Of Compound Containing A -coo- Group Patents (Class 568/864)
  • Patent number: 10450252
    Abstract: Process for the continuous hydrogenation of a carboxylic acid (I) to an alcohol (II) by means of hydrogen at a temperature of from 100 to 300° C. and a pressure of 10 to 33 MPa abs in a reactor tube through which axial flow occurs and which has a fixed-bed catalyst which is fixed therein and comprises at least one element from the group consisting of Re, Co and Cu, and in which the carboxylic acid (I) to be hydrogenated is present in a liquid mixture (III) comprising the carboxylic acid (I), water and alcohol (II), where the mixture (III) has an acid number of from 0.2 to 25 mg KOH/g and comprises at least 15% by weight of water and at least 20% by weight of alcohol (II) and the flow velocity of the flowing liquid calculated on the basis of the geometric cross-sectional area of the empty, catalyst-free reactor tube is from 10 to 50 m/h.
    Type: Grant
    Filed: March 29, 2017
    Date of Patent: October 22, 2019
    Assignee: BASF SE
    Inventors: Rolf Pinkos, Stefan Rittinger, Christoph Nuebling, Olivier Abillard
  • Patent number: 9944579
    Abstract: A phosphorus ligand-free, mild, efficient and complete catalytic hydrogenation process is for the sustainable production of terminal diols from renewable terminal dialkyl esters with improved yield. Soluble, phosphorus ligand free Ru (II)-pincer type complexes can be used as catalysts in the hydrogenation process.
    Type: Grant
    Filed: January 15, 2016
    Date of Patent: April 17, 2018
    Assignee: Council of Scientific & Industrial Research
    Inventors: Ekambaram Balaraman, Manoj Kumar Sahoo
  • Patent number: 9260366
    Abstract: The invention relates to a process for the production of ethylene oxide, comprising the steps of: producing ethylene by converting a stream comprising an oxygenate into a stream comprising ethylene and ethane; producing ethylene oxide by subjecting ethylene and ethane from the stream comprising ethylene and ethane to oxidation conditions resulting in a stream comprising ethylene oxide, unconverted ethylene and ethane; and recovering ethylene oxide from the stream comprising ethylene oxide, unconverted ethylene and ethane.
    Type: Grant
    Filed: May 20, 2015
    Date of Patent: February 16, 2016
    Assignee: Shell Oil Company
    Inventors: Michael Johannes Franciscus Maria Verhaak, Jeroen Van Westrenen
  • Patent number: 9227896
    Abstract: Disclosed is a process for the purification of a mixed diol stream. The mixed diol stream comprising two-, three-, and four-carbon diols is separated into component diols by extraction with a hydrophobic solvent mixture. The diols recovered in the extractant may be removed from the extractant stream by back extraction with water or by distillation with an azeotrope-forming agent present, preferably an azeotroping agent already present in the extractant mixture.
    Type: Grant
    Filed: March 27, 2012
    Date of Patent: January 5, 2016
    Assignee: Eastman Chemical Company
    Inventor: Scott Donald Barnicki
  • Patent number: 9127160
    Abstract: The present invention relates to a process for the work-up of polymer solutions comprising N-methyl-2-pyrrolidone and a polymer where the polymer solution is hydrogenated with hydrogen in the presence of a hydrogenation catalyst. The present invention also relates to the product obtainable from said process, and to its use for producing, in particular, polyarylene ether products.
    Type: Grant
    Filed: May 24, 2013
    Date of Patent: September 8, 2015
    Assignee: BASF SE
    Inventors: Martin Weber, Rolf Pinkos, Thomas Vogler
  • Patent number: 9114328
    Abstract: Disclosed is a process for producing glycolate ester oligomers. The process comprises reacting ethylene glycol and glycolic acid to produce a stream of glycolate ester oligomers and glycolic acid oligomers while simultaneously removing water. The stream of glycolate ester oligomers and glycolic acid oligomers has a low concentration of water and glycolic acid-ends, and thus is useful in a subsequent hydrogenation reaction to produce ethylene glycol.
    Type: Grant
    Filed: May 16, 2012
    Date of Patent: August 25, 2015
    Assignee: Eastman Chemical Company
    Inventors: Daniel Latham Terrill, Kelley Margaret Moran, Stephen Neal Falling
  • Patent number: 9102583
    Abstract: A process for producing ethylene glycol includes contacting an oxalate with a fluidized bed catalyst under the following conditions: a reaction temperature of from about 170 to about 270° C., a weight space velocity of oxalate of from about 0.2 to about 7 hours?1, a hydrogen/ester molar ratio of about 20˜200:1, a reaction pressure of from about 1.5 to about 10 MPa, and a reaction temperature difference T of from about 1 to about 15° C. The fluidized bed catalyst includes: a) from about 5 to about 80 parts by weight of copper and the oxide thereof, b) from about 10 to about 90 parts by weight of at least one carrier selected from silica, molecular sieve or alumina, c) from about 0.01 to about 30 parts by weight of bismuth and tungsten metallic elements or the oxides thereof, or cerium and niobium metallic elements or the oxides thereof.
    Type: Grant
    Filed: February 24, 2012
    Date of Patent: August 11, 2015
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC
    Inventors: Weimin Yang, Juntao Liu, Wanmin Wang, Jun Kuai
  • Patent number: 9029613
    Abstract: Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 4-isopropyl-1-methylcyclohexene and carbon monoxide, isomerizing the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride, thus making 2-methyl-2-(4-methylcyclohexyl)-propionyl fluoride, reacting with alcohol and acquiring a cyclohexane carbonyl compound, and then reducing the cyclohexane carbonyl compound.
    Type: Grant
    Filed: December 27, 2011
    Date of Patent: May 12, 2015
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Mitsuharu Kitamura, Yoshiharu Ataka, Kazuyuki Fukuda
  • Patent number: 8987528
    Abstract: The method for hydrogenolysis of sugar or sugar alcohols comprises the steps of: mixing in the absence of any phosphine a suspension of a supported osmium catalyst, water, a sugar or sugar alcohol, and a base; pressurizing the suspension with hydrogen to a range of 30 to 90 bar at room temperature; heating the suspension to a temperature in the range of 180° C. to 250° C.; and mixing the suspension for an amount of time ranging from 1 to 6 hours.
    Type: Grant
    Filed: January 27, 2010
    Date of Patent: March 24, 2015
    Assignee: Mossi & Ghisolfi International S.a.r.l.
    Inventor: Milan Hronec
  • Patent number: 8969632
    Abstract: A process for making ethylene glycol by feeding reactants including 1,2-dioxygenated organic compounds, an organometallic homogeneous catalyst, and hydrogen to a hydrogenation reactor, reacting at least a portion of the reactants with hydrogen in the presence of the organometallic homogeneous catalyst to produce a reaction product mixture containing ethylene glycol, and passivating the catalyst by contacting the catalyst with a carbon monoxide to thereby suppress the formation of by-product diols other that the ethylene glycol primary product, and suppress the formation of by-product tetrols and by-product glycolaldehyde acetals; and separating at least a portion of the ethylene glycol from the reaction product mixture.
    Type: Grant
    Filed: March 23, 2012
    Date of Patent: March 3, 2015
    Assignee: Eastman Chemical Company
    Inventors: David William Norman, Jonathan Michael Penney, Peter Borden Mackenzie
  • Patent number: 8962895
    Abstract: The present invention relates to a method for the production of ethylene glycol using a feedstock comprising an oxalate and a catalyst containing copper and/or a copper oxide, comprising contacting the feedstock with the catalyst in a reactor under the conditions of a temperature in the range from about 170 to about 270° C., a weight hourly space velocity of the oxalate in the range from about 0.2 to about 5 h?1, a molar ratio of hydrogen to the oxalate in the range from about 40:1 to about 200:1 and a reaction pressure in the range from about 1.5 to about 10 MPa, to produce an effluent containing ethylene glycol, in which the reactor is a tube-array reactor using partitioned heat exchange and adopting outer and inner tubes configured in a double-tube structure to facilitate the heat exchange of the catalyst.
    Type: Grant
    Filed: February 24, 2012
    Date of Patent: February 24, 2015
    Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology, Sinopec
    Inventors: Juntao Liu, Weimin Yang, Lei Li, Wanmin Wang, Linna Zhang, Haifeng Song
  • Publication number: 20150025279
    Abstract: A process for synthesizing dodecane-1,12-diol, and by-products thereof, by the reduction of lauryl lactone produced from the oxidation of cyclododecanone.
    Type: Application
    Filed: January 21, 2013
    Publication date: January 22, 2015
    Applicant: INVISTA North America S.a.r.l.
    Inventors: James D. Hastings, Frank E. Herkes, Gurusamy Rajendran, Qun Sun
  • Publication number: 20140336418
    Abstract: Hydrocarbons may be formed from six carbon sugars. This process involves obtaining a quantity of a hexose sugar. The hexose sugar may be derived from biomass. The hexose sugar is reacted to form an alkali metal levulinate, an alkali metal valerate, an alkali metal 5-hydroxy pentanoate, or an alkali metal 5-alkoxy pentanoate. An anolyte is then prepared for use in a electrolytic cell. The anolyte contains the alkali metal levulinate, the alkali metal valerate, the alkali metal 5-hydroxy pentanoate, or the alkali metal 5-alkoxy pentanoate. The anolyte is then decarboxylated. This decarboxylating operates to decarboxylate the alkali metal levulinate, the alkali metal valerate, the alkali metal 5-hydroxy pentanoate, or the alkali metal 5-alkoxy pentanoate to form radicals, wherein the radicals react to form a hydrocarbon fuel compound.
    Type: Application
    Filed: July 2, 2014
    Publication date: November 13, 2014
    Inventors: Sai Bhavaraju, Mukund Karanjikar
  • Patent number: 8884076
    Abstract: The present invention relates to a process for distilling an aqueous polymethylol mixture which comprises a polymethylol of the formula (I) (HOCH2)2—C—R2??(I) in which each R is independently a further methylol group or an alkyl group having 1 to 22 carbon atoms or an aryl or aralkyl group having 6 to 22 carbon atoms, a tertiary amine, water and the adduct of tertiary amine and formic acid (amine formate), which comprises performing the distillation in a distillation column which is connected at the bottom to an evaporator, the bottom temperature being above the evaporation temperature of the monoester of formic acid and polymethylol (polymethylol formate) which forms during distillation. The present invention further relates to a composition comprising polymethylol and 1 to 10 000 ppm by weight of polymethylol formate, and to the use thereof.
    Type: Grant
    Filed: December 7, 2009
    Date of Patent: November 11, 2014
    Assignee: BASF SE
    Inventors: Tilman Sirch, Michael Steiniger, Steffen Maas, Stefan Rittinger, Stephan Schlitter
  • Publication number: 20140328748
    Abstract: The present application discloses complexes useful as catalysts for organic chemical synthesis including hydrogenation and dehydrogenation of unsaturated compounds or dehydrogenation of substrates. The range of hydrogenation substrate compounds includes esters, lactones, oils and fats, resulting in alcohols, diols, and triols as reaction products. The catalysts of current application can be used to catalyze a hydrogenation reaction under solvent free conditions. The present catalysts also allow the hydrogenation to proceed without added base, and it can be used in place of the conventional reduction methods employing hydrides of the main-group elements. Furthermore, the catalysts of the present application can catalyze a dehydrogenation reaction under homogenous and/or acceptorless conditions. As such, the catalysts provided herein can be useful in substantially reducing cost and improving the environmental profile of manufacturing processes for variety of chemicals.
    Type: Application
    Filed: August 20, 2012
    Publication date: November 6, 2014
    Inventors: Dmitri Goussev, Denis Spasyuk
  • Patent number: 8877984
    Abstract: Disclosed is a process for the preparation of 1,3-cyclohexanedimethanol from isophthalic acid. Isophthalic acid is esterified with (3-methylcyclohexyl)methanol and the isophthalate ester hydrogenated to 1,3-cyclohexanedimethanol in a 2-stage process. The (3-methylcyclohexyl)methanol that is formed during the hydrogenation step is recycled to the esterification reaction. Also disclosed is a method for purifying and recovering the 1,3-cyclohexanedimethanol product.
    Type: Grant
    Filed: May 21, 2012
    Date of Patent: November 4, 2014
    Assignee: Eastman Chemical Company
    Inventors: Benjamin Fredrick Barton, Steven Leroy Cook, Jeff Scott Howell, Noah Glenn McMillan, Damon Bryan Shackelford, Brent Alan Tennant, Phillip Wayne Turner
  • Patent number: 8865949
    Abstract: A hydrocarbon conversion process comprises contacting a renewable feedstock under hydroprocessing conditions with supported catalyst comprising at least one metal selected from the group consisting of Group VIII metals, Group VIB metals to form oleochemicals such as fatty alcohols, esters, and normal paraffins. Advantageously, the reaction conditions can be selected to directly convert the renewable feedstock to the desired product(s).
    Type: Grant
    Filed: December 9, 2011
    Date of Patent: October 21, 2014
    Assignee: Chevron U.S.A. Inc.
    Inventor: Cong-Yan Chen
  • Publication number: 20140296466
    Abstract: The present invention relates to a method of producing bio-based homoserine lactone and bio-based organic acid through hydrolysis of O-acyl homoserine produced by a microorganism in the presence of an acid catalyst. According to the present invention, O-acyl homoserine produced by a microorganism is used as a raw material for producing 1,4-butanediol, gamma-butyrolactone, tetrahydrofuran and the like, which are industrially highly useful. The O-acyl homoserine produced by a microorganism can substitute conventional petrochemical products, can solve environmental concerns, including the emission of pollutants and the exhaustion of natural resources, and can be continuously renewable so as not to exhaust natural resources.
    Type: Application
    Filed: March 19, 2014
    Publication date: October 2, 2014
    Inventors: Han Won Lee, Young Lyeol Yang, So Young Kim, Yong Uk Shin, Jin Sook Chang, Hye Won Um, Young Hyoung Goh, Sung Hoo Jhon
  • Patent number: 8829248
    Abstract: Disclosed is a process for the extractive recovery of a homogeneous ruthenium catalyst from the reaction product of the hydrogenation of glycolic acid, glycolate esters, and/or glycolic acid oligomers with an extractant comprising a hydrophobic solvent and an optional hydrophilic solvent. The ruthenium catalyst, which can include 1,1,1-tris(diaryl- or dialkylphosphinomethyl)alkane ligands, can be recovered from the hydrophobic extract phase by back extraction with a hydrophilic solvent and recycled to a process for the preparation of ethylene glycol by the hydrogenation of glycolic acid and glycolic acid derivatives.
    Type: Grant
    Filed: August 12, 2011
    Date of Patent: September 9, 2014
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Jeffrey Scott Kanel, Kenneth Wayne Hampton, Jr., Eduardo Gallas Cervo
  • Patent number: 8791166
    Abstract: The invention provides a method for producing methanol and its products exclusively from a geothermal source as the sole source material also using the needed energy from the geothermal energy source. The method includes separating or isolating carbon dioxide accompanying hot water or steam of the source, generating hydrogen from the water and subsequently preparing methanol from the carbon dioxide and hydrogen. The methanol can be further converted into dimethyl ether or other products.
    Type: Grant
    Filed: July 10, 2009
    Date of Patent: July 29, 2014
    Assignee: University of Southern California
    Inventors: George A. Olah, G. K. Surya Prakash
  • Publication number: 20140206894
    Abstract: 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: Application
    Filed: March 20, 2014
    Publication date: July 24, 2014
    Applicant: 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
  • Publication number: 20140206895
    Abstract: 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: Application
    Filed: March 20, 2014
    Publication date: July 24, 2014
    Applicant: 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
  • Publication number: 20140206896
    Abstract: 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: Application
    Filed: March 20, 2014
    Publication date: July 24, 2014
    Applicant: Liquid Light, Inc.
    Inventors: Narayanappa Sivasankar, Robert Farrauto, Robert Augustine, Setrak Tanielyan, Mohanreddy Kasireddy, Emily Barton Cole, Kate A. Keets, Rishi Parajuli, Jerry J. Kaczur, Yizu Zhu, Farah Dhun, Kyle Teamey, Alexander Bauer, Theodore J. Kramer, Paul Majsztrik, George Leonard
  • Patent number: 8779214
    Abstract: Disclosed is a process for the extractive recovery of a homogeneous ruthenium catalyst from the reaction product of the hydrogenation of glycolic acid, glycolate esters, and/or glycolic acid oligomers with an extractant comprising a hydrophobic solvent and an optional hydrophilic solvent. The ruthenium catalyst, which can include 1,1,1-tris(diaryl- or dialkylphosphinomethyl)alkane ligands, can be recovered from the hydrophobic extract phase by back extraction with a hydrophilic solvent and recycled to a process for the preparation of ethylene glycol by the hydrogenation of glycolic acid and glycolic acid derivatives.
    Type: Grant
    Filed: May 17, 2013
    Date of Patent: July 15, 2014
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Jeffrey Scott Kanel, Kenneth Wayne Hampton, Jr.
  • Publication number: 20140162326
    Abstract: Methods for forming ammonium salts of C4 diacids in a fermentation process with removal of divalent metal carbonate salts are disclosed. The pH of fermentation broths for production of C4 diacids is controlled by adding alkaline oxygen containing calcium or magnesium compounds, which forms divalent metal salts of the diacids. The divalent metal salts of the diacids are substituted with ammonium by introduction of ammonium salts at elevated temperature and pressure forming soluble ammonium salts thereof. C02 or bicarbonate is simultaneously added to the fennentation media at the elevated temperature and pressure. Reducing the temperature and pressure forms insoluble divalent metal carbonate salts that are separated from the solubilized ammonium diacid salts.
    Type: Application
    Filed: July 9, 2012
    Publication date: June 12, 2014
    Inventors: ChiCheng Ma, Todd Werpy
  • Patent number: 8704007
    Abstract: A hydrocarbon conversion process comprises contacting a renewable feedstock under hydroprocessing conditions with a bulk catalyst to form oleochemicals such as fatty alcohols, esters, and normal paraffins. Advantageously, the reaction conditions can be selected to directly convert the renewable feedstock to the desired product(s).
    Type: Grant
    Filed: December 9, 2011
    Date of Patent: April 22, 2014
    Assignee: Chevron U.S.A. Inc.
    Inventors: Cong-Yan Chen, Alexander E. Kuperman, William J. Cannella
  • Patent number: 8692033
    Abstract: The present invention refers to a process for hydrogenation of caprolactone and/or its oligomers or polymers to 1,6-hexanediol. The process is performed in liquid phase at a pressure between 100 and 350 bar and is performed in the presence of a catalytically effective amount of at least one catalyst comprising Cu, Mn, Al, Cr, Zn, Ba and/or Zr.
    Type: Grant
    Filed: July 11, 2011
    Date of Patent: April 8, 2014
    Assignee: Perstorp AB
    Inventors: Christoffer Paulsson, Katri Nikkila, Hakan Bjornberg
  • Patent number: 8686198
    Abstract: An integrated process for producing paraffins and polyols from renewable feedstocks has been developed in which a hydrolysis process is integrated with the hydroprocessing step, producing products suitable for use as transportation fuels. Integration allows the use of common equipment which minimizes cost, raw material consumption, and energy requirements.
    Type: Grant
    Filed: May 18, 2012
    Date of Patent: April 1, 2014
    Assignee: UOP LLC
    Inventor: Tom N. Kalnes
  • Patent number: 8629306
    Abstract: The invention relates to a process for preparing 1,6-hexanediol, preferably with at least 99.5% purity, which are especially virtually free of 1,4-cyclohexanediols, from a carboxylic acid mixture which is obtained as a by-product of the catalytic oxidation of cyclohexane to cyclohexanone/cyclohexanol with oxygen or oxygen-comprising gases and by water extraction of the reaction mixture, by hydrogenating the carboxylic acid mixture, esterifying and hydrogenating a substream to hexanediol.
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: January 14, 2014
    Assignee: BASF SE
    Inventors: Rolf Pinkos, Daniel Breuninger, Gerd-Dieter Tebben
  • Publication number: 20130338406
    Abstract: The present invention relates to a method for the production of ethylene glycol using a feedstock comprising an oxalate and a catalyst containing copper and/or a copper oxide, comprising contacting the feedstock with the catalyst in a reactor under the conditions of a temperature in the range from about 170 to about 270° C., a weight hourly space velocity of the oxalate in the range from about 0.2 to about 5 h?1, a molar ratio of hydrogen to the oxalate in the range from about 40:1 to about 200:1 and a reaction pressure in the range from about 1.5 to about 10 MPa, to produce an effluent containing ethylene glycol, in which the reactor is a tube-array reactor using partitioned heat exchange and adopting outer and inner tubes configured in a double-tube structure to facilitate the heat exchange of the catalyst.
    Type: Application
    Filed: February 24, 2012
    Publication date: December 19, 2013
    Applicants: SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC, CHINA PETROLEUM & CHEMICAL CORPORATION
    Inventors: Juntao Liu, Weimin Yang, Lei Li, Wanmin Wang, Linna Zhang, Haifeng Song
  • Publication number: 20130331618
    Abstract: A method for improving the quality of ethylene glycol products, which mainly solves the technical problem of low UV-light transmittance of the ethylene glycol products present in the prior art. The method successfully solves the problem by use of the technical solution wherein the ethylene glycol raw material and hydrogen are passed through a rotating packed bed reactor loaded with solid oxide catalyst at a temperature of about 20 to about 280 ° C., a pressure of about 0.1 to about 4.0 MPa, a space velocity of about 0.2 to about 100.0 hr?1 and a molar ratio of hydrogen to ethylene glycol of from about 0.01 to 40:1, and ethylene glycol is obtained after the reaction. The solid oxide catalyst is at least one of copper-based, nickel-based and palladium-based catalysts, and the rotation rate of the rotating packed bed reactor is about 300 to about 5000 rpm.
    Type: Application
    Filed: February 24, 2012
    Publication date: December 12, 2013
    Applicants: SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY, SINOPEC, CHINA PETROLEUM & CHEMICAL CORPORATION
    Inventors: Juntao Liu, Yuhong Zhang, Wanmin Wang
  • Publication number: 20130331617
    Abstract: A process for producing ethylene glycol includes contacting an oxalate with a fluidized bed catalyst under the following conditions: a reaction temperature of from about 170 to about 270° C., a weight space velocity of oxalate of from about 0.2 to about 7 hours?1, a hydrogen/ester molar ratio of about 20˜200:1, a reaction pressure of from about 1.5 to about 10 MPa, and a reaction temperature difference T of from about 1 to about 15° C. The fluidized bed catalyst includes: a) from about 5 to about 80 parts by weight of copper and the oxide thereof, b) from about 10 to about 90 parts by weight of at least one carrier selected from silica, molecular sieve or alumina, c) from about 0.01 to about 30 parts by weight of bismuth and tungsten metallic elements or the oxides thereof, or cerium and niobium metallic elements or the oxides thereof.
    Type: Application
    Filed: February 24, 2012
    Publication date: December 12, 2013
    Applicants: Shanghai Research Institute of Petrochemical Technology, Sinopec, China Petroleum & Chemical Corporation
    Inventors: Weimin Yang, Juntao Liu, Wanmin Wang, Jun Kuai
  • Publication number: 20130310598
    Abstract: Disclosed is a process for producing glycolate ester oligomers. The process comprises reacting ethylene glycol and glycolic acid to produce a stream of glycolate ester oligomers and glycolic acid oligomers while simultaneously removing water. The stream of glycolate ester oligomers and glycolic acid oligomers has a low concentration of water and glycolic acid-ends, and thus is useful in a subsequent hydrogenation reaction to produce ethylene glycol.
    Type: Application
    Filed: May 16, 2012
    Publication date: November 21, 2013
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Daniel Latham Terrill, Kelley Margaret Moran, Stephen Neal Falling
  • Publication number: 20130281664
    Abstract: The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e.
    Type: Application
    Filed: October 11, 2011
    Publication date: October 24, 2013
    Inventors: David Milstein, Ekambaram Balaraman, Chidambaram Gunanathan, Boopathy Gnanaprakasam, Jing Zhang
  • Patent number: 8563784
    Abstract: The invention relates to a catalytic method for the industrial production of a diol compound, such as 2-methyl-2-4-pentanediol, also called 2,4-hexylene glycol (HGL), from a ?-hydroxy carbonyl compound, Formula (I), in particular diacetone alcohol (DAA).
    Type: Grant
    Filed: December 15, 2009
    Date of Patent: October 22, 2013
    Assignee: Rhodia Poliamida e Especialidades Ltda
    Inventors: Danilo Zim, Philippe Marion
  • Publication number: 20130261329
    Abstract: 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.
    Type: Application
    Filed: March 27, 2012
    Publication date: October 3, 2013
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling
  • Publication number: 20130261328
    Abstract: 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 homogeneous acid catalyst and a carboxylic 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 carboxylic acid is readily removed from the glycolic acid and the carboxylic acid is recycled.
    Type: Application
    Filed: March 27, 2012
    Publication date: October 3, 2013
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling, Andrew James Vetter
  • Publication number: 20130253232
    Abstract: Disclosed is a process for the extractive recovery of a homogeneous ruthenium catalyst from the reaction product of the hydrogenation of glycolic acid, glycolate esters, and/or glycolic acid oligomers with an extractant comprising a hydrophobic solvent and an optional hydrophilic solvent. The ruthenium catalyst, which can include 1,1,1-tris(diaryl- or dialkylphosphinomethyl)alkane ligands, can be recovered from the hydrophobic extract phase by back extraction with a hydrophilic solvent and recycled to a process for the preparation of ethylene glycol by the hydrogenation of glycolic acid and glycolic acid derivatives.
    Type: Application
    Filed: May 17, 2013
    Publication date: September 26, 2013
    Applicant: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Jeffrey Scott Kanel, Kenneth Wayne Hampton, JR.
  • Publication number: 20130225875
    Abstract: The present invention refers to a process for hydrogenation of caprolactone and/or its oligomers or polymers to 1,6-hexanediol. The process is performed in liquid phase at a pressure between 100 and 350 bar and is performed in the presence of a catalytically effective amount of at least one catalyst comprising Cu, Mn, Al, Cr, Zn, Ba and/or Zr.
    Type: Application
    Filed: July 11, 2011
    Publication date: August 29, 2013
    Applicant: PERSTORP AB
    Inventors: Christoffer Paulsson, Katri Nikkila, Hakan Bjornberg
  • Publication number: 20130184499
    Abstract: A reduced metallic catalyst or pre-activated catalyst is formed by contacting a precursor catalyst or a reduced metallic catalyst with a modifier solution in the presence of a source of hydrogen and heat treating the precursor catalyst or the reduced metallic catalyst at super-atmospheric pressure to obtain the reduced metallic catalyst from the precursor catalyst or the pre-activated catalyst from the reduced metallic catalyst. A method of hydrogenating a hydrogenatable precursor includes providing a reduced metallic catalyst or the pre-activated catalyst prepared with modifier buffer and contacting the reduced metallic catalyst or pre-activated catalyst with the hydrogenatable precursor in the presence of hydrogen and, optionally, in the presence of a modifier solution.
    Type: Application
    Filed: January 8, 2013
    Publication date: July 18, 2013
    Applicant: BioAmber International S.a.r.l.
    Inventor: BioAmber International S.a.r.l.
  • Patent number: 8471048
    Abstract: The present invention relates to a ruthenium carbonyl complex that is represented by the following Formula (1): RuXY(CO)(L)??(1) (in the Formula (1), X and Y, which may be the same or different from each other, represent an anionic ligand and L represents a tridentate aminodiphosphine ligand which has two phosphino groups and a —NH— group), its production method, and a method for production of alcohols by hydrogenation-reduction of ketones, esters, and lactones using the complex as a catalyst. The ruthenium carbonyl complex of the invention has a high catalytic activity and it can be easily prepared and handled.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: June 25, 2013
    Assignee: Takasago International Corporation
    Inventors: Wataru Kuriyama, Takaji Matsumoto, Yasunori Ino, Osamu Ogata
  • Patent number: 8471075
    Abstract: A process for selective formation of ethanol from acetic acid by hydrogenating acetic acid in the presence of first metal, a silicaceous support, and at least one support modifier. Preferably, the first metal is selected from the group consisting of copper, iron, cobalt, nickel, ruthenium, rhodium, palladium, osmium, iridium, platinum, titanium, zinc, chromium, rhenium, molybdenum, and tungsten. In addition the catalyst may comprise a second metal preferably selected from the group consisting of copper, molybdenum, tin, chromium, iron, cobalt, vanadium, tungsten, palladium, platinum, lanthanum, cerium, manganese, ruthenium, rhenium, gold, and nickel.
    Type: Grant
    Filed: February 2, 2010
    Date of Patent: June 25, 2013
    Assignee: Celanese International Corporation
    Inventors: Victor J. Johnston, Laiyuan Chen, Barbara F. Kimmich, Josefina T. Chapman, James H. Zink, Heiko Weiner, John L. Potts, Radmila Jevtic
  • Patent number: 8471042
    Abstract: The invention relates to a process for preparing 1,6-hexanediol and caprolactone, preferably with at least 99.5% purity, which are especially virtually free of 1,4-cyclohexanediols, from a carboxylic acid mixture which is obtained as a by-product of the catalytic oxidation of cyclohexane to cyclohexanone/cyclohexanol with oxygen or oxygen-comprising gases and by water extraction of the reaction mixture, by hydrogenating the carboxylic acid mixture, esterifying and hydrogenating a substream to hexanediol and cyclizing 6-hydroxycaproic ester, the 1,4-cyclohexanediols being removed either in the course of fractionation of the esterification mixture or last from the caprolactone.
    Type: Grant
    Filed: March 31, 2010
    Date of Patent: June 25, 2013
    Assignee: BASF SE
    Inventors: Rolf Pinkos, Daniel Breuninger, Gerd-Dieter Tebben
  • Publication number: 20130158229
    Abstract: A process for making a hydrogenated product comprising caprolactone (CLO) and 1,6-hexanediol (HDO) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).
    Type: Application
    Filed: June 10, 2011
    Publication date: June 20, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Patent number: 8466300
    Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; recovering the solid portion; hydrogenating the solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product including at least one of THF, GBL or BDO; and recovering the hydrogenated product.
    Type: Grant
    Filed: March 18, 2011
    Date of Patent: June 18, 2013
    Assignee: BioAmber International S.a.r.l.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
  • Patent number: 8466328
    Abstract: Disclosed is a process for the extractive recovery of a homogeneous ruthenium catalyst from the reaction product of the hydrogenation of glycolic acid, glycolate esters, and/or glycolic acid oligomers with an extractant comprising a hydrophobic solvent and an optional hydrophilic solvent. The ruthenium catalyst, which can include 1,1,1-tris(diaryl- or dialkylphosphinomethyl)alkane ligands, can be recovered from the hydrophobic extract phase by back extraction with a hydrophilic solvent and recycled to a process for the preparation of ethylene glycol by the hydrogenation of glycolic acid and glycolic acid derivatives.
    Type: Grant
    Filed: September 23, 2010
    Date of Patent: June 18, 2013
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Jeffrey Scott Kanel, Kenneth Wayne Hampton, Jr.
  • Publication number: 20130150551
    Abstract: Processes for making hydrogenated products including caprolactame (CL) caprolactone (CLO) or 1,6-hexanediol (HDO) and derivative thereof from monoammonium adipate (MAA) and/or adipic acid (AA) obtained from a clarified diammonium adipate-containing (DAA-containing) fermentation broth or monoammonium adipate-containing (MAA-containing) fermentation broth.
    Type: Application
    Filed: June 10, 2011
    Publication date: June 13, 2013
    Applicant: BIOAMBER S.A.S.
    Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
  • Publication number: 20130137898
    Abstract: 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: Application
    Filed: December 21, 2012
    Publication date: May 30, 2013
    Applicant: Liquid Light, Inc.
    Inventor: Liquid Light, Inc.
  • Publication number: 20130123550
    Abstract: A copper catalyst for producing ethylene glycol by hydrogenation of an oxalate. The catalyst includes a carrier, an additive, and an active component. The carrier is ceramic or metallic honeycomb. The additive is Al, Si, Ba, Ca, Ti, Zr, Fe, Zn, Mn, V, La, Ce, an oxide thereof, or a mixture thereof. The active component is copper, and the active component and the additive are coated on the carrier to form a coating layer. The additive accounts for 5-90 wt. % of the carrier, the active component accounts for 1-40 wt. % of the carrier, and the copper accounts for 5-50 wt. % of the coating layer.
    Type: Application
    Filed: December 21, 2012
    Publication date: May 16, 2013
    Applicant: Tianjin University
    Inventor: Tianjin University
  • Publication number: 20130123549
    Abstract: The present disclosure provides a hydrogenation catalyst, the preparation process thereof and the application thereof in the production of 1,4-butanediol by hydrogenating dialkyl maleate and/or dialkyl succinate. The catalyst comprises Cu—Al-A-B-G, wherein A comprises at least one of Zn. Mo and W, B comprises at least one of Ba, Mn, Mg, Ti, Ce and Zr. In the process for preparing said hydrogenation catalyst, a part of Cu and A are precipitated first and the rest of Cu, Al and B are precipitated successively.
    Type: Application
    Filed: October 30, 2012
    Publication date: May 16, 2013
    Applicants: FUSHUN RESEARCH INSTITUTE OF PETROLEUM AND PETROCHEMICAL, SINOPEC, CHINA PETROLEUM & CHEMICAL CORPORATION
    Inventors: CHINA PETROLEUM & CHEMICAL CORPORATI, FUSHUN RESEARCH INSTITUTE OF PETROLEU