HETEROLEPTIC IRIDIUM COMPLEX

• US 20100244004A1
• Filed: 03/19/2010
• Published: 09/30/2010
• Est. Priority Date: 03/23/2009
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Kwong, Raymond, Layek, Suman, XIA, Chuanjun
• Granted Patent: US 8,722,205 B2
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 Condensed systems
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: C09K 2211/1092 containing sulfur as the only heteroatom
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: H05B 33/10 Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

Novel compounds comprising heteroleptic iridium complexes are provided. The compounds have a particular combination of ligands which includes a single pyridyl dibenzo-substituted ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.

Claims

1. A compound comprising a heteroleptic iridium complex having the formula:

2. The compound of claim 1, wherein R₁ and R₄ are independently selected from the group consisting of hydrogen and alkyl having four or fewer carbon atoms.

3. The compound of claim 1, wherein R₁ and R₄ are independently selected from the group consisting of hydrogen and methyl.

4. The compound of claim 1, wherein R₂ and R₃ are independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl with 6 or fewer atoms in the ring.

5. The compound of claim 1, wherein R₂ and R₃ are independently selected from the group consisting of hydrogen, methyl and phenyl.

6. The compound of claim 1, wherein R₂ and R₃ are hydrogen.

7. The compound of claim 1, wherein R₁, R₂, R₃, and R₄ are independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl with 6 or fewer atoms in the ring.

8. The compound of claim 1, wherein R₁, R₂, R₃, and R₄ are independently selected from the group consisting of hydrogen, methyl and phenyl.

9. The compound of claim 1, wherein R₁, R₂, R₃, and R₄ are hydrogen.

10. The compound of claim 1, wherein R has 4 or fewer carbon atoms.

11. The compound of claim 1, wherein the compound has the formula:

12. The compound of claim 1, wherein the compound has the formula:

13. The compound of claim 1, wherein the compound has the formula:

14. The compound of claim 1, wherein the compound is selected from the group consisting of:

15. The compound of claim 1, wherein the compound is selected from the group consisting of:

16. The compound of claim 1, wherein X is O.

17. The compound of claim 16, wherein the compound is selected from the group consisting of:

18. The compound of claim 16, wherein the compound is selected from the group consisting of:

19. The compound of claim 16, wherein the compound is selected from the group consisting of:

20. The compound of claim 1, wherein X is S.

21. The compound of claim 20, wherein the compound is selected from the group consisting of:

22. The compound of claim 20, wherein the compound is selected from the group consisting of:

23. The compound of claim 20, wherein the compound is selected from the group consisting of:

24. The compound of claim 1, wherein X is NR.

25. The compound of claim 24, wherein the compound is selected from the group consisting of:

26. The compound of claim 24, wherein the compound is selected from the group consisting of:

27. The compound of claim 24, wherein the compound is selected from the group consisting of:

28. A first device comprising an organic light emitting device, further comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, the organic layer further comprising a compound comprising a heteroleptic iridium complex having the formula;

29. The device of claim 28, wherein the first device is a consumer product.

30. The device of claim 28, wherein R₂ and R₃ are independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl with 6 or fewer atoms in the ring.

31. The device of claim 28, wherein the compound is selected from the group consisting of:

32. The device of claim 28, wherein the compound is selected from the group consisting of:

33. The device of claim 28, wherein the organic layer is an emissive layer and the compound having the formula:

34. The device of claim 28, wherein the organic layer further comprises a host.

35. The device of claim 34, wherein the host comprises a triphenylene moiety and a dibenzothiophene moiety.

36. The device of claim 35, wherein the host has the formula: