Composition for organic optoelectronic device, organic optoelectronic device and display device

Patent metadata

Field	Value
Publication number	US-12030894-B2
Application number	US-202117466504-A
Country	US
Kind code	B2
Filing date	Sep 3, 2021
Priority date	Sep 4, 2020
Publication date	Jul 9, 2024
Grant date	Jul 9, 2024

Abstract

A composition for an organic optoelectronic device, an organic optoelectronic device including the same, and a display device, the composition including a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and a second compound represented by a combination of Chemical Formula 3 and Chemical Formula 4:

First claim

What is claimed is:

1. A composition for an organic optoelectronic device, the composition comprising:
a first compound represented by a combination of Chemical Formula 1 and Chemical Formula 2, and
a second compound represented by a combination of Chemical Formula 3 and Chemical Formula 4:

wherein, in Chemical Formula 1 and Chemical Formula 2,
X is O or S,
Ar 1 is a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,
two adjacent ones of a1* to a4* of Chemical Formula 1 are linking carbons linked at * of Chemical Formula 2, the remaining two of a1* to a4* of Chemical Formula 1, not linked at * of Chemical Formula 2, are CR a ,
L 1 is a single bond or a substituted or unsubstituted C6 to C30 arylene group,
R a and R 1 to R 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and
at least one of R 5 to R 8 is represented by Chemical Formula a, in which * is a linking point,

wherein, in Chemical Formula a,
Z 1 to Z 3 are each independently N or CR b ,
at least two of Z 1 to Z 3 are N,
L 2 to L 4 are each independently a single bond or a substituted or unsubstituted C6 to C30 arylene group,
Ar 2 and Ar 3 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heterocyclic group,
R b is hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and
is a linking point;

wherein, in Chemical Formula 3 and Chemical Formula 4,
two adjacent ones of b1* to b4* of Chemical Formula 3 are linking carbons linked at * of Chemical Formula 4, the remaining two of b1* to b4* of Chemical Formula 3, not linked at * of Chemical Formula 4, are CRC,
Ar 4 and Ar 5 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group,
L 5 and L 6 are each independently a single bond, or a substituted or unsubstituted C6 to C30 arylene group, and
R c and R 9 to R 16 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group.

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

in Chemical Formula 1A to Chemical Formula 1F,
X, L 1 , Ar 1 , and R 1 to R 8 are defined the same as those of Chemical Formulae 1 and 2, and
R a1 to R a4 are each independently defined the same as R a of Chemical Formulae 1 and 2.

3. The composition as claimed in claim 1 , wherein:
the first compound is represented by one of Chemical Formula 1A-1 to Chemical Formula 1A-4, Chemical Formula 1B-1 to Chemical Formula 1B-4, Chemical Formula 1C-1 to Chemical Formula 1C-4, Chemical Formula 1D-1 to Chemical Formula 1D-4, Chemical Formula 1E-1 to Chemical Formula 1E-4, and Chemical Formula 1F-1 to Chemical Formula 1F-4:

in Chemical Formula 1A-1 to Chemical Formula 1A-4, Chemical Formula 1B-1 to Chemical Formula 1B-4, Chemical Formula 1C-1 to Chemical Formula 1C-4, Chemical Formula 1D-1 to Chemical Formula 1D-4, Chemical Formula 1E-1 to Chemical Formula 1E-4, and Chemical Formula 1F-1 to Chemical Formula 1F-4,
X, Ar 1 to Ar 3 , L 1 to L 4 and Z 1 to Z 3 are defined the same as those of Chemical Formulae 1 and 2, and
R a1 to R a4 and R 1 to R 8 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C20 heterocyclic group.

4. The composition as claimed in claim 1 , wherein:
Ar 1 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group or a substituted or unsubstituted fluorene group, and
Ar 2 and Ar 3 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorene group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted pyridinyl group.

5. The composition as claimed in claim 1 , wherein:
Chemical Formula a is a group of the following Group I,

in Group I, * is a linking point.

6. The composition as claimed in claim 1 , wherein:
the second compound is represented by one of Chemical Formula 3A to Chemical Formula 3E:

in Chemical Formula 3A to Chemical Formula 3E,
Ar 4 , Ar 5 , L 5 , L 6 , and R 9 to R 16 are defined the same as those of Chemical Formulae 3 and 4, and
R c1 to R c4 are each independently defined the same as R c of Chemical Formulae 3 and 4.

7. The composition as claimed in claim 1 , wherein:
L 5 and L 6 are each independently a single bond, or a substituted or unsubstituted phenylene group, and
Ar 4 and Ar 5 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, or a substituted or unsubstituted triphenylene group.

8. The composition as claimed in claim 1 , wherein:
moieties *-L 5 -Ar 4 and *-L 6 -A

Assignees

• Samsung Sdi Co Ltd

Inventors

• Won Jongwoo
• Gwak Seonyeong
• Lee Mijin
• Kim Jaehoon
• Kim Hyung Sun
• Lui Jinhyun
• Song Hayun
• Shin Chang Ju
• Yoo Hyunji
• Lee Seungjae
• Jung Sung-Hyun

Classifications

• H10K2101/30

  Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values · CPC title

• H10K50/12

  comprising dopants · CPC title

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · 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