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1. 发明授权

US06509490B2 Method of purifying isophthalonitrile 有权
公开(公告)号：US06509490B2
公开(公告)日：2003-01-21
申请号：US09953409
申请日：2001-09-17
申请人： Susumu Otsuka , Takuji Shitara , Fumisada Kosuge , Kazuhiko Amakawa
发明人： Susumu Otsuka , Takuji Shitara , Fumisada Kosuge , Kazuhiko Amakawa
IPC分类号： C07C25334
CPC分类号： C07C253/34 , C07C255/51
摘要： In a method for separating isophthalonitrile from a gas produced by causing m-xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, the gas is brought into contact with an organic solvent having a boiling point lower than that of isophthalonitrile; a liquid in which isophthalonitrile is trapped in a trapping step is distilled, to thereby recover isophthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of isophthalonitrile; and the organic solvent is recovered from the top of the rectification column and liquefied isophthalonitrile of high purity is recovered at the bottom of the column. Thus, loss of isophthalonitrile and plugging of a vacuum-evacuation system caused by isophthalonitrile migrating from a condensation system during distillation under reduced pressure can be prevented, and high-purity isophthalonitrile can be produced at high yield constantly for a long period of time.

2. 发明授权

US06476269B2 Method for producing xylylenediamine 有权
公开(公告)号：US06476269B2
公开(公告)日：2002-11-05
申请号：US09953557
申请日：2001-09-17
申请人： Kenichi Nakamura , Susumu {overscore (O)}tsuka , Fumisada Kosuge , Takuji Shitara , Kazuhiko Amakawa
发明人： Kenichi Nakamura , Susumu {overscore (O)}tsuka , Fumisada Kosuge , Takuji Shitara , Kazuhiko Amakawa
IPC分类号： C07C21100
CPC分类号： C07C253/28 , C07C209/48 , C07C211/27 , C07C255/51
摘要： A method for producing xylylenediamine by hydrogenating phthalonitrile synthesized through ammoxidation of xylene, wherein phthalonitrile is trapped in an organic solvent (A) by bringing a gas produced through ammoxidation into direct contact with the organic solvent (A), and hydrogenation including adding liquid ammonia to the resultant mixture is carried out without separation of phthalonitrile trapped in the organic solvent (A). Through this method, the phthalonitrile can be readily recovered from the produced gas and at high yield without need for new equipment, and xylylenediamine can be efficiently produced through hydrogenation. Xylylenediamine of high purity can be obtained by subjecting the produced xylylenediamine to extraction by use of an organic solvent (B) and water.

3. 发明授权

US06646163B2 Method for producing high purity xylylenediamine 有权
标题翻译：高纯度苯二甲胺生产方法
公开(公告)号：US06646163B2
公开(公告)日：2003-11-11
申请号：US10187020
申请日：2002-07-02
申请人： Kenichi Nakamura , Kazuhiko Amakawa , Takuji Shitara
发明人： Kenichi Nakamura , Kazuhiko Amakawa , Takuji Shitara
IPC分类号： C07C21127
CPC分类号： C07C209/48 , C07C211/27
摘要： In a method for producing xylylenediamine by hydrogenating phthalonitrile separated from a gas produced by causing xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, (1) the gas is brought into contact with an organic solvent to trap phthalonitrile; (2) a liquid in which phthalonitrile is trapped is distilled, to thereby recover phthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of phthalonitrile; (3) the organic solvent is recovered from the top of the column and liquefied phthalonitrile of high purity is recovered at the bottom of the column; and (4) the phthalonitrile is hydrogenated after mixing with liquid ammonia and at least one solvent selected from aromatic hydrocarbon and saturated hydrocarbon. Thus, high-purity phthalonitrile is produced at high yield industrially efficiently.
摘要翻译：在通过在催化剂存在下使由二甲苯与氨和含氧气体反应而产生的气体分离的邻苯二甲腈氢化制造苯二甲胺的方法中，（1）使气体与有机溶剂接触以捕获邻苯二甲腈; （2）将其中捕获邻苯二甲腈的液体蒸馏，从塔顶部回收邻苯二甲腈和有机溶剂，并在柱底部分离沸点高于邻苯二甲腈的杂质; （3）从塔顶回收有机溶剂，并在塔底回收高纯度的液化邻苯二甲腈; 和（4）邻苯二甲腈在与液氨和至少一种选自芳族烃和饱和烃的溶剂混合后氢化。因此，高纯度酞腈在工业上高效率地生产。

4. 发明授权

US07785556B2 Method of recovering ammonia 有权
标题翻译：回收氨的方法
公开(公告)号：US07785556B2
公开(公告)日：2010-08-31
申请号：US11925008
申请日：2007-10-26
申请人： Kazuhiko Amakawa , Fumio Tanaka , Takuji Shitara
发明人： Kazuhiko Amakawa , Fumio Tanaka , Takuji Shitara
IPC分类号： C01C1/10 , C01C1/12 , C07D333/38
CPC分类号： C01C1/10 , B01D3/146 , C07C253/28 , C07C255/51
摘要： A method of recovering ammonia by the distillation of an aqueous solution containing ammonia, carbon dioxide and hydrogen cyanide. The distillation is conducted using a distillation apparatus having at least its portion which comes into contact with the aqueous solution made of an alloy 1 or alloy 2. The alloy 1 contains 3% by weight or more of molybdenum, 15% by weight or more of nickel and 15% by weight or more of chromium. The alloy 2 contains 1% by weight or more of molybdenum, 9% by weight or less of nickel and 20% by weight or more of chromium. The use of the alloy 1 or alloy 2 prevents the corrosion of the distillation apparatus and enables the stable recovery of ammonia for a long period of time.
摘要翻译：通过蒸馏含有氨，二氧化碳和氰化氢的水溶液来回收氨的方法。使用至少具有与由合金1或合金2制成的水溶液接触的部分的蒸馏装置进行蒸馏。合金1含有3重量％以上的钼，15重量％以上的钼镍和15重量％以上的铬。合金2含有1重量％以上的钼，9重量％以下的镍和20重量％以上的铬。使用合金1或合金2可以防止蒸馏装置的腐蚀，并能长期稳定地回收氨。

5. 发明申请

US20080102014A1 Method of Recovering Ammonia 有权
标题翻译：氨的回收方法
公开(公告)号：US20080102014A1
公开(公告)日：2008-05-01
申请号：US11925008
申请日：2007-10-26
申请人： Kazuhiko Amakawa , Fumio Tanaka , Takuji Shitara
发明人： Kazuhiko Amakawa , Fumio Tanaka , Takuji Shitara
IPC分类号： C01C1/10
CPC分类号： C01C1/10 , B01D3/146 , C07C253/28 , C07C255/51
摘要： A method of recovering ammonia by the distillation of an aqueous solution containing ammonia, carbon dioxide and hydrogen cyanide. The distillation is conducted using a distillation apparatus having at least its portion which comes into contact with the aqueous solution made of an alloy 1 or alloy 2. The alloy 1 contains 3% by weight or more of molybdenum, 15% by weight or more of nickel and 15% by weight or more of chromium. The alloy 2 contains 1% by weight or more of molybdenum, 9% by weight or less of nickel and 20% by weight or more of chromium. The use of the alloy 1 or alloy 2 prevents the corrosion of the distillation apparatus and enables the stable recovery of ammonia for a long period of time.
摘要翻译：通过蒸馏含有氨，二氧化碳和氰化氢的水溶液来回收氨的方法。使用至少具有与由合金1或合金2制成的水溶液接触的部分的蒸馏装置进行蒸馏。合金1含有3重量％以上的钼，15重量％以上的钼镍和15重量％以上的铬。合金2含有1重量％以上的钼，9重量％以下的镍和20重量％以上的铬。使用合金1或合金2可以防止蒸馏装置的腐蚀，并能长期稳定地回收氨。

6. 发明授权

US07119230B2 Process for production of xylylenediamine and/or cyanobenzylamine 有权
标题翻译：苯二甲胺和/或氰基苄胺的生产方法
公开(公告)号：US07119230B2
公开(公告)日：2006-10-10
申请号：US10608071
申请日：2003-06-30
申请人： Kazuhiko Amakawa , Takuji Shitara
发明人： Kazuhiko Amakawa , Takuji Shitara
IPC分类号： C07C209/48
CPC分类号： C07C253/30 , C07C209/48 , C07C211/27 , C07C255/58
摘要： In the process of the present invention, xylylenediamine and/or cyanobenzylamine is produced by a catalytic liquid-phase hydrogenation of a phthalonitrile compound. The liquid-phase hydrogenation is performed by controlling the concentration of a benzamide compound to a specific level or lower. In a preferred embodiment, the concentration of a benzoic acid compound is further controlled to a specific level or lower. By the process, xylylenediamine and/or cyanobenzylamine is produced at high yields and the catalyst life is prolonged.
摘要翻译：在本发明的方法中，通过邻苯二甲腈化合物的催化液相氢化制备苯二甲胺和/或氰基苄胺。通过将苯甲酰胺化合物的浓度控制在特定水平或更低水平来进行液相氢化。在优选的实施方案中，苯甲酸化合物的浓度进一步控制在特定水平或更低。通过该方法，以高产率生产苯二甲胺和/或氰基苄胺，催化剂寿命延长。

7. 发明授权

US08119556B2 Production method of primary amines and catalysts for producing primary amines 有权
标题翻译：伯胺的制备方法和生产伯胺的催化剂
公开(公告)号：US08119556B2
公开(公告)日：2012-02-21
申请号：US12836437
申请日：2010-07-14
申请人： Kazuhiko Amakawa , Yoshiaki Yamamoto
发明人： Kazuhiko Amakawa , Yoshiaki Yamamoto
IPC分类号： B01J21/18 , B01J23/755 , B01J23/75 , B01J23/745
CPC分类号： B01J23/74 , B01J23/868 , B01J37/0009 , B01J37/03 , B01J37/14 , B01J37/16 , B01J37/18 , C07C209/48 , Y10S502/52 , C07C211/27
摘要： A method of producing a primary amine by the hydrogenation of a nitrile in the presence of a hydrogenation catalyst. The hydrogenation catalyst contains at least one metal selected from the group consisting of nickel, cobalt and iron. Before use in the hydrogenation of nitrile, the hydrogenation catalyst is pretreated with at least one treating agent selected from the group consisting of hydrocarbons, alcohols, ethers, esters and carbon monoxide at 150 to 500° C.
摘要翻译：通过在氢化催化剂存在下氢化腈制备伯胺的方法。氢化催化剂含有选自镍，钴和铁中的至少一种金属。在使用腈加氢之前，在150-500℃下用至少一种选自烃，醇，醚，酯和一氧化碳的处理剂预处理氢化催化剂。

8. 发明授权

US07588721B2 Method for storing xylylenediamine 有权
标题翻译：苯二甲胺的存储方法
公开(公告)号：US07588721B2
公开(公告)日：2009-09-15
申请号：US11846873
申请日：2007-08-29
申请人： Kazumi Tanaka , Kazuhiko Amakawa
发明人： Kazumi Tanaka , Kazuhiko Amakawa
IPC分类号： B01J19/06
CPC分类号： C07C209/90 , Y10T428/13 , Y10T428/1352 , C07C211/27
摘要： A solid xylylenediamine solidified in a container is extremely excellent in storage stability as compared with a liquid xylylenediamine, and is less degraded by discoloration even when stored in an atmosphere containing oxygen. By charging a liquid xylylenediamine into a container, solidifying the liquid xylylenediamine into a solid xylylenediamine in the container under cooling without delay after the charging, and storing the solid xylylenediamine in the container while maintaining the xylylenediamine in a solid state, the xylylenediamine is stored for a long period of time without causing deterioration of quality such as discoloration.
摘要翻译：在容器中固化的固体二甲苯二胺与液体苯二甲胺相比非常优异的储存稳定性，并且即使在含有氧气的气氛中储存时也因变色而劣化。通过将液态苯二甲胺加入到容器中，在充电之后立即将液体苯二甲胺固化在容器内的固体苯二甲胺中，而不用延迟地将其冷却，并将固体苯二甲胺储存在容器中，同时保持苯二甲胺为固体状态，将苯二甲胺存储长时间不会导致质量下降，例如变色。

9. 发明申请

US20050004399A1 Production method of xylylenediamine 有权
公开(公告)号：US20050004399A1
公开(公告)日：2005-01-06
申请号：US10788389
申请日：2004-03-01
申请人： Kazuhiko Amakawa , Kazushi Gouroku
发明人： Kazuhiko Amakawa , Kazushi Gouroku
IPC分类号： C07C209/48 , C07C209/84 , C07C211/51 , C07
CPC分类号： C07C209/48 , C07C211/27
摘要： In the method of the present invention, xylylenediamine is produced by a two-stage hydrogenation of a dicyanobenzene compound. In a first stage (a), the hydrogenation is performed until a conversion of nitrile groups reaches 90 mol % or higher and less than 99.9 mol %. In a second stage (b), the hydrogenation is further continued at temperatures 10° C. or more higher than in the step (a) until the conversion of nitrile groups reaches a level which is higher than that attained in the step (a) and equal to 99.5 mol % or more. In the present invention, a highly pure xylylenediamine containing a minimized amount of cyanobenzylamine is efficiently produced in a simple manner without needing a specific purification, and also without deteriorating the use efficiency of the catalyst while reducing the amount of the dicyanobenzene compound remaining not reacted and the generation of the intermediate cyanobenzylamine.

10. 发明授权

US06984758B2 Purification of 1,3-bis(aminomethyl)cyclohexane by distillation 有权
标题翻译：通过蒸馏纯化1,3-双（氨基甲基）环己烷
公开(公告)号：US06984758B2
公开(公告)日：2006-01-10
申请号：US11080548
申请日：2005-03-16
申请人： Kazuhiko Amakawa , Kuniaki Muneyasu , Hiroshi Watanabe
发明人： Kazuhiko Amakawa , Kuniaki Muneyasu , Hiroshi Watanabe
IPC分类号： C07C211/00
CPC分类号： C07C209/84 , C07C2601/14 , C07C211/18
摘要： A crude liquid containing 1,3-bis(aminomethyl)cyclohexane and a high-boiling component having a boiling point higher than that of 1,3-bis(aminomethyl)cyclohexane is distilled. By controlling the distillation conditions, the high-boiling component is prevented from entering into a distilled 1,3-bis(aminomethyl)cyclohexane and the content of a low-boiling component in the distilled 1,3-bis(aminomethyl)cyclohexane is minimized.
摘要翻译：蒸馏含有1,3-双（氨基甲基）环己烷和沸点高于1,3-双（氨基甲基）环己烷沸点的高沸点成分的粗液体。通过控制蒸馏条件，可以防止高沸点组分进入蒸馏的1,3-双（氨基甲基）环己烷，蒸馏的1,3-双（氨基甲基）环己烷中低沸点成分的含量最小化。

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