Chromium, Molybdenum, Or Tungsten Patents (Class 568/901)
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Patent number: 8987530Abstract: A process for producing alcohols from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols having at least four carbon atoms such as butanol and isobutanol.Type: GrantFiled: August 7, 2012Date of Patent: March 24, 2015Assignee: Enerkem, Inc.Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
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Patent number: 8981165Abstract: A process for producing alcohols having three carbon atoms from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols such as n-propanol and isopropanol.Type: GrantFiled: August 7, 2012Date of Patent: March 17, 2015Assignee: Enerkem, Inc.Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
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Patent number: 8921619Abstract: A membrane-integrated hydration reactor that is operable to produce an associated alcohol product from an olefin using water includes a solid acid olefin hydration catalyst in a production zone and a hydrophilic membrane operable to selectively permit pervaporation of water one-way and not permit pervaporation of the associated alcohol or permeation of the olefin at olefin hydration process conditions in a separations zone. The production zone is operable to form a production zone product mixture made of the associated alcohol and any unreacted water. The associated separations zone is operable to form and produce both the associated alcohol product and a pervaporated water product from the production zone product mixture. A method of olefin hydration for forming an associated alcohol product from an olefin using water uses the membrane-integrated hydration reactor at olefin hydration process conditions.Type: GrantFiled: December 5, 2012Date of Patent: December 30, 2014Assignee: Saudi Arabian Oil CompanyInventors: Aadesh Harale, Wei Xu, Ibrahim Abba
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Patent number: 8865950Abstract: An olefin hydration process and reactor are provided, wherein an integrated membrane selectively removes alcohol product from the reactor, thereby allowing for increased yields.Type: GrantFiled: August 10, 2011Date of Patent: October 21, 2014Assignee: Saudi Arabian Oil CompanyInventors: Ibrahim Abba, Aadesh Harale, Stephan Ralf Vogel, Wei Xu
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Publication number: 20130261348Abstract: Ethane is oxidized to ethylene and/or oxygenates that comprise acetic acid. The acetic acid may be converted to ethanol by hydrogenation. The ethylene may be converted to ethanol by hydration.Type: ApplicationFiled: March 28, 2012Publication date: October 3, 2013Applicant: Celanese International CorporationInventors: Mark Scates, Heiko Weiner, Zhenhua Zhou, James Zink
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Patent number: 8461400Abstract: Methods and systems for the synthesis of alcohol are described herein. The methods and systems include a method of hydrating an olefin that may include emulsifying an olefin gas in a water stream in a high shear device under high shear conditions to produce a dispersion; and contacting the dispersion with a catalyst to hydrate the olefin gas and form an alcohol.Type: GrantFiled: November 6, 2012Date of Patent: June 11, 2013Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory G. Borsinger, Aziz Hassan
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Patent number: 8329962Abstract: Methods and systems for the synthesis of alcohol are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins in water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time. In an embodiment, a method of making an alcohol comprises introducing an olefin into a water stream to form a gas-liquid stream. The method further comprises flowing the gas-liquid stream through a high shear device so as to form a dispersion with gas bubbles having a mean diameter less than about 1 micron. In addition, the method comprises contacting the gas-liquid stream with a catalyst in a reactor to hydrate the olefin gas and form an alcohol.Type: GrantFiled: May 15, 2012Date of Patent: December 11, 2012Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Publication number: 20120226079Abstract: Convert an alkylene to a product stream that comprises an alkanol by subjecting a gaseous combination of a) an alkylene selected from ethylene, propylene or a combination thereof, b) carbon monoxide, c) hydrogen and, optionally, d) at least one hydrocarbon or gas diluent other than ethylene or propylene to reductive hydroformylation conditions in combination with a solid phase, sulfided, heterogeneous catalyst.Type: ApplicationFiled: November 2, 2010Publication date: September 6, 2012Applicant: Dow Global Technologies LLCInventors: Nancy Kinkade, Richard M. Wehmeyer
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Patent number: 8217205Abstract: Methods and systems for the synthesis of alcohol are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins in water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time. In an embodiment, a method of making an alcohol comprises introducing an olefin into a water stream to form a gas-liquid stream. The method further comprises flowing the gas-liquid stream through a high shear device so as to form a dispersion with gas bubbles having a mean diameter less than about 1 micron. In addition, the method comprises contacting the gas-liquid stream with a catalyst in a reactor to hydrate the olefin gas and form an alcohol.Type: GrantFiled: February 15, 2011Date of Patent: July 10, 2012Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7910068Abstract: Methods and systems for the synthesis of alcohol are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins in water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time. In an embodiment, a method of making an alcohol comprises introducing an olefin into a water stream to form a gas-liquid stream. The method further comprises flowing the gas-liquid stream through a high shear device so as to form a dispersion with gas bubbles having a mean diameter less than about 1 micron. In addition, the method comprises contacting the gas-liquid stream with a catalyst in a reactor to hydrate the olefin gas and form an alcohol.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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Patent number: 7538235Abstract: A process for preparing an epoxidation catalyst comprising silver and a high-selectivity dopant on a support, which process comprises depositing a base having a pKb of at most 3.5 when measured in water at 25° C., on the support prior to depositing silver on the support, and depositing silver and a high-selectivity dopant on the support; the epoxidation catalyst; and a process for preparing an olefin oxide by reacting an olefin with oxygen in the presence of the epoxidation catalyst.Type: GrantFiled: March 31, 2005Date of Patent: May 26, 2009Assignee: Shell Oil CompanyInventor: John Robert Lockemeyer
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Publication number: 20090124835Abstract: An object of the present invention is to provide, for the production of isobutene, a high-yielding, highly-selective, and long-term stable production process of isobutene from TBA. With respect to the production of TBA, an object of the present invention is to provide a TBA production process in which, through long-term stable maintenance of a high reaction activity, long-term continuous operation is enabled and the productivity is improved. The present invention discloses a process for producing isobutene that employs a dehydration temperature of from 200 to 450° C. in use of an alumina catalyst that contains a Na content of 0.6% by weight or less in terms of NaO2 and a Na content of 0.4% by weight in terms of NaO2, and has a specific surface area of from 200 to 600 m2/g.Type: ApplicationFiled: October 25, 2006Publication date: May 14, 2009Inventors: Tatsuo Yamaguchi, Hiroyuki Noda, Toru Watanabe, Shumya Kirino
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Publication number: 20090069609Abstract: The present invention provides methods and compositions for the chemical conversion of syngas to alcohols. The invention includes catalyst compositions, methods of making the catalyst compositions, and methods of using the catalyst compositions. Certain embodiments teach compositions for catalyzing the conversion of syngas into products comprising at least one C1-C4 alcohol, such as ethanol. These compositions generally include cobalt, molybdenum, and sulfur. Preferred catalyst compositions for converting syngas into alcohols include cobalt associated with sulfide in certain preferred stoichiometries as described and taught herein.Type: ApplicationFiled: September 4, 2008Publication date: March 12, 2009Applicant: Range Fuels, Inc.Inventors: Karl Kharas, Jason P. Durand
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Patent number: 7482497Abstract: Methods and systems for the synthesis of alcohol are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins in water. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time. In an embodiment, a method of making an alcohol comprises introducing an olefin into a water stream to form a gas-liquid stream. The method further comprises flowing the gas-liquid stream through a high shear device so as to form a dispersion with gas bubbles having a mean diameter less than about 1 micron. In addition, the method comprises contacting the gas-liquid stream with a catalyst in a reactor to hydrate the olefin gas and form an alcohol.Type: GrantFiled: June 20, 2008Date of Patent: January 27, 2009Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7211702Abstract: The invention disclosed relates to the production of alcohols. A first aspect of the invention relates to a process for production of alcohols, and in particular to a process for the catalytic hydration of an olefin to the corresponding alcohol in substantially anhydrous form, under selected mild reaction conditions, and using a selected catalyst. A second aspect of the invention relates to a process for dehydration of an azeotropic mixture, including a first alcohol and water. A hydration reaction between the water in the azeotropic mixture and an added olefin, under selected mild conditions, and using a selected catalyst, produces a product including a second alcohol corresponding to the olefin, and the first alcohol, in substantially anhydrous form.Type: GrantFiled: November 13, 2003Date of Patent: May 1, 2007Assignee: The Governors of the University of AlbertaInventors: Karl T. Chuang, Yung F. Chen
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Patent number: 7179948Abstract: The invention relates to a process for preparing tert-butanol by reaction of a homogeneous mixture comprising water, tert-butanol and an isobutene-containing hydrocarbon mixture over an acidic ion-exchange resin at from 30 to 120° C., wherein the homogeneous mixture contains, at a proportion by mass of isobutene of above 10%, from 30 to 80% of the maximum amount of water made possible by the solubility of water in the mixture of tert-butanol and the isobutene-containing hydrocarbon mixture.Type: GrantFiled: December 19, 2003Date of Patent: February 20, 2007Assignee: Oxeno Olefinchemie GmbHInventors: Bernhard Scholz, Franz Nierlich, Dieter Reusch, Silvia Santiago Fernandez, Andreas Beckmann, Wilfried Bueschken, Alfred Kaizik
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Patent number: 7148387Abstract: Discloses a process for efficiently producing a hydroxyl group containing compound with a simple apparatus and simple procedures using a very small amount of a catalyst, which process reduces a catalyst recovering step and a catalyst neutralization step vastly and does not require catalyst regeneration and catalyst exchange. The process for producing a hydroxyl group containing compound comprises allowing an aqueous solution containing 1 ppb to 500 ppm of an acid catalyst to react with an aliphatic double bond having compound in a molar ratio (water/aliphatic double bond having compound) of water to aliphatic double bond having compound of from 1 to 50, at a reaction temperature of from 200 to 600° C. under a reaction pressure of from 1 to 100 MPa and thereby conducting hydration reaction of the aliphatic double bond containing compound with water.Type: GrantFiled: May 27, 2004Date of Patent: December 12, 2006Assignees: Mitsui Chemicals, Inc., National Institute of Advanced Industrial Science and TechnologyInventors: Kenta Takahashi, Yutaka Ikushima
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Patent number: 7115787Abstract: The invention relates to a process for preparing tert-butanol (TBA) from isobutene-containing mixtures, in which at least part of the conversion is achieved with the aid of a reactive rectification.Type: GrantFiled: November 11, 2003Date of Patent: October 3, 2006Assignee: OXENO Olefinchemie GmbHInventors: Dieter Reusch, Andreas Beckmann, Franz Nierlich, Axel Tuchlenski
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Patent number: 7026519Abstract: The invention relates to a process for preparing tert-butanol (TBA) by reacting isobutene-containing hydrocarbon mixtures with water over acidic solid catalysts in a plurality of reactors, wherein the conversion is increased upstream of the last reactor by removing a portion of the TBA present in the reaction mixture.Type: GrantFiled: July 19, 2004Date of Patent: April 11, 2006Assignee: Oxeno Olefinchemie GmbHInventors: Silvia Santiago Fernandez, Andreas Beckmann, Franz Nierlich, Dieter Reusch
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Patent number: 7002050Abstract: The present invention relates to a process for preparing tert-butanol (TBA) by reacting an isobutene-containing hydrocarbon mixture with water over a solid acid catalyst in a reactor cascade, wherein at least one reactor is supplied alternately with two different isobutene-containing hydrocarbon mixtures, of which one has both a higher tert-butanol content and a higher water content than the other mixture.Type: GrantFiled: March 24, 2005Date of Patent: February 21, 2006Assignee: Oxeno Olefinchemie GmbHInventors: Silvia Santiago Fernandez, Jörg Sauer, Guido Stochniol, Dietrich Maschmeyer, Wilfried Büschken, Klaus-Diether Wiese
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Patent number: 6951967Abstract: Tertiary alcohols can be prepared by the hydration of tertiary olefins having the same number of carbon atoms on an acidic ion exchanger using special structured multi-purpose packings for heterogeneous reactive rectification. An excellent yield and purity of the alcohol and an extended service life of the catalyst are achieved.Type: GrantFiled: February 13, 2003Date of Patent: October 4, 2005Assignees: EC Erdolchemie GmbH, Bayer AGInventors: Axel Gohrt, Joachim Grub, Stefan Kaminsky, Stephan Muller, Brian Schwegler
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Patent number: 6833483Abstract: The invention disclosed relates to the production of alcohols. A first aspect of the invention relates to a process for production of alcohols, and in particular to a process for the catalytic hydration of an olefin to the corresponding alcohol in substantially anhydrous form, under selected mild reaction conditions, and using a selected catalyst. A second aspect of the invention relates to a process for dehydration of an azeotropic mixture, including a first alcohol and water. A hydration reaction between the water in the azeotropic mixture and an added olefin, under selected mild conditions, and using a selected catalyst, produces a product including a second alcohol corresponding to the olefin, and the first alcohol, in substantially anhydrous form.Type: GrantFiled: August 1, 2001Date of Patent: December 21, 2004Assignee: The Governors of the University of AlbertaInventors: Karl T. Chuang, Yung F Chen
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Patent number: 6072090Abstract: This invention relats to a continuous process for the hydration of olefins with water in the vapour phase to the corresponding alcohol in the presence of a heteropolyacid salt as catalyst said process including the recycle of un-reacted olefin back to the hydration reaction characterised in that the heteropolyacid salt is a metal salt of silicotungstic acid or phosphotungstic acid which is soluble in a polar solvent below 40.degree. C. wherein the metal in the salt is an alkali metal or an alkaline earth metal.Type: GrantFiled: March 8, 1999Date of Patent: June 6, 2000Assignee: BP Chemicals LimitedInventors: Russell William Cockman, Mark Royston Smith
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Patent number: 5684216Abstract: This invention relates to a novel catalyst composition comprising a heteropolyacid and a siliceous support which is in the form of extrudates or pellets and to a process for hydrating olefins to the corresponding alcohols in the vapour phase in the presence of such a catalyst composition. By using the specific catalyst composition described herein it is possible not only to increase the space-time-yield of a process but also to prolong the life thereof thereby reducing the frequency with which the catalyst is changed or replaced on a plant, especially in an olefin hydration process.Type: GrantFiled: July 21, 1995Date of Patent: November 4, 1997Assignee: BP Chemicals LimitedInventor: Gordon John Haining
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Patent number: 5488185Abstract: An ethene stream which contains ethane as an impurity or a propene stream which contains propane as an impurity is hydrated with water vapor in the presence of a hydration catalyst to produce ethanol or isopropanol, respectively. After removal of the alcohol the gaseous product stream is subjected to adsorption, thereby producing an ethene-enriched stream or a propene-enriched stream. The ethene-enriched stream or the propene-enriched stream is recycled to the hydration reactor.Type: GrantFiled: April 22, 1994Date of Patent: January 30, 1996Assignee: The BOC Group, Inc.Inventors: Ramakrishnan Ramachandran, Loc H. Dao
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Patent number: 4579984Abstract: A method is provided for the continuous production of isopropanol and secondary butyl alcohol by catalytically hydrating the corresponding aliphatic olefin in an elongated reaction vessel in which co-product by-product dialkyl ether is separated from the reaction product and recycled to the reaction mixture being introduced therein at a point between the olefin feed inlet and the product outlet about 5 to 30 percent of the distance before the product outlet.Type: GrantFiled: April 11, 1985Date of Patent: April 1, 1986Assignee: Deutsche Texaco AktiengesellschaftInventors: Wilhelm Neier, Werner Webers, Michael Dettmer, Gunther Osterburg
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Patent number: 4484013Abstract: A process is disclosed for the production of isopropanol and tertiary butyl alcohol from C.sub.3 and C.sub.4 hydrocarbons. The preferred embodiment of the invention comprises dehydrogenation of paraffins and direct hydration of the resulting olefins. Fractional distillation steps are employed between the dehydrogenation and dehydration zones and in the recycle stream to recover unconverted hydrocarbons leaving the hydration zone. This accommodates different hydration rates and prevents the passage of propylene into the dehydrogenation zone. In an alternative embodiment, the feed stream comprises olefins and is fed to the fractionation system. The dehydrogenation zone may be deleted from this embodiment.Type: GrantFiled: December 30, 1983Date of Patent: November 20, 1984Assignee: UOP Inc.Inventor: Robert J. Schmidt
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Patent number: 4482767Abstract: A hydrocarbon conversion process is disclosed for the production of lower alcohols and LPG from a mixture of C.sub.3 -minus paraffins and olefins. The feed stream is passed into a hydration zone wherein portions of the ethylene and propylene are converted to ethanol and propanol. The hydrocarbons which are not hydrated are passed into a hydrogenation zone wherein the remaining olefins are converted to paraffins. The feed stream is preferably a hydrogen-containing C.sub.1 to C.sub.3 cut separated from the effluent of a fluidized catalytic cracking unit.Type: GrantFiled: December 20, 1983Date of Patent: November 13, 1984Assignee: UOP Inc.Inventor: Tamotsu Imai
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Patent number: 4358626Abstract: Secondary alcohols are produced by the hydration of a n-olefin substantially free from an isoolefin in the presence as catalyst of an acidic cation exchange resin such as a sulfonated styrene-divinylbenzene copolymer and in the presence of an oxy acid or lactone thereof such as .gamma.-valerolactone. The process is especially useful for hydrating a n-butene feed or a feed consisting essentially of n-butenes and butane to produce secondary butyl alcohol.Type: GrantFiled: August 6, 1981Date of Patent: November 9, 1982Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Yoshiharu Okumura, Tadamori Sakakibara, Katsumi Kaneko
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Patent number: 4339617Abstract: Olefinic hydrocarbons may be hydrated to form corresponding alcohols by treating said olefins with water in the presence of an acidic compound which acts as a catalyst, said hydration reaction being effected at a temperature in the range of from about 100.degree. to about 300.degree. C. and a pressure in the range of from about 1 to about 100 atmospheres. In addition, the reaction medium also contains a salt of a metal selected from the group consisting of magnesium, barium, beryllium and radium, said metal salts suppressing the corrosive nature of the acid catalyst and thus permitting the reaction to be effected in normal metal reactors.Type: GrantFiled: March 9, 1981Date of Patent: July 13, 1982Assignee: UOP Inc.Inventors: Tamotsu Imai, Robert J. Schmidt
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Patent number: 4327231Abstract: Tertiary alcohols are produced by the hydration of an isoolefin in the presence as catalyst of an acidic cation exchange resin such as a sulfonated styrene-divinylbenzene copolymer, and a polyhydric neo-type alcohol such as neopentyl glycol. The process is useful for separating isobutylene from a hydrocarbon mixture containing its isomers via preparation of the alcohol, separation from the unreacted hydrocarbons and dehydration of the tertiary butyl alcohol to isobutylene.Type: GrantFiled: March 3, 1980Date of Patent: April 27, 1982Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Yoshiharu Okumura, Hiroshi Furukawa, Katsumi Kaneko
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Patent number: 4284831Abstract: Tertiary alcohols are produced by the hydration of an isoolefin in the presence as catalyst of an acidic cation exchange resin such as a sulfonated styrene-divinylbenzene copolymer and in the presence of an oxy acid or lactone thereof such as .gamma.-valerolactone. The process is useful for separating isobutylene from a hydrocarbon mixture containing its isomers via preparation of the alcohol, separation from the unreacted hydrocarbons and dehydration of the tertiary butyl alcohol to isobutylene.Type: GrantFiled: May 5, 1980Date of Patent: August 18, 1981Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Yoshiharu Okumura, Katsumi Kaneko
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Patent number: 4236034Abstract: A process for producing tert-butanol by selective hydration of isobutylene in a hydrocarbon mixture comprising isobutylene and n-butene where an aqueous solution is used which contains a heteropolyacid, characterized in that the hydration reaction of isobutylene is carried out at a temperature of less than 100.degree. C.Type: GrantFiled: June 7, 1979Date of Patent: November 25, 1980Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Atsushi Aoshima, Toshiaki Murobushi, Ryoichi Mitsui, Nobuhiro Tamura
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Patent number: 4234748Abstract: Olefins such as ethylene and propylene are hydrated in the liquid phase at elevated temperature and superatmospheric pressure to the corresponding alkanols in an aqueous reaction medium containing a catalytically effective amount of at least one substantially water-insoluble olefin hydration catalyst in the form of solid particles substantially uniformly distributed therein.Type: GrantFiled: June 28, 1979Date of Patent: November 18, 1980Assignee: National Distillers and Chemical Corp.Inventors: Orville D. Frampton, William R. Birchall
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Patent number: 4131750Abstract: A process for the production of fatty alcohols containing from 2 to 5 carbon atoms, which comprises reacting an olefin containing from 2 to 5 carbon atoms with water. The reaction is effected at a temperature of from 150 to 280.degree. C and a pressure of from 10 to 70 atmospheres in the presence of an aluminosilicate catalyst, type Y zeolite, containing a calcium cation and chromium oxide, and which may also contain a chromium cation and/or at least one cation of a rare-earth element. The process of the invention is preferably carried out in a mutual solvent for the reactants (the olefin and water), and under a mild set of conditions and provides for a sufficiently high yield of the desired product. The high selectivity of the catalyst employed in the process ensures a high purity of the product alcohols. The catalyst is further distinguished by its stability.Type: GrantFiled: July 12, 1974Date of Patent: December 26, 1978Inventors: Khabib M. Minachev, Evgeny S. Mortikov, Alexandr S. Leontiev, Anatoly G. Smirnov, Nikolai F. Kononov, Alexei A. Masloboev-Shvedov, Alexandr K. Zhomov, Nikolai I. Kholdyakov
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Patent number: 4096194Abstract: An improved process for hydrating with liquid water over a solid catalyst and with a liquid solvent a liquid iso-olefin selected from the group consisting of C.sub.4 iso-olefins and C.sub.5 iso-olefins to form a corresponding product alcohol in the liquid state. The improvement comprises maintaining the liquid iso-olefins, the solvent, and the water in a single liquid phase in order to increase the conversion percentage of the iso-olefin to the corresponding alcohol.Type: GrantFiled: August 2, 1976Date of Patent: June 20, 1978Assignee: Cities Service CompanyInventors: David Moy, Marvin S. Rakow