IP Library Granted Patent US 10,241,250
Granted Patent B2
US 10,241,250 · App. 14/951,398 · Granted Mar 26, 2019

Adhesive composition for polarizing plate, polarizing plate including the same, and optical display including the same

Inventors: Irina Nam (Uiwang-si, KR); Inga Tuzovskaya (Uiwang-si, KR); Young Jong Kim (Uiwang-si, KR); Il Jin Kim (Uiwang-si, KR); Hwan Sung Cheon (Uiwang-si, KR)
Assignee: SAMSUNG SDI CO., LTD.
G02B5/305C08F220/18C08G18/6283C08G18/8029C09J133/066C09J175/04
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Quick Facts
Patent No.
US 10,241,250
App. No.
14/951,398
Filed
Nov 24, 2015
Granted
Mar 26, 2019
Kind
B2
Examiner
CAI, WENWEN
Art Unit
1763
USPC
526/317.1
Abstract

An adhesive composition for polarizing plates includes a (meth)acrylic copolymer prepared by copolymerization of a monomer mixture and a curing agent. The monomer mixture includes a hydroxyl group-containing (meth)acrylic monomer, a tertiary amine group-containing (meth)acrylic monomer and a monomer having a glass transition temperature (Tg) of about 100° C. or greater. The adhesive composition has a gel fraction of about 50% or greater after aging for 12 hours. An adhesive film is formed from the adhesive composition. An optical display includes the adhesive film.

Claims (27)

1. An adhesive composition for polarizing plates, comprising a (meth)acrylic copolymer and a curing agent,

wherein the (meth)acrylic copolymer is prepared by copolymerization of a monomer mixture, the monomer mixture comprising:

about 4 wt % to about 20 wt % of a hydroxyl group-containing (meth)acrylic monomer,

a tertiary amine group-containing (meth)acrylic monomer, and

a monomer having a homopolymer glass transition temperature (Tg) of about 100° C. or greater, the monomer having a homopolymer Tg of about 100° C. or greater comprising at least one of (meth)acryloyl morpholine or isobornyl (meth)acrylate and being present in the monomer mixture in an amount of about 5 wt % to about 19 wt %,

wherein the monomer mixture comprises the hydroxyl group-containing (meth)acrylic monomer and the tertiary amine group-containing (meth)acrylic monomer in a weight ratio of about 500:1 to about 1:1,

the adhesive composition having a gel fraction of about 50% or greater after aging for 12 hours, as calculated by Equation 1:

Gel Fraction=( WC−WA )/( WB−WA )×100  Equation 1

wherein:

WA is a weight of a wire mesh (200 mesh);

WB is a total weight of the wire mesh and a specimen of an adhesive film for polarizing plates, the adhesive film being obtained by depositing 1.0 g of the adhesive composition for polarizing plates to a thickness of 20 μm on a release film, followed by aging the adhesive composition for polarizing plates on the release film at 23° C. and 55% RH for a period of time; and

WC is a total weight of the wire mesh and the adhesive film after placing the wire mesh and the adhesive film in a sample bottle, adding 50 cc of ethyl acetate to the sample bottle, allowing the sample bottle to stand for 1 day, and drying the sample bottle at 90° C. for 24 hours.

2. The adhesive composition for polarizing plates according to claim 1 , wherein the adhesive composition has an absolute value (|G48−G12|) of a difference between a gel fraction (G12) after a 12-hour aging and a gel fraction (G48) after a 48-hour aging of about 5% or lower.

3. The adhesive composition for polarizing plates according to claim 1 , wherein the tertiary amine group-containing (meth)acrylic monomer comprises at least one of N,N-(dimethylamino)ethyl (meth)acrylate, or N,N-(diethylamino)ethyl (meth)acrylate.

4. The adhesive composition for polarizing plates according to claim 1 , wherein the monomer having a homopolymer glass transition temperature (Tg) of about 100° C. or greater further comprises N-vinylpyrrolidone.

5. The adhesive composition for polarizing plates according to claim 1 , wherein the tertiary amine group-containing (meth)acrylic monomer is present in the monomer mixture in an amount of about 0.01 wt % to about 5 wt %, and the monomer having a homopolymer glass transition temperature of about 100° C. or greater is present in the monomer mixture in an amount of about 5 wt % to about 19 wt %.

6. The adhesive composition for polarizing plates according to claim 1 , wherein the monomer mixture further comprises an alkyl group-containing (meth)acrylic monomer.

7. The adhesive composition for polarizing plates according to claim 6 , wherein the monomer mixture comprises about 4 wt % to about 20 wt % of the hydroxyl group-containing (meth)acrylic monomer, about 0.01 wt % to about 5 wt % of the tertiary amine group-containing (meth)acrylic monomer, about 5 wt % to about 19 wt % of the monomer having a homopolymer glass transition temperature (Tg) of about 100° C. or greater, and about 60 wt % to about 95 wt % of the alkyl group-containing (meth)acrylic monomer.

8. The adhesive composition for polarizing plates according to claim 1 , wherein the monomer mixture comprises the hydroxyl group-containing (meth)acrylic monomer and the monomer having a homopolymer glass transition temperature (Tg) of about 100° C. or greater in a weight ratio of about 4:1 to about 0.2:1.

9. The adhesive composition for polarizing plates according to claim 1 , wherein the (meth)acrylic copolymer has a glass transition temperature of about −45° C. to about −30° C.

10. The adhesive composition for polarizing plates according to claim 1 , wherein the (meth)acrylic copolymer has an acid value of about 0.3 mgKOH/g or lower.

11. The adhesive composition for polarizing plates according to claim 1 , wherein the (meth)acrylic copolymer has a weight average molecular weight of about 100,000 g/mol to about 2,000,000 g/mol.

12. The adhesive composition for polarizing plates according to claim 1 , wherein the curing agent comprises an isocyanate curing agent.

13. The adhesive composition for polarizing plates according to claim 1 , further comprising an acetoacetyl group-containing silane coupling agent.

14. The adhesive composition for polarizing plates according to claim 1 , further comprising a reworking agent.

15. A polarizing plate comprising an adhesive for polarizing plates formed from the adhesive composition for polarizing plates according to claim 1 .

16. An optical display comprising the polarizing plate according to claim 15 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2026
From: WUXI HENGXIN OPTOELECTRONIC MATERIALS CO., LTD.
To: HOARDSUN HENGXIN(WUXI) MATERIALS CO., LTD.
Reel/Frame 075049/0450 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2025
From: SAMSUNG SDI CO., LTD.
To: WUXI HENGXIN OPTOELECTRONIC MATERIALS CO., LTD.
Reel/Frame 073062/0496 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2015
From: NAM, IRINA; TUZOVSKAYA, INGA; KIM, YOUNG JONG; KIM, IL JIN; CHEON, HWAN SUNG
To: SAMSUNG SDI CO., LTD.
Reel/Frame 037265/0572 →
Priority Claims (1)
KR 10-2014-0169210 · Nov 28, 2014 · national
Continuity (1)
Related Publication 20160152877A1 · Jun 2, 2016