ATTEMPTS TO PREPARE FLUOROETHERS WITH EMPHASIS ON THE USE OF LITHIO-PERFLUOROALKANES IN ORGANIC SYNTHESIS.

Abstract

In the search for new elastomers suitable for use at high temperatures, certain aliphatic poly(fluoroethers) appear promising candidates for the base polymer. Attempts made to prepare as a model (bis-(1-1-di-H-heptafluorobutyl) ether, by potential polymer forming reactions, were unsuccessful: perfluoro-n-propyl-lithium was insufficiently stable to undergo condensation with sym-dichlorodimethyl ether, and O-alkylation of 1-1-di-H-heptafluorobutyl trifluoromethane- sulphonate with sodium 1-1-di-H-heptafluorobutoxide could not be effected. Perfluoro-n-heptyl-lithium and 1-4-dilithio-octafluorobutane were prepared by halogen-metal exchange and characterised by their reactions with acetaldehyde: they are much less stable than perfluoro-n-propyl-lithium. The proportion of alkyl-lithium compound used for the exchange had a considerable effect on the stability of the fluoro-organometallic reagent. Perfluoro-n-propyl-, perfluoroisopropyl-, and perfluoro-n-heptyl-lithium could be carboxylated at low temperature. (Author)

Document Details

Document Type
Technical Report
Publication Date
Nov 01, 1965
Accession Number
AD0477989

Entities

People

  • Peter Johncock

Organizations

  • Royal Aircraft Establishment

Tags

DTIC Thesaurus Topics

  • Acetaldehyde
  • Alkylation
  • Condensation
  • Elastomers
  • High Temperature
  • Lithium
  • Lithium Compounds
  • Low Temperature
  • Metals
  • Polymers
  • Transition Temperature

Readers

  • Aerospace Engineering
  • Organic Chemistry