公开(公告)号：US09163041B2

公开(公告)日：2015-10-20

申请号：US13557700

申请日：2012-07-25

申请人： Kam-To Wan

发明人： Kam-To Wan

IPC分类号： B01J23/75 ,  B01J23/745 ,  B01J21/18 ,  C07F9/38 ,  B01J23/70 ,  B01J23/42 ,  B01J23/74

CPC分类号： C07F9/3813 ,  B01J21/18 ,  B01J23/42 ,  B01J23/626 ,  B01J23/70 ,  B01J23/74 ,  B01J23/745 ,  B01J23/75 ,  B01J23/8906 ,  B01J23/8913 ,  B01J23/8926

摘要： Generally, the present invention relates to improvements in metal utilization in supported, metal-containing catalysts. For example, the present invention relates to methods for directing and/or controlling metal deposition onto surfaces of porous substrates. The present invention also relates to methods for preparing catalysts in which a first metal is deposited onto a support (e.g., a porous carbon support) to provide one or more regions of a first metal at the surface of the support, and a second metal is deposited at the surface of the one or more regions of the first metal. The invention further relates to use of catalysts prepared as detailed herein in catalytic oxidation reactions, such as oxidation of a substrate selected from the group consisting of N-(phosphonomethyl)iminodiacetic acid or a salt thereof, formaldehyde, and/or formic acid.

摘要翻译： 通常，本发明涉及负载的含金属催化剂中金属利用的改进。 例如，本发明涉及用于引导和/或控制金属沉积到多孔基底表面上的方法。 本发明还涉及制备催化剂的方法，其中第一金属沉积在载体（例如，多孔碳载体）上以在载体的表面提供一个或多个第一金属的区域，第二金属是 沉积在第一金属的一个或多个区域的表面上。 本发明还涉及在催化氧化反应中如本文详述制备的催化剂的用途，例如氧化选自N-（膦酰基甲基）亚氨基二乙酸或其盐，甲醛和/或甲酸的底物。

公开(公告)号：US07291751B2

公开(公告)日：2007-11-06

申请号：US11621885

申请日：2007-01-10

申请人： Mark A. Leiber ,  Kam-To Wan

发明人： Mark A. Leiber ,  Kam-To Wan

IPC分类号： C07F9/28

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J37/0205 ,  C07F9/3813

摘要： This invention relates to the use of a supplemental promoter in conjunction with a noble-metal-containing catalyst comprising a carbon support in catalyzing liquid phase oxidation reactions, a process for making of an improved catalyst comprising such a supplemental promoter, and an improved catalyst comprising such a supplemental promoter. In a particularly preferred embodiment, a supplemental promoter (most preferably bismuth or tellurium) is used in conjunction with a noble-metal-containing catalyst comprising a carbon support in a liquid phase oxidation process wherein N-(phosphonomethyl)iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl)glycine (i.e., “glyphosate”) or a salt thereof. The benefits of such a process include increased oxidation of the formaldehyde and formic acid by-products, and, consequently, decreased final concentrations of those by-products as well as other undesirable by-products, most notably N-methyl-N-(phosphonomethyl)glycine (i.e., “NMG”).

摘要翻译： 本发明涉及补充促进剂与包含碳载体催化液相氧化反应的含贵金属的催化剂的使用，制备包含这种补充促进剂的改进的催化剂的方法，以及改进的催化剂，包括 这样的补充推动者。 在特别优选的实施方案中，补充促进剂（最优选铋或碲）与液相氧化方法中含有碳载体的含贵金属的催化剂结合使用，其中N-（膦酰基甲基）亚氨基二乙酸（即“ PMIDA“）或其盐被氧化形成N-（膦酰基甲基）甘氨酸（即”草甘膦“）或其盐。 这种方法的好处包括增加甲醛和甲酸副产物的氧化，从而减少那些副产物以及其它不希望的副产物的最终浓度，特别是N-甲基-N-（膦酰甲基 ）甘氨酸（即“NMG”）。

公开(公告)号：US20070129567A1

公开(公告)日：2007-06-07

申请号：US11621885

申请日：2007-01-10

申请人： Mark Leiber ,  Jerry Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

发明人： Mark Leiber ,  Jerry Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

IPC分类号： C07F9/22 ,  C07F9/28

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J37/0205 ,  C07F9/3813

摘要： This invention relates to the use of a supplemental promoter in conjunction with a noble-metal-containing catalyst comprising a carbon support in catalyzing liquid phase oxidation reactions, a process for making of an improved catalyst comprising such a supplemental promoter, and an improved catalyst comprising such a supplemental promoter. In a particularly preferred embodiment, a supplemental promoter (most preferably bismuth or tellurium) is used in conjunction with a noble-metal-containing catalyst comprising a carbon support in a liquid phase oxidation process wherein N-(phosphonomethyl)iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl)glycine (i.e., “glyphosate”) or a salt thereof. The benefits of such a process include increased oxidation of the formaldehyde and formic acid by-products, and, consequently, decreased final concentrations of those by-products as well as other undesirable by-products, most notably N-methyl-N-(phosphonomethyl)glycine (i.e., “NMG”).

摘要翻译： 本发明涉及补充促进剂与包含碳载体催化液相氧化反应的含贵金属的催化剂的使用，制备包含这种补充促进剂的改进的催化剂的方法，以及改进的催化剂，包括 这样的补充推动者。 在特别优选的实施方案中，补充促进剂（最优选铋或碲）与液相氧化方法中含有碳载体的含贵金属的催化剂结合使用，其中N-（膦酰基甲基）亚氨基二乙酸（即“ PMIDA“）或其盐被氧化形成N-（膦酰基甲基）甘氨酸（即”草甘膦“）或其盐。 这种方法的好处包括增加甲醛和甲酸副产物的氧化，从而减少那些副产物以及其它不希望的副产物的最终浓度，特别是N-甲基-N-（膦酰甲基 ）甘氨酸（即“NMG”）。

公开(公告)号：US06603039B1

公开(公告)日：2003-08-05

申请号：US09408296

申请日：1999-09-29

申请人： Jerry R. Ebner ,  Mark A. Leiber ,  Kam-To Wan ,  Peter E. Rogers ,  Jingyue Liu ,  Anthony Woods

发明人： Jerry R. Ebner ,  Mark A. Leiber ,  Kam-To Wan ,  Peter E. Rogers ,  Jingyue Liu ,  Anthony Woods

IPC分类号： C07F938

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J23/40 ,  C07F9/3813 ,  Y02P20/582

摘要： This invention relates to an improved catalyst, comprising a carbon support having a noble metal at its surface, for use in catalyzing liquid phase oxidation reactions, especially in an acidic oxidative environment and in the presence of solvents, reactants, intermediates, or products which solubilize noble metals; a process for the preparation of the improved catalyst; a liquid phase oxidation process using such a catalyst wherein the catalyst exhibits improved resistance to noble metal leaching, particularly in acidic oxidative environments and in the presence of solvents, reactants, intermediates, or products which solubilize noble metals; and a liquid phase oxidation process in which N-(phosphonomethyl)iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl)glycine (i.e., “glyphosate”) or a salt thereof using such a catalyst wherein the oxidation of the formaldehyde and formic acid by-products into carbon dioxide and water is increased.

公开(公告)号：US06586621B2

公开(公告)日：2003-07-01

申请号：US09746186

申请日：2000-12-21

申请人： Mark A. Leiber ,  Jerry R. Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

发明人： Mark A. Leiber ,  Jerry R. Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

IPC分类号： C07F922

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J37/0205 ,  C07F9/3813

摘要： This invention relates to the use of a supplemental promoter in conjunction with a noble-metal-containing catalyst comprising a carbon support in catalyzing liquid phase oxidation reactions, a process for making of an improved catalyst comprising such a supplemental promoter, and an improved catalyst comprising such a supplemental promoter. In a particularly preferred embodiment, a supplemental promoter (most preferably bismuth or tellurium) is used in conjunction with a noble-metal-containing catalyst comprising a carbon support in a liquid phase oxidation process wherein N-(phosphonomethyl) iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl) glycine (i.e., “glyphosate”) or a salt thereof. The benefits of such a process include increased oxidation of the formaldehyde and formic acid by-products, and, consequently, decreased final concentrations of those by-products as well as other undesirable by-products, most notably N-methyl-N-(phosphonomethyl) glycine (i.e., “NMG”).

摘要翻译： 本发明涉及补充促进剂与包含碳载体催化液相氧化反应的含贵金属的催化剂的使用，制备包含这种补充促进剂的改进的催化剂的方法，以及改进的催化剂，包括 在一个特别优选的实施方案中，补充促进剂（最优选铋或碲）与液相氧化方法中含有碳载体的含贵金属的催化剂结合使用，其中N-（膦酰基甲基）亚氨基二乙酸 酸（即“PMIDA”）或其盐被氧化形成N-（膦酰基甲基）甘氨酸（即“草甘膦”）或其盐。 这种方法的好处包括增加甲醛和甲酸副产物的氧化，从而减少那些副产物以及其它不希望的副产物的最终浓度，特别是N-甲基-N-（膦酰甲基 ）甘氨酸（即“NMG”）。

公开(公告)号：US20100130774A1

公开(公告)日：2010-05-27

申请号：US11575370

申请日：2005-09-15

申请人： Kam-To Wan ,  Mark A. Leiber ,  Kerry Brethauer ,  Jingyue Liu

发明人： Kam-To Wan ,  Mark A. Leiber ,  Kerry Brethauer ,  Jingyue Liu

IPC分类号： C07F9/38 ,  B01J21/18 ,  B01J23/48 ,  B01J23/40 ,  B01J23/745 ,  B01J23/75

CPC分类号： B01J23/8906 ,  B01J21/18 ,  B01J23/8913 ,  B01J35/002 ,  B01J35/006 ,  B01J35/10 ,  B01J35/1028 ,  B01J37/06 ,  B01J37/08 ,  B01J37/10 ,  B01J37/16 ,  C07F9/3813

摘要： This invention relates to the field of heterogeneous catalysis, and more particularly to oxidation catalysts including carbon supports having deposited thereon a noble metal and one or more optional promoters and to methods for their preparation. The invention further relates to the field of heterogeneous catalytic oxidation reactions, including the preparation of secondary amines by the catalytic oxidation of tertiary amines, such as the oxidation of an N-(phosphonomethyl)iminodiacetic acid to produce an N-(phosphonomethyl)glycine product.

摘要翻译： 本发明涉及非均相催化领域，更具体地涉及包括沉积有贵金属的碳载体和一种或多种任选的促进剂的氧化催化剂及其制备方法。 本发明还涉及非均相催化氧化反应领域，包括通过叔胺的催化氧化制备仲胺，例如N-（膦酰基甲基）亚氨基二乙酸的氧化，以产生N-（膦酰基甲基）甘氨酸产物 。

公开(公告)号：US20090326262A1

公开(公告)日：2009-12-31

申请号：US12434360

申请日：2009-05-01

申请人： Kam-To Wan

发明人： Kam-To Wan

IPC分类号： C07F9/38

CPC分类号： C07F9/3813 ,  B01J21/18 ,  B01J23/42 ,  B01J23/626 ,  B01J23/70 ,  B01J23/74 ,  B01J23/745 ,  B01J23/75 ,  B01J23/8906 ,  B01J23/8913 ,  B01J23/8926

摘要： Generally, the present invention relates to improvements in metal utilization in supported, metal-containing catalysts. For example, the present invention relates to methods for directing and/or controlling metal deposition onto surfaces of porous substrates. The present invention also relates to methods for preparing catalysts in which a first metal is deposited onto a support (e.g., a porous carbon support) to provide one or more regions of a first metal at the surface of the support, and a second metal is deposited at the surface of the one or more regions of the first metal. Generally, the electropositivity of the first metal (e.g., copper or iron) is greater than the electropositivity of the second metal (e.g., a noble metal such as platinum) and the second metal is deposited at the surface of the one or more regions of the first metal by displacement of the first metal. The present invention further relates to treated substrates, catalyst precursor structures and catalysts prepared by these methods. The invention further relates to use of catalysts prepared as detailed herein in catalytic oxidation reactions, such as oxidation of a substrate selected from the group consisting of N-(phosphonomethyl)iminodiacetic acid or a salt thereof, formaldehyde, and/or formic acid.

摘要翻译： 通常，本发明涉及负载的含金属催化剂中金属利用的改进。 例如，本发明涉及用于引导和/或控制金属沉积到多孔基底表面上的方法。 本发明还涉及制备催化剂的方法，其中第一金属沉积在载体（例如，多孔碳载体）上以在载体的表面提供一个或多个第一金属的区域，第二金属是 沉积在第一金属的一个或多个区域的表面上。 通常，第一金属（例如铜或铁）的正电性大于第二金属（例如，贵金属如铂）的正电性，并且第二金属沉积在一个或多个区域的表面上 第一金属通过置换第一金属。 本发明还涉及经处理的基材，催化剂前体结构和通过这些方法制备的催化剂。 本发明还涉及在催化氧化反应中如本文详述制备的催化剂的用途，例如氧化选自N-（膦酰基甲基）亚氨基二乙酸或其盐，甲醛和/或甲酸的底物。

公开(公告)号：US5827794A

公开(公告)日：1998-10-27

申请号：US535784

申请日：1995-09-28

申请人： Mark E. Davis ,  Kam To Wan

发明人： Mark E. Davis ,  Kam To Wan

IPC分类号： B01J31/02 ,  B01J31/16 ,  B01J31/24 ,  C07B53/00 ,  C07C45/50 ,  C07C51/353 ,  C07C51/36 ,  C07C51/487 ,  C07C67/31

CPC分类号： B01J31/0202 ,  B01J31/1616 ,  B01J31/2452 ,  C07B53/00 ,  C07C45/505 ,  C07C51/353 ,  C07C51/36 ,  C07C51/487 ,  C07C67/31 ,  B01J2231/323 ,  B01J2531/0266 ,  B01J2531/42 ,  B01J2531/44 ,  B01J2531/56 ,  B01J2531/821 ,  B01J2531/822 ,  B01J2531/827 ,  B01J2531/828 ,  B01J2531/847 ,  B01J2531/96 ,  B01J2540/32 ,  Y02P20/588

摘要： The present invention relates to water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and its use as organometallic catalysts for asymmetric synthesis of optically active compounds. Asymmetric reactions of the present invention include those reactions in which organometallic catalysts are commonly used. Such reactions include, but are not limited to, reduction and isomerization reactions on unsaturated substrates and carbon--carbon bond forming reactions. Examples of such reactions include, but are not limited to, hydrogenation, hydroboration, hydrosilylation, hydride reduction, hydroformylation, alkylation, allylic alkylation, arylation, alkenylation, epoxidation, hydrocyanation, disilylation, cyclization and isomerization reactions. The catalysts of the present invention provide the advantage of functioning in the presence of water without loss in enantioselectivity relative to the nonsulfonated BINAP catalyst in an organic solvent. As a result, the catalysts of the present invention may be employed in water, water miscible solvents, in aqueous--organic two phase solvent systems and in supported aqueous phase catalysts in organic solvents without loss in enantioselectivity. Further, the catalysts of the present invention may also be effectively employed in highly polar solvents such as primary alcohols and ethylene glycol. The present invention also relates to a method for conducting asymmetric reactions on prochiral unsaturated bonds contained within a compound using the water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl organometallic catalysts of the present invention.

摘要翻译： 本发明涉及水溶性手性磺化2,2'-双（二苯基膦基）-1,1'-联萘及其作为用于不对称合成光学活性化合物的有机金属催化剂的用途。 本发明的不对称反应包括通常使用有机金属催化剂的那些反应。 这样的反应包括但不限于在不饱和基材上的还原和异构化反应和碳 - 碳键形成反应。 这些反应的实例包括但不限于氢化，氢化，氢化硅烷化，氢化物还原，加氢甲酰化，烷基化，烯丙基烷基化，芳基化，链烯基化，环氧化，氢氰化，二甲硅烷基化，环化和异构化反应。 本发明的催化剂提供了在有机溶剂中相对于非磺化的BINAP催化剂在不存在对映体选择性的情况下在水存在下的作用。 结果，本发明的催化剂可以用于水，水混溶性溶剂，水 - 有机两相溶剂体系中，并且在有机溶剂中的负载型水相催化剂中使用，而不会降低对映体选择性。 此外，本发明的催化剂也可以有效地用于高极性溶剂如伯醇和乙二醇。 本发明还涉及使用本发明的水溶性手性磺化2,2'-双（二苯基膦基）-1,1'-联萘有机金属催化剂对化合物中所含的前手性不饱和键进行不对称反应的方法。

公开(公告)号：US20070100161A1

公开(公告)日：2007-05-03

申请号：US11447236

申请日：2006-06-05

申请人： Jerry Ebner ,  Mark Leiber ,  Kam-To Wan ,  Peter Rogers ,  Jingye Liu ,  William Scholle ,  Anthony Woods

发明人： Jerry Ebner ,  Mark Leiber ,  Kam-To Wan ,  Peter Rogers ,  Jingye Liu ,  William Scholle ,  Anthony Woods

IPC分类号： C07F9/22 ,  C07F9/28

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J23/40 ,  C07F9/3813 ,  Y02P20/582

摘要： This invention relates to an improved catalyst, comprising a carbon support having a noble metal at its surface, for use in catalyzing liquid phase oxidation reactions, especially in an acidic oxidative environment and in the presence of solvents, reactants, intermediates, or products which solubilize noble metals; a process for the preparation of the improved catalyst; a liquid phase oxidation process using such a catalyst wherein the catalyst exhibits improved resistance to noble metal leaching, particularly in acidic oxidative environments and in the presence of solvents, reactants, intermediates, or products which solubilize noble metals; and a liquid phase oxidation process in which N-(phosphonomethyl)iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl)glycine (i.e., “glyphosate”) or a salt thereof using such a catalyst wherein the oxidation of the formaldehyde and formic acid by-products into carbon dioxide and water is increased.

摘要翻译： 本发明涉及一种改进的催化剂，其包括在其表面具有贵金属的碳载体，用于催化液相氧化反应，特别是在酸性氧化环境中和在溶剂存在下，反应物，中间体或溶解产物 贵金属; 改进的催化剂的制备方法; 使用这种催化剂的液相氧化方法，其中催化剂表现出改善的贵金属浸出耐受性，特别是在酸性氧化环境和溶剂存在下，反应物，中间体或增溶贵金属的产物; 和其中N-（膦酰基甲基）亚氨基二乙酸（即“PMIDA”）或其盐被氧化以形成N-（膦酰基甲基）甘氨酸（即“草甘膦”）或其盐的液相氧化方法， 催化剂，其中甲醛和甲酸副产物氧化成二氧化碳和水增加。

公开(公告)号：US06963009B2

公开(公告)日：2005-11-08

申请号：US10427830

申请日：2003-05-01

申请人： Mark A. Leiber ,  Jerry R. Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

发明人： Mark A. Leiber ,  Jerry R. Ebner ,  Kam-To Wan ,  Anthony Woods ,  Peter Rogers

IPC分类号： A01N57/20 ,  B01J21/18 ,  B01J23/56 ,  B01J37/02 ,  C07B61/00 ,  C07F9/38 ,  C07F9/28 ,  C07C53/02

CPC分类号： B01J23/56 ,  B01J21/18 ,  B01J37/0205 ,  C07F9/3813

摘要： This invention relates to the use of a supplemental promoter in conjunction with a noble-metal-containing catalyst comprising a carbon support in catalyzing liquid phase oxidation reactions.In a particularly preferred embodiment, a supplemental promoter (most preferably bismuth or tellurium) is used in conjunction with a noble-metal-containing catalyst comprising a carbon support in a liquid phase oxidation process wherein N-(phosphonomethyl) iminodiacetic acid (i.e., “PMIDA”) or a salt thereof is oxidized to form N-(phosphonomethyl)glycine (i.e., “glyphosate”) or a salt thereof. The benefits of such a process include oxidation of the formaldehyde and formic acid by-products, and, consequently, decreased final concentrations of those by-products as well as other undesirable by-products, most notably N-methyl-N-(phosphonomethyl)glycine (i.e., “NMG”).

摘要翻译： 本发明涉及补充促进剂与含有碳载体催化液相氧化反应的含贵金属催化剂的联合使用。 在特别优选的实施方案中，补充促进剂（最优选铋或碲）与液相氧化方法中含有碳载体的含贵金属的催化剂结合使用，其中N-（膦酰基甲基）亚氨基二乙酸（即“ PMIDA“）或其盐被氧化形成N-（膦酰基甲基）甘氨酸（即”草甘膦“）或其盐。 这种方法的益处包括甲醛和甲酸副产物的氧化，从而减少了副产物以及其它不希望的副产物的最终浓度，最值得注意的是N-甲基-N-（膦酰基甲基） 甘氨酸（即“NMG”）。