Plural Alkylation Stages Patents (Class 585/449)
-
Publication number: 20100048966Abstract: A process for alkylation of benzene, including: feeding benzene, a polyalkylate, and a catalyst to a reactor comprising a first and a second reaction zone; reacting the benzene and the polyalkylate in the first reaction zone under transalkylation conditions to form a monoalkylate product; feeding a C2-C4 olefin to the reactor intermediate the first and second reaction zones; reacting benzene and the C2-C4 olefin in the second reaction zone under alkylation conditions to form additional monoalkylate product; recovering an effluent from the reactor, wherein the effluent comprises benzene, the monoalkylate product, any unreacted C2-C4 olefins, heavy hydrocarbons, and the catalyst; separating the catalyst from the effluent; separating the benzene from the monoalkylate product and the heavy hydrocarbons within the liquid effluent; separating the monoalkylate product from the heavy hydrocarbons within the liquid effluent; and recovering the monoalkylate product.Type: ApplicationFiled: August 20, 2008Publication date: February 25, 2010Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: Christopher C. Boyer, Lawrence A. Smith, JR.
-
Patent number: 7652183Abstract: In a process for the preparation of alkylaromatic compounds by reacting C3-30-olefins, or alcohols from which C3-30-olefins are formed under the reaction conditions, with an aromatic hydrocarbon in the presence of an alkylation catalyst, the reaction is carried out in a reactor cascade of at least two reactors, where each of the reactors comprises the alkylation catalyst, at least 80% of the aromatic hydrocarbon are fed into the first reactor of the reactor cascade, and at least 40% of the olefins are intermediately fed in after the first reactor.Type: GrantFiled: April 14, 2004Date of Patent: January 26, 2010Assignee: BASF AktiengesellschaftInventors: Ulrich Steinbrenner, Thomas Narbeshuber, Joerg Unger, Peter Zehner, Soeren Zimdahl, Regina Benfer
-
Patent number: 7645913Abstract: A process is disclosed for producing an alkylaromatic compound in a multistage reaction system comprising at least first and second series-connected alkylation reaction zones, each containing an alkylation catalyst. A first feed comprising an alkylatable aromatic compound and a second feed comprising an alkene are introduced into the first alkylation reaction zone. The first and second alkylation reaction zones are operated under conditions of temperature and pressure effective to cause alkylation of the aromatic compound with the alkene in the presence of the alkylation catalyst, the temperature and pressure being such that the aromatic compound is at least partly in the liquid phase. The alkylation catalyst in the first alkylation reaction zone, which may be a reactor guard bed, has more acid sites per unit volume of catalyst than the alkylation catalyst in the second reaction zone.Type: GrantFiled: January 19, 2007Date of Patent: January 12, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael C. Clark, Vijay Nanda, Chung-Ming Chi, Maruti Bhandarkar, Brian Maerz, Matthew J. Vincent
-
Patent number: 7638664Abstract: One exemplary embodiment can include a hydrocarbon conversion process. Generally, the process includes passing a hydrocarbon stream through a hydrocarbon conversion zone comprising a series of reaction zones. Typically, the hydrocarbon conversion zone includes a staggered-bypass reaction system having a first, second, third, and fourth reaction zones, which are staggered-bypass reaction zones, and a fifth reaction zone, which can be a non-staggered-bypass reaction zone, subsequent to the staggered-bypass reaction system.Type: GrantFiled: October 29, 2008Date of Patent: December 29, 2009Assignee: UOP LLCInventors: Kenneth D. Peters, Clayton C. Sadler
-
Patent number: 7632974Abstract: The invention relates to a process for the production of alkylated aromatic compounds comprising introducing olefin and aromatic compounds into at least first and second vertically spaced catalytic reaction zones in an alkylation unit under alkylation reaction conditions to provide an alkylated product, wherein the second catalytic reaction zone is positioned above the first catalytic reaction zone; wherein aromatic compound from each of the at least first and second catalytic reaction zones are contacted with a cooling means for re-condensing at least a portion of the aromatic compounds vaporized from the exothermic heat of reaction of the alkylation process; and wherein the olefin is introduced into the at least first and second catalytic reaction zones via respective first and second olefin feed streams at respective olefin feed rates such as to maintain olefin partial pressures at inlets to at least first and second catalytic reaction zones which vary by less than about ten percent.Type: GrantFiled: July 19, 2006Date of Patent: December 15, 2009Assignee: Lammus Technology Inc.Inventor: Kevin J. Schwint
-
Publication number: 20090306446Abstract: A process for producing a monoalkylated aromatic compound in an alkylation reaction zone, said process comprising the steps of: (a) providing a first catalytic particulate material having a ratio of surface area over surface volume ratio greater than about 79 cm?1, (b) providing said alkylation reaction zone with an alkylatable aromatic compound, an alkylating agent, and said first catalytic particulate material; and (c) contacting said alkylatable aromatic compound and said alkylating agent with said catalytic particulate material in said alkylation reaction zone maintained under alkylation conditions, to form a product comprised of said monoalkylated aromatic compound and polyalkylated aromatic compound(s).Type: ApplicationFiled: April 17, 2007Publication date: December 10, 2009Applicant: EXXONMOBIL CHEMICAL PATENTS INC.Inventors: Michael C. Clark, Christine N. Elia, Frederick Y. Lo, Yun-Feng Chang
-
Patent number: 7622620Abstract: One exemplary embodiment can include a hydrocarbon conversion process. Generally, the process includes passing a hydrocarbon stream through a hydrocarbon conversion zone comprising a series of reaction zones. Typically, the hydrocarbon conversion zone includes a staggered-bypass reaction system having a first, second, third, and fourth reaction zones, which are staggered-bypass reaction zones, and a fifth reaction zone, which can be a non-staggered-bypass reaction zone, subsequent to the staggered-bypass reaction system.Type: GrantFiled: December 22, 2006Date of Patent: November 24, 2009Assignee: UOP LLCInventors: Kenneth D. Peters, Clayton C. Sadler
-
Patent number: 7576247Abstract: Spent benzene from a regeneration of a catalyst or solid sorbent in an alkylbenzene complex is subjected to a rough distillation and the benzene fraction from the rough distillation is used a at least a portion of the benzene for a unit operation in the alkylbenzene complex or is passed to a benzene distillation column in the crude alkylbenzene refining section. The processes of this invention can enhance the purity of the alkylbenzene product and can reduce energy consumption per unit of alkylbenzene product or can assist in debottlenecking the crude alkylbenzene refining section of the alkylbenzene complex.Type: GrantFiled: February 12, 2007Date of Patent: August 18, 2009Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
-
Patent number: 7569741Abstract: Methods and systems for petrochemical feedstream purification are described herein. The methods generally include providing a petrochemical feedstock, wherein the petrochemical feedstock includes a concentration of polar impurities, contacting the petrochemical feedstock with a washing agent to remove at least a portion of the polar impurities therefrom, separating the washing agent from the petrochemical feedstock to form a purified feedstock and passing the purified feedstock to a petrochemical process. In one embodiment, the petrochemical feedstock includes benzene and the washing agent includes water.Type: GrantFiled: April 26, 2006Date of Patent: August 4, 2009Assignee: Fina Technology, Inc.Inventors: James R. Butler, James T. Merrill
-
Patent number: 7525002Abstract: A process for the production of high octane number gasoline from light refinery olefins, typically from the catalytic cracking unit, and benzene-containing aromatic streams such as reformate. A portion of the light olefins including ethylene and propylene is polymerized to form a gasoline boiling range product and another portion is used to alkylate the light aromatic stream. The alkylation step may be carried out in successive stages with an initial low temperature stage using a catalyst comprising an MWW zeolite followed by a higher temperature stage using a catalyst comprising an intermediate pore size zeolite such as ZSM-5. Using this staged approach, the alkylation may be carried out in the vapor phase. Alternatively, the alkylation may be carried out in the liquid phase using the heavier olefins (propylene, butene) dissolved into the aromatic stream by selective countercurrent extraction; a separate alkylation step using the ethylene not taken up in the extraction is carried out at a higher temperature.Type: GrantFiled: February 27, 2006Date of Patent: April 28, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Benjamin S. Umansky, Michael C. Clark, Ajit B. Dandekar
-
Patent number: 7524467Abstract: A process for the production of alkylbenzene includes the steps of introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce alkylbenzene and a vapor containing unconverted olefin; absorbing the unconverted olefin into an aromatic stream containing benzene and alkylbenzene; and, introducing the aromatic stream containing absorbed olefin into a second alkylation reaction zone containing a second alkylation catalyst under second alkylation reaction conditions to convert the absorbed olefin and at least some of the benzene of the aromatic stream to alkylbenzene. The process is particularly advantageous for the alkylation of benzene with ethylene to produce ethylbenzene. About 99.9% conversion of ethylene is achieved overall, with a substantial reduction in the required catalyst.Type: GrantFiled: June 8, 2006Date of Patent: April 28, 2009Assignee: Lummus Technology Inc.Inventor: Stephen L. Pohl
-
Patent number: 7517506Abstract: A process for the production of alkylbenzene includes introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce a first alkylation effluent containing alkylbenzene and a first alkylation overhead stream. The first alkylation overhead stream is separated into a liquid portion containing benzene and a vapor portion containing unconverted olefin and ethane. A major portion of the unconverted olefin in the vapor portion of the first alkylation overhead stream is absorbed into a de-ethanized aromatic lean oil stream containing benzene and alkylbenzene in an absorption zone to produce a rich oil stream containing olefins and at least some of the ethane.Type: GrantFiled: May 17, 2006Date of Patent: April 14, 2009Assignee: Lummus Technology Inc.Inventor: Stephen L. Pohl
-
Patent number: 7501547Abstract: A process is described for producing an alkylaromatic compound in a multistage reaction system comprising at least first and second series-connected alkylation reaction zones each containing an alkylation catalyst. A first feed comprising an alkylatable aromatic compound and a second feed comprising an alkene and one or more alkanes are introduced into said first alkylation reaction zone. The first alkylation reaction zone is operated under conditions of temperature and pressure effective to cause alkylation of the aromatic compound with the alkene in the presence of the alkylation catalyst, the temperature and pressure being such that the aromatic compound is partly in the vapor phase and partly in the liquid phase. An effluent comprising the alkylaromatic compound, unreacted alkylatable aromatic compound, any unreacted alkene and the alkane is withdrawn from the first alkylation reaction zone and then supplied to the second alkylation reaction zone without removal of the alkane.Type: GrantFiled: May 10, 2006Date of Patent: March 10, 2009Assignees: ExxonMobil Chemical Patents Inc., Badger Licensing, LLCInventors: Michael C. Clark, Brian Maerz
-
Patent number: 7498474Abstract: A process for the production of high octane number gasoline from light refinery olefins and benzene-containing aromatic streams such as reformate. The process achieves good utilization of both the ethylene and the propylene present in the mixed olefin feed from the unsaturated gas plant while reducing gasoline benzene levels. The light olefins including ethylene and propylene are reacted with the light aromatic stream containing benzene and other single ring aromatic compounds to form a gasoline boiling range product containing akylaromatics. The reaction is carried out with a two-catalyst system which comprises a member of the MWW family of zeolites and an intermediate pore size zeolite such as ZSM-5 using a fixed catalyst bed in both stages. Use of the two catalyst system enables the conversion of the ethylene and propylene components of the olefin feed to be converted to alkylaromatics under favorable conditions.Type: GrantFiled: February 27, 2006Date of Patent: March 3, 2009Assignee: Exxonmobil Research and Engineering CompanyInventors: Benjamin S. Umansky, Michael C. Clark, Ajit B. Dandekar, Christine N. Elia
-
Patent number: 7495140Abstract: A process for alkylating an aromatic compound comprising reacting (a) a first amount of at least one aromatic compound with a first amount of a mixture of olefins having from about 8 to about 100 carbon atoms, in the presence of a strong acid catalyst; and reacting the product of (a) with an additional amount of at least one aromatic compound and an additional amount of a strong acid catalyst, and optionally, with an additional amount of a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms, wherein the resulting product comprises at least about 80 weight percent of a 1,2,4 tri-alkylsubstituted aromatic compound.Type: GrantFiled: June 1, 2006Date of Patent: February 24, 2009Assignee: Chevron Cronite Company LLCInventors: Curt B. Campbell, Gilles Sinquin
-
Publication number: 20090036722Abstract: A process is described for producing an alkylaromatic compound, in which a first feed comprising an alkylatable aromatic compound and a second feed comprising an alkene are introduced into a first alkylation reaction zone comprising a first alkylation catalyst. The first alkylation reaction zone is operated under conditions effective to cause alkylation of the alkylatable aromatic compound by the alkene to produce said alkylaromatic compound, the conditions being such that the alkylatable aromatic compound is at least predominantly in the vapor phase. A first effluent comprising the alkylaromatic compound and unreacted alkylatable aromatic compound is withdrawn from the first alkylation reaction zone and at least part of the unreacted alkylatable aromatic compound is treated to remove catalyst poisons therefrom and produce a treated unreacted alkylatable aromatic stream.Type: ApplicationFiled: July 30, 2007Publication date: February 5, 2009Inventors: Michael C. Clark, Vijay Nanda, Maruti Bhandarkar, Joseph C. Peters, Chung-Ming Chi, Brian Maerz
-
Patent number: 7476774Abstract: A process for the production of high octane number gasoline from light refinery olefins and benzene-containing aromatic streams such as reformate. Light olefins including ethylene and propylene are extracted from refinery off-gases, typically from the catalytic cracking unit, into a light aromatic stream such as reformate containing benzene and other single ring aromatic compounds which is then reacted with the light olefins to form a gasoline boiling range product containing akylaromatics. The alkylation reaction is carried out in the liquid phase with a catalyst which preferably comprises a member of the MWW family of zeolites such as MCM-22 using a fixed catalyst bed.Type: GrantFiled: February 27, 2006Date of Patent: January 13, 2009Assignee: ExxonMobil Research and Engineering CompanyInventors: Benjamin S. Umansky, Michael C. Clark
-
Patent number: 7420098Abstract: A process for the catalytic alkylation of an aromatic substrate with an alkylating agent is disclosed that comprises contacting the aromatic substrate and the alkylating agent in sequential alkylation zones to obtain an alkylaromatic. The first catalyst comprises UZM-8 zeolite and the second catalyst comprises beta zeolite. The process is particularly well suited for the alkylation of benzene with propylene to produce cumene.Type: GrantFiled: January 12, 2007Date of Patent: September 2, 2008Assignee: UOP LLCInventor: Robert J. Schmidt
-
Publication number: 20080177120Abstract: A process is disclosed for producing an alkylaromatic compound in a multistage reaction system comprising at least first and second series-connected alkylation reaction zones, each containing an alkylation catalyst. A first feed comprising an alkylatable aromatic compound and a second feed comprising an alkene are introduced into the first alkylation reaction zone. The first and second alkylation reaction zones are operated under conditions of temperature and pressure effective to cause alkylation of the aromatic compound with the alkene in the presence of the alkylation catalyst, the temperature and pressure being such that the aromatic compound is at least partly in the liquid phase. The alkylation catalyst in the first alkylation reaction zone, which may be a reactor guard bed, has more acid sites per unit volume of catalyst than the alkylation catalyst in the second reaction zone.Type: ApplicationFiled: January 19, 2007Publication date: July 24, 2008Inventors: Michael C. Clark, Vijay Nanda, Chi Chung-Ming, Maruti Bhandarkar, Brian Maerz, Matthew J. Vincent
-
Publication number: 20080171900Abstract: A process for the catalytic alkylation of an aromatic substrate with an alkylating agent is disclosed that comprises contacting the aromatic substrate and the alkylating agent in sequential alkylation zones to obtain an alkylaromatic. The first catalyst comprises UZM-8 zeolite and the second catalyst comprises beta zeolite. The process is particularly well suited for the alkylation of benzene with propylene to produce cumene.Type: ApplicationFiled: January 12, 2007Publication date: July 17, 2008Inventor: Robert J. Schmidt
-
Publication number: 20080161620Abstract: The present invention provides a reactor system having: (1) a first reactor receiving an oxygenate component and a hydrocarbon component and capable of converting the oxygenate component into a light olefin and the hydrocarbon component into alkyl aromatic compounds; (2) a separator system for providing a first product stream containing a C3 olefin, a second stream containing a C7 aromatic, and a third stream containing C8 aromatic compounds; (3) a first line connecting the separator to the inlet of the first reactor for conveying the second stream to the first reactor; (4) a second line in fluid communication with the separator system for conveying the C3 olefin to a propylene recovery unit, and (4) a third line in fluid communication with the separator system for conveying the C8 aromatic compounds to a xylene recovery unit.Type: ApplicationFiled: December 13, 2007Publication date: July 3, 2008Inventors: Andrea G. Bozzano, Timur V. Voskoboynikov, Tom N. Kalnes, Paul T. Barger, Gavin P. Towler, Bryan K. Glover
-
Publication number: 20080154080Abstract: A catalyst composition comprises a crystalline MCM-22 family molecular sieve and a binder, wherein the catalyst composition is characterized by an extra-molecular sieve porosity greater than or equal to 0.122 ml/g for pores having a pore diameter ranging from about 2 nm to about 8 nm, wherein the porosity is measured by N2 porosimetry. The catalyst composition may be used for the process of alkylation or transalkylation of an alkylatable aromatic compound with an alkylating agent. The molecular sieve may have a Constraint Index of less than 12, e.g., less than 2.Type: ApplicationFiled: December 21, 2006Publication date: June 26, 2008Inventors: Mohan Kalyanoraman, Christine N. Elia, Darryl D. Lacy, Jean W. Beeckman, Michael C. Clark
-
Publication number: 20080021252Abstract: The invention relates to a process for the production of alkylated aromatic compounds comprising introducing olefin and aromatic compounds into at least first and second vertically spaced catalytic reaction zones in an alkylation unit under alkylation reaction conditions to provide an alkylated product, wherein the second catalytic reaction zone is positioned above the first catalytic reaction zone; wherein aromatic compound from each of the at least first and second catalytic reaction zones are contacted with a cooling means for re-condensing at least a portion of the aromatic compounds vaporized from the exothermic heat of reaction of the alkylation process; and wherein the olefin is introduced into the at least first and second catalytic reaction zones via respective first and second olefin feed streams at respective olefin feed rates such as to maintain olefin partial pressures at inlets to at least first and second catalytic reaction zones which vary by less than about ten percent.Type: ApplicationFiled: July 19, 2006Publication date: January 24, 2008Inventor: Kevin J. Schwint
-
Publication number: 20070282144Abstract: A process for alkylating an aromatic compound comprising reacting (a) a first amount of at least one aromatic compound with a first amount of a mixture of olefins having from about 8 to about 100 carbon atoms, in the presence of a strong acid catalyst; and reacting the product of (a) with an additional amount of at least one aromatic compound and an additional amount of a strong acid catalyst, and optionally, with an additional amount of a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms, wherein the resulting product comprises at least about 80 weight percent of a 1,2,4 tri-alkylsubstituted aromatic compound.Type: ApplicationFiled: June 1, 2006Publication date: December 6, 2007Inventors: Curt B. Campbell, Gilles Sinquin
-
Patent number: 7304198Abstract: The invention provides methods and systems for alkylating a paraffinic feed stream in a microchannel utilizing the staged addition of olefin.Type: GrantFiled: May 14, 2004Date of Patent: December 4, 2007Assignee: Battelle Memorial InstituteInventors: Yong Wang, James F. White
-
Patent number: 7297826Abstract: A process is described for producing phenylalkanes by alkylating at least one aromatic compound using at least one linear olefin containing 9 to 16 carbon atoms per molecule. The alkylation reaction is carried out in the presence of at least two different catalysts used in at least two distinct reaction zones. The selectivity for a monoalkylated products of the catalyst contained in the first reaction zone is lower than that for the catalyst contained in the second reaction zone located downstream of the first in the direction movement of the fluids.Type: GrantFiled: November 5, 2002Date of Patent: November 20, 2007Assignee: Institut Francais du PetroleInventors: Jean-François Joly, Patrick Briot
-
Patent number: 7217850Abstract: The invention relates to a process for the production of phenylalkanes comprising an alkylation reaction of at least one aromatic compound by at least one linear olefin having from 9 to 16 carbon atoms per molecule. Said reaction is carried out in a catalytic reactor in which n reaction zones are present each containing at least one same solid acid catalyst, n being greater than or equal to 2, and at the inlet to each of which at least one fraction of the total quantity of olefins necessary for said reaction is introduced. The phenylalkanes obtained by the process according to the invention are particularly suitable for manufacturing detergents.Type: GrantFiled: May 7, 2004Date of Patent: May 15, 2007Assignee: Institut Francais du PetroleInventors: Emmanuelle Guillon, Eric Sanchez, Patrick Briot
-
Patent number: 7189885Abstract: The process disclosed herein is a process for producing phenyl-alkanes by alkylation of an aryl compound with an olefinic compound and which uses a mordenite catalyst and a silica-alumina catalyst. The selectivity of the process to 2-phenyl-alkanes can be varied over a wide range.Type: GrantFiled: October 7, 2003Date of Patent: March 13, 2007Assignee: UOP LLCInventors: Andrea G. Bozzano, R. Joe Lawson, Paul T. Barger, Bipin V. Vora, Kurt A. Detrick
-
Patent number: 7176340Abstract: A continuous alkylation process performed in an apparatus comprising a series of at least two zone A reactors and a series of at least two zone B reactors, in which the zone A reactors and the zone B reactors cycle between alkylation mode and mild regeneration mode, and wherein the alkylation mode comprises introducing an alkylation agent into a first reactor of the zone through which the alkylatable compound passes, reacting a portion of the alkylatable compound with a portion of the alkylation agent to produce a product stream, and performing this operation at least once more in a downstream reactor in the same zone employing, instead of alkylatable compound, a stream comprising the product stream.Type: GrantFiled: June 5, 2002Date of Patent: February 13, 2007Assignee: Albemarle Netherlands B.V.Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
-
Patent number: 7074978Abstract: A process for the production of alkylbenzene includes the steps of introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce alkylbenzene and a vapor containing unconverted olefin; absorbing the unconverted olefin into an aromatic stream containing benzene and alkylbenzene; and, introducing the aromatic stream containing absorbed olefin into a second alkylation reaction zone containing a second alkylation catalyst under second alkylation reaction conditions to convert the absorbed olefin and at least some of the benzene of the aromatic stream to alkylbenzene. The process is particularly advantageous for the alkylation of benzene with ethylene to produce ethylbenzene. About 99.Type: GrantFiled: February 25, 2003Date of Patent: July 11, 2006Assignee: ABB Lummus Global Inc.Inventor: Stephen L. Pohl
-
Patent number: 7071369Abstract: A process for the production of alkylbenzene includes introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce a first alkylation effluent containing alkylbenzene and a first alkylation overhead stream. The first alkylation overhead stream is separated into a liquid portion containing benzene and a vapor portion containing unconverted olefin and ethane. A major portion of the unconverted olefin in the vapor portion of the first alkylation overhead stream is absorbed into a de-ethanized aromatic lean oil stream containing benzene and alkylbenzene in an absorption zone to produce a rich oil stream containing olefins and at least some of the ethane.Type: GrantFiled: June 10, 2003Date of Patent: July 4, 2006Assignee: ABB Lummus Global Inc.Inventor: Stephen L. Pohl
-
Patent number: 7060863Abstract: A process and system for the vapor phase alkylation of an aromatic substrate in a multi-stage alkylation reaction zone having a plurality of series-connected catalyst beds spaced from one another to provide mixing zones between adjacent catalyst beds. A feedstock containing an aromatic substrate and a C2–C4 alkylating agent is supplied to an inlet side of the reaction zone. The reaction zone is operated at conditions in which the aromatic substrate is in the gas phase and causing vapor phase alkylation of the aromatic substrate as the aromatic substrate and the alkylating agent flow through the reaction zone and pass from one catalyst bed to the next. A quench fluid comprising one or both of the aromatic substrate and the alkylating agent is supplied into the interior of the mixing zone through a plurality of flow paths in which one portion of the flow paths is directed upwardly within the mixing zone and another portion downwardly within the mixing zone.Type: GrantFiled: November 22, 2002Date of Patent: June 13, 2006Assignee: Fina Technology, Inc.Inventors: James R. Butler, Denis Mignon
-
Patent number: 6995295Abstract: A process is described for producing an alkylaromatic compound by reacting an alkylatable aromatic compound with a feed comprising an alkene and an alkane in a multistage reaction system comprising at least first and second series-connected alkylation reaction zones each containing an alkylation catalyst. At least the first alkylation reaction zone is operated under conditions of temperature and pressure effective to cause alkylation of the aromatic compound with the alkene in the presence of the alkylation catalyst, the temperature and pressure being such that the aromatic compound is partly in the vapor phase and partly in the liquid phase. An effluent comprising the alkylaromatic compound, unreacted alkylatable aromatic compound, any unreacted alkene and the alkane is withdrawn from the first alkylation reaction zone and at least part of the alkane is removed from the effluent to produce an alkane-depleted effluent. The alkane-depleted effluent is then supplied to the second alkylation reaction zone.Type: GrantFiled: September 23, 2002Date of Patent: February 7, 2006Assignees: ExxonMobil Chemical Patents Inc., Washington Group InternationalInventors: Michael C. Clark, Ronald Joseph Cimini, Charles M. Smith, Brian Maerz
-
Patent number: 6979394Abstract: A process for producing a product aromatic compound is disclosed which uses an on-stream alkylation reactor and an off-stream alkylation reactor, and in which at least a portion of the feed aromatic compound in the effluent stream of off-stream alkylation reactor undergoing regeneration is passed to the on-stream alkylation reactor. An embodiment of this process that uses on-stream and off-stream aromatic byproducts removal zones is also disclosed.Type: GrantFiled: May 21, 2004Date of Patent: December 27, 2005Assignee: UOP LLCInventors: Andrea G. Bozzano, Kurt A. Detrick
-
Publication number: 20040260133Abstract: The invention relates to a process for the production of phenylalkanes comprising an alkylation reaction of at least one aromatic compound by at least one linear olefin having from 9 to 16 carbon atoms per molecule. Said reaction is carried out in a catalytic reactor in which n reaction zones are present each containing at least one same solid acid catalyst, n being greater than or equal to 2, and at the inlet to each of which at least one fraction of the total quantity of olefins necessary for said reaction is introduced. The phenylalkanes obtained by the process according to the invention are particularly suitable for manufacturing detergents.Type: ApplicationFiled: May 7, 2004Publication date: December 23, 2004Inventors: Emmanuelle Guillon, Eric Sanchez, Patrick Briot
-
Publication number: 20040254412Abstract: A process for the production of alkylbenzene includes introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce a first alkylation effluent containing alkylbenzene and a first alkylation overhead stream. The first alkylation overhead stream is separated into a liquid portion containing benzene and a vapor portion containing unconverted olefin and ethane. A major portion of the unconverted olefin in the vapor portion of the first alkylation overhead stream is absorbed into a de-ethanized aromatic lean oil stream containing benzene and alkylbenzene in an absorption zone to produce a rich oil stream containing olefins and at least some of the ethane.Type: ApplicationFiled: June 10, 2003Publication date: December 16, 2004Inventor: Stephen L. Pohl
-
Publication number: 20040192986Abstract: Method of removing sulfur compounds from olefinic hydrocarbons by contacting with nickel-based sorbents. The method provides for the removal of heavy sulfur compounds including disulfides and mercaptans from pre-treated olefinic hydrocarbon feedstocks used in cumene synthesis to improve the life and efficiency of catalysts used in the cumene manufacturing process.Type: ApplicationFiled: March 26, 2003Publication date: September 30, 2004Inventors: Albert H. Wu, James E. Thompson
-
Publication number: 20040167371Abstract: A process for the production of alkylbenzene includes the steps of introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce alkylbenzene and a vapor containing unconverted olefin; absorbing the unconverted olefin into an aromatic stream containing benzene and alkylbenzene; and, introducing the aromatic stream containing absorbed olefin into a second alkylation reaction zone containing a second alkylation catalyst under second alkylation reaction conditions to convert the absorbed olefin and at least some of the benzene of the aromatic stream to alkylbenzene. The process is particularly advantageous for the alkylation of benzene with ethylene to produce ethylbenzene. About 99.Type: ApplicationFiled: February 25, 2003Publication date: August 26, 2004Inventor: Stephen L. Pohl
-
Patent number: 6762334Abstract: A process for the production of alkylaromatic hydrocarbons by alkylating aromatic hydrocarbons with olefinic hydrocarbons is disclosed. The olefinic hydrocarbons are produced by dehydrogenating paraffinic hydrocarbons. Aromatic byproducts formed in dehydrogenation are removed using an aromatic byproducts removal zone and either a dividing wall distillation column or thermally coupled distillation columns. The process significantly decreases the cost of utilities in producing alkylaromatics, such as precursors for detergent manufacture.Type: GrantFiled: July 9, 2002Date of Patent: July 13, 2004Assignee: UOP LLCInventors: Douglas G. Stewart, Dennis E. O'Brien
-
Patent number: 6740789Abstract: A process for producing a product aromatic compound is disclosed which uses an on-stream alkylation reactor and an off-stream alkylation reactor, and in which at least a portion of the feed aromatic compound in the effluent stream of off-stream alkylation reactor undergoing regeneration is passed to the on-stream alkylation reactor. An embodiment of this process that uses on-stream and off-stream aromatic byproducts removal zones is also disclosed.Type: GrantFiled: May 14, 2002Date of Patent: May 25, 2004Assignee: UOP LLCInventors: Andrea G. Bozzano, Kurt A. Detrick
-
Publication number: 20030220529Abstract: A process for the alkylation of saturated hydrocarbons by reacting an alkylatable compound with an alkylation agent to form a product stream comprising alkylate. The process involves the use of a series of at least two reactors. During the process, the product stream is subjected to an interstage distillation step, thereby removing at least a portion of the alkylate from the product stream before the product stream is introduced into a downstream reactor. In this process the alkylate concentration is kept at a relatively low level, thereby minimising the amount of undesired by-products that can be formed by, e.g., degradation of alkylate and condensation of degradation products.Type: ApplicationFiled: March 17, 2003Publication date: November 27, 2003Inventors: Pieter Jan Nat, Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Vincent James D'Amico, Mitrajit Mukherjee
-
Patent number: 6642425Abstract: A unified process for reactive distillation under pressure for the alkylation of light aromatic hydrocarbons such as benzene and cumene with straight chain C6-C18 olefins using a solid acid alkylation catalyst supported in the reflux zone of the distillation column. The process is continuous, using a reactive distillation configuration such that at least a portion of the olefin is injected below the benzene rectification zone at the top of the column. The aromatic hydrocarbon is injected continuously at a low rate above the rectification zone at the base of the column and above the reboiler. The alkylation reaction takes place primarily in the liquid phase on the solid acid catalyst and is characterized in that the molar ratio of aromatic hydrocarbon to olefin in the liquid phase may be adjusted.Type: GrantFiled: March 5, 2002Date of Patent: November 4, 2003Assignee: Sasol North America Inc.Inventors: J. Barry Winder, Donald L. Wharry, John R. Schell, Mary J. Brown, Joy L. Murray, Richard C. Howe, Wayne L. Sorensen, Daniel P. Szura
-
Patent number: 6642426Abstract: A system and process for producing xylene and other alkylated aromatics includes one or more fluidized bed reaction zones that provide contact between the reactants (i.e., an aromatic reactant and an alkylating reagent). Improved conversion and selectivity is realized when the alkylating reagent is stagewise injected into the fluidized bed at one or more locations downstream from the location of aromatic reactant introduction into the fluidized bed. Preferably, the alkylating reagent is introduced at a plurality of locations along the axial direction of the fluidized bed reaction zone, or at plural locations between a plurality of different fluidized bed reaction zones.Type: GrantFiled: October 5, 1998Date of Patent: November 4, 2003Inventors: David L. Johnson, Robert G. Tinger, Robert A. Ware, Sergei Yurchak
-
Patent number: 6627781Abstract: Process for the production of at least one compound that is selected from among monoalkyl aromatic compounds, dialkyl aromatic compounds and trialkyl aromatic compounds by alkylation or transalkylation of an aromatic compound by at least one alkylating agent that is selected from among the olefins, whereby the process is characterized in that it is carried out in one or two stages, involving two reaction zones in series, whereby one of these two zones can be switched off so as to be able, depending on whether or not one of the zones is switched off, to meet the demand either of the three types of mono, di- and trialkyl aromatic compounds, or two of these types or a single one of the types of mono- or di- or trialkyl aromatic compounds.Type: GrantFiled: September 27, 2000Date of Patent: September 30, 2003Assignees: Institut Francais du Petrole, Industrias Venoco C AInventors: Patrick Briot, Pierre Yout, Jean-Claude Hipeaux, Eric Benazzi, Leon Lew
-
Patent number: 6620387Abstract: A transalkylation reactor having a plurality of catalyst beds with individual feed points for each bed for converting poly alkylated benzene, typically products from a alkylation process, to mono alkylated benzene. Only so many of the catalyst beds are used to optimize the conversion of poly substituted benzene to mono substituted benzene. As the catalyst ages more of the beds are utilized to maintain conversion.Type: GrantFiled: August 21, 1998Date of Patent: September 16, 2003Assignee: Catalytic Distillation TechnologiesInventor: Angel Sy
-
Patent number: 6555722Abstract: A countercurrent process for the alkylation of aromatic materials with olefins which takes place in a multi-bed system. The aromatic material is in the liquid phase; the olefin in the gaseous phase; and the catalyst in the solid phase. The olefinic material is fed below the catalyst bed in the gaseous phase and aromatic is fed as a liquid phase above the catalyst bed under conditions of temperature and pressure to maintain the aromatic product in the liquid phase and the olefin in the vapor phase.Type: GrantFiled: March 13, 2002Date of Patent: April 29, 2003Assignee: Catalytic Distillation TechnologiesInventor: Jamin Chen
-
Patent number: 6521804Abstract: The present invention is a process for producing phenyl-alkanes by alkylation of an aryl compound with an olefinic compound and which uses a mordenite catalyst and a silica-alumina catalyst. This invention is also a process that sulfonates phenyl-alkanes having lightly branched aliphatic alkyl groups to produce modified alkylbenzene sulfonates. In addition, this invention is the compositions produced by these processes, which can be used as detergents having improved cleaning effectiveness in hard and/or cold water while also having biodegradability comparable to that of linear alkylbenzene sulfonates, as lubricants, and as lubricant additives. This invention is moreover the use of compositions produced by these processes as lubricants and lubricant additives.Type: GrantFiled: August 24, 2001Date of Patent: February 18, 2003Assignee: UOP LLCInventors: Richard E. Marinangeli, R. Joe Lawson
-
Publication number: 20020198421Abstract: The present invention relates to a continuous alkylation process wherein an alkylatable compound is reacted with an alkylation agent in the presence of a solid acid alkylation catalyst to form an alkylate and wherein the catalyst is regenerated, said process being performed in an apparatus comprising a series of at least two catalyst-containing reactors in a zone A and a series of at least two catalyst-containing reactors in a zone B, in which processType: ApplicationFiled: June 5, 2002Publication date: December 26, 2002Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
-
Patent number: RE39222Abstract: A process for producing 2,6-dialkylnaphthalene from a hydrocarbon feedstock that contains at least one component selected from the group consisting of dialkylnaphthalene isomers, monoalkylnaphthalene isomers, polyalkylnaphthalenes, and naphthalene, is provided that includes the following steps: I. separating the hydrocarbon feedstock and/or a dealkylation product fed from step III into a naphthalene fraction, a monoalkylnaphthalene fraction, a dialkylnaphthalene fraction and a remaining products fraction; II. separating and purifying 2,6-dialkylnaphthalene from the dialkylnaphthalene fraction of step I; III. dealkylating the hydrocarbon feedstock and/or the remaining products fraction of step I and feeding the dealkylation product to step I; and IV. alkylating the naphthalene and monoalkylnaphthalene fractions of step I; wherein the hydrocarbon feedstock is fed to step I or step III.Type: GrantFiled: February 19, 2002Date of Patent: August 1, 2006Assignees: Kobe Steel, Ltd., Mobile Oil CorporationInventors: Masahiro Motoyuki, Koji Yamamoto, Ajit Vishwanath Sapre, John Paul McWilliams, Susan Patricia Donnelly
-
Patent number: RE41136Abstract: The present invention relates to a process of preparing dialkylnaphthylenes and polyalkylenenaphthyleneates dialkylnaphthalenes and polyalkylenenaphthalates.Type: GrantFiled: January 24, 2002Date of Patent: February 16, 2010Assignees: Kobe Steel, Ltd, ExxonMobil Chemical Patents, Inc.Inventors: Masahiro Motoyuki, Koji Yamamoto, Ajit Vishwanath Sapre, John Paul McWilliams, Susan Patricia Donnelly