Preparing By Reduction (e.g., By Hydrogenation, Etc.) Patents (Class 568/861)
  • Patent number: 8252962
    Abstract: 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: Grant
    Filed: August 29, 2008
    Date of Patent: August 28, 2012
    Assignee: BASF SE
    Inventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Petra Maier, Georg Mehrl
  • Publication number: 20120190899
    Abstract: 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: Application
    Filed: January 20, 2012
    Publication date: July 26, 2012
    Applicant: BASF SE
    Inventor: Annemarie Elisa Wilhelmina Beers
  • Patent number: 8227646
    Abstract: 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 to
    Type: Grant
    Filed: July 17, 2007
    Date of Patent: July 24, 2012
    Assignee: Davy Process Technology Limited
    Inventor: Michael William Marshall Tuck
  • Patent number: 8222465
    Abstract: 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: Grant
    Filed: July 28, 2011
    Date of Patent: July 17, 2012
    Assignee: UOP LLC
    Inventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
  • Patent number: 8222463
    Abstract: 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: Grant
    Filed: July 28, 2011
    Date of Patent: July 17, 2012
    Assignee: UOP LLC
    Inventors: Tom N. Kalnes, Joseph A. Kocal, John Q. Chen
  • Patent number: 8222464
    Abstract: 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: Grant
    Filed: July 28, 2011
    Date of Patent: July 17, 2012
    Assignee: UOP LLC
    Inventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
  • Patent number: 8222462
    Abstract: 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: Grant
    Filed: July 28, 2011
    Date of Patent: July 17, 2012
    Assignee: UOP LLC
    Inventors: Tom N. Kalnes, Joseph A. Kocal, John Q. Chen
  • Publication number: 20120178947
    Abstract: 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: Application
    Filed: January 9, 2012
    Publication date: July 12, 2012
    Applicant: BASF SE
    Inventors: Rolf PINKOS, Olga Osetska, Lucia Königsmann
  • Publication number: 20120178974
    Abstract: 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: Application
    Filed: October 22, 2010
    Publication date: July 12, 2012
    Applicant: Dalian Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Tao Zhang, Yanhua Zhang, Aiqin Wang, Mingyuan Zheng
  • Publication number: 20120172588
    Abstract: The present invention provides processes for catalytically converting biomass to oxygenated compounds suitable for use in bioreforming processes.
    Type: Application
    Filed: December 29, 2011
    Publication date: July 5, 2012
    Inventors: Ming Qiao, Randy D. Cortright, Dick A. Nagaki, Elizabeth Woods
  • Publication number: 20120172579
    Abstract: 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: Application
    Filed: December 29, 2011
    Publication date: July 5, 2012
    Inventors: Ming Qiao, Randy D. Cortright, John Kania, Elizabeth Woods
  • Publication number: 20120172633
    Abstract: 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: Application
    Filed: November 4, 2010
    Publication date: July 5, 2012
    Applicant: Dalian Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Tao Zhang, Zhijun Tai, Aiqin Wang, Mingyuan Zheng
  • Publication number: 20120142976
    Abstract: 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: Application
    Filed: February 16, 2012
    Publication date: June 7, 2012
    Applicant: KAO CORPORATION
    Inventors: Nobuyoshi SUZUKI, Masazumi TAMURA, Yohei YOSHIKAWA, Taku MIMURA, Masakatsu TAKAHASHI
  • Patent number: 8188321
    Abstract: 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: Grant
    Filed: April 4, 2008
    Date of Patent: May 29, 2012
    Assignee: Kao Corporation
    Inventors: Nobuyoshi Suzuki, Masazumi Tamura, Yohei Yoshikawa, Taku Mimura, Masakatsu Takahashi
  • Patent number: 8153847
    Abstract: 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: Grant
    Filed: May 30, 2008
    Date of Patent: April 10, 2012
    Assignee: Archer Daniels Midland Company
    Inventor: Paul Bloom
  • Patent number: 8148581
    Abstract: 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: Grant
    Filed: November 23, 2010
    Date of Patent: April 3, 2012
    Assignee: BASF SE
    Inventors: Rolf Pinkos, Eva Kretzschmar, Olivier Abillard, Lionel Gehringer
  • Patent number: 8143458
    Abstract: Processes for separating butanediols from glycols are disclosed, as well as products and compositions resulting therefrom.
    Type: Grant
    Filed: October 29, 2007
    Date of Patent: March 27, 2012
    Assignee: Archer Daniels Midland Company
    Inventor: Peter Kalagias
  • Publication number: 20120071693
    Abstract: 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 of
    Type: Application
    Filed: May 10, 2010
    Publication date: March 22, 2012
    Inventors: Eric Johannes Maria De Boer, Harry Van Der Heijden, Harry Van Der Heijden, Meurs Jan Hermen Hendrik, Sanne Wijnans
  • Patent number: 8124815
    Abstract: 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: Grant
    Filed: November 23, 2010
    Date of Patent: February 28, 2012
    Assignee: BASF SE
    Inventor: Rolf Pinkos
  • Publication number: 20110319672
    Abstract: 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: Application
    Filed: March 3, 2010
    Publication date: December 29, 2011
    Applicant: SUD-CHEMIE INC.
    Inventors: Aiguo Liu, Wayne Turbeville, Christopher C. Luckett, Hui Hui (Faye) Li
  • Publication number: 20110313209
    Abstract: 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: Application
    Filed: July 28, 2011
    Publication date: December 22, 2011
    Applicant: UOP LLC
    Inventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
  • Publication number: 20110313211
    Abstract: 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: Application
    Filed: February 23, 2010
    Publication date: December 22, 2011
    Inventor: Stephen Raymond Schmidt
  • Publication number: 20110312050
    Abstract: 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: Application
    Filed: July 28, 2011
    Publication date: December 22, 2011
    Applicant: UOP LLC
    Inventors: Tao Zhang, Aiqin Wang, Mingyuan Zheng, Changzhi Li, Jifeng Pang, Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
  • Publication number: 20110313210
    Abstract: 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: Application
    Filed: July 28, 2011
    Publication date: December 22, 2011
    Applicant: UOP LLC
    Inventors: Tom N. Kalnes, John Q. Chen, Joseph A. Kocal
  • Patent number: 8080692
    Abstract: 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: Grant
    Filed: December 27, 2007
    Date of Patent: December 20, 2011
    Assignee: Katholieke Universiteit Leuven
    Inventors: Els D'Hondt, Pierre Jacobs, Bert Sels
  • Publication number: 20110306804
    Abstract: 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: Application
    Filed: June 28, 2011
    Publication date: December 15, 2011
    Applicant: VIRENT ENERGY SYSTEMS, INC.
    Inventor: Randy D. Cortright
  • Patent number: 8058484
    Abstract: 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: Grant
    Filed: August 22, 2008
    Date of Patent: November 15, 2011
    Assignee: Syntroleum Corporation
    Inventor: Ramin Abhari
  • Patent number: 8053608
    Abstract: 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: Grant
    Filed: October 28, 2008
    Date of Patent: November 8, 2011
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
  • Patent number: 8017816
    Abstract: 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: Grant
    Filed: August 28, 2006
    Date of Patent: September 13, 2011
    Assignees: The Curators Of the University Of Missouri, Renewable Alternatives LLC
    Inventors: Galen J. Suppes, William Rusty Sutterlin
  • Patent number: 8017818
    Abstract: 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: Grant
    Filed: March 7, 2008
    Date of Patent: September 13, 2011
    Assignee: Virent Energy Systems, Inc.
    Inventors: Randy D. Cortright, Paul G. Blommel
  • Publication number: 20110207972
    Abstract: 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: Application
    Filed: February 23, 2010
    Publication date: August 25, 2011
    Inventors: Heather M. Brown, John G. Frye, Jonathan L. Male, Daniel M. Santosa, Alan H. Zacher
  • Patent number: 7977517
    Abstract: 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: Grant
    Filed: March 7, 2008
    Date of Patent: July 12, 2011
    Assignee: Virent Energy Systems, Inc.
    Inventors: Randy D. Cortright, Paul G. Blommel
  • Patent number: 7960594
    Abstract: 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: Grant
    Filed: October 31, 2008
    Date of Patent: June 14, 2011
    Inventors: Tao Zhang, Mingyuan Zheng, Na Ji, Aigin Wang, Yuying Shu, Hui Wang, Xiaodong Wang, Jingguang Chen
  • Patent number: 7943805
    Abstract: 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: Grant
    Filed: October 18, 2010
    Date of Patent: May 17, 2011
    Assignee: The Curators Of The University Of Missouri
    Inventors: Galen J. Suppes, William Rusty Sutterlin, Mohanprasad Dasari
  • Publication number: 20110112335
    Abstract: 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: Application
    Filed: June 2, 2009
    Publication date: May 12, 2011
    Applicant: HUNTSMAN PETROCHEMICAL LLC
    Inventors: Srinivasa Godavarthy, Wei-Yang Su, Ralph M. DiGuilio, Stan Harville, Matthew W. Forkner
  • Publication number: 20110060168
    Abstract: 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: Application
    Filed: February 28, 2009
    Publication date: March 10, 2011
    Inventors: David C. Molzahn, Kenneth A. Burdett, William L. Gibson, Kriel J. Karel, James E. Mccreight, Indresh Mathur
  • Patent number: 7902409
    Abstract: 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: Grant
    Filed: December 19, 2006
    Date of Patent: March 8, 2011
    Assignee: Rhodia Operations
    Inventors: Olivier Buisine, Roland Jacquot
  • Publication number: 20110040131
    Abstract: 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: Application
    Filed: April 21, 2009
    Publication date: February 17, 2011
    Applicant: MITSUI CHEMICALS, INC.
    Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
  • Patent number: 7868212
    Abstract: 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: Grant
    Filed: January 15, 2008
    Date of Patent: January 11, 2011
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Achim Stankowiak, Oliver Franke
  • Publication number: 20110004029
    Abstract: 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: Application
    Filed: June 8, 2010
    Publication date: January 6, 2011
    Inventors: Raghunath V. Chaudhari, Debdut S. Roy, Bala Subramaniam
  • Publication number: 20100317901
    Abstract: 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: Application
    Filed: June 9, 2010
    Publication date: December 16, 2010
    Inventors: Raghunath V. Chaudhari, Debdut S. Roy, Bala Subramaniam
  • Publication number: 20100312023
    Abstract: 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: Application
    Filed: August 29, 2008
    Publication date: December 9, 2010
    Applicant: BASF SE
    Inventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl
  • Publication number: 20100312024
    Abstract: 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: Application
    Filed: August 29, 2008
    Publication date: December 9, 2010
    Applicant: BASF SE
    Inventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Michael Becker
  • Patent number: 7816567
    Abstract: 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: Grant
    Filed: December 22, 2009
    Date of Patent: October 19, 2010
    Assignees: The Curators of the University of Missouri, Renewable Alternatives LLC
    Inventors: Galen J. Suppes, William Rusty Sutterlin, Mohanprasad Dasari
  • Patent number: 7812199
    Abstract: 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: Grant
    Filed: February 28, 2007
    Date of Patent: October 12, 2010
    Assignee: Esperion Therapeutics, Inc.
    Inventors: Jean-Louis Henri Dasseux, Carmen Daniela Oniciu
  • Patent number: 7812200
    Abstract: 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: Grant
    Filed: June 16, 2007
    Date of Patent: October 12, 2010
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Oliver Franke, Achim Stankowiak
  • Publication number: 20100256424
    Abstract: 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: Application
    Filed: October 31, 2008
    Publication date: October 7, 2010
    Inventors: Tao Zhang, Mingyuan Zheng, Na Ji, Aigin Wang, Yuying Shu, Hui Wang, Xiaodong Wang, Jingguang Chen
  • Publication number: 20100256425
    Abstract: 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: Application
    Filed: October 28, 2008
    Publication date: October 7, 2010
    Applicant: MITSUI CHEMICALS, INC.
    Inventors: Hiroshi Kouno, Shuji Ozawa, Naritoshi Yoshimura
  • Publication number: 20100240934
    Abstract: 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: Application
    Filed: August 29, 2008
    Publication date: September 23, 2010
    Applicant: BASF SE
    Inventors: Jochem Henkelmann, Roman Prochazka, Oliver Bey, Stephan Maurer, Jochen Steiner, Heiko Urtel, Gerhard Theis, Peter Wahl, Petra Maier, Georg Mehrl
  • Patent number: 7799957
    Abstract: 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: Grant
    Filed: April 23, 2007
    Date of Patent: September 21, 2010
    Assignee: KAO Corporation
    Inventors: Nobuyoshi Suzuki, Yohei Yoshikawa, Masakatsu Takahashi, Masazumi Tamura