Patents by Inventor Hans-Gerd Lueken
Hans-Gerd Lueken 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).
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Patent number: 10017443Abstract: The invention relates to a method for producing alcohols by homogeneously catalyzed hydroformylation of olefins to aldehydes and subsequent hydration of the aldehydes. The invention further relates to a system for carrying out the method. The main focus is on the separation technique for work-up of the hydroformylation mixture. The problem addressed by the invention is that specifying a work-up method for hydroformylation mixtures that utilizes the specific advantages of known separation technologies but at the same time largely avoids the specific disadvantages of said separation technologies. The most important objective is to create a catalyst separation system that is as complete and at the same time conservative as possible and that operates in a technically reliable manner and entails low investment and operating costs. The method should be unrestrictedly suitable for processing the reaction output from oxo systems in “world scale” format.Type: GrantFiled: February 13, 2014Date of Patent: July 10, 2018Assignee: Evonik Degussa GmbHInventors: Hans-Gerd Lueken, Bart Hamers, Dirk Fridag, Robert Franke, Markus Priske, Dieter Hess, Marc Becker, Markus Rudek
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Patent number: 9428433Abstract: The present invention relates to a method and a device for controlling the viscosity of reaction solutions in the hydroformylation of olefin-containing mixtures.Type: GrantFiled: December 9, 2013Date of Patent: August 30, 2016Assignee: Evonik Degussa GmbHInventors: Dirk Fridag, Udo Lenz, Hans-Gerd Lueken, Robert Franke, Markus Rudek, Klaus-Diether Wiese, Soenke Broecker, Markus Priske, Christoph Patalong
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Patent number: 9353040Abstract: 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: GrantFiled: February 11, 2013Date of Patent: May 31, 2016Assignee: Evonik Degussa GmbHInventors: Goetz Baumgarten, Michael Graβ, Alfred Kaizik, Markus Winterberg, Hans-Gerd Lueken, Bart Hamers, Markus Priske, Dirk Fridag, Robert Franke, Dieter Hess
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SEPARATION OF HOMOGENEOUS CATALYSTS BY MEANS OF A MEMBRANE SEPARATION UNIT UNDER CLOSED-LOOP CONTROL
Publication number: 20160082393Abstract: The invention relates to a method for separating a homogeneous catalyst out of a reaction mixture by means of at least one membrane separation unit, in which method: the reaction mixture coming from a reaction zone and containing the homogeneous catalyst is applied as a feed to the membrane separation unit; the homogeneous catalyst is depleted in the permeate of the membrane separation unit and enriched in the retentate of the membrane separation unit; and the retentate of the membrane separation unit is recirculated into the reaction zone. The invention addresses the problem of specifying a method for separating homogeneous catalyst out of reaction mixtures that simplifies the feeding of fresh catalyst into the reaction zone and avoids disruptions to the hydrodynamics within the reaction zone when the volumetric flow of the reaction mixture output from the reaction zone varies.Type: ApplicationFiled: April 17, 2014Publication date: March 24, 2016Inventors: Markus PRISKE, Bart HAMERS, Dirk FRIDAG, Robert FRANKE, Markus RUDEK, Hans-Gerd LUEKEN -
Patent number: 9272973Abstract: 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: GrantFiled: September 27, 2013Date of Patent: March 1, 2016Assignee: Evonik Industries AGInventors: Dirk Fridag, Robert Franke, Dieter Hess, Markus Schwarz, Katrin Marie Dyballa, Hans-Gerd Lueken, Bart Hamers, Uwe Ernst
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Publication number: 20160002136Abstract: The invention relates to a method for producing alcohols by homogeneously catalysed hydroformylation of olefins to aldehydes and subsequent hydration of the aldehydes. The invention further relates to a system for carrying out the method. The main focus is on the separation technique for work-up of the hydroformylation mixture. The problem addressed by the invention is that specifying a work-up method for hydroformylation mixtures that utilises the specific advantages of known separation technologies but at the same time largely avoids the specific disadvantages of said separation technologies. The most important objective is to create a catalyst separation system that is as complete and at the same time conservative as possible and that operates in a technically reliable manner and entails low investment and operating costs. The method should be unrestrictedly suitable for processing the reaction output from oxo systems in “world scale” format.Type: ApplicationFiled: February 13, 2014Publication date: January 7, 2016Applicant: EVONIK DEGUSSA GMBHInventors: Hans-Gerd LUEKEN, Bart HAMERS, Dirk FRIDAG, Robert FRANKE, Markus PRISKE, Dieter HESS, Marc BECKER, Markus RUDEK
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Publication number: 20150299079Abstract: The present invention relates to a method and a device for controlling the viscosity of reaction solutions in the hydroformylation of olefin-containing mixtures.Type: ApplicationFiled: December 9, 2013Publication date: October 22, 2015Applicant: Evonik Degussa GmbHInventors: Dirk FRIDAG, Udo LENZ, Hans-Gerd LUEKEN, Robert FRANKE, Markus RUDEK, Klaus-Diether WIESE, Soenke BROECKER, Markus PRISKE, Christoph PATALONG
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Publication number: 20150224488Abstract: 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: ApplicationFiled: September 27, 2013Publication date: August 13, 2015Inventors: Dirk Fridag, Robert Franke, Dieter Hess, Markus Schwarz, Katrin Marie Dyballa, Hans-Gerd Lueken, Bart Hamers, Uwe Ernst
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Patent number: 8969628Abstract: The invention relates to a method for enriching a homogenous catalyst from a process flow comprising said homogenous catalyst as a component, wherein the process flow is conducted over at least one membrane and wherein the membrane wholly or partially comprises a polymer that has planar polymer units connected to one another via a rigid link and wherein the linker is contorted, such that at least one planar polymer unit is connected to at least one second planar polymer unit via the link, in a non-co-planar arrangement. The invention furthermore relates to a method for producing tridecanal.Type: GrantFiled: February 23, 2010Date of Patent: March 3, 2015Assignee: Evonik Degussa GmbHInventors: Markus Priske, Goetz Baumgarten, Hans-Gerd Lueken, Alfred Kaizik, Klaus-Diether Wiese, Uwe Ernst, Patrick Muhlack
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Publication number: 20150018576Abstract: 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: ApplicationFiled: February 11, 2013Publication date: January 15, 2015Applicant: Evonik Degussa GmbHInventors: Goetz Baumgarten, Michael Grass, Alfred Kaizik, Markus Winterberg, Hans-Gerd Lueken, Bart Hamers, Markus Priske, Dirk Fridag, Robert Franke, Dieter Hess
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Patent number: 8907129Abstract: The invention relates to a process for preparing a mixture of isomeric decane-carboxylic acids, which comprises the following steps: a) hydroformylation of a hydrocarbon mixture containing linear C4-olefins using a rhodium-containing catalyst system; b) aldol condensation of a mixture of aliphatic C5-aldehydes obtained from step a); c) selective hydrogenation of the mixture of unsaturated C10-aldehydes from step b) to aliphatic C10-aldehydes; d) uncatalysed oxidation of the mixture of aliphatic C10-aldehydes from step c) to give a mixture having a proportion of at least 70% by mass of 2-propylheptanoic acid, based on the total content of isomeric decanecarboxylic acids.Type: GrantFiled: May 25, 2010Date of Patent: December 9, 2014Assignee: EVONIK DEGUSSA GmbHInventors: Michael Grass, Alfred Kaizik, Hans-Gerd Lueken, Wilfried Bueschken
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Patent number: 8846994Abstract: 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: GrantFiled: May 21, 2010Date of Patent: September 30, 2014Assignee: Evonik Degussa GmbHInventors: Hans-Gerd Lueken, Alfred Kaizik, Markus Winterberg, Wilfried Bueschken, Dirk Fridag
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Patent number: 8748643Abstract: The invention relates to a method for separating and partially returning transition metals and/or catalytically effective complex compounds thereof from a reaction mixture by combining one at least one-stage membrane separation and an adsorption, wherein a current comprising a catalyst, comprising a transition metal, is divided over at least one one-stage membrane separation step in a transition metal enriched retentate stream that resupplies the reaction mixture and a transition metal depleted permeate stream and the transition metal depleted permeate stream is further supplied to an adsorption step. The invention further relates to a method for producing tridecanals.Type: GrantFiled: February 25, 2010Date of Patent: June 10, 2014Assignee: Evonik Oxeno GmbHInventors: Markus Priske, Götz Baumgarten, Alfred Kaizik, Hans-Gerd Lüken
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Patent number: 8581008Abstract: The invention relates to a method for continuously producing ?,?-unsaturated C10-aldehydes from aliphatic C5-aldehydes, comprising the following steps: aldol-condensing aliphatic C5-aldehydes into ?,?-unsaturated C10-aldehydes in the presence of an aqueous base in a tube reactor; phase separating the output of the tube reactor into an aqueous catalyst phase and an organic product phase; separating the organic product phase into ?,?-unsaturated C10-aldehydes, aliphatic C5-aldehydes, and auxiliary products; discharging a part of the aqueous catalyst phase to remove the reaction water and supplementing said part with liquor solution and subsequently returning said part to the tube reactor. The task of the invention is to improve a method of said kind in a way such that it requires lower energy input. This is achieved in that the aliphatic C5-aldehydes and/or the ?,?-unsaturated C10-aldehydes are dispersed in the aqueous base as drops, wherein the average Sauter diameter of the drops is between 0.2 mm and 2 mm.Type: GrantFiled: February 23, 2010Date of Patent: November 12, 2013Assignee: Evonik Oxeno GmbHInventors: Alfred Kaizik, Dirk Fridag, Hans-Gerd Lueken, Wilfried Bueschken
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Patent number: 8563782Abstract: The invention relates to a method for producing ?,?-unsaturated aldehydes, wherein a catalytic aldol condensation of charged aldehydes is carried out in the presence of an aqueous base within a continuous-flow reactor. The aim of the invention is to provide a method for aldolizing aldehydes that can be carried out in a particularly economical manner. The aim is achieved by using a reaction mixing pump as the reactor.Type: GrantFiled: August 3, 2010Date of Patent: October 22, 2013Assignee: Evonik Oxeno GmbHInventors: Alfred Kaizik, Hans-Gerd Lueken, Dirk Fridag, Wilfried Bueschken, Dirk Mackowiak, Frank Brocksien
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Patent number: 8461394Abstract: A process for preparing a C5 aldehyde mixture from a hydrocarbon mixture comprising at least one linear butene by terminal hydroformylation under isomerizing conditions, using a catalyst system comprising rhodium, a bisphosphite ligand, and an amine.Type: GrantFiled: April 28, 2009Date of Patent: June 11, 2013Assignee: Evonik Oxeno GmbHInventors: Hans-Gerd Lueken, Dirk Fridag, Udo Lenz, Hermann-Josef Schulte-Althoff, Klaus-Diether Wiese, Alfred Kaizik, Patrick Muhlack, Wilfried Bueschken, Frank Hoeper
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Patent number: 8455701Abstract: The present invention relates to a method for producing at least one decanol by means of hydrogenating at least one decenal, wherein a first hydrogenation is carried out in the liquid phase on a solid first catalyst, wherein the first catalyst contains copper and nickel. The aim of the invention is to provide a method of the type mentioned above, according to which decenals can be hydrogenated into decanols in high yields even after long operating periods. The content of non-reacted decenals in the hydrogenation discharge in particular should be less than 1500 ppm. Said aim is achieved by carrying out the hydrogenation in two steps, which is to say in a first step in a known manner using a catalyst comprising copper, nickel and optionally chromium and/or barium oxide, and subsequently in a second step using a different catalyst that must be free of copper, chromium and nickel.Type: GrantFiled: August 13, 2010Date of Patent: June 4, 2013Assignee: Evonik Oxeno GmbHInventors: Alfred Kaizik, Hans-Gerd Lueken
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Publication number: 20120253083Abstract: The present invention relates to a method for producing at least one decanol by means of hydrogenating at least one decenal, wherein a first hydrogenation is carried out in the liquid phase on a solid first catalyst, wherein the first catalyst contains copper and nickel. The aim of the invention is to provide a method of the type mentioned above, according to which decenals can be hydrogenated into decanols in high yields even after long operating periods. The content of non-reacted decenals in the hydrogenation discharge in particular should be less than 1500 ppm. Said aim is achieved by carrying out the hydrogenation in two steps, which is to say in a first step in a known manner using a catalyst comprising copper, nickel and optionally chromium and/or barium oxide, and subsequently in a second step using a different catalyst that must be free of copper, chromium and nickel.Type: ApplicationFiled: August 13, 2010Publication date: October 4, 2012Applicant: Evonik Oxeno GmbHInventors: Alfred Kaizik, Hans-Gerd Lueken
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Patent number: 8258325Abstract: The present invention relates to a mixture comprising diesters of the formula (I) where R1 to R8?H or alkyl group having from 1 to 6 carbon atoms, where the R1 to R8 radicals may be the same or different, which is characterized in that at least two different diesters I are present in the mixture, said diesters differing in the structure of at least one of the carboxylic acid radicals C8H17COO present, to a process for preparing diesters of an isosorbide derivative of the formula I, in which a hexahydric alcohol and/or a monoanhydro or dianhydro derivative of the alcohol is esterified with a mixture of at least two different carboxylic acids of the empirical formula C8H17COOH, and to the use of these mixtures in paints, inks or coatings, in plastisols, adhesives or adhesive components, in sealants, as plasticizers in polymers or polymer components, as solvents, as lubricant oil components and as assistants in metal processing, and also PVC compositions or plastisols comprising PVC and from 5 to 250 parts by maType: GrantFiled: December 21, 2007Date of Patent: September 4, 2012Assignee: Evonik Oxeno GmbHInventors: Michael Grass, Norbert Scholz, Alfred Kaizik, Wilfried Bueschken, Hans-Gerd Lueken
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Publication number: 20120190895Abstract: The invention relates to a method for producing ?,?-unsaturated aldehydes, wherein a catalytic aldol condensation of charged aldehydes is carried out in the presence of an aqueous base within a continuous-flow reactor. The aim of the invention is to provide a method for aldolizing aldehydes that can be carried out in a particularly economical manner. The aim is achieved by using a reaction mixing pump as the reactor.Type: ApplicationFiled: August 3, 2010Publication date: July 26, 2012Applicant: Evonik Oxeno GmbHInventors: Alfred Kaizik, Hans-Gerd Lueken, Dirk Fridag, Wilfried Bueschken, Dirk Mackowiak, Frank Brocksien