Organic light emitting element

Patent metadata

Field	Value
Publication number	US-11462695-B2
Application number	US-201816495087-A
Country	US
Kind code	B2
Filing date	Jun 29, 2018
Priority date	Jun 30, 2017
Publication date	Oct 4, 2022
Grant date	Oct 4, 2022

Abstract

Provided is an organic light emitting device including an anode; a cathode; and a light emitting layer provided between the anode and cathode, wherein an electron control layer provided between the light emitting layer and the cathode and including a compound of Chemical Formula 1:is included, and the light emitting layer includes a compound of Chemical Formula 3:

First claim

The invention claimed is:

1. An organic light emitting device comprising:
an anode;
a cathode;
a light emitting layer provided between the anode and the cathode; and
an organic material layer provided between the light emitting layer and the cathode and including a compound of the following Chemical Formula 1,
wherein the light emitting layer includes a compound of the following Chemical Formula 3:

wherein in Chemical Formula 1:
R1 is hydrogen, deuterium, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amide group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted amine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;
L1 is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group;
Ar1 is hydrogen, deuterium, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amide group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted amine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, a substituted or unsubstituted monocyclic heterocyclic group, a substituted or unsubstituted tricyclic or higher heterocyclic group, a substituted or unsubstituted bicyclic heterocyclic group including two or more nitrogens, a substituted or unsubstituted isoquinolyl group, or a structure of the following Chemical Formula 2 or the following Chemical Formula 13;
m is an integer of 1 to 4, n is an integer of 0 to 3, and 1≤n+m≤4; and
when m and n are each an integer of 2 or greater, structures in the two or more parentheses are the same as or different from each other;

wherein in Chemical Formula 2:
G1 is hydrogen, deuterium, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amide group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted amine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;
g1 is an integer of 1 to 6, and when g1 is 2 or greater, the G1s are the same as or different from each other; and
* is a site bonding to L1 of Chemical Formula 1;

wherein:
Y2 is O, S, NQ4, or CQ5Q6;
any one of G43 to G47 is a site bonding to L1 of Chemical Formula 1; and
the rest of G43 to G47 other than the site bonding to L1 of Chemical Formula 1, and Q4 to Q6 are the same as or different from each other, and each independently is hydrogen, deuterium, a nitrile group, a nitro group, a hydroxyl group, a carbonyl group, an ester group, an imide group, an amide group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthioxy group, a substituted or unsubstituted arylthioxy group, a substituted or unsubstituted alkylsulfoxy group, a substituted or unsubstituted arylsulfoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted boron group, a substituted or unsubstituted amine group, a substituted or unsubstituted arylphosphine group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

wherein in Chemical Formula 3:
at least one of R′1, R′2 and L′1 is a naphthyl group or a divalent naphthyl group;
R′1 and R′2 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group;
L′1 is a substituted or unsubstituted arylene group; and
r2 is an integer of 1 to 3, and when r2 is 2 or greater, the R′2s are the same as or different from each other.

2. The organic light emitting device of claim 1 , wherein L1 is a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted terphenylylene group, a substituted or unsubstituted quaterphenylene group, a substituted or unsubstituted anthracenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted triphenylenylene group, a substituted or unsubstituted pyrenylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted spirocyclopentanefluorenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted divalent dibenzothiophene group, a substituted or unsubstituted carbazolene group, a substituted or unsubstituted pyridylene group, a substituted or unsubstituted pyrimidylene group, a substituted or unsubstituted divalent furan group, or a substituted or unsubstituted divalent thiophene group.

3. The organic light emitting device of claim 1 , wherein Ar1 is a nitrile group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted monocyclic heterocyclic group, a substituted or unsubstituted tricyclic or higher heterocyclic group, a substituted or unsubstituted bicyclic heterocyclic group including two or more nitrogens, a substituted or unsubstituted isoquinolyl group, or the structure of Chemical Formula 2.

4. The organic light emitting device of claim 1 , wherein Ar1 is represented by any one of Chemical

Assignees

• Lg Chemical Ltd

Inventors

• Heo Dong Uk
• Lee Dong Hoon
• Huh Jungoh
• Jang Boonjae
• Cha Yongbum
• Han Miyeon
• Yang Junghoon
• Yun Heekyung

Classifications

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• H01L51/0069

  Electricity · mapped topic

• H01L51/5072

  Electricity · mapped topic

• H01L51/0073 Primary

  Electricity · mapped topic