化工进展 ›› 2023, Vol. 42 ›› Issue (6): 3097-3104.DOI: 10.16085/j.issn.1000-6613.2022-1419

• 材料科学与技术 • 上一篇    下一篇

一种具有聚集诱导发光效应有机荧光小分子的设计合成及功能应用

张芳1,2,3(), 郭鹍鹏3, 梁春平1,2, 尤雪瑞1,2, 张志超1,2   

  1. 1.山西能源学院能源化学与材料工程系,山西 晋中 030604
    2.山西能源学院能源材料与低碳技术研究所,山西 晋中 030604
    3.太原理工大学新材料界面科学与工程教育部重点实验室,山西 太原 030024
  • 收稿日期:2022-07-27 修回日期:2022-08-27 出版日期:2023-06-25 发布日期:2023-06-29
  • 通讯作者: 张芳
  • 作者简介:张芳(1989—),女,博士,讲师,研究方向为有机光电功能材料。E-mail:zhangfang@sxie.edu.cn
  • 基金资助:
    山西省教育厅高等学校科技创新项目(2020L0733)

Design, synthesis and application research for an organic luminescent molecule with aggregation induced emission

ZHANG Fang1,2,3(), GUO Kunpeng3, LIANG Chunping1,2, YOU Xuerui1,2, ZHANG Zhichao1,2   

  1. 1.Department of Energy Chemistry and Materials Engineering, Shanxi Institute of Energy, Jinzhong 030604, Shanxi, China
    2.Research Institute of Energy Materials and Low Carbon Technology, Shanxi Institute of Energy, Jinzhong 030604, Shanxi, China
    3.Ministry of Education Key Laboratory of Interface Science and Engineering in Advanced Materials, Taiyuan University of Technology, Taiyuan 030024, Shanxi, China
  • Received:2022-07-27 Revised:2022-08-27 Online:2023-06-25 Published:2023-06-29
  • Contact: ZHANG Fang

摘要:

有机荧光分子因其荧光性质稳定、结构易调控、成本低廉等优势吸引了众多学者的关注。为了获得具有优异性能的功能性有机荧光小分子,通过调控分子结构,利用Suzuki反应合成了一个具有聚集诱导发光效应的A-D-A型多功能有机荧光小分子APAD。通过理论计算对分子结构、能级以及电势差分布情况进行表征,表明该分子存在分子内电荷转移效应。电化学等分析手段进一步分析了其能级结构。聚集态发光性能研究表明,该分子具有典型的聚集诱导发光效应。最后,利用APAD的分子发光特性对其应用性进行了研究,发现APAD不仅可以作为有机荧光探针实现对有害物质水合肼的实时检测,并具有较高的选择性、抗干扰性,且检测限低至3.2×10-7mol/L,还可以利用其荧光性能对温度的依赖性制备荧光温度计。

关键词: 有机荧光分子, 分子内电荷转移, 聚集诱导发光, 荧光探针, 荧光温度计

Abstract:

Great attention has been attracted by researchers due to the stable fluorescence properties, adjustable structure and low cost for organic luminescent molecules. In order to obtain functional organic luminescent molecule with excellent properties, a multifunctional organic luminescent molecule APAD with A-D-A type was synthesized by Suzuki reaction by adjusting the structure of molecule. The structure, energy level and potential difference distribution were determined by theoretical calculation, indicating the exist of intramolecular charge transfer characteristic in the molecule. The energy level was further analyzed by electrochemical analysis test. In addition, the aggregated luminescence study showed that APAD displayed typical aggregation induced emission effect. Finally, the applications for molecule APAD were studied utilizing its molecular luminescence characteristics. It was found that APAD can be used as an organic fluorescent probe to detect the harmful substance hydrazine hydrate in real-time detection with high selectivity and anti-interference, and the limit of detection is as low as 3.2×10-7mol/L was calculated. Additionally, it was also used as a fluorescent thermometer due to its temperature dependence of fluorescent characteristics.

Key words: organic luminescent molecule, intramolecular charge transfer, aggregation induced luminescence, fluorescent probe, fluorescent thermometer

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