公开(公告)号：US20110207972A1

公开(公告)日：2011-08-25

申请号：US12711020

申请日：2010-02-23

申请人： Heather M. Brown ,  John G. Frye ,  Jonathan L. Male ,  Daniel M. Santosa ,  Alan H. Zacher

发明人： Heather M. Brown ,  John G. Frye ,  Jonathan L. Male ,  Daniel M. Santosa ,  Alan H. Zacher

IPC分类号： C07C31/20 ,  B01J23/10 ,  B01J23/83 ,  B01J23/883 ,  B01J23/889 ,  B01J23/44 ,  B01J23/50 ,  B01J23/755 ,  B01J21/18 ,  B01J23/75 ,  B01J23/882

CPC分类号： B01J23/83 ,  B01J21/18 ,  B01J23/75 ,  B01J23/755 ,  B01J23/866 ,  B01J23/882 ,  B01J23/883 ,  B01J23/8892 ,  B01J23/8896 ,  B01J23/8913 ,  B01J23/892 ,  B01J23/894 ,  B01J23/8986 ,  B01J23/8993 ,  B01J31/0202 ,  B01J37/0203 ,  B01J37/0205 ,  B01J37/0207 ,  C07C29/60 ,  C07C31/205

摘要： Catalysts for replacing rhenium-containing multimetallic catalysts for the hydrogenolysis of organic compounds to desired polyols, including the conversion of glycerol to propylene glycol, are described. The catalysts are carried on carbon supports, as well as carbon supports impregnated with Zirconium Scandium (ZrSc), Zirconium Yttrium (ZrY), Titanium Scandium (TiSc), or Titanium Yttrium (TiY) to texture the carbon support and to create oxygen-ion vacancies that can be used during the desired reactions. Processes for the hydrogenolysis of organic compounds to desired polyols using the disclosed catalysts, including the conversion of glycerol to propylene glycol, are also described.

摘要翻译： 描述了用于将有机化合物氢解为所需多元醇的含铼多金属催化剂的替代催化剂，包括将甘油转化为丙二醇。 催化剂承载在碳载体上，以及用锆钪（ZrSc），锆钇（ZrY），钛钪（TiSc）或钛钇（TiY）浸渍的碳载体，以组织碳载体并产生氧离子 可在所需反应中使用的空位。 还描述了使用公开的催化剂将有机化合物氢解为所需多元醇的方法，包括将甘油转化为丙二醇。

公开(公告)号：US20130018213A1

公开(公告)日：2013-01-17

申请号：US13620197

申请日：2012-09-14

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C07C1/22

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

公开(公告)号：US20110105770A1

公开(公告)日：2011-05-05

申请号：US12756916

申请日：2010-04-08

申请人： Wei Liu ,  John E. Holladay ,  Feng Zheng ,  Heather M. Brown ,  Alan R. Cooper

发明人： Wei Liu ,  John E. Holladay ,  Feng Zheng ,  Heather M. Brown ,  Alan R. Cooper

IPC分类号： C07D307/68

CPC分类号： C07D307/46

摘要： Presently disclosed are methods and apparatus for separation of reaction products from reaction mixtures in an ionic liquid catalysis process, particularly in conversion of biomass, cellulose, and sugars into chemical intermediates such as 5-hydroxymethylfurfural (HMF). In one embodiment an ion exclusion adsorption mechanism is used for the separation process. The process comprises (i) mixing the ionic liquid-containing reaction mixture with de-ionized water, (ii) flowing the water solution mixture into an adsorption column, (iii) eluting the column with a water- and/or alcohol-based fluid, and (iv) collecting separated fractions at different elution times.

摘要翻译： 目前公开的是用于在离子液体催化方法中分离反应产物与反应混合物的方法和装置，特别是在将生物质，纤维素和糖转化为化学中间体如5-羟甲基糠醛（HMF）时。 在一个实施方案中，离子排除吸附机理用于分离过程。 该方法包括（i）将含离子液体的反应混合物与去离子水混合，（ii）将水溶液混合物流入吸附塔，（iii）用水和/或醇基流体洗脱柱 ，和（iv）在不同的洗脱时间收集分离的级分。

公开(公告)号：US08388829B2

公开(公告)日：2013-03-05

申请号：US13620268

申请日：2012-09-14

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C10M101/00 ,  C10M177/00 ,  C10G71/00

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

摘要翻译： 公开了通过脱氧（脱羧/脱羰/脱水）脂肪酸制备可再生柴油以生产烃的方法的实施方案。 将脂肪酸暴露于选自a）Pt和MO3的ZrO 2上的催化剂（M为W，Mo或其组合），或b）Pt / Ge或Pt / Sn在碳上，催化剂脱羧至少10％ 的脂肪酸。 在具体实施方案中，催化剂相对于催化剂质量基本上由0.7重量％的Pt和12重量％的WO 3组成，或者催化剂基本上由a）5重量％的Pt和b）0.5重量％的Ge或0.5重量％的Sn ，相对于催化剂的质量。 在不加入氢气的情况下进行脱氧，并且小于100psi。 在脂肪酸进料中脱氧至少10％脂肪酸的催化剂的公开实施方案，并且能够使脂肪酸脱氧至少200分钟至超过350小时。

公开(公告)号：US08366907B2

公开(公告)日：2013-02-05

申请号：US12848887

申请日：2010-08-02

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C10M101/00 ,  C10M177/00 ,  C10G71/00

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

公开(公告)号：US08236973B2

公开(公告)日：2012-08-07

申请号：US12756916

申请日：2010-04-08

申请人： Wei Liu ,  John E. Holladay ,  Feng Zheng ,  Heather M. Brown ,  Alan R. Cooper

发明人： Wei Liu ,  John E. Holladay ,  Feng Zheng ,  Heather M. Brown ,  Alan R. Cooper

IPC分类号： C07D307/42 ,  C07D307/45 ,  C07D493/04

CPC分类号： C07D307/46

摘要： Presently disclosed are methods and apparatus for separation of reaction products from reaction mixtures in an ionic liquid catalysis process, particularly in conversion of biomass, cellulose, and sugars into chemical intermediates such as 5-hydroxymethylfurfural (HMF). In one embodiment an ion exclusion adsorption mechanism is used for the separation process. The process comprises (i) mixing the ionic liquid-containing reaction mixture with de-ionized water, (ii) flowing the water solution mixture into an adsorption column, (iii) eluting the column with a water- and/or alcohol-based fluid, and (iv) collecting separated fractions at different elution times.

摘要翻译： 目前公开的是用于在离子液体催化方法中分离反应产物与反应混合物的方法和装置，特别是在将生物质，纤维素和糖转化为化学中间体如5-羟甲基糠醛（HMF）时。 在一个实施方案中，离子排除吸附机理用于分离过程。 该方法包括（i）将含离子液体的反应混合物与去离子水混合，（ii）将水溶液混合物流入吸附塔，（iii）用水和/或醇基流体洗脱柱 ，和（iv）在不同的洗脱时间收集分离的级分。

公开(公告)号：US08110667B2

公开(公告)日：2012-02-07

申请号：US12110997

申请日：2008-04-28

申请人： Zongchao C. Zhang ,  Heather M. Brown ,  Yu Su

发明人： Zongchao C. Zhang ,  Heather M. Brown ,  Yu Su

IPC分类号： C07H15/00 ,  C07H17/00 ,  C07G3/00

CPC分类号： C07D307/46 ,  C08B1/003 ,  C08B15/00 ,  C13K1/02

摘要： Methods are described for conversion of carbohydrate polymers in ionic liquids, including cellulose, that yield value-added chemicals including, e.g., glucose and 5-hydroxylmethylfurfural (HMF) at temperatures below 120° C. Catalyst compositions that include various mixed metal halides are described that are selective for specified products with yields, e.g., of up to about 56% in a single step process.

摘要翻译： 描述了用于在离子液体（包括纤维素）中转化碳水化合物聚合物的方法，其在低于120℃的温度下产生包括例如葡萄糖和5-羟甲基糠醛（HMF）的增值化学品，描述包括各种混合金属卤化物的催化剂组合物 对于具有产率的特定产品是选择性的，例如在单步骤过程中高达约56％。

公开(公告)号：US08882990B2

公开(公告)日：2014-11-11

申请号：US13620197

申请日：2012-09-14

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C10M101/00 ,  C10M177/00 ,  C10G71/00 ,  C10G3/00 ,  B01J23/62 ,  C11C3/00 ,  C10L1/12 ,  B01J37/02 ,  B01J21/18 ,  B01J21/06 ,  B01J23/652 ,  C10L1/08

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

摘要翻译： 公开了通过脱氧（脱羧/脱羰/脱水）脂肪酸制备可再生柴油以生产烃的方法的实施方案。 将脂肪酸暴露于选自a）Pt和MO3的ZrO 2上的催化剂（M为W，Mo或其组合），或b）Pt / Ge或Pt / Sn在碳上，催化剂脱羧至少10％ 的脂肪酸。 在具体实施方案中，催化剂相对于催化剂质量基本上由0.7重量％的Pt和12重量％的WO 3组成，或者催化剂基本上由a）5重量％的Pt和b）0.5重量％的Ge或0.5重量％的Sn ，相对于催化剂的质量。 在不加入氢气的情况下进行脱氧，并且小于100psi。 在脂肪酸进料中脱氧至少10％脂肪酸的催化剂的公开实施方案，并且能够使脂肪酸脱氧至少200分钟至超过350小时。

公开(公告)号：US20130008080A1

公开(公告)日：2013-01-10

申请号：US13620268

申请日：2012-09-14

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C10L1/12

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

摘要翻译： 公开了通过脱氧（脱羧/脱羰/脱水）脂肪酸制备可再生柴油以生产烃的方法的实施方案。 将脂肪酸暴露于选自a）Pt和MO3的ZrO 2上的催化剂（M为W，Mo或其组合），或b）Pt / Ge或Pt / Sn在碳上，催化剂脱羧至少10％ 的脂肪酸。 在具体实施方案中，催化剂相对于催化剂质量基本上由0.7重量％的Pt和12重量％的WO 3组成，或者催化剂基本上由a）5重量％的Pt和b）0.5重量％的Ge或0.5重量％的Sn ，相对于催化剂的质量。 在不加入氢气的情况下进行脱氧，并且小于100psi。 在脂肪酸进料中脱氧至少10％脂肪酸的催化剂的公开实施方案，并且能够使脂肪酸脱氧至少200分钟至超过350小时。

公开(公告)号：US20120029250A1

公开(公告)日：2012-02-02

申请号：US12848887

申请日：2010-08-02

申请人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

发明人： Richard T. Hallen ,  Karl O. Albrecht ,  Heather M. Brown ,  James F. White

IPC分类号： C10L1/16 ,  C07C27/00 ,  C07C1/00

CPC分类号： B01J23/6525 ,  B01J21/066 ,  B01J21/18 ,  B01J23/624 ,  B01J23/626 ,  B01J23/6527 ,  B01J37/0203 ,  B01J37/0205 ,  C10G3/44 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1014 ,  C10G2300/1018 ,  C10G2300/205 ,  C10G2300/4012 ,  C10G2300/4018 ,  C10G2300/4081 ,  C10G2300/44 ,  C10G2400/04 ,  C10G2400/08 ,  C10G2400/30 ,  C10L1/08 ,  C10L1/1208 ,  C10L2200/0469 ,  C10L2270/02 ,  C10L2270/04 ,  C11C3/00 ,  Y02E50/13 ,  Y02P30/20 ,  Y02T50/678

摘要： Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.

摘要翻译： 公开了通过脱氧（脱羧/脱羰/脱水）脂肪酸制备可再生柴油以生产烃的方法的实施方案。 将脂肪酸暴露于选自a）Pt和MO3的ZrO 2上的催化剂（M为W，Mo或其组合），或b）Pt / Ge或Pt / Sn在碳上，催化剂脱羧至少10％ 的脂肪酸。 在具体实施方案中，催化剂相对于催化剂质量基本上由0.7重量％的Pt和12重量％的WO 3组成，或者催化剂基本上由a）5重量％的Pt和b）0.5重量％的Ge或0.5重量％的Sn ，相对于催化剂的质量。 在不加入氢气的情况下进行脱氧，并且小于100psi。 在脂肪酸进料中脱氧至少10％脂肪酸的催化剂的公开实施方案，并且能够使脂肪酸脱氧至少200分钟至超过350小时。