Diels-Alder Polymerization of AB-Monomers Containing Benzocyclobutene and Alkyne Units

Abstract

A novel class of aromatic imide AB-monomers with benzocyclobutene and an alkyne (primarily phenylethynyl group) as the reactive units have been prepared. The monomers have been utilized in the thermally induced Diels-Alder polymerizations. The differential scanning calorimetric study of the aforementioned AB-monomers provided two observations: (1) primary acetylene began its homo-polymerization (202 C max.) before the electrocyclic ring-opening of benzocyclobutene (270 C max.) (2) the phenoxy group connecting between phenylacetylenyl group and the aromatic imide fragment suppressed polymerization in Diels Alder fashion. Furthermore, thermoxidative stability evaluation on the cured samples (250 C for 8 hrs and then 350 C for another 8 hrs, under nitrogen atmosphere), carried out at 650 F (air) for 200 hrs, indicated the more rigid phenylethynyl phthalimide system was the most heat-resistant. Keywords: Butenes, Polymers, High Temperature, Imides, AB-Monomers.

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Document Details

Document Type
Technical Report
Publication Date
Jun 01, 1986
Accession Number
ADA179186

Entities

People

  • Fred E. Arnold
  • Loon-Seng Tan

Organizations

  • University of Dayton

Tags

Communities of Interest

  • Ground and Sea Platforms

DTIC Thesaurus Topics

  • Acetic Acid
  • Acetylenes
  • Alkanes
  • Alkynes
  • Anhydrides
  • Chemical Synthesis
  • Chemistry
  • Glass Transition Temperature
  • Imides
  • Mass Spectroscopy
  • Materials
  • Materials Laboratories
  • Organic Chemistry
  • Plastic Explosives
  • Spectra
  • Thermosetting Plastics
  • Transition Temperature

Fields of Study

  • Chemistry

Readers

  • Polymer Science and Technology