Using Metal-containing Catalyst Patents (Class 585/411)
  • Patent number: 8735310
    Abstract: To improve stability of catalytic performance, an aromatizing catalyst for converting lower hydrocarbons into aromatic compounds is regenerated. A regeneration process of the aromatizing catalyst according to the present invention includes the steps of: (a) reacting the aromatizing catalyst with a hydrogen gas in an atmosphere containing the hydrogen gas after using the aromatizing catalyst in an aromatizing reaction for converting lower hydrocarbons into aromatic compounds; (b) decreasing a temperature of the atmosphere containing the hydrogen gas reacted with the aromatizing catalyst, by supplying one of an inert gas and a reducing gas to the atmosphere; (c) reacting the aromatizing catalyst reacted with this inert gas, with an oxidizing gas; and (d) reacting the aromatizing catalyst reacted with the oxidizing gas, with a reducing gas.
    Type: Grant
    Filed: March 17, 2008
    Date of Patent: May 27, 2014
    Assignee: Meidensha Corporation
    Inventors: Hongtao Ma, Yuji Ogawa
  • Patent number: 8461404
    Abstract: A prolongated silica bound zeolite support comprising from about 85 wt % to about 95 wt % zeolite. A catalyst composition comprising a prolongated silica bound zeolite supporting at least one Group VIII metal and at least one halide. A process of making a prolongated silica bound zeolite support comprising mixing a zeolite, a prolongated silica, and water to form a mixture, and shaping the mixture into the prolongated silica bound zeolite support. A process of making a prolongated silica bound zeolite catalyst comprising mixing a zeolite, a prolongated silica, and water to form a mixture, shaping the mixture into a prolongated silica bound zeolite support, and adding one or more catalytic compounds to the prolongated silica bound zeolite support to form the prolongated silica bound zeolite catalyst.
    Type: Grant
    Filed: February 16, 2011
    Date of Patent: June 11, 2013
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Gyanesh P. Khare
  • Patent number: 8288602
    Abstract: The present invention describes a cost-efficient method for preparing di-substituted fluorenes in high yield.
    Type: Grant
    Filed: March 28, 2007
    Date of Patent: October 16, 2012
    Assignee: Total Petrochemicals Research Feluy
    Inventors: Alexander Z. Voskoboynikov, Artyom Y. Le Bedev, Andrey F. Asachenko, Abbas Razavi
  • Patent number: 8278237
    Abstract: A catalyst for producing aromatic compounds from lower hydrocarbons while improving activity life stability of methane conversion rate; benzene formation rate; naphthalene formation rate; and total formation rate of benzene, toluene and xylene is formed by loading molybdenum and copper on metallo-silicate serving as a substrate and then calcining the metallo-silicate. When the catalyst is reacted with a reaction gas containing lower hydrocarbons and carbonic acid gas, aromatic compounds are produced. In order to obtain the catalyst, it is preferable that molybdenum and copper are loaded on zeolite formed of metallo-silicate after the zeolite is treated with a silane compound larger than a pore of the zeolite in diameter and having an amino group and a straight-chain hydrocarbon group, the amino group being able to selectively react with the zeolite at a Bronsted acid point of the zeolite. It is preferable that a loaded amount of molybdenum is within a range of from 2 to 12 wt.
    Type: Grant
    Filed: February 13, 2008
    Date of Patent: October 2, 2012
    Assignee: Meidensha Corporation
    Inventors: Shinichi Yamada, Tomohiro Yamada, Yuji Ogawa, Hirokazu Akiyama, Takuya Hatagishi
  • Patent number: 7935856
    Abstract: The present invention relates to a method for preparing 1,5-dimethyltetralin using a dealuminated zeolite beta catalyst. The preparation method of 1,5-dimethyltetralin according to the present invention has the effects of not only showing high conversion and high selectivity of 1,5-dimethyltetralin but also of suppressing deactivation of a zeolite beta catalyst so as to enhance the catalyst life, by using the dealuminated zeolite beta catalyst.
    Type: Grant
    Filed: October 10, 2006
    Date of Patent: May 3, 2011
    Assignee: Hyosung Corporation
    Inventors: Byoung-Whan Soh, Young-Gyo Choi
  • Publication number: 20110060177
    Abstract: In a process for reducing the amount of benzene produced in a startup procedure for purification of an aromatic feedstream, the improvement comprising a start-up procedure including contacting said catalyst with said feedstream at elevated LHSV for a period of time sufficient to reduce benzene and/or toluene levels to a predetermined level, and proceeding under normal operational conditions.
    Type: Application
    Filed: August 30, 2010
    Publication date: March 10, 2011
    Inventors: Timothy F. Kinn, Michael C. Clark
  • Patent number: 7829155
    Abstract: The present invention provides a new monomer and methods of using the monomer to fabricate robust polymer surface coatings with controlled thicknesses between 1 and 5 nanometers. The coatings are composed of a new material containing polymerized monomers of 4-vinylbenzenepropanethiol. The polymer surface coating may be applied to metal and silicon. The method includes exposing a metal substrate to a solution of the monomer in hexanes in order to deposit a monolayer of the monomer onto the metal surface. The substrate is then irradiated with ultraviolet radiation in order to graft a thin polymer coating onto the surface. The procedure can be repeated in order to control the thickness of the coating between about 1 nm and 5 nm. Alternatively, thermally initiated polymerization or deposition of partially oligomerized monomers onto the surface provides nanothin coatings with identical performance.
    Type: Grant
    Filed: October 12, 2007
    Date of Patent: November 9, 2010
    Assignee: The University of Memphis Research Foundation
    Inventors: Evgueni Pinkhassik, Larry Todd Banner, Benjamin T. Clayton
  • Patent number: 7601881
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a tungstated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a phosphorus component, and at least one platinum-group metal component which is preferably platinum. The catalyst has a structure other than a heteropoly anion structure.
    Type: Grant
    Filed: January 30, 2008
    Date of Patent: October 13, 2009
    Assignee: UOP LLC
    Inventors: Ralph D. Gillespie, Feng Xu
  • Patent number: 7525001
    Abstract: The present invention provides a novel process for highly selective preparation of 2,6-dialkyltetralin, a key precursor for 2,6-dimethylnaphthalene (2,6-DMN), which does not require an extra step for purifying various isomers obtained from the conventional processes for 2,6-DMN. The present invention is advantageous to improve the synthetic yield, to simplify the operation and thus to reduce the production cost, since different starting materials and different pathways are exploited and thus the additional steps are not necessary.
    Type: Grant
    Filed: February 25, 2005
    Date of Patent: April 28, 2009
    Assignee: Seoul National University Industry Foundation
    Inventors: Young Gyu Kim, Woon Ki Kim, Byung Hyun Kim, Jong Gil Lee
  • Patent number: 7431828
    Abstract: A two-stage hydrotreating process is disclosed wherein a hydrocarbon stream is first desulphurized followed by a dehydrogenation step, which process comprises in combination contacting the feed and hydrogen over a hydrotreating catalyst at hydrotreating conditions, heating the hydrotreated effluent and hydrogen-rich gas from the hydrotreating reactor and contacting said effluent and hydrogen gas over a hydrotreating catalyst in a post-treatment reactor at a temperature sufficient to increase the polyaromatic hydrocarbon content and lower the hydrogen content of said effluent.
    Type: Grant
    Filed: July 6, 2005
    Date of Patent: October 7, 2008
    Assignee: Haldor Topsoe A/S
    Inventors: Michael G. Hunter, Rasmus G. Egeberg, Kim G. Knudsen
  • Patent number: 6844478
    Abstract: New polycyclic cyclopentadiene compounds having the formula (II) wherein the various substituents and symbols R1, R2, R3, R4, R5, R6, R7, Z1 and Z2 and “n” have the meaning specified in the description.
    Type: Grant
    Filed: March 20, 2001
    Date of Patent: January 18, 2005
    Assignee: Polimeri Europa S.p.A.
    Inventors: Paolo Biagini, Diego Vigliarolo, Giampietro Borsotti, Roberto Santi
  • Patent number: 6784331
    Abstract: Porous microcomposites have been prepared from perfluorinated ion-exchange polymer and metal oxides such as silica using the sol-gel process. Such microcomposites possess high surface area and exhibit extremely high catalytic activity.
    Type: Grant
    Filed: October 7, 2003
    Date of Patent: August 31, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mark Andrew Harmer, Qun Sun
  • Publication number: 20030032850
    Abstract: A process for the removal of hydrocarbon contaminants, such as dienes and olefins, from an aromatics reformate by contacting an aromatics reformate stream with a hydrotreating catalyst and/or a molecular sieve. The hydrotreating catalyst substantially converts all dienes to oligomers and partially converts olefins to alkylaromatics. The molecular sieve converts the olefins to alkylaromatics. The process provides an olefin depleted product which can be passed through a clay treater to substantially convert the remaining olefins to alkylaromatics. The hydrotreating catalyst has a metal component of nickel, cobalt, chromium, vanadium, molybdenum, tungsten, nickel-molybdenum, cobalt-nickel-molybdenum, nickel-tungsten, cobalt-molybdenum or nickel-tungsten-titanium, with a nickel molybdenum/alumina catalyst being preferred. The molecular sieve is an intermediate pore size zeolite, preferably MCM-22. The clay treatment can be carried out with any clay suitable for treating hydrocarbons.
    Type: Application
    Filed: October 8, 2002
    Publication date: February 13, 2003
    Inventors: Stephen H. Brown, Tarun K. Chaudhuri, Jose G. Santiesteban
  • Patent number: 6504069
    Abstract: 5-Tolyl-pent-2-ene is cyclized in liquid phase in the present of an aliphatic hydrocarbon to produce the corresponding dimethyltetralin. The use of the aliphatic hydrocarbon effectively prevents a side reaction such as dimerization of 5-tolyl-pent-2-ene to provide dimethyltetralin in a high yield. Also, 5-tolyl-pent-2-ene is cyclized in liquid phase or vapor phase in the presence of a catalyst comprising a carrier supporting sulfate ions to produce the corresponding dimethyltetralin. The catalyst supporting sulfate ions shows a high catalytic activity event at low temperatures. Therefore, the cyclization of 5-tolyl-pent-2-ene is conducted in a wide temperature range from low temperatures to high temperatures.
    Type: Grant
    Filed: February 14, 2000
    Date of Patent: January 7, 2003
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Youichi Kyuuko, Norio Fushimi, Makoto Takagawa
  • Patent number: 6472576
    Abstract: A process for producing 2,6-dimethylnapthalene from 1-(p-tolyl)-2-methylbutane, 1-(p-tolyl)-2-methylbutene or a mixture thereof by dehydrocyclization in the presence of a catalyst, comprising using non-acidic activated carbon as a catalyst.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: October 29, 2002
    Assignee: Optatech Corporation
    Inventors: Christer Bergström, Marita Niemelä
  • Publication number: 20010051754
    Abstract: A process for toluene disproportionation which obtains high xylene yields while minimizing ethylbenzene production employs a dual catalyst bed. The first bed employs an acid zeolite, e.g., ZSM-5 which disproportionates toluene and the downstream second bed uses an acid zeolite having hydrogenation-dehydrogenation activity, e.g., PtZSM-5, to selectively eliminate ethylbenzene.
    Type: Application
    Filed: August 3, 1999
    Publication date: December 13, 2001
    Inventors: DARIA N. LISSY, SANJAY B. SHARMA, DAVID S. SHIHABI
  • Patent number: 6172273
    Abstract: A composition is prepared by a method which comprises mixing a first solid material comprising a platinum group metal, a rhenium component, a porous carrier material and, optionally, a halogen component and a second solid material comprising silica and bismuth. The thus-obtained composition is employed as a catalyst in the conversion of hydrocarbons to aromatics. In an alternate embodiment, hydrocarbons are converted to aromatics by sequentially contacting the hydrocarbons with the first solid material and then the second solid material.
    Type: Grant
    Filed: February 23, 2000
    Date of Patent: January 9, 2001
    Assignee: Phillips Petroleum Company
    Inventors: An-hsiang Wu, Charles A. Drake
  • Patent number: 6127589
    Abstract: The invention concerns a preparation process for 2,6-dimethylnaphthalene in which 1-(p-tolyl)-2-methylbutane and/or 1-(p-tolyl)-2-methylbutene are dehydrocyclisized using a reduced vanadium catalyst. 2,6-dimethylnaphthalene can be used as starting material when manufacturing polyethylenenaphthalate. The conversion of this method is good and the selectivity of 2,6-dimethylnaphthalene can be improved by reducing the catalyst.
    Type: Grant
    Filed: September 15, 1998
    Date of Patent: October 3, 2000
    Assignee: Optatech Oy
    Inventors: Juha Jakkula, Vesa Niemi, Kari Vahteristo, Kari-Matti Sahala
  • Patent number: 6126812
    Abstract: A method for optimizing the yield of aromatics and light olefins in a process for the conversion of cracked gasoline to aromatics and light olefins by separating the cracked gasoline into a light fraction and a heavy fraction and contacting the light fraction with a zeolite catalyst.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: October 3, 2000
    Assignee: Phillips Petroleum Company
    Inventors: Charles Alfred Drake, An-Hsiang Wu, Scott Douglas Love
  • Patent number: 6107534
    Abstract: An improved zeolite catalyst containing an acid-treated zeolite, a boron component and a zinc component manufactured by a novel method having certain process steps necessary for providing the improved zeolite catalyst. The process steps include a first steam treatment of an acid-treated zeolite, followed by incorporation of such zeolite with a boron component and a zinc component, followed by a second steam treatment. Processes are also disclosed for using the improved zeolite catalyst in the conversion of hydrocarbons, preferably non-aromatic hydrocarbons, to lower olefins (such as ethylene and propylene) and aromatic hydrocarbons (such as benzene, toluene, and xylene).
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: August 22, 2000
    Assignee: Phillips Petroleum Company
    Inventors: Charles A. Drake, An-hsiang Wu
  • Patent number: 6083379
    Abstract: A process for desulfurizing and enhancing the octane of cracked gasoline by first aromatizing the cracked gasoline and, second, hydrodesulfurizing the resulting intermediate product stream.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: July 4, 2000
    Assignee: Phillips Petroleum Company
    Inventors: Charles A. Drake, Scott Douglas Love
  • Patent number: 6084132
    Abstract: Fluorescent dyes which fluoresce in a variety of colors are produced from substituted and un-substituted 6-ring and 8-ring aromatic diketones by reductive alkylation with alkyl halides in the presence of zinc.
    Type: Grant
    Filed: December 3, 1999
    Date of Patent: July 4, 2000
    Assignee: Rohm and Haas Company
    Inventor: Peter J. Heffron
  • Patent number: 6028027
    Abstract: Catalysts comprising iron and potassium and, if desired, further elements, which catalysts are suitable for dehydrogenating hydrocarbons to give the corresponding olefinically unsaturated hydrocarbons, are prepared by calcining a finely divided dry or aqueous mixture of an iron compound with a potassium compound and, if desired, compounds of further elements in a first step that agglomerates having a diameter of from 5 to 50 .mu.m and formed from smaller individual particles are obtained and, in a second step, preferably after shaping, calcining it at from 300 to 1000.degree. C., with the maximum calcination temperature in the second step preferably being at least 30.degree. below the calcination temperature in the first step. The catalysts thus prepared are useful, in particular, for dehydrogenating ethylbenzene to give styrene.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: February 22, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Baier, Christopher William Rieker, Otto Hofstadt, Wolfgang Buchele, Wolfgang Jurgen Popel, Hermann Petersen, Norbert Neth
  • Patent number: 5952534
    Abstract: The invention is related to a process for making 2,6-dimethylnaphthalene from p-xylene and 1- or 2-butene or butadiene via 1-(p-tolyl)-2-methylbutane or 1-(p-tolyl)-2-methylbutane. 2,6-dimethylnaphthalene can be used for making polyethylenenaphthalate.
    Type: Grant
    Filed: March 20, 1998
    Date of Patent: September 14, 1999
    Assignee: Optatech Oy
    Inventors: Kari Vahteristo, Erkki Halme, Salme Koskimies, Sigmund M. Csicsery, Markku Laatikainen, Vesa Niemi
  • Patent number: 5873994
    Abstract: An aromatization process for converting a portion of a cracked gasoline feedstock to aromatics utilizing a catalyst comprising an acid leached zeolite and tin under process conditions suitable for converting a portion of the cracked gasoline feedstock to aromatics.
    Type: Grant
    Filed: July 15, 1997
    Date of Patent: February 23, 1999
    Assignee: Phillips Petroleum Company
    Inventors: Charles A. Drake, An-hsiang Wu
  • Patent number: 5789593
    Abstract: The present invention relates to a process for preparing an indene, which involves reacting an indanone with hydrogen in the presence of a catalyst comprising one or more oxides, preferably metal oxides. Preferred oxides comprise elements from groups Ia, IIa, IIa, IVa, Va, VIa, Ib, IIb, IIIb, IVb, Vb, VIb, VIIb and VIII of the Periodic Table, or elements from the lanthanide group.
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: August 4, 1998
    Assignee: Targar GmbH
    Inventors: Jens Weiguny, Holger Borchert, Uwe Dingerdissen
  • Patent number: 5712313
    Abstract: A process for carrying out a chemical equilibrium reaction is disclosed in which, in a first stage, one or more reactants are contacted with a fixed arrangement of a catalyst under conditions such that the reactants and the products of the reaction are gaseous, the unconverted reactants and products of the first stage being passed to a second stage, in which they are contacted with a fixed arrangement of a catalyst and the reaction allowed to proceed in the presence of an absorbent capable of absorbing a product of the reaction.
    Type: Grant
    Filed: February 26, 1996
    Date of Patent: January 27, 1998
    Assignee: Shell Oil Company
    Inventors: Gert Jan Kramer, Jean Paul Lange
  • Patent number: 5625102
    Abstract: A method of alkylating the side chain of alkyl-substituted aromatic hydrocarbons. The method comprises the steps of thermally treating an alumina by calcining in air and then degassing under vacuum to prepare an alumina carrier, loading an alkali metal on the alumina carrier by an impregnation method using the alkali metal dissolved in liquid ammonia, thermally treating the alkali metal loaded alumina carrier under vacuum to prepare a catalyst, then reacting an alkyl-substituted aromatic hydrocarbon with an aliphatic monoolefin, using the catalyst, under an atmosphere substantially free of oxygen, water and carbon dioxide gas to alkylate the side chain of the alkyl-substituted aromatic hydrocarbon.
    Type: Grant
    Filed: December 27, 1994
    Date of Patent: April 29, 1997
    Assignee: Mitsubishi Oil Co., Ltd.
    Inventors: Takaya Matsumoto, Yoshiichi Kumagai, Fumio Kumata
  • Patent number: 5510554
    Abstract: In the preparation of 1,1'-binaphthyls substituted in the 2,2'-positions (and optionally substituted in one or more of positions 3 to 7 and/or 3' to 7'), a 1-halo-2-substituted naphthalene is reacted with a 2-substituted-1-naphthyl-magnesium halide in the presence of a catalyst. The catalyst comprises palladium and a phosphine ligand. Typical phosphine ligands include triphenylphosphine, 1,4-bis(diphenylphosphino)butane, 2,2'-bis(diphenylphosphinomethoxy)-1,1'-binaphthyl, and tetrakis(triphonylphosphine).
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: April 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Regnat, Hans-Jerg Kleiner
  • Patent number: 5476977
    Abstract: 1,1,2,3,4,4,6-Heptamethyl-1,2,3,4-tetrahydronaphthalene, a novel naphthalenic compound, is useful as an intermediate for the preparation of 5,6,7,8-tetrahydro-3,5,5,6,7,8,8-heptamethyl-2-naphthalenecarbaldehyde. It is prepared by a process consisting of the addition of an olefin of formula ##STR1## wherein R.sup.1 and R.sup.2 represent different substituents and each defines a hydrogen atom or a methyl radical, with p-cymene. 4,4-Dimethyl-2-pentene [compound (III): R.sup.1 =CH.sub.3 ; R.sup.2 =H] is obtained by the co-metathesis reaction of an olefin of formula ##STR2## wherein R.sup.1 and R.sup.2 represent identical substituents designating each a hydrogen atom or a methyl radical, with an olefin of formula ##STR3## wherein R.sup.3 and R.sup.4 identical or different, designate each a hydrogen atom or a methyl radical in the presence of an appropriate catalyst consisting of Re.sub.2 O.sub.7 on an inert solid carrier, or of WCl.sub.6 /(C.sub.2 H.sub.5))/Bu.sub.4 Sn.
    Type: Grant
    Filed: August 5, 1994
    Date of Patent: December 19, 1995
    Assignee: Firmenich SA
    Inventors: Jean-Paul Leresche, Yves Mentha
  • Patent number: 5446226
    Abstract: A process for efficiently producing dimethylnaphthalene by a single-step reaction which comprises cyclizing dehydrogenating 5-tolyl-penta-2-ene in the presence of a catalyst comprising in combination (a) a solid acid such as crystalline aluminosilicate, silica-alumina or alumina; (b) a noble metal such as palladium and platinum; and a carrier such as carbon, silicon oxide, titanium oxide and zirconium oxide. The process results in simplification of production, effective utilization of reaction heat and rationalization of the heat balance.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: August 29, 1995
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Shinji Ozawa, Makoto Takagawa, Takayasu Fujimori
  • Patent number: 5436380
    Abstract: A process for producing aromatic hydrocarbons comprises bringing hydrocarbons having 2 to 12 carbon atoms into contact with a modified crystalline galloaluminosilicate catalyst prepared by treating a crystalline galloaluminosilicate having a tool ratio of SiO.sub.2 /(Ga.sub.2 O.sub.3 +Al.sub.2 O.sub.3) in the range from 5 to 1000 with a sulfur-containing substance. The process of the invention is simple and suited for general application and the catalyst can be prepared at a low cost. Aromatic hydrocarbons can be produced efficiently from the material hydrocarbons by bringing them into contact with the modified galloaluminosilicate having the excellent catalytic activity. The process of the invention can be adopted widely and effectively in the petroleum refining, in the petroleum chemistry and in the chemical industry in general.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: July 25, 1995
    Assignee: Idemitsu Kosan, Co., Ltd.
    Inventors: Masahiko Sawa, Yasushi Wakushima, Kozo Takatsu
  • Patent number: 5401892
    Abstract: A method for preparing one or more specific dimethyltetralins from either 5-(o-, m-, or p-tolyl)-pent-1- or -2-ene or 5-phenyl-hex-1- or -2-ene, and optionally for preparing one or more specific dimethylnaphthalenes from the aforesaid dimethyltetralins is disclosed wherein the orthotolylpentene or phenylhexane is cyclized to the dimethyltetralin using an ultra-stable crystalline aluminosilicate molecular sieve Y-zeolite.
    Type: Grant
    Filed: February 26, 1993
    Date of Patent: March 28, 1995
    Assignee: Amoco Corporation
    Inventors: David L. Sikkenga, Ian C. Zaenger, Joyce D. Lamb, Gregory S. Williams
  • Patent number: 5396008
    Abstract: There is disclosed a process for producing dimethyltetralin consisting of 1,5-, 1,6- and 2,6-dimethyltetralin which comprises cyclizing 5-tolyl-penta-2-ene in gaseous state in the presence of diluent by the use of a catalyst comprising a crystalline aluminosilicate and a carrier and optionally a molding assistant. The abovementioned process is capable of producing industrially useful dimethyltetralin as the starting raw material for dimethylnaphthalene with high yield and high selectivity with minimized side reactions over a long stabilized period.
    Type: Grant
    Filed: July 9, 1993
    Date of Patent: March 7, 1995
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Shinji Ozawa, Makoto Takagawa, Kenji Dnamasa
  • Patent number: 5382733
    Abstract: Disclosed herein is a process for preparing naphthalene or a derivative thereof, which comprises subjecting a benzene derivative having at least one substituted or non-substituted aliphatic hydrocarbon group and being capable of forming a naphthalene ring to cyclodehydrogenation in the presence of a zirconia catalyst containing chromium in an oxidized state.
    Type: Grant
    Filed: March 19, 1993
    Date of Patent: January 17, 1995
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Masayuki Otake, Akio Nakanishi
  • Patent number: 5365001
    Abstract: A method for preparing a dialkylnaphthalene in one step by contacting an dialkylbenzene compound with a solid catalyst in a gas or liquid phase in the presence of hydrogen, using a catalyst having composition (I) or (II) below:(1)(M.sup.1).sub.a.(M.sup.2).sub.b.(SiO.sub.2.XAl.sub.2 O.sub.3).(Al.sub.2 O.sub.3).sub.c (I)(2) Mixture of II-(i) and II-(ii):(M.sup.3).sub.d.(Al.sub.2 O.sub.3) II-(i)(M.sup.4).sub.e.(SiO.sub.2.XAl.sub.2 O.sub.3) II-(ii)wherein M.sup.1 is a metal selected from the group consisting of metals belonging to group VIII of a periodic table and rhenium;M.sup.2 is a member selected from the group consisting of zinc, gallium, and oxides thereof;M.sup.3 is a metal belonging to group VIII of a periodic table;M.sup.4 is at least one alkali metal; anda, b, c, d, e, and X represent proportions, respectively.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: November 15, 1994
    Assignee: Teijin Limited
    Inventors: Koji Sumitani, Keizo Shimada, Seiji Itoh, Kimihiko Sato, Risuke Suzuki, Akio Namatame
  • Patent number: 5362715
    Abstract: The invention is directed to a mixture of acetylpolyalkylindanes and acetylpolyalkyltetralines obtainable by cycloalkylation of p-cymene and/or p,.alpha.-dimethylstyrene and/or 8-p-cymenyl halides and/or 8-p-cymenyl alcohol with a mixture of alkenes consisting of one or more methylbutene isomers and one or more dimethylbutene isomers, followed by acetylation of the intermediate mixture of polyalkylindanes and polyalkyltetralines.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: November 8, 1994
    Assignee: PFW Aroma Chemicals B.V.
    Inventors: Amnon M. Cohen, Frank E. Conboy, Willem Lenselink, Everardus A. Oostveen
  • Patent number: 5321178
    Abstract: A process for efficiently producing 2,6-dimethylnaphthalene which comprises subjecting 2-methyl-1-(p-tolyl)butene and/or 2-methyl-1-(p-tolyl)butane as the starting raw material to a cyclization dehydrogenation reaction in the presence of a catalyst comprising (a) a palladium component, (b) an alkali or alkaline earth metal compound and (c) aluminum oxide. The process enables the production of highly pure 2,6-dimethylnaphthalene in a high yield at a low cost. The catalyst used in the process affords high safety and stability.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: June 14, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenji Inamasa, Norio Fushimi, Makoto Takagawa
  • Patent number: 5300720
    Abstract: Zeolite L containing caesium is prepared by a process in which said zeolite L is crystallised from a synthesis mixture with a molar composition (expressed as oxides) of:______________________________________ K.sub.2 O/SiO.sub.2 0.15 to 0.40 K.sub.2 O/Cs.sub.2 O 3 to 10 H.sub.2 O/K.sub.2 O 40 to 100 and SiO.sub.2 /Al.sub.2 O.sub.3 7 to 13 ______________________________________and containing 0.5 to 15 ppm (by weight) of divalent metal carbons, e.g. Mg ions. The zeolite L is used in dehydrocyclisation and/or isomerisation processes.
    Type: Grant
    Filed: November 30, 1989
    Date of Patent: April 5, 1994
    Assignee: Exxon Research & Engineering Company
    Inventors: Johannes P. Verduijn, Pieter E. Gellings
  • Patent number: 5284987
    Abstract: A method for the acid catalyzed cyclization of an alkenylbenzene feedstock to a dimethyltetralin in a liquid phase reaction wherein the desired dimethyltetralin is removed from the reaction mixture by distillation simultaneously with the addition of the feedstock to the reaction mixture.
    Type: Grant
    Filed: February 5, 1992
    Date of Patent: February 8, 1994
    Assignee: Amoco Corporation
    Inventors: David L. Sikkenga, Ian C. Zaenger, Gregory S. Williams
  • Patent number: 5276230
    Abstract: There is disclosed a process for efficiently producing 2,6-dimethylnaphthalene used for the production of polyethylene naphthalate which comprises subjecting 2-methyl-1-(p-tolyl)butene and/or 2-methyl-1-(p-tolyl)butane as a starting raw material to cyclization dehydrogenation reaction by the use of a catalyst comprising a platinum component and at least one component selected from the group consisting of alkali metals and alkaline earth metals each being supported on aluminum oxide. The above process enables the production of the objective compound in a high yield at a low cost by using the catalyst having high safety and stability from the widely available starting material, thereby enhancing the industrial significance of the process.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: January 4, 1994
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenji Inamasa, Norio Fushimi, Makoto Takagawa
  • Patent number: 5276227
    Abstract: Liquid hydrocarbon lubricant viscosity index improver compositions are disclosed having high shear stability. The compositions comprise the homopolymer or copolymer product of the oligomerization of C.sub.3 to C.sub.5 alpha-olefin or mixtures thereof, with or without ethylene as co-monomer. The process is carried out under oligomerization conditions in contact with a reduced valence state Group VIB metal catalyst on porous support. The viscosity index improver of the invention has a regio-irregularity of at least 20%, weight average molecular weight between 6,000 and 30,000 and molecular weight distribution between 2 and 5.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: January 4, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Margaret M. Wu, Alice S. Chu
  • Patent number: 5237116
    Abstract: A process and catalyst are disclosed for the catalyzed reaction of an organometallic reagent with a reactive halide in the presence of a diphosphine complex of a nickel carboxylate or sulfonate. The process can be employed in the synthesis of aromatic compounds such as bisbenzocyclobutenes.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: August 17, 1993
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5157182
    Abstract: A dehydrocyclization process is described for producing polynuclear organic compounds by contacting a starting organic material having at least one ring moiety comprising at least two adjacent ring carbon atoms each bonded to an independently selected monovalent radical comprising at most about eight carbon atoms provided at least one of the monovalent hydrocarbon radicals comprises more than one carbon atom with a crystalline copper aluminum borate catalyst. The preferred catalyst comprises at least one member selected from the group consisting of (a) crystalline copper aluminum borate and (b) zero valent copper on a support comprising at least one member selected from the group consisting of Al.sub.4 B.sub.2 O.sub.9 and the crystalline copper aluminum borate, the zero valent copper on the support being formed by the reduction of the crystalline copper aluminum borate.
    Type: Grant
    Filed: June 19, 1991
    Date of Patent: October 20, 1992
    Assignee: Amoco Corporation
    Inventors: Patrick E. McMahon, Larry C. Satek
  • Patent number: 5073670
    Abstract: A method for preparing one or more specific dimethyltetralins from either 5-(o-, m-, or p-tolyl)-pent-1-or -2-ene or 5-phenyl-hex-1- or -2-ene, and optionally for preparing one or more specific dimethylnaphthalenes from the aforesaid dimethyltetralins is disclosed.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: December 17, 1991
    Assignee: Amoco Corporation
    Inventors: David L. Sikkenga, Joyce D. Lamb, Ian C. Zaenger, Gregory S. Williams
  • Patent number: 5068476
    Abstract: Liquid olefin oligomers are produced by the oligomerization of C.sub.2 -C.sub.5 alpha olefin alone or with ethylene as a co-monomer. The oligomers having high viscosity index and a structure which is characterized by a regio-irregularity of at least 20 percent, usually from 20 to 40 percent. The olefins are oligomerized with a reduced valence state chromium oxide catalyst on a silica support, usually at a temperature from 90.degree. to 250.degree. C., although lower temperatures can also be used with ethylene as a con-monomer. The liquid oligomerization products can be produced in wide range of viscosities including the direct production of low viscosity lubricants having high viscosity index.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: November 26, 1991
    Assignee: Mobil Oil Corporation
    Inventors: Margaret M. Wu, Suzzy C. Ho
  • Patent number: 5068479
    Abstract: A process for preparing 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene of the formula I ##STR1## comprises reacting p-cymene of the formula II ##STR2## with a hexene of the formula IIIa, IIIb and/or IIIc ##STR3## in the presence of a catalytic amount of aluminum halide and a catalytic amount of a triphenylmethyl compound of the formula IV ##STR4## wherein R.sup.1, R.sup.2 and R.sup.3 are each, independently of one another, hydrogen, C.sub.1 -C.sub.4 -alkyl, nitro or halogen and X is hydrogen or halogen.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: November 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Huellmann, Herbert Mayr, Rainer Becker
  • Patent number: 5068480
    Abstract: A process for producing 2,6-dimethylnaphthalene, which comprises subjecting 2-methyl-1-(p-tolyl)-butene, 2-methyl-1-(p-tolyl)-butane or a mixture of these to cyclization and dehydrogenation in the presence of a catalyst comprising lead oxide and/or indium oxide and aluminum oxide.
    Type: Grant
    Filed: December 3, 1990
    Date of Patent: November 26, 1991
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Makoto Takagawa, Ken Yamagishi, Jyun Yoshihara, Kenji Inamasa, Kumiko Watabe
  • Patent number: 5059572
    Abstract: A process and catalyst are disclosed for the catalyzed reaction of an organometallic reagent with a reactive halide in the presence of a diphosphine complex of a nickel carboxylate or sulfonate. The process can be employed in the synthesis of aromatic compounds such as bisbenzocyclobutenes.
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: October 22, 1991
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5043501
    Abstract: A process for producing 2,6-dimethylnaphthalene by alkylation of an alkylaromatic, e.g. toluene, with a C.sub.5 olefin alkylating agent, e.g. 1-pentene, in the presence of a suitable alkylation catalyst, and dehydrocyclization of the resulting alkylate with a dehydrocyclization catalyst to generate a dimethylnaphthalene product rich in the 2,6-isomer. Additional process steps can include isomerization of the product and further alkylation.
    Type: Grant
    Filed: March 15, 1990
    Date of Patent: August 27, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Kenneth J. Del Rossi, Larry A. Green, Albin Huss, Jr., Garry W. Kirker, Michael E. Landis