一种可用于检测2,4,6-三硝基苯酚的杂环芳族卤化物小分子荧光探针

doi:10.11944/j.issn.1000-0518.2020.03.190286

摘要/Abstract

摘要：

以2,6-二甲氧基苯甲酸为起始原料得到氨基噻二唑衍生物,通过Gattermann反应合成一种杂环芳族卤化物2-氯-5-(3-氯-2,6-二甲氧基苯基)-1,3,4-噻二唑(L),利用核磁共振波谱仪(NMR)和高分辨率质谱仪(HRMS)等测试手段确定了结构,并将其用作小分子荧光探针检测2,4,6-三硝基苯酚(TNP),系统地研究了其荧光特性,并且结合理论计算,探究了其可能的猝灭机制。研究结果表明,探针L对TNP具有高选择性、高灵敏度、抗干扰能力强,在较宽的pH值范围内,仍然表现出良好的荧光性能。具有较低的检测限(4.2×10^-7 mol/L),可用于实际水样中TNP的检测。

关键词: 杂环芳族卤化物, 荧光探针, 2,4,6-三硝基苯酚, 理论计算

Abstract:

The heterocyclic aromatic halide, 2-chloro-5-(3-chloro-2,6-dimethoxyphenyl)-1,3,4-thiadiazole (L), was synthesized by Gattermann reaction from the aminothiadiazole derivative. Its structure was characterized by nuclear magnetic resonance spectroscopy (NMR) and high resolution mass spectrometry (HRMS). Probe L was used as a small molecule fluorescent probe to detect 2,4,6-trinitrophenol (TNP), and its fluorescence characteristics were systematically studied. Furthermore, combined with theoretical calculations, the possible quenching mechanism was explored. The results showed that the probe L had high seletivity, high sensitivity and strong anti-interference ability to TNP, and exhibited good fluorescence performance in a wide pH range. It has lower detection limit (4.2×10^-7 mol/L) and can be used for the detection of TNP in actual water samples.

Key words: heterocyclic aromatic halide, fluorescent probe, 2,4,6-trinitrophenol, theoretical calculations

董子越, 周晓霞, 赵晓慧, 叶达莹, 安悦. 一种可用于检测2,4,6-三硝基苯酚的杂环芳族卤化物小分子荧光探针[J]. 应用化学, 2020, 37(3): 332-339.

DONG Ziyue, ZHOU Xiaoxia, ZHAO Xiaohui, YE Daying, AN Yue. A Heterocyclic Aromatic Halide Small Molecule Fluorescent Probe for the Detection of 2,4,6-Trinitrophenol[J]. Chinese Journal of Applied Chemistry, 2020, 37(3): 332-339.

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