Ma Qiurui, Yang Xinli, Zhao Yingying
College of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, 450001, China.
J Fluoresc. 2025 Jan 7. doi: 10.1007/s10895-024-04114-9.
A highly practical Schiff base fluorescent probe, (E)-3-amino-N'-((7-(diethylamino)-2-oxo-2 H-chromen-3-yl)methylene)thiophene-2-carbohydrazide (M), with a facile synthetic route has been successfully developed. M has been utilized for the specific detection of Cu in THF/HO Tris buffer solution (v/v = 9:1, 0.01 M, pH = 7.4) via the fluorescence quenching mechanism. The detection of Cu by M has been largely unaffected by interfering ions and has demonstrated a distinct dual-channel response in both colorimetry and fluorescence. The response time of M towards Cu is remarkably fast, taking only 30 s. Additionally, M exhibits exceptional sensitivity with a limit of detection (LOD) as low as 1.76 × 10 M. The stoichiometric ratio between M and Cu has been determined to be 1:1 through Job's Plot, while the binding constant has been calculated as 1.19 × 10 M using the Benesi-Hildebrand equation. The structure of M has been elucidated by H NMR and ESI-MS analyses, thereby confirming the binding mode between M and Cu. Further validation has been achieved through DFT calculations. The test paper based on M has finally been prepared for the rapid and convenient detection of Cu. The M has also been utilized for the detection of Cu in real samples, including lake water, onions, and coffee, demonstrating favorable recovery rates. Moreover, successful visual detection has been achieved in food samples such as bean sprouts and rice. The aforementioned examples have collectively illustrated the practical applicability of M in authentic samples.
一种具有简便合成路线的高实用性席夫碱荧光探针，（E）-3-氨基-N'-（（7-（二乙氨基）-2-氧代-2H-色烯-3-基）亚甲基）噻吩-2-碳酰肼（M）已成功开发。M已通过荧光猝灭机制用于在THF/HO Tris缓冲溶液（v/v = 9:1，0.01 M，pH = 7.4）中特异性检测铜。M对铜的检测在很大程度上不受干扰离子的影响，并且在比色法和荧光法中均表现出明显的双通道响应。M对铜的响应时间非常快，仅需30秒。此外，M具有出色的灵敏度，检测限（LOD）低至1.76×10 M。通过Job曲线确定M与铜之间的化学计量比为1:1，而使用Benesi-Hildebrand方程计算的结合常数为1.19×10 M。通过1H NMR和ESI-MS分析阐明了M的结构，从而证实了M与铜之间的结合模式。通过DFT计算进一步验证。最终制备了基于M的试纸用于快速方便地检测铜。M还用于检测包括湖水、洋葱和咖啡在内的实际样品中的铜，回收率良好。此外，在豆芽和大米等食品样品中实现了成功的可视化检测。上述例子共同说明了M在实际样品中的实际适用性。
