Organic light emitting device and method for preparing the same

Patent metadata

Field	Value
Publication number	US-9818972-B2
Application number	US-201314022078-A
Country	US
Kind code	B2
Filing date	Sep 9, 2013
Priority date	Sep 12, 2012
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

An organic light-emitting device with a sealing layer covering a light-emitting diode, wherein the sealing layer comprises n number of sealing units, each comprising a sequential stack of an organic film and an inorganic film, wherein n is an integer of 1 or greater and a method of manufacturing the same.

First claim

What is claimed is:

1. An organic light-emitting device comprising:
a substrate;
a light-emitting diode disposed on the substrate and comprising a first electrode, an emission layer, and a second electrode; and
a sealing layer covering the light-emitting diode,
wherein the sealing layer comprises n number of sealing units, each comprising a sequential stack of an organic film and an inorganic film, wherein n is an integer of 1 or greater, and wherein an outer layer of the sealing layer is an inorganic film; and
the organic film comprises a cured product of an organic film forming composition including a silicon-based compound with at least two terminal groups represented by Formula 1 below:

wherein, in Formula 1 above,
L 1 is a substituted or unsubstituted C 1 -C 60 alkylene group or a substituted or unsubstituted C 2 -C 60 alkenylene group;
a is an integer from 0 to 2; and
R 1 to R 3 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, 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 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 unsubstiuted 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, or a substituted or unsubstituted C 2 -C 60 heteroaryl group.

2. The organic light-emitting device of claim 1 , wherein, in Formula 1, L 1 is one of a C 1 -C 10 alkylene group; and a C 1 -C 10 alkylene group substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine, a hydrazone, a carboxyl group or a salt thereof, a sulfonic acod group or a salt thereof, and a phosphoric acid group or a salt thereof.

3. The organic light-emitting device of claim 1 , wherein, in Formula 1, R 1 to R 3 are each independently one of a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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, a phosphoric acid group or a salt thereof; a C 1 -C 20 alkyl group; and a C 1 -C 20 alkyl group substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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.

4. The organic light-emitting device of claim 1 , wherein, in Formula 1, R 1 and R 2 are a hydrogen atom, and R 3 is a methyl group.

5. The organic light-emitting device of claim 1 , wherein, in Formula 1, a is 1.

6. The organic light-emitting device of claim 1 , wherein the silicon-based compound is a compound represented by Formula 2 or 3 below:

wherein, in Formulae 2 and 3,
X 1 to X 4 and X 11 to X 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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, 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 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 a terminal group represented by Formula 1, wherein at least two of X 1 to X 4 are terminal groups represented by Formula 1 , and at least two of X 11 to X 18 are terminal groups represented by Formula 1; and
p is an integer from 0 to 10.

7. An organic light-emitting device comprising:
a substrate;
a light-emitting diode disposed on the substrate and comprising a first electrode, an emission layer, and a second electrode; and a sealing layer covering the light-emitting diode,
wherein the sealing layer comprises n number of sealing units, each comprising a sequential stack of an organic film and an inorganic film, wherein n is an integer of 1 or greater, and wherein an outer layer of the sealing layer is an inorganic film; and
the organic film comprising a cured product of an organic film forming composition including a silicon-based compound represented by Formula 3A below:

wherein, in Formula 3A, L 1a and L 1b are each independently one of a C 1 -C 10 alkylene group; and a C 1 -C 10 alkylene group substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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; and
R 1a , R 2a , R 3a , X 11 , X 12 , R 1b , R 2b , R 3b , X 14 and X 15 are each independently one of a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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, a phosphoric acid group or a salt thereof; C 1 -C 20 alkyl group; and a C 1 -C 20 alkyl group substituted with at least one of a deuterium atom, a halogen atom, a hydroxyl group, a cyano 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.

8. The organic light-emitting device of claim 1 , wherein the organic film forming composition further comprises a curable material and an initiator.

9. The organic light-emitting device of claim 8 , wherein the curable material comprises at least one of an acrylate-based material, a methacrylate-based material, a vinyl-based material, an epoxy-based material, a urethane-based material, and a cellulose-based material.

10. The organic light-emitting device of claim 8 , wherein the initiator comprises at least one of an organic peroxide-based compound, an azo-based compound, a benzophenone-based compound, an oxime-based compound, and a phosphine oxide-based compound.

11. The organic light-emitting device of claim 1 , wherein the inorganic film comprises at least one of a metal, a metal nitride, a metal oxide, and a metal oxynitride.

12. The organic light-emitting device of claim 1 , wherein the sealing layer further comprises a lower inorganic film d

Assignees

• Samsung Display Co Ltd

Inventors

• Choi Sang-Jun
• Jung Won-Duk
• Nam Jeong-Lim

Classifications

• H01L51/5237 Primary

  Electricity · mapped topic

• H01L51/5256

  Electricity · mapped topic

• H10K50/84

  Passivation; Containers; Encapsulations · CPC title

• H10K50/8445 Primary

  multilayered coatings having a repetitive structure, e.g. having multiple organic-inorganic bilayers · CPC title

• H10H20/852

  Encapsulations · CPC title