苯基和香豆素基团之间的分子内电荷转移（ICT）可以正常进行.通过¹H NMR滴定和量化计算（DFT）证实了逐步去质子化的机理.此外，传感器FQ对氰根的荧光响应的检测极限相对较低（9.92×10^-8 mol·L^-1）.值得注意的是，传感器FQ已成功用于检测食品样品中的氰化物阴离子，而且制备了基于FQ的检测试纸，该试纸可以方便快捷地检测水中的氰根.
关键词: CN^-, 比色, 分步去质子, 试纸条, DFT
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


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