Polynitro Patents (Class 568/931)
  • Publication number: 20120130113
    Abstract: The disclosure provides methods for the use of open metal frameworks to catalyze coupling reactions.
    Type: Application
    Filed: July 27, 2010
    Publication date: May 24, 2012
    Inventors: Omar M. Yaghi, Alexander U. Czaja, Bo Wang, Zheng Lu
  • Publication number: 20120123154
    Abstract: 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: Application
    Filed: July 26, 2010
    Publication date: May 17, 2012
    Inventors: Noriyuki Hida, Hiroaki Hibino
  • Patent number: 7709684
    Abstract: 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) i
    Type: Grant
    Filed: May 31, 2007
    Date of Patent: May 4, 2010
    Assignee: BASF SE
    Inventors: Sebastian Peer Smidt, Jochen Dietz, Michael Keil, Thomas Grote
  • Publication number: 20090076307
    Abstract: 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: Application
    Filed: August 8, 2008
    Publication date: March 19, 2009
    Inventors: Kazuyoshi Uera, Daisuke Ohno, Kenjji Ishii
  • Patent number: 6992230
    Abstract: 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: Grant
    Filed: November 2, 2004
    Date of Patent: January 31, 2006
    Assignee: Bayer MaterialScience AG
    Inventors: Hans-Peter Schal, Vera Yakovlevna Popkova, Boris Mikhaylovitch Laskin, Alexander Sergeevitch Malin, Sofia Borisovna Volkova
  • Patent number: 6906231
    Abstract: 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: Grant
    Filed: October 5, 2001
    Date of Patent: June 14, 2005
    Assignee: The Queen's University of Belfast
    Inventors: Martyn John Earle, Suhas Prabhakar Katdare
  • Patent number: 6844473
    Abstract: 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: Grant
    Filed: February 18, 2004
    Date of Patent: January 18, 2005
    Assignee: BWXT Pantex, L.L.C.
    Inventors: William T. Quinlin, Raymond Thorpe, Maury L. Sproul, Dillard M. Cates
  • Patent number: 6737554
    Abstract: 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: Grant
    Filed: February 28, 2003
    Date of Patent: May 18, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Matthias Brandt, Stephan Klein, Gerhard Wegener
  • Patent number: 6586617
    Abstract: The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.
    Type: Grant
    Filed: December 18, 2001
    Date of Patent: July 1, 2003
    Assignee: Sumitomo Chemical Takeda Agro Company, Limited
    Inventors: Takanori Tabuchi, Tetsuhiro Yamamoto, Masaharu Nakayama
  • Patent number: 6476280
    Abstract: 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: Grant
    Filed: January 11, 2002
    Date of Patent: November 5, 2002
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Michael E. Sitzmann
  • Patent number: 6420616
    Abstract: 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: Grant
    Filed: November 29, 2000
    Date of Patent: July 16, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christoph Gürtler, Manfred Jautelat, Michael Schelhaas
  • Patent number: 6362380
    Abstract: 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: Grant
    Filed: June 1, 2000
    Date of Patent: March 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl Eicken, Joachim Gebhardt, Harald Rang, Michael Rack, Peter Schäfer
  • Patent number: 6333439
    Abstract: 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: Grant
    Filed: July 3, 2000
    Date of Patent: December 25, 2001
    Assignee: Ricoh Company, Ltd.
    Inventor: Tomoyuki Shimada
  • Patent number: 5567846
    Abstract: 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: Grant
    Filed: June 6, 1995
    Date of Patent: October 22, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Zhenyu Yang
  • Patent number: 5475149
    Abstract: 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: Grant
    Filed: December 19, 1990
    Date of Patent: December 12, 1995
    Assignee: Occidental Chemical Corporation
    Inventors: Robert Buchanan, Jeffrey Stults, Henry C. Lin
  • Patent number: 5312952
    Abstract: 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: Grant
    Filed: April 23, 1992
    Date of Patent: May 17, 1994
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Anthony V. Grossi, Paul E. Stott, John M. DeMassa, Howard S. Friedman, Gerald J. Abruscato
  • Patent number: 5237077
    Abstract: 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: Grant
    Filed: March 27, 1992
    Date of Patent: August 17, 1993
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hitomi Suzuki, Takashi Murashima, Kenkichi Tsukamoto
  • Patent number: 5177258
    Abstract: 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: Grant
    Filed: May 21, 1992
    Date of Patent: January 5, 1993
    Assignee: Bromine Compounds, Ltd.
    Inventors: Abram Becker, Ariel A. Ewenson, Bertha Croitoru
  • Patent number: 5081233
    Abstract: 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: Grant
    Filed: October 24, 1988
    Date of Patent: January 14, 1992
    Assignee: Ricoh Company, Ltd.
    Inventors: Masaomi Sasaki, Tomoyuki Shimada
  • Patent number: 5072061
    Abstract: 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: Grant
    Filed: June 4, 1990
    Date of Patent: December 10, 1991
    Assignee: Ricoh Company, Ltd.
    Inventors: Masaomi Sasaki, Tomoyuki Shimada, Mitsuru Hashimoto
  • Patent number: 5053544
    Abstract: 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: Grant
    Filed: December 21, 1990
    Date of Patent: October 1, 1991
    Assignee: Chisso Corporation
    Inventors: Shizuo Murata, Minoru Nakayama
  • Patent number: 5037994
    Abstract: 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: Grant
    Filed: February 8, 1990
    Date of Patent: August 6, 1991
    Assignee: Amoco Corporation
    Inventors: Allen B. Mossman, Weilong L. Chiang
  • Patent number: 5023386
    Abstract: 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: Grant
    Filed: January 4, 1990
    Date of Patent: June 11, 1991
    Assignee: The Secretary of State for Defence in her Britannic Majesty's Goverment of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Peter Golding, Asoka M. Jayaweera-Bandara, Henry Duffin
  • Patent number: 5008456
    Abstract: 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: Grant
    Filed: November 8, 1989
    Date of Patent: April 16, 1991
    Assignee: Chisso Corporation
    Inventors: Shizuo Murata, Minoru Nakayama, Kenji Furukawa, Ryuji Kobayashi
  • Patent number: 4952708
    Abstract: 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: Grant
    Filed: April 3, 1989
    Date of Patent: August 28, 1990
    Assignee: General Electric Company
    Inventors: Jonathan D. Rich, Terry E. Krafft, Philip J. McDermott, Tony C. Chang
  • Patent number: 4935544
    Abstract: 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: Grant
    Filed: July 17, 1980
    Date of Patent: June 19, 1990
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Arnold T. Nielsen, Ronald L. Atkins, William P. Norris
  • Patent number: 4861924
    Abstract: The compound 1,3,5-trinitro-2,4,6-tripicrylbenzene useful as an explosive.
    Type: Grant
    Filed: August 25, 1988
    Date of Patent: August 29, 1989
    Assignee: Jet Research Center, Inc.
    Inventor: Robert S. Riggs
  • Patent number: 4853151
    Abstract: 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: Grant
    Filed: August 11, 1987
    Date of Patent: August 1, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankfter Haftung
    Inventors: Fritz Vogtle, Wolfgang Calaminus
  • Patent number: 4734532
    Abstract: 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: Grant
    Filed: June 4, 1986
    Date of Patent: March 29, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Kopp, Gerhard Grogler, Klaus Konig, Manfred Schmidt
  • Patent number: 4721821
    Abstract: 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: Grant
    Filed: August 14, 1986
    Date of Patent: January 26, 1988
    Assignee: Chemical Dynamics Development AB
    Inventor: Sven G. B. Andersson
  • Patent number: 4695405
    Abstract: 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: Grant
    Filed: April 10, 1985
    Date of Patent: September 22, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Harnisch, Edgar Siegel, deceased
  • Patent number: 4626606
    Abstract: 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: Grant
    Filed: July 19, 1984
    Date of Patent: December 2, 1986
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Henry C. Duffin, Peter Golding, Asoka M. Jaweera-Bandara
  • Patent number: 4607116
    Abstract: 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: Grant
    Filed: March 8, 1984
    Date of Patent: August 19, 1986
    Assignee: Nippon Petrochemicals Company Limited
    Inventors: Yasuo Yamazaki, Takehiko Suzuki, Masaharu Uchiyama
  • Patent number: 4604489
    Abstract: 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: Grant
    Filed: April 20, 1984
    Date of Patent: August 5, 1986
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Eleonore G. Kayser
  • Patent number: 4558166
    Abstract: 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: Grant
    Filed: March 21, 1984
    Date of Patent: December 10, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Baasner, Erich Klauke
  • Patent number: 4551264
    Abstract: 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: Grant
    Filed: March 14, 1983
    Date of Patent: November 5, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Rudolf Eidenschink, Michael Romer, Georg Weber
  • Patent number: 4503248
    Abstract: 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: Grant
    Filed: May 27, 1983
    Date of Patent: March 5, 1985
    Assignee: Polaroid Corporation
    Inventors: Russell A. Gaudiana, Palaiyur S. Kalyanaraman
  • Patent number: 4447650
    Abstract: 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: Grant
    Filed: July 26, 1982
    Date of Patent: May 8, 1984
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4397677
    Abstract: 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: Grant
    Filed: November 6, 1980
    Date of Patent: August 9, 1983
    Assignee: Velsicol Chemical Corporation
    Inventor: Leonard J. Stach
  • Patent number: 4335055
    Abstract: 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: Grant
    Filed: May 8, 1981
    Date of Patent: June 15, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans-Ulrich Blaser, Dieter Reinehr, Alwyn Spencer
  • Patent number: 4307258
    Abstract: 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: Grant
    Filed: July 2, 1980
    Date of Patent: December 22, 1981
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Gilbert P. Sollott
  • Patent number: 4294976
    Abstract: 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: Grant
    Filed: August 31, 1979
    Date of Patent: October 13, 1981
    Assignee: UBE Industries, Ltd.
    Inventors: Hiroshi Itatani, Hataaki Yoshimoto, Akinori Shiotani, Akiyoshi Yokota, Motozoh Yoshikiyo
  • Patent number: 4270012
    Abstract: 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: Grant
    Filed: January 16, 1980
    Date of Patent: May 26, 1981
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Everett E. Gilbert
  • Patent number: 4268696
    Abstract: 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: Grant
    Filed: January 14, 1980
    Date of Patent: May 19, 1981
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventors: Gilbert P. Sollott, Everett E. Gilbert, Maurice Warman
  • Patent number: 4261908
    Abstract: 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: Grant
    Filed: June 21, 1979
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Schroeder, Bernd Thelen, Wolfgang Auge, Karl-Werner Thiem
  • Patent number: 4260837
    Abstract: 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: Grant
    Filed: March 3, 1980
    Date of Patent: April 7, 1981
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Joseph C. Dacons
  • Patent number: 4255358
    Abstract: 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: Grant
    Filed: March 6, 1979
    Date of Patent: March 10, 1981
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Ronald H. Jones, Alexander W. H. Pryde
  • Patent number: 4250294
    Abstract: 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: Grant
    Filed: November 22, 1978
    Date of Patent: February 10, 1981
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Rainer Hagel, Klaus Redecker
  • Patent number: 4247724
    Abstract: 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: Grant
    Filed: September 26, 1979
    Date of Patent: January 27, 1981
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Everett E. Gilbert
  • Patent number: H1675
    Abstract: 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: Grant
    Filed: July 22, 1996
    Date of Patent: September 2, 1997
    Assignee: Halliburton Company
    Inventors: James M. Barker, Jerry L. Walker, Robert S. Riggs