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基于苯并咪唑的席夫碱作为水样中Cu²⁺离子灵敏且选择性检测的荧光探针的比较评价

Comparative Evaluation of Benzimidazole-Based Schiff Bases as Fluorescent Probes for the Sensitive and Selective Detection of Cu²⁺ Ions in Water Samples.

作者信息

Ocak Zafer, Gümrükçüoğlu Abidin, Ocak Miraç, Ocak Ümmühan Turgut

机构信息

Faculty of Education, Department of Mathematics and Science Education, Kafkas University, 36040, Kars, Türkiye.

Medicinal-Aromatic Plants Application and Reseach Center, Artvin Çoruh University, Artvin, Türkiye.

出版信息

J Fluoresc. 2025 Sep 4. doi: 10.1007/s10895-025-04543-0.

Abstract

A new spectrofluorimetric method has been developed for the selective detection of Cu²⁺ ions based on a benzimidazole-containing Schiff base ligand. In this study, three structurally related Schiff bases (L1, L2, and L3) were synthesized and comparatively investigated for their fluorescence response in the presence of various cations. Among them, only L3 bearing ortho-hydroxyl groups on the aromatic rings exhibited a notable fluorescence quenching effect upon interaction with Cu²⁺, while L1 (para-hydroxyl substituted) and L2 (N, N-dimethylamino substituted) showed limited or no selectivity. The structure-function relationship revealed that the spatial orientation of donor groups plays a key role in metal coordination and signal transduction. The proposed method good sensitivity and selectivity toward Cu²⁺, with a linear response in the concentration range of 0-32 µg/L and a low detection limit of 0.98 µg/L, enabling quantification at relatively low concentrations. Furthermore, the method was tested with tap water samples. This work offers a potentially useful approach for Cu²⁺ determination but also highlights the importance of ligand geometry in fluorescent probe design.

摘要

基于一种含苯并咪唑的席夫碱配体,开发了一种用于选择性检测Cu²⁺离子的新荧光光谱法。在本研究中,合成了三种结构相关的席夫碱(L1、L2和L3),并比较研究了它们在各种阳离子存在下的荧光响应。其中,只有在芳环上带有邻羟基的L3在与Cu²⁺相互作用时表现出显著的荧光猝灭效应,而L1(对羟基取代)和L2(N,N-二甲基氨基取代)表现出有限的选择性或无选择性。结构-功能关系表明,供体基团的空间取向在金属配位和信号转导中起关键作用。所提出的方法对Cu²⁺具有良好的灵敏度和选择性,在0-32μg/L的浓度范围内呈线性响应,检测限低至0.98μg/L,能够在相对低的浓度下进行定量分析。此外,该方法还用于自来水样品的检测。这项工作不仅为Cu²⁺的测定提供了一种潜在有用的方法,还突出了配体几何结构在荧光探针设计中的重要性。

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