Organic compound, organic optoelectronic device, and display device

Patent metadata

Field	Value
Publication number	US-10147891-B2
Application number	US-201415110258-A
Country	US
Kind code	B2
Filing date	Jul 21, 2014
Priority date	Jan 9, 2014
Publication date	Dec 4, 2018
Grant date	Dec 4, 2018

Abstract

Disclosed are an organic compound represented by Chemical Formula 1, an organic optoelectronic device including the organic compound, and a display device including the organic optoelectronic device.

First claim

The invention claimed is:

1. An organic compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, an unsubstituted C6 to C20 aryl group, or a combination thereof,
R 3 to R 12 and R a are independently hydrogen, deuterium, unsubstituted C1 to C20 alkyl group, unsubstituted C6 to C20 aryl group, or a combination thereof, and
n1 and n2 are independently 0 or 1.

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

wherein, in Chemical Formula 2,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, an unsubstituted C6 to C20 aryl group, or a combination thereof,
R 3 to R 12 and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof, and
n1 and n2 are independently 0 or 1.

3. The organic compound of claim 1 , wherein the organic compound is represented by Chemical Formula 3 or 4:

wherein, in Chemical Formula 3 and 4,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, an unsubstituted C6 to C20 aryl group, or a combination thereof,
R 3 to R 12 and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof, and
n1 and n2 are independently 0 or 1.

4. The organic compound of claim 3 , wherein the organic compound represented by Chemical Formula 3 is represented by Chemical Formula 3a or 3b:

wherein, in Chemical Formula 3a and 3b,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, an unsubstituted C6 to C20 aryl group, or a combination thereof,
R 3 to R 12 and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof, and
n1 and n2 are independently 0 or 1.

5. The organic compound of claim 4 , wherein:
the organic compound represented by Chemical Formula 3a is represented by Chemical Formula 3aa, and
the organic compound represented by Chemical Formula 3b is represented by Chemical Formula 3ba:

wherein, in Chemical Formula 3aa and 3ba,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 3 to R 12 , and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof,
R 1 and R 2 are independently hydrogen or an unsubstituted C6 to C20 aryl group, and
n1 and n2 are independently 0 or 1.

6. The organic compound of claim 3 , wherein the organic compound represented by Chemical Formula 4 is represented by Chemical Formula 4a or 4b:

wherein, in Chemical Formulae 4a and 4b,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, an unsubstituted C6 to C20 aryl group, or a combination thereof,
R 3 to R 12 and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof, and
n1 and n2 are independently 0 or 1.

7. The organic compound of claim 6 , wherein:
the organic compound represented by Chemical Formula 4a is represented by Chemical Formula 4aa, and
the organic compound represented by Chemical Formula 4b is represented by Chemical Formula 4ba:

wherein, in Chemical Formulae 4aa and 4ba,
X 1 and X 2 are independently S, O, SO, or SO 2 , provided that at least one of X 1 and X 2 is O,
L 1 and L 2 are independently a single bond or a C6 to C20 substituted or unsubstituted arylene group,
Z is independently N, C, or CR a , provided that at least two of Z are N,
R 3 to R 12 , and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a combination thereof,
R 1 and R 2 are independently hydrogen or an unsubstituted C6 to C20 aryl group, and
n1 and n2 are independently 0 or 1.

8. The organic compound of claim 1 , wherein the L 1 and L 2 are independently a single bond, unsubstituted phenylene group having a kink structure, a substituted or unsubstituted biphenylene group having a kink structure, or a substituted or unsubstituted terphenylene group having a kink structure.

9. The organic compound of claim 8 , wherein the L 1 and L 2 are independently a single bond or one selected from substituted or unsubstituted groups of Group 1:

Assignees

• Samsung Sdi Co Ltd

Inventors

• Lee Han-Ill
• Shin Ji-Hun
• Ryu Dong-Kyu
• Yu Eun-Sun
• Han Su-Jin
• Hong Jin-Seok

Classifications

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1092

  containing sulfur as the only heteroatom · CPC title

• C07D409/14

  containing three or more hetero rings · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title