基于界面多重氢键的质子转移偶合电子转移荧光传感

By following the solvent and dynamic isotope effects on the quenching of the twisted intramolecular charge transfer (TICT) dual fluorescence of p-dialkylaminobenzoic acids (DAABOA, dialkyl = dimethyl, diethyl, dibutyl, methyl/hexyl and ethyl/hexyl) by diphenylguanidine (DPG), diphenylthiourea (DPS) and diphenylurea (DPO), together with 1H NMR titration and the redox potentials data, we were able to show that proton coupled electron transfer (PCET) occurred within the double hydrogen bonding complexes, DAABOA-DPX (X = G, S, and O) that led to the quenching of the TICT dual emission. This formed the basis for PCET fluorescent sensing based on multiple hydrogen bonding recognition interaction. A series of thiourea based TICT dual fluorescent neutral receptors were designed for anions such as AcO-, F-, H2PO4-, and HSO4- of biological significance in which the thiourea binding site was incorporated in the electron donor or acceptor of the TICT fluorophor. These receptors showed highly selective and/or sensitive response toward these anions, which has been published in some 12 papers in peer reviewed important journals and been presented in several international and domestic conferences. Some data are still under organization for publication.

铺展于空气—水界面的分子内扭转电荷转移（TICT）荧光体籍多重氢键识别水相中的生命分子，并由于氢键的桥联作用电荷转移性质由分子内打展为分子间的质子转移偶合电子转移（PTET），原TICT荧光发生显著改变而实现水相中分子的传感。本项目巧妙地将界面氢键与PTET偶合实现水相中重要生命分子的高选择性灵敏传感，发展一种新的荧光传感检测原理。