TETRADENTATE PLATINUM COMPLEXES

• US 20130082245A1
• Filed: 08/17/2012
• Published: 04/04/2013
• Est. Priority Date: 07/25/2011
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Kottas, Gregg, Ma, Bin, Xia, Chuanjun, Beers, Scott, Brooks, Jason, Fiordeliso, James
• Granted Patent: US 9,783,564 B2
• Time in Patent Office: Days
• US Class Current: 257/40
• CPC Class Codes: C07F 15/0006 compounds of the platinum group
• CPC Class Codes: C07F 15/0086 Platinum compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1014 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 2211/1044 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: 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 85/346 comprising platinum
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence

Abstract

Novel phosphorescent tetradentate platinum compounds of Formula I are provided. The complexes contain a dibenzo moiety, which allows for the creation of OLED devices with improved properties when compounds of Formula I are incorporated into such devices. Compounds of Formula I′ that comprise two ligands that contain a 5-membered carbocyclic or heterocyclic ring, one of which contains an imidazole ring with a twisted aryl group attached to N−1 and a second aromatic ring that is attached to the platinum via a carbon atom. These compounds may be advantageously used in OLEDs.

Claims

1. A compound having the formula:

2. The compound of claim 1, wherein the compound has a neutral charge.

3. The compound of claim 1, wherein at least two of Z₁, Z₂, Z₃, and Z₄ are nitrogen atoms.

4. The compound of claim 1, wherein at least two of Z₁, Z₂, Z₃, and Z₄ are carbon atoms.

5. The compound of claim 1, wherein at least one of ring B, ring C, and ring D comprises a carbene ligand coordinated to Pt.

6. The compound of claim 1, wherein at least one of Z₁, A₁, A₂, A₃, A₄, A₅, A₆, A₇, and A₈ is a nitrogen atom.

7. The compound of claim 1, having the formula:

8. The compound of claim 7, having the formula:

9. The compound of claim 1, having the formula:

10. The compound of claim 8, having the formula:

11. The compound of claim 1, wherein L₁ and L₂ are single bonds.

12. The compound of claim 1, wherein L₃ is independently selected from the group consisting of O, S, and NR.

13. The compound of claim 12, wherein L₃ is NR, and R is phenyl or substituted phenyl.

14. The compound of claim 12, wherein L₃ is O.

15. The compound of claim 1, wherein Z₂ and Z₃ are nitrogen atoms.

16. The compound of claim 1, wherein Z₂ and Z₄ are nitrogen atoms.

17. The compound of claim 8, wherein X is independently selected from the group consisting of O, S, and NR.

18. The compound of claim 17, wherein X is O.

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

20. A first device comprising a first 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 the formula;

21-59. -59. (canceled)