Solution-processible bipolar triphenylamine-benzimidazole derivatives for highly efficient single-layer organic light-emitting diodes

被引:167
作者
Ge, Ziyi [1 ]
Hayakawa, Teruaki [1 ]
Ando, Shinji [1 ]
Ueda, Mitsuru [1 ]
Akiike, Toshiyuki [2 ]
Miyamoto, Hidetoshi [2 ]
Kajita, Toru [2 ]
Kakimoto, Masa-Aki [1 ]
机构
[1] Tokyo Inst Technol, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan
[2] JSR Corp, Display Res Labs, Yokaichi, Mie 5108552, Japan
关键词
D O I
10.1021/cm7035458
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 solution-processible bipolar molecules, tris(3'-(1-phenyl-1H-benzimidazol-2-yl)biphenyl-4-yl)amine (TBBI) and tris(2-methyl-3'-(1-phenyl-1H-benzimidazol-2-yl)biphenyl-4-yl)amine (Me-TBBI), bearing both hole-transporting triphenylamine and electron-transporting benzimidazole moieties were newly prepared. TBBI and Me-TBBI possess excellent thermal stability with high glass-transition temperature (T-g) of 148 and 144 degrees C, and the decomposition temperatures (T-d) of 552 and 515 degrees C in nitrogen, respectively. They exhibit good solubility in common solvents due to the metastructured and star-shaped configuration allowing a solution processing. TBBI and Me-TBBI were employed to fabricate phosphorescent organic light-emitting diodes (OLEDs) as the host materials doped with the guest of Ir(ppy)(3) by spin coating with a single-layer structure. The solution-processed Me-TBBI device exhibited an improved performance relative to TBBI arising from the complete charge localization of HOMO and LUMO and an increase in the singlet-triplet (S-0-T-1) energy gap. The performance of spin-coated Me-TBBI device (16400 cd m(-2), 27.4 cd A(-1), 4.5 lm W-1) is outstanding with respect to other work for fully solution-processed OLEDs with the similar single-layer structure.
引用
收藏
页码:2532 / 2537
页数:6
相关论文
共 26 条
[11]   Dipolar dibenzothiophene SS-dioxide derivatives containing diarylamine: Materials for single-layer organic light-emitting devices [J].
Huang, TH ;
Lin, JT ;
Chen, LY ;
Lin, YT ;
Wu, CC .
ADVANCED MATERIALS, 2006, 18 (05) :602-+
[12]   Bipolar host materials for green triplet emitter in organic light-emitting diodes [J].
Jeon, Ji Young ;
Park, Tae Jin ;
Jeon, Woo Sik ;
Park, Jung Joo ;
Jang, Jin ;
Kwon, Jang Hyuk ;
Lee, Jae Yeol .
CHEMISTRY LETTERS, 2007, 36 (09) :1156-1157
[13]  
Kulkarni AP, 2004, CHEM MATER, V16, P4556, DOI [10.1021/cm049473l, 10.1021/cm0494731]
[14]   A high Tg carbazole-based hole-transporting material for organic light-emitting devices [J].
Li, JY ;
Liu, D ;
Li, YQ ;
Lee, CS ;
Kwong, HL ;
Lee, ST .
CHEMISTRY OF MATERIALS, 2005, 17 (05) :1208-1212
[15]   White-light emission from a single-emitting-component organic electroluminescent device [J].
Li, JY ;
Liu, D ;
Ma, CW ;
Lengyel, O ;
Lee, CS ;
Tung, CH ;
Lee, S .
ADVANCED MATERIALS, 2004, 16 (17) :1538-+
[16]   Synthesis and light-emitting properties of bipolar oligofluorenes containing triarylamine and 1,2,4-triazole moieties [J].
Li, Zhong Hui ;
Wong, Man Shing ;
Fukutani, Hiroshi ;
Tao, Ye .
ORGANIC LETTERS, 2006, 8 (19) :4271-4274
[17]   A novel ambipolar spirobifluorene derivative that behaves as an efficient blue-light emitter in organic light-emitting diodes [J].
Liao, Yuan-Li ;
Lin, Chi-Yen ;
Wong, Ken-Tsung ;
Hou, Tei-Hung ;
Hung, Wen-Yi .
ORGANIC LETTERS, 2007, 9 (22) :4511-4514
[18]   Novel bipolar light-emitting copolymer containing triazole and triphenylamine moieties [J].
Liu, Z ;
Zhang, YG ;
Hu, YF ;
Su, GP ;
Ma, DG ;
Wang, LX ;
Jing, XB ;
Wang, FS .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2002, 40 (08) :1122-1126
[19]   Synthesis and properties of multi-triarylamine-substituted carbazole-based dendrimers with an oligothiophene core for potential applications in organic solar cells and light-emitting diodes [J].
Lu, Jianping ;
Xia, Ping Fang ;
Lo, Pik Kwan ;
Tao, Ye ;
Wong, Man Shing .
CHEMISTRY OF MATERIALS, 2006, 18 (26) :6194-6203
[20]   A novel class of emitting amorphous molecular materials as bipolar radical formants: 2-{4-[bis(4-methylphenyl)amino]phenyl}-5-(dimesitylboryl)thiophene and 2-(4-[bis(9,9-dimethylfluorenyl)amino]phenyl}-5-(dimesitylborly) thiophene [J].
Shirota, Y ;
Kinoshita, M ;
Noda, T ;
Okumoto, K ;
Ohara, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (44) :11021-11022