Patent · US Expired

Energetic diethers and process for their preparation

US4855508A · kind A · utility

0Cited by
3References
16Claims
0Family size

Assignee

Inventors

Key dates

Filing dateSep 4, 1987
Grant dateAug 8, 1989
Priority date
Expiry dateSep 4, 2007

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C205/29
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention comprises a novel preparation of energetically substituted diether compounds and novel diether compounds not previously reported. In one embodiment certain isomeric forms of dibromoalkanes are converted to corresponding isomers of bromoalkyl trifluoromethanesulfonate esters by reaction with silver trifluoromethanesulfonate (triflate) in a variety of solvents. The triflate substituent in the bromoalkyl triflate esters is then easily displaced by alcohols, including non-nucleophilic ones such as those that contain nitro. The intermediates are similarly reacted to make energetic diethers, selectively under mild conditions. The energetically substituted diether compounds are particularly useful as energetic curatives and plasticizers for rocket propellant binders as well as stable solid oxidizers and industrial explosives.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.