Organoselenium materials and their uses in organic light emitting devices

• US 8,426,035 B2
• Filed: 09/24/2009
• Issued: 04/23/2013
• Est. Priority Date: 09/25/2008
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Kwong, Raymond, Ma, Bin, Xia, Chuanjun, Lin, Chun
• Primary Examiner(s): Salvatore, Lynda M.
• Assistant Examiner(s): Bohaty, Andrew K
• Application Number:
  US12/565,966
• Publication Number:
  US 20100072887A1
• Time in Patent Office: 1,307 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C07D 345/00 Heterocyclic compounds containing rings having selenium or tellurium atoms as the only ring hetero atoms
• CPC Class Codes: C07D 421/14 containing three or more hetero rings
• CPC Class Codes: C07F 5/027 Organoboranes and organoborohydrides
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/155 comprising dopants
• CPC Class Codes: H10K 50/165 comprising dopants
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/346 comprising platinum
• CPC Class Codes: H10K 85/348 comprising osmium
• CPC Class Codes: H10K 85/636 comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/656 comprising two or more different heteroatoms per ring H10K85/652 takes precedence
• 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
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

The present invention provides organoselenium compounds comprising dibenzoselenophene, benzo[b]selenophene or benzo[c]selenophene and their uses in organic light emitting devices.

Claims

1. An organoselenium compound having a structure of:

2. An organic light emitting device, comprising an organic layer positioned between an anode layer and a cathode layer, said organic layer comprising an organoselenium material having a structure of:

3. An organoselenium compound, which is

4. An organoselenium compound, which is

5. An organoselenium compound selected from the group consisting of

6. An organic light emitting device comprising an organic layer positioned between an anode layer and a cathode layer, said organic layer comprising an organoselenium material selected from the group consisting of

9. The organic light emitting device of any of claims 6 to 8, wherein said organoselenium material is a host material, and wherein said organic layer further comprises a dopant material.

10. The organic light emitting device of claim 9, wherein said organic layer is an emissive layer, and wherein said dopant material is a phosphorescent or fluorescent dopant material.

11. The organic light emitting device of claim 10, wherein said dopant material is a phosphorescent dopant material.

12. The organic light emitting device of claim 11, whrerein said dopant material is a phosphorescent dopant material selected from the group consisting of

13. The organic light emitting device of claim 11, wherein said dopant material is a phosphorescent dopant material selected from the group consisting of

14. The organic light emitting device of claim 11, wherein said dopant material is a phosphorescent dopant material selected from the group consisting of

15. The organic light emitting device of claim 11, further comprising one or more organic layers selected from the group consisting of a hole injecting layer, an electron injecting layer, a hole transporting layer, an electron transporting layer, a hole blocking layer, an exciton blocking layer, and an electron blocking layer.

16. The organic layer emitting device of claim 15, wherein said hole transporting layer comprises an organoselenium material.

17. The organic layer emitting device of claim 15, wherein said electron transporting layer comprises an organoselenium material.

18. The organic light emitting device of claim 6, wherein said organic layer is a hole transporting layer or an electron transporting layer.

7. An organic light emitting device comprising an organic layer positioned between an anode layer and a cathode layer, said organic layer comprising an organoselenium material, wherein said organoselenium material is

19. The organic light emitting device of claim 7 or 8, wherein said organic layer is an electron transporting layer.

8. An organic light emitting device comprising an organic layer positioned between an anode layer and a cathode layer, said organic layer comprising an organoselenium material, wherein said organoselenium material is