Condensed cyclic comopund and organic light-emitting device including the same

Patent metadata

Field	Value
Publication number	US-2022271237-A1
Application number	US-202217739532-A
Country	US
Kind code	A1
Filing date	May 9, 2022
Priority date	Sep 9, 2015
Publication date	Aug 25, 2022
Grant date	—

Abstract

A condensed cyclic compound represented by Formula 1:Ar1-L1-L2-Ar2  Formula 1wherein Ar1, Ar2, L1, and L2 are the same as described in the specification.

First claim

What is claimed is:

1 . An organic light-emitting device comprising:
a first electrode; a second electrode; and an organic layer disposed between the first electrode and the second electrode and comprising an emission layer, wherein the emission layer comprises one or more of a condensed cyclic compound represented by Formula 1:

in Formulae 1 to 5,
Ar 1 is a group represented by Formula 2,
Ar 2 is a group represented by Formula 3,
CY 1 is selected from a fluorene group, a carbazole group, a dibenzofuran group, and a dibenzothiophene group,
CY 2 and CY 3 are each independently selected from a benzene group, a fluorene group, a carbazole group, a dibenzofuran group, and a dibenzothiophene group,
i) L 1 is a group represented by Formula 4 and L 2 is a group represented by Formula 5; or ii) L 1 is a group represented by Formula 5 and L 2 is a group represented by Formula 4,
CY 4 and CY 5 are each independently selected from C 5 -C 30 carbocyclic groups,
R 1 to R 4 , R 10 , R 20 and R 30 are each independently selected from a hydrogen, a deuterium, a cyano group (CN), a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 10 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 10 aryl group, a substituted or unsubstituted C 6 -C 10 aryloxy group, a substituted or unsubstituted C 6 -C 10 arylthio group, a substituted or unsubstituted C 7 -C 60 arylalkyl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 10 heteroaryloxy group, a substituted or unsubstituted C 2 -C 60 heteroarylthio group, a substituted or unsubstituted C 3 -C 10 heteroarylalkyl 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 ), —N(Q 4 )(Q 5 ), and —B(Q 6 )(Q 7 ),
R 40 and R 50 are each independently selected from a hydrogen, a deuterium, 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 10 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 10 aryl group, a substituted or unsubstituted C 6 -C 10 aryloxy group, a substituted or unsubstituted C 6 -C 10 arylthio group, a substituted or unsubstituted C 7 -C 10 arylalkyl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 heteroaryloxy group, a substituted or unsubstituted C 2 -C 10 heteroarylthio group, a substituted or unsubstituted C 3 -C 10 heteroarylalkyl 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 ), —N(Q 4 )(Q 5 ), and —B(Q 6 )(Q 7 ),
a1 to a5 are each independently an integer of 0 to 10,
each of * and *′ is a binding site to a neighboring atom,
at least one substituent of the substituted C 1 -C 10 alkyl group, substituted C 2 -C 60 alkenyl group, substituted C 2 -C 10 alkynyl group, substituted C 3 -C 10 cycloalkyl group, substituted C 1 -C 10 heterocycloalkyl group, substituted C 3 -C 10 cycloalkenyl group, substituted C 1 -C 10 heterocycloalkenyl group, substituted C 6 -C 10 aryl group, substituted C 6 -C 60 aryloxy group, substituted C 6 -C 10 arylthio group, substituted C 7 -C 10 arylalkyl group, substituted C 1 -C 10 heteroaryl group, substituted C 2 -C 10 heteroaryloxy group, substituted C 2 -C 10 heteroarylthio group, substituted C 3 -C 10 heteroarylalkyl group, substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
a deuterium, —CD 3 , —CD 2 H, —CDH 2 , a cyano group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 10 alkynyl group and a C 1 -C 10 alkoxy group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group and a C 1 -C 60 alkoxy group, each substituted with at least one selected from a deuterium, —CD 3 , —CD 2 H, —CDH 2 , a cyano 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 10 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 2 -C 10 heteroaryloxy group, a C 2 -C 10 heteroarylthio group, a C 3 -C 60 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 14 )(Q 15 ) and —B(Q 16 )(Q 17 );
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 10 aryl group, a C 6 -C 10 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 heteroaryloxy group, a C 2 -C 10 heteroarylthio group, a C 3 -C 10 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed heteropolycyclic 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 10 aryl group, a C 6 -C 10 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 2 -C 60 heteroaryloxy group, a C 2 -C 10 heteroarylthio group, a C 3 -C 10 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from a deuterium, —CD 3 , —CD 2 H, —CDH 2 , a cyano group, a C 1 -C 10 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 10 aryl group, a C 6 -C 10 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 10 heteroaryl group, a C 2 -C 10 heteroaryloxy group, a C 2 -C 60 heteroarylthio group, a C 3 -C 10 heteroarylalkyl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 24 )(Q 25 ) and —B(Q 26 )(Q 27 ); and
—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 34 )(Q 35 ) and —B(Q 36 )(Q 37 ), and
Q 1 to Q, Q 11 to Q 17 , Q 21 to Q 27 and Q 31 to Q 37 are each independently selected from a hydrogen, a deuterium, a cyano group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 2 -C 10 alkenyl group, a substituted or unsubstituted C 2 -C 10 alkynyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalk

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Kim Sangmo
• Kim Hyunjung
• Jeon Soonok
• Chung Yeonsook
• Chae Miyoung
• Huh Dalho
• Kwon Eunsuk
• Kim Jongsoo
• Sim Myungsun

Classifications

• C07D491/04

  Ortho-condensed systems · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• C07D209/94

  containing carbocyclic rings other than six-membered · CPC title

• C07D495/04

  Ortho-condensed systems · CPC title