Nonhydrocarbon Feed Patents (Class 585/408)
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Patent number: 8480765Abstract: Biomass pyrolysis oil is converted into precursors for hydrocarbon transportation fuels by contacting the oil with liquid superheated water or supercritical water to depolymerize and deoxygenate the components of the oil and form the transportation fuel precursors. Temperatures above 200° C. and preferably above 300° C. are preferred with supercritical water at temperatures above 374° C. and pressures above 22 MPA providing the capability for fast conversion rates.Type: GrantFiled: March 1, 2011Date of Patent: July 9, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Michael Siskin, Glen E. Phillips, Simon R. Kelemen
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PERFORMANCE OF Ga- AND Zn-EXCHANGED ZSM-5 ZEOLITE CATALYST FOR CONVERSION OF OXYGENATES TO AROMATICS
Publication number: 20130158323Abstract: The present invention relates to a process for producing aromatic hydrocarbons comprising contacting a feedstream comprising an oxygenate with a catalyst composition comprising a medium pore-size aluminosilicate zeolite further comprising gallium and one or more elements selected from Group 12 of the Periodic Table. The process of the present invention is preferably performed in absence of any feed diluents.Type: ApplicationFiled: December 17, 2012Publication date: June 20, 2013Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventor: SAUDI BASIC INDUSTRIES CORPORATION -
Patent number: 8436220Abstract: Process and systems for converting lower molecular weight alkanes to higher molecular weight hydrocarbons that include demethanization of brominated hydrocarbons, wherein the brominated hydrocarbons are formed by reaction of the lower molecular weight alkanes with bromine.Type: GrantFiled: June 10, 2011Date of Patent: May 7, 2013Assignee: Marathon GTF Technology, Ltd.Inventors: Sabah A. Kurukchi, Yijun Liu, Anand Moodley
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Patent number: 8367884Abstract: Processes and systems for synthesizing hydrocarbon products, such as high molecular weight hydrocarbons, olefins or mixtures thereof, from alkyl bromides wherein one or more streams of alkyl bromides may be reacted in sequential or concurrent stages at different temperatures. The catalyst used in the synthesis stages may be the same or different and at least in one instance is chosen to form hydrocarbon products having a significant C6+ paraffin content. The stages may be conducted in one or more reactors and the catalyst may be deployed in fixed beds or fluidized beds.Type: GrantFiled: February 17, 2011Date of Patent: February 5, 2013Assignee: Marathon GTF Technology, Ltd.Inventor: John J Waycuilis
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Publication number: 20130018213Abstract: Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.Type: ApplicationFiled: September 14, 2012Publication date: January 17, 2013Inventors: Richard T. Hallen, Karl O. Albrecht, Heather M. Brown, James F. White
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Patent number: 8338655Abstract: A process for converting a dilute ethanol solution to liquid hydrocarbon fuels such as LPG and gasoline by preferentially driving-off the ethanol molecules in the solution across the liquid-air interface and streaming same into a heating and catalytic reacting system maintained at the conversion conditions. The concentration of the dilute ethanol solutions are in the range of from 5% to 15% ethanol and the reacting system comprises a zeolite type of catalyst such as ZSM-5.Type: GrantFiled: December 22, 2009Date of Patent: December 25, 2012Inventors: Martin Ming Yang Chang, Jyh-Cherng Shieh, Sheng-Meng Wang
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Patent number: 8278237Abstract: A catalyst for producing aromatic compounds from lower hydrocarbons while improving activity life stability of methane conversion rate; benzene formation rate; naphthalene formation rate; and total formation rate of benzene, toluene and xylene is formed by loading molybdenum and copper on metallo-silicate serving as a substrate and then calcining the metallo-silicate. When the catalyst is reacted with a reaction gas containing lower hydrocarbons and carbonic acid gas, aromatic compounds are produced. In order to obtain the catalyst, it is preferable that molybdenum and copper are loaded on zeolite formed of metallo-silicate after the zeolite is treated with a silane compound larger than a pore of the zeolite in diameter and having an amino group and a straight-chain hydrocarbon group, the amino group being able to selectively react with the zeolite at a Bronsted acid point of the zeolite. It is preferable that a loaded amount of molybdenum is within a range of from 2 to 12 wt.Type: GrantFiled: February 13, 2008Date of Patent: October 2, 2012Assignee: Meidensha CorporationInventors: Shinichi Yamada, Tomohiro Yamada, Yuji Ogawa, Hirokazu Akiyama, Takuya Hatagishi
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Patent number: 8278493Abstract: A method of synthesizing hydrocarbons from smaller hydrocarbons includes the steps of hydrocarbon halogenation, simultaneous oligomerization and hydrogen halide neutralization, and product recovery, with a metal-oxygen cataloreactant used to facilitate carbon-carbon coupling. Treatment with air or oxygen liberates halogen and regenerates the cataloreactant.Type: GrantFiled: May 13, 2011Date of Patent: October 2, 2012Assignee: GRT, Inc.Inventor: Ivan M. Lorkovic
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Patent number: 8232441Abstract: A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 450° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Propane and butane which comprise a portion of the products may be recovered or recycled back through the process to form additional C5+ hydrocarbons. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.Type: GrantFiled: July 13, 2009Date of Patent: July 31, 2012Assignee: Marathon GTF Technology, Ltd.Inventor: John J. Waycuilis
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Publication number: 20120165558Abstract: The present invention relates to microporous molecular sieve materials and their analogue molecular sieve materials having a crystalline unilamellar or multilamellar framework with a single unit cell thickness in which layers are aligned regularly or randomly, the molecular sieve materials being synthesized by adding an organic surfactant to the synthesis composition of zeolite. In addition, the present invention relates to micro-mesoporous molecular sieve materials activated or functionalized by dealumination, ion exchange or other post treatments, and the use thereof as catalyst. These novel materials have dramatically increased external surface area by virtue of their framework with nano-scale thickness, and thus exhibit improved molecular diffusion, and thus have much higher activities as catalyst and ion exchange resin than conventional zeolites.Type: ApplicationFiled: June 11, 2010Publication date: June 28, 2012Applicant: KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Ryong Ryoo, Minkee Choi, Kyungku Na
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Patent number: 8198495Abstract: Processes and systems for synthesizing alkyl bromides to hydrocarbon products, such as high molecular weight hydrocarbons, olefins or mixtures thereof, wherein one or more streams of alkyl bromides may be synthesized in sequential or concurrent stages at different temperatures. The catalyst used in the synthesis stages may be the same or different and at least in one instance is chosen to form hydrocarbon products having a significant C6+ paraffin content. The stages may be conducted in one or more reactors and the catalyst may be deployed in fixed beds or fluidized beds.Type: GrantFiled: March 2, 2010Date of Patent: June 12, 2012Assignee: Marathon GTF Technology, Ltd.Inventors: John J. Waycuilis, William J. Turner
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Patent number: 8173851Abstract: A process for converting gaseous alkanes to olefins, higher molecular weight hydrocarbons or mixtures thereof wherein a gaseous feed containing alkanes is thermally reacted with a dry bromine vapor to form alkyl bromides and hydrogen bromide. Poly-brominated alkanes present in the alkyl bromides are further reacted with methane over a suitable catalyst to form mono-brominated species. The mixture of alkyl bromides and hydrogen bromide is then reacted over a suitable catalyst at a temperature sufficient to form olefins, higher molecular weight hydrocarbons or mixtures thereof and hydrogen bromide. Various methods are disclosed to remove the hydrogen bromide from the higher molecular weight hydrocarbons, to generate bromine from the hydrogen bromide for use in the process, and to selectively form mono-brominated alkanes in the bromination step.Type: GrantFiled: June 3, 2009Date of Patent: May 8, 2012Assignee: Marathon GTF Technology, Ltd.Inventors: John J. Waycuilis, William J. Turner, Raphael Thomas
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Patent number: 8148587Abstract: The present invention provides a method for producing Lower olefin from the feed of methanol or/and dimethyl ether, characterized in that methanol or/and dimethyl ether are divided proportionally to be fed at 3 reaction zones; and the desired distribution of the olefin product is obtained by modulating the feeding ratio among the 3 reaction zones and the reaction conditions in each reaction zone.Type: GrantFiled: July 27, 2007Date of Patent: April 3, 2012Assignee: Dalian Institute of Chemical Physics, Chinese Academy of SciencesInventors: Yue Qi, Zhongmin Liu, Zhihui Lv, Hua Wang, Changqing He, Lei Xu, Jinling Zhang, Xiangao Wang
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Publication number: 20120053381Abstract: The present invention provides an integrated process for producing aromatic hydrocarbons and/or C4+ non-aromatic hydrocarbons from low molecular weight alkanes, which includes contacting the low molecular weight alkanes with a halogen and coupling the monohaloalkanes to form aromatic hydrocarbons and/or C4+ non-aromatic hydrocarbons.Type: ApplicationFiled: May 11, 2010Publication date: March 1, 2012Inventors: Wayne Errol Evans, Glenn Charles Komplin, Duraisamy Muthusamy
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Publication number: 20120029250Abstract: Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.Type: ApplicationFiled: August 2, 2010Publication date: February 2, 2012Inventors: Richard T. Hallen, Karl O. Albrecht, Heather M. Brown, James F. White
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Patent number: 8017822Abstract: An integrated process for producing aromatic hydrocarbons and ethylene and/or propylene and optionally other lower olefins from low molecular weight hydrocarbons, preferably methane, which comprises: (a) contacting at least one low molecular weight alkane, preferably methane, with a halogen, preferably bromine, under process conditions sufficient to produce a monohaloalkane, preferably monobromomethane, (b) reacting the monohaloalkane in the presence of a coupling catalyst to produce aromatic hydrocarbons and C2+ alkanes, (c) separating the aromatic hydrocarbons from the product mixture of step (b) to produce aromatic hydrocarbons, and (d) cracking at least part of the C2+ alkanes in an alkane cracking system to produce ethylene and/or propylene and optionally other lower olefins.Type: GrantFiled: October 5, 2009Date of Patent: September 13, 2011Assignee: Shell Oil CompanyInventors: Howard Lam Ho Fong, Richard Dale Swain
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Patent number: 8008535Abstract: A process for converting gaseous alkanes to olefins and higher molecular weight hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form olefins, higher molecular weight hydrocarbons and hydrobromic acid vapor. Various methods are disclosed to remove the hydrobromic acid vapor from the olefins and higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.Type: GrantFiled: April 30, 2008Date of Patent: August 30, 2011Assignee: Marathon GTF Technology, Ltd.Inventor: John J. Waycuilis
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Publication number: 20110152594Abstract: The present invention provides a process for forming a refined hydrocarbon that includes providing a feed including methanol, dimethyl ether or a mixture thereof, and contacting the feed with a methanol conversion catalyst under suitable conditions to yield an intermediate composition including olefins having at least two carbon atoms. The intermediate composition is introduced to an oligomerization catalyst under suitable conditions to yield gasoline boiling range components and distillate boiling range components.Type: ApplicationFiled: September 27, 2010Publication date: June 23, 2011Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANYInventor: Stephen H. BROWN
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Patent number: 7964764Abstract: A method of synthesizing hydrocarbons from smaller hydrocarbons includes the steps of hydrocarbon halogenation, simultaneous oligomerization and hydrogen halide neutralization, and product recovery, with a metal-oxygen cataloreactant used to facilitate carbon-carbon coupling. Treatment with air or oxygen liberates halogen and regenerates the cataloreactant.Type: GrantFiled: January 7, 2010Date of Patent: June 21, 2011Assignee: GRT, Inc.Inventor: Ivan M. Lorkovic
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Publication number: 20110105817Abstract: A process for the production of a hydrocarbon product comprises contacting a feedstock with a catalyst composition comprising an active metal selected from platinum, palladium, nickel, cobalt, copper, ruthenium, rhodium and rhenium and an active porous material which is active for the isomerisation of unsaturated hydrocarbons, wherein the feedstock comprises a fatty acid a fatty acid ester, a monoglyceride, a diglyceride or a triglyceride.Type: ApplicationFiled: January 26, 2009Publication date: May 5, 2011Applicant: JOHNSON MATTHEY PUBLIC LIMITED COMPANYInventors: Aalbert Zwijnenburg, David Davis, Cornelis Martinus Lok, Michael John Watson
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Publication number: 20100331568Abstract: Catalytic processes for the conversion of 2,5-dimethyl furan (DMF) to para-xylene are described. Para-xylene is a key product that is currently obtained commercially from petroleum sources. However, it has now been determined that the cycloaddition of ethylene to DMF provides an alternative route to para-xylene. Advantageously, the DMF starting material for the processes may be synthesized from carbohydrates (e.g., glucose or fructose), thereby providing a pathway that relies at least partly, if not completely, on renewable feedstocks.Type: ApplicationFiled: June 26, 2009Publication date: December 30, 2010Inventor: Timothy A. BRANDVOLD
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Patent number: 7847139Abstract: A method of synthesizing hydrocarbons from smaller hydrocarbons includes the steps of hydrocarbon halogenation, simultaneous oligomerization and hydrogen halide neutralization, and product recovery, with a metal-oxygen cataloreactant used to facilitate carbon-carbon coupling. Treatment with air or oxygen liberates halogen and regenerates the cataloreactant.Type: GrantFiled: July 2, 2008Date of Patent: December 7, 2010Assignees: GRT, Inc., The Regents of the University of CaliforniaInventors: Ivan M. Lorkovic, Maria Noy, Jeffrey H. Sherman, Michael J. Weiss, Galen D. Stucky
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Publication number: 20100185033Abstract: The invention relates to a process for converting a feed stream comprising oxygenated lower aliphatic hydrocarbon compounds, especially methanol, to a product stream comprising aromatic hydrocarbons, especially BTX, which process comprises a step of contacting said feed with a catalyst composition La-M/zeolite, which consists essentially of from 0.0001 to 20 mass % (based on total catalyst composition) of lanthanum; from 0.0001 to 20 mass % of at least one element M selected from the group consisting of molybdenum, copper, cerium and caesium; zeolite in hydrogen form; and optionally a binder.Type: ApplicationFiled: August 13, 2008Publication date: July 22, 2010Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Khalid Karim, Naif Al-Otaibi, Syed Zaheer, Abdulkareem Al-Shabnan
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Publication number: 20100168441Abstract: Disclosed is a process for production of a substituted benzene, which comprises intramolecularly and/or intermolecularly trimerizing a triple bond in an alkyne in the presence of a transition metal catalyst to yield a substituted benzene compound. In the process, the transition metal catalyst is prepared from an iminomethylpyridine represented by the formula (1) or (2), a transition metal salt or a hydrate thereof, and a reducing agent in a reaction system and is used to perform the trimerization. The process can be used in any one of the intramolecular cyclization of a triyne compound, the cyclization of a diyne compound or an alkyne compound and the intermolecular cyclization of three molecules of an alkyne compound, is excellent in economic effectiveness and operability, and is practically advantageous.Type: ApplicationFiled: January 9, 2007Publication date: July 1, 2010Inventor: Sentaro Okamoto
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Publication number: 20100105972Abstract: A method of synthesizing hydrocarbons from smaller hydrocarbons includes the steps of hydrocarbon halogenation, simultaneous oligomerization and hydrogen halide neutralization, and product recovery, with a metal-oxygen cataloreactant used to facilitate carbon-carbon coupling. Treatment with air or oxygen liberates halogen and regenerates the cataloreactant.Type: ApplicationFiled: January 7, 2010Publication date: April 29, 2010Inventor: Ivan M. Lorkovic
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Patent number: 7678950Abstract: Processes for the conversion of carbohydrates to gasoline boiling range hydrocarbons, and processes for increasing the solubility of carbohydrates used in such processes are disclosed. The solubility of carbohydrates may be increased by contacting the carbohydrate with an ion-exchange resin. The dissolved product may be hydrogenated and reacted in the present of a catalyst to form a reaction product containing non-aromatic and aromatic gasoline boiling range hydrocarbons.Type: GrantFiled: December 16, 2005Date of Patent: March 16, 2010Assignee: ConocoPhillips CompanyInventors: Jianhua Yao, Edward L. Sughrue, II, James B. Kimble, Joseph B. Cross, Marvin M. Johnson, Dhananjay B. Ghonasgi
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Patent number: 7674941Abstract: A process for converting gaseous alkanes to olefins, higher molecular weight hydrocarbons or mixtures thereof wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid is then reacted over a suitable catalyst at a temperature sufficient to form olefins, higher molecular weight hydrocarbons or mixtures thereof and hydrobromic acid vapor. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, to generate bromine from the hydrobromic acid for use in the process, and to selectively form monobrominated alkanes in the bromination step.Type: GrantFiled: June 13, 2008Date of Patent: March 9, 2010Assignee: Marathon GTF Technology, Ltd.Inventors: John J. Waycuilis, William J. Turner
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Publication number: 20100056836Abstract: Process for the integrated preparation of aromatics and ammonia by reaction of a gas stream A comprising at least one C1-C6-aliphatic and nitrogen in the presence of at least one catalyst, wherein the C1-C6-aliphatics are converted nonoxidatively into aromatics in one reaction and the hydrogen liberated in this reaction is reacted with nitrogen to form ammonia in a further reaction.Type: ApplicationFiled: November 22, 2007Publication date: March 4, 2010Applicant: Basf SEInventors: Ulrich Mueller, Harald Freiberger
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Patent number: 7560607Abstract: A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 450° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Propane and butane which comprise a portion of the products may be recovered or recycled back through the process to form additional C5+ hydrocarbons. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.Type: GrantFiled: December 14, 2007Date of Patent: July 14, 2009Assignee: Marathon GTF Technology, Ltd.Inventor: John J. Waycuilis
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Publication number: 20090156871Abstract: A method of preparing a catalyst comprising selecting a zeolite having a mean particle size of equal to or less than about 6 microns, blending the zeolite with a binder and water to form a paste, shaping the paste into a bound zeolite support, adding a metal to the bound zeolite support to form a metalized catalyst support, and adding at least one halide to the metalized catalyst support to form the catalyst. A catalytic reforming process for converting hydrocarbons to aromatics comprising: contacting a catalyst comprising a silica bound zeolite, a Group VIII metal supported thereby, and at least one halide with a hydrocarbon feed in a reaction zone under reforming conditions and recovering aromatics from the reaction zone, wherein the silica bound zeolite comprises a zeolite having a mean particle size of equal to or less than about 6 microns and a median particle size of equal to or less than about 5 microns.Type: ApplicationFiled: December 13, 2007Publication date: June 18, 2009Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LPInventor: Gyanesh P. Khare
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Publication number: 20080293980Abstract: The present invention relates to a method for producing an aromatic hydrocarbon from a C1-C4-alkane, or a mixture of C1-C4-alkanes, which comprises a) bringing a feedstock stream A which comprises a C1-C4-alkane, or a mixture of C1-C4-alkanes, into contact with a catalyst and reacting a part of the C1-C4-alkane, or a part of the mixture of the C1-C4-alkanes, to form aromatic hydrocarbon(s); b) fractionating the product stream B resulting from step a) into a low-boiler stream C which comprises the majority of the hydrogen and of the unreacted C1-C4-alkane, or of the mixture of C1-C4-alkanes, and a high-boiler stream D, or a plurality of high-boiler streams D?, which stream or streams comprises or comprise the majority of the aromatic hydrocarbon formed; and c) feeding the low-boiler stream C to a further C1-C4-alkane-consuming method, if appropriate the hydrogen present in the low-boiler stream C being separated off in advance.Type: ApplicationFiled: October 30, 2006Publication date: November 27, 2008Inventors: Frank Kiesslich, Sven Crone, Otto Machhammer, Frederik van Laar, Ekkehard Schwab, Gotz-Peter Schindler
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Patent number: 7348464Abstract: A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 450° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Propane and butane which comprise a portion of the products may be recovered or recycled back through the process to form additional C5+ hydrocarbons. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.Type: GrantFiled: April 8, 2005Date of Patent: March 25, 2008Assignee: Marathon Oil CompanyInventor: John J. Waycuilis
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Patent number: 7244867Abstract: A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 400° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Hydrobromic acid vapor is removed from the higher molecular weight hydrocarbons. A portion of the propane and butane is removed from the higher molecular weight hydrocarbons and reacted with the mixture of alkyl bromides and hydrobromic acid over the synthetic crystalline alumino-silicate catalyst to form C5+ hydrocarbons.Type: GrantFiled: April 16, 2004Date of Patent: July 17, 2007Assignee: Marathon Oil CompanyInventor: John J. Waycuilis
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Patent number: 6844478Abstract: New polycyclic cyclopentadiene compounds having the formula (II) wherein the various substituents and symbols R1, R2, R3, R4, R5, R6, R7, Z1 and Z2 and “n” have the meaning specified in the description.Type: GrantFiled: March 20, 2001Date of Patent: January 18, 2005Assignee: Polimeri Europa S.p.A.Inventors: Paolo Biagini, Diego Vigliarolo, Giampietro Borsotti, Roberto Santi
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Publication number: 20040225169Abstract: The invention relates to a process for the preparation of styrene comprising the gas phase dehydration of 1-phenylethanol at elevated temperature in the presence of a dehydration catalyst in which the dehydration catalyst is a shaped alumina catalyst particles having a surface area (BET) of from 80 to 140 m2/g and a pore volume (Hg) of more than 0.65 ml/g.Type: ApplicationFiled: February 25, 2004Publication date: November 11, 2004Inventors: Johannes Adrianus Maria Van Broekhoven, Carolus Matthias Anna Maria Mesters
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Patent number: 6660812Abstract: Disclosed is a system of making an olefin derivative from a dilute olefin feed. Dilute olefin is sent to an olefin reaction unit to form an olefin derivative product. The olefin derivative product is recovered from the reaction unit while a vent stream is also removed. Olefin is separated from the vent stream, and the olefin is sent to the olefin reaction unit for additional processing.Type: GrantFiled: June 15, 2001Date of Patent: December 9, 2003Assignee: ExxonMobil Chemical Patents Inc.Inventors: Keith H. Kuechler, Minquan Cheng, Marc L. DeChellis, David R. Lumgair, Jr., Russell D. Sellen, Gary F. Janda
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Publication number: 20030105372Abstract: A process is disclosed for selectively producing one or more aromatic compounds selected from benzene, toluene, para-xylene, meta-xylene, ortho-xylene, ethylbenzene and mixtures thereof from a feed containing C6-C20 hydrocarbons and/or C6-C8 alcohols. The feed is initially subjected to a chemical conversion step to increase the concentration of C6-C8 paraffin and/or olefin precursors of said one or more aromatic compounds and then resulting precursor-enriched feed is then contacted with a dehydrocyclization catalyst under conditions of temperature and hydrogen partial pressure sufficient to effect dehydrocyclization of said paraffin and/or olefin precursors. A product rich in the desired aromatic compound(s) can then be recovered from the dehydrocyclization effluent.Type: ApplicationFiled: October 30, 2002Publication date: June 5, 2003Inventors: Xiaobing Feng, Thomas Herman Colle, Gary David Mohr
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Patent number: 6489528Abstract: A catalyst system comprising a first solid material comprising a silicoaluminophosphate and a second solid material comprising a zeolite and a compound containing zinc and a metal selected from the group consisting of Group IIIA and Group VIB, and a method of preparing such catalyst system, are disclosed. The thus-obtained catalyst system is employed as a catalyst in the conversion of at least a portion of a hydrocarbon feedstock comprising oxygenated hydrocarbons to aromatics (BTX), and, in particular, xylenes. In an alternate embodiment, a hydrocarbon feedstock comprising oxygenated hydrocarbons are converted to aromatics by sequentially contacting the hydrocarbon feedstock with the first solid material and then the second solid material.Type: GrantFiled: January 10, 2002Date of Patent: December 3, 2002Assignee: Phillips Petroleum CompanyInventors: Charles A. Drake, An-hsiang Wu
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Publication number: 20020099249Abstract: A catalyst system comprising a first solid material comprising a silicoaluminophosphate and a second solid material comprising a zeolite and a compound containing zinc and a metal selected from the group consisting of Group IIIA and Group VIB, and a method of preparing such catalyst system, are disclosed. The thus-obtained catalyst system is employed as a catalyst in the conversion of at least a portion of a hydrocarbon feedstock comprising oxygenated hydrocarbons to aromatics (BTX), and, in particular, xylenes.Type: ApplicationFiled: January 10, 2002Publication date: July 25, 2002Applicant: Phillips Petroleum CompanyInventors: Charles A. Drake, An-Hsiang Wu
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Patent number: 6187982Abstract: A process useful in steam cracking is disclosed for selectively converting a feed comprising C4+ dienes and oxygenate to a product comprising increased C2+ monoolefins and para-xylene levels by contacting said feed under diolefin conversion conditions with a catalyst comprising a porous crystalline material having a Diffusion Parameter for 2,2-dimethylbutane of about 0.1-100 sec−1 when measured at a temperature of 120° C. and a 2,2-dimethylbutane pressure of 60 torr (8 kPa), a temperature of 430° C. and 0.5 WHSV.Type: GrantFiled: October 15, 1999Date of Patent: February 13, 2001Assignee: Mobil Oil CorporationInventors: Jeffrey S. Beck, Stephen H. Brown, William A. Weber
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Patent number: 5977422Abstract: This invention relates to an improved catalytic process for the alkylation of benzene or substituted benzene with alkyl halides for the continuous production of diarylalkanes or substituted derivatives thereof using ethylaluminum dichloride or methylaluminum dichloride as an organoaluminum dichloride catalyst. A process and apparatus are provided for reacting either benzene (or a substituted benzene compound) together with either an alkyl halide or an aromatic halide.Type: GrantFiled: June 9, 1997Date of Patent: November 2, 1999Assignee: The Dow Chemical CompanyInventors: Steven A. Costello, Douglas L. Potts, Randall F. Pogue
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Patent number: 5952537Abstract: The process of invention reacts an alkynyl halide with a mixture that includes a dialkylaminomagnesium halide or a bis(dialkylamino)magnesium compound to produce a cycloalkylacetylene compound. Preferably, the dialkylaminomagnesium halide compound is of the general formula R.sub.2 NMgX (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkyl amine and X is Cl, Br, or I) and the bis(dialkylamino)magnesium compound is of the general formula (R.sub.2 N).sub.2 Mg (where R is a linear, branched, or cyclic alkyl substituent or R.sub.2 N represents a heterocyclic alkylamine). In a preferred method of the invention, the reaction is conducted at moderate temperatures for a period of about 12 to 24 hours. The reaction mixture preferably includes tetrahydrofuran (THF), or a hydrocarbon, or a hydrocarbonether mixture.Type: GrantFiled: March 13, 1998Date of Patent: September 14, 1999Assignee: Wiley Organics, Inc.Inventors: Kurt R. Stickley, David B. Wiley
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Patent number: 5936134Abstract: A method for producing synthetical oils and storable products of calorific energy, by co-processing waste rubber materials, especially waste tires, and coal optionally in the presence of a material containing Fe as a catalyst, comprising the steps of mixing triturated waste rubber material having a particle size of preferredly 1-5 mm, and coal having particle sizes of 0.2-1 mm, and, when used, the catalyst having a referred particle size of 0.05-0.015 mm, until obtaining a mixture, heating the mixture in a reactor to a temperature between 300.degree. C. and 500.degree. C., during 3-180 minutes, at a pressure between atmospheric pressure and 10 MPa, to enable a processing step basically consisting of a pyrolysis/hydropyrolysis. During the processing step, there is a generation of gases containing approximately 50% CO and CO.sub.2, and approximately another 50% by volume of C.sub.1 -C.sub.4 hydrocarbons, and having a calorific energy between 6000 and 8000 kcal/Nm.sup.Type: GrantFiled: March 26, 1997Date of Patent: August 10, 1999Assignee: Consejo Superior Investigaciones CientificasInventors: Ana Maria Mastral Lamarca, Ramon Murillo Villuendas
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Patent number: 5925237Abstract: The rate of coke formation during the aromatization of gasoline boiling range hydrocarbons in which the hydrocarbons are contacted with a zeolite catalyst is significantly reduced by providing a concentration of a silyating agent in the hydrocarbon feed.Type: GrantFiled: May 6, 1998Date of Patent: July 20, 1999Assignee: Phillips Petroleum CompanyInventors: Charles A. Drake, An-Hsiang Wu
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Patent number: 5800696Abstract: The rate of coke formation during the aromatization of gasoline boiling range hydrocarbons in which the hydrocarbons are contacted with a zeolite catalyst is significantly reduced by providing a concentration of a silylating agent in the hydrocarbon feed.Type: GrantFiled: November 12, 1996Date of Patent: September 1, 1998Assignee: Phillips Petroleum CompanyInventors: Charles A. Drake, An-Hsiang Wu
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Patent number: 5679879Abstract: Substituted aromatic hydrocarbons, e.g. 1,3-difluorobenzene, are produced by dediazoniation of the corresponding aromatic primary amines by converting them into a corresponding diazonium salt in the presence of hypophosphorous acid and a metal catalyst so that the diazonium group is replaced by hydrogen as it is formed.Type: GrantFiled: January 12, 1995Date of Patent: October 21, 1997Assignee: Rhone-Poulenc Chemicals LimitedInventors: Claude Mercier, Graham Vaughan Scott
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Patent number: 5656149Abstract: The present invention relates to new crystalline zeolite SSZ-41 which comprises oxides of (1) silicon or a mixture of silicon and germanium, and (2) zinc, said zinc being present in an amount from about 2 wt % to about 5 wt % of zinc metal based on the total weight of metals in said zeolite. Zeolite SSZ-41 may also optionally contain oxides of aluminum, iron, gallium or mixtures thereof. Zeolite SSZ-41 has the X-ray diffraction lines of Table I and has an argon adsorption capacity of at least about 0.06 cc/gm at 87.degree. K. Also disclosed are methods of making and using zeolite SSZ-41.Type: GrantFiled: May 21, 1996Date of Patent: August 12, 1997Assignee: Chevron U.S.A. Inc.Inventors: Stacey I. Zones, Donald S. Santilli
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Patent number: 5602289Abstract: This invention relates to a process for converting alkoxy compounds into hydrocarbon compounds, mostly in the gasoline boiling range. This process proceeds with low heat exchange duty requirements for heating the alkoxy compounds and recycle streams used as feedstocks and for final cooling of reaction product gases for recovery of hydrocarbon product while at the same time offering an improved choice of operating conditions. As may be desired, steam may be added to obtain a desired final steam partial pressure in all catalyst contacts with the alkoxy compounds.Type: GrantFiled: November 9, 1994Date of Patent: February 11, 1997Assignee: Starchem, Inc.Inventor: Christiaan P. van Dijk
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Patent number: 5371309Abstract: There is provided a vacancy titanate intercalated with a cationic hydroxy aluminum complex, such as a Keggin ion. A method for making this material and a process for using this material as a catalyst are also provided.Type: GrantFiled: June 4, 1993Date of Patent: December 6, 1994Assignee: Mobil Oil Corp.Inventor: Ahmad Moini
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Patent number: 5254767Abstract: A new zeolite, designated ZSM-22, is disclosed and claimed. The new zeolite has the composition, in the anhydrous state, expressed in terms of mole ratios of oxides as follows:(x)Q.sub.2 O:(y)M.sub.2/n O:(z)L.sub.2 O.sub.3 :100SiO.sub.2wherein Q.sub.2 O is the oxide form of an organic compound containing an element of Group 5-B (as defined in the Table of the Elements--National Bureau of Standards, Fischer Scientific Co. Catalog No. 5-702-10), e.g., N or P, preferably N, containing at least one alkyl or aryl group having at least 2 carbon atoms, M is an alkali or alkaline earth metal having a valence n, e.g., Na, K, Cs or Li and wherein x=0.01-2.0, y=0-2.0, z=0-5, and L=Al. The zeolite is useful in the process of catalytic conversion of alcohols and/or oxygenates to gasoline-grade hydrocarbons.Type: GrantFiled: June 22, 1984Date of Patent: October 19, 1993Assignee: Mobil Oil Corp.Inventor: Francis G. Dwyer