US Government As Represented by the Secretary of the Army

USA As Represented by Secretary of the Navy

Other

Paritosh R Dave

Raja G Duddu

Reddy Damavarapu

Kathy Yang

Nathaniel S Gelber

C Rao Surapaneni

Daniel Stec, Iii

Farhad Forohar

Thomas G Archibald

Rao C Surapaneni

Neha Mehta

Sury Iyer

Theodore Axenrod

Gartung Cheng

Clifford D Bedford

Michael Chaykovsky

Emily A Cordaro

Neelam Mehta

Carl Hu

Ralph L Perez

Robert Lateer

Gartumg Cheng

MaoXi Zhang

Energetic candidate azido heterocycles and their synthesis are described.

Synthesis of azido heterocycles

A method for preparing an insensitive bis(2,2-dinitropropyl)nitramine (BDNPN) as a fine powder which exhibits desirable insensitive munitions (IM) characteristics for use alone or compounded with other energetic materials such as RDX.

Preparation of insensitive bis(2,2,-dinitropropyl) nitramine (BDNPN)

A method for synthesizing pentanitrohexaazaisowurtzintane under neutral reaction conditions. Which synthesis involves treating a solution of hexanitrohexaazaisowurtzitane in ethyl acetate in the presence of a catalytic quantity of palladium on a carbon substrate, until a heterogeneous mixture is formed. This heterogeneous mixture is hydrogenated under a balloon atmosphere until the starting hexanitrohexaazaisowurtzitane is substantially reacted. The resulting pentanitrohexaazaisowurzitane mixture is filtered, dried and recovered from the dried residue through a Si-gel column.

Hydrogenolytic denitration of polynitro compounds: pentanitrohexaazaisowurtzitane

A lead-free primer energetic composition including Cyanuric Triazide (60%), Tetracene (5%), Barium Nitrate (20%) and Antimony Trisulfide (15%) is produced. The lead-free primer energetic composition is used to construct a primary detonator including a transfer charge of Cyanuric Triazide, which produces a further initiation train that may subsequently detonate a secondary explosive, i.e., HDX, RDX, or a pyrotechnic device.

Lead free detonator and composition

1-Methyl-2,4,5-Trinitroimidazole is synthesized starting from 4-nitroimidazole using stepwise nitration method and further methylation using Dimethylsulphate. It is relatively insensitive to impact and its thermal stability is excellent. The calculated detonation properties indicate that its performance is about 30% better than TATB. It can be prepared easily, with reasonable yield, starting from commercially available Imidazole. Results from impact sensitivity, friction sensitivity, time-to-explosion temperature and vacuum stability tests indicate that it is less sensitive than both RDX and HMX. The good oxygen balance and measured heat of formation data of this material indicate that its propellant performance should be good.

Melt-cast explosive material

The invention relates to a novel polyazido compound: 2,2-dinitro-1,3-diazidopropane.

Polyazido compounds

The compound 3a,8a-bis-azidomethyl-3a,4,8a,9-tetrahydro-3H,8H-bis-[1,2,3]triazolo[1,5-a;1&#x2033;,5&#x2033;-d]pyrazine, whose structure is depicted below, is disclosed:

The compound 2,2-bis(azidomethyl)oxirane, whose structure is depicted below, is disclosed:

This invention relates to a series of novel compounds having the general structures A and B:including 2-azido-2-azidomethyl-1,3-diazidopropane (1), 2-azidomethyl-2-hydroxy-1,3-diazidopropane (2), 2-azidomethyl-2-nitrato-1,3-diazidopropane (3), 2-azidomethyl-2-nitro-1,3-diazidopropane (4), 2,2-dinitro-1,3-diazidopropane (5), methallyidiazide (6), a dimer of methallyidiazide (6), comprising 3a,8a-Bis-azidomethyl-3a,4,8a,9-tetrahydro-3H,8H-bis[1,2,3]triazolo[1,5-a;1&#x2033;,5&#x2033;-d]pyrazine (6-Dimer), 1,3-diazidoacetone (7), and 2-Oximido-1,3-diazidopropane (8). Also shown are reaction intermediates of these compounds, including 2,2-bis(chloromethyl)oxirane (9), and 2,2-bis(azidomethyl)oxirane (10). In addition, a number of potentially useful energetic compounds have been prepared from the low molecular weight polyazido compounds above, including N-2(azido-1-azidomethyl-ethylidene)-N&#x2033;-(2,4-dinitrophenyl)-hydrazine (7-DNPH), 1,3-Bis(4-carboxytriazolyl)2,2-dinitropropane (12), Tris(4-carboxytriazolomethyl)methanol (13), Benzene-1,3,5-tricarboxylic acid tris(2-azido-1,1-bisazidomethyl-ethyl)ester (14), Adamantane 1,3,5,7-tetracarboxylic acid tetrakis(2-azido-1,1-bisazidomethyl-ethyl)ester (15), Adamantane carboxylic acid 2-azido-1,1-bisazidomethyl-ethyl)ester (16), cubane 1,3,5,7-tetracarboxylic acid tetrakis (2-azido-1,1-bisazidomethyl-ethyl)ester (17), cubane 1,4-dicarboxylic acid bis(2-azido-1,1-bisazidomethyl-ethyl)ester (18).

New aza azetidinium sulfate compounds are described which can be intermediates in the preparation of azabicyclobutane.

Preparations of azabicylobutane, precursors, and related compositions

A novel cyclotetraphosphazene compound, 1,1-diamino-3,3,5,5,7,7-hexaazidocyclotetraphosphazene, is disclosed which has application as an energetic compound and percussion primer. Also disclosed is a method of preparing the compound.

Substituted cyclotetraphophazene compound and method of producing the same

A novel cyclotetraphosphazene compound, 1,5-diamino-1,3,3,5,7,7-hexaazidocyclotetraphosphazene, is disclosed which has application as an energetic compound. Also disclosed is a method of preparing the compound.

Substituted cyclotetraphosphazene compound and method of producing the same

Processes and compositions for nitration of N-substituted isowurtzitane compounds with concentrated nitric acid at elevated temperatures to form HNIW and recovery thereof with high yields and purities. Polymorphic conversions to the epsilon HNIW crystal form at quanititative yields are also described.

Process and compositions for nitration of n-nitric acid at elevated

Processes and compositions for nitration of N-substituted isowurtzitane compounds with concentrated nitric acid at elevated temperatures to form HNIW and recovery of gamma HNIW with high yields and purities. Polymorphic conversion of HNIW crystals to epsilon HNIW crystals is also disclosed.

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Bridgewater, NJ, United States of America

Paritosh R Dave