Studies of the Breakdown Mechanism of Polymers. VII. The Thermal Decomposition of a Polyhydrazide and of Polyoxadiazoles

Abstract

Poly-1,3-phenylene hydrazide, when heated to 250 C in vacuum, partially undergoes cleavage of the N-N bond to yield isophthalonitrile, water, carbon monoxide, and carbon dioxide. The major part converts to the corresponding polyoxadiazole. Poly- 1,3-and -1,4-phenylene -2,5(1,3,4- oxadiazole) decompose essentially in the 450 to 500 C region to yield isophthalonitrile (also p-aminobenzonitrile in the case of the 1,4-polymer), nitrogen, carbon dioxide, hydrogen cyanide, carbon monoxide, water, ammonia, methane, and hydrogen. The 1,4- polymer decomposes at a slightly higher temperature than the 1,3-polymer and forms less gaseous products and more condensate. The oxadiazole ring degrades before the benzene ring. Initial competing reactions seem to be the removal of nitrogen, further degradation of the remaining ether linkage, and the elimination of oxygen with subsequent cleavage of the residual -C=N-N=C-linkage.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 1972
Accession Number
AD0749853

Entities

People

  • Gerhard F. L. Ehlers
  • Kurt R. Fisch
  • Wilbert R. Powell

Organizations

  • Air Force Research Laboratory

Tags

Communities of Interest

  • Advanced Electronics

DTIC Thesaurus Topics

  • Air Force
  • Carbon Dioxide
  • Carbon Monoxide
  • Composite Materials
  • Cyanides
  • Dielectric Gases
  • Gases
  • Hydrazides
  • Hydrogen Cyanide
  • Magnetic Resonance
  • Mass Spectroscopy
  • Materials
  • Materials Laboratories
  • Nitrogen Compounds
  • Nuclear Magnetic Resonance
  • Spectra
  • Spectroscopy

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology