Phosphorescent materials

• US 9,175,211 B2
• Filed: 08/25/2010
• Issued: 11/03/2015
• Est. Priority Date: 03/03/2010
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Xia, Chuanjun, Alleyne, Bert, Ansari, Nasrin
• Primary Examiner(s): Wilson, Michael H
• Application Number:
  US12/868,350
• Publication Number:
  US 20110215710A1
• Time in Patent Office: 1,896 Days
• US Class Current: 1/1
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1022 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 2211/1033 with oxygen
• CPC Class Codes: C09K 2211/1037 with sulfur
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1059 containing three 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 85/342 comprising iridium

Abstract

Compounds comprising a 2-phenylpyridine ligand further substituted with a heterocyclic group are provided. In particular, the compound comprises a 2-phenylpyridine ligand further substituted with a nitrogen-containing heterocycle. The compounds may be used in organic light emitting devices to provide devices having improved efficiency and lifetime.

Claims

1. A heteroleptic compound having the formula M(L)_x(L₁)_y(L₂)_z:

wherein L is

2. The compound of claim 1, wherein the ligand L has the formula:

3. The compound of claim 2, wherein X₁, X₂, and X₃ are independently carbon or nitrogen.

4. The compound of claim 2, wherein at least one of X₁, X₂, and X₃ is nitrogen.

5. The compound of claim 2, wherein each of X₁, X₂, and X₃ is carbon.

6. The compound of claim 2, wherein the compound has the formula:

7. The compound of claim 1, wherein B is phenyl.

8. The compound of claim 1, wherein L, L₁ and L₂ are connected to form a tetradentate ligand and a bidentate ligand or a hexadentate ligand.

9. The compound of claim 1, wherein the ligand L is selected from the group consisting of:

10. A compound selected from the group consisting of:

11. 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 comprising a first heteroleptic compound having the formula M(L)_x(L₁)_y(L₂)_z;

wherein L is

12. The device of claim 11, wherein the ligand L has the formula:

13. The device of claim 12, wherein X₁, X₂, and X₃ are independently carbon or nitrogen.

14. The compound of claim 12, wherein at least one of X₁, X₂, and X₃ is nitrogen.

15. The device of claim 12, wherein each of X₁, X₂, and X₃ is carbon.

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

17. The device of claim 11, wherein B is phenyl.

18. The device of claim 11, wherein L, L₁ and L₂ are connected to form a tetradentate ligand and a bidentate ligand or a hexadentate ligand.

19. The device of claim 11, wherein the ligand L is selected from the group consisting of:

20. The device of claim 11, wherein the compound is selected from the group consisting of:

21. The device of claim 11, wherein the organic layer is an emissive layer and the first compound is an emissive compound.

22. The device of claim 11, wherein the organic layer further comprises a second emissive compound.

23. The device of claim 22, wherein the second emissive compound is

24. The device of claim 11, wherein the organic layer further comprises a host having the formula:

25. The device of claim 24, wherein the host is:

26. The device of claim 11, wherein the first device is a consumer product.

27. The device of claim 11, wherein the first device is an organic light emitting device.