2-cyanoacrylate-based adhesive composition

Patent metadata

Field	Value
Publication number	US-9353299-B2
Application number	US-201314427562-A
Country	US
Kind code	B2
Filing date	Sep 6, 2013
Priority date	Sep 11, 2012
Publication date	May 31, 2016
Grant date	May 31, 2016

Abstract

A 2-cyanoacrylate-based adhesive composition includes a 2-cyanoacrylic acid ester (a) and an onium salt (b) represented by general formula C + A − . In the formula, C + is an onium cation, and A − is a hydrogen sulfate anion, bisulfite anion, sulfonate anion represented by R 1 SO 3 − (where R 1 is an alkyl group, perfluoroalkyl group having 3 to 10 carbon atoms, cycloalkyl group, vinyl group, aryl group, perfluoroaryl group, aralkyl group, or halogen atom), or bis(substituted sulfonyl)imide anion represented by (R 2 SO 2 ) 2 N − (where R 2 is an alkyl group, perfluoroalkyl group, or aryl group).) The 2-cyanoacrylate-based adhesive composition has good storage stability and has an excellent adhesion rate to metals and thermoplastic elastomers.

First claim

The invention claimed is:

1. A 2-cyanoacrylate-based adhesive composition which comprises (a) a 2-cyanoacrylic acid ester and (b) an onium salt represented by the following general formula (1):
C + A −   (1)

wherein
C + represents an onium cation, and
A − represents a hydrogen sulfate anion, bisulfite anion, sulfonate anion represented by R 1 SO 3 − wherein R 1 is an alkyl group, perfluoroalkyl group having 3 to 10 carbon atoms, cycloalkyl group, vinyl group, aryl group, perfluoroaryl group, aralkyl group, or halogen atom, or bis(substituted sulfonyl)imide anion represented by (R 2 SO 2 ) 2 N − wherein R 2 is an alkyl group, perfluoroalkyl group, or aryl group.

2. The 2-cyanoacrylate-based adhesive composition according to claim 1 , wherein the cation of the onium salt (b) is at least one onium cation selected from the group consisting of a quaternary ammonium cation, an imidazolium cation, a pyridinium cation, and a tertiary sulfonium cation.

3. The 2-cyanoacrylate-based adhesive composition according to claim 1 , wherein the anion of the onium salt (b) is at least one of a hydrogen sulfate anion and a bis(perfluoroalkanesulfonyl)imide anion.

4. The 2-cyanoacrylate-based adhesive composition according to claim 1 , wherein the anion of the onium salt (b) is at least one selected from the group consisting of a hydrogen sulfate anion, a bisulfite anion, and a sulfonate anion represented by R 1 SO 3 − wherein R 1 is an alkyl group, cycloalkyl group, aryl group or aralkyl group.

5. The 2-cyanoacrylate-based adhesive composition according to claim 1 , wherein the content of the onium salt (b) is 10 to 20,000 ppm relative to 100 parts by mass of the 2-cyanoacrylic acid ester (a).

6. The 2-cyanoacrylate-based adhesive composition according to claim 2 , wherein the anion of the onium salt (b) is at least one of a hydrogen sulfate anion and a bis(perfluoroalkanesulfonyl)imide anion.

7. The 2-cyanoacrylate-based adhesive composition according to claim 2 , wherein the anion of the onium salt (b) is at least one selected from the group consisting of a hydrogen sulfate anion, a bisulfite anion, and a sulfonate anion represented by R 1 SO 3 − wherein R 1 is an alkyl group, cycloalkyl group, aryl group or aralkyl group.

Assignees

• Toagosei Co Ltd

Inventors

• Ishizaki Kenichi
• Ando Yushi

Classifications

• G03F7/039

  Macromolecular compounds which are photodegradable, e.g. positive electron resists (G03F7/075 takes precedence; macromolecular quinonediazides G03F7/023) · CPC title

• C09J11/06

  organic · CPC title

• C08K5/00

  Use of organic ingredients · CPC title

• C08F220/36

  containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} · CPC title

• C09J4/00 Primary

  Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16} · CPC title