Synthesis, Cure Kinetics, and Physical Properties of a New Tricyanate Ester with Enhanced Molecular Flexibility

Abstract

1,2,3-Tris(4-cyanatophenyl)propane, a new tricyanate ester monomer analogous to cyanated novolac or "phenolic triazine (PT) resin" that features more flexible chemical linkages at the central branch point, was synthesized in nine steps with an overall yield of 26%. The highly purified monomer exhibited an activation energy of 110 kJ/mol for auto-catalytic cure at temperatures of 210 deg C to 290 deg C, modestly lower than the comparably measured activation energy of a commercial cyanated novolac. The overall extent of cure achievable at these temperatures was also higher for the new monomer. Many physical properties of the cured monomer, including density, thermochemical stability, moisture uptake, and the impact of hydrolytic degradation on glass transition temperature were similar to those of commercial tricyanates, with a dry glass transition temperature at full conversion of at least 340 deg C.

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Document Details

Document Type
Technical Report
Publication Date
May 03, 2011
Accession Number
ADA546138

Entities

People

  • Andrew J. Guenthner
  • Gregory R. Yandek
  • Joseph M Mabry
  • Kevin R. Lamison
  • Lawrence C. Baldwin
  • Lee R. Cambrea
  • Matthew C. Davis
  • Thomas J. Groshens

Organizations

  • Air Force Research Laboratory

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Air Force
  • Air Force Research Laboratories
  • Anhydrides
  • Conversion
  • Energy
  • Glass
  • Glass Transition Temperature
  • Heat Energy
  • Heat Of Activation
  • Magnetic Resonance
  • Materials
  • Military Research
  • Nuclear Magnetic Resonance
  • Physical Properties
  • Pyridines
  • Transition Temperature
  • Transitions

Readers

  • Combustion science or combustion engineering.
  • Polymer Science and Engineering.