Organic electroluminescent materials and devices

• US 9,447,113 B2
• Filed: 01/21/2015
• Issued: 09/20/2016
• Est. Priority Date: 01/10/2012
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Ma, Bin
• Primary Examiner(s): KOSACK, JOSEPH R
• Application Number:
  US14/601,963
• Publication Number:
  US 20150171345A1
• Time in Patent Office: 608 Days
• US Class Current: 1/1
• CPC Class Codes: C07D 495/04 Ortho-condensed systems
• CPC Class Codes: C07D 495/14 Ortho-condensed systems
• CPC Class Codes: C07F 7/0812 comprising a heterocyclic ring
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/18 Carrier blocking layers
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• 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: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene

Abstract

Novel heterocyclic materials are disclosed. The materials contain a fused tetracyclic structure that can improve the properties of OLED devices when the novel heterocyclic materials are incorporated into such devices.

Claims

1. A compound having the formula:

2. The compound of claim 1, wherein at least one of R₈ and R₉ is independently selected from the group consisting of:

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

4. The compound of claim 1, wherein one of Q₁ to Q₈ is N.

5. The compound of claim 1, wherein at least one of R₈ and R₉ has the formula:

6. The compound of claim 5, wherein R₁₀ represents mono-substitution and is selected from the group consisting of:

7. The compound of claim 1, wherein at least one of R₈ and R₉ is independently selected from the group consisting of:

8. The compound of claim 1, wherein each R₈ is hydrogen or deuterium.

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

19. The compound of claim 1, wherein Q₂ is C substituted by R_8-2, which is hydrogen;

and Q₇ is C substituted by R_9-7, which is hydrogen.

20. The compound of claim 1, wherein one or more of Q₁ to Q₈ is N.

10. 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, comprising a compound having the formula;

11. The first device of claim 10, wherein the organic layer is an emissive layer and the compound of Formula III is a host.

12. The first device of claim 10, wherein the organic layer further comprises an emissive dopant.

13. The first device of claim 10, wherein the emissive dopant 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 first device of claim 10, wherein the device further comprises a second organic layer that is a non-emissive layer and the compound having Formula I is a material in the second organic layer.

15. The first device of claim 14, wherein the second organic layer is a blocking layer and the compound having Formula I is a blocking material in the second organic layer.

16. The first device of claim 10, wherein the first device is a consumer product.

17. The first device of claim 10, wherein the first device is an organic light-emitting device.

18. The first device of claim 10, wherein the first device comprises a lighting panel.