发光学报, 2019, 40 (3): 279, 网络出版: 2019-06-10
用于水中苦味酸检测的咪唑衍生物的合成及其应用
Synthesis and Application of Imidazole Derivatives Used for The Determination of Picric Acid in Water
咪唑衍生物 荧光探针 苦味酸 溶致变色效应 imidazole derivative fluorescence chemosensor picric acid (PA) solvatochromism effect
摘要
通过Debus-Radziszewski、Suzuki-Miyaura 和Knoevenagel 缩合反应, 设计合成了一种新型的咪唑衍生物L, 并使用傅里叶变换红外光谱和核磁共振氢谱对合成化合物进行了结构表征。不同极性溶剂中光物理性质和密度泛函理论计算结果表明该系列化合物具有典型的分子内电荷转移(Ｉntramolecular charge transfer,ICT)效应; 紫外-可见吸收和荧光发射光谱证实它表现出聚集诱导猝灭(Aggregation-caused quenching,ACQ)性质。进一步的光物理性质测试表明化合物L在THF/H2O混合溶液中可实现对2,4,6-三硝基苯酚(苦味酸, picric acid,PA)的检测, 检测限为3.7×10-6 mol/L。
Abstract
A novel imidazole derivative L with electron-donating ability was designed and synthesized via the reactions of Debus-Radziszewski, Suzuki-Miyaura and Knoevenagel and characterized by FT-IR, 1H NMR. The photophysical properties in different polar solvents and density functional theory calculation results demonstrated that L exhibited typical intramolecular charge transfer(ICT) effect. The UV-Vis spectra and fluorescence spectra showed that L exhibited aggregation-caused quenching(ACQ) properties. The test results show that L can achieve the detection for PA(picric acid) in THF/H2O solution, and the limit of detection for PA is 3.7×10-6 mol/L.
刘婷婷, 李玉成, 沈洋, 杨家祥, 郜洪文. 用于水中苦味酸检测的咪唑衍生物的合成及其应用[J]. 发光学报, 2019, 40(3): 279. LIU Ting-ting, LI Yu-cheng, SHEN Yang, YANG Jia-xiang, GAO Hong-wen. Synthesis and Application of Imidazole Derivatives Used for The Determination of Picric Acid in Water[J]. Chinese Journal of Luminescence, 2019, 40(3): 279.
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