Synthesis and Characterization of Partial Biobased Furan Polyamides

Report No. ARL-TR-6828
Authors: LaShonda T. Cureton; John J. La Scala
Date/Pages: February 2014; 22 pages
Abstract: We have used two synthetic methods, "direct" polycondensation and interfacial polymerization, to prepare partially biobased furan polyamides from the biobased monomer, 2,5-furan dicarboxylic acid, a product of carbohydrates, and p-phenylenediamine. Polyamides synthesized from interfacial polymerization provided consistent molecular weight values averaging 24,000 g/mol. These materials show limited solubility in some organic solvents like acetone and chloroform; however, they are highly soluble in sulfuric acid and polar aprotic solvents anhydrous dimethylformamide, anhydrous 1-methyl-2-pyrrolidinone, and dimethyl sulfoxide. Thermal analysis measurements of the partially biobased polyamides have shown an average thermal stability of 400 °C, compared to that of manufactured petroleum-based Kevlar (Td, 427°-482°C), and Tg values have been observed to be greater than the degradation of the polymer materials.
Distribution: Approved for public release
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Last Update / Reviewed: February 1, 2014