IP Library Granted Patent US 7,300,709
Granted Patent B2
US 7,300,709 · App. 10/813,833 · Granted Nov 27, 2007

Organic element for electroluminescent devices

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Quick Facts
Patent No.
US 7,300,709
App. No.
10/813,833
Granted
Nov 27, 2007
Kind
B2
Abstract

An electroluminescent device comprises a light-emitting layer containing a host and a light-emitting material wherein the light-emitting material comprises a boron complex containing boron complexed by two ring nitrogens of a deprotonated bis(aromatic)amine or bis(aromatic)methene ligand wherein the boron complex contains a tertiary amine substituent group. The invention provides a material for a light-emitting layer of an EL device that exhibits improved luminance efficiency.

Claims (81)

1. An electroluminescent device comprising a light-emitting layer containing a host and a light-emitting material wherein the light-emitting material comprises a boron complex containing boron complexed by two ring nitrogens of a deprotonated bis(aromatic)amine ligand wherein the boron complex comprises at least five rings and contains a tertiary amine substituent group wherein the substituent group is an aromatic tertiary amine group.

2. The device of claim 1 wherein the boron complex emits blue light.

3. The device of claim 1 wherein the boron complex emits green light.

4. The device of claim 1 wherein the boron complex emits red light.

5. The device of claim 1 wherein the boron complex is represented by Formula (1):

wherein:

Ar a and Ar b each independently represent the atoms necessary to form a heteroaromatic ring group;

Y represents N;

G a and G b represent independently selected substituents;

each L independently represents a bond or an independently selected linking group;

n is 1 or 2;

m is 0, 1, or 2; and

each T represents an independently selected substituent containing a tertiary amine group wherein the substituent group is an aromatic tertiary amine group;

provided that Ar a and Ar b may contain further substituents and provided that the L-T or other substituents may combine to form fused rings.

6. The device of claim 5 wherein G a and G b represent F.

7. The device of claim 5 wherein Ar a and Ar b each independently represent the atoms necessary to form a six-membered heteroaromatic ring group.

8. The device of claim 5 wherein Ar a represents the atoms necessary to form a six-membered heteroaromatic ring group and Ar b represents the atoms necessary to form a five-membered heteroaromatic ring group.

9. The device of claim 5 wherein Ar a and Ar b each independently represent the atoms necessary to form a five-membered heteroaromatic ring group.

10. The device of claim 5 wherein n is 1 and m is 0 or 1.

11. The device of claim 5 wherein T represents N(Ar c )(Ar d ), wherein Ar c and Ar d represent independently selected aromatic groups provided Ar c and Ar d may be bonded to one another.

12. The device of claim 5 wherein L represents a bond.

13. The device of claim 5 wherein L represents an aromatic linking group.

14. The device of claim 1 wherein the boron complex is represented by Formula (2a):

wherein:

Y represents N;

G a and G b represent independently selected substituents;

each Z a represents an independently selected substituent, provided substituents may combine to form fused rings;

each u independently is 0-4;

and provided X or at least one of Z a contains a tertiary amine.

15. The device of claim 14 wherein G a and G b represent F.

16. The device of claim 1 wherein the boron complex is represented by Formula (2b):

wherein:

J represents O, S, Se, or N-A, wherein A represents a substituent;

Y represents N;

G a and G b represent independently selected substituents;

each Z a represents an independently selected substituent, provided substituents may combine to form fused rings;

each u independently is 0-4;

and provided X, A or at least one of Z a includes a tertiary amine.

17. The device of claim 16 wherein G a and G b represent F.

18. The device of claim 1 wherein the boron complex is represented by Formula (2c):

wherein:

J 1 and J 2 independently represent O, S, Se, or N-A, wherein A represents a substituent;

Y represents N;

G a and G b represent independently selected substituents;

each Z a represents an independently selected substituent, provided substituents may combine to form fused rings;

each u independently is 0-4;

and provided X, A or at least one of Z a includes a tertiary amine.

19. The device of claim 18 wherein G a and G b represent F.

20. The device of claim 18 wherein Formula 2c comprises at least five rings.

21. The device of claim 1 wherein the boron complex is represented by Formula (2d):

wherein:

Y represents N;

each Z a represents an independently selected substituent, provided substituents my combine to form fused rings;

each v independently is 0-3;

and provided that X or at least one of Z a includes a tertiary amine.

22. The device of claim 21 wherein G a and G b represent F.

23. The device of claim 1 wherein the boron complex is represented by Formula 2a, 2b, 2c, or 2d:

wherein:

J represents O, S, Se, or N-A, wherein A represents a substituent;

J 1 and J 2 independently represent O, S, Se, or N-A, wherein A represents a substituent;

Y represents N;

G a and G b represent independently selected substituents;

each Z a independently represents an independently selected substituent, provided substituents may combine to form rings;

each u independently is 0-4;

each v is 0-3;

and provided X or A or at least one of Z a , includes a tertiary amine.

24. The device of claim 1 wherein the host material comprises an anthracene compound of Formula 3a,

wherein:

W 1 -W 10 independently represent hydrogen or an independently selected substituent, provided that substituents may combine to form fused rings.

25. The device of claim 24 , wherein the host material is an anthracene compound of Formula 3a, and W 9 and W 10 independently represent naphthyl groups or biphenyl groups.

26. The device of claim of 1 wherein the host material comprises a chelated oxinoid compound of Formula 3b,

wherein

M represents a metal;

n is an integer of from 1 to 4; and

Z independently in each occurrence represents the atoms completing a nucleus having at least two fused aromatic rings.

27. The device of claim 26 wherein the host material is a chelated oxinoid represented by Formula 3b, and M represents aluminum, n is 3, and Z represents the atoms necessary to complete a quinoline compound.

28. The device of claim 1 wherein the boron complex is from 0.5 to 10% by volume of the light-emitting layer.

29. A display comprising the electroluminescent device of claim 1 .

30. The device of claim 1 wherein white light is produced either directly or by using filters.

31. An area lighting device comprising the electroluminescent device of claim 1 .

32. A process for emitting light comprising applying a potential across the device of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2010
From: EASTMAN KODAK COMPANY
To: GLOBAL OLED TECHNOLOGY LLC
Reel/Frame 023998/0368 →