IP Library › Granted Patent US 9,051,274
Granted Patent B2
US 9,051,274 · App. 13/529,158 · Granted Jun 9, 2015

Triarylamine compound, light-emitting element, light-emitting device, electronic device, and lighting device

Inventors: Harue Osaka (Kanagawa, JP); Takahiro Ushikubo (Tochigi, JP); Tsunenori Suzuki (Kanagawa, JP); Nobuharu Ohsawa (Tochigi, JP)
Assignee: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
C07D235/18C07D263/57H01L51/0061H01L51/0071
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Quick Facts
Patent No.
US 9,051,274
App. No.
13/529,158
Granted
Jun 9, 2015
Kind
B2
Abstract

A novel triarylamine compound having a bipolar property is provided. The triarylamine compound can be used for a hole-injection layer, a hole-transport layer, a light-emitting layer, or an electron-transport layer in a light-emitting element. The triarylamine compound can also be used as a host material with a light-emitting material which emits relatively short-wavelength light, in a structure where the host material and the guest material constitute a light-emitting layer. The triarylamine compound of the present invention is a fluorescent compound and therefore can also be used as a light-emitting substance of a light-emitting layer. A light-emitting element having high emission efficiency is provided. A light-emitting device, an electronic device, or a lighting device having low power consumption is provided.

Claims (58)

1. A compound represented by a general formula (G1),

wherein:

E 1 represents an oxygen atom;

α 1 to α 3 each independently represent a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, and m and n are each independently 0 or 1;

Ar 1 represents an aryl group represented by a general formula (G1-2) below;

Ar 2 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 1 to R 4 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group, and

wherein:

E 2 represents an oxygen atom;

α 4 to α 6 each independently represent a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group, and q is 0 or 1;

Ar 3 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 5 to R 8 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group.

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

3. A light-emitting device comprising the light-emitting element according to claim 2 .

4. An electronic device comprising the light-emitting device according to claim 3 .

5. A lighting device comprising the light-emitting device according to claim 3 .

6. A compound represented by a formula (G2),

wherein:

E 1 represents an oxygen atom;

α 1 represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, and m and n are each independently 0 or 1;

Ar 1 represents an aryl group represented by a general formula (G2-2) below;

Ar 2 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 1 to R 4 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group, and

wherein:

E 2 represents an oxygen atom;

α 4 represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenylene group, and q is 0 or 1;

Ar 3 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 5 to R 8 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group.

7. A light-emitting element comprising the compound according to claim 6 .

8. A light-emitting device comprising the light-emitting element according to claim 7 .

9. An electronic device comprising the light-emitting device according to claim 8 .

10. A lighting device comprising the light-emitting device according to claim 8 .

11. A compound represented by a formula (G3),

wherein:

E 1 represents an oxygen atom;

m and n are each independently 0 or 1;

Ar 1 represents an aryl group represented by a formula (G3-2) below;

Ar 2 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 1 to R 4 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group, and

wherein:

E 2 represents an oxygen atom;

q is 0 or 1;

Ar 3 represents any of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group; and

R 5 to R 8 each independently represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group.

12. A light-emitting element comprising the compound according to claim 11 .

13. A light-emitting device comprising the light-emitting element according to claim 12 .

14. An electronic device comprising the light-emitting device according to claim 13 .

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

16. A compound represented by a formula (100):

17. A light-emitting element comprising the compound according to claim 16 .

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

19. An electronic device comprising the light-emitting device according to claim 18 .

20. A lighting device comprising the light-emitting device according to claim 18 .

21. A compound represented by a formula (135):

22. A light-emitting element comprising the compound according to claim 21 .

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

24. An electronic device comprising the light-emitting device according to claim 23 .

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 5, 2012
From: OSAKA, HARUE; USHIKUBO, TAKAHIRO; SUZUKI, TSUNENORI; OHSAWA, NOBUHARU
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 028898/0558 →
Priority Claims (1)
JP 2011-140508 · Jun 24, 2011 · national
Continuity (1)
Related Publication 20120330025A1 · Dec 27, 2012