IP Library Granted Patent US 10,586,931
Granted Patent B2
US 10,586,931 · App. 15/385,064 · Granted Mar 10, 2020

Compound, light-emitting element, display device, electronic device, and lighting device

Inventors: Miki Kanamoto (Kanagawa, JP); Hideko Inoue (Kanagawa, JP); Tatsuyoshi Takahashi (Kanagawa, JP); Hiromitsu Kido (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0071C07D491/048C09K11/06H01L51/0072H01L51/0074H01L51/0085C09K2211/1007C09K2211/1029C09K2211/1048C09K2211/1092C09K2211/185H01L27/322H01L27/323H01L27/3244H01L51/5016H01L51/5237
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Quick Facts
Patent No.
US 10,586,931
App. No.
15/385,064
Granted
Mar 10, 2020
Kind
B2
Abstract

A compound includes a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton, a first substituent, and a second substituent. Each of the first substituent and the second substituent includes a furan skeleton, a thiophene skeleton, or a pyrrole skeleton. The first substituent is bonded to a pyrimidine ring included in the benzofuropyrimidine skeleton or a pyrimidine ring included in the benzothienopyrimidine skeleton. The second substituent is bonded to a benzene ring included in the benzofuropyrimidine skeleton or a benzene ring included in the benzothienopyrimidine skeleton. The light-emitting element includes the compound.

Claims (94)

1. A compound comprising:

a skeleton that is one of a benzofuropyrimidine skeleton and a benzothienopyrimidine skeleton;

a first substituent; and

a second substituent,

wherein the first substituent comprises any of a furan skeleton, a thiophene skeleton, and a pyrrole skeleton,

wherein the second substituent comprises any of a furan skeleton, a thiophene skeleton, and a pyrrole skeleton,

wherein the first substituent is bonded to the pyrimidine ring of the skeleton through a substituted or unsubstituted arylene group having 6 to 13 carbon atoms, and

wherein the second substituent is bonded to the benzene ring of the skeleton.

2. The compound according to claim 1 ,

wherein the skeleton is one of a benzofuro[3,2-d]pyrimidine skeleton and a benzothieno[3,2-d]pyrimidine skeleton;

wherein the first substituent is bonded to the 2- or 4-position of the skeleton, and

wherein the second substituent is bonded to the 6-, 7-, 8-, or 9-position of the skeleton.

3. The compound according to claim 2 ,

wherein the first substituent is bonded to the 4-position of the skeleton, and

wherein the second substituent is bonded to the 8-position of the skeleton.

4. The compound according to claim 1 ,

wherein each of the first substituent and the second substituent comprises a furan skeleton, each of the first substituent and the second substituent comprises a thiophene skeleton, or each of the first substituent and the second substituent comprises a pyrrole skeleton.

5. The compound according to claim 1 ,

wherein the first substituent comprises any of a dibenzofuran skeleton, a dibenzothiophene skeleton, and a carbazole skeleton, and

wherein the second substituent comprises any of a dibenzofuran skeleton, a dibenzothiophene skeleton, and a carbazole skeleton.

6. The compound according to claim 5 ,

wherein each of the first substituent and the second substituent comprises a dibenzofuran skeleton, each of the first substituent and the second substituent comprises a dibenzothiophene skeleton, or each of the first substituent and the second substituent comprises a carbazole skeleton.

7. The compound according to claim 1 ,

wherein the first substituent and the second substituent are the same substituent.

8. A compound represented by General Formula (G0):

wherein:

Q represents oxygen or sulfur,

each of A 1 and A 2 independently represents any of a substituted or unsubstituted dibenzofuran skeleton, a substituted or unsubstituted dibenzothiophene skeleton, and a substituted or unsubstituted carbazole skeleton,

each of R 1 to R 4 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms,

each of α and β independently represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms,

m represents an integer of 1 to 4, and

n represents an integer of 0 to 4.

9. The compound according to claim 8 , wherein the compound is represented by General Formula (G1):

10. The compound according to claim 8 ,

wherein each of A 1 and A 2 represents a substituted or unsubstituted dibenzofuran skeleton, each of A 1 and A 2 represents a substituted or unsubstituted dibenzothiophene skeleton, or each of A 1 and A 2 represents a substituted or unsubstituted carbazole skeleton, and

wherein each of α and β represents a phenylene group.

11. The compound according to claim 8 ,

wherein A 1 and A 2 represent the same group,

wherein α and β represent the same group, and

wherein m and n are the same.

12. The compound according to claim 8 ,

wherein each of m and n represents 1.

13. The compound according to claim 8 ,

wherein R 1 to R 4 all represent hydrogen.

14. A compound represented by General Formula (G2):

wherein:

Q represents oxygen or sulfur,

each of X and Z independently represents any of oxygen, sulfur, and N—R,

each of R 1 to R 18 and R independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms,

each of α and β independently represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms,

m represents an integer of 0 to 4, and

n represents an integer of 0 to 4.

15. The compound according to claim 14 , wherein the compound is represented by General Formula (G3):

16. The compound according to claim 14 ,

wherein each of X and Z represents oxygen or each of X and Z represents sulfur, and

wherein each of α and β represents a phenylene group.

17. The compound according to claim 14 ,

wherein R 5 to R 18 all represent hydrogen.

18. The compound according to claim 14 ,

wherein α and β represent the same group, and

wherein m and n are the same.

19. The compound according to claim 14 ,

wherein each of m and n represents 1.

20. The compound according to claim 1 , wherein the compound is represented by General Formula (G4):

wherein:

Q represents oxygen or sulfur,

each of R 1 to R 4 and R 19 to R 34 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms,

each of α and β independently represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms,

m represents an integer of 1 to 4, and

n represents an integer of 0 to 4.

21. The compound according to claim 20 ,

wherein each of α and β represents a phenylene group.

22. The compound according to claim 20 ,

wherein R 19 to R 34 all represent hydrogen.

23. A light-emitting element comprising the compound according to claim 1 .

24. The light-emitting element according to claim 23 , further comprising a guest material.

25. The light-emitting element according to claim 24 ,

wherein the guest material is configured to convert triplet excitation energy into light emission.

26. A display device comprising:

the light-emitting element according to claim 23 ; and

one of a color filter and a transistor.

27. An electronic device comprising:

the display device according to claim 26 ; and

one of a housing and a touch sensor.

28. A lighting device comprising:

the light-emitting element according to claim 23 ; and

one of a housing and a touch sensor.

29. A light-emitting element comprising:

a guest material;

a first organic compound; and

a second organic compound,

wherein the guest material is configured to convert triplet excitation energy into light emission,

wherein the first organic compound and the second organic compound are a combination that forms an exciplex, and

wherein the first organic compound is the compound according to claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2020
From: WHITE, STEPHEN
To: BEAMALLOY RECONSTRUCTIVE MEDICAL PRODUCTS, LLC
Reel/Frame 051432/0890 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2016
From: KANAMOTO, MIKI; INOUE, HIDEKO; TAKAHASHI, TATSUYOSHI; KIDO, HIROMITSU; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 040693/0121 →
Priority Claims (1)
JP 2015-254112 · Dec 25, 2015 · national
Continuity (1)
Related Publication 20170186971A1 · Jun 29, 2017
Cited By (5)
US 12,252,496 US 12,388,086 US 12,622,132 US 12,624,046 US 12,652,950