Thiol-ene printable resins for inkjet 3d printing

Abstract

A composition suitable for 3-D printing comprises, in one embodiment, a photopolymer including one or more thiol monomer, one or more alkene monomer, and a polymerization initiator. In another embodiment, the thiol monomer is selected from the group consisting of: glycol di(3-mercaptopropionate) [GDMP]; trimethylolpropane tris(3-mercaptopropionate) [TMPMP]; pentaerythritol tetrakis(3-mercaptopropionate) [PETMP] and 3,6-dioxa-1,8-octanedithiol [DODT]. In yet another embodiment, the alkene monomer comprises: an allyl-functional urethane/urea monomer synthesized from: an isocyanate moiety and a hydroxyl or amine functional allyl moiety. In still another embodiment, the hydroxyl or amine functional allyl moiety comprises 2-allyloxyethanol, allyl alcohol, and allylamine. In still yet another embodiment, the isocyanate moiety is selected from the group consisting of: isophorone diisocyanate (IDI), hexamethylene diisocyanate (HDI), trimethylhexamethylene diisocyanate (TMHDI), 1,3-bis(isocyanatomethyl)cyclohexane, and dicyclohexylmethane 4,4′-Diisocyanate (HMDI).

What is claimed is: 
     
         1 .- 16 . (canceled) 
     
     
         17 . A composition suitable for inkjet 3D printing comprising:
 one or more thiol monomer, and   one or more alkene monomer being selected from:   
       
         
           
           
               
               
           
         
       
     
     
         18 . The composition of  claim 17 , wherein the one or more thiol monomer is selected from:
 glycol di(3-mercaptopropionate) (GDMP);   trimethylolpropane tris(3-mercaptopropionate) (TMPMP);   pentaerythritol tetrakis(3-mercaptopropionate) (PETMP); and   3,6-dioxa-1,8-octanedithiol (DODT).   
     
     
         19 . The composition of  claim 17 , wherein the thiol monomer is glycol di(3-mercaptopropionate) (GDMP). 
     
     
         20 . The composition of  claim 17 , wherein the thiol monomer is trimethylolpropane tris(3-mercaptopropionate) (TMPMP). 
     
     
         21 . The composition of  claim 17 , wherein the thiol monomer is pentaerythritol tetrakis(3-mercaptopropionate) (PETMP). 
     
     
         22 . The composition of  claim 17 , wherein the thiol monomer is a 3,6-dioxa-1,8-octanedithiol (DODT). 
     
     
         23 . The composition of  claim 17 , wherein the one or more alkene monomer is selected from: 
       
         
           
           
               
               
           
         
       
     
     
         24 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         25 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         26 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         27 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         28 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         29 . The composition of  claim 17 , wherein the alkene monomer is 
       
         
           
           
               
               
           
         
       
     
     
         30 . The composition of  claim 17 , wherein:
 the thiol monomer is a 3,6-dioxa-1,8-octanedithiol (DODT); and   the alkene monomer is   
       
         
           
           
               
               
           
         
       
     
     
         31 . The composition of  claim 17 , further comprising a polymerization initiator. 
     
     
         32 . A cured composition being prepared by a method comprising curing the composition of  claim 17 . 
     
     
         33 . The cured composition of  claim 32 , wherein the composition is cured by UV or visible light irradiation. 
     
     
         34 . A composition suitable for inkjet 3D printing comprising:
 one or more thiol monomer selected from glycol di(3-mercaptopropionate) (GDMP), trimethylolpropane tris(3-mercaptopropionate) (TMPMP), pentaerythritol tetrakis(3-mercaptopropionate) (PETMP), and 3,6-dioxa-1,8-octanedithiol (DODT); and   one or more alkene monomer being selected from:   
       
         
           
           
               
               
           
         
       
       and
 a polymerization initiator. 
 
     
     
         35 . The composition of  claim 34 , wherein:
 the thiol monomer is a 3,6-dioxa-1,8-octanedithiol (DODT); and   the alkene monomer is   
       
         
           
           
               
               
           
         
       
     
     
         36 . A cured composition being prepared by a method comprising curing the composition of  claim 34 .