大学化学 >> 2025, Vol. 40 >> Issue (11): 289-299.doi: 10.12461/PKU.DXHX202412062

化学实验 上一篇    下一篇

综合化学实验设计：一种基于苯并咔唑超长有机室温磷光材料的制备与表征

王光辉1, 钱晨1, 马志勇1,2   

  1. 1 北京化工大学化学工程学院, 北京 100029;
    2 北京化工大学有机无机复合材料全国重点实验室, 北京 100029
  • 收稿日期:2024-12-11 录用日期:2025-03-17 发布日期:2025-11-21
  • 通讯作者: 马志勇 E-mail:mazhy@mail.buct.edu.cn Zhiyong Ma
  • 基金资助:
    国家自然科学基金面上项目(22175015,22375013)

Preparation and Characterization of 7H-Benzo[C]Carbazole Based Ultra-Long Organic Room Temperature Phosphorescence Material

Guanghui Wang1, Chen Qian1, Zhiyong Ma1,2   

  1. 1 College of Chemical Engineering, Beijing University of Chemical Technology, Beijing 100029, China;
    2 State Key Laboratory of Organic and Inorganic Composites, Beijing University of Chemical Technology, Beijing 100029, China
  • Received:2024-12-11 Accepted:2025-03-17 Published:2025-11-21
  • Contact: Zhiyong Ma E-mail:mazhy@mail.buct.edu.cn

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摘要： 超长有机室温磷光(UORTP)材料凭借其独特的低成本、低毒性、刺激响应特性和可调光学性能在生物成像、先进加密和防伪以及高灵敏度传感器方面具有广阔的应用前景。本实验以7H-苯并[c]咔唑(BCz)和3-溴-5-氟苯腈为原料，通过芳香族化合物取代反应合成供体-受体(D-A)型分子CNBrBCz，利用核磁共振氢谱、碳谱和高分辨率质谱表征CNBrBCz的化学结构。之后将BCz、CNBrBCz分别掺入聚丙烯酸甲酯(PMMA)膜并探究掺杂薄膜的磷光性能。有机磷光材料为功能材料化学重要研究方向之一，通过将前沿的科学研究方法与性质表征引入基础化学实验中，进一步丰富了化学实验的教学内容，锻炼了学生的实验基础操作能力与精密仪器使用能力，培养了学生学以致用的科学素养和科学创新能力，同时也可以让学生观察到奇妙的发光现象，感受到化学之美。

关键词: 综合化学实验, 超长有机室温磷光, 苯并咔唑, 掺杂, 科教融合

Abstract: Ultra-long organic room temperature phosphorescent (UORTP) materials exhibit significant potential in bioimaging, advanced encryption and anti-counterfeiting, and high-sensitivity sensors, owing to their low cost, low toxicity, stimulus responsiveness, and tunable optical properties. In this study, a donor-acceptor (D-A) type molecule, CNBrBCz, was synthesized from 7H-Benzo[c]carbazole (BCz) and 3-bromo-5-fluorobenzonitrile through a typical aromatic substitution reaction. The chemical structure of CNBrBCz was characterized using 1H nuclear magnetic resonance (NMR), 13C NMR, and high-resolution mass spectrometry. Subsequently, BCz and CNBrBCz were separately doped into polymethyl methacrylate (PMMA) films, and the phosphorescence properties of these doped films were investigated. Organic phosphorescence materials represent a crucial area of research in functional materials chemistry. By integrating advanced scientific research methods and property characterization into fundamental chemistry experiments, this study not only enriches the teaching content of chemical experiments but also enhances students’ proficiency in basic experimental operations and the use of precision instruments. Furthermore, it cultivates students’ scientific literacy and innovation capabilities, while allowing them to observe fascinating luminescence phenomena and appreciate the beauty of chemistry.

Key words: Comprehensive chemical experiment, Ultra-long organic room temperature phosphorescence, 7H-Benzo[c]carbazole, Doping, Integration of science and education