Compositions and methods for thermosetting molecules in organic compositions

Abstract

In a method of producing a low dielectric constant polymer, a thermosetting monomer is provided, wherein the thermosetting monomer has a cage compound or aryl core structure, and a plurality of arms that are covalently bound to the cage compound or core structure. In a subsequent step, the thermosetting monomer is incorporated into a polymer to form the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of a triple bond that is located in at least one of the arms. Contemplated cage compounds and core structures include adamantane, diamantane, silicon, a phenyl group and a sexiphenylene group, while preferred arms include an arylene, a branched arylene, and an arylene ether. The thermosetting monomers may advantageously be employed to produce low-k dielectric material in electronic devices, and the dielectric constant of the polymer can be controlled by varying the overall length of the arms.

What is claimed is:  
     
         1 . A method of producing a low dielectric constant polymer, comprising: 
 providing a thermosetting monomer having the structure                          wherein Y is selected from a cage compound and a silicon atom, and R 1 , R 2 , R 3 , and R 4  are independently selected from an aryl, a branched aryl, and an arylene ether, and wherein at least one of the aryl, the branched aryl, and the arylene ether has a triple bond; and    incorporating the thermosetting monomer into a polymer thereby forming the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of the triple bond.    
     
     
         2 . The method of  claim 1  wherein Y is selected from the group consisting of an adamantane, and a diamantane.  
     
     
         3 . The method of  claim 1  wherein the aryl comprises a moiety selected from the group consisting of a tolanyl, a phenylethynylphenylethynylphenyl, and a p-tolanylphenyl.  
     
     
         4 . The method of  claim 1  wherein the branched aryl comprises a 1,2-bis(phenylethynyl)phenyl.  
     
     
         5 . The method of  claim 1  wherein the arylene ether comprises a p-tolanylphenyl ether.  
     
     
         6 . The method of  claim 1  wherein at least three of the aryl, the branched aryl, and the arylene ether have a triple bond, and wherein the incorporation into the polymer comprises a chemical reaction of the at least three triple bonds.  
     
     
         7 . The method of  claim 1  wherein all of the aryl, the branched aryl, and the arylene ether have a triple bond, and wherein the incorporation into the polymer comprises a chemical reaction of all of the triple bonds.  
     
     
         8 . The method of  claim 1  wherein R 1 , R 2 , R 3  and R 4  have a total length L, and the low dielectric constant polymer has a dielectric constant K, and wherein K decreases when L increases.  
     
     
         9 . The method of  claim 1  wherein the polymer comprises a poly(arylene ether).  
     
     
         10 . The method of  claim 1  wherein the step of incorporating the thermosetting monomer into the polymer takes place without participation of an additional molecule.  
     
     
         11 . A method of producing a low dielectric constant polymer, comprising: 
 providing a thermosetting monomer having the structure                          wherein Ar is an aryl, and R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6  are independently selected from an aryl, a branched aryl, an arylene ether, and nothing, and wherein each of the aryl, the branched aryl, and the arylene ether have at least one triple bond; and    incorporating the thermosetting monomer into a polymer thereby forming the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of the at least one triple bond.    
     
     
         12 . The method of  claim 11  wherein the aryl comprises a phenyl group.  
     
     
         13 . The method of  claim 12  wherein Ar is selected from the group consisting of a phenyl group and a sexiphenylene.  
     
     
         14 . The method of  claim 11  wherein R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5  and R′ 6  have a total length L, and the low dielectric constant polymer has a dielectric constant K, and wherein K decreases when L increases.  
     
     
         15 . The method of  claim 11  wherein the step of incorporating the thermosetting monomer into the polymer takes place without participation of an additional molecule.  
     
     
         16 . The method of  claim 11  wherein the polymer comprises a poly(arylene ether).  
     
     
         17 . A thermosetting monomer having the structure  
       
         
           
           
               
               
           
         
       
       wherein Y is selected from a cage compound and a silicon atom, and R 1 , R 2 , R 3 , and R 4  are independently selected from an aryl, a branched aryl, and an arylene ether, and wherein at least one of the aryl, the branched aryl, and the arylene ether has a triple bond.  
     
     
         18 . A thermosetting monomer having the structure  
       
         
           
           
               
               
           
         
       
       wherein Ar is an aryl, and R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6  are independently selected from an aryl, a branched aryl, an arylene ether, and nothing, and wherein each of the aryl, the branched aryl, and the arylene ether have at least one triple bond.  
     
     
         19 . A thermosetting monomer having a structure according to formula TM-1:  
       
         
           
           
               
               
           
         
       
       wherein n=1-3.  
     
     
         20 . A thermosetting monomer having a structure according to formula TM-2:  
       
         
           
           
               
               
           
         
       
       wherein n=1-3.  
     
     
         21 . A thermosetting monomer having a structure according to formula TM-3:  
       
         
           
           
               
               
           
         
       
     
     
         22 . An electrical device including a dielectric layer comprising a polymer fabricated from at least one thermosetting monomer from the group consisting of:  
       
         
           
           
               
               
           
         
       
       wherein Y is selected from a cage compound and a silicon atom, and R 1 , R 2 , R 3 , and R 4  are independently selected from an aryl, a branched aryl, and an arylene ether, and wherein at least one of the aryl, the branched aryl, and the arylene ether has a triple bond;  
       
         
           
           
               
               
           
         
       
       wherein Ar is an aryl, and R′ 1 , R′ 2 , R′ 3 , R′ 4 , R′ 5 , and R′ 6  are independently selected from an aryl, a branched aryl, an arylene ether, and nothing, and wherein each of the aryl, the branched aryl, and the arylene ether have at least one triple bond;