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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (11): 1157-1162. 上一篇    下一篇

研究论文

两种新型双极有机小分子发光材料的合成与发光

向能军1,2，李狄豪2，梁万里2
苏树江3， 石建新1，龚孟濂*,1   

  1. (1中山大学化学与化学工程学院 光电材料与技术国家重点实验室 广州 510275)
    (2香港浸会大学化学系 香港)
    (3香港浸会大学物理系 香港)
  • 投稿日期:2005-07-20 修回日期:2006-02-06 发布日期:2006-06-15
  • 通讯作者: 龚孟濂

Synthesis and Photoluminescence of Two Novel Bipolar Organic Compounds

XIANG Neng-Jun1,2, LEE Tik-Ho2, LEUNG Louis M2 , SO Shu Kong3, SHI Jian-Xin1, GONG Meng-Lian*,1   

  1. (1 State Key Laboratory of Optoelectronic Materials and Technologies, School of Chemistry and Chemical Engineering,
    Sun Yat-sen University, Guangzhou 510275)
    (2 Department of Chemistry, Hong Kong Baptist University, Hong Kong)
    (3 Department of physics, Hong Kong Baptist University, Hong Kong)
  • Received:2005-07-20 Revised:2006-02-06 Published:2006-06-15
  • Contact: GONG Meng-Lian

PDF

1166

被引次数

18

设计和合成了两种新的具有“双极(bipolar)”性质和发光性能的有机小分子化合物N-[4-(5-(2-苯基喹啉-4)-1,3,4-噁二唑-2)苯基]-N'-苯基-N,N'-二苯基-1,1'-联苯基-4,4'-二胺(TPDOPQ)和N,N'-双{4-[5-(2-苯基喹啉-4-基)-1,3,4-噁二唑-2]苯基}-N,N'-二苯基-1,1'-联苯基-4,4'-二胺[TPD(OPQ)2]. 用1H NMR, MS和元素分析进行了表征, 研究了化合物的热稳定性和光致发光性质, 并用循环伏安法测定了其电化学性能. 结果表明, 这两种合成的有机化合物同时具备空穴传导和电子输入双重功能, 光致发光性能优良, 热稳定性好, 能形成均衡薄膜, 因此可作为制作有机电致发光器件的候选材料.

关键词: 有机小分子, 空穴传导, 电子传导, 发光

Two novel organic compounds substituted with hole transporting arylamine and electron transporting 1,3,4-oxadiazole moieties have been designed and synthesized using a facile multistep reactions with high yield. The compounds are N-{4-[5-(2-phenylquinolin-4-yl)-1,3,4-oxadiazol-2-yl]-phenyl}-N'-phenyl- N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine (TPDOPQ) and N,N'-bis{4-[5-(2-phenylquinolin-4-yl)-1,3,4- oxadiazol-2-yl]-phenyl}-N,N'-diphenyl-1,1'-diphenyl-4,4'-diamine [TPD(OPQ)2]. These compounds emit intensive green light with high fluorescence quantum yields of 33%～48% under 450 nm light excitation. Cyclic voltammetry measurement results imply that these two compounds have both good hole-transporting and good electron-transporting properties, and hole-transporting is predominant. TG analysis showed high thermal stability of the compounds and vacuum-coating experiments confirmed the formation of homologous films from these compounds. All the results indicate that the synthesized compounds are potentially good candidates as bipolar (hole-transporting/electron-transporting) and emitting materials for fabrication of organic light-emitting diodes.

Key words: organic small molecule, hole-transporting, electron-transporting, luminescence