Novel Approaches to the Synthesis of Fluorodinitromethane and Fluorodinitroethanol

Abstract

Fluorodinitroethanol (FDNE) is a basic building block for energetic plasticizers and binders. Without compromising thermal stability, FDNE provides greater energy content than dinitropropanol, which has been used in large quantities for manufacture of plasticizers. However, the current production cost limits use of FDNE to special applications, and there is a need for a new, low cost production method. Readily available, inexpensive FDNE and derivative compounds could be used to improve the performance of rocket propellants and explosives. Fluorodinitroethanol (FDNE) has been produced without the use of elemental fluorine. Nitration of 1,2-dichlorodifluoroethylene gave chlorofluoronitroacetic acid, which was converted to chlorofluoronitrosomethane with red fuming nitric acid and water. Oxidation of the nitroso compound gave chlorofluorodinitromethane, which was reduced to FDNE with iodide in the presence of formaldehyde.

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Document Details

Document Type
Technical Report
Publication Date
Mar 09, 1990
Accession Number
ADA219385

Entities

People

  • J. S. Khosrowshahi
  • K. Baum
  • Ngoc Cuong Nguyen
  • T. G. Archibald

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Anhydrides
  • Chlorides
  • Classification
  • Exothermic Reactions
  • Explosives
  • Fluorine
  • Materials
  • Materials Processing
  • Nitric Acid
  • Plastic Explosives
  • Plasticizers
  • Production
  • Production Engineering
  • Propellants
  • Rocket Oxidizers
  • Rocket Propellants
  • Thermal Stability

Fields of Study

  • Chemistry

Readers

  • Polymer Science and Technology
  • Rocket Propulsion.