Asymmetrical Fluorene[2,3-b]benzo[d]thiophene Derivatives: Synthesis, Solid-State Structures, and Application in Solution-Processable Organic Light-Emitting Diodes

被引：26

作者：

Du, Chunyan ^{[1
,2
]}

Ye, Shanghui ^{[1
,2
]}

Chen, Jianming ^{[1
,2
]}

Guo, Yunlong ^{[1
,2
]}

Liu, Yunqi ^{[1
]}

Lu, Kun ^{[1
,2
]}

Liu, Ying ^{[1
,2
]}

Qi, Ting ^{[1
]}

Gao, Xike ^{[1
]}

Shuai, Zhigang ^{[1
]}

Yu, Gui ^{[1
]}

机构：

[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Organ Solids Lab, Inst Chem, Beijing 100190, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 33期

基金：

中国国家自然科学基金;

关键词：

fused-ring systems; organic light-emitting diodes; solid-state structures; substituent effects; sulfur heterocycles; POLY(PHENYLENE SULFIDE); POLY(SULFONIUM CATION); EFFICIENT GREEN; THIOPHENE RING; HETEROACENES; SEMICONDUCTOR; FLUORENONE; EMISSION; ACENES; OLIGOTHIOPHENES;

D O I：

10.1002/chem.200900860

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of novel asymmetrical fused compounds containing the backbone of fluorene[2,3-b]benzo[d]thiophene (FBT) were effectively synthesized and fully characterized. Single-crystal X-ray studies demonstrated that the length of the substituent side chains greatly affects the solid-state packing of the obtained fused compounds. DFT, photophysical, and electrochemical studies all showed that the FBTs have large band gaps, low-lying HOMO energy levels, and therefore good stability toward oxidation. Moreover, the substituents strongly influence the fluorescence properties of the resulting FBT derivatives. The di-n-hexyl compound exhibits intense fluorescence in solution with the highest quantum yield of up to 91%. Solution-processed green phosphorescent organic light-emitting diodes with the di-n-butyl derivative as the host material exhibited a maximum brightness of 14.185 cd m(-2) and a luminescence efficiency of 12 cd A(-1).

引用

页码：8275 / 8282

页数：8

共 57 条

[1]

Anthony J. E., 2008, ANGEW CHEM, V120, P460

[2] The larger acenes: Versatile organic semiconductors [J].