Benzene Ring Containing Patents (Class 568/927)
  • Patent number: 9249083
    Abstract: The invention relates to a process for scrubbing a crude mixture comprising dinitrotoluene, nitric acid, nitrogen oxides and sulfuric acid obtained in the nitration of toluene after the nitrating acid has been separated off, which comprises two scrubbing steps (SS-I) and (SS-II), wherein i) in a first scrubbing step (SS-I), the crude mixture is extracted with a scrubbing acid I comprising nitric acid, nitrogen oxides and sulfuric acid in a scrub comprising at least one extraction stage, where the scrubbing acid discharged from the first extraction stage (SS-I-1) of the first scrubbing step (SS-I) has a total acid content of from 20 to 40% by weight and a prescrubbed crude mixture is obtained, ii) in a second scrubbing step (SS-II), the prescrubbed crude mixture comprising dinitrotoluene is extracted with a scrubbing acid II in a scrub comprising at least one extraction stage, where the scrubbing acid discharged from the first extraction stage (SS-II-1) of the second scrubbing step (SS-II) has a pH of less
    Type: Grant
    Filed: April 25, 2013
    Date of Patent: February 2, 2016
    Assignees: BASF SE, Josef Meissner GmbH & Co. KG
    Inventors: Samuel Neto, Ruediger Fritz, Renate Hempel, Holger Allardt, Barbara Becker, Julia Leschinski, Sebastian Ahrens, Heinrich Hermann, Mirko Haendel, Juergen Poehlmann
  • Patent number: 8692035
    Abstract: An adiabatic process for making mononitrobenzene by the nitration of benzene which minimizes the formation of nitrophenols and dinitrobenzene by-products. The process uses a mixed acid having less than 3 wt % nitric acid, 55 to 80 wt % sulfuric acid, and water. The initial temperature of the mixed acid is in the range of 60 to 96° C. The nitration reaction is complete in about 300 seconds and produces less than 1,200 ppm nitrophenols and less than about 80 ppm dinitrobenzene. The reaction can be carried out in a plug-flow or a stirred pot reactor, or a combination of such reactors.
    Type: Grant
    Filed: November 10, 2008
    Date of Patent: April 8, 2014
    Assignee: Noram International Limited
    Inventor: Sergio Berretta
  • Patent number: 8604256
    Abstract: A method for making mononitrobenzene using a plug flow reactor train. Benzene, nitric acid and sulfuric acid are introduced into the reactor and produced mononitrobenzene is removed at an outlet end. All of the benzene and at least part of the sulfuric acid are introduced at the inlet end of the reactor. A first portion of the nitric acid is introduced by a first nitric acid feed into the inlet end and a second portion of the nitric acid is introduced at one or more additional feeds that are spaced between the inlet end and the outlet end. The method results in reduced formation of by-product dinitrobenzene, improving the reaction yield of mononitrobenzene while avoiding the need for a distillation step.
    Type: Grant
    Filed: November 14, 2008
    Date of Patent: December 10, 2013
    Assignee: Noram International Limited
    Inventors: Sergio Berretta, David A. Boyd
  • Patent number: 8357827
    Abstract: Nitrobenzene is continuously produced by nitration of benzene with mixed acid under adiabatic conditions. In this process, the pressure upstream of the nitration reactor is from 14 bar to 40 bar above the pressure in the gas phase of the phase separation apparatus used to separate crude nitrobenzene and waste acid.
    Type: Grant
    Filed: February 2, 2011
    Date of Patent: January 22, 2013
    Assignee: Bayer MaterialScience AG
    Inventors: Jurgen Munnig, Bernd Pennemann, Andreas Karl Rausch
  • Patent number: 8071824
    Abstract: The present invention relates to a process for preparing alkenylnitrobenzenes and alkylanilines, which are of significance as intermediates for fungicidally active alkylanilides.
    Type: Grant
    Filed: July 12, 2007
    Date of Patent: December 6, 2011
    Assignee: Bayer CropScience AG
    Inventors: Alexander Straub, Jörg Nico Greul, Norbert Lui
  • Patent number: 8067647
    Abstract: A method for producing a ?-nitrostyrene compound is provided in which a benzaldehyde derivative represented by the following formula (I): and nitromethane are condensed in an acetic acid solvent in the presence of a primary amine. This method allows production of a ?-nitrostyrene compound at a high yield in the industrially-safe reaction temperature range.
    Type: Grant
    Filed: July 28, 2008
    Date of Patent: November 29, 2011
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masahiro Takeda, Hiroshi Kadono, Kazuo Murakami
  • Patent number: 7964654
    Abstract: Compounds represented by the following structural formulas can be used as photoacid generators: Such compounds are useful, for example, in fabricating arrays of polymers.
    Type: Grant
    Filed: September 14, 2010
    Date of Patent: June 21, 2011
    Assignee: Affymetrix, Inc.
    Inventors: Glenn H. McGall, Andrea Cuppoletti
  • Publication number: 20110137049
    Abstract: The invention provides a chiral iridium aqua complex which has good preservation stability, can be easily produced, and enables asymmetric transfer hydrogenation in a higher yield and with higher stereoselectivity.
    Type: Application
    Filed: July 6, 2009
    Publication date: June 9, 2011
    Applicants: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Erick M. Carreira
  • Patent number: 7935847
    Abstract: C-nitroso compound releases nitroxyl ion in blood in a second order reaction.
    Type: Grant
    Filed: April 16, 2008
    Date of Patent: May 3, 2011
    Assignee: Duke University
    Inventors: Eric J. Toone, David M. Gooden
  • Patent number: 7928270
    Abstract: A process is proposed for distillatively removing dinitrotoluene from process wastewater from the preparation of dinitrotoluene by nitrating toluene with nitrating acid, which comprises basifying the process wastewater to a pH of >8.5, feeding it to a stripping column in the upper region thereof and stripping it with steam in countercurrent to obtain a vapor stream laden with dinitrotoluene and a bottom stream depleted in dinitrotoluene compared to the process wastewater used.
    Type: Grant
    Filed: March 6, 2007
    Date of Patent: April 19, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Penzel, Ruediger Fritz, Holger Allardt, Johannes Adam, Anne-Kathrin Merten
  • Publication number: 20110028732
    Abstract: Provided is a process for the formation of nitrated compounds by the nitration of hydrocarbon compounds with dilute nitric acid. Also provided are processes for preparing industrially useful downstream derivatives of the nitrated compounds, as well as novel nitrated compounds and derivatives, and methods of using the derivatives in various applications.
    Type: Application
    Filed: April 8, 2009
    Publication date: February 3, 2011
    Applicants: ANGUS CHEMICAL COMPANY, GLOBAL TECHNOLOGIES INC.
    Inventors: Daniel M. Trauth, George D. Green, Raymond J. Swedo, Richard L. James, Ian A. Tomlinson
  • Patent number: 7863344
    Abstract: Compounds represented by the following structural formulas can be used as photoacid generators: Such compounds are useful, for example, in fabricating arrays of polymers.
    Type: Grant
    Filed: November 3, 2008
    Date of Patent: January 4, 2011
    Assignee: Affymetrix, Inc.
    Inventors: Glenn H. McGall, Andrea Cuppoletti
  • Patent number: 7851661
    Abstract: The present invention provides a process for preparing dinitrotoluene, comprising the steps of a) reacting toluene with nitric acid in the presence of sulphuric acid to give mononitrotoluene, b) separating the reaction product from step a) into an organic phase comprising mononitrotoluene and an aqueous phase comprising sulfuric acid, c) reacting the organic phase comprising mononitrotoluene with nitric acid in the presence of sulphuric acid to give dinitrotoluene, d) separating the reaction product from step c) into an organic phase comprising dinitrotoluene and an aqueous phase comprising sulfuric acid, wherein the reaction product from step a) has a content of toluene of from 3.0 to 8% by weight, based on the organic phase, and a content of nitric acid of from 0.1 to 1.2% by weight, based on the aqueous phase, and the phase separation in step b) is effected in such a way that further reaction of the toluene with the nitric acid is prevented.
    Type: Grant
    Filed: February 2, 2005
    Date of Patent: December 14, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Buettner, Wolfgang Mackenroth, Heinrich Hermann, Peter Konieczny, Juergen Gebauer
  • Patent number: 7781624
    Abstract: This invention relates to a process for the continuous preparation of nitrobenzene. This process comprises the adiabatic nitration of benzene with a mixture of sulfuric acid and nitric acid, in which the sum of the concentrations in the reaction zone of the metal ions which form sparingly soluble metal sulfates is less than 900 mg/l, based on the volume of the aqueous phase which contains sulfuric acid.
    Type: Grant
    Filed: December 8, 2008
    Date of Patent: August 24, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Andreas Rausch, Thomas Knauf, Jeffrey Bolton, Alexandre Racoes
  • Patent number: 7763759
    Abstract: The invention relates to a continuous process for the manufacture of nitrobenzene. This process comprises the nitration of benzene with nitrating acid that contains at least 3.0 wt. % of nitric acid and at least 67.0 wt. % of sulfuric acid, in a reaction space in which the start temperature of the reaction is above 100.0° C. but below 102.0° C. In addition, this process requires that the benzene and the nitrating acid are dispersed in one another several times.
    Type: Grant
    Filed: September 21, 2009
    Date of Patent: July 27, 2010
    Assignee: Bayer MaterialScience AG
    Inventors: Thomas Knauf, Alexandre Racoes, Wolfgang Dohmen, Andreas Rausch
  • Publication number: 20100130795
    Abstract: A method for producing a ?-nitrostyrene compound is provided in which a benzaldehyde derivative represented by the following formula (I): and nitromethane are condensed in an acetic acid solvent in the presence of a primary amine. This method allows production of a ?-nitrostyrene compound at a high yield in the industrially-safe reaction temperature range.
    Type: Application
    Filed: July 28, 2008
    Publication date: May 27, 2010
    Inventors: Masahiro Takeda, Hiroshi Kadono, Kazuo Murakami
  • Patent number: 7696391
    Abstract: A method for producing nitrobenzene is disclosed which comprises forming a dispersion comprising benzene-containing droplets or particles dispersed in a mixture of concentrated nitric acid and concentrated sulfuric acid, wherein said particles have a mean diameter less than one micron, and subjecting the dispersion to reaction conditions comprising a pressure in the range of about 203 kPa (2 atm) to about 6080 kPa (60 atm) and a temperature in the range of about 20° C. to about 230° C., whereby at least a portion of said benzene is nitrated to form nitrobenzene. A system for carrying out the method is also disclosed.
    Type: Grant
    Filed: June 13, 2008
    Date of Patent: April 13, 2010
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7470826
    Abstract: The invention relates to a process for removing and recovering nitrating acid mixtures, in particular nitric acid, sulphuric acid and oxides of nitrogen, from the nitrated crude products occurring in the nitration of nitratable aromatic compounds after the nitrating acid has been separated off, by acidic scrubbing by means of a multistage extraction process, the extraction process comprising a cross-current extraction with downstream countercurrent extraction. The process permits essentially complete recovery of the abovementioned acids, including the oxides of nitrogen, in high concentrations, so that they can be recycled to the nitration and no longer pollute the wastewater.
    Type: Grant
    Filed: October 16, 2006
    Date of Patent: December 30, 2008
    Assignee: Josef Meissner GmbH & Co. KG
    Inventors: Heinrich Hermann, Jürgen Gebauer, Peter Konieczny, Mirko Händel
  • Patent number: 7344650
    Abstract: Alkaline waste waters formed in the washing of crude nitrobenzene which has been prepared by the adiabatic nitration of benzene with nitrating acid, washed in an acidic washing process, and then washed in an alkaline washing process are treated. The alkaline waste water being treated generally contains benzene in a concentration of from about 100 to about 3000 ppm and nitrobenzene in a concentration of from about 1000 to about 10,000 ppm. In the process of the present invention, undissolved benzene and/or nitrobenzene are separated from the alkaline waste water, residual benzene and/or nitrobenzene is/are then optionally stripped out of the alkaline waste water, and the alkaline waste water from which benzene and/or nitrobenzene has been removed is heated to a temperature of from 150 to 500° C. under excess pressure with the exclusion of oxygen.
    Type: Grant
    Filed: April 7, 2005
    Date of Patent: March 18, 2008
    Assignee: Bayer MaterialScience AG
    Inventors: Thomas Knauf, Franz-Ulrich Von Gehlen, Wolfgang Dohmen, Jörg Schmiedler
  • Patent number: 7271280
    Abstract: A process for preparing an optically active biaryl compound the formula (4): which comprises reacting an aromatic sulfonic acid ester compound of the formula (1): with an organic boron compound of the formula (2): at 70° C. or below in the presence of a nickel catalyst and a base. The biaryl compounds produced using this process possess a high optical purity and are useful as intermediates for medicaments, agrochemicals, etc.
    Type: Grant
    Filed: February 10, 2004
    Date of Patent: September 18, 2007
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hiroshi Ueda, Isao Kurimoto
  • Patent number: 7265251
    Abstract: A process for the nitration of conjugated alkenes of formula (I) wherein R, R1, R2, R3 and R4 have the meanings reported in the description, which allows to obtain the corresponding ?-nitro-alkenes, characterised in that the nitrating agent is a mixture of an inorganic nitrite and iodine in the presence of an oxidising agent is described.
    Type: Grant
    Filed: October 12, 2005
    Date of Patent: September 4, 2007
    Assignee: Zambon Group S.p.A.
    Inventors: Maurizio Paiocchi, Aldo Belli, Francesco Ponzini, Marco Villa
  • Patent number: 7166337
    Abstract: The present invention relates to liquid-crystal mixtures having specific resistance values, comprising acidic compounds. The present invention furthermore relates to liquid-crystal displays containing these liquid-crystal mixtures. The invention furthermore relates to compounds of the formula I, in which the parameters are as defined in the text, to their preparation, and to their use for achieving certain specific resistance values in liquid-crystal mixtures. The application also relates to a method of adjusting the specific resistance of liquid-crystal mixtures using acidic compounds.
    Type: Grant
    Filed: July 19, 2001
    Date of Patent: January 23, 2007
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Michael Darius, Volker Reiffenrath, Kazuaki Tarumi, Bernhard Rieger, Michael Heckmeier, Marcus Reuter, Peer Kirsch
  • Patent number: 7041858
    Abstract: The present invention is directed to a process for the isothermal nitration of aromatic organic compounds, wherein an aromatic organic compound is brought into contact and reacted with a mixture of sulfuric acid and nitric acid. The mixture of sulfuric acid and nitric acid, and the aromatic organic compound are brought into contact with each other through a mixing nozzle which comprises a substantially cylindrical tubular reactor and an annular gap which surrounds the tubular reactor. The aromatic organic compound flows through the tubular reactor, and the mixture of sulfuric acid and nitric acid flows through the annular gap, and they are mixed together upon emerging from the tubular reactor and the annular gap, wherein the ratio of the average rates of flow of the aromatic organic compound in the tubular reactor, and of the mixture of sulphuric acid and nitric acid in the annular gap ranges from 0.5:1 to 10:1.
    Type: Grant
    Filed: February 9, 2005
    Date of Patent: May 9, 2006
    Assignees: Bayer MaterialScience LLC, Bayer MaterialScience AG
    Inventors: Juergen Muennig, Bernd Pennemann, Dietmar Wastian, Volker Michele, Jesse Caravaggio, John F. Gisch, Jr.
  • Patent number: 6953869
    Abstract: The present invention relates to a process for working up organic secondary components which are formed in the one-stage or two-stage nitration of toluene to dinitrotoluene. These organic secondary components are present in the acidic and alkaline waste water from the dinitrotoluene washing step and in the aqueous distillate from the sulfuric acid concentration step, together with small amounts of mononitrotoluene and dinitrotoluene. This process comprises a) combining the acidic and alkaline waste waters from the washing step and the aqueous distillate from the sulfuric acid concentration step such that the resulting mixture has a pH below 5, b) separating the aqueous and organic phases which form by phase separation, and c) recycling the organic phase from step b) into the nitration process.
    Type: Grant
    Filed: June 28, 2004
    Date of Patent: October 11, 2005
    Assignee: Bayer MaterialScience AG
    Inventors: Jürgen Münnig, Dietmar Wastian, Wolfgang Lorenz, Berthold Keggenhoff
  • Patent number: 6936741
    Abstract: The present invention relates to a process for working up or treating aqueous waste waters which are formed during the nitration of toluene to dinitrotoluene with nitrating acid. These aqueous waste waters containing acidic wash water and alkaline wash water from the dinitrotoluene washing step, and distillate from the sulfuric acid concentration step. The process comprises, a) combining the acidic and alkaline waste waters from the washing step and the aqueous distillate from the sulfuric acid concentration step such that the resulting mixture has a pH below 5, b) separating the aqueous and organic phases which are formed by phase separation, c) subjecting the aqueous phase from b) to an extraction step, wherein d) the organic components contained in the aqueous phase from c) are extracted with toluene, and e) introducing the toluene phase enriched with the organic components into the toluene nitration.
    Type: Grant
    Filed: June 28, 2004
    Date of Patent: August 30, 2005
    Assignee: Bayer MaterialScience AG
    Inventors: Jürgen Münnig, Dietmar Wastian, Wolfgang Lorenz, Berthold Keggenhoff
  • Patent number: 6930214
    Abstract: A process to produce 2,5-bis(trifluoromethyl)nitrobenzene in a high yield from an industrially easily available material by using a substance with which the reaction operation is simple and handling is easy, with a small number of steps under moderate reaction conditions, is provided. 1,4-bis(trifluoromethyl)benzene is nitrated by means of nitric acid in a solvent comprising as an essential component an acid selected from sulfuric acid having a sulfuric acid concentration of from 91 to 100 mass % and fuming sulfuric acid having a sulfur trioxide concentration of higher than 0 mass % and at most 20 mass %.
    Type: Grant
    Filed: July 6, 2004
    Date of Patent: August 16, 2005
    Assignee: Asahi Glass Company, Limited
    Inventor: Tamaki Shimizu
  • Patent number: 6825388
    Abstract: The present invention relates to the process for vapor phase nitration of o-xylene using dilute nitric acid over H-beta zeolite. More particularly it relates to the selective formation of 4-nitro o-xylene by vapor phase nitration of 0-xylene using dilute nitric acid over commercially available H-beta catalyst. The continuous process of nitration of o-xylene comprises of a reaction carried out in a downflow reactor using o-xylene and dilute nitric acid with mole ratio of 2:1 to 1:2 and WHSV of 0.1-0.5 at 100-250° C. at atmospheric pressure.
    Type: Grant
    Filed: March 25, 2003
    Date of Patent: November 30, 2004
    Assignee: Council of Scientific and Industrial Research
    Inventors: Mohan Keraba Dongare, Pratap Tukaram Patil, Kusum Madhukar Malshe
  • Publication number: 20040192977
    Abstract: The present invention relates to the process for vapor phase nitration of o-xylene using dilute nitric acid over H-beta zeolite. More particularly it relates to the selective formation of 4-nitro o-xylene by vapor phase nitration of 0-xylene using dilute nitric acid over commercially available H-beta catalyst. The continuous process of nitration of o-xylene comprises of a reaction carried out in a downflow reactor using o-xylene and dilute nitric acid with mole ratio of 2:1 to 1:2 and WHSV of 0.1-0.5 at 100-250° C. at atmospheric pressure.
    Type: Application
    Filed: March 25, 2003
    Publication date: September 30, 2004
    Applicant: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Mohan Keraba Dongare, Pratap Tukaram Patil, Kusum Madhukar Malshe
  • Publication number: 20040158093
    Abstract: A process for preparing an optically active biaryl compound the formula (4): 1
    Type: Application
    Filed: February 10, 2004
    Publication date: August 12, 2004
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Hiroshi Ueda, Isao Kurimoto
  • Publication number: 20040024266
    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: Application
    Filed: June 16, 2003
    Publication date: February 5, 2004
    Inventors: Martyn John Earle, Suhas Prabhakar Katdare
  • Publication number: 20030176729
    Abstract: Porous microcomposites have been prepared from perfluorinated ion-exchange polymer and metal oxides such as silica using the sol-gel process. Such microcomposites possess high surface area and exhibit extremely high catalytic activity.
    Type: Application
    Filed: December 18, 2002
    Publication date: September 18, 2003
    Inventors: Mark Andrew Harmer, Qun Sun
  • Publication number: 20030166980
    Abstract: This invention relates to a process for the nitration of xylene isomers by using zeolite-beta as a catalyst. This invention particularly relates to a process for the nitration of xylenes using solid acid catalyst, thus totally eliminating the disposal of spent acid and salts. Herein we describe the nitration of disubstituted benzenes, all the isomers of xylene, by employing nitric acid and beta zeolite catalyst dispensing the use of acetic anhydride.
    Type: Application
    Filed: December 21, 2001
    Publication date: September 4, 2003
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Boyapati Manoranjan Choudary, Mannepalli Lakshmi Kantam, Nadakuditi Sailendra Kumar, Kompella Vishweshwara Ram Prasad, Kondapuram Vijaya Raghavan
  • Patent number: 6515190
    Abstract: Porous microcomposites have been prepared from perfluorinated ion-exchange polymer and metal oxides such as silica using the sol-gel process. Such microcomposites possess high surface area and exhibit extremely high catalytic activity.
    Type: Grant
    Filed: September 27, 2000
    Date of Patent: February 4, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mark Andrew Harmer, Qun Sun
  • Patent number: 6506948
    Abstract: This invention relates to an improvement in a process for the production of dinitrotoluene and particularly to the recovery of dinitrotoluene and organic by-products from the wastewater and wash waters generated in the process. Wastewater and wash water streams contaminated with residual levels of mononitrotoluene, dinitrotoluene, and organic by-products, formed in the purification process, are contacted with toluene. An organic phase and an aqueous phase are generated. The phases are separated and the dinitrotoluene recovered from the organic phase.
    Type: Grant
    Filed: February 7, 2002
    Date of Patent: January 14, 2003
    Assignee: Air Products and Chemicals, Inc.
    Inventor: John Edward Sawicki
  • Patent number: 6506949
    Abstract: A tubular reactor characterized by having short static mixing elements separated by coalescing zones is used to conduct multiphase liquid/liquid reactions. Small droplets of one of the phases are dispersed into the other phase by the static mixing elements. These droplets coalesce and at least partially phase separate as the mixture passes through the subsequent coalescing zone. The tubular reactor is particularly suitable for nitrating organic compounds while forming low levels of improperly nitrated by-products and low levels of nitrophenolics.
    Type: Grant
    Filed: March 1, 2001
    Date of Patent: January 14, 2003
    Assignee: Dow Global Technologies, Inc.
    Inventors: Paul A. Gillis, Helge Braun, Joerg Schmidt, Jan Willem Verwijs, Harald Velten, Kristina Platkowski
  • Publication number: 20030009064
    Abstract: A tubular reactor characterized by having short static mixing elements separated by coalescing zones is used to conduct multiphase liquid/liquid reactions. Small droplets of one of the phases are dispersed into the other phase by the static mixing elements. These droplets coalesce and at least partially phase separate as the mixture passes through the subsequent coalescing zone. The tubular reactor is particularly suitable for nitrating organic compounds while forming low levels of improperly nitrated by-products and low levels of nitrophenolics.
    Type: Application
    Filed: July 3, 2002
    Publication date: January 9, 2003
    Inventors: Paul A. Gillis, Helge Braun, Joerg Schmidt, Jan Willem Verwijs, Harald Velten, Kristina Platkowski
  • Publication number: 20020193642
    Abstract: A tubular reactor characterized by having short static mixing elements separated by coalescing zones is used to conduct multiphase liquid/liquid reactions. Small droplets of one of the phases are dispersed into the other phase by the static mixing elements. These droplets coalesce and at least partially phase separate as the mixture passes through the subsequent coalescing zone. The tubular reactor is particularly suitable for nitrating organic compounds while forming low levels of improperly nitrated by-products and low levels of nitrophenolics.
    Type: Application
    Filed: July 3, 2002
    Publication date: December 19, 2002
    Inventors: Paul A. Gillis, Helge Braun, Joerg Schmidt, Jan Willem Verwijs, Harald Velten, Kristina Platkowski
  • 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
  • Publication number: 20020147372
    Abstract: The present invention relates to a continuous isothermal process for preparing mononitrotoluenes in the presence of a mixed acid component comprising mixtures of sulfuric acid and phosphoric acid with concentration of the resultant waste acid and recycling of the concentrated waste acid to the process.
    Type: Application
    Filed: April 2, 2002
    Publication date: October 10, 2002
    Inventors: Matthias Gotta, Ralf Demuth, Eberhard Zirngiebl, Hans-Martin Weber, Georg Ronge
  • Patent number: 6376726
    Abstract: The present invention relates to a process for the production of nitro line aromatic compounds from aromatic hydrocarbons using modified clay catalysts. This invention particularly relates to a process for nitration of aromatic hydrocarbons using modified clay catalysts without using H2SO4. The process for the preparation of nitro compounds from aromatic hydrocarbons using modified clay catalysts comprises nitrating aromatic hydrocarbons using fuming nitric acid in the molar ratio of nitric acid to aromatic hydrocarbon 0.3:1 to 1.2:1 in the presence of metal exchanged clay catalyst at 25° C. to 155° C. for 0.25 to 2.0 hours and recovering the corresponding nitro compounds.
    Type: Grant
    Filed: March 25, 1998
    Date of Patent: April 23, 2002
    Assignee: Council of Scientific & Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Mannepalli Lakshmi Kantam, Mutyala Sateesh, Kottapalli Koteswara Rao, Kondapuram Vijaya Raghavan
  • Publication number: 20020038060
    Abstract: Aromatic hydrocarbons are nitrated by a process in which the aromatic hydrocarbon is reacted in the liquid phase with an oxide of nitrogen selected from NO, N2O3, NO2 and N2O4 and with an oxygen-containing gas stream in the presence of a heterogeneous oxidic catalyst, wherein at least 0.1 mol %, based on the aromatic hydrocarbon, of water is present at the beginning of the reaction.
    Type: Application
    Filed: September 6, 2001
    Publication date: March 28, 2002
    Applicant: BASF Aktiengesellschaft
    Inventors: Matthias Eiermann, Klaus Ebel
  • Patent number: 6358883
    Abstract: The present invention relates to the pesticidal use of 1-aryl-1-(substituted thio, sulfinyl and sulfonyl)-2-nitroethane compounds having the structural formula I
    Type: Grant
    Filed: November 5, 1999
    Date of Patent: March 19, 2002
    Assignee: American Cyanamid Company
    Inventors: William Wakefield Wood, Annmarie Enos
  • Patent number: 6344560
    Abstract: A nitroaromatic compound is used to enhance the solubility of a nitroxyl compound in an aromatic hydrocarbon solvent.
    Type: Grant
    Filed: May 3, 2000
    Date of Patent: February 5, 2002
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Brendan J. Geelan, Brigitte Benage, Gerald J. Abruscato, Kirk A. Schlup, Ruben S. Grewal, Andrew J. Eisenstein
  • Patent number: 6326499
    Abstract: Omega chain modified 15-HETE derivatives and methods of their use for treating dry eye are disclosed.
    Type: Grant
    Filed: October 23, 2000
    Date of Patent: December 4, 2001
    Assignee: Alcon Universal Ltd.
    Inventor: David B. Belanger
  • Patent number: 6258986
    Abstract: Dinitrotoluene is produced by nitrating toluene with nitrating acid under adiabatic conditions in a manner such that some mononitrotoluene is present in reaction mixture. The nitration reaction mixture is then treated to remove at least 5% by weight of water before the reaction mixture is separated into an acid phase and an organic phase. The product dinitrotoluene is recovered from the organic phase. The acid phase may be recycled after nitric acid has been added to replace that which was used in the nitration reaction.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: July 10, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Klingler, Thomas Schieb, Dietmar Wastian, Gerhard Wiechers, Jürgen Zimmerman
  • Patent number: 6177596
    Abstract: An active highly acidic microporous solid catalyst comprising sulphated metal oxide and at least one of carbon molecular sieve and/or heteropoly acid and having pore volume in the range of 0.1-0.2 m3/g and pore size distribution in the range of 25-40 Å for use in acid catalized organic reactions which occur in the microporous range of the catalysts such as nitration of aromatic compounds, cyclization of terpenoids and more particularly relates to the preparation of modified sulphated zirconia catalysts. The invention also covers the process for producing the abovesaid solid catalyst and its use in producing isopulegol-rich in 1-isopulegol isomer from d-citronellal and in process for mononitration of aromatic compounds C6H4R1R2 wherein R1=—CH3, —C2H5, —Cl, —Br or —I and R2—H or —CH3.
    Type: Grant
    Filed: December 14, 1998
    Date of Patent: January 23, 2001
    Assignee: Secretary, Dept. of Science and Technology, Government of India
    Inventors: Ganapati Dadasaheb Yadav, Jayesh Janardhan Nair, Vikas Narendra
  • Patent number: 6034287
    Abstract: The present invention relates to a process for the production of nitroarenes with high para-selectivity from monosubstituted aromatic hydrocarbons using aluminosilicates as catalysts, which comprises nitration of monosubstituted aromatic hydrocarbons using aluminosilicates of different ratios wherein Si/Al ranges between 5 to 1000 and the said aluminosilicates being manifested in the form of variety of zeolites and K10 montmorillonite as catalysts using nitric acid in the molar ratio of nitric acid to monosubstituted aromatic hydrocarbons ranging between 0.25 to 2.5 at a temperature in the range of 30-160.degree. C. for a period ranging between 0.25 to 3.0 h and followed by continuous removal of water formed from the reaction mixture with a Dean-Stark apparatus and recovery of the product mixture by concentration of the reaction mixture after separation of the catalyst by filtration.
    Type: Grant
    Filed: November 9, 1998
    Date of Patent: March 7, 2000
    Assignee: Coucil of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Mutyala Sateesh, Mannepalli Lakshmi Kantam, Kottapalli Koteswara Rao, Kompella Vishweshwar Ram Prasad, Kondapuram Vijaya Raghavan
  • Patent number: 5998661
    Abstract: A process for selective, direct oxidation of amine or amine hydrochloride mpounds is described. It uses mixed oxidizing agents of monopersulfate and ozone.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: December 7, 1999
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: Abdollah Bashir-Hashemi
  • Patent number: 5977418
    Abstract: The invention is a process for regioselective nitration of substituted aromatic compounds and the corresponding reaction products. The reaction is conducted in the presence of a solid zeolite with small pores and with nitrogen pentoxide as the nitrating agent. The reaction products have a very high proportion of para-nitro substituted isomer.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: November 2, 1999
    Inventors: Reddy Damavarapu, Keerthi Jayasuriya, Thomas J. Kwok
  • Patent number: 5963878
    Abstract: A continuous process to nitrate a nitratable aromatic compound utilizing nitric acid and sulfuric acid feed stocks is described. The process includes the collecting of NO.sub.x O gases with water under pressure to and treating the NO.sub.x gases with water under pressure to produce weak nitric acid which is recycled to the nitric acid feed stock. The process is efficient, permitting the venting of NO.sub.x free gases to the atmosphere.
    Type: Grant
    Filed: July 30, 1998
    Date of Patent: October 5, 1999
    Assignee: Noram Engineering & Constructors Ltd.
    Inventors: Clive M. H. Brereton, Alfred A. Guenkel