IP Library Granted Patent US 6,939,625
Granted Patent B2
US 6,939,625 · App. 10/099,131 · Granted Sep 6, 2005

Organic light-emitting diodes and methods for assembly and enhanced charge injection

Assignee: Nôrthwestern University
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Quick Facts
Patent No.
US 6,939,625
App. No.
10/099,131
Granted
Sep 6, 2005
Kind
B2
Abstract

New organic light-emitting diodes and related electroluminescent devices and methods for fabrication, using siloxane self-assembly techniques.

Claims (36)

1. A method of using an amine molecular component to enhance hole injection across the electrode-organic interface of a light emitting diode device, said method comprising:

providing an anode; and

incorporating an electroluminescent medium adjacent said anode, said medium comprising an amine molecular layer, coupled to said anode, said molecular layer having at the least one of an arylamine molecular component and an arylalkylamine molecular component, each said component substituted with at least one silyl group, and on said molecular layer a hole transport layer of molecular components having the non-silyl substituted amine structure of said molecular component.

2. The method of claim 1 wherein said molecular layer components are selected from the group consisting of compounds

wherein R2-R4 are selected from hydrogen and a silyl moiety and at least one of R2-R4 is a silyl moiety, R5-R8are selected from hydrogen and a silyl moiety and at least one of R5-R8 is a silyl moiety, Ar is an arylene group, and n is a number selected from 1-4.

3. The method of claim 1 wherein said molecular layer components are selected from the group consisting of

4. The method of claim 3 wherein said molecular layer is spin-coated on said anode.

5. The method of claim 3 wherein said anode is immersed in a solution of said molecular layer components.

6. The method of claim 1 wherein a plurality of molecular layers are coupled to said anode.

7. The method of claim 1 wherein said hole transport layer is N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4,4′-diamine.

8. The method of claim 7 wherein said hole transport layer is spin-coated on said anode.

9. An electroluminescent device for generating light upon application of an electrical potential across two electrodes, said device comprising:

an anode;

at least one amine molecular layer, coupled to said anode, said molecular layer having at least one of an arylamine molecular component and an arylalkylamine molecular component, each said component substituted with at least one silyl group;

a conductive layer of molecular components having the non-silyl substituted amino structure of said amine molecular layer component; and

a cathode in electrical contact with said anode layer.

10. The device of claim 9 wherein said amine molecular layer components are selected from the group consisting of compounds

wherein R2-R4 are selected from hydrogen and a silyl moiety and at least one of R2-R4 is a silyl moiety, R5-R8 are selected from hydrogen and a silyl moiety and at least one of R5-R8 is a silyl moiety, Ar is an arylene group, and n is a number selected from 1-4.

11. The device of claim 9 wherein said amine molecular layer components are selected from the group consisting of

12. The device of claim 11 wherein said conductive layer is a hole transport layer of N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4,4′-diamine.

13. The device of claim 9 wherein a plurality of amine molecular layers are coupled to said anode.

14. An electroluminescent device for generating light upon application of an electrical potential across two electrodes, said device comprising:

an anode;

at least one molecular layer, coupled to said anode, of arylamine molecular components substituted with at least two silyl groups;

a hole transport layer of N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4,4′-diamine, said hole transport layer substantially without crystallization sufficient for decohesion of said hole transport layer upon annealing at a temperature at least about the glass transition temperature of said hole transport layer; and

a cathode in electrical contact with said anode.

15. The device of claim 14 wherein said molecular layer components are selected from the group consisting of

16. The device of claim 14 wherein a plurality of molecular layers are coupled to said anode.

17. The device of claim 14 further including an electron transport layer.

18. An electroluminescent device for generating light upon application of an electrical potential across two electrodes, said device comprising;

an anode;

at least one molecular layer, coupled to said anode, of silyl-substituted N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4,4′-diamine molecular components;

a hole transport layer of N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4,4′-diamine; and

a cathode in electrical contact with said anode.

19. The device of claim 18 further including, an electron transport layer.

20. The device of claim 18 wherein a plurality of molecular layers are coupled to said anode.

Assignments (3)
CONFIRMATORY LICENSE Recorded May 27, 2025
From: NORTHWESTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 071393/0078 →
CONFIRMATORY INSTRUMENT Recorded Oct 9, 2002
From: NORTHWESTERN UNIVERSITY
To: NAVY, SECRETARY OF THE, UNITED STATES OF AMERICA
Reel/Frame 013366/0340 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2002
From: MARKS, TOBIN J.; HUANG, QINGLAN; CUI, JI; VEINOT, JONATHAN
To: NORTHWESTERN UNIVERSITY
Reel/Frame 013074/0765 →
Continuity (3)
Continuation In Part 0918789100 · Nov 6, 1998
Continuation In Part 0867360000 · Jun 25, 1996
Related Publication 20030162053A1 · Aug 28, 2003