Acetic Acid Per Se Or Salt Thereof Patents (Class 562/607)
  • Patent number: 7371361
    Abstract: An ammonia converter system and method are disclosed. The reactor can alter the conversion of ammonia by controlling the reaction temperature of the exothermic reaction along the length of the reactor to parallel the equilibrium curve for the desired product. The reactor 100 can comprise a shell 101 and internal catalyst tubes 109. The feed gas stream enters the reactor, flows through the shell 101, and is heated by indirect heat exchange with the catalyst tubes 109. The catalyst tubes 109 comprise reactive zones 122 having catalyst and reaction limited zones 124 that can comprise inert devices that function to both separate the reactive zones, increase heat transfer area, and reduce the temperature of the reaction mixture as the effluent passes through the catalyst tube 109.
    Type: Grant
    Filed: November 3, 2004
    Date of Patent: May 13, 2008
    Assignee: Kellogg Brown & Root LLC
    Inventors: Shashi P. Singh, David P. Mann, Anant Pisut
  • Patent number: 7368598
    Abstract: Provided herein are processes for conversion of methane to acetic acid. In one embodiment, the processes are for direct, selective conversion of methane to acetic acid in a single step.
    Type: Grant
    Filed: July 19, 2005
    Date of Patent: May 6, 2008
    Assignee: University of South California
    Inventor: Roy A. Periana
  • Patent number: 7288675
    Abstract: A process and apparatus for hydrolytic cleavage of carboxylic esters and water into carboxylic acid and alcohol hydrolysis products. In the process, a portion of water required for hydrolysis is replaced by a recycled mixture of carboxylic acid and water from previously hydrolyzed carboxylic ester.
    Type: Grant
    Filed: November 27, 2003
    Date of Patent: October 30, 2007
    Assignee: Wacker Chemie AG
    Inventors: Harald Michl, Franz Ramgraber
  • Patent number: 7253316
    Abstract: Disclosed is a method for jointly producing (i) formic acid (III); (ii) a carboxylic acid comprising at least two carbon atoms (II) and/or the derivatives thereof; and (iii) a carboxylic acid anhydride (VII). According to said method, (a) a formic acid ester (I) is transesterfied to formic acid (III) and the corresponding carboxylic acid ester (IV) by means of a carboxylic acid comprising at least two carbon atoms (II); (b) at least one portion of the carboxylic acid ester (IV) formed in step (a) is carbonylated in order to obtain the carboxylic acid anhydride (V); and (c) at least one portion of the carboxylic acid anhydride (V) formed in step (b) is further dehydrated by means of a carboxylic acid (VI) so as to form a carboxylic acid anhydride (VII) and the carboxylic acid (II).
    Type: Grant
    Filed: October 21, 2003
    Date of Patent: August 7, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Jörg Pastre, Kai Michael Exner, Wolfram Stüer, Elke Geissler, Otto Machhammer
  • Patent number: 7238838
    Abstract: The invention consists on the utilization of complexes of vanadium (in the +4 and +5 oxidation states) with bi- or poly-dentate ligands coordinated by nitrogen and oxygen (N,O) or by oxygen and oxygen (O,O) atoms, namely derivatives of aminoalcohols, (hydroxyimino)dicarboxylic acids, hydroxypyranones, trifluoroacetic acid, triflic acid or inorganic acid, as catalysts for the direct single-pot conversion, under mild conditions, of methane in acetic acid, either in the absence or in the presence of carbon monoxide, and in the presence of a peroxodisulfate salt (K2S2O8), in trifluoroacetic acid (CF3COOH), according to the general reaction (I).
    Type: Grant
    Filed: October 15, 2003
    Date of Patent: July 3, 2007
    Assignee: Instituto Superior Tecnico
    Inventors: Armando Pombeiro, Joäo Fraústo Da Silva, Yuzo Fujiwara, Josë Silva, Patricia Reis, António F. Palavra
  • Patent number: 7138545
    Abstract: Alkali metal carboxylate salt brines, such as cesium formate brine, are used in oil and gas drilling procedures. Contamination with chloride ions can be controlled by treatment with a silver salt solution, and removing silver chloride formed. High density brines can be obtained, suitable for re-use.
    Type: Grant
    Filed: July 2, 2003
    Date of Patent: November 21, 2006
    Assignees: Johnson Matthey Public Limited Company, Aubin Limited
    Inventors: James Murray, Edmund Austin Tobin, Stephen Geoffrey Warren
  • Patent number: 7060851
    Abstract: Chiral hydroxyethylamine, hydroxyethylurea or hydroxyethylsulfonamide isostere containing retroviral protease and renin inhibitors can be prepared by multi-step syntheses that utilize key chiral amine intermediates. This invention is a cost effective method of obtaining such key chiral amine intermediates enantiomerically, diastereomerically and chemically pure. The method is suitable for large scale (multikilogram) productions. This invention also encompasses organic acid and inorganic acid salts of the amine intermediates.
    Type: Grant
    Filed: October 12, 2004
    Date of Patent: June 13, 2006
    Assignee: G.D. Searle & Co.
    Inventors: John S Ng, Claire A Przybyla, Shu-Hong Zhang
  • Patent number: 7048835
    Abstract: A distillation system and method for recovering acetic acid from a feed stream containing acetic acid and water stream generated during terephthalic acid production. The invention includes a dehydration column utilizing azeotropic distillation to recover the acetic acid in conjunction with a condenser system to recover the energy.
    Type: Grant
    Filed: February 12, 2002
    Date of Patent: May 23, 2006
    Assignee: AMT International, Inc.
    Inventors: Ji-Young Jang, Hyung-Jin Kim, Kuang Wu
  • Patent number: 7009070
    Abstract: The invention relates to a continuous process for the manufacture of acetic acid and/or methyl acetate, characterized in that, during the continuous operation of the installation for a continuous industrial process, called the initial process, for the carbonylation of methanol or a carbonylatable derivative of methanol such as dimethyl ether, methyl halides or methyl acetate, in the homogeneous liquid phase and under carbon monoxide pressure, in the presence of a catalyst system comprising a rhodium-based homogeneous catalyst and a halogenated promoter, and in the presence of a concentration of water greater than or equal to 14% in the reaction medium, the composition of said homogeneous catalyst is modified gradually by adding an iridium compound over time.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: March 7, 2006
    Assignee: Acetex Chimie
    Inventors: Daniel Thiebaut, Daniel Marchand, Philippe Kalck, Carole Le Berre, Philippe Serp
  • Patent number: 7001625
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A mixture of liquid organic acids, including butyric acid, is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product. The addition of butyric acid results in a product which has an improved effect on animal growth over the animal feed additive without the addition of butyric acid.
    Type: Grant
    Filed: January 15, 2003
    Date of Patent: February 21, 2006
    Assignee: Kemin Industires, Inc.
    Inventors: Stefaan Van Dyck, Clifford Adams, Andre Meeuwsen, Leen van Campenhout
  • Patent number: 6986909
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A liquid organic acid is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product.
    Type: Grant
    Filed: July 30, 2001
    Date of Patent: January 17, 2006
    Assignee: Kemin Industries, Inc.
    Inventor: Stefaan Van Dyck
  • Patent number: 6926810
    Abstract: Disclosed herein are methods for the recovery of an organic acid, such as a heat stable lactic acid, from a feed stream which contains at least one of an organic acid amide, an organic acid ammonium salt, or an alkylamine-organic acid complex. The feed stream is mixed with at least one azeotroping agent. The azeotroping agent is a hydrocarbon capable of forming at least one azeotrope with the organic acid that is produced by the thermal decomposition of the amide, ammonium salt, or complex in the feed stream. Preferably the azeotrope is a heteroazeotrope. The mixture of the feed stream and the azeotroping agent is heated to produce a vapor stream. The azeotrope is a component of the vapor stream. The vapor stream can be condensed to a liquid stream, and the organic acid is recovered in the liquid stream that is produced. When the azeotrope is a heteroazeotrope, the vapor stream can be condensed into a liquid stream, which can be separated into a first phase and a second phase.
    Type: Grant
    Filed: March 15, 2001
    Date of Patent: August 9, 2005
    Assignee: A. E. Staley Manufacturing Co.
    Inventors: Michael Charles Milner Cockrem, Istvan Kovacs
  • Patent number: 6884909
    Abstract: A process for preparing saturated carboxylic acids having from one to four carbon atoms by gas-phase oxidation, includes reacting 2-butanone with oxygen over a coated catalyst which is an inert nonporous support body and a catalytically active mixed oxide composition comprising (a) one or more oxides selected from the group consisting of titanium dioxide, zirconium dioxide, tin dioxide and aluminum oxide, and (b) from 0.1% to 1.5% by weight, based on the weight of the component (a) and per m2/g of specific surface area of the component (a), of vanadium pentoxide, applied to the external surface of the support body.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: April 26, 2005
    Assignee: Consortium für elektrochemische Industrie GmbH
    Inventors: Christoph Rüdinger, Harald Herbert Voit, Hans-Jürgen Eberle
  • Patent number: 6867164
    Abstract: An acetic acid production catalyst that contains (b) at least one element selected from the group consisting of Group 14 elements, Group 15 elements and Group 16 elements of the Periodic Table and/or (c) at least one element selected from the group consisting of Group 6 elements, Group 7 elements, Group 8 elements, Group 9 elements, Group 10 elements, Group 11 elements and Group 12 elements of the Periodic Table, added to a palladium-loaded catalyst, as well as an acetic acid and ethyl acetate production catalyst that contains (b) at least one compound selected from the group consisting of inorganic acids and salts thereof and/or (c) at least one element selected from the group consisting of Group 14 elements, Group 15 elements and Group 16 elements of the Periodic Table and/or (d) at least one element selected from the group consisting of Group 6 elements, Group 7 elements, Group 8 elements, Group 9 elements, Group 10 elements, Group 11 elements and Group 12 elements of the Periodic Table, added to palladium
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: March 15, 2005
    Assignee: Showa Denko K.K.
    Inventors: Yoshiaki Obana, Hiroshi Uchida, Ken-ichi Sano
  • Patent number: 6867329
    Abstract: The invention relates to a process for obtaining anhydrous or substantially anhydrous formic acid, in which firstly aqueous formic acid is prepared by hydrolysis of methyl formate and is freed from water in the subsequent work-up. The process has the special feature that steam, which is employed for the hydrolysis of methyl formate and for heating a distillation column serving for work-up, is also used as stripping steam for waste-water stripping. The stripped waste water is produced during work-up.
    Type: Grant
    Filed: January 12, 2001
    Date of Patent: March 15, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Auer, Bernd Bessling, Hans Hammer, Hans Hasse, Friedrich Sauer, Maximilian Vicari, Till Adrian
  • Patent number: 6849760
    Abstract: Chiral hydroxyethylamine, hydroxyethylurea or hydroxyethylsulfonamide isostere containing retroviral protease and renin inhibitors can be prepared by multi-step syntheses that utilize key chiral amine intermediates. This invention is a cost effective method of obtaining such key chiral amine intermediates enantiomerically, diastereomerically and chemically pure. The method is suitable for large scale (multikilogram) productions. This invention also encompasses organic acid and inorganic acid salts of the amine intermediates.
    Type: Grant
    Filed: December 23, 2002
    Date of Patent: February 1, 2005
    Assignee: G. D. Searle & Co.
    Inventors: John S Ng, Claire S Przybyla, Shu-Hong Zhang
  • Patent number: 6843917
    Abstract: The invention relates to the separation of lanthanides and actinides by nanofiltration complexation. The object of the invention is to satisfy the existing need for a simple, efficient and economical technique for separating lanthanides and actinides. This object is achieved by a process consisting of using ligands of the polyamino acid type, such as EDTA or DTPA, for complexing lanthanides and/or actinides before separating them by nanofiltration. The invention further relates to novel polyamino acid ligands incorporating ligand structures additional to EDTA and DTPA. Application to the production of rare earths or nuclear waste processing, especially to recycling operations carried out on spent nuclear fuels is also discussed.
    Type: Grant
    Filed: May 29, 2000
    Date of Patent: January 18, 2005
    Assignees: Universite Claude Bernard Lyon 1, CNAM (Conservatoire National des Arts et Metiers)
    Inventors: Alain Guy, Jacques Foos, Marc Lemaire, Frederic Chitry, Stephane Pellet-Rostaing, Christel Gozzi
  • Patent number: 6809210
    Abstract: A method of solvating metal ions in an aromatic organic liquid. The method includes adding an ammonium salt having an organic acid reagent to the aromatic organic liquid. The organic acid reagent comprises a carboxylate having eight (8) or less carbon atoms. Thereafter, an aqueous solution comprising a metal salt is added to the aromatic organic liquid comprising the ammonium salt and the organic acid reagent. As a result, at least 10% by weight of metal ions is solvated in the aromatic organic liquid.
    Type: Grant
    Filed: May 31, 2002
    Date of Patent: October 26, 2004
    Assignee: Lucent Technologies Inc.
    Inventors: Edwin Arthur Chandross, Ramaswamy Srinivasa Raghavan
  • Patent number: 6781014
    Abstract: The retrofitting of an existing methanol or methanol/ammonia plant to make acetic acid is disclosed. The existing plant has a reformer (10) to which natural gas or another hydrocarbon and steam (water) are fed. Syngas is formed in the reformer (10). All or part of the syngas is process to separate out carbon dioxide (24), carbon monoxide (30) and hydrogen (32), and the separated carbon dioxide (24) is the existing to the existing methanol synthesis loop (12) for methanol synthesis, or back into the feed to the reformer (10) to enhance carbon monoxide formation in the syngas (18). Any remaining syngas (38) not fed to the carbon dioxide separator (22) can be converted to methanol in the existing methanol synthesis loop (12) along with carbon dioxide (24) from the separator (22) and/or imported carbon dioxide (25), and hydrogen (35) from the separator (28). The separated carbon monoxide (30) is then reacted with the methanol (36) to produce acetic acid (40) or an acetic acid precursor by a conventional process.
    Type: Grant
    Filed: April 30, 2002
    Date of Patent: August 24, 2004
    Assignee: Acetex (Cyprus) Limited
    Inventors: Kenneth Ebenes Vidalin, Daniel Marcel Thiebaut
  • Patent number: 6774083
    Abstract: A process for improving the stability and/or preventing the deactivation of catalyst in processes of continuous manufacture of acetic acid and/or methyl acetate includes a first, reaction step wherein at least one methyl formate isomerization reaction is carried out in a liquid phase reaction medium, in the presence of carbon monoxide and of a catalytic system including at least one halogenated promoter and at least one iridium-based catalytic compound, and, a second, flash step in which partial vaporization of a reaction medium originating from the first step is carried out in a flash separator. In a non-vaporized liquid fraction resulting from the partial vaporization in the flash separator, an overall content of formic acid and methyl formate is maintained at least equal to 1% by weight of said non-vaporized liquid fraction.
    Type: Grant
    Filed: May 1, 2003
    Date of Patent: August 10, 2004
    Assignee: Acetex Chimie
    Inventors: Daniel Thiebaut, Carl Patois, Lise Layeillon, Daniel Marchand
  • Patent number: 6747067
    Abstract: A process for the production of oxygenated C2 hydrocarbons from cellulose is disclosed. The input cellulose waste is gasified using steam in the absence of air and the primary gaseous products of carbon monoxide and hydrogen are subjected to heat, pressure, and catalysts to form methyl alcohol. Carbon monoxide is added to the methyl alcohol and further subjected to heat, pressure and catalysts to form acetic acid. The acetic acid is purified using a distillation tower, and removed for sale. Output production is increased by adding further carbon monoxide and hydrogen from burners used to heat the gasifiers. Further carbon monoxide and hydrogen are also produced by steam gasification of the carbon residue to promote a water/gas shift. These gases are fed into the gas stream produced by the gasification of cellulose, and provide more feedstock for the reactions.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: June 8, 2004
    Assignee: Woodland Chemical Systems, Inc.
    Inventors: Larry Jack Melnichuk, Karen Venita Kelly
  • Patent number: 6667418
    Abstract: A method and system is provided for producing acetic acid by the catalytic carbonylation of methanol with carbon monoxide to obtain a reaction product stream comprising acetic acid and a minor amount of acetaldehyde. The acetaldehyde content in the reaction product stream is reduced by oxidation to convert at least a portion of the acetaldehyde in the stream to acetic acid or further to CO2 and H2O. The oxidized stream may then be directed to the purification section, the reaction section, or both whereby the deleterious effects of acetaldehyde are reduced. Advantage of the present invention over conventional processes is the reduced need to dispose of acetaldehyde as waste and improved overall system efficiency in the production of acetic acid.
    Type: Grant
    Filed: April 16, 2002
    Date of Patent: December 23, 2003
    Assignee: Celanese International Corporation
    Inventors: Jerry A. Broussard, Hung-Cheun Cheung, Stephen Andrew Houliston, Michael E. Huckman, Peggy McKarns Macatangay, Madan Singh, Michael L. Karnilaw, G. Paull Torrence
  • Patent number: 6652820
    Abstract: A method of making a cesium salt is described and involves reacting a cesium sulfate containing solution with lime to form 1) a solution containing at least cesium hydroxide and 2) a residue comprising calcium sulfate. The method further involves removing the residue from the solution and converting the cesium hydroxide that is present in the solution to at least one type of cesium salt. The present invention further relates to uses of the cesium salt as well as methods of making cesium hydroxide using lime. Also, methods of making alkali metal salts and alkali metal hydroxides are also described.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: November 25, 2003
    Assignee: Cabot Corporation
    Inventor: Bart F. Bakke
  • Patent number: 6646154
    Abstract: A vapor-phase carbonylation method for producing esters and carboxylic acids from reactants comprising lower alkyl alcohols, lower alkyl alcohol generating compounds, and mixtures thereof. The method includes contacting the reactants and carbon monoxide in a carbonylation zone of a carbonylation reactor under vapor-phase carbonylation conditions with a catalyst having a catalytically effective amount of a Group VIII metal selected from platinum or palladium, and tungsten which are associated with a solid catalyst support material.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: November 11, 2003
    Assignee: Eastman Chemical Company
    Inventors: Joseph Robert Zoeller, Andy Hugh Singleton, Gerald Charles Tustin, Donald Lee Carver
  • Patent number: 6642413
    Abstract: A continuous preparative process, including monitoring production, for acetic acid, methyl acetate or a mixture thereof, by carbonylation, in an industrial installation, of methanol or a carbonylatable derivative of methanol with carbon monoxide in a liquid phase in the presence of water and a homogeneous catalyst system. In a reaction zone I, the carbonylation is carried out in the liquid phase at a temperature of 150 to 250° C., under a pressure of 5·105 to 200·105 Pa and with venting of part of a gaseous canopy above a liquid phase level in said reactor. Then, in a vaporization or flash zone II, a liquid originating from the zone I at a pressure below that of zone I is partially vaporized to form a liquid fraction which is recycled into the reactor, and in a purification zone III, a vaporized fraction originating from flash zone II is distilled on a distillation column.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: November 4, 2003
    Assignee: Acetex Chimie
    Inventor: Daniel Thiebaut
  • Patent number: 6617157
    Abstract: Methods and compositions for selectively modifying nucleic acid molecules in biological compositions, including contacting the composition with an inactivating agent having the formula: where each of R1, R2, R3, R4, R6, R7, and R8 is, independently, H or a monovalent hydrocarbon moiety containing between 1 and 4 carbon atoms, inclusive, provided that R1, R2, R3, R4, R6, R7, and R8 cannot all be H; R5 is a divalent hydrocarbon moiety containing between 2 and 4 carbon atoms, inclusive; X is a pharmaceutically acceptable counter-ion; and n is an integer between 2 and 10, inclusive are disclosed.
    Type: Grant
    Filed: December 16, 1998
    Date of Patent: September 9, 2003
    Assignee: V.I. Technologies, Inc.
    Inventors: Edward I. Budowsky, Samuel K. Ackerman, Andrei A. Purmal, Clark M. Edson
  • Patent number: 6617472
    Abstract: The present invention relates to process for improving the stability and/or preventing the deactivation of the catalyst in processes of manufacture of acetic acid and/or of methyl acetate according to which processes, in a first step, referred to as the reaction step, at least one methyl formate isomerization reaction is carried out in liquid phase, in the presence of carbon monoxide and of a catalytic system comprising at least one halogenated promoter and at least one iridium-based catalytic compound, and, in a second step, referred to as the flash step, the partial vaporization of the reaction medium originating from the first step is carried out in a separator referred to as the flash separator, characterized in that it consists in maintaining an overall content of formic acid and of methyl formate at least equal to 1% by weight of said liquid fraction, preferably between 1 and 50%, preferably between 1 and 30%, by weight with respect to said liquid fraction, in the non-vaporized liquid fraction originati
    Type: Grant
    Filed: December 13, 2001
    Date of Patent: September 9, 2003
    Assignee: Acetex Chimie
    Inventors: Daniel Thiebaut, Carl Patois, Lise Layeillon, Daniel Marchand
  • Publication number: 20030150706
    Abstract: Disclosed is a distillation system and method for recovering acetic acid from a feed stream containing acetic acid and water stream generated during terephthalic acid production. The invention includes a dehydration column utilizing azeotropic distillation to recover the acetic acid in conjunction with a condenser system to recover the energy. The dehydration column operates with a pressure of at least 1.2 kg/cm2 abs. or higher pressure at the top of the column. The condenser system is a steam generator that condenses the vapor into a concentrated acetic acid stream while generating a low pressure steam of 0.6-2.0 kg/cm abs.
    Type: Application
    Filed: February 12, 2002
    Publication date: August 14, 2003
    Inventors: Ji-Young Jang, Hyung-Jin Kim, Kuang Wu
  • Publication number: 20030150705
    Abstract: A method of recovering acrylic acid from a mixture comprising acrylic acid, water and acetic acid is disclosed, which includes:
    Type: Application
    Filed: December 30, 2002
    Publication date: August 14, 2003
    Inventors: Sanjeev D. Deshpande, Tao Wang, Olan Stanley Fruchey, Roger L. Roundy, Nathan K. Powell, Rafael G. Morales, Joseph E. Goins
  • Patent number: 6605739
    Abstract: Methods for the catalytic production of vinyl acetate monomer from ethane, ethylene or an ethanelethylene mixture using a first catalyst containing MoVNbPd, MoVLaPdbX (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. Furthermore, the ethylene and acetic acid produced in the first step may be utilized in the second step for VAM production.
    Type: Grant
    Filed: November 13, 2001
    Date of Patent: August 12, 2003
    Assignee: Saudi Basic Industries Corporation
    Inventors: Khalid Karim, Alaa E. M. Adris
  • Publication number: 20030146081
    Abstract: A method of recovering acrylic acid from a mixture comprising acrylic acid, water and acetic acid is disclosed, which includes: (a) extracting acrylic acid from the mixture with a solvent mixture comprising ethyl acrylate as the preponderant component thereof and an organic co-solvent selected from the group consisting of toluene, heptane, 1-heptene, methylcyclohexane, cycloheptane, cycloheptadiene, cycloheptatriene, 2,4-dimethyl-1,3 pentadiene, methylcyclohexene and methylenecyclohexene to form an extracted composition; and (b) azeotropically distilling the extracted composition to recover acrylic acid.
    Type: Application
    Filed: January 8, 2002
    Publication date: August 7, 2003
    Inventors: Salvador Aldrett, Diane Elizabeth Allen, Nathan K. Powell, Christopher Lawrence Wilkins, Edmund Jungpiao Yang
  • Patent number: 6602476
    Abstract: Apparatus and process for heat exchange with fluid beds comprises heat-exchange tubes located longitudinally with respect to the axis of a fluidization zone with a rectangular pitch, one side of which having a length at least one and a half times the length of the other side and/or with a triangular pitch, having two sides each at least one and a half times the length of the shortest side reduces the impact of the heat-exchange tubes on the fluidization characteristics of the fluid bed. The invention is particularly suitable for oxidation reactions using molecular oxygen-containing gas in the presence of a fluid bed of fluidizable catalyst, such as (a) the acetoxylation of olefins, (b) the oxidation of ethylene to acetic acid and/or the oxidation of ethane to ethylene and/or acetic acid, (c) the ammoxidation of propylene and/or propane to acrylonitrile and (d) the oxidation of C4's to maleic anhydride.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: August 5, 2003
    Assignee: BP Chemicals Limited
    Inventors: Stanley John Becker, Timothy Crispin Bristow, Michele Fiorentino, David Newton, Bruce Leo Williams
  • Patent number: 6573403
    Abstract: A process for producing acetic acid which comprises charging reactants methanol, dimethyl ether, methyl acetate or any mixture thereof into a reactor containing: (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide, and (3) a hydrogenation catalyst, and contacting the reactants with carbon monoxide and hydrogen to produce acetic acid.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: June 3, 2003
    Assignee: Haldor Topsoe A/S
    Inventor: Finn Joensen
  • Patent number: 6555078
    Abstract: The present invention provides an inexpensive process for the preparation of lithium salts of formula LiX having a desired or required level of purity using lithium chloride and lithium sulfate. In the process of the invention, a lithium salt selected from lithium chloride, lithium sulfate, and combinations thereof is reacted with NaX or KX in a aqueous, semiaqueous, or organic solution and the precipitated salts are removed to obtain the LiX solution of desired purity. Preferably, a semiaqueous solution containing water and an organic solvent is used at some point in the reaction. The process of the invention eliminates the use of highly acidic materials and thus reduces the cost of raw materials and the need for specialized equipment.
    Type: Grant
    Filed: September 16, 1997
    Date of Patent: April 29, 2003
    Assignee: FMC Corporation
    Inventor: Vijay Chandrakant Mehta
  • Publication number: 20030032841
    Abstract: A process for the solid-phase synthesis of salts of organic acids in a granular, free-flowing, and dust-free form particularly suited for use as animal feed additives. A liquid organic acid is applied to an inert, absorbent carrier. A solid base is then added during stirring. The acid is slowly released from the carrier preventing the fast reactions that lead to the formation of clumps. The exothermic reaction releases heat which assists in reducing the moisture content of the product.
    Type: Application
    Filed: July 30, 2001
    Publication date: February 13, 2003
    Inventor: Stefaan Van Dyck
  • Patent number: 6518465
    Abstract: A process for hydrolyzing an alkyl ester to produce a carboxylic acid product and an ether product, the process includes the steps of introducing into a reaction zone of a reactive distillation column a feed containing the alkyl ester wherein the reaction zone is at a temperature and pressure to preferentially produce an ether from the ester; and recovering the ether and the carboxylic acid.
    Type: Grant
    Filed: October 13, 2001
    Date of Patent: February 11, 2003
    Assignee: Eastman Chemical Company
    Inventors: Craig Alan Hoyme, Edwin Franklin Holcombe, III
  • Patent number: 6512143
    Abstract: Novel salts of N-tert-butylhydroxylamine with lower carboxylic acids are disclosed, together with processes for their preparation. The salts possess advantageous properties that render them useful in synthesis.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: January 28, 2003
    Assignee: AstraZeneca AB
    Inventor: Jörgen Blixt
  • Publication number: 20020183549
    Abstract: A novel process of methyl acetate hydrolysis equipped with a fixed catalyst bed is invented. Methyl acetate catalytically reacts with water in a liquid phase to produce acetic acid and methanol. The reactor effluent is transferred to a distillation column, which separates unreacted methyl acetate from the reaction products. The vaporized methyl acetate is condensed and recycled to the reactor. The reflux drum of the distillation column is used as the fixed bed reactor, which is packed with the solid acid catalysts. The reaction products, acetic acid and methanol, are transferred to another distillation column for a separation of methanol. The process of this invention enables reduction of investment and operation costs compared to the conventional hydrolysis and reactive distillation processes.
    Type: Application
    Filed: June 11, 2001
    Publication date: December 5, 2002
    Inventor: Myron M. Lee
  • Patent number: 6462231
    Abstract: A method of producing carboxylic acid and alcohol, that includes: supplying a liquid to a first distillation tower, said liquid including a carboxylic acid ester, and said first distillation tower being operated in a total reflux condition, to obtain a side stream; supplying said side stream to a hydrolysis reactor that includes an acid catalyst to obtain a reaction product liquid that includes a carboxylic acid, an alcohol, water and a carboxylic acid ester; supplying said reaction product liquid to said first distillation tower and removing a first bottom liquid therefrom, said first bottom liquid including a carboxylic acid, an alcohol and water; supplying said first bottom liquid to a second distillation tower and separating said first bottom liquid into a first top distillate that includes an alcohol, and a second bottom liquid that includes a carboxylic acid and water; supplying said second bottom liquid to a third distillation tower and separating said second bottom liquid into a second top distillate
    Type: Grant
    Filed: June 16, 2000
    Date of Patent: October 8, 2002
    Assignee: Kuraray Co., Ltd.
    Inventors: Masatoshi Yanagawa, Kazunori Watanabe, Fumio Nakahara
  • Publication number: 20020143209
    Abstract: A method of making a cesium salt is described and involves reacting a cesium sulfate containing solution with lime to form 1) a solution containing at least cesium hydroxide and 2) a residue comprising calcium sulfate. The method further involves removing the residue from the solution and converting the cesium hydroxide that is present in the solution to at least one type of cesium salt. The present invention further relates to uses of the cesium salt as well as methods of making cesium hydroxide using lime. Also, methods of making alkali metal salts and alkali metal hydroxides are also described.
    Type: Application
    Filed: April 2, 2001
    Publication date: October 3, 2002
    Inventor: Bart F. Bakke
  • Patent number: 6458995
    Abstract: An improvement to methanol carbonylation processes utilizing a homogeneous iridium catalyst system comprises adding a rate-promoting amount of an insoluble pyridine ring-containing polymer. Typically, polyvinylpyridine is added to the reactor in amounts of up to about 2 wt. percent.
    Type: Grant
    Filed: March 31, 2000
    Date of Patent: October 1, 2002
    Assignee: Celanese International Corporation
    Inventors: Hung-Cheun Cheung, Elaine C. Sibrel, G. Paul Torrence
  • Patent number: 6441227
    Abstract: A process for the production of alpha-beta unsaturated carboxylic acid with high yield at low temperature and atmospheric pressure, includes two stages for catalytic vapor-phase oxidation of olefins with molecular oxygen.
    Type: Grant
    Filed: June 23, 2000
    Date of Patent: August 27, 2002
    Assignee: Saudi Basic Industries Corporation
    Inventors: Khalid Karim, Yajnavalkya Subrai Bhat, Asad Ahmad Khan, Syed Irshad Zaheer, Abdullah Bin Nafisa
  • Patent number: 6432531
    Abstract: A cationic fibrous acetate salt of boehmite alumina produced by providing a slurry of water and basic aluminum acetate, stirring the slurry to ensure substantially complete mixing thereof, reacting the slurry in a vessel for a time, temperature, and stirring rate sufficient to produce a fibrous cationic acetate salt of boehmite alumina having a zeta potential of greater than about 25 and a weight ratio of aluminum to acetate of less than about 4.
    Type: Grant
    Filed: May 18, 2001
    Date of Patent: August 13, 2002
    Inventors: Roy J. Sippel, Eugene A. Pasek, Ke Feng
  • Patent number: 6429331
    Abstract: A process for preparing saturated carboxylic acids having from 1 to 4 carbon atoms at a reaction temperature of from 100° C. to 400° C. and pressures of from 1.2×105 Pa to 51×105 Pa by gas phase oxidation of saturated and/or unsaturated C4-hydrocarbons, with an oxygen-containing gas and water vapor in the presence of at least one catalyst. The gas leaving the reactor is partly recirculated in a reaction gas circuit. This reaction gas circuit is configured such that part of the organic acids formed in the gas-phase oxidation is taken from the gas leaving the reactor so that the acid content of the recirculated part of the gas leaving the reactor is from 0.01% to 6.0% by volume.
    Type: Grant
    Filed: May 18, 1999
    Date of Patent: August 6, 2002
    Assignee: Consortium für elektrochemische Industrie GmbH
    Inventors: Christoph Ruedinger, Hans-Juergen Eberle, Ragnar Bogner, Wolfgang Kohlmann
  • Patent number: 6420304
    Abstract: The invention relates to a polymer-supported carbonylation catalyst and its use in a process for preparing organic carboxylic acid or anhydride having n+1 carbon atoms. The invention relates also to a process for preparing organic carboxylic acid or anhydride having n+1 carbon atoms by carbonylating with monoxide, in the presence of the above-mentioned carbonylation catalyst, on alcohols having n carbon atoms, ethers having 2n carbon atoms or esters formed from said alcohols and acids. In particular, the invention relates to a process for preparing acetic acid by carbonylating methanol with carbon monooxide in the presence of said carbonylation catalyst. By using said carbonylation catalyst, the temperature for carbonylation can be lowered to about 160° C. with a reaction rate better than that of a traditional process, while the tendency of catalyst precipitation in the course of carbonylation can be improved also.
    Type: Grant
    Filed: April 20, 2000
    Date of Patent: July 16, 2002
    Assignee: China Petrochemical Development Corporation
    Inventors: Chia-Jung Tsai, Yao-Lung Liu, Hsi-Chin Tsai
  • Patent number: 6395927
    Abstract: A method for preparing acetic acid and/or methyl acetate by simultaneous isomerization and carbonylation reactions. A reaction mixture is provided containing at least one reagent which provides formyl radicals and at least one further reagent which provides methyl radicals, together with water in an amount of at most 5% by weight, carbon monoxide at a partial pressure between 0.1·105 Pa and 25·105 Pa, a solvent and a catalytic system which contains at least one halogenated promoter and at least one iridium-based compound. In a typical reaction mixture, methyl formate is isomerized to form acetic acid according to the reaction: HCOOCH3CH3COOH while methanol undergoes carbonylation to form acetic acid according to the reaction: CH3OH+COCH3COOH The reagent which provides the formyl radicals is kept at or below 20% by weight of the reaction mixture, while the molar ratio of methyl radicals to formyl radicals in the mixture is greater than 1.
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: May 28, 2002
    Assignee: Acetex Chimie
    Inventors: Carl Patois, Robert Perron, Daniel Thiebaut
  • Patent number: 6395928
    Abstract: The present invention relates to an improved process for producing an organic carboxylic acid having (n+1) carbon atoms by reacting an alcohol having n carbon atoms with carbon monoxide in the presence of a rhodium catalyst system. More particularly, the present invention relates to carbonylation of alcohol such as methanol catalyzed by a rhodium system to produce acetic acid. The characteristic of the present invention is the addition of a catalyst stabilizer in the reaction medium to avoid or to alleviate the precipitation of the catalyst in the liquid phase. The catalyst as used herein is a an inorganic salt of alkaline metal having the following formula (A): XnMm  (A) X=Li+, Na+, K+; M=CO3−2, HCO3−, PO4−3, HPO4−2, H2PO4−, SO4−2, HSO4−, C2O4−2, HC2O4−, B(C6Y5)4−1; Y=H, F or CF3.
    Type: Grant
    Filed: January 12, 2000
    Date of Patent: May 28, 2002
    Assignee: China Petrochemical Development Corporation
    Inventors: Kuo-Chen Shih, Shu-Hei Wang, Tsu-Tseng Weng, Kou-Suein Ai
  • Patent number: 6376223
    Abstract: Polycarboxylic acids are purified by contacting a crude polycarboxylic acid with a solvent to produce a substantially pure polycarboxylic acid. The solvent is chosen so that the impurities are soluble in the solvent and the polycarboxylic acid is insoluble in the solvent.
    Type: Grant
    Filed: August 3, 2000
    Date of Patent: April 23, 2002
    Assignee: Cognis Corporation
    Inventor: Michael D. Staley
  • Patent number: 6355595
    Abstract: A solid supported catalyst suitable for the vapor phase carbonylation of lower aliphatic alcohols, ethers, ester, and ester-alcohol mixtures, and desirably, methanol, to produce acetic acid, methyl acetate and mixtures thereof. The solid supported catalyst includes an effective amount of iridium and at least one second metal selected from group metals of the periodic table of elements, their respective salts and mixtures thereof associated with a solid support material. Desirably, the support material is selected from carbon, activated carbon, pumice, alumina, silica, silica-alumina, magnesia, diatomaceous earth, bauxite, titania, zirconia, clay, magnesium silicate, silicon carbide, zeolites, ceramics and combinations thereof.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: March 12, 2002
    Assignee: Eastman Chemical Company
    Inventors: Joseph Robert Zoeller, Andy Hugh Singleton, Gerald Charles Tustin, Donald Lee Carver
  • Patent number: 6355837
    Abstract: A method for producing esters and carboxylic acids from lower alkyl alcohols, ethers, esters and ester-alcohol reactant mixtures and includes the step of contacting a vaporous mixture of the reactants, carbon monoxide and a halide with a supported catalyst under vapor-phase carbonylation conditions. The catalyst includes iridium and a second metal selected from group 4 (titanium, zirconium, hafnium) metals of the periodic table of elements. Desirably, the iridium and secondary metal are deposited on activated carbon as a support material. In a preferred aspect of the invention, the vapor phase carbonylation process is useful for preparing acetic acid, methyl acetate or a mixture thereof.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: March 12, 2002
    Assignee: Eastman Chemical Company
    Inventors: Joseph Robert Zoeller, Andy Hugh Singleton, Gerald Charles Tustin, Donald Lee Carver