Hard coat film and method for producing same

Patent metadata

Field	Value
Publication number	US-11970593-B2
Application number	US-201917263048-A
Country	US
Kind code	B2
Filing date	Jul 23, 2019
Priority date	Jul 27, 2018
Publication date	Apr 30, 2024
Grant date	Apr 30, 2024

Abstract

The present invention provides a hard coat film having excellent adhesion to a hard coat layer when a cycloolefin polymer film is used as a base material.
The hard coat film of the present invention comprises a hard coat layer containing an ionizing radiation curable resin laminated on at least one surface of a cycloolefin polymer base film through a primer layer. This primer layer contains a modified polyolefin resin in which a polyolefin resin is graft-modified with an α,β-unsaturated carboxylic acid or a derivative thereof, and a (meth)acrylic acid ester. In this modified polyolefin resin, the graft weight of the α,β-unsaturated carboxylic acid or derivative thereof is 0.4 to 7 wt. % when the amount of the modified polyolefin resin is taken as 100 wt. %.

First claim

The invention claimed is:

1. A hard coat film comprising a hard coat layer containing an ionizing radiation curable resin laminated on at least one surface of a cycloolefin polymer base film through a primer layer, wherein:
the primer layer contains a modified polyolefin resin in which a polyolefin resin is graft-modified with an α,β-unsaturated carboxylic acid or a derivative thereof, and a (meth)acrylic acid ester,
the polyolefin resin is a propylene-ethylene copolymer,
the ratio (wt. %) of a propylene component to an ethylene component (propylene component/ethylene component) in the propylene-ethylene copolymer is in the range of 60/40 to 92/8,
the graft weight of the α,β-unsaturated carboxylic acid or derivative thereof is in the range of 0.8 to 6.2 wt. % when the amount of the modified polyolefin resin is taken as 100 wt. %, and
the modified polyolefin resin has a melting point in the range of 60° C. to 85° C.

2. The hard coat film according to claim 1 , wherein the modified polyolefin resin has a weight average molecular weight in the range of 40,000 to 150,000.

3. The hard coat film according to claim 1 , wherein the α,β-unsaturated carboxylic acid or derivative thereof is one or more compounds selected from maleic acid, maleic anhydride, fumaric acid, citraconic acid, citraconic anhydride, mesaconic acid, itaconic acid, itaconic anhydride, aconitic acid, aconitic anhydride, himic anhydride, and (meth)acrylic acid.

4. The hard coat film according to claim 1 , wherein the hard coat layer contains, as the ionizing radiation curable resin, a polyfunctional acrylate having three or more (meth)acryloyloxy groups per molecule.

5. A method for producing a hard coat film according to claim 1 , the method comprising:
applying a primer layer paint to the cycloolefin polymer base film, followed by drying to form the primer layer;
then applying a hard coat layer paint containing an ionizing radiation curable resin to the primer layer, followed by drying to form the hard coat layer; and
then performing ionizing radiation irradiation.

6. The method for producing a hard coat film according to claim 5 , wherein the modified polyolefin resin has a weight average molecular weight in the range of 40,000 to 150,000.

7. The method for producing a hard coat film according to claim 5 , wherein the modified polyolefin resin has a glass transition temperature in the range of −30° C. to −10° C.

8. The method for producing a hard coat film according to claim 5 , wherein the α,β-unsaturated carboxylic acid or derivative thereof is one or more compounds selected from maleic acid, maleic anhydride, fumaric acid, citraconic acid, citraconic anhydride, mesaconic acid, itaconic acid, itaconic anhydride, aconitic acid, aconitic anhydride, himic anhydride, and (meth)acrylic acid.

9. The method for producing a hard coat film according to claim 5 , wherein the hard coat layer contains, as the ionizing radiation curable resin, a polyfunctional acrylate having three or more (meth)acryloyloxy groups per molecule.

10. A hard coat film comprising a hard coat layer containing an ionizing radiation curable resin laminated on at least one surface of a cycloolefin polymer base film through a primer layer, wherein:
the primer layer contains a modified polyolefin resin in which a polyolefin resin is graft-modified with an α,β-unsaturated carboxylic acid or a derivative thereof, and a (meth)acrylic acid ester,
the polyolefin resin is a propylene-ethylene copolymer,
the ratio (wt. %) of a propylene component to an ethylene component (propylene component/ethylene component) in the propylene-ethylene copolymer is in the range of 60/40 to 92/8,
the graft weight of the α,β-unsaturated carboxylic acid or derivative thereof is in the range of 0.8 to 6.2 wt. % when the amount of the modified polyolefin resin is taken as 100 wt. %, and
the modified polyolefin resin has a glass transition temperature in the range of −29° C. to −25° C.

11. The hard coat film according to claim 10 , wherein the modified polyolefin resin has a weight average molecular weight in the range of 40,000 to 150,000.

12. The hard coat film according to claim 10 , wherein the α,β-unsaturated carboxylic acid or derivative thereof is one or more compounds selected from maleic acid, maleic anhydride, fumaric acid, citraconic acid, citraconic anhydride, mesaconic acid, itaconic acid, itaconic anhydride, aconitic acid, aconitic anhydride, himic anhydride, and (meth)acrylic acid.

13. The hard coat film according to claim 10 , wherein the hard coat layer contains, as the ionizing radiation curable resin, a polyfunctional acrylate having three or more (meth)acryloyloxy groups per molecule.

14. A method for producing a hard coat film according to claim 10 , the method comprising:
applying a primer layer paint to the cycloolefin polymer base film, followed by drying to form a primer layer, wherein the primer layer paint contains a modified polyolefin resin in which a polyolefin resin is graft-modified with an α,β-unsaturated carboxylic acid or a derivative thereof, and a (meth)acrylic acid ester, and the graft weight of the α,β-unsaturated carboxylic acid or derivative thereof is in the range of 0.4 to 7 wt. % when the amount of the modified polyolefin resin is taken as 100 wt. %;
then applying a hard coat layer paint containing an ionizing radiation curable resin to the primer layer, followed by drying to form a hard coat layer; and
then performing ionizing radiation irradiation.

Assignees

• Jujo Paper Co Ltd

Inventors

• Suzuki Takeo
• Ilo Narihiro
• Ino Takashi
• Sugiyama Yusuke
• Yoshida Yasuaki
• Takahashi Takuya
• SEKIGUCHI Syunji

Classifications

• C08J7/042 Primary

  with two or more layers, where at least one layer of a composition contains a polymer binder · CPC title

• C08J7/123

  Treatment by wave energy or particle radiation (C08J7/18 takes precedence) · CPC title

• C09D133/14

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

• C09D151/06

  grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond · CPC title

• C08J2345/00

  Characterised by the use of homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic ring system; Derivatives of such polymers · CPC title