Preparing By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/861)
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Patent number: 8252962Abstract: The present invention relates to a process for preparing 1,2-propanediol, in which a glycerol-containing stream, especially a stream obtained on the industrial scale in the production of biodiesel, is subjected to a hydrogenation in a two-stage reactor cascade.Type: GrantFiled: August 29, 2008Date of Patent: August 28, 2012Assignee: BASF SEInventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Petra Maier, Georg Mehrl
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Publication number: 20120190899Abstract: The hydrogenation catalyst comprises from 1 to 50% by weight, based on the total catalyst, of nickel on a carbon support, wherein the hydrogenation catalyst does not comprise any rhenium. Coconut shell carbon is preferably used as support.Type: ApplicationFiled: January 20, 2012Publication date: July 26, 2012Applicant: BASF SEInventor: Annemarie Elisa Wilhelmina Beers
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Patent number: 8227646Abstract: A process for the production of propylene glycol by reaction of a feed material comprises glycerol in the presence of hydrogen which comprising the steps of: (a) supplying a stream comprising the feed material to a first vaporisation zone and contacting said feed with cycle gas comprising hydrogen such that at least a portion of the feed is vaporised by and into the cycle gas; (b) supplying at least a portion of the cycle gas and the vaporised feed material to a first reaction zone comprising catalyst and operating under reaction conditions to allow hydrogenation and dehydration to occur such that a major part of the glycerol is converted; (c) recovering from the first reaction zone an intermediate product stream comprising cycle gas, minor amounts of unconverted glycerol, and desired product(s); (d) supplying the intermediate product stream from the preceding reaction zone to a final vaporisation zone and contacting it with additional feed material such that an amount of glycerol, approximately equivalent toType: GrantFiled: July 17, 2007Date of Patent: July 24, 2012Assignee: Davy Process Technology LimitedInventor: Michael William Marshall Tuck
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Patent number: 8222465Abstract: A catalytic process for generating at least one polyol from a feedstock comprising cellulose is performed in a continuous manner. The process involves, contacting, continuously, hydrogen, water, and a feedstock comprising cellulose, with a catalyst to generate an effluent stream comprising at least one polyol, water, hydrogen, and at least one co-product. The water, hydrogen, and at least one co-product are separated from the effluent stream and recycled to the reaction zone. The polyol is recovered from the effluent stream.Type: GrantFiled: July 28, 2011Date of Patent: July 17, 2012Assignee: UOP LLCInventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
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Patent number: 8222463Abstract: A process for generating at least one polyol from a feedstock comprising saccharide is performed in a continuous or batch manner. The process involves, contacting hydrogen, water, and a feedstock comprising saccharide, with a catalyst system to generate an effluent stream comprising at least one polyol and recovering the polyol from the effluent stream. The catalyst system comprises at least one metal component with an oxidation state greater than or equal to 2+.Type: GrantFiled: July 28, 2011Date of Patent: July 17, 2012Assignee: UOP LLCInventors: Tom N. Kalnes, Joseph A. Kocal, John Q. Chen
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Patent number: 8222464Abstract: A catalytic process for generating at least one polyol from a feedstock comprising cellulose is performed in a continuous manner. The process involves, contacting, continuously, hydrogen, water, and a feedstock comprising cellulose, with a catalyst to generate an effluent stream comprising at least one polyol, water, hydrogen, and at least one co-product. The water, hydrogen, and at least one co-product are separated from the effluent stream and recycled to the reaction zone. The polyol is recovered from the effluent stream.Type: GrantFiled: July 28, 2011Date of Patent: July 17, 2012Assignee: UOP LLCInventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
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Patent number: 8222462Abstract: A process for generating at least one polyol from a feedstock comprising saccharide is performed in a continuous or batch manner. The process involves, contacting, hydrogen, water, and a feedstock comprising saccharide, with a catalyst system to generate an effluent stream comprising at least one polyol and recovering the polyol from the effluent stream. The catalyst system comprises at least one unsupported component and at least one supported component.Type: GrantFiled: July 28, 2011Date of Patent: July 17, 2012Assignee: UOP LLCInventors: Tom N. Kalnes, Joseph A. Kocal, John Q. Chen
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Publication number: 20120178947Abstract: Process for preparing tetrahydrofuran, 1,4-butanediol and/or gamma-butyrolactone by hydrogenation of 1,4-butynediol, wherein 1,4-butynediol is vaporized in a hydrogen-comprising gas stream and hydrogenated in gaseous form over at least one catalyst which comprises at least one of the elements of groups 7 to 11 of the Periodic Table of the Elements.Type: ApplicationFiled: January 9, 2012Publication date: July 12, 2012Applicant: BASF SEInventors: Rolf PINKOS, Olga Osetska, Lucia Königsmann
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Publication number: 20120178974Abstract: A supported tungsten carbide catalyst comprises tungsten carbide as its active component and a mesoporous carbon as its support, wherein tungsten carbide is highly dispersed on the surface and in the channels of the mesoporous carbon, and the content of tungsten element is in the range from 30% to 42% by mass based on the mesoporous carbon. This catalyst can be prepared by impregnation process. This catalyst can be used for the direct catalytic conversion of cellulose to ethylene glycol under the hydrothermal conditions and at a temperature of 245° C. and the hydrogen pressure of 6 MPa with high reactivity, selectivity and stability.Type: ApplicationFiled: October 22, 2010Publication date: July 12, 2012Applicant: Dalian Institute of Chemical Physics, Chinese Academy of SciencesInventors: Tao Zhang, Yanhua Zhang, Aiqin Wang, Mingyuan Zheng
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Publication number: 20120172588Abstract: The present invention provides processes for catalytically converting biomass to oxygenated compounds suitable for use in bioreforming processes.Type: ApplicationFiled: December 29, 2011Publication date: July 5, 2012Inventors: Ming Qiao, Randy D. Cortright, Dick A. Nagaki, Elizabeth Woods
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Publication number: 20120172579Abstract: The present invention provides methods, reactor systems, and catalysts for converting in a continuous process biomass to less complex oxygenated compounds for use in downstream processes to produce biofuels and chemicals. The invention includes methods of converting the components of biomass, such as hemicellulose, cellulose and lignin, to water-soluble materials, including lignocellulosic derivatives, cellulosic derivatives, hemicellulosic derivatives, carbohydrates, starches, polysaccharides, disaccharides, monosaccharides, sugars, sugar alcohols, alditols, polyols, diols, alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes, and mixtures thereof, using hydrogen and a heterogeneous liquefaction catalyst.Type: ApplicationFiled: December 29, 2011Publication date: July 5, 2012Inventors: Ming Qiao, Randy D. Cortright, John Kania, Elizabeth Woods
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Publication number: 20120172633Abstract: This invention provides methods for producing ethylene glycol from polyhydroxy compounds such as cellulose, starch, hemicellulose, glucose, sucrose, fructose, fructan, xylose and soluble xylooligosaccharides. The methods uses polyhydroxy compounds as the reactant, a composite catalyst having active components comprising one or more transition metals of Groups 8, 9, or 10, including iron, cobalt, nickel, ruthenium, rhodium, palladium, iridium, and platinum, as well as tungsten oxide, tungsten sulfide, tungsten hydroxide, tungsten chloride, tungsten bronze oxide, tungsten acid, tungstate, metatungstate acid, metatungstate, paratungstate acid, paratungstate, peroxotungstic acid, pertungstate, heteropoly acid containing tungsten. Reacting at a temperature of 120-300° C. and a hydrogen pressure of 1-13 MPa under hydrothermal conditions to accomplish one-step catalytic conversion. It realizes efficient, highly selective, high yield preparation of ethylene glycol and propylene glycol from polyhydroxy compounds.Type: ApplicationFiled: November 4, 2010Publication date: July 5, 2012Applicant: Dalian Institute of Chemical Physics, Chinese Academy of SciencesInventors: Tao Zhang, Zhijun Tai, Aiqin Wang, Mingyuan Zheng
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Publication number: 20120142976Abstract: The present invention relates to a process for producing hydrogenolysis products of polyhydric alcohols with a good selectivity and a high yield, as well as hydrogenolysis catalysts used in the production process. The present invention provides (1) a process for producing a hydrogenolysis product of a polyhydric alcohol which includes the step of reacting the polyhydric alcohol with hydrogen in the presence of a catalyst containing a copper component, wherein the catalyst is a catalyst (A) containing the copper component, an iron component and an aluminum component, or a catalyst (B) containing the copper component and a silicon component; and (2) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component, an iron component and an aluminum component, and (3) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component and a silicon component.Type: ApplicationFiled: February 16, 2012Publication date: June 7, 2012Applicant: KAO CORPORATIONInventors: Nobuyoshi SUZUKI, Masazumi TAMURA, Yohei YOSHIKAWA, Taku MIMURA, Masakatsu TAKAHASHI
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Patent number: 8188321Abstract: The present invention relates to a process for producing hydrogenolysis products of polyhydric alcohols with a good selectivity and a high yield, as well as hydrogenolysis catalysts used in the production process. The present invention provides (1) a process for producing a hydrogenolysis product of a polyhydric alcohol which includes the step of reacting the polyhydric alcohol with hydrogen in the presence of a catalyst containing a copper component, wherein the catalyst is a catalyst (A) containing the copper component, an iron component and an aluminum component, or a catalyst (B) containing the copper component and a silicon component; and (2) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component, an iron component and an aluminum component, and (3) a hydrogenolysis catalyst for polyhydric alcohols which includes a copper component and a silicon component.Type: GrantFiled: April 4, 2008Date of Patent: May 29, 2012Assignee: Kao CorporationInventors: Nobuyoshi Suzuki, Masazumi Tamura, Yohei Yoshikawa, Taku Mimura, Masakatsu Takahashi
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Patent number: 8153847Abstract: A process is provided for producing biobased propylene glycol, the process comprising placing a biobased glycerol containing solution at a concentration of at least 20% glycerol by weight and hydrogen in contact with a solid catalyst such that the biobased propylene glycol is formed.Type: GrantFiled: May 30, 2008Date of Patent: April 10, 2012Assignee: Archer Daniels Midland CompanyInventor: Paul Bloom
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Patent number: 8148581Abstract: The present invention relates to a process for preparing plastics using 1,6-hexanediol having an aldehyde content of less than 500 ppm, a process for preparing 1,6-hexanediol having an aldehyde content of less than 500 ppm and also 1,6-hexanediol having an aldehyde content of less than 500 ppm.Type: GrantFiled: November 23, 2010Date of Patent: April 3, 2012Assignee: BASF SEInventors: Rolf Pinkos, Eva Kretzschmar, Olivier Abillard, Lionel Gehringer
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Patent number: 8143458Abstract: Processes for separating butanediols from glycols are disclosed, as well as products and compositions resulting therefrom.Type: GrantFiled: October 29, 2007Date of Patent: March 27, 2012Assignee: Archer Daniels Midland CompanyInventor: Peter Kalagias
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Publication number: 20120071693Abstract: The present invention provide a process for the production of compounds of general formula (I), Y—CH2CH2—Z (I) wherein Y and Z are functional groups independently selected from the group consisting of a hydroxyl group and R1R2N and wherein R1 and R2 may be the same or different and are functional groups selected from the group consisting of hydrogen and substituted or non-substituited alkyl groups comprising 1 to 8 carbon atoms, or R1R2N is a cyclic compound selected from the group of aromatic and non-aromatic cyclic compounds optionally comprising one or more heteroatoms in addition to the nitrogen atom, said process comprising the steps of: (i) reacting carbon monoxide and an amine in the presence of oxygen to provide a compound of general formula (II) wherein R1 and R2 or R1R2N are as defined above and X is selected from the group consisting of R1R2N and R3O, wherein R3 is selected from alkyl groups comprising 1 to 8 carbon atoms; and (ii) converting the compound of general formula (II) into a compound ofType: ApplicationFiled: May 10, 2010Publication date: March 22, 2012Inventors: Eric Johannes Maria De Boer, Harry Van Der Heijden, Harry Van Der Heijden, Meurs Jan Hermen Hendrik, Sanne Wijnans
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Patent number: 8124815Abstract: The invention relates to a process for preparing 1,6-hexanediol, in which a hexanediol having a proportion by weight of nitrogen of less than 5 ppm is obtained, 1,6-hexanediol having a proportion by weight of nitrogen of less than 5 ppm and also the use of this 1,6-hexanediol for preparing polymers.Type: GrantFiled: November 23, 2010Date of Patent: February 28, 2012Assignee: BASF SEInventor: Rolf Pinkos
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Publication number: 20110319672Abstract: A process for converting a sugar, sugar alcohol, or glycerol to a valuable chemical is described. The process may use a support comprising zirconium oxide promoted by a polyacid or promoter material. A catalytically active metal may be impregnated on the polyacid-promoted zirconium oxide support and the catalyst may then be introduced the sugar, sugar alcohol, or glycerol a source of hydrogen under reaction conditions. At least 40 wt % of the sugar, sugar alcohol or glycerol may be converted to a polyol and/or a shorter carbon-chain alcohol that may include at least one of propylene glycol, ethylene glycol, glycerin, methanol, ethanol, propanol and butandiols. Specific processes for converting glycerin having a selectivity for propylene glycol and for converting sorbitol with a selectivity for propylene glycol, ethylene glycol, and/or glycerin are also described.Type: ApplicationFiled: March 3, 2010Publication date: December 29, 2011Applicant: SUD-CHEMIE INC.Inventors: Aiguo Liu, Wayne Turbeville, Christopher C. Luckett, Hui Hui (Faye) Li
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Publication number: 20110313209Abstract: A catalytic process for generating at least one polyol from a feedstock comprising cellulose is performed in a continuous manner. The process involves, contacting, continuously, hydrogen, water, and a feedstock comprising cellulose, with a catalyst to generate an effluent stream comprising at least one polyol, water, hydrogen, and at least one co-product. The water, hydrogen, and at least one co-product are separated from the effluent stream and recycled to the reaction zone. The polyol is recovered from the effluent stream.Type: ApplicationFiled: July 28, 2011Publication date: December 22, 2011Applicant: UOP LLCInventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
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Publication number: 20110313211Abstract: This invention is a process for making 1,2-propane diol from glycerol. The process comprises subjecting a glycerol stream to hydrogenation conditions in the presence of a transition metal promoted skeletal copper catalyst to enhance selective production of 1,2-propane diol product. Chromium promoted catalyst is preferred for this invention, and moreover, it is preferred that the skeletal copper catalyst is prepared from copper aluminum alloys that have been subjected to leaching conditions selected to achieve at least 40% leaching of aluminum from the alloy. This process is particularly conducive to conducting the hydrogenation with reactant mixture in the liquid phase. The catalysts used in this invention are particularly suitable for use in a fixed catalyst bed, but can be activated and sized so that the catalyst is also suitable for use in slurry based reactions.Type: ApplicationFiled: February 23, 2010Publication date: December 22, 2011Inventor: Stephen Raymond Schmidt
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Publication number: 20110312050Abstract: A catalytic process for generating at least one polyol from a feedstock comprising cellulose is performed in a continuous manner using a catalyst comprising nickel tungsten carbide. The process involves, contacting, continuously, hydrogen, water, and a feedstock comprising cellulose, with the catalyst to generate an effluent stream comprising at least one polyol and recovering the polyol from the effluent stream.Type: ApplicationFiled: July 28, 2011Publication date: December 22, 2011Applicant: UOP LLCInventors: Tao Zhang, Aiqin Wang, Mingyuan Zheng, Changzhi Li, Jifeng Pang, Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
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Publication number: 20110313210Abstract: A catalytic process for generating at least one polyol from a feedstock comprising cellulose is performed in a continuous manner. The process involves, contacting, continuously, hydrogen, water, and a feedstock comprising cellulose, with a catalyst to generate an effluent stream comprising at least one polyol, water, hydrogen, and at least one co-product. The water, hydrogen, and at least one co-product are separated from the effluent stream and recycled to the reaction zone. The polyol is recovered from the effluent stream.Type: ApplicationFiled: July 28, 2011Publication date: December 22, 2011Applicant: UOP LLCInventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
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Patent number: 8080692Abstract: The invention relates generally to the production of oxygenated hydrocarbons such as lower alcohols and more preferably 1,2-propanediol. More particularly, this invention comprises a single-step catalytic process for the catalytic production of lower alcohols such as methanol, ethanol, ethylene glycol and 1,2-propanediol from glycerol in aqueous medium. The catalyst comprises a metal selected from the Group VIII transition metals, preferably platinum, alloys thereof and mixtures thereof and a microporous carrier, preferably a faujasite-type zeolite.Type: GrantFiled: December 27, 2007Date of Patent: December 20, 2011Assignee: Katholieke Universiteit LeuvenInventors: Els D'Hondt, Pierre Jacobs, Bert Sels
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Publication number: 20110306804Abstract: Disclosed are methods for generating propylene glycol, ethylene glycol and other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols from biomass using hydrogen produced from the biomass. The methods involve reacting a portion of an aqueous stream of a biomass feedstock solution over a catalyst under aqueous phase reforming conditions to produce hydrogen, and then reacting the hydrogen and the aqueous feedstock solution over a catalyst to produce propylene glycol, ethylene glycol and the other polyols, diols, ketones, aldehydes, carboxylic acids and alcohols. The disclosed methods can be run at lower temperatures and pressures, and allows for the production of oxygenated hydrocarbons without the need for hydrogen from an external source.Type: ApplicationFiled: June 28, 2011Publication date: December 15, 2011Applicant: VIRENT ENERGY SYSTEMS, INC.Inventor: Randy D. Cortright
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Patent number: 8058484Abstract: The present invention relates to a process for converting byproducts of the manufacture of biodiesel into industrially useful oxygenated products of greater commercial value. The process includes a trickle bed reactor in which a glycerol-rich feedstock is reacted with hydrogen in the presence of a nickel-tungsten catalyst under typical refining condition of high temperature and pressure, yielding propane synfuel or propanediols.Type: GrantFiled: August 22, 2008Date of Patent: November 15, 2011Assignee: Syntroleum CorporationInventor: Ramin Abhari
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Patent number: 8053608Abstract: It is an object of the present invention to provide a process for producing propylene glycol from glycerol as a raw material without the necessity for a step of gasifying glycerol. The process for producing propylene glycol of the present invention comprises a step of subjecting glycerol to catalytic hydrogenation in the presence of a catalyst A containing zinc oxide, silica, and at least one of copper and copper oxide.Type: GrantFiled: October 28, 2008Date of Patent: November 8, 2011Assignee: Mitsui Chemicals, Inc.Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
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Patent number: 8017816Abstract: A reactive-separation process converts glycerin into lower alcohols, having boiling points less than 200° C., at high yields. Conversion of natural glycerin to propylene glycol through an acetol intermediate is achieved at temperatures from 150° to 250° C. at pressures from 1 and 25 bar. The preferred applications of the propylene glycol are as an antifreeze, deicing compound, or anti-icing compound. The preferred catalyst for this process in a copper-chromium.Type: GrantFiled: August 28, 2006Date of Patent: September 13, 2011Assignees: The Curators Of the University Of Missouri, Renewable Alternatives LLCInventors: Galen J. Suppes, William Rusty Sutterlin
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Patent number: 8017818Abstract: Processes and reactor systems are provided for the conversion of oxygenated hydrocarbons to hydrocarbons, ketones and alcohols useful as liquid fuels, such as gasoline, jet fuel or diesel fuel, and industrial chemicals. The process involves the conversion of mono-oxygenated hydrocarbons, such as alcohols, ketones, aldehydes, furans, carboxylic acids, diols, triols, and/or other polyols, to C4+ hydrocarbons, alcohols and/or ketones, by condensation. The oxygenated hydrocarbons may originate from any source, but are preferably derived from biomass.Type: GrantFiled: March 7, 2008Date of Patent: September 13, 2011Assignee: Virent Energy Systems, Inc.Inventors: Randy D. Cortright, Paul G. Blommel
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Publication number: 20110207972Abstract: Catalysts for replacing rhenium-containing multimetallic catalysts for the hydrogenolysis of organic compounds to desired polyols, including the conversion of glycerol to propylene glycol, are described. The catalysts are carried on carbon supports, as well as carbon supports impregnated with Zirconium Scandium (ZrSc), Zirconium Yttrium (ZrY), Titanium Scandium (TiSc), or Titanium Yttrium (TiY) to texture the carbon support and to create oxygen-ion vacancies that can be used during the desired reactions. Processes for the hydrogenolysis of organic compounds to desired polyols using the disclosed catalysts, including the conversion of glycerol to propylene glycol, are also described.Type: ApplicationFiled: February 23, 2010Publication date: August 25, 2011Inventors: Heather M. Brown, John G. Frye, Jonathan L. Male, Daniel M. Santosa, Alan H. Zacher
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Patent number: 7977517Abstract: Processes and reactor systems are provided for the conversion of oxygenated hydrocarbons to hydrocarbons, ketones and alcohols useful as liquid fuels, such as gasoline, jet fuel or diesel fuel, and industrial chemicals. The process involves the conversion of mono-oxygenated hydrocarbons, such as alcohols, ketones, aldehydes, furans, carboxylic acids, diols, triols, and/or other polyols, to C4+ hydrocarbons, alcohols and/or ketones, by condensation. The oxygenated hydrocarbons may originate from any source, but are preferably derived from biomass.Type: GrantFiled: March 7, 2008Date of Patent: July 12, 2011Assignee: Virent Energy Systems, Inc.Inventors: Randy D. Cortright, Paul G. Blommel
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Patent number: 7960594Abstract: A method for preparing ethylene glycol from cellulose uses the cellulose as the feed for the reaction. The cellulose conversion is performed over catalysts which are composed of the metallic state, carbides, nitrides, or phosiphides of molybdenum or tungsten, and metallic cobalt, nickel, ruthenium, rhodium, palladium, iridium, and platinum of the group 8, 9, or 10 transition metals. The catalytic conversion of cellulose is conducted at 120 to 300° C. and hydrogen pressure 1 to 12 MPa under the hydrothermal conditions to achieve the high efficiency, high selectivity, and high yield of ethylene glycol. Compared to the existing method of preparing ethylene glycol from ethylene, the method, using the renewable raw material for the reaction, is friendly to the environment, and has high atom economy.Type: GrantFiled: October 31, 2008Date of Patent: June 14, 2011Inventors: Tao Zhang, Mingyuan Zheng, Na Ji, Aigin Wang, Yuying Shu, Hui Wang, Xiaodong Wang, Jingguang Chen
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Patent number: 7943805Abstract: A reactive-separation process converts glycerin into lower alcohols, having boiling points less than 200° C., at high yields. Conversion of natural glycerin to propylene glycol through an acetol intermediate is achieved at temperatures from 150° to 250° C. at a pressure ranging from 1 and 25 bar. The preferred applications of the propylene glycol are as an antifreeze, deicing compound, or anti-icing compound. The preferred catalyst for this process in a copper-chromium powder.Type: GrantFiled: October 18, 2010Date of Patent: May 17, 2011Assignee: The Curators Of The University Of MissouriInventors: Galen J. Suppes, William Rusty Sutterlin, Mohanprasad Dasari
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Publication number: 20110112335Abstract: The present invention relates to a process for producing an odorless and colorless industrial grade propylene glycol from glycerol obtained during the manufacturing of biodiesel. The process includes hydrogenating the glycerol to form a hydrogenated product, distilling the hydrogenated product to form a glycol product, and contacting the glycol product with a treatment bed. The propylene glycol may be used in various industrial and consumer applications and products such as personal care products.Type: ApplicationFiled: June 2, 2009Publication date: May 12, 2011Applicant: HUNTSMAN PETROCHEMICAL LLCInventors: Srinivasa Godavarthy, Wei-Yang Su, Ralph M. DiGuilio, Stan Harville, Matthew W. Forkner
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Publication number: 20110060168Abstract: The present invention provides an improved hydrogenation processes wherein heat is efficiently managed so that catalyst productivity is optimized. More particularly, in the processes of the present invention, a nonaqueous solvent is added to a reactant to provide a nonaqueous solvent/reactant mixture that can act as a heat sink and absorb at least a portion of the heat generated within the reactor. Desirably, a reaction product, or a solvent with a minimal number of hydroxyl groups, is utilized so that the formation of unwanted byproducts can be minimized.Type: ApplicationFiled: February 28, 2009Publication date: March 10, 2011Inventors: David C. Molzahn, Kenneth A. Burdett, William L. Gibson, Kriel J. Karel, James E. Mccreight, Indresh Mathur
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Patent number: 7902409Abstract: Difluoroethanol is produced by hydrogenation, in the presence of an effective amount of a catalyst containing at least one element of Group VIII of the Periodic Table deposited onto a solid, acidic mineral support, of an acetyl halide having the following formula (I), in which formula X is a halogen atom other than a fluorine atom:Type: GrantFiled: December 19, 2006Date of Patent: March 8, 2011Assignee: Rhodia OperationsInventors: Olivier Buisine, Roland Jacquot
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Publication number: 20110040131Abstract: Propylene glycol is produced by a method of producing propylene glycol, the method including: obtaining propylene glycol by performing catalytic hydrogenation of glycerol in the presence of a catalyst, the catalyst containing zinc oxide and at least one of copper and copper oxide, and the catalyst, after being reduced at 180° C. to 230° C. in the presence of hydrogen, showing a half width of from 0.4 to 1.1 of a peak having a peak top at a position at which a diffraction angle (2?±0.2°) is 43.1° in an X-ray diffraction pattern obtained using CuK? as a radiation source.Type: ApplicationFiled: April 21, 2009Publication date: February 17, 2011Applicant: MITSUI CHEMICALS, INC.Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
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Patent number: 7868212Abstract: The invention relates to a method for preparing 1,2-propanediol by reacting glycerol, which has a purity of at least 95 wt %, with hydrogen at a hydrogen pressure from 20 to 100 bar and a temperature from 180 to 240° C. in the presence of a catalyst, which comprises 20 to 60 wt % of copper oxide, 30 to 70 wt % of zinc oxide and 1 to 10 wt % manganese oxide in an autoclave.Type: GrantFiled: January 15, 2008Date of Patent: January 11, 2011Assignee: Clariant Finance (BVI) LimitedInventors: Achim Stankowiak, Oliver Franke
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Publication number: 20110004029Abstract: A catalyst composition/system can include: a platinum catalyst metal (Pt) and/or rhenium catalyst metal (Re) on a first support; and a ruthenium catalyst metal (Ru) and/or rhenium catalyst metal (Re) on a second support or a platinum catalyst metal (Pt) and a ruthenium catalyst metal (Ru) and/or a rhenium catalyst metal (Re) on the same support. The Pt:Ru, Re:Pt and/or Re:Ru weight ratio can be between about 1:4 and about 4:1. The support can be alumina, carbon, silica, a zeolite, TiO2, ZrO2 or another suitable material. The first and second support can be on the same support structure or on different support structures. In one option, the first and second supports can be positioned such that the Pt and/or Re are capable of catalyzing a dehydrogenation and/or reforming reaction that produces hydrogen and the Ru and/or Re are capable of catalyzing a hydrogenolysis reaction.Type: ApplicationFiled: June 8, 2010Publication date: January 6, 2011Inventors: Raghunath V. Chaudhari, Debdut S. Roy, Bala Subramaniam
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Publication number: 20100317901Abstract: A catalyst composition can include: a support; a ruthenium catalyst (Ru) nanoparticle; and a linker linking the Ru nanoparticle to the support, wherein the linker is stable under hydrogenolysis conditions. In one aspect, the linker can include 3-aminopropyl trimethoxysilane (APTS) or derivatives thereof, such as those with amine functionality. In another aspect, the linker can include phosphotungstic acid (PTA) or other similar solid acid agents. In another aspect, the support can be selected from alumina, carbon, silica, a zeolite, TiO2, ZrO2, or another suitable material. A specific example of a support includes zeolite, such as a NaY zeolite. The Ru nanoparticle can have a size range from about 1 nm to about 25 nm, and can be obtained by reduction of Ru salts.Type: ApplicationFiled: June 9, 2010Publication date: December 16, 2010Inventors: Raghunath V. Chaudhari, Debdut S. Roy, Bala Subramaniam
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Publication number: 20100312023Abstract: The present invention relates to a process for preparing 1,2-propanediol, in which a glycerol-containing stream, especially a stream obtained on the industrial scale in the production of biodiesel, is subjected to a hydrogenation in an at least three-stage reactor cascade.Type: ApplicationFiled: August 29, 2008Publication date: December 9, 2010Applicant: BASF SEInventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl
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Publication number: 20100312024Abstract: The present invention relates to a process for preparing 1,2-propanediol, in which a glycerol-containing stream, especially a stream obtained on the industrial scale in the production of biodiesel, is subjected to a low pressure hydrogenation.Type: ApplicationFiled: August 29, 2008Publication date: December 9, 2010Applicant: BASF SEInventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Michael Becker
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Patent number: 7816567Abstract: A reactive-separation process converts glycerin into lower alcohols, having boiling points less than 200° C., at high yields. Conversion of natural glycerin to propylene glycol through an acetol intermediate is achieved at temperatures from 150° to 250° C. at a pressure ranging from 1 and 25 bar. The preferred applications of the propylene glycol are as an antifreeze, deicing compound, or anti-icing compound. The preferred catalyst for this process in a copper-chromium powder.Type: GrantFiled: December 22, 2009Date of Patent: October 19, 2010Assignees: The Curators of the University of Missouri, Renewable Alternatives LLCInventors: Galen J. Suppes, William Rusty Sutterlin, Mohanprasad Dasari
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Patent number: 7812199Abstract: The present invention relates to novel hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, pancreatitius, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, metabolic syndrome disorders (e.g., Syndrome X), thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient.Type: GrantFiled: February 28, 2007Date of Patent: October 12, 2010Assignee: Esperion Therapeutics, Inc.Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
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Patent number: 7812200Abstract: The invention provides a process for preparing 1,2-propanediol, by reacting glycerol which has a purity of at least 95% by weight with hydrogen at a hydrogen pressure of from 20 to 100 bar and a temperature of from 180 to 240 DEG C. in the presence of a catalyst which comprises from 10 to 50% by weight of copper oxide and from 50 to 90% by weight of zinc oxide in an autoclave.Type: GrantFiled: June 16, 2007Date of Patent: October 12, 2010Assignee: Clariant Finance (BVI) LimitedInventors: Oliver Franke, Achim Stankowiak
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Publication number: 20100256424Abstract: A method for preparing ethylene glycol from cellulose uses the cellulose as the feed for the reaction. The cellulose conversion is performed over catalysts which are composed of the metallic state, carbides, nitrides, or phosiphides of molybdenum or tungsten, and metallic cobalt, nickel, ruthenium, rhodium, palladium, iridium, and platinum of the group 8, 9, or 10 transition metals. The catalytic conversion of cellulose is conducted at 120 to 300° C. and hydrogen pressure 1 to 12 MPa under the hydrothermal conditions to achieve the high efficiency, high selectivity, and high yield of ethylene glycol. Compared to the existing method of preparing ethylene glycol from ethylene, the method, using the renewable raw material for the reaction, is friendly to the environment, and has high atom economy.Type: ApplicationFiled: October 31, 2008Publication date: October 7, 2010Inventors: Tao Zhang, Mingyuan Zheng, Na Ji, Aigin Wang, Yuying Shu, Hui Wang, Xiaodong Wang, Jingguang Chen
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Publication number: 20100256425Abstract: It is an object of the present invention to provide a process for producing propylene glycol from glycerol as a raw material without the necessity for a step of gasifying glycerol. The process for producing propylene glycol of the present invention comprises a step of subjecting glycerol to catalytic hydrogenation in the presence of a catalyst A containing zinc oxide, silica, and at least one of copper and copper oxide.Type: ApplicationFiled: October 28, 2008Publication date: October 7, 2010Applicant: MITSUI CHEMICALS, INC.Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
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Publication number: 20100240934Abstract: The present invention relates to a process for preparing 1,2-propanediol, in which a glycerol-containing stream, especially a stream obtained on the industrial scale in the production of biodiesel, is subjected to a hydrogenation in a two-stage reactor cascade.Type: ApplicationFiled: August 29, 2008Publication date: September 23, 2010Applicant: BASF SEInventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Petra Maier, Georg Mehrl
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Patent number: 7799957Abstract: The present invention relates to a process for producing hydrogenolysis products of polyhydric alcohols with a high selectivity as well as hydrogenolysis catalysts used in the hydrogenolysis reaction. The present invention provides a process for producing a hydrogenolysis product of a polyhydric alcohol which includes the step of reacting the polyhydric alcohol with hydrogen in the presence of a catalyst containing (A) a platinum-supporting heterogeneous catalyst component and (B) at least one catalyst component selected from the group consisting of tungsten components and molybdenum components, or in the presence of a catalyst containing a heterogeneous catalyst component formed by supporting (A?) platinum and the above catalyst component (B), on a common carrier; as well as catalysts for hydrogenolysis of polyhydric alcohols.Type: GrantFiled: April 23, 2007Date of Patent: September 21, 2010Assignee: KAO CorporationInventors: Nobuyoshi Suzuki, Yohei Yoshikawa, Masakatsu Takahashi, Masazumi Tamura