Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof

Patent metadata

Field	Value
Publication number	US-11450808-B2
Application number	US-201816652383-A
Country	US
Kind code	B2
Filing date	Aug 20, 2018
Priority date	Sep 29, 2017
Publication date	Sep 20, 2022
Grant date	Sep 20, 2022

Abstract

Provided are a compound represented by Formula 1 or Formula A, 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 and an electronic device thereof, wherein the compound represented by Formula 1 or Formula A is included in the organic material layer, and thereby the driving voltage of the organic electronic device can be lowered, and the luminous efficiency and life time of the organic electronic device can be improved.

First claim

The invention claimed is:

1. A compound of Formula 1:

wherein:
X 1 and X 2 are each independently O or S, with the proviso that X 1 and X 2 are different from each other,
Ar 1 to Ar 3 are each independently selected from the group consisting of 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 3 -C 60 aliphatic ring, a fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 30 alkoxyl group, a C 6 -C 60 aryloxy group and -L′-N(R a )(R b ),
R 1 to R 4 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 3 -C 60 aliphatic ring, a fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, a C 1 -C 30 alkoxyl group, a C 6 -C 60 aryloxy group and -L′-N(R a )(R b ), and adjacent groups may be optionally linked to each other to form a C 6 -C 60 aromatic ring, a C 2 -C 60 heterocyclic group, a C 3 -C 60 aliphatic ring, or a fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring,
a to d are each an integer of 0 to 3, where each of these is an integer of 2 or more, each of R 1 s, each of R 2 s, each of R 3 s or each of R 4 s is the same or different from each other,
L′ is selected from the group consisting of a single bond, a C 6 -C 60 arylene group, a fluorenylene 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 3 -C 60 aliphatic ring and a fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring,
R a and R b are each independently selected from the group consisting of hydrogen, 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 3 -C 60 aliphatic ring and a fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring, and
Ar 1 to Ar 3 , R 1 to R 4 , L′, R a , R b , and the ring formed by any adjacent groups of neighboring R 1 s to neighboring R 4 s may be each further substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group unsubstituted or substituted with a C 1 -C 20 alkyl group or a C 6 -C 20 aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a phosphine oxide group unsubstituted or substituted with a C 1 -C 20 alkyl group or a C 6 -C 20 aryl 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 C 6 -C 20 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 fused ring group formed by a C 3 -C 60 aliphatic ring with a C 6 -C 60 aromatic ring, a C 7 -C 20 arylalkyl group, and a C 8 -C 20 arylalkenyl group.

2. The compound of claim 1 , wherein Formula 1 is represented by one of Formula 2 to Formula 11:

in Formulas 2 to 11, X 1 , X 2 , Ar 1 to Ar 3 , R 1 to R 4 , a, b, c and d are the same as defined in claim 1 .

3. The compound of claim 1 , wherein at least one of Ar 1 to Ar 3 is a C 6 to C 24 aryl group.

4. The compound of claim 1 , wherein at least one of Ar 1 to Ar 3 is a C 6 to C 12 aryl group.

5. The compound of claim 1 , wherein Ar 2 and Ar 3 are different from each other.

6. 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

• Chae Mi Young
• Cho Hye Min
• Jo Min Ji
• Mun Soung Yun
• Lee Sun Hee
• Lee Nam Geol
• Lee Hyung Dong
• Oh Dae Hwan
• Lee Ga Eun
• Park Sang Yong

Classifications

• H10K85/633

  comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom · CPC title

• H10K85/636

  comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom · CPC title

• C07D307/91 Primary

  Dibenzofurans; Hydrogenated dibenzofurans · CPC title

• H10K85/615

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title