A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol, methyl acetate, or a mixture of the two, and carbon monoxide in the presence of a reaction mixture comprising iodide under carbonylation conditions sufficient to form acetic acid. The reaction mixture comprises a carbonylation catalyst, water, and one or more promoters selected from the group consisting of Group I and Group II aminopolycarboxylate salts and mixtures thereof. An aspect of the process includes a method for reducing water in the acetic acid production process.
B01J 31/04 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
C07C 51/09 - Preparation of carboxylic acids or their salts, halides, or anhydrides from carboxylic acid esters or lactones
2.
POLYPHOSHATES AND POLYPHOSPHONATES AS RATE PROMOTERS FOR THE GLACIAL ACETIC ACID PROCESS
A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol, methyl acetate, or a mixture of the two, and carbon monoxide in the presence of a reaction mixture comprising iodide under carbonylation conditions sufficient to form acetic acid. The reaction mixture comprises a carbonylation catalyst, water, and one or more promoters selected from the group consisting of Group I and Group II polyphosphate and polyphosphonate salts and mixtures thereof. An aspect of the process includes a method for reducing water in the acetic acid production process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/09 - Preparation of carboxylic acids or their salts, halides, or anhydrides from carboxylic acid esters or lactones
3.
AMINOPOLYCARBOXYLATES AS RATE PROMOTERS FOR THE GLACIAL ACETIC ACID PROCESS
A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol, methyl acetate, or a mixture of the two, and carbon monoxide in the presence of a reaction mixture comprising iodide under carbonylation conditions sufficient to form acetic acid. The reaction mixture comprises a carbonylation catalyst, water, and one or more promoters selected from the group consisting of Group I and Group II aminopoly carboxylate salts and mixtures thereof. An aspect of the process includes a method for reducing water in the acetic acid production process.
C07C 51/09 - Preparation of carboxylic acids or their salts, halides, or anhydrides from carboxylic acid esters or lactones
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol, methyl acetate, or a mixture of the two, and carbon monoxide in the presence of a reaction mixture comprising iodide under carbonylation conditions sufficient to form acetic acid. The reaction mixture comprises a carbonylation catalyst, water, and one or more promoters selected from the group consisting of Group I and Group II polyphosphate and polyphosphonate salts and mixtures thereof. An aspect of the process includes a method for reducing water in the acetic acid production process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing carboxylic acid are included herein. The processes include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product comprising acetic acid and acetaldehyde. At least a portion of the carbonylation product or a derivative thereof is contacted with a phyllosilicate clay-based adsorbent at adsorption conditions sufficient to selectively reduce a concentration of acetaldehyde present in the carbonylation product or a derivative thereof.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol and carbon monoxide in the presence of a liquid reaction medium comprising iodide under carbonylation conditions sufficient to form acetic acid. The liquid reaction medium comprises a carbonylation catalyst, water, and an additive comprising a bidentate phosphine dioxide, a tertiary arsine oxide, or a combination thereof. An aspect of the process includes a method for reducing water in an acetic acid production process.
C07C 29/44 - Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by addition reactions, i.e. reactions involving at least one carbon-to-carbon double or triple bond
C07C 29/94 - Use of additives, e.g. for stabilisation
A process for producing and recovering acetic acid in an acetic acid production system is disclosed, the process comprising contacting methanol and carbon monoxide in the presence of a liquid reaction medium comprising iodide under carbonylation conditions sufficient to form acetic acid. The liquid reaction medium comprises a carbonylation catalyst, water, and an additive comprising a bidentate phosphine dioxide, a tertiary arsine oxide, or a combination thereof. An aspect of the process includes a method for reducing water in an acetic acid production process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Methods and systems for measuring component concentrations. The methods may include providing a system configured for contacting a first component, a second component, and a third component; determining a concentration of the second component in a reactor; determining a concentration of the third component in the reactor; determining a temperature and a pressure of a first apparatus downstream of the reactor; and calculating a first concentration of the first component in the reactor based on (i) the concentration of the second component in the reactor, (ii) the concentration of the third component in the reactor, and (iii) the temperature and the pressure of the first apparatus.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
9.
METHODS FOR IMPROVED CONTROL OF GLACIAL ACETIC ACID PROCESSES
A method for measuring component concentrations. The method including providing a system (10, 20) configured for contacting a first component, a second component, and a third component; determining a concentration of the second component in a reactor (10); determining a concentration of the third component in the reactor; determining a temperature and a pressure of a first apparatus (20) downstream of the reactor; and calculating a first concentration of the first component in the reactor based on (i) the concentration of the second component in the reactor, (ii) the concentration of the third component in the reactor, and (iii) the temperature and the pressure of the first apparatus.
G01N 21/35 - Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light
G01N 21/84 - Systems specially adapted for particular applications
G01N 21/3577 - Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light for analysing liquids, e.g. polluted water
G01N 21/359 - Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light using near infrared light
B01J 19/00 - Chemical, physical or physico-chemical processes in generalTheir relevant apparatus
A system and method for removing acetaldehyde from an acetic acid system are disclosed. The method includes, providing a light-ends stream, comprising carbon monoxide, carbon dioxide, acetaldehyde, methyl iodide, methyl acetate, water, acetic acid, or mixtures thereof; condensing the light-ends stream to form one or more liquid phase compositions and a vapor phase composition, comprising a majority of the carbon monoxide and carbon dioxide and a minor portion of the acetaldehyde, methyl iodide, water, and acetic acid; contacting the vapor phase composition with a solvent to produce a liquid stream, comprising methyl iodide, acetaldehyde, and a portion of the solvent; and contacting the liquid stream, and optionally a polyol compound, with an acid catalyst to convert a portion of the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
B01D 5/00 - Condensation of vapoursRecovering volatile solvents by condensation
B01D 53/14 - Separation of gases or vapoursRecovering vapours of volatile solvents from gasesChemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases or aerosols by absorption
A system and method for removing acetaldehyde from an acetic acid system are disclosed. The method includes, providing a light-ends stream, comprising carbon monoxide, carbon dioxide, acetaldehyde, methyl iodide, methyl acetate, water, acetic acid, or mixtures thereof; condensing the light-ends stream to form one or more liquid phase compositions and a vapor phase composition, comprising a majority of the carbon monoxide and carbon dioxide and a minor portion of the acetaldehyde, methyl iodide, water, and acetic acid; contacting the vapor phase composition with a solvent to produce a liquid stream, comprising methyl iodide, acetaldehyde, and a portion of the solvent; and contacting the liquid stream, and optionally a polyol compound, with an acid catalyst to convert a portion of the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
A system and method for removing acetaldehyde from an acetic acid system are disclosed. The method includes, providing a light-ends stream, comprising carbon monoxide, carbon dioxide, acetaldehyde, methyl iodide, methyl acetate, water, acetic acid, or mixtures thereof; condensing the light-ends stream to form one or more liquid phase compositions and a vapor phase composition, comprising a majority of the carbon monoxide and carbon dioxide and a minor portion of the acetaldehyde, methyl iodide, water, and acetic acid; contacting the vapor phase composition with a solvent to produce a liquid stream, comprising methyl iodide, acetaldehyde, and a portion of the solvent; and contacting the liquid stream, and optionally a polyol compound, with an acid catalyst to convert a portion of the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, distilling the solution to produce an overhead stream having a higher concentration of acetaldehyde, contacting the overhead stream, and optionally a hydroxyl compound, with an acid catalyst to convert the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, distilling the solution to produce an overhead stream having a higher concentration of acetaldehyde, contacting the overhead stream, and optionally a hydroxyl compound, with an acid catalyst to convert the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/46 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation by azeotropic distillation
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, distilling the solution to produce an overhead stream having a higher concentration of acetaldehyde, contacting the overhead stream, and optionally a hydroxyl compound, with an acid catalyst to convert the acetaldehyde to an aldehyde derivative having a higher boiling point than acetaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, and contacting the solution with a polymer-bound polyol.
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, and contacting the solution with a polymer-bound polyol.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
Methods and systems for producing acetic acid, including glacial acetic acid. A first stream of a reactor fluid that includes methyl acetate, water, and a first amount of carbon monoxide may be forwarded from a reactor to a reactor cooler to form a cooled reactor fluid. The cooled reactor fluid may have a concentration of methyl acetate that is lower than the concentration of methyl acetate in the reactor fluid.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
B01J 19/00 - Chemical, physical or physico-chemical processes in generalTheir relevant apparatus
B01J 19/24 - Stationary reactors without moving elements inside
B01J 23/46 - Ruthenium, rhodium, osmium or iridium
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/50 - Use of additives, e.g. for stabilisation
Methods and systems for producing acetic acid, including glacial acetic acid. A first stream of a reactor fluid that includes methyl acetate, water, and a first amount of carbon monoxide may be forwarded from a reactor to a reactor cooler to form a cooled reactor fluid. The cooled reactor fluid may have a concentration of methyl acetate that is lower than the concentration of methyl acetate in the reactor fluid.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Reactor liquids, compositions, and methods of forming acetic acid, which may reduce catalyst loss. The reactor liquids and compositions may include, and the methods may use, a tri- aliphatic hydrocarbyl phosphine oxide. The carbonylation catalyst used in the methods may include rhodium.
Purification methods and systems for working up a crude vinyl acetate stream containing vinyl acetate monomer, acetic acid, water, ethyl acetate, and other impurities. Crude vinyl acetate streams are purified with an azeotropic distillation tower using a side draw to remove ethyl acetate and water, and a bottom stream to remove acetic acid from the crude vinyl acetate. The methods and systems move the side draw to a location on the azeotropic distillation tower that maintains a constant water concentration in the bottom product of about 4 to about 15 wt. % and forms a vapor side product. A second distillation tower is used to further purify the vapor side product to obtain water, VAM, ethyl acetate and AA. The system provides easier disposal of ethyl acetate, and cleaner water that can be recycled in the reactor or purification sections of a VAM plant and full recovery of AA.
Purification methods and systems for working up a crude vinyl acetate stream containing vinyl acetate monomer, acetic acid, water, ethyl acetate, and other impurities. Crude vinyl acetate streams are purified with an azeotropic distillation tower using a side draw to remove ethyl acetate and water, and a bottom stream to remove acetic acid from the crude vinyl acetate. The methods and systems move the side draw to a location on the azeotropic distillation tower that maintains a constant water concentration in the bottom product of about 4 to about 15 wt. % and forms a vapor side product. A second distillation tower is used to further purify the vapor side product to obtain water, VAM, ethyl acetate and AA. The system provides easier disposal of ethyl acetate, and cleaner water that can be recycled in the reactor or purification sections of a VAM plant and full recovery of AA.
A method comprising: contacting methanol with carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions to form a carbonylation product comprising acetic acid; separating the carbonylation product into a liquid fraction and a vapor fraction comprising a majority of the acetic acid in the carbonylation product; removing, from the vapor fraction, water, light ends having a boiling point less than acetic acid, heavy ends having a boiling point greater than acetic acid, or a combination thereof, to yield a crude acetic acid product comprising at least 99.5 wt % acetic acid, less than or equal to 0.2 wt % water, and less than or equal to 2000 ppm oxidizable impurities, based on the total weight of the crude acetic acid product; and contacting the crude acetic acid product with an acidic ion exchange resin to provide a purified acetic acid product comprising less than 100 ppm oxidizable impurities.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
A method comprising: contacting methanol with carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions to form a carbonylation product comprising acetic acid; separating the carbonylation product into a liquid fraction and a vapor fraction comprising a majority of the acetic acid in the carbonylation product; removing, from the vapor fraction, water, light ends having a boiling point less than acetic acid, heavy ends having a boiling point greater than acetic acid, or a combination thereof, to yield a crude acetic acid product comprising at least 99.5 wt% acetic acid, less than or equal to 0.2 wt% water, and less than or equal to 2000 ppm oxidizable impurities, based on the total weight of the crude acetic acid product; and contacting the crude acetic acid product with an acidic ion exchange resin to provide a purified acetic acid product comprising less than 100 ppm oxidizable impurities.
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
A method of producing acetic acid, the method comprising: reacting methanol and/or methanol derivatives with carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions to form a carbonylation product comprising acetic acid and one or more oxidizable impurities; and contacting at least a portion of the carbonylation product or a derivative thereof with an adsorbent at adsorption conditions to provide a purified product comprising a reduced concentration of at least one of the one or more oxidizable impurities relative to a concentration thereof in the at least a portion of the carbonylation product or the derivative thereof. A system for carrying out the method is also provided.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 53/00 - Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
26.
REMOVAL OF PERMANGANATE REDUCING COMPOUNDS FROM INTERMEDIATE GAA PROCESS STREAMS
A method of producing acetic acid, the method comprising: reacting methanol and/or methanol derivatives with carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions to form, a carbonylation product comprising acetic acid and one or more oxidizable impurities; and contacting at least a portion of the carbonylation product or a derivative thereof with an adsorbent at adsorption conditions to provide a purified product comprising a reduced concentration of at least one of the one or more oxidizable impurities relative to a concentration thereof in the at least a portion of the carbonylation product or the derivative thereof. A system for carrying out the method is also provided.
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
Electrodeionization apparatuses, systems including a reactor system and an electrodeionization system, and methods of purifying acetic acid are provided herein. In some embodiments, the electrodeionization apparatus includes an anode, and three spaced apart membranes located between the anode and the cathode: a first cation exchange membrane, a first anion exchange membrane, a second cation exchange membrane, defining: a first electrode rinse passage between the anode and the first cation exchange membrane, a first concentrate passage between the first cation exchange membrane and the first anion exchange membrane, a feed stream passage located between the first anion exchange membrane and the second cation exchange membrane, and a second electrode rinse passage between the second cation exchange membrane and the cathode. In some embodiments, the electrodeionization apparatus also includes at least one propionate -selective ion exchange resin wafer within the feed stream passage.
B01D 61/48 - Apparatus therefor having one or more compartments filled with ion-exchange material
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
28.
Method and apparatus for wafer enhanced electrodeionization of acid streams
Electrodeionization apparatuses, systems including a reactor system and an electrodeionization system, and methods of purifying acetic acid are provided herein. In some embodiments, the electrodeionization apparatus includes an anode, and three spaced apart membranes located between the anode and the cathode: a first cation exchange membrane, a first anion exchange membrane, a second cation exchange membrane, defining: a first electrode rinse passage between the anode and the first cation exchange membrane, a first concentrate passage between the first cation exchange membrane and the first anion exchange membrane, a feed stream passage located between the first anion exchange membrane and the second cation exchange membrane, and a second electrode rinse passage between the second cation exchange membrane and the cathode. In some embodiments, the electrodeionization apparatus also includes at least one propionate-selective ion exchange resin wafer within the feed stream passage.
B01D 61/48 - Apparatus therefor having one or more compartments filled with ion-exchange material
B01D 69/02 - Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or propertiesManufacturing processes specially adapted therefor characterised by their properties
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
The present disclosure provides for a method for measuring the concentration of one or more components in a feed stream or reactor mixture of a process for producing acetic acid by both infrared and Raman spectroscopic analyses. In some embodiments, at least one feed stream comprising water is adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
The present disclosure provides for a method for measuring the concentration of one or more components in a feed stream or reactor mixture of a process for producing acetic acid by both infrared and Raman spectroscopic analyses. In some embodiments, at least one feed stream comprising water is adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
The present disclosure provides for a method for measuring the concentration of one or more components in a reactor or a separation unit of an acetic acid process by Raman spectroscopic analyses. In some embodiments, the conditions in the reactor or in any subsequent step of the acetic acid production process are adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Disclosed is a supported catalyst for the preparation of vinyl acetate monomer, a process for preparing the supported catalyst in tablet or pellet form, and a catalytic process for the manufacturing vinyl acetate using the supported catalyst. Specifically, it is shown that catalyst performance shows a strong dependence on the crush strength of the tableted or pelletized alumina support used in the process to make the catalyst, and that the crash strength of the catalyst is closely related to the porosity of the support. Catalyst activity and selectivity can be enhanced by tailoring the crush strength of the support. The alumina support of the catalyst is in tablet or pellet form and exhibits an average crush strength of greater than 8 Ibf/mm (35.6 N/mm) and less than 12 Ibf/mm (53.4 N/mm) and a pore volume of between 0.25 mL/g and 0.35 mL/g.
C07C 67/055 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
B01J 31/04 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
33.
HIGH PORE VOLUME ALUMINA SUPPORTED CATALYST FOR VINYL ACETATE MONOMER (VAM) PROCESS
Disclosed is a supported catalyst for the preparation of vinyl acetate monomer (VAM), a process for preparing a catalyst comprising an extruded alumina support, and a catalytic process for the manufacturing vinyl acetate using the supported catalyst. Specifically, it is shown that for activated palladium-gold VAM catalysts prepared using extruded alumina supports, enhanced performance is demonstrated with increased pore volume of the support, and the gas hourly space velocity (GHSV, hr-1), which was found to significantly increase the space time yield as GHSV increased as compared to the non-extruded alumina supported catalysts.
C07C 67/055 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
B01J 31/04 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
Disclosed is a supported catalyst for the preparation of vinyl acetate monomer, a process for preparing the supported catalyst in tablet or pellet form, and a catalytic process for the manufacturing vinyl acetate using the supported catalyst. Specifically, it is shown that catalyst performance shows a strong dependence on the crush strength of the tableted or pelletized alumina support used in the process to make the catalyst, and that the crush strength of the catalyst is closely related to the porosity of the support. Catalyst activity and selectivity can be enhanced by tailoring the crush strength of the support.
B01J 31/04 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
B01J 37/18 - Reducing with gases containing free hydrogen
C07C 67/055 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
B01J 37/18 - Reducing with gases containing free hydrogen
C07C 67/055 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
The present disclosure provides for a method for measuring the concentration of one or more components in a reactor or a separation unit of an acetic acid process by Raman spectroscopic analyses. In some embodiments, the conditions in the reactor or in any subsequent step of the acetic acid production process are adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing carboxylic acid are included herein. The processes include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product including acetic acid and one or more components selected from acetaldehyde, formic acid and combinations thereof, wherein the liquid reaction medium includes: a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; and water in a water concentration in a range of 1 wt. % to 14 wt. % based on the total weight of the liquid reaction medium; and contacting at least a portion of the carbonylation product or a derivative thereof with an adsorbent at adsorption conditions sufficient to selectively reduce a concentration of one or more components present in the carbonylation product, wherein the adsorbent includes a silicoaluminophosphate (SAPO).
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
B01D 15/08 - Selective adsorption, e.g. chromatography
The present technology discloses processes for producing carboxylic acid. In some embodiments, the processes include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product, including acetic acid and acetaldehyde. The liquid reaction medium may include a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; and water in a water concentration in a range of 1 wt. % to 14 wt. % based on the total weight of the liquid reaction medium. In certain embodiments, the processes comprise contacting at least a portion of the carbonylation product or a derivative thereof with a micro-porous material such as a silicoaluminophosphate (SAPO) to selectively convert at least a portion of the acetaldehyde to crotonaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 45/74 - Preparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by reactions not involving the formation of C=O groups by isomerisationPreparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by reactions not involving the formation of C=O groups by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing C=O groups with the same or other compounds containing C=O groups combined with dehydration
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
39.
SELECTIVE REMOVAL OF IMPURITIES IN ACETIC ACID PRODUCTION PROCESSES
Processes for producing carboxylic acid are included herein. The processes include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product including acetic acid and one or more components selected from acetaldehyde, formic acid and combinations thereof, wherein the liquid reaction medium includes: a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; and water in a water concentration in a range of 1 wt.% to 14 wt.% based on the total w eight of the liquid reaction medium; and contacting at least a portion of the carbonylation product or a derivative thereof with an adsorbent at adsorption conditions sufficient to selectively reduce a concentration of one or more components present in the carbonylation product, wherein the adsorbent includes a silicoaluminophosphate (SAPO).
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
The present technology discloses processes for producing carboxylic acid. In some embodiments, the processes include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product, including acetic acid and acetaldehyde. The liquid reaction medium may include a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; and water in a water concentration in a range of 1 wt.% to 14 wt.% based on the total weight of the liquid reaction medium. In certain embodiments, the processes comprise contacting at least a portion of the carbonylation product or a derivative thereof with a micro-porous material such as a silicoaiuminophosphate (SAPO) to selectively convert at least a portion of the acetaldehyde to crotonaldehyde.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
C07C 51/487 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification
Processes for producing carboxylic acid are included herein. The processes include contacting an alcohol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product including the carboxylic acid and recovering the carboxylic acid from the carbonylation product. The liquid reaction medium may include a carbonylation catalyst selected from rhodium catalysts, indium catalysts and palladium catalysts; water in a water concentration ranging from 1 wt.% to 14 wt.% based on the total liquid reaction medium weight; and an additive, one or more in situ generated derivatives of the additive or combinations thereof, wherein the additive includes one or more salts of one or more compounds, each compound including at least one ammo group and at least one acid group, the at least one acid group capable of forming an alkali metal salt.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing carboxylic acid are included herein. The processes include contacting an alcohol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product including the carboxylic acid and recovering the carboxylic acid from the carbonylation product. The liquid reaction medium may include a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; water in a water concentration ranging from 1 wt. % to 14 wt. % based on the total liquid reaction medium weight; and an additive, one or more in situ generated derivatives of the additive or combinations thereof, wherein the additive includes one or more salts of one or more compounds, each compound including at least one amino group and at least one acid group, the at least one acid group capable of forming an alkali metal salt.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
43.
Catalyst stability and corrosion prevention in acetic acid production process
40, wherein H is hydrogen, M is selected from tungsten and molybdenum, X is selected from phosphorous and silicon and O is oxygen and n is 3 or 4, the metal salts are selected from transition metal salts, lanthanide metal salts and combinations thereof; and recovering acetic acid from the process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
The present disclosure relates to methods of removing halides from a reactor effluent comprising treating the halide containing carbonylation product with a resin or material comprising a metal ion with a metal loading of greater than 15 wt % are provided herein. In some aspects, the methods involve treating the halide containing carbonylation product with a silver loaded resin which comprises a loading of greater than 15 wt % of silver to remove inorganic or organic halides.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
B01J 47/06 - Column or bed processes during which the ion-exchange material is subjected to a physical treatment, e.g. heat, electric current, irradiation or vibration
B01J 41/14 - Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
45.
SILVER LOADED HALIDE REMOVAL RESINS FOR TREATING HALIDE CONTAINING SOLUTIONS
The present disclosure relates to methods of removing halides from a reactor effluent comprising treating a halide containing carbonylation product with a resin or material comprising a metal ion with a metal loading of greater than 15 wt%. In some aspects, the methods involve treating the halide containing carbonylation product with a silver loaded resin which comprises a loading of greater than 15 wt% of silver to remove inorganic or organic halides.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
The present disclosure relates to methods of removing halides from a reactor effluent comprising treating a halide containing carbonylation product with a resin or material comprising a metal ion with a metal loading of greater than 15 wt%. In some aspects, the methods involve treating the halide containing carbonylation product with a silver loaded resin which comprises a loading of greater than 15 wt% of silver to remove inorganic or organic halides.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/47 - SeparationPurificationStabilisationUse of additives by solid-liquid treatmentSeparationPurificationStabilisationUse of additives by chemisorption
The present disclosure provides for a method for measuring the concentration of one or more components in the reactor or a separation unit of an acetic acid process by both infrared and Raman spectroscopic analyses. In some embodiments, the conditions in the reactor or in any subsequent step of the acetic acid production process are adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
G01N 21/3577 - Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light for analysing liquids, e.g. polluted water
G01N 21/35 - Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light
The present disclosure provides for a method for measuring the concentration of one or more components in the reactor or a separation unit of an acetic acid process by both infrared and Raman spectroscopic analyses. In some embodiments, the conditions in the reactor or in any subsequent step of the acetic acid production process are adjusted in response to the measured concentration of one or more components.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
The present technology relates to the production and recovery of acetic acid. The recovery processes may include providing a first process stream including acetic acid and greater than 250 ppm of propionic acid; separating at least a portion of the propionic acid from the acetic acid within the first process stream to provide an acetic acid stream including acetic acid and less than 250 ppm of propionic acid and a bottoms stream including propionic acid and acetic acid; reacting the bottoms stream to form a product stream including components of respectively lower boiling points than corresponding components in the bottoms stream; and separating components of the product stream to form an overhead stream including one or more acetates and a bottoms stream including one or more propionates.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
B01J 31/02 - Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
C07C 51/493 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification whereby carboxylic acid esters are formed
The present technology relates to the production and recovery of acetic acid. The recovery processes may include providing a first process stream including acetic acid and greater than 250 ppm of propionic acid; separating at least a portion of the propionic acid from the acetic acid within the first process stream to provide an acetic acid stream including acetic acid and less than 250 ppm of propionic acid and a bottoms stream including propionic acid and acetic acid; reacting the bottoms stream to form a product stream including components of respectively lower boiling points than corresponding components in the bottoms stream; and separating components of the product stream to form, an overhead stream including one or more acetates and a bottoms stream including one or more propionates.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/493 - SeparationPurificationStabilisationUse of additives by treatment giving rise to chemical modification whereby carboxylic acid esters are formed
The present technology relates to a rhodium catalyzed carbonylation process of alcohols, ethers, and esters in the presence of phosphine oxide and ruthenium additives to produce carboxylic acids. In some embodiments, the technology provides for an improved method of preparing acetic acid from methyl acetate or methanol using a rhodium catalyst with a phosphine oxide and a ruthenium additive.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
The present technology relates to a rhodium catalyzed carbonylation process of alcohols, ethers, and esters in the presence of phosphine oxide and ruthenium additives to produce carboxylic acids. In some embodiments, the technology provides for an improved method of preparing acetic acid from methyl acetate or methanol using a rhodium catalyst with a phosphine oxide and a ruthenium additive.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
53.
USE OF PHOSPHATE SALTS IN THE PRODUCTION OF CARBOXYLIC ACIDS
The use of a metal phosphate compound in a transition metal catalyzed carbonylation reaction to increase the rate of carbonvlation reaction is provided. In some aspects, the metal phosphate compound is used in conjunction with a rhodium catalyzed carbonylation process for producing glacial acetic acid including a carbonylation method which comprises Lil.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing acetic acid are presented herein. One or more embodiments include processes for controlling downstream water concentration in acetic acid production process including contacting methanol and carbon monoxide in the presence of a reaction medium under carbonylation conditions sufficient to form a carbonvlation product including acetic acid, wherein the reaction medium includes a carbonylation catalyst, water in an upstream water concentration of from 1 wt.% to 14 wt.% water, and a tertiary phosphine oxide; recovering acetic acid from the carbonylation product: and controlling a downstream water concentration by determining a target water concentration and introducing the tertiary phosphine oxide to the reaction medium at a rate, basicity, concentration or combination thereof sufficient to provide a downstream water concentration within 1 wt.% of the target water concentration.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
Processes for producing acetic acid are presented herein. One or more embodiments include processes for controlling downstream water concentration in acetic acid production process including contacting methanol and carbon monoxide in the presence of a reaction medium under carbonylation conditions sufficient to form a carbonylation product including acetic acid, wherein the reaction medium includes a carbonylation catalyst, water in an upstream water concentration of from 1 wt. % to 14 wt. % water, and a tertiary phosphine oxide; recovering acetic acid from the carbonylation product; and controlling a downstream water concentration by determining a target water concentration and introducing the tertiary phosphine oxide to the reaction medium at a rate, basicity, concentration or combination thereof sufficient to provide a downstream water concentration within 1 wt. % of the target water concentration.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
56.
IMPROVED WATER CONTROL IN ACETIC ACID PRODUCTION PROCESSES
Processes for producing acetic acid are presented herein. One or more embodiments include processes for controlling downstream water concentration in acetic acid production process including contacting methanol and carbon monoxide in the presence of a reaction medium under carbonylation conditions sufficient to form a carbonvlation product including acetic acid, wherein the reaction medium includes a carbonylation catalyst, water in an upstream water concentration of from 1 wt.% to 14 wt.% water, and a tertiary phosphine oxide; recovering acetic acid from the carbonylation product: and controlling a downstream water concentration by determining a target water concentration and introducing the tertiary phosphine oxide to the reaction medium at a rate, basicity, concentration or combination thereof sufficient to provide a downstream water concentration within 1 wt.% of the target water concentration.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
C07C 51/50 - Use of additives, e.g. for stabilisation
57.
IMPROVED CATALYST STABILITY AND CORROSION PREVENTION IN ACETIC ACID PRODUCTION PROCESS
Processes for producing acetic acid herein generally include contacting methanol and carbon monoxide in the presence of a reaction medium under carbonylation conditions sufficient to form acetic acid, the reaction medium including a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; from 1 wt.% to 14 wt.% water; and a plurality of additives, in-situ generated derivatives of the plurality of additives or combinations thereof; the plurality of additives including a first additive including one or more phosphine oxides and a second additive selected from heteropolyacids, metal salts and combinations thereof, the heteropolyacids represented by the formula HnM12XO40 wherein H is hydrogen, M is selected from tungsten and molybdenum, X is selected from phosphorous and silicon and O is oxygen and n is 3 or 4, the metal salts are selected from transition metal salts, lanthanide metal salts and combinations thereof; and recovering acetic acid from the process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
40, wherein H is hydrogen, M is selected from tungsten and molybdenum, X is selected from phosphorous and silicon and O is oxygen and n is 3 or 4, the metal salts are selected from transition metal salts, lanthanide metal salts and combinations thereof; and recovering acetic acid from the process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing acetic acid and determining corrosion therein are described herein. The processes generally include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form acetic acid, wherein the liquid reaction medium includes: a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; from 1 wt. % to 14 wt. % water; and one or more, in-situ generated derivatives of the one or more additives and combinations thereof; wherein the one or more additives are independently selected from non-benzoyl containing pentavalent phosphine oxides, compound mixtures of at least four phosphine oxides and pentavalent aryl or alkaryl phosphine oxides including one or more benzoyl groups; and recovering acetic acid from the process.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Processes for producing acetic acid and determining corrosion therein are described herein. The processes generally include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form acetic acid, wherein the liquid reaction medium includes: a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; from 1 wt.% to 14 wt.% water; and one or more, in-situ generated derivatives of the one or more additives and combinations thereof; wherein the one or more additives are independently selected from non-benzoyl containing pentavalent phosphine oxides, compound mixtures of at least four phosphine oxides and pentavalent aryl or alkaryl phosphine oxides including one or more benzoyl groups; and recovering acetic acid from the process.
C07C 51/15 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis
Processes for producing acetic acid and determining corrosion therein are described herein. The processes generally include contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form acetic acid, wherein the liquid reaction medium includes: a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; from 1 wt.% to 14 wt.% water; and one or more, in-situ generated derivatives of the one or more additives and combinations thereof; wherein the one or more additives are independently selected from non-benzoyl containing pentavalent phosphine oxides, compound mixtures of at least four phosphine oxides and pentavalent aryl or alkaryl phosphine oxides including one or more benzoyl groups; and recovering acetic acid from the process.
C07C 51/15 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis
C07C 51/573 - SeparationPurificationStabilisationUse of additives
A system and method for removing acctaldchydc from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, and contacting the solution with an ion-exchange resin and/or liquid catalyst.
A system and method for removing acctaldchydc from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, and contacting the solution with an ion-exchange resin and/or liquid catalyst.
A system and method for removing acetaldehyde from an acetic acid system, including providing a solution from the acetic acid system, the stream having methyl iodide and acetaldehyde, and contacting the solution with an ion-exchange resin and/or liquid catalyst.
A method for removing hydrocarbon impurities from an acetic acid production intermediate is disclosed. The method comprises extracting the intermediate with a hydrocarbon extracting agent. The extraction is preferably performed with the alkane distillation bottom stream which comprises methyl iodide, acetic acid, and hydrocarbon impurities. The extraction forms a light phase which comprises the hydrocarbon impurity and the extracting agent and a heavy phase which comprises methyl iodide and acetic acid. The extraction heavy phase is optionally recycled to the alkane distillation or to the carbonylation reaction.
C07C 51/42 - SeparationPurificationStabilisationUse of additives
C07C 51/14 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
A process for producing acetic acid includes: obtaining hydrogen iodide in an acetic acid production system; and continually introducing a complexing agent into the system, wherein the complexing agent and hydrogen iodide interact to form a complex.
A process for producing acetic acid includes: obtaining hydrogen iodide in an acetic acid production system; and continually introducing a complexing agent into the system, wherein the complexing agent and hydrogen iodide interact to form a complex.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/50 - Use of additives, e.g. for stabilisation
The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is facilitated and expedited by forming a liquid mixture (D) which has a water content of at most 10% by weight, based on the weight of the liquid mixture, an acetic acid content of at least 10% by weight, based on the weight of the liquid mixture, and a weight ratio of methyl iodide to methyl acetate of at least 1.5:1, and partitioning the liquid mixture at a temperature of from 0 to 35° C.
C07C 51/42 - SeparationPurificationStabilisationUse of additives
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is improved by forming a liquid mixture (D) which has a water content of at most 20% by weight, based on the weight of the liquid mixture, and a weight ratio of acetic acid to water of at least 1 :1, and partitioning the liquid mixture by providing for an alkane(s) content of D of from 0.1 to 15% by weight, based on the weight of D, to obtain a light, aqueous phase and a heavy, organic phase.
C07C 51/235 - Preparation of carboxylic acids or their salts, halides, or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
C07C 51/42 - SeparationPurificationStabilisationUse of additives
C07C 51/50 - Use of additives, e.g. for stabilisation
The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is facilitated and expedited by forming a liquid mixture (D) which has a water content of at most 10% by weight, based on the weight of the liquid mixture, an acetic acid content of at least 10% by weight, based on the weight of the liquid mixture, and a weight ratio of methyl iodide to methyl acetate of at least 1.5: 1, and partitioning the liquid mixture at a temperature of from 0 to 35°C.
C07C 51/235 - Preparation of carboxylic acids or their salts, halides, or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
C07C 51/50 - Use of additives, e.g. for stabilisation
The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is facilitated and expedited by forming a liquid mixture (D) which has a water content of at most 10% by weight, based on the weight of the liquid mixture, an acetic acid content of at least 10% by weight, based on the weight of the liquid mixture, and a weight ratio of methyl iodide to methyl acetate of at least 1.5: 1, and partitioning the liquid mixture at a temperature of from 0 to 35°C.
C07C 51/235 - Preparation of carboxylic acids or their salts, halides, or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
C07C 51/50 - Use of additives, e.g. for stabilisation
The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is improved by forming a liquid mixture (D) which has a water content of at most 20% by weight, based on the weight of the liquid mixture, and a weight ratio of acetic acid to water of at least 1 :1, and partitioning the liquid mixture by providing for an alkane(s) content of D of from 0.1 to 15% by weight, based on the weight of D, to obtain a light, aqueous phase and a heavy, organic phase.
C07C 51/235 - Preparation of carboxylic acids or their salts, halides, or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
C07C 51/42 - SeparationPurificationStabilisationUse of additives
C07C 51/50 - Use of additives, e.g. for stabilisation
2) by introducing to the flash zone separately from the withdrawn part of the reaction mixture (A) an alkylimidazole and forming the alkylimidazolium iodide in situ by reacting the alkylimidazole with the hydrogen iodide or the methyl iodide.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
A method for determining the characteristic of one or more components in a step of an acetic acid production process using Raman spectroscopy. The process includes providing a feed stream comprising multiple components to a separations unit, one of the components being acetic acid, the separations unit separating the feed stream into two or more exit streams having a different composition from one another, and measuring a characteristic of one or more of the components by Raman spectroscopic analysis.
B01J 19/00 - Chemical, physical or physico-chemical processes in generalTheir relevant apparatus
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
A method for determining the characteristic of one or more components in a step of an acetic acid production process using Raman spectroscopy. The process includes providing a feed stream comprising multiple components to a separations unit, one of the components being acetic acid, the separations unit separating the feed stream into two or more exit streams having a different composition from one another, and measuring a characteristic of one or more of the components by Raman spectroscopic analysis.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Disclosed is a method for controlling a vinyl acetate production process. The method comprises reacting ethylene, acetic acid, and an oxygen-containing gas in the presence of a catalyst in a reactor to produce vinyl acetate, measuring the concentration of a component involved in or associated with the reaction and/or any of the subsequent steps by Raman spectroscopic analysis, and adjusting the conditions in the reactor or in any of the subsequent steps in response to the measured concentration of the component to achieve a proper control of the reaction or any of the subsequent steps.
Disclosed is a method for controlling a vinyl acetate production process. The method comprises reacting ethylene, acetic acid, and an oxygen-containing gas in the presence of a catalyst in a reactor to produce vinyl acetate, measuring the concentration of a component involved in or associated with the reaction and/or any of the subsequent steps by Raman spectroscopic analysis, and adjusting the conditions in the reactor or in any of the subsequent steps in response to the measured concentration of the component to achieve a proper control of the reaction or any of the subsequent steps.
C07C 67/055 - Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
B01J 8/24 - Chemical or physical processes in general, conducted in the presence of fluids and solid particlesApparatus for such processes with fluidised particles according to "fluidised-bed" technique
Disclosed is a method for controlling an acetic acid production process. The method comprises: (i) reacting methanol and carbon monoxide in the presence of a carbonylation catalyst, a catalyst stabilizer, methyl iodide, water, and methyl acetate to produce a reactor mixture which comprises the catalyst, the catalyst stabilizer, methanol, carbon monoxide, carbon dioxide, methyl iodide, methyl acetate, water, and acetic acid; (ii) measuring the concentration of a component of the reactor mixture by Raman spectroscopic analysis; and (iii) adjusting the component concentration in the reactor mixture in response to the measured concentration. The method of the invention is particularly useful for measuring and controlling the concentration of carbon monoxide in the reactor liquid mixture.
C07C 13/08 - Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a five-membered ring
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Disclosed is a method for controlling an acetic acid production process. The method comprises: (i) reacting methanol and carbon monoxide in the presence of a carbonylation catalyst, a catalyst stabilizer, methyl iodide, water, and methyl acetate to produce a reactor mixture which comprises the catalyst, the catalyst stabilizer, methanol, carbon monoxide, carbon dioxide, methyl iodide, methyl acetate, water, and acetic acid; (ii) measuring the concentration of a component of the reactor mixture by Raman spectroscopic analysis; and (iii) adjusting the component concentration in the reactor mixture in response to the measured concentration. The method of the invention is particularly useful for measuring and controlling the concentration of carbon monoxide in the reactor liquid mixture.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
81.
CONTROLLING DECANTER PHASE SEPARATION OF ACETIC ACID PRODUCTION PROCESS
Disclosed is a method for controlling the decanter phase separation of an acetic acid production by methanol carbonylation. The method comprises measuring the methyl acetate concentration of the reactor mixture, calculating the density of the decanter heavy, organic phase according to the measured methyl acetate concentration, and adjusting the conditions in the reactor or in the decanter to ensure phase separation of the decanter.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
C07C 51/48 - SeparationPurificationStabilisationUse of additives by liquid-liquid treatment
Disclosed is a method for controlling the decanter phase separation of an acetic acid production by methanol carbonylation. The method comprises measuring the methyl acetate concentration of the reactor mixture, calculating the density of the decanter heavy, organic phase according to the measured methyl acetate concentration, and adjusting the conditions in the reactor or in the decanter to ensure phase separation of the decanter.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
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.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
A method for preparing a palladium-gold catalyst containing a titania extrudate is disclosed. The titania extrudate is produced by using a carboxyalkyl cellulose and a hydroxyalkyl cellulose as extrusion aids. The titania extrudate has improved processibility and/or mechanical properties. After calcination, the extrudate is used as a carrier for the palladium-gold catalyst. After calcination, the in producing vinyl acetate by oxidizing ethylene with oxygen in the presence of acetic acid.
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.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/44 - SeparationPurificationStabilisationUse of additives by change of the physical state, e.g. crystallisation by distillation
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.
A method for removing hydrocarbon impurities from acetic acid is disclosed. The method comprises extracting acetic acid with a hydrophilic imidazolium salt. The imidazolium salt preferably has the general structure of
6 hydrocarbon substitutes. The method is useful for removing hydrocarbon impurities from the alkane distillation bottoms stream of a methanol carbonylation process.
A method for removing hydrocarbon impurities from an acetic acid production intermediate is disclosed. The method comprises extracting the intermediate with a hydrocarbon extracting agent. The extraction is preferably performed with the alkane distillation bottom stream which comprises methyl iodide, acetic acid, and hydrocarbon impurities. The extraction forms a light phase which comprises the hydrocarbon impurity and the extracting agent and a heavy phase which comprises methyl iodide and acetic acid. The extraction heavy phase is optionally recycled to the alkane distillation or to the carbonylation reaction.
A method for removing hydrocarbon impurities from an acetic acid production process is disclosed. The method comprises distilling at least a portion of the heavy organic phase from the decanter of the acetic acid production process into a vapor stream comprising the majority of methyl iodide (i.e., over 50% of the methyl iodide from the heavy organic phase) and a bottoms stream comprising the majority of acetic acid, methyl acetate, methyl iodide and the hydrocarbon impurity (i.e., over 50% of each of the components from the heavy organic phase); extracting the bottoms stream with water, an acetic acid aqueous solution, or with a methanol aqueous solution to form an organic phase comprising the majority of the hydrocarbon impurity (over 50% of the hydrocarbon impurity from the bottom stream) and an aqueous phase comprising the majority of methyl iodide (over 50% of the methyl iodide from the bottoms stream); and recycling the aqueous phase to the carbonylation reaction.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Disclosed is a method for removing aldehyde impurities from a methyl acetate supply. The method comprises reacting the methyl acetate supply with a polyol and converting the aldehyde impurities to cyclic acetals. The acetals are subsequently removed from the methyl acetate supply by, e.g., distillation. The purified methyl acetate supply is used for carbonylation to produce acetic acid.
An extrudate comprising an inorganic oxide and a comb-branched polymer is disclosed. The calcined extrudates are useful catalysts or catalyst supports. A palladium-gold catalyst prepared with a calcined titania extrudate of the invention is useful in making vinyl acetate from ethylene, acetic acid, and oxygen or oxygen-containing gas. A calcined transition metal zeolite extrudate of the invention is used as a catalyst in oxidizing organic compounds with hydrogen peroxide. Incorporation of a comb-branched polymer improves the mechanical properties of inorganic oxide extrudates.
A method for removing aldehyde impurities from acetic acid is disclosed. The method comprises extracting the aldehyde impurities from a methyl iodide solution such as the decanter heavy phase with a polyol. After the aldehyde impurities are removed, the methyl iodide heavy phase can be recycled to the carbonylation.
C07C 51/12 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
C07C 51/14 - Preparation of carboxylic acids or their salts, halides, or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
C07C 51/42 - SeparationPurificationStabilisationUse of additives
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.
A new method for preparing supported palladium-gold catalysts is disclosed. The method comprises sulfating a titanium dioxide support, calcining the sulfated support, impregnating the calcined support with a palladium salt, a gold salt, and an alkali metal or ammonium compound, calcining the impregnated support, and reducing the calcined support. The resultant supported palladium-gold catalysts have increased activity and stability in the acetoxylation.
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.
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