Organic electroluminescent materials and devices

Patent metadata

Field	Value
Publication number	US-9224958-B2
Application number	US-201313946947-A
Country	US
Kind code	B2
Filing date	Jul 19, 2013
Priority date	Jul 19, 2013
Publication date	Dec 29, 2015
Grant date	Dec 29, 2015

Abstract

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

In Formula I, m 1 , m 2 and m 3 are 0, 1, 2 or 3; at least one of m 1 , m 2 and m 3 is 1, 2 or 3; n 1 , n 2 , and n 3 are integers independently selected from 1 to 10; and any of the hydrogens is optionally substituted by deuterium.

First claim

We claim:

1. A compound having the formula:

wherein m 1 , m 2 and m 3 are 0, 1, 2 or 3; and at least one of m 1 , m 2 and m 3 is 1, 2 or 3;
wherein n 1 , n 2 , and n 3 are integers independently selected from 1 to 10; and
wherein any of hydrogen is optionally substituted by deuterium.

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 m 1 , m 2 and m 3 is 0.

6. The compound of claim 1 , wherein at least two of m 1 , m 2 and m 3 are 0.

7. The compound of claim 1 , wherein m 1 , m 2 and m 3 are 1, 2 or 3.

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

9. The compound of claim 1 , wherein at least one of m 1 , m 2 and m 3 is 3.

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

11. The compound of claim 1 , wherein at least one of n 1 , n 2 , and n 3 is an integer selected from 2 to 10.

12. The compound of claim 1 , wherein at least two of n 1 , n 2 , and n 3 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:

wherein m 1 , m 2 and m 3 are 0, 1, 2 or 3; and at least one of m 1 , m 2 and m 3 is 1, 2 or 3;
wherein n 1 , n 2 , and n 3 are integers independently selected from 1 to 10; and
wherein any of hydrogen is optionally substituted by deuterium.

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:

wherein R a , R b , R c , and R d may represent mono, di, tri, or tetra substitution, or no substitution;
wherein R a , R b , R c , and R d are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfonyl, sulfonyl, phosphino, and combinations thereof; and wherein two adjacent substituents of R a , R b , R c , and R d are optionally joined to form a fused ring or form a multidentate ligand.

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

wherein m 1 , m 2 and m 3 are 0, 1, 2 or 3; and at least one of m 1 , m 2 and m 3 is 1, 2 or 3;
wherein n 1 , n 2 , and n 3 are integers independently selected from 1 to 10; and
wherein any of hydrogen is optionally substituted by deuterium.

Assignees

• Universal Display Corp

Inventors

• Zeng Lichang
• Xia Chuanjun
• Wendt Harvey
• Layek Suman

Classifications

• C08G2261/95

  Use in organic luminescent diodes · CPC title

• H01L51/5012

  Electricity · mapped topic

• C08G2261/5242

  electrophosphorescent · CPC title

• H01L51/0085

  Electricity · mapped topic

• C08G2261/312

  Non-condensed aromatic systems, e.g. benzene · CPC title