Alliant Techsystems Inc.

Northrop Grumman Innovation Systems, Inc.

Radiorx, Inc.

Orbital Atk, Inc.

Nicholas A Straessler

Louis F Cannizzo

Michael P Kramer

Bryan T Oronsky

Ping Li

Stephen P Velarde

Robert B Wardle

Jan Scicinski

Alexander J Paraskos

Daniel W Doll

David M Rosenberg

Michael O Killpack

A method of producing an energetic polymer comprises reacting at least one energetic diol with at least one of a diacid halide and a diacid halide derivative to produce a geminal dinitro polyester. A method of producing an energetic binder, and a method of producing an energetic composition are also described.

Methods of producing energetic polymers, energetic binders, and energetic compositions

The present invention provides acyclic, geminal-dinitro organic compounds, methods of synthesizing the compounds, pharmaceutical compositions, therapeutic methods, and medical kits for treating various conditions using such compounds and pharmaceutical compositions. The compounds and compositions are useful in the treatment of cancer.

Acyclic organonitro compounds for use in treating cancer

Methods of forming a nitrate ester include combining at least one nitrate salt and sulfuric acid to form a nitrating solution and adding an aliphatic polyol to the nitrating solution. Nitrate esters formed by this method may be, for example, triethylene glycol dinitrate (TEGDN), pentaerythritol tetranitrate (PETN), diglycerol tetranitrate (DGTN), 1,1,1-tris(methylol)ethane trinitrate (TMETN), 1,2,4-butanetriol trinitrate (BTTN), nitroglycerin (NG), diethylene glycol dinitrate (DEGDN), ethylene glycol dinitrate (EGDN), metriol trinitrate (MTN), nitrocellulose (NC), or 1,2-propanediol dinitrate (PDDN).

Methods of producing nitrate esters

A method of synthesizing and isolating N-(bromoacetyl)-3,3-dinitroazetidine (ABDNAZ) by reacting DNAZ with bromoacetyl bromide and boron trifluoride etherate to produce a mixture comprising ABDNAZ and a salt of DNAZ. Water and a solvent are added to the mixture to form an organic phase comprising the ABDNAZ and an aqueous phase comprising the salt of DNAZ. The organic phase and the aqueous phase are separated to produce an ABDNAZ/solvent solution comprising the ABDNAZ and the aqueous phase comprising the salt of DNAZ. A nonsolvent is added to the ABDNAZ/solvent solution to produce an ABDNAZ/solvent/nonsolvent mixture. The ABDNAZ is subsequently recovered. A composition comprising ABDNAZ is also disclosed.

Methods of synthesizing and isolating N-(bromoacetyl)-3,3-dinitroazetidine and a composition including the same

Methods of producing 1,3,5-triamino-2,4,6-trinitrobenzene (TATB), from alkoxy derivatives of phloroglucinol, such as 5-methoxyresorcinol, 3,5-dimethoxyphenol, or 1,3,5-trimethoxybenzene, are disclosed. The alkoxy derivatives may be exposed to and directly nitrated with a reaction mixture comprising a sulfuric acid solution and at least one nitrate salt. The nitrated alkoxy derivative of phloroglucinol may be alkoxylated and, thereafter, aminated to produce the TATB.

Methods of producing 1,3,5-triamino-2,4,6-trinitrobenzene

Methods of nitrating compounds, such as phloroglucinol or a methoxy derivative thereof, are disclosed. For example, a reaction mixture may be formed by combining sulfuric acid and at least one nitrate salt. A nitratable aromatic compound, such as phloroglucinol or a methoxy derivative thereof, may then be exposed to the reaction mixture to nitrate the phloroglucinol or methoxy derivative thereof.

Growing community of inventors

North Salt Lake, UT, United States of America

Nicholas A Straessler