Patents by Inventor Bernd Drapal

Bernd Drapal 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: 20220306574
    Abstract: 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: Application
    Filed: June 17, 2020
    Publication date: September 29, 2022
    Applicant: Evonik Operations GmbH
    Inventors: Johannes WEFER, Hans-Joachim HASSELBACH, Tobias WINKLER, Danny DE CORTE, Bernd DRAPAL, Imad MOUSSALLEM, Christian RENNER, Christian RÜCKRIEGEL
  • Patent number: 10919848
    Abstract: 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: Grant
    Filed: May 8, 2018
    Date of Patent: February 16, 2021
    Assignee: Evonik Operations GmbH
    Inventors: Sebastian Bernhardt, Martin Körfer, Stefan Reichert, Hans-Joachim Hasselbach, Bernd Drapal, Rainer Peter, Christian Kaiser, Benny Hartono, Harald Jakob
  • Publication number: 20200039928
    Abstract: 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: Application
    Filed: May 8, 2018
    Publication date: February 6, 2020
    Applicant: Evonik Operations GmbH
    Inventors: Sebastian Bernhardt, Martin Körfer, Stefan Reichert, Hans-Joachim Hasselbach, Bernd Drapal, Rainer Peter, Christian Kaiser, Benny Hartono, Harald Jakob
  • Patent number: 9464045
    Abstract: 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: Grant
    Filed: September 10, 2015
    Date of Patent: October 11, 2016
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Martin Koerfer, Hans Joachim Hasselbach, Stefan Reichert, Harald Jakob, Christoph Weckbecker, Klaus Huthmacher, Horst Krull, Bernd Drapal, Rainer Peter
  • Publication number: 20160068480
    Abstract: 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: Application
    Filed: September 10, 2015
    Publication date: March 10, 2016
    Applicant: EVONIK INDUSTRIES AG
    Inventors: Martin KOERFER, Hans Joachim HASSELBACH, Stefan REICHERT, Harald JAKOB, Christoph WECKBECKER, Klaus HUTHMACHER, Horst KRULL, Bernd DRAPAL, Rainer PETER
  • Patent number: 9156782
    Abstract: 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: Grant
    Filed: February 26, 2013
    Date of Patent: October 13, 2015
    Assignee: EVONIK INDUSTRIES AG
    Inventors: Martin Koerfer, Hans Joachim Hasselbach, Stefan Reichert, Harald Jakob, Christoph Weckbecker, Klaus Huthmacher, Horst Krull, Bernd Drapal, Rainer Peter
  • Publication number: 20150051421
    Abstract: 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: Application
    Filed: February 26, 2013
    Publication date: February 19, 2015
    Applicant: EVONIK INDUSTRIES AG
    Inventors: Martin Koerfer, Hans Joachim Hasselbach, Stefan Reichert, Harald Jakob, Christoph Weckbecker, Klaus Huthmacher, Horst Krull, Bernd Drapal, Rainer Peter
  • Patent number: 6586635
    Abstract: A process for the preparation of &bgr;,&ggr;,&dgr;-unsaturated ketones and/or &agr;,&bgr;,&ggr;,&dgr;-unsaturated ketones by the reaction of an unsaturated alcohol with an enol ether or mixture of enol ethers, with formation of ketals as a by-product, at temperatures of from 50° C. to 200° C., in the presence of an acid catalyst, whereby one or all of the reagents is/are heated to the reaction temperature of from 50° C. to 200° C. before the acid catalyst is added.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: July 1, 2003
    Assignee: Degussa AG
    Inventors: Nongyuan Shi, Bernd Drapal, Steffen Krill, Markus Julino, Klaus Huthmacher
  • Publication number: 20020169342
    Abstract: A process for the preparation of &bgr;,&ggr;,&dgr;-unsaturated ketones and/or &agr;,&bgr;,&ggr;,&dgr;-unsaturated ketones by the reaction of an unsaturated alcohol with an enol ether or mixture of enol ethers, with formation of ketals as a by-product, at temperatures of from 50° C. to 200° C., in the presence of an acid catalyst, whereby one or all of the reagents is/are heated to the reaction temperature of from 50° C. to 200° C. before the acid catalyst is added.
    Type: Application
    Filed: April 26, 2002
    Publication date: November 14, 2002
    Applicant: DEGUSSA AG
    Inventors: Nongyuan Shi, Bernd Drapal, Steffen Krill, Markus Julino, Klaus Huthmacher
  • Publication number: 20020161263
    Abstract: A process for the preparation of ketones corresponding to the general Formula I 1
    Type: Application
    Filed: April 26, 2002
    Publication date: October 31, 2002
    Applicant: DEGUSSA AG
    Inventors: Nongyuan Shi, Steffen Krill, Klaus Huthmacher, Bernd Drapal
  • Patent number: 6380437
    Abstract: Process for the preparation of unsaturated 4,5-allene ketones by reaction of tertiary propargyl alcohols with alkenyl alkyl ethers or ketals in the presence of aliphatic sulfonic acids or sulfonic acid salts.
    Type: Grant
    Filed: October 11, 2000
    Date of Patent: April 30, 2002
    Assignee: Degussa AG
    Inventors: Nongyuan Shi, Frank Hübner, Bernd Drapal, Rainer Peter, Steffen Krill, Klaus Huthmacher, Christoph Weckenbecker
  • Patent number: 6103924
    Abstract: Preparation of 2,3,5-trimethylhydroquinone diesters by rearrangement of 2,6,6-trimethylcyclohex-2-ene-1,4-dione (4-oxo-isophorone, ketoisophorone) in the presence of a solid, acid catalyst and an acylating agent, for example carboxylic acid anhydrides or carboxylic acid halides. The 2,3,5-trimethylhydroquinone diester may then optionally be saponified to the free 2,3,5-trimethylhydroquinone, which is a valuable building block in the synthesis of vitamin E.
    Type: Grant
    Filed: April 21, 1999
    Date of Patent: August 15, 2000
    Assignee: Degussa-Huls AG
    Inventors: Nongyuan Shi, Mario Scholz, Steffen Hasenzahl, Horst Weigel, Bernd Drapal, Ralph McIntosh, Hans J. Hasselbach, Klaus Huthmacher
  • Patent number: 6063968
    Abstract: The invention relates to an improved method for the production of 2,3,5-trimethylhydroquinone by rearranging 4-oxo-isophorone (keto-isophorone, 3,5,5-trimethylcyclohex-2-en[e]-1,4-dione) to a trimethylhydroquinone diester and by its subsequent saponification.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: May 16, 2000
    Assignee: Degussa Aktiengesellschaft
    Inventors: Frank Hubner, Steffen Krill, Bernd Drapal, Hermann Schmitt, Klaus Huthmacher, Herbert Tanner