IP Library Granted Patent US 12,004,419
Granted Patent B2
US 12,004,419 · App. 17/544,231 · Granted Jun 4, 2024

Electroactive compounds

Inventors: Hjalti Skulason (Buellton, CA); Viacheslav V. Diev (Wilmington, DE); Giang Dong Vo (Wilmington, DE); Weiying Gao (Landenberg, PA); Weishi Wu (Landenberg, PA); Norman Herron (Newark, DE); Michael Henry Howard, Jr. (Montchanin, DE); Kalindi Dogra (Wilmington, DE); Yunlong Zou (Wilmington, DE)
Assignee: LG Chem, Ltd.
H10K85/636C07C211/61C07D487/04C07D493/04C07D493/14C09K11/06H10K85/633C07C2603/54C09K2211/1007C09K2211/1014C09K2211/1018H10K50/11H10K85/622H10K85/624H10K85/626H10K85/6572H10K85/6574
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Quick Facts
Patent No.
US 12,004,419
App. No.
17/544,231
Granted
Jun 4, 2024
Kind
B2
Abstract

There is provided a compound having Formula I, Formula II, or Formula III. The variables are described in detail herein.

Claims (34)

1. A compound having Formula I

wherein:

Ar 1 , Ar 2 , Ar 4 , and Ar 6 are each independently hydrocarbon aryl, heteroaryl, or a substituted derivative thereof;

Ar 3 , and Ar 5 each independently have Formula a

wherein in Formula a,

R 8 is the same or different at each occurrence and each independently D, F, CN, alkyl, aryloxy, heteroaryl, alkoxy, siloxy, silyl, germyl, deuterated alkyl, deuterated aryloxy, deuterated heteroaryl, deuterated alkoxy, deuterated siloxane, deuterated silyl, or deuterated germyl;

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

q is an integer from 0-5;

wherein at least one of p or q is greater than 0;

r is 2 or 3; and

* indicates a point of attachment;

a and b are each independently 0 or 1;

m and n are 1; and

Core is Formula IA

where in Formula IA,

Y is the same or different at each occurrence and each independently O, S, Se, Te, NR 2 , CR 3 R 4 , or SiR 5 R 6 ;

R 2 is the same or different at each occurrence and each independently alkyl, hydrocarbon aryl, heteroaryl, or a substituted derivative thereof;

R 3 -R 6 are each independently alkyl, silyl, germyl, hydrocarbon aryl, heteroaryl, or a substituted derivative thereof, where R 3 and R 4 and/or R 5 and R 6 are optionally joined together to form a cyclic group selected from cycloalkyl, silacycloalkyl, spirofluorenyl, silaspirofluorenyl, or a substituted derivative thereof;

a double dashed line between two rings indicates that the rings are fused together in any orientation; and

* indicates a point of attachment;

wherein the Core optionally has one or more substituents selected from the group consisting of D, alkyl, silyl, germyl, hydrocarbon aryl, heteroaryl, deuterated alkyl, deuterated silyl, deuterated germyl, deuterated hydrocarbon aryl, and deuterated heteroaryl.

2. The compound of claim 1 , wherein the Core is any one selected from the group consisting of Formula IA-a through Formula IA-t

where:

R 1 is the same or different at each occurrence and each independently D, F, CN, alkyl, alkoxy, fluoroalkyl, hydrocarbon aryl, aryloxy, heteroaryl, silyl, siloxane, siloxy, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated alkoxy, deuterated hydrocarbon aryl, deuterated aryloxy, deuterated heteroaryl, deuterated heteroaryl deuterated silyl, deuterated siloxane, deuterated siloxy, or deuterated germyl;

c and d are each independently an integer of 0-3;

g and h are each independently an integer of 0-2; and

k is an integer of 0-4.

3. The compound of claim 2 , wherein the Core is any one selected from the group consisting of Formula IA-a1, Formula IA-a2, Formula IA-b1, Formula IA-b2, Formula IA-c, and Formula IA-c2

4. The compound of claim 1 , wherein Ar 3 and Ar 5 each independently have Formula b

wherein in Formula b, R 8 , p, q, r and * are same as defined in claim 1 .

5. The compound of claim 1 , wherein p>0.

6. The compound of claim 1 , wherein q>0.

7. The compound of claim 1 , wherein the compound is any one selected from the group consisting of Compounds IA-43, IA-44 and IA-45:

8. An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, wherein the photoactive layer comprises the compound according to claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2021
From: SKULASON, HJALTI; DIEV, VIACHESLAV V.; VO, GIANG DONG; GAO, WEIYING; WU, WEISHI; HERRON, NORMAN; HOWARD, JR., MICHAEL HENRY, JR.; DOGRA, KALINDI; ZOU, YUNLONG
To: LG CHEM, LTD.
Reel/Frame 058346/0064 →
Continuity (3)
Continuation 16463184
Provisional Application 62425937 · Nov 23, 2016
Related Publication 20220093872A1 · Mar 24, 2022