Thermally stable organic light-emitting diodes using new families of hole-transporting amorphous molecular materials

被引:106
作者
Shirota, Y [1 ]
Okumoto, K [1 ]
Inada, H [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
thermally stable organic light-emitting diode; hole drift mobility; glass-transition temperature; amorphous molecular material;
D O I
10.1016/S0379-6779(99)00335-5
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A new family of hole-transporting amorphous molecular materials with high glass-transition temperatures (Tg) have been designed and synthesized. They include 4,4',4"-tris[biphenyl-2-yl(phenyl)amino]triphenylamine (o-PTDATA), 4,4',4"-tris[biphenyl-3-yl(phenyl)amino]triphenylamine (m-PTDATA), and 4,4',4"-tris[biphenyl-4-yl(3'-methylphenyl)amino]triphenylamine (p-PMTDATA). These compounds were found to form readily stable amorphous glasses with high T-g, and to function as materials for hole-injection layers in contact with the ITO electrode in multilayer organic light-emitting diodes (OLEDs). Such devices consisting of double hole-transport layers of o-PTDATA or p-PMTDATA and N,N'-di(biphenyl-4-yl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine and the emitting layer of tris(8-quinolinolato)aluminum were found to exhibit high performance and thermal stability. The devices operated at 150 degrees C, retaining a luminance of 80% of the initial value measured at 20 degrees C. (C) 2000 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:387 / 391
页数:5
相关论文
共 36 条
[1]   Efficient synthesis of starburst oxadiazole compounds [J].
Bettenhausen, J ;
Strohriegl, P .
ADVANCED MATERIALS, 1996, 8 (06) :507-+
[2]   CHEMICAL TUNING OF ELECTROLUMINESCENT COPOLYMERS TO IMPROVE EMISSION EFFICIENCIES AND ALLOW PATTERNING [J].
BURN, PL ;
HOLMES, AB ;
KRAFT, A ;
BRADLEY, DDC ;
BROWN, AR ;
FRIEND, RH ;
GYMER, RW .
NATURE, 1992, 356 (6364) :47-49
[3]   TRI(BIPHENYL-4-YL)AMINE AND TRI(P-TERPHENYL-4-YL)AMINE AS A NOVEL CLASS OF MOLECULES FOR AMORPHOUS MOLECULAR MATERIALS [J].
HIGUCHI, A ;
OHNISHI, K ;
NOMURA, S ;
INADA, H ;
SHIROTA, Y .
JOURNAL OF MATERIALS CHEMISTRY, 1992, 2 (10) :1109-1110
[4]   Organic electroluminescent devices using novel starburst molecules, 1,3,5-tris[4-(3-methylphenyl-phenylamino)phenyl]benzene and 4,4',4''-tris(3-methylphenylphenylamino)triphenylamine, as hole-transport materials [J].
Inada, H ;
Yonemoto, Y ;
Wakimoto, T ;
Imai, K ;
Shirota, Y .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1996, 280 :331-336
[5]   1,3,5-TRIS[4-(DIPHENYLAMINO)PHENYL]BENZENE AND ITS METHYL-SUBSTITUTED DERIVATIVES AS A NOVEL CLASS OF AMORPHOUS MOLECULAR MATERIALS [J].
INADA, H ;
SHIROTA, Y .
JOURNAL OF MATERIALS CHEMISTRY, 1993, 3 (03) :319-320
[6]   NOVEL AMORPHOUS MOLECULAR MATERIALS - THE STARBURST MOLECULE 1,3,5-TRIS[N-(4-DIPHENYLAMINOPHENYL)PHENYLAMINO]BENZENE [J].
ISHIKAWA, W ;
NOGUCHI, K ;
KUWABARA, Y ;
SHIROTA, Y .
ADVANCED MATERIALS, 1993, 5 (7-8) :559-561
[7]  
ISHIKAWA W, 1991, CHEM LETT, P1773
[8]   Fabrication and performances of a double-layer organic electroluminescent device using a novel starburst molecule, 1,3,5-tris[N-(4-diphenylaminophenyl)phenylamino]benzene, as a hole-transport material and tris(8-quinolinolato)aluminum as an emitting material [J].
Itano, K ;
Tsuzuki, T ;
Ogawa, H ;
Appleyard, S ;
Willis, MR ;
Shirota, Y .
IEEE TRANSACTIONS ON ELECTRON DEVICES, 1997, 44 (08) :1218-1221
[9]   Exciplex formation at the organic solid-state interface: Yellow emission in organic light-emitting diodes using green-fluorescent tris(8-quinolinolato)aluminum and hole-transporting molecular materials with low ionization potentials [J].
Itano, K ;
Ogawa, H ;
Shirota, Y .
APPLIED PHYSICS LETTERS, 1998, 72 (06) :636-638
[10]   Phenylquinoxaline polymers and low molar mass glasses as electron-transport materials in organic light-emitting diodes [J].
Jandke, M ;
Strohriegl, P ;
Berleb, S ;
Werner, E ;
Brutting, W .
MACROMOLECULES, 1998, 31 (19) :6434-6443