Organic optoelectronic device and display device

Patent metadata

Field	Value
Publication number	US-11145820-B2
Application number	US-201715490110-A
Country	US
Kind code	B2
Filing date	Apr 18, 2017
Priority date	Oct 31, 2014
Publication date	Oct 12, 2021
Grant date	Oct 12, 2021

Abstract

An organic optoelectronic device and a display device including the same, the organic optoelectronic device including: an anode and a cathode facing each other; a light-emitting layer positioned between the anode and the cathode; a hole transport layer positioned between the anode and the light-emitting layer; an auxiliary hole transport layer positioned between the hole transport layer and the light-emitting layer; an electron transport layer positioned between the cathode and the light-emitting layer; and an auxiliary electron transport layer positioned between the electron transport layer and the light-emitting layer, wherein the auxiliary electron transport layer includes at least one kind of first compound represented by chemical formula 1, and the auxiliary hole transport layer includes at least one kind of second compound represented by a combination of a moiety represented by chemical formula 2, a moiety represented by chemical formula 3 and a moiety represented by chemical formula 4.

First claim

What is claimed is:

1. An organic optoelectronic device, comprising
an anode and a cathode facing each other,
a light-emitting layer positioned between the anode and the cathode,
a hole transport layer positioned between the anode and the light-emitting layer,
an auxiliary hole transport layer positioned between the hole transport layer and the light-emitting layer,
an electron transport layer positioned between the cathode and the light-emitting layer, and
an auxiliary electron transport layer positioned between the electron transport layer and the light-emitting layer,
wherein the auxiliary electron transport layer includes at least one kind of a first compound represented by at least one of Chemical Formulae 1-III to 1-IX, and
the auxiliary hole transport layer includes at least one kind of a second compound represented by at least one of Chemical Formula 2-1 to Chemical Formula 2-3:

wherein, in Chemical Formulae 1-III to 1-IX,
Z 1 to Z 3 are CR a , wherein R a for Z 1 to Z 3 is independently hydrogen, deuterium, or a substituted or unsubstituted C1 to C10 alkyl group,
Z 4 to Z 12 are independently N or CR a , provided that at least one of Z 4 to Z 12 is N, each W is independently CR b ,
R 5a to R 5d and R b are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a combination thereof,
R a for Z 4 , Z 6 , Z 7 , Z 8 and Z 10 to Z 12 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a combination thereof, and
R a for Z 5 and Z 9 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, or a combination thereof,
wherein, “substituted” in Chemical Formulae 1-III to 1-IX refers to replacement of at least one hydrogen by deuterium, a halogen, a hydroxy group, an amino group, a substituted or unsubstituted C1 to C30 amine group, a nitro group, a substituted or unsubstituted 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 C1 to C20 alkoxy group, a fluoro group, a C1 to C10 trifluoroalkyl group, or a cyano group,

wherein, in Chemical Formulae 2-1 to 2-3,
X 1 and X 2 are independently O, S, or CR c R d ,
R 36 and R 37 , R c , and R d 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 C3 to C30 heteroaryl group, or a combination thereof,
Ar 1 and Ar 2 are independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, and
L 7 to L 9 are independently a single bond, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted heteroarylene group, or a combination thereof,
wherein, “substituted” in Chemical Formulae 2-1 to 2-3 refers to replacement of at least one hydrogen by deuterium, a halogen, a hydroxy group, an amino group, a substituted or unsubstituted C1 to C30 amine group, a nitro group, a substituted or unsubstituted 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 C1 to C20 alkoxy group, a fluoro group, a C1 to C10 trifluoroalkyl group, or a cyano group.

2. The organic optoelectronic device as claimed in claim 1 , wherein the first compound is represented by Chemical Formula 1-IV or Chemical Formula 1- VII.

3. The organic optoelectronic device as claimed in claim 1 , wherein the first compound is at least one of compounds of Group 1,

4. The organic optoelectronic device as claimed in claim 1 , wherein, in Chemical Formulae 2-1 to 2-3, 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 quaterphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, a substituted or unsubstituted phenanthrenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, Chemical Formula w, Chemical Formula x, Chemical Formula y, Chemical Formula z, or a combination thereof,

wherein “substituted” refers to replacement of at least one hydrogen by deuterium, a halogen, a hydroxy group, an amino group, a substituted or unsubstituted C1 to C30 amine group, a nitro group, a substituted or unsubstituted 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 C1 to C20 alkoxy group, a fluoro group, a C1 to C10 trifluoroalkyl group, or a cyano group.

Assignees

• Samsung Sdi Co Ltd

Inventors

• Jung Ho-Kuk
• Oh Jae-Jin
• Ryu Dong-Wan
• Han Su-Jin
• Kang Gi-Wook
• Kang Eui-Su
• Kim Youn-Hwan
• Kim Hun
• Park Jae-Han
• Yang Yong-Tak
• Yu Eun-Sun
• Lee Han-Ill
• Jeong Woo-Seok

Classifications

• H10K85/654 Primary

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

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C07D213/16

  containing only one pyridine ring · CPC title

• H05B33/20

  characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded · CPC title

• C07D333/50

  condensed with carbocyclic rings or ring systems · CPC title