IP Library Granted Patent US 8,703,839
Granted Patent B2
US 8,703,839 · App. 13/639,542 · Granted Apr 22, 2014

Active energy ray-curable resin composition, nano ridge/groove structure using same and production method for said structure, and water repellent article provided with nano ridge/groove structure

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Quick Facts
Patent No.
US 8,703,839
App. No.
13/639,542
Granted
Apr 22, 2014
Kind
B2
Abstract

Disclosed is an activation energy ray-curable resin composition comprising 70 to 95 parts by mass of a multifunctional monomer (A) which has a surface free energy of 37 mJ/m 2 or more when cured and 5 to 30 parts by mass of a fluorine (meth)acrylate (B) which is compatible with the multifunctional monomer (A) (a total content of all monomers in the composition shall be 100 parts by mass), wherein the multifunctional monomer (A) has three or more radical polymerizable functional groups in a molecule and a value of a molecular weight thereof divided by the number of the radical polymerizable functional group (molecular weight/number of radical polymerizable functional group) is 110 to 200, and wherein the fluorine (meth)acrylate (B) has one or more radical polymerizable functional groups in a molecule.

Claims (24)

1. An activation energy ray-curable resin composition comprising

70 to 95 parts by mass of a multifunctional monomer (A) which has a surface free energy of 37 mJ/m 2 or more when cured and

5 to 30 parts by mass of a fluorine (meth)acrylate (B) which is compatible with the multifunctional monomer (A) (a total content of all monomers in the composition shall be 100 parts by mass),

and further comprising 20 parts by mass or less of a fluorine (meth)acrylate (C) which is incompatible with the multifunctional monomer (A),

wherein the multifunctional monomer (A) has three or more radical polymerizable functional groups in the molecule, and a value of the molecular weight divided by the number of the radical polymerizable functional group (Molecular weight/Number of radical polymerizable functional group) is in 110 to 200, and

the fluorine (meth)acrylate (B) has one or more radical polymerizable functional groups in a molecule,

and wherein the following equation is satisfied:

[ b ×content of ( B )+ c ×content of ( C )]/[content of ( B )+content of ( C )]≦51.5%

in which the fluorine content b is a value of a total mass of fluorine atom contained in the fluorine (meth)acrylate (B) divided by the molecular weight of fluorine (meth)acrylate (B), and the fluorine content c is a value of a total mass of fluorine atom contained in fluorine (meth)acrylate (C) divided by the molecular weight of fluorine (meth)acrylate (C).

2. The activation energy ray-curable resin composition according to claim 1 , wherein the fluorine (meth)acrylate (B) is a compound having

a fluorine atom-containing site selected from perfluoroalkyl chains and perfluoropolyether chains which have a carbon number of 4 or more,

a (meth)acryloyl group that is a radical polymerizable functional group, and a segment which is introduced between the fluorine atom-containing site and the polymerizable functional group for compatibility with the multifunctional monomer (A).

3. The activation energy ray-curable resin composition according to claim 2 , wherein the segment introduced for compatibility with the multifunctional monomer (A) comprises any one of an alkylene oxide unit, an alkyl unit and an urethane bond.

4. The activation energy ray-curable resin composition according to claim 1 , wherein the multifunctional monomer (A), the fluorine (meth)acrylate (B) and the fluorine (meth)acrylate (C) are mixed in a ratio where these are not separated.

5. The activation energy ray-curable resin composition according to claim 1 , comprising the fluorine (meth)acrylate (B) and fluorine (meth)acrylate (C) in a total amount of 10 parts by mass or more (the total content of all monomers in the composition shall be 100 parts by mass).

6. The activation energy ray-curable composition according to claim 1 , comprising no solvent.

7. A coating material comprising the activation energy ray-curable resin composition according to claim 1 .

8. A cured coating obtained by polymerizing and curing the coating material according to claim 7 .

9. A raw material for imprint using the activation energy ray-curable resin composition according to claim 1 .

10. A molded article obtained by polymerizing and curing the activation energy ray-curable resin composition according to claim 1 .

11. A water-repellent article obtained by polymerizing and curing the activation energy ray-curable resin composition according to claim 1 .

12. A nano concave-convex structure body having a nano concave-convex structure concave-convex surface obtained by polymerizing and curing the activation energy ray-curable resin composition according to claim 1 .

13. A water-repellent article having the nano concave-convex structure body according to claim 12 .

14. A method for producing a nano concave-convex structure body comprising: providing the activation energy ray-curable resin composition according to claim 1 between a stamper and a substrate which have an inversion structure of a nano concave-convex structure, curing the activation energy ray-curable resin composition by irradiation of an activation energy ray, and detaching the stamper from the cured material to form a nano concave-convex structure consisting of the cured material on the substrate.

Assignments (2)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2012
From: TAKIHARA, TSUYOSHI; ONOMOTO, HIROSHI; OKAMOTO, EIKO
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 029326/0805 →