Patents by Inventor Todd A. Werpy

Todd A. Werpy 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).

  • Patent number: 7615652
    Abstract: The invention includes methods for producing dianhydrosugar alcohol by providing an acid catalyst within a reactor and passing a starting material through the reactor at a first temperature. At least a portion of the staring material is converted to a monoanhydrosugar isomer during the passing through the column. The monoanhydrosugar is subjected to a second temperature which is greater than the first to produce a dianhydrosugar. The invention includes a method of producing isosorbide. An initial feed stream containing sorbitol is fed into a continuous reactor containing an acid catalyst at a temperature of less than 120° C. The residence time for the reactor is less than or equal to about 30 minutes. Sorbitol converted to 1,4-sorbitan in the continuous reactor is subsequently provided to a second reactor and is dehydrated at a temperature of at least 120° C. to produce isosorbide.
    Type: Grant
    Filed: January 26, 2006
    Date of Patent: November 10, 2009
    Assignee: Battelle Memorial Institute
    Inventors: Johnathan E. Holladay, Jianli Hu, Yong Wang, Todd A. Werpy
  • Publication number: 20090054538
    Abstract: Chemical production processes are provided than can include exposing a reactant composition to a catalyst composition to form a product composition, with the reactant composition including a multihydric alcohol compound and product composition including a carbonyl compound. The catalyst composition can include one or more elements of groups 5 and 6 of the periodic table of elements. Catalyst compositions are provided that can include one or more of niobia, hydrated niobia, tungstic acid, phosphotungstic acid, and phosphomolybdic acid.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Johnathon E. Holladay, Todd A. Werpy
  • Publication number: 20090054693
    Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
  • Publication number: 20090054695
    Abstract: Chemical production processes are provided that can include exposing a reactant composition to a catalyst composition to form a product composition. The reactant composition can include a multihydric alcohol compound and the product composition can include a carbonyl compound. The catalyst composition can include a metal effective to facilitate catalyst activation. Processes disclosed also include supplementing a dehydration catalyst with a promoter, and activating the supplemented catalyst in the presence of oxygen. Processes also include providing a supplemented dehydration catalyst to within a reactor, and exposing a multihydric alcohol compound to the dehydration catalyst, with the exposing forming coke within the reactor. Oxygen can be provided to the reactor to remove at least a portion of the coke.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Alan H. Zacher, Michel J. Gray, James F. White, Todd A. Werpy
  • Publication number: 20090054694
    Abstract: Chemical production processes are provided that include exposing a reactant composition to a catalyst composition to form a product composition, with the reactant composition including a multihydric alcohol compound and the catalyst composition being effective to dehydrate at least a portion of the multihydric alcohol compound. Embodiments of the process provide that the reactant composition is exposed to the catalyst composition for less than about 0.25 seconds and/or that the catalyst is maintained at a temperature of from about 280° C. to about 320° C. Processes utilizing a reactant composition including a multihydric alcohol compound and an inert compound are also provided.
    Type: Application
    Filed: August 24, 2007
    Publication date: February 26, 2009
    Inventors: Thomas H. Peterson, Johnathan E. Holladay, Alan H. Zacher, Michel J. Gray, Todd A. Werpy, James F. White
  • Publication number: 20070287845
    Abstract: A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
    Type: Application
    Filed: June 8, 2007
    Publication date: December 13, 2007
    Applicant: BATTELLE MEMORIAL INSTITUTE
    Inventors: Michael Lilga, Richard Hallen, Todd Werpy, James White, Johnathan Holladay, John Frye, Alan Zacher
  • Publication number: 20070173643
    Abstract: The invention includes methods of processing an initial di-carbonyl compound by conversion to a cyclic compound. The cyclic compound is reacted with an alkylating agent to form a derivative having an alkylated ring nitrogen. The invention encompasses a method of producing an N-alkyl product. Ammonia content of a solution is adjusted to produce a ratio of ammonia to di-carboxylate compound of from about 1:1 to about 1.5:1. An alkylating agent is added and the initial compound is alkylated and cyclized. The invention includes methods of making N-methyl pyrrolidinone (NMP). Aqueous ammonia and succinate is introduced into a vessel and ammonia is adjusted to provide a ratio of ammonia to succinate of less than 2:1. A methylating agent is reacted with succinate at a temperature of from greater than 100° C. to about 400° C. to produce N-methyl succinimide which is purified and hydrogenated to form NMP.
    Type: Application
    Filed: March 19, 2007
    Publication date: July 26, 2007
    Applicant: BATTELLE MEMORIAL INSTITUTE
    Inventors: Todd Werpy, John Frye, James White, Johnathan Holladay, Alan Zacher
  • Publication number: 20070173652
    Abstract: The invention includes methods of producing dianhydrosugars. A polyol is reacted in the presence of a first catalyst to form a monocyclic sugar. The monocyclic sugar is transferred to a second reactor where it is converted to a dianhydrosugar alcohol in the presence of a second catalyst. The invention includes a process of forming isosorbide. An initial reaction is conducted at a first temperature in the presence of a solid acid catalyst. The initial reaction involves reacting sorbitol to produce 1,4-sorbitan, 3,6-sorbitan, 2,5-mannitan and 2,5-iditan. Utilizing a second temperature, the 1,4-sorbitan and 3,6-sorbitan are converted to isosorbide. The invention includes a method of purifying isosorbide from a mixture containing isosorbide and at least one additional component. A first distillation removes a first portion of the isosorbide from the mixture. A second distillation is then conducted at a higher temperature to remove a second portion of isosorbide from the mixture.
    Type: Application
    Filed: January 26, 2006
    Publication date: July 26, 2007
    Inventors: Johnathan Holladay, Jianli Hu, Yong Wang, Todd Werpy, Xinjie Zhang
  • Publication number: 20070173651
    Abstract: The invention includes methods for producing dianhydrosugar alcohol by providing an acid catalyst within a reactor and passing a starting material through the reactor at a first temperature. At least a portion of the staring material is converted to a monoanhydrosugar isomer during the passing through the column. The monoanhydrosugar is subjected to a second temperature which is greater than the first to produce a dianhydrosugar. The invention includes a method of producing isosorbide. An initial feed stream containing sorbitol is fed into a continuous reactor containing an acid catalyst at a temperature of less than 120° C. The residence time for the reactor is less than or equal to about 30 minutes. Sorbitol converted to 1,4-sorbitan in the continuous reactor is subsequently provided to a second reactor and is dehydrated at a temperature of at least 120° C. to produce isosorbide.
    Type: Application
    Filed: January 26, 2006
    Publication date: July 26, 2007
    Inventors: Johnathan Holladay, Jianli Hu, Yong Wang, Todd Werpy
  • Publication number: 20070135303
    Abstract: A textured catalyst having a hydrothermally-stable support, a metal oxide and a catalyst component is described. Methods of conducting aqueous phase reactions that are catalyzed by a textured catalyst are also described. The invention also provides methods of making textured catalysts and methods of making chemical products using a textured catalyst.
    Type: Application
    Filed: January 8, 2007
    Publication date: June 14, 2007
    Inventors: Todd Werpy, John Frye, Yong Wang, Alan Zacher
  • Patent number: 7199250
    Abstract: The invention includes methods of processing an initial di-carbonyl compound by conversion to a cyclic compound. The cyclic compound is reacted with an alkylating agent to form a derivative having an alkylated ring nitrogen. The invention encompasses a method of producing an N-alkyl product. Ammonia content of a solution is adjusted to produce a ratio of ammonia to di-carboxylate compound of from about 1:1 to about 1.5:1. An alkylating agent is added and the initial compound is alkylated and cyclized. The invention includes methods of making N-methyl pyrrolidinone (NMP). Aqueous ammonia and succinate is introduced into a vessel and ammonia is adjusted to provide a ratio of ammonia to succinate of less than 2:1. A methylating agent is reacted with succinate at a temperature of from greater than 100° C. to about 400° C. to produce N-methyl succinimide which is purified and hydrogenated to form NMP.
    Type: Grant
    Filed: December 10, 2003
    Date of Patent: April 3, 2007
    Assignee: Battelle Memorial Institute
    Inventors: Todd A. Werpy, John G. Frye, Jr., James F. White, Johnathan E. Holladay, Alan H. Zacher
  • Patent number: 7186668
    Abstract: A textured catalyst having a hydrothermally-stable support, a metal oxide and a catalyst component is described. Methods of conducting aqueous phase reactions that are catalyzed by a textured catalyst are also described. The invention also provides methods of making textured catalysts and methods of making chemical products using a textured catalyst.
    Type: Grant
    Filed: September 25, 2003
    Date of Patent: March 6, 2007
    Assignee: Battele Memorial Institute
    Inventors: Todd Werpy, John G. Frye, Jr., Yong Wang, Alan H. Zacher
  • Patent number: 7169321
    Abstract: A nontoxic deicing/anti-icing fluid includes a biobased freezing point depressant, a surfactant, an antioxidant, and water. The fluid has an LD50 greater than about 10,000 mg/L. Another deicing/anti-icing fluid includes a biobased freezing point depressant, a vinylpyrrolidone polymer having a molecular weight between about 10,000 and about 700,000, and water. Another deicing/anti-icing fluid includes a biobased freezing point depressant, a nonionic surfactant selected from the polyoxyalkylene ethers, an antioxidant, and water. Another deicing/anti-icing fluid includes a biobased freezing point depressant, a surfactant, a food grade material that functions as an antioxidant, and water. A further deicing/anti-icing fluid includes a biobased freezing point depressant, a material that functions as both a buffer and a freezing point depressant, and water.
    Type: Grant
    Filed: February 26, 2003
    Date of Patent: January 30, 2007
    Assignee: Battelle Memorial Institute
    Inventors: Kevin L. Simmons, John G. Frye, Jr., Todd A. Werpy, William D. Samuels, H. Nicholas Conkle, Bruce F. Monzyk, Sara F. Kuczek, Satya P. Chauhan
  • Patent number: 7105105
    Abstract: A nontoxic deicing/anti-icing fluid includes a freezing point depressant selected from short chain polyols having 3 to 5 carbons atoms, and mixtures thereof, a wetting agent, an antioxidant/preservative, and water. The fluid has an LD50 greater than about 10,000 mg/L. Another deicing/anti-icing fluid includes the freezing point depressant, a vinylpyrrolidone polymer having a molecular weight between about 10,000 and about 700,000, and water. A runway deicing fluid includes glycerol, a buffer, an antioxidant/preservative, and water. Another deicing/anti-icing fluid includes a freezing point depressant having hydrophobic character, a wetting agent comprising an organophosphorus compound capable of producing an organic wettable surface, and water.
    Type: Grant
    Filed: April 28, 2004
    Date of Patent: September 12, 2006
    Assignee: Battelle Memorial Institute
    Inventors: William D. Samuels, H. Nicholas Conkle, Bruce F. Monzyk, Kevin L. Simmons, John G. Frye, Jr., Todd A. Werpy, Sara F. Kuczek, Satya P. Chauhan
  • Patent number: 7038094
    Abstract: Methods and compositions for reactions of hydrogen over a Re-containing catalyst with compositions containing a 5-carbon sugar, sugar alcohol, or lactic acid are described. It has been surprisingly discovered that reaction with hydrogen over a Re-containing multimetallic catalyst resulted in superior conversion and selectivity to desired products such as propylene glycol. A process for the synthesis of PG from lactate or lactic acid is also described.
    Type: Grant
    Filed: September 30, 2003
    Date of Patent: May 2, 2006
    Assignee: Battelle Memorial Institute
    Inventors: Todd A. Werpy, John G. Frye, Jr., Alan H. Zacher, Dennis J. Miller
  • Patent number: 6992209
    Abstract: The invention includes a method of forming an alpha, beta-unsaturated compound. A carboxylic acid is mixed with an alpha-hydroxy acid or an alpha-hydroxy ester and is esterified to form an alpha-acyloxy derivative. The alpha-acyloxy derivative is transformed into an alpha, beta-unsaturated derivative. The invention additionally includes a process of forming an acrylate. Lactic acid or a lactic acid ester is reacted with a first portion of acetic acid in the presence of a first catalyst to produce the corresponding 2-acetoxy propionic acid or ester. A non-reacted portion of the acetic acid is recycled. The 2-acetoxy propionic acid or ester is transferred to a second vessel containing a second catalyst, and acetic acid is liberated from the 2-acetoxy propionic acid or ester to produce a corresponding acrylic acid or acrylate ester. The acid or ester is subsequently esterified by reaction with an alcohol to form a desired acrylate ester.
    Type: Grant
    Filed: December 9, 2002
    Date of Patent: January 31, 2006
    Assignee: Battelle Memorial Institute
    Inventors: Michael A. Lilga, Todd A. Werpy, Johnathan E. Holladay
  • Patent number: 6982328
    Abstract: The invention includes methods of processing plant material by adding water to form a mixture, heating the mixture, and separating a liquid component from a solid-comprising component. At least one of the liquid component and the solid-comprising component undergoes additional processing. Processing of the solid-comprising component produces oils, and processing of the liquid component produces one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention includes a process of forming glycerol, ethylene glycol, lactic acid and propylene glycol from plant matter by adding water, heating and filtering the plant matter. The filtrate containing starch, starch fragments, hemicellulose and fragments of hemicellulose is treated to form linear poly-alcohols which are then cleaved to produce one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention also includes a method of producing free and/or complexed sterols and stanols from plant material.
    Type: Grant
    Filed: March 3, 2003
    Date of Patent: January 3, 2006
    Assignees: Archer Daniels Midland Company, Battelle Memorial Institute
    Inventors: Todd A. Werpy, Andrew J. Schmidt, John G. Frye, Jr., Alan H. Zacher, James A. Franz, Mikhail S. Alnajjar, Gary G. Neuenschwander, Eric V. Alderson, Rick J. Orth, Charles A. Abbas, Kyle E. Beery, Anne M. Rammelsberg, Catherine J. Kim
  • Publication number: 20050087720
    Abstract: A nontoxic deicing/anti-icing fluid includes a freezing point depressant selected from short chain polyols having 3 to 5 carbons atoms, and mixtures thereof, a wetting agent, an antioxidant/preservative, and water. The fluid has an LD50 greater than about 10,000 mg/L. Another deicing/anti-icing fluid includes the freezing point depressant, a vinylpyrrolidone polymer having a molecular weight between about 10,000 and about 700,000, and water. A runway deicing fluid includes glycerol, a buffer, an antioxidant/preservative, and water. Another deicing/anti-icing fluid includes a freezing point depressant having hydrophobic character, a wetting agent comprising an organophosphorus compound capable of producing an organic wettable surface, and water.
    Type: Application
    Filed: April 28, 2004
    Publication date: April 28, 2005
    Inventors: William Samuels, H. Conkle, Bruce Monzyk, Kevin Simmons, John Frye, Todd Werpy, Sara Kuczek, Satya Chauhan
  • Publication number: 20050065337
    Abstract: The invention includes methods of processing plant material by adding water to form a mixture, heating the mixture, and separating a liquid component from a solid-comprising component. At least one of the liquid component and the solid-comprising component undergoes additional processing. Processing of the solid-comprising component produces oils, and processing of the liquid component produces one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention includes a process of forming glycerol, ethylene glycol, lactic acid and propylene glycol from plant matter by adding water, heating and filtering the plant matter. The filtrate containing starch, starch fragments, hemicellulose and fragments of hemicellulose is treated to form linear poly-alcohols which are then cleaved to produce one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention also includes a method of producing free and/or complexed sterols and stanols from plant material.
    Type: Application
    Filed: November 3, 2004
    Publication date: March 24, 2005
    Inventors: Todd Werpy, Andrew Schmidt, John Frye, Alan Zacher, James Franz, Mikhail Alnajjar, Gary Neuenschwander, Eric Alderson, Rick Orth
  • Publication number: 20050064560
    Abstract: The invention includes methods of processing plant material by adding water to form a mixture, heating the mixture, and separating a liquid component from a solid-comprising component. At least one of the liquid component and the solid-comprising component undergoes additional processing. Processing of the solid-comprising component produces oils, and processing of the liquid component produces one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention includes a process of forming glycerol, ethylene glycol, lactic acid and propylene glycol from plant matter by adding water, heating and filtering the plant matter. The filtrate containing starch, starch fragments, hemicellulose and fragments of hemicellulose is treated to form linear poly-alcohols which are then cleaved to produce one or more of glycerol, ethylene glycol, lactic acid and propylene glycol. The invention also includes a method of producing free and/or complexed sterols and stanols from plant material.
    Type: Application
    Filed: November 3, 2004
    Publication date: March 24, 2005
    Inventors: Todd Werpy, Andrew Schmidt, John Frye, Alan Zacher, James Franz, Mikhail Alnajjar, Gary Neuenschwander, Eric Alderson, Rick Orth