Compounds having bipyridyl group and carbazole ring, and organic electroluminescent element

Patent metadata

Field	Value
Publication number	US-9634258-B2
Application number	US-201214001580-A
Country	US
Kind code	B2
Filing date	Feb 24, 2012
Priority date	Feb 25, 2011
Publication date	Apr 25, 2017
Grant date	Apr 25, 2017

Abstract

The present invention relates to a compound having a bipyridyl group and a carbazole ring, which is represented by the following general formula (1); and an organic electroluminescent element containing a pair of electrodes and at least one organic layer interposed therebetween, in which the compound is used as a constituent material of the at least one organic layer:

First claim

The invention claimed is:

1. A compound represented by formula (2):

wherein:
A 1 and A 2 each independently represent a cyano group, a nitro group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, or a substituted or unsubstituted aromatic hydrocarbon group; and
R 1 to R 28 each independently represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group.

2. An organic electroluminescent element comprising a pair of electrodes and at least one organic layer interposed between the electrodes, wherein the organic layer comprises the compound of claim 1 .

3. The organic etectroluminescent element of claim 2 , wherein the organic layer is a light-emitting layer.

4. The organic electroluminescent element of claim 2 , wherein the organic layer is a hole-blocking layer.

5. An organic electroluminescent element comprising:
a pair of electrodes; and
a light-emitting layer between the electrodes;
wherein the light-emitting layer comprises a phosphorescent light-emitting material and the compound of claim 1 .

6. The organic electroluminescent element of claim 2 , further comprising a light-emitting layer comprising a phosphorescent light-emitting material.

7. The organic electroluminescent element of claim 6 , wherein the organic layer is a hole-blocking layer.

8. The organic electroluminescent element of claim 5 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

9. The organic electroluminescent element of claim 6 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

10. The organic electroluminescent element of claim 7 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

11. The organic electroluminescent element of claim 8 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

12. The organic electroluminescent element of claim 8 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

13. The organic electroluminescent element of claim 9 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

14. The organic electroluminescent element of claim 9 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

15. The organic electroluminescent element of claim 10 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

16. The organic electroluminescent element of claim 10 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

17. A compound represented by formula (2):

wherein:
A 1 and A 2 each independently represent a cyano group, a nitro group, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, or a substituted or unsubstituted aromatic hydrocarbon group; and
R 1 to R 28 each independently represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group.

18. An organic electroluminescent element comprising a pair of electrodes and at least one organic layer interposed between the electrodes, wherein the organic layer comprises the compound of claim 17 .

19. The organic electroluminescent element of claim 18 , wherein the organic layer is a light-emitting layer.

20. The organic electroluminescent element of claim 18 , wherein the organic layer is a hole-blocking layer.

21. An organic electroluminescent element comprising:
a pair of electrodes; and
a light-emitting layer between the electrodes;
wherein the light-emitting layer comprises a phosphorescent light-emitting material and the compound of claim 17 .

22. The organic electroluminescent element of claim 18 , further comprising a light-emitting layer comprising a phosphorescent light-emitting material.

23. The organic electroluminescent element of claim 22 , wherein the organic layer is a hole-blocking layer.

24. The organic electroluminescent element of claim 21 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

25. The organic electroluminescent element of claim 22 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

26. The organic electroluminescent element of claim 23 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium or platinum.

27. The organic electroluminescent element of claim 24 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

28. The organic electroluminescent element of claim 24 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

29. The organic electroluminescent element of claim 25 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

30. The organic electroluminescent element of claim 25 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

31. The organic electroluminescent element of claim 26 , wherein the phosphorescent light-emitting material is a metal complex comprising iridium.

32. The organic electroluminescent element of claim 26 , wherein the phosphorescent light-emitting material is a metal complex comprising platinum.

33. A compound represented by formula (3):

wherein:
A 1 and A 2 each independently represent a cyano group, a nitro group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, or a substituted or unsubstituted aromatic hydrocarbon group; and
R 1 to R 28 each independently represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a linear or branched alkoxy group having from 1 to 6 carbon atoms, a trifluoromethyl group, a substituted or unsubstituted aromatic hydrocarbon group, a substitu

Assignees

• Yokoyama Norimasa
• Kabasawa Naoaki
• Ichikawa Musubu
• OTSURU Sohei
• Hodogaya Chemical Co Ltd
• Univ Shinshu

Inventors

• Yokoyama Norimasa
• Kabasawa Naoaki
• Ichikawa Musubu
• OTSURU Sohei

Classifications

• H05B33/14

  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 title

• C09B57/00

  Other synthetic dyes of known constitution · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title