And H Patents (Class 585/488)
  • Patent number: 5382734
    Abstract: 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: Grant
    Filed: July 16, 1993
    Date of Patent: January 17, 1995
    Assignee: Hydrocarbon Research, Inc.
    Inventors: Hashim Sardar, Lawrence M. Abrams
  • Patent number: 5278344
    Abstract: 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: Grant
    Filed: December 14, 1992
    Date of Patent: January 11, 1994
    Assignee: UOP
    Inventors: Christopher D. Gosling, John D. Swift
  • Patent number: 5132480
    Abstract: 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: Grant
    Filed: February 5, 1990
    Date of Patent: July 21, 1992
    Assignee: Fuji Oil Company, Ltd.
    Inventors: Toshio Tsutsui, Osamu Kubota, Toshihito Nakamura
  • Patent number: 5053574
    Abstract: 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: Grant
    Filed: May 11, 1990
    Date of Patent: October 1, 1991
    Assignee: Fuji Oil Company, Ltd.
    Inventors: Toshio Tsutsui, Osamu Kubota
  • Patent number: 5043513
    Abstract: 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: Grant
    Filed: October 9, 1990
    Date of Patent: August 27, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Paul A. Howley, Stuart S. Shih
  • Patent number: 5003119
    Abstract: 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: Grant
    Filed: February 12, 1990
    Date of Patent: March 26, 1991
    Assignee: Lummus Crest, Inc.
    Inventors: Helion H. Sardina, Roger C. Johnson, John E. Paustian, Renata M. Cox
  • Patent number: 5001296
    Abstract: 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: Grant
    Filed: March 7, 1990
    Date of Patent: March 19, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Paul A. Howley, Stuart S. Shih
  • Patent number: 4677240
    Abstract: 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: Grant
    Filed: January 10, 1986
    Date of Patent: June 30, 1987
    Assignee: Amoco Corporation
    Inventors: Ronald E. Carlson, Stephen R. Ely, Allen I. Feinstein, Ibrahim Ghanayem
  • Patent number: 4560820
    Abstract: A process for dealkylating alkylaromatic hydrocarbons using intermediate pore size zeolites substantially free of acidity is disclosed.
    Type: Grant
    Filed: October 25, 1984
    Date of Patent: December 24, 1985
    Assignee: Chevron Research Company
    Inventor: Leslie A. Field
  • Patent number: 4482773
    Abstract: 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: Grant
    Filed: July 22, 1983
    Date of Patent: November 13, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Yung F. Chu, Fritz A. Smith, Arthur W. Chester
  • Patent number: 4469909
    Abstract: 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: Grant
    Filed: September 1, 1983
    Date of Patent: September 4, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Arthur W. Chester, Yung-Feng Chu
  • Patent number: 4467129
    Abstract: 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: Grant
    Filed: November 24, 1982
    Date of Patent: August 21, 1984
    Assignee: Toray Industries, Inc.
    Inventors: Kazuyoshi Iwayama, Atsushi Ebitani, Takehisa Inoue, Atsuo Kani
  • Patent number: 4436945
    Abstract: 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: Grant
    Filed: March 22, 1982
    Date of Patent: March 13, 1984
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Masahiko Koya, Yohei Fukuoka
  • Patent number: 4431857
    Abstract: 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: Grant
    Filed: August 2, 1982
    Date of Patent: February 14, 1984
    Assignee: Standard Oil Company (Indiana)
    Inventor: Allen I. Feinstein
  • Patent number: 4409413
    Abstract: 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: Grant
    Filed: June 16, 1981
    Date of Patent: October 11, 1983
    Assignee: Toray Industries, Incorporated
    Inventors: Kazuyoshi Iwayama, Takehisa Inoue
  • Patent number: 4351979
    Abstract: 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: Grant
    Filed: April 24, 1981
    Date of Patent: September 28, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Arthur W. Chester, Yung F. Chu
  • Patent number: 4247730
    Abstract: 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: Grant
    Filed: May 15, 1979
    Date of Patent: January 27, 1981
    Assignee: Procatalyse
    Inventor: Jean-Pierre Brunelle
  • Patent number: 4234751
    Abstract: 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: Grant
    Filed: July 27, 1979
    Date of Patent: November 18, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Lewis B. Young
  • Patent number: 4215231
    Abstract: 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: Grant
    Filed: May 29, 1979
    Date of Patent: July 29, 1980
    Assignee: UOP Inc.
    Inventor: Robert F. Raymond
  • Patent number: 4167533
    Abstract: 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: Grant
    Filed: April 7, 1978
    Date of Patent: September 11, 1979
    Assignee: UOP Inc.
    Inventor: Robert F. Raymond
  • Patent number: 4163028
    Abstract: 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: Grant
    Filed: June 5, 1978
    Date of Patent: July 31, 1979
    Assignee: Mobil Oil Corporation
    Inventors: Samuel A. Tabak, Roger A. Morrison
  • Patent number: 4152363
    Abstract: 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: Grant
    Filed: February 28, 1978
    Date of Patent: May 1, 1979
    Assignee: Mobil Oil Corporation
    Inventors: Samuel A. Tabak, Roger A. Morrison