IP Library › Granted Patent US 10,079,350
Granted Patent B2
US 10,079,350 · App. 15/218,538 · Granted Sep 18, 2018

Organometallic complex, composition and light emitting element including the organometallic complex

Inventors: Hideko Inoue (Kanagawa, JP); Satoko Shitagaki (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0085C07F15/0033C09K11/06H05B33/14C09K2211/1007C09K2211/1029C09K2211/1044C09K2211/185H01L51/504H01L51/5016H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5206H01L51/5221H01L51/5278H01L51/56H01L2251/301H01L2251/306
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Quick Facts
Patent No.
US 10,079,350
App. No.
15/218,538
Granted
Sep 18, 2018
Kind
B2
Abstract

To provide a novel organometallic complex, and light emitting elements, light emitting devices, and electronic devices which include the organometallic complex. In addition, to provide a composition in which the organometallic complex is dissolved and to provide a method for manufacturing light emitting elements using the composition. An organometallic complex has high solubility in a solvent. In the organometallic complex, the ligand including a pyrazine skeleton is bound to an atom belonging to Group 9 (Co, Rh, or Ir) or an atom belonging to Group 10 (Ni, Pd, or Pt). In addition, the light emission efficiency is high. Therefore, the organometallic complex is preferably used for manufacturing a light emitting element.

Claims (68)

1. A light emitting element comprising:

a pair of electrodes, and

a first light emitting layer and a second light emitting layer between the pair of electrodes;

wherein at least one of the first light emitting layer and the second light emitting layer comprise an organometallic complex,

wherein the organometallic complex is represented by a general formula (G1):

wherein, Ar represents an arylene group;

R 1 represents an alkyl group or an aryl group;

R 2 represents an aryl group;

R 3 represents hydrogen or an alkyl group;

M is a central metal and represents either an element belonging to Group 9 or an element belonging to Group 10;

n is 2 when the M is an element belonging to Group 9, and n is 1 when the M is an element belonging to Group 10; and

one of R 21 and R 22 represents an alkyl group having 2 to 10 carbon atoms or a haloalkyl group having 2 to 10 carbon atoms and the other one represents an alkyl group having 1 to 10 carbon atoms or a haloalkyl group having 1 to 10 carbon atoms.

2. The light emitting element according to claim 1 ,

wherein an emission color of the first light emitting layer and an emission color of the second light emitting layer are complementary colors.

3. The light emitting element according to claim 1 ,

wherein a charge generation layer is provided between the first light emitting layer and the second light emitting layer.

4. The light emitting element according to claim 1 ,

wherein at least one of the first light emitting layer and the second light emitting layer comprises a polymer.

5. The light emitting element according to claim 1 ,

wherein at least one of the first light emitting layer and the second light emitting layer further comprises an organic semiconductor material.

6. A light emitting device comprising the light emitting element according to claim 1 .

7. An electric apparatus comprising the light emitting element according to claim 1 .

8. A lighting device comprising the light emitting element according to claim 1 .

9. A light emitting element comprising:

a pair of electrodes; and

a first light emitting layer and a second light emitting layer between the pair of electrodes;

wherein at least one of the first light emitting layer and the second light emitting layer comprise an organometallic complex,

wherein the organometallic complex is represented by a general formula (G2):

wherein, R 1 represents any one of an alkyl group, a phenyl group, or a phenyl group having a substituent;

R 2 represents a phenyl group or a phenyl group having a substituent;

R 3 represents hydrogen or an alkyl group;

each of R 4 to R 7 represents any one of hydrogen, an alkyl group, a halogen group, a haloalkyl group, an alkoxy group, or an alkoxycarbonyl group;

M is a central metal and represents either an element belonging to Group 9 or an element belonging to Group 10;

n is 2 when the M is an element belonging to Group 9, and n is 1 when the M is an element belonging to Group 10; and

one of R 21 and R 22 represents an alkyl group having 2 to 10 carbon atoms or a haloalkyl group having 2 to 10 carbon atoms and the other one represents an alkyl group having 1 to 10 carbon atoms or a haloalkyl group having 1 to 10 carbon atoms.

10. The light emitting element according to claim 9 ,

wherein an emission color of the first light emitting layer and an emission color of the second light emitting layer are complementary colors.

11. The light emitting element according to claim 9 ,

wherein a charge generation layer is provided between the first light emitting layer and the second light emitting layer.

12. The light emitting element according to claim 9 ,

wherein at least one of the first light emitting layer and the second light emitting layer comprises a polymer.

13. The light emitting element according to claim 9 ,

wherein at least one of the first light emitting layer and the second light emitting layer further comprises an organic semiconductor material.

14. A light emitting device comprising the light emitting element according to claim 9 .

15. An electric apparatus comprising the light emitting element according to claim 9 .

16. A lighting device comprising the light emitting element according to claim 9 .

17. A light emitting element comprising:

a pair of electrodes; and

a first light emitting layer and a second light emitting layer between the pair of electrodes;

wherein at least one of the first light emitting layer and the second light emitting layer comprise an organometallic complex,

wherein the organometallic complex is represented by a general formula (G3):

wherein, R 1 represents any one of an alkyl group, a phenyl group, or a phenyl group having a substituent;

R 3 represents hydrogen or an alkyl group;

each of R 4 to R 12 represents any one of hydrogen, an alkyl group, a halogen group, a haloalkyl group, an alkoxy group, or an alkoxycarbonyl group;

M is a central metal and represents either an element belonging to Group 9 or an element belonging to Group 10;

n is 2 when the M is an element belonging to Group 9, and n is 1 when the M is an element belonging to Group 10; and

one of R 21 and R 22 represents an alkyl group having 2 to 10 carbon atoms or a haloalkyl group having 2 to 10 carbon atoms and the other one represents an alkyl group having 1 to 10 carbon atoms or a haloalkyl group having 1 to 10 carbon atoms.

18. The light emitting element according to claim 17 ,

wherein an emission color of the first light emitting layer and an emission color of the second light emitting layer are complementary colors.

19. The light emitting element according to claim 17 ,

wherein a charge generation layer is provided between the first light emitting layer and the second light emitting layer.

20. The light emitting element according to claim 17 ,

wherein at least one of the first light emitting layer and the second light emitting layer comprises a polymer.

21. The light emitting element according to claim 17 ,

wherein at least one of the first light emitting layer and the second light emitting layer further comprises an organic semiconductor material.

22. A light emitting device comprising the light emitting element according to claim 17 .

23. An electric apparatus comprising the light emitting element according to claim 17 .

24. A lighting device comprising the light emitting element according to claim 17 .

Priority Claims (1)
JP 2007-133341 · May 18, 2007 · national
Continuity (3)
Continuation 14688429 · Apr 16, 2015
Continuation 12120337 · May 14, 2008
Related Publication 20160336521A1 · Nov 17, 2016
Cited By (1)
US 12,745,558