University Chemistry ›› 2019, Vol. 34 ›› Issue (1): 48-53.doi: 10.3866/PKU.DXHX201805007

• Chemistry Laboratory • Previous Articles     Next Articles

Synthesis and Characterization of Tetraphenylethylene and Its Application for Explosive Detection: An Introduction of a Comprehensive Chemical Experiment

Tian HE,Zhengye GU,Shouchun YIN*()   

  • Received:2018-05-03 Published:2019-01-16
  • Contact: Shouchun YIN E-mail:yinsc@hznu.edu.cn
  • Supported by:
    浙江省"十二五"省级实验教学示范中心重点建设项目(浙教办函(2015)173号);浙江省MOOC/SPOC课程培育项目;杭州师范大学高等教育课堂教学改革研究项目

Abstract:

Tetraphenylethylene and its derivatives with propeller structure have excellent fluorescence properties, which can be applied to the fields of organic photo-electric materials, fluorescence sensing and biological imaging due to the aggregation-induced fluorescence property. In this experiment, tetraphenylethylene was synthesized by McMurry coupling reaction using benzophenone as starting materials. The target compound was separated and purified by extraction, drying and column chromatography, and its structure was characterized by the melting point measurement, 1H NMR, 13C NMR, and MS. The fluorescence detection limit for explosives was determined by fluorescence spectra using picric acid as a model compound. This experiment with the research focuses can improve the students' experimental skills, help students to understand the current status and applications of tetraphenylethylene and its derivatives with aggregation-induced fluorescence property, and stimulate students' interest in scientific research and innovation consciousness.

Key words: Tetraphenylethylene, Aggregation-induced emission, Comprehensive experiment, Fluorescence, Explosive detection

MSC2000: 

  • G64