Archer Daniels Midland Company

Decatur, IL, United States

Archer Daniels Midland Company

Decatur, IL, United States
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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.


A method of isolating and purifying 1,2,5,6 hexanetetrol (HTO) from a reaction mixture containing HTO and other byproducts of a hydrogenation reaction of a sugar alcohol and/or a mono- or di-dehydrative product of a sugar alcohol is described. The method involves contacting the mixture comprising HTO and other C1-C6 alcohols and polyols with a resin material adapted for chromatography under conditions where HTO preferentially associates with the resin relative to other components in the mixture, and eluting HTO from said resin with a solvent.


Patent
Archer Daniels Midland Company | Date: 2017-06-28

Sugar-derived tetrol, non-ionic amphiphilic amine-esters are prepared facilely and efficaciously in a few steps. The process is initiated by the esterification of a sugar-derived tetrol with a fatty acid chloride, then, undergoing triflate esterification followed by nucleophilic displacement of the aforementioned hydrophilic amine. Each synthetic pathway is efficient and affords modest to high yields of target amphiphiles, which are valorized as practicable surfactant surrogates to petroleum incumbents.


A process is described for converting hydroxymethylfurfural to furanic products inclusive of 2,5-furandicarboxylic acid, comprising combining a quantity of hydroxymethylfurfural with water to provide an aqueous solution containing at least about five percent by weight of hydroxymethylfurfural, and combining the aqueous solution with an oxygen source in the presence of a heterogeneous ruthenium-based catalyst and under conditions which are effective for oxidizing hydroxymethylfurfural to furanic oxidation products inclusive of 2,5-furandicarboxylic acid, but in the substantial absence of any solvent for either hydroxymethylfurfural or 2,5-furandicarboxylic acid other than water.


Patent
Archer Daniels Midland Company | Date: 2017-05-17

A novel two step distillation process for recovering lactic acid and ethyl lactate from still bottoms is described. In comparison to conventional distillation processes, this process involves a reaction and a second distillation which converts the lactic acid monomer and other lactic acid species that remain in the still bottoms after a first, conventional distillation step into ethyl lactate by simultaneously esterifying and transesterifying all lactic acid species present in the still bottoms.


A process for preparing materials derived from sugar alcohols such that the dehydration products exhibit better accountability and improved color to water-clear or near water-white appearance is described. In particular, the process involves employing a reducing Brnsted acid (e.g., phosphonic acid) for the catalysis of sugar alcohols to their corresponding dehydrated-cyclized products.


Patent
Archer Daniels Midland Company | Date: 2017-04-12

The present disclosure is directed to compositions including a microemulsion comprising a blend of lecithin, a co-surfactant, and a salt of an acidifier, an ester of an acidifier, or combinations thereof. Uses of the compositions are also disclosed.


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

Disclosed herein are methods of synthesizing shorter chain polyols. Methods of hydrolyzing polysaccharides are further disclosed. The present invention is also directed towards methods of selectively synthesizing sorbitol.


Patent
Archer Daniels Midland Company | Date: 2017-02-22

Disclosed herein are methods for synthesizing 1,2,5,6-hexanetetrol (HTO), 1,6 hexanediol (HDO) and other reduced polyols from C5 and C6 sugar alcohols or R glycosides. The methods include contacting the sugar alcohol or R-glycoside with a copper catalyst, most desirably a Raney copper catalyst with hydrogen for a time, temperature and pressure sufficient to form reduced polyols having 2 to 3 fewer hydoxy groups than the starting material. When the starting compound is a C6 sugar alcohol such as sorbitol or R-glycoside of a C6 sugar such as methyl glucoside, the predominant product is HTO. The same catalyst can be used to further reduce the HTO to HDO.


Patent
Archer Daniels Midland Company | Date: 2017-04-12

In the process of distilling a polyol product mixture including one or both of a biobased propylene glycol and a biobased ethylene glycol from the reaction of hydrogen with a biobased feed, it has been discovered that undesirable epoxides can form, and the present invention provides means for guarding against their formation, for removing epoxides which do form by particular methods of distilling, and for removing the epoxides from a finished, otherwise commercially acceptable biobased glycol product .

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