IP Library Granted Patent US 10,069,076
Granted Patent B2
US 10,069,076 · App. 15/228,557 · Granted Sep 4, 2018

Light-emitting element, light-emitting device, electronic device, and lighting device

Inventors: Takao Hamada (Kanagawa, JP); Hiromi Seo (Kanagawa, JP); Kanta Abe (Kanagawa, JP); Kyoko Takeda (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/006C07D209/86C09K11/025C09K11/06H01L51/0061H01L51/0067H01L51/0072H01L51/0074H01L51/0085H01L51/5016H01L51/5024C09K2211/1007C09K2211/1044C09K2211/185H01L51/0052H01L51/0056H01L51/0058H01L51/5056H01L51/5072H01L2251/5384
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Quick Facts
Patent No.
US 10,069,076
App. No.
15/228,557
Granted
Sep 4, 2018
Kind
B2
Abstract

A light-emitting element having a long lifetime is provided. A light-emitting element exhibiting high emission efficiency in a high luminance region is provided. A light-emitting element includes a light-emitting layer between a pair of electrodes. The light-emitting layer contains a first organic compound, a second organic compound, and a phosphorescent compound. The first organic compound is represented by a general formula (G0). The molecular weight of the first organic compound is greater than or equal to 500 and less than or equal to 2000. The second organic compound is a compound having an electron-transport property. In the general formula (G0), Ar 1 and Ar 2 each independently represent a fluorenyl group, a spirofluorenyl group, or a biphenyl group, and Ar 3 represents a substituent including a carbazole skeleton.

Claims (97)

1. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by General Formula (G1),

wherein α represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group,

wherein n represents 1,

wherein A represents a substituted or unsubstituted 3-carbazolyl group,

wherein Ar 1 and Ar 2 each independently represent a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, or a substituted or unsubstituted biphenyl group,

wherein a molecular weight of the first organic compound is greater than or equal to 500 and less than or equal to 2000,

wherein the third organic compound is a π-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

2. The light-emitting element according to claim 1 ,

wherein the first organic compound is represented by General Formula (G3),

and

wherein R 1 to R 4 , R 11 to R 17 , and R 21 to R 25 each independently represent hydrogen, an alkyl group having 1 to 10 carbon atoms, an unsubstituted phenyl group, a phenyl group substituted by at least one alkyl group having 1 to 10 carbon atoms, an unsubstituted biphenyl group, or a biphenyl substituted by at least one alkyl group having 1 to 10 carbon atoms.

3. The light-emitting element according to claim 1 ,

wherein the Ar 1 and the Ar 2 each independently represent a substituted or unsubstituted spiro-9,9′-bifluoren-2-yl group, or a biphenyl-4-yl group.

4. A light-emitting device comprising the light-emitting element according to claim 1 in a light-emitting portion.

5. An electronic device comprising the light-emitting device according to claim 4 in a display portion.

6. A lighting device comprising the light-emitting device according to claim 4 in a light-emitting portion.

7. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by General Formula (G1),

wherein α represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group,

wherein n represents 1,

wherein A represents a substituted or unsubstituted 3-carbazolyl group,

wherein Ar 1 and Ar 2 each independently represent a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, or a substituted or unsubstituted biphenyl group,

wherein a molecular weight of the first organic compound is greater than or equal to 500 and less than or equal to 2000,

wherein a combination of the second organic compound and the third organic compound forms an exciplex

wherein the third organic compound is a η-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

8. The light-emitting element according to claim 7 , wherein the first organic compound is represented by General Formula (G3),

and

wherein R 1 to R 4 , R 1 to R 17 , and R 21 to R 25 each independently represent hydrogen, an alkyl group having 1 to 10 carbon atoms, an unsubstituted phenyl group, a phenyl group substituted by at least one alkyl group having 1 to 10 carbon atoms, an unsubstituted biphenyl group, or a biphenyl substituted by at least one alkyl group having 1 to 10 carbon atoms.

9. The light-emitting element according to claim 7 ,

wherein the Ar 1 and the Ar 2 each independently represent a substituted or unsubstituted spiro-9,9′-bifluoren-2-yl group, or a biphenyl-4-yl group.

10. A light-emitting device comprising the light-emitting element according to claim 7 in a light-emitting portion.

11. An electronic device comprising the light-emitting device according to claim 10 in a display portion.

12. A lighting device comprising the light-emitting device according to claim 10 in a light-emitting portion.

13. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by General Formula (G1),

wherein α represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group,

wherein n represents 0 or 1,

wherein A represents a substituted or unsubstituted 3-carbazolyl group,

wherein Ar 1 and Ar 2 each independently represent a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirofluorenyl group, or a substituted or unsubstituted biphenyl group,

wherein a molecular weight of the first organic compound is greater than or equal to 500 and less than or equal to 2000,

wherein a combination of the second organic compound and the third organic compound forms an exciplex,

wherein an emission spectrum of the exciplex overlaps with an absorption band of the phosphorescent compound which is located on the longest wavelength side

wherein the third organic compound is a π-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

14. The light-emitting element according to claim 13 , wherein the first organic compound is represented by General Formula (G3),

and

wherein R 1 to R 4 , R 11 to R 17 , and R 21 to R 25 each independently represent hydrogen, an alkyl group having 1 to 10 carbon atoms, an unsubstituted phenyl group, a phenyl group substituted by at least one alkyl group having 1 to 10 carbon atoms, an unsubstituted biphenyl group, or a biphenyl substituted by at least one alkyl group having 1 to 10 carbon atoms.

15. The light-emitting element according to claim 13 ,

wherein the Ar 1 and the Ar 2 each independently represent a substituted or unsubstituted spiro-9,9′-bifluoren-2-yl group, or a biphenyl-4-yl group.

16. A light-emitting device comprising the light-emitting element according to claim 13 in a light-emitting portion.

17. An electronic device comprising the light-emitting device according to claim 16 in a display portion.

18. A lighting device comprising the light-emitting device according to claim 16 in a light-emitting portion.

19. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by Formula (128),

wherein the third organic compound is a π-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

20. A light-emitting device comprising the light-emitting element according to claim 19 in a light-emitting portion.

21. An electronic device comprising the light-emitting device according to claim 20 in a display portion.

22. A lighting device comprising the light-emitting device according to claim 20 in a light-emitting portion.

23. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by Formula (128),

wherein a combination of the second organic compound and the third organic compound forms an exciplex,

wherein the third organic compound is a π-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

24. A light-emitting device comprising the light-emitting element according to claim 23 in a light-emitting portion.

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

26. A lighting device comprising the light-emitting device according to claim 24 in a light-emitting portion.

27. A light-emitting element comprising:

a hole transport layer comprising a first organic compound; and

a light-emitting layer over the hole transport layer, the light-emitting layer comprising a second organic compound, a third organic compound, and a phosphorescent compound,

wherein the first organic compound is represented by Formula (128),

wherein a combination of the second organic compound and the third organic compound forms an exciplex,

wherein an emission spectrum of the exciplex overlaps with an absorption band of the phosphorescent compound which is located on the longest wavelength side,

wherein the third organic compound is a π-electron deficient heteroaromatic compound,

wherein a HOMO level of the third organic compound is lower than a HOMO level of the second organic compound, and

wherein a LUMO level of the third organic compound is lower than a LUMO of the second organic compound.

28. A light-emitting device comprising the light-emitting element according to claim 27 in a light-emitting portion.

29. An electronic device comprising the light-emitting device according to claim 28 in a display portion.

30. A lighting device comprising the light-emitting device according to claim 28 in a light-emitting portion.

Priority Claims (2)
JP 2012-172944 · Aug 3, 2012 · national
JP 2013-045127 · Mar 7, 2013 · national
Continuity (2)
Continuation 13957082 · Aug 1, 2013
Related Publication 20160343942A1 · Nov 24, 2016
Cited By (5)
US 12,295,256 US 12,464,886 US 12,480,038 US 12,495,662 US 12,652,950