Compound for organic electronic element, organic electronic element comprising the same, and electronic device thereof

Patent metadata

Field	Value
Publication number	US-10968208-B2
Application number	US-201615758827-A
Country	US
Kind code	B2
Filing date	Aug 30, 2016
Priority date	Sep 9, 2015
Publication date	Apr 6, 2021
Grant date	Apr 6, 2021

Abstract

The present invention provides the compound represented by Formula 1, and an organic electric element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, wherein the organic material layer comprises the compound represented by Formula 1. The driving voltage of an organic electronic device can be lowered, and the luminous efficiency, color purity and life time of an organic electronic device can be improved by comprising the compound represented by Formula 1 in the organic material layer.

First claim

The invention claimed is:

1. A compound of formula 1:

wherein:
R 1 is

A ring is one of formulas 2 to 4,

X is —O— or —S—,
R 2 to R 23 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a C 6 -C 60 aryl group, a fluorenyl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a C 1 -C 50 alkyl group, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 2 -C 20 alkenyl group, a C 1 -C 30 alkoxyl group and a C 6 -C 30 aryloxy group, and neighboring groups of R 6 to R 23 are optionally linked to each other to form a ring,
L 1 is selected from the group consisting of a single bond, a C 6 -C 60 arylene group, a fluorenylene group, and a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P,
L 2 is selected from the group consisting of a C 6 -C 60 arylene group, a fluorenylene group, and a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P,
Ar 1 and Are are each independently selected from the group consisting of a C 6 -C 60 aryl group, a fluorenyl group, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, and -L′-N(R a )(R b ),
in -L′-N(R a )(R b ), L′ is selected from the group consisting of a single bond, a C 6 -C 60 arylene group, a fluorenylene group, a fused ring formed by a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, and a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, and R a and R b are each independently selected from the group consisting of a C 6 -C 60 aryl group, a fluorenyl group, a fused ring formed by a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, and a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, and
R 1 -R 23 , R a , R b , L 1 , L 2 , L′, Ar 1 , Ar 2 , and a ring formed by bonding neighboring groups of R 6 to R 23 to each other are each optionally further substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a C 1 -C 20 alkylthio group, a C 1 -C 20 alkoxyl group, a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 6 -C 20 aryl group, a 06-020 aryl group substituted with deuterium, a fluorenyl group, a C 2 -C 20 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a C 3 -C 20 cycloalkyl group, a C 7 -C 20 arylalkyl group, and a C 8 -C 20 arylalkenyl group.

2. The compound of claim 1 , wherein the Formula 1 is represented by one of Formulas 5 to 10:

in formulas 5 to 10, X and R 1 -R 23 are the same as defined in claim 1 .

3. The compound of claim 1 , wherein Formula 1 is represented by one of Formulas 1-1 to 1-4:

in formulas 1-1 to 1-4, X, R 1 to R 9 , and R 18 to R 21 are the same as defined in claim 1 , and R 24 to R 27 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a C 6 -C 60 aryl group, a fluorenyl group, a C 2 -C 60 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, a C 1 -C 50 alkyl group, a fused ring group of a C 6 -C 60 aromatic ring and a C 3 -C 60 aliphatic ring, a C 2 -C 20 alkenyl group, a C 1 -C 30 alkoxyl group, and a C 6 -C 30 aryloxy group.

4. The compound of claim 1 , wherein the compound represented by Formula 1 is one of the following compounds:

Assignees

• Duk San Neolux Co Ltd

Inventors

• Jang Jae Wan
• Kim Wonsam
• Park Bo Ram
• Choi Seung-Won
• Ha Jong-Jin
• Park Junghwan
• Lee Sun-Hee
• Lee Mun Jae

Classifications

• C07D411/14 Primary

  containing three or more hetero rings · CPC title

• C07D405/14 Primary

  containing three or more hetero rings · CPC title

• C07D401/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D495/04

  Ortho-condensed systems · CPC title

• C07D491/048

  the oxygen-containing ring being five-membered · CPC title