Tunable Aggregation‐Induced Emission of Imidazole Hydrazones by pH and Anions

Autor: Jinhu Zhao, Xiaochuan Li, Xiaojing Liu, Dongjie Tian, Jianji Wang, Xin Zheng
Rok vydání: 2019
Předmět:
Zdroj: Chemistry – A European Journal. 25:16519-16522
ISSN: 1521-3765
0947-6539
DOI: 10.1002/chem.201904259
Popis: Aggregation-induced emission (AIE) materials have drawn great attention for applications as organic light-emitting diodes (OLED) and probes. The applications are, however, restricted by the complex syntheses and hydrophobic properties. Herein, a one-step synthesis of an AIE material based on imidazole hydrazone is assessed. Protonation of the imidazole-H leads to emission color change from yellow to green in the solid state. The emission color is recovered upon imidazole-H+ deprotonation. Moreover, the emission wavelength shifts from 532 to 572 nm by anion exchange. In addition, an enhanced emission (ΦF up to 22.6 %) was obtained with the Br- anion compared with NTf2- , SbCl5- , PF6- , and OTf- anions. X-ray crystallography studies together with theoretical calculations show that the enhanced emission of hydrazone salts arises from strong hydrogen bonding between the hydrazone proton and the halide ion (Cl- or Br- ).
Databáze: OpenAIRE
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