Patents by Inventor Christoph Krumm

Christoph Krumm 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: 20240060006
    Abstract: Disclosed herein are methods for sulfonation of oleo-furan compounds derived from a furan moiety and either an individual fatty acid or a mixture of fatty acids representative of those yielded from one or more plant oils. Additionally, this disclosure describes tuning sulfonation conditions to produce oleo-furan sulfonate blends which can demonstrate beneficial surfactant characteristics and improvements in various applications.
    Type: Application
    Filed: October 19, 2023
    Publication date: February 22, 2024
    Inventors: Shawn Eady, Tyler Robison, Michelle Cruz, Trenton Wilke, Sabrina Conrad, Maryam Ansari, Christoph Krumm
  • Publication number: 20230183604
    Abstract: Disclosed herein are methods for sulfonation of oleo-furan compounds derived from a furan moiety and either an individual fatty acid or a mixture of fatty acids representative of those yielded from one or more plant oils. Additionally, this disclosure describes tuning sulfonation conditions to produce oleo-furan sulfonate blends which can demonstrate beneficial surfactant characteristics and improvements in various applications.
    Type: Application
    Filed: December 1, 2022
    Publication date: June 15, 2023
    Inventors: Shawn Eady, Tyler Robison, Michelle Cruz, Trenton Wilke, Sabrina Conrad, Maryam Ansari, Christoph Krumm
  • Patent number: 11634399
    Abstract: Compositions of furan based surfactants derived from unsaturated carbon-containing molecules, such as fatty acids, as well as methods for forming furan based surfactants from unsaturated carbon-containing molecules, such as fatty acids, are disclosed herein. These compositions and methods can utilize long-chain (e.g., C14-C26) unsaturated carbon-containing molecules, for instance unsaturated fatty acids such as oleic acid or methyl oleate from soybean oil, to derive oleo-furan surfactants. To facilitate this, certain such embodiments include reaction steps that cleave the reactant molecule (e.g., methyl oleate) at the double bond and subsequently oxidize products to form a carboxylic acid molecule and a dicarboxylic acid molecule. In such embodiments, these two acids can be subsequently acylated with furan and functionalized to form surfactants.
    Type: Grant
    Filed: January 25, 2021
    Date of Patent: April 25, 2023
    Assignee: Sironix Renewables, Inc.
    Inventors: Shawn Eady, Connor Beach, Christoph Krumm
  • Patent number: 11492338
    Abstract: Chemical compositions, and related methods for synthesizing furan, such as oleo-furan, surfactants, include calcium, magnesium, ammonium and/or lithium cations and one of a number of furan derivatives. Methods for synthesizing such furan surfactants containing calcium, magnesium, ammonium and/or lithium cations can include chemical reagents and purification procedures to prepare furan surfactants containing calcium, magnesium, ammonium and/or lithium cations. These furan surfactant compositions can be free of dioxane and ethoxylate.
    Type: Grant
    Filed: May 3, 2021
    Date of Patent: November 8, 2022
    Assignee: SIRONIX RENEWABLES, INC.
    Inventors: Shawn Eady, Sabrina Conrad, Trenton Wilke, Christoph Krumm
  • Publication number: 20220204467
    Abstract: Chemical compositions, and related methods for synthesizing furan, such as oleo-furan, surfactants, include calcium, magnesium, ammonium and/or lithium cations and one of a number of furan derivatives. Methods for synthesizing such furan surfactants containing calcium, magnesium, ammonium and/or lithium cations can include chemical reagents and purification procedures to prepare furan surfactants containing calcium, magnesium, ammonium and/or lithium cations. These furan surfactant compositions can be free of dioxane and ethoxylate.
    Type: Application
    Filed: May 3, 2021
    Publication date: June 30, 2022
    Inventors: Shawn Eady, Sabrina Conrad, Trenton Wilke, Christoph Krumm
  • Patent number: 11242305
    Abstract: Devices, systems, and methods for forming furan based surfactants by reactive distillation are disclosed herein. Various embodiments can provide a consolidated reaction process that uses reactive distillation to synthesize oleo-furan surfactant molecules and intermediates by combining reaction and separation steps into a single reaction unit or a number of connected reaction units. The single reaction unit or a number of connected reaction units can include a catalyst bed and act to separate reaction side products at opposing ends of the unit or units.
    Type: Grant
    Filed: December 14, 2018
    Date of Patent: February 8, 2022
    Assignee: Sironix Renewables, Inc.
    Inventors: Christoph Krumm, Connor Beach, Shawn Eady
  • Patent number: 11236057
    Abstract: Disclosed are compounds of the Formula 1 wherein A is an aromatic moiety; H is a hydrophobic group comprising a main alkyl chain having from about 3 to about 26 carbon atoms and comprising a C2 or greater alkyl chain branched from the main alkyl chain; and K is a hydrophilic group.
    Type: Grant
    Filed: November 7, 2016
    Date of Patent: February 1, 2022
    Assignee: REGENTS OF THE UNIVERSITY OF MINNESOTA
    Inventors: Christoph Krumm, Kristeen Joseph, Dae Sung Park, Mahesh Mahanthappa, Paul J. Dauenhauer
  • Patent number: 11168076
    Abstract: Methods for synthesizing oleo-furan surfactants from fatty aldehydes and compositions of furan based surfactants synthesized from such methods are disclosed. One method of forming a surfactant can include a hydroxyalkylation reaction of two methylfuran molecules with a fatty aldehyde molecule to form a di-furan product. This method can also include forming a surfactant from the di-furan product formed from the hydroxyalkylation. In particular, this di-furan product can be a surfactant precursor that is functionalized to form a surfactant.
    Type: Grant
    Filed: December 17, 2020
    Date of Patent: November 9, 2021
    Assignee: SIRONIX RENEWABLES, INC.
    Inventors: Shawn Eady, Christoph Krumm
  • Publication number: 20210188824
    Abstract: Methods for synthesizing oleo-furan surfactants from fatty aldehydes and compositions of furan based surfactants synthesized from such methods are disclosed. One method of forming a surfactant can include a hydroxyalkylation reaction of two methylfuran molecules with a fatty aldehyde molecule to form a di-furan product. This method can also include forming a surfactant from the di-furan product formed from the hydroxyalkylation. In particular, this di-furan product can be a surfactant precursor that is functionalized to form a surfactant.
    Type: Application
    Filed: December 17, 2020
    Publication date: June 24, 2021
    Inventors: Shawn Eady, Christoph Krumm
  • Publication number: 20210139444
    Abstract: Compositions of furan based surfactants derived from unsaturated carbon-containing molecules, such as fatty acids, as well as methods for forming furan based surfactants from unsaturated carbon-containing molecules, such as fatty acids, are disclosed herein. These compositions and methods can utilize long-chain (e.g., C14-C26) unsaturated carbon-containing molecules, for instance unsaturated fatty acids such as oleic acid or methyl oleate from soybean oil, to derive oleo-furan surfactants. To facilitate this, certain such embodiments include reaction steps that cleave the reactant molecule (e.g., methyl oleate) at the double bond and subsequently oxidize products to form a carboxylic acid molecule and a dicarboxylic acid molecule. In such embodiments, these two acids can be subsequently acylated with furan and functionalized to form surfactants.
    Type: Application
    Filed: January 25, 2021
    Publication date: May 13, 2021
    Inventors: Shawn EADY, Connor BEACH, Christoph KRUMM
  • Publication number: 20210087124
    Abstract: Devices, systems, and methods for forming furan based surfactants by reactive distillation are disclosed herein. Various embodiments can provide a consolidated reaction process that uses reactive distillation to synthesize oleo-furan surfactant molecules and intermediates by combining reaction and separation steps into a single reaction unit or a number of connected reaction units. The single reaction unit or a number of connected reaction units can include a catalyst bed and act to separate reaction side products at opposing ends of the unit or units.
    Type: Application
    Filed: December 14, 2018
    Publication date: March 25, 2021
    Applicant: Sironix Renewables, Inc.
    Inventors: Christoph KRUMM, Connor BEACH, Shawn EADY
  • Patent number: 10934266
    Abstract: Compositions of furan based surfactants derived from unsaturated carbon-containing molecules, such as fatty acids, as well as methods for forming furan based surfactants from unsaturated carbon-containing molecules, such as fatty acids, are disclosed herein. These compositions and methods can utilize long-chain (e.g., C14-C26) unsaturated carbon-containing molecules, for instance unsaturated fatty acids such as oleic acid or methyl oleate from soybean oil, to derive oleo-furan surfactants. To facilitate this, certain such embodiments include reaction steps that cleave the reactant molecule (e.g., methyl oleate) at the double bond and subsequently oxidize products to form a carboxylic acid molecule and a dicarboxylic acid molecule. In such embodiments, these two acids can be subsequently acylated with furan and functionalized to form surfactants.
    Type: Grant
    Filed: July 10, 2019
    Date of Patent: March 2, 2021
    Assignee: SIRONIX RENEWABLES, INC.
    Inventors: Shawn Eady, Connor Beach, Christoph Krumm
  • Publication number: 20200407335
    Abstract: Compositions of furan based surfactants derived from unsaturated carbon-containing molecules, such as fatty acids, as well as methods for forming furan based surfactants from unsaturated carbon-containing molecules, such as fatty acids, are disclosed herein. These compositions and methods can utilize long-chain (e.g., C14-C26) unsaturated carbon-containing molecules, for instance unsaturated fatty acids such as oleic acid or methyl oleate from soybean oil, to derive oleo-furan surfactants. To facilitate this, certain such embodiments include reaction steps that cleave the reactant molecule (e.g., methyl oleate) at the double bond and subsequently oxidize products to form a carboxylic acid molecule and a dicarboxylic acid molecule. In such embodiments, these two acids can be subsequently acylated with furan and functionalized to form surfactants.
    Type: Application
    Filed: July 10, 2019
    Publication date: December 31, 2020
    Inventors: Shawn EADY, Connor BEACH, Christoph KRUMM
  • Patent number: 10618881
    Abstract: Methods that include acylating an aromatic containing compound by reacting the aromatic containing compound with an anhydride containing compound to form an acylated aromatic containing compound.
    Type: Grant
    Filed: November 7, 2016
    Date of Patent: April 14, 2020
    Assignees: Regents of the University of Minnesota, University of Delaware
    Inventors: Dae Sung Park, Christoph Krumm, Maura Koehle, Kristeen Joseph, Dionisos G. Vlachos, Raul F. Lobo, Paul J. Dauenhauer
  • Publication number: 20180327376
    Abstract: Methods that include acylating an aromatic containing compound by reacting the aromatic containing compound with an anhydride containing compound to form an acylated aromatic containing compound.
    Type: Application
    Filed: November 7, 2016
    Publication date: November 15, 2018
    Inventors: Dae Sung Park, Christoph Krumm, Maura Koehle, Kristeen Joseph, Dionisos G. Vlachos, Raul F. Lobo, Paul J. Dauenhauer
  • Publication number: 20180327375
    Abstract: Disclosed are compounds of the Formula 1 wherein A is an aromatic moiety; H is a hydrophobic group comprising a main alkyl chain having from about 3 to about 26 carbon atoms and comprising a C2 or greater alkyl chain branched from the main alkyl chain; and K is a hydrophilic group.
    Type: Application
    Filed: November 7, 2016
    Publication date: November 15, 2018
    Inventors: Christoph Krumm, Kristeen Joseph, Dae Sung Park, Mahesh Mahanthappa, Paul J. Dauenhauer