And Molecular Oxygen Or A Molecular Oxygen Containing Gas Patents (Class 558/319)
  • Patent number: 6825380
    Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: November 30, 2004
    Assignee: Rohm and Haas Company
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Michele Doreen Heffner, Ruozhi Song
  • Publication number: 20040181083
    Abstract: Partial oxidation products and/or ammoxidation products of an olefinic hydrocarbon A′ are prepared by a process in which said olefinic hydrocarbon is produced during normal operation by partial dehydrogenation and/or oxydehydrogenation of hydrocarbon A and fed in from another source during partial or complete nonoperation of the dehydrogenation and/or oxydehydrogenation.
    Type: Application
    Filed: December 29, 2003
    Publication date: September 16, 2004
    Inventors: Theo Proll, Otto Machhammer, Gotz-Peter Schindler, Klaus Joachim Muller-Engel
  • Patent number: 6777571
    Abstract: A catalyst comprising a mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: August 7, 2003
    Date of Patent: August 17, 2004
    Assignee: Rohm and Haas Company
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Ruozhi Song, Elsie Mae Vickery
  • Patent number: 6747168
    Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: May 22, 2003
    Date of Patent: June 8, 2004
    Assignee: Rohm and Haas Company
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Michele Doreen Heffner, Ruozhi Song
  • Patent number: 6667020
    Abstract: A process increasing the yield of both HCN and acetonitrile produced during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propylene and propane, a crude ketone and/or a mixture of at least two ketones, ammonia and air, into a reaction zone containing an ammoxidation catalyst, reacting the. hydrocarbon, the ketone, ammonia and oxygen over said catalyst at an elevated temperature to produce acrylonitrile, hydrogen cyanide and acetonitrile, and recovering the acrylonitrile, hydrogen cyanide and acetonitrile from the reactor.
    Type: Grant
    Filed: December 10, 2001
    Date of Patent: December 23, 2003
    Assignee: The Standard Oil Company
    Inventors: Michael J. Seely, Sanjay Purushottam Godbole, Dev Dhanaraj Suresh
  • Patent number: 6656873
    Abstract: A catalyst comprising a mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: December 2, 2003
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Ruozhi Song, Elsie Mae Vickery
  • Patent number: 6645906
    Abstract: A catalyst comprising a mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: April 8, 2002
    Date of Patent: November 11, 2003
    Assignee: Rohm and Haas Company
    Inventors: Leonard Edward Bogan, Jr., Alex Pak
  • Patent number: 6642174
    Abstract: An improved catalyst comprising a mixed metal oxide is prepared by the use of a sol-gel technique. The catalyst is useful for the conversion of an alkane, or a mixture of an alkane and an alkene, to an unsaturated carboxylic acid by vapor phase oxidation, or to an unsaturated nitrile by vapor phase oxidation in the presence of ammonia.
    Type: Grant
    Filed: May 17, 2002
    Date of Patent: November 4, 2003
    Assignee: Rohm and Haas Company
    Inventors: Anne Mae Gaffney, Ruozhi Song
  • Publication number: 20030198586
    Abstract: A process increasing the yield of both HCN and acetonitrile produced during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propylene and propane, a crude ketone and/or a mixture of at least two ketones, ammonia and air, into a reaction zone containing an ammoxidation catalyst, reacting the hydrocarbon, the ketone, ammonia and oxygen over said catalyst at an elevated temperature to produce acrylonitrile, hydrogen cyanide and acetonitrile, and recovering the acrylonitrile, hydrogen cyanide and acetonitrile from the reactor.
    Type: Application
    Filed: December 10, 2001
    Publication date: October 23, 2003
    Inventors: Michael J. Seely, Sanjay Purushottam Godbole, Dev Dhanaraj Suresh
  • Patent number: 6613949
    Abstract: This invention is directed towards an improved process for the selective gas phase oxidation of a organic reactant using a metal oxide redox catalyst, wherein the organic reactant and air feeds are at a substantially continuous level, the improvement comprising adding a fluctuating flow of oxygen at alternating relatively high and relatively low levels. The invention also teaches means by which a gas may be provided to a reaction process on a fluctuating basis.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: September 2, 2003
    Assignee: Praxair Technology, Inc.
    Inventors: Matthew Lincoln Wagner, Donald Walter Welsh Kirkwood, Kazuo Kiyonaga
  • Patent number: 6610629
    Abstract: Disclosed is a process for producing an oxide catalyst comprising, as component elements, molybdenum (Mo), vanadium (V), at least one element selected from the group consisting of the two elements of antimony (Sb) and tellurium (Te), and niobium (Nb), wherein the process comprises providing an aqueous raw material mixture containing compounds of the component elements of the oxide catalyst, and drying the aqueous raw material mixture, followed by calcination, and wherein, in the aqueous raw material mixture, at least a part of the niobium compound as one of the compounds of the component elements is present in the form of a complex thereof with a complexing agent comprising a compound having a hydroxyl group bonded to an oxygen atom or a carbon atom. Also disclosed is a process for producing (meth)acrylonitrile or (meth)acrylic acid, which comprises performing the ammoxidation or oxidation of propane or isobutane in the gaseous phase in the presence of the oxide catalyst.
    Type: Grant
    Filed: September 18, 2001
    Date of Patent: August 26, 2003
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Hidenori Hinago, Hiroyuki Yano
  • Patent number: 6605137
    Abstract: A composition, a process for producing the composition, and a process for producing a nitrile are disclosed. The composition is substantially anhydrous or free of water and comprises ammonia and an anti-foaming agent. The composition can be produced by contacting substantially anhydrous ammonia with an anti-foaming amount of an anti-foaming agent. The process for producing a nitrile comprises contacting a hydrocarbon with the composition disclosed herein.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: August 12, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Timothy P. Stauffer, Gregory P. Shankwitz
  • Patent number: 6589907
    Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: July 8, 2003
    Assignee: Rohm and Haas Company
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Dominique Hung Nhu Le
  • Patent number: 6514902
    Abstract: Disclosed is a process for producing an oxide catalyst for use in producing (meth)acrylonitrile from propane or isobutane by ammoxidation in the gaseous phase, the oxide catalyst comprising a compound oxide containing Mo, V and Sb as essential component elements, which process comprises subjecting a solution or slurry, in water and/or an alcohol, of a raw-material mixture comprising a Mo compound, a V compound and an Sb compound as essential raw materials to a specific oxidation treatment using an oxidizing gas and/or an oxidizing liquid before subjecting the solution or slurry to drying and subsequent calcination. Further, also disclosed is a process for producing a base-treated oxide catalyst by treating the above-mentioned oxide catalyst with an aqueous basic solution.
    Type: Grant
    Filed: November 3, 2000
    Date of Patent: February 4, 2003
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tomoya Inoue, Hiroshi Ishida
  • Patent number: 6472552
    Abstract: A promoted multi-metal oxide catalyst is useful for the vapor phase oxidation of an alkane, or a mixture of an alkane and an alkene, to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane, or a mixture of an alkane and an alkene, to an unsaturated nitrile.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: October 29, 2002
    Assignee: Rohm and Haas Company
    Inventor: Leonard Edward Bogan, Jr.
  • Patent number: 6413485
    Abstract: A process increasing the yield of both HCN and acetonitrile produced during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propylene and propane, a crude ketone and/or a mixture of at least two ketones, ammonia and air, into a reaction zone containing an ammoxidation catalyst, reacting the hydrocarbon, the ketone, ammonia and oxygen over said catalyst at an elevated temperature to produce acrylonitrile, hydrogen cyanide and acetonitrile, and recovering the acrylonitrile, hydrogen cyanide and acetonitrile from the reactor.
    Type: Grant
    Filed: May 27, 1999
    Date of Patent: July 2, 2002
    Assignee: The Standard Oil Company
    Inventors: Michael J. Seely, Sanjay Purushottam Godbole, Dev Dhanaraj Suresh
  • Patent number: 6407280
    Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: June 18, 2002
    Assignee: Rohm and Haas Company
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Michele Doreen Heffner, Ruozhi Song, Dominique Hung Nhu Le, Elsie Mae Vickery
  • Publication number: 20020062038
    Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.
    Type: Application
    Filed: August 10, 2001
    Publication date: May 23, 2002
    Inventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Michele Doreen Heffner, Ruozhi Song
  • Publication number: 20020038052
    Abstract: A process for preparing a catalyst is disclosed. The catalyst is useful for the gas phase oxidation of alkanes to unsaturated aldehydes or carboxylic acids or for the ammoxidation of alkanes to unsaturated nitrites.
    Type: Application
    Filed: September 11, 2001
    Publication date: March 28, 2002
    Inventors: Leonard Edward Bogan,, Michele Doreen Heffner, Bradley Anson Jacobs, Richard David Link, III, Elsie Mae Vickery
  • Publication number: 20020035287
    Abstract: In a method for separating isophthalonitrile from a gas produced by causing m-xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, the gas is brought into contact with an organic solvent having a boiling point lower than that of isophthalonitrile; a liquid in which isophthalonitrile is trapped in a trapping step is distilled, to thereby recover isophthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of isophthalonitrile; and the organic solvent is recovered from the top of the rectification column and liquefied isophthalonitrile of high purity is recovered at the bottom of the column.
    Type: Application
    Filed: September 17, 2001
    Publication date: March 21, 2002
    Inventors: Susumu Otsuka, Takuji Shitara, Fumisada Kosuge, Kazuhiko Amakawa
  • Patent number: 6339169
    Abstract: The present invention provides an improvement in a process and apparatus for manufacturing acrylonitrile by the vapor phase ammoxidation of a hydrocarbon. The invention comprises contacting the gaseous product stream with a quench fluid in a reverse jet scrubber. The quenching fluid is injected counter-current to the gas flow, and the gas velocity is sufficient to reverse the flow direction of the water, thereby forming a standing wave or froth zone wherein the quench is rapidly achieved. The quench fluid may be obtained from many sources, but is preferably obtained from a waste process stream emanating from a subsequent recovery or purification step. The quench fluid may contain acid to facilitate removal of ammonia from the gas stream. The quench fluid that is not vaporized may be recirculated. Impurities and contaminants may be removed from the quench fluid prior to recycle.
    Type: Grant
    Filed: August 11, 1999
    Date of Patent: January 15, 2002
    Assignee: Solutia Inc.
    Inventors: Charles R. Hunt, Daniel E. Steinmeyer
  • Publication number: 20020004027
    Abstract: A process increasing the yield of both HCN and acetonitrile produced during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propylene and propane, a crude ketone and/or a mixture of at least two ketones, ammonia and air, into a reaction zone containing an ammoxidation catalyst, reacting the hydrocarbon, the ketone, ammonia and oxygen over said catalyst at an elevated temperature to produce acrylonitrile, hydrogen cyanide and acetonitrile, and recovering the acrylonitrile, hydrogen cyanide and acetonitrile from the reactor.
    Type: Application
    Filed: May 27, 1999
    Publication date: January 10, 2002
    Inventors: MICHAEL J. SEELY, SANJAY PURUSHOTTAM GODBOLE, DEV DHANARAJ SURESH
  • Publication number: 20020001558
    Abstract: A composition, a process for producing the composition, and a process for producing a nitrile are disclosed. The composition is substantially anhydrous or free of water and comprises ammonia and an anti-foaming agent. The composition can be produced by contacting substantially anhydrous ammonia with an anti-foaming amount of an anti-foaming agent. The process for producing a nitrile comprises contacting a hydrocarbon with the composition disclosed herein.
    Type: Application
    Filed: May 15, 2001
    Publication date: January 3, 2002
    Inventors: Timothy Park Stauffer, Gregory Park Shankwitz
  • Patent number: 6294685
    Abstract: A method for a gas phase catalytic oxidation reaction of a hydrocarbon, which comprises: subjecting an alkane having a carbon number ranging from 3 to 8 and/or an alkene having a carbon number ranging from 2 to 8 to a gas phase catalytic oxidation reaction to produce a vapor phase oxidation product in the presence of a mixed metal oxide catalyst, wherein the reacion is conducted in the presence of particles substantially inert to the reaction in an amount within a range of the same amount as the amount of catalyst to 99 wt. % in all particles.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: September 25, 2001
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Takashi Ushikubo, Kazunori Oshima, Itaru Sawaki, Ken Shiraga, Satoshi Kobayakawa, Hideaki Takumi
  • Patent number: 6262290
    Abstract: The invention is a method for the reduction of ammonia breakthrough during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propane and isobutane; ammonia and an oxygen-containing gas into a lower portion of a fluid-bed reactor containing an ammoxidation catalyst to react in the presence of said catalyst to produce acrylonitrile. The method comprises introducing into the reactor at least one C2 to C5 olefin which will react with at least a portion of the unreacted ammonia and oxygen present in the reactor to substantially reduce the amount of ammonia present in the reactor effluent exiting the reactor.
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: July 17, 2001
    Assignee: The Standard Oil Company
    Inventors: James F. Brazdil, Jr., Joseph P. Padolewski
  • Patent number: 6204407
    Abstract: A process for increasing the yield of one or both co-products HCN and acetonitrile produced during the manufacture of acrylonitrile comprising introducing a hydrocarbon selected from the group consisting of propylene and propane, a mixture comprising one or more alcohols selected from crude methanol, crude ethanol or crude propanol, ammonia and air into a reaction zone containing an ammoxidation catalyst, reacting the hydrocarbon, alcohol, ammonia and oxygen over said catalyst at an elevated temperature to produce acrylonitrile, hydrogen cyanide and acetonitrile, and recovering the acrylonitrile, hydrogen cyanide and acetonitrile from the reactor.
    Type: Grant
    Filed: March 2, 2000
    Date of Patent: March 20, 2001
    Assignee: The Standard Oil Company
    Inventors: Sanjay P. Godbole, Michael J. Seely, Dev D. Suresh
  • Patent number: 6162760
    Abstract: A process of manufacturing acrylonitrile or methacrylonitrile by the catalytic reaction in the vapor phase of a paraffin selected from propane and isobutane with molecular oxygen and ammonia by catalytic contact of the reactants in a reaction zone with a catalyst, the feed composition having a mole ratio of the paraffin to ammonia in the range of from about 2.5 to 16 and a mole ratio of paraffin to oxygen in the range of from about 1.0 to 10, wherein said catalyst has the elements in the proportions indicated by the empirical formula:VSb.sub.m A.sub.a D.sub.b Q.sub.q R.sub.r O.sub.xwhereA is one or more of Ti, Sn, Fe, Cr and Ga;D is one or more of Li, Mg, Ca, Sr, Ba, Co, Ni, Zn, Ge, Zr, Cu, Ta, Bi, Ce, In, B and Mn;Q is one or more of Mo, W, and Nb;R is one or more of As, Te, and Se;m equals 0.8 to 4;a equals 0.01 to 2;d is 0 to 2;0.ltoreq.q<0.01; preferably 0<q<0.01, especially 0<q<0.005q+r are greater than 0;x is determined by the oxidation state of the cations present.
    Type: Grant
    Filed: February 8, 1999
    Date of Patent: December 19, 2000
    Assignee: The Standard Oil Company
    Inventor: James Frank Brazdil, Jr.
  • Patent number: 6156920
    Abstract: A process of manufacturing acrylonitrile or methacrylonitrile by the catalytic reaction in the vapor phase of a paraffin selected from propane and isobutane with molecular oxygen and ammonia by catalytic contact of the reactants in a reaction zone with a catalyst, the feed composition having a mole ratio of the paraffin to ammonia in the range of from about 2.5 to 16 and a mole ratio of paraffin to oxygen in the range of from about 1.0 to 10, wherein said catalyst has the elements in the proportions indicated by the empirical formula:VSb.sub.m A.sub.a Mo.sub.b D.sub.d O.sub.xwhereA is one or more of Ti, Sn, Fe, Cr and Ga;D is one or more of Li, Mg, Ca, Sr, Ba, Co, Ni, Zn, Ge, Nb, Zr, W, Cu, Te, Ta, Se, Bi, Ce, In, As, B and Mn;m equals 0.8 to 4;a equals 0.01 to 2;0<b<0.005;d is 0 to 2;x is determined by the oxidation state of the cations present, and the catalyst has been heat treated at a temperature of at least 780.degree. C.
    Type: Grant
    Filed: March 26, 1998
    Date of Patent: December 5, 2000
    Assignee: The Standard Oil Company
    Inventors: James Frank Brazdil, Jr., Mark Anthony Toft
  • Patent number: 6143690
    Abstract: An ammoxidation catalyst for use in producing acrylonitrile or methacrylonitrile from propane or isobutane, which comprises a compound oxide and a silica carrier having supported thereon the compound oxide, wherein the compound oxide comprises molybdenum, vanadium, niobium and at least one element selected from the group consisting of tellurium and antimony, and wherein the alkali metal content of the ammoxidation catalyst is extremely small or substantially zero, and a process for producing acrylonitrile or methacrylonitrile by using the ammoxidation catalyst. By the use of the ammoxidation catalyst of the present invention, acrylonitrile or methacrylonitrile can be produced in high yield, as compared to the yield achieved by conventional ammoxidation catalysts containing a silica carrier.
    Type: Grant
    Filed: May 5, 1999
    Date of Patent: November 7, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Satoru Komada, Masatoshi Kaneta
  • Patent number: 6110440
    Abstract: A fluidized-bed reactor for ammo-oxidation or oxidation and an ammo-oxidation or oxidation process using the reactor. The reactor comprises a vessel, a sparger for supplying and dispersing a gas containing an organic material, and a distributor for supplying and dispersing an oxygen-containing gas, the sparger comprising a header and a plurality of dispersion pipes connected laterally to the header, the dispersion pipes each having a plurality of orifices, wherein the hole size of an orifice farthest from the header is larger than the hole size of an orifice nearest the header, and the hole size of one orifice is larger than or equal to the hole size of adjacent orifice that is nearer the header than the one orifice.
    Type: Grant
    Filed: July 23, 1997
    Date of Patent: August 29, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Masanobu Ohta, Morihide Yokura
  • Patent number: 6083869
    Abstract: The present invention relates to a process for the preparation of mixed vanadium, antimony and iron oxides and to their use as catalysts for the ammoxidation of alkanes. The process for the preparation of a mixed oxide defined above is characterized in that:respective vanadium, antimony and iron compounds are dissolved in at least one saturated alcohol or in water,the alcoholic .epsilon.olution or the aqueous solution thus obtained is brought into contact with an aqueous solution containing an ammonium salt, in order to precipitate the mixed oxide,the mixed oxide obtained is separated and calcined.
    Type: Grant
    Filed: June 11, 1998
    Date of Patent: July 4, 2000
    Assignee: Rhodia Fiber and Resin Intermediates
    Inventors: Stefania Albonetti, Gilbert Blanchard, Paolo Burattin, Fabrizio Cavani, Ferruccio Trifiro
  • Patent number: 6080882
    Abstract: Process for producing acrylonitrile or methacrylonitrile from propane or isobutane by ammoxidation at a temperature in the range of from 380 to 500.degree. C. in a fluidized-bed reactor containing a catalyst composition preheated to a temperature of not lower than 300.degree. C.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: June 27, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Midorikawa, Naoki Sugiyama, Hidenori Hinago
  • Patent number: 6072070
    Abstract: Mixed oxide vanadium/antimony/titanium ammoxidation catalysts, particularly suited for the ammoxidation of alkanes and exhibiting X-ray diffraction spectra which are characteristic of a crystallographic phase of rutile TiO.sub.2, are prepared by (a) dissolving respective soluble compounds of vanadium, of antimony and of titanium in at least one saturated alcohol, (b) contacting the alcoholic solution thus obtained with water and precipitating the mixed oxide therefrom, and (c) separating and calcining the mixed oxide thus precipitated.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: June 6, 2000
    Assignee: R.P. Fiber & Resin Intermediates
    Inventors: Stefania Albonetti, Gilbert Blanchard, Paolo Burattin, Fabrizio Cavani, Ferruccio Trifiro
  • Patent number: 6063728
    Abstract: An ammoxidation catalyst comprising a compound oxide of Mo, V, Nb, and at least one element selected from the group consisting of Te and Sb, wherein the compound catalyst exhibits an X-ray diffraction pattern satisfying the following relationship:0.40.ltoreq.R.ltoreq.0.75wherein R represents the intensity ratio defined by the following formula:R=P.sub.1 /(P.sub.1 +P.sub.2)wherein P.sub.1 and P.sub.2 represent the intensities of peak 1 and peak 2 appearing at diffraction angles (2.theta.) of 27.3.+-.0.3.degree. and 28.2.+-.0.3.degree., respectively.By the use of the ammoxidation catalyst of the present invention, not only can acrylonitrile or methacrylonitrile be produced in high yield, but also oxidative decomposition of ammonia feedstock into nitrogen can be effectively suppressed, thereby enabling an improved utilization of ammonia as a feedstock.
    Type: Grant
    Filed: August 5, 1998
    Date of Patent: May 16, 2000
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hidenori Hinago, Satoru Komada
  • Patent number: 6002019
    Abstract: Petrochemicals are produced by the vapor phase reaction of a hydrocarbon with air in the presence of a suitable catalyst. The petrochemical product is removed from the product gas stream, and part or all of the remaining gas stream is passed through a bed of hydrophobic adsorbent, which adsorbs mainly the unreacted hydrocarbon from the gas stream without adsorbing water vapor. The adsorbed hydrocarbon is purged from the bed with air, and the air-hydrocarbon mixture is recycled to the partial oxidation reactor.
    Type: Grant
    Filed: November 21, 1997
    Date of Patent: December 14, 1999
    Assignee: The Boc Group, Inc.
    Inventors: Satish S. Tamhankar, Divyanshu R. Acharya, Sidney Simon Stern
  • Patent number: 5973186
    Abstract: Process for producing acrylonitrile or methacrylonitrile from propane or isobutane by ammoxidation at a temperature in the range of from 380 to 500.degree. C. in a fluidized-bed reactor containing a catalyst composition preheated to a temperature of not lower than 300.degree. C.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: October 26, 1999
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Midorikawa, Naoki Sugiyama, Hidenori Hinago
  • Patent number: 5952262
    Abstract: Preparation of aromatic or heteroaromatic nitrites of the formula I ##STR1## where X is nitrogen or C-R.sup.6 and all of the R substituents represent hydrogen, alkyl, halogen, nitro, amino or similar groups, provided at least one substituent is a cyano or alkylcyano group. The nitrites I are produced by reacting aromatic or heteroaromatic hydrocarbons of the formula II ##STR2## where X is nitrogen or C-R.sup.6, provided at least one substituent is C.sub.1 -C.sub.8 -alkyl, with ammonia and oxygen at 200 to 600.degree. C. under a pressure of 0.1 to 5 bar in the gas phase over a supported catalyst containing 0.5 to 20% by weight of vanadium oxide. The supported catalyst consists of from 2 to 30 particle fractions whose mean diameters differ by from 10 to 80% and the supporting carrier of the catalyst has a bulk density of 0.6 to 1.2 kg/liter.
    Type: Grant
    Filed: September 30, 1996
    Date of Patent: September 14, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Lothar Karrer, Frank-Friedrich Pape, Heinz-Josef Kneuper, Michael Hullmann
  • Patent number: 5895635
    Abstract: A process for the recovery of unreacted ammonia from the reactor effluent obtained from a reaction zone used to produce acrylonitrile or methacrylonitrile comprising quenching the reactor effluent with an aqueous solution of ammonium phosphate wherein the ratio of ammonium ions to phosphate ions in the solution is between about 0.7 to about 1.3, preferably between about 0.9 to 1.2.
    Type: Grant
    Filed: October 17, 1997
    Date of Patent: April 20, 1999
    Assignee: The Standard Oil Company
    Inventors: James Frank Brazdil, Jr., Kenneth Paul Keckler, Richard Paul Hauser
  • Patent number: 5844112
    Abstract: A method for the preparation of (meth)acrylonitriles following ammoxidation process comprising catalytically oxidizing at least one saturated hydrocarbon selected from the group consisting of propane and isobutane with a mixed gas containing mole-cular oxygen and ammonia in the presence of a catalyst, is provided, the method being characterized by the use of a catalyst composed of complex oxide which is expressed by the general formula (I) below:Cr.alpha.Sb.beta.W.gamma.Ox (I)(in which .alpha., .beta. and .gamma. denote the number of atoms of Cr, Sb and W, respectively, and when .alpha. is 1, .beta. is 0.5-5 and .gamma. is 0.2-2; and x is a value determined by valence of the existing elements).According to this method, the object nitriles can be prepared at high yields with industrial advantages.
    Type: Grant
    Filed: July 1, 1996
    Date of Patent: December 1, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Akira Kurusu, Nobuji Kishimoto, Isao Nakamura, Etsushige Matsunami
  • Patent number: 5770757
    Abstract: A catalyst having the atomic ratios set forth in the empirical formula below:A.sub.a B.sub.b C.sub.c Ge.sub.d Bi.sub.e Mo.sub..sub.12 O.sub.xwhereA=two or more of alkali metals, In and TlB=one or more of Mg, Mn, Ni, Co, Ca, Fe, Ce, Sm, Cr, Sb, and W; preferably B equals the combination of Fe and at least one element selected from the group consisting of Ni and Co and at least one element selected from the group consisting of Mg, Mn, Ca, Ce, Sn, Cr, Sb, and WC=one or more of Pb, Eu, B, Sn, Te and Cua=0.05 to 5.0b=5 to 12c=0 to 5.0d=0.1 to 2.0e=0.1 to 2.0x=the number of oxygen atoms required to satisfy the valency requirements of the other elements andb>a+c.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: June 23, 1998
    Assignee: The Standard Oil Company
    Inventors: Tama Lee Drenski, Maria Strada Friedrich, Christos Paparizos, Michael J. Seely, Dev Dhanaraj Suresh
  • Patent number: 5756802
    Abstract: Acetonitrile is produced directly from alkanes or alkenes by ammoxidation over a catalyst which is a silica-alumina exchanged with a metal of Period 4, Groups VIIA and VIII of the Periodic Table. The silica-alumina can be amorphous but is preferably crystalline zeolite. Preferred zeolite include ZSM-5, beta, NU-87 and USY. Cobalt is the favored metal for exchange. Particularly good results are obtained when the zeolite has been modified with a surface coating of silicon oxides prior to the metal exchange or modified with a boron or phosphorous containing compound followed by calcination. Ammoxidation of alkanes produce alkenes as a byproduct which can be recycled to the reaction to increase acetonitrile yield.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: May 26, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Yuejin Li, John Nelson Armor, Peter Charles Hohl
  • Patent number: 5750760
    Abstract: A method for producing a nitrile, which comprises a gas phase catalytic oxidation reaction of an alkane with ammonia in the presence of an oxide catalyst of the empirical formula (1):Mo.sub.a V.sub.b Sb.sub.c X.sub.x O.sub.n (1)wherein X is at least one element selected from the group consisting of Nb, Ta, W, Ti, Zr, Cr, Mn, Fe, Ru, Co, Rh, Ni, Pd, Pt, B, In, Ce, an alkali metal and an alkaline earth metal; when a=1, 0.1.ltoreq.b<0.99, 0.01.ltoreq.c<0.9, 0.ltoreq.x<0.89, and 0.11.ltoreq.(b+c+x)<1; and n is a number determined by the oxidized states of other elements.
    Type: Grant
    Filed: September 20, 1996
    Date of Patent: May 12, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Takashi Ushikubo, Yukio Koyasu, Hiroya Nakamura
  • Patent number: 5686373
    Abstract: Polymetal oxide materials of the general formula I?A!.sub.p ?B!.sub.q (I),where ##STR1## X.sup.1 is W, Nb, Ta, Cr and/or Ce, X.sup.2 is Cu, Ni, Co, Fe, Mn and/or Zn,X.sup.3 is Sb and/or Bi,X.sup.4 is Li, Na, K, Rb, Cs and/or H,X.sup.5 is Mg, Ca, Sr and/or Ba,X.sup.6 is Si, Al, Ti and/or Zr,X.sup.7 is Mo, W, V, Nb and/or Ta,a is from 1 to 8,b is from 0.2 to 5,c is from 0 to 23,d is from 0 to 50,e is from 0 to 2,f is from 0 to 5,g is from 0 to 50,h is from 4 to 30,i is from 0 to 20,x and y are each a number which is determined by the valency and frequency of the elements other than oxygen in I and p and q are non-zero numbers whose ratio p/q is from 160:1 to 1:1,and their use as catalysts.
    Type: Grant
    Filed: February 22, 1995
    Date of Patent: November 11, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Tenten, Friedrich-Georg Martin, Hartmut Hibst, Laszlo Marosi, Veronika Kohl
  • Patent number: 5675057
    Abstract: Disclosed is a process comprising the heat treatment of certain V and Sb-containing catalysts at a lower temperature than the previous calcination temperature of the base catalyst to improve catalytic performance; the catalysts resulting from such process; and certain oxidation and ammoxidation reactions in the presence of such a catalyst.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 7, 1997
    Assignee: BP America Inc.
    Inventors: Noel L. Bremer, Linda C. Brazdil, James F. Brazdil, Fernando A. P. Cavalcanti
  • Patent number: 5663113
    Abstract: Disclosed is an ammoxidation catalyst composition for use in producing acrylonitrile from propylene, or methacrylonitrile from isobutene or tert-butanol, by ammoxidation of the propylene or of the isobutene or tert-butanol, comprising an oxide catalyst composition represented by the formula:Mo.sub.12 (Bi.sub.1-a A.sub.a).sub.b Fe.sub.c Co.sub.d X.sub.e Y.sub.f O.sub.g,wherein A is at least one rare earth element, X is at least one element selected from the group consisting of nickel, magnesium, zinc and manganese, Y is at least one element selected from the group consisting of potassium, rubidium and cesium, a is a number of from 0.6 to 0.8, b is a number of from 0.5 to 2, c is a number of from 0.1 to 3, d is a number of from more than 0 to 10, e is a number of from 0 to 8, f is a number of from 0.01 to 2, and g is a number determined by the valence requirements of the other elements present.
    Type: Grant
    Filed: February 16, 1996
    Date of Patent: September 2, 1997
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Midorikawa, Ken Someya
  • Patent number: 5663392
    Abstract: Mixed oxide vanadium/antimony/titanium ammoxidation catalysts, particularly suited for the ammoxidation of alkanes and exhibiting X-ray diffraction spectra which are characteristic of a crystallographic phase of rutile TiO.sub.2, are prepared by (a) dissolving respective soluble compounds of vanadium, of antimony and of titanium in at least one saturated alcohol, (b) contacting the alcoholic solution thus obtained with water and precipitating the mixed oxide therefrom, and (c) separating and calcining the mixed oxide thus precipitated.
    Type: Grant
    Filed: January 24, 1996
    Date of Patent: September 2, 1997
    Assignee: R.P. Fiber & Resin Intermediates
    Inventors: Stefania Albonetti, Gilbert Blanchard, Paolo Burattin, Fabrizio Cavani, Ferruccio Trifiro
  • Patent number: 5658842
    Abstract: Disclosed is an ammoxidation catalyst composition for use in producing acrylonitrile from propylene, or methacrylonitrile from isobutene or tert-butanol, by ammoxidation of the propylene or of the isobutene or tert-butanol, comprising an oxide catalyst composition represented by the formula:Mo.sub.12 (Bi.sub.1-a A.sub.a).sub.b Fe.sub.c Ni.sub.d X.sub.e Y.sub.f O.sub.g,whereinA is at least one rare earth element,X is at least one element selected from magnesium and zinc,Y is at least one element selected from potassium, rubidium and cesium,a is a number of from 0.6 to 0.8,b is a number of from 0.5 to 2,c is a number of from 0.1 to 3,d is a number of from 4 to 10,e is a number of from 0 to 3,f is a number of from 0.01 to 2, andg is a number determined by the valence requirements of the other elements present.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: August 19, 1997
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Midorikawa, Ken Someya, Kunitoshi Aoki, Osamu Nagano
  • Patent number: 5646305
    Abstract: This invention is directed towards an improved process for the selective gas phase oxidation of a organic reactant using a metal oxide redox catalyst, wherein the organic reactant and air feeds are at a substantially continuous level, the improvement comprising adding a fluctuating flow of oxygen at alternating relatively high and relatively low levels. The invention also teaches means by which a gas may be provided to a reaction process on a fluctuating basis.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: July 8, 1997
    Assignee: Praxair Technology, Inc.
    Inventors: Matthew Lincoln Wagner, Donald Walter Welsh Kirkwood, Kazuo Kiyonaga
  • Patent number: 5618965
    Abstract: Process for preparing a nitrile of the formula (I) ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are for example hydrogen, halogen, cyano, hydroxyl, carboxyl, alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, aryl, aryloxy, arylthio or arylamino, or R.sub.2 and R.sub.3 together form a substituted or unsubstituted 4-membered carbon bridge,by reacting an aldehyde of the formula (II) ##STR2## with a hydroxylammonium salt followed by dehydration by heating to an elevated temperature, wherein the reaction takes place in the presence of an anhydrous inorganic sulfate and in the absence of diluents from the group consisting of carboxylic acids, strongly polar aprotic solvents, sulfur compounds and heteroaromatic basic nitrogen compounds.The nitriles obtainable by the process of the invention are valuable intermediates for, in particular, the preparation of diketopyrrolopyrrole pigments.
    Type: Grant
    Filed: March 4, 1996
    Date of Patent: April 8, 1997
    Assignee: CIBA-GEIGY Corporation
    Inventor: Martin Kudschus
  • Patent number: 5576469
    Abstract: The process for the ammoxidation of a C.sub.3 to C.sub.5 paraffinic hydrocarbon to its corresponding .alpha.,.beta.-unsaturated hydrocarbon comprising reacting the C.sub.3 to C.sub.5 paraffinic hydrocarbon with ammonia and oxygen in a fluid bed reactor at a temperature of between 250.degree. C. to 600.degree. C. in the presence of a catalyst having the empirical formula as follows:V.sub.v Sb.sub.m A.sub.a D.sub.d O.sub.xwherein A when present is Sn and/or Ti;D when present is one or more of Li, Mg, Na, Ca, Sr, Ba, Co, Fe, Cr, Ga, Ni, Zn, Ge, Nb, Zr, Mo, W, Cu, Te, Ta, Se, Bi, Ce, In, As, B, Al, P and Mn; andwherein v is 1, m is 0.5-75, a is 0 to 25, d is 0 to 25, and x is determined by the oxidation state of the cations present,and a minor quantity of an halogen-containing component, preferably characterized by the following formula:R--X or X.sub.2where R=Hydrogen, C.sub.1 -C.sub.20 alkyland X=F, Cl, Br, I or mixtures thereof.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 19, 1996
    Assignee: The Standard Oil Co.
    Inventors: James F. Brazdil, Jr., Fernando A. P. Cavalcanti