Photocurable composition, protective layer including the same, and encapsulated apparatus including the same

Patent metadata

Field	Value
Publication number	US-9587046-B2
Application number	US-201313915648-A
Country	US
Kind code	B2
Filing date	Jun 12, 2013
Priority date	Jun 12, 2012
Publication date	Mar 7, 2017
Grant date	Mar 7, 2017

Abstract

Disclosed are a photocurable composition which includes (A) a photocurable monomer and (B) a monomer represented by Formula 1, and an apparatus including a protective layers formed of the composition;

First claim

What is claimed is:

1. A photocurable composition, comprising:
a photocurable monomer; and
a monomer represented by Formula 1:

wherein Q 1 is P or As, X 3 is O, S, or N—R wherein R is hydrogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C7-C30 arylalkyl group; and
A 1 , A 2 , and A 3 are the same or different and are a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, or a group represented by Formula 2 or 3:
*—C(═X 4 )—Y 1 —Z 1   [Formula 2]

*—Y 1 —Z 1   [Formula 3]

wherein * is a binding site to Q 1 ; X 4 is O, S, or N—R wherein R is hydrogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C7-C30 arylalkyl group; Y 1 is a substituted or unsubstituted C1-C30 alkylene group, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C7-C30 arylalkylene group, or a substituted or unsubstituted C7-C30 alkylarylene group; and Z 1 is a group represented by Formula 4, 5, or 6,

wherein * is a binding site to Y 1 ;
R 1 is hydrogen, or a substituted or unsubstituted C1-C30 alkyl group;
R 2 is a substituted or unsubstituted C1-C30 alkylene group, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C7-C20 arylalkylene group, or a substituted or unsubstituted C1-C30 alkyleneoxy group;
X 1 and X 2 are the same or different and are O, S, or NR wherein R is hydrogen or a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C7-C30 arylalkyl group;
n 1 is an integer from 1 to 20; and
at least one of A 1 , A 2 , and A 3 is a group represented by Formula 2 or 3 and at least one of A 1 , A 2 , and A 3 includes a substituted or unsubstituted C6-C30 aryl or arylene group.

2. The composition as claimed in claim 1 , wherein A 1 , A 2 , and A 3 are the same or different and at least one of A 1 , A 2 , and A 3 is a group represented by Formula 2 in which X 4 is O, Y 1 is a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C7-C30 arylalkylene group, or a substituted or unsubstituted C7-C30 alkylarylene group, and Z 1 is a group represented by Formula 6 wherein X 1 and X 2 are O.

3. The composition as claimed in claim 1 , wherein the monomer represented by Formula 1 includes at least one (meth)acrylic group, Q 1 is P, X 3 is O, and A 1 , A 2 , and A 3 are the same or different and each include a substituted or unsubstituted C6-C30 aryl or arylene group.

4. The composition as claimed in claim 1 , wherein the monomer represented by Formula 1 is represented by Formula 9 or 10:

5. The composition as claimed in claim 1 , wherein the photocurable monomer includes a monomer having about 1 to about 30 substituted or unsubstituted vinyl groups, substituted or unsubstituted acrylate groups, or substituted or unsubstituted methacrylate groups.

6. The composition as claimed in claim 1 , wherein the monomer represented by Formula 1 is present in an amount of about 0.1 parts by weight to about 20 parts by weight based on 100 parts by weight of the photocurable monomer.

7. The composition as claimed in claim 1 , further comprising a photopolymerization initiator.

8. An encapsulated device encapsulated with the composition as claimed in claim 1 .

9. An organic light emitting display apparatus, comprising: a substrate; an organic light emitting diode on the substrate; an inorganic protective layer encapsulating the organic light emitting diode; and an organic protective layer stacked on the inorganic protective layer, the organic protective layer having an outgas generation amount of about 1000 ppm or less,
wherein the organic protective layer is prepared from the photocurable composition as claimed in claim 1 .

10. The apparatus as claimed in claim 9 , wherein a pair of the inorganic protective layer and the organic protective layer is stacked plural times.

11. An organic light emitting display apparatus, comprising: a substrate; an organic light emitting diode on the substrate; an inorganic protective layer encapsulating the organic light emitting diode; and an organic protective layer stacked on the inorganic protective layer, the organic protective layer having a water vapor transmission rate of about 8.0 g/m 2 ·24 hr or less, as measured at 37.8° C. and 100% relative humidity (RH) for 24 hours at a layer thickness of 5 μm in a thickness direction,
wherein the organic protective layer is prepared from the photocurable composition as claimed in claim 1 .

12. The apparatus as claimed in claim 11 , wherein a pair of the inorganic protective layer and the organic protective layer is stacked plural times.

Assignees

• Lee Chang Min
• Choi Seung Jib
• Kwon Ji Hye
• Ha Kyoung Jin
• Lee Yeon Soo
• Cheil Ind Inc

Inventors

• Lee Chang Min
• Choi Seung Jib
• Kwon Ji Hye
• Ha Kyoung Jin
• Lee Yeon Soo

Classifications

• H10K50/8445

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

• C08F222/104

  of tetraalcohols, e.g. pentaerythritol tetra(meth)acrylate · CPC title

• C08F220/1806

  C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate · CPC title

• C08F230/02

  containing phosphorus · CPC title

• H10K59/8731

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