950766-71-9

Basic information

• Product Name: N¹,N³,N⁵-tris(2-(phenylamino)phenyl)benzene-1,3,5-tricarboxamide
• Synonyms: N¹,N³,N⁵-tris(2-(phenylamino)phenyl)benzene-1,3,5-tricarboxamide
• CAS NO: 950766-71-9
• Molecular Weight: 708.819
• Mol File: 950766-71-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N¹,N³,N⁵-tris(2-(phenylamino)phenyl)benzene-1,3,5-tricarboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N¹,N³,N⁵-tris(2-(phenylamino)phenyl)benzene-1,3,5-tricarboxamide(950766-71-9)
• EPA Substance Registry System: N¹,N³,N⁵-tris(2-(phenylamino)phenyl)benzene-1,3,5-tricarboxamide(950766-71-9)

Safety Data

• Hazardous Substances Data: 950766-71-9(Hazardous Substances Data)

Upstream product

• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 
• 534-85-0 N-phenyl-1,2-benzenediamine 

Downstream Products

• 192198-85-9 2,2',2-(benzene-1,3,5-triyl)tris[1-phenyl-1H-benzimidazole] 

Relevant articles and documents

A low-cost phenylbenzoimidazole containing electron transport material for efficient green phosphorescent and thermally activated delayed fluorescent OLEDs

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.

Methods of making tris(N-aryl benzimidazoles)benzenes and their use in electronic devices

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