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Construction of Highly Efficient Carbazol-9-yl-Substituted Benzimidazole Bipolar Hosts for Blue Phosphorescent Light-Emitting Diodes: Isomer and Device Performance Relationships

Construction of Highly Efficient Carbazol-9-yl-Substituted Benzimidazole Bipolar Hosts for Blue Phosphorescent Light-Emitting Diodes: Isomer and Device Performance Relationships

Shu-Yun Chang, Guan-Ting Lin, Yu-Chieh Cheng, Jau-Jiun Huang, Chiou-Ling Chang, Chi-Feng Lin, Jiun-Haw Lee, Tien-Lung Chiu, Man-Kit Leung

ACS Appl Mater Interfaces. 2018 Dec 12;10(49):42723-42732.

PMID: 30360065

Abstract:

Four isomers of carbazol-9-yl-substituted 1,2-diphenylbenzimidazole at 7, 6, 5, and 4 positions, named as 1-CbzBiz, 2-CbzBiz, 3-CbzBiz, and 4-CbzBiz, respectively, have been synthesized. Instead of having an identical molecular weight, the CbzBiz's have their glass transition temperatures ( Tg) spanning a large range from 53 to 90 °C. Their Tg and melting point ( Tm) basically obey the Boyer-Kauzmann rule ( Tg = g· Tm with g ≈ 0.7) on the absolute temperature scale (in kelvins). However, while 1-CbzBiz and 4-CbzBiz demonstrate a small g value of 0.66, which is significantly smaller than other common organic glass molecules, 3-CbzBiz shows an unexpectedly high g value of 0.73, implying higher intermolecular interactions in the glass. These CbzBiz's are suitable hosts for bis[2-(4,6-difluorophenyl)pyridinato- C2, N](picolinato)iridium(III) (FIrpic) in phosphorescence organic light-emitting diodes (PhOLEDs). The optimized PhOLED of indium tin oxide/4,4'-cyclohexylidenebis[ N, N-bis(4-methylphenyl)benzenamine]/4Cbz/4-CbzBiz-FIrpic(15%)/diphenylbis(4-(pyridin-3-yl)phenyl)silane/LiF-Al shows a maximum brightness of 18 760 cd/m2, a current efficiency of 64.1 cd/A, and the external quantum efficiency of 30.9%.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP376367930	Bis[2-(4,6-difluorophenyl)pyridinato-C2,N](picolinato)iridium(III)		376367-93-0	Price
AP58473782	4,4′-Cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine]		58473-78-2	Price

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