IP Library Granted Patent US 11,898,053
Granted Patent B2
US 11,898,053 · App. 16/961,766 · Granted Feb 13, 2024

Active energy ray-curable resin composition, anti-fogging and anti-fouling laminate, method for producing same, article, and anti-fogging method

Inventors: Ryo Suzuki (Tokyo, JP); Shinobu Hara (Tokyo, JP); Mikihisa Mizuno (Tokyo, JP)
Assignee: Dexerials Corporation
C09D175/14C03C17/3405C09D5/002G02B1/18C03C2217/75
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Quick Facts
Patent No.
US 11,898,053
App. No.
16/961,766
Granted
Feb 13, 2024
Kind
B2
Abstract

An anti-fogging and anti-fouling laminate including: a substrate; and an anti-fogging and anti-fouling layer on the substrate, the anti-fogging and anti-fouling layer having a flat surface, wherein a hexadecane contact angle of the anti-fogging and anti-fouling layer is 10° or less, the anti-fogging and anti-fouling layer is a cured product of an active energy ray-curable resin composition, and the active energy ray-curable resin composition includes a hydrophilic monomer.

Claims (50)

1. An anti-fogging and anti-fouling laminate comprising:

a substrate; and

an anti-fogging and anti-fouling layer on the substrate, the anti-fogging and anti-fouling layer having a flat surface,

wherein a hexadecane contact angle of the anti-fogging and anti-fouling layer is 10° or less,

the anti-fogging and anti-fouling layer is a cured product of an active energy ray-curable resin composition, and

the active energy ray-curable resin composition includes:

(a) a bi- or more functional urethane (meth)acrylate,

(b) a hydrophilic monomer including a hydrophilic group and a (meth)acryloyl group, and

(c) a bi- or more functional (meth)acrylate having an acryl equivalent of less than 400, selected from the group consisting of pentaerythritol triacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, ethoxylated glycerin triacrylate, pentaerythritol alkoxy tetraacrylate, and tricylodecane dimethanol diacrylate,

wherein the active energy ray-curable resin composition is free of a hydrophobic monomer which does not include the hydrophilic group and has the water-repellent molecular structure, and

wherein an amount of the hydrophilic monomer is more than 0% by mass but 10% by mass or less relative to non-volatile matter of the active energy ray-curable resin composition.

2. The anti-fogging and anti-fouling laminate according to claim 1 , further comprising:

a primer layer between the substrate and the anti-fogging and anti-fouling layer.

3. The anti-fogging and anti-fouling laminate according to claim 1 ,

wherein a surface free energy of the anti-fogging and anti-fouling layer is 30 mJ/m 2 or more but 65 mJ/m 2 or less.

4. The anti-fogging and anti-fouling laminate according to claim 1 ,

wherein a water contact angle of the anti-fogging and anti-fouling layer is 30° or more but 90° or less.

5. The anti-fogging and anti-fouling laminate according to claim 1 ,

wherein Martens hardness of the anti-fogging and anti-fouling layer is 200 N/mm 2 or more.

6. The anti-fogging and anti-fouling laminate according to claim 1 ,

wherein a coefficient of kinetic friction of the anti-fogging and anti-fouling layer is 0.90 or less.

7. The anti-fogging and anti-fouling laminate according to claim 1 ,

wherein the substrate is a mirror, and

b* value of reflection hue in the anti-fogging and anti-fouling layer is 5 or less.

8. An article comprising:

the anti-fogging and anti-fouling laminate according to claim 1 on a surface of the article.

9. A method for producing the anti-fogging and anti-fouling laminate according to claim 1 , the method comprising:

irradiating an uncured layer formed of the active energy ray-curable resin composition with ultraviolet rays under an atmosphere having an oxygen concentration of less than 1.0% by volume to form the anti-fogging and anti-fouling layer.

10. An anti-fogging method comprising:

warming the anti-fogging and anti-fouling laminate according to claim 1 to a temperature equal to or higher than normal temperature to improve an anti-fogging property of the anti-fogging and anti-fouling layer.

11. An anti-fogging method comprising:

cleaning the anti-fogging and anti-fouling layer of the anti-fogging and anti-fouling laminate according to claim 1 to maintain an anti-fogging property of the anti-fogging and anti-fouling layer.

12. An active energy ray-curable resin composition comprising:

(a) a bi- or more functional urethane (meth)acrylate,

(b) a hydrophilic monomer including a hydrophilic group and a (meth)acryloyl group, and

(c) a bi- or more functional (meth)acrylate having an acryl equivalent of less than 400, selected from the group consisting of pentaerythritol triacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, ethoxylated glycerin triacrylate, pentaerythritol alkoxy tetraacrylate, and tricylodecane dimethanol diacrylate,

wherein the active energy ray-curable resin composition is free of a hydrophobic monomer which does not include the hydrophilic group and has the water-repellent molecular structure, and

an amount of the hydrophilic monomer is more than 0% by mass but 10% by mass or less relative to non-volatile matter of the active energy ray-curable resin composition.

13. The active energy ray-curable resin composition according to claim 12 ,

wherein an anti-fogging and anti-fouling layer having a flat surface, which is obtained by curing the active energy ray-curable resin composition with active energy rays, has a hexadecane contact angle of 10° or less.

14. The active energy ray-curable resin composition according to claim 12 ,

wherein an anti-fogging and anti-fouling layer having a flat surface, which is obtained by curing the active energy ray-curable resin composition with active energy rays, has a surface free energy of 30 mJ/m 2 or more but 65 mJ/m 2 or less.

15. The active energy ray-curable resin composition according to claim 12 ,

wherein an anti-fogging and anti-fouling layer having a flat surface, which is obtained by curing the active energy ray-curable resin composition with active energy rays, has a water contact angle of 30° or more but 90° or less.

16. The active energy ray-curable resin composition according to claim 12 ,

wherein an anti-fogging and anti-fouling layer having a flat surface, which is obtained by curing the active energy ray-curable resin composition with active energy rays, has Martens hardness of 200 N/mm 2 or more.

17. The active energy ray-curable resin composition according to claim 12 ,

wherein an anti-fogging and anti-fouling layer having a flat surface, which is obtained by curing the active energy ray-curable resin composition with active energy rays, has a coefficient of kinetic friction of 0.90 or less.

18. The active energy ray-curable resin composition according to claim 12 ,

wherein b* value of reflection hue in an anti-fogging and anti-fouling layer having a flat surface is 5 or less, the anti-fogging and anti-fouling layer being obtained by curing the active energy ray-curable resin composition on a mirror that is a substrate with active energy rays.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2021
From: SUZUKI, RYO; HARA, SHINOBU; MIZUNO, MIKIHISA
To: DEXERIALS CORPORATION
Reel/Frame 057188/0312 →
Priority Claims (1)
JP 2018-199821 · Oct 24, 2018 · national
Continuity (1)
Related Publication 20210363383A1 · Nov 25, 2021