IP Library › Granted Patent US 9,985,218
Granted Patent B2
US 9,985,218 · App. 13/954,121 · Granted May 29, 2018

Light-emitting element, light-emitting device, electronic device, and lighting device

Inventors: Harue Osaka (Kanagawa, JP); Hiroshi Kadoma (Kanagawa, JP); Yasushi Kitano (Kanagawa, JP); Satoko Shitagaki (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0067H01L51/0072H01L51/0073H01L51/0074H01L51/5016H01L51/5278
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Quick Facts
Patent No.
US 9,985,218
App. No.
13/954,121
Granted
May 29, 2018
Kind
B2
Abstract

A light-emitting element with low drive voltage, a light-emitting element with high current efficiency, and/or a light-emitting element with a long lifetime are/is provided. Specifically, a light-emitting element with low drive voltage, a light-emitting element with high current efficiency, and/or a light-emitting element with a long lifetime are/is provided by the use of an organic compound with a dibenzo[f,h]quinoxaline skeleton in a light-emitting layer. In a light-emitting element which includes a light-emitting layer containing an organic compound between a pair of electrodes, the organic compound has a 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton, a hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, a substituted or unsubstituted dibenzofuran skeleton, and a substituted or unsubstituted carbazole skeleton, and an arylene skeleton, and the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the hole-transport skeleton are bonded through the arylene skeleton.

Claims (29)

1. A light-emitting element comprising:

a pair of electrodes; and

a light-emitting layer between the pair of electrodes,

wherein the light-emitting layer comprises an organic compound, the organic compound comprising:

a 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton;

a first hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, and a substituted or unsubstituted dibenzofuran skeleton;

a second hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, and a substituted or unsubstituted dibenzofuran skeleton; and

a first arylene skeleton and a second arylene skeleton,

wherein the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the first hole-transport skeleton are bonded through the first arylene skeleton;

wherein the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the second hole-transport skeleton are bonded through the second arylene skeleton, and

wherein the first arylene skeleton is bonded to the 6-position or the 7-position of the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the second arylene skeleton is bonded to the 10-position or the 11-position of the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton.

2. The light-emitting element according to claim 1 , wherein the organic compound has a molecular weight of 2000 or less.

3. The light-emitting element according to claim 1 , wherein the organic compound has a molecular weight greater than or equal to 500 and less than or equal to 1000.

4. The light-emitting element according to claim 1 , wherein at least a precursor ion and a product ion with a value obtained by subtracting m/z=55 from a value of the precursor ion are detected from the organic compound by LC/MS analysis in which an argon gas is collided at an energy higher than or equal to 30 eV and lower than or equal to 100 eV after LC separation.

5. A light-emitting device comprising the light-emitting element according to claim 1 .

6. A light-emitting element comprising:

a pair of electrodes; and

a light-emitting layer between the pair of electrodes,

wherein the light-emitting layer comprises an organic compound, the organic compound comprising:

a 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton;

a first hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, and a substituted or unsubstituted dibenzofuran skeleton;

a second hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, and a substituted or unsubstituted dibenzofuran skeleton; and

a first arylene skeleton and a second arylene skeleton, skeleton,

wherein the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the first hole-transport skeleton are bonded through the first arylene skeleton,

wherein the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the second hole-transport skeleton are bonded through the second arylene skeleton, and

wherein at least a precursor ion and a product ion with a value obtained by subtracting m/z=55 from a value of the precursor ion are detected from the organic compound by LC/MS analysis in which an argon gas is collided at an energy higher than or equal to 30 eV and lower than or equal to 100 eV after LC separation.

7. The light-emitting element according to claim 6 , wherein the organic compound has a molecular weight of 2000 or less.

8. The light-emitting element according to claim 6 , wherein the organic compound has a molecular weight greater than or equal to 500 and less than or equal to 1000.

9. A light-emitting device comprising the light-emitting element according to claim 6 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2013
From: OSAKA, HARUE; KADOMA, HIROSHI; KITANO, YASUSHI; SHITAGAKI, SATOKO; OHSAWA, NOBUHARU; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 030904/0895 →
Priority Claims (1)
JP 2012-169081 · Jul 31, 2012 · national
Continuity (1)
Related Publication 20140034925A1 · Feb 6, 2014