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US 6,147,209 AGranted
Method for making new polycyclic polyamides as precursors for energetic polycyclic polynitramine oxidizers
AssigneeCordant Technologies Inc.
InventorsRobert B. Wardle, Jerald C. Hinshaw
Life of this patent
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Abstract
Hexabenzylhexaazaisowurtzitane is converted to tetracetyl, dibenzyl azaisowurtzitane. The benzyl groups are removed by catalytic transfer hydrogenolysis leaving a pair of available nitrogens. The available nitrogens are acetylated, and the resulting intermediate is converted to CL-20 with a strong nitrating agent.
Claims19
A method of preparing an energetic compound having the formula II:
- ##STR22## comprising nitrating a compound having the formula VI:
- ##STR23## wherein R is selected from the group consisting of alkyl, cycloalkyl, aryl, arylalkyl, alkene, alkyne, substituted forms of any of these groups and H, with a strong nitrating agent.
A method of preparing a compound having the formula IV:
- wherein said formula IV each R is independently selected from the group consisting of alkyl, cycloalkyl, aryl, arylalkyl, alkene, alkyne, a substituted form of any of these groups and H, and a group consisting of a hydrogen ion and a complementary anion is present on neither, one or both of the nitrogens in the 4 and 10 positions in said formula IV, the method comprising:
- hydrogenolyzing a compound having the formula (III) ##STR26##
A method of preparing an energetic compound having the formula II:
- comprising:
- nitrating a compound having the formula IV:
- ##STR27## wherein R is selected from the group consisting of alkyl, cycloalkyl, aryl, arylalkyl, alkene, alkyne, substituted forms of any of these groups and H, with a strong nitrating agent selected from the group consisting of HNO.sub.3 and HNO.sub.3 /H.sub.2 SO.sub.4 mixture, wherein the compound having formula VI is obtained by conducting the catalytic transformation hydrogenolysis of a compound having the formula (III):
- ##STR28## in the presence of a palladium-on-carbon catalyst to obtain a compound having the formula IV:
- ##STR29## wherein formula IV a group consisting of hydrogen ion and a complementary anion is present on neither, one or both of the nitrogens in the 4 and 10 positions;
- and acylating the compound having the formula IV in the presence of at least one acylating agent selected from the group consisting of an acid chloride and carboxylic acid anhydride to obtain the compound having the formula VI.
3 more elements
Dependencies are inferred from the claim text.