Organic light-emitting diode, method of manufacturing the same, and method of forming material layer

Patent metadata

Field	Value
Publication number	US-9525138-B2
Application number	US-201313913935-A
Country	US
Kind code	B2
Filing date	Jun 10, 2013
Priority date	Oct 12, 2012
Publication date	Dec 20, 2016
Grant date	Dec 20, 2016

Abstract

In an aspect, an organic light-emitting diode, a method of manufacturing the same, and a method of forming a material layer are provided.

First claim

What is claimed is:

1. An organic light-emitting diode comprising:
a substrate; a first electrode on the substrate; a second electrode opposite to the first electrode; an emission layer between the first electrode and the second electrode; and an electron transport layer between the emission layer and the second electrode,
wherein the electron transport layer comprises a stack structure including n number of electron transport units (where n is an integer of 1 or greater) each including a stack of a first layer, a first mixed layer, a second layer, a second mixed layer, and a third layer that are sequentially stacked upon one another,
the first mixed layer and the second mixed layer each comprise an electron-transporting organic material and an electron migration-facilitating material, and
the first layer comprises a first electron migration-facilitating material and excludes the electron-transporting organic material, the second layer comprises a second electron migration-facilitating material and excludes the electron-transporting organic material, and the third layer comprises a third electron migration-facilitating material and excludes the electron-transporting organic material.

2. The organic light-emitting diode of claim 1 , wherein n is equal to 2.

3. The organic light-emitting diode of claim 1 , wherein the first electron migration-facilitating material, the second electron migration-facilitating material, and the third electron migration-facilitating material are the same material.

4. The organic light-emitting diode of claim 1 , wherein the first electron migration-facilitating material, the second electron migration-facilitating material, and the third electron migration-facilitating material each independently comprise at least one of a Li complex, LiF, CsF, Al 2 O 3 , SiO 2 , Si 3 N 4 , and Cs 2 CO 3 .

5. The organic light-emitting diode of claim 1 , wherein the first electron migration-facilitating material, the second electron migration-facilitating material, and the third electron migration-facilitating material each independently comprise at least one of Compounds 250 and 251 below:

6. The organic light-emitting diode of claim 1 , wherein the first layer, the second layer, and the third layer each independently have a thickness of from about 0.1 nm to about 50 nm.

7. The organic light-emitting diode of claim 1 , wherein at least one of the first electron migration-facilitating material, the second electron migration-facilitating material and the third electron migration-facilitating material is the same material as at least one of the electron migration-facilitating material in the first mixed layer and the electron migration-facilitating material in the second mixed layer.

8. The organic light-emitting diode of claim 1 , wherein the electron-transporting organic material in the first mixed layer and the electron-transporting organic material in the second mixed layer are the same.

9. The organic light-emitting diode of claim 1 , wherein the electron-transporting organic material in the first mixed layer and the electron-transporting organic material in the second mixed layer each independently comprise at least one of i) a compound represented by one of Formulae 10A, 10B and 10C below, and ii) a compound represented by Formula 20A below:

wherein, in Formulae 10A to 10C,
Ar 41 and Ar 42 are each independently selected from a substituted or unsubstituted C 6 -C 60 aryl group and a substituted or unsubstituted C 2 -C 60 heteroaryl group;
L 1 and L 2 are each independently selected from a substituted or unsubstituted C 6 -C 60 arylene group and a substituted or unsubstituted C 2 -C 60 heteroarylene group;
a and b are each independently 0, 1 or 2;
R 1 and R 2 are each independently selected from a substituted or unsubstituted benzoimidazolyl group, a substituted or unsubstituted benzoxazolyl group, a substituted or unsubstituted benzothiazolyl group, a substituted or unsubstituted benzopyrimidinyl group, a substituted or unsubstituted imidazopyridinyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted fluorenyl group, and a substituted or unsubstituted phenanthrenyl group; and
R 3 and R 4 are each independently selected from a C 1 -C 20 alkyl group and a C 2 -C 20 aryl group, each unsubstituted or substituted with at least one of a deuterium atom, —F, —Cl, —Br, —I, —CN, a hydroxyl group, a nitro group, an amino group, a amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof, and
in Formula 20A,
T 1 to T 3 are each independently N (nitrogen) or C(R100), wherein R100 is selected from,
a hydrogen atom, a deuterium atom, —F, —Cl, —Br, —I, —CN, hydroxyl group, —NO 2 , amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group and a C 1 -C 60 alkoxy group, said C 1 -C 60 alkyl group and a C 1 -C 60 alkoxy group each unsubstituted or substituted with at least one of a deuterium atom, —F, —Cl, —Br, —I, —CN, a hydroxyl group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof;

Ar 201 to Ar 203 are each independently selected from a substituted or unsubstituted C 6 -C 60 arylene group and a substituted or unsubstituted C 2 -C 60 heteroarylene group;
p, q and r are each independently, 0, 1 or 2; and
Ar 211 to Ar 213 are each independently selected from a substituted or unsubstituted C 6 -C 60 aryl group and a substituted or unsubstituted C 2 -C 60 heteroaryl group.

10. The organic light-emitting diode of claim 9 , wherein at least one of the electron-transporting organic material in the first mixed layer and the electron-transporting organic material in the second mixed layer comprises a compound represented by one of Formula 10A(1) to 10A(12), 10B(1) to 10B(12), and 10C(1) to 10C(6) below:

Assignees

• Samsung Display Co Ltd

Inventors

• Moon Jung-Min
• Kang Seong-Jong
• Park Tae-Jin

Classifications

• H01L2251/308

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic

• H01L51/0052 Primary

  Electricity · mapped topic

• H01L51/0072

  Electricity · mapped topic

• H01L51/508

  Electricity · mapped topic