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

Patent metadata

Field	Value
Publication number	US-9761812-B2
Application number	US-201314088690-A
Country	US
Kind code	B2
Filing date	Nov 25, 2013
Priority date	Nov 26, 2012
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

To provide a light-emitting element with high emission efficiency. In a light-emitting element including an organic compound between a pair of electrodes, the molecular weight X of the organic compound is 450 or more and 1500 or less, and the absorption edge of the organic compound is at 380 nm or more. By liquid chromatography mass spectrometry in a positive mode in which an argon gas is made to collide with the organic compound subjected to separation using a liquid chromatograph at any energy higher than or equal to 1 eV and lower than or equal to 30 eV, a product ion is detected at least around m/z=(X−240).

First claim

What is claimed is:

1. A light-emitting device comprising:
an organic compound between a pair of electrodes; and
at least one of a hole-injection layer, a hole-transport layer, and a light-emitting layer,
wherein:
the organic compound is included in at least one of the hole-injection layer, the hole-transport layer and the light-emitting layer,
the organic compound is represented by a formula (G1)

R 1 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted phenyl group,
R 2 to R 6 separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group,
Ar 1 represents hydrogen, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group,
Ar 2 represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group,
a molecular weight X of the organic compound is greater than or equal to 450 and less than or equal to 1500,
an absorption edge of the organic compound is at 380 nm or more, and
a product ion is detected at least around m/z=(X−240) by mass spectrometry.

2. The light-emitting device according to claim 1 , wherein the organic compound is represented by a formula (G2)

3. The light-emitting device according to claim 2 , wherein the organic compound is represented by a formula (G3)

4. The light-emitting device according to claim 3 , wherein the organic compound is represented by a formula (G4)

5. The light-emitting device according to claim 4 , wherein the organic compound is represented by a formula (100)

6. The light-emitting device according to claim 4 , wherein the organic compound is represented by a formula (101)

7. The light-emitting device according to claim 1 , wherein the mass spectrometry is liquid chromatography mass spectrometry in a positive mode in which an argon gas is made to collide at any energy higher than or equal to 1 eV and lower than or equal to 30 eV with the organic compound.

8. An electronic device comprising the light-emitting device according to claim 1 .

9. A lighting device comprising the light-emitting device according to claim 1 .

10. A light-emitting device comprising:
an organic compound between a pair of electrodes; and
at least one of a hole-injection layer, a hole-transport layer, and a light-emitting layer,
wherein:
the organic compound is included in at least one of the hole-injection layer, the hole-transport layer and the light-emitting layer,
the organic compound comprises a phenylcarbazole skeleton and an N-biphenyl-N-phenylamine skeleton,
the N-biphenyl-N-phenylamine skeleton is bonded to a 3-position of the phenylcarbazole skeleton,
a molecular weight X of the organic compound is greater than or equal to 450 and less than or equal to 1500,
an absorption edge of the organic compound is at 380 nm or more, and
a product ion is detected at least around m/z=(X−240) by mass spectrometry.

11. The light-emitting device according to claim 10 , wherein the organic compound is represented by a formula (100)

12. The light-emitting device according to claim 10 , wherein the mass spectrometry is liquid chromatography mass spectrometry in a positive mode in which an argon gas is made to collide at any energy higher than or equal to 1 eV and lower than or equal to 30 eV with the organic compound.

13. An electronic device comprising the light-emitting device according to claim 10 .

14. A lighting device comprising the light-emitting device according to claim 10 .

15. A light-emitting device comprising:
an organic compound between a pair of electrodes; and
at least one of a hole-injection layer, a hole-transport layer, and a light-emitting layer,
wherein:
the organic compound is included in at least one of the hole-injection layer, the hole-transport layer and the light-emitting layer,
the organic compound comprises a phenylcarbazole skeleton and an N,N-bis-biphenylamine skeleton,
the N,N-bis-biphenylamine skeleton is bonded to a 3-position of the phenylcarbazole skeleton,
a molecular weight X of the organic compound is greater than or equal to 450 and less than or equal to 1500,
an absorption edge of the organic compound is at 380 nm or more, and
a product ion is detected at least around m/z=(X−240) by mass spectrometry.

16. The light-emitting device according to claim 15 , wherein the organic compound is represented by a formula (101)

17. The light-emitting device according to claim 15 , wherein the mass spectrometry is liquid chromatography mass spectrometry in a positive mode in which an argon gas is made to collide at any energy higher than or equal to 1 eV and lower than or equal to 30 eV with the organic compound.

18. An electronic device comprising the light-emitting device according to claim 15 .

19. A lighting device comprising the light-emitting device according to claim 15 .

Assignees

• Semiconductor Energy Lab

Inventors

• Osaka Harue
• Shitagaki Satoko
• Ohsawa Nobuharu

Classifications

• H01L51/0072 Primary

  Electricity · mapped topic

• H01L51/5012

  Electricity · mapped topic

• H01L51/5056

  Electricity · mapped topic

• H01L51/0061

  Electricity · mapped topic

• H01L51/5088

  Electricity · mapped topic