Patents Assigned to Societe Nationale des Poudres et Explosifs
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Patent number: 5202454Abstract: The invention relates to a new process for the preparation of 1-bromoalkyl hydrocarbyl carbonates.The carbonates according to the invention are prepared by reacting an alpha-chlorinated carbonate of formula ##STR1## with an anhydrous brominated compound of formula ZBr in which Z represents hydrogen, the group (CH.sub.3).sub.3 -Si-, the group ##STR2## or bromine if R.sub.2 is other than an aromatic radical, in the presence of a catalyst chosen from the group consisting of heteroaromatic amines, quaternary ammonium or phosphonium halides, hexasubstituted guanidinium halides, alkaline earth metal halides or alkali metal halides in combination with a complexing agent for their cation.The carbonates according to the invention find their preferential applications as blocking agents for some antibiotics or as agents for the synthesis of phosphorus-containing carbonates which can be used as insecticides.Type: GrantFiled: November 21, 1991Date of Patent: April 13, 1993Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gary Wooden, Gerard Sennyey, Jean-Pierre Senet
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Patent number: 5191087Abstract: The present invention relates to a process for the synthesis of 1,4-disubstituted pyrazoles. A monosubstituted hydrazine is reacted with the product of reaction of an acetal with an N-substituted halomethyliminium salt, preferably N,N-dimethylchloromethyliminium chloride.The 1,4-disubstituted pyrazoles are, in particular, important intermediates in the synthesis of herbicides or drugs.Type: GrantFiled: July 20, 1992Date of Patent: March 2, 1993Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jean-Marie Alcaraz, Maryse Lecacheur, Yves Robin
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Patent number: 5190671Abstract: The present invention relates to a process for the synthesis of monohaloalkanoylferrocenes of general formula (I) ##STR1## in which X=Cl, Br, n is an integer such that 2.ltoreq.n.ltoreq.7, R.sub.1 and R.sub.2 =H, C.sub.1 -C.sub.8 alkyl chain. A ferrocene derivative of general formula (II) ##STR2## in which R.sub.1 and R.sub.2 have the abovementioned meaning, is reacted at a temperature -5.degree. C.<.theta..sub.r <+15.degree. C., in the presence of AlCl.sub.3 with a halide or the anhydride of an acid of general formula (III) HOOC--(CH.sub.2).sub.n --X, X and n having the abovementioned meaning. An acylating solution obtained by mixing AlCl.sub.2 and the acid halide or anhydride in CH.sub.2 Cl.sub.2, whose temperature .theta..sub.a is such that 5.degree. C..ltoreq..theta..sub.r -.theta..sub.a .ltoreq.15.degree. C., is progressively added to a solution of the ferrocene derivative (II) in CH.sub.2 Cl.sub.2. The molar ratio of the acid halide or anhydride to the ferrocene derivative is between 0.99 and 1.Type: GrantFiled: October 2, 1991Date of Patent: March 2, 1993Assignee: Societe Nationale des Poudres et ExplosifsInventors: Paul Caubere, Yves Fort, Jean-Claude Gautier, Jean-Claude Mondet
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Patent number: 5187319Abstract: Low-vulnerability component of explosive ammunition and process for initiating a charge of low-sensitivity composite explosive. The subject of the present invention is a low-vulnerability component of explosive ammunition consisting of a preferably metallic enclosure 1 containing a charge 2 of low-sensitivity composite explosive E and, as initiating relay, a plane wave generator 3 consisting, on the one hand, of a cylindroconical cap 7 made of composite explosive A, the large base surface having a diameter d greater than the critical diameter of the explosive E, the cavity 8 of this cap 7 being filled with a composite explosive B and, on the other hand, of a reinforcer made of composite explosive C, of thickness e greater than 0.1 d, the detonation pressure of the explosive C being higher than that of the explosive E.Type: GrantFiled: August 5, 1992Date of Patent: February 16, 1993Assignee: Societe Nationale des Poudres et ExplosifsInventors: Bruno Nouguez, Yves Bigot, Jacky Groux, Jean-Claude Derrien
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Patent number: 5174837Abstract: The present invention relates to the field of propellent charges for small and medium calibre arms.The invention relates to a process for the manufacture of fragmentable propellent charges, which consists in a first stage in coating powder particles with a mixture of dinitropolystyrene and of a compound of the polyvinyl nitrate and/or polyvinyl acetate type and, in a second stage, in compressing at between 100.degree. C. and 140.degree. C. the powder particles thus obtained.The invention also relates to the fragmentable charges obtained by the process and to the coated particulate powders obtained at the end of the first stage of the process.The fragmentable charges according to the invention exhibit a temperature behaviour which is superior to that of traditional fragmentable charges and are suitable for cartridgeless ammunition intended for arms with a high rate of fire.Type: GrantFiled: November 6, 1991Date of Patent: December 29, 1992Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jacques Boileau, Louis Leneveu
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Patent number: 5125229Abstract: A propulsion unit for the acceleration of a self-propelled vehicle, such as a missile or a rocket, is loaded with a propellant block secured laterally to the body of the propulsion unit by means of a combustion inhibitor and has an aspect ratio of between 2.5 and 6. The propellant block has one axial duct and at least 6 peripheral ducts and, on its upstream face, is equipped with a fitting secured to the body of the propulsion unit. This fitting provides a free space between the upstream face of the propellant block and the bottom of the body of the propulsion unit, the axial duct and the peripheral ducts opening into this free space via orifices made in the fitting. The combustion gases are ejected rearward without being fed through a nozzle. Sonic velocity is achieved downstream of the ducts.Type: GrantFiled: October 23, 1990Date of Patent: June 30, 1992Assignees: Societe Nationale des Poudres et Explosifs, Aerospatiale (Societe Industrielle Aerospatiale)Inventors: Raymond Coleno, Serge Naibo, Jacques Raynaud, Jean Darmois
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Patent number: 5111657Abstract: The invention concerns a propulsion device for acceleration of a self-propelled engine, such as a missile or a rocket. The propulsion device comprises a body (1) equipped with a nozzle (2) and a block of propellant (3) having a longitudinal central duct (4) of variable section. The block of propellant comprises a downstream part (5) having a cylindrical duct (6) which has a circular section whose diameter is less than two thirds of the diameter of the throat of the nozzle (2) and an upstream part (7). The duct (8) of this upstream part (7) on the one hand has a diameter which exceeds the diameter of the duct (6) of the downstream part and is less than the diameter of the throat of the nozzle (2), and on the other hand is connected to the duct (6) of the downstream part by a portion in the shape of a truncated cone (9).Type: GrantFiled: June 12, 1990Date of Patent: May 12, 1992Assignee: Societe Nationale des Poudres et ExplosifsInventors: Michel Hivert, Raymond Coleno
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Patent number: 5110961Abstract: The invention relates to a catalytic process for the synthesis of an alcohol by reaction of an epoxide with a nucleophilic compound containing a labile hydrogen, such as an alcohol, a phenol, a primary amine or a carboxylic acid.The catalyst is a metal complex of general formula (I)[M[Co(CO).sub.4 ].sub.2 ].sub.x in which x is equal to 1 or 2 and M denotes tin, lead and cadmium.The reaction preferably takes place in the presence of carbon monoxide.This process makes it possible to increase the yield and the selectivity of the reaction and the stereoselectivity for alcohol in the case of which the hydroxyl formed is attached to the least hindered carbon atom of the epoxide.The invention also relates to the new complexes of formula (I) in which x equals 2.It also relates to a process for the electrosynthesis of these new compounds by electroreduction of Co.sub.2 (CO).sub.Type: GrantFiled: December 14, 1990Date of Patent: May 5, 1992Assignee: Societe Nationale des Poudres et ExplosifsInventors: Serge Lecolier, Andre Mortreux, Francis Petit, Henri Samain
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Patent number: 5072672Abstract: The invention relates to a composite material with lubricating properties consisting of a solid polymeric matrix such as polystyrene or polymethyl methacrylate containing between 20 and 85% by weight of a liquid oil with lubricating properties, such as a silicone oil.The material according to the invention is obtained by polymerization of an emulsion of the said oil in a monomer such as styrene or methyl methacrylate monomer in the presence of a surface-active agent which is a two- or three-block block copolymer in which one repeat unit is compatible with the said monomer.The materials according to the invention are used to form antierosive components for ammunition intended for barrel weapon systems and in particular wads (8) for shells (1).Type: GrantFiled: November 1, 1990Date of Patent: December 17, 1991Assignee: Societe Nationale des Poudres et ExplosifsInventors: Alain Lefumeux, Serge Raynal
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Patent number: 5034072Abstract: Use of 5-oxo-3-nitro-1,2,4-triazole in gunpowder and propellant compositions are disclosed. Such compositions include triple base gunpowders further containing nitrocellulose and a liquid nitric ester such as nitroglycerine. Lowered flame temperatures of the gunpowder and reduced firearm barrel erosion is achieved thereby. The solid propellants include gas-generating compound propellants, less hygroscopic than a propellant contaning ammonium nitrate.Type: GrantFiled: May 19, 1989Date of Patent: July 23, 1991Assignee: Societe Nationale des Poudres et ExplosifsInventor: Alain Becuwe
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Patent number: 4994203Abstract: The invention relates to a composite material with lubricating properties consisting of a solid polymeric matrix such as polystyrene or polymethyl methacrylate containing between 20 and 85% by weight of a liquid oil with lubricating properties, such as a silicone oil.The material according to the invention is obtained by polymerization of an emulsion of the said oil in a monomer such as styrene or methyl methacrylate monomer in the presence of a surface-active agent which is a two- or three-block block copolymer in which one repeat unit is compatible with the said monomer.The materials according to the invention are used to form antierosive components for ammunition intended for barrel weapon systems and in particular wads (8) for shells (1).Type: GrantFiled: December 5, 1988Date of Patent: February 19, 1991Assignee: Societe Nationale des Poudres et ExplosifsInventors: Alain Lefumeux, Serge Raynal
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Patent number: 4988416Abstract: The process for the electrosynthesis of an aldehyde, according to the invention, is carried out by electrolysis, in a cell comprising only a single compartment, of an organic halide and of an N,N-disubstituted formamide such as dimethylformamide, followed by hydrolysis of the reaction mixture.The anode is made of a metal chosen from the group consisting of the reducing metals and their alloys, preferably zinc, aluminum or magnesium.The cathode, which is inert, is preferably covered with an electrolytic deposit of zinc, cadmium, lead or tin.Aldehydes are compounds which are commonly employed in many fields of the chemical industry, especially in perfumery, agricultural chemistry and pharmacy.Type: GrantFiled: November 17, 1989Date of Patent: January 29, 1991Assignee: Societe Nationale des Poudres et ExplosifsInventors: Michel Troupel, Soline Sibille, Jacques Perichon, Esther D'Incan, Christhophe Saboureau
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Patent number: 4985357Abstract: The present invention relates to a process for the preparation of a glyceryl mononitrate or of a mixture of glyceryl mononitrates, characterized in that it comprises a bioconversion step of nitroglycerine to glyceryl mononitrate(s) by a microorganism chosen from the group consisting of the yeasts, the fungi and protozoa, preferably a bioconversion step by fungi.Type: GrantFiled: January 18, 1989Date of Patent: January 15, 1991Assignee: Societe Nationale des Poudres et ExplosifsInventors: Eric P. Wimmer, Serge L. Lecolier, Claire A. Ducrocq, Claudine G. Servy, Maryse T. Lenfant
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Patent number: 4970319Abstract: The invention relates to a process for the preparation of acyl isocyanates of formula ##STR1## in which R is an alkyl radical, a substituted or unsubstituted naphthyl or phenyl radical or a substituted or unsubstituted aromatic heterocyclic radical, which consists in reacting an acyl halide of formula ##STR2## in which R has the above meaning and X denotes a fluorine, chlorine or bromine atom, with a sodium or potassium cyanate in the presence of a compound chosen from tin(IV), zinc or nickel(II) halides.The acyl isocyanates thus prepared are very useful for forming ureas or carbamates.Type: GrantFiled: March 23, 1989Date of Patent: November 13, 1990Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jean-Pierre Senet, Serge Lecolier, Paul Caubere, Deng Min-Zhi
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Patent number: 4966995Abstract: The invention relates to a new process for the preparation of chlorides of carboxylic acids by reaction of tetrachloroethylene carbonate with a carboxylic acid of formula R(COOH).sub.n at a temperature of between 80.degree. and 160.degree. C.The radical R may be very diverse and n is an integer which can take the values 1 to 4.A solvent is not necessary. A catalyst may be employed.Acyl chlorides of a high purity are obtained.Type: GrantFiled: October 17, 1988Date of Patent: October 30, 1990Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jeannine Chodorge, Jean-Pierre Senet, Gary Wooden
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Patent number: 4960881Abstract: The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.Type: GrantFiled: June 6, 1988Date of Patent: October 2, 1990Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gerard Barcelo, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4936966Abstract: The present invention relates to a process for the electrochemical synthesis of alpha-saturated ketones by electrochemical reduction, in an organic solvent medium, of alpha-saturated organic halides in the presence of CO.sub.2 and of a catalyst based on nickel complexed with a bidentate organic ligand containing two nitrogen atoms, such as 2,2'-bipyridine and, optionally, with an ethylenic coligand.The anode, made of a metal chosen from the group consisting of the reducing metals and their alloys, is consumed during the electrochemical reaction whose site it is. It is preferably made of magnesium.This process is simple to use and allows a single-compartment cell to be employed.Alpha-saturated ketones are compounds commonly employed in the chemical industry, particularly as solvents or synthesis intermediates.Type: GrantFiled: December 19, 1988Date of Patent: June 26, 1990Assignee: Societe Nationale des Poudres et ExplosifsInventors: Laurence Garnier, Yolande Rollin, Jacques Perichon
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Patent number: 4859742Abstract: The invention relates to a thermoplastic solid composition which can be cured by the application of a radiation, for example UV, and to solid products which can be handled and stored and are obtained by shaping such a composition, before application of the radiation.The solid thermoplastic composition comprises at least one solid thermoplastic polymer and a radiation-crosslinkable oligomer containing at least two ethylenic unsaturations, each of these unsaturations being situated either at the end of a chain or in a pendent position. The weight ratio of the solid thermoplastic polymer to the radiation-crosslinkable oligomer is between 55/45 and 964, preferably between 70/30 and 96/4, respectively.The products obtained after crosslinking by the application of radiation have good mechanical properties, even at elevated temperature.The compositions of the invention can be used particularly for producing packaging sheets having the shape of the product to be wrapped, and of prosthetic components.Type: GrantFiled: December 17, 1987Date of Patent: August 22, 1989Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jacky Pattein, Patrice Le Roy
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Patent number: 4859454Abstract: Paper distributing an active compound such as a pesticide or a lachrymatory agent, particularly intended to be used in buildings or closed enclosures. This paper is intended to be burnt to ensure the dissemination of the active compound incorporated in the paper. To ensure an efficient and rapid dissemination by means of a large volume of combustion gas containing only a little smoke and originating from a special combustion reaction at a limited temperature so as not to decompose the active compound, this paper is a nitrocellulose-based paper in which the proportion of nitrogen is greater than 5% and in which the fibres consist of a mixture of cellulose and nitrocellulose fibres, this mixture comprising at least 18% of cellulose fibres and the active compound having a decomposition temperature above 130.degree. C.Type: GrantFiled: April 26, 1988Date of Patent: August 22, 1989Assignee: Societe Nationale des Poudres et ExplosifsInventors: Patrick Barruet, Alain Fauconnier, Pierre-Regis Carle
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Patent number: 4845153Abstract: The invention relates to a process for the preparation of conductive polymers or prepolymers and to conductive polymers or prepolymers.The process of the invention consists of reacting a polymer containing ethylenic unsaturations such as a hydroxytelechelic polybutadiene with a silane compound of formula ##STR1## in which R.sub.1 denotes a hydrocarbon group containing at least one heteroatom bearing mobile electrons, such as the oxygen of an ether group, andR.sub.2 and R.sub.3 denote a substituted or unsubstituted organic residue or a group R.sub.1.The polymer obtained is precipitated by the addition of a compound which is not a solvent for the polymer, and is separated from the reaction medium.The polymers obtained have an electrical conductivity which is multiplied by a factor of 10.sup.5 relative to the unmodified polymer.The present invention applies in particular in the field of the polymer industry.Type: GrantFiled: October 5, 1987Date of Patent: July 4, 1989Assignee: Societe Nationale des Poudres et ExplosifsInventors: Michel Fontanille, Nicolas Krantz, Jean-Claude Gautier, Serge Raynal