Triphenylene-benzofuran/benzothiophene/benzoselenophene compounds with substituents joining to form fused rings

• US 8,968,887 B2
• Filed: 01/11/2011
• Issued: 03/03/2015
• Est. Priority Date: 04/28/2010
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Ma, Bin, Fiordeliso, James, Wu, Yonggang, Kwong, Raymond
• Primary Examiner(s): Yang, J. L.
• Application Number:
  US13/004,523
• Publication Number:
  US 20110266526A1
• Time in Patent Office: 1,512 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1088 containing oxygen as the only heteroatom
• CPC Class Codes: C09K 2211/1092 containing sulfur as the only heteroatom
• CPC Class Codes: C09K 2211/1096 containing other heteroatoms
• CPC Class Codes: H05B 33/20 characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded
• CPC Class Codes: H05B 33/22 characterised by the chemical or physical composition or the arrangement of auxiliary dielectric or reflective layers
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• 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

Compounds comprising a triphenylene moiety and a benzo- or dibenzo-moiety are provided. In particular, the benzo- or dibenzo-moiety has a fused substituent. These compounds may be used in organic light emitting devices, particularly in combination with yellow, orange and red emitters, to provide devices with improved properties.

Claims

1. A compound comprising one of the formulae:

2. The compound of claim 1, wherein the at least two substituents of R₁ or R₂ are joined to form a 6-membered carbocyclic or heterocyclic ring.

3. The compound of claim 2, the at least two substituents of R₁ or R₂ are joined to form a benzene ring.

4. The compound of claim 1, wherein the compound has the formula:

5. The compound of claim 1, wherein X is S.

6. The compound of claim 1, wherein L is a direct connection.

7. The compound of claim 1, wherein L has the formula:

8. The compound of claim 1, wherein L is phenyl.

9. The compound of claim 1, wherein the at least two substituents of R₁ or R₂ that are joined to form fused rings form a ring system selected from the group consisting of:

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

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

12. 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, wherein the organic layer comprises a compound comprising one of the formulae;

13. The first device of claim 12, wherein the compound is selected from the group consisting of:

14. The first device of claim 12, wherein the organic layer is an emissive layer and the compound comprising one of Formulae 2-4 is the host.

15. The first device of claim 14, wherein the organic layer further comprises an emissive compound.

16. The first device of claim 15, wherein the emissive compound is a transition metal complex having at least one ligand selected from the group consisting of:

17. The first device of claim 12, wherein the device comprises a second organic layer that is non-emissive, and the compound comprising Formula I is a non-emissive material in the second organic layer.

18. The first device of claim 12, wherein the first device is an organic light emitting device.

19. The first device of claim 12, wherein the first device is a consumer product.