2-羟基-1-萘甲醛半碳酰腙激发态分子内质子转移阴离子荧光识别

Fluorescence Sensing of Anions via Excited State Intramolecular Proton Transfer in(E)-1-[(2-Hydroxynaphthalen-1-yl)Methylene]Semicarbazide

利用荧光光谱分析法,考察了2-羟基-1-萘甲醛半碳酰腙(L)作为受体分子与F^-、Cl^-、Br^-、I^-、SO_3^(2-)、NO_3^-、ClO_4^-、H_2PO_4^-、SO_4^(2-)、CH_3COO^-、CO_3^(2-)等阴离子的作用。研究结果表明,在乙腈溶液中该受体分子其酚羟基OH与—C=N—基N之间的分子内氢键强度较弱,引入CH_3COO-和CO_3^(2-)增强了分子内氢键强度,在波长495nm处出现激发态分子内质子转移(ESIPT)荧光,荧光滴定实验表明该受体分子与CH_3COO^-和CO_3^(2-)均形成1:1型结合物,提出了可能的配合物结合模式。

The interactions of （E）-1-（（2-hydroxynaphthalen-l-yl）methylene）semicarbazide（L） and anions such as F-, Cl-, Br-, I-, SO3 2-, NO3-, ClO4-, H2PO4-, SO4 2-, CH3COO- and CO3 2- in acetonitrile solution were investigated by fluorescence spectroscopy. The receptor molecules exist very weak intramolecular hydrogen bond between its phenolic hydroxyl OH and -C = N in acetonitrile solution,addition of CHACOO and CO3 2-to the solution can enhanced the strength of intramolecular hydrogen bond,and a 495nm emission peak arises due to excited state intramolecular proton transfer （ESIPT）. The fluorescent titration method indicated that a 1 ： 1 stoichiometry complex was formed.