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

Patent metadata

Field	Value
Publication number	US-12473256-B2
Application number	US-202117340412-A
Country	US
Kind code	B2
Filing date	Jun 7, 2021
Priority date	Jun 9, 2020
Publication date	Nov 18, 2025
Grant date	Nov 18, 2025

Abstract

A composition for an organic optoelectronic device, an organic optoelectronic device, and a display device, the composition including a first compound represented by Chemical Formula I, a second compound represented by Chemical Formula II, and a third compound represented by a combination of Chemical Formula III and Chemical Formula IV,

First claim

What is claimed is:

1 . A composition for an organic optoelectronic device, the composition comprising:
a first compound; a second compound; and a third compound, wherein: the first compound is represented by Chemical Formula I-E, the second compound is represented by Chemical Formula IIA-1, and the third compound is represented by Chemical Formula IIIB-2 or Chemical Formula IIIE-3:

in Chemical Formula I-E,
Z 1 to Z 3 are all N,
L 1 to L 3 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,
R 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 aryl group,
R 3 to R 6 and R 17 to R 22 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a combination thereof,
X 1 is NR, and
R b is a substituted or unsubstituted C6 to C30 aryl group,

in Chemical Formula IIA-1,
L 4 is a single bond or a substituted or unsubstituted C6 to C20 arylene group,
L 6 is a substituted or unsubstituted C6 to C20 arylene group,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group, and
R 23 to R 32 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a combination thereof,

in Chemical Formula IIIB-2,
X 2 and X 3 are each independently O or S,
R c3 , R c4 , R 39 , and R 40 are each independently hydrogen, deuterium, or a substituted or unsubstituted C1 to C30 alkyl group,
moiety -L 8 -Ar 4 is hydrogen,
L 9 is a single bond or a substituted or unsubstituted C6 to C12 arylene group,
Ar 5 is a substituted or unsubstituted C6 to C30 aryl group, and
a total number of carbon atoms included in L 8 , L 9 , Ar 4 , and Ar 5 is 18 or greater,

in Chemical Formula IIIE-3,
X 2 and X 3 are each independently O or S,
R c3 , R c4 , R 39 , and R 40 are each independently hydrogen, deuterium, or a substituted or unsubstituted C 1 to C30 alkyl group,
L 8 is a single bond or a substituted or unsubstituted C6 to C12 arylene group,
Ar 4 is a substituted or unsubstituted C6 to C30 aryl group,
moiety -L 9 -Ar 5 is hydrogen,
a total number of carbon atoms included in L 8 , L 9 , Ar 4 , and Ar 5 is 18 or greater, and
“substitute” refers to replacement of at least one hydrogen of a substituent by deuterium, a cyano group, a C1 to C5 alkyl group, a C6 to C20 arylamine group, a C6 to C18 aryl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, or pyridinyl group.

2 . The composition as claimed in claim 1 , wherein:
R 23 to R 32 are each hydrogen, L 4 is a single bond or a substituted or unsubstituted phenylene group, L 6 is a substituted or unsubstituted phenylene group, and Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group.

3 . The composition as claimed in claim 1 , wherein:
the third compound is represented by Chemical Formula IIIB-2, and R 39 and R 40 of Chemical Formula IIIB-2 are each hydrogen, L 9 of Chemical Formula IIIB-2 is a single bond or a substituted or unsubstituted phenylene group, and Ar 5 of Chemical Formula IIIB-2 is an unsubstituted terphenyl group, an unsubstituted quarterphenyl group, an unsubstituted naphthyl group, or an unsubstituted triphenylene group.

4 . The composition as claimed in claim 1 , wherein:
the third compound is represented by Chemical Formula IIIE-3, and R 39 and R 40 of Chemical Formula IIIE-3 are each hydrogen, L 8 of Chemical Formula IIIE-3 is a single bond or a substituted or unsubstituted phenylene group, and Ar 4 of Chemical Formula IIIE-3 is an unsubstituted terphenyl group, an unsubstituted quarterphenyl group, an unsubstituted naphthyl group, or an unsubstituted triphenylene group.

5 . The composition as claimed in claim 1 , wherein:
in Chemical Formula IIIB-2 moiety -L 8 -Ar 4 is hydrogen and moiety -L 9 -Ar 5 is a substituted or unsubstituted group of Group II, and in Chemical Formula IIIE-3, moiety -L 8 -Ar 4 is substituted or unsubstituted group of Group II and moiety -L 9 -Ar 5 is hydrogen:

in Group II, * is a linking point.

6 . The composition as claimed in claim 1 , wherein:
the first compound is represented by Chemical Formula I-E-1,

in Chemical Formula I-E-1,
Z 1 to Z 3 are each N,
X 1 is NR b ,
L 1 to L 3 are each independently a single bond or unsubstituted phenylene group, and
R b , R 1 , and R 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group,
in Chemical Formula IIA-1,
R 23 to R 32 are each independently hydrogen,
L 4 and L 6 are each independently a single bond, or a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group, and
Ar 1 and Ar 2 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 phenanthrene group, a substituted or unsubstituted triphenylene group, or a substituted or unsubstituted fluorenyl group,
in Chemical Formula IIIB-2,
X 2 and X 3 are each independently O or S,
R c3 , R c4 , R 39 , and R 40 are each hydrogen,
moiety -L 8 -Ar 4 is hydrogen,
L 9 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and
Ar 5 is a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted triphenylene group; and
in Chemical Formula IIIE-3,
X 2 and X 3 are each independently O or S,
R c3 , R c4 , R 39 , and R 40 are each hydrogen,
moiety -L 9 -Ar 5 is hydrogen,
L 8 is a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, and
Ar 4 is a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted triphenylene group.

7 . The composition as claimed in claim 1 , wherein the composition for an organic optoelectronic device includes
the first compound in an amount of about 20 wt % to about 50 wt %, the second compound in an amount of about 40 wt % to about 60 wt %, and the third compound in an amount of about 10 wt % to about 30 wt %, all wt % being based on a total weight of

Assignees

• Samsung Sdi Co Ltd

Inventors

• Kim Changwoo
• Shin Chang Ju
• Lim Youngmook
• Kim Hyung Sun
• Jung Ho Kuk
• Kim Jaehoon
• Jung Sung-Hyun

Classifications

• H10K85/6574

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

• H10K50/11 Primary

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6572

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

• H10K85/654 Primary

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

• H10K85/657

  Polycyclic condensed heteroaromatic hydrocarbons · CPC title