IP Library Granted Patent US 7,449,509
Granted Patent B2
US 7,449,509 · App. 11/009,883 · Granted Nov 11, 2008

Hole transport layer compositions and related diode devices

Assignee: Northwestern University
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Quick Facts
Patent No.
US 7,449,509
App. No.
11/009,883
Granted
Nov 11, 2008
Kind
B2
Abstract

Hole transport layer compositions comprising a silylated aryl amine and a polymeric component, to enhance performance of an associated electroluminescent device.

Claims (21)

1. A hole transport composition comprising a polymeric hole transport component and a silylated aryl amine component of a formula selected from

where Ar is arylene; n is an integer ranging from 1 to 4; R 1 -R 7 are independently selected from H and alkyl moieties ranging from C 1 to C 6 , each said moiety comprising a hydrolyzable silyl group, and wherein at least one of R 1 -R 3 and at least one of R 4 -R 7 is one of said alkyl moieties; and wherein the hydrolyzable silyl group comprises three hydrolyzable groups bonded to silicon.

2. The composition of claim 1 wherein R 1 -R 7 are selected from a C 1 -C 6 alkyl moiety comprising a group selected from trihalosilyl and trialkoxysilyl.

3. The compound of claim 2 wherein Ar is phenylene and n is 2.

4. The compound of claim 2 wherein R 1 -R 7 are independently selected from trihalosilylalkyl and trialkoxysilylalkyl moieties.

5. The compound of claim 4 wherein one of R 1 -R 3 is a trichlorosilylpropyl moiety, and one of R 4 -R 7 is a trichlorosilylpropyl moiety.

6. The composition of claim 5 wherein Ar is phenylene and n is 2.

7. The composition of claim 2 wherein said polymeric component is selected from TFB, BT and combinations thereof.

8. The composition of claim 1 wherein said polymeric component is a poly(fluorene).

9. The composition of claim 7 wherein said polymeric component is selected from TFB, BT and combinations thereof.

10. The composition of claim 9 wherein said silylated aryl amine component is selected from a trisilylated triphenylamine compound and TPDSi 2 .

11. The composition of claim 1 , wherein R 1 -R 7 are selected from a C 1 -C 6 alkyl moiety comprising a group selected from trihalosilyl, trialkoxysilyl, dialkoxyhalosilyl, and dihaloalkoxysilyl.

12. A hole transport composition comprising a polymeric component selected from TFB, BT and combinations thereof; and a silylated aryl amine component of a formula

where R 4 -R 7 are independently selected from H and alkyl moieties ranging from C 1 about C 6 , each said alkyl moiety further comprising a hydrolyzable silyl group, and wherein at least one of R 4 -R 7 is one of said alkyl moieties.

13. The composition of claim 12 wherein each of R 4 -R 7 comprises a C 2 -C 4 alkyl moiety.

14. The composition of claim 12 , wherein said polymeric component comprises TFB.

15. The composition of claim 14 , wherein each of R 4 and R 5 is H, and each of R 6 and R 7 comprises a C 2 -C 4 alkyl moiety.

16. The composition of claim 15 , wherein said aryl amine component is TPDSi 2 .

17. A hole transport composition comprising a polymeric hole transport component and a silylated aryl amine component of a formula selected from

where Ar is arylene; n is an integer ranging from 1 to 4; R 1 -R 7 are independently selected from H and alkyl moieties ranging from C 1 to C 6 , each said moiety comprising a hydrolyzable silyl group, and wherein at least one of R 1 -R 3 and at least one of R 4 -R 7 is one of said alkyl moieties;

and wherein said polymeric component is a poly(fluorene).

Assignments (5)
CONFIRMATORY LICENSE Recorded Nov 3, 2015
From: NORTHWESTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 037040/0468 →
CONFIRMATORY LICENSE Recorded Sep 26, 2007
From: NORTHWESTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 019878/0593 →
CONFIRMATORY LICENSE Recorded Oct 25, 2006
From: NORTHEASTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 018432/0050 →
CONFIRMATORY LICENSE Recorded Oct 25, 2006
From: NORTHWESTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 018432/0125 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 17, 2005
From: MARKS, TOBIN J.; YAN, HE; HUANG, QINGLAN
To: NORTHWESTERN UNIVERSITY
Reel/Frame 016379/0113 →
Continuity (2)
Provisional Application 6052832500 · Dec 10, 2003
Related Publication 20050147846A1 · Jul 7, 2005