Michael Acceptor Having Multiple Hydroxyl Groups, and Michael Addition Product Derived Therefrom

Abstract

Provided is a Michael addition product prepared from a multifunctional acryl monomer having multiple hydroxyl groups allowing introduction of acryl functional groups, as a Michael acceptor, and a Michael donor. The Michael addition product is a novel multifunctional compound having an oligomer and a photoinitiator moiety in the molecule. Since it can be cured under a standard UV curing condition without having to add a photoinitiator, it is reduced to air pollution or health problem. Therefore the superior physical properties were obtained by cured coatings without surface tackiness. In addition, its hydroxyl groups allow, through isocyanate bonding or introduction of acryl groups, 3-dimensional crosslinking and molecular and compositional design for improving expandability, friction, and reactivity and hydrophilicity for self-adhesion, hardness of cured film, or the like. Consequently, a very useful, multifunctional or water-dispersible coating composition may be prepared.

What is claimed is: 
     
         1 . A Michael acceptor represented by Chemical Formula 1: 
       
         
           
           
               
               
           
         
         wherein 
         X is C 1 -C 6  alkylene or C 3 -C 10  cycloalkylene; 
         R 1  and R 2 , which may be identical to or different from each other, are hydrogen or C 1 -C 6  alkyl; and 
         n is an integer from 0 to 10. 
       
     
     
         2 . The Michael acceptor according to  claim 1 , which is represented by Chemical Formula 8: 
       
         
           
           
               
               
           
         
       
     
     
         3 . The Michael acceptor according to  claim 1 , which is represented by Chemical Formula 9: 
       
         
           
           
               
               
           
         
       
     
     
         4 . A method for preparing a Michael acceptor represented by Chemical Formula 1, comprising reacting an acrylate having a carboxyl group represented by Chemical Formula 4 or 5 with an epoxy resin represented by Chemical Formula 6: 
       
         
           
           
               
               
           
         
         wherein 
         X is C 1 -C 6  alkylene or C 3 -C 10  cycloalkylene, R 1  and R 2 , which may be identical to or different from each other, are hydrogen or C 1 -C 6  alkyl, and n is an integer from 0 to 10; 
       
       
         
           
           
               
               
           
         
         wherein X is alkylene, R 1  is hydrogen or C 1 -C 6  alkyl, Y is cycloalkylene, phenyl, ethylene or caprolactone, and n is an integer 2 or 3; and 
       
       
         
           
           
               
               
           
         
         wherein X is C 1 -C 6  alkylene or C 3 -C 10  cycloalkylene, and n is an integer from 0 to 10. 
       
     
     
         5 . The method for preparing a Michael acceptor according to  claim 4 , wherein the acrylate having a carboxy group represented by Chemical Formula 4 or 5 is 2-carboxyethyl acrylate, 2-carboxypropyl acrylate, 2-acryloyloxyethyl phthalate, 2-acryloyloxyethyl hexahydrophthalate, ω-acryloyloxypropyl phthalate, ethylene oxide (EO) added succinic acid acrylate, ω-carboxypolycaprolactone acid acrylate or a methacrylate thereof. 
     
     
         6 . The method for preparing a Michael acceptor according to  claim 4 , wherein the epoxy resin represented by Chemical Formula 6 is one or more selected from the group consisting of 1,4-butanediol diglycidyl ether, 1,4-cyclohexanedimethanol diglycidyl ether, diglycidyl 1,2-cyclohexanedicarboxylate, glycerol diglycidyl ether, neopentyl glycol diglycidyl ether, pentaerythritol diglycidyl ether, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, trimethylolpropane diglycidyl ether and diethylene glycol diglycidyl ether. 
     
     
         7 . The method for preparing a Michael acceptor according to  claim 4 , wherein the reaction is promoted by an onium salt or a tertiary amine.