Die attach adhesives with vinyl ether and urea functionality

Abstract

Compounds with both vinyl ether and urea functionality are suitable for use in microelectronics applications.

We claim:  
     
         1 . A die attach adhesive comprising 
 (a) 5 to 30 weight percent of a mixture of a vinyl ether compound containing polar functionality and an electron acceptor compound,    (b) 0.01 to 10.0 weight percent of a free-radical initiator or photoinitiator,    (c) 70 to 95 weight percent of a conductive or nonconductive filler, to a total of 100 weight percent,    in which the vinyl ether has the structure                          in which    n is 1 to 6;    R 1 , R 2 , and R 3  are hydrogen, methyl or ethyl;    Q is an alkyl or cyckoalkyl linear or branched chain having 1 to 12 carbon atoms; an alkylenoxy chain having 1 to 12 carbon atoms, or aromatic or fused aromatic ring having 3 to 10 carbon atoms and optionally containing the heteroatoms O, N or S;    X and Y are independently O, NR 1 , or S, with the proviso that both X and Y cannot be oxygen or sulfur;    Z is a branched or linear alkane, which may contain cyclic moieties, a siloxane, a polysiloxane, a C 1  to C 4  alkoxy-terminated siloxane or polysiloxane, a polyether, a polyester, a polyurethane, a poly(butadiene), or an aromatic, polyaromatic, or heteroaromatic group.    
     
     
         2 . The die attach adhesive according to  claim 1  in which 
 R 1 , R 2 , and R 3  are hydrogen,  
 Q is a linear or branched chain alkyl having 1 to 12 carbon atoms; and  
 Z is a linear or branched chain alkyl having up to 36 carbon atoms.  
 
     
     
         3 . The die attach adhesive according to  claim 1  in which the filler is a conductive filler.  
     
     
         4 . The die attach adhesive according to  claim 3  in which the filler is silver.  
     
     
         5 . The die attach adhesive according to  claim 1  in which the filler is tetrafluoroethylene.  
     
     
         6 . A vinyl ether compound having the structure:  
       
         
           
           
               
               
           
         
       
       in which 
 R 1 , R 2 , and R 3  are independently hydrogen, a methyl group, or an ethyl group;  
 Q is an alkyl or alkylenoxy linear or branched chain having 1 to 12 carbon atoms;  
 Z is a branched or linear alkane, which may contain cyclic moieties, a siloxane, a polysiloxane, a C 1  to C 4  alkoxy-terminated siloxane or polysiloxane, a polyether, a polyester, a polyurethane, a poly(butadiene), or an aromatic, polyaromatic, or heteroaromatic group.  
 
     
     
         7 . The vinyl ether compound according to  claim 5  having the structure  
       
         
           
           
               
               
           
         
       
       in which C 36  is a mixture of isomers of a 36 carbon linear or branched chain.  
     
     
         8 . An adhesive composition containing the vinyl ether compound according to  claim 5 , a free radical initiator or photoinitiator, and optionally a conductive or nonconductive filler.  
     
     
         6 . The vinyl ether compound according to  claim 9  having the structure:  
       
         
           
           
               
               
           
         
       
       in which 
 R 1 , R 2 , and R 3  are independently hydrogen, a methyl group, or an ethyl group;  
 Q is an alkyl or alkylenoxy linear or branched chain having 1 to 12 carbon atoms;  
 Z is a branched or linear alkane, which may contain cyclic moieties, a siloxane, a polysiloxane, a C 1  to C 4  alkoxy-terminated siloxane or polysiloxane, a polyether, a polyester, a polyurethane, a poly(butadiene), or an aromatic, polyaromatic, or heteroaromatic group.  
 
     
     
         7 . The vinyl ether compound according to  claim 9  having the structure  
       
         
           
           
               
               
           
         
       
       in which C 36  is a mixture of isomers of a 36 carbon linear or branched chain.  
     
     
         9 . A vinyl ether compound having the structure:  
       
         
           
           
               
               
           
         
       
       in which 
 n is 1 to 6;  
 R 1 , R 2 , and R 3  are hydrogen, methyl or ethyl;  
 Q is an alkyl or cyckoalkyl linear or branched chain having 1 to 12 carbon atoms; an alkylenoxy chain having 1 to 12 carbon atoms, or aromatic or fused aromatic ring having 3 to 10 carbon atoms and optionally containing the heteroatoms O, N or S;  
 Z is a branched or linear alkane, which may contain cyclic moieties, a siloxane, a polysiloxane, a C 1  to C 4  alkoxy-terminated siloxane or polysiloxane, a polyether, a polyester, a polyurethane, a poly(butadiene), or an aromatic, polyaromatic, or heteroaromatic group.