Stable blue phosphorescent organic light emitting devices

• US 8,557,399 B2
• Filed: 11/05/2008
• Issued: 10/15/2013
• Est. Priority Date: 11/09/2007
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: D'Andrade, Brian, Mackenzie, Peter B., Weaver, Michael S., Brown, Julia J.
• Primary Examiner(s): Wilson, Michael H
• Application Number:
  US12/265,375
• Publication Number:
  US 20090121624A1
• Time in Patent Office: 1,805 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 2101/30 Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/18 Carrier blocking layers
• CPC Class Codes: H10K 71/10 Deposition of organic active material
• CPC Class Codes: H10K 71/311 Purifying organic semiconductor materials
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/657 Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole

Abstract

Novel combination of materials and device architectures for organic light emitting devices are provided. In some aspects, specific charge carriers and solid state considerations are features that may result in a device having an unexpectedly long lifetime. In some aspects, emitter purity is a feature that may result in devices having unexpectedly long lifetime. In some aspects, structural and optical considerations are features that may result in a device having an unexpectedly long lifetime. In some aspects, an emissive layer including an organic phosphorescent emissive dopant and an organic carbazole host material results in devices having an unexpectedly long lifetime.

Claims

1. An organic light emitting device, comprising:

an anode;

a cathode;

an emissive layer disposed between the anode and the cathode, the emissive layer including a host and a phosphorescent emissive dopant having a peak emissive wavelength less than 500 nm;

wherein

the phosphorescent emissive dopant is deposited from a source that has a purity in excess of 99.5% as determined by high pressure liquid chromatography, the source further having a combined concentration of halide and metal impurities below 100 ppm;

the phosphorescent emissive dopant leaves a residue corresponding to less than 5 wt % of the original charge in the sublimation crucible; and

the phosphorescent emissive dopant has a sublimation temperature less than 350°

C. and is deposited via sublimation;

the phosphorescent emissive dopant is deposited in an environment having less than 10 ppm oxygen, and in the near absence of light having a wavelength <

600 nm;

the phosphorescent emissive dopant comprises a cyclometallated N,C-donor imidazophenanthridine ligand comprising at least one 2,2,2-trialkylethyl substituent.

2. The device of claim 1, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level less than about 1×

10<sup>−

8</sup> Torr.

3. The device of claim 1, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

8</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

4. The device of claim 1, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

9</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

5. The device of claim 1, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

10</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

6. The device claim 1:

wherein the host has a triplet energy;

the device further comprises an exciton blocking layer at least 5 nm thick disposed between the emissive layer and the cathode and adjacent to the emissive layer, the exciton blocking layer consisting essentially of materials having a triplet energy greater than or equal to the triplet energy of the host of the emissive layer;

wherein

the emissive layer is at least 40 nm thick;

electrons in the emissive layer are carried predominantly by the host;

the HOMO of the phosphorescent emissive dopant is at least 0.5 eV higher than the HOMO of the host; and

the concentration of the phosphorescent emissive dopant in the emissive layer is at least 9 wt %.

7. The device of claim 6, wherein the emissive layer is at least 50 nm thick.

8. The device of claim 6, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

8</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

9. The device of claim 6, wherein the emissive layer is between 40 nm and 100 nm thick.

10. The device of claim 1,

wherein, when a voltage is applied across the device, electrons in the emissive layer are carried predominantly by the host;

wherein the HOMO of the phosphorescent dopant is at least 0.5 eV higher than the HOMO of the host; and

wherein the phosphorescent emissive dopant has a concentration of at least 9 wt % in the emissive layer.

11. The device of claim 10, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

8</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

12. The device of claim 1,

further comprising a CuPc hole injection layer disposed between the anode and the cathode and adjacent to the anode;

wherein the host has a triplet energy;

wherein the device further comprises an exciton blocking at least 5 nm thick disposed between the emissive layer and the cathode and adjacent to the emissive layer, the exciton blocking layer consisting essentially of materials having a triplet energy greater than or equal to the triplet energy of the host of the emissive layer;

wherein the emissive layer is at least 40 nm thick; and

wherein the recombination zone is at least 40 nm from the cathode.

13. The device of claim 12, wherein the emissive layer is at least 40 nm from the cathode.

14. The device of claim 12, wherein the emissive layer is at least 50 nm thick.

15. The device of claim 12, wherein the phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

8</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

16. The device of claim 12, wherein the emissive layer is between 40 nm and 100 nm thick.

17. The device of claim 1,

further comprising a CuPc hole injection layer disposed between the anode and the cathode and adjacent to the anode;

wherein the host has a triplet energy;

the device further comprising an exciton blocking at least 5 nm thick disposed between the emissive layer and the cathode and adjacent to the emissive layer, the exciton blocking layer consisting essentially of materials having a triplet energy greater than or equal to the triplet energy of the host of the emissive layer;

wherein the emissive layer is at least 40 nm thick; and

wherein 30% of the efficiency loss is due to surface plasmons.

18. The device of claim 17, wherein the emissive layer is at least 50 nm thick.

19. The device of claim 17, wherein the emissive layer is between 40 nm and 100 nm thick.

20. The device of claim 1,

wherein the emissive layer includes an organic carbazole host material, having the structure:

21. The device of claim 20, wherein the organic phosphorescent emissive dopant is deposited in a vacuum system having a pressure level in the range of about 1×

10<sup>−

8</sup> Torr to about 1×

10<sup>−

12</sup> Torr.

22. The device of claim 20, wherein the organic phosphorescent dopant has a peak emissive wavelength less than 500 nm.

23. The device of claim 22, wherein the organic carbazole host material is

24. The device of claim 23, wherein the carbazole host has a triplet energy corresponding to a wavelength less than 480 nm.

25. The device of claim 24, wherein the organic carbazole host material is mCBP, having the structure: