The Standard Oil Company

Ineos USA LLC

Other

Mark C Cesa

James D Burrington

Robert A Dubbert

James E Rinz

Sandra L Denman

Teodora T Kopp

Mark R Bruce

Sanjay Purushottam Godbole

Marco Pagnotta

Gilles Klopman

Robert K Grasselli

Dev D Suresh

Michael J Seely

Anne M Graham

Maria Strada Friedrich

Thomas G Attig

Eric J Moore

Dean T Tsou

Paul A Jacobson

Albert R Shuki

Marc W Blackman

Richard Lee Wappelhorst

Michael Keith Hagans

David R Bender

Tai C Yang

Robert D Boyer, Jr

Wei-Jen Kung

A process of producing HPLC grade acetonitrile (UV cutoff&#x3c;190) comprising a multistep distillation under reflux conditions followed by acidic ion exchange resin treatment to remove essentially all impurities from the acetonitrile.

Purification of acetonitrile by a distillative recovery/ion exchange resin treatment process

A process for the recovery of acrylonitrile or methacrylonitrile from an aqueous solution comprising subjecting the said solution to a water extractive distillation by feeding the solution to a distillation column and performing said extractive distillation and using solvent water introduced at the top of said column, removing a first overhead vapor stream of acrylonitrile or methacrylonitrile with some water from the top of the column, and a first liquid stream containing water and impurities from the bottom of the column, the contents of said column maintained at a substantially neutral pH by adding a sufficient amount of at least one alkaline compound selected from ammonium carbonate, ammonium bicarbonate, ammonium carbamate, and alkylene diamines to the overhead decanter and/or to the solvent water.

Process for recovering acrylonitrile or methacrylonitrile

A process for the recovery of oxazole comprising contacting a mixture comprising oxazole and acetonitrile with an acid to form an acid salt of oxazole; separating acid salt of the oxazole from the mixture; and neutralizing the acid salt of oxazole separated from the mixture to release oxazole.

Process for the recovery of oxazole

A process for upgrading aqueous acrylonitrile waste streams containing organic material comprising atomizing an acrylonitrile waste water stream containing organic material, introducing the atomized acrylonitrile waste water stream at a temperature below the decomposition temperature of the organics present in the waste water stream, into a reaction zone containing a catalyst and at least one reactant gas, reacting the atomized waste water stream and reactant gas in the presence of the catalyst to convert at least some of the organics in the waste water stream into at least one compound selected from the group consisting of acetonitrile, hydrogen cyanide and acrylonitrile.

Oxidation and ammoxidation of acrylonitrile process waste water organics

A process which comprises contacting and catalytically reacting under essentially anhydrous conditions in the liquid phase an amide with a nitrile according to the equation:

Method for converting amides to nitriles and nitriles to amides

This invention relates to acetonitrile purification via an adsorption-based process. The process comprises pretreating the acetonitrile containing organic impurities such as unsaturated nitriles with a solid reagent to selectively convert the unsaturated nitriles into products more easily removed and passing the treated acetonitrile through a series of adsorbent beds to remove the resulting products and other impurities present from the acetonitrile.

Acetonitrile purification via an adsorption-based process

Disclosed is a process for making an .alpha.-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid which comprises (1) hydrocarboxylating an enol acylate, which has a chiral C atom that is essentially all L or all D, with CO and water or an organic hydroxyl compound, thereby producing a reaction mixture containing diastereomeric .alpha.-acyloxy acids or esters having two chiral centers and having essentially no enantiomeric pairs, (2) separating the diastereomers by conventional physical means and (3) hydrolyzing at least one of said separated diastereomers to make at least the .alpha.-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid. Also disclosed is a process for making an .alpha.-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid which comprises (1) hydrocarboxylating an enol acylate, the enol portion of which has a chiral C atom that is essentially all L or all D, with CO and water or an organic hydroxyl compound, thereby producing a reaction mixture containing diastereomeric .alpha.-acyloxy acids or esters having two chiral centers and having essentially no enantiomeric pairs, (2) hydrolyzing the product of (1) to make a diastereomeric mixture containing .alpha.-hydroxy acids, and (3) separating by conventional physical means from the product of (2) at least one .alpha.-hydroxy acid which is essentially all L or all D with respect to the chiral C atom bonded to the carboxy group of said acid.

Making optically active alpha-hydroxy acids or precursors

A method of producing stabilized crude acetonitrile (i.e. acetonitrile which has been treated to substantially eliminate polymerization of the acetonitrile upon vaporization) which comprises mixing crude acetonitrile, a strong base and aldehyde together, heating to the reflux temperature of the mixture to stabilize the crude acetonitrile and recovering the stabilize acetonitrile. This stabilized acetonitrile is utilized to manufacture hydrogen cyanide.

Method for stabilization of crude acetonitrile as oxidation or

A process of producing hydrogen cyanide from crude acetonitrile comprising contacting the crude acetonitrile with an ammoxidation catalyst at an elevated temperature in the presence of an oxygen containing gas and ammonia. Preferably, the process is performed in the absence of propylene.

HCN by catalytic ammoxidation of crude acetonitrile

Disclosed is a method which comprises introducing into a reaction zone a feed which comprises a hydroxyl compound reactant, R'OH at least one amide reactant selected from R--CONH.sub.2 and R--CONHR', and a Lewis base as catalyst, thereby reacting R'OH with said amide reactant to produce a reaction mixture containing at least one disubstituted amide selected from R--CONR'.sub.2 and R--CONR'R', wherein

Synthesis of N-disubstituted amides by reaction of amides with certain

Disclosed is a method which comprises the reaction in a reaction zone of a nitrile, RCN, with a hydroxyl compound, R'OH, in the presence of water introduced into the reaction zone in the amount of more than 0.15 mole and up to 10 moles, per mole of RCN introduced to the reaction zone, thereby producing a reaction mixture containing at least one amide selected from R--CONHR' and R--CON(R').sub.2, wherein each of R and R' contains no acetylenic unsaturation and 1 to 30 carbon atoms, each of R and R' is independently selected from a hydrocarbyl group and a hydrocarbyl group that is substituted with a group selected from cyano, carbamoyl, hydrocarbylcarbamoyl, dihydrocarbylcarbamoyl, and hydroxyl, and said reaction is effected in the presence of said water (1) without any catalyst for said reaction being introduced into said reaction zone or (2) with a catalyst being introduced into said reaction zone selected from elements of Groups 6, 8, 9, 10, 11 and 12, the elements Zr, V, Mn, Si, Al, Sn, Pb, Sb, and Bi; oxides, peroxides, sulfides, oxyhalogen compounds, hydroxides, and salts of inorganic acids of any one of the foregoing elements; and mixtures of any of the foregoing.

Water-promoted synthesis of amides from nitriles and alcohols

Disclosed is a method which comprises the reaction in a reaction zone of a nitrile, RCN, with a hydroxyl compound, R'OH, in the presence of a Lewis base as catalyst introduced into the reaction zone, thereby producing a reaction mixture containing at least one amide selected from R--CONHR' and R--CON(R').sub.2, wherein

Synthesis of N-substituted amides by condensation of nitriles with

Disclosed is a method which comprises the reaction in a reaction zone of a nitrile, RCN, with a hydroxyl compound, R'OH, in the presence of an inorganic catalyst introduced into the reaction zone, thereby producing a reaction mixture containing at least one amide selected from R--CONHR' and R--CON(R').sub.2, wherein

Disclosed is a method which comprises introducing into a reaction zone a feed which comprises a hydroxyl compound reactant, R'OH, at least one amide reactant selected from R-CONH.sub.2 and R-CONHR', and an inorganic catalyst, thereby reacting R'OH with said amide reactant to produce a rection mixture containing at least one disubstituted amide selected from R-CONHR'.sub.2 and R-CONHR'R', wherein

Synthesis of n-disubstituted amides by reaction of amides with certain

Disclosed is a process for making ethylamines by the hydrogenation in a reaction zone of acetonitrile contained in a basic aqueous solution which also contains HCN, which comprises continuously passing hydrogen gas in contact with a flowing stream containing acetonitrile, water and HCN, which stream is in contact with a solid hydrogenation catalyst, wherein the hydrogen contact time is in the range from 0.5 seconds to 20 minutes and the molar ratio of H.sub.2 to acetonitrile charged to said reaction zone is in the range 2-200:1.

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South Euclid, OH, United States of America

Mark C Cesa