OLEDs doped with phosphorescent compounds

• US 9,508,940 B2
• Filed: 02/25/2011
• Issued: 11/29/2016
• Est. Priority Date: 12/01/1997
• Status: Expired due to Fees

• Current Assignee: The Trustees of Princeton University (Princeton University), University of Southern California
• Original Assignee: The Trustees of Princeton University (Princeton University), University of Southern California
• Inventors: Thompson, Mark E., You, Yujian, Shoustikov, Andrei, Sibley, Scott, Burrows, Paul E., Forrest, Stephen R.
• Primary Examiner(s): YAMNITZKY, MARIE ROSE
• Application Number:
  US13/035,051
• Publication Number:
  US 20110147727A1
• Time in Patent Office: 2,104 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C07D 487/22 in which the condensed system contains four or more hetero rings
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/10 Non-macromolecular compounds
• CPC Class Codes: C09K 2211/1003 Carbocyclic compounds
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1018 Heterocyclic compounds
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1033 with oxygen
• CPC Class Codes: C09K 2211/1074 containing more than three nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/18 Metal complexes
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: C09K 2211/186 of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
• 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: H05B 33/28 of translucent electrodes
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 2102/103 comprising indium oxides, e.g. ITO
• CPC Class Codes: H10K 2102/3031 Two-side emission, e.g. transparent OLEDs [TOLED]
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/82 Cathodes
• CPC Class Codes: H10K 50/828 Transparent cathodes, e.g. comprising thin metal layers
• CPC Class Codes: H10K 59/80524 : Transparent cathodes, e.g. comprising thin metal layers
• CPC Class Codes: H10K 85/30 : Coordination compounds
• CPC Class Codes: H10K 85/324 : comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/341 : Transition metal complexes, e.g. Ru(II)polypyridine complexes H10K85/331 takes precedence
• CPC Class Codes: H10K 85/346 : comprising platinum
• CPC Class Codes: H10K 85/621 : Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
• CPC Class Codes: H10K 85/654 : comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: Y10S 428/917 : Electroluminescent
• CPC Class Codes: Y10T 428/24942 : including components having same physical characteristic in differing degree

Abstract

Organic light emitting devices are disclosed which are comprised of a heterostructure for producing electroluminescence wherein the heterostructure is comprised of an emissive layer containing a phosphorescent dopant compound. For example, the phosphorescent dopant compound may be comprised of platinum octaethylporphine (PtOEP), which is a compound having the chemical structure with the formula:

Claims

1. An organic light emitting device comprising:

an anode, a hole transporting layer, an emissive layer, an electron transporting layer and a cathode, wherein;

the emissive layer is the electron transporting layer, the emissive layer is the hole transporting layer, or the emissive layer is a separate charge-carrying layer between the electron transporting layer and the hole transporting layer;

the emissive layer comprises a charge-carrying material and a phosphorescent material;

the phosphorescent material is present in the emissive layer at a lower concentration than the charge-carrying material;

the phosphorescent material emits phosphorescent radiation from a triplet molecular excited state when a voltage is applied across the device at room temperature; and

wherein the phosphorescent decay rate is rapid enough to meet a switching time requirement of a display device.

2. The organic light emitting device of claim 1, wherein the emissive layer is the hole transporting layer.

3. The organic light emitting device of claim 1, wherein the emissive layer is the electron transporting layer.

4. The organic light emitting device of claim 3, wherein the device is incorporated into an optoelectronic device.

5. The organic light emitting device of claim 4, wherein the optoelectronic device is incorporated into one of a vehicle, a computer, a television, a printer, a large area wall, a theater or stadium screen, a billboard, or a sign.

6. The organic light emitting device of claim 1, wherein the emissive layer is a separate charge-carrying layer between the electron transporting layer and the hole transporting layer.

7. The organic light emitting device of claim 1, wherein the phosphorescent material has a phosphorescent lifetime of no longer than 10 microseconds.

8. The organic light emitting device of claim 7, wherein the device is incorporated into an optoelectronic device.

9. The organic light emitting device of claim 8, wherein the optoelectronic device is incorporated into one of a vehicle, a computer, a television, a printer, a large area wall, a theater or stadium screen, a billboard, or a sign.

10. The organic light emitting device of claim 1, wherein the phosphorescent material is capable of a photoluminescent quantum yield greater than 50% in the solid state.

11. The organic light emitting device of claim 10, wherein the device is incorporated into an optoelectronic device.

12. The organic light emitting device of claim 11, wherein the optoelectronic device is incorporated into one of a vehicle, a computer, a television, a printer, a large area wall, a theater or stadium screen, a billboard, or a sign.

13. The organic light emitting device of claim 1, wherein the device further comprises a hole injecting enhancement layer between the anode and the hole transporting layer.

14. The organic light emitting device of claim 1, wherein the device further comprises an electron injecting interface layer between the cathode and the electron transporting layer.

15. The organic light emitting device of claim 1, wherein the phosphorescent material has the chemical structure of formula I:

16. The organic light emitting device of claim 15, wherein the phosphorescent material has the chemical structure:

17. The organic light emitting device of claim 1, wherein the device is incorporated into an optoelectronic device.

18. The organic light emitting device of claim 17, wherein the optoelectronic device is incorporated into one of a vehicle, a computer, a television, a printer, a large area wall, a theater or stadium screen, a billboard, or a sign.

19. The organic light emitting device of claim 1, wherein the phosphorescent decay rate is less than about 10 μ

sec.

20. The organic light emitting device of claim 1, wherein the phosphorescent radiation produces a primary color.

21. The organic light emitting device of claim 20, wherein the primary color is red.

22. The organic light emitting device of claim 1, wherein the emissive layer is vacuum deposited.

23. The organic light emitting device of claim 1, wherein the emissive layer is vapor deposited.