IP Library Granted Patent US 7,914,706
Granted Patent B2
US 7,914,706 · App. 12/126,061 · Granted Mar 29, 2011

Charge transport compositions and electronic devices made with such compositions

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Quick Facts
Patent No.
US 7,914,706
App. No.
12/126,061
Granted
Mar 29, 2011
Kind
B2
Abstract

The present invention relates to charge transport compositions. The invention further relates to electronic devices in which there is at least one active layer comprising such charge transport compositions.

Claims (29)

1. An electronic device comprising a photoactive layer and a second layer, wherein at least one layer comprises a quinoxaline derivative of Formula II,

wherein:

R 1 and R 2 are the same or different at each occurrence and are selected from H, F, Cl, Br, alkyl, heteroalkyl, alkenyl, alkynyl, aryl, heteroaryl, alkylaryl, alkenylaryl, alkynylaryl, alkylheteroaryl, alkenylheteroaryl, alkynylheteroaryl, C n H a F b , OC n H a F b , C 6 H c F d , and OC 6 H c F d , or both of R 2 together may constitute an arylene or heteroarylene group;

R 3 is the same or different at each occurrence and is selected from a single bond and a group selected from alkylene, heteroalkylene, arylene, heteroarylene, arylenealkylene, and heteroarylenealkylene;

Q is selected from a multivalent group consisting of arylamines, silanes, siloxanes, alkynylene groups and heteroalkynylene groups, or from Formulae IV(d)-IV(f):

a, b, c, and d are 0 or an integer such that a+b=2n+1, and c+d=5;

m is an integer equal to at least 2;

n is an integer;

p is 0 or 1; and

x is 0 or an integer from 1 through 3.

2. The device of claim 1 , wherein the second layer comprises a quinoxaline derivative having Formula II, and further wherein:

m is an integer from 2 through 10;

n is an integer from 1 through 12.

3. The device of claim 1 , wherein the second layer comprises a quinoxaline derivative having Formula II, and further wherein:

R 1 and R 2 are the same or different at each occurrence and are selected from H, F, Cl, Br, alkyl, heteroalkyl, aryl, heteroaryl, alkylaryl, alkenylaryl, alkynylaryl, alkylheteroaryl, alkenylheteroaryl, alkynylheteroaryl, C n H a F b , OC n H a F b , C 6 H c F d , and OC 6 H c F d , or both of R 2 together may constitute an arylene or heteroarylene group;

m is an integer from 2 through 10;

n is an integer from 1 through 12; and

p is 0.

4. The device of claim 1 , wherein R 1 is selected from phenyl and substituted phenyl groups.

5. The device of claim 4 , wherein R 1 is selected from substituted phenyl groups having at least one substituent selected from F, Cl, Br, alkyl groups, heteroalkyl groups, alkenyl groups, and alkynyl groups.

6. The device of claim 1 , wherein R 1 is selected from alkylacetate and arylcarbonyl groups.

7. The device of claim 1 , wherein R 1 is selected from alkyl groups having from 1 to 12 carbon atoms.

8. The device of claim 1 , wherein R 2 is selected from phenyl groups, substituted phenyl groups, pyridyl groups, and substituted pyridyl groups.

9. The device of claim 1 , wherein R 2 together form a biarylene group.

10. The device of claim 9 , wherein the biarylene group is selected from biphenylene, substituted biphenylene, bipyridylene, and substituted bipyridylene.

11. The device of claim 1 , wherein R 3 is selected from aryl, heteroaryl, alkyl, and heteroalkyl.

12. The device of claim 1 , wherein R 3 is selected from phenyl and substituted phenyl.

13. The device of claim 1 , wherein R 3 is selected from alkyl and heteroalkyl having from 1 to 12 carbon atoms.

14. The electronic device of claim 1 wherein Q is selected from Formulae IV(g) and IV(h):

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: LG CHEM, LTD.
Reel/Frame 050150/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2019
From: HERRON, NORMAN; GUIDRY, MARK A.; LECLOUX, DANIEL DAVID; RADU, NORA SABINA; SMITH, ERIC MAURICE; WANG, YING
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 048449/0142 →