Polynitro Patents (Class 568/931)
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Publication number: 20120130113Abstract: The disclosure provides methods for the use of open metal frameworks to catalyze coupling reactions.Type: ApplicationFiled: July 27, 2010Publication date: May 24, 2012Applicants: BASF SE, THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Omar M. Yaghi, Alexander U. Czaja, Bo Wang, Zheng Lu
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Publication number: 20120123154Abstract: A method for producing a biaryl compound represented by the formula (2) Ar—Ar ??(2) wherein Ar represents an aromatic group which can have a substituent, comprising conducting a coupling reaction of a compound represented by the formula (1) Ar—Cl ??(1) wherein Ar represents the same meaning as defined above, in the presence of copper metal and a copper salt.Type: ApplicationFiled: July 26, 2010Publication date: May 17, 2012Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Noriyuki Hida, Hiroaki Hibino
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Patent number: 7709684Abstract: A process for preparing substituted biphenyls of the formula I in which the substituents are defined as follows: X is fluorine or chlorine; R1 is nitro, amino or NHR3; R2 is cyano, nitro, halogen, C1-C6-alkyl, C1-C6-alkenyl, C1-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-alkylcarbonyl or phenyl; R3 is C1-C4-alkyl, C1-C4-alkenyl or C1-C4-alkynyl; n is 1, 2 or 3, where in case that n is 2 or 3, the R2 radicals may also be different, which comprises reacting the compound of the formula II in which Hal is halogen and X and R1 are as defined above, in the presence of a base and of a palladium catalyst selected from the group of: a) palladium-triarylphosphine or -trialkylphosphine complex with palladium in the zero oxidation state, b) salt of palladium in the presence of triarylphospine or trialkylphosphine as a complex ligand or c) metallic palladium, optionally applied to support, in the presence of triarylphosphine or trialkylphosphine, in a solvent, with a diphenylborinic acid (III) iType: GrantFiled: May 31, 2007Date of Patent: May 4, 2010Assignee: BASF SEInventors: Sebastian Peer Smidt, Jochen Dietz, Michael Keil, Thomas Grote
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Publication number: 20090076307Abstract: A novel aromatic diamine compound obtained by introducing aromatic amino groups into both terminals of a specific bifunctional phenylene ether oligomer and a novel aromatic dinitro compound obtained by introducing aromatic nitro groups into both terminals of a specific bifunctional phenylene ether oligomer, these compounds being used as raw materials for obtaining high molecular weight materials having high heat resistance, a low dielectric constant, a low dielectric loss tangent and a low water absorption coefficient.Type: ApplicationFiled: August 8, 2008Publication date: March 19, 2009Inventors: Kazuyoshi Uera, Daisuke Ohno, Kenjji Ishii
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Patent number: 6992230Abstract: The invention is directed to a process for the production of 1,5-dinitronaphthalene wherein naphthalene is nitrated by nitric acid in the absence of sulfuric acid at temperatures of from 30 to 80° C., wherein the nitric acid has a concentration of from 72 to 87 wt.-%, the reaction mixture obtained is filtered at temperatures of from 5 to 20° C. and the solid precipitate obtained is washed with water, and 1,5-dinitronaphthalene is isolated from the washed precipitate by washing with acetone.Type: GrantFiled: November 2, 2004Date of Patent: January 31, 2006Assignee: Bayer MaterialScience AGInventors: Hans-Peter Schal, Vera Yakovlevna Popkova, Boris Mikhaylovitch Laskin, Alexander Sergeevitch Malin, Sofia Borisovna Volkova
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Patent number: 6906231Abstract: A process for the nitration of an aromatic compound, wherein the aromatic compound is admixed with a nitrating agent in the presence of an ionic liquid is described. The method for the nitration of aromatic compounds in (e.g. neutral) ionic liquids has advantages over conventional nitrations, such as the only by-product being water, the ionic liquid not being consumed and the nitrating agent being relatively inexpensive.Type: GrantFiled: October 5, 2001Date of Patent: June 14, 2005Assignee: The Queen's University of BelfastInventors: Martyn John Earle, Suhas Prabhakar Katdare
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Patent number: 6844473Abstract: A process for the manufacture of ultra-fine-particle hexanitrostilbene (HNS). Hexanitrostilbene is mixed in n-methylpyrrolidone (NMP) and the solution is steam heated for approximately one hour. The solution is rapidly mixed with cold water by means of drawing it through an aspirator through which water is flowing. The produced slurry is captured in a receiver and then filtered through a 0.45-micron filter. The recovered HNS product is then freeze dried.Type: GrantFiled: February 18, 2004Date of Patent: January 18, 2005Assignee: BWXT Pantex, L.L.C.Inventors: William T. Quinlin, Raymond Thorpe, Maury L. Sproul, Dillard M. Cates
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Patent number: 6737554Abstract: The present invention relates to a process for the production of a dinitronaphthalene isomer mixture, in which naphthalene and/or 1-nitronaphthalene is reacted with nitric acid in the presence of a zeolite.Type: GrantFiled: February 28, 2003Date of Patent: May 18, 2004Assignee: Bayer AktiengesellschaftInventors: Matthias Brandt, Stephan Klein, Gerhard Wegener
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Patent number: 6586617Abstract: The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.Type: GrantFiled: December 18, 2001Date of Patent: July 1, 2003Assignee: Sumitomo Chemical Takeda Agro Company, LimitedInventors: Takanori Tabuchi, Tetsuhiro Yamamoto, Masaharu Nakayama
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Patent number: 6476280Abstract: The present invention is a method for synthesizing polynitropolyphenyls, and more particularly 2,2′,2″,4,4′,4″,6,6′,6″-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.Type: GrantFiled: January 11, 2002Date of Patent: November 5, 2002Assignee: The United States of America as represented by the Secretary of the NavyInventor: Michael E. Sitzmann
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Patent number: 6420616Abstract: The present invention relates to a process for preparing a dinitronaphthalene isomer mixture having an increased proportion of 1,5-dinitronaphthalene by nitrating naphthalene in the presence of at least one ionic liquid.Type: GrantFiled: November 29, 2000Date of Patent: July 16, 2002Assignee: Bayer AktiengesellschaftInventors: Christoph Gürtler, Manfred Jautelat, Michael Schelhaas
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Patent number: 6362380Abstract: A process for preparing nitrobiphenyls of the formula I where m is 1 or 2, R is halogen R′ or OR′, where R′ is a C-organic radical which may carry groups inert under the reaction conditions, n is 0, 1, 2 or 3, and, in the case of n being 2 or 3, the radicals R are the same or different, by reacting a chloronitrobenzene of the formula II in the presence of a palladium catalyst and a base in a solvent with a phenylboronic acid (IIIa) or an alkyl ester thereof of the formula IIIb where R1 is C1-C6-alkyl, or an anhydride thereof. The compounds I are useful as precursors for biphenylamines, which in turn are intermediates for fungicidal crop protection agents.Type: GrantFiled: June 1, 2000Date of Patent: March 26, 2002Assignee: BASF AktiengesellschaftInventors: Karl Eicken, Joachim Gebhardt, Harald Rang, Michael Rack, Peter Schäfer
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Patent number: 6333439Abstract: An electrophotographic photoconductor has an electroconductive support, and a photoconductive layer formed thereon which contains at least one bisazo compound of formula (I): wherein Cp1 and Cp2 are each a coupler radical which may be the same or different. Further, these are disclosed a bisazo compound of formula (II), and raw materials thereof, that is, 1,4-bis[4-(4-nitrophenyl)-1,3-butadienyl]benzene of formula (V), 1,4-bis[4-(4-aminophenyl)-1,3-butadienyl]benzene of formula (VI) and a bis(diazonium salt) compound of formula (III).Type: GrantFiled: July 3, 2000Date of Patent: December 25, 2001Assignee: Ricoh Company, Ltd.Inventor: Tomoyuki Shimada
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Patent number: 5567846Abstract: Novel diamines 1,2-bis(3-aminophenyl)perfluorocyclobutane 1,2-bis(3 or 4-aminophenyl)perfluorocyclobutene, cyclopenetene; and cyclohexene and the correspnding dintro compounds, from which they are made.Type: GrantFiled: June 6, 1995Date of Patent: October 22, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Zhenyu Yang
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Patent number: 5475149Abstract: A process for the preparation of 4,4'-dinitro-2,2'-di(trifluoromethyl)diphenyl ether according to the equation ##STR1## where X is F, Cl, Br or I, where the inorganic base is selected from the group consisting of alkali metal hydroxides, alkali metal carbonates, and alkali metal bicarbonates, in the presence of a catalytic quantity of a benzoate catalyst. 2,8-Dinitro-6,6,12,12,-tetrafluoro-6H,12H-dibenzo[b,f][1,5]dioxocin, the corresponding diamine and polyimides formed from the diamine are also disclosed.Type: GrantFiled: December 19, 1990Date of Patent: December 12, 1995Assignee: Occidental Chemical CorporationInventors: Robert Buchanan, Jeffrey Stults, Henry C. Lin
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Patent number: 5312952Abstract: This invention relates to a vinyl aromatic. Compounds of Structure (I): ##STR1## wherein R is C.sub.9 -C.sub.20 alkyl, Y is NO.sub.2, SO.sub.3 R' or H, R' is C.sub.1 -C.sub.20 alkyl, X is NO.sub.2 or C1-C.sub.20 alkyl, and R" is H or C.sub.1 -C.sub.20 alkyl, m is 2 or 3 and n is 0,1,2,3, with the proviso that when R is C.sub.9 and n=O, X and Y may not both be NO.sub.2.Type: GrantFiled: April 23, 1992Date of Patent: May 17, 1994Assignee: Uniroyal Chemical Company, Inc.Inventors: Anthony V. Grossi, Paul E. Stott, John M. DeMassa, Howard S. Friedman, Gerald J. Abruscato
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Patent number: 5237077Abstract: The present invention relates to a process for producing an aromatic nitro compound by introducing a nitrogen oxide gas and ozone-containing oxygen or air into a halogenated organic solvent dissolving or suspending therein an aromatic compound, thereby subjecting the aromatic compound to nitration. By the use of a system comprising the nitrogen oxide and ozone-containing oxygen or air as the nitrating agent, the aromatic nitro compound can be produced under mild conditions without using any mineral acid. In addition, the various disadvantages due to the use of mineral acid in the conventional process can be avoided by the process of the present invention.Type: GrantFiled: March 27, 1992Date of Patent: August 17, 1993Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hitomi Suzuki, Takashi Murashima, Kenkichi Tsukamoto
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Patent number: 5177258Abstract: Biaryl derivatives are produced by coupling an aryl halide in an aqueous alkaline solution in the presence of a palladium catalyst, using formic hydrazide as the reducing agent.Type: GrantFiled: May 21, 1992Date of Patent: January 5, 1993Assignee: Bromine Compounds, Ltd.Inventors: Abram Becker, Ariel A. Ewenson, Bertha Croitoru
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Patent number: 5081233Abstract: A bisazo compound of the general formula: ##STR1## where Ar is selected from the group consisting of substituents (a) .about. (i), a dinitro compound, a diamino compound, and a tetrazonium salt, which respectively serve as a starting material, a first intermediate and a second intermediate for producing the above bisazo compound are prepared, and an electrophotographic photoconductor comprising an electroconductive support having thereon a photoconductive layer containing any of the above bisazo compounds is disclosed.Type: GrantFiled: October 24, 1988Date of Patent: January 14, 1992Assignee: Ricoh Company, Ltd.Inventors: Masaomi Sasaki, Tomoyuki Shimada
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Patent number: 5072061Abstract: 1,14-bis(4-nitrophenyl)-1,3,5,7,9,11,13-tetradecaheptaene having the following formula (I): ##STR1## and a method of preparing the above-mentioned 1,14-bis(4-nitrophenyl)-1,3,5,7,9,11,13-tetradecaheptaene having formula (I) by allowing a phosphonium salt having formula (II) to react with 5-(4-nitrophenyl)-2,4-pentadiene-1-al having formula (III) in the presence of a basic catalyst:R.sub.3 P.sup..sym. H.sub.2 C--CH.dbd.CH--CH.sub.2 P.sup..sym. R.sub.3.2X.sup..crclbar.Type: GrantFiled: June 4, 1990Date of Patent: December 10, 1991Assignee: Ricoh Company, Ltd.Inventors: Masaomi Sasaki, Tomoyuki Shimada, Mitsuru Hashimoto
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Patent number: 5053544Abstract: A novel diamino compound and a dinitro compound and a diol compound as its derivatives are provided,which diamino compound is useful as a raw material for polyimide compounds for an aligning film in a liquid crystal display element exhibiting a high pretilt angle, and expressed by the formula ##STR1## wherein R.sub.1 to R.sub.6 each are H or 1-22C alkyl and may be the same as or different from one another, and R.sub.7 to R.sub.14 each are H or 1-3C alkyl and may be the same as or different from one another.Type: GrantFiled: December 21, 1990Date of Patent: October 1, 1991Assignee: Chisso CorporationInventors: Shizuo Murata, Minoru Nakayama
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Patent number: 5037994Abstract: A regioselective nitration process for diphenyl compounds which can be carried out at about ambient temperature in which each ring of the diphenyl compound is selectively nitrated in the para position to form the corresponding di(4-nitrophenyl) compound. Such compounds as diphenyl carbonate, 2,2-diphenylpropane, 2,2-diphenylhexafluoropropane, diphenyl sulfide, diphenyl ketone, diphenyl sulfone, and the like can be converted to an isomeric mixture containing an enhanced amount of the corresponding di(4-nitrophenyl) compound, which mixture may be reduced or purified and reduced to the di(4-aminophenyl) analogues for use in the manufacture of polyamides, polyimides, and polyamide-imides.Type: GrantFiled: February 8, 1990Date of Patent: August 6, 1991Assignee: Amoco CorporationInventors: Allen B. Mossman, Weilong L. Chiang
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Patent number: 5023386Abstract: A relatively fast process for producing HNS from trinitrotoluene (TNT) in high yield consists of oxidizing TNT with an oxidizing transition metal compound within a polar aprotic solvent having a weak base, such as an alkali metal carboxylate, dissolved therein. The amount of transition metal compound used is typically at least one mole per mole of TNT. An especially preferred transition metal compound for use in the present process is cupric chloride.Type: GrantFiled: January 4, 1990Date of Patent: June 11, 1991Assignee: The Secretary of State for Defence in her Britannic Majesty's Goverment of the United Kingdom of Great Britain and Northern IrelandInventors: Peter Golding, Asoka M. Jayaweera-Bandara, Henry Duffin
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Patent number: 5008456Abstract: Diamino compounds, dinitro compounds, diol compounds and a process for preparing the diamino compounds which are useful as materials of poly-imide compounds for obtaining aligning films having high pretilt angles in liquid crystal display elements are provided.The diamino compounds are represented by the general formula: ##STR1## wherein R.sub.1 -R.sub.6 are a hydrogen atom or an alkyl group having 1 to 22 carbon atoms, respectively, and R.sub.7 -R.sub.12 are a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, F or Cl respectively.Type: GrantFiled: November 8, 1989Date of Patent: April 16, 1991Assignee: Chisso CorporationInventors: Shizuo Murata, Minoru Nakayama, Kenji Furukawa, Ryuji Kobayashi
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Patent number: 4952708Abstract: An improved method for making biaryl compounds is disclosed, in which an aromatic acid halide having at least one strong electron-withdrawing group attached to or within the aromatic ring is reacted with at least one polysilane in the presence of an effective amount of a transition metal catalyst.Type: GrantFiled: April 3, 1989Date of Patent: August 28, 1990Assignee: General Electric CompanyInventors: Jonathan D. Rich, Terry E. Krafft, Philip J. McDermott, Tony C. Chang
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Patent number: 4935544Abstract: This invention illustrates a new compound, octanitrobenzidine. It is utild as a new high energy explosive compound. Octanitrobenzidine is formed by dissolving a tetrqanitrobenzidine with sulfuric acid in the presence of a metal sulfate catalyst. This reaction mixture is further reacted with nitric and sulfuric acid at a temperature sufficient to complete the reaction, then rapidly cooled, and octanitrobenzidine is recovered.Type: GrantFiled: July 17, 1980Date of Patent: June 19, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventors: Arnold T. Nielsen, Ronald L. Atkins, William P. Norris
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Patent number: 4861924Abstract: The compound 1,3,5-trinitro-2,4,6-tripicrylbenzene useful as an explosive.Type: GrantFiled: August 25, 1988Date of Patent: August 29, 1989Assignee: Jet Research Center, Inc.Inventor: Robert S. Riggs
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Patent number: 4853151Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.Type: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4734532Abstract: 4,4'-dinitrodibenzyls are prepared by reaction of 4-nitrotoluenes, in the presence of an organic solvent and/or diluent, with an alkali metal-alcoholate and/or an alkaline earth metal alcoholate, and subsequent treatment of the reaction mixture with an aqueous solution of hypohalous acids and/or their salts or with chlorine, bromine or an aqueous solution of hydrogen peroxide and/or its salts, or with organic or inorganic peracids and/or their salts.Type: GrantFiled: June 4, 1986Date of Patent: March 29, 1988Assignee: Bayer AktiengesellschaftInventors: Richard Kopp, Gerhard Grogler, Klaus Konig, Manfred Schmidt
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Patent number: 4721821Abstract: Method for preparing bibenzyl systems with nitro groups as substituents. Toluene derivates with nitro groups are coupled oxidatively in methanolic alkali solution under influence of metal catalysts. The oxidation is preferably done with air. As catalysts metal acetonylacetonates are used. The metal can be Ni, Cu, Co, Mn, Cr or Ti. This catalyst can be used together with a crown ether. Another suitable catalyst is a metal tetraphenylporphin of porfyrin type where the metal can be Ni, vanadium (V=O) or Fe(FeIII).Type: GrantFiled: August 14, 1986Date of Patent: January 26, 1988Assignee: Chemical Dynamics Development ABInventor: Sven G. B. Andersson
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Patent number: 4695405Abstract: To quench the fluorescence produced by anionic fluorescent brighteners use is made of virtually colorless, water-soluble cationic or amphoteric compounds which contain in the molecule at least one ammonium group, at least two aryl, arylene, hetaryl and/or hetarylene groups and at least one nitro group.Type: GrantFiled: April 10, 1985Date of Patent: September 22, 1987Assignee: Bayer AktiengesellschaftInventors: Horst Harnisch, Edgar Siegel, deceased
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Patent number: 4626606Abstract: A process for the manufacture of 2,2', 4,4', 6,6-hexanitrostilbene (HNS) from dipicrylethane (DPE) or trinitrotoluene (TNT) which consists of oxidizing DPE or TNE substrate in the presence of an aprotic solvent and a basic salt of a carboxylic acid. The acid preferably consists of an ammonium or an alkali metal salt of a monocarboxylic or a dicarboxylic acid. The reaction step consists of heating the substrate and salt dissolved in the solvent to between 15.degree. and 50.degree. C., and contacting the reaction mixture with dry air or oxygen for up to 2 hours. The HNS product is precipitated out by quenching the reaction mixture in acidified water, and is optionally purified by washing first in methanol and then in acetone.Type: GrantFiled: July 19, 1984Date of Patent: December 2, 1986Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Henry C. Duffin, Peter Golding, Asoka M. Jaweera-Bandara
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Patent number: 4607116Abstract: Provided is a process for preparing a diaryl or a mixture of diaryls represented by any or a combination of the following formulae (II), (III) and (V), characterized in that a diaryliodonium salt represented by the following formula (I) is reacted in a solvent in the presence of a transition metal catalyst and a reducing metal at a temperature in the range of room temperature to 100.degree. C.:[Ar.sub.1 -I.sup..sym. -Ar.sub.2 ]X.sup..crclbar. (I)Ar.sub.1 -Ar.sub.1 (II)Ar.sub.1 -Ar.sub.2 (III)Ar.sub.2 -Ar.sub.2 (IV)wherein Ar.sub.1 and Ar.sub.2, which may be alike or different, are each an aryl group which may have a substituent group or groups and X.sup..crclbar. is a counter ion which is inert to said reaction.Type: GrantFiled: March 8, 1984Date of Patent: August 19, 1986Assignee: Nippon Petrochemicals Company LimitedInventors: Yasuo Yamazaki, Takehiko Suzuki, Masaharu Uchiyama
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Patent number: 4604489Abstract: The production of 2,2',4,4',6,6'-hexanitrostilbene-II (HNS-II) having fin divided particles of uniform size by dissolving HNS-II in hot dimethylsulfoxide and then injecting the hot solution through a small orifice into methanol at a temperature of from -50.degree. C. to -80.degree. C.Type: GrantFiled: April 20, 1984Date of Patent: August 5, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventor: Eleonore G. Kayser
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Patent number: 4558166Abstract: Process for the preparation of benzal chlorides from benzotrichlorides, according to which benzotrichlorides are reacted with thiols in the presence of metal salts at elevated temperatures.Type: GrantFiled: March 21, 1984Date of Patent: December 10, 1985Assignee: Bayer AktiengesellschaftInventors: Bernd Baasner, Erich Klauke
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Patent number: 4551264Abstract: New polyhalogenoaromatic compounds of Formula I ##STR1## wherein Y and Z are each independently alkyl, alkoxy or alkanoyl each of 1 to 12 C atoms, --COOR.sup.1, --O--CO--R.sup.1, CN, NO.sub.2, NH.sub.2 or OH;Q is one or two identical or different radicals selected from Ph, Cy, 1,4-bicyclo[2,2,2]octylene or 1,3-dioxane-2,5-diyl;X.sup.1 to X.sup.4 are each independently H, F, Cl or Br;R.sup.1 is alkyl of 1 to 4 C atoms, Ph--R.sup.2 or Cy--R.sup.2 ;R.sup.2 is alkyl or alkoxy each of 1-12 C atoms or CN;Ph is 1,4-phenylene; and Cy is 1,4-cyclohexylene,can be used as components of liquid-crystal dielectrics.Type: GrantFiled: March 14, 1983Date of Patent: November 5, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Michael Romer, Georg Weber
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Patent number: 4503248Abstract: A class of polyamides comprising recurring units having substituted-quaterphenylene radicals is disclosed. The polymers comprise recurring units of the formula ##STR1## wherein each of A and B is a divalent radical, except that B can represent a single bond; R and R.sup.1 are each hydrogen, alkyl, aryl, alkaryl or aralkyl; and c is zero or one; and wherein, when c is one, at least one of A and B is a substituted-quaterphenylene radical having the formula ##STR2## where each U is a substituent other than hydrogen, each W is hydrogen or a substituent other than hydrogen, each p is an integer from 1 to 3, each X is hydrogen or a substituent other than hydrogen and each r is an integer from 1 to 4, the U, W.sub.p and X.sub.r substitution being sufficient to provide the radical with a non-coplanar molecular configuration; and wherein, when c is zero, A is a substituted-quaterphenylene radical as aforedescribed.Type: GrantFiled: May 27, 1983Date of Patent: March 5, 1985Assignee: Polaroid CorporationInventors: Russell A. Gaudiana, Palaiyur S. Kalyanaraman
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Patent number: 4447650Abstract: Methylene coupled aromatic compounds are prepared by contacting an aromatic reactant having a reactive hydrogen with chloromethyl methyl carbonate at a temperature from about 25.degree. C. to about 250.degree. C. in the presence of a catalytic amount of a Lewis acid.Type: GrantFiled: July 26, 1982Date of Patent: May 8, 1984Assignee: The Dow Chemical CompanyInventor: James M. Renga
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Patent number: 4397677Abstract: This invention discloses new chemical compounds of the formula ##STR1## wherein R.sup.1 is alkyl; R.sup.2 and R.sup.3 are hydrogen or alkyl; and X is selected from the group consisting of alkyl and haloalkyl, and their utility as herbicides.Type: GrantFiled: November 6, 1980Date of Patent: August 9, 1983Assignee: Velsicol Chemical CorporationInventor: Leonard J. Stach
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Patent number: 4335055Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.Type: GrantFiled: May 8, 1981Date of Patent: June 15, 1982Assignee: Ciba-Geigy CorporationInventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
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Patent number: 4307258Abstract: 2,4,6,-trinitrobenzyl chloride is converted to HNS (2,2',4,4',-6,6'-hexanostilbene) by reaction with hydroxide ion supplied by aqueous amines and ammonia. The present method increases the yield of HNS substantially over that obtainable by conventional reaction with sodium hydroxide.Type: GrantFiled: July 2, 1980Date of Patent: December 22, 1981Assignee: The United States of America as represented by the Secretary of the ArmyInventor: Gilbert P. Sollott
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Patent number: 4294976Abstract: A biphenyl compound is produced from a corresponding aromatic monocyclic compound at a high yield thereof and a high percent selectivity thereto, by dehydrogenatively dimerizing the aromatic monocyclic compound with molecular oxygen in the presence of oxalic acid together with a organic palladium salt catalyst, under a pressure higher than the atmospheric pressure.Type: GrantFiled: August 31, 1979Date of Patent: October 13, 1981Assignee: UBE Industries, Ltd.Inventors: Hiroshi Itatani, Hataaki Yoshimoto, Akinori Shiotani, Akiyoshi Yokota, Motozoh Yoshikiyo
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Patent number: 4270012Abstract: A process for preparing 2,2',4,4',6,6'-hexanitrostilbene in high yields by eacting 2,2',4,4',6,6'-hexanitrobibenzyl in a suitable solvent with an oxygen-containing gas in the presence of a catalyst. The catalyst is selected from the group consisting of copper ammino and cobalt ammino compounds, copper and cobalt acetates, copper and cobalt halides, copper sulfate, and ammonium and alkali metal bases.Type: GrantFiled: January 16, 1980Date of Patent: May 26, 1981Assignee: The United States of America as represented by the Secretary of the ArmyInventor: Everett E. Gilbert
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Patent number: 4268696Abstract: 2,2',4,4',6,6'-hexanitrostilbene, a thermally stable explosive material, is repared by reacting 2,2',4,4',6,6'-hexanitrobibenzyl with a quinone in a suitable reaction solvent such as hexamethyl phosphoric triamide, dimethyl sulfoxide and N-methyl-pyrrolidinone. The use of organic bases to promote the reaction and to allow the use of normally inoperative reaction solvents is also disclosed.Type: GrantFiled: January 14, 1980Date of Patent: May 19, 1981Assignee: The United States of America as represented by the Secretary of the ArmyInventors: Gilbert P. Sollott, Everett E. Gilbert, Maurice Warman
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Patent number: 4261908Abstract: A process has been developed for isolating aromatic dinitro compounds by using nitric acid in specified concentrations in different portions of a rectifying column and separating off the mixture of aromatic dinitro compounds from the sump of the rectifying column.Type: GrantFiled: June 21, 1979Date of Patent: April 14, 1981Assignee: Bayer AktiengesellschaftInventors: Bernd Schroeder, Bernd Thelen, Wolfgang Auge, Karl-Werner Thiem
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Patent number: 4260837Abstract: The production of 2,2',4,4',6,6'-hexanitrostilbene-I (HNS-I) having finely ivided particles of uniform size by dissolving HNS-II in hot fuming nitric acid and then drowning the HNS-nitric acid solution in water.Type: GrantFiled: March 3, 1980Date of Patent: April 7, 1981Assignee: The United States of America as represented by the Secretary of the NavyInventor: Joseph C. Dacons
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Patent number: 4255358Abstract: A process for the production of 2, 2', 4, 4', 6, 6'-hexanitrostilbene, which gives a readily isolable product and in which solvent recovery is relatively straightforward, is described.An alkali or alkaline earth hypochlorite was reacted with 2, 4, 6-trinitrotoluene in an aqueous organic solvent, preferably containing tetrahydrofuran. The reactant mixture was allowed to stand for at least 30 minutes when a solution of a mineral acid, especially sulphuric acid, was added, with stirring, to acidify the mixture to a final pH of less than 5, preferably between 0.5 and 1.0, especially 0.7. This acidification caused agglomeration of the hexanitrostilbene. When complete mixing of the solutions had been obtained, the stirring was stopped and the mixture allowed to settle and separate into two layers. The top layer, which contained little solid product, was run off through a filter and the filtrate was treated separately to recover solvents, especially tetrahydrofuran.Type: GrantFiled: March 6, 1979Date of Patent: March 10, 1981Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Ronald H. Jones, Alexander W. H. Pryde
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Patent number: 4250294Abstract: A polymer having aromatic or heterocyclic rings as the only structural elements said aromatic or heterocyclic rings containing at least two nitro groups is disclosed as well as a method of preparing the same. The polymers are useful as binding agents for thermo stable propellants and can be easily formed into films. They remain thermally stable up to temperatures of at least 200.degree. C.Type: GrantFiled: November 22, 1978Date of Patent: February 10, 1981Assignee: Dynamit Nobel AktiengesellschaftInventors: Rainer Hagel, Klaus Redecker
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Patent number: 4247724Abstract: 2,2', 4,4', 6,6'-hexanitrobibenzyl, an intermediate compound used for mak hexanitrostilbene, is prepared by dissolving trinitrotoluene in a solvent system comprising a water-immiscible solvent and an aliphatic alcohol and then adding a metal hypochlorite solution containing a metal hydroxide to the trinitrotoluene solution to form the hexanitrobibenzyl. The compound is then separated from the reaction mixture.Type: GrantFiled: September 26, 1979Date of Patent: January 27, 1981Assignee: The United States of America as represented by the Secretary of the ArmyInventor: Everett E. Gilbert
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Patent number: H1675Abstract: An improved capsule-type charge for use in perforating high temperature production zones in oil or gas wells is disclosed. The improvement consists of using a secondary initiating compound as an initiator, such as 1,3,5-Trinitro-2,4,6-Tripicrylbenzene or 2,2',2",4,4',4",6,6',6",-Nonanitroterphenyl. These initiators work well with commercially available high temperature explosives, such as PYX.Type: GrantFiled: July 22, 1996Date of Patent: September 2, 1997Assignee: Halliburton CompanyInventors: James M. Barker, Jerry L. Walker, Robert S. Riggs