Web Release Date: March 11,
Solution-Processible Bipolar Triphenylamine-Benzimidazole Derivatives for Highly Efficient Single-Layer Organic Light-Emitting Diodes
Department of Organic & Polymeric Materials, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan, and Display Research Laboratories, JSR Corporation, 100 Kawajiri-cho, Yokkaichi, Mie 510-8552, Japan
Received December 12, 2007
Revised Manuscript Received January 20, 2008

Abstract:
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 (Tg) of 148 and 144 °C, and the decomposition temperatures (Td) of 552 and 515 °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 (S0−T1) 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.
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