IP Library Granted Patent US 7,811,677
Granted Patent B2
US 7,811,677 · App. 10/590,703 · Granted Oct 12, 2010

Light emitting element and light emitting device

Assignee: Semiconductor Energy Laboratory Co., Ltd.
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Quick Facts
Patent No.
US 7,811,677
App. No.
10/590,703
Granted
Oct 12, 2010
Kind
B2
Abstract

It is an object of the present invention to obtain an organometallic complex that is capable of converting an excited triplet state into luminescence, a light-emitting element that can be driven for a long time, is high in luminous efficiency, and has a favorable long lifetime, and a light-emitting device using the light-emitting element. The present invention provides a light-emitting element that has a pair of electrodes (an anode and a cathode) and a light-emitting layer between a pair of electrodes, where the light-emitting layer includes an organometallic complex represented by the following general formula (5) and one of a compound that has a larger energy gap than the organometallic complex and a compound that has a larger ionization potential and a smaller electron affinity than the organometallic complex, and provides a light-emitting device using the light-emitting device.

Claims (65)

1. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is any one selected from the group consisting of a hydrogen, a halogen element, an acyl group, an alkyl group, an alkoxyl group, an aryl group, a cyano group, a heterocyclic group, and an electron-withdrawing group,

wherein at least one of R 6 and R 8 is an electron-withdrawing group,

wherein M is an element of Group 9,

wherein n=2, and

wherein L is a monoanionic ligand.

2. The organometallic complex according to claim 1 , wherein the acyl group is any one selected from the group consisting of an acetyl group, a propionyl group, an isobutyryl group, and a methacryloyl group.

3. The organometallic complex according to claim 1 , wherein the alkyl group is any one selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, a tert-butyl group, and an octyl group.

4. The organometallic complex according to claim 1 , wherein the alkoxyl group is any one selected from the group consisting of a methoxy group, an ethoxy group, and a propoxy group.

5. The organometallic complex according to claim 1 , wherein the aryl group is any one selected from the group consisting of a phenyl group, a 4-methylphenyl group and a 4-ethylphenyl group.

6. The organometallic complex according to claim 1 , wherein the heterocyclic group is any one selected from the group consisting of a pyridyl group, bipyridyl group, and a methylpyridyl group.

7. The organometallic complex according to claim 1 , wherein the electron-withdrawing group is any one selected from the group consisting of a fluoro group, a trifluoro trifluoromethyl group, and a cyano group.

8. The organometallic complex according to claim 1 , wherein the monoanionic ligand is any one selected from the following formulas (a) to (g),

9. A light emitting device comprising:

a light emitting element including a first electrode, a second electrode, and a light emitting layer formed therebetween,

wherein the light emitting layer comprises the organometallic complex according to claim 1 .

10. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is any one selected from the group consisting of a hydrogen, a halogen element, an acyl group, an alkyl group, an alkoxyl group, an aryl group, a cyano group, a heterocyclic group, and an electron-withdrawing group,

wherein at least one of R 6 and R 8 is an electron-withdrawing group, and

wherein L is a monoanionic ligand.

11. The organometallic complex according to claim 10 , wherein the acyl group is any one selected from the group consisting of an acetyl group, a propionyl group, an isobutyryl group, and a methacryloyl group.

12. The organometallic complex according to claim 10 , wherein the alkyl group is any one selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, a tert-butyl group, and an octyl group.

13. The organometallic complex according to claim 10 , wherein the alkoxyl group is any one selected from the group consisting of a methoxy group, an ethoxy group, and a propoxy group.

14. The organometallic complex according to claim 10 , wherein the aryl group is any one selected from the group consisting of a phenyl group, a 4-methylphenyl group and a 4-ethylphenyl group.

15. The organometallic complex according to claim 10 , wherein the heterocyclic group is any one selected from the group consisting of a pyridyl group, bipyridyl group, and a methylpyridyl group.

16. The organometallic complex according to claim 10 , wherein the electron-withdrawing group is any one selected from the group consisting of a fluoro group, a trifluoromethyl group, and a cyano group.

17. The organometallic complex according to claim 10 , wherein the monoanionic ligand is any one selected from the following formulas (a) to (g),

18. A light emitting device comprising:

a light emitting element including a first electrode, a second electrode, and a light emitting layer formed therebetween,

wherein the light emitting layer comprises the organometallic complex according to claim 10 .

19. An organometallic complex represented by the following formula,

wherein M is an element of Group 9, and

wherein L is a monoanionic ligand.

20. The organometallic complex according to claim 19 , wherein the monoanionic ligand is any one selected from the following formulas (a) to (g),

21. A light emitting device comprising:

a light emitting element including a first electrode, a second electrode, and a light emitting layer formed therebetween,

wherein the light emitting layer comprises the organometallic complex according to claim 19 .

22. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is any one selected from the group consisting of a hydrogen, a halogen element, an acyl group, an alkyl group, an alkoxyl group, an aryl group, a cyano group, a heterocyclic group, and an electron-withdrawing group,

wherein at least one of R 6 , R 8 , R 11 , and R 13 is a halogen element,

wherein M is an element of Group 9,

wherein n=2, and

wherein L is a monoanionic ligand.

23. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is any one selected from the group consisting of a hydrogen, a halogen element, an acyl group, an alkyl group, an alkoxyl group, an aryl group, a cyano group, a heterocyclic group, and an electron-withdrawing group,

wherein at least one of R 6 , R 8 , R 11 , and R 13 is a fluorine,

wherein M is an element of Group 9,

wherein n=2, and

wherein L is a monoanionic ligand.

24. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is an electron-withdrawing group,

wherein M is an element of Group 9,

wherein n=2, and

wherein L is a monoanionic ligand.

25. An organometallic complex represented by the following formula,

wherein each of R 2 to R 5 , R 7 , R 9 , R 10 , R 12 , and R 14 is hydrogen,

wherein each of R 6 , R 8 , R 11 , and R 13 is a halogen,

wherein M is an element of Group 9,

wherein n=2, and

wherein L is a monoanionic ligand.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 25, 2006
From: OHSAWA, NOBUHARU; ABE, HIROKO; INOUE, HIDEKO; SHITAGAKI, SATOKO; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 018244/0497 →
Priority Claims (3)
JP 2004-151035 · May 20, 2004 · national
JP 2004-226382 · Aug 3, 2004 · national
JP 2004-231742 · Aug 6, 2004 · national
Continuity (1)
Related Publication 20070241667A1 · Oct 18, 2007