IP Library Granted Patent US 10,662,353
Granted Patent B2
US 10,662,353 · App. 15/309,787 · Granted May 26, 2020

Adhesive composition for optical member, optical member comprising same, and optical display device comprising same

Inventors: Seung Jun Lee (Suwon-si, KR); Dong Heon Yun (Suwon-si, KR); Woo Jin Jeong (Suwon-si, KR); Eun Hwan Jeong (Suwon-si, KR); In Cheon Han (Suwon-si, KR)
Assignee: Samsung SDI Co., Ltd.
C09J133/14C09J11/06C09J133/06G02B5/3033G02F1/133528C08L2312/00
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Quick Facts
Patent No.
US 10,662,353
App. No.
15/309,787
Filed
Nov 8, 2016
Granted
May 26, 2020
Kind
B2
Examiner
CHIN, HUI H
Art Unit
1762
USPC
525/330.3
Abstract

The present invention relates to an adhesive composition for an optical member, an optical member comprising the same, and an optical display device comprising the same, wherein the composition comprises a (meth)acryl-based copolymer containing an acetoacetoxy group, a metal chelate curing agent, and a tri- or higher functional isocyanate-based curing agent, the (meth)acryl-based copolymer having an acid value of 0 mgKOH/g.

Claims (35)

1. An adhesive composition for optical members, comprising:

a (meth)acrylic copolymer comprising both an acetoacetoxy group and a hydroxyl group;

a metal chelate curing agent; and

a tri- or higher functional isocyanate curing agent,

wherein the (meth)acrylic copolymer has an acid value of 0 mg KOH/g, and

the tri- or higher functional isocyanate curing agent is greater than or equal to the metal chelate curing agent in amount.

2. The adhesive composition for optical members according to claim 1 , wherein the (meth)acrylic copolymer containing the acetoacetoxy group is a copolymer of a monomer mixture comprising about 1 wt % or more of an acetoacetoxy group-containing monomer in the monomer mixture.

3. The adhesive composition for optical members according to claim 2 , wherein the acetoacetoxy group-containing monomer is present in an amount of about 1 wt % to about 10 wt % in the monomer mixture.

4. The adhesive composition for optical members according to claim 2 , wherein the monomer mixture comprises the acetoacetoxy group-containing monomer, an alkyl group-containing (meth)acrylic monomer, and a hydroxyl group-containing (meth)acrylic monomer.

5. The adhesive composition for optical members according to claim 1 , wherein the metal chelate curing agent comprises an acetylacetonate group.

6. The adhesive composition for optical members according to claim 1 , wherein the metal chelate curing agent is present in an amount of about 0.01 parts by weight to about 1 part by weight relative to 100 parts by weight of the (meth)acrylic copolymer.

7. The adhesive composition for optical members according to claim 1 , wherein the tri- or higher functional isocyanate curing agent comprises at least one of a trifunctional trimethylolpropane-modified toluene diisocyanate adduct, a trifunctional toluene diisocyanate trimer, a trimethylolpropane-modified xylene diisocyanate adduct, a hexafunctional trimethylolpropane-modified toluene diisocyanate, and a hexafunctional isocyanurate-modified toluene diisocyanate.

8. The adhesive composition for optical members according to claim 1 , wherein the tri- or higher functional isocyanate curing agent comprises a trifunctional isocyanate curing agent having an isocyanurate group.

9. The adhesive composition for optical members according to claim 1 , wherein the tri- or higher functional isocyanate curing agent is present in an amount of about 0.01 parts by weight to about 5 parts by weight relative to 100 parts by weight of the (meth)acrylic copolymer.

10. The adhesive composition for optical members according to claim 1 , further comprising: a silane coupling agent.

11. An adhesive composition for optical members, comprising:

a (meth)acrylic copolymer comprising both an acetoacetoxy group and a hydroxyl group;

a metal chelate curing agent; and

a tri- or higher functional isocyanate curing agent,

wherein a gel fraction difference is about 5% or less, as calculated by the following Equation 1, and the (meth)acrylic copolymer has an acid value of 0 mg KOH/g:

Gel fraction difference=GF7−GF1,  <Equation 1>

where GF7 is a gel fraction after aging for 7 days as calculated by the following Equation 2, and GF1 is a gel fraction after aging for 1 day as calculated by the following Equation 2:

Gel fraction=(( WC−WA )/( WB−WA ))×100,  <Equation 2>

where WA is a weight of a wire mesh,

WB is a total weight of the wire mesh and a specimen of an adhesive film placed on the wire mesh, in which the specimen is obtained by depositing 1.0 g of the adhesive composition to a thickness of 20 μm on a release film, followed by aging at 35° C. and 45% RH (relative humidity) for 1 day or for 7 days, respectively, and

WC is a total weight of the wire mesh and the adhesive film, which have been placed in a sample bottle, left for 1 day after adding 50 cc of ethyl acetate thereto, and then dried at 100° C. for 12 hours.

12. The adhesive composition for optical members according to claim 11 , wherein the adhesive film formed of the adhesive composition has an index of adhesion of about 3 to about 15, as calculated by Equation 3:

Index of adhesion=substrate adhesive strength/peel strength,  <Equation 3>

where substrate adhesive strength is 180° peel strength between the adhesive film and a polarizing plate in accordance with ASTM D3330, and peel strength is 180° peel strength between the adhesive film and a glass plate in accordance with ASTM D3330.

13. The adhesive composition for optical members according to claim 11 , wherein the (meth)acrylic copolymer is a copolymer of a monomer mixture comprising about 1 wt % to about 10 wt % of an acetoacetoxy group-containing monomer in the monomer mixture.

14. The adhesive composition for optical members according to claim 11 , wherein the (meth)acrylic copolymer comprises a copolymer of a monomer mixture comprising an acetoacetoxy group-containing monomer, an alkyl group-containing (meth)acrylic monomer, and a hydroxyl group-containing (meth)acrylic monomer.

15. The adhesive composition for optical members according to claim 11 , wherein the tri- or higher functional isocyanate curing agent comprises at least one of a trifunctional trimethylolpropane-modified toluene diisocyanate adduct, a trifunctional toluene diisocyanate trimer, a trimethylolpropane-modified xylene diisocyanate adduct, a hexafunctional trimethylolpropane-modified toluene diisocyanate, and a hexafunctional isocyanurate-modified toluene diisocyanate.

16. An optical member comprising an adhesive film formed of the adhesive composition for optical members according to claim 1 .

17. The optical member according to claim 16 , wherein the optical member comprises a polarizing plate.

18. An optical display device comprising the optical member according to claim 16 .

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 Mar 13, 2017
From: LEE, SEUNG JUN; YUN, DONG HEON; JEONG, WOO JIN; JEONG, EUN HWAN; HAN, IN CHEON
To: SAMSUNG SDI CO., LTD.
Reel/Frame 041561/0293 →
Priority Claims (1)
KR 10-2014-0081479 · Jun 30, 2014 · national
Continuity (1)
Related Publication 20170152414A1 · Jun 1, 2017