Decatur, IL, United States
Decatur, IL, United States

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Disclosed herein are methods for forming ammonium salts of C4 diacids in a fermentation process with simultaneous removal of divalent metal carbonate salts. The pH of fermentation broths obtained during the production of fumaric, maleic, malic, and/or succinic acid by a microorganism is controlled by using alkaline oxygen containing calcium or magnesium compounds in the hydroxide, oxide, carbonate or bicarbonate formsforming divalent metal salts of the diacids that are partially or wholly insoluble in the broth. The calcium or magnesium salts of the diacids are substituted with ammonium by introduction of ammonium salts at elevated temperature and pressure dissolving precipitated divalent metal cation salts of the diacids and forming soluble ammonium salts thereof. Carbonate in the form of CO_(2 )or bicarbonate is simultaneously added to the fermentation media at the elevated temperature and pressure. The temperature and pressure are then reduced forming insoluble divalent metal carbonate salts that are separated from the solubilized ammonium diacid salts. The recovered metal carbonate salts can be recycled as pH control materials in subsequent fermentation reactions. Also disclosed is use of the solubilized ammonium diacid salts directly as a reagent for hydrogenation to form the derivatives N-methyl-2-pyrrolidone (NMP) gamma-butyrolactone (GBL) and 1,4-butane-diol (BDO) in single pot reactions.


A process for the preparation of 2,5-furandicarboxylic acid (FDCA) by oxidation of 5-(hydroxymethyl)furfural (HMF) or 5-(alkyloxymethyl)furfural (AMF) with oxygen in the presence of a Co(II) or Ce(III) catalyst, a bromide salt and a solvent. AMF is oxidized to the intermediate compound 5-(alkoxycarbonyl)furancarboxylic acid (AcMFA), which is then hydrolysed to FDCA. The process is carried out preferably at T=80-130 C and 800-1000 psi. Acetic acid is the preferred solvent.


Patent
Archer Daniels Midland Company | Date: 2017-02-15

A process for preparing cyclic dehydration products from sugar alcohols is described. The process involve using a mixed-acid catalyst reaction mixture containing a reducing acid, having a pKa of about 1.0-1.5, and at least a strong Brnsted acid or a Lewis acid, having a pKa 0, or both acids in a solution to dehydrate and ring close said sugar alcohol. Synergistically, the mixed-acid catalysis can produce greater amounts of the desired product at similar levels of compositional accountability than either of the component acid catalysts acting alone.


Patent
Archer Daniels Midland Company | Date: 2017-03-01

An improved process for making bioderived propylene glycol from a feed composition including at least one of lactic acid, glycerol, a five carbon sugar, a five carbon sugar alcohol, a six carbon sugar and a six carbon sugar alcohol, wherein production of four carbon and higher diols is reduced by adding base after the initiation of the reaction. In preferred embodiments, the process pH and other process conditions are initially established at targeted values for obtaining the highest conversion for a given catalyst consistent with the production of substantially no pentanediol byproducts in the product mixture, and base is added thereafter to control the process pH proximate to the initially targeted value.


Patent
Archer Daniels Midland Company | Date: 2017-01-04

A process is described for improving the performance of certain multiphase reaction systems including a solid catalyst, one or more reactants in the gas phase and one or more reactants in the liquid phase, wherein a targeted maximum concentration of a reactant in the liquid phase is identified for providing improved value in terms of byproduct formation, catalyst deactivation and yields of desired products, and this targeted concentration is closely approached and preferably achieved, but not substantially exceeded, downstream in a continuous process or later in time from the initiation of a batch in a semibatch mode of operation of such processes.


Patent
Archer Daniels Midland Company and Washington State University | Date: 2016-06-16

Processes are described for making methacrylic acid via methacrolein from a biobased isobutene, wherein the biobased isobutene is prepared from ethanol or from acetic acid in the presence of a Zn_(x)Zr_(y)O_(z )mixed oxide catalyst, the biobased isobutene is oxidized to methacrolein and the methacrolein is further oxidized to methacrylic acid.


Patent
Archer Daniels Midland Company | Date: 2016-06-21

Methods of making reduced derivatives of hydroxymethyl furfural using metal catalysts are described. The derivatives may have tetrahydrofuran or furan nucleus with alkoxymethyl ether or ester moieties on the 5 carbon and methanol on the 2 carbon. Suitable metal catalyst include Raney nickel, a nickel catalyst with a zirconium promoter, a chromite catalyst with a barium, a palladium catalyst, such as palladium on carbon, or a ruthenium catalyst. Also provided are a new class of compounds, which are n-alkoxy hexane diols (i.e., 1,2 or 1,5 hexane diol ethers) and methods of making the same by reduction of furan or tetrahydrofuran derivatives.


Patent
Archer Daniels Midland Company | Date: 2016-07-12

Described herein are compositions comprising an acidifier intermixed with an emulsifier and a co-surfactant that form stable microemulsions in water. Also described are methods of dispersing a compound in an aqueous solution using the compositions of the present invention.


Patent
Archer Daniels Midland Company | Date: 2016-07-29

A process for regenerating catalysts that have been deactivated or poisoned during hydrogenation of biomass, sugars and polysaccharides is described, in which polymerized species that have agglomerated to catalyst surfaces can be removed by means of washing the catalyst with hot water at subcritical temperatures. A feature of the process can regenerate the catalysts in situ, which allows the process to be adapted for used in continuous throughput reactor systems. Also described is a continuous hydrogenation process that incorporated the present regeneration process.


Patent
Archer Daniels Midland Company | Date: 2016-08-31

A process for recovering and using an organic/carboxylic acid or furanic molecule by means of making an ester of a free carboxylic acid or furanic molecule with an alcohol in carbon dioxide (CO_(2)) without the presence of any other acid catalyst at a reaction temperature and pressure that corresponds to supercritical, critical or near critical conditions for the alcohol and/or CO_(2 )is described. The process can constitute part of a general process of refining carboxylic acids derived from a fermentation broth or use in the production of a variety of chemical compounds, such as C_(4 )platform compounds or polymers.

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