IP Library Granted Patent US 11,970,593
Granted Patent B2
US 11,970,593 · App. 17/263,048 · Granted Apr 30, 2024

Hard coat film and method for producing same

Inventors: Takeo Suzuki (Tokyo, JP); Narihiro Ilo (Tokyo, JP); Takashi Ino (Tokyo, JP); Yusuke Sugiyama (Tokyo, JP); Yasuaki Yoshida (Tokyo, JP); Takuya Takahashi (Tokyo, JP); Syunji Sekiguchi (Tokyo, JP)
Assignee: NIPPON PAPER INDUSTRIES CO., LTD.
C08J7/042C08J7/123C09D133/14C09D151/06C08J2345/00C08J2433/14C08J2451/06
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Quick Facts
Patent No.
US 11,970,593
App. No.
17/263,048
Granted
Apr 30, 2024
Kind
B2
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. %.

Claims (30)

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.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2024
From: SUZUKI, TAKEO; IIO, NARIHIRO; INO, TAKASHI; SUGIYAMA, YUSUKE; YOSHIDA, YASUAKI; TAKAHASHI, TAKUYA; SEKIGUCHI, SYUNJI
To: NIPPON PAPER INDUSTRIES CO., LTD.
Reel/Frame 066811/0059 →
Priority Claims (5)
JP 2018-141398 · Jul 27, 2018 · national
JP 2018-186209 · Sep 29, 2018 · national
JP 2018-186210 · Sep 29, 2018 · national
JP 2018-186211 · Sep 29, 2018 · national
JP 2019-011083 · Jan 25, 2019 · national
Continuity (1)
Related Publication 20210309821A1 · Oct 7, 2021