University Chemistry ›› 2020, Vol. 35 ›› Issue (1): 53-58.doi: 10.3866/PKU.DXHX201904010

• Chemistry Laboratory • Previous Articles     Next Articles

A Comprehensive Experiment on Synthesis of Aggregation-Induced Emitting Salicylaldehyde Azine Using Reimer-Tiemann Reaction

Kai Li1,*(),Huijie Lu1,Yuanyuan Li2,Shuangquan Zang1,Benzhong Tang3,*()   

  1. 1 College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, P. R. China
    2 College of Chemistry, Chemical and Environmental Engineering, Henan University of Technology, Zhengzhou 450001, P. R. China
    3 Department of Chemistry, The Hong Kong University of Science & Technology, Hong Kong, P. R. China
  • Received:2019-04-09 Accepted:2019-05-08 Published:2019-05-28
  • Contact: Kai Li,Benzhong Tang E-mail:likai@zzu.edu.cn;tangbenz@ust.hk
  • Supported by:
    国家自然科学基金(21501150);香港创新科技署基金(ITC-CNERC14SC01);广西有色金属及特色材料加工重点实验室开放基金(2019GXYSOF12)

Abstract:

Aggregation-induced emission (AIE) molecules exhibit intense emission in aggregated state but weak or even no fluorescence in dispersed state. The first AIE molecule was reported in 2001. Since then, various of AIE molecules were developed successively, which were widely applied in fields of photoelectric materials, fluorescence chemosensors and bioimaging, etc. Salicylaldehyde azine is a classic AIE molecule with the merits of simple synthesis and intense luminescence. In this comprehensive experiment, the precursor salicylaldehyde is first synthesized using Reimer-Tiemann reaction. Then it reacts with azine to obtain the AIE molecule of salicylaldehyde azine. Through the experiment, students will practice the synthetic method of Reimer-Tiemann reaction and grasp the origination of AIE characteristics of salicylaldehyde azine. Also, students will learn about the applications of AIE molecules through class and network learning.

Key words: Aggregation-induced emission, Reimer-Tiemann reaction, Salicylaldehyde azine, Fluorescence, Comprehensive chemistry experiment

MSC2000: 

  • G64