Alkane Patents (Class 562/549)
-
Publication number: 20020099239Abstract: A process for the oxidation of a C2 to C4 alkane to produce the corresponding alkene and carboxylic acid which process comprises contacting in an oxidation reaction zone, said alkane, molecular oxygen-containing gas, and optionally, at least one of the corresponding alkene and water, in the presence of at least two catalysts each active, with different selectivities, for the oxidation of the alkane to the corresponding alkene and carboxylic acid, to produce a product stream comprising said alkene, carboxylic acid and water, and in which process the molar ratio of alkene to carboxylic acid produced in said oxidation reaction zone is adjusted or maintained at a pre-determined value by controlling the relative proportions of the at least two catalysts in said oxidation reaction zone. Such an oxidation process may be used in an integrated process, such as for the manufacture of ethyl acetate or vinyl acetate.Type: ApplicationFiled: September 28, 2001Publication date: July 25, 2002Inventors: Brian Ellis, Mark Stephen Roberts
-
Patent number: 6346647Abstract: A metal oxide catalyst which can produce acrylic acid by a vapor phase catalytic oxidation of propane in high yield and has excellent abrasion resistance is disclosed. The metal oxide catalyst comprises Mo, V, Sb, A (A represents Nb or Ta) and optionally other metals, and is prepared through the following steps (1) and (2): (1) Step of reacting V+5 and Sb+3 at a temperature of 70° C. or higher in the presence of Mo+6 in an aqueous medium, and bubbling an oxygen-containing gas into the reaction solution during or after the reaction; and (2) Step of adding to the reaction product obtained in step (1) a solution containing a compound comprising A and an aqueous solution of nitric acid or ammonium nitrate, uniformly stirring these components, and then calcining the resulting mixture.Type: GrantFiled: April 9, 2001Date of Patent: February 12, 2002Assignee: Toagosei Co., Ltd.Inventors: Xinlin Tu, Mamoru Takahashi, Madoka Furuta, Hiroshi Niizuma
-
Patent number: 6320075Abstract: A process and an apparatus are for preparing saturated carboxylic acids having from one to four carbon atoms by gas-phase oxidation at a reaction temperature of from 100° C. to 400° C. and pressures of from 1.2×105 to 51×105 Pa in the presence of saturated or unsaturated C4-hydrocarbons and mixtures thereof. Also present in the reactor are an oxygen-containing gas and water vapor and in the presence of at least one catalyst, with part of the reactor outlet gas being recirculated in a reaction gas circuit. The acid concentration in the recirculated portion is reduced by means of a separation step, and the crude acid is separated from the reactor outlet gas by means of a countercurrent scrubber.Type: GrantFiled: March 8, 2000Date of Patent: November 20, 2001Assignee: Consortium für elektrochemische Industrie GmbHInventors: Christoph Ruedinger, Hans-Juergen Eberle, Michael Hallmann
-
Patent number: 6310241Abstract: An oxide catalyst comprising the elements Mo, V, Nb and Pd. The novel catalytic system provides both higher selectivity and yield of acetic acid in the low temperature one step vapor phase direct oxidation of ethane with molecular oxygen containing gas without production of side products such as ethylene and CO. The feed gas is contacted with a catalyst containing Mo, V, Nb, Pd and O in the ratio a:b:c:d:x where a is 1 to 5; b is 0 to 0.5; c is 0.01 to 0.5; d is 0 0.2 and x is a number determined by the valence of the other elements in the catalyst.Type: GrantFiled: December 14, 1999Date of Patent: October 30, 2001Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Edouard Mamedov, Mohammed H. Al-Hazmi, Anis H. Fakeeha, Mustaf A. Soliman, Yousef S. Al-Zeghayer, Ahmed S. Al-Fatish, Abdulsalm A. Al-Arify
-
Patent number: 6274765Abstract: A process is disclosed for selectively preparing acetic acid from a gaseous feed of ethane, ethylene or mixtures thereof, as well as oxygen, at an increased temperature, on a catalyst which contains the elements W, X, Y and Z in the gram-atom ratio a:b:c:d, associated with oxygen. In the formula WaXbYcZd (I), X stands for one or several elements selected from the group Pd, Pt, Ag and/or Au; Y stands for one or several elements selected from the group V, Nb, Cr, Mn, Fe, Sn, Sb, Cu, Zn, U, Ni and/or Bi; Z stands for one or several elements selected from the group Li, Na, K, Rb, Cs, Be, Mg, Ca, Sr, Ba, Sc, Y, La, Ti, Zr, Hf, Ru, Os, Co, Rh, Ir, B, Al, Ga, In, Tl, Si, Ge, Pb, P, As and/or Te; a equals 1, b is a number higher than 0, c is a number higher than 0, and d is a number from 0 to 2. Also disclosed is said catalyst.Type: GrantFiled: November 10, 1999Date of Patent: August 14, 2001Assignee: Hoechst Research & Technology Deutschland GmbH & Co. KGInventors: Holger Borchert, Uwe Dingerdissen, Ranier Roesky
-
Patent number: 6258992Abstract: Lower hydrocarbons are converted to carboxylic acids and/or dehydrogenated hydrocarbon product by contacting a feed mixture containing lower hydrocarbons, oxygen source, diluent, and sulfur-containing compound, with a multifunctional, mixed metal catalyst at a temperature from about 150° C. up to about 400° C. The lower hydrocarbons include C2-C4, and the presence of sulfur compound in the feed mixture results in increased yield of carboxylic acid and/or dehydrogenated hydrocarbon product.Type: GrantFiled: September 17, 1999Date of Patent: July 10, 2001Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Asad Khan
-
Industrial process for the heterogeneously catalytic gas-phase oxidation of propane to form acrolein
Patent number: 6252122Abstract: In an industrial process for the heterogeneously catalyzed gas-phase oxidation of propane with molecular oxygen to give acrolein, the feed gas mixture having an initial undiluted molar ratio of the reactants propane:O2 of 7:3 is diluted with the reactant propane and, if desired, inert gases in such a way that the feed gas mixture comprises more than 70% by volume of propane and at least 5% by volume of O2.Type: GrantFiled: December 4, 1998Date of Patent: June 26, 2001Assignee: BASF AktiengesellschaftInventors: Andreas Tenten, Theo Proll, Hans-Peter Schildberg -
Patent number: 6180825Abstract: A process for preparing a catalyst comprises: admixing metal compounds, at least one of which is an oxygen containing compound, and at least one solvent to form a solution; removing the solvent from the solution to obtain a catalyst precursor; and calcining the catalyst precursor under an inert atmosphere to form a catalyst having the formula AaMmNnXxOo wherein a, m, n, x and o are the molar proportions of A, M, N, X and O, respectively, and o is dependent on the oxidation state of the elements A, M, N and X, wherein A is Mo, W, Fe, Nb, Ta, Zr, Ru or mixtures thereof, M is V, Ce, Cr or mixtures thereof, N is Te, Bi, Sb, Se or mixtures thereof, and X is Nb, Ta, W, Ti, Al, Zr, Cr, Mn, Fe, Ru, Co, Rh, Ni, Pd, Pt, Sb, Bi, B, In, Ce or mixtures thereof. The catalyst is useful for the gas phase oxidation of alkanes to unsaturated aldehydes or carboxylic acids.Type: GrantFiled: May 21, 1999Date of Patent: January 30, 2001Assignee: Rohm and Haas CompanyInventors: Manhua Lin, Michael William Linsen
-
Patent number: 6169202Abstract: Alkanes are converted to unsaturated carboxylic acids by contacting an alkane with an oxidizing agent and a Wells-Dawson type heteropolyacid supported on wide pore polyoxometallate salts.Type: GrantFiled: March 14, 2000Date of Patent: January 2, 2001Assignees: Sunoco, Inc. (R&M), Rohm and Haas CompanyInventors: Tilak P. Wijesekera, James E. Lyons, Paul E. Ellis, Jr.
-
Patent number: 6166241Abstract: The present invention relates to a method for the simultaneous production of acrylonitrile and acrylic acid by reacting propane with ammonia and oxygen in the gas phase catalytic oxidation in the presence of a metal oxide catalyst containing vanadium and at least one member selected from tellurium, antimony and molybdenum and adjusting the molar ratio of propane to ammonia to from 2 to 10 and the molar ratio of oxygen to ammonia to from 2 to 10.Type: GrantFiled: May 13, 1999Date of Patent: December 26, 2000Assignee: Mitsubishi Chemical CorporationInventors: Atsushi Kayou, Tatsuya Ihara
-
Patent number: 6143921Abstract: Methods for the catalytic production of vinyl acetate monomer from ethane, ethylene or an ethane/ethylene mixture using a first catalyst containing MoVNbPd, MoVLaPdNbX (where X is Al, Ga, Ge or Si) or MoVNbX (where X is P, B, Hf, Te, As or mixtures thereof) in the first step of oxidation and using a conventional VAM catalyst for the second step. The method produces high yields to acetic acid and vinyl acetate without the coproduction of carbon monoxide.Type: GrantFiled: May 14, 1999Date of Patent: November 7, 2000Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Alaa E. M. Adris
-
Patent number: 6114274Abstract: The aliphatic carboxylic acids, e.g., acetic acid, are selectively prepared, even on an industrial scale, by controlledly oxidizing the corresponding alkanes, e.g., ethane, with a source of oxygen, in the presence of a catalytically effective amount of an advantageously supported heteropolyacid catalyst having the formula (I):[A.sub.a B.sub.b ].sub.f [C.sub.c D.sub.d E.sub.e O.sub.x ].sup.f-(I)in which A is at least one monovalent cation selected from among hydrogen, an alkali metal, or the ammonium ion; B is VO.sup.2 +, VO.sup.3 +, an alkaline earth metal ion, or an ion of a metal of Groups VII A, VIII, I B, IV B and V B of the Periodic Table; C is Mo and/or W; D is phosphorus, arsenic, antimony, silicon, germanium and/or boron; E is vanadium, optionally in combination with at least one metal of Groups V A, VII A and VIII of the Periodic Table or chromium; f=a+.alpha.b wherein .alpha.Type: GrantFiled: May 18, 1995Date of Patent: September 5, 2000Assignee: Rhone-Poulenc ChimieInventors: Elisabeth Bordes, Michel Gubelmann, Laurent Tessier
-
Patent number: 6057475Abstract: Process for the liquid phase oxidation of butane to produce acetic acid in which oxygen and butane are reacted in the presence of a cobalt catalyst in a liquid reaction composition in an oxidation reaction zone at a temperature in the reaction zone in the range of 136.degree. to 150.degree. C., while continuously maintaining a concentration of oxygen throughout the reaction zone equivalent to a partial pressure of oxygen greater than two bar. The concentration of cobalt oxidation catalyst in the liquid reaction composition is at least 0.12% by weight cobalt and up to its limit of solubility in the liquid reaction composition.Type: GrantFiled: July 20, 1999Date of Patent: May 2, 2000Assignee: BP Chemicals, LimitedInventors: Derek Alan Colman, Jeremy Bernard Cooper, Andrew Richard Lucy
-
Patent number: 6034270Abstract: A process for the selective preparation of acetic acid from a gaseous feed comprising ethane, ethylene or mixtures thereof plus oxygen at elevated temperature, which comprises bringing the gaseous feed into contact with a catalyst comprising the elements Mo, Pd, Re, X and Y in gram atom ratios a:b:c:d:e in combination with oxygenMo.sub.a Pd.sub.b Re.sub.c X.sub.d Y.sub.e (I)where the symbols X, Y have the following meanings:X=Cr, Mn, Nb, B, Ta, Ti, V and/or WY=Bi, Ce, Co, Cu, Te, Fe, Li, K, Na, Rb, Be, Mg, Ca, Sr, Ba, Ni, P, Pb, Sb, Si, Sn, Tl and/or U;the indices a, b, c, d and e are the gram atom ratios of the corresponding elements, wherea=1, b>0, c>0, d=0.05-2, e=0-3.Type: GrantFiled: November 19, 1998Date of Patent: March 7, 2000Assignee: Hoechst Research & Technology Deutschland GmbH & Co. KGInventors: Holger Borchert, Uwe Dingerdissen, Jens Weiguny
-
Patent number: 5994580Abstract: A process for producing acrylic acid from propane and oxygen gas through a vapor-phase catalytic oxidation reaction, said process comprising conducting the reaction using as a catalyst a metal oxide containing metallic elements Mo, V, Sb, and A (provided that A is at least one element selected from the group consisting of Nb, Ta, Sn, W, Ti, Ni, Fe, Cr, and Co). The metal oxide is prepared by a process including specific steps (1) and (2). The metal oxide may be supported on a compound containing specific elements.Type: GrantFiled: October 21, 1997Date of Patent: November 30, 1999Assignee: Toagosei Co., Ltd.Inventors: Mamoru Takahashi, Xinlin Tu, Toshiro Hirose, Masakazu Ishii
-
Patent number: 5990348Abstract: Alkanes are converted to unsaturated carboxylic acids by contacting an alkane with an oxidizing agent and a heteropolyacid supported on wide pore polyoxometallate salts.Type: GrantFiled: January 5, 1998Date of Patent: November 23, 1999Assignees: Sunoco, Inc., Rohm and Haas CompanyInventors: James E. Lyons, Anthony F. Volpe, Paul E. Ellis, Jr., Swati Karmakar
-
Patent number: 5981420Abstract: A substrate (e.g., a cycloalkane, a polycyclic hydrocarbon, an aromatic compound having a methyl group) is oxidized with oxygen in the presence of an oxidation catalytic system comprising an imide compound of the following formula (1) (e.g., N-hydroxyphthalimide) and a co-catalyst containing a element selected from Group 3 to 12 elements (in particular, Group 4 to 11 elements) of the Periodic Table of Elements. The co-catalyst comprises a compound containing plural elements (except heteropolyacid and a combination of Group 7 and 8 elements of the Periodic Table of Elements), and is useful for the formation of an oxide (e.g., a ketone, an alcohol, a carboxylic acid): ##STR1## wherein R.sup.1 and R.sup.2 represent a substituent such as a hydrogen atom or a halogen atom, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or nonaromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.Type: GrantFiled: February 17, 1998Date of Patent: November 9, 1999Assignees: Daicel Chemical Industries, Ltd., Yasutaka IshiiInventors: Tatsuya Nakano, Yasutaka Ishii
-
Patent number: 5939582Abstract: Methods and apparatuses for controlling exothermic reactions involving a first reactant contained in a liquid and a second reactant in a gas to form a reaction product by atomizing the liquid in an environment of a gas and removing heat of reaction by condensing vapors of the liquid in a reaction chamber. Preferably, the condensation takes place on a simultaneously atomized second liquid of lower temperature than the atomized liquid containing the first reactant. The compositions of the two liquids are preferably similar. This invention provides waste minimization and considerable environmental improvement.Type: GrantFiled: July 17, 1998Date of Patent: August 17, 1999Assignee: Twenty-First Century Research CorporationInventors: Mark William Dassel, Eustathios Vassiliou
-
Patent number: 5907056Abstract: An oxide catalyst comprising the elements Mo, V and Nb with small amounts of phosphorus, boron, hafnium, Te and/or As. The modified catalyst provides both higher selectivity and yield of acetic acid in the low temperature oxidation of ethane with molecular oxygen-containing gas. A process for the higher selective production of acetic acid by the catalytic oxidation of ethane with oxygen, in the presence of the improved catalyst.Type: GrantFiled: May 27, 1998Date of Patent: May 25, 1999Assignee: Saudi Basic Industries Corp.Inventors: Khalid Karim, Mohammed H. Al-Hazmi, Edouard Mamedov
-
Patent number: 5883292Abstract: Methods and apparatuses for controlling exothermic reactions involving a first reactant contained in a liquid and a second reactant in a gas to form a reaction product by atomizing the liquid in an environment of a gas and removing heat of reaction by condensing vapors of the liquid in a reaction chamber. Preferably, the condensation takes place on a simultaneously atomized second liquid of lower temperature than the atomized liquid containing the first reactant. The compositions of the two liquids are preferably similar. This invention provides waste minimization and considerable environmental improvement.Type: GrantFiled: January 17, 1996Date of Patent: March 16, 1999Assignee: Twenty-First Century Research CorporationInventors: Mark William Dassel, Eustathios Vassiliou
-
Patent number: 5847227Abstract: A method for producing aryl alkyl hydroperoxides which comprises selectively oxidizing an aryl alkyl hydrocarbon having the formula: ##STR1## wherein P and Q are hydrogen or an alkyl and may be the same or different from each other; x is an integer of 1-3; and Ar is an aromatic hydrocarbon group having a valence of x, with an oxygen-containing gas in the presence of a transition metal complex which contains, as a ligand, a cyclic polyfunctional amine compound having at least three nitrogen atoms in the ring forming molecular chain or an open chain polyfunctional amine compound having at least three nitrogen atoms in the main chain of the molecule.Type: GrantFiled: February 27, 1996Date of Patent: December 8, 1998Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Terunori Fujita, Shigekazu Matsui, Toshihiro Takai, Hideto Matsuoka, Akifumi Kagayama, Hiroshi Kuroda, Masayasu Ishibashi, Hiroshi Iwasaki, Nobuya Hirokane
-
Process for the preparation of carboxylic acids by controlled oxidation of the corresponding alkanes
Patent number: 5750777Abstract: The present invention relates to a process for the preparation of carboxylic acids by controlled oxidation of the corresponding alkanes.The process according to the invention consists in reacting the alkane with a source of oxygen, the reaction being performed in the presence of a catalyst in which the active phase is based on vanadium, titanium, molybdenum, phosphorus and oxygen.Type: GrantFiled: December 27, 1995Date of Patent: May 12, 1998Assignee: Rhone-Poulenc ChimieInventors: Alain Aubry, Michel Gubelmann, Anne-Marie Le Govic -
Patent number: 5705685Abstract: Alkanes are converted to unsaturated carboxylic acids by contacting an alkane with an oxidizing agent and a heteropolyacid or polyoxoanion comprising (1) at least 9 atoms of a first framework metal or metals comprising molybdenum, tungsten or vanadium or combinations thereof and (2) 1 to 3 atoms of a second framework metal or metals comprising zinc or a transition metal different from the first framework metal.Type: GrantFiled: October 31, 1995Date of Patent: January 6, 1998Assignee: Sun Company, Inc. (R&M)Inventors: James E. Lyons, Paul E. Ellis, Jr., Swati Karmakar, Shahid N. Shaikh
-
Patent number: 5449821Abstract: A process for the gas phase catalytic oxidation of a C.sub.3-6 alkane, alkanol, alkene or alkenal using as a catalyst multimetal oxide compositions of the formula I, [X.sup.1.sub.a X.sup.2.sub.b O.sub.x ].sub.p [X.sup.3.sub.c X.sup.4.sub.d X.sup.5.sub.e X.sup.6.sub.f X.sup.7.sub.g X.sup.2.sub.h O.sub.y ].sub.q, where X.sup.1 is bismuth, tellurium, antimony, tin and/or copper, X.sup.2 is molybdenum and/or tungsten, X.sup.3 is an alkali metal, thallium and/or samarium, X.sup.4 is an alkaline earth metal, nickel, cobalt, copper, manganose, zinc, tin, cadmium and/or mercury, X.sup.6 is iron, chromium, cerium and/or vanadium, X.sup.6 is phosphorus, arsenic, boron and/or antimony, X.sup.7 is a rare-earth metal, titanium, zirconium, niobium, tantalum, rhenium, ruthenium, rhodium, silver, gold, aluminum, gallium, indium, silicon, geranium, lead, thorium and/or uranium, a is from 0.01 to 8, b is from 0.Type: GrantFiled: June 30, 1994Date of Patent: September 12, 1995Assignee: BASF AktiengesellschaftInventors: Hans-Peter Neumann, Hans Martan, Hermann Petersen, Walter Doerflinger
-
Patent number: 5393922Abstract: A process for catalytic direct oxidation of hydrocarbons, particularly lower alkanes and single ring aromatics, to acids by dioxygen under mild temperature conditions using specified metal or metal salt catalysts. Turnovers in excess of 1000 for acetic acid formation from ethane and in excess of 100 for formic acid formation from methane have been obtained at reaction temperatures below about 100.degree. C. using palladium catalyst. A coreductant of carbon monoxide in an aqueous system is preferred.Type: GrantFiled: July 22, 1993Date of Patent: February 28, 1995Assignee: Gas Research InstituteInventors: Ayusman Sen, Minren Lin
-
Patent number: 5380933Abstract: A method for producing an unsaturated carboxylic acid, which comprises subjecting an alkane to a vapor phase catalytic oxidation reaction in the presence of a catalyst containing a mixed metal oxide comprising, as essential components, Mo, V, Te, O and X wherein X is at least one element selected from the group consisting of niobium, tantalum, tungsten, titanium, aluminum, zirconium, chromium, manganese, iron, ruthenium, cobalt, rhodium, nickel, palladium, platinum, antimony, bismuth, boron, indium and cerium, wherein the proportions of the respective essential components, based on the total amount of the essential components exclusive of oxygen, satisfy the following formulas:0.25<r.sub.Mo <0.980.003<r.sub.V <0.50.003<r.sub.Te <0.50.003<r.sub.X <0.5wherein r.sub.Mo, r.sub.V, r.sub.Te and r.sub.X are molar fractions of Mo, V, Te and X, respectively, based on the total amount of the essential components exclusive of oxygen.Type: GrantFiled: January 28, 1994Date of Patent: January 10, 1995Assignee: Mitsubishi Kasei CorporationInventors: Takashi Ushikubo, Hiroya Nakamura, Yukio Koyasu, Shin Wajiki
-
Patent number: 5348927Abstract: A method of removing chloride from phosphorus/vanadium/oxygen mixed oxide oxidation catalysts comprising treating a chloride containing catalyst comprising phosphorus, vanadium and oxygen with a stream of gas comprising oxygen, steam and an inert gas at flow rate and temperature and for a period of time to substantially reduce the amount of chloride in the catalyst.Type: GrantFiled: March 1, 1993Date of Patent: September 20, 1994Assignee: Scientific Design Company, Inc.Inventor: Arie Bortinger
-
Patent number: 5300682Abstract: Disclosed is a process for making acetic acid which comprises oxidizing ethane with molecular oxygen in a reaction zone at a pressure of at least 100 psig while the reactants are in contact with a solid catalyst having the elements and relative atomic proportions indicated by the empirical formula:VP.sub.a M.sub.b O.sub.xwhere M is one or more optional element selected from Co, Cu, Re, Fe, Ni, Nb, Cr, W, U, Ta, Ti, Zr, Zn, Hf, Mn, Pt, Pd, Sn, Sb, Bi, Ce, As, Ag, and Au,whereina is 0.5 to 3,b is 0 to 1, andx is a number determined by the valence requirements of the other elements in the catalyst, andwherein said catalyst contains crystalline vanadyl pyrophosphate.Type: GrantFiled: April 29, 1992Date of Patent: April 5, 1994Assignee: The Standard Oil Co.Inventors: Patricia R. Blum, Marc A. Pepera
-
Patent number: 5210293Abstract: A process and catalyst for the production of ethylene and/or acetic acid by oxidation of ethane and/or ethylene with a molecular oxygen-containing gas in the presence of a catalyst composition comprising the elements A, X and Y in combination with oxygen, the gram-atom ratios of the elements A:X:Y being a:b:c, wherein A=Mo.sub.d Re.sub.e W.sub.f ; X=Cr, Mn, Nb, Ta, Ti, V and/or W; Y=Bi, Ce, Co, Cu, Fe, K, Mg, Ni, P, Pb, Sb, Si, Sn, Tl and/or U; a=1; b=0 to 2; c=0 to 2; d+e+f=a; d is either zero or greater than zero; e is greater than zero; and f is either zero or greater than zero.Type: GrantFiled: June 11, 1992Date of Patent: May 11, 1993Assignee: BP Chemicals LimitedInventor: Melanie Kitson
-
Patent number: 5198580Abstract: Disclosed is a process for the partial oxidation of propane to yield acrylic acid, propylene, acrolein and acetic acid by contacting propane in admixture with a molecular oxygen-containing gas in a reaction zone with an oxidic solid catalyst that1) contains the components and proportions represented by the empirical formulaBi.sub.b Mo.sub.c V.sub.v A.sub.a D.sub.d E.sub.e O.sub.xwhereinA is one or more of K, Na, Li, Cs and Tl,D is one or more of Fe, Ni, Co, Zn, Ce and La,E is one or more of W, Nb, Sb, Sn, P, Cu, Pb, B, Mg, Ca and Sr,a, d and e are each zero-10b is 0.1-10c is 0.1-20v is 0.1-10c:b is from 2:1 to 30:1v:b is from 1.5:1 to 8:1and2) is made by performing a bismuth molybdate containing composition having at least 0.67 atoms of Mo per atom of Bi, before combining with any vanadium compound.Type: GrantFiled: November 18, 1991Date of Patent: March 30, 1993Assignee: The Standard Oil CompanyInventors: Joseph P. Bartek, Ann M. Ebner, James R. Brazdil
-
Patent number: 5191116Abstract: The present invention is directed to a process for preparing methacrylic acid and methacrolein in one step which comprises subjecting isobutane to catalytic oxidation in the presence of molecular oxygen in the vapor phase, with a catalyst comprising a P and/or As--Mo--V and/or Cu composition containing a heteropoly acid. The catalytic oxidation is performed at a temperature of not greater than 350.degree. C., at which temperature the decomposition of the heteropoly acid is unlikely to occur, preferably at a temperature of not greater than 320.degree. C. By means of this process, methacrylic acid and methacrolein are produced with high productivity and in high yield while maintaining a stable activity of the catalyst for a prolonged period of time.Type: GrantFiled: August 21, 1989Date of Patent: March 2, 1993Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Setsuo Yamamatsu, Tatsuo Yamaguchi
-
Patent number: 5162578Abstract: A process for the higher selective production of acetic acid by the catalytic oxidation with oxygen of ethane, or ethylene, or mixtures thereof, in contact with a mixed catalyst composition containing (A) a calcined mixed oxides catalyst of the formula:Mo.sub.x V.sub.y Z.sub.zwherein Z represents nothing or a metal from a group of metals as hereinafter defined and (B) is an ethylene hydration catalyst and/or an ethylene oxidation catalyst.Type: GrantFiled: June 12, 1987Date of Patent: November 10, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: James H. McCain, Jr., Steven W. Kaiser, George L. O'Connor
-
Patent number: 5112864Abstract: This invention relates to novel compounds for treating inflammatory conditions by inhibition of phospholipase A.sub.2 activity of the formula ##STR1## wherein X is oxygen, sulfur or --CH.dbd.CH--; wherein R.sup.1 is hydrogen, alkyl of 1 to 6 carbons or a pharmaceutically acceptable cation;wherein R.sup.2 is phenoxy, alkoxy, methyl, trifluoromethyl or phenyl;wherein n is an integer from 1 to 20;compositions comprised of the novel compounds; and methods of treating inflammatory conditions with these compositions.Type: GrantFiled: May 30, 1991Date of Patent: May 12, 1992Assignee: G. D. Searle & Co.Inventors: Stevan W. Djuric, Stephen H. Docter, Richard A. Haack
-
Patent number: 5106407Abstract: The present invention discloses the antimicrobial utility of certain iodonium ylide compounds. The particular iodonium ylide compounds are phenyl iodonium ylides having an ortho substituent that stabilizes the positive charge on the polyvalent iodine by a nonbonded electrostatic interaction. The polyvalent iodine is further stabilized by a cyclic 1,3-dicarbonyl anion.Type: GrantFiled: December 4, 1989Date of Patent: April 21, 1992Assignee: The Dow Chemical CompanyInventors: Attila G. Relenyi, Gerald F. Koser, Richard W. Walter, Jr., William J. Kruper, Jr., Ravi B. Shankar, Anthony P. Zelinko
-
Patent number: 5019652Abstract: An improved catlayst and method for the oxyhydrochlorination of methane is disclosed. The catalyst includes a pyrogenic porous support on which is layered as active material, cobalt chloride in major proportion, and minor proportions of an alkali metal chloride and of a rare earth chloride. On contact of the catalyst with a gas flow of methane, HC1 and oxygen, more than 60% of the methane is converted and of that converted more than 40% occurs as monochloromethane. Advantageously, the monochloromethane can be used to produce gasoline boiling range hydrocarbons with the recycle of HCl for further reaction. This catalyst is also of value for the production of formic acid as are analogous catalysts with lead, silver or nickel chlorides substituted for the cobalt chloride.Type: GrantFiled: April 30, 1990Date of Patent: May 28, 1991Assignee: The United States as represented by the United States Department of EnergyInventors: Charles E. Taylor, Richard P. Noceti
-
Patent number: 4900871Abstract: Hydrocarbons, and particularly lower molecular weight alkanes and cycloalkanes, may readily be oxidized with air or O.sub.2 to form such products as alcohols, ketones, and the like selectively high yields when there is employed as the catalyst a coordination complex containing an iron center and a halogenated ligand having the structure ##STR1## where Fe is iron; " .circle. " is a ligand; X is a halogen substituent of the ligand; and A is an anion.Type: GrantFiled: June 26, 1987Date of Patent: February 13, 1990Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
-
Patent number: 4895680Abstract: Hydrocarbon, and particularly lower molecular weight alkanes and cycloalkanes, may readily be oxidized with air or O.sub.2 to form such products as alcohols, ketones, and the like in high yields when there is employed as the catalyst a highly active nitride-activated metal coordination complex having the structure ##STR1## where M is a transition metal; " " is a ligand; and X is a nitride. Certain dimeric forms of the above catalyst are also employed herein. It has also been discovered that Group IV through VIII transition metal nitrides are also highly effective oxidation catalysts for lower molecular weight hydrocarbons such as alkanes.Type: GrantFiled: January 2, 1987Date of Patent: January 23, 1990Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
-
Patent number: 4895682Abstract: Hydrocarbons, and particularly lower molecular weight alkanes and cycloalkanes, may readily be oxidixed with air or O.sub.2 to form such products as alcohols, ketones, and the like selectively in high yields when there is employed as the catalyst a highly active azide-activated metal coordination complex having the structure ##STR1## where M is a transition metal; " " is a ligand; and X is azide. The invention is also directed to certain novel azide-activated metal coordination complex catalysts per se.Type: GrantFiled: January 2, 1987Date of Patent: January 23, 1990Assignee: Sun Refining and Marketing CopanyInventors: Paul E. Ellis, Jr., James E. Lyons, Harry K. Myers, Jr.
-
Patent number: 4720575Abstract: The molybdovanadophosphoric acid H.sub.8 PMo.sub.10 VO.sub.39, its PMo.sub.10 VO.sub.35 anhydride, methods for their preparation, and methods for making methacrylic acid and its esters by oxidation/dehydrogenation wherein the above acid and/or its anhydride is employed as a catalyst.Type: GrantFiled: March 7, 1986Date of Patent: January 19, 1988Assignee: Rohm GmbHInventor: Wilhelm Gruber
-
Patent number: 4472314Abstract: Mixed oxides of bismuth with other metals of the perovskite structure and having vacant lattice sites in the same lattice positions occupied by bismuth are disclosed as partial oxidation and ammoxidation catalysts. Such oxides are used as catalysts in the improved method of oxidizing an acyclic hydrocarbon of 1-10 carbons having at most one olefinic unsaturation by reacting the acyclic hydrocarbon in the vapor phase with oxygen in the presence of the solid catalyst to form products having carbon, hydrogen and oxygen.Type: GrantFiled: May 27, 1980Date of Patent: September 18, 1984Assignee: Allied CorporationInventors: William C. Conner, Jr., Stuart L. Soled, Anthony J. Signorelli, Bruce A. DeRites
-
Patent number: 4420634Abstract: The invention relates to a process for the oxidation of unsaturated hydrocarbons, particularly butenes and isobutylene, for the production of acetic acid, propionic acid and acetone. Specifically the invention comprises the highly selective oxidation of an unsaturated hydrocarbon or of a mixture of unsaturated hydrocarbons in the presence of a catalyst consisting of a complex of trivalent cobalt and of a carbonyl compound, of the aldehydic or ketonic type.Type: GrantFiled: December 8, 1980Date of Patent: December 13, 1983Inventors: Franco Codignola, Paolo Gronchi, Renato del Rosso, Paolo Centola
-
Patent number: 4375552Abstract: Waste streams from adipic acid manufacture containing nitric, succinic, glutaric and adipic acids and valuable catalytic metal as salts are treated with alcohols, thereby separating, as esters, succinic and glutaric acids which would contaminate pure adipic acid on recycling, and allowing the re-use of the resulting stream containing nitric acid and metal catalytic salts.Type: GrantFiled: June 15, 1970Date of Patent: March 1, 1983Assignee: C. P. Hall CompanyInventor: Vincent P. Kuceski
-
Patent number: 4337356Abstract: The continuous cobalt catalyzed liquid-phase oxidation of butane to acetic acid with oxygen has been improved by limiting the amount of iron, water and succinic acid present and maintaining a minimum of about 0.1% of cobalt acetate catalyst in the reaction medium.Type: GrantFiled: March 20, 1980Date of Patent: June 29, 1982Assignee: Union Carbide CorporationInventors: John E. Logsdon, Ben W. Kiff
-
Patent number: 4332743Abstract: C.sub.1 to C.sub.3 mono-carboxylic acids, including a substantial proportion of acetic acid, are produced by oxidizing a paraffinic hydrocarbon feedstock with molecular oxygen at a temperature in the range 150.degree. to 250.degree. C. and at an elevated pressure sufficient to maintain the reactants in the liquid phase in the presence as catalyst, of phosphoric acid and/or a phosphate of one or more metals of Groups I and II of the Periodic Table, in particular sodium or potassium. In an alternative embodiment of the invention a co-catalyst in the form of one or more metals of variable valency, particularly manganese, is incorporated in the reactants. The reaction products are recovered by distillation.Type: GrantFiled: January 24, 1979Date of Patent: June 1, 1982Assignee: BP Chemicals LimitedInventors: Clive G. Gasser, John Russell
-
Patent number: 4328365Abstract: The present invention provides a supported catalyst for use in a vapor phase reaction for the high yield conversion of lower aliphatic hydrocarbons such as butane to corresponding monocarboxylic acids such as acetic acid. The catalyst is prepared by the carbon monoxide reduction of a vanadium pentoxide-impregnated, inert porous carrier.Type: GrantFiled: October 20, 1980Date of Patent: May 4, 1982Assignee: Celanese CorporationInventors: William E. Slinkard, Anthony B. Baylis
-
Patent number: 4312714Abstract: The oxidation of liquid n-butane with oxygen gas at a temperature of from 120.degree. C. up to 235.degree. C. in the presence of an acetic acid solution containing bromide ion in combination with ions of cobalt or cobalt and manganese produces a reaction effluent containing mainly acetic acid (65 to 72 weight percent) and water (23 to 27 weight percent) together with impurity concentrations of esters and ketones boiling lower than acetic acid, higher carbon (C.sub.3 and C.sub.4) aliphatic monocarboxylic acids boiling higher than acetic acid and the difficultly separable 3-bromo-2-butanone impurity. The concentration of said bromoketone can be decreased by maintaining said reaction effluent or its debutanized residue at a temperature of from 150.degree. C. up to 200.degree. C. for 15 to 150 minutes. Subsequent distillation even further decreases the concentration of the bromoketone in the acetic acid distillate fraction.Type: GrantFiled: December 17, 1979Date of Patent: January 26, 1982Assignee: Standard Oil Company (Indiana)Inventor: Jon J. Harper
-
Patent number: 4278503Abstract: Excessive energy consumption of a combination of multi-fractionations and multi-distillations of concentrating aqueous acetic acid product of liquid phase oxidations, especially oxidation of liquid n-butane with oxygen gas while the butane is dissolved in liquid acetic acid containing a catalyst system comprising Co-Br or Co-Mn-Br, is avoided and an otherwise hard to remove bromo-ketone is readily removed by a combination of sequential steps of decompressing the oxidation reaction mixture to remove unreacted butane as well as gaseous products, heat treating the decompressed liquid at a temperature of from 150.degree. C. up to 200.degree. C. for from 15 up to 150 minutes, subjecting the heat treated liquid to fractionation while recycling to the rectification zone thereof an aqueous portion of low boiling impurities as a means for concentrating the acetic acid and thereafter further concentrating the acetic acid produced by continuous fractional crystallization.Type: GrantFiled: December 26, 1979Date of Patent: July 14, 1981Assignee: Standard Oil Company (Indiana)Inventors: Martin A. Zeitlin, Jon J. Harper
-
Patent number: 4260822Abstract: A process for the direct oxidation of isobutane or propane to methacrylic acid or acrylic acid respectively is disclosed. The process encompasses contacting a feed gas containing isobutane or propane and oxygen with a specific catalyst which is composed of molybdenum, antimony and phosphorus combined with oxygen. The atomic ratio of molybdenum to antimony to phosphorous is from about 9 to about 24; about 0.25 to about 2; and about 0.75 to about 2 respectively. The catalytic oxidation to methacrylic or acrylic acid is accomplished at a temperature of from about 200.degree. C. to about 450.degree. C. The methacrylic or acrylic acid is removed from the feed gases exiting from the reaction zone and the remainder of the exited feed stream may be recycled to again contact the catalyst.Type: GrantFiled: October 30, 1978Date of Patent: April 7, 1981Assignee: Rohm and Haas CompanyInventors: Harold Krieger, Lawrence S. Kirch
-
Patent number: 4259246Abstract: A process for producing maleic anhydride from a C.sub.4 hydrocarbon selected from n-butane and n-butene feed which comprises: (a) feeding the C.sub.4 hydrocarbon and air to a reactor; (b) contacting the C.sub.4 hydrocarbon and air in the reactor with a catalyst comprising vanadium and phosphorus oxides at reaction conditions including a temperature between 550.degree. and 1000.degree. F. so as to obtain a reactor effluent containing maleic anhydride, unreacted butane, nitrogen, oxygen, and acrylic, acetic or maleic acid or mixtures of the foregoing acids; (c) removing maleic anhydride from the reactor effluent to obtain maleic anhydride-lean effluent; (d) removing said acids from at least a portion of the maleic anhydride-lean effluent to obtain a purified recycle stream containing less than 100 ppm of the acids; and (e) recycling the purified stream to the reactor. Preferably the acids are removed in step (d) by water and/or caustic scrubbing the maleic anhydride-lean effluent.Type: GrantFiled: October 15, 1979Date of Patent: March 31, 1981Assignee: Chevron Research CompanyInventors: Kiran R. Bakshi, David M. Marquis, Stephen G. Paradis
-
Patent number: 4230887Abstract: C.sub.2 -C.sub.6 monocarboxylic and dicarboxylic acids are scrubbed from gas phase mixtures of such acids and water by gas absorption techniques utilizing a liquid solvent comprising a polyoxyalkylene glycol or a monoalkyl or dialkyl ether thereof. The solvent enriched with the acid is subjected to distillation to recover a substantially anhydrous acid product.Type: GrantFiled: February 16, 1978Date of Patent: October 28, 1980Assignee: Celanese CorporationInventors: William T. Mitchell, Phillip S. Snyder