Efficient 9-alkylphenyl-9-pyrenylfluorene substituted pyrene derivatives with improved hole injection for blue light-emitting diodes

被引:97
作者
Tang, Chao
Liu, Feng
Xia, Yi-Jie
Xie, Ling-Hai
Wei, Ang
Li, Sheng-Biao
Fan, Qu-Li
Huang, Wei [1 ]
机构
[1] Fudan Univ, Inst Adv Mat, Shanghai 200433, Peoples R China
[2] Nanjing Univ Posts & Telecommun, Inst Adv Mat, Nanjing 210003, Peoples R China
[3] Natl Univ Singapore, Fac Engn, Singapore 117536, Singapore
关键词
D O I
10.1039/b607923g
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two efficient blue-light-emitting materials with stable diarylfluorene and hole-transporting pyrene groups, 9-alkoxyphenyl-9-pyrenylfluorene substituted pyrenes (EHOP1 and EHOP2), have been synthesized by Suzuki coupling reaction and have been fully characterized. They have extreme thermal stability in nitrogen with onset decomposition temperature over 430 degrees C. They are amorphous materials with T-g of 103 and 191 degrees C for EHOP1 and EHOP2, respectively. They show stable bright blue emission in the solid state. Due to the non-conjugated pyrene groups at C9 of the fluorene moieties, the absorption spectra of the two compounds showed some characteristic peaks and they showed improved hole-injection ability than conjugated fluorene derivatives. A preliminary simple three-layer blue light-emitting diode, i.e. ITO/TCTA ( 8 nm)/EHOP1 ( 30 nm)/BCP ( 45 nm)/Mg: Ag, was obtained without the need for a hole-injection layer, with high luminance of 11620 cd m(-2), turn-on voltage of 4.0 V and current efficiency of 3.04 cd A(-1). Furthermore, the device still had a considerable efficiency of 1.74 cd A(-1), when the luminescence reaches its maximum.
引用
收藏
页码:4074 / 4080
页数:7
相关论文
共 35 条
[1]   DYNAMICS OF RIBOZYME BINDING OF SUBSTRATE REVEALED BY FLUORESCENCE-DETECTED STOPPED-FLOW METHODS [J].
BEVILACQUA, PC ;
KIERZEK, R ;
JOHNSON, KA ;
TURNER, DH .
SCIENCE, 1992, 258 (5086) :1355-1357
[2]  
Cervini R, 1997, SYNTHETIC MET, V84, P359, DOI 10.1016/S0379-6779(97)80781-3
[3]  
Chan LH, 2001, ADV MATER, V13, P1637, DOI 10.1002/1521-4095(200111)13:21<1637::AID-ADMA1637>3.0.CO
[4]  
2-S
[5]  
Chen C. H., 1997, MACROMOL S, V125, P1
[6]   Metal chelates as emitting materials for organic electroluminescence [J].
Chen, CH ;
Shi, JM .
COORDINATION CHEMISTRY REVIEWS, 1998, 171 :161-174
[7]   Stability of n-type doped conducting polymers and consequences for polymeric microelectronic devices [J].
deLeeuw, DM ;
Simenon, MMJ ;
Brown, AR ;
Einerhand, REF .
SYNTHETIC METALS, 1997, 87 (01) :53-59
[8]   THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].
DEWAR, MJS ;
ZOEBISCH, EG ;
HEALY, EF ;
STEWART, JJP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909
[9]   Synthesis and application of dimeric 1,3,5-triazine ethers as hole-blocking materials in electroluminescent devices [J].
Fink, R ;
Heischkel, Y ;
Thelakkat, M ;
Schmidt, HW ;
Jonda, C ;
Huppauff, M .
CHEMISTRY OF MATERIALS, 1998, 10 (11) :3620-3625
[10]   Electroluminescence in conjugated polymers [J].
Friend, RH ;
Gymer, RW ;
Holmes, AB ;
Burroughes, JH ;
Marks, RN ;
Taliani, C ;
Bradley, DDC ;
Dos Santos, DA ;
Brédas, JL ;
Lögdlund, M ;
Salaneck, WR .
NATURE, 1999, 397 (6715) :121-128