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1. 发明授权

US07994347B2 Hydroxymethylfurfural reduction methods and methods of producing furandimethanol 有权
标题翻译：羟甲基糠醛还原方法和生产呋喃二甲醇的方法
公开(公告)号：US07994347B2
公开(公告)日：2011-08-09
申请号：US11760634
申请日：2007-06-08
申请人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, Jr. , Alan H. Zacher
发明人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, Jr. , Alan H. Zacher
IPC分类号： C07D307/02
CPC分类号： C07D307/42 , C07D307/46
摘要： A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
摘要翻译：提供一种还原羟甲基糠醛（HMF）的方法，其中含有HMF的原料在包含水的溶剂中。将H2置于反应器中，并使原料与含有至少一种选自Ni，Co，Cu，Pd，Pt，Ru，Ir，Re和Rh的金属的催化剂在小于或等于250的温度下接触氢化HMF的方法包括提供含有HMF和果糖的水溶液。 H2和氢化催化剂。在30℃或更高的温度下，HMF相对于果糖选择性地氢化。制备四氢呋喃二甲醇（THFDM）的方法包括提供具有第一和第二催化剂的连续流动反应器，并向反应器提供包含HMF的进料。进料与第一催化剂接触以产生与第二催化剂接触以产生THFDM的呋喃二甲醇（FDM）。

2. 发明申请

US20110306780A1 Hydroxymethylfurfural Reduction Methods and Methods of Producing Furandimethanol 有权
公开(公告)号：US20110306780A1
公开(公告)日：2011-12-15
申请号：US13173942
申请日：2011-06-30
申请人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, JR. , Alan H. Zacher
发明人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, JR. , Alan H. Zacher
IPC分类号： C07D307/42 , C07D307/12
CPC分类号： C07D307/42 , C07D307/46
摘要： A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.

3. 发明申请

US20110257419A1 Hydroxymethylfurfural Reduction Methods and Methods of Producing Furandimethanol 有权
标题翻译：羟甲基糠醛还原方法和生产呋喃二甲醇的方法
公开(公告)号：US20110257419A1
公开(公告)日：2011-10-20
申请号：US13174181
申请日：2011-06-30
申请人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, JR. , Alan H. Zacher
发明人： Michael A. Lilga , Richard T. Hallen , Todd A. Werpy , James F. White , Johnathan E. Holladay , John G. Frye, JR. , Alan H. Zacher
IPC分类号： C07D307/44
CPC分类号： C07D307/42 , C07D307/46
摘要： A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
摘要翻译：提供一种还原羟甲基糠醛（HMF）的方法，其中含有HMF的原料在包含水的溶剂中。将H2置于反应器中，并使原料与含有至少一种选自Ni，Co，Cu，Pd，Pt，Ru，Ir，Re和Rh的金属的催化剂在小于或等于250的温度下接触氢化HMF的方法包括提供含有HMF和果糖的水溶液。 H2和氢化催化剂。在30℃或更高的温度下，HMF相对于果糖选择性地氢化。制备四氢呋喃二甲醇（THFDM）的方法包括提供具有第一和第二催化剂的连续流动反应器，并向反应器中提供包含HMF的进料。进料与第一催化剂接触以产生与第二催化剂接触以产生THFDM的呋喃二甲醇（FDM）。

4. 发明授权

US07687661B2 Method for conversion of β-hydroxy carbonyl compounds 失效
标题翻译：转化羰基化合物的方法
公开(公告)号：US07687661B2
公开(公告)日：2010-03-30
申请号：US11377096
申请日：2006-03-15
申请人： Michael A. Lilga , James F. White , Johnathan E. Holladay , Alan H. Zacher , Danielle S. Muzatko , Rick J. Orth
发明人： Michael A. Lilga , James F. White , Johnathan E. Holladay , Alan H. Zacher , Danielle S. Muzatko , Rick J. Orth
IPC分类号： C07C67/30
CPC分类号： C07C51/377 , C07C51/41 , C07C57/04
摘要： A process is disclosed for conversion of salts of β-hydroxy carbonyl compounds forming useful conversion products including, e.g., α,β-unsaturated carbonyl compounds and/or salts of α,β-unsaturated carbonyl compounds. Conversion products find use, e.g., as feedstock and/or end-use chemicals.
摘要翻译：公开了用于转化形成有用的转化产物（例如α，b' - 不饱和羰基化合物和/或α，β-不饱和羰基化合物的盐的α-羟基羰基化合物的盐的方法。转化产物可用作例如原料和/或最终用途的化学品。

5. 发明授权

US06992209B2 Methods of forming alpha, beta-unsaturated acids and esters 有权
标题翻译：形成α，β-不饱和酸和酯的方法
公开(公告)号：US06992209B2
公开(公告)日：2006-01-31
申请号：US10315404
申请日：2002-12-09
申请人： Michael A. Lilga , Todd A. Werpy , Johnathan E. Holladay
发明人： Michael A. Lilga , Todd A. Werpy , Johnathan E. Holladay
IPC分类号： C07C69/66 , C07C67/30 , C07B35/00
CPC分类号： C07C67/08 , C07C51/377 , C07C67/327 , Y02P20/127 , Y02P20/582 , C07C57/04 , C07C69/67 , C07C69/003 , C07C69/14 , C07C69/54
摘要： The invention includes a method of forming an alpha, beta-unsaturated compound. A carboxylic acid is mixed with an alpha-hydroxy acid or an alpha-hydroxy ester and is esterified to form an alpha-acyloxy derivative. The alpha-acyloxy derivative is transformed into an alpha, beta-unsaturated derivative. The invention additionally includes a process of forming an acrylate. Lactic acid or a lactic acid ester is reacted with a first portion of acetic acid in the presence of a first catalyst to produce the corresponding 2-acetoxy propionic acid or ester. A non-reacted portion of the acetic acid is recycled. The 2-acetoxy propionic acid or ester is transferred to a second vessel containing a second catalyst, and acetic acid is liberated from the 2-acetoxy propionic acid or ester to produce a corresponding acrylic acid or acrylate ester. The acid or ester is subsequently esterified by reaction with an alcohol to form a desired acrylate ester.
摘要翻译：本发明包括形成α，β-不饱和化合物的方法。将羧酸与α-羟基酸或α-羟基酯混合并酯化形成α-酰氧基衍生物。 α-酰氧基衍生物转化成α，β-不饱和衍生物。本发明还包括形成丙烯酸酯的方法。乳酸或乳酸酯与第一部分乙酸在第一催化剂存在下反应，生成相应的2-乙酰氧基丙酸或酯。将乙酸的未反应部分再循环。将2-乙酰氧基丙酸或酯转移到含有第二催化剂的第二容器中，并从2-乙酰氧基丙酸或酯中释出乙酸，生成相应的丙烯酸或丙烯酸酯。酸或酯随后通过与醇反应形成所需的丙烯酸酯而酯化。

6. 发明申请

US20100152470A1 Hydroxymethyl Furfural Oxidation Methods 有权
公开(公告)号：US20100152470A1
公开(公告)日：2010-06-17
申请号：US12712100
申请日：2010-02-24
申请人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
发明人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
IPC分类号： C07D307/46
CPC分类号： C07D307/48 , C07D307/44
摘要： A method of oxidizing hydroxymethylfurfural (HMF) includes providing a starting material which includes HMF in a solvent comprising water into a reactor. At least one of air and O2 is provided into the reactor. The starting material is contacted with the catalyst comprising Pt on a support material where the contacting is conducted at a reactor temperature of from about 50° C. to about 200° C. A method of producing an oxidation catalyst where ZrO2 is provided and is calcined. The ZrO2 is mixed with platinum (II) acetylacetonate to form a mixture. The mixture is subjected to rotary evaporation to form a product. The product is calcined and reduced under hydrogen to form an activated product. The activated product is passivated under a flow of 2% O2.

7. 发明授权

US07700788B2 Hydroxymethyl furfural oxidation methods 有权
标题翻译：羟甲基糠醛氧化法
公开(公告)号：US07700788B2
公开(公告)日：2010-04-20
申请号：US11932436
申请日：2007-10-31
申请人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
发明人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
IPC分类号： C07D307/44
CPC分类号： C07D307/48 , C07D307/44
摘要： A method of oxidizing hydroxymethylfurfural (HMF) includes providing a starting material which includes HMF in a solvent comprising water into a reactor. At least one of air and O2 is provided into the reactor. The starting material is contacted with the catalyst comprising Pt on a support material where the contacting is conducted at a reactor temperature of from about 50° C. to about 200° C. A method of producing an oxidation catalyst where ZrO2 is provided and is calcined. The ZrO2 is mixed with platinum (II) acetylacetonate to form a mixture. The mixture is subjected to rotary evaporation to form a product. The product is calcined and reduced under hydrogen to form an activated product. The activated product is passivated under a flow of 2% O2.
摘要翻译：氧化羟甲基糠醛（HMF）的方法包括在包含水的溶剂中将包含HMF的原料提供到反应器中。将空气和O2中的至少一个提供到反应器中。起始材料与包含Pt的催化剂在载体材料上接触，其中接触在约50℃至约200℃的反应器温度下进行。制备其中提供ZrO 2并被煅烧的氧化催化剂的方法。将ZrO 2与乙酰丙酮化铂（II）混合以形成混合物。将混合物进行旋转蒸发以形成产物。将产物在氢气下煅烧和还原以形成活化产物。活化产物在2％O 2的流量下钝化。

8. 发明授权

US08367851B2 Hydroxymethylfurfural reduction methods and methods of producing furandimethanol 有权
标题翻译：羟甲基糠醛还原方法和生产呋喃二甲醇的方法
公开(公告)号：US08367851B2
公开(公告)日：2013-02-05
申请号：US13173942
申请日：2011-06-30
申请人： Michael A. Lilga , Richard T. Hallen , James F. White , Michel J. Gray
发明人： Michael A. Lilga , Richard T. Hallen , James F. White , Michel J. Gray
IPC分类号： C07D307/02
CPC分类号： C07D307/42 , C07D307/46
摘要： A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
摘要翻译：提供一种还原羟甲基糠醛（HMF）的方法，其中含有HMF的原料在包含水的溶剂中。将H2置于反应器中，并使原料与含有至少一种选自Ni，Co，Cu，Pd，Pt，Ru，Ir，Re和Rh的金属的催化剂在小于或等于250的温度下接触氢化HMF的方法包括提供含有HMF和果糖的水溶液。 H2和氢化催化剂。在30℃或更高的温度下，HMF相对于果糖选择性地氢化。制备四氢呋喃二甲醇（THFDM）的方法包括提供具有第一和第二催化剂的连续流动反应器，并向反应器提供包含HMF的进料。进料与第一催化剂接触以产生与第二催化剂接触以产生THFDM的呋喃二甲醇（FDM）。

9. 发明授权

US08742144B2 Hydroxymethylfurfural reduction methods and methods of producing furandimethanol 有权
标题翻译：羟甲基糠醛还原方法和生产呋喃二甲醇的方法
公开(公告)号：US08742144B2
公开(公告)日：2014-06-03
申请号：US13174181
申请日：2011-06-30
申请人： Michael A. Lilga , Richard T. Hallen , James F. White , Michel J. Gray
发明人： Michael A. Lilga , Richard T. Hallen , James F. White , Michel J. Gray
IPC分类号： C07D307/02
CPC分类号： C07D307/42 , C07D307/46
摘要： A method of reducing hydroxymethylfurfural (HMF) where a starting material containing HMF in a solvent comprising water is provided. H2 is provided into the reactor and the starting material is contacted with a catalyst containing at least one metal selected from Ni, Co, Cu, Pd, Pt, Ru, Ir, Re and Rh, at a temperature of less than or equal to 250° C. A method of hydrogenating HMF includes providing an aqueous solution containing HMF and fructose. H2 and a hydrogenation catalyst are provided. The HMF is selectively hydrogenated relative to the fructose at a temperature at or above 30° C. A method of producing tetrahydrofuran dimethanol (THFDM) includes providing a continuous flow reactor having first and second catalysts and providing a feed comprising HMF into the reactor. The feed is contacted with the first catalyst to produce furan dimethanol (FDM) which is contacted with the second catalyst to produce THFDM.
摘要翻译：提供一种还原羟甲基糠醛（HMF）的方法，其中含有HMF的原料在包含水的溶剂中。将H2置于反应器中，并使原料与含有至少一种选自Ni，Co，Cu，Pd，Pt，Ru，Ir，Re和Rh的金属的催化剂在小于或等于250的温度下接触氢化HMF的方法包括提供含有HMF和果糖的水溶液。 H2和氢化催化剂。在30℃或更高的温度下，HMF相对于果糖选择性地氢化。制备四氢呋喃二甲醇（THFDM）的方法包括提供具有第一和第二催化剂的连续流动反应器，并向反应器提供包含HMF的进料。进料与第一催化剂接触以产生与第二催化剂接触以产生THFDM的呋喃二甲醇（FDM）。

10. 发明授权

US08193382B2 Hydroxymethyl furfural oxidation methods 有权
公开(公告)号：US08193382B2
公开(公告)日：2012-06-05
申请号：US12712100
申请日：2010-02-24
申请人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
发明人： Michael A. Lilga , Richard T. Hallen , Jianli Hu , James F. White , Michel J. Gray
IPC分类号： C07D307/48
CPC分类号： C07D307/48 , C07D307/44
摘要： A method of oxidizing hydroxymethylfurfural (HMF) includes providing a starting material which includes HMF in a solvent comprising water into a reactor. At least one of air and O2 is provided into the reactor. The starting material is contacted with the catalyst comprising Pt on a support material where the contacting is conducted at a reactor temperature of from about 50° C. to about 200° C. A method of producing an oxidation catalyst where ZrO2 is provided and is calcined. The ZrO2 is mixed with platinum (II) acetylacetonate to form a mixture. The mixture is subjected to rotary evaporation to form a product. The product is calcined and reduced under hydrogen to form an activated product. The activated product is passivated under a flow of 2% O2.

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