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

Patent metadata

Field	Value
Publication number	US-2024190852-A1
Application number	US-202318400275-A
Country	US
Kind code	A1
Filing date	Dec 29, 2023
Priority date	Jul 21, 2021
Publication date	Jun 13, 2024
Grant date	—

Abstract

Provided are a compound capable of improving the light-emitting efficiency, stability, and lifespan of an element; a composition comprising the same; an organic electronic element using same; and an electronic device thereof.

First claim

What is claimed is:

1 . A compound represented by Formula (1):

wherein:
R 1 , R 2 , R 3 and R 4 being the same or different from each other, are each independently selected from the group consisting of hydrogen; deuterium; a halogen; a 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 F; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 3 -C 60 aliphatic 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; and a C 6 -C 30 aryloxy group;
a, b, c and d are each independently an integer of 0 to 3,
R′, R″ and Ar 1 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 including at least one heteroatom of O, N, S, Si or F; a fused ring group of a C 3 -C 60 aliphatic ring and 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; and a C 6 -C 30 aryloxy group, and R′ and R″ may be bonded to each other to form a ring,
X is O or S,
L 3 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 including at least one heteroatom of O, N, S, Si or F; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring;
Ar 2 is selected from the group consisting of hydrogen; deuterium; a 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 F; a fused ring group of a C 3 -C 60 aliphatic ring and 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 01 - 030 alkoxyl group; and a C 6 -C 30 aryloxy group;
Ar 3 is a C 6 -C 60 aryl group; a fluorenyl group; or a substituent represented by any of Formulas Ar-1 to Ar-6:

wherein:
R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are the same as the definition of R 1 ,
m is an integer of 0 to 5, n, p, q and r are each independently an integer of 0 to 4, o is an integer of 0 to 3,
Y is O, S, CR x R y or NR z ,
R a , R b , R x , R y and R z are the same as the definition of R′, and R a and R b , or R x and R y may be bonded to each other to form a ring,
refers to the position where L 3 is to be bonded,
wherein the aryl group, arylene group, heterocyclic group, fluorenyl group, fluorenylene group, fused ring group, aliphatic ring group, alkyl group, alkenyl group, alkynyl group, alkoxy group and aryloxy group may be substituted with one or more substituents selected from the group consisting of deuterium; a 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 aC 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; a C 3 -C 20 cycloalkyl group; a C 7 -C 20 arylalkyl group; and a C 8 -C 20 arylalkenyl group; and the hydrogen of these substituents may be further substituted with one or more deuterium, and 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 the compound represented by Formula (1) is represented by any of Formulas (2) to (5):

wherein R 1 , R 2 , R 3 , R 4 , R′, R″, Ar 1 , Ar 2 , Ar 3 , L 3 , a, b, c and d are the same as defined in claim 1 .

3 . The compound of claim 1 , wherein Ar 3 is the substituent represented by any one of Formulas Ar-1 to Ar-6.

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

wherein:
R 17 is the same as the definition of R 1 ,
S in an integer of 0 to 4, and
means a position to be bonded.

5 . The compound of claim 1 , wherein the compound represented by Formula (1) is any one of the following compounds P1-1 to P1-51:

6 . An organic electronic element comprising an anode; a cathode; and an organic material layer between the anode and the cathode, wherein the organic material layer comprises a single compound or 2 or more compounds represented by Formula (1) of claim 1 .

7 . The organic electronic element of claim 6 , wherein the organic material layer comprises at least one of a hole injection layer, a hole transport layer, an emitting-auxiliary layer, an emitting layer, an electron transport auxiliary layer, an electron transport layer and an electron injection layer.

8 . The organic electronic element of claim 6 , wherein the organic material layer is an emitting-auxiliary layer.

9 . The organic electronic element of claim 6 , further comprising a light efficiency enhancing layer formed on at least one surface of the anode and the cathode, the surface being opposite to the organic material layer.

10 . The organic electronic element of claim 6 , wherein the organic material layer comprises 2 or more stacks comprising a hole transport layer, an emitting layer and an electron transport layer sequentially formed on the anode.

11 . The organic electronic element of claim 10 , wherein the organic material layer further comprises a charge generation layer formed between the 2 or more stacks.

12 . An electronic device comprising a display device comprising the organic electronic element of claim 6 ; and a control unit for driving the display device.

13 . The electronic device according to claim 12 , wherein the organic electronic element is at least one of an OL

Assignees

• Duk San Neolux Co Ltd

Inventors

• Kim Soo Yeon
• Kim Hye Jeong
• Lee Hyung Dong
• Lee Jung Geun

Classifications

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/626

  containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene · CPC title

• H10K85/615

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

• H10K85/636

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

• H10K85/633

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