Of Alcohol Patents (Class 562/538)
  • Patent number: 10442760
    Abstract: The invention concerns a synthesis process of a compound of the following formula (I) or one of the salts thereof, wherein R represents a COOH, CH2OH or CHO group, comprising the step according to which the but-3-ene-1,2-diol (BDO) is subjected to an oxidation in the presence of a catalyst, said catalyst comprising an active phase based on at least one noble metal selected from palladium, gold, silver, platinum, rhodium, osmium, ruthenium and iridium, and a support containing alkaline sites. The invention also concerns the application of this reaction to the preparation of bioavailable compounds of methionine used, in particular, in animal nutrition.
    Type: Grant
    Filed: December 7, 2015
    Date of Patent: October 15, 2019
    Assignee: ADISSEO FRANCE S.A.S.
    Inventors: Patrick Rey, Virginie Belliere-Baca, Franck Dumeignil, Fabien Grasset
  • Patent number: 9475742
    Abstract: A method for preparing lactic acid is described, having a step of converting glycerol in the presence of a platinum-based heterogeneous catalyst on a zirconia-based support, in basic medium under inert atmosphere.
    Type: Grant
    Filed: December 5, 2013
    Date of Patent: October 25, 2016
    Inventors: Catherine Pinel, Florian Auneau, Nicolas Villandier, Michele Besson, Laurent Djakovitch
  • Patent number: 9090551
    Abstract: Embodiments of the present disclosure provide for methods of converting glycerol to formic acid and the like.
    Type: Grant
    Filed: March 10, 2015
    Date of Patent: July 28, 2015
    Assignee: KING ABDULLAH UNIVERSITY OF SCIENCE AND TECHNOLOGY
    Inventors: Yu Han, Jizhe Zhang
  • Publication number: 20150148560
    Abstract: Provided herein are methods that utilize polyhydroxyalkanoates (PHAs) as a substrate for further conversion to C4 and C5 compounds. Polyhydroxyalkanoates can undergo esterification to yield alkyl hydroxyalkanoates and alkyl alkenoates, which may serve as useful precursors in the production of alkadienes and alkenedioic acids, including for example butadiene and butenedioic acid.
    Type: Application
    Filed: May 31, 2013
    Publication date: May 28, 2015
    Applicant: MICROMIDAS, INC.
    Inventors: Ryan L. Smith, John Bissell, Makoto N. Masuno, Douglas Cannon, Alex B. Wood, Marc Foster
  • Publication number: 20150094489
    Abstract: The invention relates to a process for reacting glycerin wherein the glycerin is reacted at temperatures above 150° C. in an aqueous, liquid solution of Me hydroxide, wherein the concentration of the Me hydroxide is greater than the saturation concentration at room temperature, wherein Me is selected from the group consisting of alkali metals and alkaline earth metals and mixtures thereof, and said reaction affords at least one salt selected from the group consisting of formate, acetate, propionate, oxalate, lactate, butyrate, valerate, citrate, adipate, succinate, malate and carbonate and mixtures thereof and hydrogen gas (H2) or methane (CH4) and mixtures thereof.
    Type: Application
    Filed: April 29, 2013
    Publication date: April 2, 2015
    Inventors: Guy Rollinger, Armin Kempf, Jindriska Maternova
  • Publication number: 20150065749
    Abstract: Disclosed is the oxidation of uronic acids, such as galacturonic acid, to the corresponding aldaric acids (characterized by the formula HOOC—(CHOH)n-COOH, with n being an integer of from 1 to 5) such as galactaric acids. The starting material comprising the uronic acid is subjected to oxygen under the influence of a supported gold catalyst and in the presence of a base. The oxidation occurs in good selectivity and yield, under unexpectedly mild conditions. A source of galacturonic acids is pectin, such as that derived from sugar beet pulp.
    Type: Application
    Filed: March 28, 2013
    Publication date: March 5, 2015
    Inventors: Daniël Stephan Van Es, Jacobus van Haveren, Henricus Wilhelmus Carolina Raaijmakers, Frits van der Klis, Gerardus Petrus Franciscus Maria van Engelen, Augustinus Emmanuël Frissen
  • Publication number: 20150065339
    Abstract: Catalysts prepared from abundant, cost effective metals, such as cobalt, nickel, chromium, manganese, iron, and copper, and containing one or more neutrally charged ligands (e.g., monodentate, bidentate, and/or polydentate ligands) and methods of making and using thereof are described herein. Exemplary ligands include, but are not limited to, phosphine ligands, nitrogen-based ligands, sulfur-based ligands, and/or arsenic-based ligands. In some embodiments, the catalyst is a cobalt-based catalyst or a nickel-based catalyst. The catalysts described herein are stable and active at neutral pH and in a wide range of buffers that are both weak and strong proton acceptors. While its activity is slightly lower than state of the art cobalt-based water oxidation catalysts under some conditions, it is capable of sustaining electrolysis at high applied potentials without a significant degradation in catalytic current. This enhanced robustness gives it an advantage in industrial and large-scale water electrolysis schemes.
    Type: Application
    Filed: July 2, 2014
    Publication date: March 5, 2015
    Inventors: Aaron J. Bloomfield, Stafford W. Sheehan, Samuel L. Collom, Robert H. Crabtree, Paul T. Anastas
  • Patent number: 8962882
    Abstract: This invention concerns a process for obtaining lactic acid in a single stage by direct oxidation in an aqueous medium of 1,2-propanediol in the presence of a mixture of heterogeneous catalysts, in conditions of low temperature and low pressure. The reaction takes place in the presence of oxygen and a mixture of heterogeneous catalysts, consisting of a first catalyst of noble metal supported in metallic oxide, and a second basic solid catalyst. The mixture of catalysts is easily recovered by filtration at the end of the process, to be reused. The lactic acid is obtained directly, with selectivity between 50% and 97%.
    Type: Grant
    Filed: November 22, 2013
    Date of Patent: February 24, 2015
    Assignees: Petroleo Brasileiro S.A.—Petrobras, Int—Instituto Nacional de Tecnologia
    Inventors: Marco André Fraga, Tatiana Vieira Galvão, Simone Maria De Rezende, Andrea Maria Duarte De Farias, Alexandre Barros Gaspar, Marlito Gomes Junior, Carlos René Klotz Rabello, Bernardo Galvão Siqueira, Raphael Bezerra De Menezes
  • Publication number: 20140357890
    Abstract: A method for efficiently producing t-butanol as a raw material of a methacrylic resin from isobutanol is described, including a step (1) of dehydrating isobutanol to obtain butenes, and a step (2) of hydrating the butenes to obtain t-butanol. A method for producing methacrolein and methacrylic acid is also described, which further includes a step (3) of dehydrating and oxidizing the obtained t-butanol to obtain methacrolein and methacrylic acid. An apparatus for performing the steps (1) to (3) is also described.
    Type: Application
    Filed: November 6, 2012
    Publication date: December 4, 2014
    Applicant: MITSUBISHI RAYON CO., LTD.
    Inventors: Ken Ooyachi, Toshiya Yasukawa, Shuji Akihara
  • Patent number: 8901348
    Abstract: The invention relates to a method for manufacturing a polyoxyethylene alkyl ether acetic acid, including feeding oxygen into a liquid phase containing polyoxyethylene ether having a hydrocarbon group at the end (hereinafter, it may also be referred to as a polyoxyethylene alkyl ether) and water, and dehydrogenating and oxidizing the polyoxyethylene alkyl ether in the presence of a platinum catalyst, in which the mass ratio between the total mass of the polyoxyethylene alkyl ether and the polyoxyethylene alkyl ether acetic acid and the mass of water in the liquid phase ((polyoxyethylene alkyl ether+polyoxyethylene alkyl ether acetic acid)/water) is 60/40 to 95/5.
    Type: Grant
    Filed: June 7, 2012
    Date of Patent: December 2, 2014
    Assignee: Kao Corporation
    Inventor: Akira Sakaguchi
  • Publication number: 20140288328
    Abstract: A method for photo-oxidising an organic substrate to form an organic product is disclosed comprising: a) mixing oxygen, a supercritical fluid, a photocatalyst, a liquid fluorous solvent and an organic substrate to form a mixture; and b) irradiating the mixture to form an organic product. Also disclosed is a method for separating a photocatalyst from an organic product comprising the steps of: a) providing a mixture comprising a supercritical fluid; an organic product; a fluorous solvent; a photocatalyst; and optionally an organic substrate and optionally oxygen; wherein the organic product, fluorous solvent, photocatalyst and optional organic substrate and optional oxygen are dissolved in the supercritical fluid; and b) reducing the pressure of the mixture to a pressure below the critical pressure of the supercritical fluid in order to form a gaseous phase.
    Type: Application
    Filed: November 13, 2012
    Publication date: September 25, 2014
    Inventors: Martyn Poliakoff, Mike W. George, Richard A. Bourne, Xue Han, Jessica F. B. Hall
  • Publication number: 20140256981
    Abstract: A purified cyclohexanol of the present invention has a methylcyclopentanol concentration of 10 to 1000 ppm by weight and a cyclohexylcyclohexene isomer concentration of 15 to 500 ppm by weight. A method for producing cyclohexanol of the present invention comprises: Step 1 of producing a solution (I) containing cyclohexanol, methylcyclopentanol, and water by a hydration reaction of cyclohexene; Step 2 of separating the solution (I) into a water phase and an oil phase; Step 3 of obtaining a partially purified cyclohexanol containing methylcyclopentanol from the oil phase; and Step 4 of separating and removing methylcyclopentanol in the partially purified cyclohexanol so as to obtain a purified cyclohexanol having a methylcyclopentanol concentration of 10 to 1000 ppm by weight and a cyclohexylcyclohexene isomer concentration of 15 to 500 ppm by weight.
    Type: Application
    Filed: June 28, 2012
    Publication date: September 11, 2014
    Applicant: ASAHI KASEI CHEMICALS CORPORATION
    Inventors: Naoki Narisawa, Katsutoshi Tanaka
  • Publication number: 20140256982
    Abstract: The present invention generally relates to processes for the chemocatalytic conversion of a glucose source to an adipic acid product. The present invention includes processes for the conversion of glucose to an adipic acid product via glucaric acid or derivatives thereof. The present invention also includes processes comprising catalytic oxidation of glucose to glucaric acid or derivative thereof and processes comprising the catalytic hydrodeoxygenation of glucaric acid or derivatives thereof to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.
    Type: Application
    Filed: January 13, 2014
    Publication date: September 11, 2014
    Applicant: Rennovia, Inc.
    Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy, James Shoemaker, Raymond Archer, Hong Jiang
  • Publication number: 20140206831
    Abstract: Presently disclosed are processes for making acrylic acid and methacrylic acid along with their respective esters, from alkylene glycols such as ethylene glycol and propylene glycol. In particular, biobased acrylic acid and acrylic acid esters, methacrylic acid and methacrylic acid esters can be made starting with bioderived glycols from the hydrogenolysis of glycerol, sorbitol and the like.
    Type: Application
    Filed: May 1, 2012
    Publication date: July 24, 2014
    Applicant: Archer Daniels Midland Company
    Inventor: Padmesh Venkitasubramanian
  • Patent number: 8772538
    Abstract: A process for producing formic acid by hydrothermal oxidation reaction with glycerol and their equipment, wherein glycerol and oxidant are subjected to a hydrothermal oxidation reaction, air, oxygen or H2O2 as oxidant, at a temperature in the range of 150 to 450° C. and under pressure equal to or more than the saturated vapor pressure at the temperature. The glycerol produced from plant fats, animal fats or the like or pure product synthesized chemically or a discharge containing glycerol generated at the production of diesel fuel oil from fats, in which the fats are subjected to a transesterification with alcohol in the presence of an alkali catalyst in order to obtain fatty acid ester is preferably used as a starting material.
    Type: Grant
    Filed: October 12, 2012
    Date of Patent: July 8, 2014
    Assignee: Tongji University
    Inventors: Yalei Zhang, Zheng Shen, Xuefei Zhou, Min Zhang, Jingfei Zhou
  • Publication number: 20140155651
    Abstract: This invention concerns a process for obtaining lactic acid in a single stage by direct oxidation in an aqueous medium of 1,2-propanediol in the presence of a mixture of heterogeneous catalysts, in conditions of low temperature and low pressure. The reaction takes place in the presence of oxygen and a mixture of heterogeneous catalysts, consisting of a first catalyst of noble metal supported in metallic oxide, and a second basic solid catalyst. The mixture of catalysts is easily recovered by filtration at the end of the process, to be reused. The lactic acid is obtained directly, with selectivity between 50% and 97%.
    Type: Application
    Filed: November 22, 2013
    Publication date: June 5, 2014
    Applicants: INT - INSTITUTO NACIONAL DE TECNOLOGIA, PETRÓLEO BRASILEIRO S.A. - PETROBRAS
    Inventors: Marco André FRAGA, Tatiana Vieira GALVÃO, Simone Maria DE REZENDE, Andrea Maria Duarte DE FARIAS, Alexandre Barros GASPAR, Marlito GOMES JUNIOR, Carlos Renê Klotz RABELLO, Bernardo Galvão SIQUEIRA, Raphael Bezerra DE MENEZES
  • Publication number: 20140148616
    Abstract: Current industrial processes for the production of lactic acid are fermentative, using lactic bacteria which require large volumes and create large quantities of liquid residue which need to be treated. Chemical literature also describes the use of reaction systems with homogeneous catalysis, which also pose problems which in turn impact our costs, owing to the increased requirements in terms of the control of the process and the type of reactor necessary. Therefore, the process used thus far, carried out in hydrogenolysis, isomerisation and oxidation are defective, owing to the significant formation of sub-products, mainly pyruvic acid and acetic acid and the low yield of lactic acid. Lactic acid can also be obtained by the chemical transformation of other sources other than starch, but which are also renewable. The present invention provides a oxidative process for the production of lactic acid, in which the reaction with pure oxygen or oxygen mixed with air takes place below 100° C.
    Type: Application
    Filed: August 18, 2011
    Publication date: May 29, 2014
    Applicants: INSTITUTO NACIONAL DE TECNOLOGIA-INT, PETROLEO BRASILEIRO S.A. - PETROBRAS
    Inventors: Marco Andre Fraga, Elise Mota de Albuquerque, Robert Amaral Candido, Beta Cunha Olivier, Simone Carvalho Chiapetta, Andrea Maria Duarte de Farias, Alexandre Barros Gaspar, Marlito Gomes Junior, Carlos Rene Klotz Rabello, Bernardo Galvao Siqueira, Raphael Bezerra de Menezes
  • Publication number: 20140128632
    Abstract: The present invention provides a process and a solid catalyst for oxydehydration of glycerol to acrylic acid with H2O2 under mild experimental condition at atmospheric pressure. The process provides a single step liquid phase selective oxidation glycerol to acrylic acid over nanocrystalline Cu supported ?-MnO2 catalyst. The process provides glycerol conversion of 20-78% and selectivity of acrylic acid up to 86%.
    Type: Application
    Filed: November 6, 2013
    Publication date: May 8, 2014
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: RAJARAM BAL, BIPUL SARKAR, RAJIB KUMAR SINGHA, CHANDRASHEKAR PENDEM, SHUBHRA ACHARYYA SHANKHA, SHILPI GHOSH
  • Publication number: 20140121408
    Abstract: Current industrial processes for the production of lactic acid are fermentative, using lactic bacteria which require large volumes and create large quantities of liquid residue which need to be treated. Chemical literature also describes the use of reaction systems with homogeneous catalysis, which also pose problems which in turn impact our costs, owing to the increased requirements in terms of the control of the process and the type of reactor necessary. Therefore, the process used thus far, carried out in hydrogenolysis, isomerisation and oxidation are defective, owing to the significant formation of sub-products, mainly pyruvic acid and acetic acid and the low yield of lactic acid. Lactic acid can also be obtained by the chemical transformation of other sources other than starch, but which are also renewable. The present invention provides a oxidative process for the production of lactic acid, in which the reaction with pure oxygen or oxygen mixed with air takes place below 100° C.
    Type: Application
    Filed: January 7, 2014
    Publication date: May 1, 2014
    Applicants: INSTITUTO NACIONAL DE TECNOLOGIA-INT, PETROLEO BRASILEIRO S.A. - PETROBRAS
    Inventors: Marco Andre FRAGA, Elise Mota DE ALBUQUERQUE, Robert Amaral CANDIDO, Beta Cunha OLIVIER, Simone Carvalho CHIAPETTA, Andrea Maria Duarte de FARIAS, Alexandre Barros GASPAR, Marlito GOMES Junior, Carlos René Klotz RABELLO, Bernardo Galvão SIQUEIRA, Raphael Bezerra MENEZES
  • Publication number: 20130310604
    Abstract: There is provided a process for producing aerolein, acrylic acid, methacrolein, methacrylic acid in a safe and steady manner and in high yields, which avoids a phenomenon of occurrence of an abnormal reaction attributable to the fact that the temperature at a raw material gas outlet side becomes considerably higher than the temperature at a raw material gas inlet side, with regard to the temperature of a catalyst packed in a reaction tube at vapor-phase catalytic oxidation of propylene, isobutylene, or the like.
    Type: Application
    Filed: January 16, 2012
    Publication date: November 21, 2013
    Applicant: NIPPONKAYAKU KABUSHIKIKAISHA
    Inventors: Tatsuhiko Kurakami, Susumu Matsumoto, Atsushi Sudo, Kazuo Shiraishi, Masashi Hashiba
  • Patent number: 8575389
    Abstract: The invention relates to a continuous neutralization process in which at least one ethylenically unsaturated carboxylic acid is neutralized at least partly with a base and the temperature of the neutralized solution is less than 70° C., and also to an apparatus for carrying out the process.
    Type: Grant
    Filed: August 31, 2006
    Date of Patent: November 5, 2013
    Assignee: BASF SE
    Inventors: Matthias Weismantel, Michael de Marco, Dominicus van Esbroeck, Karl J. Possemiers, Ronny De Kaey
  • Patent number: 8563774
    Abstract: Disclosed is a method for producing a catalyst, in which physical properties of a dried material or a calcined material in a production process of the catalyst are stable and a change in at least one of a catalyst activity and a selectivity to a target product is small and hence reproducibility of the catalyst is excellent. The present invention is a method for producing a catalyst containing molybdenum, bismuth, and iron, which contains the steps of washing a surface of at least one device equipped in an apparatus for the production of catalyst, to which a solid matter adheres, with a basic solution, and producing the catalyst with the apparatus for the production of catalyst thus washed.
    Type: Grant
    Filed: March 15, 2013
    Date of Patent: October 22, 2013
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Masahide Kondo, Masanori Nitta, Hiroyuki Naitou, Toru Kuroda, Seiichi Kawato
  • Patent number: 8530697
    Abstract: The subject of the present invention is a method for the reactive vaporization of aqueous solutions of glycerol in a fluidized bed containing a reactive solid. The method of the invention makes it possible to simultaneously vaporize an aqueous solution of glycerol, to remove the impurities that are present in this solution or that are generated during the evaporation, and to carry out the dehydration reaction of the glycerol to acrolein and/or the oxydehydration reaction of the glycerol to acrylic acid.
    Type: Grant
    Filed: September 5, 2008
    Date of Patent: September 10, 2013
    Assignee: Arkema France
    Inventors: Jean-Luc Dubois, Grégory Patience
  • Publication number: 20130211036
    Abstract: A process for oxidizing a composition comprising contacting an alkylbenzene of the general formula (I): where R1 and R2 each independently represents hydrogen or an alkyl group having from 1 to 4 carbon atoms, wherein R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, the cyclic group being optionally substituted, and R3 represents hydrogen, one or more alkyl groups having from 1 to 4 carbon atoms or a cyclohexyl group; and (ii) about 0.05 wt % to about 5 wt % of phenol, with oxygen in the presence of a catalyst containing a cyclic imide having the general formula (II): wherein X represents an oxygen atom, a hydroxyl group, or an acyloxy group under conditions effective to convert at least a portion of the alkylbenzene to a hydroperoxide.
    Type: Application
    Filed: August 16, 2011
    Publication date: August 15, 2013
    Applicant: ExxonMobil Chemical Company - Law Technology
    Inventors: Jihad M. Dakka, Edmund J. Mozeleski, Charles Morris Smith, Christopher L. Becker, Stephen Zushma
  • Patent number: 8481783
    Abstract: The invention relates to a process for separating glyoxylic acid starting from an aqueous reaction medium containing glyoxylic acid and hydrochloric acid, comprising a step of countercurrent steam stripping of the reaction medium in order to obtain, on the one hand, a gas phase containing the volatile hydrochloric acid and, on the other hand, a liquid phase containing the purified glyoxylic acid.
    Type: Grant
    Filed: January 21, 2009
    Date of Patent: July 9, 2013
    Assignee: Clariant Speciality Fine Chemicals (France)
    Inventor: Olivier Simon
  • Patent number: 8471060
    Abstract: A process and reactor for the production of acetic acid comprising the steps of: passing a feed stream containing ethanol and water together with a predetermined feed rate of an oxygen containing atmosphere in presence of one or more catalysts being active in simultaneous non-oxidative and oxidative conversion of ethanol to a product stream with acetic acid; recovering from the product stream a stream of acetic acid; optionally recovering reactive derivatives of acetic acid and recycling these to step (a).
    Type: Grant
    Filed: November 23, 2009
    Date of Patent: June 25, 2013
    Assignee: Haldor Topsoe A/S
    Inventors: Claus Hviid Christensen, Niels Christian Schiødt, Bodil Voss
  • Patent number: 8383837
    Abstract: The invention relates to a process for the catalytic conversion of a carbohydrate, an alcohol, an aldehyde or a polyhydroxy compound in the presence of a catalyst containing gold in a solvent.
    Type: Grant
    Filed: June 5, 2008
    Date of Patent: February 26, 2013
    Assignee: DSM IP Assets B.V.
    Inventors: Werner Bonrath, Jocelyn Fischesser
  • Publication number: 20130035507
    Abstract: A process for producing formic acid by hydrothermal oxidation reaction with glycerol and their equipment, wherein glycerol and oxidant are subjected to a hydrothermal oxidation reaction, air, oxygen or H2O2 as oxidant, at a temperature in the range of 150 to 450° C. and under pressure equal to or more than the saturated vapor pressure at the temperature. The glycerol produced from plant fats, animal fats or the like or pure product synthesized chemically or a discharge containing glycerol generated at the production of diesel fuel oil from fats, in which the fats are subjected to a transesterification with alcohol in the presence of an alkali catalyst in order to obtain fatty acid ester is preferably used as a starting material.
    Type: Application
    Filed: October 12, 2012
    Publication date: February 7, 2013
    Applicant: TONGJI UNIVERSITY
    Inventor: TONGJI UNIVERSITY
  • Patent number: 8350080
    Abstract: A method is described for producing acyl glycinate salts of formula (II) in which R1 represents a saturated linear or branched alkyl radical comprising 1 to 21 carbon atoms or a monounsaturated or polyunsaturated linear or branched alkenyl radical comprising 2 to 21 carbon atoms, and B represents a cation, and/or the corresponding protonated acyl glycinic acid. Said method is characterized in that one or more fatty acid monoethanol amides of formula (I) in which R1 has the meaning indicated above is/are oxidized with oxygen in the presence of an optionally supported bimetallic catalyst consisting of gold and a metal from group VIII of the periodic table in the alkaline medium in order to obtain one or more acyl glycinate salts of formula (II). In order to produce the protonated acyl glycinic acids, the acyl glycinate salt/s of formula (II) is/are additionally reacted with an acid.
    Type: Grant
    Filed: January 7, 2009
    Date of Patent: January 8, 2013
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Peter Klug, Achim Stankowiak, Oliver Franke, Franz-Xaver Scherl, Ulf Pruesse, Nadine Decker, Klaus-Dieter Vorlop
  • Patent number: 8329942
    Abstract: A method for producing an unsaturated aldehyde and an unsaturated carboxylic acid through gas-phase catalytic oxidation of propylene, isobutylene or tertiary butanol, which is a raw material, with molecular oxygen in the presence of a catalyst comprising a complex oxide including molybdenum, bismuth and iron as essential components, by controlling the molar ratio of oxygen to the raw material such that a rate of reaction of the raw material is kept constant in the temperature range of from (TA-15)° C. to TA° C., where TA° C. is the boundary temperature of the activation energy of the catalyst.
    Type: Grant
    Filed: March 23, 2012
    Date of Patent: December 11, 2012
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Masahide Kondo, Seiichi Kawato-ku, Toru Kuroda
  • Publication number: 20120296115
    Abstract: The present invention provides a method for producing polyoxyalkylene alkyl ether carboxylic acid and a salt thereof, including supplying polyoxyalkylene alkyl ether, oxygen, and water to a continuous stirred tank reactor containing a noble metal catalyst to oxidize the polyoxyalkylene alkyl ether with oxygen, in which the molar ratio of the salt of polyoxyalkylene alkyl ether carboxylic acid to the polyoxyalkylene alkyl ether in the continuous stirred tank reactor is controlled to 0.33 to 49.
    Type: Application
    Filed: December 22, 2010
    Publication date: November 22, 2012
    Applicant: KAO CORPORATION
    Inventors: Takeshi Shirasawa, Yasuo Amishige, Kaoru Omae, Akira Matsunaga, Akira Sakaguchi
  • Publication number: 20120253067
    Abstract: A process for producing lactic acid from glycerol using a reaction mixture comprising glycerol, a dehydrogenation catalyst (preferably a copper-based catalyst), an alkaline component, and water.
    Type: Application
    Filed: March 28, 2012
    Publication date: October 4, 2012
    Inventors: Raghunath V. Chaudhari, Bala Subramaniam, Debdut S. Roy
  • Publication number: 20120190890
    Abstract: An aim of the present invention is to produce, from glycerol, a bioresourced acrylic acid, that is to say an acrylic acid essentially based on a carbon source of natural origin, corresponding to a degree of purity corresponding to the requirements of the users. The process according to the invention comprises a final stage of purification of the acrylic acid by fractional crystallization applied to one of the acrylic acid fractions resulting from the purification line employed after having extracted the acrylic acid, obtained from glycerol, by countercurrentwise absorption with a heavy hydrophobic solvent.
    Type: Application
    Filed: June 29, 2010
    Publication date: July 26, 2012
    Applicant: ARKEMA FRANCE
    Inventor: Michel Fauconet
  • Publication number: 20120190889
    Abstract: This invention is directed a process for preparation of a carboxylic acid salt by dehydrogenation of a primary alcohol. The invention is also directed to a catalyst for dehydrogenating primary alcohols. In one embodiment, for example, the catalyst comprises a metal support (preferably a metal sponge support) having a copper-containing coating at the surface thereof. In another embodiment, the catalyst comprises a metal selected from the group consisting of zinc, cobalt, iron, tin and combinations thereof having a copper-containing coating at the surface thereof.
    Type: Application
    Filed: March 30, 2012
    Publication date: July 26, 2012
    Applicant: MONSANTO TECHNOLOGY LLC
    Inventors: David A. Morgenstern, Juan P. Arhancet, Howard C. Berk, William L. Moench, JR., James C. Peterson
  • Publication number: 20120184770
    Abstract: A method for preparing fluorinated carboxylic acids and theirs salts is described comprising subjecting a fluorinated alcohol of the general formula (A): A-CH2—OH to at least one first and at least one second oxidizing agent to produce a highly fluorinated carboxylic acid or their salts of the general formula (B): A-COO M+, wherein M+ represents a cation and wherein A in formulas (A) and (B) is the same and A represents the residue: Rf-[0]p-CX?Y?-[0]m-CX?Y?-[0]n-CXY— wherein Rf represents a fluorinated alkyl residue which may or may not contain one or more catenary oxygen atoms, p, m and n are independently from each other either 1 or O, X, X?, X?, Y, Y? and Y? are independently from each other H, F, CF3, or C2F5 with the proviso that not all of X, X?, X?, Y, Y? and Y? are H; or A represents the residue: R—CFX— wherein X and R are independently selected from a hydrogen, a halogen, or an alkyl, alkenyl, cycloalkyl, or aryl residue, which may or may not contain one or more fluorine atoms and which may or may no
    Type: Application
    Filed: October 21, 2010
    Publication date: July 19, 2012
    Applicant: 3M Innovative Properties Company
    Inventors: Klaus Hintzer, Dennis E. Vogel, Miguel A. Guerra, Jolanta Ignatowska, Gerd-Volker Röschenthaler, Oleg Shyshkov, Kim M Vogel, Tilman C. Zipplies
  • Patent number: 8178720
    Abstract: Disclosed is a method of a gas-phase catalytic oxidation reaction of propylene, isobutylene, or tertiary butanol with molecular oxygen in the presence of a catalyst to produce a corresponding unsaturated aldehyde and a corresponding unsaturated carboxylic acid, in which the catalyst can be used over a long period of time. Concretely, in the presence of the catalyst containing a complex oxide including molybdenum, bismuth and iron as essential components, at least one factor of a reaction pressure and a molar ratio of molecular oxygen to a raw material is controlled to change in such a way that a rate of reaction of the raw material is kept constant in the temperature range of from (TA?15)° C. to TA° C., when a boundary temperature of the activation energy of the catalyst is set to be TA° C.
    Type: Grant
    Filed: March 6, 2007
    Date of Patent: May 15, 2012
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Masahide Kondo, Seiichi Kawato, Toru Kuroda
  • Publication number: 20120071687
    Abstract: A process for preparing acrylic acid from ethanol and formaldehyde, in which, in a reaction zone A, the ethanol is partially oxidized to acetic acid in a heterogeneously catalyzed gas phase reaction, the product gas mixture A obtained and a formaldehyde source are used to obtain a reaction gas input mixture B which comprises acetic acid and formaldehyde and has the acetic acid in excess over the formaldehyde, and the formaldehyde present in reaction gas input mixture B is aldol-condensed with acetic acid present in reaction gas input mixture B to acrylic acid under heterogeneous catalysis in a reaction zone B, and unconverted acetic acid still present along-side the acrylic acid target product in the product gas mixture B obtained is removed therefrom, and the acetic acid removed is recycled into the production of reaction gas input mixture B.
    Type: Application
    Filed: September 14, 2011
    Publication date: March 22, 2012
    Applicant: BASF SE
    Inventors: Stefanie Herzog, Stefan Altwasser, Markus Ottenbacher, Frank Hütten, Annebart Engbert Wentink, Alexander Schäfer
  • Patent number: 8088948
    Abstract: Systems and methods for processing glycerol into one or more useful products are provided. The method can include decreasing a pH of a mixture comprising glycerol and fatty acids to produce an emulsion comprising a glycerol-rich portion and a fatty acids-rich portion. At least a portion of the glycerol-rich portion can be reacted with at least one of an oxidant and a catalyst at conditions sufficient to produce a reacted product comprising glyceric acid, oxalic acid, glycolic acid, formic acid, or any combination thereof.
    Type: Grant
    Filed: December 10, 2010
    Date of Patent: January 3, 2012
    Assignee: Envirosource, Inc.
    Inventor: Spencer S. Awbrey
  • Patent number: 8071805
    Abstract: A process for producing a 2-hydroxy-4-(methylthio)butyrate compound represented by the formula (2): wherein A is a hydrogen atom or a group represented by R—CH2—, wherein R is a hydrogen atom or an alkyl group, which comprises the step of: reacting 4-(methylthio)-2-oxo-1-butanol with oxygen and a compound represented by the formula (1): A-OH??(1) wherein A is as defined above, in the presence of a copper compound.
    Type: Grant
    Filed: July 20, 2007
    Date of Patent: December 6, 2011
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Koji Hagiya
  • Patent number: 8053602
    Abstract: Propionic acid is produced via the catalytic dehydration of glycerol in the presence of at least one transition metal catalyst.
    Type: Grant
    Filed: January 30, 2008
    Date of Patent: November 8, 2011
    Assignee: Rhodia Poliamida E Especialidades Ltda
    Inventor: Zim Danilo
  • Publication number: 20110150743
    Abstract: The invention relates to a hydrocyanic acid containing bioresource carbon, and to a method for producing a raw material mainly containing the same by reacting ammonia with methane or methanol optionally in the presence of air and/or oxygen, characterized in that at least one of the reagents selected from ammonia, methane and methanol is obtained from a biomass. The invention also relates to the uses of the raw material for producing acetone cyanohydrin, adiponitrile, methionine or methionine hydroxyl-analog, and sodium cyanide.
    Type: Application
    Filed: May 19, 2009
    Publication date: June 23, 2011
    Applicant: Arkema France
    Inventor: Jean-Luc Dubois
  • Publication number: 20110124913
    Abstract: The invention relates to a method for producing bioresourced propionic acid from glycerol. The invention also relates to a composition comprising more than 85 mass % of bioresourced propionic acid, and to the use of the propionic acid obtained from the method as a solvent, as a food preservative, for producing herbicide or for preparing vinyl propionate.
    Type: Application
    Filed: July 22, 2009
    Publication date: May 26, 2011
    Applicant: Arkema France
    Inventor: Jean-Luc Dubois
  • Patent number: 7935851
    Abstract: High purity isobutylene streams are obtained by the hydroformylation of mixed butene streams containing butene-1 and isobutylene (and optionally butene-2) under conditions that hydroformylate primarily butene-1 to yield a mixture of valeraldehyde and isobutylene, which may be separated out as an enriched isobutylene stream and used in the production of methyl tertiary butyl ether, tertiary butyl alcohol, di-isobutylene or polyisobutylene.
    Type: Grant
    Filed: September 17, 2004
    Date of Patent: May 3, 2011
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Raphael Frans Caers, Eddy Theophile Van Driessche
  • Publication number: 20110084231
    Abstract: A method of producing short chain carbon compounds from effluents that are rich in lignin-model compounds. The method is characterized by controlled photocatalytic degradation of lignin model compounds so as to produce short chain carbon compounds. The present invention provides converting recalcitrant and toxic organic compounds into chemicals which are of commercial value.
    Type: Application
    Filed: October 5, 2010
    Publication date: April 14, 2011
    Inventors: Jerald A. D. Lalman, Srimanta Ray
  • Publication number: 20110054142
    Abstract: The present invention relates to a method for continuously preparing cyclohexanone from phenol making use of a catalyst comprising at least one catalytically active metal selected from platinum and palladium comprising a) hydrogenating phenol to form a product stream comprising cyclohexanone and unreacted phenol; b) separating at least part of the product stream, or at least part of the product stream from which one or more components having a lower boiling point than cyclohexanone have been removed, into a first fraction comprising cyclohexanone and a second fraction comprising phenol and cyclohexanol, using distillation; c) separating the second fraction into a third fraction, rich in cyclohexanol, and a fourth fraction, rich in phenol and, using distillation; d) subjecting at least part of the fourth fraction to a further distillation step, thereby forming a fifth fraction and a sixth fraction, wherein the fifth fraction is enriched in phenol compared to the sixth fraction, and wherein the sixth fraction c
    Type: Application
    Filed: December 16, 2008
    Publication date: March 3, 2011
    Inventors: Marleen Horsels, Rudy Francols Maria Jozef Parton, Johan Thomas Tinge
  • Patent number: 7868201
    Abstract: A process for the oxidation of hydrocarbons comprises contacting the hydrocarbon with an oxygen-containing gas in the presence of a catalyst comprising a microporous solid support, preferably a zeolite, having from 8- to 12-ring open windows and comprising non-framework metal cations selected from manganese, iron, cobalt, vanadium, chromium, copper, nickel, and ruthenium, and mixtures thereof, providing that the oxygen-containing gas does not contain significant amounts of added hydrogen. The catalyst is novel and forms part of the invention. The process may be used for oxidation of alkanes, cycloalkanes, benzene and alkylbenzenes, and is suitable for use in regioselective terminal oxidation of straight chain alkanes and for selective oxidation/separation of p-dialkylbenzenes from an alkylbenzene mixture, for example, p-xylene from an isomeric mixture of xylenes.
    Type: Grant
    Filed: July 1, 2005
    Date of Patent: January 11, 2011
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Bi-Zeng Zhan, Bjorn Moden, Jihad Dakka, Jose Santiesteban, Sebastian C. Reyes, Enrique Iglesia
  • Publication number: 20100317823
    Abstract: The present invention generally relates to processes for the chemocatalytic conversion of a glucose source to an adipic acid product. The present invention includes processes for the conversion of glucose to an adipic acid product via glucaric acid or derivatives thereof. The present invention also includes processes comprising catalytic oxidation of glucose to glucaric acid or derivative thereof and processes comprising the catalytic hydrodeoxygenation of glucaric acid or derivatives thereof to an adipic acid product. The present invention also includes products produced from adipic acid product and processes for the production thereof from such adipic acid product.
    Type: Application
    Filed: June 11, 2010
    Publication date: December 16, 2010
    Applicant: RENNOVIA, INC.
    Inventors: Thomas R. Boussie, Eric L. Dias, Zachary M. Fresco, Vincent J. Murphy, James Shoemaker, Raymond Archer, Hong Jiang
  • Publication number: 20100234589
    Abstract: In a process for oxidizing a hydrocarbon to a corresponding hydroperoxide, alcohol, ketone, carboxylic acid or dicarboxylic acid, the hydrocarbon is contacted with an oxygen-containing gas in the presence of a catalyst comprising a cyclic imide of the general formula (I): wherein each of R1 and R2 is independently selected from hydrocarbyl and substituted hydrocarbyl radicals having 1 to 20 carbon atoms, or from the groups SO3H, NH2, OH and NO2, or from the atoms H, F, Cl, Br and I provided that R1 and R2 can be linked to one another via a covalent bond; each of Q1 and Q2 is independently selected from C, CH, N and CR3; each of X and Z is independently selected from C, S, CH2, N, P and an element of Group 4 of the Periodic Table; Y is O or OH; k is 0, 1, or 2; 1 is 0, 1, or 2; m is 1 to 3, and R3 can be any of the entities listed for R1.
    Type: Application
    Filed: July 11, 2008
    Publication date: September 16, 2010
    Inventors: Jihad M. Dakka, James C. Vartuli, Stephen Zushma
  • Publication number: 20100130776
    Abstract: A process and reactor for the production of acetic acid comprising the steps of: passing a feed stream containing ethanol and water together with a predetermined feed rate of an oxygen containing atmosphere in presence of one or more catalysts being active in simultaneous non-oxidative and oxidative conversion of ethanol to a product stream with acetic acid; recovering from the product stream a stream of acetic acid; optionally recovering reactive derivatives of acetic acid and recycling these to step (a).
    Type: Application
    Filed: November 23, 2009
    Publication date: May 27, 2010
    Inventors: Claus Hviid Christensen, Niels Christian Schiødt, Bodil Voss
  • Publication number: 20100120949
    Abstract: The invention relates to a process for production of at least one C4 oxidation product, comprising the steps: a) providing a feed composition comprising at least two feed compounds selected from tert-butyl alcohol, methyl tert-butyl ether and isobutylene; b) subjecting the feed composition to a catalytic reaction zone comprising at least one oxidation stage and obtaining a reaction phase comprising the C4 oxidation product, to a C4 oxidation product obtainable therefrom, to an apparatus for production of at least one C4 oxidation product, a process carried out in the apparatus, to a methacrylic acid, to a polymer comprising methacrylic acid and process for production thereof, to methyl methacrylate and a process for production thereof, to a methacrylate ester and a process for production thereof, to a polymer comprising at least one of methacrylic acid, methyl methacrylate and a methacrylate ester and a process for production thereof, to a composition comprising at least one of methacrylic acid, methyl methac
    Type: Application
    Filed: February 25, 2008
    Publication date: May 13, 2010
    Applicant: Evonik Roehm GmbH
    Inventor: Torsten Balduf