Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-2017200899-A1
Application number	US-201615383954-A
Country	US
Kind code	A1
Filing date	Dec 19, 2016
Priority date	Jan 13, 2016
Publication date	Jul 13, 2017
Grant date	—

Abstract

An organic light-emitting device is provided.

First claim

What is claimed is:

1 . An organic light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, wherein the organic layer comprises a first compound represented by Formula 1, a second compound represented by Formula 2, and a third compound represented by one selected from Formulae 3-1 to 3-3:

wherein, in Formulae 1, 2, 3-1 to 3-3, 7, 8, 9-1, and 9-2,
R 11 to R 20 are each independently selected from a group represented by Formula 7, 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 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, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ), provided that at least one selected from R 11 to R 20 is the group represented by Formula 7; two neighboring groups selected from R 11 to R 20 are optionally linked to form a ring;
L 71 is selected from a substituted or unsubstituted C 6 -C 60 arylene group, a substituted or unsubstituted C 1 -C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group;
a71 is selected from 0, 1, 2, and 3;
R 71 is selected from a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group;
Ar 21 is a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group;
L 21 to L 23 are each independently selected from a substituted or unsubstituted C 6 -C 60 arylene group and a substituted or unsubstituted C 1 -C 60 heteroarylene group;
a21 to a23 are each independently selected from 0, 1, 2, and 3;
R 21 and R 22 are each independently selected from a group represented by Formula 8, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, provided that at least one selected from R 21 and R 22 is the group represented by Formula 8;
X 81 is selected from O and S;
R 81 and R 82 are each independently selected from the group consisting of:
—F, —Cl, —Br, —I, a cyano group, a C 1 -C 60 alkyl group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl 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, and —Si(Q 1 )(Q 2 )(Q 3 ); and
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, and a C 1 -C 60 heteroaryl group, each substituted with at least one selected from —F, —Cl, —Br, —I, a cyano group, and a C 1 -C 60 alkyl group;
b81 is selected from 0, 1, 2, and 3; b82 is selected from 0, 1, 2, 3, and 4; a sum of b81 and b82 is 1 or more;
n21 is selected from 1, 2, and 3;
A 31 is selected from a substituted or unsubstituted C 5 -C 60 carbocyclic group and a substituted or unsubstituted C 1 -C 60 heterocyclic group;
X 31 is selected from N and C(R 31 ), X 32 is selected from N and C(R 32 ), X 33 is selected from N and C(R 33 ), X 34 is selected from N and C(R 34 );
Z 33 is selected from a single bond and C═Y 33 ; Z 34 is selected from a single bond and C═Y 34 ; Z 35 is selected from a single bond and C═Y 35 ; Z 36 is selected from a single bond and C═Y 36 ; at least one selected from Z 33 to Z 36 is not a single bond;
Y 31 to Y 39 are each independently selected from N(CN), C(CN)(R 91 ), C(R 91 )(R 92 ), a group represented by Formula 9-1, and a group represented by Formula 9-2;
R 91 and R 92 are each independently selected from —F, —Cl, —Br, —I, a cyano group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, and —C(═O)OR 97 ; and
R 31 to R 38 and R 93 to R 97 are each independently selected from 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 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, —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), and —P(═O)(Q 1 )(Q 2 ),
wherein Q 1 to Q 3 are each independently selected from 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 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group; and
* indicates a binding site to a neighboring atom.

2 . The organic light-emitting device of claim 1 , wherein
the third compound necessarily includes at least one substituent selected from the group consisting of: a cyano group, —F, —Cl, —Br, and —I; and a C 1 -C 20 alkyl group, substituted with at least one selected from —F, —Cl, —Br, and —I.

3 . The organic light-emitting device of claim 1 , wherein
R

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Seulong
• Ito Naoyuki
• Kim Younsun
• Shin Dongwoo
• Lee Jungsub
• Lim Jino
• Jeong Hyein

Classifications

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• H01L51/0058

  Electricity · mapped topic