Light-emitting element, light-emitting device, electronic device, and lighting device including a nitrogen-containing six-membered heteroaromatic skeleton

Patent metadata

Field	Value
Publication number	US-11063225-B2
Application number	US-201716473053-A
Country	US
Kind code	B2
Filing date	Dec 19, 2017
Priority date	Dec 27, 2016
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

A highly reliable light-emitting element having high emission efficiency is provided. The light-emitting element includes a light-emitting layer including a first organic compound and a guest material. The first organic compound has a substituted or unsubstituted carbazole skeleton. In the light-emitting layer, the weight ratio of a hydrocarbon group substitution product in which at least one of hydrogen atoms in the first organic compound is substituted by a hydrocarbon group having 1 to 6 carbon atoms to the first organic compound is greater than 0 and less than or equal to 0.1.

First claim

The invention claimed is:

1. A light-emitting element comprising:
an electroluminescence layer between a pair of electrodes,
wherein the electroluminescence layer comprises a light-emitting layer,
wherein the light-emitting layer comprises a first organic compound and a hydrocarbon group substitution product,
wherein the first organic compound has a substituted or unsubstituted carbazole skeleton,
wherein the hydrocarbon group substitution product is a compound in which one of hydrogen atoms in the carbazole skeleton in the first organic compound is substituted by a hydrocarbon group having 1 to 6 carbon atoms,
wherein a weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.1, and
wherein the first organic compound comprises a nitrogen-containing six-membered heteroaromatic skeleton.

2. The light-emitting element according to claim 1 ,
wherein the hydrocarbon group substitution product includes the hydrocarbon group having 1 to 6 carbon atoms at a 2-position of the carbazole skeleton.

3. The light-emitting element according to claim 1 ,
wherein the hydrocarbon group having 1 to 6 carbon atoms is a methyl group.

4. The light-emitting element according to claim 1 ,
wherein the weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.05.

5. The light-emitting element according to claim 1 ,
wherein the light-emitting layer further comprises a guest material, and
wherein the guest material converts triplet excitation energy into light emission.

6. The light-emitting element according to claim 5 ,
wherein the guest material shows an emission peak at 450 nm or more and 530 nm or less.

7. A light-emitting element comprising:
an electroluminescence layer between a pair of electrodes,
wherein:
the electroluminescence layer comprises a light-emitting layer,
the light-emitting layer comprises a first organic compound and a hydrocarbon group substitution product,
the first organic compound is represented by General Formula (G1) below,

A represents a substituted or unsubstituted nitrogen-containing heteroaromatic ring having 1 to 25 carbon atoms,
Ar represents an arylene group having 6 to 13 carbon atoms,
n represents 0 or 1,
R 1 to R 8 independently represents any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms,
the hydrocarbon group substitution product has a structure in which at least one of hydrogen atoms in the first organic compound is substituted by a hydrocarbon group having 1 to 6 carbon atoms,
a weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.1,and
the nitrogen-containing heteroaromatic ring is a nitrogen-containing six-membered heteroaromatic ring.

8. The light-emitting element according to claim 7 ,
wherein the weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.05.

9. The light-emitting element according to claim 7 ,
wherein the light-emitting layer further comprises a guest material, and
wherein the guest material converts triplet excitation energy into light emission.

10. The light-emitting element according to claim 9 ,
wherein the guest material shows an emission peak at 450 nm or more and 530 nm or less.

11. The light-emitting element according to claim 7 , wherein the nitrogen-containing heteroaromatic ring is a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, or a triazine ring.

12. A light-emitting element comprising:
an electroluminescence layer between a pair of electrodes,
wherein:
the electroluminescence layer comprises a light-emitting layer,
the light-emitting layer comprises a first organic compound and a hydrocarbon group substitution product,
the first organic compound is represented by General Formula (G2) below,

A represents a substituted or unsubstituted nitrogen-containing heteroaromatic ring having 1 to 25 carbon atoms,
Ar represents an arylene group having 6 to 13 carbon atoms,
n represents 0 or 1,
the hydrocarbon group substitution product has a structure in which at least one of hydrogen atoms in the first organic compound is substituted by a hydrocarbon group having 1 to 6 carbon atoms,
a weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.1,and
wherein the nitrogen-containing heteroaromatic ring is a nitrogen-containing six-membered heteroaromatic ring.

13. The light-emitting element according to claim 12 ,
wherein the weight ratio of the hydrocarbon group substitution product to the first organic compound is greater than 0 and less than or equal to 0.05.

14. The light-emitting element according to claim 12 ,
wherein the light-emitting layer further comprises a guest material, and
wherein the guest material converts triplet excitation energy into light emission.

15. The light-emitting element according to claim 14 ,
wherein the guest material shows an emission peak at 450 nm or more and 530 nm or less.

16. The light-emitting element according to claim 12 , wherein the nitrogen-containing heteroaromatic ring is a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, or a triazine ring.

Assignees

• Semiconductor Energy Lab

Inventors

• Watabe Takeyoshi
• Seo Satoshi
• Komatsu Nozomi
• Yamaoka Ryohei
• Osaka Harue
• Suzuki Kunihiko
• Hosoumi Shunsuke

Classifications

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/5012

  Electricity · mapped topic

• H01L51/0072 Primary

  Electricity · mapped topic

• H01L2251/5384

  Electricity · mapped topic

• H10K50/00

  Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36) · CPC title