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1. 发明授权

US08895771B2 Methods of making organic compounds by metathesis and hydrocyanation 有权
标题翻译：通过复分解和氢化法制备有机化合物的方法
公开(公告)号：US08895771B2
公开(公告)日：2014-11-25
申请号：US12422109
申请日：2009-04-10
申请人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy , Alexandre A. Pletnev
发明人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy , Alexandre A. Pletnev
IPC分类号： C07C253/10 , B01J31/22 , C07C6/04 , C11C3/04 , C07C45/44 , C07C227/10 , C07C51/08 , C07C51/353 , C07C67/333
CPC分类号： C07C253/10 , B01J31/2265 , B01J31/2278 , B01J2231/54 , B01J2531/821 , C07C6/04 , C07C45/44 , C07C51/08 , C07C51/353 , C07C67/08 , C07C67/31 , C07C67/313 , C07C67/333 , C07C67/347 , C07C227/04 , C07C227/10 , C07C2531/24 , C11C3/04 , Y02P20/127 , C07C57/03 , C07C57/42 , C07C59/01 , C07C59/325 , C07C69/533 , C07C229/08 , C07C255/19
摘要： The invention is directed to methods of making organic compounds by metathesis and hydrocyanation. The method of the invention may be used, for example, to make industrial important organic compounds such as diacids, diesters, acid-amines, acid-alcohols, acid-nitriles, ester-amines, ester-alcohols, and ester-nitriles.
摘要翻译：本发明涉及通过复分解和氢氰化制备有机化合物的方法。本发明的方法可用于例如制备工业上重要的有机化合物如二酸，二酯，酸 - 胺，酸 - 醇，酸 - 腈，酯 - 胺，酯 - 醇和酯 - 腈。

2. 发明申请

US20090259065A1 METHODS OF MAKING ORGANIC COMPOUNDS BY METATHESIS AND HYDROCYANATION 有权
标题翻译：通过元素和水解制备有机化合物的方法
公开(公告)号：US20090259065A1
公开(公告)日：2009-10-15
申请号：US12422109
申请日：2009-04-10
申请人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy , Alexandre A. Pletnev
发明人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy , Alexandre A. Pletnev
IPC分类号： C07C253/10 , C07C229/12 , C07C69/67 , C07C69/675 , C07C211/03 , C07C59/01 , C07C55/02
CPC分类号： C07C253/10 , B01J31/2265 , B01J31/2278 , B01J2231/54 , B01J2531/821 , C07C6/04 , C07C45/44 , C07C51/08 , C07C51/353 , C07C67/08 , C07C67/31 , C07C67/313 , C07C67/333 , C07C67/347 , C07C227/04 , C07C227/10 , C07C2531/24 , C11C3/04 , Y02P20/127 , C07C57/03 , C07C57/42 , C07C59/01 , C07C59/325 , C07C69/533 , C07C229/08 , C07C255/19
摘要： The invention is directed to methods of making organic compounds by metathesis and hydrocyanation. The method of the invention may be used, for example, to make industrial important organic compounds such as diacids, diesters, acid-amines, acid-alcohols, acid-nitriles, ester-amines, ester-alcohols, and ester-nitriles.
摘要翻译：本发明涉及通过复分解和氢氰化制备有机化合物的方法。本发明的方法可用于例如制备工业上重要的有机化合物如二酸，二酯，酸 - 胺，酸 - 醇，酸 - 腈，酯 - 胺，酯 - 醇和酯 - 腈。

3. 发明授权

US09120742B2 Methods of making organic compounds by metathesis 有权
标题翻译：通过复分解制备有机化合物的方法
公开(公告)号：US09120742B2
公开(公告)日：2015-09-01
申请号：US12422096
申请日：2009-04-10
申请人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy
发明人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy
IPC分类号： C07C69/52 , C07C57/13 , C07C67/333 , B01J31/22 , C07C6/04 , C07C67/307 , C07C67/31 , C07C67/475
CPC分类号： C07C67/475 , B01J31/2265 , B01J31/2278 , B01J2231/543 , B01J2531/821 , C07C6/04 , C07C67/02 , C07C67/303 , C07C67/307 , C07C67/31 , C07C67/333 , C07C2531/22 , C07C2531/24 , C07F7/1884 , C07C11/02 , C07C69/65 , C07C69/734 , C07C69/533 , C07C69/593 , C07C69/73
摘要： Described are methods of making organic compounds by metathesis chemistry. The methods of the invention are particularly useful for making industrially-important organic compounds beginning with starting compositions derived from renewable feedstocks, such as natural oils. The methods make use of a cross-metathesis step with an olefin compound to produce functionalized alkene intermediates having a pre-determined double bond position. Once isolated, the functionalized alkene intermediate can be self-metathesized or cross-metathesized (e.g., with a second functionalized alkene) to produce the desired organic compound or a precursor thereto. The method may be used to make bifunctional organic compounds, such as diacids, diesters, dicarboxylate salts, acid/esters, acid/amines, acid/alcohols, acid/aldehydes, acid/ketones, acid/halides, acid/nitriles, ester/amines, ester/alcohols, ester/aldehydes, ester/ketones, ester/halides, ester/nitriles, and the like.
摘要翻译：描述的是通过复分解化学制备有机化合物的方法。本发明的方法特别可用于制备工业上重要的有机化合物，起始于可再生原料如天然油的组合物。该方法利用与烯烃化合物的交叉复分解步骤来制备具有预定双键位置的官能化烯烃中间体。一旦分离，官能化的烯烃中间体可以是自我化的或交叉的（例如用第二官能化的烯烃）产生所需的有机化合物或其前体。酸/酸，酸/酮，酸/卤化物，酸/腈，酯/酯，酸/ 胺，酯/醇，酯/醛，酯/酮，酯/卤化物，酯/腈等。

4. 发明申请

US20090264672A1 METHODS OF MAKING ORGANIC COMPOUNDS BY METATHESIS 有权
标题翻译：通过METATHESIS制备有机化合物的方法
公开(公告)号：US20090264672A1
公开(公告)日：2009-10-22
申请号：US12422096
申请日：2009-04-10
申请人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy
发明人： Timothy W. Abraham , Hiroki Kaido , Choon Woo Lee , Richard L. Pederson , Yann Schrodi , Michael John Tupy
IPC分类号： C07C69/52 , C07C57/13
CPC分类号： C07C67/475 , B01J31/2265 , B01J31/2278 , B01J2231/543 , B01J2531/821 , C07C6/04 , C07C67/02 , C07C67/303 , C07C67/307 , C07C67/31 , C07C67/333 , C07C2531/22 , C07C2531/24 , C07F7/1884 , C07C11/02 , C07C69/65 , C07C69/734 , C07C69/533 , C07C69/593 , C07C69/73
摘要： Described are methods of making organic compounds by metathesis chemistry. The methods of the invention are particularly useful for making industrially-important organic compounds beginning with starting compositions derived from renewable feedstocks, such as natural oils. The methods make use of a cross-metathesis step with an olefin compound to produce functionalized alkene intermediates having a pre-determined double bond position. Once isolated, the functionalized alkene intermediate can be self-metathesized or cross-metathesized (e.g., with a second functionalized alkene) to produce the desired organic compound or a precursor thereto. The method may be used to make bifunctional organic compounds, such as diacids, diesters, dicarboxylate salts, acid/esters, acid/amines, acid/alcohols, acid/aldehydes, acid/ketones, acid/halides, acid/nitriles, ester/amines, ester/alcohols, ester/aldehydes, ester/ketones, ester/halides, ester/nitriles, and the like.
摘要翻译：描述的是通过复分解化学制备有机化合物的方法。本发明的方法特别可用于制备工业上重要的有机化合物，起始于可再生原料如天然油的组合物。该方法利用与烯烃化合物的交叉复分解步骤来制备具有预定双键位置的官能化烯烃中间体。一旦分离，官能化的烯烃中间体可以是自我化的或交叉的（例如用第二官能化的烯烃）产生所需的有机化合物或其前体。该方法可用于制备双官能有机化合物，例如二酸，二酯，二羧酸盐，酸/酯，酸/胺，酸/醇，酸/醛，酸/酮，酸/卤化物，酸/腈，酯/ 胺，酯/醇，酯/醛，酯/酮，酯/卤化物，酯/腈等。

5. 发明申请

US20100145086A1 Synthesis of Terminal Alkenes From Internal Alkenes Via Olefin Metathesis 有权
标题翻译：通过烯烃复分解从内部烯烃合成末端烯烃
公开(公告)号：US20100145086A1
公开(公告)日：2010-06-10
申请号：US12445000
申请日：2007-10-15
申请人： Yann Schrodi , Richard L. Pederson , Hiroki Kaido , Michael John Tupy
发明人： Yann Schrodi , Richard L. Pederson , Hiroki Kaido , Michael John Tupy
IPC分类号： C11B3/02
CPC分类号： B01J31/2278 , B01J2231/54 , B01J2531/821 , C07C6/04 , C07C67/333 , C07C67/475 , C07C2531/22 , C07C2531/24 , C07C11/02 , C07C69/533 , C07C69/73
摘要： This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.
摘要翻译：本公开一般涉及烯烃复分解，更具体地涉及使用由烯烃复分解催化剂催化的交叉复分解反应从内部烯烃合成末端烯烃。根据一个方面，例如，提供了一种用于合成末端烯烃的方法，所述方法包括在钌亚烷基复分解催化剂存在下使由至少一种内烯烃组成的烯属基材与由在有效允许发生交叉复分解的反应条件下，α烯烃反应物，其中反应条件包括至少35℃的反应温度。本文公开的方法，组合物，反应和反应系统可用于催化领域，有机合成和工业化学。

6. 发明申请

US20100094034A1 Metathesis Methods Involving Hydrogenation and Compositions Relating to Same 有权
标题翻译：涉及氢化和组成的复分解方法相关
公开(公告)号：US20100094034A1
公开(公告)日：2010-04-15
申请号：US12444791
申请日：2007-10-15
申请人： Hiroki Kaido , Michael John Tupy , Richard L. Pederson , Yann Schrodi
发明人： Hiroki Kaido , Michael John Tupy , Richard L. Pederson , Yann Schrodi
IPC分类号： C07C51/36
CPC分类号： C11C3/00
摘要： Disclosed are improved methods for conducting metathesis utilizing polyunsaturated fatty acid compositions (e.g., polyunsaturated fatty acid polyol esters, polyunsaturated fatty acids, polyunsaturated fatty esters, and mixtures), such as those found in naturally occurring oils and fats, as the starting material. The inventive methods involve hydrogenation of polyunsaturated fatty acid compositions prior to metathesis, thereby providing partially-hydrogenation compositions having a relatively higher amount of monounsaturated fatty acid species. The partially hydrogenated composition can then be subjected to metathesis to provide a metathesis product composition containing industrially useful compounds.
摘要翻译：公开了使用多不饱和脂肪酸组合物（例如多不饱和脂肪酸多元醇酯，多不饱和脂肪酸，多不饱和脂肪酸酯和混合物）进行复分解的改进方法，例如在天然存在的油和脂肪中发现的那些作为起始原料。本发明的方法包括在复分解之前加氢多不饱和脂肪酸组合物，从而提供具有相对较高量的单不饱和脂肪酸物质的部分氢化组合物。然后可以对部分氢化的组合物进行复分解，以提供含有工业上有用的化合物的复分解产物组合物。

7. 发明授权

US08614344B2 Metathesis methods involving hydrogenation and compositions relating to same 有权
标题翻译：涉及氢化的复分解方法和与其相关的组合物
公开(公告)号：US08614344B2
公开(公告)日：2013-12-24
申请号：US12444791
申请日：2007-10-15
申请人： Hiroki Kaido , Michael John Tupy , Richard L. Pederson , Yann Schrodi
发明人： Hiroki Kaido , Michael John Tupy , Richard L. Pederson , Yann Schrodi
IPC分类号： C07C51/36
CPC分类号： C11C3/00
摘要： Disclosed are improved methods for conducting metathesis utilizing polyunsaturated fatty acid compositions (e.g., polyunsaturated fatty acid polyol esters, polyunsaturated fatty acids, polyunsaturated fatty esters, and mixtures), such as those found in naturally occurring oils and fats, as the starting material. The inventive methods involve hydrogenation of polyunsaturated fatty acid compositions prior to metathesis, thereby providing partially-hydrogenation compositions having a relatively higher amount of monounsaturated fatty acid species. The partially hydrogenated composition can then be subjected to metathesis to provide a metathesis product composition containing industrially useful compounds.
摘要翻译：公开了使用多不饱和脂肪酸组合物（例如多不饱和脂肪酸多元醇酯，多不饱和脂肪酸，多不饱和脂肪酸酯和混合物）进行复分解的改进方法，例如在天然存在的油和脂肪中发现的那些作为起始原料。本发明的方法包括在复分解之前加氢多不饱和脂肪酸组合物，从而提供具有相对较高量的单不饱和脂肪酸物质的部分氢化组合物。然后可以对部分氢化的组合物进行复分解，以提供含有工业上有用的化合物的复分解产物组合物。

8. 发明授权

US08501973B2 Synthesis of terminal alkenes from internal alkenes via olefin metathesis 有权
标题翻译：通过烯烃复分解从内部烯烃合成末端烯烃
公开(公告)号：US08501973B2
公开(公告)日：2013-08-06
申请号：US12445000
申请日：2007-10-15
申请人： Yann Schrodi , Richard L. Pederson , Hiroki Kaido , Michael John Tupy
发明人： Yann Schrodi , Richard L. Pederson , Hiroki Kaido , Michael John Tupy
IPC分类号： C07C51/00 , C07C67/00
CPC分类号： B01J31/2278 , B01J2231/54 , B01J2531/821 , C07C6/04 , C07C67/333 , C07C67/475 , C07C2531/22 , C07C2531/24 , C07C11/02 , C07C69/533 , C07C69/73
摘要： This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.
摘要翻译：本公开一般涉及烯烃复分解，更具体地涉及使用由烯烃复分解催化剂催化的交叉复分解反应从内部烯烃合成末端烯烃。根据一个方面，例如，提供了一种用于合成末端烯烃的方法，所述方法包括在钌亚烷基复分解催化剂存在下使由至少一种内烯烃组成的烯属基材与由在有效允许发生交叉复分解的反应条件下，α烯烃反应物，其中反应条件包括至少35℃的反应温度。本文公开的方法，组合物，反应和反应系统可用于催化领域，有机合成和工业化学。

9. 发明授权

US08115021B2 Method of making hydrogenated metathesis products 有权
标题翻译：制氢化复分解产物的方法
公开(公告)号：US08115021B2
公开(公告)日：2012-02-14
申请号：US12170818
申请日：2008-07-10
申请人： Michael John Tupy , Francis Amore , Hiroki Kaido , Xiangsheng Meng
发明人： Michael John Tupy , Francis Amore , Hiroki Kaido , Xiangsheng Meng
IPC分类号： C07C51/36
CPC分类号： C11C3/126 , B01J31/2265 , C10G45/00 , C10G69/02 , C10G2300/1014 , C11C3/123 , Y02P30/20
摘要： Disclosed is a method of making hydrogenated metathesis products comprising the steps of: (a) providing a metathesis composition; (b) providing a metathesis catalyst comprising a transition metal; (c) metathesizing at least a portion of the metathesis composition in the presence of the metathesis catalyst to form a first composition comprising one or more metathesis products and a transition metal; (d) hydrogenating at least a portion of the first composition in the presence of a hydrogenation catalyst to form a second composition comprising one or more hydrogenated metathesis products, transition metal, and hydrogenation catalyst; and (e) removing at least a portion of the hydrogenation catalyst from the second composition, wherein the removal of the hydrogenation catalyst removes at least a portion of the transition metal of the metathesis catalyst from the second composition.
摘要翻译：公开了一种制备氢化复分解产物的方法，包括以下步骤：（a）提供复分解组合物; （b）提供包含过渡金属的复分解催化剂; （c）在所述复分解催化剂存在下使至少一部分所述复分解组合物复分解，以形成包含一种或多种复分解产物和过渡金属的第一组合物; （d）在氢化催化剂的存在下氢化至少一部分第一组合物以形成包含一种或多种氢化易位产物，过渡金属和氢化催化剂的第二组合物; 和（e）从第二组合物中除去至少一部分氢化催化剂，其中去除氢化催化剂从第二组合物中除去复分解催化剂的至少一部分过渡金属。

10. 发明申请

US20090048459A1 METHOD OF MAKING HYDROGENATED METATHESIS PRODUCTS 有权
标题翻译：制备加氢脱硫产物的方法
公开(公告)号：US20090048459A1
公开(公告)日：2009-02-19
申请号：US12170818
申请日：2008-07-10
申请人： Michael John Tupy , Francis Amore , Hiroki Kaido , Xiangsheng Meng
发明人： Michael John Tupy , Francis Amore , Hiroki Kaido , Xiangsheng Meng
IPC分类号： C07C51/36
CPC分类号： C11C3/126 , B01J31/2265 , C10G45/00 , C10G69/02 , C10G2300/1014 , C11C3/123 , Y02P30/20
摘要： Disclosed is a method of making hydrogenated metathesis products comprising the steps of: (a) providing a metathesis composition; (b) providing a metathesis catalyst comprising a transition metal; (c) metathesizing at least a portion of the metathesis composition in the presence of the metathesis catalyst to form a first composition comprising one or more metathesis products and a transition metal; (d) hydrogenating at least a portion of the first composition in the presence of a hydrogenation catalyst to form a second composition comprising one or more hydrogenated metathesis products, transition metal, and hydrogenation catalyst; and (e) removing at least a portion of the hydrogenation catalyst from the second composition, wherein the removal of the hydrogenation catalyst removes at least a portion of the transition metal of the metathesis catalyst from the second composition.
摘要翻译：公开了一种制备氢化复分解产物的方法，包括以下步骤：（a）提供复分解组合物; （b）提供包含过渡金属的复分解催化剂; （c）在所述复分解催化剂存在下使至少一部分所述复分解组合物复分解，以形成包含一种或多种复分解产物和过渡金属的第一组合物; （d）在氢化催化剂的存在下氢化至少一部分第一组合物以形成包含一种或多种氢化易位产物，过渡金属和氢化催化剂的第二组合物; 和（e）从第二组合物中除去至少一部分氢化催化剂，其中去除氢化催化剂从第二组合物中除去复分解催化剂的至少一部分过渡金属。

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