Organic light emitting device

Patent metadata

Field	Value
Publication number	US-2016268508-A1
Application number	US-201514878492-A
Country	US
Kind code	A1
Filing date	Oct 8, 2015
Priority date	Mar 11, 2015
Publication date	Sep 15, 2016
Grant date	—

Abstract

An organic light-emitting device including a first electrode; a second electrode facing the first electrode; an emission layer between the first electrode and the second electrode; a hole transport region between the first electrode and the emission layer; and an electron transport region between the emission layer and the second electrode, wherein the hole transport region includes a first compound represented by Formula 1-1 or Formula 1-2, and wherein the electron transport region includes a second compound represented by Formula 2:

First claim

What is claimed is:

1 . An organic light-emitting device, comprising:
a first electrode; a second electrode facing the first electrode; an emission layer between the first electrode and the second electrode; a hole transport region between the first electrode and the emission layer; and an electron transport region between the emission layer and the second electrode, wherein the hole transport region includes a first compound represented by Formula 1-1 or Formula 1-2,

wherein the electron transport region includes a second compound represented by Formula 2:

wherein in Formula 1-1, Formula 1-2, and Formula 2,
X 1 is selected from O, S, a substituted or unsubstituted C 1 -C 20 alkylene group, a substituted or unsubstituted C 2 -C 20 alkenylene group, a substituted or unsubstituted C 2 -C 20 alkynylene group, a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, 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;
X 2 is N or CR 2 ;
ring A 21 , ring A 22 , and ring A 23 are each independently selected from a C 6 -C 20 cyclic group and a C 6 -C 20 heterocyclic group;
L 1 , L 2 , L 11 to L 18 , and L 21 to L 23 are each independently selected from a substituted or unsubstituted C 3 -C 10 alkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, 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;
a1, a2, a11 to a18, and a21 to a23 are each independently selected from 0, 1, 2, and 3, and when a1 is 2 or more, 2 or more L 1 are identical to or different from each other, and when a2 is 2 or more, 2 or more L 2 are identical to or different from each other, and when a11 is 2 or more, 2 or more L 11 are identical to or different from each other, and when a12 is 2 or more, 2 or more L 12 are identical to or different from each other, and when a13 is 2 or more, 2 or more L 13 are identical to or different from each other, and when a14 is 2 or more, 2 or more L 14 are identical to or different from each other, and when a15 is 2 or more, 2 or more L 15 are identical to or different from each other, and when a16 is 2 or more, 2 or more L 16 are identical to or different from each other, and when a11 is 2 or more, 2 or more L 17 are identical to or different from each other, and when a1b is 2 or more, 2 or more L 18 are identical to or different from each other, and when a21 is 2 or more, 2 or more L 21 are identical to or different from each other, and when a22 is 2 or more, 2 or more L 22 are identical to or different from each other, and when a23 is 2 or more, 2 or more L 23 are identical to or different from each other;
Ar 11 to Ar 18 are each independently selected from 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 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;
R 2 and R 21 to R 23 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, 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 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 ), and —P(═O)(Q 4 )(Q 5 );
b21 to b23 are each independently selected from 0, 1, 2, and 3, and when b21 is 2 or more, 2 or more R 21 are identical to or different from each other, and when b22 is 2 or more, 2 or more R 22 are identical to or different from each other, and when b23 is 2 or more, 2 or more R 23 are identical to or different from each other; and
n21 to n23 are each independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, and 9; and when n21 is 2 or more, 2 or more *-[(L 21 ) a21 -(R 21 ) b21 ] are identical to or different from each other, and when n22 is 2 or more, 2 or more *-[(L 22 ) a22 -(R 22 ) b22 ] are identical to or different from each other, and when n23 is 2 or more, 2 or more *-[(L 23 ) a23 -(R 23 ) b23 ] are identical to or different from each other, and * is a binding site to a neighboring atom,
provided that the first compound represented by Formula 1-1 or Formula 1-2 is not the following Compound NPB:

and
wherein at least one substituent of the substituted C 3 -C 10 alkylene group, substituted C 3 -C 10 cycloalkylene group, substituted C 1 -C 10 heterocycloalkylene group, substituted C 3 -C 10 cycloalkenylene group, substituted C 1 -C 10 heterocycloalkenylene group, substituted C 6 -C 60 arylene group, substituted C 1 -C 60 heteroarylene group, substituted divalent non-aromatic condensed polycyclic group, substituted divalent non-aromatic condensed heteropolycyclic group, substituted C 1 -C 60 alkyl group, substituted C 2 -C 60 alkenyl group, substituted C 2 -C 60 alkynyl group, substituted C 1 -C 60 alkoxy 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 60 aryl group, substituted C 6 -C 60 aryloxy group, substituted C 6 -C 60 arylthio group, substituted C 1 -C 60 heteroaryl group, substituted monovalent non-aromatic condensed polycyclic group and substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino grou

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Myeong-Suk
• Kim Tae-Kyung
• Kim Sung-Wook
• Cho Hwan-Hee
• Chu Chang-Woong

Classifications

• H01L51/0058

  Electricity · mapped topic

• H01L51/5012

  Electricity · mapped topic

• H01L51/0059

  Electricity · mapped topic

• H01L51/0054

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic