Composition for optoelectronic device and organic optoelectronic device and display device

Patent metadata

Field	Value
Publication number	US-12069947-B2
Application number	US-202117361716-A
Country	US
Kind code	B2
Filing date	Jun 29, 2021
Priority date	Jun 30, 2020
Publication date	Aug 20, 2024
Grant date	Aug 20, 2024

Abstract

A composition for an organic optoelectronic device, an organic optoelectronic device, and a display device, the composition comprising a first compound represented by Chemical Formula I; a second compound represented by Chemical Formula II; and a third compound represented by Chemical Formula III,

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,
the second compound is represented by Chemical Formula II, and
the third compound is represented by Chemical Formula III:

wherein, in Chemical Formula I,
Z 1 to Z 3 are each independently N or C-L a -R a , at least two of Z to Z 3 being N,
L a and L 1 to L 3 are each 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 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
R a and R 3 to R 6 are each 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, and
ring A is represented by one of Substituent A-1 to Substituent A-6,

wherein, in Substituent A-1 to Substituent A-6,
X 1 is O, S, or NR b ,
R b and R 7 to R 22 are each 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, and
* is a linking carbon;

wherein, in Chemical Formula II,
L 4 is 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 1 is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a combination thereof,
R 23 to R 26 are each 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, and
ring B is represented by one of Substituent B-1 to Substituent B-4:

wherein, in Substituent B-1 to Substituent B-4,
L 5 to L 7 are each 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 and Ar 3 are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a combination thereof,
R 27 to R 38 are each 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, and
* is a linking carbon;

wherein, in Chemical Formula III,
X 2 is O, or S,
L 8 to L 11 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group,
R 39 to R 42 are each 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 dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and
at least one of R 39 to R 42 is a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group.

2. The composition as claimed in claim 1 , wherein the first compound is represented by Chemical Formula I-A, Chemical Formula I-D, Chemical Formula I-E, Chemical Formula I-F, Chemical Formula I-G, Chemical Formula I-H, Chemical Formula I-I, or Chemical Formula I-J:

wherein, in Chemical Formula I-A, Chemical Formula I-D, Chemical Formula I-E, Chemical Formula I-F, Chemical Formula I-G, Chemical Formula I-H, Chemical Formula I-I, and Chemical Formula I-J, Z 1 to Z 3 , L 1 to L 3 , R 1 to R 22 , and X 1 are defined the same as those of Chemical Formula I.

3. The composition as claimed in claim 1 , wherein the first compound is represented by Chemical Formula I-A-1, Chemical Formula I-A-4, or Chemical Formula I-E-1:

wherein, in Chemical Formula I-A-1, Chemical Formula I-A-4, and Chemical Formula I-E-1, Z 1 to Z 3 , L 8 to L 3 , R 1 , R 2 , R 5 , and X 1 are defined the same as those of Chemical Formula I.

4. The composition as claimed in claim 1 , wherein the second compound is represented by Chemical Formula IIA or Chemical Formula IIF:

wherein, in Chemical Formula IIA and Chemical Formula IIF, L 4 to L 7 , Ar 1 to Ar 3 , and R 23 to R 38 are defined the same as those of Chemical Formula II.

5. The composition as claimed in claim 4 , wherein:
the second compound is represented by Chemical Formula IIA,
Chemical Formula IIA is represented by Chemical Formula IIA-I or Chemical Formula IIA-2:

in Chemical Formula IIA-I and Chemical Formula IIA-2, L 4 , L 6 , Ar 1 , Ar 2 , and R 23 to R 32 are defined the same as those of Chemical Formula II.

6. The composition as claimed in claim 1 , wherein the third compound is represented by Chemical Formula IIIA-1, Chemical Formula IIIA-2, Chemical Formula IIIA-4, or Chemical Formula IIIB-4:

wherein, in Chemical Formula IIIA-1, Chemical Formula IIIA-2, Chemical Formula IIIA-4, and Chemical Formula IIIB-4,
X 2 , R 40 to R 45 , and L 8 to L 11 are defined the same as those of Chemical Formula III,
X 3 and X 4 are each independently O or S, and
R 46 to R 48 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, or a substituted or unsubstituted C6 to C30 aryl group.

7. The composition as claimed in claim 1 , whe

Assignees

• Samsung Sdi Co Ltd

Inventors

• Seo Hansol
• Lim Youngmook
• Kim Jonghoon
• Kim Changwoo
• Lee Mijin
• Lim Suyong
• Jung Sung-Hyun
• Jung Ho Kuk
• Jo Youngkyoung

Classifications

• H10K2101/30

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

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · 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