Eastman Chemical Company

Andrew James Vetter

David William Norman

Jonathan Michael Penney

Joseph Robert Zoeller

Scott Donald Barnicki

Stephen Neal Falling

Mesfin Ejerssa Janka

Peter Borden Mackenzie

Gerald Charles Tustin

Robert Thomas Hembre

Jeffrey Scott Kanel

Robert Sterling Kline

Venkata Bharat Ram Boppana

Mary Kathleen Moore

Disclosed is a process for the reductive carbonylation of a low molecular weight alcohol to produce the homologous aldehyde and/or alcohol. The process includes conducting the reaction to produce the aldehyde in the presence of a single component catalyst complex composed of cobalt, an onium cation and iodide in a ratio of 1:2:4 without additional promoters. A ruthenium co-catalyst is used in the production of the homologous alcohol. The reductive carbonylation reaction does not require an additional iodide promoter and produces a crude reductive carbonylation product substantially free of methyl iodide.

Methyl-iodide-free carbonylation of an alcohol to its homologous aldehyde and/or alcohol

Disclosed is a process for the reductive carbonylation of a low molecular weight alcohol to produce the homologous aldehyde and/or alcohol. The process includes conducting the reaction to produce the aldehyde in the presence of a catalyst complex composed of cobalt, an onium cation and iodide in a ratio of 1:2:4 with a phosphine ligand. A ruthenium co-catalyst is used in the production of the homologous alcohol. The reductive carbonylation reaction does not require an additional iodide promoter and produces a crude reductive carbonylation product substantially free of methyl iodide.

Processes are provided for contacting at least one Calcohol equivalent having n carbon atoms and at least one Calcohol equivalent having (n+1) carbon atoms with a Guerbet catalyst to form a product composition comprising a product compound having the structure: 

Conversion of alcohols to longer chain aldehydes or alcohols

Catalyst composition produced by combining a cobalt-containing precursor in an alkyl alcohol with a phosphine ligand to the solution; and subsequently adding an iodine compound. Reductive carbonylation processes using the catalyst composition to produce aldehydes are also provided.

Reductive carbonylation of methanol to acetaldehyde

Disclosed is a process for the reductive carbonylation of methanol to produce acetaldehyde. The process includes conducting the reaction to produce acetaldehyde in the presence of a catalyst comprising a complex composed of cobalt, an onium cation and iodide in a ratio of 1:2:4, a phosphine ligand, and a phosphonium iodide. The reductive carbonylation reaction produces a crude reductive carbonylation product substantially free of methyl iodide.

Methyl-Iodide-free carbonylation of methanol to acetaldehyde

Disclosed is a process for the extractive recovery of an acid catalyst from an aqueous mixture of glycolic acid with an extraction solvent comprising a tertiary amine or an onium carboxylate compound, a modifier, and a diluent. The acid catalyst, which can comprise strong acids such as sulfuric acid, alkyl sulfonic acids, and fluoroalkyl sulfonic acids, can be recovered by back extraction with aqueous formaldehyde and recycled to a process for the preparation of glycolic acid by the acid-catalyzed carbonylation of formaldehyde. Also disclosed is a process for the preparation of glycolic acid by the acid-catalyzed hydrocarboxylation of formaldehyde.

Process for recovering and recycling an acid catalyst

Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of formaldehyde in the presence of a homogeneous acid catalyst and a carboxylic acid. This invention discloses hydrocarboxylations and corresponding homogeneous acid catalyst and glycolic acid separations. The homogeneous acid catalyst is readily separated from the hydrocarboxylation reaction effluent and recycled and the carboxylic acid is readily removed from the glycolic acid and the carboxylic acid is recycled.

Hydrocarboxylation of formaldehyde in the presence of a higher order carboxylic acid and a homogeneous catalyst

Disclosed is a carbonylation process for the production of carboxylic acids, carboxylic acid esters and/or carboxylic acid anhydrides wherein a carbonylation feedstock compound selected from one or more organic oxygenates such as alcohols, ethers, and esters is contacted with carbon monoxide in the presence of a carbonylation catalyst and one or more onium compounds. The carbonylation process differs from known carbonylation processes in that a halide compound such as a hydrogen halide, typically hydrogen iodide, and/or alkyl halide, typically methyl iodide, extraneous or exogenous to the carbonylation process is not fed or supplied separately to the process.

Carbonylation process

Glycoaldehyde (GA) is prepared via self condensation of formaldehyde in the presence of a n-heterocyclic carbene to generate GA and glyceraldehyde (GlyAld) with selectivity toward forming the GA. The carbene is generated in situ by the addition of a base to the salt form of the catalyst. Selectivity is controlled by tuning the active site of the catalyst, either sterically and/or electronically.

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Kingsport, TN, United States of America

Andrew James Vetter