And H Patents (Class 585/488)
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Patent number: 5382734Abstract: Hydrocarbon feedstocks containing tetra-hydro-dicyclo-penta-diene (THDCPD) dissolved in a suitable solvent is substantially totally reformed and hydroconverted in a non-catalytic reactor having length/internal diameter ratio between 10/1 and 30/1 at critical controlled reaction conditions, including molar ratio of hydrogen-to-THDCPD of 5.0:1-12.0:1, reaction temperature of 1100.degree.-1350.degree. F., reactor pressure of 550-650 psig, and feedstream reactor residence time of 10-50 seconds so as to yield primarily benzene product together with minor aromatic materials. Suitable solvent materials can be an aromatic solvent, a non-aromatic solvent containing naphthenic and paraffinic compounds, or a combination of each. When the solvent is predominantly an alkyl aromatics mixture, these components are hydrodealkylated while the THDCPD material undergoes simultaneous reformation in the reactor.Type: GrantFiled: July 16, 1993Date of Patent: January 17, 1995Assignee: Hydrocarbon Research, Inc.Inventors: Hashim Sardar, Lawrence M. Abrams
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Patent number: 5278344Abstract: The present invention is an integrated catalytic reforming/hydrodealkylation process that maximizes benzene recovery by incorporating refrigeration and pressure swing adsorption separation units. In the refrigeration separation unit, liquid reformate is used as a sponge oil to recover benzene from a hydrodealkylation purge gas stream, which in the past has been vented. The pressure swing adsorption unit remove impurities from a hydrogen-rich gas stream prior to use in the hydrodealkylation unit.Type: GrantFiled: December 14, 1992Date of Patent: January 11, 1994Assignee: UOPInventors: Christopher D. Gosling, John D. Swift
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Patent number: 5132480Abstract: Catalytic hydrodealkylation by means of a catalyst which comprises microporous particles having a catalytic species carried thereon. Particulars of the microporous particles are disclosed.Type: GrantFiled: February 5, 1990Date of Patent: July 21, 1992Assignee: Fuji Oil Company, Ltd.Inventors: Toshio Tsutsui, Osamu Kubota, Toshihito Nakamura
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Patent number: 5053574Abstract: A catalyst for hydrodealkylation of alkylaromatic compounds which comprises porous alumina particles with coke deposited thereon in the pores, said alumina particles having a pore volume of 0.1 to 1.5 cm.sup.3 /g and a specific surface area of 5 to 500 m.sup.2 /g, the quantity of said coke being 1 to 30% by weight of said alumina particles, and the pore volume and the specific surface area of said catalyst being 0.05 to 1.5 cm.sup.3 /g and 1 to 500 m.sup.2 /g, respectively.Type: GrantFiled: May 11, 1990Date of Patent: October 1, 1991Assignee: Fuji Oil Company, Ltd.Inventors: Toshio Tsutsui, Osamu Kubota
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Patent number: 5043513Abstract: A process is provided for hydrodealkylation of alkylaromatic hydrocarbons to produce benzene or BTX over catalyst comprising a particular metal and a synthetic zeolite, said zeloite characterized by an X-ray diffraction pattern including interplanar d-spacings at 12.36.+-.0.4, 11.03.+-.0.2, 8.83.+-.0.14, 6.18--0.12, 6.00.+-.0.10, 4.06.+-.0.07, 3.91.+-.0.07 and 3.42.+-.0.06 Angstroms.Type: GrantFiled: October 9, 1990Date of Patent: August 27, 1991Assignee: Mobil Oil Corp.Inventors: Paul A. Howley, Stuart S. Shih
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Patent number: 5003119Abstract: A process for the manufacture of alkylbenzenes wherein a feed of fresh and recycle benzene and fresh olefin are reacted in the presence of an alkylation catalyst in an alkylator having at least two reaction stages wherein each stage is adiabatic. Essentially all of the olefin is completely reacted in each stage of the alkylator. Fresh olefin is fed into each stage of the alkylator. Preferred alkylbenzenes which are produced by this process are ethylbenzene and cumene.Type: GrantFiled: February 12, 1990Date of Patent: March 26, 1991Assignee: Lummus Crest, Inc.Inventors: Helion H. Sardina, Roger C. Johnson, John E. Paustian, Renata M. Cox
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Patent number: 5001296Abstract: A process is provided for hydrodealkylation of alkylaromatic hydrocarbons to produce benzene or BTX over catalyst comprising a noble metal and a synthetic zeolite, said zeolite characterized by an X-ray diffraction pattern including interplanar d-spacings at 12.36.+-.0.4, 11.03.+-.0.2, 8.83.+-.0.14, 6.18.+-.0.12, 6.00.+-.0.10, 4.06.+-.0.07, 3.91.+-.0.07 and 3.42.+-.0.06 Angstroms.Type: GrantFiled: March 7, 1990Date of Patent: March 19, 1991Assignee: Mobil Oil Corp.Inventors: Paul A. Howley, Stuart S. Shih
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Patent number: 4677240Abstract: A catalytic process is provided for upgrading a hydrocarbon feed stream containing pseudocumene together with a fraction of close boiling hydrocarbon compounds having a normal boiling point in a temperature range of about 320.degree. F. to about 365.degree. F. comprising contacting such hydrocarbon feed steam in the presence of hydrogen with a catalyst comprising AMS-1B crystalline borosilicate molecular sieve whereby such close boiling hydrocarbon compounds are converted to compounds having a normal boiling point below a temperature of about 300.degree. F., and fractionating the effluent product stream.Type: GrantFiled: January 10, 1986Date of Patent: June 30, 1987Assignee: Amoco CorporationInventors: Ronald E. Carlson, Stephen R. Ely, Allen I. Feinstein, Ibrahim Ghanayem
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Patent number: 4560820Abstract: A process for dealkylating alkylaromatic hydrocarbons using intermediate pore size zeolites substantially free of acidity is disclosed.Type: GrantFiled: October 25, 1984Date of Patent: December 24, 1985Assignee: Chevron Research CompanyInventor: Leslie A. Field
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Patent number: 4482773Abstract: Isomerization of xylene in admixture with ethylbenzene by contact with a zeolite catalyst such as ZSM-5 is improved by use of a zeolite having a catalyst particle size of at least 1 micron and having incorporated thereon two metals such as platinum and magnesium.Type: GrantFiled: July 22, 1983Date of Patent: November 13, 1984Assignee: Mobil Oil CorporationInventors: Yung F. Chu, Fritz A. Smith, Arthur W. Chester
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Patent number: 4469909Abstract: This invention provides a catalytic process for converting to BTX a C.sub.9 + monocyclic aromatic hydrocarbon feed having a prescribed content of alkyl groups with more than one carbon atom. It further provides a process wherein said conversion is coupled with a catalytic xylene isomerization unit. The catalyst used in the process is a steamed composite comprising platinum and a crystalline zeolite such as ZSM-5.Type: GrantFiled: September 1, 1983Date of Patent: September 4, 1984Assignee: Mobil Oil CorporationInventors: Arthur W. Chester, Yung-Feng Chu
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Patent number: 4467129Abstract: Xylenes containing ethylbenzene are contacted with a catalyst comprising an acid type mordenite and a specific acid type zeolite such as, for example, ZSM-5, ZSM-8 or ZSM-11, in vapor phase in the presence of hydrogen, whereby there are performed deethylation of ethylbenzene and isomerization of xylenes.Type: GrantFiled: November 24, 1982Date of Patent: August 21, 1984Assignee: Toray Industries, Inc.Inventors: Kazuyoshi Iwayama, Atsushi Ebitani, Takehisa Inoue, Atsuo Kani
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Patent number: 4436945Abstract: There is disclosed a method for producing benzene and other useful compounds in high yields and selectivity which comprises hydro-dealkylating alkyl aromatic hydrocarbons in the presence of hydrogen using a catalyst mainly composed of a zeolite 15 to 20 equivalent % of exchangeable cations of which are exchanged with hydrogen ions. The reaction temperature is preferably 500.degree. to 650.degree. C.Type: GrantFiled: March 22, 1982Date of Patent: March 13, 1984Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Masahiko Koya, Yohei Fukuoka
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Patent number: 4431857Abstract: Incorporation of above about 50 ppm water into feed of a hydrocarbon conversion process using an AMS-1B crystalline borosilicate-based catalyst alters the product distribution produced in such process.Type: GrantFiled: August 2, 1982Date of Patent: February 14, 1984Assignee: Standard Oil Company (Indiana)Inventor: Allen I. Feinstein
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Patent number: 4409413Abstract: A mixture of xylene isomers containing ethyl benzene is contacted with a catalyst comprising a mordenite type zeolite and rhenium or phosphorus in the presence of hydrogen to isomerize xylenes and at the same time dealkylate ethyl benzene into mainly benzene.Type: GrantFiled: June 16, 1981Date of Patent: October 11, 1983Assignee: Toray Industries, IncorporatedInventors: Kazuyoshi Iwayama, Takehisa Inoue
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Patent number: 4351979Abstract: Isomerization of xylene admixed with other alkyl aromatics of at least eight carbon atoms and with normal or slightly branched paraffins is conducted at 600.degree.-800.degree. F. with a zeolite like zeolite ZSM-5 of reduced acid activity.Type: GrantFiled: April 24, 1981Date of Patent: September 28, 1982Assignee: Mobil Oil CorporationInventors: Arthur W. Chester, Yung F. Chu
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Patent number: 4247730Abstract: A process for hydrodealkylating alkyl-substituted aromatic hydrocarbons, e.g., toluene, by reaction with hydrogen in the absence of water vapor under relatively mild reaction conditions, and a catalyst therefor are disclosed. The process is effected at a temperature of from about 450.degree. to 650.degree. C., preferably from about 520.degree. to 620.degree. C., and pressures of from about 1 to about 30, preferably from about 5 to about 20 bar, and a liquid hourly space velocity of from about 1 to about 10, preferably from about 3 to about 8, in the presence of a catalyst which comprises a noble metal component comprising rhodium and a support comprising a metal aluminate having a spinel structure and corresponding to the empirical formula M Al.sub.2 O.sub.4.X Al.sub.2 O.sub.3, wherein X represents a value of from 0 to about 200 and M represents a metal selected from the group consisting of nickel, cobalt, copper, zinc, iron, and magnesium.Type: GrantFiled: May 15, 1979Date of Patent: January 27, 1981Assignee: ProcatalyseInventor: Jean-Pierre Brunelle
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Patent number: 4234751Abstract: A process for the production of the internal isomers (3-phenyl, 4-phenyl and higher) from linear phenylalkane mixtures via selective cracking of the 2-phenylalkane isomer over crystalline zeolite catalysts having a silica to alumina ratio of at least about 12 and a constraint index, as herein defined, of about 1 to 12.Type: GrantFiled: July 27, 1979Date of Patent: November 18, 1980Assignee: Mobil Oil CorporationInventor: Lewis B. Young
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Patent number: 4215231Abstract: Ethylene and maximum benzene are co-produced via a combination process involving (1) thermal cracking, or pyrolysis, (2) aromatic hydrocarbon separation, or extraction, and, (3) dealkylation of alkyl-substituted aromatics to yield additional benzene. Unconverted feed paraffins are recycled to thermal cracking for additional ethylene and benzene production.Type: GrantFiled: May 29, 1979Date of Patent: July 29, 1980Assignee: UOP Inc.Inventor: Robert F. Raymond
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Patent number: 4167533Abstract: Ethylene and maximum benzene are co-produced via a combination process involving (1) thermal cracking, or pyrolysis, (2) aromatic hydrocarbon separation, or extraction, and, (3) dealkylation of alkyl-substituted aromatics to yield additional benzene. Unconverted feed paraffins are recycled to thermal cracking for additional ethylene and benzene production.Type: GrantFiled: April 7, 1978Date of Patent: September 11, 1979Assignee: UOP Inc.Inventor: Robert F. Raymond
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Patent number: 4163028Abstract: Isomerization of xylenes in admixture with ethyl benzene by contact with a zeolite catalyst such as ZSM-5 is improved by use of zeolite having a silica/alumina ratio of at least 500 at a temperature above about 800.degree. F. At these conditions, conversion of ethyl benzene follows a different reaction path which permits high conversion of ethyl benzene to benzene without loss of xylenes by disproportionation.Type: GrantFiled: June 5, 1978Date of Patent: July 31, 1979Assignee: Mobil Oil CorporationInventors: Samuel A. Tabak, Roger A. Morrison
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Patent number: 4152363Abstract: An improved vapor phase process is provided for isomerization of monocyclic methyl-substituted aromatic hydrocarbons. The process involves contacting said aromatic hydrocarbons with a catalyst material containing a crystalline aluminosilicate zeolite characterized by a silica/alumina mole ratio of at least 12 and a constraint index, hereinafter defined, within the approximate range of 1 to 12, in a reaction zone maintained under conditions such that said isomerization is accomplished in the vapor phase. The improvement resides in the catalyst being highly diluted, such as with alumina, and the reaction temperature being maintained at greater than 800.degree. F.Type: GrantFiled: February 28, 1978Date of Patent: May 1, 1979Assignee: Mobil Oil CorporationInventors: Samuel A. Tabak, Roger A. Morrison