Photocurable resin composition, fuel cell, and sealing method

Patent metadata

Field	Value
Publication number	US-10840517-B2
Application number	US-201615748450-A
Country	US
Kind code	B2
Filing date	Aug 1, 2016
Priority date	Jul 30, 2015
Publication date	Nov 17, 2020
Grant date	Nov 17, 2020

Abstract

The present invention has an object to provide a photocurable resin composition which exhibits excellent surface curability and deep section curability when irradiated with active energy rays such as ultraviolet rays while maintaining sealability. Specifically, provided is a photocurable resin composition containing the following (A) to (C) ingredients: (A) ingredient: a polymer having a polyisobutylene backbone containing a —[CH 2 C(CH 3 ) 2 ]— unit, the polymer having one or more (meth)acryloyl groups; (B) ingredient: a photo-radical polymerization initiator; and (C) ingredient: a triarylphosphine derivative or a xanthone derivative.

First claim

The invention claimed is:

1. A photocurable resin composition comprising the following (A) to (C) ingredients:
(A) ingredient: a polymer having a polyisobutylene backbone containing a —[CH 2 C(CH 3 ) 2 ]— unit, the polymer having one or more (meth)acryloyl groups;
(B) ingredient: a photo-radical polymerization initiator; and
(C) ingredient: triarylphosphine ora triarylphosphine derivative,
wherein a mass ratio between the (B) ingredient and the (C) ingredient (B):(C) is 5:1 to 1:5.

2. The photocurable resin composition according to claim 1 , wherein the (A) ingredient is a polymer having a polyisobutylene backbone and represented by a general formula (1):

wherein R 1 represents a monovalent or polyvalent aromatic hydrocarbon group or a monovalent or polyvalent aliphatic hydrocarbon group, PIB represents a polyisobutylene backbone containing a —[CH 2 C(CH 3 ) 2 ]— unit, R 4 represents a divalent hydrocarbon group having 2 to 6 carbon atoms and optionally containing an oxygen atom, R 2 and R 3 each independently represent a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, R 5 represents a hydrogen atom, a methyl group, or an ethyl group, and n is any integer of 1 to 6.

3. The photocurable resin composition according to claim 1 , further comprising a (meth)acrylate monomer as (D) ingredient.

4. The photocurable resin composition according to claim 3 , wherein the (D) ingredient is a (meth)acrylate monomer containing an alkyl group having 5 to 30 carbon atoms or an alicyclic group having 5 to 30 carbon atoms.

5. The photocurable resin composition according to claim 1 , wherein a content of the (C) ingredient is 0.1 to 30 parts by mass relative to 100 parts by mass of the (A) ingredient.

6. A photocurable sealing agent for a fuel cell, the sealing agent comprising the photocurable resin composition according to claim 1 .

7. The photocurable resin composition according to claim 1 , wherein the mass ratio between the (B) ingredient and the (C) ingredient (B):(C) is 3:1 to 1:3.

8. A cured product obtained by photocuring the photocurable resin composition according to claim 1 .

9. A fuel cell comprising any seal selected from the group consisting of a seal between adjacent separators in the fuel cell and a seal between a frame and an electrolyte membrane or an electrolyte membrane electrode conjugant in the fuel cell, wherein
any one of the seals contains the cured product according to claim 8 .

10. The fuel cell according to claim 9 , wherein the fuel cell is a solid polymer fuel cell.

11. A method for sealing at least part of between at least two flanges of seal target components including the at least two flanges, at least one of which is a light-transmissive flange that allows active energy rays to pass therethrough, the method comprising the steps of:
applying the photocurable resin composition according to claim 1 to a surface of at least one of the flanges;
sticking the one flange with the photocurable resin composition applied thereto onto the other flange with the photocurable resin composition interposed in between; and
sealing the at least part of between the at least two flanges by curing the photocurable resin composition by irradiation with active energy rays through the light-transmissive flange.

12. A method for sealing at least part of between at least two flanges of seal target components including the at least two flanges, the method comprising the steps of:
applying the photocurable resin composition according to claim 1 to at least one of the flanges;
irradiating the applied photocurable resin composition with active energy rays to cure the photocurable resin composition, thereby forming a gasket composed of a cured product of the photocurable resin composition; and
placing the other flange on the gasket, and sealing the at least part of between the at least two flanges in such a way that the other flange and the one flange with the photocurable resin composition applied thereto are pressure bonded together with the gasket interposed in between.

13. A method for sealing at least part of between at least two flanges of seal target components including the at least two flanges, the method comprising the steps of:
placing a gasket formation mold on at least one of the flanges;
injecting the photocurable resin composition according to claim 1 into at least part of a cavity formed between the gasket formation mold and the flange on which the mold is placed;
irradiating the photocurable resin composition with the active energy rays to cure the photocurable resin composition, thereby forming a gasket composed of a cured product of the photocurable resin composition;
detaching the mold from the one flange; and
placing the other flange on the gasket and sealing the at least part of between the at least two flanges by pressure bonding the one flange and the other flange together with the gasket interposed in between.

Assignees

• Three Bond Co Ltd

Inventors

• Soga Tetsunori
• ANAI Mao

Classifications

• C08F110/10

  Isobutene · CPC title

• C09J2203/33

  for batteries or fuel cells · CPC title

• C08F2810/40

  taking place solely at one end or both ends of the polymer backbone, i.e. not in the side or lateral chains · CPC title

• C09J2451/00

  Presence of graft polymer · CPC title

• C08F299/00

  Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers · CPC title