Storage stable polymerizable compositions

Abstract

A composition from 0° C. to 40° C. and from 0 percent to 100 percent humidity, comprising from 0.2 to 5 percent by weight of at least a peroxide which decomposes by at most fifty percent by weight of the peroxide within 10 hours at a temperature of at least 75° C., from 0.2 to 3 percent by weight of a metal containing material, from 0.1 to 3 percent by weight of a protected reducing agent. The protected reducing agent is adapted to form an active reducing agent, from 0 to 1 percent by weight of an amine. The composition is formed from peroxide stored at from 0° C. to 40° C. and from 0 percent to 100 percent humidity for at least 24 hours.

We claim:  
     
         1 . A composition comprising: 
 from 0.2 to 5 percent by weight of a peroxide which decomposes by at most fifty percent by weight of said peroxide within 10 hours at a temperature of at least 75° C.,    from 0.2 to 3 percent by weight of a metal containing material,    from 0.1 to 3 percent by weight of a protected reducing agent in inactive form, said protected reducing agent being adapted to form an active reducing agent,    from 0 to 1 percent by weight of an amine    said peroxide being stored for at least 24 hours at from 0° C. to 40° C. and from 0 percent to 100 percent humidity.    
     
     
         2 . The composition of  claim 1  wherein said protected reducing agent is characterized by the following structure  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1  is H or a substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted acylalkyl having from 2 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylcycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted heteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylarylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted acylheteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms, substituted or unsubstituted acylalkenyl arylalkyl having from 7 to 30 carbon atoms, or Si(R 5 ) 3,  wherein R 5  is substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkenyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 6 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms,  
 R 2  is a substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted having from 2 to 18 carbon atoms acylalkyl, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylcycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted heteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylarylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted acylheteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms, substituted or unsubstituted acylalkenyl arylalkyl having from 7 to 30 carbon atoms, or Si(R 5 ) 3 , wherein R 5  is substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 6 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms,  
 X and Z are substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted acylalkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylcycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted heteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylarylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted acylheteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms, substituted or unsubstituted acylalkenyl arylalkyl having from 7 to 30 carbon atoms.  
 
     
     
         3 . The composition of  claim 1  wherein said protected reducing agent is obtained by chemical modification of ascorbic acid, 2,3-dihydroxy propenal, squaric acid, 1,2-dihydroxy cyclopenten-3,4,5-trion, dihydroxyfumaric acid or their derivatives  
       
         
           
           
               
               
           
         
       
     
     
         4 . The composition of  claim 1  wherein said protected reducing agent is charaterized by the following structure  
       
         
           
           
               
               
           
         
       
       wherein the residues 
 R 1  is hydrogen atom, substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted acylalkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 1 to 18 carbon atoms, substituted or unsubstituted acylcycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted heteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylarylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted acylheteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms, substituted or unsubstituted acylalkenyl arylalkyl having from 7 to 30 carbon atoms, or Si(R 5 ) 3 , wherein R 5  is substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 6 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms and  
 R 2 , R 3  are R 4  are substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted acylalkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylcycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted heteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted acylarylalkyl having from 5 to 18 carbon atoms or substituted or unsubstituted acylheteroarylalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms, substituted or unsubstituted acylalkenyl arylalkyl having from 7 to 30 carbon atoms, or Si(R 5 ) 3 , wherein R 5  is substituted or unsubstituted alkyl having from 1 to 18 carbon atoms, substituted or unsubstituted cycloalkyl having from 5 to 18 carbon atoms, substituted or unsubstituted arylalkyl having from 6 to 18 carbon atoms, substituted or unsubstituted alkenyl arylalkyl having from 7 to 30 carbon atoms.  
 
     
     
         5 . The composition of  claim 1  wherein said protected reducing agent is modified by acetalisation, silylation, esterification, etherification in this manner, that these protecting groups are removable under acid or basic conditions.  
     
     
         6 . The composition of  claim 1  wherein said peroxide is a diacyl peroxide, a perester, a perketale, a peroxy dicarbonate, a dialkyl peroxide, a ketone peroxide or a alkyl hydroxyperoxide.  
     
     
         7 . The composition of  claim 1  wherein said peroxide is selected from the group consisting of 2,5-dimethyl-2,5-di(benzolyperoxy)hexane, tert.-butylamyl peroxide, di-(tert.-butyl) peroxide, cumen hydo peroxide, tert.-butylhydro peroxide, tert.-butyl-peroxy-(3,5,5-trimethyl hexanoate), tert.-butylperoxy benzoate and tert.-butylperoxy-2-ethylhexyl carbonate.  
     
     
         8 . The composition of  claim 1  wherein said amine is a alkyl aryl amine, a dialkyl aryl amine or a trialkyl amine.  
     
     
         9 . The composition of  claim 1  comprising said amine in a content from 0 to 1 percent by weight, preferably in a content from 0.001 to 0.5 percent by weight, most preferably in a content from 0.01 to 0.2 percent by weight.  
     
     
         10 . The composition of  claim 1  wherein said metal containing material is a salt of a metal or an organo-metalic compound.  
     
     
         11 . The composition of  claim 1  wherein said metal of said metal containing material is selected from the group consisting of copper, silver, cerium, iron, chromium, nickel, vanadium and manganese.  
     
     
         12 . The composition of  claim 1  wherein said metal containing material is a acetate, salicylate, naphenoate, thiourea complex, acetylacetonate or ethylene tetramine acidic acid.  
     
     
         13  The composition of  claim 1  wherein said inactive protected reducing agent forms an active reducing agent under acidic conditions of pH less than 6.  
     
     
         14  The composition of  claim 1  wherein said inactive protected reducing agent forms an active reducing agent under basic conditions of pH more than 8.  
     
     
         15 . The composition of  claim 1  wherein said peroxide is stored for at least 3 months.  
     
     
         16 . The composition of  claim 1  wherein said peroxide is stored for at least 6 months.