IP Library Patent Application 18063769
Patent Application
App. No. 18/063,769

HETEROCYCLIC COMPOUND, ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME, AND ELECTRONIC APPARATUS INCLUDING THE ORGANIC LIGHT-EMITTING DEVICE

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Patent No.
US None
App. No.
18/063,769
Abstract

Provided are a heterocyclic compound represented by Formula 1, an organic light-emitting device including the same, and an electronic apparatus including the organic light-emitting device. wherein the substituents in Formula 1 are as described in the present specification.

Claims (60)

1 . A heterocyclic compound represented by Formula 1:

wherein, in Formula 1,

A 11 to A 13 are each independently a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group,

R 11 to R 13 , R 141 to R 144 , R 151 to R 153 , R 161 to R 164 , R 171 , and R 172 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 7 -C 60 alkylaryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted C 1 -C 60 heteroaryloxy group, a substituted or unsubstituted C 1 -C 60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —C(Q 1 )(Q 2 )(Q 3 ), —B(Q 1 )(Q 2 ), —N(Q 1 )(Q 2 ), —P(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O)(Q 1 ), —S(═O) 2 (Q 1 ), —P(═O)(Q 1 )(Q 2 ), or —P(═S)(Q 1 )(Q 2 ),

b11 to b13 are each independently 0, 1, 2, 3, 4, 5, or 6,

Q 1 to Q 3 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 7 -C 60 alkyl aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 alkyl heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C 1 -C 60 alkyl group that is substituted with at least one deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof, or a C 6 -C 60 aryl group substituted with at least one deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof, and

* indicates a binding site to an adjacent atom.

2 . The heterocyclic compound of claim 1 , wherein

A 11 to A 13 are each independently a benzene group or a naphthalene group.

3 . The heterocyclic compound of claim 1 , wherein

at least one of R 11 to R 13 , R 141 to R 144 , R 151 to R 153 , R 161 to R 164 , R 171 , and R 172 is a group represented by one of Formulae 2-1 to 2-6 or a group represented by one of Formulae 2-1 to 2-6 in which at least one hydrogen is substituted with deuterium:

wherein, in Formulae 2-1 to 2-6,

t-Bu is a tert-butyl group, and

* indicates a binding site to an adjacent atom.

4 . The heterocyclic compound of claim 1 , wherein

at least one of R 151 to R 153 and R 161 to R 164 is a group represented by one of Formulae 2-1 to 2-6 or a group represented by one of Formulae 2-1 to 2-6 in which at least one hydrogen is substituted with deuterium:

wherein, in Formulae 2-1 to 2-6,

t-Bu is a tert-butyl group, and

* indicates a binding site to an adjacent atom.

5 . The heterocyclic compound of claim 1 , wherein

at least one of R 152 and R 162 is a group represented by one of Formulae 2-1 to 2-6 or a group represented by one of Formulae 2-1 to 2-6 in which at least one hydrogen is substituted with deuterium:

wherein, in Formulae 2-1 to 2-6,

t-Bu is a tert-butyl group, and

* indicates a binding site to an adjacent atom.

6 . The heterocyclic compound of claim 1 , wherein

the heterocyclic compound is represented by Formula 1-1:

7 . The heterocyclic compound of claim 6 , wherein

at least one of R 151 to R 153 and R 161 to R 164 is a group represented by one of Formulae 2-1 to 2-6 or a group represented by one of Formulae 2-1 to 2-6 in which at least one hydrogen is substituted with deuterium:

wherein, in Formulae 2-1 to 2-6,

t-Bu is a tert-butyl group, and

* indicates a binding site to an adjacent atom.

8 . The heterocyclic compound of claim 1 , wherein a peak wavelength in a photoluminescence (PL) spectrum of the heterocyclic compound is at least 430 nm and not more than 500 nm.

9 . The heterocyclic compound of claim 1 , wherein a full width at half maximum (FWHM) of the heterocyclic compound is 45 nm or less.

10 . The heterocyclic compound of claim 1 , wherein

ΔE ST (found value) of the heterocyclic compound is 0.300 eV or less.

11 . An organic light-emitting device comprising:

a first electrode;

a second electrode; and

an organic layer arranged between the first electrode and the second electrode and comprising an emission layer,

wherein the organic layer comprises the heterocyclic compound of claim 1 .

12 . The organic light-emitting device of claim 11 , wherein

the heterocyclic compound is included in the emission layer.

13 . The organic light-emitting device of claim 12 , wherein:

the emission layer comprises a host and an emitter, the host and the emitter are different from each other, and the heterocyclic compound is included in the emitter.

14 . The organic light-emitting device of claim 13 , wherein

a peak wavelength of light emitted from the emission layer is at least 430 nm and not more than 500 nm.

15 . The organic light-emitting device of claim 13 , wherein

the emitter is a fluorescence emitter, a delayed fluorescence emitter, or a combination thereof.

16 . The organic light-emitting device of claim 12 , wherein:

the emission layer comprises a host, an emitter, and a sensitizer, the host, the emitter, and the sensitizer are different from each other, and the heterocyclic compound is included in the emitter.

17 . The organic light-emitting device of claim 16 , wherein

a peak wavelength of light emitted from the emission layer is at least 430 nm and not more than 500 nm.

18 . The organic light-emitting device of claim 16 , wherein

the emitter is a fluorescence emitter, a delayed fluorescence emitter, or a combination thereof.

19 . The organic light-emitting device of claim 16 , wherein

the sensitizer and the heterocyclic compound satisfy Condition 5:

0μ s <T decay (HC)<5μ s   Condition 5

wherein, in Condition 5,

T decay (HC) indicates a decay time of the heterocyclic compound.

20 . An electronic apparatus comprising the organic light-emitting device of claim 11 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2025
From: SAMSUNG ELECTRONICS CO., LTD.
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 072788/0416 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 13, 2022
From: KIM, SANGMO; CHOI, HYEONHO; MARUYAMA, YUSUKE; WON, JOONGHEE; LEE, EUNKYUNG; JUNG, YONGSIK; KIM, JIWHAN; NAM, SUNGHO; IHN, SOOGHANG
To: , SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 062063/0412 →