Solventless composition and method for preparing the same

Patent metadata

Field	Value
Publication number	US-9765232-B2
Application number	US-201313966796-A
Country	US
Kind code	B2
Filing date	Aug 14, 2013
Priority date	Feb 14, 2011
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Provided are a solventless composition and a method of preparing the same. Here, the solventless composition may effectively manufacture a film that is uniform without substantial deviation in thickness and has a large but uniform thickness or an excellent physical property such as thermal resistance during manufacture of a film. In addition, the composition of the present invention does not induce contamination during the manufacture of the film. Furthermore, by preventing gelation or phase separation of components of the composition, the composition capable of manufacturing a substrate film having an excellent physical property such as optical transparency, thermal resistance and dimension stability may be provided.

First claim

The invention claimed is:

1. A solventless composition for manufacturing a film, comprising:
a (meth)acrylic polymer component including a (meth)acrylic acid ester-based monomer as a polymerization unit, and having a photoreactive group on a side chain or terminal end thereof; and
a monomer component having a glass transition temperature in a range from 20° C. to 100° C.,

wherein the (meth)acrylic polymer component comprises:
a bulk polymerization product of a monomer mixture comprising a (meth)acrylic acid ester-based monomer and a copolymerizable monomer having a first reactive group; and
a compound providing the photoreactive group, wherein the compound providing the photoreactive group is not present in the bulk polymerization product of a monomer mixture;
wherein the first reactive group is selected from the group consisting of a hydroxyl group, a carboxyl group, an isocyanate group, an amino group and an epoxy group;
wherein the (meth)acrylic polymer component has a glass transition temperature in a range from −-50° C. to 0° C.; and
wherein as a solventless composition for manufacturing a film in a partially polymerized state, the solventless composition for manufacturing a film provides a cured product having a glass transition temperature of −20 ° C. (250K) or more after curing.

2. The solventless composition for manufacturing a film of claim 1 , wherein the photoreactive group is a (meth)acryloyl group.

3. The solventless composition for manufacturing a film of claim 1 , wherein the (meth)acrylic acid ester-based monomer comprises a (meth)acrylic acid alkyl ester.

4. The solventless composition for manufacturing a film of claim 1 , wherein monomer mixture comprises 70 to 99 parts by weight of the (meth)acrylic acid ester-based monomer and 1 to 30 parts by weight of the copolymerizable monomer having a first reactive group.

5. The solventless composition for manufacturing a film of claim 1 , wherein the compound providing a photoreactive group is at least one compound selected from the group consisting of a compound of Formula 1; a compound of Formula 2; a compound of Formula 3; a reaction product of a multifunctional isocyanate compound and a compound of Formula 4; and a reaction product of a multifunctional isocyanate compound, a polyol compound and the compound of Formula 4:

where R 1 is an alkyl group substituted with a (meth)acryloxy group, a (meth)acryloxyalkyl group or an alkenylphenyl group; a (meth)acryloyl group; a (meth)acryloxy group; or an alkenyl group, R 2 is hydrogen or an alkyl group, R 3 is hydrogen or a glycidyl group, R 4 is a (meth)acryloxyalkyl group, R 5 is a halogen atom, R 6 is an alkyl group, n+m+1 is 4, n and m are each independently 1 to 3, and R 7 is a hydroxyalkyl group.

6. The solventless composition for manufacturing a film of claim 1 , wherein the compound providing a photoreactive group is comprised at 1 to 200equivalent weight, relative to 100 equivalent weight of the reactive group in the polymerization product.

7. The solventless composition for manufacturing a film of claim 1 , wherein the monomer component having a glass transition temperature in a range from 20° C. to 100° C. is isobornyl acrylate, methylmethacrylate or styrene.

8. The solventless composition for manufacturing a film of claim 1 , wherein the monomer component having a glass transition temperature in a range from 20° C. to 100° C. is comprised of 35 to 300 parts by weight, relative to 100 parts by weight of the (meth)acrylic polymer component.

9. The solventless composition for manufacturing a film of claim 1 , further comprising:
a multifunctional acrylate or an acrylate-based oligomer.

10. The solventless composition for manufacturing a film of claim 9 , wherein the multifunctional acrylate or the acrylate-based oligomer is comprised at 500 parts by weight or less, relative to 100 parts by weight of the (meth)acrylic polymer component.

11. The solventless composition for manufacturing a film of claim 1 , further comprising:
a photoinitiator.

12. The solventless composition for manufacturing a film of claim 1 , which has a viscosity of 500 to 30,000 cps at 25° C.

13. The solventless composition for manufacturing a film of claim 1 , which has a gel fraction of 80% to 100% after curing.

14. A method of preparing the solventless composition for manufacturing a film of claim 1 , comprising:
(a) preparing a bulk polymerization product comprising a (meth)acrylic acid ester-based monomer as a polymerization unit, and also comprising a (meth)acrylic polymer component having a first reactive group on a side chain or terminal end thereof and a monomer component;
(b) introducing a photoreactive group to the bulk polymerization product by mixing the bulk polymerization product and a compound having a second reactive group capable of reacting with the first reactive group and the photoreactive group; and
(c) mixing further a monomer component having a glass transition temperature in a range from 20° C. to 100° C. with the bulk polymerization product obtained from step (b).

15. The method of preparing a solventless composition for manufacturing a film of claim 14 , wherein the operation of preparing a bulk polymerization product comprises partially polymerizing a monomer mixture comprising a (meth)acrylic acid ester-based monomer and a copolymerizable monomer having a first reactive group.

16. A method of manufacturing a film, comprising:
coating the solventless composition according to claim 1 ; and
curing the coated composition.

17. A pressure-sensitive adhesive film, comprising:
a substrate film; and
a pressure-sensitive adhesive film comprising a pressure-sensitive adhesive layer formed on the substrate film,
wherein the substrate film comprises the composition according to claim 1 in a cured state.

Assignees

• Lg Chemical Ltd

Inventors

• Joo Hyo Sook
• Shim Jung Sup
• Kim Se-Ra
• Chang Suk Ky

Classifications

• C08F20/10 Primary

  Esters · CPC title

• C08F20/18

  with acrylic or methacrylic acids · CPC title

• C09J2433/006

  in the substrate · CPC title

• C09J133/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title

• Y10T428/2809

  including irradiated or wave energy treated component · CPC title