IP Library Granted Patent US 9,065,058
Granted Patent B2
US 9,065,058 · App. 14/208,356 · Granted Jun 23, 2015

Light-emitting element and electronic device

Inventors: Satoshi Seo (Kanagawa, JP); Harue Osaka (Kanagawa, JP); Sachiko Kawakami (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Tsunenori Suzuki (Kanagawa, JP); Hiromi Nowatari (Kanagawa, JP); Hiroki Suzuki (Kanagawa, JP); Kyoko Takeda (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0054C07D405/04C07D405/14C07D409/04C07D409/14H01L51/006H01L51/0072H01L51/0074H01L51/0085H01L51/0073
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Quick Facts
Patent No.
US 9,065,058
App. No.
14/208,356
Granted
Jun 23, 2015
Kind
B2
Abstract

An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.

Claims (38)

1. An organic compound comprising: a carbazole group; and one of a dibenzothiophene group and a dibenzofuran group, wherein a 4-position of the dibenzothiophene group or a 4-position of the dibenzofuran group is bonded to a 2- or 3-position of the carbazole group, wherein a heteroaromatic group or an aryl group which comprises a π-electron deficient heteroaromatic ring is bonded to a 9-position of the carbazole group, and

wherein the π-electron deficient heteroaromatic ring is selected from a benzimidazolyl group, a benzoxazolyl group, and an oxadiazolyl group.

2. The organic compound according to claim 1 ,

wherein a 4-position of a dibenzothiophene group or a 4-position of a dibenzofuran group is further bonded to a 6- or 7-position of the carbazole group.

3. A light-emitting device comprising the organic compound according to claim 1 .

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. An organic compound comprising: a carbazole group; and

one of a dibenzothiophene group and a dibenzofuran group,

wherein a 4-position of the dibenzothiophene group or a 4-position of the dibenzofuran group is bonded to 2- and 7-positions of the carbazole group or 3- and 6-positions of the carbazole group, wherein a heteroaromatic group or an aryl group which comprises a π-electron deficient heteroaromatic ring is bonded to a 9-position of the carbazole group, and wherein the π-electron deficient heteroaromatic ring is selected from a benzimidazolyl group, a benzoxazolyl group, and an oxadiazolyl group.

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

8. An electronic device comprising the light-emitting device according to claim 7 .

9. A lighting device comprising the light-emitting device according to claim 7 .

10. An organic compound represented by a formula (G1):

wherein:

Ar represents a heteroaromatic group or an aryl group which comprises a π-electron deficient heteroaromatic ring;

R 0 represents a substituent represented by a formula (g1) and is bonded to a carbon atom represented by either α or β:

R 8 represents any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 15 carbon atoms, and a substituent represented by a formula (g2) and is bonded to a carbon atom represented by either γ or δ:

X 1 and X 2 individually represent oxygen or sulfur; and

R 1 to R 7 and R 9 to R 15 individually represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and an aryl group having 6 to 15 carbon atoms, and

wherein the π-electron deficient heteroaromatic ring is selected from a benzimidazolyl group, a benzoxazolyl group, and an oxadiazolyl group.

11. The organic compound according to claim 10 ,

wherein R 8 is bonded to the carbon atom represented by γ when R 8 is the substituent represented by the formula (g2) and R 0 is bonded to the carbon atom represented by α, and

wherein R 8 is bonded to the carbon atom represented by δ when R 8 is the substituent represented by the formula (g2) and R 0 is bonded to the carbon atom represented by β.

12. The organic compound according to claim 10 ,

wherein R 2 , R 4 , R 5 , R 7 , R 9 , R 10 , R 12 , R 13 , and R 15 are each hydrogen.

13. The organic compound according to claim 10 ,

wherein R 1 to R 7 and R 9 to R 15 are each hydrogen.

14. The organic compound according to claim 10 ,

wherein the organic compound is represented by a formula (G2):

wherein X represents oxygen or sulfur.

15. The organic compound according to claim 10 ,

wherein the organic compound is represented by any of formulae (G3) and (G4):

16. The organic compound according to claim 15 ,

wherein X 1 and X 2 are each sulfur.

17. A light-emitting device comprising the organic compound according to claim 10 .

18. An electronic device comprising the light-emitting device according to claim 10 .

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

Priority Claims (1)
JP 2010-203396 · Sep 10, 2010 · national
Continuity (2)
Continuation 13228644 · Sep 9, 2011
Related Publication 20140206887A1 · Jul 24, 2014