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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (14): 1763-1769. 上一篇    

研究简报

新型蓝光材料: 氟代三联(9,9-二苯基)芴的合成及其光电性能研究

胡晓曦a,b 张俊祥*,a 王德才*,b 吕 龙*,a 蒋雪茵*,c 张志林c   

  1. (a中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
    (b南京工业大学制药与生命科学学院 南京 210009)
    (c上海大学嘉定校区材料科学与工程学院 上海 201800)
  • 投稿日期:2007-12-17 修回日期:2008-01-25 发布日期:2008-07-28
  • 通讯作者: 张俊祥

Novel Blue-light-emitting Materials: Synthesis and Characterization of Fluorinated Ter(9,9-diphenylfluorenyl)

HU, Xiao-Xi a,b ZHANG, Jun-Xiang *,a WANG, De-Cai *,b
LÜ, Long *,a JIANG, Xue-Yin *,c ZHANG, Zhi-Lin c
  

  1. (a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry,
    Chinese Academy of Sciences, Shanghai 200032)
    (b College of Life Science and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing 210009)
    (c College of Material Science and Engineering, Jiading Campus, Shanghai University, Shanghai 201800)
  • Received:2007-12-17 Revised:2008-01-25 Published:2008-07-28
  • Contact: ZHANG, Jun-Xiang

PDF

864

被引次数

5

使用HF/吡啶法在芴环的4位引入了氟原子, 使用五氟氯苯格氏试剂在芴环的9位引入了全氟苯, 合成了五个氟取代三联(9,9-二苯基)芴化合物. 测量了该系列化合物的电化学、光学和电致发光性能, 氟原子的引入提高了化合物的电子传输能力. 在溶液和薄膜状态下, 该类化合物都呈现出稳定的蓝光发射(色坐标x＝0.156, y＝0.078). 由化合物6f制备的简单器件的启亮电压为6 V, 最大亮度为452 cd/m2.

关键词: 氟取代, 三联芴, 合成, 电致发光

Five new fluorinated ter(9,9-diphenylfluorenyl) derivatives were synthesized and characterized. Fluorine atoms were introduced from two methods. One was HF/pyridine diazotization reaction at the 4-position of fluorene ring, and the other was Grignard reaction on the 9-position with Grignard reagent of pentafluorochlorobenzene. The structures of the molecules were characterized by 1H NMR, 13C NMR and elemental analysis. The electrochemical, optical and electroluminescent properties were also investigated. The charge transfer ability of electron was enhanced by the introduction of fluoro groups. The series of such molecules is blue-light-emitting both in solution and solid film. The low onset voltage of the devices (ITO/NPB/6f/Alq3/LiF/Al) was about 6 V, and their maximum brightness value was 452 cd•m－2.

Key words: fluorination, ter(9,9-diphenylfluorenyl), synthesis, electroluminescence