A novel phthalohydrazide derivative as a multi-targeted fluorescent probe for monitoring trace Co2+ and Cu2+ in water

IF 4.7 2区 化学 Q2 CHEMISTRY, PHYSICAL Journal of Molecular Structure Pub Date : 2025-03-20 DOI:10.1016/j.molstruc.2025.142120
Luyue Wang, Yuzhu Chen, Zhengyang Xing, Jie Ma
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Abstract

Real-time monitoring of metal ion species and concentrations in water is a highly active research field. In the paper, a novel fluorescent molecule, (E)-N'-((5-(9-phenyl-9H-carbazol-3-yl) thiophen-2-yl) methylene) terephthalohydrazide (PCTMT), is synthesized via Suzuki reaction and Schiff-base reaction in turn. In the DMF-H2O (70 % v/v) solvent system, the PCTMT presents a good aggregation-induced enhancement (AIE) fluorescent effect and good selectivity and anti-interference for monitoring Co2+ and Cu2+ in water with a wide pH range. The probe's detection limit (LOD) reached 28.2 nM and 38.7 nM for Co2+ and Cu2+, respectively. The binding constants between PCTMT and Co2+ and Cu2+ are calculated as 1.8 ×1017 M-2 and 2.3 ×1016 M-2, at a 2:1 mol ratio. In the probe system, Co2+ and Cu2+can be distinguished by oxalate titration. The detection mechanism is discussed through testing analyses with the theoretical simulation calculation via the density functional theory (DFT) and time-dependent density functional theory (TD-DFT). The probe also indicates good detection capacities in real water samples. This study may promote the development of coordinated-type ion probes and innovation in water quality detection technology.

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一种新型酞酰肼衍生物作为多靶标荧光探针,用于监测水中的痕量 Co2+ 和 Cu2+
水中金属离子种类和浓度的实时监测是一个非常活跃的研究领域。本文通过Suzuki反应和schiff碱反应,依次合成了一种新型荧光分子(E)- n′-((5-(9-苯基- 9h -咔唑-3-基)噻吩-2-基)亚甲基对苯二甲酸肼(PCTMT)。在DMF-H2O (70% v/v)溶剂体系中,PCTMT具有良好的聚集诱导增强(AIE)荧光效果,对较宽pH范围的水中Co2+和Cu2+具有良好的选择性和抗干扰性。探针对Co2+和Cu2+的检出限(LOD)分别为28.2 nM和38.7 nM。PCTMT与Co2+和Cu2+的结合常数分别为1.8 ×1017 M-2和2.3 ×1016 M-2,摩尔比为2:1。在探针系统中,Co2+和Cu2+可以通过草酸滴定来区分。利用密度泛函理论(DFT)和时变密度泛函理论(TD-DFT)对检测机理进行了测试分析和理论模拟计算。该探针在实际水样中也显示出良好的检测能力。该研究将促进协同型离子探针的发展和水质检测技术的创新。
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乐研
9-phenyl-9H-carbazol-3-yl boronic acid
阿拉丁
Terephthalic dihydrazide
阿拉丁
Terephthalic dihydrazide
来源期刊
Journal of Molecular Structure
Journal of Molecular Structure 化学-物理化学
CiteScore
7.10
自引率
15.80%
发文量
2384
审稿时长
45 days
期刊介绍: The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.
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