IP Library › Patent Application 15209441
Patent Application
App. No. 15/209,441

ELECTROACTIVE MATERIALS

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Patent No.
US None
App. No.
15/209,441
Abstract

There is disclosed a compound having Formula I In Formula I: Ar 1 is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, or deuterated analogs thereof; Ar 2 and Ar 3 are the same or different and are hydrocarbon aryl, heteroaryl, substituted derivatives thereof, or deuterated analogs thereof, with the proviso that Ar 2 and Ar 3 are not the same as Ar 1 ; and a is 0 or 1. In addition, Ar 1 , Ar 2 , and Ar 3 have no additional amino substituents.

Claims (32)

1 . A compound having Formula I

wherein:

Ar 1 is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof;

Ar 2 and Ar 3 are the same or different and are selected from the group consisting of hydrocarbon aryl, heteroaryl, substituted derivatives thereof, and deuterated analogs thereof, with the proviso that Ar 2 and Ar 3 are not the same as Ar 1 ; and

a is 0 or 1;

with the proviso that Ar 1 , Ar 2 , and Ar 3 have no additional amino substituents.

2 . The compound of claim 1 having Formula II

wherein:

Ar 1 is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof;

Ar 2 and Ar 3 are the same or different and are selected from the group consisting of hydrocarbon aryl, heteroaryl, substituted derivatives thereof, and deuterated analogs thereof, with the proviso that Ar 2 and Ar 3 are not the same as Ar 1 ; and

with the proviso that Ar 1 , Ar 2 , and Ar 3 have no additional amino substituents.

3 . The compound of claim 1 , wherein Ar 1 is selected from the group consisting of triphenylsilyl, triphenylgermyl, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof.

4 . The compound of claim 2 , wherein Ar 1 is selected from the group consisting of triphenylsilyl, triphenylgermyl, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof.

5 . The compound of claim 3 , wherein Ar 2 is a hydrocarbon aryl group or deuterated hydrocarbon aryl group having 6-30 ring carbon atoms.

6 . The compound of claim 5 , wherein Ar 2 has one or more substituents selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, heteroaryl, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated heteroaryl, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, and deuterated siloxy.

7 . The compound of claim 3 , wherein Ar 2 has Formula h

where:

R 2 is the same or different at each occurrence and is selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, and deuterated siloxy, where adjacent R 2 groups can be joined together to form an fused aromatic ring or a deuterated fused aromatic ring;

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

q is an integer from 0-5;

r is an integer from 1 to 5; and

* indicates the point of attachment.

8 . The compound of claim 3 , wherein Ar 2 ≠ Ar 3 .

9 . An organic electronic device comprising an anode, a hole transport layer, a photoactive layer and a cathode, wherein the hole transport layer comprises a compound according to claim 1 .

10 . An organic electronic device comprising an anode, a hole transport layer, a photoactive layer and a cathode, wherein the photoactive layer comprises a compound according to claim 3 .

11 . The device of claim 9 , wherein the photoactive layer comprises a compound according to claim 1 .

12 . The device of claim 11 , wherein the hole transport layer is directly adjacent to and in contact with the photoactive layer.

13 . An organic electronic device comprising an anode, a first hole transport layer, a second hole transport layer, a photoactive layer, and a cathode, wherein the second hole transport layer comprises a compound according to claim 1 .

14 . The device of claim 13 , wherein the second hole transport layer is directly adjacent to and in contact with the photoactive layer.

15 . The device of claim 13 , wherein the first hole transport layer comprises a material selected from the group consisting of a triarylamine compound, a triarylamine polymer, and deuterated analogs thereof.

16 . The device of claim 13 , wherein Ar 1 is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof.

17 . A compound selected from the group consisting of

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2019
From: E.I. DU PONT DE NEMOURS AND COMPANY
To: LG CHEM, LTD.
Reel/Frame 049226/0488 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2016
From: HERRON, NORMAN; GAO, WEIYING; RADU, NORA SABINA; WANG, YING
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 039753/0813 →