Radical curable adhesive composition and polarizing plate comprising same

Patent metadata

Field	Value
Publication number	US-10011746-B2
Application number	US-201415024767-A
Country	US
Kind code	B2
Filing date	Sep 19, 2014
Priority date	Sep 30, 2013
Publication date	Jul 3, 2018
Grant date	Jul 3, 2018

Abstract

The present invention relates to a radical-curable adhesive composition including a first compound represented by [Chemical Formula I]; a radical-curable second compound including at least one carboxyl group conjugated with a carbon-carbon unsaturated double bond present in the side chain in the molecule; and a radical initiator, and a polarizing plate including the radical-curable adhesive composition.

First claim

The invention claimed is:

1. A radical-curable adhesive composition comprising:
a first compound represented by the following;
a radical-curable second compound represented by the following [Chemical Formula II];
a third compound having an acid value of 100 to 1000 mg KOH/g, wherein the third compound is a compound excluding the second compound having an acid value of 100 to 1000 mg KOH/g; and
a radical initiator:

wherein, in [Chemical Formula I], R 1 is an ester group or an ether group; R 2 is a C 1-10 alkyl group, a C 4-10 cycloalkyl group or a combination thereof, and herein, R 2 has at least one hydroxyl substituent in the molecule; and R 3 is hydrogen or a substituted or unsubstituted C 1-10 alkyl group,

wherein, in [Chemical Formula II], R 4 is a single bond, a substituted or unsubstituted C 1-10 alkylene group, a substituted or unsubstituted C 4-14 cycloalkylene group, a substituted or unsubstituted C 6-14 arylene group or a combination thereof; R 5 is hydrogen; or a substituted or unsubstituted C 1-10 alkyl group, a substituted or unsubstituted C 4-14 cycloalkyl group, a substituted or unsubstituted C 6-14 aryl group or a combination thereof.

2. The radical-curable adhesive composition of claim 1 , comprising:
the first compound in 40 to 90 parts by weight;
the second compound in 1 to 50 parts by weight; and
the radical initiator in 0.5 to 10 parts by weight, with respect to 100 parts by weight of the radical-curable adhesive composition.

3. The radical-curable adhesive composition of claim 1 , wherein the first compound includes one or more types selected from the group consisting of compounds represented by the following [Chemical Formula 1] to [Chemical Formula 8]:

4. The radical-curable adhesive composition of claim 1 , wherein the second compound includes one or more types selected from the group consisting of compounds represented by the following [Chemical Formula 9] to [Chemical Formula 13]:

5. The radical-curable adhesive composition of claim 1 , wherein the third compound includes one or more types selected from the group consisting of compounds represented by the following [Chemical Formula 14] to [Chemical Formula 25]:

and p is an integer of 1 to 5)

6. The radical-curable adhesive composition of claim 1 , wherein a content of the third compound is 1 to 50 parts by weight with respect to 100 parts by weight of the radical-curable adhesive composition.

7. The radical-curable adhesive composition of claim 1 further comprising a photoacid generator.

8. The radical-curable adhesive composition of claim 1 , further comprising:
a multifunctional (meth)acryl-based compound;
a phosphate-based compound including at least one (meth)acrylic group in the molecule; or
a combination thereof.

9. The radical-curable adhesive composition of claim 1 , further comprising:
an epoxy compound including at least one epoxy group in the molecule; and
a photoacid generator.

10. The radical-curable adhesive composition of claim 1 , which has a glass transition temperature of 60° C. or higher after curing.

11. The radical-curable adhesive composition of claim 1 , which has viscosity of 10 to 200 cP.

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

13. The polarizing plate of claim 12 , which is a polyvinyl alcohol-based film in which iodine or dichroic dye is adsorbed and oriented.

Assignees

• Lg Chemical Ltd

Inventors

• Lee Mi Rin
• Park Kwang Seung
• Park Jun Wuk
• Huh Eunsoo

Classifications

• C08F220/20

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

• G02B1/14

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

• C09J133/14 Primary

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• 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

• C09J133/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title