Abstract: The invention is a method of removing methyl iodide from an alkane distillation bottoms stream of an acetic acid production process. The method comprises contacting the alkane distillation bottoms stream in the liquid phase with a phosphine or a phosphine-functionalized support, and recovering a treated alkane distillation bottoms stream having a reduced methyl iodide content.

Abstract: The invention disclosed is an apparatus and method for the recovery of acetic acid, azeotropic agent, extraction agent, re-usable water and other reaction products such as p-toluic acid, from an aqueous stream generated during a terephthalic acid production process, having superior energy efficiency and reduced water consumption.

Abstract: A method for recovering acetic acid from an aqueous feed stream containing acetic acid and, in particular, a stream generated during terephthalic acid production includes feeding a water-rich feed stream to a liquid-liquid extraction column, which includes a guard bed near the top thereof for conversion of alcohol within the feed stream by reaction with acetic acid to the corresponding ester; and removing residual water from acetic acid in an azeotropic distillation column by feeding water-poor feed streams from the extraction column to the distillation column at a height at which the mixture has a similar water concentration. The liquid-liquid extraction column produces an extract comprising an extraction solvent and acetic acid which is sent to the azeotropic distillation column to separate residual water and acetic acid.

Abstract: A carbonylation process for producing acetic acid including: (a) carbonylating methanol or its reactive derivatives in the presence of a Group VIII metal catalyst and methyl iodide promoter to produce a liquid reaction mixture including acetic acid, water, methyl acetate and methyl iodide; (b) feeding the liquid reaction mixture at a feed temperature to a flash vessel which is maintained at a reduced pressure; (c) heating the flash vessel while concurrently flashing the reaction mixture to produce a crude product vapor stream, wherein the reaction mixture is selected and the flow rate of the reaction mixture fed to the flash vessel as well as the amount of heat supplied to the flash vessel is controlled such that the temperature of the crude product vapor stream is maintained at a temperature less than 90° F.

Abstract: A methanol carbonylation system 10 includes an absorber tower 75 adapted for receiving a vent gas stream and removing methyl iodide therefrom with a scrubber solvent, the absorber tower being coupled to first and second scrubber solvent sources 16, 56 which are capable of supplying different first and second scrubber solvents. A switching system including valves 90, 92, 94, 96, 98 alternatively provides first or second scrubber solvents to the absorber tower and returns the used solvent and sorbed material to the carbonylation system to accommodate different operating modes.

Abstract: A process for the reduction and/or removal of permanganate reducing compounds formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid is disclosed. More specifically, a process for reducing and/or removing permanganate reducing compounds or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes is disclosed. In particular, a process in which a low boiling overhead vapor stream from a light ends column is subjected to a single distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed.

Abstract: The invention disclosed relates to an apparatus and method for recovering acetic acid from an aqueous feed stream containing acetic acid, in particular a stream generated during terephthalic acid production. The apparatus includes: a liquid-liquid extraction column to which water-rich feed streams are fed, having a guard bed situated near the top and within the extraction column for conversion by reaction with acetic acid of alcohol within the mixture to the corresponding ester; and an azeotropic distillation column to remove residual water from acetic acid, to which water-poor feed streams are fed directly at a height of the azeotropic distillation column at which the mixture therein has a similar water concentration. The liquid-liquid extraction column produces an extract comprising an extraction solvent and acetic acid which is sent to the azeotropic distillation column to separate residual water and acetic acid.

Abstract: A process for recovering a volatile carboxylic acid from an aqueous stream comprising same, the process comprising the steps of: (i) steam stripping the carboxylic acid from the aqueous stream, which aqueous stream is produced by a conversion process using a lignocellulosic feedstock as a substrate, the steam stripping comprising contacting the aqueous stream with steam by flowing the aqueous stream and the steam countercurrent to one another, thereby producing a vapour stream comprising vapourized carboxylic acid and steam and a stripped aqueous stream; (ii) extracting the vapourized carboxylic acid with an organic solvent by contacting the vapour stream with the organic solvent to produce (a) a stream comprising the organic solvent and the carboxylic acid and (b) the steam at least substantially depleted of the carboxylic acid, wherein the organic solvent has an atmospheric boiling point of at least about 150° C.

Abstract: In one embodiment, the invention is to an ion exchange resin composition comprising a metal-functionalized exchange resin comprising from 3% to 94% metal-functionalized active sites; and a non-metal-functionalized exchange resin comprising non-metal-functionalized active sites.

Abstract: A process for producing ethanol including a combination of biochemical and synthetic conversions results in high yield ethanol production with concurrent production of high value coproducts. An acetic acid intermediate is produced from carbohydrates, such as corn, using enzymatic milling and fermentation steps, followed by conversion of the acetic acid into ethanol using esterification and hydrogenation reactions. Coproducts can include corn oil, and high protein animal feed containing the biomass produced in the fermentation.

Abstract: Methods are provided for the recovery of dissolved organics, such as hemicelluloses, lignin, and acetic acid, from a lignocellulosic feedstock or process liquor, where the dissolved organics are recovered via an adsorbent. The adsorbent may include activated carbon, modified activated carbon, precipitated calcium carbonate, and lime and/or lime mud. The dissolved organics may be adsorbed from a pre-hydrolysis liquor of a pulping process such as the Kraft-based dissolving pulp production process. Other methods include a combined (or integrated) process of adsorption, ion exchange resin treatment, and membrane filtration for the treatment of a lignocellulosic liquor, such as a pre-hydrolysis liquor of kraft-based dissolving pulp production process, such that dissolved organics such as lignin, acetic acid, and hemicellulose-derived sugars may be extracted and optionally concentrated.

Abstract: Disclosed herein are processes for removing water from organic compounds, especially polar compounds such as alcohols. The processes include a membrane-based dehydration step, using a membrane that has a dioxole-based polymer selective layer or the like and a hydrophilic selective layer, and can operate even when the stream to be treated has a high water content, such as 10 wt % or more. The processes are particularly useful for dehydrating ethanol.

Abstract: A process for the reduction and/or removal of permanganate reducing compounds formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid is disclosed. More specifically, a process for reducing and/or removing permanganate reducing compounds or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes is disclosed. In particular, a process in which a low boiling overhead vapor stream from a light ends column is subjected to a single distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed.

Abstract: An improved apparatus and method of producing acetic acid includes condensing overhead vapor to provide reflux to the light ends column as well as condensing vapor from a central portion of the light ends column to increase capacity. Throughput or load on the light ends column is substantially reduced without compromising product quality.

Abstract: There is shown a method of purifying glacial acetic acid containing terpene and terpenoid impurities. Substantially dry acetic acid containing terpene and terpenoid impurities is combined with water and a suitable organic solvent, which is substantially immiscible with acetic acid and water, to form a separating composite extraction medium having a weight ratio of acetic acid:water of at least 1:1. The components are separated into an organic phase and an aqueous acid phase, with the terpene and terpenoid impurities concentrated in the organic phase, and with the aqueous acid phase purified of terpene and terpenoid impurities. The purified aqueous acid phase is recovered, and the purified acetic acid is dried.

Abstract: A method is disclosed for the recovery of an organic acid from a dilute salt solution in which the cation of the salt forms an insoluble carbonate salt. An amine and CO2 are introduced to the solution to form the insoluble carbonate salt and a complex between the acid and the amine. The acid/amine complex is thermally dissociated, or “cracked”, in the presence of a water immiscible solvent in which the amine is selectively soluble and in which the acid is not appreciably soluble. The organic acid may then be recovered from the water by any suitable means such as distillation, reactive distillation, extraction, or reactive extraction.

Abstract: The present invention is directed to a method of heating a light ends column through directing one or more vapor side streams from a drying column to the light ends column. The present invention is also directed to a carbonylation process for producing acetic acid, wherein one or more vapor streams from a drying column provide the external energy required to drive separation in the light ends column.

Abstract: A method for reducing aldehydes in an acetic acid production process is disclosed. The acetic acid is produced by reacting methanol and carbon monoxide in the presence of a carbonylation catalyst. The method comprises reacting an aldehyde-containing stream with an alcohol to form an acetal-containing stream. An acetal-enriched stream is separated from the acetal-containing stream and then hydrolyzed to form a hydrolysis mixture comprising the alcohol and the aldehydes. The alcohol is isolated from the hydrolysis mixture and used to react with the aldehyde-containing stream to form the acetal-containing stream. The invention reduces aldehydes in the acetic acid produced.

Abstract: 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.

Abstract: Processes for the reduction and/or removal of permanganate reducing compounds (PRC'S) formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid are disclosed. More specifically, processes for reducing and/or removing PRC's or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes are disclosed. In particular, processes in which a low boiling overhead vapor stream from a light ends column is subjected to a distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed. The processes include steps of recycling one or more return streams derived from the distillation step and/or the extraction step to a light ends column and/or a drying column in order to improve water control in the overall reaction system.

Abstract: A method for removing acetaldehyde from a mixture of methyl acetate, methanol and acetaldehyde includes: (a) feeding the mixture of methyl acetate, methanol and acetaldehyde to a distillation column; (b) distilling the feed mixture of methyl acetate methanol and acetaldehyde at a pressure of 10 psig or more to generate an overhead vapor stream enriched in acetaldehyde as compared with the feed mixture and a residue stream depleted in acetaldehyde as compared with the feed mixture; and (c) withdrawing the residue stream depleted in acetaldehyde from the distillation column.

Abstract: A method of separating components of mixtures of chemical compounds uses a nonporous membrane of copolymer of a perfluorinated cyclic or cyclizable monomer, and a 4 carbon dicarboxyl-containing comonomer, such as maleic anhydride. Optionally, the membrane composition includes an acyclic fluorinated olefin termonomer. The membranes provide a remarkably high selectivity of water relative to organic solvents and inorganic acids compared to dipolymer membranes of perfluorinated comonomers.

Abstract: The disclosure relates to a process for the preparation of acetic acid. The process comprises reacting a decanter heavy, organic phase of an acetic acid production process with acetic anhydride to convert acetaldehyde in the decanter heavy, organic phase to ethylidene diacetate and separating it from the decanter heavy, organic phase. Ethylidene diacetate can be hydrolyzed to recover acetic acid.

Abstract: The present invention relates to carbonylation of methanol, methyl acetate, dimethyl ether or mixtures thereof to produce glacial acetic acid, and more specifically to the manufacture of glacial acetic acid by the reaction of methanol, methyl acetate, dimethyl ether or mixtures thereof with carbon monoxide wherein the product glacial acetic acid contains low impurities.

Abstract: Improvement in separating lower carboxylic acids from aqueous streams via liquid-liquid extraction with pressurized liquefied propylene and/or propane, wherein carboxylic acid is transferred from the aqueous phase into the liquid solvent phase (extract).

Abstract: An iodide compound is adsorbed and removed from an organic acid containing the iodide compound as an impurity by passing the organic acid through a packed bed of a cation-exchange resin having silver ion carried thereon at 50° C. or lower. The cation-exchange resin is a macroporous-type resin with an average particle size of 0.3 to 0.6 mm and an average pore size of 15 to 28 nm, and silver ion substitutes for 40 to 60% of the active site.

Abstract: The present invention relates to the use of a porous metal organic framework comprising at least a first organic compound and, if appropriate, a second organic compound, in which at least the first organic compound is at least partially coordinated in a bidentate fashion to at least one metal ion, where the at least one metal ion is Mg(II) and the first organic compound is derived from formic acid and the second organic compound is derived from acetic acid, for storing or isolating methane. Furthermore, the invention relates to a porous metal organic framework based on magnesium formate and acetate and also its preparation.

Abstract: The invention pertains to a process for dehydrating wet acetic acid. One embodiment of the invention comprises contacting wet acetic acid with acetyl chloride. Another embodiment of the invention comprises contacting wet acetic acid; acetic anhydride; and a catalytic effective amount of hydrogen chloride, acetyl chloride, or a chlorosilane.

Abstract: The present invention relates to a solid bed adsorptive separation of organic acid and/or amino acids from fermentation broths containing organic acid and/or amino acid.

Abstract: A process for producing ethanol including a combination of biochemical and synthetic conversions results in high yield ethanol production with concurrent production of high value coproducts. An acetic acid intermediate is produced from carbohydrates, such as corn, using enzymatic milling and fermentation steps, followed by conversion of the acetic acid into ethanol using esterification and hydrogenation reactions. Coproducts can include corn oil, and high protein animal feed containing the biomass produced in the fermentation.

Abstract: An apparatus and process for recovery of a carboxylic acid e.g. acetic acid, from an aqueous feed stream containing the corresponding ester, an alcohol and a small amount of water, and in some cases the carboxylic acid includes a catalytic distillation column containing an acidic catalyst and a distillation column. The alcohol is catalytically dehydrated to the corresponding ether and water, and the water reacts with the ester to generate a liquid carboxylic acid rich product stream. The acid is recovered by distillation in the distillation column. In a second embodiment, additional methanol and/or water are co-fed with the feed or fed directly to the catalytic distillation column, resulting in a liquid bottoms product stream of substantially pure acetic acid and a tops distillate stream of substantially pure ether.

Abstract: The present invention relates to a porous metal organic framework comprising at least one first organic compound and ions of at least one metal, with the skeleton of the framework being formed at least partly by the at least one first organic compound coordinating at least partly in a bidentate fashion to at least two ions of the at least one metal, where the at least one metal is lithium and the at least one first compound is derived from formic acid or acetic acid. The invention additionally relates to a process for preparing it and also its use for gas storage or separation.

Abstract: A process for the reduction and/or removal of permanganate reducing compounds formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid is disclosed. More specifically, a process for reducing and/or removing permanganate reducing compounds or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes is disclosed. In particular, a process in which a low boiling overhead vapor stream from a light ends column is subjected to a single distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed.

Abstract: 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.

Abstract: An improved apparatus and method of producing acetic acid includes recovering product from the residue of a light ends column and feeding the acid so recovered forward in order to increase system productivity. Load on the light ends column is reduced and load on a dehydrating column may also be lessened in a preferred embodiment where the recovered acid is fed forward without further water removal.

Abstract: 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.

Abstract: A process for the reduction and/or removal of permanganate reducing compounds formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid is disclosed. More specifically, a process for reducing and/or removing permanganate reducing compounds or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes is disclosed. In particular, a process in which a low boiling overhead vapor stream from a light ends column is subjected to a single distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed.

Abstract: There is shown a method of purifying glacial acetic acid containing terpene and terpenoid impurities. Substantially dry acetic acid containing terpene and terpenoid impurities is combined with water and a suitable organic solvent, which is substantially immiscible with acetic acid and water, to form a separating composite extraction medium having a weight ratio of acetic acid:water of at least 1:1. The components are separated into an organic phase and an aqueous acid phase, with the terpene and terpenoid impurities concentrated in the organic phase, and with the aqueous acid phase purified of terpene and terpenoid impurities. The purified aqueous acid phase is recovered, and the purified acetic acid is dried.

Abstract: Disclosed is a method of controlling a separation process for removing permanganate reducing compounds from a process stream in the methanol carbonylation process for making acetic acid, where the method includes the steps of measuring the density of a stream containing acetaldehyde and methyl iodide, optionally calculating the relative concentrations of acetaldehyde and methyl iodide in the stream, and adjusting distillation or extraction process parameters based on the measured density or one or more relative concentrations calculated therefrom.

Abstract: The invention disclosed relates to an apparatus and method for recovering acetic acid from an aqueous feed stream containing acetic acid, in particular a stream generated during terephthalic acid production. The apparatus includes: a liquid-liquid extraction column to which water-rich feed streams are fed, having a guard bed situated near the top and within the extraction column for conversion by reaction with acetic acid of alcohol within the mixture to the corresponding ester; and an azeotropic distillation column to remove residual water from acetic acid, to which water-poor feed streams are fed directly at a height of the azeotropic distillation column at which the mixture therein has a similar water concentration. The liquid-liquid extraction column produces an extract comprising an extraction solvent and acetic acid which is sent to the azeotropic distillation column to separate residual water and acetic acid.

Abstract: There is shown a method of purifying glacial acetic acid containing terpene and terpenoid impurities. Substantially dry acetic acid containing terpene and terpenoid impurities is combined with water and a suitable organic solvent, which is substantially immiscible with acetic acid and water, to form a separating composite extraction medium having a weight ratio of acetic acid:water of at least 1:1. The components are separated into an organic phase and an aqueous acid phase, with the terpene and terpenoid impurities concentrated in the organic phase, and with the aqueous acid phase purified of terpene and terpenoid impurities. The purified aqueous acid phase is recovered, and the purified acetic acid is dried.

Abstract: A method produces acetic acid by continuously reacting methanol with carbon monoxide in the presence of a rhodium catalyst, an iodide salt, methyl iodide, methyl acetate, and water; and thereby producing acetic acid at a production rate of 11 mol/L·hr or more while keeping the acetaldehyde content of a reaction mixture to 500 ppm or less, in which the reaction is carried out at a carbon monoxide partial pressure in a gaseous phase of a reactor of 1.05 MPa or more and/or at a methyl acetate content of the reaction mixture of 2 percent by weight or more to thereby keep the production rate of acetaldehyde to 1/1500 or less that of acetic acid. This method can reduce production of by-products without reducing the reaction rate of acetic acid even at a low water content and a low hydrogen partial pressure in a reaction system.

Abstract: 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 consisti

Abstract: A method is disclosed for the recovery of an organic acid from a dilute salt solution in which the cation of the salt forms an insoluble carbonate salt. An amine and CO2 are introduced to the solution to form the insoluble carbonate salt and a complex between the acid and the amine. The acid/amine complex is thermally dissociated, or “cracked”, in the presence of a water immiscible solvent in which the amine is selectively soluble and in which the acid is not appreciably soluble. The organic acid may then be recovered from the water by any suitable means such as distillation, reactive distillation, extraction, or reactive extraction.

Abstract: A method of purifying acetic acid containing terpene and terpenoid impurities, includes: (a) supplying acetic acid containing terpene or terpenoid impurities and water to a distillation column; (b) azeotropically removing terpene or terpenoid impurities from the mixture of acetic acid and water supplied to the column as distillate; and (c) withdrawing a product stream from the column comprising acetic acid purified of terpene or terpenoid impurities. The method is particularly effective for purifying acetic acid recovered from a wood purification process.

Abstract: An iodide compound is adsorbed and removed from an organic acid containing the iodide compound as an impurity by passing the organic acid through a packed bed of a cation-exchange resin having silver ion carried thereon at 50° C. or lower. The cation-exchange resin is a macroporous-type resin with an average particle size of 0.3 to 0.6 mm and an average pore size of 15 to 28 nm, and silver ion substitutes for 40 to 60% of the active site.

Abstract: A method is disclosed for the recovery of an organic acid from a dilute salt solution in which the cation of the salt forms an insoluble carbonate salt. A tertiary amine and CO2 are introduced to the solution to form the insoluble carbonate salt and a complex between the acid and an amine. A water immiscible solvent, such as an alcohol, is added to extract the acid/amine complex from the dilute salt solution to a reaction phase. The reaction phase is continuously dried and a product between the acid and the solvent, such as an ester, is formed.

Abstract: A method of purifying acetic acid containing terpene and terpenoid impurities, includes: (a) supplying acetic acid containing terpene or terpenoid impurities and water to a distillation column; (b) azeotropically removing terpene or terpenoid impurities from the mixture of acetic acid and water supplied to the column as distillate; and (c) withdrawing a product stream from the column comprising acetic acid purified of terpene or terpenoid impurities. The method is particularly effective for purifying acetic acid recovered from a wood purification process.

Abstract: A novel method is provided whereby a free organic acid can be produced particularly from an ammonium salt of an organic acid having a high melting point obtainable by bioconversion of a carbon source in the presence of a neutralizing agent, efficiently at a low cost, and the used material for reaction and a byproduct can be recycled for reuse without being disposed. An ammonium salt of organic acid A such as a dicarboxylic acid, a tricarboxylic acid or an amino acid is subjected to reactive crystallization by means of acid B such as a monocarboxylic acid satisfying the following formula (1), to separate free organic acid A in solid form: pKa(A)?pKa(B)??(1) where pKa(A) and pKa(B) represent ionization indices of organic acid A and acid B, respectively, provided that when they have plural values, they represent the minimum pKa among them.

Abstract: Process for the manufacture of an enantiopure compound comprising at least one functional group capable of reacting with an activated carboxyl group, starting from a mixture of enantiomers of the said compound, in which process: (a) a reaction medium comprising the mixture of enantiomers and a reagent based on an enantiopure amino acid, in which reagent at least one amino group of the amino acid is protected by a protective group and in which reagent at least one carboxyl group of the amino acid is activated, is subjected to conditions appropriate for bringing about the reaction of the functional group capable of reacting with the activated carboxyl group with the activated carboxyl group, so as to form a carbonyl bond; (b) the mixture of diastereomers obtained is subjected to a separation operation, so as to obtain at least one fraction composed essentially of a diastereomer, (c) at least a portion of the said fraction is subjected to a stage of cleavage of the carbonyl bond under conditions under which the