Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

Compounds Pub Date : 2023-08-11 DOI:10.3390/compounds3030032
C. H. Griebeler, Mariana F. Bach, Henrique C. Silva, F. Rodembusch, Felipe L. Coelho, P. Schneider
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Abstract

This study presents a comprehensive analysis of the synthesis and photophysical properties of thiazolidine-functionalized chiral ionic liquids (CILs) derived from L-cysteine. The synthesis involves a four-step route, encompassing N-protection, coupling reactions with bromoalcohols, and ionic liquid formation. The optical properties of the compounds were evaluated using UV–Vis absorption and fluorescence emission spectroscopies, revealing distinct behavior for different heterocycles and counter-ions. Notably, the investigation reveals that thiazolidine-based CILs exhibit unconventional intrinsic luminescence characteristics. Building upon these photophysical properties, an interaction study was conducted between copper (II) and the CILs. The findings exhibit a robust linear relationship between the optical response and the concentration of the metal ion. Through the calculation of the Stern–Volmer quenching constant, it was determined that the 1:1 binding model is applicable. This research underscores the potential of UV–Vis absorption spectroscopy as a highly sensitive method for detecting metal ions. By elucidating the synthesis, photophysical behavior, and metal ion interaction of thiazolidine-based CILs, this study contributes valuable insights into the field of functionalized ionic liquids and their potential applications in various areas.
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噻唑烷基荧光手性离子液体用于痕量铜(II)离子传感
本文综合分析了l -半胱氨酸衍生的噻唑烷功能化手性离子液体(CILs)的合成及其光物理性质。该合成包括四个步骤,包括n保护,与溴醇的偶联反应和离子液体的形成。利用紫外-可见吸收光谱和荧光发射光谱对化合物的光学性质进行了评价,揭示了不同杂环和反离子的不同行为。值得注意的是,研究表明噻唑烷基CILs具有非常规的固有发光特性。在这些光物理性质的基础上,进行了铜(II)与CILs之间的相互作用研究。研究结果表明,在光学响应和金属离子浓度之间存在强大的线性关系。通过计算Stern-Volmer猝灭常数,确定1:1结合模型适用。这项研究强调了紫外可见吸收光谱作为一种高灵敏度检测金属离子的方法的潜力。通过阐明噻唑烷基CILs的合成、光物理行为和金属离子相互作用,本研究为功能化离子液体及其在各个领域的潜在应用提供了有价值的见解。
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