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利用基于硝基苯并恶二唑(NBD)的荧光传感系统快速、超灵敏地测定有机溶剂中的痕量水。

Rapid and ultra-sensitive trace water determination in organic solvents utilizing nitrobenzoxadiazole (NBD)-based fluorescent sensing system.

作者信息

Zhang Zehua, Liu Qing, Wang Wenya, Shi Ruida, Jiang Tongxi, Li Jiaman, Jiang Pengcheng, Yu Haitao, Qi Yanyu

机构信息

Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, PR China.

Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Dec 15;323:124880. doi: 10.1016/j.saa.2024.124880. Epub 2024 Jul 23.

Abstract

The presence of minute quantities of water in organic solvents can affect the progress of many reactions and cause unnecessary losses and even safety accidents in the chemical industry, especially in the productions process of organic fine chemicals. Therefore, it is necessary to carry out high-performance strategies for trace water detections in commonly used organic solvents. In this work, a fluorescent sensing system based on competitive binding of protons has been developed, demonstrating remarkable responses by UV-vis absorption and fluorescence two-modes toward a trace amount of water in organic solvents including 1,4-dioxane (Diox), tetrahydrofuran (THF), acetonitrile (MeCN), acetone (ACE), dimethylsulfoxide (DMSO) and mixed organic solvents (THF: MeCN=1: 1). The key component of the sensing system is a newly designed fluorophore NBD-PMA, which can be deprotonated to form a dynamic non-luminescent adduct, namely NBD-PMA-F, by an organic fluoride salt tetrabutylammonium fluoride (TBAF). NBD-PMA-F can be reprotonated via using trace water, exhibiting fluorescence turn on of the system. The as-prepared sensing system shows superior sensitivity, low detection limits (v/v, 0.0007 %), quick response speed (≤1.2 s) and good reversibility. Moreover, naked-eye visual rapid detection has also been successfully realized at ambient temperature, which demonstrated their practical applications value for trace water determinations.

摘要

有机溶剂中微量水的存在会影响许多反应的进程,并在化学工业中造成不必要的损失甚至安全事故,尤其是在有机精细化学品的生产过程中。因此,有必要对常用有机溶剂中的痕量水检测实施高性能策略。在这项工作中,开发了一种基于质子竞争结合的荧光传感系统,该系统通过紫外-可见吸收和荧光两种模式,对包括1,4-二氧六环(二氧六环)、四氢呋喃(THF)、乙腈(MeCN)、丙酮(ACE)、二甲基亚砜(DMSO)和混合有机溶剂(THF:MeCN = 1:1)在内的有机溶剂中的痕量水表现出显著响应。传感系统的关键组件是新设计的荧光团NBD-PMA,它可以通过有机氟盐四丁基氟化铵(TBAF)去质子化形成动态非发光加合物,即NBD-PMA-F。NBD-PMA-F可以通过使用痕量水进行再质子化,使系统荧光开启。所制备的传感系统具有优异的灵敏度、低检测限(v/v,0.0007%)、快速响应速度(≤1.2秒)和良好的可逆性。此外,在室温下也成功实现了肉眼可视快速检测,这证明了它们在痕量水测定中的实际应用价值。

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