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

Patent metadata

Field	Value
Publication number	US-9768389-B2
Application number	US-201214360697-A
Country	US
Kind code	B2
Filing date	Dec 18, 2012
Priority date	Dec 30, 2011
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Disclosed are a compound for an organic optoelectronic device, an organic light emitting diode including the same, and a display device including the organic light emitting diode. The compound for an organic optoelectronic device represented by a combination of the following Chemical Formula 1 and Chemical Formula 2 provides an organic light emitting diode having life-span characteristics due to excellent electrochemical and thermal stability, and high luminous efficiency at a low driving voltage.

First claim

The invention claimed is:

1. A compound for an organic optoelectronic device represented by a combination of the following Chemical Formula 1 and Chemical Formula 2:

wherein, in the above Chemical Formulae 1 and 2,
X is —O—, —S—, —S(O)—, or —S(O) 2 —,
Ar 1 to Ar 4 are independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group,
L 1 and L 2 are independently a single bond, a substituted or unsubstituted C2 to C10 alkenylene group, a substituted or unsubstituted C2 to C10 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group,
m1 and m2 are independently integers of 0 or 1, one of m1 and m2 is 1,
n1 and n2 are independently integers ranging from 0 to 3,
R 1 to R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group, and
the *s of Chemical Formula 2 correspond with two adjacent *s of Chemical Formula 1 to form a fused ring.

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

wherein, in the above Chemical Formula 3,
Ar 3 and Ar 4 are independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group,
L 2 is a single bond, a substituted or unsubstituted C2 to C10 alkenylene group, a substituted or unsubstituted C2 to C10 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group,
m2 is 1,
n2 is an integer ranging from 0 to 3,
R 1 to R 3 , R 6 and R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group, and
the *s of Chemical Formula 2 correspond with two adjacent *s of Chemical Formula 3 to form a fused ring.

3. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device is represented by the following Chemical Formula 4:

wherein, in the above Chemical Formula 4,
X is —O—, —S—, —S(O)—, or —S(O) 2 —,
Ar 1 to Ar 4 are independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group,
L 1 and L 2 are independently a single bond, a substituted or unsubstituted C2 to C10 alkenylene group, a substituted or unsubstituted C2 to C10 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group,
m1 and m2 are independently integers of 0 or 1, one of m1 and m2 is 1,
n1 and n2 are independently integers ranging from 0 to 3, and
R 1 to R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group.

4. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device is represented by the following Chemical Formula 5:

wherein, in the above Chemical Formula 5,
X is —O—, —S—, —S(O)—, or —S(O) 2 —,
Ar 3 and Ar 4 are independently a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group,
L 2 is a single bond, a substituted or unsubstituted C2 to C10 alkenylene group, a substituted or unsubstituted C2 to C10 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, or a substituted or unsubstituted C2 to C30 heteroarylene group,
m2 is 1,
n2 is an integer ranging from 0 to 3, and
R 1 to R 7 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group.

5. The compound for an organic optoelectronic device of claim 1 , wherein Ar 1 to Ar 4 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted naphthacenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted p-terphenyl group, a substituted or unsubstituted m-terphenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted perylenyl group, a substituted or unsubstituted indenyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thiopheneyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothiopheneyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted benzoxazinyl group, a substituted or unsubstituted benzothiazinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxazinyl group, or a combination thereof.

6. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device is represented by one of the following Chemical Formulae A-1 to A-72:

Assignees

• Hong Jin-Seok
• Jo Young-Kyoung
• Ryu Dong-Wan
• Lee Nam-Heon
• Lee Han-Ill
• Jung Sung-Hyun
• Chae Mi-Young
• Huh Dal-Ho
• Cheil Ind Inc

Inventors

• Hong Jin-Seok
• Jo Young-Kyoung
• Ryu Dong-Wan
• Lee Nam-Heon
• Lee Han-Ill
• Jung Sung-Hyun
• Chae Mi-Young
• Huh Dal-Ho

Classifications

• C09K2211/1022

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• H01L51/0074

  Electricity · mapped topic

• H01L51/5088

  Electricity · mapped topic

• H05B33/14

  characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} · CPC title

• H01L51/5092

  Electricity · mapped topic