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一种用于氰离子的咔唑丙烯腈取代的开启型荧光化学传感器及其在实际样品分析中的应用。

A Carbazole Acrylonitrile Substituted Turn-On Fluorescence Chemosensors for Cyanide Ion and its Application to Real Sample Analysis.

作者信息

Sengottaiyan Jayapriya, Kalyanasundaram Parvathi, Anbaison Franklin Ebenazer, Natarajan Sampathkumar, Rajesh Jegathalaprathaban, Rajagopal Gurusamy

机构信息

Post-Graduate and Research Department of Chemistry, Chikkanna Government Arts College, Tiruppur, Tamil Nadu, 641 602, India.

Department of Chemistry, Sri Shakthi Institute of Engineering and Technology, Coimbatore, Tamil Nadu, 641 062, India.

出版信息

J Fluoresc. 2025 Jan 7. doi: 10.1007/s10895-024-04091-z.

Abstract

An efficient probe (E)-2-(benzo[d]thiazol-2-yl)-3-(9-ethyl-9 H-carbazol-3-yl)acrylonitrile (CZ-BTZ) for selective fluorescence "turn-on" response with cyanide (CN) ion sensor was developed by simple Knoevenagel condensation of 9-ethyl-9 H carbazole-3-carbaldehyde with 2-(benzo[d]thiazol-2-yl) acetonitrile. The sensing ability of probe CZ-BTZ was tested with different inorganic anions through spectrophotometric and spectrofluorimetric methods. The UV-vis and fluorescence spectral studies show the formation of a new adduct between CZ-BTZ and CN by appearing with a new absorbance band at 350 nm and "turn-on" fluorescence at 535 nm in CHCN: HO (8:2, v/v, pH 7.2). The absorbance and fluorescence study reveals the formation of 1:1 (CZ-BTZ: CN) stoichiometry adducts with an estimated association constant of 2.04 × 10 M. The probe CZ-BTZ could detect CN down to 4.19 nM without much interference, much lower than the WHO limit (1.9 µM) in drinking water. The sensing mechanism of CZ-BTZ with CN ions was studied using FTIR, ESI mass analysis, and DFT calculation. Further, the probe was applied to analyse CN ions' real-time food sample analysis.

摘要

通过9-乙基-9H咔唑-3-甲醛与2-(苯并[d]噻唑-2-基)乙腈的简单Knoevenagel缩合反应,开发了一种用于与氰化物(CN)离子传感器选择性荧光“开启”响应的高效探针(E)-2-(苯并[d]噻唑-2-基)-3-(9-乙基-9H-咔唑-3-基)丙烯腈(CZ-BTZ)。通过分光光度法和荧光分光光度法用不同的无机阴离子测试了探针CZ-BTZ的传感能力。紫外可见光谱和荧光光谱研究表明,在CHCN:HO(8:2,v/v,pH 7.2)中,CZ-BTZ与CN之间形成了一种新的加合物,在350nm处出现一个新的吸收带,在535nm处出现“开启”荧光。吸光度和荧光研究揭示了形成了化学计量比为1:1(CZ-BTZ:CN)的加合物,估计缔合常数为2.04×10 M。探针CZ-BTZ能够检测低至4.19 nM的CN,且干扰不大,远低于世界卫生组织规定的饮用水限值(1.9µM)。利用傅里叶变换红外光谱、电喷雾质谱分析和密度泛函理论计算研究了CZ-BTZ与CN离子的传感机制。此外,该探针还应用于食品样品中CN离子的实时分析。

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