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

Patent metadata

Field	Value
Publication number	US-12268086-B2
Application number	US-201615566623-A
Country	US
Kind code	B2
Filing date	Mar 25, 2016
Priority date	Apr 13, 2015
Publication date	Apr 1, 2025
Grant date	Apr 1, 2025

Abstract

Provided are a 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 comprised the compound represented by Formula 1, and 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. 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 a light emitting layer, a hole transport layer formed between the light emitting layer and the first electrode, and an emission-auxiliary layer formed between the hole transport layer and the light emitting layer, and the hole transport layer and/or the emission-auxiliary layer comprises a compound of Formula 1:

wherein:
X is O or S,
R 1 to R 3 are each independently selected from the group consisting of deuterium, a C 6 -C 18 aryl group, a fluorenyl group, a C 2 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N and S, a C 1 -C 10 alkyl group, and at least one pair of neighboring groups of R 1 , R 2 or R 3 may be optionally linked each other to form a ring, with the proviso that R 1 , R 2 and the ring optionally formed by a pair of neighboring groups of R 1 or R 2 exclude a substituted or unsubstituted dibenzothiophene, dibenzofuran, or fluorene ring,
m is an integer of 0 to 4, n and o are each an integer of 0 to 3, and a plurality of R 1 , R 2 and R 3 are each the same or different from each other when m, n and o are each an integer of 2 or more,
L 1 to L 5 are each independently selected from the group consisting of a single bond, a C 6 -C 18 arylene group, and a fluorenylene group,
Ar 1 to Ar 4 are each independently selected from the group consisting of a C 6 -C 18 aryl group, a C 5 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, and S, and a fluorenyl group, and at least one of Ar 1 to Ar 4 is the formula 1a below,

in Formulas 1a,
Y is S, O, C(R a )(R b ) or N(R c ), wherein R a to R c are each independently a C 6 -C 18 aryl group, a fluorenyl group, a C 2 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, and S, a C 1 C 10 alkyl group, wherein R a and R b may be optionally linked each other to form a spiro compound together with C bonded to them,
R 4 and R 5 are each independently selected from the group consisting of deuterium, a C 6 -C 18 aryl group, a fluorenyl group, a C 2 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, and S, a C 1 -C 10 alkyl group, neighboring groups of R 4 and R 5 may be optionally linked each other to form a ring, p is an integer of 0 to 4, q is an integer of 0 to 3, and a plurality of R 4 s and R 5 s are each the same or different from each other when p and q are each an integer of 2 or more,
when R 1 to R 5 are each the aryl group, fluorenyl group, heterocyclic group, alkyl group, they may be each optionally further substituted with one or more substituents selected from the group consisting of deuterium, a C 1 -C 10 alkyl group, a C 6 -C 18 aryl group, a C 6 -C 18 aryl group substituted with deuterium, a fluorenyl group, and a C 5 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, and S, and
when Ar 1 to Ar 4 are each the aryl, fluorenyl, or heterocyclic group, they may be each optionally further substituted with one or more substituent(s) selected from the group consisting of deuterium, a C 1 -C 10 alkyl group, a C 6 -C 18 aryl group, a C 6 -C 18 aryl group substituted with deuterium, a fluorenyl group, and a C 5 -C 18 heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, and S.

2. The organic electric element claim 1 , wherein Formula 1 is represented by any one of Formulas 2 to 7:

in Formulas 2 to 7, X, R 1 to R 3 , L 1 to L 5 Ar 1 to Ar 4 , m, n and o are the same as defined in claim 1 .

3. The organic electric element of claim 1 , wherein Formula 1 is represented by any one of Formulas 8 to 12 below:

in Formulas 8 to 12, X, Y, R 1 to R 5 , Ar 1 to Ar 4 , L 1 to L 5 , m, n, o, p and q are the same as defined in claim 1 .

4. The organic electric element of claim 1 , wherein Formula 1 is represented by any one of Formulas 13 to 36 when at least one pair of neighboring R 1 groups or neighboring R 2 groups are linked each other to form a ring:

in Formulas 13 to 36, X, R 1 to R 3 , Ar 1 to Ar 4 , L 1 to L 5 , m, n and o are the same as defined in claim 1 , r is an integer of 0 to 2, s and t are each an integer of 0 or 1, and R 1 s are the same or different from each other when r is an integer of 2 or more.

5. The organic electric element of claim 1 , wherein Formula 1 is any one of the compounds below:

Assignees

• Duk San Neolux Co Ltd

Inventors

• So Kiho
• Choi Yeonhee
• Kim Daesung
• Lee Yunsuk
• Park Jonggwang
• Lee Ga-Eun
• Hwang Sunpil

Classifications

• C07D409/14

  containing three or more hetero rings · CPC title

• C07D407/14

  containing three or more hetero rings · CPC title

• C07D407/12

  linked by a chain containing hetero atoms as chain links · CPC title

• C07D333/50

  condensed with carbocyclic rings or ring systems · CPC title

• C07D409/10

  linked by a carbon chain containing aromatic rings · CPC title