POLY-1,2,4-TRIAZOLES AND POLY-1,3,4-OXADIAZOLES FROM PRECURSOR POLY-N-ACYLHYDRAZIDINES,

Abstract

High molecular weight soluble poly-N-acylhydrazidine was prepared from low temperature solution polycondensation of 2,6-pyridinediyl dihydrazidine with isophthaloyl chloride. Poly-N-acylhydrazidine was converted hy heating in strong acids such as trifluoroacetic to the corresponding poly-1,3,4-oxadiazole. Whereas, conversion of the precursor poly-N-acylhydrazidine predominantly to poly-1,2,4-triazole was affected by refluxing in solvents such as m-cresol or by solid state advancement at 280 to 350C under an inert atmosphere. The poly-1,2,4-triazole was contaminated with 1.4 to 4.0% 1,3,4-oxadiazole depending upon the heating rate. Poly-N-acylhydrazidine was of sufficient molecular weight to cast a clear yellow film which exhibited good flexibility. The film, upon thermal treatment to temperatures as high as 300C, became brittle. The poly-1,3,4-oxadiazole and poly-1,2,4-triazole exhibited thermal decompositions by TGA between 450 and 520C. Prior to polymer synthesis, a series of model compounds were prepared as a guide to polymer synthesis and identification. (Author)

Document Details

Document Type
Technical Report
Publication Date
Aug 01, 1969
Accession Number
AD0692676

Entities

People

  • Paul M. Hergenrother

Organizations

  • Boeing

Tags

DTIC Thesaurus Topics

  • Atmospheres
  • Chlorides
  • Controlled Atmospheres
  • Conversion
  • Decomposition
  • Identification
  • Low Temperature
  • Molecular Weight
  • New York
  • Oxadiazoles
  • Precursors
  • Resilience

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Materials Science and Engineering.
  • Polymer Science and Technology