IP Library Granted Patent US 8,048,540
Granted Patent B2
US 8,048,540 · App. 12/003,438 · Granted Nov 1, 2011

Organometallic complex, and light-emitting element, light-emitting device and electronic device including the organometallic complex

Assignee: Semiconductor Energy Laboratory Co., Ltd.
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Quick Facts
Patent No.
US 8,048,540
App. No.
12/003,438
Granted
Nov 1, 2011
Kind
B2
Abstract

An organometallic complex with high emission efficiency and an organic light-emitting element having the organometallic complex are described. The organometallic complex has a structure represented by the following general formula (G1′).

Claims (47)

1. An organometallic complex having a structure represented by a general formula (G1),

wherein Ar represents an aryl group having 6 to 25 carbon atoms;

R 1 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms;

R 2 to R 8 each represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, and a halogen element;

M represents a metal selected from Group 9 elements and Group 10 elements;

L represents a monoanionic ligand; and

n is 2 when the metal is a Group 9 element, and n is 1 when the metal is a Group 10 element.

2. The organometallic complex according to claim 1 , 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.

3. The organometallic complex according to claim 1 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae (L1) to (L9):

4. The organometallic complex according to claim 1 , wherein the metal is iridium or platinum.

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

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

7. A light-emitting device comprising a light-emitting element including the organometallic complex according to claim 1 .

8. An electronic device comprising a display portion, wherein the display portion includes the light-emitting device according to claim 7 .

9. An organometallic complex having a structure represented by a general formula (G2),

wherein Ar represents an aryl group having 6 to 25 carbon atoms;

R 3 and R 6 each represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, and a halogen element;

M represents a metal selected from Group 9 elements and Group 10 elements;

L represents a monoanionic ligand; and

n is 2 when the metal is a Group 9 element, and n is 1 when the metal is a Group 10 element.

10. The organometallic complex according to claim 9 , 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.

11. The organometallic complex according to claim 9 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae (L1) to (L9):

12. The organometallic complex according to claim 9 , wherein the metal is iridium or platinum.

13. A light-emitting element comprising the organometallic complex according to claim 9 .

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

15. A light-emitting device comprising a light-emitting element including the organometallic complex according to claim 9 .

16. An electronic device comprising a display portion, wherein the display portion includes the light-emitting device according to claim 15 .

17. The organometallic complex according to claim 9 ,

wherein R 3 and R 6 each are hydrogen.

18. An organometallic complex having a structure represented by a general formula (G4),

wherein R 9 to R 13 each represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, and a halogen element;

M represents a metal selected from Group 9 elements and Group 10 elements;

L represents a monoanionic ligand; and

n is 2 when the metal is a Group 9 element, and n is 1 when the metal is a Group 10 element.

19. The organometallic complex according to claim 18 , 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.

20. The organometallic complex according to claim 18 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae (L1) to (L9):

21. The organometallic complex according to claim 18 , wherein the metal is iridium or platinum.

22. A light-emitting element comprising the organometallic complex according to claim 18 .

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

24. A light-emitting device comprising a light-emitting element including the organometallic complex according to claim 18 .

25. An electronic device comprising a display portion, wherein the display portion includes the light-emitting device according to claim 24 .

26. The organometallic complex according to claim 1 , wherein the monoanionic ligand is bidentate and has a β-diketone structure, a carboxyl group, or a phenolic hydroxyl group.

27. The organometallic complex according to claim 9 , wherein the monoanionic ligand is bidentate and has a β-diketone structure, a carboxyl group, or a phenolic hydroxyl group.

28. The organometallic complex according to claim 18 , wherein the monoanionic ligand is bidentate and has a β-diketone structure, a carboxyl group, or a phenolic hydroxyl group.

29. The organometallic complex according to claim 1 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae:

30. The organometallic complex according to claim 9 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae:

31. The organometallic complex according to claim 18 , wherein the monoanionic ligand is any one of monoanionic ligands represented by the following structural formulae:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 26, 2007
From: INOUE, HIDEKO; SEO, SATOSHI; OHSAWA, NOBUHARU
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 020336/0809 →
Priority Claims (2)
JP 2006-350895 · Dec 27, 2006 · national
JP 2007-299175 · Nov 19, 2007 · national
Continuity (1)
Related Publication 20080160345A1 · Jul 3, 2008