IP Library › Granted Patent US 8,247,086
Granted Patent B2
US 8,247,086 · App. 11/607,649 · Granted Aug 21, 2012

Organometallic complex and light-emitting element, light-emitting device and electronic device using the same

Assignee: Semiconductor Energy Laboratory Co., Ltd.
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Quick Facts
Patent No.
US 8,247,086
App. No.
11/607,649
Granted
Aug 21, 2012
Kind
B2
Abstract

An organometallic complex having a structure represented by the general formula (G1) is synthesized and applied to a light-emitting element. In the formula, R 1 represents either an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkoxycarbonyl group having 1 to 5 carbon atoms; R 2 and R 3 each show either hydrogen or an alkyl group 1 to 4 carbon atoms; Ar represents an arylene group having 6 to 25 carbon atoms; M is a center metal selected from Group 9 element and Group 10 element.

Claims (61)

1. An organometallic complex comprising a structure represented by a general formula (G10):

wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 each represent any one of hydrogen and an alkyl group having 1 to 4 carbon atoms; Ar represents any one of formulas (G7) to (G9); R 7 and R 8 each represent an alkyl group having 1 to 4 carbon atoms; M is a center metal selected from Group 9 element; α represents a position of carbon which bonds the center metal in the arylene group; L represents a monoanionic ligand; and n is 2;

wherein the monoanionic ligand is any one of a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, and a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

2. The organometallic complex according to claim 1 ,

wherein the monoanionic ligand is represented by any one of (L1) to (L8)

3. The organometallic complex according to claim 1 ,

wherein the center metal is iridium.

4. A lighting apparatus comprising a light-emitting element,

wherein the light-emitting element includes the organometallic complex according to claim 1 .

5. A light-emitting element including the organometallic complex according to claim 1 .

6. A light-emitting device including the light-emitting element according to claim 5 .

7. An electronic device including the light-emitting element according to claim 5 .

8. An organometallic complex comprising a structure represented by a general formula (G11):

wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 represents any one of hydrogen and an alkyl group having 1 to 4 carbon atoms; Ar represents any one of formulas (G7) to (G9); R 7 and R 8 each represent an alkyl group having 1 to 4 carbon atoms; M is a center metal selected from Group 9 element; α represents a position of carbon which bonds the center metal in the arylene group; L represents a monoanionic ligand; and n is 2;

wherein the monoanionic ligand is any one of a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, and a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

9. The organometallic complex according to claim 8 ,

wherein the monoanionic ligand is represented by any one of (L1) to (L8)

10. The organometallic complex according to claim 8 ,

wherein the center metal is iridium.

11. A lighting apparatus comprising a light-emitting element,

wherein the light-emitting element includes the organometallic complex according to claim 8 .

12. A light-emitting element including the organometallic complex according to claim 8 .

13. A light-emitting device including the light-emitting element according to claim 12 .

14. An electronic device including the light-emitting element according to claim 12 .

15. An organometallic complex comprising a structure represented by a general formula (G12):

wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 each represent any one of hydrogen and an alkyl group having 1 to 4 carbon atoms; R 4 to R 6 each represent a hydrogen or an electron-donating group selected from the group consisting of an unsubstituted alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 2 to 8 carbon atoms, or a diarylamino group having 12 to 24 carbon atoms;

M is a center metal selected from Group 9 element; L represents a monoanionic ligand; and n is 2;

wherein the monoanionic ligand is any one of a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, and a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

16. The organometallic complex according to claim 15 ,

wherein the monoanionic ligand is represented by any one of (L1) to (L8)

17. The organometallic complex according to claim 15 ,

wherein the center metal is iridium.

18. A lighting apparatus comprising a light-emitting element,

wherein the light-emitting element includes the organometallic complex according to claim 15 .

19. A light-emitting element including the organometallic complex according to claim 15 .

20. A light-emitting device including the light-emitting element according to claim 19 .

21. An electronic device including the light-emitting element according to claim 19 .

22. An organometallic complex comprising a structure represented by a general formula (G13):

wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 represents any one of hydrogen and an alkyl group having 1 to 4 carbon atoms; R 4 to R 6 each represent a hydrogen or an electron-donating group selected from the group consisting of an unsubstituted alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 2 to 8 carbon atoms, or a diarylamino group having 12 to 24 carbon atoms;

M is a center metal selected from Group 9 element; L represents a monoanionic ligand; and n is 2;

wherein the monoanionic ligand is any one of a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, and a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

23. The organometallic complex according to claim 22 ,

wherein the monoanionic ligand is represented by any one of (L1) to (L8)

24. The organometallic complex according to claim 22 , wherein the center metal is iridium.

25. A lighting apparatus comprising a light-emitting element,

wherein the light-emitting element includes the organometallic complex according to claim 22 .

26. A light-emitting element including the organometallic complex according to claim 22 .

27. A light-emitting device including the light-emitting element according to claim 26 .

28. An electronic device including the light-emitting element according to claim 26 .

29. An organometallic complex comprising a structure represented by a general formula (G14):

wherein R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 represents any one of hydrogen and an alkyl group having 1 to 4 carbon atoms; R 5 represents a hydrogen or an electron-donating group selected from the group consisting of an unsubstituted alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a dialkylamino group having 2 to 8 carbon atoms, or a diarylamino group having 12 to 24 carbon atoms;

M is a center metal selected from Group 9 element; L represents a monoanionic ligand; and n is 2;

wherein the monoanionic ligand is any one of a monoanionic bidentate chelate ligand having a β-diketone structure, a monoanionic bidentate chelate ligand having a carboxyl group, a monoanionic bidentate chelate ligand having a phenolic hydroxyl group, and a monoanionic bidentate chelate ligand in which two ligand elements are both nitrogen.

30. The organometallic complex according to claim 29 , wherein the monoanionic ligand is represented by any one of (L1) to (L8)

31. The organometallic complex according to claim 29 ,

wherein the center metal is iridium.

32. A lighting apparatus comprising a light-emitting element,

wherein the light-emitting element includes the organometallic complex according to claim 29 .

33. A light-emitting element including the organometallic complex according to claim 29 .

34. A light-emitting device including the light-emitting element according to claim 33 .

35. An electronic device including the light-emitting element according to claim 33 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2006
From: INOUE, HIDEKO; SEO, SATOSHI; OHSAWA, NOBUHARU
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 018643/0486 →
Priority Claims (1)
JP 2005-350807 · Dec 5, 2005 · national
Continuity (1)
Related Publication 20070129545A1 · Jun 7, 2007