IP Library Granted Patent US 8,722,208
Granted Patent B2
US 8,722,208 · App. 13/146,238 · Granted May 13, 2014

Organic electroluminescent device

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Quick Facts
Patent No.
US 8,722,208
App. No.
13/146,238
Granted
May 13, 2014
Kind
B2
Abstract

Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, fully secured of high driving stability, and of a simple structure. The organic EL device is constituted of an anode, organic layers containing a phosphorescent light-emitting layer, and a cathode piled one upon another on a substrate and a phosphine oxide derivative represented by general formula (1) is contained in a phosphorescent light-emitting layer, an electron-transporting layer, a hole-blocking layer, or an exciton-blocking layer. In general formula (1), L 1 is a direct bond or an aromatic group with a valence of 1-3 and Ar 1 is an aromatic group. The two Ar 1 groups linked to the same nitrogen atom may form a nitrogen heterocycle and may further form a fused ring together with the said nitrogen heterocycle.

Claims (7)

1. An organic electroluminescent device constituted of an anode, organic layers comprising a phosphorescent light-emitting layer, and a cathode piled one upon another on a substrate wherein at least one layer selected from the group consisting of a phosphorescent light-emitting layer, an electron-transporting layer, a hole-blocking layer, and an exciton-blocking layer comprises a phosphine oxide derivative represented by general formula (1):

wherein L 1 is independently a direct bond or an aromatic group with a valence of 1-3 formed by removing 1-3 hydrogen atoms from an aromatic compound represented by the following formula (1a), (1b), or (1c) and at least one of L 1 s is not a direct bond; Ar 1 is independently an aromatic hydrocarbon group of 6-20 carbon atoms or an aromatic heterocyclic group of 3-20 carbon atoms and the two Ar 1 groups linked to the same nitrogen atom may join together directly or through another atom to form a nitrogen heterocycle and may further form a fused ring together with the said nitrogen heterocycle; the aforementioned aromatic hydrocarbon group or aromatic heterocyclic group may have substituents; m, n, and p each is independently an integer of 0-2 and m+n+p is 1-6;

in formula (1a), (1b), or (1c), X is independently a substituted or unsubstituted methine group or nitrogen and, when L 1 is a divalent or trivalent aromatic group, at least one of Xs is nitrogen; when X is a substituted methine group, the substituent therein is independently an alkyl group of 1-6 carbon atoms, an alkoxyl group of 1-6 carbon atoms, an aryloxyl group of 3-20 carbon atoms, an aromatic hydrocarbon group of 6-20 carbon atoms, or an aromatic heterocyclic group of 3-20 carbon atoms:

2. An organic electroluminescent device as described in claim 1 wherein the phosphine oxide derivative represented by general formula (1) is represented by general formula (2):

wherein Y is independently a substituted or unsubstituted methine group or nitrogen; when Y is a substituted methine group, the substituent therein is independently an alkyl group of 1-6 carbon atoms, an alkoxyl group of 1-6 carbon atoms, an aryloxyl group of 3-20 carbon atoms, an aromatic hydrocarbon group of 6-20 carbon atoms, an aromatic heterocyclic group of 3-20 carbon atoms, or an amino group substituted with an aromatic hydrocarbon group of 6-14 carbon atoms or with an aromatic heterocyclic group of 3-14 carbon atoms; the aromatic hydrocarbon groups or aromatic heterocyclic groups linked to the nitrogen atom of the said amino group may join together directly or through another atom to form a nitrogen heterocycle containing the said nitrogen atom and may further form a fused ring together with the said nitrogen heterocycle; the two six-membered aromatic hydrocarbon groups or six-membered aromatic heterocyclic groups existing as substituents on the nitrogen atom that is linked to L 1 may join together directly or through another atom to form a nitrogen heterocycle containing the said nitrogen that is linked to L 1 and may further form a fused ring together with the said nitrogen heterocycle; L 1 , m, n, and p respectively have the same meaning as in general formula (1).

3. An organic electroluminescent device as described in claim 1 wherein the layer comprising the phosphine oxide derivative is the light-emitting layer containing a phosphorescent dopant.

4. An organic electroluminescent device as described in claim 2 wherein the layer comprising the phosphine oxide derivative is the light-emitting layer containing a phosphorescent dopant.

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 Jul 27, 2011
From: KAI, TAKAHIRO; TANAKA, HIDEKI; SUDA, MITSURU; YAMAMOTO, TOSHIHIRO; MATSUMOTO, MEGUMI
To: NIPPON STEEL CHEMICAL CO., LTD.
Reel/Frame 026660/0030 →