Hardcoat film and article and image display device having hardcoat film

Patent metadata

Field	Value
Publication number	US-2025171657-A1
Application number	US-202519038218-A
Country	US
Kind code	A1
Filing date	Jan 27, 2025
Priority date	Jul 27, 2018
Publication date	May 29, 2025
Grant date	—

Abstract

A hardcoat film has a substrate, a hardcoat layer, and an anti-scratch layer in this order. The anti-scratch layer contains a cured product of polyorganosilsesquioxane (c1) having a group containing a radically polymerizable double bond.

First claim

What is claimed is:

1 . A hardcoat film comprising, in the following order:
a substrate; a hardcoat layer; and an anti-scratch layer, wherein the hardcoat layer includes a cured product of a polyorganosilsesquioxane (a1) having an epoxy group, wherein the anti-scratch layer includes a cured product of a polyorganosilsesquioxane compound (c1) having a functional group comprising a radically polymerizable double bond, and wherein the anti-scratch layer is free of inorganic particles.

2 . The hardcoat film according to claim 1 , wherein the polyorganosilsesquioxane (a1) having an epoxy group is according to Formula (1):

wherein each Rb substituent is independently selected from formulae I through VI:

wherein ** represents a portion of the Rb substituent linked to Si in Formula (1);
wherein each Rc substituent is independently selected from: a hydrogen, a monovalent C 1 -C 10 alkyl group, a monovalent C 3 -C 15 cycloalkyl group, a monovalent C 2 -C 10 alkenyl group, a monovalent C 6 -C 15 aryl group, or a monovalent C 7 -C 20 aralkyl group;
wherein two or more of the Rc substituents present in Formula 1 may be bonded to one-another;
wherein:

q
+
r

=

1
⁢
0
⁢
0

;

q is greater than 0, and r is greater than or equal to 0, and

q

(

q
+
r

)

is from about 0.7 to 1.0; and
wherein the polyorganosilsesquioxane compound (c1) having a functional group comprising a radically polymerizable double bond is according to Formula (2),

wherein each Ra substituent is independently represented by Formula (1a):
*—R 11a —OCO—CR 12a ═CH 2 ,  (1a);

wherein * represents the part connected to Si in Formula (2),
wherein each R 11a group is, independently, a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms;
wherein each R 12a group is, independently, a hydrogen, or a substituted or unsubstituted alkyl group having 1 to 3 carbon atoms;
wherein each Rc substituent is defined according to Formula (1);
wherein two or more of the Rc substituents present in Formula (2) may be bonded to one-another;
wherein:

t
+
u

=

1
⁢
0
⁢
0

;

t is greater than 0, and u is greater than or equal to 0, and

t

(

t
+
u

)

is from about 0.7 to 1.0; and
wherein a condensation rate of the polyorganosilsesquioxane compound (c1) having a group comprising a radically polymerizable double bond is greater than or equal to 50% and less than or equal to 97%.

3 . The hardcoat film according to claim 2 , wherein each Rc substituent is a methyl group, an ethyl group, a propyl group, a n-butyl group, an isopropyl group, an isobutyl group, a s-butyl group, a t-butyl group, an isopentyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a vinyl group, an allyl group, an isopropenyl group, a phenyl group, a tolyl group, a naphthyl group, a benzyl group, or a phenethyl group.

4 . The hardcoat film according to claim 2 , wherein each R 11a is, independently, a methylene group, an ethylene group, a propylene group, an isopropylene group, a n-butylene group, an isobutylene group, a s-butylene group, a t-butylene group, a n-pentylene group, an isopentylene group, a s-pentylene group, a t-pentylene group, a n-hexylene group, an isohexylene group, a s-hexylene group, or a t-hexylene group.

5 . The hardcoat film according to claim 2 , wherein at least one R 11a group is a substituted alkylene group having 1 to 10 carbon atoms, wherein the substituted alkylene group includes a hydroxyl group, a carboxyl group, an alkoxy group, an aryl group, a heteroaryl group, a halogen atom, a nitro group, a cyano group, a silyl group, or a combination thereof.

6 . The hardcoat film according to claim 2 , wherein at least one R 12a group is a substituted alkyl group having 1 to 3 carbon atoms, wherein the substituted alkyl group includes a hydroxyl group, a carboxyl group, an alkoxy group, an aryl group, a heteroaryl group, a halogen atom, a nitro group, a cyano group, a silyl group, or a combination thereof.

7 . A hardcoat film comprising, in the following order:
a substrate; a hardcoat layer; and an anti-scratch layer, wherein the hardcoat layer includes a cured product of a polyorganosilsesquioxane (a1) having an epoxy group; and the anti-scratch layer includes a cured product of a polyorganosilsesquioxane compound (c1) having a functional group comprising a radically polymerizable double bond, and wherein the cured product of the polyorganosilsesquioxane compound (c1) is present in the anti-scratch layer at 50% by mass or more with respect to the total mass of the anti-scratch layer.

8 . The hardcoat film according to claim 7 , wherein the polyorganosilsesquioxane (a1) having an epoxy group is according to Formula (1):

wherein each Rb substituent is independently selected from formulae I through VI:

wherein ** represents a portion of the Rb substituent linked to Si in Formula (1);
wherein each Rc substituent is independently selected from: a hydrogen, a monovalent C 1 -C 10 alkyl group, a monovalent C 3 -C 15 cycloalkyl group, a monovalent C 2 -C 10 alkenyl group, a monovalent C 6 -C 15 aryl group, or a monovalent C 7 -C 20 aralkyl group;
wherein two or more of the Rc substituents present in Formula 1 may be bonded to one-another;
wherein:

q
+
r

=

1
⁢
0
⁢
0

;

q is greater than 0, and r is greater than or equal to 0, and

q

Assignees

• Fujifilm Corp

Inventors

• Fukushima Yuta
• Tamura Akio
• Kitamura Tetsu

Classifications

• G02B1/14 Primary

  Protective coatings, e.g. hard coatings · CPC title

• C08G77/20

  containing silicon bound to unsaturated aliphatic groups · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C09D183/04

  Polysiloxanes · CPC title

• C09D183/06 Primary

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title