Heterocyclic compound

• US 9,960,368 B2
• Filed: 02/09/2017
• Issued: 05/01/2018
• Est. Priority Date: 02/01/2011
• Status: Active Grant

• Current Assignee: Semiconductor Energy Laboratory Co., Ltd.
• Original Assignee: Semiconductor Energy Laboratory Co., Ltd.
• Inventors: Kadoma, Hiroshi, Kitano, Yasushi, Shitagaki, Satoko, Ohsawa, Nobuharu, Seo, Satoshi
• Primary Examiner(s): Yang, J. L.
• Application Number:
  US15/428,634
• Publication Number:
  US 20170222161A1
• Time in Patent Office: 446 Days
• Field of Search: None
• CPC Class Codes: C07D 403/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 405/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 409/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C09K 11/025 non-luminescent particle coatings or suspension media
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/15 Hole transporting layers
• CPC Class Codes: H10K 50/16 Electron transporting layers
• CPC Class Codes: H10K 50/166 comprising a multilayered structure
• CPC Class Codes: H10K 50/81 Anodes
• CPC Class Codes: H10K 50/82 Cathodes
• CPC Class Codes: H10K 85/111 comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/615 : Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/624 : containing six or more rings
• CPC Class Codes: H10K 85/626 : containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/6572 : comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 : comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: H10K 85/6576 : comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

Provided is a novel heterocyclic compound which can be used for a light-emitting element, as a host material of a light-emitting layer in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. In the formula, A represents any of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group, R¹¹ to R¹⁹ separately represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms.

Claims

1. A light-emitting element comprising:

a first electrode and a second electrode;

a light-emitting layer between the first electrode and the second electrode, the light-emitting layer comprising a light-emitting substance and a first organic compound,

wherein;

the first organic compound is represented by a general formula (G1);

2. The light-emitting element according to claim 1, wherein the first electrode is an anode and the second electrode is a cathode.

3. The light-emitting element according to claim 1, wherein the light-emitting substance is a fluorescent compound.

4. The light-emitting element according to claim 1, wherein the light-emitting substance is a phosphorescent compound.

5. The light-emitting element according to claim 1, wherein Ar is a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group.

6. The light-emitting element according to claim 1, wherein Ar is a substituted or unsubstituted m-phenylene group.

7. The light-emitting element according to claim 1,

wherein:

the first organic compound is represented by a general formula (G2-1);

8. The light-emitting element according to claim 7, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q¹ when Q¹ represents the nitrogen atom.

9. The light-emitting element according to claim 7,

wherein:

the first organic compound is represented by a general formula (G3-1); and

10. The light-emitting element according to claim 9, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q¹ when Q¹ represents the nitrogen atom.

11. The light-emitting element according to claim 1,

wherein:

the first organic compound is represented by a general formula (G2-2); and

12. The light-emitting element according to claim 1,

wherein:

the first organic compound is represented by a general formula (G3-2); and

13. The light-emitting element according to claim 1,

wherein:

the first organic compound is represented by a general formula (G2-3);

14. The light-emitting element according to claim 13, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q² when Q² represents the nitrogen atom.

15. The light-emitting element according to claim 13,

wherein:

the first organic compound is represented by a general formula (G3-3); and

16. The light-emitting element according to claim 15, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q² when Q² represents the nitrogen atom.

17. A light-emitting element comprising:

a first electrode and a second electrode;

a light-emitting layer between the first electrode and the second electrode, the light-emitting layer comprising a light-emitting substance; and

a layer between the light-emitting layer and the second electrode, the layer comprising a first organic compound,

wherein;

the first organic compound is represented by a general formula (G1);

18. The light-emitting element according to claim 17, wherein the first electrode is an anode and the second electrode is a cathode.

19. The light-emitting element according to claim 17, wherein the layer is an electron-transport layer.

20. The light-emitting element according to claim 17, wherein the light-emitting substance is a fluorescent compound.

21. The light-emitting element according to claim 17, wherein the light-emitting substance is a phosphorescent compound.

22. The light-emitting element according to claim 17, wherein the light-emitting layer comprises the first organic compound.

23. The light-emitting element according to claim 17, wherein Ar is a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group.

24. The light-emitting element according to claim 17, wherein Ar is a substituted or unsubstituted m-phenylene group.

25. The light-emitting element according to claim 17,

wherein:

the first organic compound is represented by a general formula (G2-1);

26. The light-emitting element according to claim 25, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q¹ when Q¹ represents the nitrogen atom.

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

wherein:

the first organic compound is represented by a general formula (G3-1); and

28. The light-emitting element according to claim 27, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q¹ when Q¹ represents the nitrogen atom.

29. The light-emitting element according to claim 17,

wherein:

the first organic compound is represented by a general formula (G2-2); and

30. The light-emitting element according to claim 17,

wherein:

the first organic compound is represented by a general formula (G3-2); and

31. The light-emitting element according to claim 17,

wherein:

the first organic compound is represented by a general formula (G2-3);

32. The light-emitting element according to claim 31, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q² when Q² represents the nitrogen atom.

33. The light-emitting element according to claim 31,

wherein:

the first organic compound is represented by a general formula (G3-3); and

34. The light-emitting element according to claim 33, wherein an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms is bonded to Q² when Q² represents the nitrogen atom.