Epoxide/(meth) acrylate composition

Abstract

A composition having at least one radically polymerisable monomer M; at least one radical former, at least one epoxide resin A including an average of more than one epoxide group per molecule, and at least one compound of formula (I). Such compositions are suitable as adhesives, sealants or coatings. Shortly after the application thereof, they have a high initial strength and, after further hardening at room temperature, they reach a high level of final strength.

What is claimed is: 
     
         1 . A composition comprising:
 a) at least one free-radically polymerizable monomer M;   b) at least one free-radical former;   c) at least one epoxy resin A which has an average of more than one epoxy group per molecule;   d) at least one compound of the formula (I)   
       
         
           
           
               
               
           
         
         where the R 1  radical is a hydrocarbyl radical having 1 to 6 carbon atoms; 
         the R 3 , R 4 , R 5 , R 6 , R 7  and R 8  radicals are each independently a hydrogen atom or a hydrocarbyl radical having 1 to 6 carbon atoms; and 
         the R 2  and R 9  radicals are each independently a hydrogen atom or a hydrocarbyl radical having 1 to 6 carbon atoms or a radical of the formula (II) 
       
       
         
           
           
               
               
           
         
         where the R 10  radical is a hydrogen atom or a methyl group; and 
         e) at least one bifunctional monomer L which is reactive both toward the free-radically polymerizable monomer M and toward the epoxy resin A. 
       
     
     
         2 . The composition as claimed in  claim 1 , wherein the free-radically polymerizable monomer M is a methacrylate. 
     
     
         3 . The composition as claimed in  claim 1 , wherein the proportion of the free-radically polymerizable monomer M is 10 to 90% by weight of the overall composition. 
     
     
         4 . The composition as claimed in  claim 1 , wherein the free-radical former is a peroxide, a hydroperoxide or a perester. 
     
     
         5 . The composition as claimed in  claim 1 , comprising:
 at least one tertiary amine or a transition metal salt or a transition metal complex as a catalyst for free-radical formation.   
     
     
         6 . The composition as claimed in  claim 1 , wherein the epoxy resin A is obtained from a reaction of epichlorohydrin and/or 2-methylepichlorohydrin with a diphenol. 
     
     
         7 . The composition as claimed in  claim 1 , wherein the proportion of the epoxy resin A is 5 to 40% by weight of the overall composition. 
     
     
         8 . The composition as claimed in  claim 1 , wherein the bifunctional monomer L is glycidyl (meth)acrylate. 
     
     
         9 . The composition as claimed in  claim 1 , formed as a two-pack composition comprising:
 a first pack K1 having the free-radically polymerizable monomer M, the compound of the formula (I) and the bifunctional monomer L; and   a second pack K2 having the free-radical former and the epoxy resin A.   
     
     
         10 . The composition as claimed in  claim 1 , wherein the composition is curable at room temperature. 
     
     
         11 . The composition as claimed in  claim 1 , configured as an adhesive or sealant or as a coating. 
     
     
         12 . A method for curing a composition, comprising:
 proving a composition containing:
 a) at least one free-radically polymerizable monomer M; 
 b) at least one free-radical former; and 
 c) at least one epoxy resin A which has an average of more than one epoxy group per molecule; and 
   curing the composition with a hardening agent comprising:
 at least one compound of the formula (I) 
   
       
         
           
           
               
               
           
         
         where the R 1  radical is a hydrocarbyl radical having 1 to 6 carbon atoms; 
         the R 3 , R 4 , R 5 , R 6 , R 7  and R 8  radicals are each independently a hydrogen atom or a hydrocarbyl radical having 1 to 6 carbon atoms; and 
         the R 2  and R 9  radicals are each independently a hydrogen atom or a hydrocarbyl radical having 1 to 6 carbon atoms or a radical of the formula (II) 
       
       
         
           
           
               
               
           
         
         where the R 10  radical is a hydrogen atom or a methyl group; and
 at least one bifunctional monomer L which is reactive both toward the free-radically polymerizable monomer M and toward the epoxy resin A. 
 
       
     
     
         13 . The method as claimed in  claim 12 , where R 2  and/or R 9  corresponds to a radical of the formula (II) incorporated into a polymer matrix as a free-radically polymerizable monomer. 
     
     
         14 . The composition as claimed in  claim 1 , where the R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8  and R 9  radicals are each independently an ethyl or a methyl group. 
     
     
         15 . The composition as claimed in  claim 1 , wherein the free-radially polymerizable monomer is selected from the group consisting of methyl methacrylate (MMA), tetrahydrofurfuryl methacrylate (THFMA), cyclohexyl methacrylate (CHMA), isobornyl methacrylate (IBMA) and trimethylcyclohexyl methacrylate (TMCHMA). 
     
     
         16 . The composition as claimed in  claim 1 , wherein the proportion of the free-radically polymerizable monomer M is 25 to 78% by weight of the overall composition. 
     
     
         17 . The composition as claimed in  claim 1 , wherein the proportion of the free-radically polymerizable monomer M is 30 to 65% by weight of the overall composition. 
     
     
         18 . The composition as claimed in  claim 1 , wherein the free-radical former is dibenzoyl peroxide. 
     
     
         19 . The composition as claimed in  claim 1 , wherein the proportion of the epoxy resin A is 8 to 30% by weight of the overall composition. 
     
     
         20 . The composition as claimed in  claim 1 , wherein the proportion of the epoxy resin A is 15 to 25% by weight of the overall composition. 
     
     
         21 . The composition as claimed in  claim 6 , wherein the diphenol is selected from the group consisting of 1,4-dihydroxybenzene, 1,3-dihydroxybenzene, 1,2-dihydroxybenzene, 1,3-dihydroxytoluene, 3,5-dihydroxybenzoates, 2,2-bis(4-hydroxyphenyl)propane (=bisphenol A), bis(4-hydroxyphenyl)methane (=bisphenol F), bis(4-hydroxyphenyl) sulfone (=bisphenol S), naphthoresorcinol, dihydroxynaphthalene, dihydroxyanthraquinone, dihydroxybiphenyl, 3,3-bis(p-hydroxyphenyl)phthalide, 5,5-bis(4-hydroxyphenyl)-hexahydro-4,7-methanoindane, phenolphthalein, fluorescein, 4,4′-[bis(hydroxyphenyl)-1,3-phenylenebis(1-methylethylidene)] (=bisphenol M), 4,4′-[bis(hydroxyphenyl)-1,4-phenylenebis(1-methylethylidene)] (=bisphenol P), 2,2′-diallyl bisphenol A, diphenols and dicresols prepared by reaction of phenols or cresols with diisopropylidenebenzene, and all isomers of the aforementioned compounds.