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公开(公告)号：US5463144A
公开(公告)日：1995-10-31
申请号：US316671
申请日：1994-09-30
申请人： Joseph B. Powell , Lynn H. Slaugh , Thomas C. Forschner , Terry B. Thomason , Thomas C. Semple , Paul R. Weider , Juan P. Arhancet
发明人： Joseph B. Powell , Lynn H. Slaugh , Thomas C. Forschner , Terry B. Thomason , Thomas C. Semple , Paul R. Weider , Juan P. Arhancet
CPC分类号： C07C45/58 , C07C29/141 , C07C29/16 , C07C45/80
摘要： 1,3-propanediol is prepared in a process comprising the steps of:contacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of an effective amount of a non-phosphine-ligated cobalt catalyst and an effective amount of a lipophilic quaternary ammonium salt at a temperature within the range of about 50.degree. to about 100.degree. C. and a, pressure within the range of about 500 to about 5000 psig, under reaction conditions effective to produce an intermediate product mixture comprising less than 15 wt % 3-hydroxypropanal;adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid at a temperature less than about 100.degree. C. a major portion of the 3-hydroxypropanal so as to provide an aqueous phase comprising 3-hydroxypropanal in greater concentration than the-concentration of 3-hydroxypropanal in said intermediate product mixture and an organic phase comprising at least a portion of the cobalt catalyst or a cobalt-containing derivative thereof and at least a portion of the lipophilic quaternary ammonium salt;contacting the aqueous phase comprising 3-hydroxypropanal with hydrogen in, the presence of a hydrogenation catalyst at a pressure of at least about 100 psig and a temperature during at least a portion of the hydrogenation step of at least 40.degree. C. to provide a hydrogenation product mixture comprising 1,3-propanediol.
摘要翻译： 以包括以下步骤的方法制备1,3-丙二醇：在有效量的非磷化氢连接的钴催化剂存在下，将环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中接触， 在有效量的亲油性季铵盐的温度范围为约50至约100℃，和a，压力范围为约500至约5000psig，在有效产生中间产物混合物的反应条件下，包括 小于15重量％的3-羟基丙醛; 向所述中间产物混合物中加入水性液体，并在低于约100℃的温度下将3-羟基丙醛的主要部分萃取到所述含水液体中，以提供包含比所述中间产物混合物更高浓度的3-羟基丙醛的水相， 所述中间产物混合物中的3-羟基丙醛的浓度和包含至少一部分钴催化剂或其含钴衍生物和至少一部分亲脂性季铵盐的有机相; 在氢化催化剂存在下，在至少约100psig的压力和在至少40℃的至少一部分氢化步骤期间的温度下使包含3-羟基丙醛的水相与氢接触以提供氢化 产物混合物包含1,3-丙二醇。
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公开(公告)号：US5463145A
公开(公告)日：1995-10-31
申请号：US316673
申请日：1994-09-30
CPC分类号： C07C29/141 , C07C29/16 , C07C45/58 , C07C45/80
摘要： 1,3-Propanediol is prepared in a process comprising the steps of:contacting, in an essentially non-water-miscible organic solvent, ethylene oxide with carbon monoxide and hydrogen in the presence of a catalytic amount of a non-phosphine-ligated cobalt compound and an effective amount of a lipophilic quaternary phosphonium salt promoter at a temperature within the range of about 50.degree. to about 100.degree. C. and a pressure within the range of about 500 to about 5000 psig, to produce an intermediate product mixture comprising less than 15 wt % 3-hydroxypropanal;adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid a major portion of the 3-hydroxypropanal at a temperature less than about 100.degree. C. to provide an aqueous phase comprising 3-hydroxypropanal in greater concentration than the concentration of 3-hydroxypropanal in the intermediate product mixture, and an organic phase comprising at least a portion of the cobalt compound and at least a portion of the lipophilic quaternary phosphonium salt;contacting the aqueous phase comprising 3-hydroxypropanal with hydrogen in the presence of a hydrogenation catalyst at a pressure of at least about 100 psig and a temperature during at least a portion of the hydrogenation step of at least 40.degree. C. to provide a hydrogenation product mixture comprising 1,3-propanediol.
摘要翻译： 以包括以下步骤的方法制备1,3-丙二醇：在催化量的非磷化氢连接的钴存在下，在基本上与水可混溶的有机溶剂中，使环氧乙烷与一氧化碳和氢气接触 化合物和有效量的亲脂性季鏻盐助催化剂，其温度范围为约50至约100℃，压力范围为约500至约5000psig，以产生包含较少量的中间产物混合物 超过15重量％的3-羟基丙醛; 向所述中间产物混合物中加入水性液体并在低于约100℃的温度下将3-羟基丙醛的主要部分提取到所述水性液体中，以提供比3-浓度更高的浓度的3-羟基丙醛的水相 - 羟基丙醛，以及包含至少一部分钴化合物和至少一部分亲脂性季鏻盐的有机相; 在氢化催化剂的存在下，在至少约100psig的压力和在至少40℃的至少一部分氢化步骤期间的温度下使包含3-羟基丙醛的水相与氢气接触以提供氢化产物 混合物包含1,3-丙二醇。
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3.发明授权Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic dihydroxyarene promoter 失效使用亲脂性二羟基芳烃助催化剂制备1,3-丙二醇的钴催化方法
公开(公告)号：US5576471A
公开(公告)日：1996-11-19
申请号：US316669
申请日：1994-09-30
IPC分类号： C07C29/141 , C07C29/16 , C07C45/58 , C07C45/80 , C07C27/04
CPC分类号： C07C45/58 , C07C29/141 , C07C29/16 , C07C45/80
摘要： 1,3-Propanediol is prepared in a process which involves reacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of a non-phosphine-ligated cobalt catalyst and a lipophilic dihydroxyarene promoter to produce an intermediate product mixture containing 3-hydroxypropanal in an amount less than 15 wt %; extracting the 3-hydroxypropanal from the intermediate product mixture into an aqueous liquid at a temperature less than about 100.degree. C. and separating the aqueous phase containing 3-hydroxypropanal from the organic phase containing cobalt catalyst; hydrogenating the 3-hydroxypropanal in the aqueous phase to 1,3-propanediol; and recovering the 1,3-propanediol.The process enables the production of 1,3-propanediol in high yields and selectivity without the use of a phosphine ligand-modified cobalt catalyst.
摘要翻译： 1,3-丁二醇的制备方法是在非磷化氢连接的钴催化剂和亲脂性二羟基芳烃助催化剂存在下，使环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中进行反应，生成中间体 含有小于15重量％的3-羟基丙醛的产物混合物; 在低于约100℃的温度下将中间产物混合物中的3-羟基丙醛萃取到含水液体中，并从含钴催化剂的有机相中分离出含有3-羟基丙醛的水相; 将水相中的3-羟基丙醛氢化为1,3-丙二醇; 并回收1,3-丙二醇。 该方法能够以高产率和选择性生产1,3-丙二醇，而不需要使用膦配体改性的钴催化剂。
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公开(公告)号：US5463146A
公开(公告)日：1995-10-31
申请号：US316677
申请日：1994-09-30
CPC分类号： C07C45/58 , C07C29/141 , C07C29/16 , C07C45/80
摘要： 1,3-propanediol is prepared in a process comprising the steps of:(a) contacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of an effective amount of a non-phosphine-ligated cobalt catalyst and an effective amount of a lipophilic arsine at a temperature within the range of about 50 to about 100.degree. C. and a pressure within the range of about 500 to about 5000 psig, under reaction conditions effective to produce an intermediate product mixture comprising less than about 15 wt % 3-hydroxypropanal;(b) adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid at a temperature less than about 100.degree. C. a major portion of the 3-hydroxypropanal so as to provide an aqueous phase comprising 3-hydroxypropanal in greater concentration than the concentration of 3-hydroxypropanal in said intermediate product mixture and an organic phase comprising at least a portion of the cobalt catalyst or a cobalt-containing derivative thereof and at least a portion of the lipophilic arsine;(c) separating the aqueous phase from the organic phase;(d) contacting the aqueous phase comprising 3-hydroxypropanal with hydrogen in the presence of a hydrogenation catalyst at a pressure of at least about 100 psig and a temperature during at least a portion of the hydrogenation step of at least 40.degree. C. to provide a hydrogenation product mixture comprising 1,3-propanediol;(e) recovering 1,3-propanediol from said hydrogenation product mixture; and(f) returning at least a portion of the organic phase comprising cobalt compound and lipophilic arsine to the process of step (a).The process enables the production of 1,3-propanediol in high yields and selectivity without the use of a phosphine-ligated cobalt catalyst.
摘要翻译： 以包括以下步骤的方法制备1,3-丙二醇：（a）在有效量的非磷化氢连接的钴的存在下，将环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中接触 催化剂和有效量的亲油胂在约50至约100℃的温度和约500至约5000psig范围内的压力下，在有效产生包含较少的中间产物混合物的反应条件下 比约15重量％的3-羟基丙醛; （b）向所述中间产物混合物中加入含水液体并在低于约100℃的温度下将3-羟基丙醛的主要部分萃取到所述水性液体中，以提供含有更高浓度的3-羟基丙醛的水相 所述中间产物混合物中的3-羟基丙醛的浓度和包含至少一部分钴催化剂或其含钴衍生物和至少一部分亲脂性胂的有机相; （c）将水相与有机相分离; （d）在氢化催化剂的存在下，在至少约100psig的压力和至少一部分氢化步骤的至少40℃的温度下使包含3-羟基丙醛的水相与氢气接触，以提供 包含1,3-丙二醇的氢化产物混合物; （e）从所述氢化产物混合物回收1,3-丙二醇; 和（f）将包含钴化合物和亲脂性胂的至少一部分有机相返回到步骤（a）的方法。 该方法能够以高产率和选择性生产1,3-丙二醇，而不需要使用磷化氢连接的钴催化剂。
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5.发明授权Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic bidentate phosphine promotor 失效使用亲脂性二齿膦促进剂制备1,3-丙二醇的钴催化方法
公开(公告)号：US5545766A
公开(公告)日：1996-08-13
申请号：US316668
申请日：1994-09-30
IPC分类号： C07C29/141 , C07C29/16 , C07C45/58 , C07C29/36
CPC分类号： C07C29/16 , C07C29/141 , C07C45/58
摘要： 1,3-Propanediol is prepared in a process which involves reacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of a non-phosphine-ligated cobalt catalyst and a lipophilic bidentate phosphine promoter to produce an intermediate product mixture containing 3-hydroxypropanal in an amount less than 15 wt%; extracting the 3-hydroxypropanal from the intermediate product mixture into an aqueous liquid at a temperature less than about 100.degree. C. and separating the aqueous phase containing 3-hydroxypropanal from the organic phase containing cobalt catalyst; hydrogenating the 3-hydroxypropanal in the aqueous phase to 1,3-propanediol; and recovering the 1,3-propanediol.The process enables the production of 1,3-propanediol in high yield and selectivity without the use of a phosphine ligand-modified cobalt catalyst.
摘要翻译： 在一种方法中制备1,3-丙二醇，该方法包括在非磷化氢连接的钴催化剂和亲脂性二齿膦催化剂的存在下，将环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中反应，以产生 含有小于15重量％的3-羟基丙醛的中间产物混合物; 在低于约100℃的温度下将中间产物混合物中的3-羟基丙醛萃取到含水液体中，并从含钴催化剂的有机相中分离出含有3-羟基丙醛的水相; 将水相中的3-羟基丙醛氢化为1,3-丙二醇; 并回收1,3-丙二醇。 该方法能够以高产率和选择性生产1,3-丙二醇，而不需要使用膦配位体改性的钴催化剂。
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6.发明授权Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic phosphine oxide promoter 失效使用亲脂性氧化膦促进剂制备1,3-丙二醇的钴催化方法
公开(公告)号：US5563302A
公开(公告)日：1996-10-08
申请号：US316680
申请日：1994-09-30
IPC分类号： C07C29/141 , C07C29/16 , C07C45/58 , C07C45/80 , C07C45/50
CPC分类号： C07C45/58 , C07C29/141 , C07C29/16 , C07C45/80
摘要： 1,3-Propanediol is prepared in a process which involves reacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of a non-phosphine-ligated cobalt catalyst and a lipophilic phosphine oxide promoter to produce an intermediate product mixture containing 3-hydroxypropanal in an amount less than 15 wt %; extracting the 3-hydroxypropanal from the intermediate product mixture into an aqueous liquid at a temperature less than about 100.degree. C. and separating the aqueous phase containing 3-hydroxpropanal from the organic phase containing cobalt catalyst; hydrogenating the 3-hydroxypropanal in the aqueous phase to 1,3-propanediol; and recovering the 1,3-propanediol.The process enables the production of 1,3-propanediol in high yields and selectively without the use of a phosphine ligand-modified cobalt catalyst.
摘要翻译： 在一种方法中制备1,3-丙二醇，该方法包括在非磷化氢连接的钴催化剂和亲脂性氧化膦促进剂的存在下，将环氧乙烷与一氧化碳和氢气在基本上不与水混溶的溶剂中反应，以产生 含有小于15重量％的3-羟基丙醛的中间产物混合物; 在低于约100℃的温度下将中间产物混合物中的3-羟基丙醛萃取到含水液体中，并将含有3-羟基丙醛的水相与含钴催化剂的有机相分离; 将水相中的3-羟基丙醛氢化为1,3-丙二醇; 并回收1,3-丙二醇。 该方法能够以高产率和选择性地制备1,3-丙二醇而不使用膦配体改性的钴催化剂。
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公开(公告)号：US5545767A
公开(公告)日：1996-08-13
申请号：US316679
申请日：1994-09-30
CPC分类号： C07C29/16 , C07C29/141 , C07C45/58
摘要： 1,3-propanediol is prepared in a process comprising the steps of:contacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of an effective amount of a non-phosphine-ligated cobalt catalyst and an effective amount of a lipophilic phenol at a temperature within the range of about 50.degree. to about 100.degree. C. and a pressure within the range of about 500 to about 5000 psig, under reaction conditions effective to produce an intermediate product mixture comprising less than about 15 wt % 3-hydroxypropanal;adding an aqueous liquid to said intermediate product mixture and extracting into said aqueous liquid at a temperature less than about 100.degree. C. a major portion of the 3-hydroxypropanal so as to provide an aqueous phase comprising 3-hydroxypropanal in greater concentration than the concentration of 3-hydroxypropanal in said intermediate product mixture and an organic phase comprising at least a portion of the cobalt catalyst or a cobalt-containing derivative thereof and at least a portion of the lipophilic phenol;contacting the aqueous phase comprising 3-hydroxypropanal with hydrogen in the presence of a hydrogenation catalyst at a pressure of at least about 100 psig and a temperature during at least a portion of the hydrogenation step of at least 40.degree. C. to provide a hydrogenation product mixture comprising 1,3-propanediol.
摘要翻译： 以包括以下步骤的方法制备1,3-丙二醇：在有效量的非磷化氢连接的钴催化剂存在下，将环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中接触， 在约50℃至约100℃的温度范围内的有效量的亲油性苯酚和在约500至约5000psig范围内的压力，在有效产生包含小于约 15重量％3-羟基丙醛; 向所述中间产物混合物中加入水性液体并在小于约100℃的温度下将3-羟基丙醛的主要部分萃取到所述水性液体中，以提供包含比浓度更高的浓度的3-羟基丙醛的水相 所述中间产物混合物中的3-羟基丙醛和包含至少一部分钴催化剂或其含钴衍生物和至少一部分亲脂性酚的有机相; 在氢化催化剂的存在下，在至少约100psig的压力和在至少40℃的至少一部分氢化步骤期间的温度下使包含3-羟基丙醛的水相与氢气接触以提供氢化产物 混合物包含1,3-丙二醇。
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8.发明授权Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic quaternary arsonium salt promoter 失效使用亲脂性季铵盐助催化剂制备1,3-丙二醇的钴催化方法
公开(公告)号：US5545765A
公开(公告)日：1996-08-13
申请号：US316661
申请日：1994-09-30
IPC分类号： C07C29/141 , C07C29/16 , C07C45/58 , C07C27/04 , C07C45/00
CPC分类号： C07C29/16 , C07C29/141 , C07C45/58
摘要： 1,3-Propanediol is prepared in a process which involves reacting ethylene oxide with carbon monoxide and hydrogen in an essentially non-water-miscible solvent in the presence of a non-phosphine-ligated cobalt catalyst and a lipophilic quaternary arsonium salt promoter to produce an intermediate product mixture containing 3-hydroxypropanal in an amount less than 15 wt %; extracting the 3-hydroxypropanal from the intermediate product mixture into an aqueous liquid at a temperature less than about 100.degree. C. and separating the aqueous phase containing 3-hydroxypropanal from the organic phase containing cobalt catalyst; hydrogenating the 3-hydroxypropanal in the aqueous phase to 1,3-propanediol; and recovering the 1,3-propanediol.The process enables the production of 1,3-propanediol in high yields and selectivity without the use of a phosphine ligand-modified cobalt catalyst.
摘要翻译： 在一种方法中制备1,3-丙二醇，该方法包括在非磷化氢连接的钴催化剂和亲脂性季铵盐助催化剂的存在下，使环氧乙烷与一氧化碳和氢气在基本上不与水相混溶的溶剂中反应，生成 含有小于15重量％的3-羟基丙醛的中间产物混合物; 在低于约100℃的温度下将中间产物混合物中的3-羟基丙醛萃取到含水液体中，并从含钴催化剂的有机相中分离出含有3-羟基丙醛的水相; 将水相中的3-羟基丙醛氢化为1,3-丙二醇; 并回收1,3-丙二醇。 该方法能够以高产率和选择性生产1,3-丙二醇，而不需要使用膦配体改性的钴催化剂。
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公开(公告)号：US5070052A
公开(公告)日：1991-12-03
申请号：US586120
申请日：1990-09-21
CPC分类号： B01J29/80 , B01J29/061 , B01J29/08 , B01J29/7003
摘要： This invention relates to a composition comprising a zeolite and a zinc or a zinc plus an alkali metal and/or an alkaline earth metal compound wherein the sum of the amount of the zinc or zinc plus alkali metal and/or alkaline earth metal in the compound plus any metal cation exchanged into the zeolite is in excess of that required to provide a fully metal cation-exchanged zeolite. The catalyst is preferably activated before use as a catalyst by heating to 400.degree. C. to 650.degree. C., typically in a nitrogen or air atmosphere.
摘要翻译： 本发明涉及包含沸石和锌或锌加碱金属和/或碱土金属化合物的组合物，其中化合物中锌或锌与碱金属和/或碱土金属的量之和 加上交换到沸石中的任何金属阳离子超过提供完全金属阳离子交换的沸石所需的金属阳离子。 催化剂优选在使用前通过加热至400℃至650℃，通常在氮气或空气气氛中作为催化剂活化。
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公开(公告)号：US5264133A
公开(公告)日：1993-11-23
申请号：US957832
申请日：1992-10-08
CPC分类号： C01B19/001 , B01D15/00 , B01J20/186 , C01B19/008 , Y10S210/912
摘要： A process for the removal of soluble selenium from aqueous media comprising contacting the aqueous media with a porous support material having exchanged thereon metal ions selected from transition metal ions, alkali earth metal ions and mixtures thereof.
摘要翻译： 一种从水性介质中除去可溶性硒的方法，包括使含水介质与多孔载体材料接触，所述多孔载体材料上交换有选自过渡金属离子，碱土金属离子及其混合物的金属离子。
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