Phosphorescent emitters

• US 9,156,870 B2
• Filed: 02/25/2010
• Issued: 10/13/2015
• Est. Priority Date: 02/25/2010
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Xia, Chuanjun, Rayabarapu, Dinesh, Wu, Yonggang, Layek, Suman, Fiordeliso, James
• Primary Examiner(s): YAMNITZKY, MARIE ROSE
• Application Number:
  US12/712,802
• Publication Number:
  US 20110204333A1
• Time in Patent Office: 2,056 Days
• Field of Search: None
• 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 2211/1044 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: 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: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

Compounds including a ligand with a dibenzo-fused 5-membered ring substituent are provided. In particular, the compounds may be iridium complexes including imidazole coordinated to the dibenzo-substituted ligand. The dibenzo-fused 5-membered ring moiety of the ligand may be twisted or minimally twisted out of plane with respect to the rest of the ligand structure. The compound may be used in organic light emitting devices, particularly as emitting dopants in blue devices. Devices comprising the compounds may demonstrate improved stability while maintaining excellent color.

Claims

1. A compound comprising a ligand L having the formula:

2. The compound of claim 1, wherein the compound is heteroleptic and all of the ligands L in the compound have Formula I.

3. The compound of claim 1, wherein the compound is heteroleptic and at least one ligand L in the compound has Formula I.

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

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

6. The compound of claim 1, wherein the ring containing R_C has two substituents located at the positions ortho to the carbon atom connected to A.

7. The compound of claim 1, wherein the ring containing R_C has one alkyl substituent having 3 or more carbon atoms that is located at a position ortho to the carbon atom attached to A and the other position ortho to the carbon atom attached to A is occupied by X or the phenyl ring containing R_D.

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

9. The compound of claim 1, wherein R_A is fused to A.

10. The compound of claim 9, wherein the compound is selected from the group consisting of:

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

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

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

14. The compound of claim 13, wherein the compound is selected from the group consisting of:

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

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

21. The compound of claim 1, wherein the compound is homoleptic.

17. A first device comprising an organic light emitting device, comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, the organic layer comprising a compound comprising a ligand L having the formula;

18. The device of claim 17, wherein the first device is a consumer product.

19. The device of claim 17, wherein the organic layer is an emissive layer and the compound is an emitting dopant.

20. The device of claim 19, wherein the organic layer further comprises a host having the formula: