Cyanoacrylate compositions

Patent metadata

Field	Value
Publication number	US-2021002455-A1
Application number	US-202016987648-A
Country	US
Kind code	A1
Filing date	Aug 7, 2020
Priority date	Feb 12, 2018
Publication date	Jan 7, 2021
Grant date	—

Abstract

This invention relates to cyanoacrylate-containing compositions that include, in addition to the cyanoacrylate component, a polybutylmethacrylate-polymethylmethacrylate copolymer. The inventive cyanoacrylate compositions load up to nearly a threefold increase of polybutylmethacrylate-polymethylmethacrylate copolymer over conventional polymethylmethacrylate and cured products of the inventive cyanoacrylate compositions demonstrate improved flexibility in terms of modulus (at comparable loading levels as well as increased loading levels compared to conventional polymethylmethacrylate) without compromising stability, fixture time or tensile shear strength.

First claim

What is claimed is:

1 . A cyanoacrylate composition, comprising:
(a) a cyanoacrylate component, and (b) a polybutylmethacrylate-polymethylmethacrylate copolymer having a molecular weight below 80,000 Mn.

2 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer has a molecular weight in the range of about 10,000 Mn up to about 80,000 Mn.

3 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer has a molecular weight of about 60,000 Mn.

4 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount up to about 50 percent by weight of the total composition.

5 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount in the range of about 2 percent by weight to about 45 percent by weight of the total composition.

6 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount of about 20 percent by weight of the total composition.

7 . Cured products of the composition according to claim 1 , wherein the cured products demonstrate improved flexibility measured using a three point bending test without compromising strength compared to polymethylmethacrylate present at at least the same loading level.

8 . The composition according to claim 1 , wherein the composition is flowable at room temperature.

9 . The composition according to claim 1 , wherein the composition has a viscosity up to about 175,000 mPa·s.

10 . The composition according to claim 1 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount up to about 50 percent by weight of the total composition and a viscosity up to about 175,000 mPa·s.

11 . The cured products according to claim 7 , exhibiting a Modulus of Elasticity after a period of time of about 1 week at a temperature of about 22° C. of less than about 2,000 MPa.

12 . The composition according to claim 11 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount in the range of 10 percent by weight to about 45 percent by weight of the total composition.

13 . The cured products according to claim 7 , exhibiting a Modulus of Elasticity after a period of time of about 2 weeks at a temperature of about 22° C. of less than about 2,000 MPa.

14 . The composition according to claim 13 , wherein the polybutylmethacrylate-polymethylmethacrylate copolymer is present in an amount in the range of 10 percent by weight to about 45 percent by weight of the total composition.

15 . The composition according to claim 1 , further comprising a rubber toughening component.

16 . The composition according to claim 15 , wherein the rubber toughening component is selected from the group consisting of (a) reaction products of the combination of ethylene, methyl acrylate and monomers having carboxylic acid cure sites, (b) dipolymers of ethylene and methyl acrylate, (c) vinylidene chloride-acrylonitrile copolymers, (d) vinyl chloride/vinyl acetate copolymer, (e) copolymers of polyethylene and polyvinyl acetate, and combinations thereof.

17 . The composition according to claim 15 , wherein the rubber toughening component is a reaction product of the combination of ethylene, methyl acrylate and monomers having carboxylic acid cure sites, wherein the reaction product is free of release agents, anti-oxidants, stearic acid and polyethylene glycol ether wax.

18 . The composition according to claim 1 , further comprising one or more of a thixotrope, a gelling agent, a thickener, an accelerator, a shock resistance conferring agent, a thermal resistance conferring agent, and a humidity resistance conferring agent.

19 . The composition according to claim 18 , wherein the thixotrope is a fumed silica.

20 . The composition according to claim 18 , wherein the accelerator is selected from the group consisting of calixarene, oxacalixarene, silacrown, cyclodextrin, crown ether, poly(ethyleneglycol) di(meth)acrylate, ethoxylated hydric compound, and combinations thereof.

21 . The composition according to claim 1 , further comprising a stabilizing amount of an acidic stabilizer and a free radical inhibitor.

22 . Reaction products of the composition according to claim 1 .

23 . A method of bonding together two substrates, comprising the steps of:
applying a cyanoacrylate composition according to claim 1 , to at least one of the substrates, and mating together the substrates for a time sufficient to permit the composition to fixture.

24 . A method of preparing a cyanoacrylate composition according to claim 1 , comprising the steps of:
providing a cyanoacrylate component, and combining therewith with mixing a polybutylmethacrylate-polymethylmethacrylate copolymer.

Assignees

• Henkel IP & Holding GmbH

Inventors

• Kelly Ruth A
• Byrne Laura M

Classifications

• C08K5/315 Primary

  Compounds containing carbon-to-nitrogen triple bonds · CPC title

• C09J4/06 Primary

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00 · CPC title

• C08F265/06

  Polymerisation of acrylate or methacrylate esters on to polymers thereof · CPC title

• C09J133/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title

• C08L33/10

  Homopolymers or copolymers of methacrylic acid esters · CPC title