Patents by Inventor Hans-Juergen Koehle

Hans-Juergen Koehle 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: 20230382829
    Abstract: A method for preparing 1,2-propanediol involves reacting propene with hydrogen peroxide, in the presence of a phase transfer catalyst and a heteropolytungstate, in a liquid reaction mixture containing an aqueous phase with a maximum apparent pH of 6 and an organic phase containing a solvent having a solubility in water at 20° C. of less than 500 mg/kg. The method then involves separating the liquid reaction mixture into an aqueous phase containing 1,2-propanediol and an organic phase; recycling at least a part of the separated organic phase to the reaction; and extracting the separated aqueous phase with an extractant solution containing the same phase transfer catalyst and solvent as used in the reaction to provide an extracted aqueous phase and an extract phase. The method further involves recycling at least a part of the extract phase to the reaction and recovering 1,2-propanediol from the extracted aqueous phase.
    Type: Application
    Filed: October 7, 2021
    Publication date: November 30, 2023
    Applicant: Evonik Operations GmbH
    Inventors: Holger Wiederhold, David Bolz, Georg Friedrich Thiele, Bernd Jaeger, Hans-Jürgen Köhle, Sebastian Imm, Marina Lazar
  • Patent number: 11680228
    Abstract: Amides of an aliphatic polyamine with two or three molecules of 12-hydroxyoctadecanoic acid, wherein the polyamine comprises at least one primary amino group for each molecule of 12-hydroxyoctadecanoic acid and additionally at least one secondary and/or tertiary amino group, can be used in a lipase stable thickener composition comprising from 50 to 95% by weight of one or more of the amides, from 5 to 50% by weight of one or more diluents and from 0 to 10% by weight water, and such thickener compositions can be prepared by a step of heating a starting mixture comprising hydrogenated castor oil and one or more aliphatic polyamines and adding one or more diluents before or after the heating step.
    Type: Grant
    Filed: February 16, 2017
    Date of Patent: June 20, 2023
    Assignee: Evonik Operations GmbH
    Inventors: Hans-Jürgen Köhle, Michael Klostermann, Gonglu Tian
  • Patent number: 11547644
    Abstract: An emulsion contains A) an alkyl ester quat of formula I wherein R1 is an acyl radical of a fatty acid with a chain length of from 6 to 24 carbon atoms, with the proviso that a mass fraction of saturated, linear fatty acids with a chain length of from 12 to 24 carbon atoms, is more than 50% by weight, based on all acyl radicals R1, wherein R2 is an alkyl radical having 1 to 6 carbon atoms, wherein a=1-3 and b=1-3, with the proviso that a+b=4, B) at least one consistency regulator, and C) at least one cosmetic oil.
    Type: Grant
    Filed: July 5, 2016
    Date of Patent: January 10, 2023
    Assignee: Evonik Operations GmbH
    Inventors: Juergen Meyer, Anna M. Howe, Maria L. Spohrer, Hans-Juergen Koehle, Brajesh Kumar Jha
  • Patent number: 10815191
    Abstract: The invention relates to cosmetic formulations comprising specific ester quats based on isopropanolamine or tetrahydroxypropyl ethylenediamine, and to the use of these ester quats in cosmetics.
    Type: Grant
    Filed: September 22, 2015
    Date of Patent: October 27, 2020
    Assignee: EVONIK OPERATIONS GMBH
    Inventors: Peter Schwab, Hans-Juergen Koehle, Kurt Seidel, Ursula Westerholt, Hans Henning Wenk
  • Patent number: 10221379
    Abstract: Liquid detergent compositions can be stably structured using amides of an aliphatic polyamine with two, three or four molecules of fully saturated hydroxyl alkyl acids, even in the presence of hydrolyzing detergent ingredients such as lipase enzyme.
    Type: Grant
    Filed: February 23, 2017
    Date of Patent: March 5, 2019
    Assignee: The Procter & Gamble Company
    Inventors: Liesbet Maria Cornelia Detroch, Susana Fernandez-Prieto, Vincenzo Guida, Michael Klostermann, Hans-Jürgen Köhle, Bruno Jean-Pierre Matthys, Johan Smets, Gonglu Tian
  • Patent number: 10214471
    Abstract: The process for preparing 1,2-propanediol from propene and hydrogen peroxide comprises the steps of a) reacting propene with hydrogen peroxide in the presence of a catalyst mixture comprising a phase transfer catalyst and a heteropolytungstate, wherein the reaction is carried out in a liquid mixture comprising an aqueous phase having a pH of at most 6 and an organic phase, b) separating the biphasic mixture from step a) into an aqueous phase and an organic phase comprising propene oxide, c) recycling the propene oxide present in the separated organic phase into the reaction of step a) and d) separating 1,2-propanediol from the aqueous phase separated in step b).
    Type: Grant
    Filed: November 1, 2016
    Date of Patent: February 26, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Holger Wiederhold, David Bolz, Bernd Jaeger, Hans-Jürgen Köhle, Sebastian Imm, Georg Friedrich Thiele
  • Patent number: 10113137
    Abstract: A fabric softener active composition, comprising as component A at least 50% by weight of a bis-(2-hydroxypropyl)-dimethylammonium methylsulphate fatty acid ester having a molar ratio of fatty acid moieties to amine moieties of from 1.5 to 1.99, an average chain length of the fatty acid moieties of from 16 to 18 carbon atoms and an iodine value of the fatty acid moieties, calculated for the free fatty acid, of from 0.5 to 50, and as component B a (2-hydroxypropyl)-(1-methyl-2-hydroxyethyl)-dimethylammonium methylsulphate fatty acid ester having the same fatty acid moieties as component A, and wherein the molar ratio of component B to component A is from 0.05 to 0.20.
    Type: Grant
    Filed: October 1, 2015
    Date of Patent: October 30, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Hans-Jürgen Köhle, Marc Johan Declercq, Pieter Jan Maria Saveyn
  • Patent number: 10011806
    Abstract: In a method for making a tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester by quaternizing a tris-(2-hydroxyethyl)-amine fatty acid ester with dimethylsulfate the quaternizing is carried out in the presence of a solid acid scavenger. The method can provide a fabric softener active composition, comprising from 65 to 98% by weight of at least one tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester, the corresponding non-quaternized tris-(2-hydroxyethyl)-amine fatty acid esters in amounts providing a total amine number of the composition of from 2 to less than 7 mg KOH/g, and from 1 to 1500 ppm methanol.
    Type: Grant
    Filed: November 3, 2014
    Date of Patent: July 3, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Hans-Jürgen Köhle, Axel Euler, Kurt Seidel, Peter Schwab
  • Patent number: 9801797
    Abstract: Cosmetic formulations including specific ester quats based on isopropanolamine are provided, as well as the use of these ester quats in cosmetics.
    Type: Grant
    Filed: March 21, 2014
    Date of Patent: October 31, 2017
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Hans-Juergen Koehle, Kurt Seidel, Peter Schwab, Ursula Westerholt
  • Publication number: 20170298294
    Abstract: A fabric softener active composition, comprising as component A at least 50% by weight of a bis-(2-hydroxypropyl)-dimethylammonium methylsulphate fatty acid ester having a molar ratio of fatty acid moieties to amine moieties of from 1.5 to 1.99, an average chain length of the fatty acid moieties of from 16 to 18 carbon atoms and an iodine value of the fatty acid moieties, calculated for the free fatty acid, of from 0.5 to 50, and as component B a (2-hydroxypropyl)-(1-methyl-2-hydroxyethyl)-dimethylammonium methylsulphate fatty acid ester having the same fatty acid moieties as component A, and wherein the molar ratio of component B to component A is from 0.05 to 0.20.
    Type: Application
    Filed: October 1, 2015
    Publication date: October 19, 2017
    Applicant: Evonik Degussa GmbH
    Inventors: Hans-Jürgen KÖHLE, Marc Johan DECLERCQ, Pieter Jan Maria SAVEYN
  • Patent number: 9763870
    Abstract: The invention relates to formulations containing liquid ester quats and/or imidazolinium salts and polymer thickeners and to the use thereof.
    Type: Grant
    Filed: September 22, 2015
    Date of Patent: September 19, 2017
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Peter Schwab, Ursula Westerholt, Uta Kortemeier, Jochen Kleinen, Christian Hartung, Hans-Juergen Koehle
  • Publication number: 20170247646
    Abstract: Liquid detergent compositions can be stably structured using amides of an aliphatic polyamine with two, three or four molecules of fully saturated hydroxyl alkyl acids, even in the presence of hydrolysing detergent ingredients such as lipase enzyme.
    Type: Application
    Filed: February 23, 2017
    Publication date: August 31, 2017
    Inventors: Liesbet Maria Cornelia DETROCH, Susana FERNANDEZ-PRIETO, Vincenzo GUIDA, Michael KLOSTERMANN, Hans-Jürgen KÖHLE, Bruno Jean-Pierre MATTHYS, Johan SMETS, Gonglu TIAN
  • Patent number: 9745251
    Abstract: The invention relates to novel compounds, to aqueous, in particular surfactant-containing formulations containing the novel compounds and to the use of the novel compounds as thickening agents of aqueous, in particular surfactant-containing formulations.
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: August 29, 2017
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Michael Klostermann, Hans Henning Wenk, Hans-Juergen Koehle, Joachim Venzmer, Dirk Kuppert, Juergen Lattich, Ulrike Kottke
  • Publication number: 20170000709
    Abstract: An emulsion contains A) an alkyl ester quat of formula I wherein R1 is an acyl radical of a fatty acid with a chain length of from 6 to 24 carbon atoms, with the proviso that a mass fraction of saturated, linear fatty acids with a chain length of from 12 to 24 carbon atoms, is more than 50% by weight, based on all acyl radicals R1, wherein R2 is an alkyl radical having 1 to 6 carbon atoms, wherein a=1-3 and b=1-3, with the proviso that a+b=4, B) at least one consistency regulator, and C) at least one cosmetic oil.
    Type: Application
    Filed: July 5, 2016
    Publication date: January 5, 2017
    Applicant: Evonik Degussa GmbH
    Inventors: Juergen MEYER, Anna M. HOWE, Maria L. SPOHRER, Hans-Juergen KOEHLE, Brajesh Kumar JHA
  • Patent number: 9441187
    Abstract: Reacting at least one tris-(2-hydroxyethyl)-amine fatty acid ester with dimethylsulfate at a molar ratio of dimethylsulfate to amine nitrogen of from 0.79 to 0.94 until the reaction mixture has a total amine number of from 7 to 20 mg KOH/g provides novel fabric softener active compositions with a low content of methanol, comprising from 65 to 98% by weight of tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters and from 1 to 1500 ppm methanol.
    Type: Grant
    Filed: April 24, 2013
    Date of Patent: September 13, 2016
    Assignee: Evonik Degussa GmbH
    Inventors: Hans-Jürgen Köhle, Ulrike Kottke, Dirk Kuppert, Dietmar Träumer, Kurt Seidel, Axel Euler
  • Publication number: 20160081907
    Abstract: The invention relates to formulations containing liquid ester quats and/or imidazolinium salts and polymer thickeners and to the use thereof.
    Type: Application
    Filed: September 22, 2015
    Publication date: March 24, 2016
    Inventors: Peter Schwab, Ursula Westerholt, Uta Kortemeier, Jochen Kleinen, Christian Hartung, Hans-Juergen Koehle
  • Publication number: 20160083333
    Abstract: The invention relates to cosmetic formulations comprising specific ester quats based on isopropanolamine or tetrahydroxypropyl ethylenediamine, and to the use of these ester quats in cosmetics.
    Type: Application
    Filed: September 22, 2015
    Publication date: March 24, 2016
    Inventors: Peter Schwab, Hans-Juergen Koehle, Kurt Seidel, Ursula Westerholt, Hans Henning Wenk
  • Publication number: 20150203443
    Abstract: The invention relates to novel compounds, to aqueous, in particular surfactant-containing formulations containing the novel compounds and to the use of the novel compounds as thickening agents of aqueous, in particular surfactant-containing formulations.
    Type: Application
    Filed: March 7, 2013
    Publication date: July 23, 2015
    Applicant: EVONIK INDUSTRIES AG
    Inventors: Michael Klostermann, Hans Henning Wenk, Hans-Juergen Koehle, Joachim Venzmer, Dirk Kuppert, Juergen Lattich, Ulrike Kottke
  • Patent number: 9073818
    Abstract: The invention relates to novel quaternary ammonium compounds of the esterquat type, to a method for the production thereof, and to the use thereof in formulations.
    Type: Grant
    Filed: May 2, 2011
    Date of Patent: July 7, 2015
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Sascha Herrwerth, Burghard Gruening, Hans-Juergen Koehle, Isabella Ulrich-Brehm
  • Publication number: 20150126431
    Abstract: In a method for making a tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester by quaternizing a tris-(2-hydroxyethyl)-amine fatty acid ester with dimethylsulfate the quaternizing is carried out in the presence of a solid acid scavenger. The method can provide a fabric softener active composition, comprising from 65 to 98% by weight of at least one tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester, the corresponding non-quaternized tris-(2-hydroxyethyl)-amine fatty acid esters in amounts providing a total amine number of the composition of from 2 to less than 7 mg KOH/g, and from 1 to 1500 ppm methanol.
    Type: Application
    Filed: November 3, 2014
    Publication date: May 7, 2015
    Applicant: Evonik Industries AG
    Inventors: Hans-Jürgen Köhle, Axel Euler, Kurt Seidel, Peter Schwab