Abstract: 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.

Abstract: 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.

Abstract: A method of preparing epoxidation catalysts is disclosed. The method comprises: (a) adding an inorganic siliceous solid to a column to produce a solid-filled column; (b) adding to the solid-filled column a solution comprising titanium tetrachloride and a hydrocarbon solvent to produce a titanium tetrachloride-impregnated solid; and (c) calcining the titanium tetrachloride-impregnated solid at a temperature from 500° C. to 1000° C. to produce the catalyst. The inorganic siliceous solid has a pore volume of at least 0.8 cm3/g.

Abstract: 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.

Abstract: 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.

Abstract: 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.

Abstract: The use of a metal phosphate compound in a transition metal catalyzed carbonylation reaction to increase the rate of carbonylation 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 LiI.

Abstract: Provided herein in is a method of removing phosphorus from a liquid hydrocarbon that includes the steps of (a) contacting the liquid hydrocarbon with an aqueous solution that comprises an oxidizing agent to form a reaction mixture that comprises an aqueous component and a hydrocarbon component, wherein the liquid hydrocarbon comprises at least an alkene(C4-30), and a phosphine(C?30); (b) reacting the oxidizing agent with the phosphine(C?30) to form the corresponding phosphine oxide(C?30); and (c) separating the aqueous component from the hydrocarbon component, thereby removing the phosphine oxide(C?30) from the liquid hydrocarbon.

Abstract: 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.

Abstract: A method of using homogenous rhodium catalysts comprising N-heterocyclic carbene ligands for the hydroformylation of olefins and substituted olefins is provided. In some aspects, the methods provided herein relate to the hydroformylation of allyl alcohol to 4-hydroxybutaldehyde in the presence of a rhodium catalyst which contains one or more N-heterocyclic carbene ligands of the formula: wherein R1, R2, R3, and R4 are defined herein.

Abstract: Method of preparing epoxidation catalysts are disclosed, including methods comprising reacting an inorganic siliceous solid with a metal complex of the formulas: wherein the variables are defined herein.

Abstract: A method of preparing epoxidation catalysts is disclosed. The method comprises: (a) adding an inorganic siliceous solid to a column to produce a solid-filled column; (b) adding to the solid-filled column a solution comprising titanium tetrachloride and a hydrocarbon solvent to produce a titanium tetrachloride-impregnated solid; and (c) calcining the titanium tetrachloride-impregnated solid at a temperature from 500° C. to 1000° C. to produce the catalyst. The inorganic siliceous solid has a pore volume of at least 0.8 cm3/g.

Abstract: 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.

Abstract: A process for producing 4-hydroxybutyraldehyde comprises reacting allyl alcohol with CO/H2 in a reactor in the presence of a catalyst system comprising rhodium complex and trans-1,2-bis[bis(3,5-di-n-alkylphenyl)phosphino]-cyclobutane at a pressure of about 50 psi or lower.

Abstract: Embodiments of the present disclosure include methods of effecting process control in a reaction system for the production of 1,4-butanediol, the method including determining at least one property of a sample from the reaction system using Raman spectroscopy, and adjusting at least one parameter of the reaction system in response to the at least one determined property. Embodiments may also include methods of producing 1,4-butanediol, the method including reacting allyl alcohol with carbon monoxide and hydrogen in the presence of a solvent and a catalyst to produce a reactor fluid, sampling the reaction, determining at least one property of the sample using Raman spectroscopy, and adjusting the reaction in response to the at least one determined property.

Abstract: Embodiments of the present disclosure include methods of effecting process control in a reaction system for the production of 1,4-butanediol, the method including determining at least one property of a sample from the reaction system using Raman spectroscopy, and adjusting at least one parameter of the reaction system in response to the at least one determined property. Embodiments may also include methods of producing 1,4-butanediol, the method including reacting allyl alcohol with carbon monoxide and hydrogen in the presence of a solvent and a catalyst to produce a reactor fluid, sampling the reaction, determining at least one property of the sample using Raman spectroscopy, and adjusting the reaction in response to the at least one determined property.

Abstract: A process for producing 4-hydroxybutyraldehyde comprises reacting allyl alcohol with CO/H2 in a reactor in the presence of a catalyst system comprising rhodium complex and trans-1, 2-bis[bis(3, 5-di-n-alkylphenyl)phosphino]-cyclobutane at a pressure of about 50 psi or lower.

Abstract: A near field communication (NFC) based checkout system comprises an NFC enabled mobile telephone that reads product data from an NFC tag associated with a product. The mobile telephone updates a shopping list when the consumer scans an item. The consumer uploads the shopping list at a payment terminal at the checkout via an NFC link. The payment terminal connects with a price look up (PLU) database and downloads the price data for the items in the shopping list to provide a total price. The payment terminal requests authorization of the total price from the consumer's financial authorization.

Abstract: A process for the production of 4-acetoxybutyraldehyde is described. The process comprises reacting allyl acetate with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst comprising a rhodium complex and a diphosphine. The diphoshine is a substituted or unsubstituted 2,2?-bis(dihydrocarbylphosphino)diphenyl ether. The process gives a high ratio of 4-acetoxybutyraldehyde:3-acetoxy-2-methylpropionaldehyde.

Abstract: A process for the production of 4-acetoxybutyraldehyde is described. The process comprises reacting allyl acetate with a mixture of carbon monoxide and hydrogen in the presence of a solvent and a catalyst comprising a rhodium complex and a diphosphine. The diphoshine is a substituted or unsubstituted 2,2?-bis(dihydrocarbylphosphino)diphenyl ether. The process gives a high ratio of 4-acetoxybutyraldehyde:3-acetoxy-2-methylpropionaldehyde.