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1. 发明授权

US07923583B2 Method for producing cycloalkanol and/or cycloalkanone 失效
标题翻译：环烷醇和/或环烷酮的制备方法
公开(公告)号：US07923583B2
公开(公告)日：2011-04-12
申请号：US12392122
申请日：2009-02-25
申请人： Masahiro Hoshino , Nobufumi Watanabe , Keisuke Sugita
发明人： Masahiro Hoshino , Nobufumi Watanabe , Keisuke Sugita
IPC分类号： C07C45/33 , C07C35/08
CPC分类号： B01J35/1061 , B01J23/38 , B01J23/70 , B01J23/75 , B01J29/0308 , B01J35/1023 , B01J35/1028 , B01J37/0018 , B01J37/033 , B01J37/10 , B01J2229/32 , C07C29/50 , C07C45/33 , C07C2601/14 , C07C35/08 , C07C49/403
摘要： An object of the present invention is to provide a method capable of producing a cycloalkanol and/or a cycloalkanone with a favorable selectivity coefficient by oxidizing a cycloalkane with a favorable conversion ratio.Disclosed is a method for producing a cycloalkanol and/or a cycloalkanone, which comprises oxidizing a cycloalkane with oxygen in the presence of a mesoporous silica which contains at least one transition metal and has been also subjected to contact treatment with an amine and/or ammonia. Preferably, a crystal obtained by mixing a compound containing the metal, a silicon compound, a structure-directing agent and water is subjected to contact treatment with an amine and/or ammonia and then fired to obtain a mesoporous silica, and a cycloalkane is oxidized with oxygen in the presence of the mesoporous silica.
摘要翻译：本发明的目的是提供一种通过以良好的转化率氧化环烷烃，能够制备具有良好选择性系数的环烷醇和/或环烷酮的方法。公开了一种制备环烷醇和/或环烷酮的方法，其包括在含有至少一种过渡金属的介孔二氧化硅的存在下用氧氧化环烷烃，并且还已经用胺和/或氨进行接触处理。优选将通过混合含有金属，硅化合物，结构导向剂和水的化合物得到的晶体与胺和/或氨进行接触处理，然后烧制以获得介孔二氧化硅，并且环烷烃被氧化在介孔二氧化硅存在下用氧气。

2. 发明授权

US07692044B2 Process for producing cycloalkanol and/or cycloalkanone 失效
标题翻译：制备环烷醇和/或环烷酮的方法
公开(公告)号：US07692044B2
公开(公告)日：2010-04-06
申请号：US12184461
申请日：2008-08-01
申请人： Masahiro Hoshino , Nobufumi Watanabe
发明人： Masahiro Hoshino , Nobufumi Watanabe
IPC分类号： C07C45/32 , C07C35/18
CPC分类号： C07C29/50 , B01J29/0333 , B01J35/0066 , B01J2229/32 , C07C45/33 , C07C2601/14 , C12C11/02 , C07C35/08 , C07C49/403
摘要： An object of the present invention is to provide a process capable of producing cycloalkanol and/or cycloalkanone with a favorable selectivity by oxidizing cycloalkane with a favorable conversion.Disclosed is a process for producing cycloalkanol and/or cycloalkanone, which comprises oxidizing cycloalkane with oxygen in the presence of mesoporous silica, wherein (1) the mesoporous silica contains at least one transition metal, and (2) a ratio of total volume of mesoporous silica particles having a particle diameter of 20 μm or less to total volume of entire mesoporous silica particles is 25% or more in the mesoporous silica.
摘要翻译：本发明的目的是提供一种能够以良好的转化率氧化环烷烃，以良好选择性制备环烷醇和/或环烷酮的方法。公开了一种制备环烷醇和/或环烷酮的方法，其包括在介孔二氧化硅存在下用氧氧化环烷烃，其中（1）介孔二氧化硅含有至少一种过渡金属，和（2）介孔的总体积比在介孔二氧化硅中，粒径为20μm以下的二氧化硅粒子的总体积的总体积为25质量％以上。

3. 发明申请

US20060004194A1 Method for manufacturing zeolite and method for manufacturing epsilon-caprolatam 失效
标题翻译：制造沸石的方法和制备ε-caprolatam的方法
公开(公告)号：US20060004194A1
公开(公告)日：2006-01-05
申请号：US11165538
申请日：2005-06-24
申请人： Masahiro Hoshino , Masaru Kitamura , Keisuke Sugita
发明人： Masahiro Hoshino , Masaru Kitamura , Keisuke Sugita
IPC分类号： B01J29/40 , C07D201/04
CPC分类号： C07D201/04 , B01J29/035 , B01J37/06 , B01J2229/38 , B01J2229/40 , C01B37/02
摘要： The present invention provides a method for manufacturing a zeolite comprising following steps of: (1): calcining crystals obtained by hydrothermal synthesis reaction of a silicon compound; (2): contact treating a calcined product obtained by the step (1) with an aqueous solution including an amine and/or a quaternary ammonium compound; (3): calcining a treated product obtained by the step (2); and (4): contact treating the calcined product obtained by the step (3) with an aqueous solution including ammonia and/or an ammonium salt. According to the present invention, a method is also provided wherein ε-caprolactam is manufactured by Beckmann rearrangement reaction of cyclohexanone oxime in a gaseous phase in the presence of the zeolite manufactured by the above-described method.
摘要翻译：本发明提供一种制造沸石的方法，包括以下步骤：（1）：煅烧通过硅化合物的水热合成反应获得的晶体; （2）：用包含胺和/或季铵化合物的水溶液接触步骤（1）得到的煅烧产物; （3）：煅烧通过工序（2）得到的处理物; 和（4）：用包含氨和/或铵盐的水溶液接触处理由步骤（3）获得的煅烧产物。根据本发明，还提供了一种方法，其中ε-己内酰胺通过在通过上述方法制造的沸石存在下，在气相中通过环己酮肟的贝克曼重排反应制造。

4. 发明授权

US07910777B2 Method for producing cycloalkanol and/or cycloalkanone 失效
标题翻译：环烷醇和/或环烷酮的制备方法
公开(公告)号：US07910777B2
公开(公告)日：2011-03-22
申请号：US12560788
申请日：2009-09-16
申请人： Masahiro Hoshino , Keisuke Sugita , Avelino Corma
发明人： Masahiro Hoshino , Keisuke Sugita , Avelino Corma
IPC分类号： C07C45/32 , C07C35/18
CPC分类号： C07C29/50 , B01J29/0308 , B01J29/0325 , B01J29/0333 , B01J29/0341 , B01J2229/12 , B01J2229/18 , B01J2229/32 , C07C45/33 , C07C2601/14 , C07C31/1355 , C07C49/403
摘要： The present invention provides a method for producing cycloalkanol and/or cycloalkanone, which comprises reacting cycloalkane with molecular oxygen in the presence of mesoporous silica, (1) the mesoporous silica containing at least one transition metal; (2) the mesoporous silica having such pore distribution that the ratio of a total pore volume of mesoporous silica particles having a pore size of 3 to 50 nm to a total pore volume of mesoporous silica particles having a pore size of 2 to 50 nm is 50% or more; and (3) the mesoporous silica being modified by an organic silicon compound.
摘要翻译：本发明提供一种制备环烷醇和/或环烷酮的方法，其包括在介孔二氧化硅存在下使环烷烃与分子氧反应，（1）含有至少一种过渡金属的介孔二氧化硅; （2）具有孔分布的孔隙二氧化硅，孔径为3〜50nm的介孔二氧化硅粒子的总细孔容积与孔径为2〜50nm的介孔二氧化硅粒子的总孔体积的比为 50％以上; 和（3）介孔二氧化硅被有机硅化合物改性。

5. 发明授权

US07060645B2 Method for manufacturing zeolite and method for manufacturing ε-caprolactam 失效
标题翻译：沸石的制造方法及ε-己内酰胺的制造方法
公开(公告)号：US07060645B2
公开(公告)日：2006-06-13
申请号：US11165538
申请日：2005-06-24
申请人： Masahiro Hoshino , Masaru Kitamura , Keisuke Sugita
发明人： Masahiro Hoshino , Masaru Kitamura , Keisuke Sugita
IPC分类号： B01J29/40 , C07D201/04
CPC分类号： C07D201/04 , B01J29/035 , B01J37/06 , B01J2229/38 , B01J2229/40 , C01B37/02
摘要： The present invention provides a method for manufacturing a zeolite comprising following steps of: (1): calcining crystals obtained by hydrothermal synthesis reaction of a silicon compound; (2): contact treating a calcined product obtained by the step (1) with an aqueous solution including an amine and/or a quaternary ammonium compound; (3): calcining a treated product obtained by the step (2); and (4): contact treating the calcined product obtained by the step (3) with an aqueous solution including ammonia and/or an ammonium salt. According to the present invention, a method is also provided wherein ε-caprolactam is manufactured by Beckmann rearrangement reaction of cyclohexanone oxime in a gaseous phase in the presence of the zeolite manufactured by the above-described method.
摘要翻译：本发明提供一种制造沸石的方法，包括以下步骤：（1）：煅烧通过硅化合物的水热合成反应获得的晶体; （2）：用包含胺和/或季铵化合物的水溶液接触步骤（1）得到的煅烧产物; （3）：煅烧通过工序（2）得到的处理物; 和（4）：用包含氨和/或铵盐的水溶液接触处理由步骤（3）获得的煅烧产物。根据本发明，还提供了一种方法，其中ε-己内酰胺通过在通过上述方法制造的沸石存在下，在气相中通过环己酮肟的贝克曼重排反应制造。

6. 发明授权

US07026474B2 Method for producing ε-caprolactam and method for reactivating catalyst for production of ε-caprolactam 失效
标题翻译： ε-己内酰胺的制造方法以及催化剂再生催化剂生产ε-己内酰胺的方法
公开(公告)号：US07026474B2
公开(公告)日：2006-04-11
申请号：US11055101
申请日：2005-02-11
申请人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
发明人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
IPC分类号： C07D201/04
CPC分类号： B01J38/08 , B01J29/90 , B01J38/12 , B01J38/66 , C07D201/04 , Y02P20/52 , Y02P20/584
摘要： A method for producing ε-caprolactam and a method for reactivating a zeolite catalyst for the production are provided. In the reactivation step, a zeolite catalyst is allowed to contact a gas containing a carboxylic acid, water and a compound selected from ammonia and amines. In accordance with the present invention, the catalytic activities of a zeolite catalyst used for the Beckmann rearrangement reaction of cyclohexanone oxime can be effectively restored. Consequently, ε-caprolactam may be produced with a high production yield for a long period of time by reusing the catalyst by the method described above.
摘要翻译：提供了制备ε-己内酰胺的方法和用于再生催化剂的方法。在再活化步骤中，使沸石催化剂与含有羧酸，水和选自氨和胺的化合物的气体接触。根据本发明，可以有效地恢复用于环己酮肟的贝克曼重排反应的沸石催化剂的催化活性。因此，通过上述方法重新使用催化剂，可以长期生产ε-己内酰胺。

7. 发明授权

US07189845B2 Method for producing ε-caprolactam 失效
标题翻译：生产ε-己内酰胺的方法
公开(公告)号：US07189845B2
公开(公告)日：2007-03-13
申请号：US11088874
申请日：2005-03-25
申请人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
发明人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
IPC分类号： C07D201/04
CPC分类号： C07D201/04 , B01J29/90 , B01J38/12 , Y02P20/52 , Y02P20/584
摘要： The invention provides a method for producing ε-caprolactam comprising the steps of: a reaction process which subjects cyclohexanone oxime to a Beckmann rearrangement reaction in the presence of a solid catalyst; and a catalyst regeneration process which regenerates the solid catalyst used in the reaction process by heat treatment under an atmosphere comprising an oxygen-containing gas, wherein the solid catalyst heat-treated in the catalyst regeneration process is used in the reaction process, the carbon contents in the solid catalyst in the reaction process and the catalyst regeneration process are maintained in a range of 0.5 to 2% by weight, and the nitrogen contents in the solid catalyst in the reaction process and the catalyst regeneration process are maintained in a range of 0.01 to 0.2% by weight.According to the invention, ε-caprolactam can be produced in a high production yield for a long period of time by enhancing persistence of the catalytic activity for producing ε-caprolactam.
摘要翻译：本发明提供了一种生产ε-己内酰胺的方法，包括以下步骤：在固体催化剂存在下将环己酮肟与贝克曼重排反应相对应的反应过程; 以及催化剂再生方法，其通过在包含含氧气体的气氛下进行热处理来再生反应过程中使用的固体催化剂，其中在反应过程中使用在催化剂再生过程中热处理的固体催化剂，碳含量在反应过程中的固体催化剂和催化剂再生过程保持在0.5〜2重量％的范围内，并且在反应过程和催化剂再生过程中固体催化剂中的氮含量保持在0.01 至0.2重量％。根据本发明，ε-己内酰胺可以通过增加用于生产ε-己内酰胺的催化活性的持久性，以高生产率长时间生产。

8. 发明申请

US20050245740A1 Method for producing E-caprolactam 失效
标题翻译：生产ε-己内酰胺的方法
公开(公告)号：US20050245740A1
公开(公告)日：2005-11-03
申请号：US11088874
申请日：2005-03-25
申请人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
发明人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
IPC分类号： C07D223/10 , B01J29/90 , B01J38/12 , C07B61/00 , C07D201/04 , B01J20/34
CPC分类号： C07D201/04 , B01J29/90 , B01J38/12 , Y02P20/52 , Y02P20/584
摘要： The invention provides a method for producing ε-caprolactam comprising the steps of: a reaction process which subjects cyclohexanone oxime to a Beckmann rearrangement reaction in the presence of a solid catalyst; and a catalyst regeneration process which regenerates the solid catalyst used in the reaction process by heat treatment under an atmosphere comprising an oxygen-containing gas, wherein the solid catalyst heat-treated in the catalyst regeneration process is used in the reaction process, the carbon contents in the solid catalyst in the reaction process and the catalyst regeneration process are maintained in a range of 0.5 to 2% by weight, and the nitrogen contents in the solid catalyst in the reaction process and the catalyst regeneration process are maintained in a range of 0.01 to 0.2% by weight. According to the invention, ε-caprolactam can be produced in a high production yield for a long period of time by enhancing persistence of the catalytic activity for producing ε-caprolactam.
摘要翻译：本发明提供了一种生产ε-己内酰胺的方法，包括以下步骤：在固体催化剂存在下将环己酮肟与贝克曼重排反应相对应的反应过程; 以及催化剂再生方法，其通过在包含含氧气体的气氛下进行热处理来再生反应过程中使用的固体催化剂，其中在反应过程中使用在催化剂再生过程中热处理的固体催化剂，碳含量在反应过程中的固体催化剂和催化剂再生过程保持在0.5〜2重量％的范围内，并且在反应过程和催化剂再生过程中固体催化剂中的氮含量保持在0.01 至0.2重量％。根据本发明，ε-己内酰胺可以通过增加用于生产ε-己内酰胺的催化活性的持久性，以高生产率长时间生产。

9. 发明申请

US20050182254A1 Method for producing epsilon-caprolactam and method for reactivating catalyst for production of epsilon-caprolactam 失效
标题翻译： ε-己内酰胺的制造方法以及催化剂再生催化剂生产ε-己内酰胺的方法
公开(公告)号：US20050182254A1
公开(公告)日：2005-08-18
申请号：US11055101
申请日：2005-02-11
申请人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
发明人： Keisuke Sugita , Masaru Kitamura , Masahiro Hoshino
IPC分类号： C07D223/10 , B01J29/035 , B01J29/90 , B01J38/06 , B01J38/08 , B01J38/12 , B01J38/18 , B01J38/62 , B01J38/66 , C07B61/00 , C07D201/04 , C07D201/14 , B01J38/04
CPC分类号： B01J38/08 , B01J29/90 , B01J38/12 , B01J38/66 , C07D201/04 , Y02P20/52 , Y02P20/584
摘要： A method for producing ε-caprolactam and a method for reactivating a zeolite catalyst for the production are provided. In the reactivation step, a zeolite catalyst is allowed to contact a gas containing a carboxylic acid, water and a compound selected from ammonia and amines. In accordance with the present invention, the catalytic activities of a zeolite catalyst used for the Beckmann rearrangement reaction of cyclohexanone oxime can be effectively restored. Consequently, ε-caprolactam may be produced with a high production yield for a long period of time by reusing the catalyst by the method described above.
摘要翻译：提供了制备ε-己内酰胺的方法和用于再生催化剂的方法。在再活化步骤中，使沸石催化剂与含有羧酸，水和选自氨和胺的化合物的气体接触。根据本发明，可以有效地恢复用于环己酮肟的贝克曼重排反应的沸石催化剂的催化活性。因此，通过上述方法重新使用催化剂，可以长期生产ε-己内酰胺。

10. 发明授权

US07541500B2 Method for producing cycloalkanol and/or cycloalkanone 失效
标题翻译：环烷醇和/或环烷酮的制备方法
公开(公告)号：US07541500B2
公开(公告)日：2009-06-02
申请号：US11710413
申请日：2007-02-26
申请人： Masahiro Hoshino
发明人： Masahiro Hoshino
IPC分类号： C07C45/27 , C07C35/08
CPC分类号： C07C29/50 , B01J23/75 , C07C45/33 , C07C407/00 , C07C409/14 , C07C2601/14 , C07C49/403 , C07C35/08
摘要： In case of oxidizing cycloalkane with oxygen, the catalyst to be used is a catalyst obtained by supporting metals of Groups 5 to 10 of the Periodic Table on a carrier, the carrier being subjected to a catalytic treatment with an organosilicon compound. The metal is preferably vanadium, chromium, manganese, iron, cobalt, ruthenium or palladium, while the carrier is preferably an oxide of magnesium, aluminum, silicon, titanium or zirconium.
摘要翻译：在用氧氧化环烷烃的情况下，所用的催化剂是通过在载体上负载周期表第5至10族的金属而获得的催化剂，载体用有机硅化合物进行催化处理。金属优选为钒，铬，锰，铁，钴，钌或钯，而载体优选为镁，铝，硅，钛或锆的氧化物。

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