Organic compound, composition, and organic optoelectronic diode

Patent metadata

Field	Value
Publication number	US-10784447-B2
Application number	US-201515567491-A
Country	US
Kind code	B2
Filing date	Nov 18, 2015
Priority date	Apr 24, 2015
Publication date	Sep 22, 2020
Grant date	Sep 22, 2020

Abstract

The present invention relates to: an organic compound represented by Chemical Formula 1; a composition for an organic optoelectronic diode containing the organic compound; and an organic optoelectronic diode to which the organic compound or the composition is applied.

In Chemical Formula 1, Z, R 1 to R 11 , and n1 to n4 are the same as those defined in the specification.

First claim

The invention claimed is:

1. An organic compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 to R 6 , R 11 , 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 C3 to C12 heterocyclic group, or a combination thereof,
R 7 to R 10 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C10 aryl group or a substituted or unsubstituted C3 to C12 heterocyclic group,
R 1 and R 2 are independently present or linked with each other to form a ring,
R 5 and R 6 are independently present or linked with each other to form a ring,
R 7 and R 8 are independently present or linked with each other to form a ring,
R 9 and R 10 are independently present or linked with each other to form a ring,
n1 is an integer ranging from 1 to 5,
n2 is an integer ranging from 0 to 2, and
n3 and n4 are independently 0 or 1.

2. The organic compound of claim 1 , wherein the organic compound is represented by Chemical Formula 1-I:

wherein, in Chemical Formula 1-I,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 to R 6 , R 11 , 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 C3 to C12 heterocyclic group, or a combination thereof,
R 7 to R 10 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C10 aryl group or a substituted or unsubstituted C3 to C12 heterocyclic group,
R 1 and R 2 are independently present or linked with each other to form a ring,
R 5 and R 6 are independently present or linked with each other to form a ring,
R 7 and R 8 are independently present or linked with each other to form a ring,
R 9 and R 10 are independently present or linked with each other to form a ring,
n1 is an integer ranging from 1 to 5,
n2 is an integer ranging from 0 to 2, and
n3 and n4 are independently 0 or 1.

3. The organic compound of claim 1 , wherein the organic compound is represented by one of Chemical Formula 1-B:

wherein, in Chemical Formula 1-B,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 to R 6 , R 11 , 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 C3 to C12 heterocyclic group, or a combination thereof,
R 7 to R 10 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C10 aryl group or a substituted or unsubstituted C3 to C12 heterocyclic group,
R 1 and R 2 are independently present or linked with each other to form a ring,
R 5 and R 6 are independently present or linked with each other to form a ring,
R 7 and R 8 are independently present or linked with each other to form a ring,
R 9 and R 10 are independently present or linked with each other to form a ring,
n1 is an integer ranging from 1 to 5,
n2 is an integer ranging from 0 to 2, and
n3 and n4 are independently 0 or 1.

4. The organic compound of claim 1 , wherein the organic compound is represented by one of Chemical Formulae 2 to 4:

wherein, in Chemical Formulae 2 to 4,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 , R 2 , R 3 , R 4 , R 3a , R 4a , R 3b , R 4b , R 5 , R 6 , R 11 , 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 C3 to C12 heterocyclic group, or a combination thereof,
R 7 to R 10 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C10 aryl group or a substituted or unsubstituted C3 to C12 heterocyclic group,
R 1 and R 2 are independently present or linked with each other to form a ring,
R 5 and R 6 are independently present or linked with each other to form a ring,
R 7 and R 8 are independently present or linked with each other to form a ring,
R 9 and R 10 are independently present or linked with each other to form a ring, and
n3 and n4 are independently 0 or 1.

5. The organic compound of claim 4 , wherein the compound represented by Chemical Formula 2 is represented by Chemical Formula 2a or 2b:

wherein, in Chemical Formulae 2a and 2b,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 to R 4 , R 11 , 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 C3 to C12 heterocyclic group, or a combination thereof,
R 7 to R 10 are independently hydrogen, deuterium, a substituted or unsubstituted C6 to C10 aryl group or a substituted or unsubstituted C3 to C12 heterocyclic group,
R 1 and R 2 are independently present or linked with each other to form a ring,
R 7 and R 8 are independently present or linked with each other to form a ring,
R 9 and R 10 are independently present or linked with each other to form a ring, and
n3 and n4 are independently 0 or 1.

6. The organic compound of claim 4 , wherein the compound represented by Chemical Formula 3 is represented by one of Chemical Formulae 3a to 3g:

wherein, in Chemical Formulae 3a to 3g,
Z is independently N, C, or CR a ,
at least one of Z's is N,
Ar 1 is a substituted or unsubstituted C6 to C12 aryl group or a substituted or unsubstituted C3 to C12 nitrogen-containing six-membered ring,
R 1 , R 2 , R 3 , R 4 , R 3a , R 4a , R 3b , R 4b , R 11 , and R a are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted

Assignees

• Samsung Sdi Co Ltd

Inventors

• Han Sujin
• Kang Dong Min
• Min Soohyun
• Yu Eun Sun
• Lee Byoungkwan
• Lee Hanill
• Jung Sung-Hyun
• Jung Ho Kuk

Classifications

• C07D213/22

  containing two or more pyridine rings directly linked together, e.g. bipyridyl · CPC title

• C07D239/26

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title

• C07D213/16

  containing only one pyridine ring · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/185

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