From Alkylene Oxide Patents (Class 568/867)
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Patent number: 7960496Abstract: Disclosed herein is a novel stabilizer for preparing a polymer polyol, which is used to prepare polyurethane foam having improved physical properties. The stabilizer is prepared by allowing maleic anhydride to react with a polyether polyol, having an OH functionality of 3-8 and a molecular weight of 3,000-15,000, and then adding ethylene oxide to the reaction solution. Because the molecular weight and functionality of the stabilizer are increased through aging and dimerization, the stabilizer has a high molecular weight of 5,000-30,000, a high OH functionality of 6-10 and a viscosity of 3,000-15,000 cps/25° C. A polymer polyol derived from the stabilizer has low viscosity compared to those of prior products and contributes to the improvement in the physical properties of the resulting polyurethane foam.Type: GrantFiled: December 14, 2007Date of Patent: June 14, 2011Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Jang Hyun Choi, Seung Moo Huh, Jeon Koo Lee, Jong Yeol Choi
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Publication number: 20110105771Abstract: A process for the epoxidation of an olefin comprising contacting a reactor feed comprising an olefin, oxygen, and carbon dioxide, with a catalyst comprising a carrier and, deposited on the carrier, silver, a rhenium promoter, a first co-promoter, and a second co-promoter; wherein the carbon dioxide is present in the reactor feed in a quantity of at most 3 mole percent based on the total epoxidation reactor feed; the first co-promoter is selected from sulfur, phosphorus, boron, and mixtures thereof; and the second co-promoter is selected from tungsten, molybdenum, chromium, and mixtures thereof; a process for preparing a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine.Type: ApplicationFiled: May 7, 2008Publication date: May 5, 2011Inventor: Marek Matusz
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Patent number: 7910069Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.Type: GrantFiled: December 15, 2008Date of Patent: March 22, 2011Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Publication number: 20110034710Abstract: A catalyst for the epoxidation of an olefin comprising a carrier and, deposited on the carrier, silver, a rhenium promoter, a first co-promoter, and a second co-promoter; wherein the molar ratio of the first co-promoter to the second co-promoter is greater than 1; the first co-promoter is selected from sulfur, phosphorus, boron, and mixtures thereof; and the second co-promoter is selected from tungsten, molybdenum, chromium, and mixtures thereof; a process for preparing the catalyst; a process for preparing an olefin oxide by reacting a feed comprising an olefin and oxygen in the presence of the catalyst; and a process for preparing a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine.Type: ApplicationFiled: May 7, 2008Publication date: February 10, 2011Inventor: Marek Matusz
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Publication number: 20100280261Abstract: The present invention provides porous body precursors and shaped porous bodies. Also included are catalysts and other end-use products based upon the shaped porous bodies and thus the porous body precursors. Finally, processes for making these are provided. The porous body precursors are germanium doped and comprise a precursor alumina blend. It has now surprisingly been discovered that inclusion of germanium, alone or in combination with such a blend, in porous body precursors can provide control over, or improvements to, surface morphology, physical properties, and/or surface chemistry of shaped porous bodies based thereupon. Surprisingly and advantageously, heat treating the shaped porous bodies can result in additional morphological changes so that additional fine tuning of the shaped porous bodies is possible in subsequent steps.Type: ApplicationFiled: April 10, 2010Publication date: November 4, 2010Applicant: DOW TECHNOLOGY INVESTMENTS LLCInventors: Kevin E. Howard, Cathy L. Tway, Peter C. Lebaron, Jamie L. Lovelace, Hirokazu Shibata
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Publication number: 20100267969Abstract: The present invention provides rhenium-promoted epoxidation catalysts based upon shaped porous bodies comprising a minimized percentage of their total pore volume being present in pores having diameters of less than one micron, and a surface area of at least about 1.0 m2/g. Processes of making the catalysts and using them in epoxidation processes are also provided.Type: ApplicationFiled: April 14, 2010Publication date: October 21, 2010Applicant: DOW TECHNOLOGY INVESTMENTS LLCInventors: Albert C. Liu, Hwaili Soo
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Publication number: 20100267975Abstract: A method of producing an alkylene oxide includes passing a reaction mixture comprising alkylene, oxygen and a gaseous chlorine-containing promoter species over a supported catalyst containing silver and a promoting amount of rhenium to undergo an epoxidation reaction at a first operating condition. The method further includes subsequently performing the epoxidation reaction at a preferred operating condition. The preferred operating condition is characterized by an efficiency of the epoxidation reaction toward the alkylene oxide where the efficiency is lower than that of a maximum efficiency achievable at an operating temperature corresponding to the preferred operating condition.Type: ApplicationFiled: April 20, 2010Publication date: October 21, 2010Inventors: Michael Habenschuss, Hwaili Soo, Paul V. Hinman, Albert C. Liu
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Publication number: 20100261805Abstract: The invention relates to oligomeric polyols that are made from palm-based oils and to polyurethane compositions comprising the oligomeric palm-based polyols. Oligomeric polyols of the invention comprise a ring-opened and oligomerized epoxidized palm-based oil composition comprising about 40% wt. or greater oligomers, a hydroxyl number of about 65 or less, a number average hydroxyl functionality (fn) of about 2.5 or less, and a viscosity at 25° C. of about 4 Pa-s or less.Type: ApplicationFiled: March 27, 2007Publication date: October 14, 2010Inventors: Timothy W. Abraham, Jack A. Carter, Jeff Malsam, Alisa B. Zlatanic
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Publication number: 20100222615Abstract: Herein disclosed is a method of hydrating an alkylene oxide. In an embodiment, the method comprises (a) introducing an alkylene oxide into water to form a first stream; (b) flowing the first stream through a high shear device to produce a second stream; and (c) contacting the second stream with a catalyst in a reactor to hydrate the alkylene oxide and form an alkylene glycol. In some embodiments, alkylene oxide comprises ethylene oxide, propylene oxide, butylene oxide, or combinations thereof. In some embodiments, producing the second stream comprises an energy expenditure of at least about 1000 W/m3. In some embodiments, the catalyst comprises an amine, an acid catalyst, an organometallic compound, an alkali metal halide, a quaternary ammonium halide, zeolites, or combinations thereof. In some embodiments, the alkylene glycol comprises ethylene glycol.Type: ApplicationFiled: March 12, 2010Publication date: September 2, 2010Applicant: H R D CORPORATIONInventors: Abbas Hassan, Aziz Hassan, Rayford G. Anthony, Krishnan Viswanathan, Gregory G. Borsinger
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Patent number: 7683221Abstract: A process for the manufacture of alkylene glycol by the hydration of alkylene oxide using a soluble catalyst that permits the separation of the reaction product into an alkylene glycol product stream and a recycle stream without the significant precipitation of the soluble catalyst from the recycle stream.Type: GrantFiled: June 4, 2004Date of Patent: March 23, 2010Assignee: Shell Oil CompanyInventors: Joseph Broun Powell, Eugene Marie Godfried Andre Van Kruchten
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Publication number: 20100063272Abstract: It is an object of the present invention to provide a novel method for producing a steroid compound. The present invention provides a method for producing 5?-3,7-dioxocholanic acid or an ester derivative thereof, using, as a raw material, a sterol having double bonds at position 5 and at position 24, such as cholesta-5,7,24-trien-3?-ol, ergosta-5,7,24(28)-trien-3?-ol, desmosterol, fucosterol, or ergosta-5,24(28)-dien-3?-ol, via the following 4 steps: (I) a step involving oxidation of a hydroxyl group at position 3 and isomerization of a double bond at position 5 to position 4; (II) a step involving the oxidative cleavage of a side chain to convert position 24 to a carboxyl group or an ester derivative thereof; (III) a step of introducing an oxygen functional group into position 7; and (IV) a step of constructing a 5? configuration by reductive saturation of a double bond at position 4.Type: ApplicationFiled: January 12, 2007Publication date: March 11, 2010Applicant: MITSUBISHI CHEMICAL CORPORATIONInventors: Jun Takehara, Naoya Fujiwara, Kyouko Endou, Junya Kawai, Akemi Hosokawa, Naoko Sumitani
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Patent number: 7663005Abstract: A catalytic process for preparing a monoalkylene glycol from a corresponding alkylene oxide utilizing an ion exchange resin and a reactor in which an upflow process is used is provided. In particular, the process includes reacting water and an alkylene oxide in at least one reactor under conditions to form an alkylene glycol, wherein the at least one reactor includes an ion exchange resin and the reactor is operating in an upflow direction.Type: GrantFiled: May 30, 2007Date of Patent: February 16, 2010Assignee: SD Lizenzverwertungsgesellschaft mbH & Co. KGInventors: William Crudge, Jaap Willem van Hal, Xiankuan Zhang
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Patent number: 7658893Abstract: An apparatus for carrying out a continuous process for preparing propylene glycols.Type: GrantFiled: May 26, 2006Date of Patent: February 9, 2010Assignee: BASF AktiengesellschaftInventors: Peter Bassler, Hans-Georg Goebbel, Joaquim Henrique Teles, Peter Rudolf
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Publication number: 20090326283Abstract: A method for the production of alkylene oxide addition products comprising (i) charging a stirred reactor with a starting compound capable of adding on or inserting alkylene oxides, introducing at least one alkylene oxide plus a different diluent gas, wherein a portion of said alkylene oxide reacts in a liquid phase with said starting compound, and the remaining alkylene oxide together with said diluent gas forms a gas phase above the liquid phase, (ii) continuously drawing off said liquid phase from the bottom of the reactor via an outlet stub, and recycling to the top of the reactor via an external circulation system, which comprises at least one heat exchanger and at least one Venturi nozzle within said external circulation system, and (iii) metering said gas phase comprising alkylene oxide into said Venturi nozzle via a vacuum line.Type: ApplicationFiled: December 8, 2007Publication date: December 31, 2009Applicant: COGNIS IP MANAGEMENT GMBHInventors: Stefan Franzen, Thomas Koelker
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Publication number: 20090292132Abstract: A reactor system comprising: a reactor vessel, and positioned inside the reactor vessel, an absorbent and a catalyst positioned downstream from the absorbent; a process for reacting a feed; and a process for preparing a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine.Type: ApplicationFiled: May 15, 2008Publication date: November 26, 2009Inventor: Wayne Errol EVANS
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Publication number: 20090275763Abstract: A catalyst for the manufacture of alkylene oxide, for example ethylene oxide, by the vapor-phase epoxidation of alkene containing impregnated silver and at least one efficiency-enhancing promoter on an inert, refractory solid support, said support incorporating a sufficient amount of zirconium component (present and remaining substantially as zirconium silicate) as to enhance at least one of catalyst activity, efficiency and stability as compared to a similar catalyst which does not contain the zirconium component.Type: ApplicationFiled: June 2, 2009Publication date: November 5, 2009Inventors: Juliana G. Serafin, Albert C. Liu, Seyed R. Seyedmonir, Hwaili Soo, Thomas Szymanski
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Publication number: 20090275764Abstract: A process is provided for preparing a carrier which process comprises incorporating into the carrier at any stage of the carrier preparation a strength-enhancing additive. Also provided is the resultant carrier having incorporated therein a strength-enhancing additive and a catalyst comprising the carrier. Also provided is a process for the epoxidation of an olefin employing the catalyst. Also provided is a method of using the olefin oxide so produced for making a 1,2-diol, a 1,2-diol ether or an alkanolamine.Type: ApplicationFiled: July 14, 2009Publication date: November 5, 2009Inventors: Randall Clayton YEATES, John Robert Lockemeyer, Marek Matusz
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Publication number: 20090264678Abstract: A carrier that may be used in the manufacture of an olefin epoxidation catalyst is provided that is prepared from a process involving depositing boron on the carrier and subsequently calcining the carrier. Also provided is an olefin epoxidation catalyst comprising a silver component deposited on such a calcined carrier. Also provided is a process for the epoxidation of an olefin employing such a catalyst and a process for producing a 1,2-diol, a 1,2-diol ether, or an alkanolamine employing the olefin oxide.Type: ApplicationFiled: August 25, 2008Publication date: October 22, 2009Inventors: John Robert LOCKEMEYER, Jian Lu, Nga Thi-Huyen, VI
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Patent number: 7569710Abstract: An improved process for the recovery of a high-purity, ethylene oxide-water stream for use as feed to integrated ethylene glycol or ethylene oxide purification reactors by first contacting the gaseous effluent from ethylene oxide reactors with an aqueous alkaline quench solution water wash, then absorbing ethylene oxide from the washed vapor into process water to produce a dilute EO-water absorbate of which 10-90% is sent directly to the EO reabsorber/residual absorber, thereby bypassing the EO stripper.Type: GrantFiled: February 23, 2008Date of Patent: August 4, 2009Inventor: Brian Ozero
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Patent number: 7563919Abstract: An alkanediol and a dialkyl carbonate are prepared in a process comprising: (a) contacting an alkylene carbonate with an alkanol feedstock under transesterification conditions in a reactive distillation zone to obtain a top stream comprising dialkyl carbonate and the alkanol and a bottom stream comprising an alkanediol; (b) separating the top stream comprising dialkyl carbonate and the alkanol into an alkanol-rich stream and a dialkyl carbonate-rich stream; (c) recovering the dialkyl carbonate from the dialkyl carbonate-rich stream; and (d) recycling at least part of the alkanol-rich stream to the reactive distillation zone as part of the alkanol feedstock, wherein the alkanol-rich stream is split in at least two portions, and at least one portion is condensed and freed from compounds with a lower boiling point than the alkanol. The process is especially suitable for the production of propylene glycol and dimethyl carbonate from propylene carbonate and methanol.Type: GrantFiled: February 22, 2007Date of Patent: July 21, 2009Assignee: Shell Oil CompanyInventors: Evert Van Der Heide, Timothy Michael Nisbet, Garo Garbis Vaporciyan
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Patent number: 7560601Abstract: Provided is a method for producing 3-methyl-1,5-pentanediol by hydrogenating 2-hydroxy-4-methyltetrahydropyran in the presence of a hydrogenation catalyst, characterized in that the hydrogenation is further carried out in the presence of a basic compound. By this method, in producing MPD by hydrogenation of MHP, high-purity MPD can be produced by effectively suppressing generation of by-products such as MPAE and MVL even when a known hydrogenation catalyst is used.Type: GrantFiled: April 24, 2007Date of Patent: July 14, 2009Assignee: Kuraray Co., Ltd.Inventors: Kenichi Hino, Kazuyuki Yada, Keisuke Saeki
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Patent number: 7538061Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co—Fe catalyst, optionally complexed with a ligand selected from a N-heterocycle, phosphine, or porphorine ligand, that provides a lower cost alternative for the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, a catalyst containing cobalt carbonyl: iron carbonyl with no ligand, or a catalyst containing a cobalt carbonyl: octaethylporphine iron acetate provide moderate yields of 1,3-PDO in a one step synthesis under mild conditions.Type: GrantFiled: March 1, 2004Date of Patent: May 26, 2009Assignee: Shell Oil CompanyInventors: John Frederick Knifton, Talmadge Gail James, Lynn Henry Slaugh, Paul Richard Weider, Kevin Dale Allen, Joseph Broun Powell
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Patent number: 7528270Abstract: A process is provided for the epoxidation of an olefin comprising the steps of: contacting a feed comprising an olefin and oxygen with a catalyst comprising a silver component and a high-selectivity dopant deposited on a fluoride-mineralized carrier; and producing a product mix comprising an olefin oxide, wherein the concentration of carbon dioxide in the feed is less than about 2 mole-%, relative to the total feed.Type: GrantFiled: June 16, 2005Date of Patent: May 5, 2009Assignee: Shell Oil CompanyInventors: Randall Clayton Yeates, Leonid Isaakovich Rubinstein
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Publication number: 20090099393Abstract: A solid (i.e., heterogeneous) catalyst useful for preparing an alkylene glycol from the corresponding alkylene oxide as well as a process for the catalytic hydration of an alkylene oxide to an alkylene glycol utilizing such a catalyst are provided. The catalyst of the present invention is based on an ion exchange resin including polystyrene crosslinked with from about 2 to about 10 weight (wt.) % divinyl benzene. The ion exchange resin further includes quaternary ammonium groups or quaternary phosphonium groups. The process includes reacting water and an alkylene oxide in at least one reactor under conditions to form an alkylene glycol, wherein the at least one reactor includes a catalyst based on an ion exchange resin that includes polystyrene crosslinked with from about 2 to about 10 weight (wt.) % divinyl benzene.Type: ApplicationFiled: October 15, 2007Publication date: April 16, 2009Applicant: SD LIZENZVERWERTUNGSGESELLSCHAFT MBH & CO. KGInventors: William Crudge, Jaap Willem van Hal, Xiankuan Zhang
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Patent number: 7504545Abstract: A process for the conversion of an alkylene oxide to the corresponding alkylene glycol in the presence of carbon dioxide, water and a catalytic composition comprising a mixture of an organic base present in an amount in the range of from 10 to 90 mol % (based on the mixture) and a salt of the organic base and a hydrogen halide the salt being present in an amount in the range of from 10 to 90 mol % (based on the mixture), wherein the organic base comprises a carbon-based compound comprising one or more nitrogen atoms with at least one free electron pair and/or one or more phosphorous atoms with at least one free electron pair, and has a pKa high enough that it is capable of binding carbon dioxide under the reaction conditions.Type: GrantFiled: September 14, 2007Date of Patent: March 17, 2009Assignee: Shell Oil CompanyInventors: Dirk Michiel Boele, Henricus Petrus Bernardus Duijghuisen, Eugene Marie Godfried Andre Van Kruchten, Jan Hermen Hendrik Meurs
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Publication number: 20090057608Abstract: A process for the preparation of an alkoxylate composition, said process comprising the steps of: (a) introducing into a reactor system one or more compounds with one or more active hydrogen atoms, selected from the group comprising alkanoic acids, alkanoic amides, alkanoic ethanolamides, alcohols and alkylmercaptans, and a double metal cyanide catalyst; (b) contacting the one or more compounds with one or more active hydrogen atoms and the double metal cyanide catalyst with propylene oxide and/or butylene oxide to form a first product mixture comprising double metal cyanide catalyst and compounds formed by the addition of one of more propylene oxide and/or butylene oxide units to the one or more compounds with one or more active hydrogen atoms; and (c) contacting the first product mixture with ethylene oxide to form a second product mixture comprising compounds formed by the addition of one of more ethylene oxide units to the compounds formed in step (b).Type: ApplicationFiled: June 25, 2008Publication date: March 5, 2009Inventors: Michiel Barend ELEVELD, Harmen Van Der Hulst, Jan Hermen Hendrik Meurs, Jasper Roelf Smit, Arie Van Zon
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Patent number: 7491856Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.Type: GrantFiled: June 19, 2008Date of Patent: February 17, 2009Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7479565Abstract: A process is provided for the epoxidation of an olefin comprising the steps of: contacting a feed comprising an olefin and oxygen with a catalyst comprising a silver component deposited on a fluoride-mineralized carrier; and producing a product mix comprising an olefin oxide, wherein the partial pressure of olefin oxide in the product mix is greater than about 60 kPa. A process is provided for the epoxidation of an olefin comprising the steps of: contacting a feed comprising an olefin and oxygen with a catalyst comprising a silver component and a high-selectivity dopant deposited on a fluoride-mineralized carrier; and producing a product mix comprising an olefin oxide, wherein the partial pressure of olefin oxide in the product mix is greater than about 20 kPa.Type: GrantFiled: June 16, 2005Date of Patent: January 20, 2009Assignee: Shell Oil CompanyInventors: Randall Clayton Yeates, Leonid Isaakovich Rubinstein
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Publication number: 20090005612Abstract: Methods and systems for preparing alkylene glycols are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of alkylene oxides with water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time.Type: ApplicationFiled: June 19, 2008Publication date: January 1, 2009Applicant: H R D CORPORATIONInventors: Abbas HASSAN, Ebrahim BAGHERZADEH, Rayford G. ANTHONY, Gregory BORSINGER, Aziz HASSAN
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Publication number: 20080306289Abstract: A catalyst composition comprising a support having a surface area of at least 500 m2/kg, and deposited on the support: silver metal, a metal or component comprising rhenium, tungsten, molybdenum or a nitrate- or nitrite-forming compound, and a Group IA metal or component comprising a Group IA metal having an atomic number of at least 37, and in addition potassium, wherein the value of the expression (QK/R)+QHIA is in the range of from 1.5 to 30 mmole/kg, wherein QHIA and QK represent the quantities in mmole/kg of the Group IA metal having an atomic number of at least 37 and potassium, respectively, present in the catalyst composition, the ratio of QHIA to QK is at least 1:1, the value of QK is at least 0.01 mmole/kg, and R is a dimensionless number in the range of from 1.5 to 5, the units mmole/kg being relative to the weight of the catalyst composition.Type: ApplicationFiled: August 14, 2008Publication date: December 11, 2008Inventors: Marek MATUSZ, Michael Alan Richard, Martin Lysle Hess
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Patent number: 7462748Abstract: A process for the preparation of an alkylene glycol, said process comprising reacting the corresponding alkylene carbonate with water in the presence of a catalyst, wherein the catalyst comprises bicarbonate as active phase, immobilized on a solid support, having one or more electropositive sites.Type: GrantFiled: September 5, 2007Date of Patent: December 9, 2008Assignee: Shell Oil CompanyInventor: Eugene Marie Godfried Andre Van Kruchten
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Patent number: 7459589Abstract: The invention provides for the utilization of microchannel apparatus in a process for the preparation of an alkylene glycol by the reaction of a corresponding alkylene oxide and water.Type: GrantFiled: December 20, 2006Date of Patent: December 2, 2008Assignee: Shell Oil CompanyInventor: Bernardus Franciscus Josef Marie Ramakers
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Patent number: 7453015Abstract: A process for the conversion of an alkylene oxide to the corresponding alkylene glycol in the presence of a catalytic composition, carbon dioxide and water, wherein the catalytic composition comprises a halide, a metalate and optionally a macrocyclic chelating compound.Type: GrantFiled: July 31, 2006Date of Patent: November 18, 2008Assignee: Shell Oil CompanyInventors: Eugene Marie Godfried Andre Van Kruchten, Hendrik Stichter, Johannes Theodorus Gertruda Wijenberg
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Patent number: 7435858Abstract: A process for the production of alkylene glycol by hydrolysis of alkylene oxide with water is described wherein at least one reaction feed is first passed through a guard bed before entering a catalyst bed comprising hydrolysis catalyst.Type: GrantFiled: December 22, 2005Date of Patent: October 14, 2008Assignee: Shell Oil CompanyInventor: Eugene Marie Godfried Andre Van Kruchten
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Patent number: 7399891Abstract: This invention relates to a process for the production of an alcohol, the process comprising (a) reacting an olefin and water in the presence of a catalyst under conditions sufficient to form a crude alcohol stream comprising alcohol, and a dialkyl ether; (b) separating at least a portion of the crude alcohol stream into an alcohol-containing stream and a dialkyl ether stream; (c) contacting at least a portion of the dialkyl ether stream with an ether decomposition catalyst, the ether decomposition catalyst comprising a mixed metal oxide having the following composition XmYnZpOq where X is at least one metal selected from Group 4 of the Periodic Table of Elements, Y is at least one metal selected from Group 3 (including the Lanthanides and Actinides) and Group 6 of the Periodic Table of Elements and Z is at least one metal selected from Groups 7, 8, and 11 of the Periodic Table of Elements; m, n, p, and q are the atomic ratios of their respective components and, when m is 1, n is from about 0.01 to about 0.Type: GrantFiled: June 8, 2005Date of Patent: July 15, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventors: Charles M Yarbrough, Brian William Roberts, Dennis Jay Davoren, Kenneth Joseph Buturla, Carl Stotz Katzenstein, Doron Levin, Hans Georg Korsten, Vijay Swarup
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Publication number: 20080139853Abstract: A process for the conversion of an alkylene oxide to the corresponding alkylene glycol in the presence of carbon dioxide, water and a catalytic composition comprising a mixture of an organic base present in an amount in the range of from 10 to 90 mol % (based on the mixture) and a salt of the organic base and a hydrogen halide the salt being present in an amount in the range of from 10 to 90 mol % (based on the mixture), wherein the organic base comprises a carbon-based compound comprising one or more nitrogen atoms with at least one free electron pair and/or one or more phosphorous atoms with at least one free electron pair, and has a pKa high enough that it is capable of binding carbon dioxide under the reaction conditions.Type: ApplicationFiled: September 14, 2007Publication date: June 12, 2008Inventors: Dirk Michiel Boele, Henricus Petrus Bernardus Duijghuisen, Eugene Marie Godfried Andre Van Kruchten, Jan Hermen Hendrik Meurs
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Patent number: 7342141Abstract: The invention provides a process for the preparation of alkanediol comprising the steps: (i) contacting alkylene oxide with carbon dioxide in the presence of a carbonation catalyst to obtain a reaction mixture containing alkylene carbonate at a reaction temperature of from 100 to 200° C.Type: GrantFiled: February 22, 2007Date of Patent: March 11, 2008Assignee: Shell Oil CompanyInventors: Evert Van Der Heide, Cornelis Leonardus Maria Vrouwenvelder
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Patent number: 7335801Abstract: A polyglycerol composition contains diglycerol, triglycerol, and tetraglycerol each in a content of 5 percent by weight or more, has a total content of diglycerol, triglycerol, and tetraglycerol of 75 percent by weight or more, has a total content of higher polyglycerol components of 10 percent by weight or less, the higher polyglycerol components each having a degree of polymerization of 7 or higher, and is substantially free from chlorine atom. A process prepares a polyglycerol composition by reacting glycerol and/or a polyglycerol with glycidol in the presence of an activated carbon catalyst.Type: GrantFiled: August 28, 2006Date of Patent: February 26, 2008Assignee: Daicel Chemical Industries, Ltd.Inventors: Toshio Endo, Hidetoshi Omori
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Patent number: 7230145Abstract: A process for producing a both end-hydroxyl group-terminated diol, wherein an epoxy alcohol represented by the general formula (1) is subjected to a hydrogenolysis reaction in the presence of a catalyst for producing both end-hydroxyl group terminated diols, which catalyst contains at least one element selected from the group consisting of Group V elements, Group VI elements, Group VII elements, Group VIII elements, Group IX elements, Group X elements, and Group XI elements in the periodic table, in the presence of at least one solvent selected from the group consisting of ethers, esters, aromatic hydrocarbon compounds, alicyclic hydrocarbon compounds and aliphatic hydrocarbon compounds, to thereby obtain a both end-hydroxyl group-terminated diol represented by general formula (2). General formula (1) and (2) are as described in the specification.Type: GrantFiled: June 28, 2004Date of Patent: June 12, 2007Assignee: Showa Denko K.K.Inventors: Yasushi Kadowaki, Masato Kaneda, Hiroshi Uchida
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Patent number: 7196233Abstract: Disclosed is a process for the preparation of alkylene glycols from the corresponding alkylene oxide, such as ethylene glycol from ethylene oxide, in the presence of water, a catalyst and, optionally, carbon dioxide. The catalyst contains an amphoteric compound, such as such as (ethylenedinitrilo) tetraacetic acid (EDTA). These befunctional compounds have both acid and base moieties. Preferably, a compound useful in the present invention forms a buffered solution in water, i.e., the acid and base moieties do not completely disassociate. The pH of the buffered solution should be 2-10, preferably 5-10, more preferably 4-9. A compound useful in the present invention is preferably organic with the base moiety and the acid moiety being separated by one to four carbon atoms.Type: GrantFiled: December 7, 2004Date of Patent: March 27, 2007Assignee: Saudi Basic Industries CorporationInventors: John S. Ledford, Jaap W. Van Hal, Xiankuan Zhang
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Patent number: 7193105Abstract: Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, for example, a trihalomethylcarbonyl group, such as a trifluoromethylcarbonyl group, can inhibit histone deacetylase. Histone deacetylase inhibition can repress gene expression, including expression of genes related to tumor suppression. Accordingly, inhibition of histone deacetylase can provide an alternate route for treating cancer, hematological disorders, e.g., hemoglobinopathies, autosomal dominant disorders, e.g. spinal muscular atrophy and Huntington's disease, genetic related metabolic disorders, e.g., cystic fibrosis and adrenoleukodystrophy, or for stimulating hematopoietic cells ex vivo.Type: GrantFiled: May 21, 2003Date of Patent: March 20, 2007Assignee: Errant Gene Therapeutics, LLCInventors: Hsuan-Yin Lan-Hargest, Robert J. Kaufman
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Patent number: 7164048Abstract: A process is described for purifying polyalkylene glycols obtained by adding alkylene oxide to alkylene glycol, in which, after addition is complete, the resultant polyalkylene glycol is treated at a pH of >7 with a bleaching agent selected from the group consisting of peroxides, peracids, percarbonates, perborates, peroxodisulfates or oxygen, in each case with or without addition of a bleaching activator. The process is suitable in particular for preparing polyethylene glycol having molar weights from 196 to 203 g/mol which meets requirements of pharmacopeias.Type: GrantFiled: June 2, 2004Date of Patent: January 16, 2007Assignee: BASF AktiengesellschaftInventors: Markus Klumpe, Kai-Uwe Baldenius, Claus Hackmann, Arnulf Lauterbach, Hans-Peter Seelmann-Eggebert, Matthias Zipplies
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Patent number: 7145045Abstract: The invention relates to a process for the preparation of alkanediol, which process involves (a) contacting alkylene oxide with carbon dioxide in the presence of catalyst to obtain a first liquid reaction mixture containing cyclic carbonate, (b) optionally removing carbon dioxide and/or alkylene oxide, (c) increasing the pressure of the liquid reaction mixture obtained in step (a) and/or (b), (d) contacting the pressurized first reaction mixture obtained in step (c) with water in the presence of catalyst to obtain a second reaction mixture containing alkanediol and carbon dioxide, (e) separating the second reaction mixture into a liquid effluent and a gaseous effluent containing carbon dioxide, and (f) recycling at least part of the gaseous effluent containing carbon dioxide to step (a),in which process the pressure in step (d) is higher than the pressure in step (a).Type: GrantFiled: April 8, 2004Date of Patent: December 5, 2006Assignee: Shell Oil CompanyInventors: Gerrit Jan Harmsen, Evert van der Heide, Cornelis Leonardus Maria Vrouwenvelder
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Patent number: 7105710Abstract: A process of preparing an alkylene glycol which process involves: i) reacting a respective alkylene oxide and water in a first reactor, ii) removing from the first reactor a reactor output mixture comprising an alkylene glycol and unreacted water, iii) transferring a proportion of the reactor output mixture to a distillation unit and a proportion of the reaction output mixture to a second reactor containing a catalyst, iv) reacting the reaction output mixture in the second reactor with a further amount of the respective alkylene oxide, and v) transferring a reactor output mixture from the second reactor to a distillation unit.Type: GrantFiled: September 24, 2004Date of Patent: September 12, 2006Assignee: Shell Oil CompanyInventors: Petrus Johannes Geradus Boons, Eugene Marie Godfried Andre Van Kruchten, Dominicus Maria Rekers, Mathias Jozef Paul Slapak
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Patent number: 7098367Abstract: Disclosed is a process for the preparation of alkylene glycols from the corresponding alkylene oxide, such as ethylene glycol from ethylene oxide, in the presence of water, a catalyst and, optionally, carbon dioxide. The catalyst contains amines which are weak bases, specifically having pKa of at least 5.5, preferably 8 to 11. The amines may be primary, secondary, tertiary or a blend thereof or may be a compound having a structural combination of primary, secondary and/or tertiary amines.Type: GrantFiled: August 23, 2004Date of Patent: August 29, 2006Assignee: Saudi Basic Industries CorporationInventors: John S. Ledford, Jaap W. Van Hal, Xiankuan Zhang
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Patent number: 7084310Abstract: Process for the continuous preparation of propylene glycols, which comprises the steps (i) to (ii): (i) reacting propylene with hydrogen peroxide to form propylene oxide and give propylene glycols as by-products, (ii) reacting the propylene oxide obtained in step (i) with water to give propylene glycols, (iii) separating off the propylene glycols obtained in steps (i) and (ii).Type: GrantFiled: July 22, 2003Date of Patent: August 1, 2006Assignee: BASF AktiengesellschaftInventors: Peter Bassler, Hans-Georg Goebbel, Joaquim Henrique Teles, Peter Rudolf
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Patent number: 6972346Abstract: A process for producing 1,3-propanediol comprising the steps of: a) forming an aqueous solution of 3-hydroxypropanal, b) hydrogenating the 3-hydroxypropanal to form a first crude 1,3-propanediol mixture comprising 1,3-propanediol, water, and MW 132 cyclic acetal, c) distilling the first crude 1,3-propanediol mixture to remove water and low boiling impurities and form a second crude 1,3-propanediol mixture, d) contacting the second crude 1,3-propanediol mixture with a solid acid purifier at a temperature of from about 50 to about 250° C. to convert the MW 132 cyclic acetal to more volatile cyclic acetals, and e) separating the more volatile cyclic acetals from the 1,3-propanediol by distillation or gas stripping.Type: GrantFiled: October 1, 2003Date of Patent: December 6, 2005Assignee: Shell Oil CompanyInventors: Joseph Broun Powell, Paul Richard Weider, Glenn Charles Komplin
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Patent number: 6916963Abstract: Water tolerant Lewis acids are used in a process for the preparation of alkylene glycols by catalytic hydration of the corresponding alkylene oxide. The water tolerant Lewis acids can be a metal salt of a non-coordinating or weakly coordinating anion and a Group IIIB, rare earth or lanthanide, actinide or Group IVB cation. Optionally, carbon oxide may also be present. Examples of such water tolerant Lewis acids are scandium triflate, europium triflate, hafnium triflate, yttrium triflate, lanthanum triflate and ytterbium triflate. The catalyst may contain a coordinating anion instead, examples of which are scandium sulfate [Sc2(SO4)3], scandium chloride [ScCl3], scandium acetate [Sc(OAc)3] and scandium nitrate [Sc(NO3)3].Type: GrantFiled: July 14, 2003Date of Patent: July 12, 2005Assignee: Saudi Basic Industries CorporationInventors: Jaap W. van Hal, Dorai Ramprasad
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Patent number: 6897343Abstract: The invention relates to a process for the preparation of 1,2-propanediol from propylene oxide, which process involves contacting propylene oxide with carbon dioxide in the presence of a homogeneous phosphorus containing catalyst to obtain propylene carbonate, optionally removing at least part of the carbon dioxide, adding water and/or an alcohol to the reaction product containing propylene carbonate and phosphorus containing catalyst and contacting the mixture with a heterogeneous catalyst to obtain 1,2-propanediol in combination with dialkylcarbonate and/or carbon dioxide, and separating 1,2-propanediol from the reaction product obtained.Type: GrantFiled: December 19, 2003Date of Patent: May 24, 2005Assignee: Shell Oil CompanyInventors: Klaas Lambertus Von Hebel, Jean-Paul Lange
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Patent number: 6858761Abstract: The present invention provides a process and its utilization in a process comprising the step of carrying out an addition reaction of an alkylene oxide to an addition-receiving substance in the presence of a resin catalyst, thereby producing the addition reaction product, when the resin catalyst as used for the reaction is persevered so as to recycle it after it is recovered, the unreacted alkylene oxide remaining in the resin catalyst can be prevented from polymerizing and solidifying during the preservation, and the resin catalyst accordingly can be preserved stably for a long time. The resin catalyst as recovered after it is used for the reaction may be preserved under any of the following conditions: 1) at a low temperature of not higher than 40° C.Type: GrantFiled: March 18, 2002Date of Patent: February 22, 2005Assignee: Nippon Shokubai Co., Ltd.Inventors: Yukihiro Yoneda, Tokumasa Ishida, Masahiro Uemura