Spin-Coated Highly Efficient Phosphorescent Organic Light-Emitting Diodes Based on Bipolar Triphenylamine-Benzimidazole Derivatives

A new series of star‐shaped bipolar host molecules, tris(4′‐(1‐phenyl‐1H‐benzimidazol‐2‐yl)biphen‐yl‐4‐yl) amine (TIBN), tris(2′‐methyl‐4′‐(1‐phenyl‐1H‐benzimida zol‐2‐yl)biphenyl‐4‐yl)amine (Me‐TIBN), and tris(2,2′‐dimethyl‐4′‐(1‐phenyl‐1H‐benzimidazol‐2‐yl)biphenyl‐4‐yl)amine (DM‐TIBN), that conta...

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Published inAdvanced functional materials Vol. 18; no. 4; pp. 584 - 590
Main Authors Ge, Ziyi, Hayakawa, Teruaki, Ando, Shinji, Ueda, Mitsuru, Akiike, Toshiyuki, Miyamoto, Hidetoshi, Kajita, Toru, Kakimoto, Masa-aki
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 22.02.2008
WILEY‐VCH Verlag
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Summary:A new series of star‐shaped bipolar host molecules, tris(4′‐(1‐phenyl‐1H‐benzimidazol‐2‐yl)biphen‐yl‐4‐yl) amine (TIBN), tris(2′‐methyl‐4′‐(1‐phenyl‐1H‐benzimida zol‐2‐yl)biphenyl‐4‐yl)amine (Me‐TIBN), and tris(2,2′‐dimethyl‐4′‐(1‐phenyl‐1H‐benzimidazol‐2‐yl)biphenyl‐4‐yl)amine (DM‐TIBN), that contain hole‐transporting triphenylamine and electron‐transporting benzimidazole moieties are designed based on calculations using density functional theory and successfully prepared. The theoretical calculation of energy levels of TIBN derivatives affords helpful ideas to design molecules with a favorable localization of highest occupied/lowest unoccupied molecular orbital (HOMO/LUMO) levels and a predefined enhancement of the triplet energy gap. The TIBN derivatives are employed as hosts to fabricate phosphorescent organic light‐emitting diodes (OLEDs) by the two methods of spin‐coating and vacuum deposition. Notably, the spin‐coated Me‐TIBN and DM‐TIBN devices exhibit a much better performance than the vacuum‐deposited ones, in which the spin‐coated DM‐TIBN device (47 500 cd m−2, 27.3 cd A−1, 7.3 lm W−1) is outstanding with respect to other seminal work for solution‐processed OLEDs. More importantly, the new concept of localizing HOMO and LUMO levels for bipolar molecules is illustrated, and a facile strategy to tailor the energy levels by breaking the conjugation of hole‐ and electron‐transporting moieties is demonstrated. A series of bipolar host molecules (see figure) are developed based on theoretical DFT calculations and employed to fabricate phosphorescent OLEDs. The devices exhibit a best performance of 47 500 cd m−2 and 27.3 cd A−1 for spin‐coated DM‐TIBN, illustrating a new concept of localizing the HOMO and LUMO and a facile strategy to tailor the energy levels for bipolar molecules.
Bibliography:ark:/67375/WNG-9K5K54F9-V
ArticleID:ADFM200700913
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content type line 23
ISSN:1616-301X
1616-3028
DOI:10.1002/adfm.200700913