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

Patent metadata

Field	Value
Publication number	US-12490651-B2
Application number	US-202519219335-A
Country	US
Kind code	B2
Filing date	May 27, 2025
Priority date	Feb 19, 2024
Publication date	Dec 2, 2025
Grant date	Dec 2, 2025

Abstract

Provided are a compound of Formula 1 that can improve 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 1-2:

wherein:
R 1 , R 2 , R 3 and R 4 are independently the same or different from each other and are independently 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 P; 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; and a C 3 -C 30 aliphatic ring, and a plurality of adjacent groups thereof may be bonded to each other to form a ring, wherein the ring formed by adjacent R 3 groups is a C 6 ring,
L 1 and L 2 are independently a single bond, or selected from the group consisting of Formulae L-1 to L-27:

wherein Z is O or S,
R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 , R 26 and R 27 are independently the same or different from each other and are independently selected from the group consisting of hydrogen; deuterium; a C 1 -C 20 alkyl 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 aliphatic group; a C 7 -C 20 arylalkyl group; and a C 7 -C 20 alkylaryl group, and a plurality of adjacent groups thereof may be bonded to each other to form a ring,
r, t, v, w, x, y and z are independently an integer of 0 to 4, s is an integer of 0 to 6, u is an integer of 0 to 2, aa is an integer of 0 to 5,
Ar 1 is represented by any one of Formulas Ar-1 to Ar-13:

wherein
R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 and R 17 are independently the same or different from each other and are independently selected from the group consisting of hydrogen; deuterium; halogen; a cyano group; a nitro group; a C 1 -C 20 alkyl group; a C 2 -C 20 alkenyl 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 aliphatic group; C 7 -C 20 arylalkyl group; and a C 7 -C 20 alkylaryl group, and a plurality of adjacent groups thereof may be bonded to each other to form a ring,
R c is selected from the group consisting of a C 1 -C 20 alkyl group; a C 6 -C 20 aryl group; and a C 2 -C 20 heterocyclic group including at least one heteroatom of O, N, S, Si or P;
R d is selected from the group consisting of hydrogen; deuterium; a C 1 -C 20 alkyl group; a C 6 -C 20 aryl group; and a C 2 -C 20 heterocyclic group including at least one heteroatom of O, N, S, Si or P;
R c and R d may be bonded to each other to form a spiro,
g is an integer of 0 to 5, h, k, l, o, p and q are independently an integer of 0 to 4, i is an integer of 0 to 7, j is an integer of 0 to 9, m and n are independently an integer of 0 to 3,
W is O, S or NR 30 , wherein R 30 are selected from a group consisting of a C 1 -C 20 alkyl group; a C 2 -C 20 alkenyl group; C 6 -C 20 aryl group; C 6 -C 20 aryl group substituted with deuterium; a fluorenyl group; a C 2 -C 20 heterocyclic group including at least one heteroatom of O, N, S, Si or P; C 3 -C 20 aliphatic group; C 7 -C 20 arylalkyl group; C 8 -C 20 arylalkenyl group; and a C 7 -C 20 alkylaryl group; or, R 27 and R 28 may be bonded to each other to form a ring,
R a and R b are independently selected from the group consisting of a C 1 -C 20 alkyl group; a C 1 -C 20 alkyl group substituted with deuterium; a C 2 -C 20 alkenyl 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 including at least one heteroatom of O, N, S, Si or P; a C 3 -C 20 aliphatic group; a C 7 -C 20 arylalkyl group; and a C 7 -C 20 alkylaryl group, and R a and R b may be bonded to each other to form a spiro,
R 101 and R 102 are the same as the definition of R 7 , or adjacent groups thereof may be bonded to each other to form a ring,
Ar 2 is selected from the group consisting of a C 1 -C 20 alkyl group substituted or unsubstituted with deuterium; a C 6 -C 20 aryl group substituted or unsubstituted with deuterium; and a C 2 -C 20 heterocyclic group including at least one heteroatom of O, N, S, Si and P;
ab′ is an integer of 0 to 2, ac is an integer of 0 to 4, and ab and ac′ are independently an integer of 0 to 3,
Ak is a C 1 -C 50 alkyl group; or a C 3 -C 30 aliphatic ring group;
a, c and d are independently an integer of 0 to 4, b is an integer of 0 to 3,
* indicates a position to be bonded,
wherein the aryl group, heterocyclic group, fluorenyl group, aliphatic ring group, fused ring group, alkyl group, alkenyl group and the ring formed by the adjacent groups may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; a cyano group; a nitro 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 aliphatic ring; a C 7 -C 20 arylalkyl group; a C 8 -C 20 arylalkenyl group; and a C 7 -C 20 alkylaryl group, and the hydrogen of these substituents may be further substituted with one or more deuterium.

2 . The compound according to claim 1 , wherein Ak is represented by any one of Formulas Ak-1 to Ak-8:

wherein:
* indicates a position to be bonded, and
each of Formulas Ak-1 to Ak-8 may be substituted with one or more deuterium.

3 . The compound according to claim 1 , wherein the compound represented by Formula 1-2 is any one of the following compounds:

Assignees

• Duk San Neolux Co Ltd

Inventors

• Kang Moon Sung
• Lee Jung Geun
• Park Sang Yong

Classifications

• C07C211/58

  Naphthylamines; N-substituted derivatives thereof · CPC title

• C07C211/61

  with at least one of the condensed ring systems formed by three or more rings · CPC title

• C07C2603/74

  Adamantanes · CPC title

• C07C2603/48

  Chrysenes; Hydrogenated chrysenes · CPC title

• C07C2603/97

  containing five-membered rings · CPC title