Organic composition, and organic optoelectronic element and display device

Patent metadata

Field	Value
Publication number	US-10032990-B2
Application number	US-201414786379-A
Country	US
Kind code	B2
Filing date	Feb 20, 2014
Priority date	Jul 10, 2013
Publication date	Jul 24, 2018
Grant date	Jul 24, 2018

Abstract

Disclosed are an organic compound represented by a combination of a moiety represented by Chemical Formula 1 and a moiety represented by Chemical Formula 2, an organic optoelectronic device and a display device including the organic compound.

First claim

The invention claimed is:

1. An organic compound represented by a combination of a moiety represented by Chemical Formula 1 and a moiety represented by Chemical Formula 2:

wherein, in Chemical Formula 1 and Chemical Formula 2,
X is CR a R b , SiR c R d , O, S, SO, or SO 2 ,
each Z is independently N or CR e ,
at least one Z is N,
R 1 to R 8 and R a to R e are each 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 C3 to C30 heteroaryl group, or a combination thereof,
L is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a combination thereof,
n1 to n3 are each independently 0 or 1, and
two adjacent *s of Chemical Formula 1 are bonded with two *s of Chemical Formula 2 to form a fused ring,
wherein the organic compound is represented by Chemical Formula 4:

wherein, in Chemical Formula 3 and Chemical Formula 4,
X is CR a R b , SiR c R d , O, S, SO, or SO 2 ,
each Z is independently N or CR e ,
at least one Z is N,
R 1 to R 8 and R a to R e are each 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 C3 to C30 heteroaryl group, or a combination thereof,
L is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a combination thereof, and
n1 to n3 are each independently 0 or 1.

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

wherein, in Chemical Formula 2-I to Chemical Formula 2-III,
X 1 and X 2 are each independently CR a R b or SiR c R d ,
X 3 is O, S, SO, or SO 2 ,
each Z is independently N or CR e ,
at least one Z is N,
R 5 to R 8 and R a to R e are each 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 C3 to C30 heteroaryl group, or a combination thereof,
L is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a combination thereof, and
n1 to n3 are each independently 0 or 1, and
two *s of Chemical Formulae 2-I to 2-III are bonded with two adjacent *s of Chemical Formula 1 to form a fused ring.

3. The organic compound of claim 1 , wherein the moiety represented by Chemical Formula 2 is represented by a combination of Chemical Formula 2a and one of moieties listed in Group 1:

wherein, in Chemical Formula 2a and Group 1,
X is CR a R b , SiR c R d , O, S, SO, or SO 2 ,
R a to R d are each 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 C3 to C30 heteroaryl group, or a combination thereof,
L is a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, or a combination thereof, and
n1 is 0 or 1.

4. The organic compound of claim 1 , wherein R 1 to R 4 are each independently hydrogen, deuterium or a substituted or unsubstituted C1 to C20 alkyl group.

5. The organic compound of claim 1 , wherein the organic compound is one of the following compounds:

6. The organic compound of claim 1 , wherein the organic compound has a LUMO energy of −2.0 to −2.5 eV.

7. An organic optoelectronic device, comprising:
an anode and a cathode facing each other, and
at least one organic layer between the anode and the cathode, wherein the organic layer includes the organic compound of claim 1 .

8. The organic optoelectronic device of claim 7 , wherein:
the organic layer includes an emission layer, and
the emission layer includes the organic compound.

9. The organic optoelectronic device of claim 7 , wherein the organic compound is a host in the emission layer.

10. The organic optoelectronic device of claim 7 , wherein:
the organic layer includes at least one auxiliary layer selected from a hole injection layer, a hole transport layer, an electron blocking layer, an electron transport layer, an electron injection layer, and a hole blocking layer, and
the auxiliary layer includes the organic compound.

11. A display device comprising the organic optoelectronic device of claim 7 .

Assignees

• Samsung Sdi Co Ltd

Inventors

• Lee Han-Ill
• Shin Ji-Hun
• Ryu Dong-Kyu
• Yu Eun-Sun
• Han Su-Jin
• Hong Jin-Seok

Classifications

• C07D251/24

  to three ring carbon atoms · CPC title

• C07D405/14

  containing three or more hetero rings · CPC title

• C07D239/26

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

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C07D409/14

  containing three or more hetero rings · CPC title