2-羟苯基-苯并噻唑类ESIPT化合物的光物理性质研究

The Synthesis of 2-hydroxyphenyl Benzothiazole Derivative and its luminous Properties

以邻氨基硫酚、对氨基水杨酸为原料合成了一种2-(2’-羟基苯基)苯并噻唑类激发态分子内质子转移化合物,其结构经IR,1H NMR,13C NMR和MS表征。探讨了该化合物在不同溶剂体系中的光物理性质,推断出其发光机制,当化合物中苯环可以发生自由旋转,且不与其他杂原子发生相互作用时,表现醇式发光;极性环境条件下,表现为负离子发光;苯环旋转受限,表现为酮式发光。利用化合物独特的发光性质,可区分α-、β-、γ-环糊精。

A series of 2-（2＇-hydroxyphenyl）benzothiazote derivatives were synthesized via 2-aminothiophenol and 4-amino salicylic acid in this paper. The structures of the compounds were characterized by IR, IH NMR, 13C NMR, and MS. The derivatives exhibit typical excited-state intramolecular proton transfer （ESIPT） luminous properties. Luminescence mechanism of the target compound was discussed in different solvent systems. The target compound dissolves in the low polar solvent homogeneously, exhibiting enol emission only due to the freely intramoleeular rotation. And with the increase of polarity of the solvents, its anion emission appeared around 450 nm. When the phenyl rotation of the compound was restricted, keto emission of ESIPT chromophore presents. Based on such luminescence feature of the compound, cyclodextrins（α-、β-and γ-CDs） were identified by the compound fluorescence spectrum.