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Anti-Solvatochromic Fluorescence of Thiazole [5, 4-d] thiazole by Forming Hydrogen Bond Network and Its Application in fast Detection of Trace Water
Microchemical Journal ( IF 4.8 ) Pub Date : 2020-05-01 , DOI: 10.1016/j.microc.2020.104640
Yan Liu , Zengqiang Liang , Zhaohui Li , Keran Zhao , Yuanqiang Sun , Xiaobing Zhang , Ran Yang , Lingbo Qu

Abstract Thiazole [5, 4-d] thiazole (TTz) derivatives are a novel type of fluorophore which shows great potential in fluorescent and photochemical applications. In this paper, a TTz derivative (named TTz 1) was synthesized and studied. TTz 1 exhibits almost no fluorescence in organic solvents whereas has 300-fold brighter fluorescence in water. The experiments of nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC), Raman spectroscopy suggested that the formation of hydrogen bond network is the main reason for such a special anti-solvatochromic effect. This unique property makes TTz 1 have a good recognition of water with a fast response within 10 s. pH, metal ions, amino acids and common reactive species had no influence on the detection of water. The fluorescence intensity of TTz 1 in THF was linearity with the water in the range of 0%-90.0%; the detection limit was calculated 0.019%. The proposed method was successfully applied for detection of water content in honey and analytical grade organic solvent. Moreover, it also exhibits good electrochemical properties, so, the detection of water content by cyclic voltammogram in the electrochemical channel also could be achieved. This is the first time to find the hydrogen bond network effect of TTz derivatives, which is very helpful for exploring further on scientific problem of hydrogen bond network and designing many novel probes based on TTz derivatives.

中文翻译:

噻唑[5, 4-d]噻唑形成氢键网络的抗溶剂致变色荧光及其在痕量水快速检测中的应用

摘要 噻唑 [5, 4-d] 噻唑 (TTz) 衍生物是一种新型的荧光团,在荧光和光化学应用中显示出巨大的潜力。在本文中,合成并研究了一种TTz衍生物(命名为TTz 1)。Ttz 1 在有机溶剂中几乎不显示荧光,而在水中的荧光亮度高 300 倍。核磁共振(NMR)、差示扫描量热法(DSC)、拉曼光谱等实验表明,氢键网络的形成是产生这种特殊抗溶剂化变色效应的主要原因。这种独特的特性使 Ttz 1 具有良好的水识别能力,10 秒内响应迅速。pH、金属离子、氨基酸和常见的活性物质对水的检测没有影响。TTz 1 在THF中的荧光强度在0%-90.0%范围内与水呈线性关系;检测限计算为 0.019%。该方法已成功应用于蜂蜜和分析级有机溶剂中水分的检测。此外,它还表现出良好的电化学性能,因此,也可以实现电化学通道中循环伏安图的含水量检测。这是首次发现TTz衍生物的氢键网络效应,对于进一步探索氢键网络的科学问题和设计许多基于TTz衍生物的新型探针非常有帮助。此外,它还表现出良好的电化学性能,因此,也可以实现电化学通道中循环伏安图的含水量检测。这是首次发现TTz衍生物的氢键网络效应,对于进一步探索氢键网络的科学问题和设计许多基于TTz衍生物的新型探针非常有帮助。此外,它还表现出良好的电化学性能,因此,也可以实现电化学通道中循环伏安图的含水量检测。这是首次发现TTz衍生物的氢键网络效应,对于进一步探索氢键网络的科学问题和设计许多基于TTz衍生物的新型探针非常有帮助。
更新日期:2020-05-01
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