大学化学 >> 2023, Vol. 38 >> Issue (1): 213-219.doi: 10.3866/PKU.DXHX202202063

化学实验 上一篇    下一篇

芳香亲核取代反应合成4, 4’-双(3, 6-二叔丁基咔唑基)二苯甲酮及其结构和热活化延迟荧光性质表征

段霁洋, 齐荃, 娄晖林, 韩春苗(), 许辉()   

  • 收稿日期:2022-02-24 录用日期:2022-04-20 发布日期:2022-04-27
  • 通讯作者: 韩春苗,许辉 E-mail:hanchunmiao@hlju.edu.cn;hxu@hlju.edu.cn
  • 基金资助:
    黑龙江省高等教育教学改革项目(SJGY20200566);黑龙江省高等教育教学改革项目(SJGY20200549);国家级大学生创新创业训练项目(202110212019)

4, 4'-Bis (3, 6-di-tert-butphalosazole) Benzophenone: Synthesis via Nucleophilic Aromatic Substitution Reaction, Structural Characterization, and Thermally Activated Delayed Fluorescence Analysis

Jiyang Duan, Quan Qi, Huilin Lou, Chunmiao Han(), Hui Xu()   

  • Received:2022-02-24 Accepted:2022-04-20 Published:2022-04-27
  • Contact: Chunmiao Han, Hui Xu E-mail:hanchunmiao@hlju.edu.cn;hxu@hlju.edu.cn

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摘要：

有机功能材料的制备已经成为现代有机化学的重要研究方向之一，并逐步形成了与其相关的中间体和终产物合成产业链。目前，基础有机化学实验主要涵盖单元操作和简单精细化学品合成。将国际前沿的先进有机功能材料合成方法及其性质表征引入到基础有机化学实验，有望进一步扩展教学内容，促进课程与新兴产业之间的衔接。基于此目的，本项目选择有机热活化延迟荧光材料这一有机发光材料的国际前沿热点，将材料合成与有机单元反应教学相结合，丰富有机反应教学手段的同时，指导学生认识合成反应在构建有机功能材料中的关键作用，进一步将知识体系延伸至现代荧光光谱技术，展示有机化合物结构与有机功能材料性质之间的科学联系，从而完成对“合成–分子结构–材料功能”这一知识链条的系统教学。通过本项目，学生不仅可以强化基础实验操作，完成传统有机化学实验学习，而且可以掌握核磁共振谱及荧光光谱技术，让学生体验完整的科研过程，形成有梯度、复合型的知识体系。

关键词: 热活化延迟荧光材料, 芳香亲核取代反应, 单元操作, 结构表征, 荧光光谱学

Abstract:

The preparation of organic functional materials has become one of the most important research areas in modern organic chemistry and allows the industrial manufacture of relative intermediates and products. At present, a basic organic experimental course mainly includes study of unit operations and synthesis of simple fine chemicals; extension of teaching content and promotion of engagement between education and emerging industries offer considerable strengthening the knowledge system. To this end, this project selected one of the research frontiers in organic chemistry–development of organic thermally activated delayed fluorescence (TADF) materials. This project can simultaneously supplement the existing types of organic reactions and guide students in understanding the key role of synthetic reactions in constructing organic functional materials. Furthermore, in addition to the elucidation of modern fluorescence spectroscopy technology, this project can reveal the scientific connection between organic molecular structures and the properties of organic functional materials to complete the systematic teaching of the "synthesis–molecular structure–photoelectric properties" knowledge chain. Through material preparation, structure determination, and TADF property measurement, students can not only strengthen their basic knowledge of experimental operations but also understand nuclear magnetic resonance spectrometry and fluorescence spectroscopy techniques. This experiment enriches the course of undergraduate organic experiments and allows students to experience the complete scientific research process, thus facilitating the formation of a gradient, multi-disciplinary knowledge system.

Key words: Thermally activated delayed fluorescence material, Nucleophilic aromatic substitution, Unit operation, Structural characterization, Fluorescence spectroscopy