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一种基于苯甲醛和咪唑并[1,2 - a]吡啶混合物的便捷化学传感器,用于对F进行裸眼比色和荧光检测。

A Handy Chemical Sensor Based on Benzaldehyde and Imidazo[1,2-a]pyridine Mixture for Naked-eye Colorimetric and Fluorescent Detection of F.

作者信息

Mei Xin, Li Hui, Pu Shouzhi

机构信息

Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, 330013, Nanchang, People's Republic of China.

Departemnt of Ecology and Environment, Yuzhang Normal University, 330013, Nanchang, People's Republic of China.

出版信息

J Fluoresc. 2023 Nov;33(6):2381-2390. doi: 10.1007/s10895-023-03195-2. Epub 2023 Apr 18.

Abstract

Upon the Schiff base condensation reaction of imidazo[1,2-a]pyridine-2-carbohydrazide and 2,5-dihydroxybenzaldehyde, a bimodal colorimetric and fluorescent chemosensor 1o for assaying fluoride (F) in DMSO was synthesized. The characterization of 1o structure was obtained by H NMR, C NMR and MS.The structure of 1o was characterized by H NMR, C NMR and MS. Under the presence of various anions, 1o could be applied for naked-eye and fluorescent detection of F (naked eye: colorless to yellow; fluorescence: dark to green) and displayed promising performance, such as high selectivity and sensitivity, as well as a low detection limit. Upon calculation, the detection limit of chemosensor 1o for F was 193.5 nM, which is well below the allowed maximum value of F (1.5 mg/L) by WHO. As the intermolecular proton transfer mechanism induced "turn-on" fluorescent signal and naked-eye color change of F to 1o through deprotonation effect, which was confirmed by Job's plot curve, mass spectrometry and H NMR titration. Alternatively, the chemosensor 1o can be effectively manufactured into test strips to detect fluoride in solid state, which is user-friendly with no additional equipment required.

摘要

通过咪唑并[1,2 - a]吡啶 - 2 - 碳酰肼与2,5 - 二羟基苯甲醛的席夫碱缩合反应,合成了一种用于在二甲基亚砜(DMSO)中检测氟离子(F⁻)的双峰比色和荧光化学传感器1o。通过¹H NMR、¹³C NMR和质谱对1o的结构进行了表征。在各种阴离子存在的情况下,1o可用于对F⁻进行肉眼和荧光检测(肉眼:无色至黄色;荧光:暗至绿色),并表现出良好的性能,如高选择性和灵敏度以及低检测限。经计算,化学传感器1o对F⁻的检测限为193.5 nM,远低于世界卫生组织(WHO)规定的F⁻允许最大值(1.5 mg/L)。由于分子间质子转移机制通过去质子化效应诱导了F⁻对1o的“开启”荧光信号和肉眼颜色变化,这一点通过Job曲线、质谱和¹H NMR滴定得到了证实。此外,化学传感器1o可以有效地制成测试条用于固态检测氟化物,使用方便,无需额外设备。

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