公开(公告)号：US09522381B2

公开(公告)日：2016-12-20

申请号：US14823581

申请日：2015-08-11

申请人： Sirrus, Inc.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： B01J8/00 ,  B01J8/02 ,  B01J8/06 ,  B01J19/00 ,  B01J19/24 ,  B01J29/00 ,  B01J29/04 ,  B01J29/06 ,  B01J29/40 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09J4/00 ,  C07C67/00 ,  C07C67/30 ,  C07C67/317 ,  C07C67/48 ,  C07C69/00 ,  C07C69/52 ,  C08F222/00 ,  C08F222/10 ,  C08F222/12 ,  C09D4/00

CPC分类号： B01J19/245 ,  B01J8/067 ,  B01J29/40 ,  B01J2208/00168 ,  B01J2208/065 ,  B01J2219/00033 ,  B01J2219/0004 ,  B01J2219/00087 ,  B01J2219/00177 ,  B01J2219/24 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09D4/00 ,  C09J4/00

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.

公开(公告)号：US20150343415A1

公开(公告)日：2015-12-03

申请号：US14823581

申请日：2015-08-11

申请人： Sirrus, Inc.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B. Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： B01J19/24 ,  B01J8/06

CPC分类号： B01J19/245 ,  B01J8/067 ,  B01J29/40 ,  B01J2208/00168 ,  B01J2208/065 ,  B01J2219/00033 ,  B01J2219/0004 ,  B01J2219/00087 ,  B01J2219/00177 ,  B01J2219/24 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09D4/00 ,  C09J4/00

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.

摘要翻译： 获得二（羟甲基）丙二酸酯途径后亚甲基丙二酸酯和相关单体的方法。 随后将双（羟甲基）丙二酸酯中间体反应（即进行热解）以提供亚甲基丙二酸酯单体种类。 在碱性催化剂（如氢氧化钙）的存在下提供甲醛源（如福尔马林），在合适的反应条件下加入丙二酸酯（如丙二酸二乙酯），得到所需的中间体（如二烷基 双（羟甲基）丙二酸酯）。 在合适的条件下，在合适的催化剂（例如沸石）的存在下，使中间体反应（即进行热解），得到亚甲基丙二酸酯单体。 在一个示例性实施方案中，热解反应包括在加热的催化剂上加入双（羟甲基）丙二酸酯中间体。 收集并纯化反应产物。 所公开的方法可以在连续操作中执行。 离散步骤可以通过使用工厂内的模块化单元来执行。

公开(公告)号：US20170050167A1

公开(公告)日：2017-02-23

申请号：US15345976

申请日：2016-11-08

申请人： SIRRUS, INC.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B. Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： B01J19/24 ,  B01J29/40 ,  B01J8/06

CPC分类号： B01J19/245 ,  B01J8/067 ,  B01J29/40 ,  B01J2208/00168 ,  B01J2208/065 ,  B01J2219/00033 ,  B01J2219/0004 ,  B01J2219/00087 ,  B01J2219/00177 ,  B01J2219/24 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09D4/00 ,  C09J4/00

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.

摘要翻译： 获得二（羟甲基）丙二酸酯途径后亚甲基丙二酸酯和相关单体的方法。 随后将双（羟甲基）丙二酸酯中间体反应（即进行热解）以提供亚甲基丙二酸酯单体种类。 在碱性催化剂（如氢氧化钙）的存在下提供甲醛源（如福尔马林），在合适的反应条件下加入丙二酸酯（如丙二酸二乙酯），得到所需的中间体（如二烷基 双（羟甲基）丙二酸酯）。 在合适的条件下，在合适的催化剂（例如沸石）的存在下，使中间体反应（即进行热解），得到亚甲基丙二酸酯单体。 在一个示例性实施方案中，热解反应包括在加热的催化剂上加入双（羟甲基）丙二酸酯中间体。 收集并纯化反应产物。 所公开的方法可以在连续操作中执行。 离散步骤可以通过使用工厂内的模块化单元来执行。

公开(公告)号：US10086355B2

公开(公告)日：2018-10-02

申请号：US15345976

申请日：2016-11-08

申请人： SIRRUS, INC.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B. Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： B01J8/06 ,  B01J19/24 ,  B01J29/40 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C09J4/00 ,  C09D4/00 ,  C08F222/14

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.

公开(公告)号：US09108914B1

公开(公告)日：2015-08-18

申请号：US14636402

申请日：2015-03-03

申请人： Sirrus, Inc.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： C07C67/327 ,  C07C67/31 ,  C07C69/593 ,  B01J29/40 ,  C07C67/56

CPC分类号： B01J19/245 ,  B01J8/067 ,  B01J29/40 ,  B01J2208/00168 ,  B01J2208/065 ,  B01J2219/00033 ,  B01J2219/0004 ,  B01J2219/00087 ,  B01J2219/00177 ,  B01J2219/24 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09D4/00 ,  C09J4/00

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.

摘要翻译： 获得二（羟甲基）丙二酸酯途径后亚甲基丙二酸酯和相关单体的方法。 随后将双（羟甲基）丙二酸酯中间体反应（即进行热解）以提供亚甲基丙二酸酯单体种类。 在碱性催化剂（如氢氧化钙）的存在下提供甲醛源（如福尔马林），在合适的反应条件下加入丙二酸酯（如丙二酸二乙酯），得到所需的中间体（如二烷基 双（羟甲基）丙二酸酯）。 在合适的条件下，在合适的催化剂（例如沸石）的存在下，使中间体反应（即进行热解），得到亚甲基丙二酸酯单体。 在一个示例性实施方案中，热解反应包括在加热的催化剂上加入双（羟甲基）丙二酸酯中间体。 收集并纯化反应产物。 所公开的方法可以在连续操作中执行。 离散步骤可以通过使用工厂内的模块化单元来执行。

公开(公告)号：US20150218081A1

公开(公告)日：2015-08-06

申请号：US14636402

申请日：2015-03-03

申请人： Sirrus, Inc.

发明人： Bernard Miles Malofsky ,  Adam Gregg Malofsky ,  Jeffrey M. Sullivan ,  Philip B. Kisanga ,  John Joseph Anderson ,  Michael Charles Milner Cockrem ,  Philip Jay Carlberg

IPC分类号： C07C67/327 ,  C07C67/56 ,  B01J29/40 ,  C07C67/31 ,  C07C69/593

CPC分类号： B01J19/245 ,  B01J8/067 ,  B01J29/40 ,  B01J2208/00168 ,  B01J2208/065 ,  B01J2219/00033 ,  B01J2219/0004 ,  B01J2219/00087 ,  B01J2219/00177 ,  B01J2219/24 ,  C07C67/31 ,  C07C67/327 ,  C07C67/333 ,  C07C67/56 ,  C07C69/593 ,  C08F222/14 ,  C09D4/00 ,  C09J4/00

摘要： Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.