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

Patent metadata

Field	Value
Publication number	US-11264574-B2
Application number	US-201716321228-A
Country	US
Kind code	B2
Filing date	May 10, 2017
Priority date	Jul 29, 2016
Publication date	Mar 1, 2022
Grant date	Mar 1, 2022

Abstract

The present invention relates to a composition for an organic optoelectronic element, an organic optoelectronic element employing the composition, and a display device, wherein the composition comprises: a first compound for an organic optoelectronic element, represented by Chemical Formula 1; and a second compound for an organic optoelectronic element, comprising a combination of a moiety represented by Chemical Formula 2 and a moiety represented by Chemical Formula 3. The details of chemical formulas 1 to 3 are as defined in the specification.

First claim

The invention claimed is:

1. A composition for an organic optoelectronic device, comprising
a first compound for an organic optoelectronic device represented by one of Chemical Formula 1A, Chemical Formula 1B, and Chemical Formula 1C; and
a second compound for an organic optoelectronic device consisting of a moiety represented by Chemical Formula 2 and a moiety represented by Chemical Formula 3:

wherein, in Chemical Formula 1A, Chemical Formula 1B, and Chemical Formula 1C,
Z 1 to Z 3 are independently N or CH,
at least two of Z 1 to Z 3 are N,
Z 4 to Z 6 are independently N or CR e ,
at least two of Z 4 to Z 6 are N,
X 1 and X 2 are independently O or S,
R 1 , R 2 , R e , R e1 , R e2 are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
R e , R e1 , and R e2 are independently present or adjacent groups thereof are linked with each other to form a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic or polycyclic ring,
R a1 to R a5 and R d1 to R d5 are independently hydrogen, deuterium, a cyano group, a nitro group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C20 heterocyclic group, or a combination thereof,
R d1 to R d5 are independently present or adjacent groups thereof are linked with each other to form a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic or polycyclic ring, and
n1 and n2 are independently 0 or 1;

wherein, in Chemical Formulae 2 and 3,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
two adjacent *'s of Chemical Formula 2 are bound to two adjacent *'s of Chemical Formula 3 to provide a fused ring and *'s of not providing the fused ring in Chemical Formula 2 are independently C-L a -R c ,
R c and R 3 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 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
L a , L 1 , and L 2 are independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof;
wherein the “substituted” of Chemical Formulae 1 to 3 refers to replacement of at least one hydrogen by deuterium, a C1 to C4 alkyl group, a C6 to C18 aryl group, or a C2 to C18 heteroaryl group.

2. The composition for an organic optoelectronic device of claim 1 , wherein the R 1 and R 2 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, or a substituted or unsubstituted quinoxalinyl group.

3. The composition for an organic optoelectronic device of claim 1 , wherein the R 1 and R 2 are independently selected from substituents of Group I:

wherein, in Group I,
is a linking point with an adjacent atom.

4. The composition for an organic optoelectronic device of claim 1 , wherein:
R 1 , R 2 , R e1 , and R e2 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted fluorenyl group,
R a1 to R a5 and R d1 to R d5 are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C4 alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, or a combination thereof,
R d1 to R d5 are independently present or adjacent groups thereof are linked with each other to form a substituted or unsubstituted aliphatic, aromatic, or heteroaromatic monocyclic or polycyclic ring.

5. The composition for an organic optoelectronic device of claim 1 , wherein the second compound for an organic optoelectronic device consisting of a combination of the moiety represented by Chemical Formula 2 and the moiety represented by Chemical Formula 3 is represented by at least one of Chemical Formulae 2-I to 2-V:

wherein, in Chemical Formulae 2-1 to 2-V,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
L a1 , L a4 to L a6 , L 1 and L 2 are independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, and
R c1 , to R c4 to R c6 , and R 3 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C50 aryl group, a substituted or unsubstituted C2 to C50 heterocyclic group, or a combination thereof.

6. The composition for an organic optoelectronic device of claim 1 , wherein the L 1 and L 2 are independently a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted pyridylene group, or a substituted or unsubstituted pyrimidylene group, and
the Ar 1 and Ar 2 are 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 triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.

7. An organic optoelectronic device, comprising
an anode and a cathode facing each other, and
at least one organic layer disposed

Assignees

• Samsung Sdi Co Ltd

Inventors

• Jang Kipo
• Kim Jun Seok
• Lui Jinhyun
• Shin Chang Ju
• Han Sujin
• Kim Youngkwon
• Yu Eun Sun
• Jung Sung-Hyun
• Jung Ho Kuk

Classifications

• H10K85/654

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

• C07D405/10 Primary

  linked by a carbon chain containing aromatic rings · CPC title

• C07D333/76

  Dibenzothiophenes · CPC title

• C07D405/14 Primary

  containing three or more hetero rings · CPC title

• C07D251/24

  to three ring carbon atoms · CPC title