公开(公告)号：US09783516B2

公开(公告)日：2017-10-10

申请号：US15188075

申请日：2016-06-21

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Paul Bloom ,  Alexandra Sanborn

IPC: C07D307/54 ,  C09K3/00 ,  C07C41/26 ,  C07C43/13 ,  C07D307/12 ,  C07D307/44 ,  C08K5/06 ,  C07D307/16

CPC classification number: C07D307/54 ,  C07C41/26 ,  C07C43/13 ,  C07D307/12 ,  C07D307/16 ,  C07D307/44 ,  C08K5/06 ,  C09K3/00

Abstract: 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.

公开(公告)号：US09776980B1

公开(公告)日：2017-10-03

申请号：US15428288

申请日：2017-02-09

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Alexandra Sanborn ,  Erik Hagberg ,  Stephen Howard ,  Erin M Rockafellow

IPC: A61K31/341 ,  A61K9/08 ,  A61K47/10 ,  C07D307/46 ,  C07D307/48 ,  C07D307/50 ,  C09K15/06

CPC classification number: C07D307/48 ,  A61K9/08 ,  A61K31/341 ,  A61K47/10 ,  C07D307/46 ,  C07D307/50 ,  C09K15/06

Abstract: Disclosed is a process for making HMF or a derivative of HMF by dehydrating one or more hexose sugars in a reduced oxygen environment. In another, related aspect, a method for improving the stability and resistance to degradation of an HMF product involves adding one or more antioxidants to the HMF product.

公开(公告)号：US20160297788A1

公开(公告)日：2016-10-13

申请号：US15188075

申请日：2016-06-21

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Paul Bloom ,  Alexandra Sanborn

IPC: C07D307/54 ,  C09K3/00 ,  C07D307/44 ,  C07D307/16 ,  C07D307/12

CPC classification number: C07D307/54 ,  C07C41/26 ,  C07C43/13 ,  C07D307/12 ,  C07D307/16 ,  C07D307/44 ,  C08K5/06 ,  C09K3/00

Abstract: 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.

Abstract translation: 描述了使用金属催化剂制备羟甲基糠醛的还原衍生物的方法。 衍生物可以在2'碳上的5'碳和甲醇上具有含有烷氧基甲基醚或酯部分的四氢呋喃或呋喃核。 合适的金属催化剂包括阮内镍，具有锆促进剂的镍催化剂，具有钡的铬铁催化剂，钯催化剂如钯碳或钌催化剂。 还提供了一类新的化合物，它们是正烷氧基己二醇（即1,2或1,5-己二醇醚）和通过还原呋喃或四氢呋喃衍生物制备该化合物的方法。

公开(公告)号：US20160052902A1

公开(公告)日：2016-02-25

申请号：US14781524

申请日：2014-03-27

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Alexandra Sanborn ,  Thomas P. Binder

IPC: C07D307/42

CPC classification number: C07D307/42 ,  C07D307/46

Abstract: The present invention relates to catalytic synthesis of furan derivatives from alkoxymethylfurfural ethers or acyloxymethylfurfural esters. More particularly, the invention pertains to furan derivatives obtained by use of a multifunctional catalyst system to carry out both hydrogenation of furan starting material and hydrolysis of the reduced furan derivative in a single reaction. The process allows recovering and recycling of alcohol or acid from the reaction product.

Abstract translation: 本发明涉及从烷氧基甲基糠醚或酰氧基甲基糠酯的呋喃衍生物的催化合成。 更具体地，本发明涉及通过使用多官能催化剂体系获得的呋喃衍生物，以在单次反应中进行呋喃起始原料的氢化和还原呋喃衍生物的水解。 该方法允许从反应产物中回收和再循环醇或酸。

公开(公告)号：US20160009675A1

公开(公告)日：2016-01-14

申请号：US14771842

申请日：2014-02-25

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Alexandra Sanborn ,  Erik Hagberg ,  Stephen Howard ,  Erin M. Rockafellow

IPC: C07D307/50 ,  C07D307/48

CPC classification number: C07D307/48 ,  A61K9/08 ,  A61K31/341 ,  A61K47/10 ,  C07D307/46 ,  C07D307/50 ,  C09K15/06

Abstract: Disclosed is a process for making HMF′ or a derivative of HMF by dehydrating one or more hexose sugars in a reduced oxygen environment, in another, related aspect, a method for improving the stability and resistance to degradation of an HMF product Involves adding one or more antioxidants to the HMF product.

Abstract translation: 公开了通过在还原氧环境中脱水一种或多种己糖来制备HMF'或HMF衍生物的方法，另一方面涉及一种用于提高HMF产物的稳定性和抗降解性的方法。 更多抗氧化剂的HMF产品。

公开(公告)号：US09115146B2

公开(公告)日：2015-08-25

申请号：US14596596

申请日：2015-01-14

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Alexandra Sanborn ,  Brennan Smith ,  Joshua Terrian ,  Erik Hagberg ,  Erin Rockafellow ,  Kenneth Stensrud

IPC: C07D493/04

CPC classification number: C07D493/04

Abstract: A process is described for producing an isohexide wherein an hexitol or a combination of hexitols is continuously dehydrated in the presence of an acid catalyst under vacuum using a thin film evaporator.

公开(公告)号：US20140200299A1

公开(公告)日：2014-07-17

申请号：US14215264

申请日：2014-03-17

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Paul Bloom ,  Alexandra Sanborn

IPC: C07C41/26 ,  C08K5/06 ,  C07C43/13

CPC classification number: C07D307/54 ,  C07C41/26 ,  C07C43/13 ,  C07D307/12 ,  C07D307/16 ,  C07D307/44 ,  C08K5/06 ,  C09K3/00

Abstract: 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.

Abstract translation: 描述了使用金属催化剂制备羟甲基糠醛的还原衍生物的方法。 衍生物可以在5“碳和2'碳上的甲醇上具有与烷氧基甲基醚或酯部分的四氢呋喃或呋喃核。 合适的金属催化剂包括阮内镍，具有锆促进剂的镍催化剂，具有钡的铬铁催化剂，钯催化剂如钯碳或钌催化剂。 还提供了一类新的化合物，它们是正烷氧基己二醇（即1,2或1,5-己二醇醚）和通过还原呋喃或四氢呋喃衍生物制备该化合物的方法。

公开(公告)号：US20180093961A1

公开(公告)日：2018-04-05

申请号：US15564590

申请日：2016-04-13

Applicant: E I Du Pont DE NEMOURS and Company ,  Archer Daniels Midland Company

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

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

CPC classification number: C07D307/68 ,  B01J21/066 ,  B01J23/10 ,  B01J23/6562 ,  B01J23/75 ,  B01J31/04 ,  B01J2231/70 ,  C07B33/00 ,  C07B63/00 ,  C08G63/181 ,  C08G69/28 ,  C08G69/32 ,  C08L77/10 ,  Y02P20/125

Abstract: An integrated process is described for producing 2,5-furandicarboxylic acid and/or a derivative thereof from a six carbon sugar-containing feed, comprising: a) dehydrating a feed comprising a six-carbon sugar unit, in the presence of a bromine source and of a solvent, to generate an oxidation feed comprised of at least one of 5-hydroxymethylfurfural and/or a derivative or derivatives of 5-hydroxymethylfurfural 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 comprising 2,5-furandicarboxylic acid (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).

公开(公告)号：US09856195B2

公开(公告)日：2018-01-02

申请号：US15302400

申请日：2014-12-12

Applicant: Archer Daniels Midland Company

Inventor： Kenneth Stensrud ,  Alexandra Sanborn ,  Stephen Howard ,  Erik Hagberg

IPC: C07C29/76 ,  C07D493/04 ,  B01J27/053 ,  B01J27/16 ,  B01J31/02 ,  C07C29/154 ,  B01D1/22 ,  B01D3/10 ,  B01D15/18 ,  B01D15/36

CPC classification number: C07C29/76 ,  B01D1/22 ,  B01D3/10 ,  B01D15/1821 ,  B01D15/361 ,  B01J27/053 ,  B01J27/16 ,  B01J31/0225 ,  B01J31/0227 ,  B01J2231/4288 ,  B01J2531/002 ,  B01J2531/007 ,  C07C29/154 ,  C07D493/04

Abstract: 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 Brønsted 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.

公开(公告)号：US20170217917A1

公开(公告)日：2017-08-03

申请号：US15500367

申请日：2015-08-05

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Alexandra Sanborn

IPC: C07D307/68 ,  B01J23/46

CPC classification number: C07D307/68 ,  B01J23/462

Abstract: 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.