2-cyanoacrylate adhesive composition

Patent metadata

Field	Value
Publication number	US-10647888-B2
Application number	US-201615551535-A
Country	US
Kind code	B2
Filing date	Feb 18, 2016
Priority date	Feb 18, 2015
Publication date	May 12, 2020
Grant date	May 12, 2020

Abstract

Provided is an adhesive composition which exhibits excellent water resistance and warm-water resistance without impairing instantaneous adhesiveness. The 2-cyanoacrylate adhesive composition contains a 2-cyanoacrylic acid ester, and a specific phthalic anhydride derivative, in which the content of the phthalic anhydride derivative is from 0.01 to 5% by mass, relative to the total amount of the adhesive composition. Preferably, the adhesive composition further contains an elastomer.

First claim

The invention claimed is:

1. A 2-cyanoacrylate adhesive composition which comprises (a) a 2-cyanoacrylic acid ester, and (b) a phthalic anhydride derivative represented by the following general formula (1), in which a content of the phthalic anhydride derivative is from 0.01 to 5% by mass relative to the total amount of the adhesive composition

wherein R 1 is an alkyl group having from 1 to 4 carbon atoms, chlorine atom, or bromine atom, and n represents an integer of 1 to 4.

2. The 2-cyanoacrylate adhesive composition according to claim 1 , which further comprises (c) an elastomer, wherein a content of the elastomer is from 1 to 30% by mass relative to the total amount of the adhesive composition.

3. The 2-cyanoacrylate adhesive composition according to claim 2 , wherein the elastomer (c) is a copolymer made from a monomer that is at least one selected from the group consisting of ethylene, propylene, isoprene, butadiene, chloroprene, 1-hexene and cyclopentene, and a monomer capable of forming a polymer soluble to 2-cyanoacrylic acid ester.

4. The 2-cyanoacrylate adhesive composition according to claim 2 , wherein the elastomer (c) is a copolymer made from a monomer that is at least one selected from the group consisting of ethylene, propylene, isoprene, butadiene, chloroprene, 1-hexene and cyclopentene, a monomer capable of forming a polymer soluble to 2-cyanoacrylic acid ester, and a monomer containing a carboxyl group.

5. The 2-cyanoacrylate adhesive composition according to claim 2 , wherein the elastomer (c) is a copolymer made from a monomer that is at least one selected from the group consisting of ethylene, propylene, isoprene and butadiene, and a monomer that is at least one selected from the group consisting of acrylic acid esters and methacrylic acid esters.

6. The 2-cyanoacrylate adhesive composition according to claim 2 , wherein the elastomer (c) is a copolymer made from a monomer that is at least one selected from the group consisting of ethylene, propylene, isoprene and butadiene, and a monomer that is at least one selected from the group consisting of acrylic acid esters and methacrylic acid esters, and a monomer containing a carboxyl group.

7. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein the content of the phthalic anhydride derivative is from 0.1 to 44% by mass relative to the total amount of the adhesive composition.

8. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein the content of the phthalic anhydride derivative is from 0.25 to 1% by mass relative to the total amount of the adhesive composition.

9. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein R 1 is methyl and n is 1.

10. The 2-cyanoacrylate adhesive composition according to claim 8 , wherein R 1 is methyl and n is 1.

11. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein R 1 an alkyl group having from 1 to 4 carbons.

12. The 2-cyanoacrylate adhesive composition according to claim 11 , wherein n is 1.

13. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein n is 1 and R 1 is a 4-alkyl group having from 1 to 4 carbon atoms.

14. The 2-cyanoacrylate adhesive composition according to claim 13 , wherein the phthalic anhydride derivative is 4-methyl phthalic anhydride.

15. The 2-cyanoacrylate adhesive composition according to claim 7 , wherein R 1 is methyl and n is 1.

16. The 2-cyanoacrylate adhesive composition according to claim 14 , wherein the content of the phthalic anhydride derivative is from 0.1 to 4% by mass relative to the total amount of the adhesive composition.

17. The 2-cyanoacrylate adhesive composition according to claim 14 , wherein the content of the phthalic anhydride derivative is from 0.1 to 3% by mass relative to the total amount of the adhesive composition.

18. The 2-cyanoacrylate adhesive composition according to claim 1 , wherein the content of the phthalic anhydride derivative is from 0.1 to 3% by mass relative to the total amount of the adhesive composition.

19. The 2-cyanoacrylate adhesive composition according to claim 18 , wherein R 1 is methyl and n is 1.

20. The 2-cyanoacrylate adhesive composition according to claim 14 , wherein the content of the phthalic anhydride derivative is from 0.25 to 1% by mass relative to the total amount of the adhesive composition.

Assignees

• Toagosei Co Ltd

Inventors

• Ando Masaru
• Yoshida Norifumi
• Terai Hiroyuki

Classifications

• C09J11/08

  Macromolecular additives · CPC title

• C09J11/06 Primary

  organic · CPC title

• C08L23/0869

  with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters · CPC title

• C09J123/04

  Homopolymers or copolymers of ethene · CPC title

• C07C255/08

  Acrylonitrile; Methacrylonitrile · CPC title