Patents by Inventor Dirk Fridag

Dirk Fridag has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20150290633
    Abstract: An unsymmetric bisphosphite of the formula (1) a process for preparation thereof, a reaction thereof with metals to give mixtures containing complexes of the unsymmetric bisphosphite and the metal, and a use thereof as a catalytically active composition in hydroformylation reactions, where the hydroformylation-active composition contains, as well as the complex of metal and unsymmetric bisphosphite, unbound bisphosphite and at least one further component.
    Type: Application
    Filed: September 27, 2013
    Publication date: October 15, 2015
    Applicant: EVONIK DEGUSSA GmbH
    Inventors: Andrea CHRISTIANSEN, Robert FRANKE, Dirk FRIDAG, Dieter HESS, Katrin Marie DYBALLA, Bernd HANNEBAUER
  • Patent number: 9149780
    Abstract: The invention relates to a device for the continuous, homogeneous-catalysis reaction of a liquid with a gas and optionally an additional fluid, wherein the device comprises at least one reactor having an external liquid circulation driven by a pump, and wherein the device has at least one membrane separation stage that preferably holds back the homogeneous catalyst. The aim of the invention is to specify a device that allows homogeneous-catalysis gas/liquid phase reactions, in particular hydroformylations, which operate with membrane separation of the catalyst to be performed economically at an industrially relevant scale. Said aim is achieved in that a jet loop reactor is provided as the reactor, and that the pump and the membrane separation stage are arranged in the same external liquid circuit.
    Type: Grant
    Filed: September 7, 2012
    Date of Patent: October 6, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Bart Hamers, Dirk Fridag, Robert Franke, Marc Becker, Markus Priske
  • Publication number: 20150274627
    Abstract: The invention relates to a mixture of bisphosphites, to a process for preparation thereof, and to the reaction thereof with metals to give mixtures comprising complexes of the constitutionally isomeric bisphosphites and the metal, and to the use thereof as a catalytically active composition in hydroformylation reactions, and also to the hydroformylation reaction itself.
    Type: Application
    Filed: September 27, 2013
    Publication date: October 1, 2015
    Applicant: Evonik Degussa GmbH
    Inventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Katrin Marie Dyballa, Bernd Hannebauer
  • Publication number: 20150273455
    Abstract: The invention relates to mixtures of constitutional isomer bisphosphites of formulae (1a) and (2a), to a method for the production thereof, to the reaction thereof with metals to form mixtures containing complex compounds of the constitutional isomer bisphosphites of formulae (1a) and (2a) and the metal, and to the use thereof as a catalytically active composition in hydroformylation reactions. Said hydroformylactically active compositions comprises, in addition to the complex compounds of metal and the constitutional isomer bisphosphites of formulae (1a) and (2a), non-bound bisphosphites of the constitutional isomer bisphosphites of formulae (1a) and (2a) and at least one additional component.
    Type: Application
    Filed: September 27, 2013
    Publication date: October 1, 2015
    Applicant: Evonik Degussa GmbH
    Inventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Katrin Marie Dyballa, Bernd Hannebauer
  • Publication number: 20150266008
    Abstract: The invention relates to a mixture of unsymmetric bisphosphites, to a process for preparation thereof, to the reaction thereof with metals to give mixtures comprising complexes of the bisphosphites and the metal, and to the use thereof as a catalytically active composition in hydroformylation reactions, and also to the hydroformylation reaction itself.
    Type: Application
    Filed: September 27, 2013
    Publication date: September 24, 2015
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Katrin Marie Dyballa, Bernd Hannebauer
  • Patent number: 9127030
    Abstract: The invention relates to a process for producing 6,6?-[(3,3?-di-tert-butyl-5,5?-dimethoxy-1,1?-biphenyl-2,2?diyl)bis(oxy)]bis(dibenzo[d,f][1,3,2]dioxaphosphepine), abbreviated to biphephos (see formula 1), with low chlorine content.
    Type: Grant
    Filed: December 22, 2011
    Date of Patent: September 8, 2015
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Burkard Kreidler, Dirk Fridag, Bernhard Schemmer, Bjoern Wechsler, Andrea Christiansen, Doris Neumann
  • Publication number: 20150239839
    Abstract: A process for the photocatalytic acceptor-free dehydrogenation of hydrocarbazoles and hydroindoles is provided, wherein a hydrocarbazole or hydroindole is irradiated in the presence of a catalyst that is a rhodium complex containing organic phosphorus(III) compounds as ligands.
    Type: Application
    Filed: February 23, 2015
    Publication date: August 27, 2015
    Applicant: Evonik Industries AG
    Inventors: Robert FRANKE, Jennifer JULIS, Dirk FRIDAG, Katrin Marie DYBALLA, Nico WEDING, Abhishek Dutta CHOWDHURY, Matthias BELLER, Ralf JACKSTELL, Ivana FLEISCHER, Beatrice PERCIA
  • Publication number: 20150239814
    Abstract: A process for photocatalytic acceptor-free dehydrogenation of alkanes and alcohols, in which an alkane or an alcohol is irradiated in the presence of a rhodium complex containing organic phosphorus(III) compounds as ligands as a catalyst, and in the presence of at least one Lewis base is provided.
    Type: Application
    Filed: February 24, 2015
    Publication date: August 27, 2015
    Applicant: Evonik Industries AG
    Inventors: Robert FRANKE, Jennifer Julis, Dirk Fridag, Katrin Marie Dyballa, Nico Weding, Abhishek Dutta Chowdhury, Matthias Beller, Ralf Jackstell, Ivana Fleischer, Beatrice Percia
  • Publication number: 20150224488
    Abstract: The invention relates to a process for preparing aldehydes having five carbon atoms, in which an input mixture containing 10% by weight to 50% by weight of linear butenes and less than 5% by weight of 1-butene is hydroformylated with synthesis gas in the presence of a catalyst system comprising rhodium and at least one bisphosphite ligand, wherein the hydroformylation is effected in a reactor from which, over an operating period, a cycle gas containing at least a portion of the products and unconverted reactants from the hydroformylation is continuously drawn off and partly condensed, and uncondensed components of the cycle gas are recycled into the reactor, and wherein, after the operating period has expired, the hydroformylation is stopped, the reactor is freed of reaction residues and the hydroformylation is restarted. It is based on the problem of making such a process more economically viable.
    Type: Application
    Filed: September 27, 2013
    Publication date: August 13, 2015
    Inventors: Dirk Fridag, Robert Franke, Dieter Hess, Markus Schwarz, Katrin Marie Dyballa, Hans-Gerd Lueken, Bart Hamers, Uwe Ernst
  • Patent number: 9018420
    Abstract: The present invention provides a composition comprising: a) an inert porous support material, b) an ionic liquid, c) a metal selected from group 9 of the Periodic Table of the Elements, d) a phosphorus-containing organic ligand, e) at least one organic amine. The present invention further provides a process for hydroformylating olefin-containing hydrocarbon mixtures to aldehydes with addition of the inventive composition as a catalytically active composition, wherein: a) the water content of the olefin-containing hydrocarbon mixture is adjusted to not more than 20 ppm, b) the content of polyunsaturated compounds in the olefin-containing hydrocarbon mixture is adjusted to not more than 3000 ppm, c) a molar ratio of organic amines according to claims 10-13 to phosphorus-containing organic ligands according to claims 8-9 of at least 4:1 is established, d) a molar ratio of phosphorus-containing organic ligands according to claims 8-9 to rhodium of at least 10:1 is established.
    Type: Grant
    Filed: September 27, 2011
    Date of Patent: April 28, 2015
    Assignee: Evonik Oxeno GmbH
    Inventors: Robert Franke, Nicole Brausch, Dirk Fridag, Andrea Christiansen, Marc Becker, Peter Wasserscheid, Marco Haumann, Michael Jakuttis, Sebastian Werner, Andreas Schoenweiz
  • Patent number: 9000220
    Abstract: The invention relates to the synthesis of tetraphenol-substituted structures, in particular meta-substituted xylenes. Said tetraphenol-type structures are reacted to obtain organic phosphorus compounds, in particular organophosphites. The invention further relates to the production of catalytically active compositions which contain transition metals in addition to the aforementioned organic phosphorus compounds. According to another subject matter of the invention, said catalytically active compositions are used in chemical reactions with small molecules, e.g. HCN, CO, hydrogen, and amines.
    Type: Grant
    Filed: August 26, 2010
    Date of Patent: April 7, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Burkard Kreidler, Dieter Vogt, Laura Bini, Michele Janssen, Bart Hamers
  • Publication number: 20150018576
    Abstract: The invention relates to a method for producing a product mixture (2) by means of the technical hydroformylation of a hydrocarbon stream (1) that contains isobutene, and for separating the product mixture (2) that is obtained, as well as to a device for the claimed method and to the use of a claimed device. The problem addressed thereby is that of providing a method and an associated device that allow the amount of high-boiling substances in the product mixture (2) to be kept as low as possible and thus the yield of the reaction to be increased. The problem is solved by the use of a nano-filtration device (M) for separating the catalyst from the product mixture (2), said device having especially high permeability to 3-methylbutanoic acid.
    Type: Application
    Filed: February 11, 2013
    Publication date: January 15, 2015
    Applicant: Evonik Degussa GmbH
    Inventors: Goetz Baumgarten, Michael Grass, Alfred Kaizik, Markus Winterberg, Hans-Gerd Lueken, Bart Hamers, Markus Priske, Dirk Fridag, Robert Franke, Dieter Hess
  • Publication number: 20140343327
    Abstract: The invention relates to a device for the continuous, homogeneous-catalysis reaction of a liquid with a gas and optionally an additional fluid, wherein the device comprises at least one reactor having an external liquid circulation driven by a pump, and wherein the device has at least one membrane separation stage that preferably holds back the homogeneous catalyst. The aim of the invention is to specify a device that allows homogeneous-catalysis gas/liquid phase reactions, in particular hydroformylations, which operate with membrane separation of the catalyst to be performed economically at an industrially relevant scale. Said aim is achieved in that a jet loop reactor is provided as the reactor, and that the pump and the membrane separation stage are arranged in the same external liquid circuit.
    Type: Application
    Filed: September 7, 2012
    Publication date: November 20, 2014
    Applicant: Evonik Degussa GmbH
    Inventors: Bart Hamers, Dirk Fridag, Robert Franke, Marc Becker, Markus Priske
  • Patent number: 8884070
    Abstract: Provided is a process for producing an aldehyde from an alkylene. The process includes (a) photocatalytically dehydrogenating at least one alkane to obtain a mixture comprising at least one olefin and hydrogen, (b) adding carbon dioxide and hydrogen to the mixture, and (c) hydroformylating the olefin to at least one aldehyde. The process also includes converting carbon dioxide and hydrogen into water and carbon monoxide prior to the hydroformylating. In addition, the conversion of carbon dioxide and hydrogen into water and carbon monoxide is performed by a reverse water gas shift reaction.
    Type: Grant
    Filed: June 16, 2011
    Date of Patent: November 11, 2014
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Robert Franke, Dirk Fridag, Bart Hamers, Horst-Werner Zanthoff, Matthias Blug, Julia Strautmann, Stefan Nordhoff
  • Publication number: 20140309423
    Abstract: The subject matter of the present invention is a plurality of products and the use thereof as a catalytically active composition in a method for producing aldehydes.
    Type: Application
    Filed: October 24, 2012
    Publication date: October 16, 2014
    Applicant: EVONIK DEGUSSA GmbH
    Inventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Burkard Kreidler, Detlef Selent, Armin Boerner
  • Patent number: 8846994
    Abstract: The invention relates to a method for producing low-odor n-butane by catalytic hydrogenation of a feed mixture. The aim of the invention is to provide such a method, wherein the feed material, in addition to n-butane, n-butene and up to 1 mass % formic acid and/or up to 1 mass % pentanals and/or up to 0.5 mass % pentanols, also comprises carbon monoxide. The aim is achieved by treating the feed mixture in the temperature range of 15 to 120° C. with an aqueous solution of an alkali metal or alkaline earth metal hydroxide in the concentration range of 0.5 to 30 mass % and subsequently subjecting the feed mixture to the catalytic hydrogenation.
    Type: Grant
    Filed: May 21, 2010
    Date of Patent: September 30, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Hans-Gerd Lueken, Alfred Kaizik, Markus Winterberg, Wilfried Bueschken, Dirk Fridag
  • Publication number: 20140206904
    Abstract: The invention relates to a method for producing 6-chlorodibenzo[d,f] [1,3,2]-dioxaphosphepin (formula 1), comprising the following steps: a) addition of 2,2?-dihydroxybiphenyl, which is suspended in an inert solvant. into a reactor to an excess of phosphorous trichloride under inert gas and stirring; b) discharge and neutralization of the resulting gases from the reaction mixture; c) separation of the excess phosphorous trichloride and the solvant; d) obtention of 6-chlorodibenzo[d,f] [1,3,2]-dioxaphosphepin.
    Type: Application
    Filed: March 19, 2014
    Publication date: July 24, 2014
    Applicant: EVONIK OXENO GMBH
    Inventors: DIRK FRIDAG, ROBERT FRANKE, BERNHARD SCHEMMER, BURKARD KREIDLER, BJOERN WECHSLER
  • Patent number: 8729287
    Abstract: The invention relates to a method for producing 6-chlorodibenzo[d,f][1,3,2]dioxaphosphepin (formula 1), comprising the following steps: a) addition of 2,2?-dihydroxybiphenyl, which is suspended in an inert solvant. into a reactor to an excess of phosphorous trichloride under inert gas and stirring; b) discharge and neutralization of the resulting gases from the reaction mixture; c) separation of the excess phosphorous trichloride and the solvant; d) obtention of 6-chlorodibenzo[d,f][1,3,2]dioxaphosphepin.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: May 20, 2014
    Assignee: Evonik Oxeno GmbH
    Inventors: Dirk Fridag, Robert Franke, Bernhard Schemmer, Burkard Kreidler, Bjoern Wechsler
  • Patent number: 8609878
    Abstract: The invention relates to a method for producing 6-chlorodibenzo[d,f][1,3,2]-dioxaphosphepin (formula 1), comprising the following steps: a) addition of liquid 2,2?-dihydroxybiphenyl into a reactor to an excess of phosphorous trichloride under inert gas and stirring; b) discharge and neutralization of the resulting gases from the reaction mixture; c) separation of the excess phosphorous trichloride; d) obtention of 6-chlorodibenzo[d,f][1,3,2]-dioxaphosphepin.
    Type: Grant
    Filed: October 9, 2009
    Date of Patent: December 17, 2013
    Assignee: Evonik Oxeno GmbH
    Inventors: Dirk Fridag, Robert Franke, Bernhard Schemmer, Burkard Kreidler, Bjoern Wechsler
  • Publication number: 20130324756
    Abstract: The invention relates to a process for producing 6,6?-[(3,3?-di-tert-butyl-5,5?-dimethoxy-1,1?-biphenyl-2,2?diyl)bis(oxy)]bis(dibenzo[d,f][1,3,2]dioxaphosphepine), abbreviated to biphephos (see formula 1), with low chlorine content
    Type: Application
    Filed: December 22, 2011
    Publication date: December 5, 2013
    Applicant: Evonik Oxeno GmbH
    Inventors: Burkard Kreidler, Dirk Fridag, Bernhard Schemmer, Bjoern Wechsler, Andrea Christiansen, Doris Neumann