公开(公告)号：US20170204045A1

公开(公告)日：2017-07-20

申请号：US15324898

申请日：2015-07-10

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Jose Leboreiro

IPC: C07C67/54 ,  C07C67/08 ,  C12P7/56 ,  C07C67/03

CPC classification number: C07C67/54 ,  C07C67/03 ,  C07C67/08 ,  C12P7/56 ,  C07C69/68

Abstract: 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.

公开(公告)号：US09687839B2

公开(公告)日：2017-06-27

申请号：US15223401

申请日：2016-07-29

Applicant: Archer Daniels Midland Company

Inventor： ChiCheng Ma

IPC: C07C29/132 ,  B01J38/48 ,  B01J23/94 ,  C10G3/00 ,  B01J38/54 ,  B01J21/18 ,  B01J23/46 ,  B01J23/96 ,  B01J25/02 ,  B01J25/04 ,  B01J23/755 ,  B01J38/64 ,  C07C29/141 ,  B01J38/06 ,  B01J38/70 ,  B01J38/60

CPC classification number: B01J38/48 ,  B01J21/18 ,  B01J23/462 ,  B01J23/755 ,  B01J23/94 ,  B01J23/96 ,  B01J25/02 ,  B01J25/04 ,  B01J38/06 ,  B01J38/54 ,  B01J38/60 ,  B01J38/64 ,  B01J38/70 ,  C07C29/132 ,  C07C29/141 ,  C10G3/50 ,  C10G3/62 ,  Y02P30/20

Abstract: 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.

公开(公告)号：US20170159006A1

公开(公告)日：2017-06-08

申请号：US15325557

申请日：2015-07-10

Applicant: Archer Daniels Midland Company

Inventor： Charles A Abbas ,  Dan L Brown ,  Matt Dyer ,  Mark D Isder ,  Travis Nelson ,  Dan L Fanselow ,  Robert T Fitzsimons ,  Masayuki Nakamura ,  John F Reed ,  Brian Bone ,  Rhea J Sammons ,  Jerry Barnes ,  Jerod Fults

IPC: C12M1/00 ,  C12M1/34 ,  C12M3/00 ,  C12P7/06 ,  C12M1/26

Abstract: The present invention is directed to a system and method for producing an organic compound using fermentation wherein multiple components of the system are recycled within the system. The system and method allow for extraction of a high concentration of the organic compound from the fermentation broth in a continuous system that allows recycling of the biomass, aqueous fermentation broth and extraction solvents. The system and method are particularly well adapted for producing and extracting ethanol.

公开(公告)号：US09670174B2

公开(公告)日：2017-06-06

申请号：US15038066

申请日：2014-12-12

Applicant: Archer Daniels Midland Company

Inventor： Kenneth Stensrud

IPC: C07D307/12 ,  C07D307/42 ,  C07D307/14 ,  C07D307/52

CPC classification number: C07D307/14 ,  C07D307/12 ,  C07D307/42 ,  C07D307/52

Abstract: Linear mono- and dialkyl ethers of furan-2,5-dimethanol (FDM) and/or 2,5-bis(hydroxymethyl)tetrahydrofuran (bH-MTHF), methods for their preparation, and derivative chemical compounds thereof are described. In general, the synthesis process entails a reaction of FDM or bHMTHFs in a polar aprotic organic solvent having a permittivity ( )>8, at a temperature ranging from about −25 C to about 100 C, with either a) an unhindered Brnsted base with a pKa?15 or b) a hindered Brnsted base having minimum pKa of about 16, and a nucleophile.

公开(公告)号：US20170121258A1

公开(公告)日：2017-05-04

申请号：US15302035

申请日：2014-04-10

Applicant: Archer Daniels Midland Company

Inventor： Alexandra SANBORN ,  Thomas P. BINDER

IPC: C07C29/132 ,  C07H1/00 ,  C07H15/04

CPC classification number: C07C29/132 ,  C07C29/60 ,  C07D307/12 ,  C07D307/20 ,  C07H1/00 ,  C07H15/04 ,  C07C31/26 ,  C07C31/24

Abstract: 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.

公开(公告)号：US09630974B2

公开(公告)日：2017-04-25

申请号：US14771825

申请日：2014-02-21

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： Kenneth Stensrud ,  Erik Hagberg ,  Stephen Howard ,  Erin M Rockafellow

IPC: C07D493/00 ,  C07D493/04

CPC classification number: C07D493/04

Abstract: A process is described for the acid-catalyzed dehydration of a sugar alcohol, wherein the catalyst comprises a water-tolerant Lewis acid. In particular embodiments, the catalyst comprises a homogeneous water-tolerant Lewis acid, especially a homogeneous Lewis acid selected from the group consisting of bismuth (III) triflate, gallium (III) triflate, scandium (III) triflate, aluminum triflate, tin (II) triflate and indium (III) triflate. Such catalysts are effective for dehydrating both of sorbitol and the 1,4-sorbitan dehydration precursor of isosorbide, and bismuth (III) triflate particularly is beneficial for dehydrating mannitol to isomannide.

公开(公告)号：US20170044123A1

公开(公告)日：2017-02-16

申请号：US15302702

申请日：2014-04-10

Applicant: Archer Daniels Midland Company

Inventor： Kenneth Stensrud ,  Chi-Cheng Ma

IPC: C07D307/12 ,  A23L27/30 ,  C07G3/00 ,  B01J25/00 ,  C07C29/60 ,  C07C29/132

CPC classification number: C07D307/12 ,  A23L27/34 ,  A23V2002/00 ,  B01J23/72 ,  B01J25/00 ,  C07C29/132 ,  C07C29/60 ,  C07D307/20 ,  C07D493/04 ,  C07G3/00 ,  C07C31/24 ,  C07C31/22 ,  C07C31/26

Abstract: 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.

Abstract translation: 本文公开了用于从C5和C6糖醇或R糖苷合成1,2,5,6-己烷乙醇（HTO），1,6-己二醇（HDO）和其它还原的多元醇的方法。 所述方法包括使糖醇或R-糖苷与铜催化剂接触，最理想的是具有氢气的拉尼铜催化剂一段时间，足以形成比起始原料少2-3个羟基的还原多元醇的温度和压力。 当起始化合物是C6糖醇如C6糖如山梨糖醇或R-糖苷如甲基葡糖苷时，主要产物是HTO。 可以使用相同的催化剂进一步将HTO还原成HDO。

公开(公告)号：US20170029434A1

公开(公告)日：2017-02-02

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: C07D493/04 ,  B01J27/053 ,  B01J31/02 ,  B01J27/16

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.

Abstract translation: 描述了由糖醇制备环状脱水产物的方法。 该方法包括在溶液中使用含有pKa为约1.0-1.5的还原酸和pKa≤0的至少强的布朗斯台德酸或路易斯酸的混合酸催化剂反应混合物或两种酸 脱水和闭环糖醇。 在协同作用上，混合酸催化可以产生比单独使用的任何一种组分酸催化剂具有相似水平的组成问责性的更大量的所需产物。

公开(公告)号：US20170029393A1

公开(公告)日：2017-02-02

申请号：US15302709

申请日：2014-04-10

Applicant: Archer Daniels Midland Company

Inventor： Kenneth Stensrud ,  Chi-Cheng Ma ,  Kevin Martin

IPC: C07D307/12

CPC classification number: C07D307/12 ,  B01J23/462 ,  B01J23/72 ,  B01J25/00 ,  B01J27/053 ,  B01J27/16 ,  B01J27/20 ,  C07C29/132 ,  C07C29/60 ,  C07G3/00 ,  C07C31/26 ,  C07C31/22 ,  C07C31/24

Abstract: 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.

公开(公告)号：US20170029350A1

公开(公告)日：2017-02-02

申请号：US15302718

申请日：2015-04-10

Applicant: Archer Daniels Midland Company

Inventor： Chi-Cheng Ma ,  Kevin Martin ,  Brennan Smith ,  Josh Terrain

IPC: C07C29/154

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: 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.

Abstract translation: 本文公开的是合成短链多元醇的方法。 水解多糖的方法进一步公开。 本发明还涉及选择性合成山梨糖醇的方法。