Synthesis and Characterization of Furanic Compounds

Abstract

Furans have been investigated in many chemical syntheses for specialty chemicals and polymers. Furans are attractive compounds because they are chemically obtainable through the catalytic decarbonylation of furfural, which is obtain through chemical modification of hemicelluloses (xylose). We seek to further develop biobased furanic materials with the goal of obtaining polymers with high Tg and mechanical properties. This report details the synthesis of monomers necessary for the production of high-performance furan-based polymers analogous to Kevlar, nylon, epoxies, and other high-performance polymers. We used conventional synthetic organic chemistry to prepare monomers including furan-2-carbonyl azide; 2-furanamine; 2,2'-Methylenedifuran; di(2-furyl)methanone; 2,5-furan dicarboxylic acid; 2,5-furan dicarboxylic acid chloride; and 2,5-furan diamide. The monomers were purified using extraction methods and characterized using nuclear magnetic resonance spectroscopy. The monomers were produced at high purity and in good yields.

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Document Details

Document Type
Technical Report
Publication Date
Sep 01, 2013
Accession Number
ADA592103

Entities

People

  • John J. la Scala
  • Lashonda T. Cureton

Organizations

  • United States Army Research Laboratory

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Hydroxides
  • Magnetic Resonance
  • Materials
  • Mechanical Properties
  • Military Research
  • Nuclear Magnetic Resonance
  • Organic Chemistry
  • Production
  • Resonance
  • Sodium
  • Sodium Azides
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology