Phosphorescent materials

• US 8,269,317 B2
• Filed: 11/11/2010
• Issued: 09/18/2012
• Est. Priority Date: 11/11/2010
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Alleyne, Bert, Kwong, Raymond
• Primary Examiner(s): Nhu, David
• Application Number:
  US12/944,437
• Publication Number:
  US 20120119190A1
• Time in Patent Office: 677 Days
• Field of Search: 257/643, 257/347, 257/656, 257/676, 257/792, 257/40, 257/E21.007, 257/E21.32, 257/E21.266, 257/E21.352, 257/E33.001, 257/E33.054
• US Class Current: 257/643
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• 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 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 comprising iridium

Abstract

Compounds comprising a ligand having a quinoline or isoquinoline moiety and a phenyl moiety, e.g., (iso)pq ligands. In particular, the ligand is further substituted with electron donating groups. The compounds may be used in organic light emitting devices, particularly devices with emission in the deep red part of the visible spectrum, to provide devices having improved properties.

Claims

1. A compound having a formula:

2. The compound of claim 1, wherein M is Ir.

3. The compound of claim 1, wherein L is a monoanionic bidentate ligand.

4. The compound of claim 1, wherein L is

5. The compound of claim 1, wherein the compound has a formula selected from the group consisting of:

6. The compound of claim 5, wherein at least one of R_x and R_y contains a branched alkyl moiety with branching at a position further than the α

position to the carbonyl group.

7. The compound of claim 5, wherein at least one of R_x and R_y is isobutyl.

8. The compound of claim 5, wherein R_z is hydrogen.

9. The compound of claim 1, wherein the (iso)pq ligand is selected from the group consisting of:

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

11. The compound of claim 1, wherein the compound has an emissive spectrum having a peak wavelength of about 650 nm to about 700 nm.

12. 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, comprising a compound having a formula;

13. The first device of claim 12, wherein M is Ir.

14. The first device of claim 12, wherein L is a monoanionic bidentate ligand.

15. The first device of claim 12, wherein L is

16. The first device of claim 12, wherein the compound has a formula selected from the group consisting of:

17. The first device of claim 16, wherein at least one of R_x and R_y contains a branched alkyl moiety with branching at a position further than the α

position to the carbonyl group.

18. The first device of claim 16, wherein at least one of R_x and R_y is isobutyl.

19. The first device of claim 16, wherein R_z is hydrogen.

20. The first device of claim 12, wherein the (iso)pq ligand is selected from the group consisting of:

21. The first device of claim 12, wherein the compound is selected from the group consisting of:

22. The first device of claim 12, wherein the organic layer is an emissive layer and the compound having Formula I is an emitting dopant.

23. The first device of claim 22, wherein the organic layer further comprises a host.

24. The first device of claim 23, wherein the hose is a metal 8-hydroxyquinolate.

25. The first device of claim 23, wherein the host is:

26. The first device of claim 12, wherein the first device is a consumer product.

27. The first device of claim 12, wherein the first device is an organic light emitting device.

28. The first device of claim 12, wherein the compound has an emissive spectrum having a peak wavelength of about 650 nm to about 700 nm.