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1. 发明授权

US08039651B2 Method for producing fatty acid alkyl ester and/or glycerin 失效
标题翻译：脂肪酸烷基酯和/或甘油的制备方法
公开(公告)号：US08039651B2
公开(公告)日：2011-10-18
申请号：US12739332
申请日：2007-10-31
申请人： Masanori Nonoguchi , Hiroko Izumi , Atsushi Tachibana , Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Izuho Okada , Hideaki Tsuneki , Hironori Horie
发明人： Masanori Nonoguchi , Hiroko Izumi , Atsushi Tachibana , Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Izuho Okada , Hideaki Tsuneki , Hironori Horie
IPC分类号： C07C67/00
CPC分类号： C11C3/003 , C07C67/03 , C10G2300/1011 , C10G2300/202 , C10L1/026 , Y02E50/13 , Y02P30/20 , C07C69/52
摘要： In the method of the present invention for producing fatty acid alkyl ester and/or glycerin, as a heat source for an alcohol refining step of refining alcohol from unreacted alcohol that remains without reacting in a first reaction step, at least a part of heat of the unreacted alcohol is used. This allows reducing costs in production of fatty acid alkyl ester and/or glycerin over a solid catalyst.
摘要翻译：在本发明的制备脂肪酸烷基酯和/或甘油的方法中，作为用于在第一反应步骤中保持不反应的未反应醇精炼醇的醇精制步骤的热源，至少一部分热量使用未反应的醇。这允许在固体催化剂上降低脂肪酸烷基酯和/或甘油的生产成本。

2. 发明申请

US20100249441A1 METHOD FOR PRODUCING FATTY ACID ALKYL ESTER AND/OR GLYCERIN 失效
标题翻译：生产脂肪酸乙酯和/或甘氨酸的方法
公开(公告)号：US20100249441A1
公开(公告)日：2010-09-30
申请号：US12739332
申请日：2007-10-31
申请人： Masanori Nonoguchi , Hiroko Izumi , Atsushi Tachibana , Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Izuho Okada , Hideaki Tsuneki , Hironori Horie
发明人： Masanori Nonoguchi , Hiroko Izumi , Atsushi Tachibana , Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Izuho Okada , Hideaki Tsuneki , Hironori Horie
IPC分类号： C07C67/03 , C07C27/02 , B01J8/02 , B01J8/04
CPC分类号： C11C3/003 , C07C67/03 , C10G2300/1011 , C10G2300/202 , C10L1/026 , Y02E50/13 , Y02P30/20 , C07C69/52
摘要： In the method of the present invention for producing fatty acid alkyl ester and/or glycerin, as a heat source for an alcohol refining step of refining alcohol from unreacted alcohol that remains without reacting in a first reaction step, at least a part of heat of the unreacted alcohol is used. This allows reducing costs in production of fatty acid alkyl ester and/or glycerin over a solid catalyst.
摘要翻译：在本发明的制备脂肪酸烷基酯和/或甘油的方法中，作为用于在第一反应步骤中保持不反应的未反应醇精炼醇的醇精制步骤的热源，至少一部分热量使用未反应的醇。这允许在固体催化剂上降低脂肪酸烷基酯和/或甘油的生产成本。

3. 发明申请

US20100274034A1 METHOD AND APPARATUS FOR PRODUCING FATTY ACID ALKYL ESTER AND/OR GLYCERIN 审中-公开
标题翻译：用于生产脂肪酸乙酯和/或甘氨酸的方法和装置
公开(公告)号：US20100274034A1
公开(公告)日：2010-10-28
申请号：US12810242
申请日：2008-12-18
申请人： Izuho Okada , Tomoharu Oku , Hironori Horie , Masanori Nonoguchi , Atsushi Tachibana
发明人： Izuho Okada , Tomoharu Oku , Hironori Horie , Masanori Nonoguchi , Atsushi Tachibana
IPC分类号： C11C1/02 , B01J7/02
CPC分类号： C11B3/008 , C07C29/76 , C07C67/03 , C07C67/56 , C11C3/003 , C11C3/10 , C07C31/225 , C07C69/52 , C07C69/24
摘要： The present invention provides a method of producing a fatty acid alkyl ester and/or glycerin by bringing an oil and an alcohol into contact with each other, the method including: reacting the oil and alcohol with each other; performing solid-liquid separation for removing a solid sterol from a reaction liquid obtained in the step of reacting; and performing phase separation for separating the reaction liquid into a hydrophobic phase and a hydrophilic phase after the reaction liquid is subjected to the step of performing the solid-liquid separation, the hydrophobic phase containing the fatty acid alkyl ester, and the hydrophilic phase containing glycerin. Thereby, the present invention provides a method allowing stable continuous operation for a long time period for production of a fatty acid alkyl ester and/or glycerin.
摘要翻译：本发明提供通过使油和醇相互接触来制造脂肪酸烷基酯和/或甘油的方法，所述方法包括：使所述油和醇彼此反应; 从反应步骤中得到的反应液中进行固液分离，除去固体固醇; 在进行固液分离的步骤后，进行相分离，将反应液分离成疏水相和亲水相，含有脂肪酸烷基酯的疏水相和含有甘油的亲水相。因此，本发明提供一种允许长时间稳定连续操作生产脂肪酸烷基酯和/或甘油的方法。

4. 发明申请

US20070167642A1 Method of production of fatty acid alkyl esters and/or glycerine and fatty acid alkyl ester-containing composition 失效
标题翻译：脂肪酸烷基酯和/或甘油和含脂肪酸烷基酯的组合物的生产方法
公开(公告)号：US20070167642A1
公开(公告)日：2007-07-19
申请号：US10569979
申请日：2004-08-30
申请人： Tomoharu Oku , Masanori Nonoguchi , Toshimitsu Moriguchi
发明人： Tomoharu Oku , Masanori Nonoguchi , Toshimitsu Moriguchi
IPC分类号： C07C51/43
CPC分类号： B01J23/22 , B01J21/063 , B01J21/066 , B01J23/20 , B01J23/8472 , B01J35/002 , C11C3/003 , Y02E50/13
摘要： The method of producing fatty acid alkyl esters and/or glycerine of the present invention is a method of producing high-purity fatty acid alkyl esters and/or glycerine advantageously from the energy viewpoint while reducing the energy consumption of the production, and the products can be used in various fields of application, for example in biodiesel fuels, foods, cosmetics and pharmaceuticals. The above-mentioned method of producing fatty acid alkyl esters and/or glycerine by reacting a fat or oil with an alcohol using an insoluble solid catalyst in a reaction apparatus comprising at least one reactor, comprises (a) a step of obtaining low-boiling components removed liquid by removing low-boiling components or fraction from an effluent liquid of a reactor and (b) a step of separating the fatty acid alkyl esters and glycerine from the low-boiling components removed liquid, wherein an eluted active metal component of the insoluble solid catalyst in the effluent liquid of a reactor amounts to a level not higher than 1,000 ppm.
摘要翻译：本发明的脂肪酸烷基酯和/或甘油的制造方法是从能源角度有利地生产高纯度脂肪酸烷基酯和/或甘油的方法，同时降低生产的能量消耗，并且产品可以可用于各种应用领域，例如生物柴油燃料，食品，化妆品和药品。上述通过在包含至少一个反应器的反应装置中使用不溶性固体催化剂使脂肪或油与醇反应制备脂肪酸烷基酯和/或甘油的方法包括（a）获得低沸点组分通过从反应器的流出液中除去低沸点组分或部分来除去液体，和（b）从低沸点组分除去的液体中分离脂肪酸烷基酯和甘油的步骤，其中洗脱的活性金属组分反应器流出液中不溶性固体催化剂的含量不高于1,000ppm。

5. 发明授权

US08093416B2 Method for producing fatty acid alkyl esters and/or glycerin using fat or oil 失效
标题翻译：使用脂肪或油生产脂肪酸烷基酯和/或甘油的方法
公开(公告)号：US08093416B2
公开(公告)日：2012-01-10
申请号：US12744235
申请日：2008-10-17
申请人： Takeo Akatsuka , Masanori Nonoguchi , Tomoharu Oku
发明人： Takeo Akatsuka , Masanori Nonoguchi , Tomoharu Oku
IPC分类号： C07C51/00
CPC分类号： B01J37/08 , B01J21/04 , B01J21/12 , B01J23/34 , B01J35/002 , B01J37/0201 , C07C67/03 , C11C3/003 , C07C69/24 , C07C69/52
摘要： The present invention has an object to provide the following method for producing fatty acid alkyl esters and/or glycerin and the following catalyst used in the production method.According to the production method, a fat or oil is reacted with an alcohol to give a fatty acid alkyl ester and/or glycerin suitably used in a food or fuel application, etc., with high efficiency, and complicated steps such as a step of recovering a catalyst can be simplified or omitted. According to the catalyst, an active metal component is not eluted even if the catalyst is used repeatedly or for a long period of time, and further, such a catalyst can maintain an excellent catalyst activity for a long time even in the presence of water and exhibit a high activity to both of transesterification of a glyceride contained in the fat or oil and esterification of free fatty acid. In addition, the catalyst can exhibit a high catalyst activity even in the presence of an impurity such as a free fatty acid (FFA) contained in the fat or oil.The present invention is a method for producing fatty acid alkyl esters and/or glycerin including a step of bringing a fat or oil into contact with an alcohol in the presence of a catalyst, wherein the catalyst includes a manganese element and a trivalent metal element.
摘要翻译：本发明的目的是提供以下生产脂肪酸烷基酯和/或甘油的方法和制备方法中使用的以下催化剂。根据制造方法，使脂肪或油与醇反应，得到适合用于食品或燃料应用等的脂肪酸烷基酯和/或甘油，其效率高，复杂的步骤如步骤可以简化或省略回收催化剂。根据催化剂，即使反应或长时间使用催化剂，也不会洗脱活性金属成分，此外，即使在水的存在下，这样的催化剂也能长时间保持优异的催化剂活性，对脂肪或油中所含的甘油酯的酯交换和游离脂肪酸的酯化都表现出高活性。此外，即使在诸如脂肪或油中所含的游离脂肪酸（FFA）等杂质的存在下，催化剂也能表现出高的催化剂活性。本发明是一种生产脂肪酸烷基酯和/或甘油的方法，包括在催化剂存在下使脂肪或油与醇接触的步骤，其中催化剂包括锰元素和三价金属元素。

6. 发明申请

US20090069586A1 METHOD FOR PRODUCING FATTY ACID ALKYL ESTERS AND/OR GLYCERIN 审中-公开
标题翻译：生产脂肪酸乙酯和/或甘氨酸的方法
公开(公告)号：US20090069586A1
公开(公告)日：2009-03-12
申请号：US11816754
申请日：2006-02-20
申请人： Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Masanori Nonoguchi
发明人： Tomoharu Oku , Toshimitsu Moriguchi , Takeo Akatsuka , Masanori Nonoguchi
IPC分类号： C11C1/02 , C07C31/22 , C01G23/04 , C01G25/02 , C01B33/00
CPC分类号： B01J23/002 , B01J21/063 , B01J21/066 , B01J23/06 , B01J23/34 , B01J23/8472 , B01J35/002 , B01J37/08 , B01J2523/00 , C07C67/03 , C11C3/003 , C07C69/52 , C07C69/24 , B01J2523/31 , B01J2523/47 , B01J2523/41 , B01J2523/72 , B01J2523/847 , B01J2523/48 , B01J2523/842 , B01J2523/27 , B01J2523/845 , B01J2523/55
摘要： To provide: a production method using a catalyst which can substantially suppress leaching of active metal components and exhibit high activity for both reactions of transesterification of glycerides and esterification of free fatty acids each contained in a fat or oil; and the catalyst. A method for producing fatty acid alkyl esters and/or glycerin comprising a step of bringing a fat or oil into contact with an alcohol in the presence of a catalyst, wherein the catalyst is at least one catalyst selected from the group consisting of the following (I) to (V): (I) a metal oxide having an ilmenite structure and/or a slyrankite structure; (II) an oxide containing a metallic element belonging to the Group 12 and a metallic element belonging to the Group 4; (III) a mixed oxide containing a metallic element belonging to the Group 12 and a tetravalent transition metallic element; (IV) a metal oxide containing zirconium and at least one metallic element selected from the group consisting of metallic elements belonging to the Groups 4, 5 and 8; and (V) a metal oxide containing anatase type titanium oxide and/or rutile type titanium oxide, and the metal oxide containing a sulfur component of 700 ppm or less.
摘要翻译：提供：使用能够基本上抑制活性金属成分的浸出的催化剂的制造方法，并且对于甘油酯的酯交换反应和脂肪或油中各自含有游离脂肪酸的酯化反应均表现出高活性; 和催化剂。一种生产脂肪酸烷基酯和/或甘油的方法，包括在催化剂存在下使脂肪或油与醇接触的步骤，其中所述催化剂是选自下列的至少一种催化剂（ I）至（V）：（I）具有钛铁矿结构和/或硅藻土结构的金属氧化物; （II）含有属于第12族的金属元素的氧化物和属于第4族的金属元素; （III）含有属于第12族的金属元素和四价过渡金属元素的混合氧化物; （IV）含有锆的金属氧化物和选自属于第4,5,8族的金属元素的至少一种金属元素; 和（V）含有锐钛矿型氧化钛和/或金红石型氧化钛的金属氧化物，以及含有700ppm以下的硫成分的金属氧化物。

7. 发明授权

US07605281B2 Method of production of fatty acid alkyl esters and/or glycerine and fatty acid alkyl ester-containing composition 失效
标题翻译：脂肪酸烷基酯和/或甘油和脂肪酸烷基酯组合物的生产方法
公开(公告)号：US07605281B2
公开(公告)日：2009-10-20
申请号：US10569979
申请日：2004-08-30
申请人： Tomoharu Oku , Masanori Nonoguchi , Toshimitsu Moriguchi
发明人： Tomoharu Oku , Masanori Nonoguchi , Toshimitsu Moriguchi
IPC分类号： C11C3/00
CPC分类号： B01J23/22 , B01J21/063 , B01J21/066 , B01J23/20 , B01J23/8472 , B01J35/002 , C11C3/003 , Y02E50/13
摘要： The method of producing fatty acid alkyl esters and/or glycerine of the present invention is a method of producing high-purity fatty acid alkyl esters and/or glycerine advantageously from the energy viewpoint while reducing the energy consumption of the production, and the products can be used in various fields of application, for example in biodiesel fuels, foods, cosmetics and pharmaceuticals.The above-mentioned method of producing fatty acid alkyl esters and/or glycerine by reacting a fat or oil with an alcohol using an insoluble solid catalyst in a reaction apparatus comprising at least one reactor, comprises (a) a step of obtaining low-boiling components removed liquid by removing low-boiling components or fraction from an effluent liquid of a reactor and (b) a step of separating the fatty acid alkyl esters and glycerine from the low-boiling components removed liquid, wherein an eluted active metal component of the insoluble solid catalyst in the effluent liquid of a reactor amounts to a level not higher than 1,000 ppm.
摘要翻译：本发明的脂肪酸烷基酯和/或甘油的制造方法是从能源角度有利地生产高纯度脂肪酸烷基酯和/或甘油的方法，同时降低生产的能量消耗，并且产品可以可用于各种应用领域，例如生物柴油燃料，食品，化妆品和药品。上述通过在包含至少一个反应器的反应装置中使用不溶性固体催化剂使脂肪或油与醇反应制备脂肪酸烷基酯和/或甘油的方法包括（a）获得低沸点组分通过从反应器的流出液中除去低沸点组分或部分来除去液体，和（b）从低沸点组分除去的液体中分离脂肪酸烷基酯和甘油的步骤，其中洗脱的活性金属组分反应器流出液中不溶性固体催化剂的含量不高于1,000ppm。

8. 发明申请

US20100286420A1 METHOD FOR PRODUCING FATTY ACID ALKYL ESTERS AND/OR GLYCERIN USING FAT OR OIL 失效
标题翻译：使用脂肪或油生产脂肪酸亚油酸酯和/或甘氨酸的方法
公开(公告)号：US20100286420A1
公开(公告)日：2010-11-11
申请号：US12744235
申请日：2008-10-17
申请人： Takeo Akatsuka , Masanori Nonoguchi , Tomoharu Oku
发明人： Takeo Akatsuka , Masanori Nonoguchi , Tomoharu Oku
IPC分类号： C11C1/02 , C07C27/00 , B01J23/34 , B01J21/12
CPC分类号： B01J37/08 , B01J21/04 , B01J21/12 , B01J23/34 , B01J35/002 , B01J37/0201 , C07C67/03 , C11C3/003 , C07C69/24 , C07C69/52
摘要： The present invention has an object to provide the following method for producing fatty acid alkyl esters and/or glycerin and the following catalyst used in the production method.According to the production method, a fat or oil is reacted with an alcohol to give a fatty acid alkyl ester and/or glycerin suitably used in a food or fuel application, etc., with high efficiency, and complicated steps such as a step of recovering a catalyst can be simplified or omitted. According to the catalyst, an active metal component is not eluted even if the catalyst is used repeatedly or for a long period of time, and further, such a catalyst can maintain an excellent catalyst activity for a long time even in the presence of water and exhibit a high activity to both of transesterification of a glyceride contained in the fat or oil and esterification of free fatty acid. In addition, the catalyst can exhibit a high catalyst activity even in the presence of an impurity such as a free fatty acid (FFA) contained in the fat or oil.The present invention is a method for producing fatty acid alkyl esters and/or glycerin including a step of bringing a fat or oil into contact with an alcohol in the presence of a catalyst, wherein the catalyst includes a manganese element and a trivalent metal element.
摘要翻译：本发明的目的是提供以下生产脂肪酸烷基酯和/或甘油的方法和制备方法中使用的以下催化剂。根据制造方法，使脂肪或油与醇反应，得到适合用于食品或燃料应用等的脂肪酸烷基酯和/或甘油，其效率高，复杂的步骤如步骤可以简化或省略回收催化剂。根据催化剂，即使反应或长时间使用催化剂，也不会洗脱活性金属成分，此外，即使在水的存在下，这样的催化剂也能长时间保持优异的催化剂活性，对脂肪或油中所含的甘油酯的酯交换和游离脂肪酸的酯化都表现出高活性。此外，即使在诸如脂肪或油中所含的游离脂肪酸（FFA）等杂质的存在下，催化剂也能表现出高的催化剂活性。本发明是一种生产脂肪酸烷基酯和/或甘油的方法，包括在催化剂存在下使脂肪或油与醇接触的步骤，其中催化剂包括锰元素和三价金属元素。

9. 发明授权

US6037489A Method of purifying glyoxylic esters and distillation equipment for purifying glyoxylic esters 失效
标题翻译：纯化乙醛酸酯的方法和纯化乙醛酸酯的蒸馏设备
公开(公告)号：US6037489A
公开(公告)日：2000-03-14
申请号：US51302
申请日：1998-04-10
申请人： Hideyuki Baba , Satoru Miura , Masanori Nonoguchi , Noboru Saito
发明人： Hideyuki Baba , Satoru Miura , Masanori Nonoguchi , Noboru Saito
IPC分类号： C07C67/54 , C07C69/67 , C07C69/66 , C07C51/46
CPC分类号： C07C67/54
摘要： A method for purifying glyoxylates includes (1) a coarse distillation process in which a crude glyoxylate in which water coexists is, in a film form, continuously subjected to coarse distillation, and (2) an azeotropic dehydration process in which the crude glyoxylate purified through the coarse distillation process is subjected to azeotropic dehydration in the presence of an azeotropic agent such as propyl acetate. By this method, high-purity glyoxylates can be efficiently and easily obtained at lower costs.
摘要翻译： PCT No.PCT / JP97 / 03043 Sec。 371日期：1998年4月10日 102（e）1998年4月10日PCT PCT 1997年8月9日PCT公布。出版物WO98 / 09936 1998年3月12日，乙醛酸酯的纯化方法包括（1）粗水蒸馏法，其中水共存的粗乙醛酸粗品是薄膜形式，连续进行粗蒸馏，和（2）共沸脱水方法，其中通过粗蒸馏过程纯化的粗乙醛酸酯在共沸剂如乙酸丙酯存在下进行共沸脱水。通过该方法，可以以更低的成本有效且容易地获得高纯度的乙醛酸酯。

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