USA as Represented by Secretary of the Navy

Michael E Sitzmann

William M Koppes

William H Gilligan

Horst G Adolph

John William Fronabarger

Michael D Williams

Alfred G Stern

Lori A Nock

Donna M Cason-Smith

Joseph C Dacons

The present invention includes a method of making of azidoaminotriazole (5-azido-2H-[1,2,4]triazol-3-ylamine), nitrosoguanazine dimer (N-[(1E)-3-(4,5-diamino-4H-1,2,4-triazol-3-yl)-1,2-dioxidotriaz-1-enyl]-4H-1,2,4-triazole-3,4,5-triamine), novel nitrosoguanazine salts, azidonitraminotriazole/salts and the making of azidonitraminotriazole and salts, and novel metal complexes of an azidonitramine (4,6-diazido-N-nitro-1,3,5-triazin-2-amine) and the making of these metal complexes of this azidonitramine. Azidoaminotriazole, nitrosoguanazine, and azidonitramine compounds, their intermediates, and their salts may generally relate to energetic compounds, while nitrosoguanazine compounds and their metal salts may also have commercial potential in biomedical and pharmaceutical applications.

Method for azidoaminotriazole, nitrosoguanazine, and related compounds

A nitrobenzodifuroxan compound having the chemical structure of: 

Nitrobenzodifuroxan compounds, including their salts, and methods thereof

Low-smoke gas generating compositions for producing a low order pressure pulse use a salt or complex of a triazolyl-tetrazinyl-triazine compound. The general chemical structure of the triazolyl-tetrazinyl-triazine is: wherein Z, when present, is Hor a cation; Ris an electron donating group and wherein m=1, 2 or 3; t=0 or 1, and n=0, 1, 2 or 3; and when present, R is a complexing component and x=1, 2 or 3; wherein either Z or R may be absent.

Low-smoke gas generating low order pressure pulse compositions

An agricultural composition comprising the chemical formula, or salt thereof, of:

Agricultural compositions

Colorant compositions, and intermediate chemical compositions of colorant compositions are made from 1,2,4-triazolo[4,3-a][1,3,5]triazine-3,5,7-substituted compounds.

Colorant compositions

A degradable prepolymer for explosive and propellant compositions having increased hydrolyzability comprising at one &#x2014;O&#x2014;CH&#x2014;O&#x2014; linkage within the backbone of the prepolymer. The degradable prepolymer is useful as a binder for explosive and propellant compositions.

Hydrolyzable prepolymers for explosive and propellant binders

The present invention includes a salt compound having the chemical formula:

Triazolyl-aminotriazine compositions, including salts

Chemical compounds having a bis(triazolo)triazine structure, including complexes and salts thereof, may be useful in either an intermediate or final product.

Chemical compounds containing bis(triazolo)triazine structures and methods thereof

The present invention includes a precursor compound pertaining to a 1,2,4-Triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb; Triazine compound, particularly a 1,2,4-Triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb; Triazine-3,5,7-Triamine, and novel fused ring structures such as triazolyl-tetrazinyl-aminotriazine compounds, and complexes and salts thereof, and other such chemical structures.

1,2,4-triazolol&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-substituted precursor, and process, and compounds therefrom

The present invention includes a precursor compound pertaining to a 1,2,4-Triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;Triazine compound, particularly a 1,2,4-Triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;Triazine-3,5,7-Triamine, and novel fused ring structures such as triazolyl-tetrazinyl-aminotriazine compounds, and complexes and salts thereof, and other such chemical structures.

1,2,4-triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-substituted precursor, and process, and compounds therefrom

Triazolyl-tetrazinyl-aminotriazine compounds useful in pyrotechnic compositions and process thereof

The present invention is a method for synthesizing polynitropolyphenyls, and more particularly 2,2&prime;,2&Prime;,4,4&prime;,4&Prime;,6,6&prime;,6&Prime;-nonanitroterphenyl (NONA), that employs only a dihalotrinitrobenzene as a starting material. The general method comprises reacting copper dust with dihalo-trinitrobenzene to form a dihalo-polynitropolyphenyl product. This product is then reduced through a high-yield conversion by heating it within a solvent with a reagent capable of providing a source of iodide and a proton source.

Method for making nonanitroterphenyl

The present invention is a process for making a 1,2,4-triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-triamine, acid salt and a process for neutralizing the acid salt to make 1,2,4-triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-triamine. 1,2,4-triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-triamine can be used as a precursor for ingredients in propellants, explosives, pyrotechnics, gas generators, pharmaceuticals, and azo dyes. The general process involves ring closure of 2,4-diamino-6-hydrazino-s-triazine with an acid and a chemical of the general formula RCN where the R comprises a leaving group, then neutralizing said acid.

Process for making 1,2,4-triazolo&lsqb;4,3-a&rsqb;&lsqb;1,3,5&rsqb;triazine-3,5,7-triamine

A degradable polymer has an ester component adjacent to a poly(oxyethylene) component in the polymer chain. The hydrophilic nature of the poly(oxyethylene) draws water close to the ester in the polymer chain, which increases the rate of hydrolysis of the ester. The degradable polymer is useful as a binder in for explosive and propellant compositions.

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Adelphi, MD, United States of America

Michael E Sitzmann