Perfluorocarbon Epoxides, Part 1

Abstract

Potential ester solvents were prepared, tested for stability toward fluoride ion, and used as solvents in *(HFPO) oligomerizations. These materials were found to be inferior to the conventional glyme solvents in HFPO oligomerizations. Studies directed toward the preperation of a 2.3 spiroepoxide were culminated by the synthesis of perfluoro(1-oxaspiro(2.3)hexane). Considerable effort was spent on obtaining perfluorocyclobutanone, an essential intermediate in the spiroepoxide synthesis. Attempted polymerization and reaction of the spiroepoxide are discussed. A new class of compound, a perfluorinated ether epoxide, was prepared by the oxidation of the vinyl ether derived from HFPO trimer. Of the three reagents tested for this oxidation (O2, H2O2/Na2CO3, OF2/O2) the OF2 catalyzed oxidation seemed best. Attempts to extend this reaction to the simplest homolog of this class of epoxide are discussed. Several approaches leading to the preperation of perfluorinated-N-alkyl azitidines were investigated.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 1973
Accession Number
AD0912520

Entities

People

  • Calvin D. Padgett
  • Jerry R. Patton
  • Ralph J. De Pasquale

Tags

Communities of Interest

  • Ground and Sea Platforms
  • Human Systems
  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Air Force Facilities
  • Alkali Metals
  • Alkenes
  • Decomposition
  • Fluids
  • Fluorides
  • Hydrocarbons
  • Infrared Spectra
  • Ketones
  • Liquids
  • Low Temperature
  • Materials
  • Materials Laboratories
  • Molecular Weight
  • Oxidation
  • Test And Evaluation

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry