Oxy Patents (Class 562/579)
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Patent number: 11236037Abstract: A method for recovering a composition enriched in 3-hydroxypropionic acid by providing the fermentation broth, acidifying the fermentation broth; reducing the total sulfate ion and phosphate ion concentration of the resulting aqueous solution to produce a reduced ion aqueous solution; distilling the resulting reduced ion aqueous solution and recovering the resulting aqueous distillation product comprising 3-hydroxypropionic acid.Type: GrantFiled: October 14, 2019Date of Patent: February 1, 2022Assignee: CARGILL, INCORPORATEDInventors: Timothy Walter Abraham, Erik Allen, John J. Hahn, Paraskevas Tsobanakis, Eric Christopher Bohnert, Christopher Lawrence Frank
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Patent number: 11236036Abstract: A method for recovering a composition enriched in 3-hydroxypropionic acid from a fermentation broth comprising 3-hydroxypropionic acid and/or salts thereof comprises the steps of: (a) providing the fermentation broth having a pH of from about 2 to about 8 comprising 3-hydroxypropionic acid and/or salts thereof (b) acidifying the fermentation broth; (c) reducing the total sulfate ion and phosphate ion (d) distilling the resulting reduced ion aqueous solution and (e) recovering the product.Type: GrantFiled: October 14, 2019Date of Patent: February 1, 2022Assignee: CARGILL, INCORPORATEDInventors: Timothy Walter Abraham, Erik Allen, John J. Hahn, Paraskevas Tsobanakis, Eric Christopher Bohnert, Christopher Lawrence Frank
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Patent number: 10723687Abstract: Methods for making acrylic acid, acrylic acid derivatives, or mixtures thereof by contacting a feed stream containing lactic acid, lactic acid derivatives, or mixtures thereof with a molten salt catalyst comprising an ionic liquid (IL) and an acid in liquid phase are provided.Type: GrantFiled: January 11, 2018Date of Patent: July 28, 2020Assignee: The Procter & Gamble CompanyInventors: Jakob Albert, Peter Wasserscheid, Nicola Taccardi, Jens Nagengast, Matthias Kehrer, Julian Kadar, Dimitris Ioannis Collias
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Patent number: 10717696Abstract: Methods for making acrylic acid, acrylic acid derivatives, or mixtures thereof by contacting a feed stream containing lactic acid, lactic acid derivatives, or mixtures thereof with a molten salt catalyst comprising an ionic liquid (IL) and an acid in liquid phase are provided.Type: GrantFiled: July 27, 2017Date of Patent: July 21, 2020Assignee: The Procter & Gamble CompanyInventors: Jakob Albert, Peter Wasserscheid, Nicola Taccardi, Jens Nagengast, Matthias Kehrer, Julian Kadar, Dimitris Ioannis Collias
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Patent number: 9303118Abstract: A method of preparing a poly(glycolic acid) (PGA) from the C1 feedstocks carbon monoxide and formaldehyde or its equivalent. By controlling the comonomer feed ratios and the polymerization temperatures, high quality PGA can be prepared. The method is extended to copolymers of PGA where alkylene oxides or cyclic ether comonomers are included into the polymerization mixture with the C1 monomers to yield polyester-ether thermoplastics.Type: GrantFiled: March 8, 2013Date of Patent: April 5, 2016Assignee: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.Inventors: Ersen Gokturk, Alexander G. Pemba, Stephen A. Miller
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Patent number: 9267212Abstract: The present disclosure is a method and system for production of oxalic acid and oxalic acid reduction products. The production of oxalic acid and oxalic acid reduction products may include the electrochemical conversion of CO2 to oxalate and oxalic acid. The method and system for production of oxalic acid and oxalic acid reduction products may further include the acidification of oxalate to oxalic acid, the purification of oxalic acid and the hydrogenation of oxalic acid to produce oxalic acid reduction products.Type: GrantFiled: March 20, 2014Date of Patent: February 23, 2016Assignee: Liquid Light, Inc.Inventors: Zbigniew Twardowski, Emily Barton Cole, Jerry J. Kaczur, Kyle Teamey, Kate A. Keets, Rishi Parajuli, Alexander Bauer, Narayanappa Sivasankar, George Leonard, Theodore J. Kramer, Paul Majsztrik, Yizu Zhu
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Publication number: 20150119601Abstract: The present invention provides various combinations of genetic modifications to a transformed host cell that provide increase conversion of carbon to a chemical product. The present invention also provides methods of fermentation and methods of making various chemical products.Type: ApplicationFiled: March 17, 2014Publication date: April 30, 2015Applicant: OPX Biotechnologies, Inc.Inventors: Hans LIAO, Christopher Patrick MERCOGLIANO, Travis Robert WOLTER, Michael Tai Man LOUIE, Wendy Kathleen RIBBLE, Tanya LIPSCOMB, Eileen Colie SPINDLER, Michael D LYNCH
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Publication number: 20150105584Abstract: Lactic acid, lactic acid derivatives, or mixtures thereof are dehydrated using a catalyst and process to produce bio-acrylic acid, acrylic acid derivatives, or mixtures thereof. A method to produce the catalyst is also provided.Type: ApplicationFiled: October 16, 2014Publication date: April 16, 2015Inventors: Juan Esteban Velasquez, Dimitris Ioannis Collias, Jane Ellen Godlewski, Janette Villalobos Lingoes
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Patent number: 8992798Abstract: The present invention relates to an ionic liquid comprising an anion and a cation, wherein the cation is a primary, secondary or tertiary ammonium ion containing a protonated nitrogen atom.Type: GrantFiled: June 28, 2011Date of Patent: March 31, 2015Assignee: Innovia Films LimitedInventor: Adam John Walker
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Publication number: 20150057455Abstract: Methods and systems for producing high purity 3-hydroxypropionic acid (3-HP) from an aqueous medium, such as a fermentation broth, are described. Aqueous 3-HP solution can be purified by flash evaporation wherein the 3-HP is vaporized at an elevated temperature without conversion to acrylic acid. This process can be integrated with downstream processes for producing other chemical and consumer products.Type: ApplicationFiled: March 14, 2014Publication date: February 26, 2015Inventors: Cindy HOPPE, Sarah M. HOYT, Robert TENGLER, David DeCOSTER, Bradley HARKRADER, Patrick H. AU-YEUNG, Sanjib BISWAS, Pedro R. VARGAS, II, Raymond P. ROACH, Timothy Charles FRANK
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Publication number: 20150057465Abstract: The present invention provides various combinations of genetic modifications to a transformed host cell that provide increase conversion of carbon to a chemical product. The present invention also provides methods of fermentation and methods of making various chemical products.Type: ApplicationFiled: March 17, 2014Publication date: February 26, 2015Inventors: Hans LIAO, Christopher Patrick MERCOGLIANO, Travis Robert WOLTER, Michael Tai Man LOUIE, Wendy Kathleen RIBBLE, Tanya LIPSCOMB, Eileen Colie SPINDLER, Michael D. LYNCH
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Patent number: 8956837Abstract: Provided is a production method of glycolic acid having a first step of preparing glycolonitrile from formaldehyde and hydrocyanic acid and a second step of hydrolyzing the glycolonitrile into glycolic acid directly or via a glycolate salt, which method can produce glycolic acid in easy production and purification steps while consuming less energy. In the production method, by carrying out the first and second steps continuously or by storing the glycolonitrile obtained in the first step at pH 4 or less and carrying out a hydrolysis reaction of the second step at from pH 5 to 9, a production yield of glycolic acid, activity for the production of glycolic acid and accumulated concentration of glycolic acid are improved, resulting in the production of glycolic acid having an improved purity and quality.Type: GrantFiled: December 19, 2011Date of Patent: February 17, 2015Assignee: Asahi Kasei Chemicals CorporationInventors: Hidenori Hinago, Hajime Nagahara, Toshiya Aoki
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Publication number: 20150038333Abstract: The present invention relates to a plant protective composition comprising ?-hydroxy-acid or a derivative thereof. The present invention further relates to a method of protecting plants from biotrophic pathogens comprising contacting the plants with the plant protective composition.Type: ApplicationFiled: July 26, 2012Publication date: February 5, 2015Applicant: HELMHOLTZ ZENTRUM MÜNCHEN DEUTSCHES FORSCHUNGSZENT -RUN FÜR GESUNDHEIT UNDInventors: Veronica Von Saint Paul, Wei Zhang, Anton Schäffner
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Patent number: 8940801Abstract: This invention provides a method related to the preparation of derivatives of poly(ethylene glycol), wherein the method comprises increasing the pH of an aqueous composition comprising a poly(ethylene glycol) bearing a —O—(CH2)n—CO2R3 functional group to result in an aqueous composition comprising a poly(ethylene glycol) bearing a —O—(CH2)n—CO2H functional group, wherein R3 is alkyl and (n) in each instance is 1-6.Type: GrantFiled: November 17, 2009Date of Patent: January 27, 2015Assignee: Nektar TherapeuticsInventors: Michael D. Bentley, J. Milton Harris, Antoni Kozlowski
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Patent number: 8933269Abstract: A method for preparing a rosuvastatin calcium intermediate, including a) contacting a halogenated ethene with magnesium metal to obtain a halogenated ethene Grignard reagent, and carrying out a Grignard reaction between the halogenated ethene Grignard reagent and R-epichlorohydrin; b) adding sodium cyanide for carrying out a nucleophilic substitution reaction; c) adding alcohol for carrying out an alcoholysis reaction; d) adding a basic solvent for carrying out protection of a first hydroxyl group; e) selectively oxidizing a second hydroxyl group; and f) adding triphenylphosphine in alkaline condition for carrying out a Wittig reaction.Type: GrantFiled: August 16, 2012Date of Patent: January 13, 2015Assignee: Porton Fine Chemicals Ltd.Inventors: Wenqing Lin, Hongjie Zheng, Xiaobo Liu
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Patent number: 8927766Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of methylene dipropionate in the presence of a homogeneous acid catalyst and propionic acid. This invention discloses hydrocarboxylations and corresponding homogeneous acid catalyst and glycolic acid separations. The homogeneous acid catalyst is readily separated from the hydrocarboxylation reaction effluent and recycled and the propionic acid is readily removed from the glycolic acid and the propionic acid is recycled.Type: GrantFiled: March 27, 2012Date of Patent: January 6, 2015Assignee: Eastman Chemical CompanyInventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling
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Publication number: 20140364643Abstract: Preparation of derivatives of ?-hydroxycarboxylic acid, including ?-hydroxycarboxylic acid esters, ?,?-unsaturated carboxylic acids, esters of ?,?-unsaturated carboxylic acid, and alkoxy derivatives.Type: ApplicationFiled: August 25, 2014Publication date: December 11, 2014Applicant: Cargill, IncorporatedInventors: Paraskevas Tsobanakis, Xiangsheng Meng, Timothy Walter Abraham
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Patent number: 8877973Abstract: A method to synthesize choline salts to be used as inexpensive ingredients for application in ionic liquids or other applications is disclosed.Type: GrantFiled: December 21, 2010Date of Patent: November 4, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Steven Raymond Lustig, Dennis A. Redder
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Patent number: 8829234Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of formaldehyde in the presence of a solid acid catalyst and a carboxylic acid. This invention discloses hydrocarboxylations and corresponding glycolic acid separations wherein the glycolic acid stream is readily removed from the carboxylic acid and the carboxylic acid is recycled.Type: GrantFiled: March 27, 2012Date of Patent: September 9, 2014Assignee: Eastman Chemical CompanyInventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling, Mesfin Ejerssa Janka, Kelley Margaret Moran
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Publication number: 20140243410Abstract: A method is provided for treating a subject in need of medication as an adjunct to elective surgery, comprising administration of a ketogenic material sufficient to produce a physiologically acceptable ketosis in the patient. Preferably the surgery is selected from the groups consisting of removal or section of tumours, removal of redundant organs such as lymph nodes and appendix, open heart surgery, cosmetic surgery, joint and bone surgery.Type: ApplicationFiled: May 7, 2014Publication date: August 28, 2014Applicant: BTG International LimitedInventors: Keith Frank Martin, David John Heal
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Publication number: 20140221684Abstract: The present disclosure includes a system and method for co-producing a first product and a second product. The system may include a first electrochemical cell, at least one second reactor, and an acidification chamber. The method and system for co-producing a first product and a second product may include co-producing a carboxylic acid and at least one of an alkene, alkyne, aldehyde, ketone, or an alcohol while employing a recycled halide salt.Type: ApplicationFiled: April 7, 2014Publication date: August 7, 2014Applicant: Liquid Light, Inc.Inventors: Kyle Teamey, Jerry J. Kaczur
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Publication number: 20140206894Abstract: The present disclosure is a method and system for production of oxalic acid and oxalic acid reduction products. The production of oxalic acid and oxalic acid reduction products may include the electrochemical conversion of CO2 to oxalate and oxalic acid. The method and system for production of oxalic acid and oxalic acid reduction products may further include the acidification of oxalate to oxalic acid, the purification of oxalic acid and the hydrogenation of oxalic acid to produce oxalic acid reduction products.Type: ApplicationFiled: March 20, 2014Publication date: July 24, 2014Applicant: Liquid Light, Inc.Inventors: Emily Barton Cole, Jerry J. Kaczur, Kyle Teamey, Kate A. Keets, Rishi Parajuli, Alexander Bauer, Narayanappa Sivasankar, George Leonard, Theodore J. Kramer, Paul Majsztrik, Yizu Zhu, Robert Farrauto, Robert Augustine, Setrak Tanielyan, Mohanreddy Kasireddy
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Publication number: 20140206895Abstract: The present disclosure is a method and system for production of oxalic acid and oxalic acid reduction products. The production of oxalic acid and oxalic acid reduction products may include the electrochemical conversion of CO2 to oxalate and oxalic acid. The method and system for production of oxalic acid and oxalic acid reduction products may further include the acidification of oxalate to oxalic acid, the purification of oxalic acid and the hydrogenation of oxalic acid to produce oxalic acid reduction products.Type: ApplicationFiled: March 20, 2014Publication date: July 24, 2014Applicant: Liquid Light, Inc.Inventors: Zbigniew Twardowski, Emily Barton Cole, Jerry J. Kaczur, Kyle Teamey, Kate A. Keets, Rishi Parajuli, Alexander Bauer, Narayanappa Sivasankar, George Leonard, Theodore J. Kramer, Paul Majsztrik, Yizu Zhu
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Patent number: 8785686Abstract: Disclosed is a process for the extractive recovery of an acid catalyst from an aqueous mixture of glycolic acid with an extraction solvent comprising a tertiary amine or an onium carboxylate compound, a modifier, and a diluent. The acid catalyst, which can comprise strong acids such as sulfuric acid, alkyl sulfonic acids, and fluoroalkyl sulfonic acids, can be recovered by back extraction with aqueous formaldehyde and recycled to a process for the preparation of glycolic acid by the acid-catalyzed carbonylation of formaldehyde. Also disclosed is a process for the preparation of glycolic acid by the acid-catalyzed hydrocarboxylation of formaldehyde.Type: GrantFiled: March 27, 2012Date of Patent: July 22, 2014Assignee: Eastman Chemical CompanyInventors: Scott Donald Barnicki, Stephen Neal Falling, Jeffrey Scott Kanel, Robert Sterling Kline, Peter Borden Mackenzie, Andrew James Vetter
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Publication number: 20140163258Abstract: Described herein are xerogels consisting essentially of 12-hydroxy-stearic acid (12-HSA) wherein the xerogel is characterized by a spherulitic fibrillar network structure. Also provided is a method for adsorbing an apolar liquid by contacting a 12-HSA xerogel composition with the apolar liquid.Type: ApplicationFiled: December 9, 2013Publication date: June 12, 2014Applicant: RUTGERS, THE STATE UNIVERSITY OF NEW JERSEYInventor: Michael Rogers
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Patent number: 8735436Abstract: The present disclosure relates to lipid compounds of the general formula (I): R1-O—C(R2)(R3)-X??(I) wherein R1 is a C10-C22 alkyl group, a C10-C22 alkenyl group having 1-6 double bonds, or a C10-C22 alkynyl group having 1-6 triple bonds; R2 and R3 are the same or different and may be chosen from different substituents; and X is a carboxylic acid or a derivative thereof, such as a carboxylic ester, a carboxylic anhydride, a phospholipid, triglyceride, or a carboxamide; or a pharmaceutically acceptable salt, solvate, solvate of such salt or a prodrug thereof. The present disclosure also relates to pharmaceutical compositions and lipid compositions comprising at least one compound according to the present disclosure, and to such compounds for use as medicaments or for use in therapy, in particular for the treatment of diseases related to the cardiovascular, metabolic, and inflammatory disease area.Type: GrantFiled: May 7, 2010Date of Patent: May 27, 2014Assignee: Pronova Biopharma Norge ASInventors: Ragnar Hovland, Anne Kristin Holmeide, Tore Skjæret, Morten Brændvang
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Patent number: 8728515Abstract: A compound of formula (I) for use as an adjuvant in vaccination; wherein R is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 50 carbon atoms; R1 is an optionally-substituted alkyl, alkenyl, alkynyl, aryl, arylalkyl or alkylaryl moiety having from 1 to 40 carbon atoms; each of R2, R3 and R4 is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, arylalkylene or alkylarylene moiety having from 1 to 40 carbon atoms; each of X, Y and Z is independently selected from an optionally-substituted alkylene, alkenylene, alkynylene, arylene, alkylarylene or cycloalkylene, ketone, ester, amide, imide, imine, thioether, ether, thioester, thioketone; and P is selected from hydrogen, an alkyl group, a sugar residue, or a metal, phosphonium or ammonium species; wherein at least one of X, Y and Z includes a moiety selected from cyclopropyl, C=A, C-AH and C—OR5; wherein R5 is alkyl or haloalkyl, and A is S, O or NR6, wherein R6Type: GrantFiled: April 22, 2009Date of Patent: May 20, 2014Assignees: Bangor University, Universiteit GentInventors: Mark Stephen Baird, Juma' a Raheem Najeem Al-Dulayymi, Cornelia Theunissen, Gani Koza, Seppe Vander Beken, Johan Adriaan Marc Grooten
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Patent number: 8710032Abstract: Compounds and related methods as can be used for selective mevalonate pathway inhibitors.Type: GrantFiled: November 9, 2007Date of Patent: April 29, 2014Assignee: Northwestern UniversityInventors: Richard B. Silverman, Takashi Kudoh
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Patent number: 8709376Abstract: Disclosed is a process for the extractive recovery of an acid catalyst from an aqueous mixture of glycolic acid with an extraction solvent comprising a tertiary amine or an onium carboxylate compound, a modifier, and a diluent. The acid catalyst, which can comprise strong acids such as sulfuric acid, alkyl sulfonic acids, and fluoroalkyl sulfonic acids, can be recovered by back extraction with aqueous formaldehyde and recycled to a process for the preparation of glycolic acid by the acid-catalyzed carbonylation of formaldehyde.Type: GrantFiled: September 23, 2010Date of Patent: April 29, 2014Assignee: Eastman Chemical CompanyInventors: Scott Donald Barnicki, Stephen Neal Falling, Jeffrey Scott Kanel, Robert Sterling Kline, Peter Borden Mackenzie
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Publication number: 20140100376Abstract: ?-Hydroxycarboxylic esters and ?-lactones which are suitable as flavors can be prepared by electrochemical reductive cross-coupling of ?,?-unsaturated esters with carbonyl compounds in an undivided electrolysis cell having a cathode composed of lead, lead alloys, cadmium, cadmium alloys, mercury, steel, glassy carbon or boron-doped diamonds and a basic aqueous electrolyte comprising an electrolyte salt which suppresses the cathodic formation of hydrogen.Type: ApplicationFiled: October 25, 2013Publication date: April 10, 2014Applicant: BASF SEInventors: Itamar Michael Malkowsky, Florian Stecker, Simone Lutter, Olivier Abillard, Ralf Pelzer
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Patent number: 8637700Abstract: The present invention relates to a high-yield method for preparing highly pure (3S,4S)-4-((R)-2-(benzyloxy)tridecyl)-3-hexyl-2-oxetanone using a metal salt of (2S,3S,5R)-2-hexyl-3,5-dihydroxyhexadecanoic acid as an intermediate.Type: GrantFiled: October 30, 2009Date of Patent: January 28, 2014Assignee: Hanmi Science Co., LtdInventors: Sang Min Yun, Dong Jin Hong, Weon Ki Yang, Jae Ho Yoo, Ji Sook Kim, Moon Sub Lee, Han Kyong Kim, Eun Jung Lim, Young Ho Moon, Young-Kil Chang, Gwan Sun Lee
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Publication number: 20140018514Abstract: Glycolic acid having a high purity is obtained by subjecting glycolic acid or a glycolic acid solution containing contaminants to double-chamber electrodialysis combined with one or more treatments selected from among treatment with an activated carbon, treatment with an ion exchange resin, concentration treatment and cooling crystallization.Type: ApplicationFiled: July 22, 2013Publication date: January 16, 2014Applicant: Mitsui Chemicals, Inc.Inventors: Shinya OKAZAKI, Kaori Matoishi, Kiyoshi Itou
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Publication number: 20130345470Abstract: A process for producing high purity 3-hydroxypropionic acid from a fermentation cell broth is described. The 3-hydroxypropionic acid can be converted to a variety of products, such as acrylamide, 3-hydroxypropionic esters, acrylic esters, and 3-HP amide. This process features a high degree of product flexibility, limited or no solvent recycle, discrete waste streams, an efficient water removal process, and efficient recovery of products and solvents with proven and scalable equipment.Type: ApplicationFiled: June 20, 2012Publication date: December 26, 2013Applicant: OPX Biotechnologies, Inc.Inventors: Robert Tengler, David DeCoster
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Publication number: 20130289116Abstract: A method is provided for treating a patient suffering from apoptosis of tissue comprising administering to that subject a therapeutically effective amount of one or more ketogenic compounds such that a physiological ketosis is produced sufficient to arrest said apoptosis. Preferably the apoptosis is of cerebral tissue such as that associated with acute intractible seizures, particularly with status epilepticus. The method is also applicable to apoptosis associated with administration of toxic stuimuli for treatment of cancer, that produced by viral infections, autoimmune diseases or Aquired Immuno Difficiency Syndrome. The ketosis produced is a state in which levels of one or both of acetoacetate and (R)-3-hydroxybutyrate concentrations in the blood of the subject such that their total concentration in the blood is elevated above the normal fed levels to between 0.1 and 30 mM.Type: ApplicationFiled: March 25, 2013Publication date: October 31, 2013Inventors: Keith Frank Martin, David John Heal, Elizabeth Jagger
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Publication number: 20130261337Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of methylene dipropionate in the presence of a solid acid catalyst and propionic acid. This invention discloses hydrocarboxylations and corresponding glycolic acid separations wherein the propionic acid stream is readily removed from the glycolic acid and the propionic acid is recycled.Type: ApplicationFiled: March 27, 2012Publication date: October 3, 2013Applicant: EASTMAN CHEMICAL COMPANYInventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling, Mesfin Ejerssa Janka, Kelley Margaret Moran
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Patent number: 8524944Abstract: The present invention is directed to a process for the preparation of the saponification products of lactones, preferably three- to eight-membered lactones. The present invention is also directed to a process for the preparation of compounds having general formula (I): wherein M is selected from the group consisting of cationic species, preferably metal cations (even more preferably Na), from a compound having the formula (II): comprising reacting a compound having formula (II) with a suitable hydroxide salt (M-OH) (III) such as, preferably, sodium hydroxide, in an aqueous medium. The reaction preferably utilizes a continuous process method for the substantial consumption of reagent and continuous, semi-continuous, and/or batch-wise processing for final consumption of reagent.Type: GrantFiled: April 15, 2009Date of Patent: September 3, 2013Assignee: Norac PharmaInventors: Daniel Levin, James Luchi
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Patent number: 8519185Abstract: Glycolic acid having a high purity is obtained by subjecting glycolic acid or a glycolic acid solution containing contaminants to double-chamber electrodialysis combined with one or more treatments selected from among treatment with an activated carbon, treatment with an ion exchange resin, concentration treatment and cooling crystallization.Type: GrantFiled: October 26, 2006Date of Patent: August 27, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Shinya Okazaki, Kaori Matoishi, Kiyoshi Itou
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Publication number: 20130216486Abstract: The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect.Type: ApplicationFiled: March 20, 2013Publication date: August 22, 2013Applicant: The Procter & Gamble CompanyInventor: The Procter & Gamble Company
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Patent number: 8507178Abstract: The invention relates to use of a diacetylene compound as a color former wherein the diacetylene compound has one of general formulae (I) to (V). The invention also includes methods of imparting color to a material including a compound as defined above, which comprises subjecting the material to irradiation.Type: GrantFiled: July 2, 2009Date of Patent: August 13, 2013Assignee: Datalase, LtdInventors: Anthony N Jarvis, Christopher Anthony Wyres
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Publication number: 20130165694Abstract: A method to synthesize choline salts to be used as inexpensive ingredients for application in ionic liquids or other applications is disclosed.Type: ApplicationFiled: December 21, 2010Publication date: June 27, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: Steven Raymond Lustig, Dennis A. Redder
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Patent number: 8461197Abstract: This invention relates to novel derivatives of 4-hydroxybutyric acid and prodrugs thereof, and pharmaceutically acceptable salts of the foregoing. This invention also provides pharmaceutical compositions comprising a compound of this invention and the use of such compositions in methods of treating narcolepsy, fibromyalgia, other disorders or conditions that are beneficially treated by improving nocturnal sleep or by administering sodium oxybate.Type: GrantFiled: April 22, 2010Date of Patent: June 11, 2013Assignee: CoNCERT Pharmaceuticals, Inc.Inventor: Roger D. Tung
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Patent number: 8431741Abstract: The invention relaters to a process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or ClO4, Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.Type: GrantFiled: May 10, 2011Date of Patent: April 30, 2013Assignee: Lonza LtdInventors: Dario Veghini, Markus Bicker, Miguel Angel Caraucán Dávila, Golo Heckmann, Thomas Ward, Christophe Malan, Julien Pierron, Antonio Zanotti-Gerosa, Hans Nedden, Laleh Jafarpour
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Publication number: 20130023056Abstract: A monitoring test for recurrent breast cancer with a high degree of sensitivity and specificity is provided that detects the presence of a panel of multiplicity of biomarkers that were identified using metabolite profiling methods. The test is capable of detecting breast cancer recurrence about a years earlier than current available monitoring diagnostic tests. The panel of biomarkers is identified using a combination of nuclear magnetic resonance (NMR) and two dimensional gas chromatography-mass spectrometry (GC×GC-MS) to produce the metabolite profiles of serum samples. The NMR and GC×GC-MS data are analyzed by multivariate statistical methods to compare identified metabolite signals between samples from patients with recurrence of breast cancer and those from patients having no evidence of disease.Type: ApplicationFiled: September 21, 2012Publication date: January 24, 2013Applicant: PURDUE RESEARCH FOUNDATIONInventor: PURDUE RESEARCH FOUNDATION
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Publication number: 20130012565Abstract: This invention relates to novel derivatives of 4-hydroxybutyric acid and prodrugs thereof, and pharmaceutically acceptable salts of the foregoing. This invention also provides pharmaceutical compositions comprising a compound of this invention and the use of such compositions in methods of treating narcolepsy, fibromyalgia, other disorders or conditions that are beneficially treated by improving nocturnal sleep or by administering sodium oxybate.Type: ApplicationFiled: February 14, 2012Publication date: January 10, 2013Applicant: Concert Pharmaceuticals Inc.Inventors: Roger D. Tung, Adam J. Morgan, I. Robert Silverman
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Patent number: 8309763Abstract: The present invention relates to a novel process for preparing 2-hydroxy-4-methylselenobutyric acid from 3-methylselenoproprion-aldehyde. The 2-hydroxy-4-methylselenobutyric acid is obtained alone or as a mixture with its sulphur-containing analogue. The invention also relates to the compositions, in particular nutritional compositions, comprising a mixture of 2-hydroxy-4-methylselenobutyric acid and 2-hydroxy-4-methylthiobutyric acid, and a physiologically acceptable medium, and to the use of this mixture as a dietary ingredient.Type: GrantFiled: October 26, 2007Date of Patent: November 13, 2012Assignee: TetrahedronInventors: Irène Erdelmeier, Marc Moutet
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Publication number: 20120277465Abstract: Methods and systems for electrochemical conversion of carbon dioxide to carboxylic acids, glycols, and carboxylates are disclosed. A method may include, but is not limited to, steps (A) to (D). Step (A) may introduce water to a first compartment of an electrochemical cell. The first compartment may include an anode. Step (B) may introduce carbon dioxide to a second compartment of the electrochemical cell. The second compartment may include a solution of an electrolyte and a cathode. Step (C) may apply an electrical potential between the anode and the cathode in the electrochemical cell sufficient to reduce the carbon dioxide to a carboxylic acid intermediate. Step (D) may contact the carboxylic acid intermediate with hydrogen to produce a reaction product.Type: ApplicationFiled: July 5, 2012Publication date: November 1, 2012Applicant: LIQUID LIGHT, INC.Inventors: Emily Barton Cole, Kyle Teamey, Andrew B. Bocarsly, Narayanappa Sivasankar
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Patent number: 8299297Abstract: Process for the production of glycolic acid by contacting carbon monoxide and formaldehyde with a catalyst containing an acidic polyoxometalate compound encapsulated within the pores of a zeolite. The zeolite has cages larger than the acidic polyoxometalate compound, and has pores with a diameter smaller than the diameter of the acidic polyoxometalate compound.Type: GrantFiled: May 20, 2008Date of Patent: October 30, 2012Assignees: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, BP P.L.C.Inventors: Ying Sun, Hua Wang, Zhongmin Liu
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Publication number: 20120264902Abstract: The present invention relates to methods, systems and compositions, including genetically modified microorganisms, adapted to exhibit increased tolerance to 3-hydroxypropionic acid (3-HP), particularly through alterations to interrelated metabolic pathways identified herein as the 3-HP toleragenic pathway complex (“3HPTGC”). In various embodiments these organisms are genetically modified so that an increased 3-HP tolerance is achieved. Also, genetic modifications may be made to provide at least one genetic modification to any of one or more 3-HP biosynthesis pathways in microorganisms comprising one or more genetic modifications of the 3HPTGC.Type: ApplicationFiled: March 9, 2012Publication date: October 18, 2012Applicants: The Regents of the University of Colorado, a body corporate, OPX Biotechnologies, Inc.Inventors: Tanya E.W. Lipscomb, Michael D. Lynch, Ryan T. Gill
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Patent number: 8203018Abstract: Processes for producing a hydroxyalkyl(meth)acrylate which comprise reacting (meth)acrylic acid with an alkylene oxide in the presence of a catalyst. A first process is characterized in that the amount of the acid ingredient is kept, on calculation, at 0.010 or more in terms of molar ratio to the catalyst present in the liquid reaction mixture and that the liquid reaction mixture from which the hydroxyalkyl(meth)acrylate has been distilled off is used in the subsequent reaction. A second process is characterized in that a dialkylene glycol mono(meth)acylate is supplied to the reaction system to cause the dialkyleneglycol mono(meth)acylate to coexist in the liquid reaction mixture.Type: GrantFiled: August 5, 2005Date of Patent: June 19, 2012Assignee: Nippon Shokubai Co., Ltd.Inventors: Tokumasa Ishida, Hiroyuki Takaki, Masahiro Uemura
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Publication number: 20120122952Abstract: This invention relates to novel derivatives of 4-hydroxybutyric acid and prodrugs thereof, and pharmaceutically acceptable salts of the foregoing. This invention also provides pharmaceutical compositions comprising a compound of this invention and the use of such compositions in methods of treating narcolepsy, fibromyalgia, other disorders or conditions that are beneficially treated by improving nocturnal sleep or by administering sodium oxybate.Type: ApplicationFiled: April 22, 2010Publication date: May 17, 2012Inventor: Roger D. Tung