大学化学 >> 2020, Vol. 35 >> Issue (1): 53-58.doi: 10.3866/PKU.DXHX201904010

化学实验 上一篇    下一篇

利用Reimer-Tiemann反应合成水杨醛缩肼聚集诱导发光分子的综合实验

李恺1,*(),卢会杰1,李媛媛2,臧双全1,唐本忠3,*()   

  1. 1 郑州大学化学与分子工程学院, 郑州 450001
    2 河南工业大学化学化工与环境学院, 郑州 450001
    3 香港科技大学化学系, 中国 香港
  • 收稿日期:2019-04-09 录用日期:2019-05-08 发布日期:2019-05-28
  • 通讯作者: 李恺,唐本忠 E-mail:likai@zzu.edu.cn;tangbenz@ust.hk
  • 基金资助:
    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)

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)

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摘要：

聚集诱导发光（Aggregation-Induced Emission，AIE）分子是一类在聚集状态下表现出强烈荧光而在分散状态下荧光较弱甚至无荧光的分子。自2001年首例AIE分子被发现以来，各类新型AIE分子如雨后春笋般相继被开发出来，并在有机光电材料、荧光探针、生物成像等领域表现出非常广泛的应用。其中，水杨醛缩肼就是一类合成简单、荧光强度高的典型AIE分子。本论文介绍了利用Reimer-Tiemann反应合成水杨醛，并通过与水合肼反应进一步得到水杨醛缩肼AIE分子的方法。在本实验中，学生不但练习了经典Reimer-Tiemann反应的操作方法，同时也学习了水杨醛缩肼分子的AIE特性及其产生机理。结合拓展阅读，可使学生进一步了解AIE分子的应用。

关键词: 聚集诱导发光, Reimer-Tiemann反应, 水杨醛缩肼, 荧光, 综合化学实验

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