IP Library › Granted Patent US 12,049,472
Granted Patent B2
US 12,049,472 · App. 17/293,527 · Granted Jul 30, 2024

Heterocyclic compound and organic light emitting device comprising same

Inventors: Nam-Jin Lee (Osan-si, KR); Young-Jin Lee (Osan-si, KR); Won-Jang Jeong (Hwaseong-si, KR)
Assignee: LT MATERIALS CO., LTD.
C07D519/00C07F9/5442H10K85/654H10K85/6572H10K50/18
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Quick Facts
Patent No.
US 12,049,472
App. No.
17/293,527
Granted
Jul 30, 2024
Kind
B2
Abstract

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

Claims (31)

1. A heterocyclic compound represented by any one of the following Chemical Formula 4 to Chemical Formula 6:

in Chemical Formulae 4 to 6,

X 1 is O; or S;

R 1 to R 4 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted heteroring;

L is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroatylene group;

Z is selected from the group consisting of deuterium; —CN; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

R 11 to R 13 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted heteroring;

R, R′ and R″ are the same as or different from each other, and each independently, hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;

a is an integer of 0 to 6,

m is an integer of 0 to 5; and

n is an integer of 1 to 6.

2. The heterocyclic compound of claim 1 , wherein the “substituted or unsubstituted” means being substituted or unsubstituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C2 to C60 linear or branched alkenyl; C2 to C60 linear or branched alkynyl; C3 to C60 monocyclic or polycyclic cycloalkyl; C2 to C60 monocyclic or polycyclic heterocycloalkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; —SiRR′R″; —P(═O)RR′; C1 to C20 alkylamine; C6 to C60 monocyclic or polycyclic arylamine; and C2 to C60 monocyclic or polycyclic heteroarylamine, or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted; and

R, R′ and R″ have the same definitions as in Chemical Formulas 4-6.

3. A heterocyclic compound represented by any one of the following compounds:

4. An organic light emitting device comprising:

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 one or more layers of the organic material layers include the heterocyclic compound of claim 1 .

5. The organic light emitting device of claim 4 , wherein the organic material layer includes a light emitting layer, and the light emitting layer includes the heterocyclic compound.

6. The organic light emitting device of claim 4 , wherein the organic material layer includes an electron injection layer or an electron transfer layer, and the electron injection layer or the electron transfer layer includes the heterocyclic compound.

7. The organic light emitting device of claim 4 , wherein the organic material layer includes an electron blocking layer or a hole blocking layer, and the electron blocking layer or the hole blocking layer includes the heterocyclic compound.

8. The organic light emitting device of claim 4 , further comprising one, two or more lavers 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.

9. The organic light emitting device of claim 4 , comprising:

a first electrode;

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

a charge generation layer provided on the first stack;

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

a second electrode provided on the second stack.

10. The organic light emitting device of claim 9 , wherein the charge generation layer includes the heterocyclic compound.

11. The organic light emitting device of claim 10 , wherein the charge generation layer is an N-type charge generation layer, and the charge generation layer includes the heterocyclic compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2021
From: LEE, NAM-JIN; LEE, YOUNG-JIN; JEONG, WON-JANG
To: LT MATERIALS CO., LTD.
Reel/Frame 056228/0328 →
Priority Claims (1)
KR 10-2018-0147458 · Nov 26, 2018 · national
Continuity (1)
Related Publication 20220024948A1 · Jan 27, 2022