IP Library › Granted Patent US 10,056,566
Granted Patent B2
US 10,056,566 · App. 14/225,591 · Granted Aug 21, 2018

Organic electroluminescent materials and devices

Inventors: Chuanjun Xia (Lawrenceville, NJ); Raymond C. Kwong (Plainsboro, NJ); Suman Layek (Lawrenceville, NJ)
Assignee: UNIVERSAL DISPLAY CORPORATION
H01L51/0085C07F15/0033C09K11/06H05B33/10C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1088C09K2211/1092C09K2211/185H01L51/5016
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Quick Facts
Patent No.
US 10,056,566
App. No.
14/225,591
Granted
Aug 21, 2018
Kind
B2
Abstract

Novel heteroleptic iridium complexes having the structure of Formula I, are provided. In Formula I, X is selected from the group consisting of NR, BR, and Se; R is selected from hydrogen and alkyl, and each R 1 , R 2 , R 3 , and R 4 is independently selected from hydrogen, alkyl, and aryl. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.

Claims (37)

1. A heteroleptic compound having the formula:

wherein X is NR;

wherein R is isobutyl;

wherein R 1 , R 2 , R 3 , and R 4 may represent mono, di, tri, or tetra substitutions; and

wherein each of R 1 , R 2 , R 3 , and R 4 is independently selected from the group consisting of hydrogen, alkyl, and aryl.

2. The heteroleptic compound of claim 1 , wherein R 1 and R 4 are independently selected from the group consisting of hydrogen and alkyl having four or fewer carbon atoms.

3. The heteroleptic compound of claim 1 , wherein R 2 and R 3 are independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl comprising an aryl ring with 5 or 6 atoms in the aryl ring.

4. The heteroleptic compound of claim 1 , wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl having four or fewer carbon atoms and aryl comprising an aryl ring with 5 or 6 atoms in the aryl ring.

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

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

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

8. The heteroleptic compound of claim 1 , wherein the compound is

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

10. A first device comprising an organic light emitting device, comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, the organic layer comprising a heteroleptic compound having the formula:

wherein X is NR;

wherein R is isobutyl;

wherein R 1 , R 2 , R 3 and R 4 may represent mono, di, tri, or tetra substitutions;

wherein each of R 1 , R 2 , R 3 and R 4 is independently selected from the group consisting of hydrogen, alkyl, and aryl.

11. The device of claim 10 , wherein the organic layer is an emissive layer and the heteroleptic compound is an emitting dopant.

12. The device of claim 10 , wherein the organic layer further comprises a host.

13. The device of claim 12 , wherein the host comprises a triphenylene moiety and a dibenzothiophene moiety.

14. The device of claim 12 , wherein the host has the formula:

wherein R′ 1 , R′ 2 , R′ 4 , and R′ 6 may represent mono, di, tri, or tetra substitutions;

wherein R′ 3 and R′ 5 may represent mono, di, or tri substitutions; and

wherein each of R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6 is independently selected from the group consisting of hydrogen, alkyl, and aryl.

15. A heteroleptic compound having the formula:

wherein X is selected from the group consisting of BR and Se;

wherein R is selected from hydrogen and alkyl;

wherein R 1 , R 2 , R 3 , and R 4 may represent mono, di, tri, or tetra substitutions; and

wherein each of R 1 , R 2 , R 3 , and R 4 is independently selected from the group consisting of hydrogen, alkyl, and aryl.

16. The heteroleptic compound of claim 15 , wherein X is Se.

17. The heteroleptic compound of claim 15 , wherein X is BR.

18. The heteroleptic compound of claim 1 wherein the compound is selected from the group consisting of:

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2014
From: XIA, CHUANJUN; KWONG, RAYMOND; LAYEK, SUMAN
To: UNIVERSAL DISPLAY CORPORATION
Reel/Frame 032527/0944 →
Continuity (3)
Continuation 12727615 · Mar 19, 2010
Provisional Application 61162476 · Mar 23, 2009
Related Publication 20140203268A1 · Jul 24, 2014
Cited By (1)
US 12,550,604