ORGANIC LIGHT EMITTING MATERIALS

• US 20130126831A1
• Filed: 11/21/2011
• Published: 05/23/2013
• Est. Priority Date: 11/21/2011
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Ma, Bin, DeAngelis, Alan, Xia, Chuanjun
• Granted Patent: US 9,217,004 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 2211/1029 containing one nitrogen atom as the heteroatom
• 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 71/164 using vacuum deposition
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 comprising iridium

Abstract

Novel phosphorescent metal complexes containing 2-phenylquinoline ligands with at least two substituents on the quinoline ring are provided. The disclosed compounds have low sublimation temperatures that allow for ease of purification and fabrication into a variety of OLED devices.

Claims

1. A compound having the formula:

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

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

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

5. The compound of claim 1, wherein n is 2.

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

7. The compound of claim 1, wherein L is

8. The compound of claim 7, wherein R_x, R_y, and R_z are independently selected from the group consisting of alkyl, hydrogen, deuterium, and combinations thereof.

9. The compound of claim 8, wherein R_z is hydrogen or deuterium, and R_x and R_y are independently selected from the group consisting of methyl, CH(CH₃)₂, and CH₂CH(CH₃)₂.

10. The compound of claim 7, wherein the compound has the formula:

11. The compound of claim 1, wherein R₁ and R₃ are alkyl.

12. The compound of claim 1, wherein R₁ and R₂ are alkyl.

13. The compound of claim 1, wherein R₂ and R₃ are alkyl.

14. The compound of claim 1, wherein R₁ and R₃ are silyl or germyl.

15. The compound of claim 1, wherein R₁, R₂ and R₃ are independently selected from the group consisting of:

CH(CH₃)₂, CH₂CH(CH₃)₂, CH₂C(CH₃)₃, cyclopentyl, cyclohexyl, ethyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, trimethylgermyl, triethylgermyl, and triisopropylgermyl.

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

17. 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;

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

19. The first device of claim 17, wherein the first device is an organic light-emitting device.

20. The first device of claim 17, wherein the first device comprises a lighting panel.

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

22. The first device of claim 17, wherein the organic layer further comprises a host.

23. The first device of claim 22, wherein the host is a metal 8-hydroxyquinolate.

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