Using P-containing Catalyst Patents (Class 585/466)
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Patent number: 4587370Abstract: A fractionation method is disclosed for the recovery of product alkylaromatic hydrocarbons produced by the alkylation of aromatic hydrocarbons. Three fractionation columns are employed in series. Aromatic feed hydrocarbons are recycled from the overhead of the first column, which is reboiled by the overhead vapor of the second column. The product alkylaromatic is recovered from the condensate produced in using the second column overhead as a heat source. The product alkylaromatic is also present in the bottoms of the second column which flows into a low pressure stripping column. The entire overhead vapor of the stripping column is compressed and passed into the lower portion of the second column.Type: GrantFiled: June 5, 1985Date of Patent: May 6, 1986Assignee: UOP Inc.Inventor: Richard R. DeGraff
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Patent number: 4551236Abstract: 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: GrantFiled: July 3, 1984Date of Patent: November 5, 1985Assignee: Union Carbide CorporationInventors: Brent M. T. Lok, Bonita K. Marcus, Edith M. Flanigen
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Patent number: 4543436Abstract: An amorphous chromium (III) phosphate catalyst is used in alkylating aromatics and in the dehydration of alcohols to ethers.Type: GrantFiled: February 9, 1984Date of Patent: September 24, 1985Assignee: Phillips Petroleum CompanyInventors: Marvin M. Johnson, Gerhard P. Nowack
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Patent number: 4520219Abstract: 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: GrantFiled: September 14, 1983Date of Patent: May 28, 1985Assignee: Idemitsu Kosan Company LimitedInventor: Haruhito Sato
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Patent number: 4508836Abstract: In the process of converting an aromatic feedstock to an alkyl-substituted mono-nuclear aromatic product by contacting the feedstock with a coke-selectivated ZSM-5 type catalyst at elevated temperature under conversion process coking conditions to produce said alkyl-1-substituted mononuclear aromatic product selectively, the improvement which comprises:regenerating the process coked catalyst in contact with a non-oxidizing atmosphere comprising an effective amount of hydrogen at a temperature of about 800.degree. F. to 1200.degree. F. to restore activity of the catalyst while retaining selectivity. Advantageously, the conversion involves alkylation, disproportionation and/or isomerization to produce at least one lower alkyl or dialkyl benzene product.Type: GrantFiled: March 7, 1983Date of Patent: April 2, 1985Assignee: Mobil Oil CorporationInventors: Werner O. Haag, David H. Olson, Paul G. Rodewald
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Patent number: 4504690Abstract: A method is provided for treating modified ZSM-5 type zeolite catalysts with a vapor phase organophosphorus reagent such as trimethylphosphite or dimethylmethylphosphonate in order to improve the para-selective properties of such catalysts for the conversion of aromatic materials. The modified zeolites so treated are those which contain a minor proportion of a difficultly reducible oxide such as magnesium oxide, calcium oxide and/or phosphorus oxide. Such catalyst compositions can be used in alkylation, transalkylation or disproportionation processes to provide alkylated aromatic product mixtures having exceptionally high concentrations of the para-dialkylbenzene isomer.Type: GrantFiled: May 25, 1984Date of Patent: March 12, 1985Assignee: Mobil Oil CorporationInventors: Nancy P. Forbus, Warren W. Kaeding
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Patent number: 4491678Abstract: A process for the production of para-xylene is described, comprising methylating benzene or toluene in the presence of a catalyst composed mainly of (A) crystalline borosilicate and (B) a compound containing at least one element selected from the group consisting of Group IIa elements of the Periodic Table, Group IIIa elements of the Periodic Table, silicon, and phosphorus. The process of the invention enables to produce para-xylene in a high selectivity and a high yield. Since the life of the catalyst as used herein is very long, the process of the invention can be performed continuously for long periods of time while maintaining its high catalytic activity.Type: GrantFiled: October 13, 1983Date of Patent: January 1, 1985Assignee: Idemitsu Kosan Company LimitedInventors: Sumihiro Oda, Haruhito Sato
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Patent number: 4486616Abstract: A process for alkylation of aromatic hydrocarbon reactants to dialkylbenzene products, whereby chemically modified zeolite catalysts are treated with an organic acid to enhance their intrinsic para-selectivity in the alkylation reaction. The modified zeolites which may be so reselectivated or improved comprise those crystalline zeolites having a constraint index of 1 to 12, a silica to alumina mole ratio of at least 12, and having a minor proportion of the oxide form of one or more chemical elements (e.g. phosphorus and magnesium) deposited thereon.Type: GrantFiled: May 12, 1983Date of Patent: December 4, 1984Assignee: Mobil Oil CorporationInventors: Chin-Chiun Chu, Warren W. Kaeding
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Patent number: 4480142Abstract: The alkylation of aromatic compounds with olefins can be conducted more efficiently in the presence of certain catalysts.Type: GrantFiled: November 4, 1982Date of Patent: October 30, 1984Assignee: Phillips Petroleum CompanyInventor: Raymond L. Cobb
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Patent number: 4476340Abstract: Benzene and substituted benzene compounds are alkylated with alkyl halides by contact with a catalyst which comprises a metal oxide substrate having tantalum (V) halide/oxide bound to the surface of the substrate.Type: GrantFiled: September 23, 1983Date of Patent: October 9, 1984Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 4465885Abstract: Olefinic hydrocarbons which contain from three to about six carbon atoms may be subjected to oligomerization reactions as well as being used as alkylating agents in the alkylation of alkylatable hydrocarbons by treatment at reaction conditions in the presence of a catalyst comprising a phosphorus fluoride such as phosphorus trifluoride or phosphorus pentafluoride composited on a high surface area metal oxide such as gamma-alumina. The oligomers which are obtained in the oligomerization process will contain less branching than those which are obtained when utilizing other catalysts.Type: GrantFiled: July 8, 1983Date of Patent: August 14, 1984Assignee: UOP Inc.Inventor: Tamotsu Imai
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Patent number: 4444989Abstract: An improved catalytic process for making para-xylene from toluene and a methylating agent employing the described crystalline silica as catalyst, said catalyst optionally promoted by one or more compounds of arsenic, phosphorus, magnesium, boron, antimony and amorphous silica. Preferred promoters are boron compounds, antimony compounds, and amorphous silica.Type: GrantFiled: April 20, 1979Date of Patent: April 24, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Frank E. Herkes
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Patent number: 4440957Abstract: Process of preparing .beta.-isopropylnaphthalene substantially free of corresponding .alpha.-isomer, in yields amounting to 90% and more by a continuous two-stage process comprising (1) alkylating naphthalene with propylene at a temperature of about 150.degree.-280.degree. C. under a pressure of 5 to 30 atm in the presence of a phosphoric acid catalyst supported on a SiO.sub.2 carrier and using a mol ratio of 1/5 to 1/20 mol propylene to 1 mol naphthalene to isopropylate 45 to 65% of the naphthalene and form a mixture of .alpha.- and .beta.-isopropylnaphthalene and then without separating off the unreacted naphthalene, (2) heating the isomeric mixture from stage (1) in the presence of a phosphoric acid catalyst supported on SiO.sub.2, to a temperature of 180.degree.-280.degree. C. under an inert gas pressure of 5 to 30 atm until no further .beta.-isopropylnaphthalene is formed and recovering said .beta.-isopropylnaphthalene from the isomerization mixture.Type: GrantFiled: August 3, 1981Date of Patent: April 3, 1984Assignee: Bergwerksverband GmbHInventors: Kurt Handrick, Georg Kolling, Paul Kiedel
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Patent number: 4440966Abstract: The reaction between particular styrenes and particular alkenes to produce alkyl substituted indanes has been discovered to give improved yields when phosphoric acid is used as the catalyst. The catalyst is readily separated from the organic products at the end of the reaction and can be used repeatedly to catalyze further reactions. The product further comprises novel adducts of the alkene and styrene which are converted into the desired isochroman products when the indanes are used as intermediates in the production of isochromans.Type: GrantFiled: March 11, 1982Date of Patent: April 3, 1984Assignee: Bush Boake AllenInventors: Gerald J. Ferber, Peter J. Goddard
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Patent number: 4433187Abstract: Para-xylene is selectively prepared by reacting toluene and a methylating agent in the presence of a phosphorus modified catalyst comprising a silica polymorph intermixed with an inorganic refractory oxide, said catalyst having an alkali content of less than about 1.3 milliequivalents per gram as available alkali.Type: GrantFiled: June 9, 1980Date of Patent: February 21, 1984Assignee: Union Oil Company of CaliforniaInventor: Dean A. Young
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Patent number: 4423266Abstract: There is disclosed a method for decreasing catalyst coking and extending the usable catalyst life by pre-treatment of the catalyst with steam and/or a phosphorus-containing compound. Catalysts benefiting from such pre-treatment comprise crystalline zeolites characterized by a silica to alumina mole ratio of at least 12 and a constraint index, as herein defined, within the approximate range of 1 to 12.Type: GrantFiled: July 30, 1982Date of Patent: December 27, 1983Assignee: Mobil Oil CorporationInventor: Lewis B. Young
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Patent number: 4384155Abstract: 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: GrantFiled: November 4, 1981Date of Patent: May 17, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4380685Abstract: 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: GrantFiled: November 4, 1981Date of Patent: April 19, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4379761Abstract: Disclosed is a zeolite base catalyst useful particularly for the selective production of para-dialkylsubstituted benzene. The catalyst comprises a porous crystalline zeolite having silica deposited thereon and having incorporated therein phosphorous. Described also in the process for making the catalyst and the parameters for the use of the catalyst in dialkylation processes.Type: GrantFiled: January 9, 1981Date of Patent: April 12, 1983Assignee: Mobil Oil CorporationInventors: David H. Olson, Paul G. Rodewald
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Patent number: 4374294Abstract: 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: GrantFiled: September 17, 1981Date of Patent: February 15, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4358395Abstract: A method is provided for regeneration of a catalyst comprising a crystalline aluminosilicate zeolite characterized by a silica to alumina mole ratio of at least about 12, a constraint index, as hereinafter defined, within the approximate range of 1 to 12, which catalyst has undergone controlled precoking by exposing the same to a thermally decomposable organic compound at a temperature in excess of the decomposition temperature of said compound but less than about 1200.degree. F., at a hydrogen to organic compound mole ratio of between 0 and 1 to deposit at least about 1 weight percent coke thereon, such precoked catalyst having been deactivated by formation of a carbonaceous deposit thereon as a result of use of the same in catalytically converting an organic charge under conditions less severe, i.e.Type: GrantFiled: September 11, 1978Date of Patent: November 9, 1982Assignee: Mobil Oil CorporationInventors: Werner O. Haag, David H. Olson, Paul G. Rodewald
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Patent number: 4356338Abstract: There is disclosed a method for decreasing catalyst coking and extending the usable catalyst life by pre-treatment of the catalyst with steam and/or a phosphorus-containing compound. Catalysts benefiting from such pre-treatment comprise crystalline zeolites characterized by a silica to alumina mole ratio of at least 12 and a constraint index, as herein defined, within the approximate range of 1 to 12.Type: GrantFiled: October 8, 1980Date of Patent: October 26, 1982Assignee: Mobil Oil CorporationInventor: Lewis B. Young
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Patent number: 4343957Abstract: Production of cumene by alkylation of benzene with propylene on a solid phosphoric acid catalyst, using in a first step a plurality of catalyst beds in series and in a second step a single catalyst bed, using an overall benzene/propylene molar ratio of at least 5:1, continuously delivering the benzene to the first bed, continuously delivering a series of streams of liquid propylene respectively to the first bed and, in the form of a cold stream, between each pair of contiguous beds, and carrying out a partial recycle of reaction products of the second step as a cold stream between the first and the second step, and using a benzene/propylene molar ratio higher than 13:1 at the inlet of each bed of the first step, and higher than 25:1 at the inlet of the bed of the second step.Type: GrantFiled: December 19, 1980Date of Patent: August 10, 1982Assignee: Euteco Impianti S.p.A.Inventors: Emanuele Sartorio, Benedetto Calcagno, Fulvio Trombetti, Marcello Ghirga
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Patent number: 4341913Abstract: Production of cumene by alkylation of benzene with propylene on a solid phosphoric acid catalyst, using a first step with a plurality of catalyst beds in series and a second step with a single catalyst bed, using an overall benzene/propylene molar ratio of at least 6:1, continuously delivering the benzene to the first bed, continuously delivering a series of streams of liquid propylene respectively to the first bed and, in the form of a cold stream, between each pair of contiguous beds, and using a benzene/propylene molar ratio higher than 16:1 at the inlet of each bed of the first step, and higher than 25:1 at the inlet of the bed of the second step.Type: GrantFiled: December 19, 1980Date of Patent: July 27, 1982Assignee: Euteco Impianti S.p.A.Inventors: Benedetto Calcagno, Emanuele Sartorio, Claudio Divo, Luigi Verde
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Patent number: 4329533Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with metal compounds of elements from Group IA of the Periodic Chart, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: May 5, 1980Date of Patent: May 11, 1982Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4324941Abstract: Cumene is prepared by alkylation of benzene with propylene in the presence of a solid phosphoric acid catalyst in a continuous process by delivering liquid benzene and liquid propylene in a molar ratio lower than 6:1, to a liquid reaction medium consisting essentially of benzene and cumene and containing the catalyst, while maintaining the temperature and composition of said medium substantially uniform in each point, operating at 170.degree.-280.degree. C. and in the liquid phase, and with a contact time higher than about 0.4 hours, expressed as the ratio between volume of catalyst and hourly volume of reagents fed in.Type: GrantFiled: January 15, 1981Date of Patent: April 13, 1982Assignee: Euteco Impianti S.p.A.Inventors: Marcello Ghirga, Luigi Valtorta, Benedetto Calcagno
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Patent number: 4324940Abstract: Processes are provided for conducting selective acid catalyzed reactions involving olefins. Said catalytic reactions comprise isomerization, alkylation, addition, oligomerization, polymerization, aromatization, cracking and hydrocracking. The useful catalysts of this invention are the acidic forms of a novel class of zeolites characterized by a silica to alumina mole ratio of at least 12 and a constraint index in the approximate range of greater than about 2 to about 12. By utilization of such zeolites, smaller olefins are preferentially reacted when in mixed streams with larger olefins. Further of the such smaller olefins, linear olefins are preferentially reacted when in mixed streams with non-linear olefins and lesser branched olefins are preferentially reacted when in mixed streams with more highly branched olefins.Type: GrantFiled: April 9, 1980Date of Patent: April 13, 1982Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4302621Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of Group V A of the Periodic Chart (V, Nb and Ta), and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: October 29, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun C. Chu
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Patent number: 4302622Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of scandium, yttrium and/or samarium, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: December 2, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4302620Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of Group IV A (Ti, Zr, Hf), and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: October 29, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4291189Abstract: Entrained phosphoric acid contained in isopropylbenzene alkylate from a solid phosphoric acid-catalyzed process wherein benzene is alkylated with propylene is neutralized and rendered soluble in the alkylate by the addition to the alkylate stream of a primary amine.Type: GrantFiled: April 28, 1980Date of Patent: September 22, 1981Assignee: Monsanto CompanyInventor: David B. Bishkin
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Patent number: 4270017Abstract: Para-xylene is selectively prepared by reacting toluene and a methylating agent in the presence of a phosphorus modified catalyst comprising a silica polymorph intermixed with an inorganic refractory oxide, said catalyst having an alkali content of less than about 1.3 milliequivalents per gram as available alkali.Type: GrantFiled: February 16, 1979Date of Patent: May 26, 1981Assignee: Union Oil Company of CaliforniaInventor: Dean A. Young
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Patent number: 4152364Abstract: Process for the selective production of para-xylene by methylation of toluene in the presence of a catalyst comprising a crystalline aluminosilicate zeolite, 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, which catalyst has undergone prior modification by treatment with an ammonium hydrogen phosphate to deposit at least about 0.5 weight percent of phosphorus thereon.Type: GrantFiled: January 19, 1978Date of Patent: May 1, 1979Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu