IP Library Granted Patent US 8,540,925
Granted Patent B2
US 8,540,925 · App. 11/876,182 · Granted Sep 24, 2013

Photocurable composition, micropattern-formed product and its production process

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Quick Facts
Patent No.
US 8,540,925
App. No.
11/876,182
Granted
Sep 24, 2013
Kind
B2
Abstract

A photocurable composition capable of producing a micropattern-formed product efficiently, which is excellent in physical properties such as heat resistance, chemical resistance, releasability and optical characteristics (transmittance and low refractive index), and a process for producing a micropattern-formed product, capable of highly precisely transferring a micropattern of a mold to its surface are provided. A photocurable composition which comprises from 50 to 98 mass % of a monomer containing no fluorine atom and having a viscosity at 25° C. of from 0.1 to 100 mPa·s, from 0.1 to 45 mass % of a fluoromonomer, from more than 0.1 to 20 mass % of a fluorinated surfactant and/or a fluoropolymer and from 1 to 10 mass % of a photopolymerization initiator, and contains substantially no solvent. A process for producing a micropattern-formed product comprising a cured product having a micropattern of a mold transferred on its surface, or such a micropattern-formed product integrated with a substrate, which uses the photocurable composition, a substrate and a mold having a micropattern.

Claims (37)

1. A process for producing a micropattern-formed product, which comprises

bringing a photocurable composition which comprises from 50 to 98 mass % of a monomer containing no fluorine atom and having a viscosity at 25° C. of from 0.1 to 100 mPa·s, from 0.1 to 45 mass % of a fluoromonomer, from more than 0.1 to 20 mass % of a fluorinated surfactant and/or a fluoropolymer and from 1 to 10 mass % of a photopolymerization initiator, and contains substantially no solvent, into contact with the micropatterned surface of a mold having a micropattern formed on the surface,

photo-curing the photocurable composition in a state where it is in contact with the surface of the mold, and

separating a cured product of the photocurable composition from the mold.

2. The process for producing a micropattern-formed product according to claim 1 , wherein the micropattern of the mold is a micropattern having convex portions and concavo portions, and the average interval of the convex portions is from 1 nm to 500 μm.

3. The process of claim 1 , wherein the photocurable composition comprises an adamantyl group-containing acrylate monomer unit and a polyoxyalkylene acrylate monomer unit.

4. The method of claim 1 , wherein the photocurable composition comprises a fluoroacrylate monomer unit.

5. The method of claim 1 , wherein the photocurable composition comprises a fluoropolymer surfactant.

6. The method of claim 5 , wherein the fluoropolymer surfactant consists of C atoms, F atoms, H atoms, and O atoms.

7. A process for producing a micropattern-formed product, which comprises

carrying out the following steps A, B, C and as the case requires, step D, in this order with a photocurable composition comprising from 50 to 98 mass % of a monomer containing no fluorine atom and having a viscosity at 25° C. of from 0.1 to 100 mPa·s, from 0.1 to 45 mass % of a fluoromonomer, from more than 0.1 to 20 mass % of a fluorinated surfactant and/or a fluoropolymer and from 1 to 10 mass % of a photopolymerization initiator, and contains substantially no solvent, a substrate and a mold having a micropattern on its surface to obtain a micropattern-formed product having a micropattern on its surface or such a micropattern-formed product integrated with the substrate:

step A: a step of sandwiching and pressing the photocurable composition between the surface of the substrate and the patterned surface of the mold;

step B: a step of curing the photocurable composition by light irradiation to obtain a micropattern-formed product comprising a cured product having the micropattern of the mold transferred on its surface;

step C: a step of separating at least one of the mold and the substrate from the cured product to obtain a micropattern-formed product, a micropattern-formed product integrated with the substrate or a micropattern-formed product integrated with the mold; and

step D: a step of separating the micropattern-formed product from the mold in a case where the micropattern-formed product integrated with the mold is obtained in the step C.

8. The process of claim 7 , wherein the photocurable composition comprises an adamantyl group-containing acrylate monomer unit and a polyoxyalkylene acrylate monomer unit.

9. The method of claim 7 , wherein the photocurable composition comprises a fluoroacrylate monomer unit.

10. The method of claim 7 , wherein the photocurable composition comprises a fluoropolymer surfactant.

11. The method of claim 7 , wherein the fluoropolymer surfactant consists of C atoms, F atoms, H atoms, and O atoms.

12. A process for producing a micropattern-formed product, which comprises

bringing a photocurable composition which comprises from 50 to 98 mass % of a monomer containing no fluorine atom and having a viscosity at 25° C. of from 0.1 to 100 mPa·s, from 0.1 to 45 mass % of a fluoromonomer, from more than 0.1 to 20 mass % of a fluorinated surfactant and/or a fluoropolymer and from 1 to 10 mass % of a photopolymerization initiator, and contains substantially no solvent, into contact with the micropatterned surface of a mold having a micropattern formed on the surface,

separating the mold to produce a molded product of the photocurable composition having the micropattern of the mold transferred on its surface, and

photo-curing the molded product of the photocurable composition.

13. The process of claim 12 , wherein the photocurable composition comprises an adamantyl group-containing acrylate monomer unit and a polyoxyalkylene acrylate monomer unit.

14. The method of claim 12 , wherein the photocurable composition comprises a fluoroacrylate monomer unit.

15. The method of claim 12 , wherein the photocurable composition comprises a fluoropolymer surfactant.

16. The method of claim 12 , wherein the fluoropolymer surfactant consists of C atoms, F atoms, H atoms, and O atoms.

17. A process for producing a micropattern-formed product, which comprises carrying out the following steps E, F, G and as the case requires, step H, in this order with a photocurable composition comprising from 50 to 98 mass % of a monomer containing no fluorine atom and having a viscosity at 25° C. of from 0.1 to 100 mPa·s, from 0.1 to 45 mass % of a fluoromonomer, from more than 0.1 to 20 mass % of a fluorinated surfactant and/or a fluoropolymer and from 1 to 10 mass % of a photopolymerization initiator, and contains substantially no solvent, a substrate and a mold having a micropattern on its surface to obtain a micropattern-formed product having a micropattern on its surface or such a micropattern-formed product integrated with the substrate:

step E: a step of pressing the photocurable composition between the surface of the substrate and the patterned surface of the mold;

step F: a step of separating the mold from the photocurable composition to obtain a molded product of the photocurable composition having the micropattern of the mold transferred on its surface, integrated with the substrate;

step G: a step of curing the molded product of the photocurable composition by light irradiation to obtain a micropattern-formed product comprising a cured product having the micropattern of the mold transferred on its surface, integrated with the substrate; and

step H: a step of separating the micropattern-formed product from the substrate.

18. The process for producing a micropattern-formed product according to claim 17 , wherein the micropattern of the mold is a micropattern having convex portions and concavo portions, and the average interval of the convex portions is from 1 nm to 500 μm.

19. The process of claim 17 , wherein the photocurable composition comprises an adamantyl group-containing acrylate monomer unit and a polyoxyalkylene acrylate monomer unit.

20. The method of claim 17 , wherein the photocurable composition comprises a fluoroacrylate monomer unit.

21. The method of claim 17 , wherein the photocurable composition comprises a fluoropolymer surfactant.

22. The method of claim 17 , wherein the fluoropolymer surfactant consists of C atoms, F atoms, H atoms, and O atoms.

Assignments (3)
CHANGE OF NAME Recorded Aug 7, 2018
From: ASAHI GLASS COMPANY, LIMITED
To: AGC INC.
Reel/Frame 046730/0786 →
CORPORATE ADDRESS CHANGE Recorded Nov 9, 2011
From: ASAHI GLASS COMPANY, LIMITED
To: ASAHI GLASS COMPANY, LIMITED
Reel/Frame 027197/0541 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2007
From: KAWAGUCHI, YASUHIDE; ASAKAWA, AKIHIKO
To: ASAHI GLASS COMPANY, LIMITED.
Reel/Frame 019993/0844 →