Purification Or Recovery Per Se Patents (Class 562/608)
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Patent number: 7524988Abstract: A method for removing aldehyde impurities from an acetic acid stream is disclosed. The method comprises reacting an acetic acid stream containing aldehyde impurities with a hydroxyl compound to form corresponding acetals. The acetals are subsequently removed from the acetic acid by, e.g., distillation.Type: GrantFiled: August 1, 2006Date of Patent: April 28, 2009Assignees: Lyondell Chemical Technology, L.P., Millennium Petrochemicals Inc.Inventors: Stephen H. Harris, Brian A. Salisbury, Ronnie M. Hanes
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Publication number: 20090054686Abstract: The present invention generally relates to the partial chemical neutralization of organic acids to make compositions used in animal nutrition. More particularly, the present invention relates to the use of a cooled reactor to prepare aqueous compositions of partially neutralized organic acids by a continuous or semi-continuous method of reacting an alkali with an organic acid dispersed or dissolved in an aqueous system. The alkali source is present in an amount less than the stiochometric amount required for complete neutralization of the organic acid.Type: ApplicationFiled: July 16, 2008Publication date: February 26, 2009Inventors: James Driggers, Stephen F. Driggers
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Publication number: 20090036710Abstract: A process for producing a purified carboxylic acid having “n+1” carbon atoms comprises feeding a carboxylic acid stream containing a carboxylic acid having “n+1” carbon atoms, a hydrogen halide, a lower boiling point (bp) component, a higher bp component, and others to a first distillation column; separating a lower bp fraction containing part of the lower bp component and a higher bp fraction containing part of the higher bp component in the first column; withdrawing a side stream containing at least the carboxylic acid by side cut from the first column; feeding the side stream to a second distillation column; separating a lower bp fraction containing part of the lower bp component and a higher bp fraction containing part of the higher bp component in the second column; and withdrawing a side stream containing the carboxylic acid by side cut from the second column to recover a purified carboxylic acid; and the process further comprises feeding at least one first component (A) selected from the group consistiType: ApplicationFiled: July 11, 2006Publication date: February 5, 2009Applicant: Daicel Chemical Industries, Ltd.Inventors: Hiroyuki Miura, Hidetaka Kojima
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Patent number: 7485749Abstract: A method for removing aldehyde impurities from an acetic acid stream is disclosed. The method comprises reacting aldehyde impurities with a hydroxyl compound in a drying distillation column or a combined column to form corresponding acetals. The acetals are subsequently removed as heavy impurities from acetic acid by distillation.Type: GrantFiled: August 22, 2006Date of Patent: February 3, 2009Assignees: Lyondell Chemical Technology, L.P., Millennium Petrochemicals inc.Inventors: Gary A. Sawyer, Wayne J. Brtko, Ronnie M. Hanes, Brian A. Salisbury
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Patent number: 7473409Abstract: A recycling process is presented to treat spent waste acid solutions whereby useful products are produced. Spent waste acid containing inorganic and organic contaminants is mixed with a magnesium compound containing aluminum and iron compounds that form oxyhydroxide flocs that complex, react, sequester and/or co-precipate the contaminates from the admixture. The magnesium reacts with sulfate ions to form a high quality magnesium sulfate solution.Type: GrantFiled: August 30, 2006Date of Patent: January 6, 2009Assignee: Veolia ES Technical Solutions L.L.C.Inventor: Danny Mislenkov
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Publication number: 20080287707Abstract: A method for adsorbing volatile organic compounds (VOCs) derived from organic matter comprises adsorbing the VOCs onto palladium doped ZSM-5, optionally at ambient temperature. The organic matter can be perishable organic goods such as food, including fruit and/or vegetables, horticultural produce, including plants and/or cut flowers, or refuse. The palladium doped ZSM-5 has a Si:Al ratio of less than or equal to 100:1 and preferably has a palladium content of from 0.1 wt % to 10.0 wt % based on the total weight of the doped ZSM-5.Type: ApplicationFiled: October 26, 2006Publication date: November 20, 2008Applicant: Johnson Matthey Public Limited CompanyInventors: Thomas Ilkenhans, Stephen Poulston, Andrew William John Smith
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Publication number: 20080214866Abstract: A mixture containing hydrogen iodide and water and having a water content of not more than 5% by weight (particularly not more than 3% by weight) in a distillation system is distilled to prevent condensation of hydrogen iodide in the distillation system. The mixture may comprise hydrogen iodide, water, methanol, methyl iodide, acetic acid, and methyl acetate. Even when the mixture contains hydrogen iodide at a concentration of 1 to 3000 ppm on the basis of weight, an acetic acid product having a concentration of hydrogen iodide of not more than 50 ppm can be obtained by withdrawing a fraction containing hydrogen iodide from the top of the column, and withdrawing acetic acid as a side-cut stream or a stream from the bottom of the column. Such a process (distillation process) effectively inhibits condensation of hydrogen iodide in the distillation system and corrosion in the distillation system.Type: ApplicationFiled: December 5, 2005Publication date: September 4, 2008Applicant: DAICEL CHEMICAL INDUSTRIES, LTD.Inventors: Hiroyuki Miura, Kenichiro Kawazumi
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Patent number: 7410632Abstract: A method for removing impurities from a mother liquor comprising a carboxylic acid, a metal catalyst, impurities by (a) evaporating the mother liquor comprising a carboxylic acid, the metal catalyst, impurities, water and a solvent in a first evaporator zone to produce a vapor stream and a concentrated mother liquor stream; (b) evaporating the concentrated mother liquor stream in a second evaporator zone to form a solvent rich stream and a super concentrated mother liquor stream; (c) separating organic impurities with a water-solvent solution from the super concentrated mother liquor in a solid-liquid separation zone to form an aqueous stream and a second aqueous stream; (d) mixing in a mixing zone water and optionally and extraction solvent with the aqueous stream and second aqueous stream to form an aqueous mixture; and (e) adding an extraction solvent to the aqueous mixture in an extraction zone to form an extract stream and a raffinate stream.Type: GrantFiled: June 5, 2003Date of Patent: August 12, 2008Assignee: Eastman Chemical CompanyInventor: Robert Lin
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Patent number: 7368603Abstract: The present invention relates to a method for producing a saturated organic compound bearing at least one functional group from a mixture which comprises this saturated organic compound containing at least one functional group and also one or more other organic compounds, which comprises i) mixing a silver-ion-loaded ion exchanger with the mixture at a temperature which is below the boiling point of the mixture, ii) then removing the supernatant and iii) detaching the ion-exchanger-bound, saturated organic compound having at least one functional group from the ion exchanger.Type: GrantFiled: March 23, 2004Date of Patent: May 6, 2008Assignee: Lonza LtdInventors: Dirk Fabritius, Doreen Neumann
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Patent number: 7365219Abstract: The invention relates to a novel extraction method for obtaining at least one unsaturated, optionally derivatized compound, from mixtures of said compounds with other less saturated constituents, e.g. for obtaining polyunsaturated fatty acids or the derivatives thereof from mixtures with saturated and/or less unsaturated, optionally derivatized fatty acids, by means of selective complexation with a cation exchanger which is partially or fully charged with silver ions, and subsequent decomplexation.Type: GrantFiled: June 5, 2002Date of Patent: April 29, 2008Assignee: Nutrinova Nutrition Specialties & Food Indredients GmbHInventors: Dirk Fabritius, Silke Reimann, Doreen Neumann, Daniel Minoer
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Patent number: 7351396Abstract: A method for removing impurities from an aqueous mixture or purified aqueous by extracting the aqueous mixture or purified aqueous mixture with an extraction solvent in an extraction zone to form an extract stream and the raffinate stream; and optionally separating the extract stream and a solvent rich stream in a separation zone to form a high boiling point organic impurities stream and a recovered extraction solvent stream.Type: GrantFiled: June 5, 2003Date of Patent: April 1, 2008Assignee: Eastman Chemical CompanyInventors: Robert Lin, Marcel de Vreede
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Publication number: 20080033206Abstract: A method for removing aldehyde impurities from an acetic acid stream is disclosed. The method comprises reacting an acetic acid stream containing aldehyde impurities with a hydroxyl compound to form corresponding acetals. The acetals are subsequently removed from the acetic acid by, e.g., distillation.Type: ApplicationFiled: August 1, 2006Publication date: February 7, 2008Inventors: Stephen H. Harris, Brian A. Salisbury, Ronnie M. Hanes
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Patent number: 7326323Abstract: Separations processes and apparati capable of purifying thermally sensitive materials at high capacity. An apparatus having a rectification section and a stripping section with the stripping section having a stripping tray with 5 to 50% open area, a pressure drop from 0.02 psi to 0.2 psi and a tray efficiency during operation of the column which is equal to or greater than 20%.Type: GrantFiled: August 25, 2005Date of Patent: February 5, 2008Assignee: Rohm and Haas CompanyInventors: Robert Michael Mason, Jeffery Alan Goodwin, Ronald Drew Myers, Michael Stanley DeCourcy
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Patent number: 7223886Abstract: An improvement of the methanol carbonylation process for manufacturing acetic acid is disclosed. Specifically disclosed is a method for reducing the formation of alkyl iodides and C3-8 carboxylic acids by removing permanganate reducing compounds (“PRC's”) from the light phase of the condensed light ends overhead stream, including (a) distilling the light phase to yield a PRC enriched overhead stream; and (b) extracting the third overhead stream with water in at least two consecutive stages and separating therefrom one or more aqueous streams containing PRC's.Type: GrantFiled: March 2, 2004Date of Patent: May 29, 2007Assignee: Celanese International CorporationInventors: Mark O. Scates, David A. Trueba, Raymond J. Zinobile
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Patent number: 7223883Abstract: An improvement of the methanol carbonylation process for manufacturing acetic acid is disclosed. Specifically disclosed is a method for removing permanganate reducing compounds (“PRC's”) from the condensed light ends overhead stream, including (a) distilling at least a portion of the condensed light ends overhead to yield a PRC enriched second overhead stream; (b) extracting the second overhead stream with water and separating therefrom an aqueous stream containing PRC's; and (c) returning at least a portion of the extracted second overhead to the second distiller.Type: GrantFiled: March 2, 2004Date of Patent: May 29, 2007Assignee: Celanese International CorporationInventors: Wayne D. Picard, Jose J. Arturo Talancon, David A. Trueba, Mark O. Scates, Raymond J. Zinobile
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Patent number: 7208625Abstract: A method for removing permanganate-reducing impurities from an acetic acid product is disclosed. The method comprises contacting an acetic acid product containing permanganate-reducing impurities with peracetic acid and an oxygen-containing gas. The method is particularly suitable for post treatment of acetic acid that contains permanganate-reducing impurities such as crotonaldehyde.Type: GrantFiled: August 4, 2006Date of Patent: April 24, 2007Assignee: Lyondell Chemical Technology, L.P.Inventors: Wei Wang, Shao-Hua Guo
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Patent number: 7208624Abstract: An improved process is disclosed for producing acetic acid, including the following steps: reacting a carbonylatable reactant such as methanol, methyl acetate, methyl formate or dimethyl ether with carbon monoxide in a reaction medium containing water, methyl iodide, and a catalyst to produce a reaction product that contains acetic acid; separating the reaction product to provide a volatile phase containing acetic acid, water, and methyl iodide and a less volatile phase; distilling the volatile phase to produce a purified acetic acid product and a first overhead containing water, methyl acetate, and methyl iodide; phase separating the first overhead to provide a first liquid phase containing water and a second liquid phase containing methyl iodide; and adding dimethyl ether to the process in an amount effective to enhance separation of the first overhead to form the first and second liquid phases.Type: GrantFiled: March 2, 2004Date of Patent: April 24, 2007Assignee: Celanese International CorporationInventors: Mark O. Scates, David A. Trueba
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Patent number: 7196218Abstract: A modified water-immiscible solvent useful in the extraction of acetic acid from aqueous streams is a substantially pure mixture of isomers of highly branched di-alkyl amines. Solvent mixtures formed of such a modified solvent with a desired co-solvent, preferably a low boiling hydrocarbon, are useful in the extraction of acetic acid from aqueous gaseous streams. An anaerobic microbial fermentation process for the production of acetic acid employs such solvents, under conditions which limit amide formation by the solvent and thus increase the efficiency of acetic acid recovery. Methods for the direct extraction of acetic acid and the extractive fermentation of acetic acid also employ the modified solvents and increase efficiency of acetic acid production. Such increases in efficiency are also obtained where the energy source for the microbial fermentation contains carbon dioxide and the method includes a carbon dioxide stripping step prior to extraction of acetic acid in solvent.Type: GrantFiled: May 5, 2004Date of Patent: March 27, 2007Assignees: Celanese International Corporation, Bioengineering Resources, Inc.Inventors: James L. Gaddy, Edgar C. Clausen, Ching-Whan Ko, Leslie E. Wade, Carl V. Wikstrom
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Patent number: 7048835Abstract: 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: GrantFiled: February 12, 2002Date of Patent: May 23, 2006Assignee: AMT International, Inc.Inventors: Ji-Young Jang, Hyung-Jin Kim, Kuang Wu
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Patent number: 7041199Abstract: A process and a device for the catalytic hydrolysis of a carboxylate, e.g., methyl acetate, ethyl acetate, i- or n-propyl acetate, i- or n-butyl acetate, allyl acetate and methyl formate, into the corresponding carboxylic acid and alcohol, by a combination of a pre-reactor and a reactive distillation column are disclosed. By the combination of a pre-reactor and a reactor distillation column, the conversion ratio can be substantially improved. The device can compensate for fluctuations in the supply quantity or in the composition of the feed flow. The product composition can also be controlled in a wide range.Type: GrantFiled: October 11, 2000Date of Patent: May 9, 2006Assignees: Sulzer Chemtech AG, Wacker Chemie GmbHInventors: Peter Moritz, Franz Ramgraber, Claudia von Scala, Harald Michl
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Patent number: 6955743Abstract: The invention relates to a process for recovering and producing chemicals in a pulp production process where organic chemicals, such as formic acid and acetic acid, are used as cooking chemicals. The process of the invention is based on regeneration of cooking acids and formation of additional cooking acids and furfural by evaporating the cooking liquor and then separating acetic acid, formic acid, furfural and water. The separation is preferably carried out by distillation using the furfural formed in the process as a distilling aid in the distillation.Type: GrantFiled: December 28, 2001Date of Patent: October 18, 2005Assignee: Chempolis OyInventors: Esa Rousu, Pasi Rousu, Juha Anttila, Juha Tanskanen, Päivi Rousu
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Patent number: 6926810Abstract: 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: GrantFiled: March 15, 2001Date of Patent: August 9, 2005Assignee: A. E. Staley Manufacturing Co.Inventors: Michael Charles Milner Cockrem, Istvan Kovacs
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Patent number: 6867329Abstract: 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: GrantFiled: January 12, 2001Date of Patent: March 15, 2005Assignee: BASF AktiengesellschaftInventors: Heinz Auer, Bernd Bessling, Hans Hammer, Hans Hasse, Friedrich Sauer, Maximilian Vicari, Till Adrian
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Patent number: 6838579Abstract: The invention relates to a process for obtaining anhydrous or substantially anhydrous formic acid in which, during the work-up, a compound of the general formula I where the radicals R1 and R2 are alkyl, cycloalkyl, aryl or aralkyl groups, or R1 and R2 jointly, together with the N atom, form a heterocyclic 5- or 6-membered ring, and only one of the radicals is an aryl group, and where R3 is hydrogen or a C1-C4-alkyl group, is employed simultaneously as extractant for formic acid and as antifoam for a distillation process.Type: GrantFiled: January 24, 2001Date of Patent: January 4, 2005Assignee: BASF AktiengesellschaftInventors: Heinz Auer, Bernd Bessling, Hans Hammer, Hans Hasse, Friedrich Sauer, Maximilian Vicari, Gerhard Wagner, Till Adrian
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Publication number: 20040254398Abstract: It is an object of the present invention to provide a process for producing aliphatic carboxylic acid, which can stabilize operation of a distillation column upon production of aliphatic carboxylic acid by reducing a water content in an aqueous aliphatic carboxylic acid solution by a distillation column, and can shorten a time during the non-steady state such as at starting up of distillation column operation.Type: ApplicationFiled: May 13, 2004Publication date: December 16, 2004Applicant: Nippon Shokubai Co., Ltd.Inventor: Kenji Sanada
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Publication number: 20040249208Abstract: A method for removing impurities from a mother liquor comprising a carboxylic acid, a metal catalyst, impurities by (a) evaporating the mother liquor comprising a carboxylic acid, a metal catalyst, impurities and a solvent in a first evaporator zone to produce a vapor stream and a concentrated mother liquor stream;(b) evaporating the concentrated mother liquor stream in a second evaporator zone to form a solvent rich stream and a super concentrated mother liquor stream; (c) mixing in a mixing zone a water-solvent solution and optionally an extraction solvent with the super concentrated mother liquor stream to form an aqueous mixture;(d) optionally separating organic impurities from the aqueous mixture in a solid-liquid separation zone to form a purified aqueous mixture; and (e) extracting the aqueous mixture or purified aqueous mixture with an extraction solvent in an extraction zone to form an extract stream and the raffinate stream.Type: ApplicationFiled: June 5, 2003Publication date: December 9, 2004Inventors: Robert Lin, Marcel de Vreede
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Publication number: 20040249207Abstract: A method for removing impurities from an aqueous mixture or purified aqueous by extracting the aqueous mixture or purified aqueous mixture with an extraction solvent in an extraction zone to form an extract stream and the raffinate stream; and optionally separating the extract stream and a solvent rich stream in a separation zone to form a high boiling point organic impurities stream and a recovered extraction solvent streamType: ApplicationFiled: June 5, 2003Publication date: December 9, 2004Inventors: Robert Lin, Marcel de Vreede
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Publication number: 20040236149Abstract: A modified water-immiscible solvent useful in the extraction of acetic acid from aqueous streams is a substantially pure mixture of isomers of highly branched di-alkyl amines. Solvent mixtures formed of such a modified solvent with a desired co-solvent, preferably a low boiling hydrocarbon, are useful in the extraction of acetic acid from aqueous gaseous streams. An anaerobic microbial fermentation process for the production of acetic acid employs such solvents, under conditions which limit amide formation by the solvent and thus increase the efficiency of acetic acid recovery. Methods for the direct extraction of acetic acid and the extractive fermentation of acetic acid also employ the modified solvents and increase efficiency of acetic acid production. Such increases in efficiency are also obtained where the energy source for the microbial fermentation contains carbon dioxide and the method includes a carbon dioxide stripping step prior to extraction of acetic acid in solvent.Type: ApplicationFiled: May 5, 2004Publication date: November 25, 2004Applicants: Bioengineering Resources, Inc., Celanese International CorporationInventors: James L. Gaddy, Edgar C. Clausen, Ching-Whan Ko, Leslie E. Wade, Carl V. Wikstrom
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Publication number: 20040192967Abstract: The present invention relates to a method for producing a saturated organic compound bearing at least one functional group from a mixture which comprises this saturated organic compound containing at least one functional group and also one or more other organic compounds, which comprisesType: ApplicationFiled: March 23, 2004Publication date: September 30, 2004Inventors: Dirk Fabritius, Doreen Neumann
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Patent number: 6793777Abstract: The invention relates to a method for separating and purifying an aqueous mixture that mainly consists of acetic acid, formic acid and high-boiling substances by extraction with a solvent in a cyclic process. The inventive method is characterized in that the flow of raffinate is fed to a solvent stripping column (11) with the major part of the water in order to remove the water from the cycle. The flow of extract is fed to a solvent recovery distillation column (8). In a first step, a mixture (A) that consists of water and solvent, is separated by overhead distillation. A mixture (B) that consists of acetic acid, formic acid and high-boiling substances is separated via a sump. Once the formic acid is removed in a column (29), mixture (B) is separated in an acetic acid distillation column to give pure acetic acid and high-boiling substances.Type: GrantFiled: December 5, 2001Date of Patent: September 21, 2004Assignee: Consortium für Elektrochemische Industrie GmbHInventors: Christoph Rüdinger, Harald Herbert Voit, Michael Hallmann, Mehmet Günaltay, Barbara Reil, Hans-Jürgen Eberle
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Patent number: 6747067Abstract: 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: GrantFiled: March 6, 2001Date of Patent: June 8, 2004Assignee: Woodland Chemical Systems, Inc.Inventors: Larry Jack Melnichuk, Karen Venita Kelly
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Patent number: 6706193Abstract: Fluorinated emulsifiers can be recovered from an aqueous phase containing small amounts of fluoropolymer particles by treating the aqueous phase with a small amount of a nonionic surface-active agent, bringing the aqueous phase adjusted in this way into contact with an anionic exchanger resin, and liberating the adsorbed emulsifier from the exchanger resin. The finely divided fluoropolymer can be precipitated quantitatively in the untreated aqueous phase or the eluate using flocculating agents.Type: GrantFiled: December 11, 2001Date of Patent: March 16, 2004Assignee: 3M Innovative Properties CompanyInventors: Georg Burkard, Klaus Hintzer, Gernot Löhr
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Publication number: 20040040830Abstract: The invention relates to a process for recovering and producing chemicals in a pulp production process where organic chemicals, such as formic acid and acetic acid, are used as cooking chemicals. The process of the invention is based on regeneration of cooking acids and formation of additional cooking acids and furfural by evaporating the cooking liquor and then separating acetic acid, formic acid, furfural and water. The separation is preferably carried out by distillation using the furfural formed in the process as a distilling aid in the distillation.Type: ApplicationFiled: June 27, 2003Publication date: March 4, 2004Inventors: Esa Rousu, Pasi Rousu, Juha Anttila, Juha Tanskanen, Paivi Rousu
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Patent number: 6695952Abstract: A method for the separation and purification of an aqueous mixture of main components, namely acetic acid and formic acid and non-volatiles by extraction, uses a solvent in a circulatory system. A raffinate stream is mixed with the larger proportion of water from a solvent stripper column (11) for the removal of water. The extraction stream is introduced into a solvent distillation column (8), from which in a first step involving the use of a mixture (A) containing a larger proportion of the solvent is separated out via a header and a mixture (B) of formic acid, water and solvent is separated out via a side offtake and a mixture (C) of acetic acid and non-volatiles is also separated out. A mixture (B) is introduced into a formic acid distillation column (4) for further processing, and a mixture (C) is introduced into an acetic acid distillation column (5), and purified acetic acid is subsequently isolated in the acetic acid distillation column (5) from the header.Type: GrantFiled: January 9, 2002Date of Patent: February 24, 2004Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Christoph Rüdinger, Harald Herbert Voit, Michael Hallmann, Mehmet Günaltay, Barbara Geborene Neé Reil Wild, Hans Jürgen Eberle
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Patent number: 6667418Abstract: 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: GrantFiled: April 16, 2002Date of Patent: December 23, 2003Assignee: Celanese International CorporationInventors: Jerry A. Broussard, Hung-Cheun Cheung, Stephen Andrew Houliston, Michael E. Huckman, Peggy McKarns Macatangay, Madan Singh, Michael L. Karnilaw, G. Paull Torrence
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Patent number: 6657078Abstract: A low energy process for producing acetic acid by the carbonylation of methanol is disclosed. The process involves a rhodium-catalyzed system operated at less than about 14% water utilizing up to 2 distillation columns. The process is preferably controlled such that the product stream has a low level of propionic acid impurity and the level of aldehyde impurities is minimized by way of aldehyde removal or minimizing aldehyde generation. The level of iodides is controlled by contacting the product, at elevated temperatures, with ion exchange resins. In preferred embodiments, at least one silver or mercury exchanged macroreticular strong acid ion exchange resin is used to purify the product. The high temperature treatment provides the added benefit of controlling the Color Value (Pt—Co units) of the product stream.Type: GrantFiled: February 7, 2001Date of Patent: December 2, 2003Assignee: Celanese International CorporationInventors: Mark O. Scates, George A. Blay, G. Paull Torrence, Jerry A. Broussard
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Patent number: 6641734Abstract: A process is disclosed for purifying an aqueous feed stream comprising a product organic acid, such as lactic acid, and a strong contaminant, such as pyruvic acid or oxalic acid. The molar concentration of the product organic acid in the feed stream typically is at least 20 times greater than the molar concentration of the strong contaminant. The aqueous feed stream is contacted with a first immiscible basic extractant that has at least a 3-fold greater affinity for the strong contaminant than for the product organic acid. The majority of the strong contaminant and some product organic acid become complexed with the first immiscible basic extractant. The complexed first immiscible basic extractant is separated from the aqueous stream, thereby producing a first effluent stream that comprises product organic acid and that has a greater ratio of molar product organic acid to molar strong contaminant than the aqueous feed stream did.Type: GrantFiled: January 3, 2002Date of Patent: November 4, 2003Assignee: A. E. Staley Manufacturing Co.Inventors: Michael Charles Milner Cockrem, Istvan Kovacs, Idris Mohamednur, David Heidel
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Patent number: 6627768Abstract: The invention provides a process for the conversion of an extracted carboxylic acid to a non-ionized derivative thereof, comprising contacting a carboxylic acid containing aqueous solution with a water-insoluble amine solvent, to recover acid therefrom and to form an extract carrying amine-bound carboxylic acid, characterized in that said extract is contacted with a concentrated aqueous solution of said same acid of high concentration, whereby additional acid is transferred to said extract to form a loaded extract and said loaded extract is reacted to form a non-ionized derivative of said acid, by reactions known per se, whereby said acid is converted into a non-ionised derivative form and said amine solvent is liberated for recycling.Type: GrantFiled: March 26, 2002Date of Patent: September 30, 2003Assignee: A. E. Staley Manufacturing CompanyInventor: Avraham Baniel
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Patent number: 6613941Abstract: Fluorinated emulsifier acids can be isolated from wastewater by firstly removing fine solids and/or material which can be converted into fine solids from the wastewater, preferably by precipitation, subsequently bringing the wastewater into contact with an anion-exchange resin and eluting the adsorbed emulsifier acids from the latter.Type: GrantFiled: November 16, 2000Date of Patent: September 2, 2003Assignee: 3M Innovative Properties CompanyInventors: Bernd Felix, Reinhard Sulzbach, Stephan Führer, Thomas Kaiser, Hagen Kniep, Armin Budesheim
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Publication number: 20030150706Abstract: 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: ApplicationFiled: February 12, 2002Publication date: August 14, 2003Inventors: Ji-Young Jang, Hyung-Jin Kim, Kuang Wu
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Patent number: 6518465Abstract: 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: GrantFiled: October 13, 2001Date of Patent: February 11, 2003Assignee: Eastman Chemical CompanyInventors: Craig Alan Hoyme, Edwin Franklin Holcombe, III
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Patent number: 6518442Abstract: The invention relates to a method for removing fluorinated emulsifying agent acids from waste waters, characterized in that the finely dispersed solids in the waste water are stabilized with a nonionic or cationic surfactant or an analogous acting surface active substance, the fluorinated emulsifying agent acids are subsequently bonded on an anion exchange resin and the fluorinated emulsifying agent acids are eluted from the latter.Type: GrantFiled: November 16, 2000Date of Patent: February 11, 2003Assignees: Dyneon GmbH & Co., KG, Axiva GmbHInventors: Bernd Felix, Tilman Zipplies, Stephan Führer, Thomas Kaiser, Armin Budesheim
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Patent number: 6512143Abstract: 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: GrantFiled: September 2, 1999Date of Patent: January 28, 2003Assignee: AstraZeneca ABInventor: Jörgen Blixt
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Patent number: 6506935Abstract: For the removal of trace quantities of iodine-containing contaminants from corrosive liquid feed streams (e.g. commercial acetic acid), an adsorbent with distinct advantages over prior-art materials is provided. The overall treatment method involves the use of a suitable zeolite having a silica to alumina molar ratio from about 5 to less than 15 that has been cation-exchanged with an iodine-reactive metal. This inorganic adsorbent may be used in unbound form, or it can be bound with a substantially insoluble porous inorganic refractory metal oxide binder. Reactivation and regeneration techniques, which are generally incompatible with prior-art adsorbent materials, are also disclosed. In general, it is advantageous to pretreat the feed streams to remove the most easily separable contaminants (e.g. iodine, hydrogen iodide, and metal cations) and thereby reduce the iodine compound loading and detrimental effects of metals on the adsorbent. Thus, the expensive iodine reactive metal (e.g.Type: GrantFiled: July 13, 2001Date of Patent: January 14, 2003Assignee: UOP LLCInventors: Santi Kulprathipanja, Bipin V. Vora, William A. Leet
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Patent number: 6489508Abstract: The invention concerns a method for recuperating and purifying a lactic acid solution obtained initially from a fermentation medium or any other source, consisting in a pre-treatment to eliminate the ion loads capable of catalysing the lactic acid condensation and based on the principle of ion exchange or any other related principle, followed by at least a step of concentration at low temperature and brief retention time and at least a step of distilling the lactic acid using a thin layer process.Type: GrantFiled: November 2, 1999Date of Patent: December 3, 2002Assignee: Brussels BiotechInventors: Frederic Van Gansbeghe, Jean-Christophe Bogaert, Etienne Malhaize, Martin Van Gansberghe, Florence Wolff
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Patent number: 6482981Abstract: A method of producing highly purified acrylic acid in a high yield is provided. A method of producing acrylic acid including the steps of an oxidation step, an absorption step, a distillation step, a crystallization step, and a dimer decomposition step.Type: GrantFiled: January 3, 2001Date of Patent: November 19, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Kouji Ueno, Masatoshi Ueoka, Sei Nakahara
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Patent number: 6462231Abstract: 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 distillateType: GrantFiled: June 16, 2000Date of Patent: October 8, 2002Assignee: Kuraray Co., Ltd.Inventors: Masatoshi Yanagawa, Kazunori Watanabe, Fumio Nakahara
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Patent number: 6433163Abstract: The present invention provides a novel process for the removal and recovery of penicillin and organic acids from process streams and waste waters. The process of the present invention utilizes a combination of a supported liquid membrane (SLM) and a strip dispersion to improve extraction of the penicillin and organic acids while increasing membrane stability and reducing processing costs.Type: GrantFiled: April 3, 2000Date of Patent: August 13, 2002Assignee: Commodore Separation Technoligies, Inc.Inventor: W. S. Winston Ho
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Patent number: 6417128Abstract: This invention relates to methods of replacing water and cyclohexanone with acetic acid in an aqueous solution of catalyst, preferably a cobalt compound. Such an aqueous solution is produced by extracting catalyst with water from a cyclohexanone/water solution of reaction products made by the direct oxidation of cyclohexane to adipic acid. The replacement of both water and cyclohexanone are conducted in a solvent exchange column, wherein acetic acid dissolves the catalyst, while water vapors force the cyclohexanone into a condenser, followed by a decanter wherein two liquid phases may be formed and separated; an upper liquid phase containing a majority of cyclohexanone and a lower liquid phase containing a majority of water. The cyclohexanone may be removed in a pretreatment zone, wherein also part of the water may be removed, before the concentrated catalyst extract enters the solvent exchange column.Type: GrantFiled: April 19, 2000Date of Patent: July 9, 2002Assignee: RPC, Inc.Inventors: David C. DeCoster, Mark W. Dassel, Eustathios Vassiliou, Ader M. Rostami, Douglas J. Dudgeon
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Patent number: 6380428Abstract: For the removal of trace quantities of iodine-containing contaminants from corrosive liquid feed streams, an adsorbent with distinct advantages over prior-art materials is provided. The treatment method involves the use of a suitable, silica-rich zeolite which has been cation-exchanged with an iodine-reactive metal. This inorganic adsorbent may be used in unbound form, or it can bound with a substantially insoluble porous inorganic refractory metal oxide binder. Reactivation and regeneration techniques, which are generally incompatible with prior-art adsorbent materials, are also disclosed.Type: GrantFiled: December 15, 1998Date of Patent: April 30, 2002Assignee: UOP LLCInventors: Santi Kulprathipanja, John D. Sherman, Amedeo Napolitano, John Markovs