大学化学 >> 2024, Vol. 39 >> Issue (1): 148-156.doi: 10.3866/PKU.DXHX202305074

化学实验 上一篇    下一篇

红色和近红外发光染料的微量合成及其发光性能的测定

白浩彤1, 苏崇杰1, 冯黎阳2, 庄俊鹏1,*()   

  1. 1 北京化工大学化学学院, 北京 100029
    2 北京化工大学材料科学与工程学院, 北京 100029
  • 收稿日期:2023-05-25 录用日期:2023-07-19 发布日期:2023-07-26
  • 通讯作者: 庄俊鹏 E-mail:zhuangjp@mail.buct.edu.cn
  • 基金资助:
    北京化工大学新工科新文科实验教学改革项目;北京化工大学本科教改项目(2018BHDJGZ02)

Micro-Synthesis of Red and Near-Infrared Luminescent Dyes and Determination of Their Luminescent Properties

Haotong Bai1, Chongjie Su1, Liyang Feng2, Junpeng Zhuang1,*()   

  1. 1 College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China
    2 College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
  • Received:2023-05-25 Accepted:2023-07-19 Published:2023-07-26
  • Contact: Junpeng Zhuang E-mail:zhuangjp@mail.buct.edu.cn

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摘要：

通过几十毫克级别的微量反应，在相同的反应条件下，分别合成了两种同时具有光致发光和化学发光性能的功能染料。红色的染料具有红光发光性能，而蓝色染料具有近红外发光性能。通过紫外光谱仪和荧光光谱仪测定了其紫外-可见吸收光谱、荧光发射光谱和化学发光光谱。本实验通过薄层色谱监测了反应的进程，并用制备薄层色谱板分离纯化了产品，尽量减少染料合成可能带来的污染。采用红色和绿色激光笔分别照射染料的溶液和含有染料的薄膜，可以直观观察到光致发光现象。绿色激光可以被红色染料吸收，通过光致发光现象转化为红光。而红色激光可以被近红外发光染料直接转化为近红外发光。在化学发光体系中，两种染料分别发出了明亮的红光和近红外光。本实验将光功能材料引入本科教学实验中，不仅锻炼了学生微量有机合成和分离的技术，更能激发学生的好奇心，增强实验的趣味性。

关键词: 苝功能染料, 近红外发光染料, 光致发光, 化学发光, 微量有机合成实验

Abstract:

In this paper, two kinds of functional dyes with both photoluminescence and chemiluminescence properties were synthesized under the same reaction conditions through a micro-reaction of tens of milligrams. Red dyes have red light emitting properties, while blue dyes have near infrared emitting properties. The ultraviolet-visible absorption spectrum, fluorescence emission spectrum and chemiluminescence spectrum were measured by ultraviolet spectrometer and fluorescence spectrometer. In this experiment, the progress of the reaction was monitored by thin-layer chromatography, and the product was separated and purified by preparative thin-layer chromatography to minimize the possible pollution caused by dye synthesis. The photoluminescence phenomenon can be visually observed by using red and green laser pointers to irradiate the dye solution and the dye-containing film respectively. Green laser light can be absorbed by red dyes and converted into red light through the phenomenon of photoluminescence. The red laser can be directly converted into near-infrared luminescence by near-infrared luminescent dyes. In the chemiluminescent system, the two dyes emit bright red light and near-infrared light, respectively. This experiment introduces optical functional materials into undergraduate teaching experiments, which not only trains students' micro-organic synthesis and separation techniques, but also stimulates students' curiosity and enhances the fun of experiments.

Key words: Perylene functional dyes, Near-infrared luminescent dyes, Photoluminescence, Chemiluminescence, Micro organic synthesis experiments