PHOSPHORESCENT EMITTERS AND HOST MATERIALS WITH IMPROVED STABILITY

• US 20110057559A1
• Filed: 08/26/2010
• Published: 03/10/2011
• Est. Priority Date: 12/28/2007
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Fiordeliso, James, Ma, Bin, Beers, Scott, Barron, Edward, Yeager, Walter, Xia, Chuanjun, Tsai, Jui-Yi, Lin, Chun
• Granted Patent: US 8,586,204 B2
• Time in Patent Office: Days
• US Class Current: 313/504
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• 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 2102/103 comprising indium oxides, e.g. ITO
• 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
• 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

Devices containing a particular combination of organic compounds are provided. In particular, the devices contain twisted aryl compounds having extended conjugation (i.e., the twisted aryl is substituted with an additional aryl group) in combination with dibenzothiophene or dibenzofuran containing host materials. The organic light emitting devices may provide improved stability color, lifetime and manufacturing. Compounds containing a twisted aryl having extended conjugation are also provided.

Claims

1. 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 compound itself comprising a ligand having the structure;

2. The device of claim 1, wherein at least one of R₁ and R₂ is an alkyl.

3. The device of claim 1, wherein at least one of R₁ and R₂ is an alkyl having two or more carbon atoms.

4. The device of claim 1, wherein each of R₁ and R₂ is an alkyl.

5. The device of claim 1, wherein each of R₁ and R₂ is an alkyl having 2 or more carbon atoms.

6. The device of claim 1, wherein B is benzene.

7. The device of claim 1, wherein Ar is para to the carbon atom which is bonded to the nitrogen atom in the A ring.

8. The device of claim 1, wherein Ar is benzene.

9. The device of claim 1, wherein X is S.

10. The device of claim 1, wherein one of R′

₁ and R′

₂ is carbazole.

11. The device of claim 1, wherein R′

₁ and R′

₂ are carbazole.

12. The device of claim 1, wherein M is Ir.

13. The device of claim 1, wherein the first compound has the formula:

14. The device of claim 11, wherein L′

is selected from the group consisting of;

15. The device of claim 1, wherein the first compound is selected from the group consisting of:

16. The device of claim 13, wherein the first compound is homoleptic.

17. The device of claim 16, wherein the first compound is selected from the group consisting of:

18. The device of claim 13, wherein the first compound is heteroleptic.

19. The device of claim 18, wherein the first compound is selected from the group consisting of:

20. The device of claim 1, wherein the first compound is selected from the group consisting of:

21. The device of claim 1, wherein the first compound is

22. The device of claim 1, wherein the organic layer is an emissive layer and the first compound is an emitting dopant and the second compound is a host.

23. The device of claim 1, wherein the organic layer is an emissive layer comprising a compound having Formula II and at least one of Compounds 1-69 and Formula II is the host material and at least one of Compounds 1-69 is the emitting dopant.

24. The device of claim 1, wherein the organic layer is an emissive layer comprising H1 and at least one of Compound 1, 2, 3, or 5 and H1 is the host material and at least one of Compound 1, 2, 3, or 5 is the emitting dopant.

25. The device of claim 24, wherein Compound 1 is the emitting dopant.

26. The device of claim 1, wherein the organic layer is an emissive layer comprising H2 and Compound 1 and H2 is the host material and Compound 1 is the emitting dopant.

27. The device of claim 1, wherein the first device is a display.

28. The device of claim 1, wherein the first device is an organic light emitting device.

29. A compound selected from the group consisting of:

30. The compound of claim 29, wherein the compound is selected from the group consisting of: