Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-9379334-B2
Application number	US-201514752209-A
Country	US
Kind code	B2
Filing date	Jun 26, 2015
Priority date	Aug 2, 2013
Publication date	Jun 28, 2016
Grant date	Jun 28, 2016

Abstract

Provided is an organic light-emitting device with a blue emission layer. The blue emission layer is an emission layer that emits blue light by a fluorescent emission mechanism. The blue emission layer includes a compound represented by Formula 4 below:

First claim

What is claimed is:

1. An organic light-emitting device comprising:
a first electrode;
a second electrode disposed opposite to the first electrode;
a blue emission layer disposed between the first electrode and the second electrode;
a hole-transporting region disposed between the first electrode and the blue emission layer;
an electron-transporting region disposed between the blue emission layer and the second electrode; and
an interlayer disposed between the blue emission layer and the hole-transporting region; wherein the interlayer comprises a compound represented by Formula 1 below,
the hole-transporting region comprises at least one selected from a compound represented by Formula 2 below and a compound represented by Formula 3 below, and
the blue emission layer comprises a compound represented by Formula 4 below

wherein, in Formulae 1 and 4,
Ar 11 , Ar 111 , and Ar 112 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 2 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 2 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, or a substituted or unsubstituted C 2 -C 60 heteroarylene group;
c1 is an integer of 1 to 5;
R 13 and R 14 are each independently selected from a hydrogen, a deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid 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 2 -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 2 -C 60 heteroaryl group, —N(Q 1 )(Q 2 ), or —Si(Q 3 )(Q 4 )(Q 5 ) (wherein, Q 1 to Q 5 are each independently selected from a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a C 6 -C 60 aryl group, and a C 2 -C 60 heteroaryl group);
R 11 , R 12 , and Ar 113 to Ar 116 are each independently selected from a hydrogen, a deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid 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 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 2 -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 2 -C 60 heteroaryl group, or —Si(Q 3 )(Q 4 )(Q 5 ) (wherein, Q 3 to Q 5 are each independently selected from a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a C 6 -C 60 aryl group, and a C 2 -C 60 heteroaryl group);
c2 and c3 are each independently an integer of 1 to 4;
A 1 is anthracene or pyrene,
g, h, i, and j are each independently an integer of 0 to 4,
provided that, the case of g, h, i, and j being 0 is excluded, and
wherein, in Formula 2,
Ar 1 to Ar 3 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 2 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 2 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, or a substituted or unsubstituted C 2 -C 60 heteroarylene group;
a1 to a3 are each independently an integer of 0 to 5;
R 1 to R 8 are each independently selected from hydrogen, a deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid 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 2 -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, or a substituted or unsubstituted C 2 -C 60 heteroaryl group;
b 1 and b4 are each independently an integer of 1 to 4;
b2 and b3 are each independently an integer of 1 to 3; and
in Formula 3,
R 121 to R 124 are each independently selected from hydrogen, a deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid 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 60 cycloalkyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, or a substituted or unsubstituted C 6 -C 60 arylthio group.

2. The organic light-emitting device of claim 1 , wherein the blue emission layer emits blue light by a fluorescent emission mechanism.

3. The organic light-emitting device of claim 1 , wherein the interlayer directly contacts each of the blue emission layer and the hole-transporting region.

4. The organic light-emitting device of claim 1 , wherein,
in Formulae 1 and 4, Ar 11 , Ar 111 , and Ar 112 are each independently,
a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, spiro-fluorenylene group, phenalenylene group, a phenanthrenylene group, an anthracenylene group, an fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pyrrolylene group, an imidazolylene group, a pyrazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, an isoindolylene group, an indolylene group, an indazolylene group, a purinylene group, a quinolinylene group, benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quino

Assignees

• Samsung Display Co Ltd

Inventors

• Kim Mi-Kyung
• Lee Kwan-Hee
• Kho Sam-Il
• Chu Chang-Woong

Classifications

• C09B57/008

  Triarylamine dyes containing no other chromophores · CPC title

• C09B1/00

  Dyes with anthracene nucleus not condensed with any other ring · CPC title

• H01L51/5008

  Electricity · mapped topic

• H01L51/5056

  Electricity · mapped topic

• H01L51/0061 Primary

  Electricity · mapped topic