IP Library Granted Patent US 8,986,857
Granted Patent B2
US 8,986,857 · App. 13/548,684 · Granted Mar 24, 2015

Dibenzo[c,g]carbazole compound, light-emitting element, light-emitting device, display device, lighting device and electronic device

Inventors: Hiroki Suzuki (Kanagawa, JP); Satoshi Seo (Kanagawa, JP); Sachiko Kawakami (Kanagawa, JP); Tsunenori Suzuki (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0072C07D209/60C09K11/06H05B33/14H01L51/006H01L51/5012C09K2211/1007C09K2211/1011C09K2211/1029Y10S428/917
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Quick Facts
Patent No.
US 8,986,857
App. No.
13/548,684
Granted
Mar 24, 2015
Kind
B2
Abstract

Provided is a novel compound which can be used for a transport layer or as a host material or a light-emitting material in a light-emitting element and with which a high-performance light-emitting element can be manufactured. A dibenzo[c,g]carbazole compound in which an aryl group having 14 to 30 carbon atoms and including at least anthracene is bonded to nitrogen of a dibenzo[c,g]carbazole derivative is synthesized. By use of the dibenzo[c,g]carbazole compound, a light-emitting element having very good characteristics can be obtained.

Claims (48)

1. A compound comprising:

a dibenzo[c,g]carbazole skeleton; and

an aryl group bonded to a 7-position of the dibenzo[c,g]carbazole skeleton,

wherein the aryl group has 14 to 30 carbon atoms and includes at least an anthracene skeleton, and wherein the anthracene skeleton is bonded to the 7-position of the dibenzo[c,g]carbazole skeleton through a phenylene group.

2. The compound according to claim 1 , wherein the 7-position of the dibenzo[c,g]carbazole skeleton and a 9-position of the anthracene skeleton are bonded through the phenylene group.

3. The compound according to claim 1 , wherein the aryl group is a substituted or unsubstituted anthryl phenyl group, and wherein the substituted or unsubstituted anthryl phenyl group has 20 to 30 carbon atoms.

4. The compound according to claim 1 , wherein the aryl group is a substituted or unsubstituted (9-anthryl)phenyl group, and wherein the substituted or unsubstituted (9-anthryl)phenyl group has 20 to 30 carbon atoms.

5. A light-emitting element comprising a dibenzo[c,g]carbazole compound comprising:

a dibenzo[c,g]carbazole skeleton; and an aryl group bonded to a 7-position of the dibenzo[c,g]carbazole skeleton,

wherein the aryl group has 14 to 30 carbon atoms and includes at least an anthracene skeleton, and

wherein the anthracene skeleton is bonded to the 7-position of the dibenzo[c,g]carbazole skeleton through a phenylene group.

6. The light-emitting element according to claim 5 , wherein the 7-position of the dibenzo[c,g]carbazole skeleton and a 9-position of the anthracene skeleton are bonded through the phenylene group.

7. The light-emitting element according to claim 5 , wherein the aryl group is a substituted or unsubstituted anthryl phenyl group, and wherein the substituted or unsubstituted anthryl phenyl group has 20 to 30 carbon atoms.

8. The light-emitting element according to claim 5 , wherein the aryl group is a substituted or unsubstituted (9-anthryl)phenyl group, and wherein the substituted or unsubstituted (9-anthryl)phenyl group has 20 to 30 carbon atoms.

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

10. A display device comprising the light-emitting element according to claim 5 .

11. A compound represented by a general formula (G2),

wherein α represents a substituted or unsubstituted phenylene group,

wherein β represents a substituted or unsubstituted anthryl group, and

wherein R 11 to R 22 each independently represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 12 carbon atoms.

12. The compound according to claim 11 , wherein the compound is represented by a general formula (G3),

wherein R 5 represents any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 10 carbon atoms,

wherein R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , R 8 , and R 9 each independently represent hydrogen or an alkyl group having 1 to 4 carbon atoms, and

wherein α represents a substituted or unsubstituted phenylene group.

13. The compound according to claim 11 ,

wherein a total number of carbon atoms of α and β is 20 to 30.

14. The compound according to claim 11 , wherein the compound is represented by a general formula (G5),

wherein R 5 represents any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 10 carbon atoms,

wherein R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , R 8 , and R 9 each independently represent hydrogen or an alkyl group having 1 to 4 carbon atoms,

wherein α represents a substituted or unsubstituted phenylene group, and

wherein a total number of carbon atoms of R 1 to R 9 and α is greater than or equal to 6 and less than or equal to 16.

15. The compound according to claim 11 , wherein the compound is represented by a general formula (G6),

wherein α represents a substituted or unsubstituted phenylene group,

wherein R 5 represents any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 10 carbon atoms, and

wherein a total number of carbon atoms of R 5 and α is greater than or equal to 6 and less than or equal to 16.

16. The compound according to claim 11 , wherein the compound is represented by a general formula (G7),

wherein α represents a substituted or unsubstituted phenylene group,

wherein R 5 represents any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 10 carbon atoms, and

wherein a total number of carbon atoms of R 5 and α is greater than or equal to 6 and less than or equal to 16.

17. The compound according to claim 11 , wherein the compound is represented by a structural formula (100),

18. The compound according to claim 11 , the compound is represented by a structural formula (127),

19. A light-emitting element comprising:

a first electrode;

a light-emitting layer over the first electrode; and

a second electrode over the light-emitting layer,

wherein the light-emitting layer comprises the compound according to claim 11 .

20. A lighting device comprising the light-emitting element according to claim 19 .

21. A display device comprising the light-emitting element according to claim 19 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2012
From: SUZUKI, HIROKI; SEO, SATOSHI; KAWAKAMI, SACHIKO; SUZUKI, TSUNENORI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 028545/0744 →
Priority Claims (1)
JP 2011-161161 · Jul 22, 2011 · national
Continuity (1)
Related Publication 20130020561A1 · Jan 24, 2013