- A low-cost phenylbenzoimidazole containing electron transport material for efficient green phosphorescent and thermally activated delayed fluorescent OLEDs
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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.
- Wang, Fangfang,Hu, Jia,Cao, Xudong,Yang, Tao,Tao, Youtian,Mei, Ling,Zhang, Xinwen,Huang, Wei
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p. 5533 - 5540
(2015/06/08)
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- METHOD OF MAKING BENZAZOLES
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This present invention provides a method of making benzazoles comprising a process of making aryl or alkyl benzazoles from corresponding aryl acid chlorides or alkyl acid chlorides without applying hazard condensing agent. The benzazole compounds described in this invention have following formula I: Wherein: n is an integer of from 3 to 8;Z is O, NR or S; andR and R′ are individually hydrogen; alkyl of from 1 to 24 carbon atoms, for example, propyl, t-butyl, heptyl, and the like; aryl or hetero-atom substituted aryl of from 5 to 20 carbon atoms, for example, phenyl and naphthyl, furyl, thienyl, pyridyl, quinolinyl and other heterocyclic systems; or halo such as chloro, fluoro, bromo, cyano; or atoms necessary to complete a fused aromatic ring; andB is a linkage unit consisting of alkyl, aryl, substituted alkyl, or substituted aryl which conjugately or unconjugately connects the multiple benzazoles together.
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Paragraph 0030
(2013/07/19)
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- Method for Synthesizing 1,3,5-Tri-(N-Phenylbenzimidazolyl) Benzene
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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
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Paragraph 0025-0026
(2013/05/08)
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- Phenanthro[9,10-d]imidazole as a new building block for blue light emitting materials
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The blue light emitting compound, BPPI, based on a phenanthro[9,10-d] imidazole group, is prepared by a facial synthetic process and exhibits excellent thermal stability, highly efficient fluorescence and balanced carrier injection. The double-layered dev
- Wang, Zhiming,Lu, Ping,Chen, Shuming,Gao, Zhao,Shen, Fangzhong,Zhang, Wensi,Xu, Yuanxiang,Kwok, Hoi Sing,Ma, Yuguang
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scheme or table
p. 5451 - 5456
(2011/12/15)
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- Methods of making tris(N-aryl benzimidazoles)benzenes and their use in electronic devices
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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
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Page/Page column 16
(2008/06/13)
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