Preparing By Oxidation Patents (Class 568/910)
-
Patent number: 5426237Abstract: The present invention provides a process for the oxidation of straight-chain, branched-chain or cyclic alkanes of 1-20 carbon atoms and benzene derivatives represented by the following formulas (1)-(2). The alcohols and ketones obtained by the oxidation of the alkanes mentioned above and those by the oxidation of the benzene derivatives mentioned above represented by the following formulas (3)-(6) are important as basic starting materials in producing various chemical products including resins, such as nylon and polyester, pharmaceuticals, agricultural chemicals, perfumes, dyes, etc.Type: GrantFiled: March 24, 1994Date of Patent: June 20, 1995Assignee: Sumitomo Chemical Co., Ltd.Inventors: Shun-Ichi Murahashi, Yoshiaki Oda
-
Patent number: 5414157Abstract: Process and apparatus are provided for oxidation of oxidation of organic compounds in which a reaction zone is provided, containing an open space and a bed of solid granular catalyst, an organic feedstock and oxygen are passed in gas phase through the open space and then into contact with the catalyst bed, and reaction products are removed from the open space after relatively less contact with the catalyst, and from at least one other location after relatively greater contact with the catalyst. Greater yield of desired product may be obtained in such operation than in operation where all of the reaction products are removed after the greater contact with the catalyst.Type: GrantFiled: July 20, 1992Date of Patent: May 9, 1995Assignee: Sun Company, Inc. (R&M)Inventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons, Robert C. Hayes
-
Patent number: 5414145Abstract: Tertiary butyl alcohol (TBA) is prepared by non-catalytically reacting isobutane with oxygen to provide a reaction product comprising isobutane, peroxides including tertiary butyl hydroperoxide and impurities, charging the de-isobutanized reaction product and a soluble hydroperoxide decomposition catalyst to a first hydroperoxide decomposition reactor fitted with a fractionating column to provide a liquid reaction product comprising TBA, catalyst, hydroperoxides, and contaminants, and a vaporized decomposition product, cooling said vaporized reaction product to provide a condensate, and recovering a portion as a TBA reaction product, charging the liquid reaction product to a second hydroperoxide decomposition reactor to substantially completely decompose the peroxides therein and to form a second hydroperoxide decomposition product, which is charged to a second distillation column and separated therein into a third lighter overhead fraction comprising TBA, and a third heavier liquid fraction comprising normalType: GrantFiled: August 11, 1994Date of Patent: May 9, 1995Assignee: Texaco Chemical Inc.Inventors: Yu-Hwa E. Sheu, John R. Sanderson, Mark A. Mueller, William A. Smith
-
Patent number: 5406002Abstract: An organophosphine-treated titanium-containing zeolite is a catalyst for hydrocarbon oxidation.Type: GrantFiled: February 25, 1994Date of Patent: April 11, 1995Assignee: Exxon-Chemical Patents Inc.Inventors: Luc R. M. Martens, Georges M. K. Mathys
-
Patent number: 5399777Abstract: In the non-catalytic liquid phase oxidation of isobutane, it has been found that the reaction is initiated with 0.05 wt % to 0.08 wt % tertiary butyl hydroperoxide.Type: GrantFiled: March 21, 1994Date of Patent: March 21, 1995Assignee: Texaco Chemical Inc.Inventor: Mark A. Mueller
-
Patent number: 5395980Abstract: In the non-catalytic liquid phase oxidation of isobutane, it has been found that the reaction is initiated with 0.05 wt % to 0.08 wt % ditertiary butyl peroxide.Type: GrantFiled: March 21, 1994Date of Patent: March 7, 1995Assignee: Texaco Chemical Inc.Inventors: Mark A. Mueller, John R. Sanderson
-
Patent number: 5347057Abstract: This invention teaches the oxidation of alkanes and cycloalkanes in the presence of air or oxygen and a ruthenium metal complex catalyst containing an end or bridged-oxo group with a liquid L and carboxylato groups. This oxidation process results in very high yields, utilizes very little energy and has a high catalyst turnover rate.Type: GrantFiled: January 25, 1993Date of Patent: September 13, 1994Inventor: Mirza M. T. Khan
-
Patent number: 5345011Abstract: Aluminophosphates containing manganese in the structural framework are employed for the oxidation of alkanes, for example the vapor phase oxidation of methane to methanol.Type: GrantFiled: September 20, 1993Date of Patent: September 6, 1994Assignee: Sun Company, Inc. (R&M)Inventors: Vincent A. Durante, James E. Lyons, Darrell W. Walker, Bonita K. Marcus
-
Patent number: 5345010Abstract: A process for the direct catalytic oxidation of methane to methanol comprises separately contacting chromium chemically bound to the oxygen of a metal oxide support surface with (1) methane and (2) oxidant. The support may comprise silica, alumina, magnesia, titania, or zirconia.Type: GrantFiled: June 15, 1993Date of Patent: September 6, 1994Assignee: Sun Company, Inc. (R&M)Inventors: James E. Lyons, Vincent A. Durante, Darrell W. Walker
-
Patent number: 5334780Abstract: Alkanes are catalytically oxidized using heteropolyacids (HPAs) or polyoxoanions (POAs) deposited on a graphite surface. The HPAs and POAs are framework-substituted with a different metal in place of a metal-oxygen unit.Type: GrantFiled: July 30, 1993Date of Patent: August 2, 1994Assignee: Sun Company, Inc.Inventors: Shahid N. Shaikh, Paul E. Ellis, Jr., James E. Lyons
-
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: 5276216Abstract: Process for oxidizing aromatic and aliphatic compounds, by using, in aqueous solution, an enzymatic system constituted by hydrogen, peroxide as the oxidizer compound, peroxidase and activated oxygen, or an enzyme which releases activated oxygen from H.sub.2 O.sub.2.In the preferred process, the enzymatic system is a double-enzyme one, in which peroxidase and catalase are used as enzymes.Type: GrantFiled: October 27, 1992Date of Patent: January 4, 1994Assignee: Ausimont S.p.A.Inventors: Ivan Wlassics, Fulvio Burzio
-
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: 5254740Abstract: As a new composition of matter, alkali metal or ammonium or tetraalkylammonium diazidoperfluorophthalocyanatoferrate. Method of oxidizing alkanes by contact with a catalyst comprising diazido derivative of a metal phthalocyanine, including halogenated phthalocyanines. Method of oxidizing alkanes by contact with a catalyst comprising a metal phthalocyanine or halide thereof, including halogenated phthalocyanines, and an alkali metal or ammonium or tetraalkylammonium azide.Type: GrantFiled: April 2, 1992Date of Patent: October 19, 1993Assignee: Sun Company, Inc. (R&M)Inventors: Paul E. Ellis, Jr., James E. Lyons
-
Patent number: 5252758Abstract: Process for oxidizing organic compounds with hydrogen peroxide in the presence of titanium-silicalite and of a water-alcohol solvent which, after the preliminary separation of the oxidation product and of the water formed during the reaction, is used again in order to extract hydrogen peroxide produced in a redox process with alkyl-anthraquinone and is fed again to the oxidation reaction.Type: GrantFiled: November 25, 1992Date of Patent: October 12, 1993Inventors: Mario G. Clerici, Patrizia Ingallina
-
Patent number: 5245093Abstract: A process for reacting a fluid phase (gaseous and/or liquid phase) in contact with a solid phase in a reaction zone, wherein the improvement in said process comprises reacting the fluid phase in contact with the solid phase in a horizontally-oriented fluidized bed vessel. The vessel includes at least two compartments or stages, and includes means for vibrating the vessel. The process of the present invention enables one to effect fluidization of the solid phase independently of the flow rate or velocity of the fluid phase, thus enabling proper contact time of the fluid phase with the solid phase and minimizing the amount of fluid phase reactant to be recycled.Type: GrantFiled: January 26, 1989Date of Patent: September 14, 1993Assignee: ABB Lummus Crest Inc.Inventor: George Ember
-
Patent number: 5243084Abstract: The present invention relates to a process for the oxidation of isobutane in the liquid phase to produce TBA and TBHP wherein at least a portion of the oxidation product mixture is obtained as distillate from fractional distillation of vapors from the oxidation zone.Type: GrantFiled: December 17, 1992Date of Patent: September 7, 1993Assignee: ARCO Chemical Technology, L.P.Inventors: Robert N. Cochran, Shaw-Chan Lin
-
Patent number: 5235111Abstract: Process for oxidating paraffinic compounds into their corresponding alcoholic and/or ketonic derivatives, which process consists in causing said paraffins to react, at a temperature comprised within the range of from 0.degree. C. to 100.degree. C., preferably in an acidic medium, with a mixture of oxygen and hydrogen, in the presence of a catalyst on the basis of titanium-silicalite and of a noble metal and/or a derivative of such a metal.Type: GrantFiled: July 16, 1991Date of Patent: August 10, 1993Assignees: Eniricherche S.p.A., Shamprogetti S.p.A.Inventors: Mario G. Clerici, Giuseppe Bellussi
-
Patent number: 5220080Abstract: A process for the direct catalytic oxidation of methane to methanol comprises chromium chemically bound to the oxygen of a metal oxide catalytic support surface. The support may comprise silica, alumina, magnesia, titania, or zirconia.Type: GrantFiled: June 29, 1992Date of Patent: June 15, 1993Assignee: Sun Company, Inc. (R&M)Inventors: James E. Lyons, Vincent A. Durante, Darrell W. Walker
-
Patent number: 5196597Abstract: The present invention relates to a process for the oxidation of isobutane in the liquid phase to produce TBA and TBHP wherein at least a portion of the oxidation product mixture is obtained from the condensate of vapors from the oxidation zone.Type: GrantFiled: April 22, 1992Date of Patent: March 23, 1993Assignee: Arco Chemical Technology, L.P.Inventors: Robert N. Cochran, Shaw-Chan Lin
-
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: 5171880Abstract: The present invention is directed to a process of oxidizing organic compounds having benzylic carbon atoms. The process of this invention comprises reacting an organic compound having one or more benzylic carbon atoms with an effective amount of an effective oxidizing agent in water at a temperature equal to or greater than about 350.degree. C. and at a pressure equal to or greater than about 175 atmospheres, wherein said agent is selected from the group consisting of a combination of one or more bases and one or more of elemental sulfur, an oxidized form of elemental sulfur and/or an organic or inorganic sulfur containing compounds capable of forming elemental sulfur, said oxidized forms or a combination thereof in situ under process conditions, and organic or inorganic compounds which form one or more bases and elemental sulfur, oxidized forms of sulfur or a combination thereof in situ under process conditions.Type: GrantFiled: March 15, 1991Date of Patent: December 15, 1992Assignee: Allied-Signal Inc.Inventors: Divakaran Masilamani, David M. Hindenlang
-
Patent number: 5171891Abstract: The present invention is directed to a process of oxidizing organic compounds having allylic or benzylic carbon atoms. The process of this invention comprises reacting an organic compound having one or more allylic or benzylic carbon atoms with an effective amount of an effective oxidizing agent in water at a temperature equal to or greater than about 350.degree. C. and at a pressure equal to or greater than about 175 atmospheres, wherein said agent is selected from the group consisting of elemental sulfur, an oxidized form of elemental sulfur and, an organic or inorganic compound capable of forming elemental sulfur or said oxidized forms in situ under process conditions.Type: GrantFiled: September 1, 1987Date of Patent: December 15, 1992Assignee: Allied-Signal Inc.Inventors: Divakaran Masilamani, David M. Hindenlang
-
Patent number: 5162593Abstract: TBA is prepared by a process wherein isobutane is continuously oxidized to a TBA/TBHP mixture, TBA is recovered from the mixture and TBHP is recycled to the isobutane oxidation step wherein it is converted to TBA at the isobutane oxidation conditions.Type: GrantFiled: November 25, 1991Date of Patent: November 10, 1992Assignee: Arco Chemical Technology, L.P.Inventors: Gennaro J. Maffia, John C. Jubin
-
Patent number: 5151530Abstract: The distillation product fraction obtained from an isobutane oxidation reaction product after the removal of unreacted isobutane will contain tertiary butyl hydroperoxide, tertiary butyl alcohol and carboxylic acid contaminants such as formic acid, acetic acid and isobutyric acid. It has been discovered that when the distillation product fraction is treated with about 1/2 to 1 equivalents of calcium oxide and/or calcium hydroxide based on the carboxylic acid content of the distillate product fraction, a portion of the carboxylic acid contaminants will precipitate thus partially purifying the distillation product fraction so that, thereafter, molybdenum precipitation will be substantially inhibited when the thus-treated distillation product fraction is used as a feedstock for an epoxidation reaction wherein tertiary butyl hydroperoxide is reacted with an olefin in the presence of a soluble molybdenum catalyst to provide an olefin epoxide and additional tertiary butyl hydroperoxide.Type: GrantFiled: September 25, 1991Date of Patent: September 29, 1992Assignee: Texaco Chemical CompanyInventors: Edward T. Marquis, John R. Sanderson, Robert A. Meyer
-
Patent number: 5149880Abstract: Nitrogen-containing aromatic heterocyclic ligand-metal complexes and their use for the activation of hydrogen peroxide and dioxgen are disclosed. Processes whereby activated hydrogen peroxide or dioxygen are used to transform various organic substrates are also disclosed. In particular, processes for the conversion of methylenic carbons to carbonyls, for the dioxygenation of aryl olefins, acetylenes and aryl-.alpha.-diols, for the oxidation of alcohols and aldehydes and for the removal of mercaptans from gaseous streams and for the removal of hydrogen sulfide and/or mercaptans from liquid streams are disclosed.Type: GrantFiled: August 24, 1990Date of Patent: September 22, 1992Assignee: The Texas A & M University SystemInventors: Donald T. Sawyer, Ceshing Sheu, Andrzej Sobkowiak, Hui-Chan Tung
-
Patent number: 5132472Abstract: Process is provided for oxidation of organic compounds in which a reaction zone is provided, containing an open space and a bed of solid granular catalyst, an organic feedstock and oxygen are passed in gas phase through the open space and then into contact with the catalyst bed, and reaction products are removed from the open space after relatively less contact with the catalyst, and from at least one other location after relatively greater contact with the catalyst. Greater yield of desired product may be obtained in such operation than in operation where all of the reaction products are removed after the greater contact with the catalyst.Type: GrantFiled: October 17, 1990Date of Patent: July 21, 1992Assignee: Sun Refining and Marketing CompanyInventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons, Robert C. Hayes
-
Patent number: 5126491Abstract: Process for oxidating paraffinic compounds in order to yield the corresponding alcoholic and/or ketonic compounds, which process consists of reacting said paraffins with an aqueous solution of hydrogen peroxide, possibly dissolved in a solvent, by operating at a temperature comprised within the range of from 0.degree. C. to 100.degree. C., in the presence of a titanium-silicalite of formulapHMO.sub.2.qTiO.sub.2.SiO.sub.2whereinM is a metal selected from among aluminum, gallium and iron,p is comprised within the range of from 0 to 0.05 andq is comprised within the range of from 0.0001 to 0.04, and the H.sup.+ of HMO.sub.2 can be least partially replaceable or replaced by cations.Type: GrantFiled: August 3, 1990Date of Patent: June 30, 1992Assignee: Eniricerche S.p.A.Inventors: Mario G. Clerici, Bartolomeo Anfossi, Giuseppe Bellussi
-
Patent number: 5120882Abstract: Alkanes are oxidized by contact with oxygen-containing gas in the presence as catalyst of a metalloporphyrin in which hydrogen atoms in the porphyrin ring have been replaced with one or more nitro groups. Hydrogen atoms in the porphyrin ring may also be substituted with halogen atoms.Type: GrantFiled: September 12, 1991Date of Patent: June 9, 1992Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons
-
Patent number: 5118886Abstract: Alkanes are oxidized by contact with oxygen-containing gas in the presence as catalyst of a metalloporphyrin in which hydrogen atoms in the porphyrin ring have been substituted with one or more cyano groups. Hydrogen atoms in the porphyrin ring may also be substituted with halogen atoms.Type: GrantFiled: September 12, 1991Date of Patent: June 2, 1992Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons
-
Patent number: 5105028Abstract: Process for preparing one or more hetero-atoms containing hydrocarbons by contacting one or more hydrocarbons with a plasma-generated system derived from a source containing hydrogen atoms(s) and at least one hetero-atom in which process the plasma-generated system in contacted with the hydrocarbon(s) in liquid for and/or in gaseous form under conditions which allow absorption of heat released during the process of preparing said hetero-atom(s) containing hydrocarbons.Type: GrantFiled: November 29, 1990Date of Patent: April 14, 1992Assignee: Shell Oil CompanyInventors: Jacques J. J. Dufour, Laurent Pelsez, Bruno Peltier
-
Patent number: 5095143Abstract: A method to oxidize an oxidizable component in a liquid phase with an oxygen-containing gas is disclosed. The method comprises mixing the liquid phase and gas phase in a reactor with a rotating agitator element operated at constant power.Type: GrantFiled: June 13, 1990Date of Patent: March 10, 1992Assignee: Amoco CorporationInventors: Daniel L. Heberer, Paul R. Schiller, Virginia R. Seemann, Michael J. Yerkes
-
Patent number: 5093506Abstract: The distillation product fraction obtained from an isobutane oxidation reaction product after the removal of unreacted isobutane will contain tertiary butyl hydroperoxide, tertiary butyl alcohol and carboxylic acid contaminants such as formic acid, acetic acid and isobutyric acid. It has been discovered that when the distillation product fraction is treated with about 1/2 to 1 equivalents of calcium oxide and/or calcium hydroxide based on the carboxylic acid content of the distillate product fraction, a portion of the carboxylic acid contaminants will precipitate thus partially purifying the distillation product fraction so that, thereafter, molybdenum precipitation will be substantially inhibited when the thus-treated distillation product fraction is used as a feedstock for an epoxidation reaction wherein tertiary butyl hydroperoxide is reacted with an olefin in the presence of a soluble molybdenum catalyst to provide an olefin epoxide and additional tertiary butyl hydroperoxide.Type: GrantFiled: August 30, 1989Date of Patent: March 3, 1992Assignee: Texaco Chemical CompanyInventors: Edward T. Marquis, John R. Sanderson, Robert A. Meyer
-
Patent number: 5091354Abstract: Site-specific, framework substituted heteropolyacid or a polyoxoanion catalysts useful in alkane oxidation processes.Type: GrantFiled: July 11, 1990Date of Patent: February 25, 1992Assignee: Sun Refining and Marketing CompanyInventors: Paul E. Ellis, Jr., James E. Lyons
-
Patent number: 5077394Abstract: Disclosed are tetraphenyl porphyrins which are beta-substituted by fluoro or chloro and/or bear electronegative substituents on the phenyl including one or two water solubilizing substituents. The new porphorins are particularly suitable as catalysts in a variety of oxidative reactions and methods.Type: GrantFiled: December 21, 1989Date of Patent: December 31, 1991Assignee: Sandoz Ltd.Inventors: David H. Dolphin, Taku Nakano, Thomas K. Kirk, Tilak P. Wijesekera, Roberta L. Farrell, Theodore E. Maione
-
Patent number: 5068408Abstract: A process for oxidizing an organic compound selected from an aliphatic, aromatic, aliphatic/aromatic, cycloaliphatic and heterocyclic alcohol, thiol, sulfide, aldehyde, amine, amide, ketone, acid, ether, ester, and organic compounds containing an activated carbon-carbon double bond, which process comprises contacting said organic compound dissolved in an organic solvent with a hypochlorous acid solution.Type: GrantFiled: January 31, 1990Date of Patent: November 26, 1991Assignee: Olin CorporationInventors: Robert J. Raynor, Budd L. Duncan
-
Patent number: 5021607Abstract: Saturated hydrocarbon chains are oxidized using a titanium containing silicalite catalyst having an infra red absorption band around 950 cm.sup.-1 preferably in solutions, the chains may be alkanes or alkyl groups of alkyl cyclic compounds.Type: GrantFiled: September 10, 1990Date of Patent: June 4, 1991Assignee: Exxon Chemical Patents Inc.Inventor: Diana R. Huybrechts
-
Patent number: 5017731Abstract: A process directly converting ethane to ethanol and methanol uses controlled oxidation. The reaction takes place in an inert reactor, i.e., one having internal surfaces which do not affect the reaction, in the absence of a catalyst. The ethane is intimately mixed with air or oxygen prior to the introduction of the mixed gases into a heated pre-reactor which allows the pre-reaction or induction period to proceed. The pre-reacted gases then enter the reactor where the reaction takes place at elevated temperatures of 200.degree. to 350.degree. and at elevated pressure of from 10 to 150 atmospheres. The percentage of oxygen in the mixture of reactant gases is kept below 15% by volume and is preferably 2 to 10% by volume. Apparatus for carrying out the method is also described.Type: GrantFiled: June 5, 1990Date of Patent: May 21, 1991Inventors: Hyman D. Gesser, Norman R. Hunter, Prasad S. Yarlagadda, Lawrence A. Morton
-
Patent number: 5012029Abstract: A mixture of organic compounds comprising a major amount of liquid hydrocarbons, mostly aromatic, is formed by the direct partial oxidation of methane in the presence of a ZSM-5 catalyst. The reaction conditions are substantially the same as those required for the direct homogeneous partial oxidation to methanol. However, liquid hydrocarbon formation depends on the presence of a small amount of an impurity such as propane or propylene in the feed; in the absence of such, only methanol is formed. With such modifier present, controls of reaction parameters, e.g., temperature, permits synthesis of both methanol and liquid hydrocarbons in desired proportions. Properly processed natural gas can serve to provide methane and at least part of the reaction modifier.Type: GrantFiled: October 16, 1989Date of Patent: April 30, 1991Assignee: Mobil Oil Corp.Inventors: Scott Han, Daniel J. Martenak, Robert E. Palermo, Dennis E. Walsh
-
Patent number: 4992602Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide in solution in a monocyclic aromatic solvent in the presence of a metal phthalocycnaine catalyst.Type: GrantFiled: January 29, 1990Date of Patent: February 12, 1991Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis
-
Patent number: 4982023Abstract: A marked improvement in yield, in selectivity or in both is obtained in the synthesis of methanol by the homogeneous direct partial oxidation of natural gas or other source of methane when the reactor space is filled with inert, refractory inorganic particles.Type: GrantFiled: October 16, 1989Date of Patent: January 1, 1991Assignee: Mobil Oil CorporationInventors: Scott Han, Robert E. Palermo, Dennis E. Walsh
-
Patent number: 4978799Abstract: A process for the production of detergent range alcohols and ketones by reacting an alkane with a hydroperoxide in the presence of a transition metal porphyrin catalyst is described. Preferred hydroperoxides include cumene hydroperoxide and tertiary butyl hydroperoxide. The transition metal porphyrin catalyst may be transition metal phthalocyanines, transition metalloporphines and the like. The transition metal itself may be iron, manganese, cobalt and mixtures thereof. Suitable ligands include, but are not limited to imidazoles and lithium borate. Other useful additives include alkali metal perchlorates, such as sodium perchlorate, iodosylbenzene and alkali metal superoxides, such as potassium superoxide, and phase transfer catalysts such as tetrabutyl ammonium bromide.Type: GrantFiled: October 30, 1989Date of Patent: December 18, 1990Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis, Howard F. Payton
-
Patent number: 4978800Abstract: A process for the production of detergent range alcohols and ketones by reacting an alkane with a hydroperoxide in the presence of a transition metal acetylacetonate catalyst is described. Preferred hydroperoxides include cumene hydroperoxide and tertiary butyl hydroperoxide. The transition metal itself may be iron, ruthenium, chromium and mixtures thereof. If iron acetylacetonate is used as a catalyst, copper (II) acetate may be usefully employed as a co-catalyst.Type: GrantFiled: October 30, 1989Date of Patent: December 18, 1990Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis, John F. Knifton
-
Patent number: 4922036Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide, preferably in solution in tertiary butyl alcohol, in the presence of a borate-promoted metal phthalocyanine catalyst such as a Group IB, VIIB or VIIIB metal phthalocyanine and a Group IA, IIA or IIB metal borate, for example, chloroferric phthalocyanine and lithium borate, barium borate, zinc borate or sodium metaborate.Type: GrantFiled: September 8, 1987Date of Patent: May 1, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, Edward T. Marquis, John F. Knifton
-
Patent number: 4922034Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide, preferably in solution in tertiary butyl alcohol, in the presence of a metal porphine catalyst, optionally promoted with a C.sub.1 to C.sub.18 alkyl thiol and an amine, such as an iron (III) or manganese (III) porphine and, optionally, a thiol such as dodecane thiol and an amine, such as a heterocyclic amine (e.g., pyridine, quinoline, isoquinoline, imidazole or a 1-alkyl or 2-alkyl imidazole).Type: GrantFiled: September 8, 1987Date of Patent: May 1, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, Edward T. Marquis, Mark A. Mueller
-
Preparation of tertiary butyl alcohol by the catalytic decomposition of tertiary butyl hydroperoxide
Patent number: 4922033Abstract: A tertiary butyl hydroperoxide feedstock, such as one prepared by the reaction of isobutane with molecular oxygen comprising tertiary butyl hydroperoxide dissolved in tertiary butyl alcohol, is charged to a catalytic decomposition zone where the tertiary butyl hydroperoxide is catalytically decomposed in the presence of a soluble ruthenium catalyst compound promoted with a bidentate ligand to provide a decomposition reaction product characterized by a high conversion rate and a high selectivity of tertiary butyl hydroperoxide to tertiary butyl alcohol.Type: GrantFiled: September 8, 1987Date of Patent: May 1, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, John F. Knifton, Edward T. Marquis -
Patent number: 4922035Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide, preferably in solution in tertiary butyl alcohol, in the presence of a metal phthalocyanine catalyst promoted with a C.sub.1 to C.sub.18 thiol and a free radical inhibitor, such as a phthalocyanine of a metal of Group IB, Group VIIB or Group VIIIB of the Periodic Table (e.g., chloroferric phthalocyanine, dodecane thiol and 2,3-dihydroxynaphthalene).Type: GrantFiled: September 8, 1987Date of Patent: May 1, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, Edward T. Marquis
-
Patent number: 4918249Abstract: Silicometallates containing iron in the structural framework are employed as catalysts for the oxidation of hydrocarbons or oxygenated hydrocarbons, for example the vapor phase oxidation of methane to methanol.Type: GrantFiled: April 17, 1989Date of Patent: April 17, 1990Assignee: Sun Refining and Marketing CompanyInventors: Vincent A. Durante, Darrell W. Walker, Steven M. Gussow, James E. Lyons
-
Patent number: 4912267Abstract: Tertiary butyl alcohol is prepared by the catalytic decomposition of tertiary butyl hydroperoxide, preferably in solution in tertiary butyl alcohol, in the presence of a base-promoted metal phthalocyanine catalyst, such as a phthalocyanine of a metal of Group IB, Group VIIB or Group VIIIB of the Periodic Table (e.g., chloroferric phthalocyanine and a base having a pH greater than about 7.5 when 0.10 mole is dissolved in one liter of water, such as sodium carbonate, sodium acetate, sodium phosphate, ammonium hydrogen phosphate, lithium carbonate, etc.).Type: GrantFiled: September 8, 1987Date of Patent: March 27, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, John F. Knifton
-
Patent number: 4912266Abstract: In order to prepare a feedstock, isobutane is reacted with oxygen in an oxidation zone to provide an oxidation product comprising a solution of tertiary butyl hydroperoxide in unreacted isobutane. A catalyst may be present to catalyze the reaction of the oxygen with the isobutane if desired.The feedstock is charged to a catalytic decomposition zone wherein the tertiary butyl hydroperoxide is decomposed in the presence of an imidazole-promoted metal phthalocyanine catalyst to provide a decomposition reaction product characterized by a compartively high conversion rate and a compartively high selectively of tertiary butyl hydroperoxide to tertiary butyl alcohol.Type: GrantFiled: September 8, 1987Date of Patent: March 27, 1990Assignee: Texaco Inc.Inventors: John R. Sanderson, John F. Knifton, Edward T. Marquis, Mark A. Mueller