Synthesis of efficient blue and red light emitting phenanthroline derivatives containing both hole and electron transporting properties

被引:29
作者
Bing, YJ
Leung, LM
Menglian, G
机构
[1] Hong Kong Baptist Univ, Ctr Adv Luminescence Mat, Kowloon, Hong Kong, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem & Chem Engn, State Key Lab Optoelect Mat & Technol, Guangzhou 510275, Peoples R China
关键词
phenanthroline derivatives; fluorescence dyes; hole and electron transporting;
D O I
10.1016/j.tetlet.2004.06.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two phenanthroline derivatives containing a hole transporting triphenylamine and an electron transporting 1,3,4-oxadiazole unit have been prepared with high yield. UV-vis absorption and fluorescence measurement indicated they are high efficient light-emitting materials. The compounds are 6-(5-(4-N,N'-diphenylaminophenyl)-1,3,4-oxadiazol-2-yl) quinoxalino[2,3-f] phenanthroline (9, lambda(max)=635nm, 40% quantum yield), and 1-ethyl-2-(4-(5-(4-N,N'-diphenylaminophenyl)-1,3,4-oxadiazol-2-yl)phenyl)imidazo[4,5-f]phenanthroline (14, lambda(max)=461 nm, 78% quantum yield). Preliminary study on electroluminescence for the two fluorescent dyes prepared from vacuum evaporation resulted in blue and red light emitting organic light emitting diodes (OLED). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6361 / 6363
页数:3
相关论文
共 9 条
[1]  
Gong X, 1998, ADV MATER, V10, P1337, DOI 10.1002/(SICI)1521-4095(199811)10:16<1337::AID-ADMA1337>3.0.CO
[2]  
2-D
[3]   An exceptional red shift of emission maxima upon fluorine substitution [J].
Krebs, FC ;
Spanggaard, H .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (21) :7185-7192
[4]   Coordination incommensurate cluster formation .4. Rearrangement reactions in dinuclear triple helicates [J].
Meyer, M ;
Kersting, B ;
Powers, RE ;
Raymond, KN .
INORGANIC CHEMISTRY, 1997, 36 (23) :5179-5191
[5]   Electroluminescence of 1,3,4-oxadiazole and triphenylamine-containing molecules as an emitter in organic multilayer light emitting diodes [J].
Tamoto, N ;
Adachi, C ;
Nagai, K .
CHEMISTRY OF MATERIALS, 1997, 9 (05) :1077-1085
[6]   A SELF-ASSEMBLING TRIPLE-HELICAL CO-2(II) COMPLEX - SYNTHESIS AND STRUCTURE [J].
WILLIAMS, AF ;
PIGUET, C ;
BERNARDINELLI, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (11) :1490-1492
[7]   SYNTHESIS AND PROPERTIES OF DIAMINO-SUBSTITUTED DIPYRIDO[3,2-A 2',3'-C]PHENAZINE [J].
YAMADA, M ;
TANAKA, Y ;
YOSHIMOTO, Y ;
KURODA, S ;
SHIMAO, I .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (04) :1006-1011
[8]   Fluorescence enhancement of trans-4-aminostilbene by N-phenyl substitutions:: The "amino conjugation effect" [J].
Yang, JS ;
Chiou, SY ;
Liau, KL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (11) :2518-2527
[9]   A new soluble 1,10-phenanthroline-containing π-conjugated polymer:: Synthesis and effect of metal complexation on optical properties [J].
Yasuda, T ;
Yamaguchi, I ;
Yamamoto, T .
ADVANCED MATERIALS, 2003, 15 (04) :293-296