Cyanoacrylate compositions

Abstract

This invention relates to cyanoacrylate-containing compositions, which when cured provide improved heat resistance.

1 . A cyanoacrylate adhesive composition having improved resistance to thermal degradation at elevated temperature conditions of at least 120° C., comprising:
 (a) ally-2-cyanoacrylate, and 
 (b) a bis-functional cyanoacrylate in an amount of about 10 to about 20 weight percent based on the cyanoacrylate adhesive composition. 
 
     
     
         2 . (canceled) 
     
     
         3 . The composition according to  claim 1 , further comprising a member selected from the group consisting of methyl cyanoacrylate, ethyl-2-cyanoacrylate, propyl cyanoacrylates, butyl cyanoacrylates, octyl cyanoacrylates, and β-methoxyethyl cyanoacrylate. 
     
     
         4 - 5 . (canceled) 
     
     
         6 . The composition according to  claim 1 , wherein the bis-cyanoacrylate is selected from the group consisting of 1,10-decanediol bis-cyanoacrylate, 1,8-octanediol bis-cyanoacrylate, and 1,6-hexanediol bis-cyanoacrylate. 
     
     
         7 . The composition of  claim 1 , further comprising a stabilizing amount of an acidic stabilizer and a free radical inhibitor. 
     
     
         8 . The composition according to  claim 1 , further comprising an accelerator component. 
     
     
         9 . The composition according to  claim 8 , wherein the accelerator component is selected from the group consisting of calixarene, oxacalixarene, silacrown, cyclodextrin, crown ether, poly(ethyleneglycol) di(meth)acrylate, ethoxylated hydric compound, and combinations thereof. 
     
     
         10 . The composition according to  claim 9 , wherein the crown ether is selected from members within the group consisting of 15-crown-5, 18-crown-6, dibenzo-18-crown-6, benzo-15-crown-5-dibenzo-24-crown-8, dibenzo-30-crown-10, tribenzo-18-crown-6, asym-dibenzo-22-crown-6, dibenzo-14-crown-4, dicyclohexyl-18-crown-6, dicyclohexyl-24-crown-8, cyclohexyl-12-crown-4, 1,2-decalyl-15-crown-5, 1,2-naphtho-15-crown-5, 3,4,5-naphtyl-16-crown-5, 1,2-methyl-benzo-18-crown-6, 1,2-methylbenzo-5, 6-methylbenzo-18-crown-6, 1,2-t-butyl-18-crown-6, 1,2-vinylbenzo-15-crown-5, 1,2-vinylbenzo-18-crown-6, 1,2-t-butyl-cyclohexyl-8-crown-6, asym-dibenzo-22-crown-6, and 1,2-benzo-1,4-benzo-5-oxygen-20-crown-7 and combinations thereof. 
     
     
         11 . The composition according to  claim 1 , further comprising additives selected from the group consisting of tougheners, shock resistant additives, thixotropy conferring agents, thickeners, dyes, and combinations thereof. 
     
     
         12 . Reaction products of the composition according to  claim 1 . 
     
     
         13 . A method of bonding together two substrates, comprising the steps of:
 applying a cyanoacrylate-containing composition according to  claim 1 , to at least one of the substrates and   mating together the substrates for a time sufficient to permit the adhesive to fixture.   
     
     
         14 . A method of preparing a cyanoacrylate-containing composition according to  claim 1 , comprising the steps of:
 providing an allyl-2-cyanoacrylate, and   combining therewith with mixing a bis-cyanoacrylate component.   
     
     
         15 . (canceled)