公开(公告)号：US06812360B2

公开(公告)日：2004-11-02

申请号：US10221029

申请日：2002-09-09

申请人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

发明人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

IPC分类号： C07F502

CPC分类号： C07F5/025 ,  C07F5/027

摘要： Bis(fluoroaryl)borane derivative is produced by reacting tris(fluoroaryl)borane with a compound, such as water, ethanol, ammonia and the like, in a hydrocarbon solvent at a molar ratio raging from 1:0.9 to 1:1.1. It is more preferable that the reaction is carried out while the hydrocarbon solvent is distilled off. It is more preferable that hydrocarbon solvent is substantially an aliphatic hydrocarbon solvent. With this arrangement, it is possible to provide a method for producing and isolating the bis(fluoroaryl)borane derivative of a high purity, with ease and at a low cost.

公开(公告)号：US06380435B2

公开(公告)日：2002-04-30

申请号：US09779673

申请日：2001-02-09

申请人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

发明人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

IPC分类号： C07F502

CPC分类号： C07F5/027

摘要： Tetrakis (fluoroaryl)borate.magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline.hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.

摘要翻译： 由通式（1）表示的四（氟化芳基）硼酸镁卤化物（Ar4BMgX）：其中R1-R10各自表示氢原子，氟原子，烃基或烷氧基，条件是R1 -R5表示氟原子，R6-R10中的至少一个表示氟原子，X表示氯原子，溴原子或碘原子，n表示2或3，用羧酸的碱金属盐处理 和/或羧酸的碱土金属盐。 然后，通过使处理的Ar4BMgX与产生一价阳离子种子（例如N，N-二甲基苯胺盐酸盐）的化合物反应来制备四（氟化芳基）硼酸盐衍生物（Ar4BZ）。 因此，可以容易且高效地提供从Ar4BMgX中分离除去杂质的净化方法，以及有效地制造廉价的Ar4BX的工序。

公开(公告)号：US07205441B2

公开(公告)日：2007-04-17

申请号：US10431613

申请日：2003-05-08

申请人： Ikuyo Ikeno ,  Toshimitsu Moriguchi ,  Hitoshi Mitsui ,  Toshiya Iida

发明人： Ikuyo Ikeno ,  Toshimitsu Moriguchi ,  Hitoshi Mitsui ,  Toshiya Iida

IPC分类号： C07F5/02

CPC分类号： C07F5/027

摘要： Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate.magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.

摘要翻译： 氟芳基卤化镁与硼化合物反应，使得氟化芳基卤化镁与硼化合物的摩尔比不小于3.0且不大于3.7，以产生四（氟化芳基）硼酸镁化合物。 通过这种方法，不会发生腐蚀生产装置的氟化氢，并且需要麻烦的废水处理。

公开(公告)号：US06281389B1

公开(公告)日：2001-08-28

申请号：US09391585

申请日：1999-09-07

申请人： Hitoshi Mitsui ,  Toshiya Iida ,  Ikuyo Ikeno ,  Naoko Hirano ,  Yukiko Ariyoshi

发明人： Hitoshi Mitsui ,  Toshiya Iida ,  Ikuyo Ikeno ,  Naoko Hirano ,  Yukiko Ariyoshi

IPC分类号： C07F502

CPC分类号： C07F5/027

摘要： A solution containing an organic solvent and a compound including impurities, represented by, for example, general formula (1) (wherein R1 to R10 independently represent H, F, a hydrocarbon group or an alkoxy group, at least one of R1 to R5 is F, at least one of R6 to R10 is F, M is H, alkali metal, alkaline earth metal or alkaline earth metal halide, n is 3 or 4, and m is 2 when M is an alkaline earth metal, or m is 1 when M is the other) is mixed with water. The purified compound is reacted with a compound which forms a monovalent cation seed to prepare a derivative. Thus, a purifying method capable of efficiently and easily separating and removing colored components contained in tetrakis(fluoroaryl)borate compounds can be provided. Moreover, it is possible to provide a method capable of preparing a highly-pure tetrakis(fluoroaryl)borate derivative efficiently and at low costs.

摘要翻译： 由通式（1）表示的含有有机溶剂和包含杂质的化合物的溶液（其中R 1至R 10独立地表示H，F，烃基或烷氧基，R 1至R 5中的至少一个为 F中，R 6〜R 10中的至少一个为F，M为H，碱金属，碱土金属或碱土金属卤化物，n为3或4，M为碱土金属时m为2，m为1 当M是另一个）与水混合时。 将纯化的化合物与形成一价阳离子种子的化合物反应以制备衍生物。 因此，可以提供能够有效且容易地分离和除去四（氟化芳基）硼酸盐化合物中所含有色成分的纯化方法。 此外，可以提供一种能够以低成本有效地制备高纯度四（氟化芳基）硼酸盐衍生物的方法。

公开(公告)号：US06624329B2

公开(公告)日：2003-09-23

申请号：US10024306

申请日：2001-12-21

申请人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

发明人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

IPC分类号： C07F502

CPC分类号： C07F5/027

摘要： Tetrakis(fluoroaryl)borate•magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline•hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.

摘要翻译： 由通式（1）表示的四（氟化芳基）硼酸镁卤化物（Ar4BMgX）：其中R1-R10各自表示氢原子，氟原子，烃基或烷氧基，条件是R 1 -R5表示氟原子，R6-R10中的至少一个表示氟原子，X表示氯原子，溴原子或碘原子，n表示2或3，用羧酸的碱金属盐处理 和/或羧酸的碱土金属盐。 然后，通过使处理的Ar4BMgX与产生一价阳离子种子（例如N，N-二甲基苯胺盐酸盐）的化合物反应来制备四（氟化芳基）硼酸盐衍生物（Ar4BZ）。 因此，可以容易且高效地提供从Ar4BMgX中分离除去杂质的净化方法，以及有效地制造廉价的Ar4BX的工序。

公开(公告)号：US06509488B2

公开(公告)日：2003-01-21

申请号：US09993891

申请日：2001-11-27

申请人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

发明人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

IPC分类号： C07F722

CPC分类号： C07F7/2296

摘要： In a method for purifying a fluoroaryl metal compound of the present invention, magnesium halide is precipitated and removed from a solution containing the fluoroaryl metal compound, the magnesium halide, and an ether solvent. Or, the magnesium halide is removed by treating the solution with an acid. Examples of the method include: a method in which a solvent which has a boiling point higher than that of the ether solvent contained in the solution and which does not dissolve the magnesium halide is heated to a temperature higher than the boiling point of the ether solvent, then the ether solvent is distilled out with the solution being added to the solvent; and a method in which the solution and an aqueous solution containing an acid are mixed and stirred, then allowed to stand so as to be separated into an organic layer containing the fluoroaryl metal compound and an aqueous layer containing the magnesium halide and the acid. In this manner, a highly pure fluoroaryl metal compound having no impurities can be purified easily and inexpensively.

公开(公告)号：US06215025B1

公开(公告)日：2001-04-10

申请号：US09171832

申请日：1998-10-26

申请人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

发明人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Yamamoto

IPC分类号： C07F502

CPC分类号： C07F5/027

摘要： Tetrakis(fluoroaryl)borate.magnesium halide (Ar4BMgX) expressed by General Formula (1): where each of R1-R10 represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group, provided that at least one of R1-R5 represents a fluorine atom and at least one of R6-R10 represents a fluorine atom, X represents a chlorine atom, a bromine atom, or an iodide atom, and n represents 2 or 3, is treated with alkali metal salts of carboxylic acid and/or alkali earth metal salts of carboxylic acid. Then, a tetrakis(fluoroaryl)borate derivative (Ar4BZ) is produced by reacting treated Ar4BMgX with a compound generating monovalent cation seeds (for example, N,N-dimethylaniline.hydrochloride). Consequently, it has become possible to provide a purifying process of separating/removing impurities from Ar4BMgX readily and efficiently, and a process of producing inexpensive Ar4BX efficiently.

摘要翻译： 由通式（1）表示的四（氟化芳基）硼酸镁卤化物（Ar4BMgX）：其中R1-R10各自表示氢原子，氟原子，烃基或烷氧基，条件是R1 -R5表示氟原子，R6-R10中的至少一个表示氟原子，X表示氯原子，溴原子或碘原子，n表示2或3，用羧酸的碱金属盐处理 和/或羧酸的碱土金属盐。 然后，通过使处理的Ar4BMgX与产生一价阳离子种子（例如N，N-二甲基苯胺盐酸盐）的化合物反应来制备四（氟化芳基）硼酸盐衍生物（Ar4BZ）。 因此，可以容易且高效地提供从Ar4BMgX中分离除去杂质的净化方法，以及有效地制造廉价的Ar4BX的工序。

公开(公告)号：US06818785B2

公开(公告)日：2004-11-16

申请号：US10220635

申请日：2002-09-04

申请人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

发明人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

IPC分类号： C07F504

CPC分类号： C07F5/027

摘要： After a fluoroaryl borane derivative is precipitated from a solution containing the fluoroaryl borane derivative, a bis (fluoroaryl) borane derivative, and a hydrocarbon solvent and is subjected to first filtration so that the fluoroaryl borane derivative is isolated, a filtrate that has been obtained by the first filtration is cooled and the bis (fluoroaryl) borane derivative is separated and is subjected to second filtration so that the bis (fluoroaryl) borane derivative is isolated. In a case where the solution contains fluorobenzene, the solution is concentrated, so that the fluorobenzene is removed. Thus, it is possible to provide the high-purity fluoroaryl borane derivative and bis (fluoroaryl) borane derivative having no impurity with ease and at a low cost.

摘要翻译： 氟化芳基硼烷衍生物从含有氟代芳基硼烷衍生物，双（氟化芳基）硼烷衍生物和烃溶剂的溶液中沉淀出来，并进行第一次过滤以分离出氟化芳基硼烷衍生物，得到的滤液由 将第一次过滤冷却并分离双（氟化芳基）硼烷衍生物，并进行第二次过滤，从而分离双（氟化芳基）硼烷衍生物。 在溶液含有氟苯的情况下，将溶液浓缩，以除去氟苯。 因此，可以容易且低成本地提供不含杂质的高纯度氟代芳基硼烷衍生物和双（氟代芳基）硼烷衍生物。

公开(公告)号：US06465668B2

公开(公告)日：2002-10-15

申请号：US09993892

申请日：2001-11-27

申请人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

发明人： Ikuyo Ikeno ,  Hitoshi Mitsui ,  Toshiya Iida ,  Toshimitsu Moriguchi

IPC分类号： C07F722

CPC分类号： C07F7/2208

摘要： A method for easily and inexpensively producing and purifying a fluoroaryl metal compound such as bis(pentafluorophenyl)dialkyltin which is less colored and has no impurities is provided. Hydrocarbon magnesium halide is reacted with fluoroaryl halide in a solvent including an ether solvent so as to obtain fluoroaryl magnesium halide, which is then reacted with an organic metal compound so as to produce a fluoroaryl metal compound. Tin is more preferable as a metal atom included in the organic metal compound. As for the ether solvent, chain ether solvents are preferable, more specifically, diisopropyl ether, dibutyl ether, and t-butylmethyl ether are more preferable. Besides, it is preferable that magnesium halide, which is a by-product of the fluoroaryl metal compound, is precipitated and removed, or treated with an acid.

摘要翻译： 提供了一种容易且廉价地生产和纯化氟代芳基金属化合物如双（五氟苯基）二烷基锡的方法，所述二（五氟苯基）二烷基锡颜色较少，没有杂质。 碳氢化镁卤化物与氟芳基卤化物在包括醚溶剂的溶剂中反应，得到氟化芳基卤化镁，然后与有机金属化合物反应，生成氟芳基金属化合物。 作为有机金属化合物中的金属原子，更优选锡。 对于醚类溶剂，优选链状醚溶剂，更优选二异丙基醚，二丁基醚和叔丁基甲基醚。 此外，优选将作为氟代芳基金属化合物的副产物的卤化镁沉淀除去，或用酸处理。

公开(公告)号：US06410810B1

公开(公告)日：2002-06-25

申请号：US09512289

申请日：2000-02-24

申请人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Hirano

发明人： Hitoshi Mitsui ,  Tsunemasa Ueno ,  Ikuyo Ikeno ,  Naoko Hirano

IPC分类号： C07C720

CPC分类号： C07F5/02 ,  C07F5/027

摘要： A mixture of bis- and tris(fluoroaryl)borane compounds expressed by General Formula (1) below is handled in the form of a slurry made with a hydrocarbon solvent: where each of R1, R2, R3, R4 and R5 independently represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group provided that at least one of R1-R5 represents a fluorine atom, X represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, and wherein n represents 2 for the bis(fluoroaryl)borane compounds and 3 for the tris(fluoroaryl)borane compounds. Then, a hydrocarbon solution of the (fluoroaryl)borane compounds having a concentration of the tris(fluoroaryl)borane compounds in a range between 1 wt % and 1 wt % is prepared by dissolving the slurry into a hydrocarbon solvent in a virtually air-tight vessel. Consequently, it has become possible to provide a method of handling the tris(fluoroaryl)borane compounds in an industrially and economically advantageous manner, and a method of preparing the hydrocarbon solution of the tris(fluoroaryl)borane compounds readily and quickly without lowering the purity.

摘要翻译： 由以下通式（1）表示的双 - 和三（氟芳基）硼烷化合物的混合物以用烃溶剂制备的浆料的形式进行处理：其中R1，R2，R3，R4和R5各自独立地表示氢 原子，氟原子，烃基或烷氧基，只要R 1 -R 5中的至少一个表示氟原子，X表示氟原子，氯原子，溴原子或碘原子，并且其中n 对于双（氟芳基）硼烷化合物，代表2，三（氟芳基）硼烷化合物为3。 然后，将具有1重量％至1重量％范围内的三（氟芳基）硼烷化合物浓度的（氟化芳基）硼烷化合物的烃溶液通过将该浆料实际上气密地 船只。 因此，可以以工业上和经济上有利的方式提供三（氟化芳基）硼烷化合物的处理方法，以及容易且快速地制备三（氟芳基）硼烷化合物的烃溶液而不降低纯度的方法 。