Heterocyclic compound, organic light emitting device and composition for organic material layer of organic light emitting device

Patent metadata

Field	Value
Publication number	US-2025353837-A1
Application number	US-202519203184-A
Country	US
Kind code	A1
Filing date	May 9, 2025
Priority date	May 17, 2024
Publication date	Nov 20, 2025
Grant date	—

Abstract

Disclosed area heterocyclic compound of Chemical Formula 1, an organic light emitting device including the same, and a composition for an organic material layer of an organic light emitting device. When the heterocyclic compound is used for an organic light emitting device, the driving voltage of the device can be lowered, the light efficiency of the device can be improved, and the thermal stability of the heterocyclic compound can be improved to improve the service life characteristics of the device.

First claim

1 . A heterocyclic compound represented by the following Chemical Formula 1:

wherein, in Chemical Formula 1,
X1 to X3 are the same as or different from each other, and are each N or CRa, and one or more of X1 to X3 are N,
Ra is hydrogen; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group,
L1 to L3 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group, and at least one of L1 and L2 is a substituted or unsubstituted C6 to C60 arylene group,
Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group,
I1 to I3 are the same as or different from each other, and are each independently an integer from 1 to 4, and when each of I1 to I3 is an integer of 2 or higher, substituents in the parenthesis are the same as or different from each other,
H is hydrogen,
D is deuterium,
h is an integer from 0 to 10,
d is an integer from 1 to 11, and
a sum of h and d is 11.

2 . The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is represented by the following Chemical Formula 1-1 or 1-2:

in Chemical Formulae 1-1 and 1-2,
each of X1 to X3, L1 to L3, Ar1, Ar2, 11 to 13, H, and D is the same as that defined in Chemical Formula 1,
h1 is an integer from 0 to 3,
h2 and h3 are each an integer from 0 to 4,
d1 is an integer from 0 to 3,
d2 and d3 are each an integer from 0 to 4,
the sum of h1 and d1 is 3,
the sum of h2 and d2 and the sum of h3 and d3 are each 4, and
the sum of d1, d2, and d3 are an integer from 1 to 11.

3 . The heterocyclic compound of claim 1 , wherein “substituted or unsubstituted” means being unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C60 alkyl group; a C3 to C60 cycloalkyl group; a C2 to C60 heterocycloalkyl group; a C6 to C60 aryl group; a C2 to C60 heteroaryl group; —SiR′R″R′″; and —P(═O)R′R″, or being unsubstituted or substituted with a substituent to which two or more substituents selected from the above substituents are linked, or means that two or more substituents selected from the above substituents are bonded to each other to form a ring, and
R′, R″, and R′″ are the same as or different from each other, and are each independently hydrogen; a C1 to C60 alkyl group; a C3 to C60 cycloalkyl group; a C6 to C60 aryl group; or a C2 to C60 heteroaryl group.

4 . The heterocyclic compound of claim 1 , wherein a deuterium content of

 of Chemical Formula 1 is 0%, and

 means a linking position in Chemical Formula 1.

5 . The heterocyclic compound of claim 1 , wherein L1 to L3 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted C6 to C30 arylene group; or a substituted or unsubstituted C2 to C30 heteroarylene group, and at least one of L1 and L2 is a substituted or unsubstituted C6 to C30 arylene group.

6 . The heterocyclic compound of claim 1 , wherein a deuterium content of the heterocyclic compound represented by Chemical Formula 1 is more than 0% and 41% or less.

7 . The heterocyclic compound of claim 1 , wherein when L1 is a substituted or unsubstituted C6 to C60 arylene group, Ar1 is a substituted or unsubstituted C2 to C60 heteroaryl group, or
when L2 is a substituted or unsubstituted C6 to C60 arylene group, Ar2 is a substituted or unsubstituted C2 to C60 heteroaryl group.

8 . The heterocyclic compound of claim 1 , wherein the heterocyclic compound represented by Chemical Formula 1 is represented by any one of the followings:

Assignees

• Lt Materials Co Ltd

Inventors

• Park Seon-Min
• Park Geon-Yu
• No Young-Seok
• Kim Dong-Jun
• Choi Dae-Hyuk

Classifications

• H10K2101/90

  Multiple hosts in the emissive layer · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title