IP Library Granted Patent US 10,199,577
Granted Patent B2
US 10,199,577 · App. 15/333,732 · Granted Feb 5, 2019

Electroactive materials

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Quick Facts
Patent No.
US 10,199,577
App. No.
15/333,732
Granted
Feb 5, 2019
Kind
B2
Abstract

There is disclosed a compound having Formula I or Formula I′: In Formula I and Formula I′: Ar 1 and Ar 2 are the same or different and are aryl groups; R 1 through R 5 are independently the same or different at each occurrence and are D, F, alkyl groups, aryl groups, alkoxy groups, silyl groups, or crosslinkable groups; R 6 is H, D, or halogen; a through e are independently an integer from 0 to 4; f is 1 or 2; g is 0, 1 or 2; h is 1 or 2; and n is an integer greater than 0.

Claims (34)

1. A polymer having Formula I′:

wherein:

Ar 1 and Ar 2 are the same or different and are aryl groups;

R 1 through R 5 are independently the same or different at each occurrence and are selected from the group consisting of D, F, alkyl, aryl, alkoxy, silyl, and a crosslinkable group;

R 6 is the same or different at each occurrence and is selected from the group consisting of H, D, and halogen;

a through e are independently an integer from 0 to 4, provided that at least one of b, c, and d is not 0;

f is 1 or 2;

g is 0 or 1;

h is 1 or 2; and

n is an integer greater than 1.

2. The polymer of claim 1 having Formula I:

3. The polymer of claim 1 , wherein the polymer has M n >20,000.

4. The polymer of claim 1 , wherein Ar 1 and Ar 2 are aryl groups having no fused rings.

5. The polymer of claim 1 , wherein Ar 1 and Ar 2 have Formula a

where:

R 7 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, siloxane and silyl;

i is the same or different at each occurrence and is an integer from 0-4;

j is an integer from 0-5; and

m is an integer from 1 to 5.

6. The polymer of claim 1 , wherein Ar 1 and Ar 2 are selected from the group consisting of phenyl, biphenyl, terphenyl, deuterated derivatives thereof, and derivatives thereof having one or more substituents selected from the group consisting of alkyl, alkoxy, silyl, and a substituent with a crosslinking group.

7. The polymer of claim 1 , wherein R 1 through R 5 are selected from the group consisting of D and C 1-10 alkyl.

8. The polymer of claim 1 , wherein a=e=0.

9. The polymer of claim 1 , wherein b>0 and at least one R 2 is alkyl.

10. The polymer of claim 1 , wherein c>0 and at least one R 3 is alkyl.

11. The polymer of claim 1 , wherein d>0 and at least one R 4 is alkyl.

12. An organic electronic device comprising a first electrical contact layer, a second electrical contact layer and an active layer therebetween, wherein the active layer comprises a polymer according to claim 1 .

13. The device of claim 12 , wherein Ar 1 and Ar 2 are aryl groups having no fused rings.

14. The device of claim 12 , wherein Ar 1 and Ar 2 are selected from the group consisting of phenyl, biphenyl, terphenyl, deuterated derivatives thereof, and derivatives thereof having one or more substituents selected from the group consisting of alkyl, alkoxy, silyl, and a substituent with a crosslinking group.

15. The device of claim 12 , wherein the active layer is a hole transport layer.

16. The device of claim 15 , wherein the hole transport layer consists essentially of the polymer having Formula I′.

17. The device of claim 12 , wherein the active layer is an electroactive layer comprising a host polymer having Formula I′ and a dopant.

18. The device of claim 12 , wherein the polymer has Formula I

19. The polymer of claim 1 , wherein g=1.

20. The device of claim 12 , wherein g=1, c>0, and at least one R 3 is alkyl.

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 Oct 26, 2017
From: PARK, KYUNG-HO; RADU, NORA SABINA; JOHANSSON, GARY A; FENNIMORE, ADAM; DELANEY, WILLIAM J; LECLOUX, DANIEL DAVID
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 043956/0286 →
Cited By (2)
US 12,501,828 US 12,509,415