IP Library Granted Patent US 9,260,657
Granted Patent B2
US 9,260,657 · App. 13/265,025 · Granted Feb 16, 2016

Chrysene compounds for luminescent applications

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Quick Facts
Patent No.
US 9,260,657
App. No.
13/265,025
Granted
Feb 16, 2016
Kind
B2
Abstract

This invention relates to chrysene compounds that are useful in electroluminescent applications. It also relates to electronic devices in which the active layer includes such a chrysene compound.

Claims (36)

1. A compound having Formula I:

wherein:

R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of H and D;

R 5 and R 6 are the same or different and are selected from the group consisting of D, alkyl groups, silyl groups, m-phenyl, o-phenyl, p-phenyl, m-carbazolyl, and p-carbazolyl;

R 7 is the same or different at each occurrence and is selected from the group consisting of D, alkyl groups, silyl groups, phenyl, and biphenyl, or two adjacent R 7 groups can join together to form a naphthyl or fluorenyl group;

a and b are the same or different and are an integer from 1-3;

c and d are the same or different and are an integer from 1-5;

f, g, h, and i, are the same or different at each occurrence and are an integer from 0-4; and

e and j are the same or different at each occurrence and are an integer from 0-5.

2. The compound of claim 1 , wherein each of R 1 through R 4 is H.

3. The compound of claim 1 , wherein R 5 and R 6 are hydrocarbon alkyl groups having 1-6 carbon atoms.

4. The compound of claim 1 , wherein c=d=1 or 2.

5. The compound of claim 1 , wherein R 5 and R 6 are aromatic groups selected from the group consisting of o-phenyl, m-phenyl, and m-carbazolyl groups.

6. The compound of claim 1 , wherein R 7 is a hydrocarbon alkyl group having 1-10 carbon atoms.

7. The compound of claim 1 , wherein e=f=g=h=i=j=0.

8. The compound of claim 1 , wherein a=b.

9. The compound of claim 1 , wherein a=b=1-3.

10. An organic electronic device comprising a first electrical contact layer, a second electrical contact layer, and at least one active layer therebetween, wherein the active layer comprises a compound having Formula I:

wherein:

R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of H and D;

R 5 and R 6 are the same or different and are selected from the group consisting of D, alkyl groups, silyl groups, m-phenyl, o-phenyl, p-phenyl, m-N-carbazolyl, and p-N-carbazolyl;

R 7 is the same or different at each occurrence and is selected from the group consisting of D, alkyl groups, silyl groups, phenyl, and biphenyl, or two adjacent R 7 groups can join together to form a naphthyl or fluorenyl group;

a and b are the same or different and are an integer from 1-3;

c and d are the same or different and are an integer from 1-5;

f, g, h, and i, are the same or different at each occurrence and are an integer from 0-4; and

e and j are the same or different at each occurrence and are an integer from 0-5.

11. The device of claim 10 , wherein R 1 through R 4 is H.

12. The device of claim 10 , wherein R 5 and R 6 are hydrocarbon alkyl groups having 1-6 carbon atoms.

13. The device of claim 10 , wherein R 5 and R 6 are aromatic groups selected from the group consisting of o-phenyl, m-phenyl, and m-carbazolyl groups.

14. The device of claim 10 , wherein R 7 is a hydrocarbon alkyl group having 1-10 carbon atoms.

15. The device of claim 10 , wherein a=b.

16. The device of claim 10 , wherein a=b=1-3.

17. The device of claim 10 , wherein the compound of Formula I is selected from E1 through E28.

18. The device of claim 10 , wherein the active layer is a photoactive layer and further comprises a host material.

19. The device of claim 18 , further comprising a buffer layer between the first electrical contact layer and the active layer.

20. The device of claim 19 , wherein the buffer layer comprises at least one electrically conductive polymer and at least one fluorinated acid polymer.

Assignments (1)
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 →