IP Library Granted Patent US 9,048,440
Granted Patent B2
US 9,048,440 · App. 12/872,340 · Granted Jun 2, 2015

Material for organic electroluminescence device and electroluminescence device

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Quick Facts
Patent No.
US 9,048,440
App. No.
12/872,340
Granted
Jun 2, 2015
Kind
B2
Abstract

Provided is a material for organic electroluminescence device containing (a) a phosphorescent metal complex containing a monoanionic bidentate ligand and a metal having an atomic weight of 40 or greater, wherein the monoanionic bidentate ligand is represented by the following formula (A): wherein, each of E 1a , E 1d , E 1e , E 1f , E 1k , E 1l , E 1p , and E 1q independently represents a carbon atom or a hetero atom, each of Z 1 , Z 2 , and Z 3 independently represents an aromatic ring or aromatic heterocycle, the aromatic ring or aromatic heterocycle may have a substituent, and a skeleton represented by the formula (A) has, in total, a 18π electron structure, and the bidentate ligand represented by the formula (A) may be coupled to another ligand to form a tridentate or higher-dentate ligand; and (b) a structural isomer represented by the same chemical formula as that of the phosphorescent metal complex (a) but different sterically in a coordination method of the ligand, wherein the structural isomer (b) is contained in an amount of 0.05 mass % or greater but not greater than 5 mass % relative to the phosphorescent metal complex (a).

Claims (21)

1. A material for an organic electroluminescence device, which comprises:

(a) a phosphorescent metal complex represented by the following formula (A10-1):

wherein, each of R 1a to R 1i independently represents a hydrogen atom or a substituent, (b) a structural isomer represented by the same chemical formula as that of the phosphorescent metal complex (a) but different sterically in a coordination method of the ligand, wherein the structural isomer (b) is contained in an amount of 0.05 mass % or greater but not greater than 1 mass % relative to the phosphorescent metal complex (a), wherein the structural isomer of phosphorescent metal complex (a) is a facial isomer, while the structural isomer (b) is a meridional isomer.

2. The material for organic electroluminescence device according to claim 1 , wherein the phosphorescent metal complex represented by the formula (A10-1) is a phosphorescent metal complex represented by formula (A11-1)

wherein, each of R 1a , R 1b , R 1d , R 1e , R 1g , R 1h independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a cyano group, a fluoro group, —OR 2a , —SR 2a , —NR 2a R 2b , —BR 2a R 2b , or —SiR 2a R 2b R 2c , and each of R 2a to R 2c independently represents a hydrocarbon substituent or a heteroatom-substituted-substituent.

3. An organic electroluminescence device which comprises:

a substrate,

a pair of electrodes on the substrate,

and one or more organic layers including a light emitting layer between the electrodes,

wherein the material for organic electroluminescence device according to claim 1 is contained in at least one of the organic layers.

4. The organic electroluminescence device according to claim 3 , which comprises said material in the light emitting layer.

5. A light emission apparatus which comprises the organic electroluminescence device according to claim 3 .

6. A display apparatus which comprises the organic electroluminescence device according to claim 3 .

7. An illumination apparatus which comprises the organic electroluminescence device according to claim 3 .

8. The material for organic electroluminescence device according to claim 1 , wherein each of R 1a to R 1i independently represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, a cyano group, a fluoro group, —OR 2a , —SR 2a , —NR 2a R 2b , —BR 2a R 2b , or —SiR 2a R 2b R 2c ,

wherein each of R 2a to R 2c independently represents an alkyl group, a cycloalkyl group, or an aryl group.

9. An organic electroluminescence device having a light emitting layer between a pair of electrodes, wherein the light emitting layer comprises:

(a) a phosphorescent metal complex represented by the following formula (A10-1):

wherein, each of R 1a to R 1i independently represents a hydrogen atom or a substituent, (b) a structural isomer represented by the same chemical formula as that of the phosphorescent metal complex (a) but different sterically in a coordination method of the ligand, wherein the structural isomer (b) is contained in an amount of 0.05 mass % or greater but not greater than 5 mass % relative to the phosphorescent metal complex (a), wherein the structural isomer of phosphorescent metal complex (a) is a facial isomer, while the structural isomer (b) is a meridional isomer;

wherein said device exhibits an improved brightness keeping ratio compared to a device comprising a phosphorescent metal complex represented by the same chemical formula as that of (A10-1) and having an amount of structural isomer (b) less than 0.05 mass % relative to the phosphorescent metal complex (a); and

the brightness keeping ratio is measured with respect to a storage condition of about 60° C. over about 24 hours.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2012
From: FUJIFILM CORPORATION
To: UDC IRELAND LIMITED
Reel/Frame 028889/0636 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 31, 2010
From: TAKADA, SAKI
To: FUJIFILM CORPORATION
Reel/Frame 024917/0431 →