Material for organic photoelectric device, and organic photoelectric device including the same

Patent metadata

Field	Value
Publication number	US-9595677-B2
Application number	US-201213677619-A
Country	US
Kind code	B2
Filing date	Nov 15, 2012
Priority date	Sep 5, 2007
Publication date	Mar 14, 2017
Grant date	Mar 14, 2017

Abstract

A material for an organic photoelectric device includes a compound represented by the following Formula 1:

First claim

What is claimed is:

1. A material for an organic photoelectric device, the material comprising:
a compound represented by the following Formula 1:

wherein, in Formula 1,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C1 to C30 alkyl or alkylene, or a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene,
R 1 and R 6 are independently hydrogen, a substituted or unsubstituted C6 to C30 aryl, or a substituted or unsubstituted C1 to C30 alkyl,
R 2 to R 5 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, or a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene,
R 2 and R 3 are joined together to form a ring,
R 4 and R 5 are joined together to form a ring,
m and n are integers ranging from 0 to 3, and m+n is an integer ranging from 1 to 6,
o and p are integers ranging from 0 to 2, and o+p is an integer ranging from 1 to 4, and
at least one of R 2 to R 5 is substituted with a C2 to C30 heteroaryl.

2. The material as claimed in claim 1 , wherein:
m is an integer ranging from 1 to 3,
at least one of R 2 or R 3 is substituted with the C2 to C30 heteroaryl, and
n satisfies one of the following conditions:
n is an integer ranging from 1 to 3 and R 4 and R 5 are unsubstituted, or
n is 0.

3. The material as claimed in claim 1 , wherein:
n is an integer ranging from 1 to 3,
at least one of R 4 or R 5 is substituted with the C2 to C30 heteroaryl, and
m satisfies one of the following conditions:
m is an integer ranging from 1 to 3 and R 2 and R 3 are unsubstituted or
m is 0.

4. The material as claimed in claim 1 , wherein the compound represented by Formula 1 has a glass transition temperature of about 120° C. or more and has a thermal decomposition temperature of about 400° C. or more.

5. An organic photoelectric device, comprising:
an anode, a cathode, and an organic layer disposed between the anode and cathode,
wherein the organic layer includes a compound represented by the following Formula 1:

wherein, in Formula 1,
AR 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C1 to C30 alkyl or alkylene, or a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene,
R 1 and R 6 are independently hydrogen, a substituted or unsubstituted C6 to C30 aryl, or a substituted or unsubstituted C1 to C30 alkyl,
R 2 to R 5 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene, or a substituted or unsubstituted C1 to C30 alkyl or alkylene,
R 2 and R 3 are joined together to form a ring,
R 4 and R 5 are joined together to form a ring,
m and n are integers ranging from 0 to 3, and m+n is an integer ranging from 1 to 6,
o and p are integers ranging from 0 to 2, and o+p is an integer ranging from 1 to 4, and
at least one of R 2 to R 5 is substituted with a C2 to C30 heteroaryl.

6. The organic photoelectric device as claimed in claim 5 , wherein the organic layer is an emission layer.

7. The organic photoelectric device as claimed in claim 6 , wherein the compound represented by Formula 1 is present as a phosphorescent or fluorescent host of the emission layer.

8. The organic photoelectric device as claimed in claim 7 , further comprising a phosphorescent or fluorescent dopant combined with the host, the dopant being a red, green, blue, or white light emitting dopant.

9. The organic photoelectric device as claimed in claim 6 , wherein the compound represented by Formula 1 is a fluorescent blue dopant in the emission layer.

10. The organic photoelectric device as claimed in claim 5 , wherein the organic layer is an electron transport layer (ETL), an electron injection layer (EIL), or a combination thereof.

11. The organic photoelectric device as claimed in claim 5 , wherein the organic layer is a hole transport layer (HTL), a hole injection layer (HIL), or a combination thereof.

12. The organic photoelectric device as claimed in claim 5 , wherein the organic layer is an emission layer, a hole transport layer (HTL), a hole injection layer (HIL), an electron transport layer (ETL), an electron injection layer (EIL), or a combination thereof.

13. A material for an organic photoelectric device, the material comprising:
a compound represented by the following Formula 1:

wherein, in Formula 1,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C1 to C30 alkyl or alkylene, or a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene, provided that at least one of Ar 1 and Ar 2 is a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene,
R 1 and R 6 are independently hydrogen, a substituted or unsubstituted C6 to C30 aryl, or a substituted or unsubstituted C1 to C30 alkyl,
R 2 to R 5 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene, or a substituted or unsubstituted C1 to C30 alkyl or alkylene,
R 2 and R 3 are joined together to form a ring,
R 4 and R 5 are joined together to form a ring,
m and n are integers ranging from 0 to 3, and m+n is an integer ranging from 1 to 6, and
o and p are integers ranging from 0 to 2, and o+p is an integer ranging from 1 to 4.

14. The material as claimed in claim 13 , wherein:
m is an integer ranging from 1 to 3 and o is an integer ranging from 1 to 2, or
n is an integer ranging from 1 to 3 and p is an integer ranging from 1 to 2.

15. An organic photoelectric device, comprising:
an anode, a cathode, and an organic layer disposed between the anode and cathode,
wherein the organic layer includes a material that includes:
a compound represented by the following Formula 1:

wherein, in Formula 1,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C1 to C30 alkyl or alkylene, or a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene,
R 1 and R 6 are independently hydrogen, a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, or a substituted or unsubstituted C1 to C30 alkyl,
R 2 to R 5 are independently a substituted or unsubstituted C6 to C30 aryl or arylene, a substituted or unsubstituted C2 to C30 heteroaryl or heteroarylene, or a substituted or unsubstituted C1 to C30 alkyl or alkylene,
R 2 and R 3 are joined together to form a ring,
R 4 and R 5 are joined together to form a ring,
m and n are integers ranging from 0 to 3, and m+n is an integer ranging from 1 to 6,
o and p are integers ranging from 0 to 2, and o+p is an integer ranging from 1 to 4, and
at least one of R 2 to R 5 is substituted with a C2 to C30 hetero

Assignees

• Kim Nam-Soo
• Yu Eun-Sun
• Kim Ja-Hyun
• Chae Mi-Young
• Cheil Ind Inc

Inventors

• Kim Nam-Soo
• Yu Eun-Sun
• Kim Young-Hoon
• Chae Mi-Young

Classifications

• H01L51/5016

  Electricity · mapped topic

• H01L51/005 Primary

  Electricity · mapped topic

• C09B57/00

  Other synthetic dyes of known constitution · CPC title

• C09B1/00

  Dyes with anthracene nucleus not condensed with any other ring · CPC title

• H01L51/0072

  Electricity · mapped topic