Composition, organic optoelectronic device and display device

Patent metadata

Field	Value
Publication number	US-12075694-B2
Application number	US-201917047445-A
Country	US
Kind code	B2
Filing date	Mar 25, 2019
Priority date	Apr 23, 2018
Publication date	Aug 27, 2024
Grant date	Aug 27, 2024

Abstract

A composition including a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2 and a second compound represented by Chemical Formula 3, an organic optoelectronic device, and a display device are disclosed.
Definitions of Chemical Formula 1 to Chemical Formula 3 are the same as described in the specification.

First claim

The invention claimed is:

1. A composition, comprising
a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and
a second compound represented by Chemical Formula 3:

wherein, in Chemical Formula 1 and Chemical Formula 2,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
adjacent two of a 1 * to a 4 * are linked with b 1 * and b 2 *, respectively,
remaining two of a 1 * to a 4 * not being linked with b 1 * and b 2 * are independently C-L a -R a ,
L a and L 1 to L 4 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R a and R 1 to R 4 are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and
at least one of R a and R 1 to R 4 is a group represented by Chemical Formula A,

wherein, in Chemical Formula A,
R b and R c are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and
* is a linking point with L a and L 1 to L 4 ;

wherein, in Chemical Formula 3,
L 5 to L 9 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
Ar 2 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
R 5 to R 8 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a halogen, a cyano group, or a combination thereof,
R 5 to R 8 are independently present or adjacent groups thereof are linked with each other to form a substituted or unsubstituted aromatic monocyclic or polycyclic ring, and
at least one of Ar 2 and R 5 to R 8 is a group represented by Chemical Formula B,

wherein, in Chemical Formula B,
Z 1 to Z 5 are independently N or C-L b -R d ,
at least one of Z 1 to Z 5 is N,
wherein L b is independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R d is independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, a substituted or unsubstituted silyl group, a substituted or unsubstituted amine group, a halogen, a cyano group, or a combination thereof,
R d is independently present or adjacent groups thereof are linked with each other to form a substituted or unsubstituted aromatic monocyclic or polycyclic ring, or a substituted or unsubstituted aromatic monocyclic or polycyclic heteroring, and
* is a linking point with L 5 to L 9 .

2. The composition of claim 1 , wherein the first compound is represented by one of Chemical Formula 1A to Chemical Formula 1C:

wherein, in Chemical Formula 1A to Chemical Formula 1C,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
L a and L 1 to L 4 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R a and R 1 to R 4 are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and
at least one of R a and R 1 to R 4 is a group represented by Chemical Formula A,

wherein, in Chemical Formula A,
R b and R c are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and
* is a linking point with L a and L 1 to L 4 .

3. The composition of claim 1 , wherein the first compound is represented by one of Chemical Formula 1A-1 to Chemical Formula 1A-3, Chemical Formula 1B-1 to Chemical Formula 1B-3 and Chemical Formula 1C-1 to Chemical Formula 1C-3:

wherein, in Chemical Formula 1A-1 to Chemical Formula 1A-3, Chemical Formula 1B-1 to Chemical Formula 1B-3, and Chemical Formula 1C-1 to Chemical Formula 1C-3,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
L a and L 1 to L 4 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R a and R 1 to R 4 are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof, and
R b and R c are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

4. The composition of claim 1 , wherein the first compound is represented by Chemical Formula 1A-1-b:

wherein, in Chemical Formula 1A-1-b,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
L a and L 1 to L 4 are independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclic group, o

Assignees

• Samsung Sdi Co Ltd
• Samsung Electronics Co Ltd

Inventors

• Won Jongwoo
• Kang Dong Min
• Kim Jun Seok
• Lui Jinhyun
• Lee Byoungkwan
• Lee Sangshin
• LEE Hyungyu
• Jung Sung-Hyun
• Jung Ho Kuk
• Hyung Kyunghee

Classifications

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• H10K85/654

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title