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苯并咪唑衍生物对铜离子的荧光和比色双模式传感及指纹可视化

Fluorescence and colorimetric dual-mode sensing of copper ions and fingerprint visualization by benzimidazole derivatives.

作者信息

Feng Ningkun, Dong Chuan, Shuang Shaomin, Song Shengmei

机构信息

Institute of Environmental Science, College of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, PR China.

Institute of Environmental Science, College of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, PR China; Shanxi Provincial Key Laboratory of Classical Prescription Strengthening Yang, Shanxi Hospital of Integrated Traditional and Western Medicine, Taiyuan 030013, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2025 Feb 5;326:125292. doi: 10.1016/j.saa.2024.125292. Epub 2024 Oct 16.

Abstract

In this paper, the molecular fluorescence probe H containing an imidazole structure was designed and synthesized by forming a ring between two amino groups and one aldehyde group. The synthesized probe H exhibits a Stokes shift of 144 nm with fluorescence emission at 555 nm and excitation at 411 nm. The fluorescence of probe H was quenched by the addition of Cu and accompanied a red-shift of ultraviolet-visible (UV-Vis) absorption spectrum. Probe H reveals good selectivity and high sensitivity to Cu in the fluorescence and UV-Vis absorption spectrum. And the limit of detection (LOD) for Cu by fluorescence and UV-Vis spectrum methods were 0.14 nmol L and 1.34 μmol L, respectively. The binding ratio of probe H and Cu is 1:1 according to the Job's plot equation. High resolution mass spectrometry (HRMS) and density function theory (DFT) calculations proved that the solvent acetonitrile and anionic chloride ion participated in the formation of H-Cu complex. Furthermore, the established fluorescence analytical method was successfully applied for the detection of Cu and spiked recovery experiments in tap water and mineral water. In addition, the probe exhibited outstanding solid-state fluorescence because of its excellently planar structure, and displayed a secondary fingerprint structure in the application of fingerprint detection.

摘要

本文通过两个氨基和一个醛基之间成环设计合成了含咪唑结构的分子荧光探针H。合成的探针H在555 nm处发射荧光,411 nm处激发,斯托克斯位移为144 nm。加入铜后,探针H的荧光猝灭,同时紫外可见吸收光谱发生红移。探针H在荧光和紫外可见吸收光谱中对铜表现出良好的选择性和高灵敏度。荧光光谱法和紫外可见光谱法对铜的检测限分别为0.14 nmol/L和1.34 μmol/L。根据Job曲线方程,探针H与铜的结合比为1:1。高分辨率质谱(HRMS)和密度泛函理论(DFT)计算证明,溶剂乙腈和阴离子氯离子参与了H-Cu配合物的形成。此外,所建立的荧光分析方法成功应用于自来水和矿泉水中铜的检测及加标回收实验。此外,该探针因其优异的平面结构而表现出出色的固态荧光,并在指纹检测应用中显示出二级指纹结构。

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