IP Library Granted Patent US 9,577,201
Granted Patent B2
US 9,577,201 · App. 14/826,762 · Granted Feb 21, 2017

Organic electroluminescent materials and devices

Inventors: Raymond Kwong (Plainsboro, NJ); Bin Ma (Plainsboro, NJ); Chuanjun Xia (Lawrenceville, NJ); Bert Alleyne (Ewing, FL); Jason Brooks (Philadelphia, PA)
Assignee: UNIVERSAL DISPLAY CORPORATION
H01L51/0085C07F15/0033C09K11/06H01L51/0081H01L51/0092H05B33/14C09K2211/1007C09K2211/1029C09K2211/1037C09K2211/185C09K2211/188H01L51/5016
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Quick Facts
Patent No.
US 9,577,201
App. No.
14/826,762
Granted
Feb 21, 2017
Kind
B2
Abstract

A compound including a ligand having the formula: is disclosed. In these formulas, each R 1 , R 2 , and R 3 is independently selected from hydrogen, alkyl, and aryl; at least one of R 1 and R 2 is a branched alkyl containing at least 4 carbon atoms, where the branching occurs at a position further than the benzylic position; where R 1 and R 3 are mono-, di-, tri-, tetra-, or no substitutions; and R 2 is mono-, di-, or no substitutions. Heteroleptic iridium complexes including such compounds, and devices including such compounds are also disclosed.

Claims (42)

1. An iridium compound having the formula:

wherein n is 1, 2 or 3;

wherein each R 1 , R 2 , and R 3 is independently selected from the group consisting of hydrogen, alkyl, and aryl;

wherein at least one of R 1 and R 2 is a branched alkyl containing at least 4 carbon atoms, and

wherein the branching occurs at a position further than the benzylic position;

wherein R 1 and R 3 are mono-, di-, tri-, tetra-, or no substitutions;

wherein R 2 is mono-, di-, or no substitutions; and

wherein X—Y is an ancillary ligand.

2. The compound of claim 1 , wherein at least one of R 1 and R 2 is an isobutyl group.

3. The compound of claim 1 , wherein X—Y is acac.

4. The compound of claim 1 , having a structure of the formula:

5. The compound of claim 1 , having a structure of the formula:

6. A compound including a ligand having the formula:

wherein each R 1 , R 2 , and R 3 is independently selected from the group consisting of hydrogen, alkyl, and aryl;

wherein at least one of R 1 and R 2 is a branched alkyl containing at least 4 carbon atoms, and

wherein the branching occurs at a position further than the benzylic position;

wherein R 1 and R 3 are mono-, di-, tri-, tetra-, or no substitutions; and

wherein R 2 is mono-, di-, or no substitutions.

7. The compound of claim 6 , wherein the ligand is coordinated to a metal having an atomic number greater than 40.

8. The compound of claim 6 , wherein the metal is Ir.

9. The compound of claim 6 , including a ligand having a structure of the formula:

10. The compound of claim 6 , including a ligand having a structure of the formula:

11. An organic light emitting device comprising:

an anode;

a cathode; and

an emissive organic layer, disposed between the anode and the cathode, wherein the organic layer comprises an iridium compound having the formula:

wherein n is 1, 2 or 3;

wherein each R 1 , R 2 , and R 3 is independently selected from the group consisting of hydrogen, alkyl, and aryl;

wherein at least one of R 1 and R 2 is a branched alkyl containing at least 4 carbon atoms, and

wherein the branching occurs at a position further than the benzylic position;

wherein R 1 and R 3 are mono-, di-, tri-, tetra-, or no substitutions;

wherein R 2 is mono-, di-, or no substitutions; and

wherein X—Y is an ancillary ligand.

12. The device of claim 11 , wherein the organic emissive layer further comprises BAlq or

13. The device of claim 12 , wherein the compound is:

and the organic emissive layer comprises BAlq.

14. The device of claim 12 , wherein the compound is

and the organic emissive layer comprises

15. The device of claim 11 , wherein at least one of R 1 and R 2 is an isobutyl group.

16. The device of claim 11 , wherein X—Y is acac.

17. The device of claim 11 , wherein the compound has a structure of the formula:

18. The device of claim 11 , wherein the compound has a structure of the formula:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2015
From: KWONG, RAYMOND; MA, BIN; XIA, CHUANJUN; ALLEYNE, BERT; BROOKS, JASON
To: UNIVERSAL DISPLAY CORPORATION
Reel/Frame 036355/0886 →
Continuity (4)
Continuation 13849028 · Mar 22, 2013
Continuation 12044234 · Mar 7, 2008
Provisional Application 60905758 · Mar 8, 2007
Related Publication 20150357588A1 · Dec 10, 2015