公开(公告)号：US10196333B2

公开(公告)日：2019-02-05

申请号：US14709591

申请日：2015-05-12

Applicant: Archer Daniels Midland Company

Inventor： Carlos Gustavo Dassori ,  Chi-Cheng Ma ,  Todd Werpy

IPC: C07C29/141 ,  B01J8/04 ,  B01J8/02 ,  B01J38/48 ,  B01J25/04

Abstract: 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.

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：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。

公开(公告)号：US09174902B2

公开(公告)日：2015-11-03

申请号：US14419549

申请日：2013-08-21

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： John G. Soper ,  William Christopher Hoffman ,  Chi-Cheng Ma

IPC: C07C29/76 ,  C07C29/132 ,  C07C29/84 ,  C07C29/80 ,  C07C29/74

CPC classification number: C07C29/76 ,  C07C29/132 ,  C07C29/74 ,  C07C29/80 ,  C07C29/84 ,  Y02P20/582 ,  C07C31/202

Abstract: A method for reducing contaminants in the production of a bio-derived glycol product of polyol hydrogenolysis is described. The method involves subjecting an aqueous, polyol product mixture (from the hydrogenolysis conversion of biologically-derived carbohydrate feedstock) to ion-exclusion chromatography to separate and reduce impurities from an eluant fraction containing a desired product, and distilling the eluant fraction to yield the desired product (e.g., propylene glycol or ethylene glycol). The reaction product mixture can be introduced into a continuous ion-exclusion chromatography system to reduce the impurities and produce in a high-throughput manner a finished otherwise commercially acceptable glycol product.

Abstract translation: 描述了一种用于减少多元醇氢解的生物衍生的二醇产物生产中的污染物的方法。 该方法包括使水性多元醇产物混合物（来自生物衍生的碳水化合物原料的氢解转化）经受离子排阻色谱以从含有所需产物的洗脱液组分中分离和减少杂质，并蒸馏洗脱剂级分以产生所需的 产品（例如丙二醇或乙二醇）。 可以将反应产物混合物引入连续离子排阻色谱系统中以减少杂质并以高通量方式产生成品的商业上可接受的二醇产物。

公开(公告)号：US20150218069A1

公开(公告)日：2015-08-06

申请号：US14419549

申请日：2013-08-21

Applicant: ARCHER DANIELS MIDLAND COMPANY

Inventor： John G. Soper ,  William Christopher Hoffman ,  Chi-Cheng Ma

IPC: C07C29/76 ,  C07C29/132 ,  C07C29/84

CPC classification number: C07C29/76 ,  C07C29/132 ,  C07C29/74 ,  C07C29/80 ,  C07C29/84 ,  Y02P20/582 ,  C07C31/202

Abstract: A method for reducing contaminants in the production of a bio-derived glycol product of polyol hydro-genolysis is described. The method involves subjecting an aqueous, polyol product mixture (from the hydrogenolysis conversion of biologically-derived carbohydrate feedstock) to ion-exclusion chromatography to separate and reduce impurities from an eluant fraction containing a desired product, and distilling the eluant fraction to yield the desired product (e.g., propylene glycol or ethylene glycol). The reaction product mixture can be introduced into a continuous ion-exclusion chromatography system to reduce the impurities and produce in a high-throughput manner a finished otherwise commercially acceptable glycol product.

Abstract translation: 描述了一种用于减少多元醇水解脱氢酶生物衍生的二醇产物生产中的污染物的方法。 该方法包括使水性多元醇产物混合物（来自生物衍生的碳水化合物原料的氢解转化）经受离子排阻色谱以从含有所需产物的洗脱液组分中分离和减少杂质，并蒸馏洗脱剂级分以产生所需的 产品（例如丙二醇或乙二醇）。 可以将反应产物混合物引入连续离子排阻色谱系统中以减少杂质并以高通量方式产生成品的商业上可接受的二醇产物。