Organic electroluminescent materials and devices

• US 9,224,958 B2
• Filed: 07/19/2013
• Issued: 12/29/2015
• Est. Priority Date: 07/19/2013
• Status: Active Grant

• Current Assignee: Universal Display Corporation
• Original Assignee: Universal Display Corporation
• Inventors: Zeng, Lichang, Xia, Chuanjun, Wendt, Harvey, Layek, Suman
• Primary Examiner(s): CLARK, GREGORY D
• Application Number:
  US13/946,947
• Publication Number:
  US 20150021557A1
• Time in Patent Office: 893 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C08G 2261/312 Non-condensed aromatic systems, e.g. benzene
• CPC Class Codes: C08G 2261/352 containing only carbon atoms
• CPC Class Codes: C08G 2261/5242 electrophosphorescent
• CPC Class Codes: C08G 2261/95 Use in organic luminescent diodes
• CPC Class Codes: C08G 61/10 only aromatic carbon atoms, e.g. polyphenylenes
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/111 comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
• CPC Class Codes: H10K 85/324 comprising aluminium, e.g. Alq3
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/60 Organic compounds having low molecular weight H10K85/10 - H10K85/50 take precedence

Abstract

Compounds according to Formula I, devices containing the same and formulations containing the same are described.

In Formula I, m₁, m₂ and m₃ are 0, 1, 2 or 3; at least one of m₁, m₂ and m₃ is 1, 2 or 3; n₁, n₂, and n₃ are integers independently selected from 1 to 10; and any of the hydrogens is optionally substituted by deuterium.

Claims

1. A compound having the formula:

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

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

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

5. The compound of claim 1, wherein at least one of m₁, m₂ and m₃ is 0.

6. The compound of claim 1, wherein at least two of m₁, m₂ and m₃ are 0.

7. The compound of claim 1, wherein m₁, m₂ and m₃ are 1, 2 or 3.

8. The compound of claim 1, wherein at least one of m₁, m₂ and m₃ is 2 or 3.

9. The compound of claim 1, wherein at least one of m₁, m₂ and m₃ is 3.

10. The compound of claim 1, wherein at least two of m₁, m₂ and m₃ are 2 or 3.

11. The compound of claim 1, wherein at least one of n₁, n₂, and n₃ is an integer selected from 2 to 10.

12. The compound of claim 1, wherein at least two of n₁, n₂, and n₃ are integers independently selected from 2 to 10.

13. The compound of claim 1, wherein at least one hydrogen of Formula I is substituted by deuterium.

14. The compound of claim 1, wherein each hydrogen of Formula I is substituted by deuterium.

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

16. 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 Formula I;

17. The first device of claim 16, wherein the compound of the Formula I is selected from the group consisting of:

18. The first device of claim 16, wherein the organic layer is an emissive layer and the compound of Formula I is a host.

19. The first device of claim 16, wherein the organic layer further comprises an emissive dopant.

20. The first device of claim 19, wherein the emissive dopant is a transition metal complex having at least one ligand selected from the group consisting of:

21. The first device of claim 16, wherein the organic layer is a blocking layer and the compound having the Formula I is a blocking material in the organic layer.

22. The first device of claim 16, wherein the organic layer is an electron transporting layer and the compound having the Formula I is an electron transporting material in the organic layer.

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

24. The first device of claim 16, wherein the first device is an organic light-emitting device.

25. The first device of claim 16, wherein the first device comprises a lighting panel.

26. A formulation comprising a compound of Formula I