IP Library › Granted Patent US 10,804,473
Granted Patent B2
US 10,804,473 · App. 15/147,579 · Granted Oct 13, 2020

Electron transport materials for electronic applications

Inventors: Norman Herron (Newark, DE); Htay Min Hlaing (Wilmington, DE)
Assignee: LG Chem, Ltd.
H01L51/0072C07D471/04C09K11/025C09K11/06H01L51/0059H01L51/0067C09K2211/1007C09K2211/1029C09K2211/185H01L51/5016H01L51/5024H01L2251/5384
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Quick Facts
Patent No.
US 10,804,473
App. No.
15/147,579
Granted
Oct 13, 2020
Kind
B2
Abstract

There is provided a compound having Formula I In Formula I: E 1 -E 4 are CH, CD, or N, where one and only one of E 1 -E 4 is N; Ar 1 is an N-heterocycle or a deuterated N-heterocycle; Ar 2 is aryl, heteroaryl, diarylamino, or deuterated analogs thereof; R 1 and R 2 are the same or different and are D, alkyl, silyl, aryl, heteroaryl, deuterated alkyl, deuterated silyl, deuterated aryl, or deuterated heteroaryl; and a and al are the same or different and are integers from 0-3.

Claims (18)

1. A compound having Formula II

wherein:

Ar 1 is selected from the group consisting of an N-heterocycle and a substituted N-heterocycle, wherein substituents of the substituted N-heterocycle are selected from the group consisting of D, alkyl, silyl, germyl, hydrocarbon aryl, alkylaryl, silylaryl, heteroaryl, deuterated analogs thereof, and combinations thereof;

Ar 2 selected from the group consisting of diarylamino,

substituted derivatives thereof, and deuterated analogs thereof, where Y is an aryl group and attached to N-carbazolyl of Formula II;

R 1 and R 2 are the same or different at each occurrence and are selected from the group consisting of D, alkyl, silyl, germyl, hydrocarbon aryl, heteroaryl, and deuterated analogs thereof; and

a and al are the same or different and are integers from 0-3.

2. The compound of claim 1 , wherein the N-heterocycle and substituted N-heterocycle are selected from the group consisting of pyridine, pyrimidine, triazine, and a deuterated analog thereof.

3. The compound of claim 1 , wherein Ar 2 is substituted with at least one substituent selected from the group consisting of silyl, aryl, alkylaryl, silylaryl, N-heteroaryl, deuterated analogs thereof, and combinations thereof.

4. The compound of claim 1 , wherein Ar 2 is a diarylamino group or deuterated analog thereof.

5. The compound of claim 1 , wherein a=a1=0.

6. An electronic device having at least one layer comprising the compound of Formula II according to claim 1 .

7. The electronic device of claim 6 , wherein the layer comprising the compound of Formula II is a photoactive layer.

8. The electronic device of claim 7 , wherein the layer further comprises an electroluminescent dopant.

9. The electronic device of claim 6 , wherein the layer comprising the compound of Formula II is an electron transport layer.

10. A compound selected from the following:

11. The compound of claim 1 , wherein the N-heterocycle of Ar 1 is selected from the group consisting of

and deuterated analogs thereof, wherein Y is an aryl group.

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 Aug 29, 2016
From: HERRON, NORMAN; HLAING, HTAY MIN
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 039561/0925 →
Continuity (2)
Provisional Application 62164647 · May 21, 2015
Related Publication 20160343957A1 · Nov 24, 2016