Compound, coating composition comprising same, organic light-emitting device using same, and manufacturing method therefor

Patent metadata

Field	Value
Publication number	US-12528764-B2
Application number	US-202117791339-A
Country	US
Kind code	B2
Filing date	Jan 29, 2021
Priority date	Jan 31, 2020
Publication date	Jan 20, 2026
Grant date	Jan 20, 2026

Abstract

The present specification relates to a compound of Formula 1, a coating composition comprising the same, an organic light emitting device formed by using the same, and a method for manufacturing the same,

wherein all the variables are described herein.

First claim

The invention claimed is:

1 . A compound of the following Formula 1:

wherein, in Formula 1,
L and L1 to L4 are the same as or different from each other, and are each independently a substituted or unsubstituted arylene group,
L5 and L6 are the same as or different from each other, and are each independently a direct bond; or a substituted or unsubstituted arylene group,
Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
R1 to R4 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
Y1 to Y4 are the same as or different from each other, and are each independently —(R101) s; or —X-A, and two or more of Y1 to Y4 are —X-A,
R101 is hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted aryloxy group,
s is an integer from 0 to 5, and when s is 2 or higher, each occurrence of R101 is the same as or different from each other,
X is O or S,
A is a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted alkeneoxy group; a substituted or unsubstituted hydrocarbon ring group; or a substituted or unsubstituted heterocyclic group,
m1 and m2 are each an integer from 1 to 5,
n5 and n6 are each an integer from 0 to 2,
n1 and n4 are each an integer from 0 to 4,
n2 and n3 are each an integer from 0 to 3,
when n5 and n6 are each 2, each occurrence of L5 and L6 is the same as or different from each other, respectively, and
when n1 to n4 are each 2 or higher, each occurrence of R1 to R4 is the same as or different from each other, respectively.

2 . The compound of claim 1 , wherein A is any one of the following structures:

wherein, in the structures,
T1 is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and
T2 to T4 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

3 . The compound of claim 1 , wherein Formula 1 is the following Formula 2:

wherein, in Formula 2,
R1 to R4, L2, L3, L5, L6, n1 to n6, Ar1, Ar2, L, Y2, Y3, m1, and m2 are the same as those defined in Formula 1,
X1 and X2 are the same as or different from each other, and are each independently O or S,
A1 and A2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted alkeneoxy group; a substituted or unsubstituted hydrocarbon ring group; or a substituted or unsubstituted heterocyclic group,
R21 and R22 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
p1 and p2 are each an integer from 0 to 4, and
when p1 and p2 are each 2 or higher, each occurrence of R21 and R22 is the same as or different from each other, respectively.

4 . The compound of claim 1 , wherein Formula 1 is the following Formula 3 or 4:

wherein, in Formulae 3 and 4,
R1 to R4, L5, L6, n1 to n6, Ar1, Ar2, L, m1, and m2 are the same as those defined in Formula 1,
X1 and X2 are the same as or different from each other, and are each independently O or S,
A1 and A2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted alkeneoxy group; a substituted or unsubstituted hydrocarbon ring group; or a substituted or unsubstituted heterocyclic group,
R21 to R26 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
p1 and p2 are each an integer from 0 to 4,
p3 and p4 are each an integer from 0 to 5,
p5 and p6 are each an integer from 0 to 7, and
when p1 to p6 are each 2 or higher, each occurrence of R21 to R26 is the same as or different from each other, respectively.

5 . The compound of claim 1 , wherein Formula 1 is any one of the following Formulae 5 to 8:

wherein, in Formulae 5 to 8,
R1 to R4, n1 to n4, Ar1, Ar2, L, m1, and m2 are the same as those defined in Formula 1,
X1 and X2 are the same as or different from each other, and are each independently O or S,
A1 and A2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted alkeneoxy group; a substituted or unsubstituted hydrocarbon ring group; or a substituted or unsubstituted heterocyclic group,
L5′ and L6′ are the same as or different from each other, and are each independently a substituted or unsubstituted arylene group,
R21 to R26 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
p1 and p2 are each an integer from 0 to 4,
p3 and p4 are each an integer from 0 to 5,
p5 and p6 are each an integer from 0 to 7, and
when p1 to p6 are each 2 or higher, each occurrence of R21 to R26 is the same as or different from each other, respectively.

6 . The compound of claim 1 , wherein L is any one of the following Formulae 1-A to 1-C:

wherein, in Formulae 1-A to 1-C,
R11 to R15 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,
s1 to s

Assignees

• Lg Chemical Ltd

Inventors

• Lim Dowon
• Lee Jiyoung
• Shin Hyeonah
• Choi Doohwan
• Jung Min Suk
• Bae Jaesoon
• Lee Jaechol

Classifications

• H10K50/17

  Carrier injection layers · CPC title

• C07D305/06

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms · CPC title

• H10K50/15

  Hole transporting layers · CPC title

• H10K85/631

  Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine · CPC title

• H10K85/633

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