IP Library Granted Patent US 9,564,600
Granted Patent B2
US 9,564,600 · App. 14/000,406 · Granted Feb 7, 2017

Compound having an indolocarbazole ring structure and organic electroluminescent device

Inventors: Norimasa Yokoyama (Tokyo, JP); Makoto Nagaoka (Ibaraki, JP); Sawa Izumi (Tokyo, JP); Hiroshi Ookuma (Tokyo, JP); Shuichi Hayashi (Tokyo, JP)
Assignee: HODOGAYA CHEMICAL CO., LTD.
H01L51/006C07D487/04C09K11/06H01L51/0061H01L51/0071H01L51/0072H01L51/0073H05B33/10C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1037C09K2211/1088C09K2211/1092H01L51/0067H01L51/5056
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Quick Facts
Patent No.
US 9,564,600
App. No.
14/000,406
Granted
Feb 7, 2017
Kind
B2
Abstract

A compound having an indolocarbazole ring structure is represented by the following general formula (1), and is used as a material for forming a highly efficient and highly durable organic electroluminescent device. The compound features excellent hole injection/transport capability, has electron blocking power and is highly stable in the form of a thin film. wherein, A is a divalent aromatic hydrocarbon group or aromatic heterocyclic group, Ar 1 to Ar 4 are monovalent aromatic hydrocarbon groups or aromatic heterocyclic groups, and R 1 to R 9 are hydrogen atoms, deuterium atoms, fluorine atoms, chlorine atoms, cyano groups, nitro groups, alkyl groups, cycloalkyl groups, alkenyl groups, alkyloxy groups, cycloalkyloxy groups, aromatic hydrocarbon groups, aromatic heterocyclic groups or aryloxy groups.

Claims (13)

1. A compound having an indolocarbazole ring structure of the following formula (1),

wherein,

A is a phenylene group,

A and Ar 4 are bonded together to form a ring,

Ar 1 , Ar 2 and Ar 3 are phenyl groups,

R 1 to R 8 are, respectively, hydrogen atoms or deuterium atoms, and

R 9 is a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyloxy group having 1 to 6 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, a monovalent aromatic hydrocarbon group, a monovalent aromatic heterocyclic group or an aryloxy group.

2. The compound having the indolocarbazole ring structure according to claim 1 , of the following formula (1a),

wherein,

Ar 1 to Ar 3 and R 1 to R 9 are as defined in the above general formula (1), and

R 10 to R 16 are, respectively, hydrogen atoms, deuterium atoms, fluorine atoms, chlorine atoms, cyano groups, nitro groups, alkyl groups having 1 to 6 carbon atoms, cycloalkyl groups having 5 to 10 carbon atoms, alkenyl groups having 2 to 6 carbon atoms, alkyloxy groups having 1 to 6 carbon atoms, cycloalkyloxy groups having 5 to 10 carbon atoms, monovalent aromatic

hydrocarbon groups, monovalent aromatic heterocyclic groups or aryloxy groups.

3. The compound having the indolocarbazole ring structure according to claim 1 , wherein R 9 in the above formula (1) is a hydrogen atom, a deuterium atom or a phenyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2013
From: YOKOYAMA, NORIMASA; NAGAOKA, MAKOTO; IZUMI, SAWA; OOKUMA, HIROSHI; HAYASHI, SHUICHI
To: HODOGAYA CHEMICAL CO., LTD.,
Reel/Frame 031061/0344 →
Priority Claims (1)
JP 2011-035287 · Feb 22, 2011 · national
Continuity (1)
Related Publication 20140124756A1 · May 8, 2014