US 11,530,334 B2Granted

Hardcoat film, article and image display device having hardcoat film, and method for manufacturing hardcoat film

AssigneeFUJIFILM Corporation

InventorsTetsu Kitamura, Akio Tamura, Yuta Fukushima

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Abstract

A hardcoat film includes a substrate; a hardcoat layer; and an anti-scratch layer, where the hardcoat layer includes a cured product of polyorganosilsesquioxane, the polyorganosilsesquioxane has a siloxane constitutional unit containing a (meth)acryloyl group and a siloxane constitutional unit containing an epoxy group and is represented by the General Formula (1), a film thickness of the anti-scratch layer is 0.05 to 5 μm, and the anti-scratch layer includes a cured product of a compound having two or more (meth)acryloyl groups in one molecule, where Ra represents a group containing a (meth)acryloyl group; Rb represents a group containing an epoxy group; Rc represents a monovalent substituent; p, q, and r represent a proportion of Ra, Rb, and Rc in the General Formula (1) respectively; p+q+r is 100; p and q are greater than 0; r is equal to or greater than 0; p/q is 0.01 to 99.

Claims18

Dependent claims

A hardcoat film comprising:

a substrate;
a hardcoat layer;
and
an anti-scratch layer,
wherein the hardcoat layer includes a cured product of polyorganosilsesquioxane, the polyorganosilsesquioxane is represented by the following General Formula (1), a film thickness of the anti-scratch layer is 1 μm to 5 μm, and the anti-scratch layer includes a cured product of a compound having two or more (meth)acryloyl groups in one molecule,
wherein, in the General Formula (1), [SiO1.5] represents a silsesquioxane portion in the polyorganosilsesquioxane;
Ra represents a group containing a (meth)acryloyl group;
Rb represents a group containing an epoxy group;
Rc represents a monovalent substituent or a plurality of Rc's may form a bond with each other;
p, q, and r represent a proportion of Ra, Rb, and Rc in the General Formula (1) respectively;
p+q+r is 100;
p and q are greater than 0;
r is equal to or greater than 0;
p/q is 0.01 to 99;
in a case where there are a plurality of Ra's, a plurality of Rb's, and a plurality of Rc's in the General Formula (1), the plurality of Ra's may be the same as or different from each other, the plurality of Rb's may be the same as or different from each other, and the plurality of Rc's may be the same as or different from each other;
and in a case where there is a plurality of Rc's in the General Formula (1), the plurality of Rc's may form a bond with each other,
wherein a content rate of the cured product of the compound having two or more (meth)acryloyl groups in one molecule with respect to the total mass of the antiscratch layer is equal to or higher than 80% by mass, and
wherein the compound having two or more (meth)acryloyl groups in one molecule is polyorganosilsesquioxane having (meth)acryloyl groups and is represented by the following General Formula (2),
wherein, in the General Formula (2), Ra represents a group containing a (meth)acryloyl group;
Rc represents a monovalent substituent;
Ra, Rc, and [SiO1.5] are defined as in Formula (1);
t and u represent a proportion of each of Ra and Rc in the General Formula (2);
t+u=100;
t is greater than 0;
u is equal to or greater than 0;
in a case where there are a plurality of Ra's and a plurality of Rc's in the General Formula (2), the plurality of Ra's may be the same as or different from each other and the plurality of Rc's may be the same as or different from each other;
and in a case where there is a plurality of Rc's in the General Formula (2), the plurality of Rc's may form a bond with each other.

24 more elements

A method for manufacturing a hardcoat film, comprising:

(I) coating a substrate with a composition for forming a hardcoat layer including polyorganosilsesquioxane so as to form a coating film (i) on the substrate;
(II) performing a curing treatment on the coating film so as to form a hardcoat layer;
(III) coating the hardcoat layer with a composition for forming an anti-scratch layer including a compound having two or more (meth)acryloyl groups in one molecule so as to form a coating film (ii) on the hardcoat layer, said anti-scratch layer having a film thickness of 1 μm to 5 μm;
and
(IV) performing a curing treatment on the coating film (ii) so as to form an anti-scratch layer,
wherein the polyorganosilsesquioxane is represented by the following General Formula (1),
wherein, in the General Formula (1), [SiO1.5] represents a silsesquioxane portion in the polyorganosilsesquioxane;
Ra represents a group containing a (meth)acryloyl group;
Rb represents a group containing an epoxy group;
Rc represents a monovalent substituent or a plurality of Rc's may form a bond with each other;
p, q, and r represent a proportion of Ra, Rb, and Rc in the General Formula (1) respectively;
p+q+r is 100;
p and q are greater than 0;
r is equal to or greater than 0;
p/q is 0.01 to 99;
in a case where there are a plurality of Ra's, a plurality of Rb's, and a plurality of Rc's in the General Formula (1), the plurality of Ra's may be the same as or different from each other, the plurality of Rb's may be the same as or different from each other, and the plurality of Rc's may be the same as or different from each other;
and in a case where there is a plurality of Rc's in the General Formula (1), the plurality of Rc's may form a bond with each other, wherein a content rate of the cured product of the compound having two or more (meth)acryloyl groups in one molecule with respect to the total mass of the antiscratch layer is equal to or higher than 80% by mass, and wherein the compound having two or more (meth)acryloyl groups in one molecule is polyorganosilsesquioxane having (meth)acryloyl groups and is represented by the following General Formula (2),
wherein, in the General Formula (2), Ra represents a group containing a (meth)acryloyl group;
Rc represents a monovalent substituent;
Ra, Rc, and [SiO1.5] are defined as in Formula (1);
t and u represent a proportion of each of Ra and Rc in the General Formula (2);
t+u=100;
t is greater than 0;
u is equal to or greater than 0;
in a case where there are a plurality of Ra's and a plurality of Rc's in the General Formula (2), the plurality of Ra's may be the same as or different from each other and the plurality of Rc's may be the same as or different from each other;
and in a case where there is a plurality of Rc's in the General Formula (2), the plurality of Rc's may form a bond with each other.

23 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/010,125Filed 2 Sep 2020 · continuation
Priority: JP JP2018-06995730 Mar 2018
Published: US 2020/0398542 A124 Dec 2020
Granted: 20 Dec 2022
Term ends: Not estimatedThe source records don’t support an estimate.

Classification27 codes

C09D 183/06
Polysiloxanes: containing silicon bound to oxygen-containing groups
B32B 27/08
As the main or only constituent of a layer, which is next to another layer of the same or of a different material: of synthetic resin
B32B 27/283
Comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42: comprising polysiloxanes
C08G 59/30
Di-epoxy compounds: containing atoms other than carbon, hydrogen, oxygen and nitrogen