公开(公告)号：US11453636B2

公开(公告)日：2022-09-27

申请号：US16623535

申请日：2018-06-20

Applicant: Archer Daniels Midland Company

Inventor： Pam Anklam ,  William Chris Hoffman ,  Mitchell Schultz ,  John G. Soper

IPC: B01D15/36 ,  C07C51/47 ,  C07C59/105 ,  C07C59/285 ,  B01J43/00 ,  B01D15/18

Abstract: A method is provided for separating a dicarboxylic acid product from a mixture containing such dicarboxylic acids. The method involves: providing a dicarboxylic acid-containing mixture of which at least 35% of the carboxylic acid content of the mixture is a dicarboxylic acid product of interest; running an extraction of said dicarboxylic acid-containing mixture through a chromatographic column configured with an amphoteric resin, such that the dicarboxylic acid product elutes preferentially from the dicarboxylic acid-containing mixture. In certain embodiments, the dicarboxylic acid product of interest can be a glucaric or gluconic acid product from a mixture of either or both of these with still other carboxylic acids.

公开(公告)号：US11420952B2

公开(公告)日：2022-08-23

申请号：US17166644

申请日：2021-02-03

Applicant: Archer Daniels Midland Company ,  DUPONT INDUSTRIAL BIOSCIENCES USA, LLC

Inventor： Kenneth Stensrud ,  Stuart Fergusson

IPC: C07D307/68 ,  B01J31/12

Abstract: Sugar-based mono and diesters are prepared by esterification of 2,5-furan-dicarboxylic acid (FDCA) with an alcohol in the presence of low loadings of a homogeneous organotin (IV) catalyst.

公开(公告)号：US11414376B2

公开(公告)日：2022-08-16

申请号：US17046730

申请日：2019-04-02

Applicant: Archer Daniels Midland Company

Inventor： James Brazdil ,  Donald Rogness ,  Chi-Cheng Ma

IPC: C07C227/08 ,  B01J23/46 ,  B01J21/18 ,  C07C215/08 ,  C07C51/02 ,  C07C51/353 ,  C07C51/373 ,  C07C51/41 ,  C07C51/377

Abstract: Processes are disclosed for the synthesis of an α-amino acid or α-amino acid derivative, from a starting compound or substrate having a carbonyl functional group (C═O), with hydroxy-substituted carbon atoms at alpha (α) and beta (β) positions, relative to the carbonyl functional group. According a particular embodiment, an α-, β-dihydroxy carboxylic acid or carboxylate is dehydrated to form a dicarbonyl intermediate by transformation of the α-hydroxy group to a second carbonyl group (adjacent a carbonyl group of the starting compound) and removal of the β-hydroxy group. The dicarbonyl intermediate is optionally cracked to form a second, in this case cracked, dicarbonyl intermediate having fewer carbon atoms relative to the dicarbonyl intermediate but preserving the first and second carbonyl groups. Either or both of the dicarbonyl intermediate and the cracked dicarbonyl intermediate may be aminated to convert the second carbonyl group to an amino (—NH2) group, for producing the corresponding α-amino acid(s).

公开(公告)号：US20210309604A1

公开(公告)日：2021-10-07

申请号：US17265054

申请日：2019-07-30

Applicant: Archer Daniels Midland Company

Inventor： James Brazdil ,  Chi-Cheng Ma

IPC: C07C213/02 ,  B01J29/76 ,  B01J29/068 ,  B01J29/072 ,  B01J29/14 ,  B01J25/02

Abstract: Improvements in catalyst systems and associated processes for the conversion of glycolaldehyde to monoethanolamine are disclosed. The catalyst systems exhibit improved selectivity to this desired product and consequently reduced selectivity to byproducts such as diethanolamine and ethylene glycol. These beneficial effects are achieved through the use of acids, and particularly Lewis acids, as co-catalysts of the reductive amination reaction, in conjunction with a hydrogenation catalyst.

公开(公告)号：US11078174B2

公开(公告)日：2021-08-03

申请号：US16622713

申请日：2018-06-20

Applicant: Archer Daniels Midland Company

Inventor： Pam Anklam ,  William Chris Hoffman ,  Stephen J. Howard ,  Alexandra Sanborn ,  Mitchell Schultz ,  John G. Soper

IPC: C07D307/68 ,  B01D15/18 ,  B01D15/36

Abstract: A process is provided for making esters of FDCA, in which an aqueous feed comprising glucaric acid is first reacted with a high boiling first alcohol in the presence of an acid catalyst and with removing water during the reaction, to form a first product mixture comprising a first ester of FDCA and the high boiling first alcohol, then unreacted high boiling first alcohol is removed from the first product mixture. The first ester of FDCA and the high boiling first alcohol is then transesterified with a lower boiling second alcohol selected from the group consisting of methanol, ethanol, isopropanol and n-propanol, to form a second product mixture comprising a second ester of FDCA with the lower boiling second alcohol, and the second ester of FDCA with the lower boiling second alcohol is recovered.

公开(公告)号：US20210195928A1

公开(公告)日：2021-07-01

申请号：US16071593

申请日：2017-06-06

Applicant: Archer Daniels Midland Company

Inventor： Ali Ayoub ,  Baljit Ghotra ,  Joe Richardson

IPC: A23L11/00 ,  A23L33/00 ,  A23L29/262 ,  A23L29/212 ,  A23L29/269

Abstract: Dysphagia patients face a number of challenges nutritionally because of their difficulty swallowing. Certain foods may be avoided altogether for fear of choking, and liquids are often avoided for fear of aspiration, so that dysphagia patients are at risk for both malnutrition and dehydration. Despite the technology of food administration to patients, there is a need to have a composition that can effectively alleviate patient swallowing difficulty and provide convenient, quick last minute meals for dysphagia patients that delivers nutrition. The invention concerns the use of a composition comprising a homogenized, comminuted pulse product, and at least one selected from the group consisting of a chemically unmodified starch and a hydrocolloid for the treatment of a patient having dysphagia.

公开(公告)号：US20210130311A1

公开(公告)日：2021-05-06

申请号：US17252964

申请日：2019-06-18

Applicant: Archer Daniels Midland Company ,  DuPont Industrial Biosciences USA, LLC

Inventor： Erik Hagberg ,  Chi Cheng Ma ,  Kenneth F. Stensrud

IPC: C07D307/68

Abstract: Compositions and methods are provided for the production of bio-based polymers (e.g., polymers made from glucose), including polyesters, as well as end products resulting from such production, in which one or more color stabilizing additive compounds is utilized. The additive(s) may be used in the stabilization of a monomer or prepolymer that is reacted in such production methods, prior to obtaining the polymer. Particular bio-based polymers are those having furandicarboxylate moieties or residues in their backbone structure, with poly(alkylene furan dicarboxylate) polymers, such as polyethylene furan dicarboxylate) (PEF) and poly(trimethylene furan dicarboxylate) (PTF) being representative.

公开(公告)号：US10968305B2

公开(公告)日：2021-04-06

申请号：US16807116

申请日：2020-03-02

Applicant: Archer Daniels Midland Company

Inventor： Paul Bloom ,  Erik Hagberg

IPC: C08F293/00 ,  C08F242/00 ,  C11C3/00 ,  C09F7/00 ,  C08L95/00

Abstract: Compositions comprising renewable source derived polymer oil polymerization macroinitiators and multiblock polymer compositions derived therefrom by atom transfer radical polymerization are disclosed. Hard, glossy multiblock copolymers, thermoset multiblock copolymers, thermoplastic block copolymer elastomers, and methods of making and using these types of materials are disclosed.

公开(公告)号：US20210032215A1

公开(公告)日：2021-02-04

申请号：US17046663

申请日：2019-03-28

Applicant: Archer Daniels Midland Company

Inventor： Chi-Cheng Ma

IPC: C07D307/24 ,  B01J23/644 ,  B01J21/18

Abstract: Disclosed herein are methods for synthesizing useful intermediates and/or products from 1,2,5,6-hexanetetrol (HTO), which itself can be derived from a sugar. In an aspect, a process is provided for production of THFDCA from 1,2,5,6-hexanetetrol (HTO). The process comprises the steps of (a) ring closing to form a ring compound and (b) oxidizing using a catalyst comprising platinum and bismuth to form an acid mixture. Step (a) may be performed before or after step (b).

公开(公告)号：US20200339527A1

公开(公告)日：2020-10-29

申请号：US16946850

申请日：2020-07-09

Applicant: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC ,  ARCHER DANIELS MIDLAND COMPANY

Inventor： Stephen J. HOWARD ,  Kristina A. Kreutzer ,  Bhuma Rajagopalan ,  Eric R. Sacia ,  Alexandra Sanborn ,  Brennan Smith

IPC: C07D307/68 ,  B01J21/06 ,  B01J23/10 ,  B01J23/656 ,  B01J23/75 ,  C07B33/00 ,  C07B63/00 ,  C08G69/28 ,  C08G69/32 ,  C08L77/10 ,  B01J31/04 ,  C08G63/181

Abstract: An integrated process is useful for producing 2,5-furandicarboxylic acid (FDCA) and/or a derivative thereof from a six-carbon sugar-containing feed. The process includes a) dehydrating a feed containing a six-carbon sugar unit, in the presence of a bromine source and of a solvent, to generate an oxidation feed that contains at least one of 5-hydroxymethylfurfural (HMF) and/or a derivative or derivatives of HMF in the solvent, together with at least one bromine containing species; b) contacting the oxidation feed from step (a) with a metal catalyst and with an oxygen source under oxidation conditions to produce an oxidation product mixture of at least FDCA and/or a derivative thereof, the solvent, and a residual catalyst; c) purifying and separating the mixture obtained in step (b) to obtain FDCA and/or a derivative thereof and the solvent; and d) recycling at least a portion of the solvent obtained in step (c) to step (a).