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α-Cyanostilbene-based Molecule with the Synergistical Mechanisms of AIE, ESIPT and TICT: A New Schiff Base Probe for Selective Detection of Fe3+ and Reversible Response to HCl/NH3 Vapor
Journal of Fluorescence ( IF 2.7 ) Pub Date : 2024-03-23 , DOI: 10.1007/s10895-024-03609-9
Meihui Chen , Wenrong Chen , Qing Zhu , Liping Yang , Xiazhong Zhang , Donghong Xie , Jianqiang Chen , Yuanbin Wu , Yuping Zhu , Mingguang Zhu

We designed and synthesized a new Schiff base probe, which incorporated the salicylaldehyde-analogue α-cyanostilbene and benzophenone hydrazone by the imine linkage. Its chemical structure was verified by FT-IR, MALDI-TOF-MS, HR-MS and 1H/13C NMR technologies. It could exhibit a red fluorescence based on the synergistical effects of aggregation-induce emission (AIE), excited-state intramolecular proton transfer (ESIPT) and twisted intramolecular charge-transfer (TICT) in the aggregation or solid states. Interestingly, the TLC-based test strip loaded with the target compound showed the reversible fluorescence response to amine/acid vapor and on-site visual fluorescence quenching response to Fe3+. In THF/water mixtures (fw = 90%, 10 µM, pH = 7.4), the detection limit (DL) and the binding constant (Ka) of the developed probe towards Fe3+ were evaluated as 5.50 × 10− 8 M and 1.69 × 105, respectively. The developed probe was successfully applied for the detection of Fe3+ with practical, reliable, and satisfying results.



中文翻译:

具有 AIE、ESIPT 和 TICT 协同机制的 α-氰芪基分子:一种用于选择性检测 Fe3+ 和对 HCl/NH3 蒸气可逆响应的新型席夫碱探针

我们设计并合成了一种新的席夫碱探针,该探针通过亚胺键结合了水杨醛类似物α-氰芪和二苯甲酮腙。其化学结构通过FT-IR、MALDI-TOF-MS、HR-MS和1 H/ 13 C NMR技术验证。它可以基于聚集或固态下聚集诱导发射(AIE)、激发态分子内质子转移(ESIPT)和扭曲分子内电荷转移(TICT)的协同效应而表现出红色荧光。有趣的是,装载有目标化合物的基于TLC的测试条显示出对胺/酸蒸气的可逆荧光响应和对Fe 3+ 的现场视觉荧光猝灭响应。在 THF/水混合物(fw = 90%、10 µM pH = 7.4)中,开发的探针对 Fe 3+的检测限 (DL) 和结合常数 ( Ka )评估为 5.50 × 10 −分别为8M和1.69×10 5。研制的探针成功应用于Fe 3+的检测,结果实用、可靠、令人满意。

更新日期:2024-03-23
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