School of Pharmaceutical Sciences, Wuhan University, 430071, Wuhan, China.
Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education, Hubei Province Engineering and Technology Research Center for Fluorinated Pharmaceuticals, Wuhan, 430071, China.
Mikrochim Acta. 2022 Sep;189(9):361. doi: 10.1007/s00604-022-05432-0. Epub 2022 Aug 31.
Covalent organic frameworks (COFs) with good chemical stability, flexible chemical functionalization, tunable pore sizes, and high specific surface areas have been increasingly employed in the field of fluorescence sensing. In this work, a crystalline vinyl-functionalized COF TzDa-V was facilely prepared through a room-temperature synthetic method via condensation reaction between 4,4',4″-(1,3,5-triazine-2,4,6-triyl)trianiline (Tz) and 2,5-diallyloxyterephthalaldehyde (Da-V). The intermolecular charge transfer (ICT) effect endowed the TzDa-V with fluorescence characteristic, and it was sensitive to trace water and can be quenched due to the disruption of ICT process by water. On this base, the prepared COF TzDa-V with excellent chemical/thermal stability was applied to sensing of trace water in common organic solvents such as DMF, acetone, THF, and ethyl acetate with rapid response (less than 10 s), satisfactory sensing range (0.5-18% water in DMF, 0.5-15% water in acetone, 0.5-16% water in THF, 0.5-5% in ethyl acetate, v/v), and high sensitivity. The limits of detection for water in DMF, acetone, THF, and ethyl acetate were 0.0497%, 0.0590%, 0.0502%, and 0.0766% (v/v), respectively. The proposed probe was successfully used for the detection of trace water in food products such as salt and sugar. The COF TzDa-V would be a good candidate for application in water sensing.
共价有机骨架（COFs）具有良好的化学稳定性、灵活的化学功能化、可调的孔径和高比表面积，已在荧光传感领域得到了越来越广泛的应用。在这项工作中，通过缩合反应，在室温下简便地合成了一种结晶性的乙烯基功能化 COF TzDa-V，该反应是由 4,4',4″-(1,3,5-三嗪-2,4,6-三基)三苯胺（Tz）和 2,5-二烯丙氧基对苯二甲醛（Da-V）之间进行的。分子间电荷转移（ICT）效应赋予了 TzDa-V 荧光特性，并且由于水的介入破坏了 ICT 过程，TzDa-V 对痕量水敏感，可被其猝灭。在此基础上，制备的 COF TzDa-V 具有优异的化学/热稳定性，可应用于 DMF、丙酮、THF 和乙酸乙酯等常见有机溶剂中痕量水的传感，其响应速度快（小于 10 s），传感范围宽（DMF 中 0.5-18%的水，丙酮中 0.5-15%的水，THF 中 0.5-16%的水，乙酸乙酯中 0.5-5%的水，v/v），灵敏度高。DMF、丙酮、THF 和乙酸乙酯中检测水的检出限分别为 0.0497%、0.0590%、0.0502%和 0.0766%（v/v）。该探针成功地用于盐和糖等食品产品中痕量水的检测。COF TzDa-V 将成为水传感应用的良好候选者。
