Organic materials for OLEDs

• US 9,755,159 B2
• Filed: 11/24/2014
• Issued: 09/05/2017
• Est. Priority Date: 01/23/2014
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Dyatkin, Alexey Borisovich, Xia, Chuanjun, Li, David Zenan, Zeng, Lichang, Adamovich, Vadim
• Primary Examiner(s): CLARK, GREGORY D
• Application Number:
  US14/551,164
• Publication Number:
  US 20150207082A1
• Time in Patent Office: 1,016 Days
• Field of Search: None
• CPC Class Codes: C07D 491/048 the oxygen-containing ring being five-membered
• CPC Class Codes: C07D 491/147 the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
• CPC Class Codes: C07D 495/04 Ortho-condensed systems
• CPC Class Codes: C07D 495/14 Ortho-condensed systems
• CPC Class Codes: C07D 517/04 Ortho-condensed systems
• CPC Class Codes: C07D 517/14 Ortho-condensed systems
• CPC Class Codes: H10K 50/16 Electron transporting layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

A novel compound based on aza- and diazodibenzofurans; aza- and diaza dibenzothiophenes, such as benzothieno- and benzofuropyrimidines as well as benzothieno- and benzofuropyrazines useful for electron-transporting host material in green, red, yellow, and white phosphorescent emitting devices is disclosed.

Claims

1. A compound having the formula G¹-L-G², Formula I;

wherein G¹ has the structure;

2. The compound of claim 1, wherein X is O or S.

3. The compound of claim 1, wherein only one of X¹, X², X³, X⁴, X⁵, X⁶, X⁷, and X⁸ is nitrogen.

4. The compound of claim 1, wherein only two of X¹, X², X³, X⁴, X⁵, X⁶, X⁷, and X⁸ are nitrogen.

5. The compound of claim 1, wherein only two of X¹, X², X³, X⁴, X⁵, X⁶, X⁷, and X⁸ are nitrogen and the two nitrogen atoms are on the same ring.

6. The compound of claim 1, wherein only two of X¹, X², X³, and X⁴ are nitrogen and X⁵, X⁶, X⁷, and X⁸ are carbon items.

7. The compound of claim 1, wherein G¹ is selected from the group consisting of:

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

9. The compound of claim 1, wherein G¹ is selected from the group consisting of:

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

18. The compound of the claim 1, wherein G² is selected from the group consisting of:

19. A compound of claim 1, wherein the compound is selected from a group consisting of:

11. A device comprising one or more organic light emitting devices, wherein at least one of the one or more organic light emitting devices comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound having the formula G¹-L-G², Formula I,

wherein G¹ has the structure;

12. The device of claim 11, wherein the organic layer is an emissive layer and the compound of Formula I is a host.

13. The device of claim 11, wherein the organic layer further comprises a phosphorescent emissive dopant that is a transition metal complex having at least one ligand or part of the ligand if the ligand is more than bidentate selected from the group consisting of:

14. The device of claim 11, wherein the device is selected from the group consisting of a consumer product, an electronic component module, an organic light-emitting device, and a lighting panel.

15. The device of claim 11, wherein the organic layer is a blocking layer and the compound is a blocking material in the organic layer.

16. The device of claim 11, wherein the organic layer is an electron transport layer and the compound is an electron transporting material in the organic layer.

17. A formulation comprising a compound having the formula, G¹-L-G², Formula I;

wherein G¹ has the structure;