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).
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Publication number: 20240060006Abstract: 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: ApplicationFiled: October 19, 2023Publication date: February 22, 2024Inventors: Shawn Eady, Tyler Robison, Michelle Cruz, Trenton Wilke, Sabrina Conrad, Maryam Ansari, Christoph Krumm
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Publication number: 20230183604Abstract: 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: ApplicationFiled: December 1, 2022Publication date: June 15, 2023Inventors: Shawn Eady, Tyler Robison, Michelle Cruz, Trenton Wilke, Sabrina Conrad, Maryam Ansari, Christoph Krumm
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Patent number: 11634399Abstract: 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: GrantFiled: January 25, 2021Date of Patent: April 25, 2023Assignee: Sironix Renewables, Inc.Inventors: Shawn Eady, Connor Beach, Christoph Krumm
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Patent number: 11492338Abstract: 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: GrantFiled: May 3, 2021Date of Patent: November 8, 2022Assignee: SIRONIX RENEWABLES, INC.Inventors: Shawn Eady, Sabrina Conrad, Trenton Wilke, Christoph Krumm
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Publication number: 20220204467Abstract: 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: ApplicationFiled: May 3, 2021Publication date: June 30, 2022Inventors: Shawn Eady, Sabrina Conrad, Trenton Wilke, Christoph Krumm
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Patent number: 11242305Abstract: 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: GrantFiled: December 14, 2018Date of Patent: February 8, 2022Assignee: Sironix Renewables, Inc.Inventors: Christoph Krumm, Connor Beach, Shawn Eady
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Patent number: 11236057Abstract: 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: GrantFiled: November 7, 2016Date of Patent: February 1, 2022Assignee: REGENTS OF THE UNIVERSITY OF MINNESOTAInventors: Christoph Krumm, Kristeen Joseph, Dae Sung Park, Mahesh Mahanthappa, Paul J. Dauenhauer
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Patent number: 11168076Abstract: 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: GrantFiled: December 17, 2020Date of Patent: November 9, 2021Assignee: SIRONIX RENEWABLES, INC.Inventors: Shawn Eady, Christoph Krumm
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Publication number: 20210188824Abstract: 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: ApplicationFiled: December 17, 2020Publication date: June 24, 2021Inventors: Shawn Eady, Christoph Krumm
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Publication number: 20210139444Abstract: 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: ApplicationFiled: January 25, 2021Publication date: May 13, 2021Inventors: Shawn EADY, Connor BEACH, Christoph KRUMM
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Publication number: 20210087124Abstract: 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: ApplicationFiled: December 14, 2018Publication date: March 25, 2021Applicant: Sironix Renewables, Inc.Inventors: Christoph KRUMM, Connor BEACH, Shawn EADY
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Patent number: 10934266Abstract: 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: GrantFiled: July 10, 2019Date of Patent: March 2, 2021Assignee: SIRONIX RENEWABLES, INC.Inventors: Shawn Eady, Connor Beach, Christoph Krumm
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Publication number: 20200407335Abstract: 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: ApplicationFiled: July 10, 2019Publication date: December 31, 2020Inventors: Shawn EADY, Connor BEACH, Christoph KRUMM
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Patent number: 10618881Abstract: 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: GrantFiled: November 7, 2016Date of Patent: April 14, 2020Assignees: Regents of the University of Minnesota, University of DelawareInventors: Dae Sung Park, Christoph Krumm, Maura Koehle, Kristeen Joseph, Dionisos G. Vlachos, Raul F. Lobo, Paul J. Dauenhauer
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Publication number: 20180327376Abstract: 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: ApplicationFiled: November 7, 2016Publication date: November 15, 2018Inventors: Dae Sung Park, Christoph Krumm, Maura Koehle, Kristeen Joseph, Dionisos G. Vlachos, Raul F. Lobo, Paul J. Dauenhauer
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Publication number: 20180327375Abstract: 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: ApplicationFiled: November 7, 2016Publication date: November 15, 2018Inventors: Christoph Krumm, Kristeen Joseph, Dae Sung Park, Mahesh Mahanthappa, Paul J. Dauenhauer