Carbon To Carbon Unsaturation In The Reactant And In The Aldehyde Prepared Patents (Class 568/476)
-
Publication number: 20040171887Abstract: A process prepares methacrolein from isobutane by subjecting isobutane to a partial catalytic dehydrogenation in the gas phase and using the isobutenic product gas mixture to charge an oxidation zone in which the isobutene is oxidized to methacrolein in the gas phase with heterogeneous catalysis using molecular oxygen accompanied by molecular nitrogen as the oxygen source.Type: ApplicationFiled: December 29, 2003Publication date: September 2, 2004Inventors: Silke Berndt, Klaus Joachim Muller-Engel, Gotz-Peter Schindler, Frank Rosowski, Jochen Petzoldt
-
Patent number: 6781017Abstract: In a process for the preparation of acrolein or acrylic acid or a mixture thereof from propane, the propane is subjected, in a first reaction stage, to a partial dehydrogenation under heterogeneous catalysis to give propene, of the components contained in the product gas mixture formed in the first reaction stage other than propene and propane at least a portion of the molecular hydrogen present is then separated off from said mixture and the product gas mixture is then used for the preparation of acrolein and/or acrylic acid by gas-phase catalytic propylene oxidation, molecular nitrogen being present for diluting the reaction gas mixture during the propylene oxidation.Type: GrantFiled: December 13, 2002Date of Patent: August 24, 2004Assignee: BASF AktiengesellschaftInventors: Otto Machhammer, Goetz-Peter Schindler, Andreas Tenten, Klaus Harth, Peter Zehner, Klaus Joachim Müller-Engel, Frank Rosowski, Frieder Borgmeier
-
Patent number: 6768013Abstract: A novel process for the direct oxidation of hydrogen and hydrocarbons is disclosed, where the explosion risks inherent in gas phase oxidations are substantially eliminated. Gaseous oxidation reactants are soluble in a first reaction solvent phase such as a perfluorocarbon (e.g. C8F18) and the oxidation product is preferentially soluble in a second product solvent phase such as water or a dilute acid. A solid catalyst such as palladium on alumina is then contacted with the dissolved reactants. The oxidation product such as hydrogen peroxide may be separated from the reaction solvent phase by extraction into the immiscible product solvent phase and then separated from it by distillation, thereby allowing re-use of the aqueous phase. The present invention may be carried out using a two-phase reaction system whereby both the reaction solvent and product solvent are contained within a reaction vessel into which the solid catalyst is slurried and mechanically agitated to promote the reaction.Type: GrantFiled: June 15, 2001Date of Patent: July 27, 2004Assignee: UOP LLCInventor: Peter R. Pujado
-
Patent number: 6747162Abstract: In a reactor (1) which has a bundle of catalyst tubes (2) and in which a heat transfer medium is circulated through the space surrounding the catalyst tubes, with the ring lines (3, 4) at both ends of the reactor with openings (5, 6) through the wall for introduction or removal of a heat transfer medium by means of one or more pumps, where the heat transfer medium is introduced into the lower ring line (4) and is returned via the upper ring line (3) to the pump(s) and the heat transfer medium or a substream of the heat transfer medium may, if desired, be passed over one or more external heat exchangers, and with deflecting plates (7) which alternately leave free an open cross section in the middle of the reactor and at the edge of the reactor, the lower ring line (4) is divided by means of a horizontal dividing wall (8) into two regions between which material can pass via preferably uniformly distributed openings (9) having a regulatable open cross section.Type: GrantFiled: November 14, 2002Date of Patent: June 8, 2004Assignee: BASF AktiengesellschaftInventors: Gerhard Olbert, Franz Corr
-
Publication number: 20040019240Abstract: The invention relates to a novel structured catalyst bed which optionally comprises at least one part bed comprising at least one catalytically active mixture of oxides of the main group metals and transition metals and additionally comprises at least one catalytically active part bed comprising at least silver, at least one alkali metal and a porous support material and finally and necessarily at least one catalytically active part bed comprising at least one alkali metal phosphate and at least one sheet silicate.Type: ApplicationFiled: July 14, 2003Publication date: January 29, 2004Inventors: Hartmut Hibst, Sebastian Storck, Dirk Demuth, Wolfram Stichert, Jens Klein, Stephan A. Schunk, Andreas Sundermann
-
Patent number: 6657079Abstract: A method for mixing a plurality of gases including forming a helical flow within a mixing vessel thereby allowing simplification of construction, avoiding pressure drop to the fullest possible extent, and expediting the mixture lest the volume of a gas within the explosion limits should increase, and an apparatus to be used for the method.Type: GrantFiled: August 17, 2000Date of Patent: December 2, 2003Assignee: Nippon Shokubai Co., Ltd.Inventors: Tetsuji Mitsumoto, Tatsuaki Yoshimura, Takeshi Nishimura, Sei Nakahara
-
Patent number: 6657088Abstract: A method for measuring the temperature of fluid masses being treated in a tubular reactor apparatus which comprises carrying out the treatment in reactor apparatus comprises at least two same-type tubular reactors which are filled with solid particles, at least one tubular reactor containing a temperature measuring unit, the tubular reactors being designed such that both the ratio of the mass of the solid particles to the free cross-sectional area of the respective tubular reactor and the pressure drop measured by an inert gas being conducted transversely to the free cross-sectional area are each substantially identical across the respective tubular reactor. The apparatus is suitable for treating fluid masses while generating or consuming thermal energy, the temperature being measured.Type: GrantFiled: November 19, 2001Date of Patent: December 2, 2003Assignee: BASF AktiengesellschaftInventors: Volker Schliephake, Ulrich Hammon, Ulrich Rauh, Armin Schraut
-
Publication number: 20030181762Abstract: In a process for the preparation of acrolein or acrylic acid or a mixture thereof from propane, the propane is subjected, in a first reaction stage, to a partial dehydrogenation under heterogeneous catalysis to give propene, of the components contained in the product gas mixture formed in the first reaction stage other than propene and propane at least a portion of the molecular hydrogen present is then separated off from said mixture and the product gas mixture is then used for the preparation of acrolein and/or acrylic acid by gas-phase catalytic propylene oxidation, molecular nitrogen being present for diluting the reaction gas mixture during the propylene oxidation.Type: ApplicationFiled: December 13, 2002Publication date: September 25, 2003Inventors: Otto Machhammer, Goetz-Peter Schindler, Andreas Tenten, Klaus Harth, Peter Zehner, Klaus Joachim Muller-Engel, Frank Rosowski, Frieder Borgmeier
-
Patent number: 6525217Abstract: A process for the catalytic gas-phase oxidation of propene to acrylic acid, in which the reaction gas starting mixture is oxidized, with an increased propene loading, in a first reaction stage, over a first fixed-bed catalyst and then the acrolein-containing product gas mixture of the first reaction stage is oxidized, in a second reaction stage, with an increased acrolein loading, over a second fixed-bed catalyst, the catalyst moldings in both reaction stages having an annular geometry.Type: GrantFiled: August 30, 2001Date of Patent: February 25, 2003Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Heiko Arnold, Andreas Tenten, Ulrich Hammon, Hans-Peter Neumann, Klaus Harth
-
Patent number: 6512144Abstract: Processes for oxidizing hydrocarbons using a new family of crystalline manganese phosphate compositions have been developed. These compositions have an extended network which network can be a one-, two-, or three-dimensional network. The composition has an empirical formula of: (Aa+)v(Mnb+)(Mc+)xPyOz where A is a structure directing agent such as an alkali metal, M is a metal such as Al, Fe3+ and “b” is the average manganese oxidation state and varies from greater than 2.0 to a maximum of 3.0. Specific oxidation processes are oxidative dehydrodimerization and oxidative dehydrogenation.Type: GrantFiled: December 1, 2000Date of Patent: January 28, 2003Assignee: UOP LLCInventors: Gregory J. Lewis, Paula L. Bogdan, Feng Xu, Joseph A. Kocal
-
Publication number: 20020183559Abstract: Catalytic processes have been developed for direct ambient air oxidative conversion of hydrocarbons to aldehydes and unsaturated alcohols. Aliphatic hydrocarbons including methane, hexanes, octanes, decanes, gasoline, diesel fuel, oils, solvents and other organic compounds have been oxidized by this catalytic process. The catalysts are based on molecular strings of di-, tri- and/or poly-groups of transition metal complexes. Laboratory results have demonstrated [iron(II)]2, [manganese(II)]2 and related families of catalysts to be effective for ambient air direct oxidative conversion of hydrocarbons to products in high yields at room temperature and above, while [cobalt(II)]3 was effective for air oxidative conversion of methane to formaldehyde and for other gaseous hydrocarbons to their corresponding aldehydes at elevated temperatures.Type: ApplicationFiled: April 30, 2001Publication date: December 5, 2002Inventor: Melvin K. Carter
-
Patent number: 6437193Abstract: An improved method for the selective vapor phase oxidation of propylene to acrolein in a recirculating solids reactor system using a bismuth molybdate multimetal oxide involving specific reactant concentrations (preferably 5 mol % to 30 mol % propylene, 0 to 20 mol % oxygen, and the remainder inert gas), particle size (1 to 300 micrometers), temperature (250 to 450° C.) and gas (1 to 15 seconds) and solids (2 to 60 seconds) residence times. Such a process leads to improved selectivity and propylene conversion.Type: GrantFiled: April 6, 2000Date of Patent: August 20, 2002Assignees: E. I. du Pont de Nemours and Company, AtofinaInventors: Rashmikant Maganlal Contractor, Mark William Andersen, Daniel Campos, Gerard Hecquet, Roland Kotwica, Charlotte Pham, Michel Simon, Mireille Stojanovic
-
Patent number: 6423875Abstract: In a process for the preparation of acrolein and/or acrylic acid from propane, the propane is subjected, in a first reaction stage, to an oxydehydrogenation with molecular oxygen under homogeneous and/or heterogeneous catalysis to give propene and the product gas mixture formed in the first reaction stage is then used for the preparation of acrolein and/or acrylic acid by gas-phase catalytic propene oxidation.Type: GrantFiled: February 20, 2001Date of Patent: July 23, 2002Assignee: BASF AktiengesellschaftInventors: Otto Machhammer, Andreas Tenten, Harald Jachow, Susanne Haupt, Heiko Arnold, Signe Unverricht
-
Patent number: 6410785Abstract: In a process for the preparation of acrolein by gas-phase partial oxidation under heterogeneous catalysis, a reaction gas starting mixture which contains propene and molecular oxygen in a molar C3H6:O2 ratio of >1 is reacted in reaction zones connected in series, at elevated temperatures, over solid-state catalysts, further molecular oxygen being added to the reaction gas mixture in the course of the partial oxidation.Type: GrantFiled: July 18, 2001Date of Patent: June 25, 2002Assignee: BASF AktiengesellschaftInventors: Peter Zehner, Otto Machhammer, Heiko Arnold, Klaus Joachim Müller-Engel
-
Patent number: 6410800Abstract: The present invention relates to a process for preparing acrolein by the oxidation of propylene and more particularly, to the process for preparing acrolein in the presence of a solid catalyst having core-shell structure represented in the formula 1, [BinAaOx][(100-z)%EeFe1NigMomOy+z%SiO2] (1) wherein A is at least one element selected from the group consisting of boron, phosphorus, and molybdenum; E is at least one element having the atomic valence of 2; when m is 1, n is 0.001-3, a is 0-3, e is 0-3, f is 0.01-5, g is 0.1-5, and z is 0-90; and x and y are numbers such that the valence requirements of the other elements for Oxygen in the core and shell catalytic phase, respectively, are satisfied.Type: GrantFiled: September 29, 2000Date of Patent: June 25, 2002Assignee: Korea Research Institute of Chemical TechnologyInventors: Tae Sun Chang, Deug Hee Cho, Dong Koo Lee
-
Patent number: 6395936Abstract: In a process for the catalytic gas-phase oxidation of propene to acrolein, the reaction gas starting mixture is passed with a propene loading of ≧160 l(S.T.P.)/l·h over a fixed-bed catalyst which is housed in two spatially successive reaction zones A,B, the reaction zone B being kept at a higher temperature than the reaction zone A.Type: GrantFiled: September 10, 2001Date of Patent: May 28, 2002Assignee: BASF AktiengesellschaftInventors: Heiko Arnold, Signe Unverricht, Ulrich Hammon, Hans-Peter Neumann, Klaus Harth, Andreas Tenten
-
Publication number: 20020007088Abstract: As an improvement in the process for preparing unsaturated aldehydes and unsaturated carboxylic acids through vapor-phase catalytic oxidation of at least one starting compound selected from propylene, isobutylene, t-butanol and methyl-t-butyl ether with molecular oxygen or a molecular oxygen-containing gas, using a fixed bed shell-and-tube type reactor which is filled with shaped catalysts, a process capable of effectively inhibiting occurrence of hot spots or excessive heat generation at the hot spots and producing unsaturated aldehydes and unsaturated carboxylic acids at high yields is provided.Type: ApplicationFiled: May 11, 2001Publication date: January 17, 2002Applicant: Michio TanimotoInventors: Michio Tanimoto, Tadashi Sento
-
Patent number: 6337424Abstract: The present invention provides a catalyst composition for the production of unsaturated aldehydes by the oxidation of the corresponding olefins, and methods of making and using such catalyst compositions. The catalysts of the present invention include compositions of the formula: MoaPdbBicFedX1eX2fX3gOz, wherein X1 is an element selected from Co, Ni, V, Pt, Rh, or mixtures thereof; X2 is an element selected from Al, Ga, Ge, Mn, Nb, Zn, Ag, P, Si, W, or mixtures thereof; X3 is an element selected from K, Mg, Rb, Ca, Sr, Ba, Na, In, or mixtures thereof; a is 1; b is 0<b<0.3;c is 0<c<0.9; d is 0<d<0.9; e is 0<e<0.9; f is 0<f<0.9; g is 0<g<0.3; and z is an integer representing the number of oxygen atoms required to satisfy the valency of Mo, Pd, Bi, Fe, X1, X2, and X3 in the catalyst composition.Type: GrantFiled: April 28, 2000Date of Patent: January 8, 2002Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Yajnavalkya Subrai Bhat, Syed Irshad Zaheer, Asad Ahmad Khan
-
Patent number: 6169214Abstract: A coated catalyst which consists of a hollow cylindrical carrier and a catalytically active oxide material applied to the outer surface of the carrier, the applied catalytically active oxide material being applied in a coat thickness of from 10 to 1000 &mgr;m, and having a specific catalytic surface area of from 20 to 30 m2/g and an abrasion of <10, preferably <5, particularly preferably <0.5, % by weight in the turntable abrasion test.Type: GrantFiled: March 8, 1999Date of Patent: January 2, 2001Assignee: BASF AktiengesellschaftInventors: Andreas Tenten, Peter Weidlich, Gerd Linden
-
Patent number: 6156931Abstract: A new family of crystalline manganese phosphate compositions has been prepared. These compositions have an extended network which network can be a one-, two-, or three-dimensional network. The composition has an empirical formula of:(A.sup.3+).sub.v (Mn.sup.b+)(M.sup.c+).sub.x P.sub.y O.sub.zwhere A is a structure directing agent such as an alkali metal, M is a metal such as Al, Fe.sup.3+ and "b" is the average manganese oxidation state and varies from greater than 2.0 to a maximum of 3.0. These compositions can be used as adsorbents and as catalysts in the oxidation of hydrocarbons.Type: GrantFiled: March 24, 1999Date of Patent: December 5, 2000Assignee: UOP LLCInventor: Gregory J. Lewis
-
Patent number: 6028230Abstract: The amount of high molecular weight impurity present in a polyether polyol produced by alkoxylation of an active hydrogen-containing initiator using an epoxide such as propylene oxide and a substantially amorphous highly active double metal cyanide complex catalyst may be advantageously lowered by having a non-protic Lewis acid present during the epoxide polymerization. The use of halides such as zinc chloride and aluminum chloride is especially effective for such purposes. In a preferred embodiment, minor amounts of water are also present during polymerization. The higher purity polyether polyols thereby produced are particularly useful in the preparation of slab and molded polyurethane foams, which tend to collapse or become excessively tight when elevated levels of high molecular tail are present in the polyether polyol.Type: GrantFiled: June 5, 1998Date of Patent: February 22, 2000Assignee: Arco Chemical Technology, L.P.Inventors: Bi Le-Khac, Ulrich B. Holeschovsky, Michael A. Rueter
-
Patent number: 6002019Abstract: 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: GrantFiled: November 21, 1997Date of Patent: December 14, 1999Assignee: The Boc Group, Inc.Inventors: Satish S. Tamhankar, Divyanshu R. Acharya, Sidney Simon Stern
-
Patent number: 5705684Abstract: In a process for preparing acrolein, acrylic acid or a mixture thereof from propane, propane is partially dehydrogenated to propylene in a first stage, the product gas mixture resulting therefrom is, after separating off hydrogen and water vapor, used as feed to an oxidation reactor, the propylene formed in the dehydrogenation is partially oxidized in the oxidation reactor using molecular oxygen in the presence of non-dehydrogenated propane as inert diluent gas to give acrolein, acrylic acid or a mixture thereof and the propane present in the product gas mixture of the partial oxidation is subsequently recirculated to the dehydrogenation stage A.Type: GrantFiled: March 8, 1996Date of Patent: January 6, 1998Assignee: BASF AktiengesellschaftInventors: Werner Hefner, Otto Machhammer, Hans-Peter Neumann, Andreas Tenten, Wilhelm Ruppel, Herbert Vogel
-
Patent number: 5684188Abstract: In a process for the continuous heterogeneously catalyzed gas-phase oxidation of propylene to acrolein, acrylic acid or a mixture thereof in an oxidation reactor whose feed gas mixture comprises, apart from propylene and molecular oxygen as oxidant, only at least one diluent gas which is essentially inert under the conditions of the heterogeneously catalyzed gas-phase oxidation and where, in continuous operation, at least a part of the essentially inert diluent gases present in the product gas mixture is separated off therefrom and is reused as a constituent of the feed gas mixture to the oxidation reactor, the essentially inert diluent gas mixture comprises more than 85% by volume of at least one saturated hydrocarbon having from 1 to 5 carbon atoms.Type: GrantFiled: March 6, 1996Date of Patent: November 4, 1997Assignee: BASF AktiengesellschaftInventors: Werner Hefner, Otto Machhammer, Hans-Peter Neumann, Andreas Tenten, Wilhelm Ruppel, Herbert Vogel
-
Patent number: 5646305Abstract: 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: GrantFiled: December 27, 1995Date of Patent: July 8, 1997Assignee: Praxair Technology, Inc.Inventors: Matthew Lincoln Wagner, Donald Walter Welsh Kirkwood, Kazuo Kiyonaga
-
Patent number: 5583086Abstract: Cesium based multimetal oxide compositions which are suitable as catalysts for the gas-phase-catalytic oxidative preparation of methacrolein from isobutene or tert-butanol or its methyl ether. The catalysts are characterized by increased selectivity for the formation of methacrolein. The catalysts have locally delimited regions of an oxide composition, preferably (Bi.sub.2 W.sub.2 O.sub.9), surrounded by the remaining constituents of the multimetal oxide.Type: GrantFiled: February 25, 1994Date of Patent: December 10, 1996Assignee: BASF AktiengesellschaftInventors: Andreas Tenten, Hans-Peter Neumann, Herbert Exner
-
Patent number: 5491258Abstract: For providing a molded catalyst or a supported catalyst which has an excellent mechanical strength and is intended for producing methacrolein and methacrylic acid from isobutylene or tertiary butanol, the surface of a molded catalyst or a supported catalyst which contains molybdenum, bismuth and iron is coated with one or more highly depolymerizable organic high-molecular weight compounds.When used, the catalyst is packed into a reactor and then heated to remove the organic high-molecular weight compound(s) by depolymerization.Type: GrantFiled: September 12, 1994Date of Patent: February 13, 1996Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seigo Watanabe, Motomu Ohkita
-
Patent number: 5326916Abstract: A process for producing acrolein which comprises bringing a reaction gas resulting from a catalytic oxidation of propylene into contact in a cooling tower with a condensate which is being circulated through the cooling tower and a circulating part, thereby to cool and separate the reaction gas and discharge an effluent gas from the cooling tower, the condensate in a bottom part of the cooling tower having a temperature of from 35.degree. to 50.degree. C., the effluent gas discharged from the cooling tower having a temperature of from 35.degree. to 55.degree. C.Type: GrantFiled: March 8, 1993Date of Patent: July 5, 1994Assignee: Sumitomo Chemical Co., Ltd.Inventors: Yoshinori Kobayashi, Yasuo Matsumoto, Tadashi Mizuno, Masamitu Fukuda
-
Patent number: 5324860Abstract: A process for the synthesis of 3-5-tert-butylsalicylaldehyde from 2,4-di-tert-butylphenol and hexamethylenetetramine is disclosed. The reaction provides 3,5-tert-butylsalicylaldehyde in commercially attractive yields from readily available starting materials.Type: GrantFiled: October 27, 1993Date of Patent: June 28, 1994Assignee: Sepracor, Inc.Inventors: Yun Gao, Xiaoyi Nie
-
Patent number: 5300707Abstract: Catalyst compositions well adopted for the oxidation of olefins into .alpha.,.beta.-unsaturated aldehydes, e.g., for the oxidation of propylene into acrolein, comprise a particulate support substrate uniformly coated with 15% to 33% by weight of an adherent layer of a catalytically active phase, such support substrate comprising inert and solid spheres having a diameter ranging from 0.5 to 6 mm, such catalytically active phase comprising a catalytically effective amount of bismuth and iron molybdate, dopant amounts of phosphorus and potassium and, optionally, at least one other catalytically active metal or non-metal, and the phosphorus and the potassium each being present in such catalytically active phase in an atomic quantity ranging from 0.005 to 0.06 per 12 atoms of molybdenum, or of molybdenum plus any tungsten therein.Type: GrantFiled: March 9, 1993Date of Patent: April 5, 1994Assignee: Rhone-Poulenc ChimieInventors: Jack Caillod, Philippe Jaeger, Olivier Legendre
-
Patent number: 5262547Abstract: Petrochemicals are produced by the vapor phase reaction of a hydrocarbon with substantially pure oxygen in the presence of a suitable catalyst. In the improved process, the principal product is removed, carbon monoxide, present in the reactor effluent as a byproduct, is oxidized to carbon dioxide and part of the gaseous effluent, comprised mainly of carbon dioxide and unreacted hydrocarbon, is recycled to the reactor. Removal of carbon monoxide from the recycle stream reduces the hazard of a fire or explosion in the reactor or associated equipment. The use of carbon dioxide as the principal diluent increases heat removal from the reactor, thereby increasing the production capacity of the reactor.Type: GrantFiled: October 15, 1991Date of Patent: November 16, 1993Assignee: The BOC Group, Inc.Inventors: Ramakrishnan Ramachandran, Arthur I. Shirley, Lien-Lung Sheu
-
Patent number: 5245083Abstract: A catalyst is herein disclosed, which comprises a mixture of a composition (1) represented by the following general formula (1):(Mo).sub.a (Bi).sub.b (Fe).sub.c (X).sub.d (Z).sub.f (O).sub.g (1)(wherein X represents one or both of Ni and Co, Z represents at least one element selected from the group consisting of W, Be, Mg, S, Ca, Sr, Ba, Te, Se, Ce, Ge, Mn, Zn, Cr, Ag, Sb, Pb, As, B, P, Nb, Cu, Cd, Sn, Al, Zr and Ti, a, b, c, d, f and g each represents an atomic ratio of each corresponding element and if a is assumed to be 12, b ranges from 0.1 to 10, c ranges from 0 to 20, d ranges from 0 to 20 and f ranges from 0 to 4 and g is a number of oxygen atom required for satisfying the valency requirement of the foregoing elements) and a composition (2) represented by the following general formula (2):(A).sub.m (Mo).sub.n (O).sub.p (2)(wherein A represents at least one element selected from K, Rb and Cs and m, n and p each represents an atomic ratio and if m is assumed to be 2, n ranges from 1 to 9 and p is 3n+1).Type: GrantFiled: February 26, 1992Date of Patent: September 14, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventor: Ikuya Matsuura
-
Patent number: 5196608Abstract: The present invention relates to the use of an allylchloride of the general formula ##STR1##wherein R is a C.sub.1 -C.sub.12 alkyl group or a C.sub.2 -C.sub.12 alkenyl group, which groups may be substituted with one or more substitutents selected from the group consisting of C.sub.1 -C.sub.4 alkoxy, halogen, unsubstituted phenyl and substituted phenyl; a (trihydrocarbyl)silyl group; a (dihydrocarbyl) (hydrocarbyloxy)silyl group; or a dihydropyran-2-yl group, a tetrahydropyran-2-yl group, a dihydrofur-2-yl group or a tetrahydrofur-2-yl group, which groups may be substituted with C.sub.1 -C.sub.6 alkyl;for preparing an aldehyde compound via an intermediate alcohol compound.The invention further relates to a new allylchloride.Type: GrantFiled: December 2, 1991Date of Patent: March 23, 1993Assignee: Duphar International Research B.V.Inventors: Gerrit J. Lagerweij, Cornelis Bakker, Monique E. A. De Bruin-Van Der Flier
-
Patent number: 5183936Abstract: The process for oxidation of propylene to acrolein and the oxidation of propylene to acrylic acid in two stages with acrolein as an intermediate are improved by use of essentially inert essentially anhydrous diluent gases to replace steam in the reaction streams. In particular, the use of essentially inert essentially anhydrous diluents which raise the composite heat capacity of the diluent gas mixture to at least about 6.5 calories/(gram-mole) (.degree.C.) will improve selectively to desired products and will reduce both the waste water load on the system and by-product formation. Reduction in second-stage catalyst efficiency is compensated for by introducing steam to the feed to the second-stage, and/or by increasing the operating temperature of the second-stage, and/or by increasing the active surface area of the second-stage catalyst.Type: GrantFiled: October 25, 1991Date of Patent: February 2, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: William G. Etzkorn, Gordon G. Harkreader
-
Patent number: 5179215Abstract: An improved process is provided for the production of a petrochemical by the vapor phase reaction of a hydrocarbon with an oxygen-containing gas in the presence of a suitable catalyst to produce a flammable gaseous product stream comprising the desired petrochemical, unreacted hydrocarbon, oxygen, carbon monoxide and carbon dioxide. In the improved process, a cooled or liquefied inert gas is injected as a quench fluid into the gaseous product stream exiting the hydrocarbon oxidation reactor, thereby cooling the stream to a temperature below the autoignition temperature of the flammable components of the stream, the petrochemical is recovered from the gaseous product and unreacted hydrocarbon is removed from the gaseous product and recycled to the reactor.Type: GrantFiled: February 27, 1991Date of Patent: January 12, 1993Assignee: The BOC Group, Inc.Inventors: Ramakrishnan Ramachandran, Donald L. MacLean
-
Patent number: 5144090Abstract: A method for preparing acrolein or methacrolein comprises subjecting propylene, secondary propanol, isobutylene or tertiary butanol to gas phase catalytic oxidation with molecular oxygen in the presence of a catalyst represented by the following general formula (I):Mo.sub.a Bi.sub.b Fe.sub.c X.sub.d Y.sub.O Z.sub.f O.sub.g (I)wherein X represents at least one element selected from the group consisting of Ni and Co; Y represents at least one element selected from the group consisting of K, Rb, Cs and Tl; and Z represents at least one element selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ce, Ti, Zr, Nb, Cr, W, Mn, Cu, Ag, Zn, Cd, B, Al, Si, Ge, Sn, Pb, P, As, Sb, S, Se and Te; a, b, c, d, e, f and g each represents an atomic ratio of the corresponding element and when a is assumed to be 12, b=0.1.about.10, c=0.1.about.20, d=2.about.20, e=0.01.about.2, f=0.about.Type: GrantFiled: June 6, 1991Date of Patent: September 1, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Tadatoshi Honda, Tokio Nagayama, Nobuhiko Horiuchi, Jun Kitagawa, Kazunori Kawahara, Masami Murakami
-
Patent number: 5144091Abstract: A process for the catalytic gas-phase oxidation of propene or isobutene to acrolein or methacrolein in a tubular fixed bed reactor or catalytically active oxides with a .gtoreq.90% conversion of the initial olefin on a single passage, wherein the temperature of the gases containing the reactants in the direction of flow along the tubes from their entrance until the conversion of the initial olefin is from 30 to 70% is from 360.degree. to 420.degree. C. and is then adjusted to from 360.degree. to 300.degree. C. until the conversion of the initial olefin is from 80 to 90% and is thereafter maintained at from 330.degree. to 390.degree. C. until the gases emerge from the tubes, is described.Type: GrantFiled: July 19, 1991Date of Patent: September 1, 1992Assignee: BASF AktiengesellschaftInventors: Hans Martan, Ulrike Wegerle, Wilhelm Ruppel, Lothar Riekert, Dieter Becker, Michael Kotter
-
Patent number: 5138100Abstract: A method for preparing methacrolein comprises subjecting isobutylene or a tertiary butanol to gas phase catalytic oxidation with molecular oxygen in the presence of a catalyst which comprises a mixture of a composition (I) represented by the following general formula I:Mo.sub.a Bi.sub.b Fe.sub.c X.sub.d Y.sub.e Z.sub.f O.sub.g Iwherein X represents at least one element selected from the group consisting of Ni and Co; Y represents at least one element selected from the group consisting of K, Rb, Cs and Tl; Z represents at least one element selected from the group consisting of those belonging to Group 2, 3, 4, 5, 6, 7, 11, 12, 13, 14, 15 and 16 of Periodic Table in accordance with IUPAC nomenclature (1989); and a, b, c, d, e, f and g each represents an atomic ratio of each corresponding element, when a is assumed to be 12, b is 0.Type: GrantFiled: June 6, 1991Date of Patent: August 11, 1992Assignee: Mitsui Toatsu Chemicals, Inc.Inventor: Ikuya Matsuura
-
Patent number: 5136105Abstract: A process for the oxidation of a compound having a terminal carbon-carbon double bond to produce the corresponding aldehyde is disclosed. In one embodiment, the process comprises contacting the compound with molecular oxygen in the presence of a Group VIII metal component initially substantially free of NO ligands and NO.sub.2 ligands in an amount effective to promote the oxidation of the compound, a reoxidation component in an amount effective to reoxidize a reduced Group VIII metal component to the Group VIII metal component and at least one alcohol selected from secondary alcohols, tertiary alcohols and mixture thereof in an amount effective to increase the aldehyde selectivity of the oxidation. The contacting occurs at conditions effective to oxidize the compound and the form the corresponding aldehyde.Type: GrantFiled: March 28, 1991Date of Patent: August 4, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Timothy T. Wenzel
-
Patent number: 5120877Abstract: A process for the production of carbonyl compounds such as acetaldehyde is provided. This process entails reacting alpha olefins with a catalyst system containing a noble metal oxidation catalyst, cupric ions, chloride ions, and a strong acid such as sulfuric acid followed by separating into a carbonyl compound stream and a reduced catalyst stream followed by oxidizing the catalyst stream and returning it to the reaction zone at a pH between about 0 and 2.Type: GrantFiled: January 22, 1991Date of Patent: June 9, 1992Assignee: Eastman Kodak CompanyInventors: Albert T. Fanning, Jr., Harry F. Goss
-
Patent number: 5081314Abstract: Dilute solutions of acrolein are produced on site and on demand by oxidizing propylene in an improved reactor using an improved catalyst, which is a mixture of molybdenum, bismuth and tellurium oxides. The catalyst is deposited on metal particles, which are of a metal selected from the group consisting of aluminum, tantalum, titanium, tungsten, niobium and mixtures thereof, and are packed to form a catalyst bed which provides improved heat transfer and distribution for better control of the process. The reaction is conducted in a reactor in which all the exposed surfaces are made of a metal selected from the group just mentioned. The produced acrolein is absorbed to form a dilute solution of acrolein in a liquid to be treated, such as irrigation water for weed control, or control of hydrogen sulfide in water used for oil and gas field water floods, or in fuel oil to inhibit growth of organisms.Type: GrantFiled: December 7, 1990Date of Patent: January 14, 1992Inventors: Charles L. Kissel, Charles M. Finley
-
Patent number: 5072052Abstract: The present invention relates to a process for the production of acrolein by catalytic gas-phase oxidation of propene with air in the presence of steam and an inert gas or waste gas from the reaction, the starting materials being passed in defined quantitative ratios at 300.degree. to 380.degree. C. under 1.4 to 2.2 bar pressure over a catalyst containing the combination of elements MoFeCoNiBiP(As)K(Rb,Cs)SmSiO in the form of a bed of individual elements, the catalyst elements fulfilling certain geometric conditions and a number of critical physico-chemical parameters and a specific load of 2 to 8 mol propene/dm.sup.3 catalyst bed/h being adjusted.Type: GrantFiled: September 12, 1990Date of Patent: December 10, 1991Assignee: Degussa AktiengesellschaftInventors: Wolfgang Boeck, Dietrich Arntz, Guenter Prescher, Werner Burkhardt
-
Patent number: 4987252Abstract: In order to recover methacrolein and/or methacrylic acid by quenching a reaction product gas obtained by catalytic oxidation of isobutylene or the like, the reaction product gas is charged into a quench column through a double-wall pipe and is then brought into contact with a condensate as a cooling medium. Deposition of terephthalic acid and the like inside the column is prevented by controlling the temperature of a bottom in the quench column and that of an overhead gas of a quench column unit. An aromatic carboxylic acid, aromatic aldehyde, metal powder is added to an aqueous solution of methacrylic acid, which contains terephthalic acid and the like, so that the terephthalic acid and the like are caused to precipitate for their removal.Type: GrantFiled: June 27, 1988Date of Patent: January 22, 1991Assignees: Mitsui Toatsu Chemicals, Incorporated, Kyowa Gas Chemical Industry Co., Ltd.Inventors: Morimasa Kuragano, Kozo Iwasaki, Takeshi Isobe, Isao Fukada, Minoru Koshibe, Yoshihiro Sezaki, Hirozo Segawa, Katsuji Yoguchi
-
Patent number: 4968846Abstract: This invention provides a method for the prevention of oxidation of resulting methacrolein immediately after its discharge from a reaction tube upon production of the methacrolein by vapor-phase oxidation of isobutylene, tertiary butanol or methallyl alcohol with a molecular-oxygen-containing gas in the presence of a catalyst. An inert gas and/or recirculated reaction gas or a mixed gas of an inert gas and/or recirculated reaction gas and air is fed and mixed with a reaction product gas immediately after an outlet of the reaction tube.Type: GrantFiled: July 12, 1988Date of Patent: November 6, 1990Assignees: Mitsui Toatsu Chemicals, Incorporated, Kyowa Gas Chemical Industry Company, Ltd.Inventors: Morimasa Kuragano, Kozo Iwasaki, Yoshio Koyama, Takeshi Isobe, Hirozo Segawa, Katsuji Yoguchi
-
Patent number: 4942263Abstract: Olefins which are free of allylic hydrogens, and which contain two hydrogens bonded to a carbon atom which is bonded to another carbon by a double bond, from aldehydes when reacted with oxygen in the presence of an acidic silver catalyst, such as silver dispersed on .gamma.-alumina. For example, 1,3-butadiene is oxidized to crotonaldehyde.Type: GrantFiled: April 13, 1989Date of Patent: July 17, 1990Assignee: Eastman Kodak CompanyInventors: John R. Monnier, Peter J. Muehlbauer
-
Patent number: 4622424Abstract: A process for conducting a combination of fixed and fluid-bed catalytic reactions is achieved by employing fixed-bed catalysts on supports within the fluid bed. The fluid-bed catalysts may move in both directions through the fixed bed, thereby giving advantages of both types of beds in one reactor.Type: GrantFiled: September 6, 1985Date of Patent: November 11, 1986Assignee: The Standard Oil CompanyInventors: James L. Callahan, Arthur F. Miller, Wilfrid G. Shaw
-
Patent number: 4618709Abstract: A process for separation of methacrylic acid from a methacrylic acid-containing, gaseous reaction mixture obtained by subjecting methacrolein or a compound which can afford methacrolein under reaction conditions and molecular oxygen to gas phase reaction in the presence of a catalyst for oxidation under the coexistence of an inert gas for dilution which comprises (a) cooling the gaseous reaction mixture from a reactor wherein the gas phase reaction has been effected to separate into condensable components including methacrylic acid, acetic acid and water vapor as a condensed liquor and non-condensable components including methacrolein as a non-condensed gaseous mixture, (b) eliminating contaminating methacrolein from the condensed liquor and (c) contacting the resulting condensed liquor with an organic solvent to extract methacrylic acid, followed by separation into an organic solvent solution including methacrylic acid and an aqueous solution as waste water, characterized in that (1) the inert gas for dilutiType: GrantFiled: January 30, 1981Date of Patent: October 21, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Masao Sada, Michio Kato, Masami Ayano, Tadashi Abe, Masanori Moriwaki
-
Patent number: 4535188Abstract: Isobutane in a C.sub.4 hydrocarbon feed stream is converted to methacrolein in an integrated two-step process. Isobutane is dehydrogenated in a first step to isobutylene, hydrogen, and by-products and the reaction effluent is passed directly into a second step where isobutylene is oxidized to methacrolein without significant oxidation of the hydrogen and by-products. Any normal butenes present are converted to butadiene. The methacrolein and by-products may be separated and the unreacted isobutylene and isobutane recycled to the first step. Alternatively, the effluent from the second step may be used as feed to a further oxidation step for conversion of methacrolein to methacrylic acid.Type: GrantFiled: September 20, 1982Date of Patent: August 13, 1985Assignee: The Halcon SD Group, Inc.Inventor: Sargis Khoobiar
-
Patent number: 4532365Abstract: Alkanes, particularly propane and isobutane are converted to unsaturated aldehydes, particularly acrolein and methacrolein in an integrated two-step process wherein the alkane is dehydrogenated in a first step to the corresponding olefin, hydrogen, and by-products and the reaction effluent is passed directly into a second step where the olefin is oxidized to the corresponding unsaturated aldehyde without significant oxidation of the hydrogen and by-products. The aldehydes and by-products may be separated and the unreacted olefin and alkane recycled to the first step. Alternatively, the effluent from the second step may be used as feed to a further oxidation step for conversion of the unsaturated aldehyde to the corresponding unsaturated acid.Type: GrantFiled: February 22, 1983Date of Patent: July 30, 1985Assignee: The Halcon SD Group, Inc.Inventor: Sargis Khoobiar
-
Patent number: RE32082Abstract: Isobutane is converted to methacrolein in an integrated two-step process wherein isobutane is dehydrogenated in a first step to isobutylene, hydrogen, and by-products and the reaction effluent is passed directly into a second step where isobutylene is oxidized to methacrolein without significant oxidation of the hydrogen and by-products. The methacrolein and by-products may be separated and the unreacted isobutylene and isobutane recycled to the first step. Alternatively, the effluent from the second step may be used as feed to a further oxidation step for conversion of methacrolein to methacrylic acid. In one embodiment, the hydrogen produced in the first step is oxidized using the excess oxygen from the second step under conditions selected to avoid loss of the C.sub.4 components. In an alternative embodiment, the unreacted isobutane and isobutylene are absorbed and separated from the remaining components before being recycled to the first step.Type: GrantFiled: May 16, 1985Date of Patent: February 11, 1986Assignee: The Halcon SD Group, Inc.Inventor: Sargis Khoobiar