Nitro Bonded Directly To Ring Nitrogen Of The Hetero Ring (e.g., Hmx, Etc.) Patents (Class 540/475)
  • Patent number: 9890090
    Abstract: Provided is a melt-castable binder useful for stabilizing high energy explosive materials. A melt-castable nitramine binder has high energy in its own right yet is very insensitive to accidental detonation such as by shock or friction. The melt-castable nitramine binder is optionally combined with one or more high energy materials in the formation of an explosive composition with improved energy yield and safety and handling parameters relative to the high energy material alone.
    Type: Grant
    Filed: August 28, 2015
    Date of Patent: February 13, 2018
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Joseph Erik Banning, William Matthew Sherrill
  • Patent number: 9212102
    Abstract: An insensitive crystalline high explosive molding powder, usable as a booster HE. The subject insensitive crystalline high explosive molding powder being manufactured by adding the crystalline high explosive, metal or semi-metal particles and a polymer or wax based binder to a solvent to form a solution, spray drying the solution to drive off the solvent, thereby co-precipitating the HE and binder to form granules in which the crystals of HE and metal particles are uniformly distributed in the binder.
    Type: Grant
    Filed: June 17, 2015
    Date of Patent: December 15, 2015
    Assignee: The United States of America as Represented by the Secretary of the Army
    Inventors: Paul E. Anderson, Hongwei Qiu, Victor Stepanov
  • Patent number: 9073800
    Abstract: An insensitive crystalline high explosive molding powder, usable as a booster HE. The subject insensitive crystalline high explosive molding powder being manufactured by adding the crystalline high explosive, and a polymer or wax based binder to a solvent to form a solution, spray drying the solution to drive off the solvent, thereby co-precipitating the HE and binder to form granules in which the crystals of HE are uniformly distributed in the binder.
    Type: Grant
    Filed: January 28, 2013
    Date of Patent: July 7, 2015
    Assignee: The United States of America as Represented by the Secretary of the Army
    Inventors: Victor Stepanov, Anthony DiStasio, Hongwei Qiu, Woo Lee
  • Publication number: 20150080567
    Abstract: A method to produce and manufacture cocrystals and salts is disclosed wherein crystalline solids and other components were combined in the desired proportions into a mixing chamber and mixed at high intensity to afford a cocrystalline product. No grinding media were required. The mixing system consists of a resonant acoustic vibratory system capable of supplying a large amount of energy to the mixture and is tunable to a desired resonance frequency and amplitude. The use of resonant acoustic mixing to assist cocrystallization is novel. This discovery enables the manufacture of cocrystals and salt forms, simplifying their manufacture and scale-up, and avoiding the use of grinding methods or grinding media. The present invention affords the manufacture of cocrystals and salts on kilogram to multi-ton scale and is adaptable to continuous manufacturing through the use of resonant mixing methods.
    Type: Application
    Filed: August 28, 2014
    Publication date: March 19, 2015
    Applicant: Nalas Engineering Services Inc.
    Inventors: Jerry Salan, Stephen R. Anderson, David J. am Ende
  • Patent number: 8759514
    Abstract: The present invention is directed to a method for effectively separating HMX and RDX from HMX/RDX-included explosives, respectively, without using a harmful organic solvent, the method capable of respectively separating HMX and RDX from HMX/RDX-included explosives by selectively dissolving RDX included in explosives by using a difference between solubility parameters of HMX and RDX with respect to compressed dimethylether. The present invention is further directed to an apparatus for respectively separating HMX and RDX from HMX/RDX-included explosives comprising a dimethylether supplying unit, an explosive particle dissolving unit, and an explosive particle collecting unit.
    Type: Grant
    Filed: October 26, 2011
    Date of Patent: June 24, 2014
    Assignee: Agency for Defense Development
    Inventors: Byoung-Min Lee, Youn-Woo Lee, Hyoun-Soo Kim, Jung-Seob Shim
  • Patent number: 8540966
    Abstract: The present invention relates to a novel class of paramagnetic ion-based contrast agents of formula (I), wherein a chelating backbone moiety is highly functionalized by the presence of one or more polyhydroxylated chain, that show a pharmacokinetic profile analogous to that of the commonly used T1-general extravascular agents (NSA) but are further characterized by a higher relaxivity.
    Type: Grant
    Filed: June 28, 2005
    Date of Patent: September 24, 2013
    Assignee: Bracco Imaging S.p.A.
    Inventors: Silvio Aime, Matteo Galli, Luciano Lattuada, Pierfrancesco Morosini, Fulvio Uggeri, Kondareddiar Ramalingam
  • Patent number: 8268991
    Abstract: The present invention describes a novel heavy-metal-free sequence leading to a superior, more economical, and scalable process for the high efficiency conversion of hexaallylhexaazaisowurtzitane (HAllylIW) to hexa(1-propenyl)hexaazaisowurtzitane (HPIW) and hence via reaction with singlet oxygen and subsequent nitrolysis to hexanitrohexaazaisowurtzitane (CL-20).
    Type: Grant
    Filed: January 30, 2008
    Date of Patent: September 18, 2012
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Robert D. Chapman, Richard A. Hollins
  • Publication number: 20120149896
    Abstract: The present invention is directed to a method for effectively separating HMX and RDX from HMX/RDX-included explosives, respectively, without using a harmful organic solvent, the method capable of respectively separating HMX and RDX from HMX/RDX-included explosives by selectively dissolving RDX included in explosives by using a difference between solubility parameters of HMX and RDX with respect to compressed dimethylether. The present invention is further directed to an apparatus for respectively separating HMX and RDX from HMX/RDX-included explosives comprising a dimethylether supplying unit, an explosive particle dissolving unit, and an explosive particle collecting unit.
    Type: Application
    Filed: October 26, 2011
    Publication date: June 14, 2012
    Applicant: AGENCY FOR DEFENSE DEVELOPMENT
    Inventors: Byoung-Min LEE, Youn-Woo LEE, Hyoun-Soo KIM, Jung-Seob SHIM
  • Patent number: 7423187
    Abstract: A continuous process for the separate recovery of TNT and RDX from a mixture of TNT and RDX. The mixture is introduced into a first vessel wherein TNT is separated from the RDX by use of a solvent that is effective for dissolving TNT but not RDX. The TNT in solvent is passed to a separation stage wherein the solvent is recovered a recycled to the first vessel. A slurry of RDX and water are passed to a second vessel where the water is displaced with a desensitizing agent for desensitizing RDX.
    Type: Grant
    Filed: March 10, 2004
    Date of Patent: September 9, 2008
    Assignee: Gradient Technology
    Inventors: Kym B. Arcuri, Duane A. Goetsch, Steve J. Schmit, Ryan M. Smith, Paul Miller
  • Patent number: 7279572
    Abstract: A subject-matter of the present invention is a novel process for the synthesis of hexanitrohexaazaisowurtzitane (HNIW), a compound of use as energetic filler in powders, propellants and explosives. This process comprises a first stage of reaction of an ?,?-dicarbonyl derivative with a primary amine which makes it possible to form a hexasubstituted hexaazaisowurtzitane derivative. The HNIW is subsequently obtained directly, in a single reaction stage, by nitration of the hexasubstituted hexaazaisowurtzitane derivative. This process, in only 2 stages starting from a primary amine, is particularly simple and inexpensive.
    Type: Grant
    Filed: April 28, 2004
    Date of Patent: October 9, 2007
    Assignee: SNPE Materiaux Energetiques
    Inventors: Guy Cagnon, Geneviève Eck, Grégoire Herve, Guy Jacob
  • Patent number: 7270683
    Abstract: Provided is a hair dye composition to be used as a mixture of a first part containing an alkali agent and a second part containing an oxidizing agent, wherein the composition comprises (a) a triazacyclononane compound (1) or salt thereof, (b) 0.1 to 12 wt. %, in terms of hydrogen peroxide, of an oxidizing agent, and (c) 0.05 to 10 wt. % of an alkali agent, and the mixture has a pH of from 7.5 to 12. (R1 to R4: H or C1-6 alkyl which may be substituted by OH, R5 to R7: H, (substituted) C1-6 alkyl, (substituted) aralkyl, (substituted) heteroarylalkyl, (substituted) aryl, (substituted) heteroaryl, (substituted) C1-6 acyl, or a group (2) (in which R8 to R12 represents H, C1-6 alkyl, aralkyl or aryl and n stands for 2 to 30). The hair dye composition of the present invention has excellent hair bleaching power, can dye the hair into a bright favorable color tone, and moreover has less hair damage and less scalp irritation.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: September 18, 2007
    Assignee: Kao Corporation
    Inventors: Hideyuki Abe, Akira Kawamata, Akira Kiyomine
  • Patent number: 6992185
    Abstract: A method is provided in which 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05,903,11]-dodecane (CL-20 or HNIW) is crystallized to its ?-polymorph by an inverse precipitation technique. A dry CL-20 solvent solution containing an amount of CL-20 dissolved in a CL-20 solvent is prepared. The dry solvent solution is added to a crystallizer containing a CL-20 non-solvent to cause precipitation of epsilon polymorph CL-20 crystals by the inverse precipitation technique. The precipitated epsilon polymorph CL-20 crystals are separated from the non-solvent and the solvent.
    Type: Grant
    Filed: January 9, 2002
    Date of Patent: January 31, 2006
    Assignee: Alliant Techsystems Inc.
    Inventor: R. Scott Hamilton
  • Patent number: 6919327
    Abstract: Novel coordination polymers, their pharmaceutical formulations, useful for treating atheroma, tumors and other neoplastic tissue, as well as other conditions that are responsive to the induction of targeted oxidative stress, are disclosed.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: July 19, 2005
    Assignee: Pharmacyclics, Inc.
    Inventors: Darren Magda, Dale Miles, Nikolay Gerasimchuk, Cheryl Lepp
  • Publication number: 20040260086
    Abstract: A subject-matter of the present invention is a novel process for the synthesis of hexanitrohexaazaisowurtzitane (HNIW), a compound of use as energetic filler in powders, propellants and explosives.
    Type: Application
    Filed: April 28, 2004
    Publication date: December 23, 2004
    Applicant: SNPE Materiaux Energetiques
    Inventors: Guy Cagnon, Genevieve Eck, Gregoire Herve, Guy Jacob
  • Publication number: 20040024223
    Abstract: A method is provided for the synthesis of nitramines and the recovery of the nitramines from a clathrate.
    Type: Application
    Filed: June 5, 2003
    Publication date: February 5, 2004
    Inventors: Thomas K. Highsmith, Jami M. Hanks, Stephen P. Velarde, Jeffrey Bottaro
  • Publication number: 20030130503
    Abstract: A method is provided in which 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05,903,11]-dodecane (CL-20 or HNIW) is crystallized to its &egr;-polymorph by an inverse precipitation technique. A dry CL-20 solvent solution containing an amount of CL-20 dissolved in a CL-20 solvent is prepared. The dry solvent solution is added to a crystallizer containing a CL-20 non-solvent to cause precipitation of epsilon polymorph CL-20 crystals by the inverse precipitation technique. The precipitated epsilon polymorph CL-20 crystals are separated from the non-solvent and the solvent.
    Type: Application
    Filed: January 9, 2002
    Publication date: July 10, 2003
    Inventor: R. Scott Hamilton
  • Patent number: 6444194
    Abstract: The invention disclosed herein involves a phototherapeutic pyrrolic core complexed with a non-radioactive Indium atom. Complexation of Indium by the pyrrolic core forms a metalopyrrolic compound which influences enables these compounds to localize at target sites a phototherapy. Such functionally aids in both detection and phototherapy of disease sites, or provides functionality that binds to site specific receptors of a target area such that the therapy is improved.
    Type: Grant
    Filed: May 26, 1999
    Date of Patent: September 3, 2002
    Assignee: Miravant Pharmaceuticals, Inc.
    Inventors: Byron C. Robinson, Avinash S. Phadke
  • Patent number: 6428724
    Abstract: A process for forming granules (e.g., alpha-HMX containing granules) from at least one particulate material comprises the steps of: (a) selecting particulates (e.g., alpha-HMX particulates) having a particle size distribution; and (b) fluidizing the particulates, whereby particulates agglomerate to form granules. Optionally, the particulates can be coated with one or more second materials, such as energetic materials or fuels. If one or more of the second materials comprise polymerizable monomers, the process can optionally further comprise the step of polymerizing those monomers in situ, either before or after the granule is formed.
    Type: Grant
    Filed: January 3, 2000
    Date of Patent: August 6, 2002
    Assignee: Schlumberger Technology Corporation
    Inventors: William J. Lukasavage, Karri A. Brock, Lawrence A. Behrmann, Wallace E. Voreck
  • Patent number: 6416601
    Abstract: Nitramines are one of the more expensive and often the more plentiful ingredients found in energetic materials, such as solid rocket motor propellants, explosives, and pyrotechnics. By treating aluminized energetic material with an aqueous nitric acid solution containing not more than 55% by weight aqueous nitric acid at a weight ratio of aqueous nitric acid to energetic material of about 4:1 to about 6:1, most constituents of conventional aluminized energetic materials are digested into solution, with the exception of nitramines, which remain substantially insoluble in the aqueous nitric acid and can be recovered without requiring recrystallization of the nitramines. A mineral acid other than nitric acid, preferably hydrochloric acid, is added to increase the rate of aluminum digestion. Treatment of the energetic material can be performed without volatile organic solvents, thus obviating ecological, cost, and safety concerns raised by the use of volatile organic solvents.
    Type: Grant
    Filed: February 15, 2001
    Date of Patent: July 9, 2002
    Assignee: Alliant Techsystems Inc.
    Inventors: Kirstin F. Warner, Louis F. Cannizzo, Robert M. Hajik, Harold E. Johnston
  • Patent number: 6414143
    Abstract: Nitramine oxidizers are recovered from propellant, explosive, and pyrotechnic materials with a concentrated mineral acid bath, preferably comprising 70 to 90 wt. % nitric acid, that serves to dissolve the nitramine oxidizers into solution and permit filtration of the binder therefrom. The recovery process is conducted in the absence of organic solvents.
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: July 2, 2002
    Assignee: Alliant Techsystems Inc.
    Inventors: Louis Cannizzo, Lew Huntsmann
  • Patent number: 6350871
    Abstract: CL-20 is crystallized from a solution containing a CL-20 organic solvent and a CL-20 non-solvent miscible with the solvent. The CL-20 non-solvent is a nitrate ester, preferably poly(glycidyl nitrate) and/or triethyleneglycol-dinitrate, although other nitrate ester plasticizers having acceptable volatilities and impact sensitivities can be used. The solution is saturated with CL-20, and CL-20 is then crystallized from the saturated solution by adding &egr;-polymorph CL-20 crystalline seeds to the solution and evaporating off the CL-20 solvent, preferably under vacuum. The nitrate ester non-solvent is then separated from the crystalline CL-20, such as by filtration of the CL-20 crystals or by diluting the slurry of non-solvent and CL-20 with an environmentally acceptable solvent that is miscible with the non-solvent but in which the CL-20 is insoluble.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: February 26, 2002
    Assignee: Alliant Techsystems Inc.
    Inventors: Andrew J. Sanderson, Richard S. Hamilton, Kirstin F. Warner
  • Patent number: 6265573
    Abstract: A process for separating a nitramine or nitramine intermediate from water and volatile organic compounds comprises the steps of: (a) feeding a liquid stream comprising a liquid nitramine or nitramine intermediate, water, and at least one volatile organic compound, into the upper half of a stripper column; (b) feeding a gas stream having a temperature of at least about 120° C. into the lower half of the stripper column, whereby the gas stream and the liquid stream come into countercurrent contact in the stripper column; (c) withdrawing a nitramine or nitramine intermediate stream from the bottom of the stripper column; and (d) withdrawing a waste stream comprising gas and one or more of water vapor, water, formaldehyde, and acetic acid, from the top of the column.
    Type: Grant
    Filed: January 3, 2000
    Date of Patent: July 24, 2001
    Assignee: Schlumberger Technology Corporation
    Inventor: William J. Lukasavage
  • Patent number: 6201117
    Abstract: A process for making a 1,3,5,7-tetraalkanoyl-1,3,5,7-tetraazacyclooctane comprises the steps of: (a) reacting a compound having the formula wherein R is straight chain or branched alkyl having 1-5 carbon atoms, with an alkanoic acid anhydride having the formula (RCO)2O, where R is as defined above, thereby producing a compound having the formula: wherein R is as defined above; and (b) reacting the compound having the formula (II) with the alkanoic acid anhydride in the presence of water and a catalytic amount of at least one transition metal oxide, thereby producing a compound having the formula where R is as defined above.
    Type: Grant
    Filed: January 3, 2000
    Date of Patent: March 13, 2001
    Assignee: Schlumberger Technology Corporation
    Inventor: William J. Lukasavage
  • Patent number: 6194571
    Abstract: A process for making alpha-HMX comprises the steps of: (a) combining phosphorus pentoxide and nitric acid at a temperature of about 0-25° C., forming a reaction mixture; and (b) adding a compound having the formula: wherein R is straight chain or branched alkyl having 1-5 carbon atoms, to the reaction mixture, whereby a product comprising alpha-HMX is produced.
    Type: Grant
    Filed: January 3, 2000
    Date of Patent: February 27, 2001
    Assignee: Schlumberger Technology Corporation
    Inventor: William J. Lukasavage
  • Patent number: 6013794
    Abstract: The present invention relates to a method of working up and recovering returned explosives which are principally of the military type and which contain both fusible and non-fusible crystalline substances. In accordance with the invention, the returned explosive is treated in a multi-stage process which includes a first leaching stage for removing the non-crystalline, preferably fusible, component of the explosive in the form of trotyl, wax or plastic. The substance used in the leaching stage, principally toluene, does not affect the crystalline components of the explosive. The collected leaching liquid is separated off and the toluene, together with its dissolved content of trotyl or wax, is conveyed onwards for working up.
    Type: Grant
    Filed: September 29, 1997
    Date of Patent: January 11, 2000
    Assignee: Bofors Explosives AB
    Inventor: Jan-Olof Nyqvist
  • Patent number: 5977354
    Abstract: Secondary explosive materials, particularly nitramines, are recovered from an explosive composition containing a mixture of 2,4,6-trinitrotoluene (TNT) and at least one secondary explosive by the steps of heating the explosive composition to melt the TNT, preferably using steam, separately collecting and recovering the melted TNT, treating the thus-separated secondary explosive with a material which is a solvent for TNT and a non-solvent for the secondary explosive to dissolve the TNT, removing the non-solvent from the secondary explosive, and recovering the secondary explosive.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: November 2, 1999
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Arthur F. Spencer, David F. Hartline
  • Patent number: 5874574
    Abstract: A process of crystallizing CL-20 is disclosed. In the process, a wet CL-20 solvent/CL-20 solution is dried by azeotropic distillation of a CL-20 solvent/water azeotrope. Removal of water from the CL-20 solution permits crystallization of high density CL-20. A low density, CL-20 non-solvent is added to the resulting dry CL-20 solvent/CL-20 solution to cause precipitation of .epsilon.-polymorph CL-20. The CL-20 crystals are separated from the non-solvent and the solvent by adding sufficient water to displace the non-solvent and the solvent from the surface of the CL-20 crystals. In this fashion, the .epsilon.-polymorph CL-20 is made wet for later handling, packaging, and shipping.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: February 23, 1999
    Assignee: Cordant Technologies Inc.
    Inventors: Harold Eugene Johnston, Robert B. Wardle
  • Patent number: 5871709
    Abstract: Tetraazacyclododecane compounds of general formula I ##STR1## in which E and Q are defined herein and their salts with inorganic and/or organic bases, amino acids or amino acid amides are valuable pharmaceutical agents.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: February 16, 1999
    Assignee: Schering Aktiengesellschaft
    Inventors: Heinz Gries, Hans-Joachim Weinmann, Johannes Platzek, Wolf-Rudiger Press, Hubert Vogler
  • Patent number: 5696240
    Abstract: Symmetrically di-functionalized water soluble macrocyclic complexes of lanthanide, actinide and yttrium ions were obtained by metal templated, Schiff-base, cyclic condensation of: (1) a functionalized 1,2-diaminoethane and a dicarbonyl compound selected from the group consisting of 2,6-dicarbonylpyridine, 2,6-diformylpyridine, 2,5-dicarbonylfuran, 2,5-diformylfuran, 2,5-dicarbonyl-thiophene and 2,5-diformylthiophene; or (2) 1,2-diaminoethane and a ring-substituted heterocyclic dicarbonyl compound selected from a group consisting of substituted 2,6-dicarbonylpyridine, substituted 2,6-diformylpyridine, substituted 2,5-dicarbonylfuran, substituted 2,5-diformylfuran; substituted 2,5-dicarbonyl thiophene, and substituted 2,5-diformylthiophene.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: December 9, 1997
    Inventors: Lidia M. Vallarino, Robert C. Leif
  • Patent number: 5268469
    Abstract: An improved process of making a highly impact insensitive form of HMX cal Alpha HMX has been accomplished. Test results of insensitive impact from drop heights of 5 to 10 times greater than Beta HMX, the conventional explosive, has been successfully achieved. This accomplishment has been achieved without the addition of any additives, and is attributed to the attainment of small particle size, whole crystals, narrow size distribution, and sample purity.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: December 7, 1993
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: William Lukasavage, Steven Nicolich, Jack Alster
  • Patent number: 5132409
    Abstract: Macrocyclic derivatives of 1,4,7,10-tetraazacyclododecane of general formula (I) hereinbelow, wherein A is a group of formula (II) hereinbelow, in which R is H or alkyl or optionally substituted benzyl or a H(OCH.sub.2 CH.sub.2).sub.1-4-, Me(OCH.sub.2 CH.sub.2).sub.1-4-, or Et(OCH.sub.2 CH.sub.2).sub.1-4- group, X or O--R.sub.1, in which R.sub.1 is H or alkyl, hydroxyalkyl, alkoxyalkyl, alkoxyhydroxyalkyl or a polyoxaalkyl group or X is --NR.sub.2 R.sub.3, in which R.sub.2 and R.sub.3 are H or alkyl, hydroxyalkyl, alkoxyalkyl or alkoxyhydroxyalkyl, and B.sub.1, B.sub.2 and B.sub.3 have the same meanings as A or are H or a group of formula (III) hereinbelow, in which R.sub.4 is H or alkyl, Y is a O--R.sub.5 group, wherein R.sub.5 is H or alkyl, hydroxyalkyl, alkoxyalkyl, alkoxyhydroxyalkyl or a polyoxaalkyl group, or Y is a --NR.sub.6 R.sub.7 group, wherein R.sub.6 and R.sub.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: July 21, 1992
    Assignee: Bracco Industria Chimica S.p.A.
    Inventors: Ernst Felder, Carlo Musu, Luciano Fumagalli, Fulvio Uggeri
  • Patent number: 5124493
    Abstract: An improvement when 1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane is preed by nitrolysis of 1,3,5,7-tetraacyl-1,3,5,7-tetraazaceyloctane with a solution of nitric acid and nitrogen pentoxide or phosphorous pentoxide. This improved process herein before set forth produces 99% yield and purity of product.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: June 23, 1992
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: William Lukasavage, Steven Nicolich, Jack Alster
  • Patent number: 5120887
    Abstract: 1-(n)-acetyl-3,5,7-trinitrocyclotetramethylenetetramine is prepared by nilysis of 1,3,5,7-tetracyl-1,3,5,7-tetraazacyclooctane with a solution of nitric acid and nitrogen pentoxide or phosphorous pentoxide.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: June 9, 1992
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: William Lukasavage, Steven Nicolich, Jack Alster
  • Patent number: 5099008
    Abstract: A process for producing very-fine crystals of a nitramine explosive selec from HMX and RDX or mixtures thereof, said crystals having a positive surface charge and being sufficiently stable to shock and to impact to meet military standards as well as having acceptable explosive power and having desirable high density.
    Type: Grant
    Filed: May 20, 1991
    Date of Patent: March 24, 1992
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: H. William Voigt, Jr., Bernard Strauss
  • Patent number: 5006520
    Abstract: Novel fused pyrazole compounds of the general formula ##STR1## wherein all the symbols are as defined in the specification or its pharmaceutically acceptable salt which possesses a stimulating action on phagocytosis of leukocytes, a stimulating action on phagocytosis of macrophages, a restorative action on leukopenia, a stimulating action on non-specific resistance to infection, an antitumour action, an activating action on immune responses and the like, and thereof is of use as a pharmaceutical.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: April 9, 1991
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Takanori Oe, Hiroyuki Sueoka, Masao Hisadome, Keiji Yamagami
  • Patent number: 4987227
    Abstract: A 13 or 14 member macrocyclic compound having the following ring nucleus: ##STR1##This work was supported by grants from the National Institutes of Health (GM-34841) and the National Science Foundation (CHE-8706616).
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: January 22, 1991
    Assignee: The Research Foundation of State University of New York
    Inventors: Cynthia Burrows, Heungsik Yoon, Thomas R. Wagler
  • Patent number: 4925936
    Abstract: Recovery of sulfuric and nitric acids from spent acid streams in a process for producing beta HMX in which hexamine, ammonia and acetic anhydride are reacted to produce DAPT, the DAPT is treated with a mixture of sulfuric and nitric acids to produce DADN which is then nitrolyzed with N.sub.2 O.sub.5 and anhydrous nitric acid to produce a HMX solution which is added to a dispersion of beta HMX seed crystals in water to selectively precipitate beta HMX from the HMX solution is accomplished by maintaining the DAPT/DADN spent acid stream separate from the HMX spent acid stream and treating the DAPT/DADN spent acid stream in a sulfuric acid recovery unit and treating the HMX spent acid stream in a magnesium nitrate nitric acid recovery unit.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: May 15, 1990
    Assignee: Thiokol Corporation
    Inventor: Michael L. Levinthal
  • Patent number: 4900819
    Abstract: The disclosure relates to a method of initiating a crystal growth prior to filtering off, from the mother liquor in which they were produced, of such crystalline explosives of the type hexogen and octogen produced by the so-called Bachmann process or variations of this process.According to the invention, the mother liquor is, after the end of the chemical reaction proper, subjected to a pressure-heat treatment which initiates the partial dissolution of the crystalline explosives obtained in the process, giving rise, after cooling of the mother liquor, to larger crystals which may more readily be filtered off.According to a further improvement of the invention a relatively pure octogen may be extracted from the mother liquor by way of a thermo-filtering of said liquor at a temperature of 60.degree.-110.degree. C.
    Type: Grant
    Filed: April 21, 1988
    Date of Patent: February 13, 1990
    Assignee: Nobel Kemi AB
    Inventors: Per Ericsson, Leif Svensson, Nils-Ingvar Olsson, Bertil Bergstrom
  • Patent number: 4794180
    Abstract: A process for producing fine-grained .beta.-HMX wherein a solution of .beta.-HMX is treated in a .gamma.-lactone in a temperature range of between 5.degree. and 15.degree. C. with toluene, and the desired fine and very pure .beta.-HMX crystals are precipitated. The resultant crystals have grain sizes of down to 5 .mu.m and exhibit an extremely small proportion of other modifications or forms of HMX. An additional aspect of the process resides in providing the very fine .beta.-HMX with a coating of a thermoplastic polymer. In this procedure, the .beta.-HMX particles, after having been separated from toluene, are made into a slurry in water and combined under agitation at temperatures of between 25.degree. and 60.degree. C. with a solution or suspension or emulsion of the thermoplastic polymer. During this step, granules are formed which can be separated after distillation of the solvent.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: December 27, 1988
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Klaus Heinemeyer, Klaus Redecker, Ulrich Sassmannshausen
  • Patent number: 4785094
    Abstract: Method of directly precipitating substantially pure beta HMX from a substantially anhydrous nitric acid solution without forming and recrystallizing polymorphic HMX. HMX dissolved in a solvent consisting essentially of anhydrous nitric acid is added to water which is seeded with crystals of beta HMX to substantially completely precipitate all the HMX from solution as beta HMX without forming crystals of the other polymorphic forms of HMX. A preferred reaction and apparatus for preparing HMX in anhydrous nitric acid is also disclosed.
    Type: Grant
    Filed: September 26, 1986
    Date of Patent: November 15, 1988
    Assignee: Morton Thiokol, Inc.
    Inventor: Michael L. Levinthal
  • Patent number: 4767854
    Abstract: An RDX-HMX mixture containing a major amount of RDX is separated into essially pure RDX and essentially pure HMX by first treating the mixture with DMSO to dissolve all the HMX present then recovering the remaining undissolved RDX as an essentially pure material. The dissolved mixture which contains a major amount of HMX and a minor amount of RDX is treated with cyclohexanone to dissolve all the RDX present, then the undissolved HMX remaining in the liquor is recovered as an essentially pure material.
    Type: Grant
    Filed: November 7, 1986
    Date of Patent: August 30, 1988
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Jerry W. Lewicki
  • Patent number: 4638065
    Abstract: The present invention relates to a method for the recrystallization of the high explosives HMX and RDX. According to the invention, the explosive is dissolved in a low molecular weight, liquid (at room temperature) lactone, after which the degree of saturation of the solution obtained, is changed by either lowering the temperature or by diluting with water.This method produces, depending on the crystallization method chosen, .beta.-HMX crystals or RDX crystals of either 50-1500 .mu.m or 5-50 .mu.m median particle diameter respectively.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: January 20, 1987
    Assignee: Aktiebolaget Bofors
    Inventors: Leif Svensson, Jan-Olof Nyqvist, Lars Westling
  • Patent number: 4614800
    Abstract: A new one-step synthesis of cyclic 1,3 dinitramines is disclosed. This syesis utilizes a solution of N.sub.2 O.sub.5 in 100% nitric acid as the nitrolyzing media. The polynitramines thus produced find utility as explosive and propellant ingredients, gas generants and in other ordnance applications.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: September 30, 1986
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Rodney L. Willer, Ronald L. Atkins