Liang Gao, Minghao Zheng, Haiyi Liu, Jun Xiao, Tianhao Gong, Kunming Liu, Juanhua Li, Jinbiao Liu
Ganzhou Teacher's College Ganzhou Jiangxi 341000 P. R. China.
Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry, Faculty of Materials Metallurgy and Chemistry, Jiangxi University of Science and Technology 86 Hongqi Road Ganzhou 341000 P. R. China
RSC Adv. 2023 Aug 9;13(34):23812-23817. doi: 10.1039/d3ra04474b. eCollection 2023 Aug 4.
A 2-(2'-hydroxyphenyl)benzimidazole (HBI)-based ratiometric fluorescent probe, known as BTEP, was synthesized using 5-bromosalicylaldehyde as the raw material Sonogashira coupling and condensation reaction. This probe was designed for rapid detection of boron trifluoride solutions and gases. The N and O coordination atoms in the probe undergo a boron difluoride addition with BF, which affects the process of excited state intramolecular proton transfer (ESIPT) leading to a blue shift of fluorescence emission. Obvious changes in the fluorescence signal can be observed within 60 seconds. The introduction of an acetylene trimethylsilane fragment increases the conjugate plane and is beneficial to improving the selectivity of the probe. The / fluorescence ratio of the probe displays a linear relationship with the concentration of BF in the range of 5-50 μM, with a detection of limit as low as 69.5 nM. Furthermore, the probe demonstrates specific and selective recognition of BF among eight common interference substances. Test strips prepared using BTEP have the capability of real-time naked-eye detection of trace BF gas.
以5-溴水杨醛为原料,通过Sonogashira偶联和缩合反应合成了一种基于2-(2'-羟基苯基)苯并咪唑(HBI)的比率荧光探针,即BTEP。该探针用于快速检测三氟化硼溶液和气体。探针中的N和O配位原子与BF发生二氟化硼加成反应,影响激发态分子内质子转移(ESIPT)过程,导致荧光发射蓝移。在60秒内可观察到荧光信号的明显变化。乙炔三甲基硅烷片段的引入增加了共轭平面,有利于提高探针的选择性。该探针的荧光比率与5-50μM范围内的BF浓度呈线性关系,检测限低至69.5 nM。此外,该探针在八种常见干扰物质中对BF表现出特异性和选择性识别。使用BTEP制备的试纸具有实时肉眼检测痕量BF气体的能力。