192198-85-9Relevant articles and documents
A low-cost phenylbenzoimidazole containing electron transport material for efficient green phosphorescent and thermally activated delayed fluorescent OLEDs
Wang, Fangfang,Hu, Jia,Cao, Xudong,Yang, Tao,Tao, Youtian,Mei, Ling,Zhang, Xinwen,Huang, Wei
, p. 5533 - 5540 (2015/06/08)
A new phenylbenzoimidazole-based electron-transport material (ETM), 2,4,6-tris(2-phenyl-1H-benzo[d]imidazol-1-yl)benzonitrile (iTPBI-CN), is designed and synthesized through a simple low-cost one-step C-N coupling reaction by using 2,4,6,-trifluorobenzonitrile and 2-phenyl-1H-benzo[d]imidazole as the starting materials. In comparison with the four step synthesis of commercial ETM of 2,2,2-(1,3,5-phenylene)-tris(1-phenyl-1H-benzimidazole) (TBPI), the introduction of a cyano moiety into iTPBI-CN greatly simplifies the synthetic procedure and allows for an isomerized linkage of phenylbenzoimidazole. The glass transition temperature increases from 124 °C of TPBI to 139 °C of iTPBI-CN. Both compounds show similar HOMO levels of ~5.9 eV and a triplet energy of ~2.6 eV. The deeper LUMO level of iTPBI-CN (2.79 eV) than TPBI (2.38 eV) allows for more efficient electron-injection and a much higher device efficiency. Solution-processed green phosphorescent OLEDs with the structure of ITO/PEDOT:PSS/host:Ir(mppy)3/iTPBI-CN versus TPBI/LiF/Al show maximum current and power efficiencies of 37.7 cd A-1 and 29.0 lm W-1versus 26.1 cd A-1, 12.2 lm W-1 in the CBP host and 31.3 cd A-1 and 23.9 lm W-1versus 20.6 cd A-1, 7.4 lm W-1 in the mCP host. Furthermore, the superior device performance of iTPBI-CN over TPBI is also found in both CBP and mCP hosted green thermally activated delayed fluorescence (TADF) devices by using 2,3,5,6-tetracarbazole-4-cyano-pyridine (4CzCNPy) as a dopant.
Method for Synthesizing 1,3,5-Tri-(N-Phenylbenzimidazolyl) Benzene
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Paragraph 0025-0026, (2013/05/08)
The present invention relates to efficient synthetic method of 1,3,5-tris (N-Phenylbenzimidazole) Benzene and pertains to the field of synthesis of organic light-emitting materials. The method and process of the patent are as following: 1,3,5-tris (N-Phen
Methods of making tris(N-aryl benzimidazoles)benzenes and their use in electronic devices
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Page/Page column 16, (2008/06/13)
Provided are methods for preparing a compound of Formula I: where the method comprises the steps of: contacting a compound of Formula II: with 1,3,5-benzene-tricarbonyl chloride in the presence of a polar aprotic solvent to form an amide adduct; and subse