IP Library Granted Patent US 10,181,563
Granted Patent B2
US 10,181,563 · App. 15/436,272 · Granted Jan 15, 2019

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

Inventors: Harue Osaka (Kanagawa, JP); Takako Takasu (Kanagawa, JP); Hiroshi Kadoma (Kanagawa, JP); Yuko Kawata (Kanagawa, JP); Satoko Shitagaki (Kanagawa, JP); Hiromi Nowatari (Kanagawa, JP); Tsunenori Suzuki (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H01L51/0072C07D209/86C09K11/06H01L51/0052H01L51/0054H01L51/0058H01L51/5004C09K2211/1007C09K2211/1011C09K2211/1029H01L51/5012H01L51/5016H01L51/5056H01L51/5088H01L2251/303H01L2251/5376H01L2251/552Y10S428/917
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Quick Facts
Patent No.
US 10,181,563
App. No.
15/436,272
Granted
Jan 15, 2019
Kind
B2
Abstract

A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R 1 , R 2 , Ar 3 , and α 3 ). Further, a substituent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R 1 , R 2 , Ar 3 , and α 3 ).

Claims (49)

1. A carbazole compound represented by General Formula (G1):

wherein R 1 represents a substituent represented by General Formula (G1-1);

wherein R 2 represents hydrogen or an alkyl group having 1 to 12 carbon atoms,

wherein α 3 represents a substituted or an unsubstituted phenylene group,

wherein Ar 3 represents any one of a substituted or an unsubstituted naphthyl group, a substituted or an unsubstituted phenanthryl group, and a substituted or an unsubstituted triphenylenyl group,

wherein Ar 1 represents any one of an alkyl group having 1 to 12 carbon atoms, a substituted or an unsubstituted phenyl group, a substituted or an unsubstituted biphenyl group, a substituted or an unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, and a substituted or an unsubstituted triphenylenyl group,

wherein α 1 represents a substituted or an unsubstituted phenylene group,

wherein n represents 1,

wherein in the case where R 1 and Ar 3 have substituents, the substituents are separately any of an alkyl group having 1 to 12 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted naphthyl group, an unsubstituted phenanthryl group, and an unsubstituted triphenylenyl group, and

wherein in the case where α 3 has a substituent, the substituent of α 3 is an alkyl group having 1 to 12 carbon atoms.

2. The carbazole compound according to claim 1 ,

wherein α 1 represents the unsubstituted phenylene group,

wherein α 3 represents the unsubstituted phenylene group,

wherein Ar 1 represents the naphthyl group substituted by the unsubstituted naphthyl group, and

wherein R 2 represents hydrogen.

3. The carbazole compound according to claim 2 ,

wherein Ar 3 represents the unsubstituted naphthyl group.

4. The carbazole compound according to claim 2 ,

wherein Ar 3 represents the unsubstituted phenanthryl group.

5. A carbazole compound represented by General Formula (G1):

wherein R 1 represents either a substituted or an unsubstituted phenyl group or a substituted or an unsubstituted naphthyl group,

wherein R 2 represents any one of hydrogen, an alkyl group having 1 to 12 carbon atoms, and a substituent represented by General Formula (G1-2);

wherein α 2 represents an unsubstituted phenylene group,

wherein Ar 2 represents an unsubstituted naphthyl group,

wherein α 3 represents a substituted or an unsubstituted phenylene group,

wherein Ar 3 represents any one of a substituted or an unsubstituted naphthyl group, a substituted or an unsubstituted phenanthryl group, and a substituted or an unsubstituted triphenylenyl group,

wherein in the case where R 1 and Ar 3 have substituents, the substituents are separately any of an alkyl group having 1 to 12 carbon atoms, an unsubstituted phenyl group, an unsubstituted biphenyl group, an unsubstituted naphthyl group, an unsubstituted phenanthryl group, and an unsubstituted triphenylenyl group, and

wherein in the case where α 3 has a substituent, the substituent of α 3 is an alkyl group having 1 to 12 carbon atoms.

6. The carbazole compound according to claim 5 ,

wherein α 3 represents the unsubstituted phenylene group.

7. The carbazole compound according to claim 6 ,

wherein R 1 represents the unsubstituted naphthyl group, and

wherein R 2 represents hydrogen.

8. The carbazole compound according to claim 7 ,

wherein Ar 3 represents the unsubstituted naphthyl group.

9. The carbazole compound according to claim 8 ,

wherein the carbazole compound is represented by Structural Formula (141),

10. The carbazole compound according to claim 7 ,

wherein Ar 3 represents the unsubstituted phenanthryl group.

11. The carbazole compound according to claim 10 ,

wherein the carbazole compound is represented by Structural Formula (142),

12. The carbazole compound according to claim 6 ,

wherein R 1 represents the unsubstituted naphthyl group, and

wherein R 2 represents a substituent represented by the General Formula (G1-2).

13. The carbazole compound according to claim 6 ,

wherein R 1 represents the unsubstituted phenyl group, and

wherein R 2 represents a substituent represented by the General Formula (G1-2).

14. The carbazole compound according to claim 13 ,

wherein the carbazole compound is represented by Structural Formula (113),

Priority Claims (1)
JP 2010-215856 · Sep 27, 2010 · national
Continuity (4)
Continuation 14685786 · Apr 14, 2015
Continuation 14076453 · Nov 11, 2013
Division 13241313 · Sep 23, 2011
Related Publication 20170162798A1 · Jun 8, 2017