Compound for organic optoelectronic device, organic light emitting diode including the same, and display including the organic light emitting diode

Patent metadata

Field	Value
Publication number	US-9627629-B2
Application number	US-201414176287-A
Country	US
Kind code	B2
Filing date	Feb 10, 2014
Priority date	Feb 12, 2013
Publication date	Apr 18, 2017
Grant date	Apr 18, 2017

Abstract

A compound for an organic optoelectronic device represented by Chemical Formula 1

wherein, in Chemical Formula 1, variables A, Y 1 to Y 4 , X 1 , m, R 1 to R 4 , L 1 to L 3 , n1 to n3, Ar 1 and Ar 2 are described in the specification.

First claim

What is claimed is:

1. A compound for an organic optoelectronic device represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
A is a C6 to C40 aryl group comprising 1 to 4 aromatic rings, wherein the 1 to 4 aromatic rings include at least one nitrogen,
Y 1 to Y 4 are each independently CR′ or N,
X 1 is —CR′R″—, —SiR′R″—, —O—, —NR′—, —S—, —SO 2 —, —C(O)—, or —P(O)—,
m is an integer ranging from 0 to 2,
R 1 to R 4 , R′, and R″ are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C6 to C20 arylthio group, a substituted or unsubstituted C1 to C20 heterocyclothio group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, or the R 1 and R 2 are linked to each other to form a fused ring,
L 1 to L 3 are each independently a single bond, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof,
n1 to n3 are each independently integers ranging from 0 to 3,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics, and
Ar 2 is a substituted or unsubstituted C6 to C30 aryl group.

2. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device is represented by Chemical Formula 2:

wherein, in Chemical Formula 2,
X 1 is —CR′R″—, —SiR′R″—, —O—, —NR′—, —S—, —SO 2 —, —C(O)—, or —P(O)—,
m is an integer ranging from 0 to 2,
Y 1 to Y 4 are each independently CR′ or N,
X 2 to X 5 are each independently CR′ or N, provided that at least one of X 2 to X 5 is N,
R 1 to R 4 , R′, and R″ are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C6 to C20 arylthio group, a substituted or unsubstituted C1 to C20 heterocyclothio group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, or the R 1 and R 2 are linked to each other to form a fused ring,
L 1 to L 3 are each independently a single bond, a substituted or unsubstituted C2 to C20 alkenylene group, a substituted or unsubstituted C2 to C20 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof,
n1 to n3 are each independently integers ranging from 0 to 3,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics, and
Ar 2 is a substituted or unsubstituted C6 to C30 aryl group.

3. The compound for an organic optoelectronic device of claim 2 , wherein X 2 is N, and X 3 to X 5 are CR′.

4. The compound for an organic optoelectronic device of claim 2 , wherein X 3 is N, and X 2 , X 4 , and X 5 are CR′.

5. The compound for an organic optoelectronic device of claim 2 , wherein X 4 is N, and X 2 , X 3 , and X 5 are CR′.

6. The compound for an organic optoelectronic device of claim 2 , wherein X 5 is N, and X 2 , X 3 , and X 4 are CR′.

7. The compound for an organic optoelectronic device of claim 2 , wherein X 2 and X 4 are N, and X 3 and X 5 are CR′.

8. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device is represented by Chemical Formula 3:

wherein, in Chemical Formula 3,
X 2 to X 5 are each independently CR′ or N, provided that at least one of X 2 to X 5 is N,
Y 1 to Y 4 are each independently CR′ or N,
R 1 to R 4 and R′ are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthio group, a substituted or unsubstituted C6 to C20 arylthio group, a substituted or unsubstituted C1 to C20 heterocyclothio group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, or the R 1 and R 2 are linked to each other to form a fused ring,

Assignees

• Samsung Electronics Co Ltd
• Cheil Ind Inc

Inventors

• Hwang Kyu Young
• Kim Sang Mo
• Kim Young Kwon
• Seo Joo Hee
• Son Jhun Mo
• Jung Yong Sik
• Hong Seok-Hwan

Classifications

• H01L51/0072 Primary

  Electricity · mapped topic

• C07D471/04 Primary

  Ortho-condensed systems · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• H01L51/5056

  Electricity · mapped topic

• C07D471/14

  Ortho-condensed systems · CPC title