IP Library Granted Patent US 8,129,039
Granted Patent B2
US 8,129,039 · App. 11/924,635 · Granted Mar 6, 2012

Phosphorescent OLED device with certain fluoranthene host

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Quick Facts
Patent No.
US 8,129,039
App. No.
11/924,635
Granted
Mar 6, 2012
Kind
B2
Abstract

An OLED device comprising a cathode, an anode, and having there between a red light emitting layer containing a non-light-emitting fluoranthene compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus, and a red light-emitting phosphorescent dopant. OLED devices of the invention provide reduced drive voltage and improved color, and provide embodiments with other improved features such as operational stability and high luminance.

Claims (40)

1. An OLED device comprising a cathode, an anode, and having there between a red light emitting layer containing a non-light-emitting fluoranthene host compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus, and a red light-emitting phosphorescent dopant;

wherein the fluoranthene compound is according to Formula (II):

 wherein:

R 1 , R 2 , R 3 and R 4 are independently hydrogen or an aromatic group containing 6 to 24 carbon atoms with the proviso that any adjacent R 1 -R 4 is not part of an aromatic ring system annulated to the fluoranthene nucleus;

R is hydrogen or a substituent; and

n and m are independently 1-5; and

wherein the phosphorescent dopant is an organometallic complex containing iridium or platinum.

2. The OLED device of claim 1 wherein the fluoranthene compound is according to Formula (IIIa) or (IIIb):

wherein:

R 2 and R 4 are independently hydrogen or an aromatic group containing 6 to 24 carbon atoms with the proviso that R 2 and R 4 cannot both be hydrogen nor can R 2 be joined with R to form an aromatic ring;

R is hydrogen or a substituent; and

n and m are independently 1-5.

3. The OLED device of claim 1 wherein the metal of the organometallic complex is iridium.

4. The OLED device of claim 1 wherein the ligand of the organometallic complex comprises a nitrogen containing heterocycle.

5. The OLED device of claim 1 wherein the ligand of the organometallic complex comprises a pyridyl group, a quinoline group, or an isoquinoline group.

6. The OLED device of claim 4 wherein the ligand of the organometallic complex comprises a phenyl isoquinoline group.

7. The OLED device of claim 4 wherein the ligand of the organometallic complex comprises a phenyl pyridyl group.

8. The OLED device of claim 1 which additionally comprises an electron-transporting layer including a polycyclic aromatic hydrocarbon.

9. The OLED device of claim 8 wherein the polycyclic aromatic hydrocarbon is an anthracene according to Formula (P):

wherein:

R 1 -R 10 are independently chosen from hydrogen, alkyl groups from 1-24 carbon atoms or aromatic groups from 1-24 carbon atoms.

10. The OLED of claim 8 wherein the polycyclic aromatic hydrocarbon is a fluoranthene compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus.

11. The OLED device of claim 10 wherein the 7,10-diaryl-fluoranthene compound in the ETL is according to Formula (I):

wherein

each Ar is an aromatic ring containing 6 to 24 carbon atoms and can be the same or different;

R 1 -R 8 are individually selected from hydrogen and aromatic rings containing 6 to 24 carbon atoms with the proviso that no two adjacent R 1 -R 8 substituents may join to form an aromatic ring system annulated to the fluoranthene nucleus.

12. The OLED device of claim 8 wherein the electron-transporting layer additionally includes an alkali metal compound.

13. The OLED device of claim 12 wherein the alkali metal compound is an organic lithium compound according to Formula (V):

wherein:

Z and the dashed arc represent two to four atoms and the bonds necessary to complete a 5- to 7-membered ring with the lithium cation;

each A represents hydrogen or a substituent and each B represents hydrogen or an independently selected substituent on the Z atoms, provided that two or more substituents may combine to form a fused ring or a fused ring system;

j is 0-3 and k is 1 or 2; and

m and n are independently selected integers selected to provide a neutral charge on the complex.

14. The OLED device of claim 1 additionally comprising a fluorescent light-emitting layer.

15. The OLED device of claim 14 wherein the fluorescent light emitting layer contains a dopant chosen from anthracene, tetracene, xanthene, perylene, phenylene, dicyanomethylenepyran, thiopyran, polymethine compounds, pyrylium, thiapyrylium, arylpyrene, arylenevinylene, periflanthene, indenoperylene, bis(azinyl)amine boron, bis(azinyl)methane boron, distyrylbenzene, distyrylbiphenyl, distyrylamine and carbostyryl compounds.

16. The OLED device of claim 1 wherein the phosphorescent light-emitting layer includes at least one additional non-light emitting co-host material and the total amount of all host materials present is at least 75% of volume of the layer.

17. The OLED device of claim 1 wherein the fluoranthene compound comprises 50% or less of the total amount of all host materials present.

18. The OLED device of claim 1 wherein the device emits white light.

19. A method of emitting light comprising applying an electric potential across the device of claim 1 .

20. A display comprising the device of claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2010
From: EASTMAN KODAK COMPANY
To: GLOBAL OLED TECHNOLOGY LLC
Reel/Frame 024068/0468 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 26, 2007
From: BEGLEY, WILLIAM J.; LIAO, LIANG-SHENG
To: EASTMAN KODAK COMPANY
Reel/Frame 020019/0468 →