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An AIE active imidazole conjugated α-cyanostilbene based sensor for the selective and sensitive detection of picric acid in an aqueous medium
Sensors and Actuators Reports Pub Date : 2023-10-14 , DOI: 10.1016/j.snr.2023.100177
Selin Manoj Kumar , Sathiyanarayanan Kulathu Iyer

Due to increasing pollution threats, terrorism-sensitive rapid sensing of aromatic nitro explosives (picric acid) has gained predominant significance in environmental safety. Herein, imidazole-derived monofunctional fluorescent sensor 2-(4-aminophenyl)-3-(3-(4,5-diphenyl-1H-imidazol-2-yl)-2-hydroxyphenyl) acrylonitrile (ADHA) was successfully developed for the selective recognition of explosive picric acid. The D-π-A configuration of ADHA facilitates extraordinary photophysical properties with remarkable aggregation-induced emission (AIE). The detection process is induced by the photon-induced electron transfer (PET) and resonance energy transfer (RET) and results in the generation of ADHA+PA complex. The structural relationship and the photophysical properties of ADHA were extensively studied by DFT (Density Functional Theory) methods and spectroscopic analysis. It has been calculated that the detection limit of the formed complex is 6.26 nM. In addition, 1H NMR titrations DFT calculations, and HRMS analysis were performed to understand the detection mechanism better. Test strip-aided detection and invisible ink applications confirmed that ADHA is a versatile sensor for sensitively detecting picric acid without sophisticated instruments. In addition, ADHA was implemented to detect PA in real water samples with remarkable recovery.



中文翻译:

一种基于 AIE 活性咪唑共轭 α-氰芪的传感器,用于选择性和灵敏地检测水介质中的苦味酸

由于污染威胁日益增加,对恐怖主义敏感的芳香硝基爆炸物(苦味酸)快速传感在环境安全中具有重要意义。在此,成功开发了咪唑衍生的单功能荧光传感器2-(4-氨基苯基)-3-(3-(4,5-二苯基-1H-咪唑-2-基)-2-羟基苯基)丙烯腈( ADHA)选择性识别爆炸性苦味酸。ADHA的 D-π-A 构型具有非凡的光物理特性和显着的聚集诱导发射 (AIE)。检测过程由光子诱导电子转移 (PET) 和共振能量转移 (RET) 诱导,并导致ADHA +PA 复合物的生成。通过DFT(密度泛函理论)方法和光谱分析对ADHA的结构关系和光物理性质进行了广泛的研究。经计算,形成的复合物的检测限为6.26 nM。此外,还进行了1 H NMR 滴定、DFT 计算和 HRMS 分析,以更好地了解检测机制。试纸辅助检测和隐形墨水应用证实ADHA是一种多功能传感器,无需复杂的仪器即可灵敏地检测苦味酸。此外,采用ADHA检测实际水样中的 PA,回收率显着。

更新日期:2023-10-14
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