Aluminum Containing Catalyst Utilized Patents (Class 568/897)
  • Patent number: 11091701
    Abstract: A process for the production of middle distillates by the catalytically promoted hydration of olefinic compounds having a carbon number ranging from 7 to 14 to convert the olefins to the corresponding mixed alcohols having a higher boiling point that is in the diesel range, the process being conducted in a continuous stirred tank reactor, e.g., an ebullated-bed reactor, utilizing catalysts that include soluble homogeneous acidic compounds and solid heterogeneous compounds such as resins, and amorphous or structured metal oxides containing elements selected from IUPAC Groups 4-10, 13 and 14, and having Lewis or Bronsted acid sites.
    Type: Grant
    Filed: January 10, 2019
    Date of Patent: August 17, 2021
    Assignee: Saudi Arabian Oil Company
    Inventors: Omer Refa Koseoglu, Ali Sawan
  • Patent number: 8987530
    Abstract: 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: Grant
    Filed: August 7, 2012
    Date of Patent: March 24, 2015
    Assignee: Enerkem, Inc.
    Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
  • Patent number: 8981165
    Abstract: 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: Grant
    Filed: August 7, 2012
    Date of Patent: March 17, 2015
    Assignee: Enerkem, Inc.
    Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
  • Patent number: 8865950
    Abstract: 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: Grant
    Filed: August 10, 2011
    Date of Patent: October 21, 2014
    Assignee: Saudi Arabian Oil Company
    Inventors: Ibrahim Abba, Aadesh Harale, Stephan Ralf Vogel, Wei Xu
  • Publication number: 20140243563
    Abstract: The invention relates to a method for the alkylation of residual hydrocarbons obtained from pyrolytic processes, in particular processes for the obtaining of synthesis gas from wet crushed coal, essentially alkene- and alkane-type waste products, in order the exploit the energy thereof in the form of alkenes, alkanes and alcohols having a high energy content. The method is essentially characterised in that the waste products obtained from the synthesis gas formation are subject to a subsequent treatment in order to transform them into other branched alkane-type products and alcoholic compounds, recovering the hydrogen and water produced in said reactions, that remain available for their subsequent use as fuel in other chemical processing plants, or to be fed back to the gasification-pyrolysis process itself, to enrich the synthesis gas obtained.
    Type: Application
    Filed: September 1, 2011
    Publication date: August 28, 2014
    Applicant: GURADOOR, S.L.
    Inventor: Daniel Gonzalez Gonzalez
  • Patent number: 8779215
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Grant
    Filed: December 12, 2012
    Date of Patent: July 15, 2014
    Assignee: Maverick Synfuels, Inc.
    Inventor: Karl Kharas
  • Patent number: 8461400
    Abstract: 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: Grant
    Filed: November 6, 2012
    Date of Patent: June 11, 2013
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory G. Borsinger, Aziz Hassan
  • Publication number: 20130102813
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Application
    Filed: December 12, 2012
    Publication date: April 25, 2013
    Applicant: MAVERICK BIOFUELS, INC.
    Inventor: Maverick Biofuels, Inc.
  • Publication number: 20130066118
    Abstract: 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: Application
    Filed: November 6, 2012
    Publication date: March 14, 2013
    Applicant: H R D Corporation
    Inventor: H R D Corporation
  • Publication number: 20130041186
    Abstract: 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: Application
    Filed: August 10, 2011
    Publication date: February 14, 2013
    Applicant: Saudi Arabian Oil Company
    Inventors: Ibrahim Abba, Aadesh Harale, Stephan Ralf Vogel, Wei Xu
  • Patent number: 8357826
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Grant
    Filed: October 15, 2009
    Date of Patent: January 22, 2013
    Inventor: Karl Kharas
  • Patent number: 8354563
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Grant
    Filed: October 15, 2009
    Date of Patent: January 15, 2013
    Assignee: Maverick Biofuels, Inc.
    Inventor: Karl Kharas
  • Patent number: 8344188
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Grant
    Filed: October 15, 2009
    Date of Patent: January 1, 2013
    Assignee: Maverick Biofuels, Inc.
    Inventor: Karl Kharas
  • Patent number: 8329962
    Abstract: 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: Grant
    Filed: May 15, 2012
    Date of Patent: December 11, 2012
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 8217205
    Abstract: 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: Grant
    Filed: February 15, 2011
    Date of Patent: July 10, 2012
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7910068
    Abstract: 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: Grant
    Filed: December 15, 2008
    Date of Patent: March 22, 2011
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Publication number: 20100099926
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Application
    Filed: October 15, 2009
    Publication date: April 22, 2010
    Applicant: Range Fuels, Inc.
    Inventor: Karl KHARAS
  • Publication number: 20100099925
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Application
    Filed: October 15, 2009
    Publication date: April 22, 2010
    Applicant: Range Fuels, Inc.
    Inventor: Karl KHARAS
  • Publication number: 20100099927
    Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.
    Type: Application
    Filed: October 15, 2009
    Publication date: April 22, 2010
    Applicant: Range Fueis, Inc.
    Inventor: Karl KHARAS
  • Patent number: 7482497
    Abstract: 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: Grant
    Filed: June 20, 2008
    Date of Patent: January 27, 2009
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Publication number: 20080033218
    Abstract: This invention is directed to a process for making alcohol from syngas, and a process for making olefin, as well as polyolefin, from the alcohol. The syngas is converted to a mixed alcohol stream using a catalyst comprising at least one oxide component. Upon contacting the catalyst with a desired syngas composition, a preferred mixed alcohol product is formed. Preferably, the syngas composition has a stoichiometric molar ratio of less than 2.
    Type: Application
    Filed: June 20, 2007
    Publication date: February 7, 2008
    Inventors: James R. Lattner, Matthew James Vincent, Kun Wang, Michel Molinier, Michael J. Veraa, Anthony F. Volpe, Hailian Li, Jeffrey C. Yoder, Mark Muraoka
  • Patent number: 7235702
    Abstract: 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: Grant
    Filed: March 12, 2004
    Date of Patent: June 26, 2007
    Assignee: Governors of the University of Alberta
    Inventors: Karl T. Chuang, Yung F. Chen
  • Patent number: 7179948
    Abstract: 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: Grant
    Filed: December 19, 2003
    Date of Patent: February 20, 2007
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Bernhard Scholz, Franz Nierlich, Dieter Reusch, Silvia Santiago Fernandez, Andreas Beckmann, Wilfried Bueschken, Alfred Kaizik
  • Patent number: 7148387
    Abstract: 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: Grant
    Filed: May 27, 2004
    Date of Patent: December 12, 2006
    Assignees: Mitsui Chemicals, Inc., National Institute of Advanced Industrial Science and Technology
    Inventors: Kenta Takahashi, Yutaka Ikushima
  • Patent number: 7115787
    Abstract: 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: Grant
    Filed: November 11, 2003
    Date of Patent: October 3, 2006
    Assignee: OXENO Olefinchemie GmbH
    Inventors: Dieter Reusch, Andreas Beckmann, Franz Nierlich, Axel Tuchlenski
  • Patent number: 7026519
    Abstract: 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: Grant
    Filed: July 19, 2004
    Date of Patent: April 11, 2006
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Silvia Santiago Fernandez, Andreas Beckmann, Franz Nierlich, Dieter Reusch
  • Patent number: 7002050
    Abstract: 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: Grant
    Filed: March 24, 2005
    Date of Patent: February 21, 2006
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Silvia Santiago Fernandez, Jörg Sauer, Guido Stochniol, Dietrich Maschmeyer, Wilfried Büschken, Klaus-Diether Wiese
  • Patent number: 6951967
    Abstract: 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: Grant
    Filed: February 13, 2003
    Date of Patent: October 4, 2005
    Assignees: EC Erdolchemie GmbH, Bayer AG
    Inventors: Axel Gohrt, Joachim Grub, Stefan Kaminsky, Stephan Muller, Brian Schwegler
  • Patent number: 6906229
    Abstract: The invention relates to the production of isopropyl alcohol from di-isopropyl ether by catalytic distillation. The process solves, in particular, problems associated with the Sulfuric Acid Process.
    Type: Grant
    Filed: February 29, 2000
    Date of Patent: June 14, 2005
    Assignee: ExxonMobil Chemical Patents, Inc.
    Inventor: Paul E. Burton
  • Publication number: 20040210073
    Abstract: Higher trialkylaluminum compounds may be made by forming &agr;-olefin by oligomerizing ethylene using a transition metal containing catalyst, reacting the &agr;-olefins formed with aluminum and hydrogen to form higher trialkylaluminum compounds. These may optionally be oxidized, as with oxygen, to form higher trialkoxyaluminum compound, which in turn may be hydrolyzed to &agr;-alcohols. Higher trialkylaluminum compounds and &agr;-alcohols are useful as chemical intermediates.
    Type: Application
    Filed: April 28, 2004
    Publication date: October 21, 2004
    Inventor: Joel David Citron
  • Publication number: 20040210072
    Abstract: Higher trialkylaluminum compounds may be made by forming &agr;-olefin by oligomerizing ethylene using a transition metal containing catalyst, reacting the &agr;-olefins formed with a lower trialkylaluminum compound to form higher trialkylaluminum compound(s). These may optionally be oxidized, as with oxygen, to form higher trialkoxyaluminum compound, which in turn may be hydrolyzed to &agr;-alcohols. In one variation of the process lower &agr;-olefins and higher (relatively) &agr;-alcohols may be formed and isolated. Higher trialkylaluminum compounds and &agr;-alcohols are useful as chemical intermediates, while lower &agr;-olefins are useful as monomers for polyolefins.
    Type: Application
    Filed: April 28, 2004
    Publication date: October 21, 2004
    Inventor: Joel David Citron
  • Patent number: 6723886
    Abstract: An apparatus and method is disclosed for producing alcohols, particularly methanol, according to an alcohol synthesis process. The apparatus comprises a catalytic distillation reactor where reactants are fed into the catalytic distillation reactor to undergo catalytic reaction to form methanol. Methanol production beyond the thermodynamic limit is achieved in the apparatus through use of multiple distillation stages, preferably at least three.
    Type: Grant
    Filed: May 16, 2002
    Date of Patent: April 20, 2004
    Assignee: ConocoPhillips Company
    Inventors: Joe D. Allison, Harold A. Wright, Todd H. Harkins, Doug S. Jack
  • Patent number: 6002037
    Abstract: The present invention describes the Zr-catalyzed asymmetric carboalumination of alkenes to produce chiral alkylalanes that can be converted to various chiral organic compounds, such as isoalkyl alcohols, in highly enantiomeric excess. More particularly, the asymmetric addition of alkylaluminums to terminal alkenes under the influence of a catalyst such as a chiral zirconocene derivative produces chiral alkylaluminums that can be oxidized to 2-alkyl-substituted products (particularly alcohols) in greater than 60% enantiomeric excess. The ee figures can often exceed 95%. The organoalanes produces by the inventive process can be converted to a wide variety of other organic compounds of interest in the production of vitamins, pharmaceuticals and other medicinally and biologically important compounds, including vitamins and antibiotics.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: December 14, 1999
    Assignee: Purdue Research Foundation
    Inventors: Ei-ichi Negishi, Denis Y. Kondakov
  • Patent number: 5780688
    Abstract: The invention concerns a supported catalyst in the form of packing and constructed on an open-pore support material on whose external and internal surfaces a macro-porous ion exchange resin is mechanically and/or chemically affixed.
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: July 14, 1998
    Assignee: Veba Oel AG
    Inventors: Ulrich Hoffmann, Ulrich Kunz, Hartmut Bruderreck, Klaus Gottlieb, Kuno Schadlich, Stefan Becker
  • Patent number: 5731480
    Abstract: A process is described for coproducing vinylidene alcohol and vinylidene olefin. The process involves dimerizing one or more vinylolefins with an alkyl aluminum catalyst to form a first product mixture comprising at least vinylidene olefin and alkyl aluminum compound. The vinylidene olefin is then reacted with the alkyl aluminum compound under displacement conditions to form 1-olefin while concurrently removing the 1-olefin from the displacement reaction mixture to form a second product mixture comprising at least beta-branched alkyl aluminum compound. The second product mixture is treated with air or oxygen under mild oxidation conditions to form a third product mixture comprising at least beta-branched aluminum alkoxide. The beta-branched aluminum alkoxide is then hydrolyzed to form vinylidene alcohol. The process makes effective use of the alkyl aluminum catalyst both as a catalyst and as a reactant, and requires only a relatively small amount of reaction equipment.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: March 24, 1998
    Assignee: Albemarle Corporation
    Inventor: Kaung-Far Lin
  • Patent number: 5569789
    Abstract: A multistaged fixed catalyst bed process for the production of diisopropyl ether and isopropanol is disclosed comprising a fixed bed of serially connected stages containing zeolite Beta catalyst. A feedstream of propylene and water equivalents selected from the group consisting of water, isopropanol and diisopropyl ether is introduced into each stage at a rate sufficient to provide a mole ratio of water equivalents to propylene equivalents that increases in increments by stage from at least 0.1 in a first stage to at most 1.2 in a final stage. The feedstream is introduced at a temperature between 50.degree. and 450.degree. C., pressure between 700 and 24000 kPa, and weight hourly space velocity between 0.10 and 30, based on catalyst, whereby a single non-aqueous liquid phase is maintained in the fixed bed. An effluent product stream is recovered comprising diisopropyl ether, isopropanol and water from the final stage. Isopropanol is recycled to the first stage when the preferred product is diisopropyl ether.
    Type: Grant
    Filed: August 2, 1995
    Date of Patent: October 29, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Weldon K. Bell, Stephen H. Brown, Jeffrey C. Trewella
  • Patent number: 5504259
    Abstract: A process for conversion of a feedstock selected from the group consisting of biomass and refuse derived fuel (RDF) to provide reformulated gasoline components comprising a substantial amount of materials selected from the group consisting of ethers, alcohols, or mixtures thereof, comprising: drying said feedstock; subjecting said dried feedstock to fast pyrolysis using a vortex reactor or other means; catalytically cracking vapors resulting from said pyrolysis using a zeolite catalyst; condensing any aromatic byproduct fraction; catalytically alkylating any benzene present in said vapors after condensation; catalytically oligomerizing any remaining ethylene and propylene to higher olefins; isomerizing said olefins to reactive iso-olefins; and catalytically reacting said iso-olefins with an alcohol to form ethers or with water to form alcohols.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: April 2, 1996
    Assignee: Midwest Research Institute
    Inventors: James P. Diebold, John W. Scahill, Helena L. Chum, Robert J. Evans, Bahman Rejai, Richard L. Bain, Ralph P. Overend
  • Patent number: 5488185
    Abstract: 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: Grant
    Filed: April 22, 1994
    Date of Patent: January 30, 1996
    Assignee: The BOC Group, Inc.
    Inventors: Ramakrishnan Ramachandran, Loc H. Dao
  • Patent number: 5488186
    Abstract: A process is presented for the hydration of light olefins to produce C.sub.2 -C.sub.7 aliphatic alcohols with improved selectivity, catalyst productivity and catalyst stability. Acidic medium pore, shape selective metallosilicate catalyst particles are contacted with a feedstream containing light olefin plus water at elevated temperature above the dew point of water, i.e., in a gas phase, wherein the reaction mixture is essentially starved with respect to the mole ratio of water to C.sub.2 -C.sub.7 light olefin. Isopropanol is produced at a selectivity greater than 70 weight percent when the mole ration of water to propylene is between 0.05 and 0.499. Zeolite ZSM-5, ZSM-23, ZSM-35 and ferrierite are preferred catalysts.
    Type: Grant
    Filed: March 22, 1995
    Date of Patent: January 30, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Stephen H. Brown, Jeffrey C. Trewella
  • Patent number: 5405814
    Abstract: An olefin hydration catalyst is regenerated with a non-oxidizing light gas, such as hydrogen. Light olefins, especially propylene, are converted to a mixture of alcohol(s), such as isopropanol (IPA) and ether(s), such as diisopropylether (DIPE) by contacting a feed containing the olefin with water and/or alcohol with the olefin hydration catalyst. Regeneration conditions include temperatures of from about 150.degree. C. to about 550.degree. C., pressures below about 1000 psig (6900 kPa). Lower pressures of regeneration unexpectedly demonstrated more effective catalyst regeneration through greater coke removal.
    Type: Grant
    Filed: June 7, 1993
    Date of Patent: April 11, 1995
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., Weldon K. Bell, W. Thomas Mo, Hye Kyung C. Timken, Robert A. Ware
  • Patent number: 5371301
    Abstract: In a single stage process for producing diisopropyl ether, SO.sub.3 from a DIPE reactor effluent is transferred to an aqueous phase in a liquid extraction zone and removed from the aqueous phase using a basic ion exchange resin disposed in an SO.sub.3 removal zone. As a consequence, DIPE reactor effluent can be returned to the DIPE reactor to serve as a solvent and to assist in providing cooling to the DIPE reactor without causing catalyst deactivation.
    Type: Grant
    Filed: June 21, 1993
    Date of Patent: December 6, 1994
    Assignee: UOP
    Inventors: Terry L. Marker, Laura E. Kempf
  • Patent number: 5349110
    Abstract: Disclosed is a process for preparation of monoalkyl ethers by reacting low molecular weight olefins and the corresponding oxiranes, in the presence of a catalyst comprising an acidic heterogeneous or homogeneous catalyst, generally represented by the equation: ##STR1## where R, R', R" may be hydrogen or an alkyl radical.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: September 20, 1994
    Assignee: Texaco Chemical Company
    Inventor: John F. Knifton
  • Patent number: 5324865
    Abstract: A process for production of diisopropyl ether by conversion of hydrocarbon feedstock containing propene, propane and C.sub.2 - light gas components, including the steps of: optionally, prefractionating fresh feedstock containing propene, propane and C.sub.2 - light gas components to provide a reactor feedstream rich in propene; contacting the feedstock and water in a catalytic reactor with acidic catalyst under olefin hydration and etherification conditions; and recovering from the catalytic reactor a liquid reactor effluent stream containing diisopropyl ether, isopropanol, water, unreacted propene, propane and C.sub.2 - light gas components. Improved operation is achieved by separating the liquid effluent stream in a vertical stripper column; recovering an overhead vapor stream containing propene, propane and C.sub.2 - light gas components from the stripper column; cooling the overhead vapor stream to provide a reflux stream rich in condensed propene and propane; removing the C.sub.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: June 28, 1994
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., Douglas Miller, Jorge L. Soto, James A. Stoos, Albert H. Wu
  • Patent number: 5324866
    Abstract: The present invention is an integrated isopropyl alcohol (IPA) and diisopropyl ether (DIPE) process. In this process, IPA, substantially free of DIPE, is formed in a hydration reactor by reacting an olefinic feedstock with water in a hydration reactor. The effluent from the hydration reactor is then contacted in a first separation unit with DIPE which was made in an etherification reactor. The resulting mixture is then passed to a second separation unit to separate the IPA from the DIPE product. The IPA is then fed to the etherification reactor to produce DIPE.
    Type: Grant
    Filed: March 23, 1993
    Date of Patent: June 28, 1994
    Assignee: UOP
    Inventors: Terry L. Marker, Laura E. Kempf
  • Patent number: 5288924
    Abstract: A method for starting up a fixed bed propylene hydration reactor containing shape selective metallosilicate catalyst particles for the production of isopropanol and/or diisopropyl ether is disclosed comprising the following sequential steps: contacting a feedstream comprising propane with catalyst particles in a hydration reactor; then introducing a feedstream comprising isopropanol into the reactor to displace propane. Next, a feedstream comprising propylene is introduced into the reactor under etherification conditions. Finally, a feedstream is introduced in the reactor comprising water under etherification and hydration reaction conditions whereby diisopropyl ether and isopropanol are produced.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: February 22, 1994
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., Charles M. Sorensen, James A. Stoos, Robert A. Ware
  • Patent number: 5233101
    Abstract: An improvement in iso-olefin hydration is obtained in an integrated process combining a fluidized catalytic cracking reaction and a fluidized catalyst hydration reaction wherein zeolite catalyst particles are withdrawn in partially deactivated form from the alkanol reaction stage and added as part of the catalyst in the FCC reaction.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: August 3, 1993
    Assignee: Mobil Oil Corporation
    Inventor: Mohsen N. Harandi
  • Patent number: 5171470
    Abstract: A bifunctional optically active liquid crystal intermediate compound represented by the following Formula (I): X--Y--C.sub.* H(M)--CH.sub.2 --OH is disclosed, wherein X represents CH.sub.2 .dbd.CH--, HOCH.sub.2 --CH.sub.2 --, HSCH.sub.2 --CH.sub.2 --, HOCH.sub.2 --, HOOC--, HOCH.sub.2 CH.dbd.CH--, CH.sub.3 CH(OH)-- or HOCH.sub.2 C.sub.* H(Z)--; Y represents --CH.sub.2).sub.n or --CH.sub.2 (.sub.m O).sub.l CH.sub.2 --, where n represents an integer of 1 to 18, m represents an integer of 1 to 12, and l represents an integer of 1 to 4; M and Z each represents halogen atom, an alkyl group or an alkoxy group, said halogen atom being selected from the group consisting of I, Cl, Br and F, and said alkyl group or alkoxy group having 1 to 8 carbon atoms; and the mark * represents an asymmetric carbon atom. A process for preparing the intermediate compound is also disclosed.
    Type: Grant
    Filed: August 7, 1990
    Date of Patent: December 15, 1992
    Assignees: Canon Kabushiki Kaisha, Hiroyuki Nohira
    Inventors: Hiroyuki Nohira, Takahiro Ishizuka, Kazuo Yoshinaga
  • Patent number: 5162591
    Abstract: A process for production of dialkyl ether by hydration and etherification of olefinic feedstock containing at least one lower alkene by contacting the olefinic feedstock and water in a catalytic reaction zone with porous solid metallosilicate acidic catalyst under olefin hydration and etherification conditions. Improvement is achieved by recovering a first fluid effluent stream from the reaction zone; splitting the first fluid effluent stream into a liquid product recovery stream and a fluid recycle stream; and passing the fluid recycle stream consisting essentially of olefin, alcohol and ether in effluent stream proportions for feeding to the reaction zone along with fresh olefinic feedstock and fresh water, wherein the amount of fluid recycle stream is sufficient to maintain a homogeneous single fluid reaction phase in the reaction zone.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: November 10, 1992
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., James A. Stoos, Francis P. Ragonese
  • Patent number: 5144084
    Abstract: Olefins are converted to alcohols and/or ethers employing, as catalyst, an acidic zeolite which has been bound with an essentially non-acidic refractory oxide of at least one metal of Group IVA and/or IVB of the Period Table of the Elements, e.g., silica, titania, zirconia and/or germania.
    Type: Grant
    Filed: November 20, 1991
    Date of Patent: September 1, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Charles M. Sorensen, Philip Varghese, David O. Marler
  • Patent number: 5144086
    Abstract: A process for synthesizing di-isopropyl ether (DIPE) by etherification of isopropanol. A multi-stage process can employ propene in mixture with other feedstock materials, such as propane from refinery gas, in a primary hydration stage to produce isopropanol. The isopropanol is enriched between stages to remove water. In the second reaction stage the isopropanol is converted catalytically with large pore acidic zeolite to yield DIPE, which can be separated to recover pure propene.
    Type: Grant
    Filed: May 6, 1991
    Date of Patent: September 1, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Werner O. Haag, Hartley Owen, Weldon K. Bell