Hydroxy functional alkyl polyurea

Abstract

A hydroxy functional alkyl polyurea is disclosed having the formula: wherein R comprises the residue of an isocyanurate, biuret, allophonate, glycoluril, benzoguanamine, and/or polyetheramine; or R comprises the reaction product of isocyanate and alkanol amine, but the isocyanate is not HDI when the alkanol amine is diethanol amine or monomethanol amine and the isocyanate is not IPDI when the alkanol amine is monomethanol amine; wherein each R1 is independently a hydrogen, alkyl having at least 1 carbon, or a hydroxy functional alkyl having 2 or more carbons and at least one R1 is a hydroxy functional alkyl having 2 or more carbons; and n is 2-6. Further disclosed is a coating comprising: a. A film forming resin; and b. A hydroxy functional alkyl polyurea crosslinker having the formula: wherein R2 is a substituted or unsubstituted C1 to C36 alkyl group, an aromatic group, the residue of an isocyanurate, biuret, allophanate, glycoluril, benzoguanamine and/or polyetheramine wherein each R1 is independently a hydrogen, and alkyl having at least 1 carbon, or a hydroxy functional alkyl having 2 or more carbons and at least one R1 is a hydroxy functional alkyl having 2 or more carbons; and n is 2-6. Substrates coated at least in part with such a coating are also disclosed.

What is claimed is: 
     
         1 . A hydroxy functional alkyl polyurea having the formula: 
       
         
           
           
               
               
           
         
       
       wherein R comprises the residue of an isocyanurate, biuret, allophonate, glycoluril, benzoguanamine, and/or polyetheramine; wherein each R1 is independently a hydrogen, alkyl having at least 1 carbon, or a hydroxy functional alkyl having 2 or more carbons and at least one R1 is a hydroxy functional alkyl having 2 or more carbons; and n is 2-6. 
     
     
         2 . The polyurea of  claim 1 , wherein R comprises the residue of an isocyanurate. 
     
     
         3 . The polyurea of  claim 1 , wherein at least one R1 comprises an ethanol or isopropanol group. 
     
     
         4 . A composition comprising:
 a. A film forming resin; and   b. A hydroxy functional alkyl polyurea crosslinker having the formula:   
       
         
           
           
               
               
           
         
         
           wherein R2 is a substituted or unsubstituted C1 to C36 alkyl group, an aromatic group, the residue of an isocyanurate, biuret, allophanate, glycoluril, benzoguanamine and/or polyetheramine; wherein each R1 is independently a hydrogen, an alkyl having at least 1 carbon, or a hydroxy functional alkyl having 2 or more carbons; and n is 2-6. 
         
       
     
     
         5 . The coating of  claim 4 , wherein R comprises a substituted or unsubstituted C2-C12 alkyl or aromatic group. 
     
     
         6 . The coating of  claim 4 , wherein R comprises a substituted or unsubstituted C6 alkyl group. 
     
     
         7 . The coating of  claim 4 , wherein R1 comprises ethanol or isopropanol. 
     
     
         8 . The coating of  claim 4 , wherein the coating is substantially formaldehyde free. 
     
     
         9 . The coating of  claim 4 , wherein the coating is a powder coating. 
     
     
         10 . The coating of  claim 4 , further comprising a catalyst. 
     
     
         11 . The coating of  claim 10 , wherein the catalyst comprises tin and/or titanium. 
     
     
         12 . The coating of  claim 4 , wherein the coating cures at a temperature of 130° C. or lower in 30 minutes or less. 
     
     
         13 . The coating of  claim 4 , wherein the coating cures at a temperature of 250° C. or lower in fifteen seconds or less. 
     
     
         14 . The coating of  claim 4 , wherein the R1 groups do not contain an ether linkage. 
     
     
         15 . A substrate coated at least in part with the coating of  claim 4 . 
     
     
         16 . The substrate of  claim 15 , wherein the substrate comprises a package. 
     
     
         17 . The substrate of  claim 15 , wherein the substrate comprises a metal can. 
     
     
         18 . The substrate of  claim 15 , wherein the substrate comprises a vehicle. 
     
     
         19 . The substrate of  claim 15 , wherein the substrate is rubber and/or plastic. 
     
     
         20 . A hydroxy functional alkyl polyurea having the formula 
       
         
           
           
               
               
           
         
       
       wherein R10 comprises the reaction product of an isocyanate and an alkanol amine, but the isocyanate is not HDI when the alkanol amine is diethanol amine or monomethanol amine and the isocyanate is not IPDI when the alkanol amine is monomethanol amine; wherein each R1 is independently a hydrogen, alkyl having at least 1 carbon, or a hydroxy functional alkyl having 2 or more carbons and at least one R1 is a hydroxy functional alkyl having 2 or more carbons; and n is 2-6.