By Direct Hydrogenation Patents (Class 564/420)
  • Patent number: 10766025
    Abstract: The invention relates to a process for preparing a catalyst, which comprises: mixing a copper salt containing solution with a silicate salt containing composition resulting in a precipitated solid; and subjecting the precipitated solid to a temperature in the range of from 150 to 500° C. Further, the invention relates to a copper containing catalyst obtainable by said process. Still further, the invention relates to a hydrogenation process wherein such copper containing catalyst is used, more in particular a process wherein methyl phenyl ketone is hydrogenated into methyl phenyl carbinol.
    Type: Grant
    Filed: June 7, 2016
    Date of Patent: September 8, 2020
    Assignee: Shell Oil Company
    Inventors: Frank Peter Friedel, Wolfgang Dirk Lose, Andreas Klemt
  • Patent number: 10640447
    Abstract: This invention discloses the process for hydrogenation of aromatic polycarboxylic acids or derivatives thereof, hydrogenation of aromatic polycarboxylic acids or derivatives thereof can be achieved in the present of the catalyst, which consist at least one metal of the eighth transition group of the Periodic Table as the active metal while group IIA and group IVA elements are included as the catalyst support.
    Type: Grant
    Filed: March 14, 2019
    Date of Patent: May 5, 2020
    Assignee: CPC CORPORATION, TAIWAN
    Inventors: Ching-Fa Chi, Ying-Chien Yang, Yi-Hui Chen, Jeng-Fan Leu, Shiann-Horng Chen, Yih-Ping Wang, Chyi-Liuh Ho
  • Patent number: 9944857
    Abstract: Described herein are processes for converting a biomass starting material (such as lignocellulosic materials) into a low oxygen containing, stable liquid intermediate that can be refined to make liquid hydrocarbon fuels. More specifically, the process can be a catalytic biomass pyrolysis process wherein an oxygen removing catalyst is employed in the reactor while the biomass is subjected to pyrolysis conditions. The stream exiting the pyrolysis reactor comprises bio-oil having a low oxygen content, and such stream may be subjected to further steps, such as separation and/or condensation to isolate the bio-oil.
    Type: Grant
    Filed: March 6, 2013
    Date of Patent: April 17, 2018
    Assignee: Research Triangle Institute
    Inventors: David C. Dayton, Raghubir P. Gupta, Brian S. Turk, Atish Kataria, Jian-Ping Shen
  • Patent number: 9309185
    Abstract: A process has been developed for preparing 2-methoxymethyl-1,4-benzenediamine (IV-a), other compounds of formula (IV), and the salts thereof, all of which may be used as primary intermediates in compositions for dyeing keratin fibers.
    Type: Grant
    Filed: October 25, 2013
    Date of Patent: April 12, 2016
    Assignee: The Procter & Gamble Company
    Inventors: John Michael Gardlik, Monica Jo Patten, Garry Steven Garrett, Bryan Patrick Murphy
  • Patent number: 9029603
    Abstract: A process for preparing alkylated p-phenylenediamine having the steps of reacting aniline and nitrobenzene in presence of a complex base catalyst to obtain 4-aminodiphenylamine intermediates, hydrogenating the 4-aminodiphenylamine intermediates to 4-aminodiphenylamine in presence of a hydrogenation catalyst, and reductively alkylating the 4-aminodiphenylamine to alkylated p-phenylenediamine.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: May 12, 2015
    Assignee: Jiangsu Sinorgchem Technology Co., Ltd.
    Inventors: Xiaogen Feng, Nongyue Wang, Xiaohui Mao, Ruibiao Yu, Qianwen Cheng
  • Patent number: 9012691
    Abstract: A process has been developed for preparing 2-methoxymethyl-1,4-benzenediamine (IV-a), other compounds of formula (IV), and the salts thereof, all of which may be used as primary intermediates in compositions for dyeing keratin fibers.
    Type: Grant
    Filed: October 25, 2013
    Date of Patent: April 21, 2015
    Assignee: The Procter & Gamble Company
    Inventors: John Michael Gardlik, Monica Jo Patten, Garry Steven Garrett, Bryan Patrick Murphy
  • Publication number: 20150080610
    Abstract: The present invention relates to a process for the purification of aniline which originates from gas phase hydrogenations. In this process, only a minimum proportion of the aniline has to be evaporated and condensed again. The process is highly efficient in removing compounds which have phenolic hydroxyl groups and results in minimal losses of aniline. This process also reduces the unwanted coupling mechanisms in the division of the overall crude product in the fraction condensation into individual substreams and the subsequent workup of these.
    Type: Application
    Filed: March 18, 2013
    Publication date: March 19, 2015
    Inventors: Michael Merkel, Peter Lehner, Bastian Mahr, Amgad Salah Moussa
  • Publication number: 20150080611
    Abstract: The present invention relates to a method of producing aromatic amines by hydrogenation of aromatic nitro compounds. This method comprises the steps: A) making a reactor containing a hydrogenation catalyst available; B) supplying aromatic nitro compounds and hydrogen to the reactor and contacting them with a hydrogenation catalyst, with at least the hydrogen which is supplied to the reactor is by means of a compressor and the compressor contains an operating fluid which at least partially contacts the hydrogen; and C) regenerating the hydrogenation catalyst by heating and contacting it with oxygen. After step C), steps D1) and/or D2) are carried out. Step D1) removes at least some of any fluids that are present in the reactor and/or in parts of the installation which are fluidically connected to the reactor downstream, with the fluids having been at least partially present in the reactor and/or in these parts of the installation during C).
    Type: Application
    Filed: April 12, 2013
    Publication date: March 19, 2015
    Inventors: Michael Merkel, Thomas Knauf, Cliff Andre Peters, Thorsten Schmidt
  • Patent number: 8981155
    Abstract: A process for preparing aromatic amines by hydrogenation of nitroaromatics in the presence of catalysts, forming a fluid, amine-comprising reaction mixture in a reactor, wherein chromatographic analysis of the reaction mixture is carried out to determine the concentration of nitro and nitroso compounds in the reaction mixture.
    Type: Grant
    Filed: December 5, 2011
    Date of Patent: March 17, 2015
    Assignee: BASF SE
    Inventors: Stefanie Haase, Dusko Kadijevic, Anne-Kathrin Merten, Michael Zoellinger, Andreas Raichle, Alexander Schocker, Sandra Mühlbeyer, Olaf Wiedenhoff, Joana Coelho Tsou
  • Patent number: 8895783
    Abstract: The present invention relates to a continuous process for preparing at least one aromatic amine by hydrogenation of at least one nitroaromatic by means of hydrogen, where a liquid phase comprising at least the aromatic amine and a gas phase comprising at least hydrogen are present, in the presence of a catalyst suspended in the liquid phase at a temperature of from 50 to 250° C. and a pressure of from 5 to 50 bar, wherein the pressure in the reactor is kept essentially constant by continuous adaptation of the amount of hydrogen fed to the reactor, the total amount of hydrogen fed to the reactor is monitored and the introduction of the at least one nitroaromatic is interrupted if the hydrogen uptake in the reactor is not at least 50 mol % of the amount of hydrogen required for stoichiometric reaction of the at least one nitroaromatic to form the at least one aromatic amine.
    Type: Grant
    Filed: February 5, 2013
    Date of Patent: November 25, 2014
    Assignee: BASF SE
    Inventors: Andreas Raichle, Stefanie Haase, Holgar Braunsberg, Johannes Buettner, Ulrich Penzel, Samuel Neto
  • Patent number: 8835688
    Abstract: The invention relates to a process for preparing aromatic amines by hydrogenation of corresponding nitroaromatics by means of hydrogen, and also an apparatus suitable for this purpose. In particular, the invention relates to a process for preparing toluenediamine (TDA) by hydrogenation of dinitrotoluene (DNT).
    Type: Grant
    Filed: March 15, 2012
    Date of Patent: September 16, 2014
    Assignee: BASF SE
    Inventors: Gerrit Waters, Johannes Buettner, Andreas Raichle, Markus Hiller, Peter Renze, Michael Herrich, Helmut Rueger, Burkhard Hantel, Arndt Hofmann, Ruediger Fritz, Kathrin Richter, Holgar Braunsberg, Lothar Bruntsch
  • Patent number: 8809587
    Abstract: Systems and methods for producing aromatic amines and removing phenol therefrom are provided. The method can include hydrogenating one or more aromatic nitro compounds to produce a reaction product comprising one or more aromatic amines, water, and phenol. The method can also include contacting the reaction product with one or more ion exchange materials to produce an aromatic amine product that contains less phenol than the reaction product. The one or more ion exchange materials can be solid, semi-solid, or a combination thereof.
    Type: Grant
    Filed: July 8, 2011
    Date of Patent: August 19, 2014
    Assignee: Kellogg Brown & Root LLC
    Inventors: Eric Wong, Faisal Mohmand, Matthew R. Ulrich
  • Publication number: 20140200370
    Abstract: The present invention relates to an apparatus of the loop Venturi reactor type for the continuous reaction of liquids with gases, in particular for hydrogenations, oxidations or acetylations, e.g. for the preparation of toluenediamine by hydrogenation of dinitrotoluene, and a process for the continuous reaction of liquid reactants with gaseous reactants in the apparatus. Here, the cooling medium surrounds the tubes of the heat exchanger of the apparatus of the invention whereas the reaction takes place in the tubes.
    Type: Application
    Filed: January 6, 2014
    Publication date: July 17, 2014
    Applicant: BASF SE
    Inventors: Oliver BEY, Andreas RAICHLE, Hartmut RIECHERS, Roland MUELLER, Wolfgang MACKENROTH, Peter ZEHNER
  • Patent number: 8748665
    Abstract: The invention relates to a process for obtaining at least one aromatic amine from a liquid mixture comprising water and the at least one aromatic amine by extracting with at least one nitroaromatic in an extraction column (1) to form an essentially water- comprising raffinate stream and an extract stream comprising the at least one nitroaromatic and the aromatic amine. The extraction column (1) is divided by a dividing wall (3) into two regions (5, 7), and, in the case of an amount of liquid for separation which is less than a minimum cross sectional loading of the entire extraction column (1), the liquid mixture to be separated is fed only to one of the regions (5, 7) of the extraction column (1) divided by the dividing wall (3). The invention further relates to a process for preparing an aromatic amine and to an apparatus for separating a liquid mixture comprising water and at least one aromatic amine by extracting with at least one nitroaromatic, comprising an extraction column (1).
    Type: Grant
    Filed: May 6, 2010
    Date of Patent: June 10, 2014
    Assignee: BASF SE
    Inventors: Tilmann Steinmetz, Michael Nilles, Lucia Koenigsmann, Andreas Heussler, Nikolaus Zafred
  • Publication number: 20140107378
    Abstract: A process for obtaining pure aniline contains catalytically hydrogenating nitrobenzene, to obtain a reaction mixture, separating the reaction mixture into a gas phase containing hydrogen and a liquid phase, liquid/liquid phase separating the liquid phase to obtain an aqueous phase and also crude aniline containing water as an organic phase, distillatively pre-purifying the crude aniline by removing the water via an overhead stream of a first distillation column to obtain a first bottom stream, feeding the first bottom stream as a feed stream to a pure column from which a pure aniline stream is taken off at the top and a second bottom stream containing high boilers is taken off, and passing the second bottom stream to incineration, by pumping the second bottom stream through heated pipelines and by adding methanol, ethanol, propanol, and/or acetone to the second bottom stream.
    Type: Application
    Filed: October 4, 2013
    Publication date: April 17, 2014
    Applicant: BASF SE
    Inventors: Koenraad VANDEWALLE, Karen VERCRUYSSE, Leo DENISSEN, Filip DEBERDT, Hendrik DE WINNE, Bart VAN DE VOORDE, Michael REISER, Samuel NETO
  • Patent number: 8697913
    Abstract: According to the present invention, a chemical installation is provided. The chemical installation comprises A first unit for providing a first aqueous waste stream comprising nitrobenzene; At least a second unit for providing a second aqueous waste stream comprising aniline. The chemical installation comprises an aniline cleaning apparatus for removing nitrobenzene from aniline, and further comprising a stripping column for stripping aniline from an aqueous stream. The first and second aqueous waste stream are provided to the stripping column, stripping aniline and nitrobenzene from the first and the aqueous waste stream, and the stripped aniline and nitrobenzene is provided to the aniline cleaning apparatus.
    Type: Grant
    Filed: May 21, 2010
    Date of Patent: April 15, 2014
    Assignee: Huntsman International LLC
    Inventors: Arend-Jan Zeeuw, Mark Geoffrey Bent
  • Publication number: 20140046096
    Abstract: The invention relates to a process for purifying aniline produced by gas-phase hydrogenation of nitrobenzene, by fractional condensation of the crude reaction product obtained in gaseous form so that at least two liquid process products, a partial condensate (PK) and a total condensate (TK), are obtained, wherein the condensation leading to the formation of PK is carried out at higher temperature than the temperature leading to the formation of TK, a product stream originating from PK and a product stream originating from TK are each passed separately from one another into a distillation column consisting of at least one stripping section and at least one rectifying section, wherein the product stream originating from PK is introduced into the lower section of the distillation column between the lowermost stripping section and the section which follows, and the product stream originating from TK is introduced into the top of the distillation column above the uppermost rectifying section, and the desired purif
    Type: Application
    Filed: October 17, 2011
    Publication date: February 13, 2014
    Applicant: BAYER INTELLECTUAL PROPERTY GMBH
    Inventors: Peter Lehner, Knut Sommer, Amgad Salah Moussa
  • Patent number: 8614356
    Abstract: A process for preparing tolylenediamine by hydrogenating dinitrotoluene with hydrogen in the presence of a suspended catalyst in a vertically upright reactor (1), at the upper end of which is arranged a motive jet nozzle (2) through which the reaction mixture drawn off from the reactor bottom, via an external loop, is sprayed into the upper region of the reactor (1) and then flows into a central inserted tube (4) which is arranged in the longitudinal direction of the reactor, flows through the latter from the top downward and flows upward again outside the inserted tube (4) in an internal loop motion, with a heat exchanger (6) in the interior of the reactor (1), through which cooling water flows, and absorbs some of the heat of reaction as it does so, with a feed for the dinitrotoluene at the upper end of the reactor (1) and a feed for the hydrogen at the lower end of the reactor (1), and wherein, in addition to the heat exchanger (6) arranged in the interior of the reactor (1), a further heat exchanger (W
    Type: Grant
    Filed: December 21, 2009
    Date of Patent: December 24, 2013
    Assignee: BASF SE
    Inventors: Joana Coelho Tsou, Steffen Oehlenschlaeger, Ekkehard Schwab, Wolfgang Mackenroth, Hartwig Voss, Stefan Maixner, Samuel Neto, Sven Boehmeke, Frederik Van Laar
  • Patent number: 8614355
    Abstract: The invention relates to a catalyst and to a process for hydrogenating organic compounds. In particular, the invention is directed to a process and catalyst for hydrogenating organic compounds with hydrogen. The organic compounds are subjected to hydrogenation in the presence of a catalyst comprising nitrogen-doped carbon nanotubes as a catalytically active component, wherein the proportion of nitrogen in the nanotubes is in the range of from about 0.05 to 20 wt. %.
    Type: Grant
    Filed: June 3, 2009
    Date of Patent: December 24, 2013
    Assignee: Bayer Technology Services GmbH
    Inventors: Aurel Wolf, Volker Michele, Jens Aβmann, Leslaw Mleczko
  • Patent number: 8609899
    Abstract: The invention relates to a process for the continuous preparation of toluenediamine by liquid-phase hydrogenation of dinitrotoluene by means of hydrogen in the presence of a suspended, nickel-comprising catalyst in a reactor with a product isolation unit downstream of the reactor to give a product output from the reactor comprising a liquid phase comprising toluenediamine and dinitrotoluene, in which the nickel-comprising catalyst is suspended, wherein the concentration of dinitrotoluene in the liquid phase of the product output from the reactor in the region between the reactor and the downstream product isolation unit is set to a value in the range from 1 to 200 ppm by weight, based on the total weight of the liquid phase of the product output from the reactor.
    Type: Grant
    Filed: May 17, 2011
    Date of Patent: December 17, 2013
    Assignee: BASF SE
    Inventors: Andreas Raichle, Joana Coelho Tsou, Samuel Neto, Ulrich Penzel, Steffen Oehlenschlaeger, Michael Zoellinger, Holgar Braunsberg, Stefanie Haase, Johannes Buettner
  • Publication number: 20130296610
    Abstract: In a chemical reactor for heterogeneously catalysed reaction of a fluid, comprising a holding device for catalyst particles and/or inert particles (80, 100) through which the fluid flows, the side of the holding device lying upstream when viewed in the direction of flow of the fluid comprises knitted wire mesh fabric (50), and the average clear mesh width of the knitted wire fabric (50) is smaller than the average particle size x50.3 of the particles (80, 100). The invention furthermore relates to a process for reaction of a fluid, wherein the reaction is carried out in a reactor according to the invention in the presence of heterogeneous catalyst particles (80) and the catalyst particles (80) are arranged in the holding device for catalyst particles (80). The invention also provides the use of knitted wire mesh fabric (50) as a holding device for catalyst particles and/or inert particles (80, 100) in chemical reactors.
    Type: Application
    Filed: November 15, 2011
    Publication date: November 7, 2013
    Applicant: BAYER INTELLECTUAL PROPERTY GMBH
    Inventors: Michael Merkel, Karl-Heinz Wilke, Thomas Knauf
  • Publication number: 20130211141
    Abstract: The present invention relates to a continuous process for preparing at least one aromatic amine by hydrogenation of at least one nitroaromatic by means of hydrogen, where a liquid phase comprising at least the aromatic amine and a gas phase comprising at least hydrogen are present, in the presence of a catalyst suspended in the liquid phase at a temperature of from 50 to 250° C. and a pressure of from 5 to 50 bar, wherein the pressure in the reactor is kept essentially constant by continuous adaptation of the amount of hydrogen fed to the reactor, the total amount of hydrogen fed to the reactor is monitored and the introduction of the at least one nitroaromatic is interrupted if the hydrogen uptake in the reactor is not at least 50 mol % of the amount of hydrogen required for stoichiometric reaction of the at least one nitroaromatic to form the at least one aromatic amine.
    Type: Application
    Filed: February 5, 2013
    Publication date: August 15, 2013
    Inventors: Andreas RAICHLE, Stefanie Haase, Holgar Braunsberg, Johannes Buettner, Ulrich Penzel, Samuel Neto
  • Publication number: 20130204043
    Abstract: The present invention relates to a continuous process for the production of nitrobenzene by nitration of benzene with nitric acid or mixtures of nitric acid and sulfuric acid to give a crude nitrobenzene, washing of the crude nitrobenzene by means of at least one of each of an acid, alkaline and neutral washing, there being obtained a pre-purified nitrobenzene which, as well as containing nitrobenzene, at least contains also low boilers, optionally middle boilers as well as high boilers and salts, wherein the pre-purified nitrobenzene is purified further by separating off low boilers in a distillation apparatus by evaporation of the low boilers, and separation of nitrobenzene from the resulting further purified nitrobenzene in a distillation apparatus by partial evaporation of nitrobenzene, wherein pure nitrobenzene is removed from the distillation apparatus in gaseous form and is subsequently condensed, and wherein the non-evaporated portion of the further purified nitrobenzene is fed back into the washing a
    Type: Application
    Filed: July 26, 2011
    Publication date: August 8, 2013
    Applicant: Bayer Intellectual Property GmbH Creative Campus Monheim
    Inventors: Thomas Knauf, Michael Merkel, Andreas Karl Rausch, Peter Lehner, Jürgen Münnig
  • Publication number: 20130150623
    Abstract: An object is to provide a process for providing hydrogen or heavy hydrogens conveniently without the necessity of large-scale equipment and a process capable of performing hydrogenation (protiation, deuteration or tritiation) reaction conveniently without the use of an expensive reagent and a special catalyst. The production process includes a process for producing hydrogen or heavy hydrogens, containing subjecting water or heavy water to mechanochemical reaction in the presence of a catalyst metal, and a process for producing a hydrogenated (protiated, deuterated or tritiated) organic compound, containing subjecting an organic compound and water or heavy water to mechanochemical reaction in the presence of a catalyst metal.
    Type: Application
    Filed: August 16, 2011
    Publication date: June 13, 2013
    Applicant: Shiono Chemical Co., Ltd.
    Inventors: Hironao Sajiki, Yasunari Monguchi, Yoshinari Sawama, Shinichi Kondo
  • Publication number: 20130131384
    Abstract: The present invention relates to a process for restoring the activity of spent catalysts for the hydrogenation of aromatic nitro compounds, in which a regeneration comprising at least a first burning off stage, a first washing stage, a second burning off stage and a second washing stage is carried out at periodic intervals.
    Type: Application
    Filed: July 26, 2011
    Publication date: May 23, 2013
    Inventors: Michael Merkel, Thomas Knauf, Karl-Heinz Wilke
  • Publication number: 20130123540
    Abstract: The invention relates to a method for producing 2,5-diaminotoluene by catalytic hydrogenation in an aprotic-non-polar solvent or in a mixture made of two or more aprotic-nonpolar solvents with hydrogen in the presence of a catalyst or a mixture of two or more catalysts. The invention further relates to crystalline 2,5-diaminotoluene having characteristic crystal modification. As compared to conventional forms of administration common in industry, this is characterised in that it is largely insensitive to air oxidation.
    Type: Application
    Filed: July 19, 2011
    Publication date: May 16, 2013
    Applicant: ALFA PARF GROUP S.P.A.
    Inventors: Otto Goettel, Johann Aeby
  • Publication number: 20130079560
    Abstract: A solid base catalyst having a carrier, an organic base, and an inorganic base. Both of the organic base and inorganic base are loaded on the carrier. The solid base catalyst is especially suitable for the synthesis of 4-Aminodiphenylamine (4-ADPA).
    Type: Application
    Filed: November 21, 2012
    Publication date: March 28, 2013
    Applicant: Jiangsu Sinorgchem Technology Co., Ltd.
    Inventor: Jiangsu Sinorgchem Technology Co., Ltd.
  • Publication number: 20130006018
    Abstract: A process for hydrogenating an aromatic nitro compound according to the invention comprises providing a hydrogen gas stream and a liquid aromatic nitro compound stream; providing a fixed bed catalytic reactor having an inflow side and an outflow side; feeding to the inflow side, the hydrogen gas stream and the liquid aromatic nitro compound stream; converting the hydrogen gas and the aromatic nitro compound into an aromatic amine, thereby providing a reactor effluent comprising the aromatic amine and water; evacuating the reactor effluent from the reactor at the outflow side of the reactor; wherein an inert solvent or water is fed to the inflow side of the reactor at a molar ratio of moles inert solvent or water to moles hydrogen is more than 1.
    Type: Application
    Filed: March 18, 2010
    Publication date: January 3, 2013
    Inventors: Christopher John Mitchell, Douglas Hyndman Stewart
  • Patent number: 8293673
    Abstract: A complex base catalyst comprising tetraalkyl ammonium hydroxide and tetraalkyl ammonium salt for the condensation reaction of aniline and nitrobenzene.
    Type: Grant
    Filed: June 7, 2007
    Date of Patent: October 23, 2012
    Assignee: Jiangsu Sinorgchem Technology Co., Ltd.
    Inventors: Xiaogen Feng, Nongyue Wang, Xiaohui Mao, Ruibiao Yu, Qianwen Cheng
  • Publication number: 20120264976
    Abstract: To provide a hydrogenation catalyst which does not contain chromium oxide, unlike conventional copper/chromium oxide catalysts, and therefore does not cause any environmental contamination or health hazard, and which shows an activity, selectivity and durability at equivalent or higher levels to or than those of conventional copper/chromium oxide catalysts. A hydrogenation catalyst which comprises, as the main components, (1) copper and (2) at least one member selected from the group consisting of silicon oxide, calcium oxide and calcium silicate, wherein the content of the copper is from 20 to 60 wt % based on the entire amount of the hydrogenation catalyst, and in the calcium silicate, the molar ratio of calcium oxide (CaO) to silicon oxide (SiO2) is less than 1.
    Type: Application
    Filed: December 24, 2010
    Publication date: October 18, 2012
    Inventors: Tsuneo Harada, Shou Kawabe
  • Publication number: 20120238779
    Abstract: The invention relates to a process for preparing aromatic amines by hydrogenation of corresponding nitroaromatics by means of hydrogen, and also an apparatus suitable for this purpose. In particular, the invention relates to a process for preparing toluenediamine (TDA) by hydrogenation of dinitrotoluene (DNT).
    Type: Application
    Filed: March 15, 2012
    Publication date: September 20, 2012
    Applicant: BASF SE
    Inventors: Gerrit WATERS, Johannes Büttner, Andreas Raichle, Markus Hiller, Peter Renze, Michael Herrich, Helmut Rüger, Burkhard Hantel, Arndt Hofmann, Rüdiger Fritz, Kathrin Richter, Holgar Braunsberg, Lothar Bruntsch
  • Publication number: 20120215029
    Abstract: A process for preparing aromatic amines by hydrogenation of nitroaromatics in the presence of catalysts, forming a fluid, amine-comprising reaction mixture in a reactor, wherein chromatographic analysis of the reaction mixture is carried out to determine the concentration of nitro and nitroso compounds in the reaction mixture.
    Type: Application
    Filed: December 5, 2011
    Publication date: August 23, 2012
    Applicant: BASF SE
    Inventors: Stefanie Haase, Dusko Kadijevic, Anne-Kathrin Merten, Michael Zoellinger, Andreas Raichle, Alexander Schocker, Sandra Mühlbeyer, Olaf Wiedenhoff, Joana Coelho Tsou
  • Publication number: 20120197044
    Abstract: The present invention relates to a production method for 4,4?-bis(alkylamino)diphenylamine, and more specifically relates to a method in which 4,4?-dinitrodiphenylamine (4,4?-DNDPA) is produced by reacting urea with nitrobenzene in the presence of a polar organic solvent and a base catalyst, and then the 4,4?-bis(alkylamino)diphenylamine (4,4?-BAADA) is produced by subjecting the 4,4?-DNDPA and a ketone to hydrogenation in the presence of a hydrogenation catalyst.
    Type: Application
    Filed: September 30, 2010
    Publication date: August 2, 2012
    Applicant: Korea Kumho Petrochemical Co., Ltd.
    Inventors: Jin Eok Kim, Seung Il Kim, Jung Hee Jang, Han Jin Kwag
  • Publication number: 20120172627
    Abstract: Systems and methods for producing aromatic amines and removing phenol therefrom are provided. The method can include hydrogenating one or more aromatic nitro compounds to produce a reaction product comprising one or more aromatic amines, water, and phenol. The method can also include contacting the reaction product with one or more ion exchange materials to produce an aromatic amine product that contains less phenol than the reaction product. The one or more ion exchange materials can be solid, semi-solid, or a combination thereof.
    Type: Application
    Filed: July 8, 2011
    Publication date: July 5, 2012
    Applicant: Kellogg Brown & Root LLC
    Inventors: Eric Wong, Faisal Mohmand, Matthew R. Ulrich
  • Publication number: 20120083626
    Abstract: The invention relates to a process for obtaining at least one aromatic amine from a liquid mixture comprising water and the at least one aromatic amine by extracting with at least one nitroaromatic in an extraction column (1) to form an essentially water-comprising raffinate stream and an extract stream comprising the at least one nitroaromatic and the aromatic amine. The extraction column (1) is divided by a dividing wall (3) into two regions (5, 7), and, in the case of an amount of liquid for separation which is less than a minimum cross sectional loading of the entire extraction column (1), the liquid mixture to be separated is fed only to one of the regions (5, 7) of the extraction column (1) divided by the dividing wall (3). The invention further relates to a process for preparing an aromatic amine and to an apparatus for separating a liquid mixture comprising water and at least one aromatic amine by extracting with at least one nitroaromatic, comprising an extraction column (1).
    Type: Application
    Filed: May 6, 2010
    Publication date: April 5, 2012
    Applicant: BASF SE
    Inventors: Tilmann Steinmetz, Michael Nilles, Lucia Koenigsmann, Andreas Heussler, Nikolaus Zafred
  • Publication number: 20120065431
    Abstract: The invention relates to a process for preparing aromatic amines by catalytically hydrogenating the corresponding aromatic nitro compound, which comprises using a copper catalyst with a support comprising SiO2, the SiO2 having been prepared by wet grinding and subsequent spray drying.
    Type: Application
    Filed: May 5, 2010
    Publication date: March 15, 2012
    Applicant: BASF SE
    Inventors: Lucia Koenigsmann, Ekkehard Schwab, Michael Hesse, Christian Schneider, Thomas Heidemann, Celine Liekens, Jutta Bickelhaupt, Dirk Theis
  • Patent number: 8110073
    Abstract: Aromatic amines are produced by catalytic hydrogenation of aromatic nitro compounds. The reaction mixture generated by this hydrogenation is then worked up by distillation in a manner which makes it possible to substantially free the amine of water with increased energy efficiency. Water free of amine and low boilers and the low boiling materials are also obtained.
    Type: Grant
    Filed: December 13, 2007
    Date of Patent: February 7, 2012
    Assignee: Bayer MaterialScience AG
    Inventors: Bernd Pennemann, Bill Brady, Rainer Buse
  • Publication number: 20110275858
    Abstract: A process for preparing tolylenediamine by hydrogenating dinitrotoluene with hydrogen in the presence of a suspended catalyst in a vertically upright reactor (1), at the upper end of which is arranged a motive jet nozzle (2) through which the reaction mixture drawn off from the reactor bottom, via an external loop, is sprayed into the upper region of the reactor (1) and then flows into a central inserted tube (4) which is arranged in the longitudinal direction of the reactor, flows through the latter from the top downward and flows upward again outside the inserted tube (4) in an internal loop motion, with a heat exchanger (6) in the interior of the reactor (1), through which cooling water flows, and absorbs some of the heat of reaction as it does so, with a feed for the dinitrotoluene at the upper end of the reactor (1) and a feed for the hydrogen at the lower end of the reactor (1), and wherein, in addition to the heat exchanger (6) arranged in the interior of the reactor (1), a further heat exchanger (W
    Type: Application
    Filed: December 21, 2009
    Publication date: November 10, 2011
    Applicant: BASF SE
    Inventors: Joana Coelho Tsou, Steffen Oehlenschlaeger, Ekkehard Schwab, Wolfgang Mackenroth, Hartwig Voss, Stefan Maixner, Samuel Neto, Sven Boehmeke, Frederik van Laar
  • Publication number: 20110237836
    Abstract: The present invention relates to a process for preparing nitrobenzene derivatives and aniline derivatives, which are of significance as intermediates for fungicidally active alkylanilides.
    Type: Application
    Filed: July 12, 2007
    Publication date: September 29, 2011
    Applicant: Bayer CropScience AG
    Inventor: Alexander Straub
  • Publication number: 20110130592
    Abstract: The invention relates to a catalyst and a process for hydrogenating organic compounds.
    Type: Application
    Filed: June 3, 2009
    Publication date: June 2, 2011
    Applicant: Bayer Technology Services GmbH
    Inventors: Aurel Wolf, Volker Michele, Jens Assmann, Leslaw Mleczko
  • Publication number: 20100324336
    Abstract: Aromatic amines produced by hydrogenation of the corresponding nitroaromatic compounds are purified in a specified manner. In the purification procedure, the particular amine is initially mixed with an aqueous solution of a base. The organic and aqueous phases are then separated by adding excess water.
    Type: Application
    Filed: June 14, 2010
    Publication date: December 23, 2010
    Applicant: Bayer MaterialScience AG
    Inventors: Knut Sommer, Peter Lehner, Andre Lago
  • Publication number: 20100249460
    Abstract: The catalytic mixture resulting of a metal powder catalyst with a solid material (referred to here as a reaction-aid) that has good filtering properties, does not interfere with the reaction, does not interfere with recycling the catalyst back into the reaction, does not interfere with the refining and recovery of the metal from the catalyst after it is spent, and will not become separated from the catalyst during the preparation of this catalytic mixture, the chemical reaction or the separation of this catalytic mixture from the reaction medium, whereas the ratio of the reaction aid to the catalyst ranges from 0.05 to 20 on a weight basis. A preferred metal powder catalyst is acetylene black supported precious metal. Preferred reaction aids are sibunit powder or activated carbon. The catalytic mixture can be used for the catalytic transformation of compounds, such as the hydrogenation of olefins, or the hydrogenation of nitro compounds.
    Type: Application
    Filed: October 15, 2007
    Publication date: September 30, 2010
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Daniel Ostgard, Uwe Packruhn, Markus Gottlinger
  • Patent number: 7795472
    Abstract: A process for the industrial production of 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride (Compound I), an effective immunosuppressant. The process for producing 2-amino-2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-1,3-propanediol hydrochloride or a hydrate thereof includes the steps of reacting 4-(3-benzyloxyphenylthio)-2-chlorobenzaldehyde with ethyl diethylphosphonoacetate in a solvent in the presence of a base to form ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate; reducing the resulting ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate, followed by mesylation, iodination and nitration, to form 1-benzyloxy-3-[3-chloro-4-(3-nitropropyl)phenylthio]benzene; forming 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol using a formaldehyde solution; and reducing the resulting 2-[2-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]ethyl]-2-nitro-1,3-propanediol to form the desired product.
    Type: Grant
    Filed: October 7, 2005
    Date of Patent: September 14, 2010
    Assignee: Kyorin Pharmaceutical Co., Ltd.
    Inventors: Takeshi Tsubuki, Kenichi Kobayashi, Hidetaka Komatsu
  • Publication number: 20100228056
    Abstract: The present invention relates to a magnetic separation apparatus for continuous separating and recovering magnetic solid particles from a solid-liquid mixture. The apparatus includes at least one magnetic separation unit and each unit includes: an outer cylindrical vessel having a material inlet, a first outlet, and a second outlet; an inner cylindrical vessel, at least part of which extends along the axis inside the first cylindrical vessel without contacting with the inner surface of the outer cylindrical vessel; and a magnet, rendering the bottom of the inner cylindrical vessel magnetism during the first period and making the part of the surface lose its magnetism during a second period. When the solid-liquid mixture flows through the magnetic surface of the inner cylindrical vessel in the passage, the magnetic solids are absorbed and separated from the mixture.
    Type: Application
    Filed: February 22, 2008
    Publication date: September 9, 2010
    Applicant: Jiangsu Sinorgchem Technology Co., Ltd.
    Inventors: Nongyue Wang, Xiaogen Feng, Xiaohui Mao
  • Publication number: 20100204517
    Abstract: Nitro-compounds are hydrogenated with an activated Ni catalyst that has an average particle size (APS) less than 25 ?m and is doped with one or more elements from the list of Mg, Ce, Ti, V, Nb, Cr, W, Mn, Re, Fe, Ru, Co, Rh, Ir, Pt, Cu, Ag, Au and Bi via its/their addition to the alloy before activation and/or doped with one or more elements from the list of Mg, Ce, Ti, V, Nb, Cr, W, Mn, Re, Fe, Ru, Co, Rh, Ir, Ni, Cu, Ag, Au and Bi by their adsorption onto the surface of the activated catalyst.
    Type: Application
    Filed: May 29, 2007
    Publication date: August 12, 2010
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Daniel Ostgard, Monika Berweiler, Markus Gottlinger, Steffen Laporte, Matthias Schwarz
  • Patent number: 7750188
    Abstract: A method for producing aniline or toluenediamine is disclosed which comprises forming a dispersion comprising hydrogen gas bubbles dispersed in a liquid medium comprising either nitrobenzene or dinitrotoluene, wherein the hydrogen gas bubbles have a mean diameter less than 1 micron; and subjecting the dispersion to hydrogenation reaction promoting conditions comprising pressure less than about 600 kPa and temperature less than about 200° C., whereby at least a portion of the nitrobenzene or dinitrotoluene is hydrogenated to form aniline or toluenediamine, respectively. A system for carrying out the method is also disclosed.
    Type: Grant
    Filed: June 18, 2008
    Date of Patent: July 6, 2010
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Publication number: 20100048955
    Abstract: A process for preparing aromatic amines by catalytic hydrogenation of the corresponding nitro compound in a fluidized-bed reactor, in which a gaseous reaction mixture comprising the nitro compound and hydrogen flows from the bottom upward through a heterogeneous particulate catalyst forming a fluidized bed, wherein the fluidized bed is provided with internals which divide the fluidized bed into a plurality of cells arranged horizontally in the fluidized-bed reactor and a plurality of cells arranged vertically in the fluidized-bed reactor, with the cells having cell walls which are permeable to gas and have openings which ensure an exchange number of the heterogeneous, particulate catalyst in the vertical direction in the range from 1 to 100 liters/hour per liter of reactor volume, is proposed.
    Type: Application
    Filed: September 14, 2007
    Publication date: February 25, 2010
    Applicant: BASF SE
    Inventors: Lothar Seidemann, Lucia Koenigsmann, Christian Schneider, Ekkehard Schwab, Dieter Stuetzer, Celine Liekens
  • Patent number: 7595029
    Abstract: The invention pertains to an improved apparatus comprised of a monolith catalytic reactor having an inlet and an outlet and a static mixer having an inlet and an outlet thereto with the outlet of said static mixer in communication with the inlet of said monolith catalytic reactor. The invention also pertains to an improvement in a process for effecting a reaction in the monolith catalytic reactor wherein a reactant gas and reactant liquid are introduced to the inlet to the monolith catalytic reactor, reacted and, then, the reaction product passed through the outlet of the monolith catalytic reactor.
    Type: Grant
    Filed: February 1, 2005
    Date of Patent: September 29, 2009
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Keith Allen Welp, Anthony Rocco Cartolano, David Joseph Parrillo, Richard Peter Boehme, Reinaldo Mario Machado, Sylvia Caram
  • Patent number: 7595424
    Abstract: The invention relates to a process for preparing aromatic amines by hydrogenation of nitroaromatics in the presence of catalysts, in which a fluid reaction mixture which comprises amines and from which the catalysts are separated off is formed in a reactor. After the catalysts have been separated off, a measurement of the absorption of UV/VIS radiation by the reaction mixture is carried out to determine the concentration of nitro and nitroso compounds in the reaction mixture.
    Type: Grant
    Filed: February 22, 2006
    Date of Patent: September 29, 2009
    Assignee: BASF Aktiengesellschaft
    Inventors: Dominic Vanoppen, Frederik Van Laar, Thomas Beuermann, Georg Krug, Steffen Oehlenschlaeger, Ekkehard Schwab, Hartwig Voss, Konrad Morgenschweis, Ulrich Penzel, Dietrich Tittelbach-Helmrich
  • Patent number: 7511176
    Abstract: The present invention relates to a process for the preparation of toluenediamine, in which dinitrotoluene is reacted with hydrogen in the presence of a catalyst. The dinitrotoluene required by this process has a content of carbon dioxide, in either physically dissolved or chemically bonded form, of not more than 0.175 mol %, based on the molar amount of the dinitrotoluene.
    Type: Grant
    Filed: December 13, 2007
    Date of Patent: March 31, 2009
    Assignee: Bayer MaterialScience AG
    Inventors: Fritz Pohl, Wolfgang Lorenz, Lars Padeken, Bernd Pennemann, Friedhelm Steffens, Gerhard Wiechers