By Alkyl Or Aryl Transfer Between Molecules, E.g., Disproportionation, Etc. Patents (Class 585/470)
  • Patent number: 5498814
    Abstract: A process and catalyst for Shape Selective Hydrocarbon Conversions such as the regioselective disproportionation of toluene to para-xylene wherein hydrocarbon to be converted is passed over a catalytic molecular sieve which is trim selectivated with a reaction stream comprising toluene and a silicon-containing high efficiency p-xylene selectivating agent under toluene conversion conditions. The toluene disproportionation process attains a single-pass para-xylene product over 95% coupled with a toluene conversion of at least 15%. The present invention also includes the highly para-selective catalyst which results from the treatment of a catalytic molecular sieve with a high efficiency p-xylene selectivating agent under the recited conditions.
    Type: Grant
    Filed: April 5, 1994
    Date of Patent: March 12, 1996
    Assignee: Mobil Oil Corp.
    Inventors: Clarence D. Chang, Paul G. Rodewald
  • Patent number: 5495059
    Abstract: A ex situ selectivated catalytic molecular sieve for enhanced shape selective hydrocarbon conversions in which a catalytic molecular sieve is modified by being exposed to at least two selectivation sequences, each sequence including an impregnation of the molecular sieve with a selectivating agent and a subsequent calcination of the impregnated molecular sieve. The ex situ selectivation method is also described, including the use of aqueous carriers for the selecting agent. Also a method for in situ trim-selectivating the modified catalytic molecular sieve. Also, a method for moderate steaming of the selectivated molecular sieve. Also a method for in situ trim-selectivating the modified catalytic molecular sieve. Also described is the process for shape selective hydrocarbon conversion comprising contacting a hydrocarbon feedstream under conversion conditions with the selectivated molecular sieve.
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: February 27, 1996
    Assignee: Mobil Oil Corp.
    Inventors: Jeffrey S. Beck, Sharon B. McCullen, David H. Olson
  • Patent number: 5436402
    Abstract: A method for preparing a high-purity p-isobutylstyrene is here disclosed which comprises the first step of reacting o- and/or m-isobutylethylbenzene, if necessary, together with isobutylbenzene, in the presence of an acid catalyst in a liquid phase at a reaction temperature of -10.degree. to 600.degree. C. so that the production of sec-butylethylbenzene in butylethylbenzene may not exceed 20% by weight, in order to form a mixture of p-isobutylethylbenzene and sec-butylethylbenzene; and the second step of bringing the mixture of p-isobutylethylbenzene and sec-butylethylbenzene recovered from the first step into contact with a dehydrogenation metal catalyst containing at least one metal selected from the groups Ib, IIb, VIa, VIIa and VIII of the periodic table at a reaction temperature of 300.degree. to 650.degree. C. under a reaction pressure of 50 kg/cm.sup.2 or less in a gaseous phase.
    Type: Grant
    Filed: October 17, 1994
    Date of Patent: July 25, 1995
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Isoo Shimizu, Yasuo Matsumura, Yuichi Tokumoto, Kazumichi Uchida
  • Patent number: 5406015
    Abstract: A process for shape selective hydrocarbon conversion that involves contacting a hydrocarbon feedsteam, including ethylbenzene, under conversion conditions with a catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the molecular sieve to at least two silicon impregnation sequences, each sequence comprising an impregnation with a silicon compound followed by calcination. The modified catalyst used in the process may also be steamed. Optionally, the modified catalyst may be trim-selectivated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: April 11, 1995
    Assignee: Mobil Oil Corp.
    Inventors: Jeffrey S. Beck, Sharon B. McCullen, David H. Olson, Chaya R. Venkat
  • Patent number: 5382737
    Abstract: A process for shape selective hydrocarbon conversion that involves contacting a hydrocarbon feedsteam, including ethylbenzene, under conversion conditions with a catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the molecular sieve to at least two silicon impregnation sequences, each sequence comprising an impregnation with a silicon compound followed by calcination. The modified catalyst used in the process may also be steamed. Optionally, the modified catalyst may be trim-selectivated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: January 17, 1995
    Assignee: Mobil Oil Corp.
    Inventors: Jeffrey S. Beck, Sharon B. McCullen, David H. Olson, Chaya R. Venkat
  • Patent number: 5367099
    Abstract: A process for shape selective hydrocarbon conversion that involves contacting a hydrocarbon feedsteam, including toluene, under conversion conditions with a catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the molecular sieve to at least two silicon impregnation sequences, each sequence comprising an impregnation with a silicon compound followed by calcination. The modified catalyst used in the process may also be steamed. Optionally, the modified catalyst may be trim-selectivated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: November 22, 1994
    Assignee: Mobil Oil Corp.
    Inventors: Jeffrey S. Beck, David H. Olson, Sharon B. McCullen
  • Patent number: 5365003
    Abstract: A process for a shape selective hydrocarbon conversion such as toluene disproportionation, involves contacting a reaction stream under conversion conditions with a catalytic molecular sieve which has been preselectivated by agglomerating with an organosilicon compound. The invention also includes a method for agglomeration-preselectivation and the shape selective catalyst which results from the agglomeration preselectivation.
    Type: Grant
    Filed: February 25, 1993
    Date of Patent: November 15, 1994
    Assignee: Mobil Oil Corp.
    Inventors: Clarence D. Chang, Cynthia T.-W. Chu, Thomas F. Degnan, Paul G. Rodewald, David S. Shihabi
  • Patent number: 5365004
    Abstract: A process for shape selective hydrocarbon conversion that involves contacting a hydrocarbon feedsteam, including toluene, under conversion conditions with a catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the molecular sieve to at least two silicon impregnation sequences, each sequence comprising an impregnation with a silicon compound followed by calcination. The modified catalyst used in the process may also be steamed. Optionally, the modified catalyst may be trim-selectivated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: November 15, 1994
    Assignee: Mobil Oil Corp.
    Inventors: Jeffrey S. Beck, Sharon B. McCullen, David H. Olson
  • Patent number: 5254768
    Abstract: There is provided a process for producing 3,3',4,4'-tetramethyldiphenylmethane which comprises subjecting tetramethyldiphenylmethane containing at least one of 2,3,3',4'-tetramethyldiphenylmethane and 2,2',3,3'-tetramethyldiphenylmethane to isomerization reaction in the presence of a catalyst to convert into 3,3',4,4'-tetramethyldiphenylmethane. According to the process of the present invention, the objective 3,3',4,4'-tetramethyldiphenylmethane is efficiently obtained from tetramethyldiphenylmethane obtainable in particular by the reaction of o-xylene with formaldehyde. The 3,3',4,4'-tetramethyldiphenylmethane thus obtained can be converted by oxidation into 3,4,3',4'-benzophenonetetracarboxylic acid dianhydride which is important as a raw material for heat-resistant high molecular compounds.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: October 19, 1993
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventor: Shuta Kihara
  • Patent number: 5220086
    Abstract: The invention relates to the treatment of crystals of ZSM-5 with mineral acid to produce ZSM-5 crystals which have an acid activity associated with the pores and channels thereof, the shape selective portion of the crystal, which is greater than the acid activity of the non-shape selective portion of the crystal or the surface of the ZSM-5 crystal, and the effect of the treated zeolite, as a catalyst component, in catalytic hydrocarbon conversions.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: June 15, 1993
    Assignee: Mobil Oil Corporation
    Inventor: Paul G. Rodewald
  • Patent number: 5210353
    Abstract: A process is provided for transaralkylating a class of starting compounds comprised of aryl-substituted lower alkanes and aryl-substituted fused alkylene ring compounds to produce derivatives of such compounds wherein benzyl substituents thereof have different alkyl substituents compared to the starting compounds. The process is carried out by admixing such a starting compound with a lower alkyl-substituted aromatic compound under liquid phase conditions in the presence of a catalytically effective amount of a Friedel-Crafts catalyst. The process makes possible new and economical routes for synthesizing desired lower alkyl-substituted benzyl group containing compounds, such as 2,2-di(lower alkyl-substituted) phenyl propanes and 1,3,3-trimethyl-1-(lower alkyl-substituted)-phenyl indans. Thus, there is provided a three-step process for making dixylylpropane from alpha methyl styrene and also a two-step process for making 1,3,3,6-tetramethyl-1-o-xylyl indan from alpha-4-dimethyl styrene.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: May 11, 1993
    Assignee: Amoco Corporation
    Inventors: Carl A. Udovich, E. William Breder, Jr., Ibrahim Ghanayem, Mark W. Meszaros, Thomas E. Nemo, Thomas G. Smith
  • Patent number: 5191137
    Abstract: There is provided a molecular sieve coated with a non-oxide ceramic. The molecular sieve may be a zeolite, such as ZSM-5, and the ceramic coating may be, e.g., boron nitride. The coated molecular sieve may be prepared by contacting the molecular sieve with a ceramic precursor material comprising a thermally decomposable material, such as polyborazylene, and thermally decomposing this thermally decomposable material. The coated molecular sieves may be used as organic conversion catalysts. The non-oxide ceramic coating may alter or enhance the shape-selective properties of the molecular sieve by providing a diffusion barrier to molecules.
    Type: Grant
    Filed: April 27, 1992
    Date of Patent: March 2, 1993
    Assignee: Mobil Oil Corp.
    Inventor: Jeffrey S. Beck
  • Patent number: 5105047
    Abstract: Improved processes for acid-catalyzed oligomerization of olefins and alkylation of toluene are disclosed using a catalyst blend of at least one perfluorinated ion-exchange polymer containing sulfonic acid groups and at least one polymer diluent in a nonpolar reaction mixture.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: April 14, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Francis J. Waller
  • Patent number: 5087783
    Abstract: An improved process for the alkylation of benzene in the presence of an alkylation catalyst. The catalyst bed may be caused to move in a direction countercurrent to the movement of the benzene and olefin, or a portion of the catalyst bed is periodically removed and replaced. A regeneration step, whereby the catalyst is heated in a controlled oxygen atmosphere in order to reactivate the catalyst, is also described.
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: February 11, 1992
    Assignee: Lummus Crest, Inc.
    Inventors: Roger C. Johnson, Daniel McCarthy, Andrei Rhoe
  • Patent number: 4992608
    Abstract: Cumene is prepared by alkylation of benzene with propylene, or by transalkylation of diisopropylbenzenes in the presence of benzene, on a silica and alumina gel catalyst which is amorphous to X-rays and has an SiO.sub.2 /Al.sub.2 O.sub.3 ratio of between 50/1 and 300/1, a surface area of between 500 and 1000 m.sup.2 /g, an overall pore volume of between 0.3 and 0.6 ml/g and mean pore diameter of the order of 10 .ANG., and which is free or substantially free of pores having a diameter exceeding 30 .ANG..
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: February 12, 1991
    Assignees: Enichem Synthesis SpA, Eniricerche SpA
    Inventors: Fabrizio Cavani, Virginio Arrigoni
  • Patent number: 4973784
    Abstract: A reduction in the durene content of an effluent resulting from the zeolite-catalyzed conversion of a C.sub.1 -C.sub.4 oxygenate such as methanol to gasoline is disclosed wherein either the total effluent from said conversion or a bottoms fraction thereof containing durene is contacted with a particular zeolite catalyst to convert said durene to other products.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: November 27, 1990
    Assignee: Mobil Oil Corp.
    Inventors: Scott Han, Clarence D. Chang
  • Patent number: 4956511
    Abstract: Process for the disproportionation of toluene over a nickel modified mordenite catalyst in which catalyst activity and aging quality are enhanced for carrying out the disproportionation reaction under relatively low temperature conditions with small increases of temperature as the process continues. The catalyst is loaded into a catalytic reaction zone. A preflush gas such as hydrogen is passed into the reaction zone while withdrawing the gas from the reaction zone and progressively increasing the temperature of the reaction zone to a desired level. A toluene feedstock is then passed into the reaction zone. Hydrogen is supplied with the toluene to the reaction zone, normally at a hydrogen/toluene mole ratio of 4 or less. At the conclusion of the initial transient conditions accompanying the initiation of toluene feed to the reaction zone, initial steady state conditions for disproportionation of toluene to benzene and xylene in the presence of the catalyst are established.
    Type: Grant
    Filed: January 4, 1989
    Date of Patent: September 11, 1990
    Assignee: Fina Technology, Inc.
    Inventors: James R. Butler, J. Randall Curtis
  • Patent number: 4946579
    Abstract: A crystalline, galliosilicate molecular sieve having the erionite-type structure and the following composition expressed in terms of oxide mole ratios in the anhydrous state:Ga.sub.2 O.sub.3 :xSiO.sub.2 :yM.sub.2 O:zN.sub.2 O:tQ.sub.2 Owhere M is an alkali metal, preferably sodium, N is an alkali metal other than M, preferably potassium, Q is a cation derived from the templating agent used in synthesizing the galliosilicate molecular sieve, preferably a choline cation, x equals 5.5 to 30, y equals 0.1 to 0.9, z equals 0.1 to 0.9, t equals 0.1 to 0.6 and y+z+t equals about 1.0. The crystalline, galliosilicate molecular sieve of the invention may be employed, after reducing its alkali metal content, as a component of a catalyst which can be used in a variety of chemical conversion processes, preferably hydrocarbon conversion processes, and most preferably hydrodewaxing, hydrocracking and isomerization processes.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: August 7, 1990
    Assignee: Union Oil Company of California
    Inventor: Mario L. Occelli
  • Patent number: 4922055
    Abstract: Disproportionation of toluene with high conversion thereof to produce benzene and xylenes is accomplished by subjecting toluene to disproportionation conditions in the presence of a catalyst comprising a crystalline silicate or crystalline aluminosilicate zeolite containing framework gallium, said zeolite having a silica to alumina ratio of at least about 12 and a constraint index, as hereinafter defined, within the approximate range of 1 to 12.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: May 1, 1990
    Assignee: Mobil Oil Corporation
    Inventor: Cynthia T-W. Chu
  • Patent number: 4902841
    Abstract: A method for producing an electrical insulating oil composition composed of benzyltoluene and ditolymethane. The composition is excellent in low-temperature characteristics and contains substantially no chlorine. The method comprises the steps of reacting monocyclic aromatic hydrocarbon with diarylmethane which has been prepared without using a chlorinated hydrocarbon as a starting material, at a temperature of -10.degree. to 550.degree. C. in the presence of a disperoportionation catalyst to prepare a reaction product containing benzyltoluene and ditolylmethane, and recovering benzyltoluene and ditolylmethane from said reaction product by distillation.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: February 20, 1990
    Assignee: Nippon Petrochemicals Company, Ltd.
    Inventors: Shigenobu Kawakami, Keiji Endo, Hideyuki Dohi, Atsushi Sato
  • Patent number: 4899007
    Abstract: There are provided aromatic conversion reactions for preparation of dialkyl benzenes, such as xylene and ethyltoluene, of enhanced para isomer content with a zeolitic catalyst composition of improved shape selectivity. The catalysts comprise certain zeolites which have been calcined at a high temperature of at least 649.degree. C. (i.e., 1200.degree. F.). These zeolites have a silica/alumina ratio of at least about 12 and a constraint index within the approximate range of 1 to 12. Examples of such zeolites include ZSM-5 and ZSM-11.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: February 6, 1990
    Assignee: Mobil Oil Corporation
    Inventors: Pochen Chu, Francis G. Dwyer, Albert B. Schwartz
  • Patent number: 4885424
    Abstract: A process for the production of alkylaromatic hydrocarbons uses a light hydrocarbon recycle to reduce the costs of separating an unreacted aromatic feed substrate from aromatic hydrocarbon products. Unreacted aromatic substrate is combined with a light hydrocarbon, such as propane, to form a combined effluent stream. The combined effluent stream enters a flash separator where unreacted aromatic substrate is lifted overhead with the light hydrocarbon while heavier aromatic products are recovered below. The aromatic substrate and light hydrocarbon are easily separated in a simple separation zone. Lifting the aromatic substrate with the light hydrocarbon reduces the volume of aromatic substrate that remains with the aromatic product so that the more energy intensive separation of the aromatic substrate and aromatic product is performed on a reduced volume of material.
    Type: Grant
    Filed: February 5, 1988
    Date of Patent: December 5, 1989
    Assignee: UOP
    Inventors: Don L. Ferk, Eugene Schmelzer, Edward C. Haun
  • Patent number: 4784746
    Abstract: A crude oil is upgraded by thermal treatment at a temperature of at least 400.degree. C. under at least autogenous pressure and preferably from 100 to 1000 psig for about 20 to 30 minutes in order to increase the proportion of distillable components in the crude. The improvement is attributed to alkylation of lower molecular weight components, especially aromatics, by alkyl groups derived from the high boiling component of the crude. The process reduces the nondistillable residue and enables subsequent processing to be carried out with lower gas and coke make. The process may be operated with a whole crude or a topped crude as feed.
    Type: Grant
    Filed: April 22, 1987
    Date of Patent: November 15, 1988
    Assignee: Mobil Oil Corp.
    Inventors: Malvina Farcasiu, Rene B. LaPierre
  • Patent number: 4781814
    Abstract: Crystalline molecular sieves having three-dimensional microporous framework structure of MO.sub.2, AlO.sub.2, and PO.sub.2 tetrahedral oxide units are disclosed. These molecular sieves have an empirical chemical composition on an anhydrous basis are expressed by the formula:mR: (M.sub.x Al.sub.y P.sub.z)O.sub.2wherein "R" represents at least one organic templating agent present in the intracrystalline pore system; "m" represents the molar amount of "R" present per mole of (M.sub.x Al.sub.y P.sub.z)O.sub.2 ; "M" represents at least two elements capable of forming framework tetrahedral oxides and selected from the group consisting of arsenic, beryllium, boron, chromium, gallium, germanium, lithium and vanadium; and "x", "y" and "z" represent the mole fractions of "M", aluminum and phosphorus, respectively, present as tetrahedral oxides. Their use as adsorbents, catalysts, etc. is disclosed. The catalyst is useful in the cracking and hydrocracking of various hydrocarbonaceous feeds.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: November 1, 1988
    Assignee: Union Carbide Corporation
    Inventors: Edith M. Flanigen, Brent M. Lok, Robert L. Patton, Stephen T. Wilson
  • Patent number: 4727210
    Abstract: A liquid catalyst for hydrocarbon conversion reactions and a method for reacting hydrocarbons employing such catalyst is provided by the present invention. The liquid catalyst includes a strong liquid acid such as sulfuric acid or trifluoromethanesulfonic acid and an ion-stabilizing agent such as hexafluoroisopropanol or trifluoroacetic acid. The liquid catalyst has a significantly higher Bronsted acidity than the strong liquid Bronsted acid alone. When the liquid catalyst is used to catalyze the transalkylation of alkylbenzene, for example, the rate of transalkylation is from 2 to 3 times greater than using the strong liquid acid alone.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: February 23, 1988
    Assignee: Exxon Research and Engineering Company
    Inventor: Dan A. Farcasiu
  • Patent number: 4721824
    Abstract: A method is provided for removing trace amounts of organic chlorides from feedstocks by passing the feedstock in contact with a guard bed catalyst comprising shaped particles formed by extruding a mixture of magnesium oxide and a binder inert to the feedstock. The process has particular importance in removing organic chlorides from toluene feedstocks prior to contacting toluene with a disproportionation or alkylation catalyst comprising magnesium-ZSM-5.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: January 26, 1988
    Assignee: Mobil Oil Corporation
    Inventors: John P. McWilliams, Margaret I. Nemet-Mavrodin, Catherine T. Sigal, Robert C. Wilson, Jr.
  • Patent number: 4677090
    Abstract: A liquid catalyst for hydrocarbon conversion reactions and a method for reacting hydrocarbons employing such catalyst is provided by the present invention. The liquid catalyst includes a strong liquid acid such as sulfuric acid or trifluoromethanesulfonic acid and an ion-stabilizing agent such as hexafluoroisopropanol or trifluoroacetic acid. The liquid catalyst has a significantly higher Bronsted acidity than the strong liquid Bronsted acid alone. When the liquid catalyst is used to catalyze the transalkylation of alkylbenzene, for example, the rate of transalkylation is from 2 to 3 times greater than using the strong liquid acid alone.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: June 30, 1987
    Assignee: Exxon Research and Engineering Company
    Inventor: Dan A. Fracasiu
  • Patent number: 4677239
    Abstract: Selective and controlled dealumination of an aluminosilicate zeolite is achieved by filling the pore system of the zeolite with a foreign material, for example coke, removing part of the foreign material from the outer portion of the zeolite, for example by heating in a gas stream comprising oxygen, dealuminating the outer portion, and then removing the remainder of the foreign material. Use of such a partially dealuminated zeolite as catalyst in a toluene disproportionation reaction leads to greater selectivity to paraxylene.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: June 30, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: John Dewing, Philip J. Hogan, Allan Stewart
  • Patent number: 4670615
    Abstract: A process is provided for converting feedstock comprising aromatic hydrocarbon compounds to product comprising aromatic hydrocarbon compounds which differs from the feedstock over a catalyst composition comprising a crystalline layered silicate material.
    Type: Grant
    Filed: February 5, 1986
    Date of Patent: June 2, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Ernest W. Valyocsik
  • Patent number: 4665248
    Abstract: The ion-exchange capacity and acid catalytic activity of a ZSM-5 type zeolite are increased by treatment of a physical mixture of the zeolite and an inorganic oxide with water in the presence of an alkali metal cation.Specifically, the catalyst is prepared by contacting a mixture of a crystalline zeolite having a silica to alumina ratio above 12 and a Constraint Index between about 1 and about 12, and a solid source of aluminum with liquid water in the presence of an activating amount of an alkali metal cation and under a combination of conditions including a temperature up to about 370.degree. C. for less than about an hour to about 100 hours to induce increased activity to the zeolite.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: May 12, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4642730
    Abstract: An improved electrical insulating oil and oil-filled electrical appliances impregnated therewith. The electrical insulating oil can be produced inexpensively but has excellent electrical characteristics and it comprises a fraction having boiling points in the range of 350.degree. to 450.degree. C. that is prepared by disproportionating diarylalkane or a hydrocarbon mixture mainly containing the same at temperatures in the range of 20.degree. to 500.degree. C. in the presence of a disproportionation catalyst, said diarylalkane having boiling points in the range of 260.degree. to 320.degree. C.
    Type: Grant
    Filed: July 30, 1985
    Date of Patent: February 10, 1987
    Assignee: Nippon Petrochemicals Company, Ltd.
    Inventors: Atsushi Sato, Keiji Endo, Shigenobu Kawakami, Eiichi Matsuzaka, Satoshi Narui
  • Patent number: 4629817
    Abstract: There is provided a process for transferring cycloalkyl groups from donor to acceptor aromatic molecules. The process involves the use of a Bronsted acid catalyst such as trifluoromethanesulfonic acid.
    Type: Grant
    Filed: May 6, 1985
    Date of Patent: December 16, 1986
    Assignee: Mobil Oil Corporation
    Inventor: Malvina Farcasiu
  • Patent number: 4626609
    Abstract: A process is provided for converting feedstock comprising aromatic compounds over a catalyst composition prepared by compositing a high silica zeolite with binder followed by treating the composite under conditions effective to enhance the activity of the composition.
    Type: Grant
    Filed: October 25, 1985
    Date of Patent: December 2, 1986
    Assignee: Mobil Oil Corporation
    Inventor: David S. Shihabi
  • Patent number: 4577048
    Abstract: A process is provided for converting feedstock aromatic compounds by alkylation, transalkylation, disproportionation and/or isomerization over a catalyst comprising a high silica crystalline zeolite which has been treated by steps of calcining the zeolite, contacting the calcined zeolite with solid aluminum fluoride, and converting the aluminum fluoride contacted zeolite to hydrogen form.
    Type: Grant
    Filed: May 13, 1985
    Date of Patent: March 18, 1986
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4551236
    Abstract: Titanium-containing molecular sieves are disclosed having use as molecular sieves and as catalyst compositions in hydrocarbon conversion and other processes. The instant invention employs novel titanium-containing molecular sieves comprising titanium, aluminum, phosphorus and oxygen and are generally employable in hydrocarbon conversion processes, including cracking, hydrocracking and hydrotreating.
    Type: Grant
    Filed: July 3, 1984
    Date of Patent: November 5, 1985
    Assignee: Union Carbide Corporation
    Inventors: Brent M. T. Lok, Bonita K. Marcus, Edith M. Flanigen
  • Patent number: 4517075
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising a high silica crystalline zeolite which has been treated by contact with aluminum chloride vapor.
    Type: Grant
    Filed: December 28, 1983
    Date of Patent: May 14, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Ralph M. Dessau, George T. Kerr
  • Patent number: 4515682
    Abstract: A process is provided for conducting organic compound conversion over a catalyst composition comprising a specially treated crystalline zeolite having a high initial silica-to-alumina mole ratio, said zeolite having been synthesized from a reaction mixture comprising a diamine as a cation source. The treatment of the zeolite material comprises the sequential steps of reacting the zeolite with a dilute hydrogen fluoride solution, contacting the hydrogen fluoride solution reacted material with aluminum chloride vapor, and then treating the aluminum chloride contacted material to convert it to hydrogen form.
    Type: Grant
    Filed: February 17, 1984
    Date of Patent: May 7, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4512876
    Abstract: A process is provided for conducting organic compound conversion over a catalyst composition comprising a supported crystalline zeolite having a high initial silica-to-alumina mole ratio, said supported zeolite being prepared by compositing said crystalline zeolite with a support matrix material, calcining the resulting supported zeolite, contacting said calcined supported zeolite with volatile boron fluoride in a dry environment until said supported zeolite is saturated with said boron fluoride, purging unreacted boron fluoride from said boron fluoride contacted supported zeolite, hydrolyzing said boron fluoride contacted supported zeolite, and converting said hydrolyzed material to hydrogen form.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: April 23, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Joseph N. Miale, Clarence D. Chang
  • Patent number: 4500419
    Abstract: A process is provided for conducting organic compound conversion over a catalyst composition comprising a supported crystalline zeolite having a high initial silica-to-alumina mole ratio, said supported zeolite being prepared by compositing said crystalline zeolite with alumina, reacting the composite with a particular hydrogen fluoride solution in a specified way, drying the hydrogen fluoride reacted composite, treating the dried composite by hydrolysis, ammonolysis and/or by contact with an ammonium salt solution, and calcining the resulting material.
    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: 4500422
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising a crystalline zeolite which has been treated by impregnation with an ammoniacal aluminum fluoride solution, contact with an ammonium salt solution, and 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: 4500421
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising a crystalline zeolite which has been treated by reaction with a compound having a complex fluoroanion.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: February 19, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • 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: 4500420
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising a zeolite composition prepared by a method which comprises compositing a specific zeolite material with alumina, impregnating the composite with an aqueous solution of an alkali metal fluoride under vacuum, contacting the impregnated composite with an ammonium salt solution and calcining the resulting material.
    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: 4463209
    Abstract: Improved aromatic conversion processes are provided by novel regeneration techniques. Aromatic processes that would benefit from this invention include those processes using catalysts comprising zeolites having a silica to alumina mole ratio of at least about 12 and a constraint index within the approximate range of 1 to 12 and which require regeneration to burn off coke from said catalysts. The improvement of the instant invention resides in conducting said regeneration in the presence of steam under controlled conditions to enhance the activity of the catalysts.
    Type: Grant
    Filed: September 19, 1983
    Date of Patent: July 31, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Christine H. Kursewicz, John P. McWilliams
  • Patent number: 4459426
    Abstract: A process for alkylating aromatic hydrocarbons with C.sub.2 to C.sub.4 olefins and for transalkylating alkyl or poly-alkylaromatic compounds with an aromatic hydrocarbon. A major portion of the aromatic hydrocarbon is recycled to the alkylation zone while the remainder thereof and poly-alkylaromatic hydrocarbons are subjected to transalkylation in a separate transalkylation zone. Mono-alkylaromatics produced in the alkylation zone are separated from the other reaction products prior to transalkylation.
    Type: Grant
    Filed: December 7, 1982
    Date of Patent: July 10, 1984
    Assignee: Union Oil Company of California
    Inventors: Texas V. Inwood, Carlyle G. Wight, John W. Ward
  • Patent number: 4454364
    Abstract: Methods are provided for effecting the acid catalyzed transfer of alkyl substituents from a first benzenoid specie to a second benzenoid specie at an improved rate. According to a preferred embodiment, the first and second benzenoid species are blended together with an effective amount of acid catalyst. An amount effective to improve the rate of transalkylation of at least one polynuclear aromatic hydrocarbon is then added to the blend which is maintained at a temperature above room temperature for a period of time sufficient to allow a substantial degree of transalkylation to occur.According to another preferred embodiment, a mixture of benzenoid species such as is found in a fuel or a chemical feedstock is improved through the acid catalyzed transalkylization reaction enhanced by the addition of a polynuclear aromatic hydrocarbon.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: June 12, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Malvina Farcasiu, Thomas R. Forbus
  • Patent number: 4418235
    Abstract: A method is provided for increasing the catalytic activity of acid zeolite catalysts characterized by a silica to alumina mole ratio of at least 12 and a constraint index within the approximate range of 1 to 12, comprising contacting said zeolite catalysts with water for a sufficient treating time, temperature and water partial pressure to bring about said increased activity. The increase in catalytic activity is within a zone of enhanced activity, said zone is defined as encompassing all those conditions of treating time, temperature and water partial pressure and combinations thereof which yield catalytic activities greater than initial catalyst activity. The zeolite of enhanced activity of the method of the present invention can be utilized in improved acid catalyzed hydrocarbon conversion processes such as cracking, hydrocracking, alkylation, dealkylation, transalkylation, isomerization, dimerization, oligomerization, polymerization, addition, disproportionation, aromatization and hydration.
    Type: Grant
    Filed: December 30, 1981
    Date of Patent: November 29, 1983
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Rudolph M. Lago
  • Patent number: 4384155
    Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, i.e., conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkyl-benzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g, at least 0.25 weight percent of the element cadmium and optionally the element phosphorus, said elements being present in the form of their oxides.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: May 17, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Chin-Chiun Chu
  • Patent number: 4380685
    Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, e.g. conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g., at least 0.25 weight percent of the elements iron and/or cobalt and optionally the element phosphorus, said elements being present in the form of their oxides.
    Type: Grant
    Filed: November 4, 1981
    Date of Patent: April 19, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Chin-Chiun Chu
  • Patent number: 4374294
    Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, e.g., conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g., at least 0.5 weight percent of a Group IIIA element, e.g., scandium, yttrium or Rare Earth elements, and optionally phosphorus, said elements being present in the form of their oxides.
    Type: Grant
    Filed: September 17, 1981
    Date of Patent: February 15, 1983
    Assignee: Mobil Oil Corporation
    Inventor: Chin-Chiun Chu