Energetic diethers and process for their preparation

Details Energetic diethers and process for their preparation Energetic diethers and process for their preparation

1987-09-04

1989-08-08

Lander, Ferris H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

552 11, C07C 4300, C07C11700

Patent

active

048555088

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.

REFERENCES:
patent: 3907907 (1975-09-01), Frankel et al.
patent: 4341712 (1982-07-01), Frankel et al.
patent: 4424398 (1984-01-01), McGuire et al.
82-68113F/32 C8Z-E68113, "Acyclic . . . Compositions" Frankel et al., 1982.
88 071155/10 "New . . . Volatility", Koppes et al. 1987.

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