S-containing Patents (Class 585/730)
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Patent number: 10717939Abstract: Disclosed is a desulfurization catalyst for hydrocarbon oils, comprising a support and at least one metal promoter selected from the group consisting of cobalt, nickel, iron and manganese, the support comprising at least one metal oxide selected from the group consisting of oxides of Group IIB, Group VB and Group VIB metals and a refractory inorganic oxide, wherein the support further comprises at least about 5% by weight of vanadium carbide, based on the total weight of the desulfurization catalyst for hydrocarbon oils. The desulfurization catalyst for hydrocarbon oils shows a good stability, a high desulfurization activity, an excellent abrasion resistance, and a long service life. Also disclosed is a process for preparing the desulfurization catalyst for hydrocarbon oils, and use of the catalyst in the desulfurization of sulfur-containing hydrocarbon oils.Type: GrantFiled: October 20, 2017Date of Patent: July 21, 2020Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, RESEARCH INSTITUTE OF PETROLEUM PROCESSING, SINOPECInventors: Wei Lin, Ye Song, Huiping Tian, Lei Wang, Jun Liu
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Publication number: 20140128654Abstract: The present disclosure provides a reactor for at least two liquid materials, comprising an enclosed reactor housing; a feeding tube having liquid material inlets for receiving corresponding liquid materials respectively; a distribution tube communicating with the feeding tube and extending into the reactor housing, the distribution tube being provided with a plurality of distribution holes in the region thereof extending into the reactor housing; a rotating bed in form of a hollow cylinder, which is disposed in the reactor housing via a fixing mechanism, thus dividing inner cavity of the reactor housing into a central area and an outer area, the rotating bed being capable of rotating driven by a driving mechanism; and a material outlet provided in a lower portion of the reactor housing for outputting product after reaction.Type: ApplicationFiled: October 30, 2013Publication date: May 8, 2014Applicants: Fushun Research Institute of Petroleum And Petrochemicals, Sinopec, China Petroleum & Chemical CorporationInventors: Xiangchen FANG, Deqiang PENG, Huimin QI, Xin LI, Yan WANG, Jianbing CHEN, Luyao WANG, Zhiyu LIU, Xin CHEN, Shengzhong ZHANG
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Patent number: 8569561Abstract: The present invention provides a method for revamping an HF or sulphuric acid alkylation unit to an ionic liquid alkylation unit, wherein the HF or sulphuric acid alkylation unit comprise at least: —a reactor unit for contacting catalyst and hydrocarbon reactants; —a separator unit for separating a reactor effluent into a catalyst phase and an alkylate-comprising hydrocarbon phase; —a fractionator unit for fractionating the alkylate-comprising hydrocarbon phase into at least one stream comprising alkylate; and which method includes: —providing one or more cyclone units downstream of the reactor unit to separate at least part of the reactor effluent in a catalyst phase and a alkylate-comprising hydrocarbon phase.Type: GrantFiled: August 6, 2010Date of Patent: October 29, 2013Assignee: Shell Oil CompanyInventors: Zhichang Liu, Chunming Xu, Rui Zhang, Xianghai Meng, Ana Cecilia Patroni, Peter Anton August Klusener, Albertus Vincentius Petrus Van Den Bosch
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Patent number: 8507396Abstract: A process for regenerating a used acidic catalyst which has been deactivated by conjunct polymers by removing the conjunct polymers so as to increase the activity of the catalyst is disclosed. Methods for removing the conjunct polymers include addition of a basic reagent and alkylation. The methods are applicable to all acidic catalysts and are described with reference to certain ionic liquid catalysts.Type: GrantFiled: April 20, 2010Date of Patent: August 13, 2013Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Thomas V. Harris
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Patent number: 8461408Abstract: A method for alkylating a hydrocarbon comprising at least one isoparaffin and at least one olefin that includes introducing a liquid catalyst and the hydrocarbon into a high shear device; processing the liquid catalyst and the hydrocarbon in the high shear device to form an emulsion comprising droplets of hydrocarbon dispersed in the liquid catalyst; introducing the emulsion into a vessel operating under suitable alkylation conditions whereby at least a portion of the isoparaffin is alkylated with the olefin to form alkylate, wherein suitable alkylation conditions comprise a bulk reaction temperature of from about 38° C. to about 90° C. and a bulk reaction pressure in the range of from about 1379 kPa to about 34 MPa; and removing a product stream comprising alkylate from the vessel.Type: GrantFiled: August 15, 2012Date of Patent: June 11, 2013Assignee: H R D CoporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 8383874Abstract: A reactor for the autorefrigerant alkylation process has a reactor vessel with a lower end inlet for the refrigerant reactant and the sulfuric acid and a series of inlets for the olefin reactant at vertically spaced intervals. A flow path for the reactants is provided by co-acting baffles which define sequential reaction zones. The baffles interact with a rotary mixer with multiple impellers to provide agitation. Outlets for the vaporized refrigerant and the reaction effluent are provided at the upper end of the vessel. In the alkylation process, the liquid isoparaffin hydrocarbon reactant/refrigerant with a sulfuric acid alkylation catalyst is introduced into the lower end and passed along the extended reactant flow path with the olefin reactant introduced at intervals along the path. The reaction mixture flows in the sequence of serial reaction zones within the reactor to promote mixing of the isoparaffin reactant with the acid catalyst.Type: GrantFiled: December 22, 2011Date of Patent: February 26, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Ramon A. Strauss, Ramesh R. Hemrajani, Guido L. Spinelli
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Patent number: 8153854Abstract: A process for producing an alkylate having a low Reid vapor pressure, the process including: contacting a C6+-containing hydrocarbon stream with a mixture of isopentane and isobutane in the presence of an acid catalyst in an alkylation reactor to form a dilute alkylate product, wherein the C6+-containing hydrocarbon stream includes at least one of oligomers of C3 to C5 olefins and a dilute alkylate produced by contacting an isoparaffin with at least one of C3 to C5 olefins and oligomers of C3 to C5 olefins; fractionating the dilute alkylate product to form an isobutane-rich fraction, a n-butane-rich fraction, a fraction containing isopentane, and an alkylate product having a Reid vapor pressure less than 0.35 bar (5 psi); recycling at least a portion of the fraction containing isopentane to the alkylation reactor.Type: GrantFiled: June 6, 2008Date of Patent: April 10, 2012Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Abraham P. Gelbein, William M. Cross, Jr.
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Patent number: 8084661Abstract: A process for the regeneration of spent sulfuric acid including contacting spent sulfuric acid containing acid soluble oils (ASO) with sulfur dioxide to extract at least a portion of the ASO from the spent sulfuric acid into the sulfur dioxide. The sulfuric acid phase having a reduced ASO content and a sulfur dioxide phase containing at least a portion of the ASO may be recovered. The resulting sulfuric acid and sulfur dioxide phases may be further separated to recover ASO, sulfur dioxide, and sulfuric acid.Type: GrantFiled: December 12, 2008Date of Patent: December 27, 2011Assignee: Catalytic Distillation TechnologiesInventor: William M. Cross, Jr.
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Patent number: 8034988Abstract: A process for alkylation of propylene, the process including: contacting a stream comprising propylene and propane with sulfuric acid in a first reaction zone under conditions to form propylene sulfate esters; contacting the propylene sulfate esters with isoparaffin and sulfuric acid in an alkylation reaction zone under conditions to react the propylene sulfate esters and the isoparaffin to form a reactor effluent comprising an acid phase and a hydrocarbon phase comprising unreacted isoparaffin and alkylate product; separating the hydrocarbon phase from the sulfuric acid; separating the hydrocarbon phase to form a fraction comprising unreacted isoparaffin and a fraction comprising the alkylate product.Type: GrantFiled: September 19, 2008Date of Patent: October 11, 2011Assignee: Catalytic Distillation TechnologiesInventors: Mitchell E. Loescher, William M. Cross, Jr., Lawrence A. Smith, Jr.
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Patent number: 7977525Abstract: A process for treating an alkylation feedstock comprising olefins, n-alkanes, and iso-alkanes, the process including: contacting at least a portion of the alkylation feedstock with sulfuric acid in a reaction zone under conditions to form sulfate esters of the olefins; separating the n-alkanes and the iso-alkanes from the sulfuric acid and the sulfate esters; recovering the n-alkanes and the iso-alkanes in a first product stream; and recovering the sulfate esters in a second product stream; wherein the sulfuric acid has a strength titrating as below 75 weight percent H2SO4/water mixtures.Type: GrantFiled: January 31, 2008Date of Patent: July 12, 2011Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Abraham P. Gelbein, William M. Cross, Jr.
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Patent number: 7906700Abstract: A process for alkylating isobutene by introducing a feed containing isobutene and an isoparaffin, in the form of droplets, into an acid catalyst to produce an alkylation product, wherein the Sauter mean diameter of the droplets is greater than or equal to about 150 ?m and is less than or equal to about 500 ?m, is disclosed.Type: GrantFiled: June 1, 2006Date of Patent: March 15, 2011Assignee: UOP LLCInventors: Bruce B. Randolph, Keith W. Hovis, Kenneth C. Hoover
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Publication number: 20100331599Abstract: An alkylation catalyst can include: a Brønsted acid ionic liquid; and a strong Brønsted acid that is not considered an ionic liquid. The Brønsted acid ionic liquid can be selected from the group consisting of [BMIm]HSO4, [MBSIm]HSO4, [MBSIm]OTf, [MPSIm]OTf, and [OMIm]HSO4 or the like. In one aspect, the strong Brønsted acid is selected from the group consisting of sulfuric acid, hydrochloric acid (HCl), hydrobromic acid (HBr), HF, hydrogen iodide (HI), phosphoric acid, trifluoromethanesulfonic (triflic) acid. In one aspect, the strong Brønsted acid is present at more than about 50 wt % of the composition; however, the Brønsted acid can vary from about 10 wt % to about 99 wt %, more preferably about 20 wt % to about 90 wt %, and most preferably about 40 wt % to about 80 wt %.Type: ApplicationFiled: June 9, 2010Publication date: December 30, 2010Inventors: Bala Subramaniam, Aaron Scurto, Shengwei Tang
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Patent number: 7803979Abstract: A method is disclosed for removing water from an alkylation process system using a water removal column to remove water from a re-run column (catalyst regeneration column) overhead stream.Type: GrantFiled: February 28, 2007Date of Patent: September 28, 2010Assignee: UOP LLCInventors: Robert M. Gray, Keith W. Hovis
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Patent number: 7750197Abstract: The invention relates to a process for alkylating a hydrocarbon feed which comprises contacting the hydrocarbon feed to be alkylated with an alkylation agent in the presence of a catalyst comprising a solid acid, a hydrogenation metal, and 1.5-6 wt % of water, measured as the loss on ignition at 600° C. The presence of 1.5-6 wt % of water results in a higher activity and a higher alkylate quality compared with a comparable but drier catalyst.Type: GrantFiled: January 26, 2005Date of Patent: July 6, 2010Assignee: Albemarle Netherlands B.V.Inventors: Emanuel Hermanus Van Broekhoven, Jan Sant, Stephan Zuijdendorp, Niels Winkler
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Patent number: 7732363Abstract: A process for regenerating a used acidic catalyst which has been deactivated by conjunct polymers by removing the conjunct polymers so as to increase the activity of the catalyst is disclosed. Methods for removing the conjunct polymers include hydrogenation, addition of a basic reagent and alkylation. The methods are applicable to all acidic catalysts and are described with reference to certain ionic liquid catalysts.Type: GrantFiled: December 20, 2005Date of Patent: June 8, 2010Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Thomas V. Harris
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Publication number: 20100094072Abstract: A composition comprising a base component and a polymer, and a method of making said composition, are disclosed. The composition thereby obtained is then used as a catalyst for isoparaffin-olefin alkylation.Type: ApplicationFiled: December 17, 2009Publication date: April 15, 2010Applicant: UOP LLCInventors: Bruce B. Randolph, Marvin M. Johnson, Glenn W. Dodwell
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Publication number: 20100076241Abstract: A process for alkylation of propylene, the process including: contacting a stream comprising propylene and propane with sulfuric acid in a first reaction zone under conditions to form propylene sulfate esters; contacting the propylene sulfate esters with isoparaffin and sulfuric acid in an alkylation reaction zone under conditions to react the propylene sulfate esters and the isoparaffin to form a reactor effluent comprising an acid phase and a hydrocarbon phase comprising unreacted isoparaffin and alkylate product; separating the hydrocarbon phase from the sulfuric acid; separating the hydrocarbon phase to form a fraction comprising unreacted isoparaffin and a fraction comprising the alkylate product.Type: ApplicationFiled: September 19, 2008Publication date: March 25, 2010Inventors: Mitchell E. Loescher, William M. Cross, JR., Lawrence A. Smith, JR.
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Patent number: 7678957Abstract: A system and/or process for alkylating hydrocarbons which includes an improved method of safely handling alkylation catalyst is disclosed. The process includes passing the alkylation catalyst from a settler vessel to a catalyst receiving vessel, via a catalyst cooler, for containment therein in the presence of a condensible gas. Also disclosed is a method for controlling the pressure in the catalyst receiving vessel by controlling the rate of removal of vapors.Type: GrantFiled: March 31, 2005Date of Patent: March 16, 2010Assignee: UOP LLCInventors: Keith W. Hovis, Khalid Iqbal, Mark R. Cragun
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Patent number: 7652187Abstract: A process for the sulfuric acid catalyzed alkylation of C3-C5 olefins with isobutane is disclosed wherein the requisite mixing is accomplished by the use of eductors within the reactor. In addition the alkylate product is subjected to primary and secondary coalescers for removal of entrained sulfuric acid. The vaporized unreacted C4's are recovered as liquid by absorption and desorption in an absorber oil.Type: GrantFiled: February 23, 2009Date of Patent: January 26, 2010Inventor: Amarjit S. Bakshi
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Publication number: 20090163758Abstract: A process for the sulfuric acid catalyzed alkylation of C3-C5 olefins with isobutane is disclosed wherein the requisite mixing is accomplished by the use of eductors within the reactor. In addition the alkylate product is subjected to primary and secondary coalescers for removal of entrained sulfuric acid. The vaporized unreacted C4's are recovered as liquid by absorption and desorption in an absorber oil.Type: ApplicationFiled: February 23, 2009Publication date: June 25, 2009Inventor: Amarjit S. Bakshi
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Patent number: 7528289Abstract: A novel alkylation catalyst is described which is used in processes for alkylating olefin hydrocarbons with isoparaffin hydrocarbons to produce high octane alkylate products suitable for use as a blending component of gasoline motor fuel. The novel catalyst comprises a mixture of a hydrogen halide and a sulfone. The novel alkylation catalyst is utilized in a novel process for alkylating olefin hydrocarbons with isoparaffin hydrocarbons.Type: GrantFiled: November 22, 1993Date of Patent: May 5, 2009Assignee: Phillips Petroleum CompanyInventors: Ronald G. Abbott, Ralph P. Williams, Marvin M. Johnson, John W. Vanderveen
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Patent number: 7446238Abstract: A system and/or process for decreasing the level of at least one organic fluoride present in a hydrocarbon phase contained in an alkylation settler by contacting the hydrocarbon phase with an HF containing stream, containing greater than about 80 wt. % and less than about 94 wt. % HF, in the intermediate portion of the settler which contains at least one tray system, with each tray system comprising a perforated tray defining a plurality of perforations and a layer of packing below the perforated tray, are disclosed.Type: GrantFiled: January 31, 2005Date of Patent: November 4, 2008Assignee: UOP LLCInventors: Keith W. Hovis, Bruce B. Randolph
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Patent number: 7319180Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: GrantFiled: October 26, 2004Date of Patent: January 15, 2008Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Patent number: 7294420Abstract: A method of producing hydrogen for a fuel cell from a hydrocarbon fuel composition, by providing a hydrocarbon fuel composition, which is obtained by contacting a liquid hydrocarbon feed comprising an alkylating agent with an acidic catalyst, under conditions effective to alkylate at least a portion of the hydrocarbon feed; converting the hydrocarbon fuel composition into hydrogen; and optionally, introducing the hydrogen produced into a fuel cell. In a preferred embodiment the liquid hydrocarbon feed further comprises sulphur-containing impurities, at least a portion of which are alkylated during the alkylation step.Type: GrantFiled: August 28, 2002Date of Patent: November 13, 2007Assignee: BP P.L.C.Inventor: Michael Graham Hodges
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Patent number: 7250542Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: GrantFiled: March 4, 2004Date of Patent: July 31, 2007Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Patent number: 7161052Abstract: A process is described for the valorization of a charge of hydrocarbons and for reducing the vapour pressure of said charge, comprising three steps: a step a) consisting of separating said charge of hydrocarbons into a fraction (O1) comprising essentially compounds containing 5 carbon atoms, including at least 2% by weight of pentenes, a step b) consisting of placing said fraction (O1) in contact with a cut of hydrocarbons (O2) at least partly comprising hydrocarbons having a number of carbon atoms between 6 and 10, including at least 2% by weight of olefins, and a step c) consisting of separating the effluents originating from step b) into a gasoline cut (?) the upper distillation point of which is less than 100° C. and a kerosene cut (?) having a distillation range between 100° C. and 300° C.Type: GrantFiled: September 3, 2003Date of Patent: January 9, 2007Assignee: Institut Francais de PetroleInventors: Patrick Briot, Vincent Coupard, Alain Forestiere, Eric Llido, Thierry Poussereau
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Patent number: 7126038Abstract: An improvement in the alkylation of olefins with isoalkanes in the presence of sulfuric acid wherein the sulfuric acid is removed from the product by a mechanical coalescer means prior to fractionation. No water wash or caustic treatment is required. Any sulfonates or sulfonic esters are removed by hydrodesulfurization or decomposition catalyst in a separate reactor or in either the deisobutanizer (DIB) or debutanizer (DB) column.Type: GrantFiled: December 1, 2004Date of Patent: October 24, 2006Assignee: Catalytic Distillation TechnologiesInventor: Lawrence A. Smith, Jr.
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Patent number: 7119244Abstract: A process for the removal of organic sulfur compounds, primarily oxygenated organic compounds, such as sulfates and sulfonic esters from a hydrocarbon liquid is disclosed which comprises contacting the hydrocarbon liquid with a coalescer comprising a mesh material which has been wetted by sulfuric acid. The hydrocarbon liquid may be the product from a sulfuric acid catalyzed alkylation process and contain sufficient sulfuric acid to remove the sulfates and sulfonic esters. Sulfuric acid may be added to the coalescer vessel counter current to the hydrocarbon liquid to improve the efficiency of the contacting and removal.Type: GrantFiled: January 13, 2005Date of Patent: October 10, 2006Assignee: Catalytic Distillation TechnologiesInventor: Lawrence A. Smith, Jr.
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Patent number: 7087803Abstract: Method for the recovery of a perfluorinated sulphonic acid from a viscous organic residue by aqueous extraction of the acid from the residue in presence of a solvent containing aromatic compounds.Type: GrantFiled: September 30, 2003Date of Patent: August 8, 2006Assignee: Haldor Topsoe A/SInventors: Sven Ivar Hommeltoft, Ole Stahl
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Patent number: 6995296Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: GrantFiled: June 17, 2004Date of Patent: February 7, 2006Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Patent number: 6858770Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: GrantFiled: August 15, 2002Date of Patent: February 22, 2005Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Publication number: 20040260136Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: ApplicationFiled: June 17, 2004Publication date: December 23, 2004Inventors: Lawrence A. Smith, Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Patent number: 6774275Abstract: A method of operating a multi-phase downflow reactor so as to induce a pulsing flow regime is disclosed. The pulse may be induced by increasing the gas rate while maintaining the liquid rate until a pressure drop sufficient to induce the pulse flow is achieved. The method is particularly useful in the sulfuric acid catalyzed alkylation of olefins in a reactor packed with a stainless steel/polypropylene mesh.Type: GrantFiled: August 19, 2002Date of Patent: August 10, 2004Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., William M. Cross, Jr.
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Publication number: 20030176755Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.Type: ApplicationFiled: August 15, 2002Publication date: September 18, 2003Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: Lawrence A. Smith, Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
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Publication number: 20030158457Abstract: Disclosed is a device for the production of alkylate(s) by sulfuric acid alkylation of at least one isoparaffin such as isobutane with at least one olefin, such as butylenes. The device includes a mixing chamber for preparing a mixture of the isoparaffin with recycled reaction products. It also includes an emulsion chamber for preparing a first hydrocarbons-in-sulfuric acid emulsion, where the mixture prepared in the mixing chamber is injected in multiple parallel jets into a sulfuric acid composition. The device further includes a pre-reaction chamber for preparing a second emulsion, where a given portion of the olefin is injected in jet streams into the first hydrocarbons-in-sulfuric acid emulsion coming from the emulsion chamber.Type: ApplicationFiled: December 4, 2002Publication date: August 21, 2003Inventor: Seme Gershuni
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Publication number: 20030130553Abstract: A system and/or process for removing water from an alkylation catalyst mixture of an alkylation process is disclosed. The process includes passing an alkylation reaction zone effluent to a settler for separation into a hydrocarbon phase and a catalyst mixture phase; passing at least a portion of the hydrocarbon phase, as a settler effluent stream containing alkylate, water, HF and volatility reducing additive, to a first separator; removing and condensing a first overhead stream from the first separator thereby forming an HF/water stream; passing the HF/water stream to a second separator for separation into a modified HF stream containing HF and volatility reducing additive and into an HF/water azeotrope stream containing HF and water; using the modified HF stream as a part of the alkylation catalyst mixture and; removing water from the system by removing the HF/water azeotrope stream from the second separator.Type: ApplicationFiled: February 21, 2003Publication date: July 10, 2003Applicant: ConocoPhillips CompanyInventors: Bruce B. Randolph, Curtis B. Wood, Martyn E. Pfile
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Patent number: 6552241Abstract: A system and/or process for removing water from an alkylation catalyst mixture of an alkylation process is disclosed. The process includes passing an alkylation reaction zone effluent to a settler for separation into a hydrocarbon phase and a catalyst mixture phase; passing at least a portion of the hydrocarbon phase, as a settler effluent stream containing alkylate, water, HF and volatility reducing additive, to a first separator; removing and condensing a first overhead stream from the first separator thereby forming an HF/water stream; passing the HF/water stream to a second separator for separation into a modified HF stream containing HF and volatility reducing additive and into an HF/water azeotrope stream containing HF and water; using the modified HF stream as a part of the alkylation catalyst mixture and; removing water from the system by removing the HF/water azeotrope stream from the second separator.Type: GrantFiled: October 31, 2000Date of Patent: April 22, 2003Assignee: ConocoPhillips CompanyInventors: Bruce B. Randolph, Curtis B. Wood, Martyn E. Pfile
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Patent number: 6531640Abstract: A catalyst comprising A) a stationary acid component selected from the group consisting of a perfluorinated ion exchange polymer on an inert support, a silane modified perfluorosulfonic acid, and a sulfated metal oxide; and B) a mobile acid component selected from the group consisting of chlorosulfonic acid, fluorosulfonic acid, a fluorinated monosulfonic acid, a fluorinated sulfonimide, a fluorinated disulfonic acid, and an adjunct acid mixture is disclosed.Type: GrantFiled: March 26, 2002Date of Patent: March 11, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Mark A. Harmer, Eugene F. Hartstein
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Patent number: 6492571Abstract: This invention relates to a process for alkylation of an isoparaffin with an olefin over a solid-acid catalyst, wherein at least two parallel reactors are used at the same time. When the solid acid catalyst in one or more reactors need to be regenerated, the catalyst is contacted in-situ in the reactor with a solvent to wash out the macromolecular hydrocarbons deposited on the surface of the catalyst in order to resume the high selectivity of catalyst in alkylation.Type: GrantFiled: July 20, 2000Date of Patent: December 10, 2002Assignees: China Petroleum Corporation, Research Institute of Petroleum Processing, SinopecInventors: Yigong He, Yufeng He, Wenhua Xie, Qiang Fu
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Patent number: 6429349Abstract: Methods and apparatus that are used in an alkylation reactor system for adding low purity isopentane to alkylation reactor feed to block formation of isopentane, resulting in high incremental isopentane conversion and minimal octane and C5+ yield loss, and low acid consumption from C6+ isoparaffins with superior yields.Type: GrantFiled: August 12, 1996Date of Patent: August 6, 2002Assignee: BP Corporation North America Inc.Inventors: Lewis E. Grimes, R. L. Mehlberg, V. J. Kwasniewski, James B. Young, John V. Bartels
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Patent number: 6426441Abstract: A system and/or process for decreasing the level of at least one organic fluoride present in a hydrocarbon mixture by first passing the hydrocarbon mixture to an eductor and educting into the hydrocarbon mixture a catalyst comprising a volatility reducing additive and hydrofluoric acid to produce a hydrocarbon-catalyst mixture, permitting the hydrocarbon-catalyst mixture to undergo a phase separation to produce a hydrocarbon phase having a lower concentration of at least one organic fluoride than the hydrocarbon mixture and to produce a catalyst phase, and withdrawing at least a portion of the hydrocarbon phase to thereby form a hydrocarbon product stream, are disclosed. In an alternative embodiment, a system and/or process for controlling the concentration of at least one organic fluoride and/or the RON of the hydrocarbon mixture by adjusting the amount of volatility reducing additive present in the catalyst are disclosed.Type: GrantFiled: July 10, 2000Date of Patent: July 30, 2002Assignee: Phillips Petroleum CompanyInventors: Bruce B. Randolph, Kenneth Charles Hoover
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Patent number: 6420305Abstract: A method for producting a solid acid catalyst is provided which produces a shaped material of a solid acid catalyst containing a sulfureous component but have a high activity and having a practically sufficient handleability and mechanical strength involves the steps of (a) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and having a peak diameter in the range of 0.05 to 1 &mgr;m in a pore diameter distribution of 0.05 to 10 &mgr;m; and having a sulfuerous component supported on the support or (b) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and including pores having a pore diameter of not less than 0.05 &mgr;m and not more than 1 &mgr;m occupying a pore volume of 0.05 to 0.5 ml/g and pores having a pore diameter of about 1 &mgr;m and not more than 10 &mgr;m occupying a pore volume of below 0.Type: GrantFiled: August 11, 2000Date of Patent: July 16, 2002Assignee: Japan Energy CorporationInventors: Kenji Matsuzawa, Kohjiroh Aimoto, Kazuhiro Seki
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Patent number: 6337297Abstract: A catalyst for trimerization of ethylene is disclosed which comprises (a) a chromium complex having a neutral multidentate ligand having a tripod structure, represented by the formula, ACrJnQ3-n wherein A is a neutral multidentate ligand having a tripod structure, J is a carbonyl ligand or halogen, n is an integer of 0-3, and Q is at least one member selected from hydrogen, a C1-C10 hydrocarbon group, a C1-C10 carboxylate group, a C3-C10 diketonato group, an amide group, an imide group, an C1-C10 alkoxide group, a C1-C10 thioalkoxide group, an C6-C15 arene ligand, an C2-C10 alkene ligand, an C2-C15 alkyne ligand, an amine ligand, an imine ligand, an isonitrile ligand, a phosphine ligand, a phosphine oxide ligand, a phosphite ligand, an ether ligand, a sulfide ligand, a sulfone ligand and a sulfoxide ligand, and (b) a metal alkyl compound.Type: GrantFiled: December 9, 1999Date of Patent: January 8, 2002Assignee: Tosoh CorporationInventors: Hideyuki Mimura, Motohiro Oguri, Toshihide Yamamoto, Hideyuki Murakita, Hisanori Okada, Toru Yoshida
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Publication number: 20010034468Abstract: The object of the invention is a procedure for the alkylation of isobutane by olefinic hydrocarbons, in which a first hydrocarbon charge (3) rich in isobutane is put in contact with a second hydrocarbon charge rich in light olefins (2), under conditions that will provoke the alkylation of the isobutane by the light olefins, the effluents that emanate from the reaction area in a fractionation column (6) are treated in order to extract therefrom at least a first cut rich in alkylate (7), a second cut rich in normal butane (8) and a third cut rich in isobutane (9), said third cut (9) is then recycled at the entry of the alkylation reaction area.Type: ApplicationFiled: December 20, 2000Publication date: October 25, 2001Inventors: Jean-Louis Mauleon, Pedro Nascimento
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Patent number: 6204425Abstract: Process for the alkylation of paraffinic and/or aromatic hydrocarbon feedstock with an olefinic alkylating agent by contact with a perfluorinated alkyl sulphonic acid movably adsorbed within a confined area of a fixed bed of particle contact material, wherein the fixed bed of particle contact material is subdivided in a number of elongated channels.Type: GrantFiled: September 10, 1999Date of Patent: March 20, 2001Assignee: Haldor Topsoe A/SInventor: Sven Ivar Hommeltoft
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Patent number: 6123836Abstract: Process for the removal of acid compounds contained in a hydrocarbon process stream by passing the process stream through a fixed bed of an adsorption material at conditions where the acid compounds adsorb on the material and withdrawing a purified hydrocarbon process stream, wherein water has been adsorbed on the material prior to contact with the hydrocarbon process stream.Type: GrantFiled: July 2, 1998Date of Patent: September 26, 2000Assignee: Haldor Topsoe A/SInventors: Sven Ivar Hommeltoft, Karsten Laurents
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Patent number: 6103948Abstract: This invention relates to an improved method for the alkylation reaction of isoparaffins with olefins over solid catalysts including contacting a mixture of an isoparaffin, an olefin and a phase-modifying material with a solid acid catalyst member under alkylation conversion conditions at either supercritical fluid, or near-supercritical fluid conditions, at a temperature and a pressure relative to the critical temperature(T.sub.c) and the critical pressure(P.sub.c) of the reaction mixture. The phase-modifying phase-modifying material is employed to promote the reaction's achievement of either a supercritical fluid state or a near-supercritical state while simultaneously allowing for decreased reaction temperature and longer catalyst life.Type: GrantFiled: December 23, 1998Date of Patent: August 15, 2000Assignee: Bechtel BWXT Idaho, LLCInventors: Daniel M. Ginosar, Robert V. Fox, Peter C. Kong
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Patent number: 6096939Abstract: The invention concerns the catalytic alkylation of at least one isoparaffin selected from the group formed by isobutane and isopentane in the presence of at least one olefin containing 3 to 6 carbon atoms per molecule, using a catalyst comprising 40% to 99% by weight of an acid selected from acids with formula R--SO.sub.3 H where R is fluorine or an alkyl group or a fluorinated alkyl group, R preferably being F or CF.sub.3, and more preferably CF.sub.3, and 1% to 60% by weight of a solvent selected from the group formed by sulpholane, dimethylsulphoxide and dioxanes, preferably sulpholane.Type: GrantFiled: July 15, 1998Date of Patent: August 1, 2000Assignee: Institut Francais du PetroleInventors: Eric Benazzi, Jean-Francois Joly, Nathalie Ferrer, Bernard Torck
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Patent number: 5986158Abstract: The invention pertains to a process for alkylating hydrocarbons in which an alkylatable organic compound is reacted with an alkylation agent to form an alkylate in the presence of a catalyst comprising a hydrogenating function and a solid acid constituent, with the catalyst being subjected intermittently to a regeneration step by being contacted with a feed containing a saturated hydrocarbon and hydrogen, said regeneration being carried out at 90% or less of the active cycle of the catalyst, with the active cycle of the catalyst being defined as the time from the start of the feeding of the alkylation agent to the moment when 20% of the alkylation agent leaves the catalyst-containing reactor section without being converted, not counting isomerization inside the molecule. The process according to the invention is especially attractive for the alkylation of isobutane with one or more butenes to form an alkylate with a high RON.Type: GrantFiled: November 20, 1997Date of Patent: November 16, 1999Assignee: Akzo Nobel NVInventors: Emanuel Hermanus Van Broekhoven, Francisco Rene Mas Cabre, Pieter Bogaard, Gijsbertus Klaver, Marco Vonhof
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Patent number: 5969206Abstract: The invention concerns a process for the alkylation of at least one isoaffin selected from the group formed by isobutane and isopentane by at least one olefin containing 2 to 6 carbon atoms per molecule in the presence of a liquid acid catalyst, the process comprising mixing a feed comprising the olefin to be converted with an effluent comprising a major portion of isoparaffin in a first mixing zone, and forming an emulsion of said catalyst in a hydrocarbon effluent comprising a major portion of isoparaffin in an emulsifying zone, said effluent constituting the continuous phase of the emulsion thus formed, then mixing a major portion of the emulsion of acid in hydrocarbon effluent with a major portion of the diluted feed comprising the olefin in a second mixing zone, followed by carrying out the majority of the reaction in a reaction zone which is supplied by the major portion of said mixture.Type: GrantFiled: January 17, 1997Date of Patent: October 19, 1999Assignee: Institut Francais du PetroleInventors: Jacques Alagy, Jean-Francois Joly, Eric Benazzi, Jean-Charles Viltard, Luis Borges, Alain Forestiere