Radically curable adhesive composition and polarizing plate including the same

Patent metadata

Field	Value
Publication number	US-9550918-B2
Application number	US-201414385928-A
Country	US
Kind code	B2
Filing date	Jun 16, 2014
Priority date	Sep 30, 2013
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

There are provided a radically curable adhesive composition maintaining adhesiveness thereof even in high-humidity environments, and a polarizing plate including the radically curable adhesive composition. The radically curable adhesive composition includes: a compound represented by Formula 1; a vinyl ether-based compound; a carboxylic acid compound having at least one unsaturated double bond; and a radical initiator.

First claim

The invention claimed is:

1. A radically curable adhesive composition comprising:
a compound represented by Formula 1;
a vinyl ether-based compound;
a carboxylic acid compound having at least one unsaturated double bond;
a compound having an acidity of 100 to 1,000 mg KOH/g; and
a radical initiator,

where R 1 is an ester group,
R 2 is a C 1-10 alkyl group comprising at least one hydroxy substituent or a C 4-10 cycloalkyl group comprising at least one hydroxy substituent, and
R 3 is hydrogen,
wherein the compound having an acidity of 100 to 1,000 mg KOH/g comprises at least one selected from the group consisting of compounds represented by Formulas 10 to 21:

where R′ is

and n is an integer ranging from 1 to 5

2. The radically curable adhesive composition of claim 1 , wherein the radically curable adhesive composition comprises, based on 100 parts by weight thereof,
40 to 90 parts by weight of the compound represented by Formula 1;
1 to 50 parts by weight of the vinyl ether-based compound;
1 to 50 parts by weight of the carboxylic acid compound having at least one unsaturated double bond; and
0.5 to 10 parts by weight of the radical initiator.

3. The radically curable adhesive composition of claim 1 , wherein the compound represented by Formula 1 comprises at least one selected from the group consisting of compounds represented by the following Formulas 2 to 9:

4. The radically curable adhesive composition of claim 1 , wherein the vinyl ether-based compound comprises at least one selected from the group consisting of ethylene glycol monovinyl ether, 1,4-butanol vinyl ether, di(ethylene glycol) divinyl ether, tri(ethylene glycol) divinyl ether, tert-butyl vinyl ether, 1-(vinyloxy)-2,2-bis((vinyloxy)methyl)butane, 1,3-bis(vinyloxy)-2,2-bis((vinyloxy)methyl)propane, and cyclohexyl vinyl ether.

5. The radically curable adhesive composition of claim 1 , wherein the carboxylic acid compound having at least one unsaturated double bond comprises at least one selected from the group consisting of maleic acid, fumaric acid, angelic acid, and tiglic acid.

6. The radically curable adhesive composition of claim 1 , wherein the compound having an acidity of 100 to 1,000 mg KOH/g is included in an amount of 10 to 50 parts by weight, based on 100 parts by weight of the radically curable adhesive composition.

7. The radically curable adhesive composition of claim 1 , further comprising a photoacid generator.

8. The radically curable adhesive composition of claim 1 , wherein the radically curable adhesive composition has a glass transition temperature of 60° C. to 500° C.

9. A polarizing plate comprising:
a polarizer;
an adhesive layer formed on at least one surface of the polarizer; and
a protective film formed on the adhesive layer,
wherein the adhesive layer is formed of the radically curable adhesive composition of claim 1 .

Assignees

• Lg Chemical Ltd

Inventors

• Lee Mi-Rin
• Park Kwang-Seung
• Park Jun-Wuk
• Huh Eun-Soo

Classifications

• C09J4/00 Primary

  Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16} · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title

• G02B1/14

  Protective coatings, e.g. hard coatings · CPC title

• G02B5/3033

  in the form of a thin sheet or foil, e.g. Polaroid · CPC title

• C08F220/20

  of polyhydric alcohols or phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate} · CPC title