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1. 发明申请

US20180258059A1 SYNTHESIS OF R-GLUCOSIDES, SUGAR ALCOHOLS, REDUCED SUGAR ALCOHOLS, AND FURAN DERIVATIVES OF REDUCED SUGAR ALCOHOLS 审中-公开
公开(公告)号：US20180258059A1
公开(公告)日：2018-09-13
申请号：US15962044
申请日：2018-04-25
申请人： Archer Daniels Midland Company
发明人： Kenneth Stensrud , Chi-Cheng Ma , Kevin Martin
IPC分类号： C07D307/12 , B01J23/46 , C07C29/60 , B01J25/00 , B01J27/053 , B01J27/16 , B01J27/20 , B01J23/72 , C07G3/00 , C07C29/132 , C07C31/26 , C07C31/22 , C07C31/24
CPC分类号： 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
摘要： 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.

2. 发明申请

US20170036975A1 IMPROVED PROCESS OF MAKING BIODERIVED PROPYLENE GLYCOL 审中-公开
标题翻译：生物降解丙烯甘油的改进方法
公开(公告)号：US20170036975A1
公开(公告)日：2017-02-09
申请号：US15304666
申请日：2015-04-09
申请人： ARCHER DANIELS MIDLAND COMPANY
发明人： Chi-Cheng Ma , Todd Werpy
IPC分类号： C07C29/60
CPC分类号： C07C29/60 , C07C29/1512 , C07C31/205
摘要： An improved process for making bioderived propylene glycol from a feed composition including at least one of lactic acid, glycerol, a five carbon sugar, a five carbon sugar alcohol, a six carbon sugar and a six carbon sugar alcohol, wherein production of four carbon and higher diols is reduced by adding base after the initiation of the reaction. In preferred embodiments, the process pH and other process conditions are initially established at targeted values for obtaining the highest conversion for a given catalyst consistent with the production of substantially no pentanediol byproducts in the product mixture, and base is added thereafter to control the process pH proximate to the initially targeted value.
摘要翻译：一种从包含乳酸，甘油，五碳糖，五碳糖醇，六碳糖和六碳糖醇中的至少一种的饲料组合物制备生物活性丙二醇的改进方法，其中生产四碳和在反应开始后加入碱来降低高级二醇。在优选的实施方案中，工艺pH和其它工艺条件最初建立在目标值下，以获得与产物混合物中基本上不含戊二醇副产物的生产一致的给定催化剂的最高转化率，然后加入碱以控制工艺pH 接近最初的目标值。

3. 发明申请

US20150126784A1 REGENERATION OF CATALYST FOR HYDROGENATION OF SUGARS 审中-公开
标题翻译：用于加氢的催化剂的再生
公开(公告)号：US20150126784A1
公开(公告)日：2015-05-07
申请号：US14400156
申请日：2013-04-17
申请人： ARCHER DANIELS MIDLAND COMPANY
发明人： Chi-Cheng Ma
IPC分类号： B01J38/48 , B01J25/04 , C07C29/132 , B01J23/96
CPC分类号： 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
摘要： 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 regenerates 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.
摘要翻译：描述了在生物质，糖和多糖的氢化期间已经失活或中毒的催化剂的再生方法，其中可以通过在亚临界温度下用热水洗涤催化剂来除去已经凝聚到催化剂表面的聚合物质。该方法的特征在于原位再生催化剂，其允许该方法适用于连续生产反应器系统中。还描述了结合本发明再生方法的连续氢化方法。

4. 发明公开

US20240368100A1 PROCESSES AND CATAYLSTS FOR THE SELECTIVE HYDROGENATION OF COMPOUNDS HAVING CARBONYL CARBON ATOMS 审中-公开
公开(公告)号：US20240368100A1
公开(公告)日：2024-11-07
申请号：US18775179
申请日：2024-07-17
申请人： ARCHER-DANIELS-MIDLAND COMPANY
发明人： James Brazdil , Chi-Cheng Ma
IPC分类号： C07D307/42 , B01D3/40 , C07C45/64
CPC分类号： C07D307/42 , B01D3/40 , C07C45/64
摘要： Selective hydrogenation processes are disclosed that can upgrade impure feeds, such as those obtained from biomass and containing a number of small (e.g., 2-6 carbon atom) molecules having aldehyde and/or ketone carbon atoms. For example, whereas glycolaldehyde and its methylated derivative, hydroxyacetone (acetol) are both high value intermediates for certain downstream processing reactions, they are normally recovered in a condensate from pyrolysis of carbohydrates (e.g., aldose-containing sugars) together with glyoxal and its methylated derivative, pyruvaldehyde. The selective hydrogenation of these compounds bearing two carbonyl carbon atoms, without over-hydrogenation to ethylene glycol and propylene glycol, can increase the concentration of the desired intermediates. These beneficial effects of selective hydrogenation may be achieved through the use of a hydrogenation catalyst comprising noble metals such as Ru and Pt.

5. 发明申请

US20220064136A1 PROCESSES AND CATAYLSTS FOR THE SELECTIVE HYDROGENATION OF COMPOUNDS HAVING CARBONYL CARBON ATOMS 有权
公开(公告)号：US20220064136A1
公开(公告)日：2022-03-03
申请号：US17421492
申请日：2020-01-09
申请人： Archer Daniels Midland Company
发明人： James Brazdil , Chi-Cheng Ma
IPC分类号： C07D307/42 , B01D3/40 , C07C45/64
摘要： Selective hydrogenation processes are disclosed that can upgrade impure feeds, such as those obtained from biomass and containing a number of small (e.g., 2-6 carbon atom) molecules having aldehyde and/or ketone carbon atoms. For example, whereas glycolaldehyde and its methylated derivative, hydroxyacetone (acetol) are both high value intermediates for certain downstream processing reactions, they are normally recovered in a condensate from pyrolysis of carbohydrates (e.g., aldose-containing sugars) together with glyoxal and its methylated derivative, pyruvaldehyde. The selective hydrogenation of these compounds bearing two carbonyl carbon atoms, without over-hydrogenation to ethylene glycol and propylene glycol, can increase the concentration of the desired intermediates. These beneficial effects of selective hydrogenation may be achieved through the use of a hydrogenation catalyst comprising noble metals such as Ru and Pt.

6. 发明授权

US10519124B2 Synthesis of R-glucosides, sugar alcohols, reduced sugar alcohols, and furan derivatives of reduced sugar alcohols 有权
公开(公告)号：US10519124B2
公开(公告)日：2019-12-31
申请号：US15962044
申请日：2018-04-25
申请人： Archer Daniels Midland Company
发明人： Kenneth Stensrud , Chi-Cheng Ma , Kevin Martin
IPC分类号： B01J27/00 , C07D307/12 , C07C29/60 , C07C29/132 , C07G3/00 , B01J23/72 , B01J23/46 , B01J25/00 , B01J27/053 , B01J27/16 , B01J27/20
摘要： 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.

7. 发明申请

US20150251980A1 MULTIPHASE LOW MIXING PROCESSES 审中-公开
标题翻译：多相低混合工艺
公开(公告)号：US20150251980A1
公开(公告)日：2015-09-10
申请号：US14709591
申请日：2015-05-12
申请人： Archer Daniels Midland Company
发明人： Carlos Gustavo Dassori , Chi-Cheng Ma , Todd Werpy
IPC分类号： C07C29/141
CPC分类号： C07C29/141 , B01J8/0242 , B01J8/025 , B01J8/0278 , B01J8/0457 , B01J8/0492 , B01J25/04 , B01J38/48 , B01J2208/00212
摘要： 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.
摘要翻译：描述了一种用于改善某些多相反应体系（包括固体催化剂，气相中的一种或多种反应物和液相中的一种或多种反应物）的性能的方法，其中确定液相中反应物的目标最大浓度为了在副产物形成，催化剂失活和所需产物的产率方面提供改进的价值，并且该目标浓度在连续方法中的下游或在批次的开始后的较短时间内接近并优选地实现，但是基本上不超过这种过程的半匹配操作模式。

8. 发明授权

US12122739B2 Process for making biobased products from sugars 有权
公开(公告)号：US12122739B2
公开(公告)日：2024-10-22
申请号：US17265004
申请日：2019-07-31
申请人： Archer Daniels Midland Company
发明人： James Brazdil , Chi-Cheng Ma
IPC分类号： C07C303/32 , B01J21/06 , B01J21/18 , B01J23/42 , B01J23/44 , B01J23/644 , B01J23/755 , B01J25/02 , B01J29/70 , B01J31/02 , B01J31/28 , B01J41/07 , B01J41/14 , C07C213/02
CPC分类号： C07C303/32 , B01J21/066 , B01J21/18 , B01J23/42 , B01J23/44 , B01J23/6447 , B01J23/755 , B01J25/02 , B01J29/7007 , B01J31/0232 , B01J31/28 , B01J41/07 , B01J41/14 , C07C213/02
摘要： An integrated, co-product capable process is provided for producing taurine in particular with optionally one or both of monoethanolamine and diethanolamine from one or more sugars, comprising pyrolyzing one or more sugars to produce a crude pyrolysis product mixture including glycolaldehyde and formaldehyde; optionally removing formaldehyde from the crude pyrolysis product mixture, then combining the crude pyrolysis product mixture with an aminating agent in the presence of hydrogen and further in the presence of a catalyst to produce at least monoethanolamine from the crude pyrolysis product mixture; optionally recovering diethanolamine from the crude reductive amination product, sulfating at least a portion to all of the monoethanolamine product to produce 2-aminoethyl hydrogen sulfate ester; and sulfonating the 2-aminoethyl hydrogen sulfate ester to produce taurine.

9. 发明授权

US12065417B2 Processes and catalysts for the selective hydrogenation of compounds having carbonyl carbon atoms 有权
公开(公告)号：US12065417B2
公开(公告)日：2024-08-20
申请号：US17421492
申请日：2020-01-09
申请人： Archer Daniels Midland Company
发明人： James Brazdil , Chi-Cheng Ma
IPC分类号： C07C45/64 , B01D3/40 , C07D307/42
CPC分类号： C07D307/42 , B01D3/40 , C07C45/64
摘要： Selective hydrogenation processes are disclosed that can upgrade impure feeds, such as those obtained from biomass and containing a number of small (e.g., 2-6 carbon atom) molecules having aldehyde and/or ketone carbon atoms. For example, whereas glycolaldehyde and its methylated derivative, hydroxyacetone (acetol) are both high value intermediates for certain downstream processing reactions, they are normally recovered in a condensate from pyrolysis of carbohydrates (e.g., aldose-containing sugars) together with glyoxal and its methylated derivative, pyruvaldehyde. The selective hydrogenation of these compounds bearing two carbonyl carbon atoms, without over-hydrogenation to ethylene glycol and propylene glycol, can increase the concentration of the desired intermediates. These beneficial effects of selective hydrogenation may be achieved through the use of a hydrogenation catalyst comprising noble metals such as Ru and Pt.

10. 发明授权

US11078140B2 Process for producing 1,3-butanediol and for optionally further producing (R)-3-hydroxybutyl (R)-3-hydroxybutyrate 有权
公开(公告)号：US11078140B2
公开(公告)日：2021-08-03
申请号：US17008640
申请日：2020-09-01
申请人： Archer Daniels Midland Company
发明人： Paul D. Bloom , Chi-Cheng Ma , Kevin J. Martin , Brennan Smith
IPC分类号： C07C29/149 , B01J23/72 , B01J25/00 , C07C67/03 , B01J25/02 , C07C67/08
摘要： A process is described for producing 1,3-butanediol, wherein an ester of poly-(R)-3-hydroxybutyrate such as formed by transesterification with an alcohol is reduced by hydrogenation in the presence of a skeletal copper-based catalyst to provide 1,3-butanediol. The 1,3-butanediol may be transesterified by reaction with additional poly-(R)-3-hydroxybutyrate ester to produce (R)-3-hydroxybutyl (R)-3-hydroxybutyrate.

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