Cyanoacrylate composition and coating method using the cyanoacrylate composition

Patent metadata

Field	Value
Publication number	US-10240047-B2
Application number	US-201715449442-A
Country	US
Kind code	B2
Filing date	Mar 3, 2017
Priority date	Mar 8, 2016
Publication date	Mar 26, 2019
Grant date	Mar 26, 2019

Abstract

The present invention provides a curable composition having an excellent permeability to a porous substrate and a sufficient strength for use as a coating film, and also having a suitable curing time (set time), accordingly the curable composition having a pot life from the application until the completion of the permeation to pore portions. Particularly, the present invention also provides a favorable coating agent for surface reinforcement coating of a porous substrate. These objects can be achieved by using a curable composition containing the following (A) and (B): (A) a cyanoacrylate compound; and (B) a hydrofluoroether having such a structure that the number of carbon atoms substituted only with fluorine in the molecule is 1 or more to 6 or less, and the number of carbon atoms in the molecule is less than 7.

First claim

The invention claimed is:

1. A curable composition comprising the following (A) and (B):
(A) a cyanoacrylate compound; and
(B) a hydrofluoroether having such a structure that
the number of carbon atoms substituted only with fluorine in the molecule is 1 or more to 6 or less, and
the number of carbon atoms in the molecule is less than 7.

2. The curable composition according to claim 1 , comprising 0.1 to 50 parts by mass of (B) relative to 100 parts by mass of (A).

3. The curable composition according to claim 1 , wherein (A) includes alkoxyalkyl-α-cyanoacrylates.

4. The curable composition according to claim 1 , wherein (A) includes ethoxyethyl-α-cyanoacrylate.

5. The curable composition according to claim 1 , wherein (B) includes a compound having the following structure:
Cf—O—R, wherein

Cf is a primary fluorocarbon group having 6 or less carbon atoms and substituted only with fluorine,
R is a primary to tertiary hydrocarbon group having 3 or less carbon atoms and optionally substituted with a heteroatom, and
a total number of carbon atoms in Cf and R is less than 7.

6. The curable composition according to claim 1 , further comprising 0.001 to 1.0 parts by mass of an anionic polymerization inhibitor (C) relative to 100 parts by mass of (A).

7. The curable composition according to claim 6 , wherein (C) is a Lewis acid compound.

8. The curable composition according to claim 7 , wherein (C) is a boron fluoride derivative.

9. The curable composition according to claim 1 , further comprising 0.001 to 1 parts by mass of a radical polymerization inhibitor (D) relative to 100 parts by mass of (A).

10. A coating agent comprising the curable composition according to claim 1 .

11. A coating agent comprising the curable composition according to claim 6 .

12. A coating agent comprising the curable composition according to claim 9 .

13. A coating method comprising the steps of:
applying, to a porous substrate surface, a curable composition containing
(A) a cyanoacrylate compound, and
(B) a hydrofluoroether having such a structure that
the number of carbon atoms substituted only with fluorine in the molecule is 1 or more to 6 or less, and
the number of carbon atoms in the molecule is less than 7; and

curing the applied curable composition.

14. The coating method according to claim 13 , wherein the porous substrate is gypsum.

15. The coating method according to claim 13 , wherein the porous substrate is an object created using a 3D printer.

16. The coating method according to claim 13 , wherein (B) is contained in an amount of 0.1 to 50 parts by mass relative to 100 parts by mass of (A).

17. The coating method according to claim 13 , wherein (A) includes alkoxyalkyl-α-cyanoacrylates.

18. The coating method according to claim 13 , wherein (B) includes a compound having the following structure:
Cf—O—R, wherein

Cf is a primary fluorocarbon group having 6 or less carbon atoms and substituted only with fluorine,
R is a primary to tertiary hydrocarbon group having 3 or less carbon atoms and optionally substituted with a heteroatom, and
a total number of carbon atoms in Cf and R is less than 7.

19. The coating method according to claim 13 , wherein an anionic polymerization inhibitor (C) is further contained in an amount of 0.001 to 1.0 parts by mass relative to 100 parts by mass of (A).

20. The coating method according to claim 13 , wherein a radical polymerization inhibitor (D) is further contained in an amount of 0.001 to 1 parts by mass relative to 100 parts by mass of (A).

Assignees

• Three Bond Co Ltd

Inventors

• Yamada Koji

Classifications

• C09D133/22

  Homopolymers or copolymers of nitriles containing four or more carbon atoms · CPC title

• C09D4/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• C04B41/4842

  Fluorine-containing polymers · CPC title

• C09D133/18

  Homopolymers or copolymers of nitriles · CPC title

• C04B41/63

  Macromolecular compounds · CPC title