Kim Eunse, Choi Boeun, Kim Soyeon, Lee Jae Jun, Kim Cheal
Department of Fine Chemistry, Seoul National University of Science and Technology, Seoul, 01811, Korea.
J Fluoresc. 2025 Jan 11. doi: 10.1007/s10895-024-04123-8.
We report a bithiophene-based fluorescence probe BDT (2,2'-(((1 E, 1'E)-[2,2'-bithiophene]-5,5'-diylbis(methaneylylidene))bis(azaneylylidene))bis(4-(tert-butyl)phenol)) for recognizing ClO. BDT selectively responded to ClO, leading to a blue fluorescence enhancement in a mixture of DMF/HEPES buffer (9:1, v/v). Importantly, BDT showed an ultrafast response (within 1 s) to ClO among the fluorescent turn-on chemosensors based on bithiophene. BDT recognized ClO through cleavage reaction with a low detection limit of 2.16 µM, and it had the ability to sense ClO across a pH range of 3-11. The recognition mechanism for ClO was investigated by H nuclear magnetic resonance (NMR) titration, electrospray ionization mass spectrometry (ESI-MS), and density functional theory (DFT) calculations. In addition, BDT could be used to detect ClO using test strips as a convenient tool, allowing real-time monitoring rapidly. Practically, BDT exhibited reliable recoveries for quantifying ClO using a smartphone application with a spike-and-recovery method in real water samples such as drinking, tap, mineral, and river water.
我们报道了一种基于联噻吩的荧光探针BDT(2,2'-(((1E,1'E)-[2,2'-联噻吩]-5,5'-二基双(亚甲基))双(氮亚甲基))双(4-(叔丁基)苯酚))用于识别次氯酸根。BDT对次氯酸根有选择性响应,在DMF/HEPES缓冲液(9:1,v/v)混合物中导致蓝色荧光增强。重要的是,在基于联噻吩的荧光开启型化学传感器中,BDT对次氯酸根显示出超快响应(在1秒内)。BDT通过裂解反应识别次氯酸根,检测限低至2.16μM,并且能够在pH值为3 - 11的范围内检测次氯酸根。通过氢核磁共振(NMR)滴定、电喷雾电离质谱(ESI-MS)和密度泛函理论(DFT)计算研究了对次氯酸根的识别机制。此外,BDT可作为一种便捷工具用于使用试纸条检测次氯酸根,实现快速实时监测。实际上,在实际水样如饮用水、自来水、矿泉水和河水中,BDT使用带有加标回收方法的智能手机应用程序对次氯酸根进行定量时表现出可靠的回收率。