IP Library › Granted Patent US 12,479,862
Granted Patent B2
US 12,479,862 · App. 17/606,550 · Granted Nov 25, 2025

Heterocyclic compound and organic light-emitting device comprising same

Inventors: Nam-Jin Lee (Yongin-si, KR); Yu-Jin Heo (Yongin-si, KR); Won-Jang Jeong (Yongin-si, KR); Dong-Jun Kim (Yongin-si, KR)
Assignee: LT MATERIALS CO., LTD.
C07D519/00C07D491/147C07D495/14H10K85/622H10K85/626H10K85/654H10K85/6572H10K50/13H10K50/17H10K50/171H10K50/18
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Quick Facts
Patent No.
US 12,479,862
App. No.
17/606,550
Granted
Nov 25, 2025
Kind
B2
Abstract

The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.

Claims (43)

1 . A heterocyclic compound represented by the following Chemical Formula 2:

wherein, in Chemical Formula 2,

X is O; or S;

R1 to R8 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C6 to C40 aryl group; and a substituted or unsubstituted C2 to C40 heteroaryl group,

L1 and L2 are a C6 to C40 monocyclic arylene group; or a C10 to C40 polycyclic arylene group,

Z1 and Z2 are hydrogen; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C6 to C40 aryl group; a substituted or unsubstituted C2 to C40 heteroaryl group; or —P(═O)RR′,

R, and R′ are the same as or different from each other, and each independently a substituted or unsubstituted C6 to C40 aryl group;

m and p are an integer of 1 to 4, and when m is 2 or greater, the two or more L1s are the same as or different from each other, and when p is 2 or greater, the two or more L2s are the same as or different from each other; and

n and q are an integer of 1 to 6, and when n is 2 or greater, the two or more Z1s are the same as or different from each other, and when q is 2 or greater, the two or more Z2s are the same as or different from each other,

“substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; and —P(═O)RR′; or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents above, or being unsubstituted.

2 . The heterocyclic compound of claim 1 , wherein Chemical Formula 2 is represented by any one of the following compounds:

3 . An organic light emitting device comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode,

wherein the organic material layer comprises electron transfer layer or the hole blocking layer and electron transfer layer or the hole blocking layer comprises the heterocyclic compound represented by the following Chemical Formula 2 or 4:

wherein, in Chemical Formulas 2 and 4,

X is O; or S;

R1 to R8 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C6 to C40 aryl group; and a substituted or unsubstituted C2 to C40 heteroaryl group,

L1 and L2 are a C6 to C40 monocyclic arylene group; or a C10 to C40 polycyclic arylene group,

Z1 and Z2 are hydrogen; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C6 to C40 aryl group; a substituted or unsubstituted C2 to C40 heteroaryl group; or —P(═O)RR′

R, and R′ are the same as or different from each other, and each independently a substituted or unsubstituted C6 to C40 aryl group;

m and p are an integer of 1 to 4, and when m is 2 or greater, the two or more L1s are the same as or different from each other, and when p is 2 or greater, the two or more L2s are the same as or different from each other; and

n and q are an integer of 1 to 6, and when n is 2 or greater, the two or more Z1s are the same as or different from each other, and when q is 2 or greater, the two or more Z2s are the same as or different from each other,

“substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; and —P(═O)RR′; or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted.

4 . The organic light emitting device of claim 3 , further comprising one, two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transfer layer, an electron injection layer, an electron transfer layer, an electron blocking layer and a hole blocking layer.

5 . An organic light emitting device, comprising:

a first electrode;

a first stack provided on the first electrode and comprising a first light emitting layer;

a charge generation layer provided on the first stack;

a second stack provided on the charge generation layer and comprising a second light emitting layer; and

the second electrode provided on the second stack,

wherein the charge generation layer comprises the heterocyclic compound represented by the following Chemical Formula 2 or 4:

wherein, in Chemical Formulas 2 and 4,

X is O; or S;

R1 to R8 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C6 to C40 aryl group; and a substituted or unsubstituted C2 to C40 heteroaryl group,

L1 and L2 are a C6 to C40 monocyclic arylene group; or a C10 to C40 polycyclic arylene group,

Z1 and Z2 are hydrogen; a substituted or unsubstituted C1 to C40 alkyl group; a substituted or unsubstituted C6 to C40 aryl group; a substituted or unsubstituted C2 to C40 heteroaryl group; or —P(═O)RR′

R, and R′ are the same as or different from each other, and each independently a substituted or unsubstituted C6 to C40 aryl group;

m and p are an integer of 1 to 4, and when m is 2 or greater, the two or more L1s are the same as or different from each other, and when p is 2 or greater, the two or more L2s are the same as or different from each other; and

n and q are an integer of 1 to 6, and when n is 2 or greater, the two or more Z1s are the same as or different from each other, and when q is 2 or greater, the two or more Z2s are the same as or different from each other,

“substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; and —P(═O)RR′; or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted.

6 . The organic light emitting device of claim 5 , wherein the charge generation layer is an N-type charge generation layer, and the charge generation layer comprises the heterocyclic compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 27, 2021
From: LEE, NAM-JIN; HEO, YU-JIN; JEONG, WON-JANG; KIM, DONG-JUN
To: LT MATERIALS CO., LTD.
Reel/Frame 058702/0487 →
Priority Claims (1)
KR 10-2019-0102562 · Aug 21, 2019 · national
Continuity (1)
Related Publication 20220213120A1 · Jul 7, 2022
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