IP Library Granted Patent US 8,420,229
Granted Patent B2
US 8,420,229 · App. 11/924,629 · Granted Apr 16, 2013

OLED device with certain fluoranthene light-emitting dopants

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Quick Facts
Patent No.
US 8,420,229
App. No.
11/924,629
Granted
Apr 16, 2013
Kind
B2
Abstract

An OLED device comprising a cathode, an anode, and having therebetween a light emitting layer and an electron-injecting layer, where (a) the light emitting layer contains a host and up to 50 volume % of a light-emitting fluoranthene compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus; and (b) the electron-injecting layer being located between the cathode and the light-emitting layer contains an organic alkali metal compound. It provides reduced drive voltage, operational stability and luminance of OLED devices.

Claims (31)

1. An OLED device comprising a cathode, an anode, and having therebetween a light emitting layer, an electron-transporting layer and an electron-injecting layer,

(a) the light emitting layer containing a host and up to 50 volume % of a light-emitting fluoranthene compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus;

(b) the electron-injecting layer being located between the cathode and the light-emitting layer and containing an organic lithium compound, and

(c) the electron-transporting layer located between the electron-injecting layer and the light-emitting layer and containing a fluoranthene compound with a 7,10-diaryl substituted fluoranthene nucleus having no aromatic rings annulated to the fluoranthene nucleus,

wherein each of the fluoranthene compound in the light emitting layer and the electron-transporting layer is according to Formula (III-a) or Formula (III-b):

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 a ring;

R is hydrogen or an optional substituent; and

n and m in Formula (III-a) or Formula (III-b) are independently 1-5, and

wherein the organic lithium compound is 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 in Formula (V) are independently selected integers selected to provide a neutral charge on the complex.

2. The OLED device of claim 1 wherein the A and B substituents of Formula (V) together form an additional ring system.

3. The OLED device of claim 2 wherein the ring formed between the A and B substituents contains at least one heteroatom in addition to the nitrogen that is attached to A.

4. The OLED device of claim 1 wherein the organic lithium compound is chosen from:

5. The OLED device of claim 1 wherein the host in the light-emitting layer is a polycyclic aromatic hydrocarbon.

6. The OLED device of claim 5 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.

7. The OLED device of claim 1 wherein the electron-transporting layer additionally includes an alkali metal compound.

8. The OLED device of claim 7 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; and

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.

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

10. 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.; HATWAR, TUKARAM K.; ANDRIEVSKY, NATASHA
To: EASTMAN KODAK COMPANY
Reel/Frame 020019/0561 →