Organometallic complex, organic light-emitting element, light-emitting device, electronic device, and lighting device

Patent metadata

Field	Value
Publication number	US-9406894-B2
Application number	US-201213486260-A
Country	US
Kind code	B2
Filing date	Jun 1, 2012
Priority date	Jun 3, 2011
Publication date	Aug 2, 2016
Grant date	Aug 2, 2016

Abstract

A novel and highly reliable organometallic complex which has an emission region in the wavelength band of blue to yellow is provided. A light-emitting element using the organometallic complex, a light-emitting device, an electronic device, and a lighting device each using the light-emitting element are provided. An organometallic complex including a structure represented by General Formula (G1) is provided. The organometallic complex including the structure represented by General Formula (G1) is a novel and highly reliable organometallic complex which has an emission region in the wavelength band of blue to yellow. In addition, a light-emitting element using the organometallic complex, a light-emitting device, an electronic device, and a lighting device each including the light-emitting element are provided.

First claim

What is claimed is:

1. An organometallic complex comprising a structure represented by General Formula (G1),

wherein:
Ar represents an arylene group comprising 6 to 13 carbon atoms,
R 1 represents an alkyl group comprising 1 to 4 carbon atoms,
R 2 , R 3 , R 5 and R 6 separately represent any of hydrogen, an alkyl group comprising 1 to 4 carbon atoms, and an unsubstituted phenyl group,
R 4 represents any of hydrogen, a methyl group, an ethyl group, a propyl group, and an isopropyl group,
M is a central metal and represents a Group 9 element, and
wherein at least one of R 2 , R 3 , R 5 , and R 6 represents the alkyl group comprising 1 to 4 carbon atoms or the unsubstituted phenyl group.

2. The organometallic complex according to claim 1 , wherein the central metal M is iridium.

3. The organometallic complex according to claim 1 , wherein the arylene group further comprises a substituent.

4. A light-emitting element comprising the organometallic complex according to claim 1 between a pair of electrodes.

5. A light-emitting device comprising the light-emitting element according to claim 4 .

6. An electronic device comprising the light-emitting element according to claim 4 .

7. A lighting device comprising the light-emitting element according to claim 4 .

8. A light-emitting element comprising a light-emitting layer between a pair of electrodes,
wherein the light-emitting layer comprises the organometallic complex according to claim 1 .

9. An organometallic complex represented by General Formula (G2),

wherein:
Ar represents an arylene group comprising 6 to 13 carbon atoms,
R 1 represents an alkyl group comprising 1 to 4 carbon atoms,
R 2 , R 3 , R 5 and R 6 separately represent any of hydrogen, an alkyl group comprising 1 to 4 carbon atoms, and an unsubstituted phenyl group,
R 4 represents any of hydrogen, a methyl group, an ethyl group, a propyl group, and an isopropyl group,
M is a central metal and represents a Group 9 element or a Group 10 element,
n=3 hen the central metal M is the Group 9 element, and n=2 when the central metal M is the Group 10 element, and
wherein at least one of R 2 , R 3 , R 5 , and R 6 represents the alkyl group comprising 1 to 4 carbon atoms or the unsubstituted phenyl group.

10. The organometallic complex according to claim 9 , wherein the central metal M is iridium.

11. The organometallic complex according to claim 9 , wherein the central metal M is platinum.

12. The organometallic complex according to claim 9 , wherein the arylene group further comprises a substituent.

13. A light-emitting element comprising the organometallic complex according to claim 9 between a pair of electrodes.

14. A light-emitting device comprising the light-emitting element according to claim 13 .

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

16. A lighting device comprising the light-emitting element according to claim 13 .

17. A light-emitting element comprising a light-emitting layer between a pair of electrodes,
wherein the light-emitting layer comprises the organometallic complex according to claim 9 .

18. An organometallic complex represented by General Formula (G3),

wherein:
Ar represents an arylene group comprising 6 to 13 carbon atoms,
R 1 represents an alkyl group comprising 1 to 4 carbon atoms,
R 2 , R 3 , R 5 and R 6 separately represent any of hydrogen, an alkyl group comprising 1 to 4 carbon atoms, and an unsubstituted phenyl group,
R 4 represents any of hydrogen, a methyl group, an ethyl group, a propyl group, and an isopropyl group,
M is a central metal and represents a Group 9 element or a Group 10 element,
n=2 when the central metal M is the Group 9 element, and n=1 when the central metal M is the Group 10 element,
L represents a monoanionic bidentate ligand, and
wherein at least one of R 2 , R 3 , R 5 , and R 6 represents the alkyl group comprising 1 to 4 carbon atoms or the unsubstituted phenyl group.

19. The organometallic complex according to claim 18 , wherein the central metal M is iridium.

20. The organometallic complex according to claim 18 , wherein the central metal M is platinum.

21. The organometallic complex according to claim 18 , wherein the arylene group further comprises a substituent.

22. A light-emitting element comprising the organometallic complex according to claim 18 between a pair of electrodes.

23. A light-emitting device comprising the light-emitting element according to claim 22 .

24. An electronic device comprising the light-emitting element according to claim 22 .

25. A lighting device comprising the light-emitting element according to claim claim 22 .

26. A light-emitting element comprising a light-emitting layer between a pair of electrodes,
wherein the light-emitting layer comprises the organometallic complex according to claim 18 .

27. An organometallic complex comprising a structure represented by General Formula (G4),

wherein:
R 1 represents an alkyl group comprising 1 to 4 carbon atoms,
R 2 , R 3 , R 5 and R 6 separately represent any of hydrogen, an alkyl group comprising 1 to 4 carbon atoms, and an unsubstituted phenyl group,
R 4 represents any of hydrogen, a methyl group, an ethyl group, a propyl group, and an isopropyl group,
R 7 to R 10 separately represent any of hydrogen, an alkyl group comprising 1 to 4 carbon atoms, an alkoxy group comprising 1 to 4 carbon atoms, an alkylthio group comprising 1 to 4 carbon atoms, a haloalkyl group comprising 1 to 4 carbon atoms, a halogen, and a phenyl group,
M is a central metal and represents a Group 9 element or a Group 10 element, and
wherein at least one of R 2 , R 3 , R 5 , and R 6 represents the alkyl group comprising 1 to 4 carbon atoms or the unsubstituted phenyl group.

28. The organometallic complex according to claim 27 , wherein the central metal M is iridium.

29. The organometallic complex according to claim 27 , wherein the central metal M is platinum.

30. A light-emitting element comprising the organometallic complex according to claim 27 between a pair of electrodes.

31. A light-emitting device comprising the light-emitting element according to claim 30 .

32. An electronic device comprising the light-emitting element according to claim 30 .

33. A lighting device comprising the light-emitting element according to claim 30 .

34. A light-emitting element comprising a light-emitting layer between a pair of electrodes,
wherein the light-emitting layer comprises the organometallic complex according to claim 27 .

35. An organometallic complex

Assignees

• Inoue Hideko
• Nakagawa Tomoka
• Seo Satoshi
• Ohsawa Nobuharu
• Semiconductor Energy Lab

Inventors

• Inoue Hideko
• Nakagawa Tomoka
• Seo Satoshi
• Ohsawa Nobuharu

Classifications

• C09K11/06

  containing organic luminescent materials · CPC title

• H01L51/0067

  Electricity · mapped topic

• H01L51/0085 Primary

  Electricity · mapped topic

• H01L51/5016

  Electricity · mapped topic

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title