IP Library Granted Patent US 9,461,250
Granted Patent B2
US 9,461,250 · App. 13/514,047 · Granted Oct 4, 2016

Organic electroluminescent device

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Quick Facts
Patent No.
US 9,461,250
App. No.
13/514,047
Granted
Oct 4, 2016
Kind
B2
Abstract

Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, sufficiently secures driving stability, and has a simple configuration. The organic EL device of this invention comprises a light-emitting layer between an anode and a cathode piled one upon another on a substrate wherein the light-emitting layer contains a phosphorescent dopant and a 1,9-substituted carbazole compound as a host material. An example of the 1,9-substituted carbazole compound is represented by the following general formula (1). In formula (1), Ar is an aromatic hydrocarbon group or aromatic heterocyclic group; L is an aromatic hydrocarbon group or aromatic heterocyclic group; each of R 1 to R 3 is a hydrogen atom, an alkyl group, a cycloalkyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group; n is an integer of 1 to 3.

Claims (14)

1. An organic electroluminescent device comprising:

an anode,

a plurality of organic layers, and

a cathode piled one upon another on a substrate,

wherein the plurality of organic layers comprise an organic layer containing a carbazole compound selected from a carbazole compound represented by general formula (1) or (2);

wherein, in general formulas (1) and (2), each Ar is independently an aromatic group formed by removing 1 to 3 hydrogen atom(s) from an aromatic ring, the aromatic group being selected from aromatic hydrocarbon groups of 6 to 24 carbon atoms and aromatic heterocyclic groups of 3 to 23 carbon atoms; L is an aromatic group formed by removing 1 to 3 hydrogen atom(s) from an aromatic ring, the aromatic group being selected from aromatic hydrocarbon groups of 6 to 30 carbon atoms and aromatic heterocyclic groups of 3 to 30 carbon atoms; each of R 1 to R 3 is independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, or an aromatic heterocyclic group of 3 to 17 carbon atoms; n is an integer of 1 to 3; when n is 2 or more, a plurality of Ar's or R 1 to R 3 may be identical with or different from one another,

wherein at least one of Ar and L are derived, the former as a monovalent organic group and the latter as an n-valent aromatic group, from an aromatic compound represented by the following general formula (3):

wherein each X 1 is independently CR 4 or a nitrogen atom; Y is —O—, —S—, or —NR 5 —; Z is a direct bond, —O—, —S—, —NR 6 —, —CR 7 R 8 —, or a group represented by the following formula (Z-1); each of R 4 to R 8 is independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, or an aromatic heterocyclic group of 3 to 17 carbon atoms; however, the aforementioned aromatic group is a monovalent aromatic group in case it is Ar or an n-valent aromatic group in case it is L

wherein the carbazole compound has a total of 20 to 80 carbon atoms, and

wherein the carbazole compound is co-deposited with a phosphorescent dopant to form a single layer, said single layer being a light-emitting layer.

2. An organic electroluminescent device as described in claim 1 wherein, in general formula (3), Z is a direct bond.

3. An organic electroluminescent device as described in claim 1 wherein either Ar or L is a monovalent or n-valent aromatic group derived from an organic compound represented by the following general formula (4):

wherein each X 2 is independently CR 9 or a nitrogen atom; each of R 9 to R 12 is independently a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, a cycloalkyl group of 3 to 11 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, or an aromatic heterocyclic group of 3 to 17 carbon atoms; however, the aforementioned aromatic group is a monovalent aromatic group in case it is Ar or an n-valent aromatic group in case it is L.

4. An organic electroluminescent device as described in claim 1 wherein light emitted front the phosphorescent dopant has a peak wavelength below 550 nm.

Assignments (3)
MERGER Recorded Oct 21, 2020
From: NIPPON STEEL & SUMIKIN MATERIALS CO., LTD.; NIPPON STEEL & SUMIKIN CHEMICAL CO., LTD.
To: NIPPON STEEL CHEMICAL & MATERIAL CO., LTD.
Reel/Frame 054145/0400 →
CHANGE OF NAME Recorded Mar 20, 2013
From: NIPPON STEEL CHEMICAL CO., LTD.
To: NIPPON STEEL & SUMIKIN CHEMICAL CO., LTD.
Reel/Frame 030049/0771 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2012
From: OGAWA, JUNYA; KAI, TAKAHIRO; YAMAMOTO, TOSHIHIRO; MATSUMOTO, MEGUMI
To: NIPPON STEEL CHEMICAL CO., LTD.
Reel/Frame 028323/0138 →