Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-10756274-B2
Application number	US-201715480471-A
Country	US
Kind code	B2
Filing date	Apr 6, 2017
Priority date	Apr 8, 2016
Publication date	Aug 25, 2020
Grant date	Aug 25, 2020

Abstract

An organic light-emitting device including a first electrode; a second electrode; emission units stacked between the first electrode and the second electrode and including at least one emission layer; and charge generation layers between two adjacent emission units, the charge generation layers each including an n-type charge generation layer and p-type charge generation layer, a maximum emission wavelength of light emitted by at least one of the emission units is different from that of another emission unit, one n-type charge generation layer includes a first compound and a metal-containing material, the first compound being represented by Formula 1, the p-type charge generation layers include an amino group-free compound, at least one of the emission units further includes a hole transporting (HT)-emission auxiliary layer on a first electrode side thereof, and the HT-emission auxiliary layer includes at least one second compound, the second compound being 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;
emission units included in a number of m, which are stacked between the first electrode and the second electrode, the emission units each including at least one emission layer; and
charge generation layers included in a number of m−1, the charge generation layers being between two adjacent emission units among the emission units, the charge generation layers each including an n-type charge generation layer and a p-type charge generation layer,
wherein:
m is an integer equal to or greater than 2,
a maximum emission wavelength of light emitted by at least one of the emission units is different from a maximum emission wavelength of light emitted by at least one other emission unit,
at least one of n-type charge generation layers includes at least one first compound and a metal-containing material, the first compound being represented by Formula 1,
the metal-containing material includes a metal, a metal complex, or a combination thereof,
the p-type charge generation layers include an amino group-free compound and do not include an amino group-containing compound,
at least one of the emission units further includes a hole transporting (HT)-emission auxiliary layer on a first electrode side thereof, and
the HT-emission auxiliary layer includes at least one second compound, the second compound being represented by Formula 2:

wherein each B 1 in Formula 1 is independently selected from a group represented by Formula 1A and a group represented by Formula 1B,

wherein ring A 11 , and ring A 12 in Formula 1B are each independently selected from a C 5 -C 60 carbocyclic group and a C 1 -C 60 heterocyclic group,
wherein ring A 1 in Formula 1 is selected from a benzene group, a pentalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthalene group, a fluorene group, a spiro-bifluorene group, a spiro-benzofluorene-fluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a perylene group, a pentacene group, a pyrrole group, a thiophene group, a furan group, a silole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indole group, an isoindole group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, a benzofuran group, a benzothiophene group, a benzosilole group, a benzothiazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a benzocarbazole group, a naphthobenzofuran group, a naphthobenzothiophene group, a naphthobenzosilole group, a dibenzocarbazole group, a dinaphthofuran group, a dinaphthothiophene group, a dinaphthosilole group, a thiadiazol group, an imidazopyridine group, an imidazopyrimidine group, an oxazolopyridine group, a thiazolopyridine group, a benzonaphthyridine group, an azafluorene group, an azaspiro-bifluorene group, an azacarbazole group, an azadibenzofuran group, an azadibenzothiophene group, an azadibenzosilole group, an indenopyrrole group, an indolopyrrole group, an indenocarbazole group, and an indolocarbazole group,
wherein ring A 11 and ring A 12 in Formula 1B are separate or are linked via a single bond,
wherein T 1 to T 4 in Formula 1B are each independently carbon or nitrogen,
wherein c1 and c2 in Formula 1 are each independently an integer selected from 1 to 3,
wherein L 1 to L 3 in Formulae 1A and 1B are each independently selected from 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 18 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,
wherein L 11 to L 13 in Formula 2 are each independently selected from 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,
wherein a1 to a3 and a11 to a13 in Formulae 1A, 1B, and 2 are each independently an integer selected from 0 to 4,
wherein L 4 in Formula 1B is a single bond, *—C(R 5 )(R 6 )—*′, *—C(R 5 )═C(R 6 )—*′, or *—N(R 5 )—C(═R 6 )—*′, in which R 5 and R 6 are separate or are linked to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
wherein A r1 and A r2 in Formula 1A 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 18 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,
wherein R 1 , R 2 , R 5 , and R 6 in Formulae 1 and 1B 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 ), and —S(═O) 2 (Q 1 ),
wherein R 4 in Formula 1 are each independently select

Assignees

• Samsung Display Co Ltd

Inventors

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

Classifications

• H10K85/00

  Organic materials used in the body or electrodes of devices covered by this subclass · CPC title

• H10K85/622

  containing four rings, e.g. pyrene · CPC title

• H10K85/636 Primary

  comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom · CPC title

• C09K2211/188

  of other metals not provided for in one of the previous groups · CPC title

• C09K2211/18

  Metal complexes · CPC title