Renewable polymers and resins and methods of making the same

Abstract

The present disclosure relates to methods for producing polymers and resins, the method including a first reacting of at least a first diamine with a first carbonate-containing compound and a second carbonate-containing compound to produce at least one of the polymer or the resin, where the first reacting is according to each of R 1 , R 2 , R 3 , and R 4 include at least one of a hydrogen atom, a methyl group, a saturated hydrocarbon chain, and/or an unsaturated hydrocarbon chain, and R comprises at least one of a carbon atom, a saturated hydrocarbon chain, and/or an unsaturated hydrocarbon chain.

1 - 20 . (canceled) 
     
     
         21 . A method for producing a petroleum-derived or biomass-derived polymer or resin without the use of an isocyanate comprising reacting a polyamine and a carbonated lipid. 
     
     
         22 . The method of  claim 21  wherein the polyamine is a diamine. 
     
     
         23 . The method of  claim 22  wherein the diamine is derived from a decarboxylated amino acid. 
     
     
         24 . The method of  claim 22  wherein the diamine has the formula: 
       
         
           
           
               
               
           
         
         wherein R is a functionalized or unfunctionalized alkylene and R′ is an amino acid side chain. 
       
     
     
         25 . The method of  claim 24  wherein the amino acid is derived from agricultural waste. 
     
     
         26 . The method of  claim 24  wherein the amino acid is derived from microalgae 
     
     
         27 . The method of  claim 21  wherein the carbonated lipid is a triglyceride, diglyceride, monoglyceride, or a fatty acid, each having two or more carbonate groups. 
     
     
         28 . The method of  claim 21  wherein the carbonated lipid is obtained from an unsaturated lipid. 
     
     
         29 . The method of  claim 28  wherein the carbonated lipid is produced by deoxygenating a saturated lipid to form an unsaturated lipid and carbonating the unsaturated lipid. 
     
     
         30 . The method of  claim 28  wherein the carbonated lipid is produced by epoxidizing an unsaturated lipid. 
     
     
         31 . The method of  claim 30  further comprising the step of isolating the unsaturated lipid from a crude oil via electrophoresis. 
     
     
         32 . The method of  claim 31  wherein the unsaturated lipid is obtained from biomass. 
     
     
         33 . The method of  claim 31  wherein the crude oil is obtained from algae. 
     
     
         34 . The method of  claim 29  wherein the deoxygenating step is conducted with a shape selective catalyst or a microporous catalyst. 
     
     
         35 . The method of  claim 21  wherein the polyamine is cadaverine. 
     
     
         36 . The method of  claim 21  wherein the polyamine is tyrosine-cadaverine diamide. 
     
     
         37 . The method of  claim 21  wherein the carbonated lipid is carbonated soybean oil. 
     
     
         38 . The method of  claim 21  wherein the polyamine and the carbonated lipid are derived from a biomass, wherein the process further comprises the steps of:
 a. obtaining a biomass, 
 b. separating an amino acid mixture from the biomass; 
 c. separating a lipid mixture from the biomass; 
 d. isolating one or more amino acids from the amino acid mixture; 
 e. optionally decarboxylating one or more amino acids in the amino acid mixture and/or reacting one or more amino acids with a diamine to form the polyamine; 
 f. deoxygenating the lipid mixture to form an unsaturated lipid; 
 g. epoxidizing the unsaturated lipid to form an epoxidized lipid; and 
 h. converting the epoxidized lipid to the carbonated lipid. 
 
     
     
         39 . The method of  claim 21  the polyamine and carbonated lipid are heated. 
     
     
         40 . The method of  claim 39  wherein the polymer or resin is cured under a vacuum.