Process for the production of high energy materials

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrate esters or chalcogen analogues thereof

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5253332, 525377, 558484, 558485, 558487, 558480, C07C 7702

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049855840

ABSTRACT:
A process for the production of a high energy nitrate ester involves reacting, in an inert organic solvent, a heterocyclic compound, selected from oxiranes, oxetanes, N-substituted aziridines and N-substituted azetidines, with either N.sub.2 O.sub.4 or N.sub.2 O.sub.5, and when the compound is reacted with N.sub.2 O.sub.4, oxidizing the O- or N-nitrate substituents or substituent in the product to O- or N-nitrate substituent or substituents. The remaining ring carbon atoms on the heterocyclic compound may be substituted or unsubstituted. Preferred substituent groups for the C and/or N ring atoms on the compound include alkyl, cyanoalkyl, haloalkyl, nitroalkyl, and substituted aryl.
Several novel nitrate ester are also provided, including nitrated derivatives of polybutadiene, in which between 1% and 25% of the carbon atoms in the polymer are substituted by vicinal nitrate ester (--ONO.sub.2) groups.

REFERENCES:
patent: 3058994 (1962-10-01), Schrage
patent: 3549687 (1970-12-01), Bachman et al.
patent: 3631110 (1971-12-01), Smetana
patent: 3721698 (1973-03-01), Stogryn et al.
patent: 4820859 (1989-04-01), Miller et al.
English Translation of French Patent 1,000,372 of Boileau.
Kirk-Othmer, Encyclopedia of Chemical Technology, 3rd Edition, vol. 9, pp. 572-585.
Chemical Abstracts, vol. 84, No. 15, Apr. 12, 1876.

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