Methanol Or Ethanol Reactant Patents (Class 568/487)
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Patent number: 4628113Abstract: A process for the preparation of carboxylic acids, alcohols, aldehydes or the secondary products thereof which comprises reacting an alcohol having from one to about twenty carbon atoms with hydrogen and carbon monoxide in the presence of a heterogeneous sulfided catalyst comprising cobalt in admixture with a co-catalyst selected from the elements of Groups V-B, VI-B and the Actinide series of the Periodic Table.Type: GrantFiled: June 30, 1982Date of Patent: December 9, 1986Assignee: Chevron Research CompanyInventor: Steven P. Current
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Patent number: 4625049Abstract: A process for the preparation of carboxylic acids, alcohols, aldehydes or the secondary products thereof which comprises reacting an alcohol having from one to about twenty carbon atoms with hydrogen and carbon monoxide in the presence of a heterogeneous sulfided catalyst comprising nickel in admixture with a co-catalyst selected from the elements of Groups V-B, VI-B and the Actinide series of the Periodic Table.Type: GrantFiled: June 30, 1982Date of Patent: November 25, 1986Assignee: Chevron Research CompanyInventor: Steven P. Current
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Patent number: 4617153Abstract: This invention deals with the use of a perfluorocarbon polymer oxidation catalyst consisting of a perfluorocarbon main chain and a side chain constructed from structural units of chromium (III) difluoromethylene sulfonate or cerium (IV) difluoromethylene sulfonate in a method of preparing a carbonyl compound through an oxidation of an alcohol.Type: GrantFiled: September 17, 1985Date of Patent: October 14, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: Hitosi Nozaki, Koichiro Oshima
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Patent number: 4600529Abstract: Alkali metal carbonates have been found to be effective catalysts for dehydrogenation of primary and secondary alcohols. The dehydrogenated products may be either predominantly ketones and aldehydes, depending on whether the feed alcohol is secondary or primary, or may be fuel gases. Lower reaction temperatures, in the neighborhood of 600.degree. C., tend to produce high yields of liquid products. Higher temperatures encourage production of fuel gases of high calorific value. When fuel gases are a desired product, a feedstock containing water, in addition to the alcohol, produces increased yields due to the simultaneous catalysis of the water-gas shift reaction.Type: GrantFiled: September 19, 1983Date of Patent: July 15, 1986Assignee: Gas Research InstituteInventors: Richard T. Hallen, L. John Sealock, Jr.
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Patent number: 4599454Abstract: Higher ketones are prepared by contacting, under suitable reaction conditions, a feed stream comprising (a) a primary alcohol of 2-6 carbon atoms per molecule (preferably ethanol, 1-propanol or 1-butanol) and (b) carbon monoxide with a catalyst composition containing copper oxide, zinc oxide and, optionally, alumina.Type: GrantFiled: April 22, 1985Date of Patent: July 8, 1986Assignee: Phillips Petroleum CompanyInventors: David J. Elliott, Filippo Pennella
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Patent number: 4594463Abstract: A catalyst has been found for the low pressure hydroformylation of alcohols to produce aldehydes. This catalyst consists of a rhodium containing compound, an iodide containing compound, and a chelating Group V compound, which is used alone or in combination with a monodentate, Group V compound.It is the first rhodium-based catalyst that generates acetaldehyde via hydroformylation of the methanol. The reaction is typically carried out at 160.degree.-180.degree. C. and 1000-2000 psi. The acetaldehyde rate and selectivity are 1-5 Mhr.sup.-1 and 50-75%. Conventional cobalt catalysts require operating pressures of at least 3000-6000 psi in order to obtain reasonable productivities.Type: GrantFiled: January 28, 1985Date of Patent: June 10, 1986Assignee: Union Carbide CorporationInventors: Richard W. Wegman, Deborah S. Miller
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Patent number: 4556744Abstract: A recycle solvent for use in a metal catalysed process for the production of ethanol and/or acetaldehyde by the liquid phase reaction of methanol, carbon monoxide and hydrogen is provided. The solvent should (1) form a single phase with methanol and the liquid products of the process throughout the process; (2) be one in which the catalyst and any associated promoters are soluble; (3) have a boiling point at atmospheric pressure in excess of 120.degree. C. and (4) should be chemically stable under the reaction conditions and not interact in a deliterious manner with either the catalyst or the other components of the reaction. A preferred class of recycle solvent is sulpholane and its substituted derivatives.Type: GrantFiled: October 5, 1984Date of Patent: December 3, 1985Assignee: The British Petroleum Company p.l.c.Inventors: Colin G. Griggs, Philip G. Lodge
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Patent number: 4551556Abstract: The invention relates to a process of producing a carbonyl compound by dehydrogenating a linear aliphatic alcohol of 1 to 6 carbon atoms in the gas phase in the presence of a solid catalyst comprising a ruthenium catalyst supported on a carrier such as zinc oxide or magnesium oxide.Type: GrantFiled: April 18, 1984Date of Patent: November 5, 1985Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Eiichiro Nishikawa, Masuo Shinya, Kayako Ueda, Katsumi Kaneko
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Patent number: 4544773Abstract: An improved process for producing formaldehyde in a gas-phase reaction wherein the dehydrogenation of methanol is conducted with a catalyst, which is zinc oxide and/or indium oxide or a mixture of silica and one or more of these oxide, to give formaldehyde in a high yield.Type: GrantFiled: June 22, 1984Date of Patent: October 1, 1985Assignee: Sumitomo Chemical Company, Ltd.Inventor: Masakazu Sagou
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Patent number: 4507508Abstract: Unsaturated mono- and saturated di-aldehydes and acetals are produced by reacting a conjugated diolefine with carbon monoxide and hydrogen in the presence of an alcohol and a catalyst comprising rhodium, a tert phosphine or phosphite and more than one equivalent of acid per gram atom of rhodium.Type: GrantFiled: May 2, 1983Date of Patent: March 26, 1985Assignee: Imperial Chemical Industries PLCInventors: Percy Hayden, Alec Mee, Donald Wright
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Patent number: 4480135Abstract: A process for oxidizing primary and/or secondary alcohols to the corresponding aldehyde and/or ketone derivatives, consisting of reacting said alcohols with an aqueous solution of hydrogen peroxide in the presence of synthetic zeolites containing titanium atoms, of general formula:xTiO.sub.2.(1-x)SiO.sub.2,where x lies between 0.0001 and 0.04, and possibly in the presence of one or more solvents, operating at a temperature of between 20.degree. and 100.degree. C.Type: GrantFiled: July 14, 1983Date of Patent: October 30, 1984Assignee: Anic S.p.A.Inventors: Antonio Esposito, Carlo Neri, Franco Buonomo
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Patent number: 4476326Abstract: Ethanol and/or acetaldehyde are prepared in good yield by contacting methanol, hydrogen and carbon monoxide with a catalyst system comprising a cobalt-containing compound and a promoter in the presence of an inert oxygenated solvent at a temperature of from about 50.degree. C. to about 350.degree. C. and a pressure of at least 500 psig or greater. The combination of cobalt-containing compound and promoter may be (a) a cobalt-containing compound with an organo-sulphur compound, (b) an iodide-containing cobalt compound with a nitrogen-containing compound as promoter, and (c) a cobalt-containing compound with 1,1'-bis(diphenylphosphino)ferrocene.Type: GrantFiled: February 3, 1983Date of Patent: October 9, 1984Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4438020Abstract: A catalyst particularly suitable for selectively producing aldehydes, particularly acetaldehyde, which comprises (1) cobalt, (2) iodine and (3) a ligand containing atoms from Group VB of the Periodic Table separated by a sterically constrained carbon-carbon bonding.Type: GrantFiled: September 13, 1982Date of Patent: March 20, 1984Assignee: Gulf Research & Development CompanyInventors: Mohammad M. Habib, Wayne R. Pretzer
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Patent number: 4433178Abstract: Acetaldehyde is prepared in good yield from methanol and synthesis gas by contacting the mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine-free catalyst composition comprising ruthenium powder, a cobalt-containing compound and an onium salt or base, and heating the resulting mixture to an elevated temperature and pressure for sufficient time to produce the acetaldehyde, and then recovering the same from the reaction mixture.Type: GrantFiled: February 1, 1982Date of Patent: February 21, 1984Assignee: Texaco, Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4433177Abstract: Acetaldehyde is prepared from methanol and synthesis gas with good selectivity and yield by contacting a mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine free catalyst composition comprising (1) ruthenium powder, (2) a cobalt-containing compound, (3) an amine, and (4) an onium salt or base, and heating the resulting mixture to an elevated temperature and pressure for sufficient time to produce the desired acetaldehyde, and recovering the same from the reaction mixture.Type: GrantFiled: February 1, 1982Date of Patent: February 21, 1984Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4433176Abstract: Acetaldehyde is prepared in good yield from methanol and synthesis gas under mild reaction conditions by contacting a mixture of methanol, carbon monoxide and hydrogen with an iodide or iodine free catalyst composition comprising (1) ruthenium powder, (2) a cobalt-containing compound (3) a rhodium-containing compound, and (4) an onium salt or base, and heating the resulting mixture under mild temperature and pressure for sufficient time to produce the desired acetaldehyde, and then recovering the same from the reaction mixture.Type: GrantFiled: February 1, 1982Date of Patent: February 21, 1984Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4429165Abstract: Process for selective production of acetaldehyde and dimethyl acetal by the reaction of methanol with carbon monoxide in contact with a catalyst containing cobalt atom, halide atom and a mixture of a trivalent phosphorus compound and a trivalent nitrogen compound. The amount of trivalent nitrogen compound in its mixture varies from 5 mole percent to 50 mole percent of such mixture.Type: GrantFiled: June 24, 1982Date of Patent: January 31, 1984Assignee: Union Carbide CorporationInventor: Richard W. Wegman
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Patent number: 4420641Abstract: New catalysts comprising lead and silver on supports having relatively low surface areas and their use have been found to be useful in the oxidative dehydrogenation of methanol to formaldehyde at elevated temperatures.Type: GrantFiled: January 12, 1983Date of Patent: December 13, 1983Assignee: Celanese CorporationInventors: H. Robert Gerberich, Eldred T. Smith
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Patent number: 4408069Abstract: A homogeneous catalytic process for the conversion of methanol to methyl acetate. The process comprises contacting CO with methanol in the presence of a catalytically effective amount of an iron-cobalt carbonyl complex of the formula M[FeCo.sub.3 (CO).sub.12 ] or M[CoFe.sub.3 (CO).sub.13 ] where M is hydrogen or a cation and an iodide promoter, heating the resultant mixture at temperatures of from 100.degree. to 250.degree. C. at pressures of from 5 to 100 MPa.Type: GrantFiled: October 6, 1980Date of Patent: October 4, 1983Assignee: Exxon Research and Engineering Co.Inventor: Gerald Doyle
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Patent number: 4408080Abstract: In a process for producing acetaldehyde which comprises reacting a mixture of methanol and methyl acetate with carbon monoxide and hydrogen in the presence of a cobalt-iodine catalyst, the improvement wherein methyl acetate is used in an amount of 0.4 to 9 parts by weight per part by weight of methanol, cobalt and iodine are used in an amount of 2 to 100 milligram-atoms and 8 to 200 milligram-atoms, respectively, per mole of the entire methyl groups in the methanol and methyl acetate, 1 to 4 iodine atoms being present per cobalt atom, and the reaction is carried out at a temperature lower than 160.degree. C. and a pressure of not more than 300 kg/cm.sup.2.Type: GrantFiled: June 16, 1981Date of Patent: October 4, 1983Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Nobuo Isogai, Motoyuki Hosokawa, Takashi Okawa, Natsuko Wakui, Toshiyasu Watanabe
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Patent number: 4405815Abstract: Improved process for the production of acetaldehyde and ethanol by reacting methanol with carbon monoxide and hydrogen in the presence of a catalyst system containing cobalt, elemental iodine or bromine as promotor and a polydentate phosphorus, arsenic, antimony or bismuth compound using one or more metals from the group comprising chromium, molybdenum, tungsten, uranium, titanium, vanadium, iron and nickel as co-catalyst.Type: GrantFiled: November 30, 1981Date of Patent: September 20, 1983Assignee: Union Rheinische Braunkohlen Kraftstoff AktiengesellschaftInventors: Karl-Heinz Keim, Joachim Korff
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Patent number: 4400551Abstract: This invention relates to a process for the production of acetaldehyde and ethanol by reacting methanol with carbon monoxide and hydrogen at elevated temperature and pressure in the presence of a catalyst containing cobalt, biphosphine, biarsine or bistibine and hydrogen iodide and/or hydrogen bromide.Type: GrantFiled: August 19, 1981Date of Patent: August 23, 1983Assignee: Union Rheinische Braunkohlen Kraftstoff AktiengesellschaftInventors: Karl-Heinz Keim, Joachim Korff
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Patent number: 4390730Abstract: Lead-silver catalysts have been found to be useful in the production of formaldehyde by oxidative dehydrogenation of methanol vapor with an oxygen-containing gas at elevated temperatures.Type: GrantFiled: July 27, 1981Date of Patent: June 28, 1983Assignee: Celanese CorporationInventor: H. Robert Gerberich
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Patent number: 4389532Abstract: The present invention provides a process for the preparation of acetaldehyde from hydrogen, carbon monoxide, and methanol. The process comprises conducting the reaction in the presence of a catalyst system comprising cobalt, platinum, and iodide. The cobalt catalyst component is present in a concentration of about 0.01 to 1 weight percent, the platinum catalyst component is present in a concentration of about 0.03 to 3 weight percent, and the iodide catalyst component is present in a concentration of about 0.1 to 40 weight percent, as defined herein. The weight ratio of cobalt to platinum is about 1:0.3 to 1:35. The process is preferably conducted at a temperature of 160.degree.-230.degree. C. and a pressure of 10,000-70,000 kPa.Type: GrantFiled: May 10, 1982Date of Patent: June 21, 1983Assignee: Eastman Kodak CompanyInventors: Thomas H. Larkins, Jr., Guy R. Steinmetz
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Patent number: 4383124Abstract: An improved process for the dehydrogenation of alcohols, to produce aldehydes therefrom, using a copper-containing catalyst, is described wherein the alcohol is introduced in the gas phase initially in admixture with an inert gas only, and after an initial reaction period the alcohol is continued to be introduced, in the gas phase, in an admixture with an inert gas together with a minor amount of hydrogen. As a result, prolonged catalyst activity with retained selectivity is achieved.Type: GrantFiled: March 27, 1981Date of Patent: May 10, 1983Assignee: Stamicarbon, B.V.Inventors: Theodorus F. M. de Graaf, Hubertus J. A. Delahaye
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Patent number: 4376732Abstract: An improved catalyst suitable for the dehydration of an alkanolamine in the vapor phase to produce an alkylenimine which catalyst contains an oxide of niobium or tantalum. Optionally an alkaline earth oxide is employed as a promoter. The catalyst is generally used on an inert low surface area support at a concentration of less than 5% of the tantalum or niobium oxide and less than 0.5% of the promoter oxide.Type: GrantFiled: July 9, 1981Date of Patent: March 15, 1983Assignee: The Dow Chemical Co.Inventor: Enrique G. Ramirez
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Patent number: 4374752Abstract: A catalyst mixture is made with improved activity and selectivity to acetaldehyde by using an inert diluent and specifically defined concentrations of cobalt, a halide, a trivalent phosphorus compound, and the inert diluent. Use of the trivalent phosphorus compound significantly inhibits corrosion of the reactor metal.Type: GrantFiled: June 30, 1981Date of Patent: February 22, 1983Assignee: Union Carbide CorporationInventors: Benny J. Argento, Wellington E. Walker, deceased, Rocco A. Fiato
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Patent number: 4361707Abstract: A process for selectively producing aldehydes, particularly acetaldehyde, which comprises introducing into a reaction zone (1) methanol, (2) carbon monoxide, (3) hydrogen, (4) cobalt, (5) iodine and (6) a specific phosphorus-containing ligand and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to said aldehydes.Type: GrantFiled: August 3, 1981Date of Patent: November 30, 1982Assignee: Gulf Research & Development CompanyInventors: Mohammad M. Habib, Wayne R. Pretzer
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Patent number: 4361706Abstract: A process for selectively producing aldehydes, particularly acetaldehyde, which comprises introducing into a reaction zone (1) methanol, (2) carbon monoxide, (3) hydrogen, (4) cobalt, (5) iodine and (6) a ligand containing atoms from Group VB of the Periodic Table separated by a sterically constrained carbon-carbon bond and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to said aldehydes.Type: GrantFiled: August 3, 1981Date of Patent: November 30, 1982Assignee: Gulf Research & Development CompanyInventors: Mohammad M. Habib, Wayne R. Pretzer
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Patent number: 4354045Abstract: Formaldehyde is prepared by dehydrogenation of methanol in the presence of a catalyst containing copper, zinc and tellurium, at from 300.degree. to 750.degree. C.The formaldehyde obtainable by the process of the invention is a disinfectant, tanning agent, reducing agent and valuable starting material for the preparation of synthetic resins, adhesives, plastics and auxiliaries in numerous sectors of industry.Type: GrantFiled: December 31, 1980Date of Patent: October 12, 1982Assignee: BASF AktiengesellschaftInventors: Franz Merger, Gerd Fouquet
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Patent number: 4348541Abstract: Methanol can be selectively converted to acetaldehyde, ethanol or mixtures thereof, using a homogeneous process. The process comprises contacting methanol with carbon monoxide and hydrogen in the presence of a catalytic system containing cobalt-ruthenium complexes or a soluble ruthenium compound plus Co.sub.2 (CO).sub.8-n where n is from 0 to 4.Type: GrantFiled: November 30, 1979Date of Patent: September 7, 1982Assignee: Exxon Research and Engineering CompanyInventor: Gerald Doyle
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Patent number: 4339608Abstract: A process and catalyst system for selectively producing n-butanol and n-butanal which process comprises introducing into a reaction zone methanol, hydrogen, carbon monoxide and a catalyst system consisting essentially of (a) a cobalt carbonyl, a hydrido cobalt carbonyl or a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, (b) an iodine compound and (c) a tertiary organo Group VA compound and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to n-butanol and n-butanal.Type: GrantFiled: December 11, 1980Date of Patent: July 13, 1982Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4339610Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and a thiol defined by the formula:RSHwherein R is selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof. A high degree of selectivity towards the formation of butanol and butanal is provided by using the cobalt entity and the thiol in a molar ratio in the range of about 2:1 to about 10:1, based on elemental cobalt and sulfur.Type: GrantFiled: December 11, 1980Date of Patent: July 13, 1982Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4339611Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and an organic sulfide having the formula:R.sub.1 --S--R.sub.2wherein R.sub.1 and R.sub.2 can be the same or different members selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.Type: GrantFiled: December 11, 1980Date of Patent: July 13, 1982Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4339609Abstract: C.sub.4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and a biphosphine disulfide having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4, the same or different, are selected from the group consisting of saturated or unsaturated, staight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.Type: GrantFiled: December 11, 1980Date of Patent: July 13, 1982Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4337365Abstract: A process for the production of acetaldehyde from the cobalt-catalyzed, iodide-promoted reaction of methanol, hydrogen and carbon monoxide, attaining (a) selectivity to acetaldehyde heretofore unachievable and (b) high methanol conversion, wherein the reaction is carried out in an inert solvent at a temperature of from 100.degree. C. to 180.degree. C. with an iodide to cobalt mole ratio of from 2:1 to 100:1.Type: GrantFiled: February 17, 1981Date of Patent: June 29, 1982Assignee: Union Carbide CorporationInventor: Wellington E. Walker, deceased
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Patent number: 4328375Abstract: Ethanol and/or acetaldehyde are produced by reacting at elevated temperature and pressure methanol with synthesis gas in the presence of a catalyst comprising a metal complex in which the metal is a metal of Group VIII of the Periodic Table other than iron, palladium and platinum and the ligand is derived from cyclopentadiene or a substituted cyclopentadiene and a promoter which is an iodide or a bromide. Optionally there is also added as a co-promoter a compound of formula X(A) (B) (C) wherein X is nitrogen, phosphorus, arsenic, antimony or bismuth and A, B and C are individually C.sub.1 to C.sub.20 monovalent hydrocarbyl groups which are free from aliphatic carbon-carbon unsaturation and are bound to the X atom by a carbon/X bond, or X is phosphorus, arsenic, antimony or bismuth and any two of A, B and C together form an organic divalent cyclic ring system bonded to the X atom, or X is nitrogen and all of A, B and C together form an organic trivalent cyclic ring system bonded to the X atom, e.g.Type: GrantFiled: November 26, 1980Date of Patent: May 4, 1982Assignee: The British Petroleum Company LimitedInventor: Michael T. Barlow
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Patent number: 4320230Abstract: A homogeneous catalytic process for the selective conversion of methanol to ethanol or acetaldehyde. The process comprises contacting CO and H.sub.2 with a catalytically effective amount of an iron-cobalt carbonyl complex of the formula M[FeCo.sub.3 (CO).sub.12 ] where M is hydrogen or a cation and an iodide promoter; heating the resulting mixture at temperatures of from 100.degree. to 250.degree. C. at pressures of from 5 to 100 MPa. By controlling the reaction parameters of H.sub.2 :CO ratio, temperature and reaction time, acetaldehyde or ethanol can be selectively produced.Type: GrantFiled: August 25, 1980Date of Patent: March 16, 1982Assignee: Exxon Research & Engineering Co.Inventor: Gerald Doyle
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Patent number: 4306091Abstract: A process for the carbonylation of methanol to produce acetaldehyde comprising reacting methanol in the presence of hydrogen, cobalt, ruthenium, at least one ionic halide, and at least one alkyl halide, the molar ratio Ru/Co being at most equal to about 2, and the cobalt concentration being at most about 50 milligram atoms per liter of reaction medium.Type: GrantFiled: June 30, 1980Date of Patent: December 15, 1981Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4293718Abstract: Acetaldehyde is prepared by reacting methanol with a mixture comprising hydrogen and carbon monoxide, which mixture comprises at least 25 mol percent hydrogen, in the presence of cobalt, an ionic iodide and a halogen-containing promoter which is different from the ionic iodide. The reaction is best carried out at a temperature of at least 165.degree. C. and with a ratio of gram-ions of I.sup.- originating from the ionic iodide to gram-atoms of cobalt of at least 5 and a ratio of gram-atoms of halogen from the halogen-containing promoter to gram-ions of I.sup.- in the range of about 0.001 to about 0.Type: GrantFiled: October 23, 1979Date of Patent: October 6, 1981Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4262154Abstract: Ethanol and/or acetaldehyde is (are) produced by reacting methanol and synthesis gas at elevated temperature and pressure in the presence of a catalyst consisting of (a) cobalt, (b) an iodide or a bromide and (c) a polydentate ligand wherein the donor atoms are selected from nitrogen, phosphorus, arsenic, antimony and bismuth, ethanol being the predominant product when the donor atoms are exclusively nitrogen or phosphorus, particularly phosphorus, and acetaldehyde being the major product when the donor atoms are exclusively arsenic, antimony or bismuth. A particularly effective polydentate ligand is one having the formula:(R.sup.1)(R.sup.2)X--[C(R.sup.5)(R.sup.6)].sub.n --Y(R.sup.3)(R.sup.4) (II)in which X and Y are independently nitrogen, phosphorus, arsenic, antimony or bismuth; n is an integer; (R.sup.1), (R.sup.2), (R.sup.3) and (R.sup.4) are independently saturated monovalent organic radicals containing from 1 to 20 carbon atoms.Type: GrantFiled: October 1, 1979Date of Patent: April 14, 1981Assignee: The British Petroleum Company LimitedInventors: Brian R. Gane, David G. Stewart
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Patent number: 4239924Abstract: A process for selectively producing ethanol which comprises introducing into a reaction zone (1) methanol, (2) hydrogen, (3) carbon monoxide, (4) a cobalt tricarbonyl complex, (5) an iodine compound and (6) a ruthenium compound and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to ethanol.Type: GrantFiled: May 25, 1979Date of Patent: December 16, 1980Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4239705Abstract: A process for selectively producing acetaldehyde which comprises introducing into a reaction zone (1) methanol, (2) hydrogen, (3) carbon monoxide, (4) an arsenic-cobalt tricarbonyl complex and (5) an iodine compound and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to acetaldehyde.Type: GrantFiled: May 25, 1979Date of Patent: December 16, 1980Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4239925Abstract: A process for selectively producing ethanol which comprises introducing into a reaction zone methanol, hydrogen, carbon monoxide, a cobalt tricarbonyl complex and an iodine promoter and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time period sufficient to convert methanol to ethanol.Type: GrantFiled: May 25, 1979Date of Patent: December 16, 1980Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4239704Abstract: A process for selectively producing acetaldehyde which comprises introducing into a reaction zone (1) methanol, (2) hydrogen, (3) carbon monoxide, (4) a cobalt carbonyl, a hydrido cobalt carbonyl or a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, (5) an arsenic or antimony base ligand and (6) an iodine compound and then subjecting the contents of said reaction zone to an elevated temperature and an elevated pressure for a time sufficient to convert methanol to acetaldehyde.Type: GrantFiled: May 25, 1979Date of Patent: December 16, 1980Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Thaddeus P. Kobylinski, John E. Bozik
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Patent number: 4233248Abstract: Formaldehyde is synthesized by continuously passing a gaseous mixture of methanol and nitrous oxide over a metallic silver-containing catalyst bed at a temperature of about 475 to about 675.degree. C.Type: GrantFiled: February 21, 1979Date of Patent: November 11, 1980Assignee: E. I. Du Pont de Nemours and CompanyInventors: V. N. Mallikarjuna Rao, Stanislaw B. Ziemecki
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Patent number: 4225517Abstract: Acetaldehyde is produced by reacting methanol with hydrogen and carbon monoxide at elevated temperature and pressure in the presence of a catalyst cobalt, an iodide or a bromide and one of the elements arsenic, antimony or bismuth, in the form of a compound thereof, and in the additional presence of one or more of the following additives:(i) an inert liquid such as chlorobenzene, decanoic acid, a polydimethylsiloxane fluid or a methyl phenyl silicone fluid,(ii) an acid and/or an acid derivative such as acetic acid, acetic anhydride, propionic acid, phenylacetic acid, benzoic acid, methyl acetate or butyl acetate.(iii) and oxygen-containing organic compound such as 1,4-dioxane, tetrahydrofuran, di-n-propylether, diphenylether, acetone, acetaldehyde, n-propanol or n-butanol.(iv) a non-polar solvent such as an alkane, benzene or an alkyl-substituted benzene.The presence of the additive suppresses by-product formation and thereby improves the yield and selectivity to acetaldehyde.Type: GrantFiled: November 6, 1978Date of Patent: September 30, 1980Assignee: The British Petroleum Company LimitedInventor: Brian R. Gane
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Patent number: 4209466Abstract: Manufacture of formaldehyde by oxidative dehydrogenation of methanol in the presence of a silver catalyst using methanol obtained from a condensate derived from the evaporation of aqueous reaction mixtures in the synthesis of urea resins and then treated with caustic soda solution under specific conditions of temperature, pressure, residence time and initial formaldehyde concentration. The formaldehyde obtained is a disinfectant, tanning agent, reducing agent and starting material for the manufacture of synthetic resins, adhesives and plastics.Type: GrantFiled: July 8, 1974Date of Patent: June 24, 1980Assignee: BASF AktiengesellschaftInventors: Dieter Wolf, Hans Diem, Otto Grabowsky, Guenther Matthias
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Patent number: 4201868Abstract: A process for the reacting of methanol with carbon monoxide and hydrogen to produce increased amounts of methyl acetate, acetaldehyde and dimethyl acetal utilizing a catalyst comprising a cobalt carbonyl in complex with an organic nitrogen ligand.Type: GrantFiled: February 25, 1977Date of Patent: May 6, 1980Assignee: Celanese CorporationInventor: William E. Slinkard