公开(公告)号：US07977502B2

公开(公告)日：2011-07-12

申请号：US12353410

申请日：2009-01-14

申请人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

发明人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

IPC分类号： C07C253/10

CPC分类号： C07C253/10 ,  B01J31/185 ,  B01J2231/32 ,  B01J2531/0238 ,  B01J2531/847 ,  C07C255/04 ,  C07C255/07

摘要： The invention provides an integrated, continuous process for the production of 3-pentenenitrile, the refining of 3-pentenenitrile, and the refining of 2-methyl-3-butenenitrile, the process comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst composition, wherein the catalyst composition comprises a zero-valent nickel and at least one bidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, a mixed phosphorus-containing ligand, and combination thereof; (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture; (c) distilling the reaction mixture to obtain a first stream comprising 1,3-butadiene, a second stream comprising 3-pentenenitrile, 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a third stream comprising the catalyst composition; (d) distilling the second stream to obtain a fourth stream comprising 1,3-butadiene, a fifth stream comprising 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a sixth stream comprising 3-pentenenitrile; and (e) distilling the fifth stream to obtain a seventh stream comprising 1,3-butadiene, an eighth stream comprising (Z)-2-methyl-2-butenenitrile, and a ninth stream comprising 2-methyl-3-butenenitrile.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的整合的连续方法，3-戊烯腈的精制和2-甲基-3-丁烯腈的精制，该方法包括：（a）在反应区中将 含有氰化氢的进料，含丁二烯的进料和催化剂组合物，其中催化剂组合物包含零价镍和至少一种选自亚磷酸酯，亚膦酸酯，亚磷酸盐的二齿含磷配位体 膦，混合含磷配体及其组合; （b）保持反应区中的停留时间足以转化约95％或更多的氰化氢并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3- 丁烯腈浓度保持在反应混合物总质量的约15重量％以下; （c）蒸馏反应混合物以获得包含1,3-丁二烯的第一料流，包含3-戊烯腈，2-甲基-3-丁烯腈，（Z）-2-甲基-2-丁烯腈和任选的1 1,3-丁二烯和包含该催化剂组合物的第三料流; （d）蒸馏第二物流以获得包含1,3-丁二烯的第四料流，包含2-甲基-3-丁烯腈，（Z）-2-甲基-2-丁烯腈和任选的1,3-丁二烯的第五料流 ，和包含3-戊烯腈的第六料流; 和（e）蒸馏第五料流以获得包含1,3-丁二烯的第七料流，包含（Z）-2-甲基-2-丁烯腈的第八料流和包含2-甲基-3-丁烯腈的第九料流。

公开(公告)号：US07709673B2

公开(公告)日：2010-05-04

申请号：US11776922

申请日：2007-07-12

申请人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer

发明人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer

IPC分类号： C07C253/00

CPC分类号： C07C253/10 ,  C07C255/07

摘要： The invention provides a continuous process for the production of 3-pentenenitrile comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one bidentate phosphite ligand selected from a member of the group represented by Structures I and II, in which all like reference characters have the same meaning, except as further explicitly limited: wherein R1 and R5 are independently selected from the group consisting of C1 to C5 hydrocarbyl, and R2, R3, R4, R6, R7 and R8 are independently selected from the group consisting of H and C1 to C4 hydrocarbyl; and (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的连续方法，包括：（a）在反应区中与含氰化氢的进料，含丁二烯的进料和催化剂前体组合物接触，其中催化剂前体组合物包含 选自由结构I和II表示的基团的成员中的零价镍和至少一种二齿亚磷酸酯配体，其中所有相似的附图标记具有相同的含义，除了进一步明确限制：其中R1和R5独立地选自 由C1-C5烃基组成的组，R2，R3，R4，R6，R7和R8独立地选自H和C1至C4烃基; 和（b）保持反应区中的停留时间足以转化约95％或更多的氰化氢并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3 丁烯腈浓度保持在反应混合物总质量的约15重量％以下。

公开(公告)号：US20090182163A1

公开(公告)日：2009-07-16

申请号：US12353410

申请日：2009-01-14

申请人： THOMAS FOO ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

发明人： THOMAS FOO ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

IPC分类号： C07C253/10

CPC分类号： C07C253/10 ,  B01J31/185 ,  B01J2231/32 ,  B01J2531/0238 ,  B01J2531/847 ,  C07C255/04 ,  C07C255/07

摘要： The invention provides an integrated, continuous process for the production of 3-pentenenitrile, the refining of 3-pentenenitrile, and the refining of 2-methyl-3-butenenitrile, the process comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst composition, wherein the catalyst composition comprises a zero-valent nickel and at least one bidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, a mixed phosphorus-containing ligand, and combination thereof; (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture; (c) distilling the reaction mixture to obtain a first stream comprising 1,3-butadiene, a second stream comprising 3-pentenenitrile, 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a third stream comprising the catalyst composition; (d) distilling the second stream to obtain a fourth stream comprising 1,3-butadiene, a fifth stream comprising 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a sixth stream comprising 3-pentenenitrile; and (e) distilling the fifth stream to obtain a seventh stream comprising 1,3-butadiene, an eighth stream comprising (Z)-2-methyl-2-butenenitrile, and a ninth stream comprising 2-methyl-3-butenenitrile.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的整合的连续方法，3-戊烯腈的精制和2-甲基-3-丁烯腈的精制，该方法包括：（a）在反应区中将 含有氰化氢的进料，含丁二烯的进料和催化剂组合物，其中催化剂组合物包含零价镍和至少一种选自亚磷酸酯，亚膦酸酯，亚磷酸盐的二齿含磷配位体 膦，混合含磷配体及其组合; （b）保持反应区中的停留时间足以转化约95％或更多的氰化氢并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3- 丁烯腈浓度保持在反应混合物总质量的约15重量％以下; （c）蒸馏反应混合物以获得包含1,3-丁二烯的第一料流，包含3-戊烯腈，2-甲基-3-丁烯腈，（Z）-2-甲基-2-丁烯腈和任选1 1,3-丁二烯和包含该催化剂组合物的第三料流; （d）蒸馏第二物流以获得包含1,3-丁二烯的第四料流，包含2-甲基-3-丁烯腈，（Z）-2-甲基-2-丁烯腈和任选的1,3-丁二烯的第五料流 ，和包含3-戊烯腈的第六料流; 和（e）蒸馏第五料流以获得包含1,3-丁二烯的第七料流，包含（Z）-2-甲基-2-丁烯腈的第八料流和包含2-甲基-3-丁烯腈的第九料流。

公开(公告)号：US5484470A

公开(公告)日：1996-01-16

申请号：US281966

申请日：1994-07-28

申请人： Sigridur S. Kristjansdottir ,  Jeffery S. Thompson

发明人： Sigridur S. Kristjansdottir ,  Jeffery S. Thompson

IPC分类号： C01G7/00 ,  C22B3/16 ,  C22B11/06 ,  C22B11/08

CPC分类号： C01G7/00 ,  C22B11/04 ,  C22B11/06 ,  C22B11/08 ,  C22B3/1666 ,  Y02P10/234

摘要： An improved process for dissolving gold metal in ligand and oxidant lixiviation systems, wherein the solubility of gold is enhanced by the addition of heterocyclic aromatic compounds containing nitrogen or sulfur in the ring.

摘要翻译： 一种用于将金属金属溶解在配体和氧化剂浸渍体系中的改进方法，其中金的溶解度通过在环中加入含有氮或硫的杂环芳族化合物来增强。

公开(公告)号：US07880028B2

公开(公告)日：2011-02-01

申请号：US11776932

申请日：2007-07-12

申请人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

发明人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

IPC分类号： C07C253/10

CPC分类号： C07C253/10 ,  C07D221/04 ,  C07C255/07

摘要： The invention provides a continuous process for the production of 3-pentenenitrile, comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a 1,3-butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one multidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, and a mixed phosphorus-containing ligand or a combination of such members; and (b) maintaining a residence time sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的连续方法，其包括：（a）在反应区中含有含氰化氢的进料，含1,3-丁二烯的进料和催化剂前体组合物，其中 催化剂前体组合物包含零价镍和至少一种选自亚磷酸盐，亚膦酸盐，次膦酸盐，磷化氢和混合含磷配体的多齿含磷配体或这些成员的组合 ; 和（b）保持足以转化约95％或更多氰化氢的停留时间，并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3-丁烯腈浓度为 保持在反应混合物总质量的约15重量％以下。

公开(公告)号：US20080015380A1

公开(公告)日：2008-01-17

申请号：US11776932

申请日：2007-07-12

申请人： THOMAS FOO ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

发明人： THOMAS FOO ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer ,  Paul S. Pearlman

IPC分类号： C07C253/10

CPC分类号： C07C253/10 ,  C07D221/04 ,  C07C255/07

摘要： The invention provides a continuous process for the production of 3-pentenenitrile, comprising:(a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a 1,3-butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one multidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, and a mixed phosphorus-containing ligand or a combination of such members; and(b) maintaining a residence time sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的连续方法，其包括：（a）在反应区中含有含氰化氢的进料，含1,3-丁二烯的进料和催化剂前体组合物，其中 催化剂前体组合物包含零价镍和至少一种选自亚磷酸盐，亚膦酸盐，次膦酸盐，磷化氢和混合含磷配体的多齿含磷配体或这些成员的组合 ; 和（b）保持足以转化约95％或更多氰化氢的停留时间，并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3-丁烯腈浓度为 保持在反应混合物总质量的约15重量％以下。

公开(公告)号：US20080015378A1

公开(公告)日：2008-01-17

申请号：US11776922

申请日：2007-07-12

申请人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer

发明人： Thomas Foo ,  Sigridur S. Kristjansdottir ,  Ronald J. McKinney ,  Ron Ozer

IPC分类号： C07C253/10

CPC分类号： C07C253/10 ,  C07C255/07

摘要： The invention provides a continuous process for the production of 3-pentenenitrile comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one bidentate phosphite ligand selected from a member of the group represented by Structures I and II, in which all like reference characters have the same meaning, except as further explicitly limited: wherein R1 and R5 are independently selected from the group consisting of C1 to C5 hydrocarbyl, and R2, R3, R4, R6, R7 and R8 are independently selected from the group consisting of H and C1 to C4 hydrocarbyl; and (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

摘要翻译： 本发明提供了一种用于生产3-戊烯腈的连续方法，包括：（a）在反应区中与含氰化氢的进料，含丁二烯的进料和催化剂前体组合物接触，其中催化剂前体组合物包含 选自由结构I和II表示的基团的成员中的零价镍和至少一种二齿亚磷酸酯配体，其中所有相似的附图标记具有相同的含义，除了进一步明确限制：其中R 1， R 3和R 5独立地选自C 1至C 5烃基，R 2和R 5独立地选自C 1至C 5烃基， R 3，R 3，R 4，R 6，R 7和R 8， 独立地选自H和C 1至C 4烃基的基团; 和（b）保持反应区中的停留时间足以转化约95％或更多的氰化氢并产生包含3-戊烯腈和2-甲基-3-丁烯腈的反应混合物，其中2-甲基-3 丁烯腈浓度保持在反应混合物总质量的约15重量％以下。