Research in Energetic Compounds.

Abstract

The synthesis of fluoronitro polymers of use as binders in pyrotechnics applications was investigated. Reaction of lithium 2-nitropropane-1,3-diol acetonide with 1-iodoperfluorohexane, 1-iodoperfluoroheptane, 1-iodoperfluorooctane, and 1-iodoperfluorodecane gave the corresponding 2-perfluoroalkyl-2-nitropropane-1,3-diacetonides, which were hydrolyzed with boron trifluoride in ethylene gylcol to give 2-perfluoroalkyl-2-nitropropane-1,3-diols. Reaction of 2-oximino-1,1-trifluoropropane and 1-oximino-1-phenyl-2,2,2-trifluoroethane with nitric acid in methylene chloride gave 2,2-dinitro-1,1,1-trifluoropropane and 1,1-dintro-1-phenyl-2,2,2-trifluoroethane, respectively. The reaction of sodium nitrite with 1-iodo-1H,1H,2H,2H-perfluorooctane and 1-iodo-1H,1H,2H,2H-perfluorododecane. Oxidative nitration of 1,3-dinitrocyclobutane gave 1,13,3-tetranitrocyclobutane and 1,1,3-trinitrocyclobutane. Aqueous bromination of 1,3-dinitrocyclobutane gave 1,3-dibromo-1,3-dinitrocyhclobutane. 5,10-Dintro-dispiro decane, prepared form the corresponding diamine by m-chloroperbenzoic acid oxidation, was oxidatively nitrated with sodium persulfate and potassium ferricyanide to give 5,510,10-tetranitro-dispiro decane.

Document Details

Document Type
Technical Report
Publication Date
Feb 01, 1987
Accession Number
ADA176731

Entities

People

  • A. A. Malik
  • K. Baum
  • L. C. Garver
  • M. P. Cohen
  • T. G. Archibald

Tags

DTIC Thesaurus Topics

  • Acids
  • Acyclic Hydrocarbons
  • Alkali Metals
  • Alkenes
  • Bromination
  • Chemical Compounds
  • Chemical Reactions
  • Chlorides
  • Cyanides
  • Elements
  • Ethylenes
  • Group 1 Elements
  • Hydrocarbons
  • Methylenes
  • Nitric Acid
  • Sodium
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Chemistry (specifically Chemical Fluorescence)
  • Organic Chemistry