Condensed cyclic compound, lightemitting device including the same, and electronic apparatus including the lightemitting device

Patent metadata

Field	Value
Publication number	US-2025051369-A1
Application number	US-202418788508-A
Country	US
Kind code	A1
Filing date	Jul 30, 2024
Priority date	Jul 31, 2023
Publication date	Feb 13, 2025
Grant date	—

Abstract

A condensed cyclic compound represented by Formula 1, a light-emitting device including the same, and an electronic apparatus including the light-emitting device are disclosed:

First claim

What is claimed is:

1 . A condensed cyclic compound represented by Formula 1:

wherein, in Formula 1, Ar 0 is a group represented by Formula 2,

wherein, in Formulae 1 and 2,
ring Y 1 to ring Y 3 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
W 1 is a single bond, O, S, N(Ar 1 ), N(T 11 ), C(T 12 )(T 13 ), or Si(T 12 )(T 13 ),
W 2 is a single bond, O, S, N(Ar 2 ), N(T 21 ), C(T 22 )(T 23 ), or Si(T 22 )(T 23 ),
n1 and n2 are each independently 0 or 1,
when n1 is 0, *—(W 1 ) n1 —*′ is absent,
when n2 is 0, *—(W 2 ) n2 —*′ is absent,
the sum of n1 and n2 is 1 or greater,
each of Ar 1 and Ar 2 is a group represented by Formula 2,
R 0 is:
hydrogen, deuterium, —F, or a cyano group; or
a C 1 -C 60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof,
R 1 to R 4 are each independently:
hydrogen, deuterium, —F, or a cyano group;
a C 1 -C 60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof; or
a C 6 -C 60 aryl group unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 6 -C 60 aryl group, or any combination thereof,
a1 is an integer from 0 to 3,
a2 and a4 are each independently an integer from 0 to 4,
a3 and m are each independently an integer from 0 to 5,
* in Formula 2 indicates a binding site to the compound of Formula 1,
Z 1 to Z 3 , T 11 to T 13 , and T 21 to T 23 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF 5 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, 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 1 -C 60 alkylthio 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 2 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl 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 monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), —P(═O)(Q 8 )(Q 9 ), —P(Q 8 )(Q 9 ), or a group represented by Formula 2,
b1 and b2 are each independently an integer from 0 to 10,
b3 is an integer from 1 to 5,
Formula 1 satisfies at least one of Conditions 1 and 2:
Condition 1
b1 is 1 or greater, and at least one of Z 1 in the number of b1 comprises a carbazole group; and
Condition 2
b2 is 1 or greater, and at least one of Z 2 in the number of b2 comprises a carbazole group,
at least one of Z 3 in the number of b3 is a C 1 -C 60 alkyl group unsubstituted or substituted with deuterium, —F, a cyano group, or any combination thereof,
two or more of Z 1 , Z 2 , Z 3 , T 11 , T 12 , T 13 , T 21 , T 22 and T 23 are optionally linked together to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group,
at least one substituent of the substituted C 5 -C 30 carbocyclic group, the substituted C 1 -C 30 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 1 -C 60 alkylthio group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 2 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is:
deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, 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, or a C 1 -C 60 alkylthio 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, or a C 1 -C 60 alkylthio group, each substituted with deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 2 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 11 )(Q 12 ), —Si(Q 13 )(Q 14 )(Q 15 ), —Ge(Q 13 )(Q 14 )(Q 15 ), —B(Q 16 )(Q 17 ), —P(═O)(Q 18 )(Q 19 ), —P(Q 18 )(Q 19 ), or any combination thereof;
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 2 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, 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 1 -C 60 alkylthio group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 2 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q 21 )(Q 22 ), —Si(Q 23 )(Q 24 )(Q 25 ), —Ge(Q 23 )(Q 24 )(Q 25 ), —B(Q 26 )(Q 27 ), —P(═O)(Q 28 )(Q 29 ), —P(Q 28 )(Q 29 ), or any combination thereof;
—N(Q 31 )(Q 32 ), —Si(Q 33 )(Q 34 )(Q 35

Assignees

• Samsung Electronics Co Ltd

Inventors

• Lee Eunkyung
• Maruyama Yusuke
• Jung Yongsik
• Lee Halim
• Nam Sungho
• Kim Joonghyuk
• Kim Jiwhan
• Ju Kyeongsik
• Son Youngmok
• Cho Hwayoung

Classifications

• C09K2211/1055

  with other heteroatoms · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• H10K50/12

  comprising dopants · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title