IP Library Granted Patent US 11,527,723
Granted Patent B2
US 11,527,723 · App. 16/496,878 · Granted Dec 13, 2022

Heterocyclic compound and organic light emitting element comprising same

Inventors: Young Seok No (Osan-si, KR); Ju Hyon Cha (Osan-si, KR); Dongjun Kim (Yongin-si, KR)
Assignee: LT MATERIALS CO., LTD.
H01L51/0072C07D209/86C07D403/14C07D405/14C07D487/04C07D491/048C07D495/04C09K11/06H01L51/001H01L51/0054H01L51/0058H01L51/0067H01L51/0071H01L51/0073H01L51/0074C09K2211/1018H01L51/5012H01L51/5016H01L51/5072H01L51/5092H01L51/5096H01L2251/5384
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,527,723
App. No.
16/496,878
Granted
Dec 13, 2022
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 (28)

1. A heterocyclic compound represented by one of the following Chemical Formulae 6 to 8:

in Chemical Formulae 6 to 8,

L is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group, a is an integer of 1 to 3, and when a is 2 or greater, Ls are the same as or different from each other; and

R1 to R10 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; halogen; a cyano group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; a substituted or unsubstituted phosphine oxide group; and a substituted or unsubstituted amine group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring or heteroring, b and c are each an integer of 1 to 3, and when b is 2 or greater, R9s are the same as or different from each other and when c is 2 or greater, R10s are the same as or different from each other,

R17 to R22 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; halogen; a cyano group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; a substituted or unsubstituted phosphine oxide group; and a substituted or unsubstituted amine group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring or heteroring,

in chemical formula 6, wherein

is represented by one of the following Chemical Formulae 9 to 12:

in Chemical Formulas 9 to 12,

X1 is CR11 or N, X2 is CR12 or N, X3 is CR13 or N and X5 is CR15 or N,

in Chemical Formula 9, one or more of X1, X3 and X5 are N,

in Chemical Formula 10, one or more of X1, X2 and X5 are N,

in Chemical Formula 11, one or more of X1 to X3 are N,

in Chemical Formula 12, one or more of X1, X2 and X5 are N,

R11 to R15 and R23 to R26 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; halogen; a cyano group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; a substituted or unsubstituted phosphine oxide group; and a substituted or unsubstituted amine group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring or heteroring,

in chemical formula 6, wherein when R1 to R8 are hydrogen, one of R12 and R14 of chemical formula 9 is a substituted or unsubstituted C10 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group.

2. The heterocyclic compound of claim 1 , wherein Chemical Formula 9 is selected from among the following structural formulae:

in the structural formulae, R11 to R15 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; halogen; a cyano group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; a substituted or unsubstituted phosphine oxide group; and a substituted or unsubstituted amine group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring or heteroring.

3. The heterocyclic compound of claim 1 , wherein Chemical Formulae 6 to 8 is represented by any one of the following compounds:

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

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

6. The organic light emitting device of claim 4 , wherein the organic material layer comprises a light emitting layer, the light emitting layer comprises a host material, and the host material comprises the heterocyclic compound.

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

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

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

Assignments (2)
CHANGE OF NAME Recorded Feb 13, 2020
From: HEESUNG MATERIAL LTD.
To: LT MATERIALS CO., LTD.
Reel/Frame 051926/0419 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2019
From: NO, YOUNG SEOK; CHA, JU HYON; KIM, DONGJUN
To: HEESUNG MATERIAL LTD.
Reel/Frame 050481/0203 →
Priority Claims (2)
KR 10-2017-0037979 · Mar 24, 2017 · national
KR 10-2018-0018782 · Feb 14, 2018 · national
Continuity (1)
Related Publication 20200123133A1 · Apr 23, 2020