Patents by Inventor Hans-Joachim Hasselbach
Hans-Joachim Hasselbach 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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Publication number: 20240083858Abstract: The invention relates in particular to a process for the preparation of DL/LD-methionine diketopiperazine (I) characterized in that a DD/LL-methionylmethionine-containing aqueous solution or suspension, which has a pH of 3 to 7, measured using a pH electrode at 20° C., is reacted at a temperature of 150 to 220° C., preferably at 170 to 210° C., until an aqueous solution or suspension has formed containing at least a proportion of 30 mol %, preferably 50 mol %, especially 60 mol % of DL/LD-methionine diketopiperazine, based on the total content of DL/LD- and DD/LL-methionine diketopiperazine in the reaction mixture. This process forms part of an overall process for the preparation of DL/LD-methionylmethionine, which is obtained by hydrolysis from the DL/LD-methionine diketopiperazine (I) produced initially.Type: ApplicationFiled: December 23, 2021Publication date: March 14, 2024Applicant: Evonik Operations GmbHInventors: Sascha BRAUNE, Geert VAN EESTER, Hans-Joachim HASSELBACH, Claudia DYBALLA
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Publication number: 20230391720Abstract: D,L-methionine may include, based on the total weight of the D,L-methionine, from 15 to less than 50 wt.-% of the D,L-methionine with a particle size from more than 0 to less 150 micrometers, from 50 to less than 90 wt.-% of the D,L-methionine with a particle size from more than 0 to less 300 micrometers, and from 30 to less than 80 wt.-% of the D,L-methionine with a particle size in the range between 63 and 300 micrometers. The D,L-methionine may have a bulk density of at least 710 kg/m3.Type: ApplicationFiled: October 11, 2021Publication date: December 7, 2023Applicant: Evonik Operations GmbHInventors: Martin KOERFER (Deceased), Hans-Joachim HASSELBACH, Stefan REICHERT, Mauricio ANTEZANA, Antje HANSMEIER
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Publication number: 20230100001Abstract: A method for controlling a chemical process, by preparing methanol, hydrogen sulfide, methyl mercaptan, hydrocyanic acid, acrolein, 3-methylthiopropionaldehyde, 5-(2-methylmercaptoethyl)-hydantoin, methionine, a salt of methionine, and a derivative of methionine. The method includes providing a training set TS1, wherein TS1 is process values PV1 and process values PV2 being correlated to one another, and/or laboratory values LV1 and process values PV2 being correlated to one another. The method includes training a processing unit on the training set TS1 to identify a pattern of correlation between one or more measured process variables and at least one process variable. The method includes developing a calibration function CF1 for a calibrated soft sensor from the identified pattern of correlation and predicting at least one operating parameter for the chemical process as an approximation to LV1 and/or PV1. A system for controlling a chemical process.Type: ApplicationFiled: February 18, 2021Publication date: March 30, 2023Applicant: Evonik Operations GmbHInventors: Thomas LAMMERSEN, Benny HARTONO, Hans-Joachim HASSELBACH, Danny DE CORTE
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Publication number: 20220306574Abstract: The invention relates to a single cycle process for preparing D,L-methionine from an alkali methioninate solution obtained by alkaline hydrolysis of 5-(2-methylmercaptoethyl)hydantoin, in which the D,L-methionine is obtained by neutralizing the alkali methioninate solution with carbon dioxide at elevated temperature and subsequently crystallizing D,L-methionine in the presence of seed crystals.Type: ApplicationFiled: June 17, 2020Publication date: September 29, 2022Applicant: Evonik Operations GmbHInventors: Johannes WEFER, Hans-Joachim HASSELBACH, Tobias WINKLER, Danny DE CORTE, Bernd DRAPAL, Imad MOUSSALLEM, Christian RENNER, Christian RÜCKRIEGEL
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Patent number: 11180426Abstract: The present invention relates to a process for producing a particulate composition containing methionine, methionylmethionine, potassium in the form of potassium salt and ammonium sulphate, and use thereof.Type: GrantFiled: June 27, 2017Date of Patent: November 23, 2021Assignee: Evonik Operations GmbHInventors: Martin Koerfer, Hans Joachim Hasselbach, Gerit Niggemann, Antje Hansmeier, Hans Christian Alt, Dominik Egly, Peter Schulte
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Patent number: 10919848Abstract: A process for preparing methionine includes the alkaline hydrolysis of 5-(2-methylmercaptoethyl)-hydantoin (methionine hydantoin) in an aqueous process solution containing alkali metal hydroxide and/or alkali metal carbonate and/or alkali metal hydrogencarbonate. The alkali metal cations in the process solution are potassium and sodium having a K/Na molar ratio range from 99/1 to 20/80.Type: GrantFiled: May 8, 2018Date of Patent: February 16, 2021Assignee: Evonik Operations GmbHInventors: Sebastian Bernhardt, Martin Körfer, Stefan Reichert, Hans-Joachim Hasselbach, Bernd Drapal, Rainer Peter, Christian Kaiser, Benny Hartono, Harald Jakob
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Patent number: 10899706Abstract: The present invention relates to a method for preparing methionine or methionine salts. In particular, the invention describes the step of preparing 2-hydroxy-4-(methylthio)butyronitrile (MMP-CN) from 3-methylthiopropanal (MMP) and hydrogen cyanide (HCN) in the presence of ammonia by bringing a gaseous mixture comprising HCN and ammonia into contact with MMP.Type: GrantFiled: December 15, 2017Date of Patent: January 26, 2021Assignee: Evonik Operations GmbHInventors: Judith Hierold, Daniel Sudhoff, Martin Steurenthaler, Hans Joachim Hasselbach, Philipp Roth, Thorsten Merker, Markus Held, Daniel Fischer, Christian Kaiser
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Patent number: 10683240Abstract: The present invention relates to a process for producing a particulate composition containing methionine, methionylmethionine, potassium in the form of potassium salt and ammonium sulfate, and use thereof.Type: GrantFiled: October 1, 2018Date of Patent: June 16, 2020Assignee: Evonik Operations GmbHInventors: Harald Jakob, Hans Joachim Hasselbach, Dominik Egly, Waldemar Hessberger
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Publication number: 20200115334Abstract: The present invention relates to a method for preparing methionine or methionine salts. In particular, the invention describes the step of preparing 2-hydroxy-4-(methylthio)butyronitrile (MMP-CN) from 3-methylthiopropanal (MMP) and hydrogen cyanide (HCN) in the presence of ammonia by bringing a gaseous mixture comprising HCN and ammonia into contact with MMP.Type: ApplicationFiled: December 15, 2017Publication date: April 16, 2020Applicant: Evonik Degussa GmbHInventors: Judith HIEROLD, Daniel SUDHOFF, Martin STEURENTHALER, Hans Joachim HASSELBACH, Philipp ROTH, Thorsten MERKER, Markus HELD, Daniel FISCHER, Christian KAISER
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Publication number: 20200039928Abstract: A process for preparing methionine includes the alkaline hydrolysis of 5-(2-methylmercaptoethyl)-hydantoin (methionine hydantoin) in an aqueous process solution containing alkali metal hydroxide and/or alkali metal carbonate and/or alkali metal hydrogencarbonate. The alkali metal cations in the process solution are potassium and sodium having a K/Na molar ratio range from 99/1 to 20/80.Type: ApplicationFiled: May 8, 2018Publication date: February 6, 2020Applicant: Evonik Operations GmbHInventors: Sebastian Bernhardt, Martin Körfer, Stefan Reichert, Hans-Joachim Hasselbach, Bernd Drapal, Rainer Peter, Christian Kaiser, Benny Hartono, Harald Jakob
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Publication number: 20190322600Abstract: The present invention relates to a process for producing a particulate composition containing methionine, methionylmethionine, potassium in the form of potassium salt and ammonium sulphate, and use thereof.Type: ApplicationFiled: June 27, 2017Publication date: October 24, 2019Applicant: Evonik Degussa GmbHInventors: Martin KOERFER, Hans Joachim HASSELBACH, Gerit NIGGEMANN, Antje HANSMEIER, Hans Christian ALT, Dominik EGLY, Peter SCHULTE
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Publication number: 20190135708Abstract: The present invention relates to a process for producing a particulate composition containing methionine, methionylmethionine, potassium in the form of potassium salt and ammonium sulfate, and use thereof.Type: ApplicationFiled: October 1, 2018Publication date: May 9, 2019Applicant: Evonik Degussa GmbHInventors: Harald JAKOB, Hans Joachim Hasselbach, Dominik Egly, Waldemar Hessberger
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Publication number: 20180194804Abstract: The invention relates to a process for preparing 2,6-bis(methionyl)-1,4-dketopiperazine, comprising the following steps: a) heating a reaction mixture comprising methionine and polar protic solvent at a temperature of less than 170.0° C., while passing an inert gas stream over or through the reaction mixture; b) obtaining 2,6-bis(methionyl)-1,4-diketopiperazine.Type: ApplicationFiled: June 28, 2016Publication date: July 12, 2018Applicant: Evonik Degussa GmbHInventors: Sascha BRAUNE, Daniel ROST, Juergen BILZ, Thomas HAEUSSNER, Hans Joachim Hasselbach, Christoph KOBLER
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Patent number: 9617209Abstract: The invention relates to a method for crystallizing D,L-methionine from aqueous solutions and/or suspensions containing D,L-methionine and D,L-methionine ammonium salts, having a Met content of 70-180 g/kg, an NH4+ content of 1-5 g/kg, in the presence of a crystallization additive, which comprises a nonionic or anionic surfactant or a mixture of various nonionic or anionic surfactants, in which the temperature of the solution and/or suspension is lowered directly or stepwise from T1=85-110° C. to T2=30-50° C., so that D,L-methionine precipitates as a solid.Type: GrantFiled: September 10, 2014Date of Patent: April 11, 2017Assignee: EVONIK DEGUSSA GmbHInventors: Stefan Reichert, Harald Jakob, Hans Joachim Hasselbach, Martin Koerfer
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Patent number: 9464045Abstract: This disclosure relates to a process for preparing D,L-methionine by feeding carbon dioxide to an aqueous potassium methioninate solution obtained by hydrolysis of 5-(2-methylmercaptoethyl)hydantoin, in order to precipitate out crude methionine, which is separated off and purified. In this process an aqueous solution of the separated-off crude methionine is purified by recrystallization from a solution containing potassium ions and also a crystallization additive. The crystallization additive is a nonionic or anionic surfactant, or a mixture of different nonionic or anionic surfactants. The recrystallization occurs by introducing a 60 to 110° C.-hot methionine solution into a 35 to 80° C.-warm methionine suspension, a temperature of which is lower than that of the introduced solution, such that the temperature of the methionine suspension being maintained between 35 and 80° C. during the addition. The crystallization additive is a sorbitan fatty acid ester or a mixture of different sorbitan fatty acid esters.Type: GrantFiled: September 10, 2015Date of Patent: October 11, 2016Assignee: EVONIK DEGUSSA GmbHInventors: Martin Koerfer, Hans Joachim Hasselbach, Stefan Reichert, Harald Jakob, Christoph Weckbecker, Klaus Huthmacher, Horst Krull, Bernd Drapal, Rainer Peter
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Publication number: 20160229799Abstract: The invention relates to a method for crystallizing D,L-methionine from aqueous solutions and/or suspensions containing D,L-methionine and D,L-methionine ammonium salts, having a Met content of 70-180 g/kg, an NH4+ content of 1-5 g/kg, in the presence of a crystallization additive, which comprises a nonionic or anionic surfactant or a mixture of various nonionic or anionic surfactants, in which the temperature of the solution and/or suspension is lowered directly or stepwise from T1=85-110° C. to T2=30-50° C., so that D,L-methionine precipitates as a solid.Type: ApplicationFiled: September 10, 2014Publication date: August 11, 2016Applicant: EVONIK DEGUSSA GmbHInventors: Stefan REICHERT, Harald JAKOB, Hans Joachim HASSELBACH, Martin KÖRFER
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Patent number: 9403764Abstract: A method for production of a methionine salt in a reactive rectification column containing a weir having a height of 100 mm or more is provided.Type: GrantFiled: March 4, 2015Date of Patent: August 2, 2016Assignee: EVONIK DEGUSSA GmbHInventors: Hans Joachim Hasselbach, Martin Koerfer, Christof P. Gruener, Franz H. Hanrath, Juergen Stock, Jignesh Gangadwala, Horst Krull
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Publication number: 20160068480Abstract: This disclosure relates to a process for preparing D,L-methionine by feeding carbon dioxide to an aqueous potassium methioninate solution obtained by hydrolysis of 5-(2-methylmercaptoethyl)hydantoin, in order to precipitate out crude methionine, which is separated off and purified. In this process an aqueous solution of the separated-off crude methionine is purified by recrystallization from a solution containing potassium ions and also a crystallization additive. The crystallization additive is a nonionic or anionic surfactant, or a mixture of different nonionic or anionic surfactants. The recrystallization occurs by introducing a 60 to 110° C.-hot methionine solution into a 35 to 80° C.-warm methionine suspension, a temperature of which is lower than that of the introduced solution, such that the temperature of the methionine suspension being maintained between 35 and 80° C. during the addition. The crystallization additive is a sorbitan fatty acid ester or a mixture of different sorbitan fatty acid esters.Type: ApplicationFiled: September 10, 2015Publication date: March 10, 2016Applicant: EVONIK INDUSTRIES AGInventors: Martin KOERFER, Hans Joachim HASSELBACH, Stefan REICHERT, Harald JAKOB, Christoph WECKBECKER, Klaus HUTHMACHER, Horst KRULL, Bernd DRAPAL, Rainer PETER
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Patent number: 9206121Abstract: A method to produce D,L-Methionine from 2-hydroxy-4-(methylthio)butyronitrile by reaction with ammonia, optionally in the presence of carbon dioxide, is provided. The 2-hydroxy-4-(methylthio)butyronitrile is obtained by reaction of 3-methylmercaptopropionaldehyde with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of a multizone reactor. Residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.Type: GrantFiled: March 27, 2015Date of Patent: December 8, 2015Assignee: EVONIK DEGUSSA GmbHInventors: Dieter Buss, Martin Steurenthaler, Michael R. Rinner, Stephan Kretz, Hans Joachim Hasselbach, Caspar-Heinrich Finkeldei, Martin Koerfer, Pablo Zacchi
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Patent number: 9156782Abstract: The invention relates to a process for the preparation of D,L-methionine, in which carbon dioxide is fed to an aqueous potassium methioninate solution obtained by hydrolysis of 5-(2-methylmercaptoethyl)hydantoin, in order to precipitate out crude methionine, which is separated off and purified, where, for the purposes of purification, an aqueous solution of the separated-off crude methionine is prepared and subjected to a recrystallization, characterized in that the solution from which the recrystallization takes place contains potassium ions and also a crystallization additive, where the crystallization additive is a nonionic or anionic surfactant, or a mixture of different nonionic or anionic surfactants, and that the recrystallization takes place by introducing a 60 to 110° C.-hot methionine solution into a 35 to 80° C.-warm methionine suspension, the temperature of which is lower than that of the introduced solution, the temperature of the methionine suspension being maintained between 35 and 80° C.Type: GrantFiled: February 26, 2013Date of Patent: October 13, 2015Assignee: EVONIK INDUSTRIES AGInventors: Martin Koerfer, Hans Joachim Hasselbach, Stefan Reichert, Harald Jakob, Christoph Weckbecker, Klaus Huthmacher, Horst Krull, Bernd Drapal, Rainer Peter