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

Patent metadata

Field	Value
Publication number	US-11450806-B2
Application number	US-201615517206-A
Country	US
Kind code	B2
Filing date	May 2, 2016
Priority date	Jun 26, 2015
Publication date	Sep 20, 2022
Grant date	Sep 20, 2022

Abstract

The present invention relates to: a composition for an organic optoelectronic element, containing at least one first compound represented by chemical formula 1, at least one second compound among compounds represented by chemical formula 2 and compounds composed of combinations of moieties represented by chemical formula 3 and moieties represented by chemical formula 4, and at least one third compound represented by chemical formula 5; an organic optoelectronic element comprising the same; and a display device comprising the organic optoelectronic element. Chemical formulas 1 to 5 are as described in the specification.

First claim

The invention claimed is:

1. A composition for an organic optoelectronic device, the composition comprising a mixture of:
at least one first compound represented by Chemical Formula 1,
at least one second compound selected from a compound represented by Chemical Formula 2, and a compound consisting of a combination of a moiety represented by Chemical Formula 3 and a moiety represented by Chemical Formula 4, and
at least one third compound,

wherein, in Chemical Formula 1,
Z is independently N, C, or CR a ,
at least one of Z is N,
R 1 to R 6 and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof,
R 1 to R 6 and R a are independently present or adjacent groups are linked to each other to form a ring,
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,
n1 is 1,
n2 and n3 are independently an integer of 0 or 1, and
1≤n2+n3≤2;

wherein, in Chemical Formula 2,
L 3 to L 6 and Y 1 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,
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,
R 7 to R 10 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, and
at least one of R 7 to R 10 and Ar 1 includes a substituted or unsubstituted triphenylene group or a substituted or unsubstituted carbazole group,

wherein, in Chemical Formulae 3 and 4,
Y 2 and Y 3 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,
Ar 2 and Ar 3 are independently substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
R 11 to R 14 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,
two adjacent *'s of Chemical Formula 3 is combined with two *'s of Chemical Formula 4 to form a fused ring and in Chemical Formula 3, *'s not forming the fused ring are independently CR c , and
R c is hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C2 to C12 heterocyclic group, or a combination thereof;
wherein the at least one third compound is selected from the following compounds:

2. The composition for an organic optoelectronic device of claim 1 , wherein Chemical Formula 1 is represented by one of Chemical Formulae 1-I to 1-III:

wherein, in Chemical Formulae 1-I to 1-III,
Z is independently N, C, or CR a ,
at least one of Z is N,
R 1 to R 6 , R 15 to R 28 , and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof,
Ar is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
R 1 to R 6 , R a , R 17 , and R 18 are independently present or adjacent groups are linked to each other to form a ring,
L 1 is 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,
n1 is an integer of 1,
n2 is an integer of 0 or 1,
n3 and n4 are independently an integer ranging from 0 to 2,
1≤n2+n3≤2, and
“substituted” refers to replacement of at least one hydrogen by deuterium, a halogen, a hydroxyl group, a C1 to C40 silyl group, a C1 to C30 alkyl group, a C3 to C30 cycloalkyl group, a C2 to C30 heterocycloalkyl group, a C6 to C30 aryl group, a C2 to C30 heterocyclic group, a C1 to C20 alkoxy group, a C1 to C10 trifluoroalkyl group, or a cyano group.

3. The composition for an organic optoelectronic device of claim 2 , wherein Chemical Formula 1 is represented by Chemical Formula 1-I, and Chemical Formula 1-I is represented by one of Chemical Formulae 1-IA to 1-IC:

wherein, in above Chemical Formulae 1-IA to 1-IC,
Z is independently N, C, or CR a ,
at least one of Z is N,
R 1 to R 6 , R a , R 5a , R 6a , R 5b , R 6b , and R 15 to R 18 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof,
R 1 to R 6 , R a , R 5a , R 6a , R 5b , R 6b , R 17 , and R 18 are independently present or adjacent groups are linked to each other to form a ring,
Ar is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heterocyclic group, or a combination thereof,
n1 is an integer of 1,
n2 is an integer of 0 or 1, and
“substituted” refers to replacement of at least one hydrogen by deuterium, a halogen, a hydroxyl group, a C1 to C40 silyl group, a C1 to C30 alkyl group, a C3 to C30 cycloalkyl group, a C2 to C30 heterocycloalkyl group, a C6 to C30 aryl group, a C2 to C30 heterocyclic group, a C1 to C20 alkoxy group, a C1 to C10 trifluoroalkyl group, or a cyano group.

4. The composition for an organic optoelectronic device of claim 2 , wherein Chemical Formula 1 is represented by Chemical Formula 1-II, and Chemical Formula 1-II is represented by Chemical Formula 1-IIA or 1-IIB:

wherein, in Chemical Formulae 1-IIA and 1-IIB,
Z is independently N, C, or CR a ,
at least one of Z is N,
R 1 to R 6 , R 19 to R 22 , and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, a substituted

Assignees

• Samsung Sdi Co Ltd

Inventors

• Jung Ho Kuk
• Kang Giwook
• Kang Eui Su
• Kim Byungku
• Kim Youngkwon
• Kim Hun
• Yu Eun Sun
• Lee Sangshin
• Jung Sung-Hyun
• Cho Pyeongseok

Classifications

• C07D403/10

  linked by a carbon chain containing aromatic rings · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K2211/1018

  Heterocyclic compounds · CPC title

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title