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

Patent metadata

Field	Value
Publication number	US-2024306500-A1
Application number	US-202418653248-A
Country	US
Kind code	A1
Filing date	May 2, 2024
Priority date	Oct 26, 2020
Publication date	Sep 12, 2024
Grant date	—

Abstract

Provided are a compound for improving the luminous efficiency, stability, and lifespan of an organic electronic element using the same, the organic electronic element, and an electronic device thereof.

First claim

What is claimed is:

1 . A compound represented by Formula (1):

wherein:
R 1 , R 2 and R 3 are the same or different from each other, and each is hydrogen or deuterium;
a is an integer of 0 to 5, b is an integer of 0 to 6, c is an integer of 0 to 4,
L 1 and L 2 are each independently selected from the group consisting of a single bond; a C 6 -C 60 arylene group; and a C 2 -C 60 heterocyclic group including at least one heteroatom of O, N, S, Si or P;
Ar 1 and Ar 2 are each independently selected from the group consisting of an C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a C 3 -C 60 aliphatic ring; and a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring;
wherein the aryl group, arylene group, heterocyclic group, fluorenyl group, fluorenylene group, aliphatic ring group and fused ring group may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; silane group; siloxane group; boron group; germanium group; cyano group; nitro group; C 1 -C 20 alkylthio group; C 1 -C 20 alkoxyl group; C 1 -C 20 alkyl group; C 2 -C 20 alkenyl group; C 2 -C 20 alkynyl group; C 6 -C 20 aryl group; C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; C 2 -C 20 heterocyclic group; C 3 -C 20 cycloalkyl group; C 7 -C 20 arylalkyl group; and C 8 -C 20 arylalkenyl group; also the hydrogen of these substituents may be further substituted with one or more deuterium, and also the substituents may be bonded to each other to form a saturated or unsaturated ring, wherein the term ‘ring’ means a C 3 -C 60 aliphatic ring or a C 6 -C 60 aromatic ring or a C 2 -C 60 heterocyclic group or a fused ring formed by the combination thereof.

2 . The compound of claim 1 , wherein L 1 and L 2 are a single bond or represented by any of formulas L-1 to L-20:

wherein:
Z is O, S, C(R 23 )(R 24 ) or N—Ar 3 ,
R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 23 , R 24 and Ar 3 are each the same or different, and each is independently selected from the group consisting of hydrogen; deuterium; halogen; cyano group; nitro group; a C 6 -C 20 aryl group; an C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; a C 2 -C 20 heterocyclic group including at least one hetero atom of O, N, S, Si or P; a C 6 -C 20 cycloalkyl group; a C 1 -C 20 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 20 alkoxyl group; or an adjacent plurality of R 4 or plurality of R 5 or plurality of R 6 or plurality of R 7 or plurality of R 8 or plurality of R 9 may be bonded to each other to form a ring,
d, f, g, h and i are each independently an integer of 0 to 4, e is an integer of 0 to 6,
* means the position to be bonded.

3 . The compound of claim 1 , wherein Ar 1 and Ar 2 are represented by any of Formulas Ar-1 to Ar-12:

wherein:
X is O, S, CR a R b or NR c ,
R a , R b , R c , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are each the same or different, and each is independently selected from the group consisting of hydrogen; deuterium; halogen; cyano group; nitro group; a C 6 -C 20 aryl group; an C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; a C 2 -C 20 heterocyclic group including at least one hetero atom of O, N, S, Si or P; a C 5 -C 20 cycloalkyl group; a C 1 -C 20 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 20 alkoxyl group; or an adjacent plurality of R 10 or plurality of R 11 or plurality of R 12 or plurality of R 13 or plurality of R 14 or plurality of R 15 or plurality of R 16 may be bonded to each other to form a ring, or adjacent groups may be bonded to each other to form a ring,
j is an integer of o to 5, k is an integer of 0 to 7, I is an integer of 0 to 9, m, n and p are each independently an integer of 0 to 4, o is an integer of 0 to 2, and
* means the position to be bonded.

4 . The compound of claim 1 , selected from the group consisting of Compounds P-1 to P-96:

5 . A composition for an organic electronic element comprising a mixture of a compound represented by Formula (1) of claim 1 and a compound represented by Formula 4 or Formula 5:

wherein:
L 12 , L 13 , L 14 and L 15 are each independently 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 including at least one heteroatom of O, N, S, Si or P; and a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring;
Ar 12 , Ar 13 and Ar 14 are each independently selected from the group consisting of an C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 heterocyclic group including at least one heteroatom of O, N, S, Si or P; and a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aroma

Assignees

• Duk San Neolux Co Ltd

Inventors

• Song Hyun Ju
• Jin Hyo Min
• Lee Junggeun

Classifications

• C07D409/12

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

• C07D307/91

  Dibenzofurans; Hydrogenated dibenzofurans · CPC title

• C07D333/76

  Dibenzothiophenes · CPC title

• 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