Radical curing adhesive composition and polarizing plate comprising same

Patent metadata

Field	Value
Publication number	US-9453150-B2
Application number	US-201414654759-A
Country	US
Kind code	B2
Filing date	Sep 19, 2014
Priority date	Sep 30, 2013
Publication date	Sep 27, 2016
Grant date	Sep 27, 2016

Abstract

The present invention relates to a radical-curable adhesive composition including a first compound represented by the following [Chemical Formula I]; a radical-curable second compound having two or more benzene rings, (meth)acryloyl groups and carboxyl groups each 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 (A) first compound represented by the following Chemical Formula I;
a (B) radical-curable second compound having two or more benzene rings, two or more (meth)acryloyl groups and two or more carboxyl groups in each molecule; and
a (C) radical initiator:

wherein 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.

2. The radical-curable adhesive composition of claim 1 , wherein the second compound is a compound represented by the following Chemical Formula II:

wherein R 4 and R 5 are each independently a C 1˜10 aliphatic chain, a C 4˜14 aliphatic ring, a C 6˜14 aromatic ring or a combination thereof; R 6 and R 7 are each independently a C 1˜14 alkyl group, a C 4˜14 cycloalkyl group, a C 6˜14 aryl group or a combination thereof, and herein, R 6 and R 7 each independently have at least one carboxyl substituent in the molecule; R 8 and R 9 are each independently an acryloyl group or a methacryloyl group; R 10 is a single bond or a C 1˜10 alkylene group; R 11 and R 12 are each independently a halogen atom or a C 1˜10 alkyl group; a and b are each independently an integer of 0 to 2; X 1 and X 2 are each independently a single bond or —O—; X 3 and X 4 are each independently a single bond, —O—, —CO—, —COO— or —OCO—; and X 5 and X 6 are each independently a single bond or —O—.

3. The radical-curable adhesive composition of claim 1 comprising:
the first compound in 10 to 80 parts by weight;
the second compound in 10 to 80 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.

4. The radical-curable adhesive composition of claim 1 , wherein the first compound includes one or more types of compounds selected from the group consisting of compounds represented by the following Chemical Formula 1 to Chemical Formula 10:

5. The radical-curable adhesive composition of claim 1 , wherein the second compound includes one or more types of compounds selected from the group consisting of compounds represented by the following Chemical Formula 11 and Chemical Formula 12:

6. The radical-curable adhesive composition of claim 1 , wherein an acid value of the second compound is 50 to 300 mg KOH/g.

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

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

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

10. 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 .

11. 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 2 .

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 3 .

13. 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 4 .

14. 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 5 .

15. 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 6 .

16. 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 7 .

17. 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 8 .

18. 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 9 .

19. The polarizing plate of claim 10 , which is a polyvinyl alcohol-based film in which iodine or dichroic dye is adsorbed and oriented.

Assignees

• Lg Chemical Ltd

Inventors

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

Classifications

• G02B5/3033

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

• C09J11/00

  Features of adhesives not provided for in group C09J9/00, e.g. additives · CPC title

• G02B5/30

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

• Y10T428/31938

  Polymer of monoethylenically unsaturated hydrocarbon · CPC title