Alumina Containing Patents (Class 585/463)
  • Patent number: 10065903
    Abstract: Processes for the production of linear alkylbenzenes from a renewable feedstock. Prior to converting the side chains of the glycerides and free fatty acids of the feedstock into hydrocarbons, the feedstock is separated into a stream rich in C10 and C14 free fatty acids glycerides having C10 and C14 fatty acid side chains and at least one, preferably two, other glyceride streams. The stream rich in glycerides having C10 and C14 fatty acid side chains can be converted via deoxygenation into a stream rich in C9 to C14 hydrocarbons while the other glyceride streams can be used as vegetable oil. A C10 to C13 hydrocarbon fraction from the stream rich in C9 to C14 hydrocarbons may be dehydrogenated to form olefins which may be reacted with benzene to form linear alkylbenzenes. The linear alkylbenzenes may be used to produce surfactants.
    Type: Grant
    Filed: July 26, 2016
    Date of Patent: September 4, 2018
    Assignee: UOP LLC
    Inventors: Daniel L. Ellig, Geoffrey W. Fichtl, Charles P. Luebke
  • Patent number: 8486877
    Abstract: An alkylated hydroxyaromatic compound is disclosed which is prepared by reacting at least one hydroxyaromatic compound with at least one branched olefinic propylene oligomer having from about 20 to about 80 carbon atoms in the presence of an acid catalyst, wherein the at least one branched olefinic propylene oligomer is substantially free of any vinylidene content. The alkylated hydroxyaromatic compound has been determined to be substantially free of endocrine disruptive chemicals when the effects were quantified on pubertal development and thyroid function in the intact juvenile female rat.
    Type: Grant
    Filed: November 18, 2009
    Date of Patent: July 16, 2013
    Assignee: Chevron Oronite Company LLC
    Inventors: Curtis Bay Campbell, James J. Harrison
  • Patent number: 7732654
    Abstract: We provide a process for making a fuel or lubricant component, comprising: performing alkylation and oligomerization by contacting a stream comprising one or more olefins and one or more isoparaffins, wherein a molar ratio of the one or more olefins to the one or more isoparaffins in the stream is at least 0.8, an acidic chloroaluminate ionic liquid catalyst, and a halohalide; and recovering the fuel or lubricant component having a Bromine Number of less than 4. We provide a process comprising performing concurrent alkylation and oligomerization. We also provide a process for making a lubricant component having a kinematic viscosity at 100° C. of at least 6.9 mm2/s, a VI of at least 134, a cloud point less than or equal to ?28° C., and a Bromine Number of less than or equal to 6.1.
    Type: Grant
    Filed: June 9, 2009
    Date of Patent: June 8, 2010
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Russell R. Krug
  • Patent number: 7723556
    Abstract: We provide a process for making a base oil, comprising: a) selecting an olefin feed produced by thermal cracking of a waxy feed; b) oligomerizing the olefin feed in an ionic liquid oligomerization zone at a set of oligomerization conditions to form an oligomer; and c) alkylating the oligomer in the presence of an isoparaffin, in an ionic liquid alkylation zone, at a set of alkylation conditions to form an alkylated oligomeric product having a kinematic viscosity at 100° C. of 6.9 mm2/s or greater, a VI of at least 134, and a Bromine Number of less than 4. We provide a process to make base oil from an olefin feed produced in a FCC unit. We also provide a process to make two or more viscosity grades of base oil from an olefin feed produced by thermal cracking of a waxy feed.
    Type: Grant
    Filed: July 6, 2009
    Date of Patent: May 25, 2010
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Russell R. Krug, Stephen J. Miller
  • Patent number: 7674945
    Abstract: The present invention discloses a process for alkylation of an aromatic hydrocarbon or isoalkane with an olefin over the catalysis of a solid acid, comprising contacting a reaction material containing an aromatic hydrocarbon or C4-C6 isoalkane, C2-C18 monoolefin and a compound containing a strongly electronegative element as promoter with a solid acid catalyst to carry out the alkylation, characterized in that the solid acid catalyst is contacted with a compound having a strongly electronegative element prior to its contact with the reaction material. Said process not only greatly increases the selectivity of the target product of the alkylation but also improves stability of the solid acid catalyst.
    Type: Grant
    Filed: January 19, 2005
    Date of Patent: March 9, 2010
    Assignee: China Petroleum & Chemical Corporation
    Inventors: Yigong He, Zheng Man
  • Publication number: 20090005622
    Abstract: Methods and systems for the production of linear alkylbenzens are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and mixing of one or more olefins (e.g. propylene) with an aromatic. The high shear device may allow for lower reaction temperatures and pressures and may also reduce reaction time with existing catalysts.
    Type: Application
    Filed: June 23, 2008
    Publication date: January 1, 2009
    Applicant: H R D CORPORATION
    Inventors: Abbas HASSAN, Ebrahim BAGHERZADEH, Rayford G. ANTHONY, Gregory BORSINGER, Aziz HASSAN
  • Patent number: 7151199
    Abstract: Hydrocarbon or oxygenate conversion process in which a feedstock is contacted with a non zeolitic molecular sieve which has been treated to remove most, if not all, of the halogen contained in the catalyst. The halogen may be removed by one of several methods. One method includes heating the catalyst in a low moisture environment, followed by contacting the heated catalyst with air and/or steam. Another method includes steam-treating the catalyst at a temperature from 400° C. to 1000° C. The hydrocarbon or oxygenate conversion processes include the conversion of oxygenates to olefins, the conversion of oxygenates and ammonia to alkylamines, the conversion of oxygenates and aromatic compounds to alkylated aromatic compounds, cracking and dewaxing.
    Type: Grant
    Filed: June 10, 2002
    Date of Patent: December 19, 2006
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
  • Patent number: 7148388
    Abstract: In a process for preparing an olefinic hydrocarbon mixture comprising at least 5% by weight of mono-olefin oligomers of the empirical formula: CnH2n where n is greater than or equal to 6, a feedstock comprising n-butene and propylene in a molar ratio of about 1:0.01 to about 1:0.49 is contacted under oligomerization conditions with surface deactivated ZSM-23. The resultant mono-olefin oligomers comprise at least 20 percent by weight of olefins having at least 12 carbon atoms, wherein said olefins having at least 12 carbon atoms have an average of from about 0.8 to about 2.0 C1–C3 alkyl branches per carbon chain.
    Type: Grant
    Filed: March 28, 2003
    Date of Patent: December 12, 2006
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Stephen W. Beadle, Cesar M. Cheng-Guajardo, Carolyn B. Duncan, David Wayne Turner, Ramzi Y. Saleh
  • Patent number: 7138557
    Abstract: An improved methanol-to-olefin (MTO) product recovery scheme is provided which enables substantial reduction in the amount of light olefins that are undesirably captured in a dimethylether (DME) recycle stream when a portion of the methanolic feed to the MTO reaction zone is used as the scrubbing solvent in a primary DME absorption zone in order to recycle this DME oxygenate by-product to the MTO reaction zone. In accordance with the present invention, a liquid solvent stream recovered from the primary DME absorption zone is subjected in a stripping zone to light olefin stripping conditions sufficient to lift a substantial portion of the light olefins that are absorbed in the DME solvent without stripping a significant portion of this methanol solvent, thereby increasing the recovery of desired light olefins while simultaneously diminishing the amount of light olefins carried by the DME recycle stream back to MTO conversion step.
    Type: Grant
    Filed: April 22, 2003
    Date of Patent: November 21, 2006
    Assignee: UOP LLC
    Inventor: John J. Senetar
  • Patent number: 7132580
    Abstract: An improved methanol-to-olefin (MTO) product recovery scheme is provided which enables substantial reduction in the amount of light olefins that are undesirably captured in a dimethylether (DME) recycle stream and improved recovery of methanol when a portion of the methanolic feed to the MTO reaction zone is used as the scrubbing solvent in a primary DME absorption zone in order to recycle this DME oxygenate by-product to the MTO reaction zone. In accordance with the present invention, a liquid solvent stream recovered from the primary DME absorption zone is subjected in a stripping zone to light olefin stripping conditions sufficient to lift a substantial portion of the light olefins that are absorbed in the DME solvent without stripping a significant portion of this methanol solvent, thereby increasing the recovery of desired light olefins while simultaneously diminishing the amount of light olefins carried by the DME recycle stream back to MTO conversion step.
    Type: Grant
    Filed: May 13, 2003
    Date of Patent: November 7, 2006
    Assignee: UOP LLC
    Inventor: John J. Senetar
  • Publication number: 20030186831
    Abstract: This invention is directed to detergent compositions which employ sulfonated linear alkylbenzenes as surfactants, wherein the sulfonated linear alkylbenzenes have a higher content of the sulfonated 2-phenyl alkylbenzene isomers than was previously available in sulfonated phenyl alkylbenzene surfactants of the prior art. Cleaning compositions according to the invention are more effective as cleaning agents over their counterparts of prior art which contain sulfonated linear alkylbenzenes having lower contents of the 2-phenyl alkylbenzene isomers, owing to an unexpected increase in tolerance of water hardness minerals normally associated with precipitation of the active detergent agent. Solid sulfonate salts of alkylbenzenes are also provided, including dry formulations containing same.
    Type: Application
    Filed: February 19, 2003
    Publication date: October 2, 2003
    Applicant: Huntsman Petrochemical Corporation
    Inventors: George A. Smith, Samir S. Ashrawi, Raeda M. Smadi, Prakasa R. Anantaneni
  • Patent number: 6399835
    Abstract: Processes for the electrophilic substitution of aromatic compounds, such as alkylation, with a desired substituent are disclosed. The processes include contacting the aromatic compound, a precursor of the desired substituent and an aqueous reagent containing zinc halide at elevated temperatures such as above 50° C.
    Type: Grant
    Filed: April 6, 2000
    Date of Patent: June 4, 2002
    Assignee: Bromine Compounds Ltd.
    Inventors: Ariel Ewenson, David Itzhak, Miriam Freiberg Bergstein, Asher Shushan, Bertha Croitoru, David Beneish, Naim Faza
  • Patent number: 6303840
    Abstract: A process for the alkylation of aromatic substrates under supercritical or near-critical reaction conditions is described. In particular, a method for performing Friedel-Crafts alkylation reactions is disclosed under those conditions. Friedel-Crafts reactions may be effected using a heterogeneous catalyst in a continuous flow reactor containing a supercritical or near-critical reaction medium. Selectivity of product formation can be achieved by varying one or more of temperature, pressure, catalyst, flow rates and also by varying the ratios of aromatic substrate to alkylating agent.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: October 16, 2001
    Assignee: Thomas Swan & Co., Limited
    Inventors: Martyn Poliakoff, Thomas M. Swan, Thomas Tacke, Martin G. Hitzler, Stephen K. Ross, Stefan Wieland, Fiona Ruth Smail
  • Patent number: 6248930
    Abstract: This invention concerns fluorine-modified perfluorinated ion-exchange microcomposites, comprising a perfluorinated ion-exchange polymer containing pendant sulphonic acid groups and/or carboxylic acid groups, entrapped within and highly dispersed throughout a network of inorganic oxide, said network having a plurality of fluoride groups bonded thereto; processes for their preparation and their use as catalysts in chemical processes such as alkylation of aromatic compounds.
    Type: Grant
    Filed: September 1, 1999
    Date of Patent: June 19, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mark Andrew Harmer, Qun Sun
  • Patent number: 5986155
    Abstract: Treating low reactivity alkylating agents in the vapor phase with catalysts converts the low reactivity alkylating agents to high reactivity alkylating agents. The alkylating agents are useful in synthesis of alkyl aromatics with Lewis acid catalysts.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: November 16, 1999
    Assignee: The Lubrizol Corporation
    Inventors: James D. Burrington, Stuart L. Bartley, Douglas C. Rhubright, Paul A. Lewis, Marvin B. DeTar, Alicia L. Kliever, Frank A. Del Greco, Lawrence T. Novak
  • Patent number: 5962760
    Abstract: A process for the alkylation of aromatic compounds with an olefin or alkyl halide having from 1 to 24 carbon atoms utilizes a novel catalyst comprising: a) a refractory inorganic oxide, b) the reaction product of a first metal halide and bound surface hydroxyl groups of the refractory inorganic oxide, c) a second metal cation, and d) optionally a zerovalent third metal. The refractory inorganic oxide is selected from the group consisting of alumina, titania, zirconia, chromia, silica, boria, silica-alumina, and combinations thereof and the first metal halide is a fluoride, chloride, or bromide of aluminum, gallium, zirconium, or boron. The second metal cation is selected from the group consisting of: monovalent metal cations in an amount from 0.0026 up to about 0.20 gram atoms per 100 grams refractory inorganic oxide for lithium, potassium, cerium, rubidium, silver, and copper, and from 0.012 to about 0.20 gram atoms for sodium; and alkaline earth metal cations in an amount from about 0.0013 up to about 0.
    Type: Grant
    Filed: August 4, 1997
    Date of Patent: October 5, 1999
    Assignee: UOP LLC
    Inventors: Joseph A. Kocal, Anil R. Oroskar
  • Patent number: 5859302
    Abstract: Described are novel processes which employ reusable aluminum catalysts in Friedel-Crafts reactions.
    Type: Grant
    Filed: October 28, 1996
    Date of Patent: January 12, 1999
    Assignee: Albemarle Corporation
    Inventor: Won S. Park
  • Patent number: 5856607
    Abstract: The present invention relates to a process for the production of ethylbenzene from dilute ethylene streams, especially from mixtures of ethane and ethylene where such mixture is the offgas from a refinery operation, such as a fluid catalytic cracking (FCC) operation and wherein the unreacted ethane from the alkylation reactor is dehydrogenated to produce ethylene which is recycled into the original dilute ethylene stream.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: January 5, 1999
    Assignee: Amoco Corporation
    Inventor: Dae K. Kim
  • Patent number: 5847254
    Abstract: This invention is directed to a fluorine-containing mordenite catalyst and use thereof in the manufacture of linear alkylbenzene (LAB) by alkylation of benzene with an olefin. The olefin may have from about 10 to 14 carbons. The fluorine-containing mordenite is prepared typically by treatment with an aqueous hydrogen fluoride solution. The benzene alkylation may be conducted using reactive distillation.
    Type: Grant
    Filed: February 8, 1996
    Date of Patent: December 8, 1998
    Assignee: Huntsman Petrochemical Corporation
    Inventors: John F. Knifton, Prakasa Rao Anantaneni, P. Eugene Dai
  • Patent number: 5777187
    Abstract: This invention is directed to a fluorine-containing mordenite catalyst and use thereof in the manufacture of linear alkylbenzene (LAB) by alkylation of benzene with an olefin. The olefin may have from about 10 to 14 carbons. The fluorine-containing mordenite is prepared typically by treatment with an aqueous hydrogen fluoride solution. The benzene alkylation may be conducted using reactive distillation. Yield and bromine index of the LAB may be improved by further alkylation using a fluorine containing clay catalyst such as montmorillonite clay.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: July 7, 1998
    Assignee: Huntsman Petrochemical Corporation
    Inventors: John F. Knifton, Prakasa Rao Anantaneni
  • Patent number: 5770782
    Abstract: This invention is directed to a reactive distillation process and system for the alkylation of liquid aromatic compounds with a liquid olefin or olefin/paraffin mixture. The aromatic compound may have from about 6 to about 30 carbons and the olefin may have from about 8 to 30 carbons. The system has a reactor configuration utilizing an alkylation catalyst, a reboiler with product takeoff, and a feed inlet above the catalyst bed. The system may also include a means for in-situ mixing of the aromatic compound and olefin or olefin/paraffin mixture, an overhead condenser and/or a water takeoff.
    Type: Grant
    Filed: February 8, 1996
    Date of Patent: June 23, 1998
    Assignee: Huntsman Petrochemical Corporation
    Inventors: John F. Knifton, Prakasa Rao Anantaneni, Melvin Stockton
  • Patent number: 5672797
    Abstract: A process for the alkylation of aromatic compounds with an olefin, alcohol, or alkyl halide having from 1 to 24 carbon atoms comprising reacting in the liquid phase the aromatic and alkylating agent under alkylation conditions in the presence of a novel catalyst comprising: a) a refractory inorganic oxide, b) the reaction product of a first metal halide and bound surface hydroxyl groups of the refractory inorganic oxide, c) a second metal cation, and d) optionally a zerovalent third metal. The refractory inorganic oxide is selected from the group consisting of alumina, titania, zirconia, chromia, silica, boria, silica-alumina, and combinations thereof and the first metal halide is a fluoride, chloride, or bromide of aluminum. The second metal cation is selected from the group consisting of: monovalent metal cations in an amount from 0.0026 up to about 0.20 gram atoms per 100 grams refractory inorganic oxide for lithium, potassium, cerium, rubidium, silver, and copper, and from 0.009 to about 0.
    Type: Grant
    Filed: September 25, 1995
    Date of Patent: September 30, 1997
    Assignee: UOP
    Inventor: Joseph A. Kocal
  • Patent number: 5600050
    Abstract: Disclosed is a modified zeolite catalyst for the liquid phase alkylation and transalkylation of benzene comprising 30 to 70% by weight of H-beta zeolite with a silicon to aluminium ratio of 20 to 40; 0.5 to 10% by weight of halogen; and .gamma.-Al.sub.2 O.sub.3 of the balance. Also disclosed a method for preparing the said catalyst comprising adding a halogen-containing compound to a mixture of H-beta zeolite and a precursor of .gamma.-Al.sub.2 O.sub.3, forming followed by calcining.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: February 4, 1997
    Assignees: ChinaPetro-Chemical Corp., Research Institute of Petroleum Processing
    Inventors: Zhiyuan Huang, Suxian Tian, Yali Xu, Bin Zhu, Weidong Wang, Fengmei Zhang, Xie Wang
  • Patent number: 5444172
    Abstract: There is disclosed a process for producing a monoalkenylbenzene which comprises alkenylating a side chain of an aromatic hydrocarbon compound having at least one hydrogen atom bonded at .alpha.-position of the side chain (such as xylene) with a conjugated diene having 4 or 5 carbon atoms (such as butadiene) in the presence of a catalyst produced by calcining the mixture of a basic potassium compound and alumina and then heat treating the calcined product together with metallic sodium in an atmosphere of an inert gas. According to the aforesaid process, an industrially useful monoalkenylbenzene can be produced in high yield at a low cost with enhanced safety.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: August 22, 1995
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Makoto Takagawa, Kenji Inamasa, Norio Fushimi, Akio Hashimoto, Takayo Sasaki
  • Patent number: 5436381
    Abstract: There is disclosed a process for producing a monoalkenylbenzene which comprises alkenylating a side chain of an aromatic hydrocarbon compound having at least one hydrogen atom bonded at .alpha.-position of the side chain (such as xylene) with a conjugated diene having 4 or 5 carbon atoms (such as butadiene) in the presence of a catalyst produced by calcining the mixture of potassium hydroxide and aluminum hydroxide and then heat treating the calcined product together with metallic sodium in an atmosphere of an inert gas. According to the aforesaid process, an industrially useful monoalkenylbenzene can be produced in high yield at a low cost with enhanced safety.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: July 25, 1995
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Makoto Takagawa, Kinji Kato, Norio Fushimi, Ko Kedo
  • Patent number: 5344997
    Abstract: A fluorided silica-alumina catalyst, particularly one with a silica:alumina ratio in the range of 1:1-9:1 containing from 1 to 6 weight percent fluoride, is particularly effective in the liquid phase alkylation of benzene by linear olefins to produce linear alkyl benzenes at temperatures no greater than 140.degree. C. These catalysts also are effective in the liquid phase alkylation of alkylatable aromatics generally with a variety of alkylating agents, including olefins, alcohols, and alkyl halides.
    Type: Grant
    Filed: December 14, 1992
    Date of Patent: September 6, 1994
    Assignee: UOP
    Inventor: Joseph A. Kocal
  • Patent number: 5259948
    Abstract: This invention relates to a hydrocarbon conversion processes, e.g., hydrocracking, cracking, alkylation, etc., using a silicon enhanced amorphous silica-alumina (SEASAL) composition. The composition is characterized in that from about 3 to about 22 mole percent of the aluminum atoms in a host amorphous silica-alumina have been replaced by silicon atoms. Additionally, the SEASAL contains from about 0.5 to about 10 weight percent fluoride and has a cracking activity of at least 30%. The SEASAL is prepared by reacting a host amorphous silica-alumina with a fluorosilicate salt, thereby removing aluminum atoms and inserting silicon atoms.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: November 9, 1993
    Assignee: UOP
    Inventors: Susan L. Lambert, Michael W. Schoonover
  • Patent number: 5135642
    Abstract: This invention relates to novel silicon enhanced aluminas (SEAL), processes to prepare them, and hydrocarbon conversion processes using the SEALs. The SEAL compositions have a bulk empirical formula of Al.sub.2-x Si.sub.x O.sub.3 F.sub.x where x varies from about 0.01 to about 0.5. This SEAL material has a three-dimensional pore structure with the pores having diameters in the range of about 20 to about 300.ANG., a crystal structure characteristic of alumina, and where the surface of the SEAL has a higher silicon concentration than the interior of the SEAL. The SEAL is prepared by contacting an alumina with a fluorosilicate salt. This SEAL can be calcined to give a calcined seal with a formula Al.sub.2-x Si.sub.x O.sub.3 F.sub.y where x is as defined above and y varies from 0.01 to x. The calcined SEAL contains both strong and weak acid sites. These SEAL compositions are particularly useful in hydrocracking, cracking and alkylation processes.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: August 4, 1992
    Assignee: UOP
    Inventor: Susan L. Lambert
  • Patent number: 5077445
    Abstract: There is provided a process for the liquid-phase synthesis of an alkylbenzene, such as ethylbenzene, using a particular MCM-22 zeolite catalyst which has been hydrated with liquid water.
    Type: Grant
    Filed: February 6, 1991
    Date of Patent: December 31, 1991
    Assignee: Mobil Oil Corp.
    Inventor: Quang N. Le
  • Patent number: 5030785
    Abstract: Aromatic hydrocarbons are alkylated with relatively long chain alkylating agents, e.g., C.sub.6 + olefins, in the presence of, as catalyst, certain Lewis acid-promoted zeolites to provide long chain aromatic products which are useful, inter alia, as lubricating oil stocks.
    Type: Grant
    Filed: January 25, 1990
    Date of Patent: July 9, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Albin Huss, Jr., Quang N. Le, Samuel A. Tabak, Stephen S. Wong
  • Patent number: 4950832
    Abstract: Dialkylnaphthalenes, especially 2,6-dialkylnaphthalene can be prepared with good yield for a long time by reacting naphthalene and/or monoalkylnaphthalenes with C.sub.2 -C.sub.4 olefin in the presence of silica-alumina catalyst containing 0.1-15 weight percent of fluorine under suitable conditions.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: August 21, 1990
    Assignee: Nikki Chemical Co., Ltd.
    Inventor: Mitsuo Kojima
  • Patent number: 4898660
    Abstract: A novel family of crystalline, microporus aluminophosphate compositions is synthesized by hydrothermal crystallization at elevated temperatures of aluminophosphate gels containing a molecular structure forming template. The family comprises a number of distinct species, each with a unique crystal structure. Calcination removes volatile extraneous matter from the intracrystalline void space and yields microporus crystalline adsorbents with uniform pores, the dimensions of which vary, among the individual species, from about 3A to 10A diameter. The composition exhibit properties somewhat analogous to zeolitic molecular sieves which render them useful as catalysts or catalyst bases in chemical reactions such as hydrocarbon conversions.
    Type: Grant
    Filed: October 20, 1983
    Date of Patent: February 6, 1990
    Assignee: Union Carbide Corporation
    Inventors: Stephen T. Wilson, Brent M. Lok, Edith M. Flanigen
  • Patent number: 4891465
    Abstract: In a process for producing an alkyl group-substituted aromatic hydrocarbon according to the present invention, (i) an aromatic hydrocarbon is reacted with (ii) an alkylating agent selected from the group consisting of olefins, lower aliphatic alcohols and alkyl halides in the presence of a mordenite-type zeolite catalyst treated with a fluorine-containing compound, and therefore the conversion of the aromatic compound can be increased and further it is possible to introduce the specific number of alkyl groups into the specific position of the aromatic compound.In particular, when biphenyl is used as the aromatic hydrocarbon and propylene is used as the alkylating agent, p,p'-diisopropylbiphenyl can be obtained in a high yield and high selectivity.
    Type: Grant
    Filed: July 6, 1988
    Date of Patent: January 2, 1990
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Katsuo Taniguchi, Michio Tanaka, Kazunori Takahata, Naoya Sakamoto, Toshihiro Takai, Yoshito Kurano, Masayasu Ishibashi
  • Patent number: 4721559
    Abstract: Boron, aluminum and gallium C.sub.1 -C.sub.18 perfluoroalkanesulfonates (CF.sub.3 (CF.sub.2).sub.n SO.sub.3).sub.3 M (M=B, A1, Ga; n=0-17) as well as perfluororesin sulfonates such as Nafionates are new, highly effective Friedel-Crafts catalysts. In contrast to volatile aluminum and boron trihalides, the Group III-B perfluoroalkanesulfonates are generally of low or no volatility and, except for boron triflate and some of its homologs, only sparingly soluble incommon organic solvents. This allows their use as solid or supported Friedel-Crafts catalysts of wide utility and scope in continuous heterogenous catalytic processes. At the same time, boron triflate and related lower perfluoroalkanesulfonates are particularly efficient soluble catalysts in solution reactions.
    Type: Grant
    Filed: October 17, 1986
    Date of Patent: January 26, 1988
    Inventor: George A. Olah
  • Patent number: 4721825
    Abstract: A process for producing xylene from toluene or benzene by the use as a catalyst of a fluorine-containing crystalline aluminosilicate or a fluorine-containing crystalline borosilicate. The specified crystalline silicate catalyst increases the conversion of toluene or benzen and the selectivity of xylene. This catalyst can keep its high catalytic activity for long periods of time during the reaction.
    Type: Grant
    Filed: June 8, 1984
    Date of Patent: January 26, 1988
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Sumihiro Oda, Haruhito Sato
  • Patent number: 4709110
    Abstract: A modified ZSM-5 type zeolite is provided by treatment of a ZSM-5 type zeolite with BF.sub.3. The novel product is characterized by reduced pore size and enhanced shape-selectivity, or by enhanced activity, or by both. This invention also provides a process for catalytically converting organic compounds by use of the novel composition, an illustrative conversion being the catalytic conversion of methanol to hydrocarbons.
    Type: Grant
    Filed: May 6, 1986
    Date of Patent: November 24, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Paul G. Rodewald
  • Patent number: 4658072
    Abstract: A lubricant composition having an improved viscosity index and flash point is prepared by reacting diisopropylbenzenes and hexylbenzenes with alpha olefins using a tantalum (V) halide/oxide-gel oxide catalyst.
    Type: Grant
    Filed: August 22, 1984
    Date of Patent: April 14, 1987
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4620921
    Abstract: Substitution of aluminum or gallium for boron or iron contained in the framework of a high silica content zeolite is effected by treating the zeolite in liquid water in the presence of a compound of aluminum or gallium. Catalyst comprising the treated zeolite is used for conducting acid-catalyzed reactions of organic compounds, e.g. cracking of hydrocarbon compounds.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: November 4, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4530756
    Abstract: A process is provided for conducting organic compound conversion over a catalyst composition comprising a crystalline zeolite having a high initial silica-to-alumina mole ratio, said zeolite being prepared by calcining the zeolite, contacting said calcined zeolite with solid aluminum fluoride, and coverting said aluminum fluoride contacted material to hydrogen form.
    Type: Grant
    Filed: February 17, 1984
    Date of Patent: July 23, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4524229
    Abstract: Benzene and substituted benzene compounds are alkylated with olefins by contact with a catalyst which comprises a metal oxide substrate having niobium (V) halide/oxide bound to the surface of the substrate.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: June 18, 1985
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4520219
    Abstract: A process for producing pseudocueme or durene is described, comprising methylating xylene by the use as a catalyst of at least one crystalline silicate selected from the group consisting of crystalline borosilicate, fluorine-containing crystalline borosilicate, fluorine-containing crystalline aluminosilicate, and fluorine-containing crystalline boroaluminosilicate. The specific crystalline silicate catalyst increases the conversion of xylene and the selectivity of pseudocumene or durene. The process of the invention can be performed either in one step or in two steps. The two-step reaction provides various industrial advantages, such as a high degree of utilization of the methylating agent and a great increase in the selectivity of the product.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: May 28, 1985
    Assignee: Idemitsu Kosan Company Limited
    Inventor: Haruhito Sato
  • Patent number: 4500418
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising alumina and/or gallia which has been treated by a method which comprises contact with ammonium or boron fluoride reagent, contact with a particular aqueous ammonium exchange solution, and thereafter calcination.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: February 19, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Joseph N. Miale, Clarence D. Chang
  • Patent number: 4463207
    Abstract: Benzene and substituted benzene compounds are alkylated with olefins by contact with a catalyst which comprises a metal oxide substrate having tantalum (V) halide/oxide bound to the surface of the substrate.
    Type: Grant
    Filed: September 23, 1983
    Date of Patent: July 31, 1984
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 4313021
    Abstract: A process for the conversion of aromatic hydrocarbons, e.g., reacting an alkylating agent, preferably an olefin, with an aromatic hydrocarbon. The process uses a novel catalyst prepared by subjecting alumina to an anhydrous tetravalent titanium fluoride complex of an organic compound selected from the group of organic compounds containing at least one methoxy group per molecule of organic compounds having at least one electron donor atom and double bond per molecule, and heat treating the resulting impregnated alumina in an inert atmosphere.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: January 26, 1982
    Assignee: UOP Inc.
    Inventor: Ji-Yong Ryu
  • Patent number: 4243827
    Abstract: A process for the conversion of aromatic hydrocarbons, e.g., reacting an alkylating agent, preferably an olefin, with an aromatic hydrocarbon. The process uses a novel catalyst prepared by subjecting alumina to an anhydrous tetravalent titanium flouride complex of an organic compound selected from the group of organic compounds containing at least one methoxy group per molecule or organic compounds having at least one electron donor atom and double bond per molecule, and heat treating the resulting impregnated alumina in an inert atmosphere.
    Type: Grant
    Filed: April 6, 1979
    Date of Patent: January 6, 1981
    Assignee: UOP Inc.
    Inventor: Ji-Yong Ryu