Preparation and Characterization of Fully Furan-Based Renewable Thermosetting Epoxy-Amine Systems

Fengshuo Hu, Santosh Kumar Yadav, John J. La Scala, Joshua M. Sadler, Giuseppe R. Palmese

Research output: Contribution to journalArticlepeer-review

80 Scopus citations

Abstract

Fully furan-based epoxy/amine thermosetting materials are prepared and investigated using a furanyl epoxy monomer, 2,5-bis[(2-oxiranylmethoxy)methyl]-furan (BOF), and two furanyl amine hardeners, 5,5′-methylenedifurfurylamine (DFDA) and 5,5′-ethylidenedifurfirylamine (CH3-DFDA). These furan-based thermosets have shown promising glass transition temperatures (62 and 69 °C, respectively, using tan delta) and room temperature storage moduli (≈3.5 GPa). The BOF/CH3-DFDA sample is exhibited higher Tg than the BOF/DFDA system due to the presence of an additional methyl group in CH3-DFDA. Used as curing agents for DGEBA, DFDA and CH3-DFDA have shown excellent performance with resulting Tgs well above 120 °C. Onset degradation temperature of the fully furan-based samples is observed around 270 °C with high char yields (≈40 wt%) at 750 °C in argon. Based on their thermal and mechanical properties, the renewable fully furan-based thermosets are found suitable for coating, adhesive, and composite applications, and are therefore potential replacements for incumbent systems. For the first time, fully furan-based epoxy/amine thermosetting materials are prepared and reported using a furanyl epoxy monomer, 2,5-bis[(2-oxiranylmethoxy)methyl]-furan (BOF), and two furanyl amine hardeners, 5,5′-methylenedifurfurylamine (DFDA), and 5,5′-ethylidenedifurfirylamine (CH3-DFDA). These thermosetting materials have shown promising glass transition temperatures (62 and 69 °C) and room temperature storage moduli (≈3.5 GPa).

Original languageEnglish (US)
Pages (from-to)1441-1446
Number of pages6
JournalMacromolecular Chemistry and Physics
Volume216
Issue number13
DOIs
StatePublished - Jul 1 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Condensed Matter Physics
  • Materials Chemistry
  • Polymers and Plastics
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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