公开(公告)号：US06222074B1

公开(公告)日：2001-04-24

申请号：US09600551

申请日：2000-07-25

申请人： Kenichi Tokunaga ,  Motohito Shiratori ,  Kazuhiko Akimoto ,  Hideo Suzuki ,  Isao Hashiba

发明人： Kenichi Tokunaga ,  Motohito Shiratori ,  Kazuhiko Akimoto ,  Hideo Suzuki ,  Isao Hashiba

IPC分类号： C07C21302

CPC分类号： C07C213/02 ,  C07C215/80

摘要： The invention relates to a process for preparation of 4,6-diaminoresorcinol or salts thereof by reducing 4,6-bis(substituted)phenylazoresorcinol expressed by the formula [1] wherein, R denotes a halogen atom, an alkyl group having 1-5 carbon atoms, a hydroxycarbonyl group or an alkoxy group having 1-5 carbon atoms, n denotes 0 or any integer of 1-5, and two or more groups R may be same or different each other, for example, 4,6-bisphenylazoresorcinol, with hydrogen in the presence of a metal catalyst to obtain 4,6-diaminoresorcinol or salts thereof, characterized in that an aliphatic nitrile compound (for example, acetonitrile) is used as a solvent, or characterized in that the reduction is carried out by using at least one organic solvent selected from aliphatic nitrile compounds, aliphatic alcohols having 3-5 carbon atoms, dioxane and ethylene glycol monomethyl ether, etc. as a solvent and furthermore in the presence of a filter aid (for example, active carbon). According to the said preparation process, 4,6-diaminoresorcinol with high purity can be easily obtained from 4,6-bis(substituted)phenylazoresorcinol in a high yield.

摘要翻译： 本发明涉及通过还原由式[1]表示的4,6-双（取代的）苯基次氮杂环戊烯来制备4,6-二氨基间苯二酚或其盐的方法，其中R表示卤素原子，具有1-5个 碳原子，羟基羰基或具有1-5个碳原子的烷氧基，n表示0或1-5的整数，并且两个或更多个基团R可以相同或不同，例如，4,6-双苯​​并苯并氮杂酚 在金属催化剂存在下用氢气得到4,6-二氨基间苯二酚或其盐，其特征在于使用脂族腈化合物（例如乙腈）作为溶剂，或其特征在于还原是通过 使用至少一种选自脂族腈化合物，具有3-5个碳原子的脂族醇，二恶烷和乙二醇单甲醚等作为溶剂的有机溶剂，并且在助滤剂（例如活性炭）存在下进行。 根据所述制备方法，可以从4,6-双（取代）苯基次氮基间苯二酚以高产率容易地得到高纯度的4,6-二氨基间苯二酚。

公开(公告)号：US5962740A

公开(公告)日：1999-10-05

申请号：US66335

申请日：1998-04-28

申请人： Kazuhiko Akimoto ,  Kenichi Tokunaga ,  Isao Hashiba ,  Hideo Suzuki ,  Yasuo Katsumura ,  Kazuo Osaki ,  Hideo Kawashita ,  Satoshi Yamazaki

发明人： Kazuhiko Akimoto ,  Kenichi Tokunaga ,  Isao Hashiba ,  Hideo Suzuki ,  Yasuo Katsumura ,  Kazuo Osaki ,  Hideo Kawashita ,  Satoshi Yamazaki

IPC分类号： C07C245/08 ,  C07C213/02

CPC分类号： C07C245/08

摘要： A process for producing 4,6-bisphenylazoresorcinol of formula �2! wherein R represents halogen atom, C.sub.1-5 alkyl group, hydroxycarbonyl or C.sub.1-5 alkoxy group, n represents 0 or an integer of 1 to 5, and two or more Rs are the same or different from each other, which comprises reacting resorcinol with a benzenediazonium salt of formula �1! wherein R and n are the same as defined in the above formula �1!, and X represents Cl, Br, OSO.sub.3 H or OPO.sub.3 H.sub.2, in an alkaline solvent, characterized in that (a) a solution of the compound of the formula �1! is mixed with a solution or suspension of an alkali metal or alkaline earth metal hydroxide to obtain an alkaline mixture, and this alkaline mixture is mixed to be reacted with a solution or suspension containing resorcinol and/or its alkali metal salt or alkaline earth metal salt, or (b) a solution of the compound of formula �1! is mixed to be reacted with a solution or suspension of a mixture of resorcinol with its alkali metal hydroxide or alkaline earth metal hydroxide 15 to 40 times by mol as much as the resorcinol. By the above-described method, the reaction volume can be reduced as compared with the conventional processes, and 4,6-bisphenylazoresorcinol can be obtained in high yield.

摘要翻译： PCT No.PCT / JP96 / 03199 Sec。 371日期：1998年4月28日 102（e）1998年4月28日PCT PCT 1996年10月31日PCT公布。 第WO97 / 16411号公报 日期1997年5月9日制备式[2]的4,6-双苯​​并苯并氮杂酚的方法，其中R表示卤素原子，C 1-5烷基，羟基羰基或C 1-5烷氧基，n表示0或1〜5的整数， 两个或多个Rs相同或不同，其包括使间苯二酚与式[1]的苯二氮鎓盐反应，其中R和n与上式[1]中定义相同，X表示Cl，Br， OSO 3 H或OPO 3 H 2，在碱性溶剂中，其特征在于：（a）式[1]化合物的溶液与碱金属或碱土金属氢氧化物的溶液或悬浮液混合，得到碱性混合物， 将碱性混合物与含有间苯二酚和/或其碱金属盐或碱土金属盐的溶液或悬浮液混合，或（b）将式[1]化合物的溶液与溶液或溶液反应，或 间苯二酚与其碱金属氢氧化物的混合物悬浮 de或碱土金属氢氧化物为间苯二酚的15〜40倍摩尔。 通过上述方法，与常规方法相比可以降低反应体积，可以高产率获得4,6-双苯​​并氮杂间苯二酚。

公开(公告)号：US5880309A

公开(公告)日：1999-03-09

申请号：US8244

申请日：1998-01-15

申请人： Hideo Suzuki ,  Masafumi Nomura ,  Kenichi Tokunaga ,  Isao Hashiba

发明人： Hideo Suzuki ,  Masafumi Nomura ,  Kenichi Tokunaga ,  Isao Hashiba

IPC分类号： C07F9/38 ,  C07F9/40

CPC分类号： C07F9/3834 ,  C07F9/4021

摘要： A dialkyl dialkoxycarbonylphenylphosphonate which is useful as a resin modifier, a process for producing the same in high yield at a low cost, and a process for producing a dicarboxyphenylphosphonic acid in high yield at a low cost are described.The process for producing a dialkyl dialkoxycarbonylphenylphosphonate comprises heating and reacting a dialkoxycarbonylphenyl halide with a trialkyl phosphate in the presence of a catalyst comprising an element of group VIII of the periodic table (such as an alumina supported palladium catalyst) and hydrolyzing the obtained dialkyl dialkoxycarbonylphenylphosphonate in the presence of an acid or base to produce a dicarboxyphenylphosphonic acid.

摘要翻译： 描述了可用作树脂改性剂的二烷基二烷氧基羰基苯基膦酸酯，以低成本高产率地制备其的方法和以低成本高产率生产二羧基苯基膦酸的方法。 制备二烷基二烷氧基羰基苯基膦酸二烷基酯的方法包括在包含元素周期表第Ⅷ族元素（如氧化铝负载的钯催化剂）的催化剂存在下，加热和反应二烷氧基羰基苯基卤化物与磷酸三烷基酯，并将得到的二烷基二烷氧基羰基苯基膦酸酯水解 存在酸或碱以产生二羧基苯基膦酸。

公开(公告)号：US5847199A

公开(公告)日：1998-12-08

申请号：US957026

申请日：1997-10-24

申请人： Isao Hashiba ,  Kenichi Tokunaga

发明人： Isao Hashiba ,  Kenichi Tokunaga

IPC分类号： C07F9/38 ,  C08K5/5317 ,  C07F9/40

CPC分类号： C08K5/5317 ,  C07F9/3834

摘要： To provide 2,5-dicarboxyphenyl phosphonic acid and a process for the preparation thereof, comprising the steps of: forming a reaction liquid phase by supplying a 2,5-dialkylphenyl phosphonic acid, a solvent, a cobalt salt, a manganese salt and/or a cerium salt, and bromine or a bromine compound into a reaction zone; and supplying oxygen into the reaction liquid phase by bringing an oxygen-containing gas into contact with the reaction liquid phase by supplying an oxygen-containing gas into the above-mentioned reaction zone.

摘要翻译： 为了提供2,5-二羧基苯基膦酸及其制备方法，包括以下步骤：通过将2,5-二烷基苯基膦酸，溶剂，钴盐，锰盐和/ 或铈盐，溴或溴化合物转化成反应区; 并通过使含氧气体通过向上述反应区域供给含氧气体使含氧气体与反应液相接触而将氧气供给到反应液相中。

公开(公告)号：US20050014947A1

公开(公告)日：2005-01-20

申请号：US10473132

申请日：2002-03-22

申请人： Kenichi Tokunaga ,  Masami Kozawa ,  Kenji Suzuki

发明人： Kenichi Tokunaga ,  Masami Kozawa ,  Kenji Suzuki

IPC分类号： C07D215/14

CPC分类号： C07D215/14

摘要： A method for preparing a 7-quinolynyl-3,5-dihydroxyhept-6-enoate useful as an intermediate for pharmaceuticals, in high yield and in high purity, is presented. It is a method for preparing a 7-quinolinyl-3,5-dihydroxyhept-6-enoate represented by the formula (IV): (wherein R represents an alkyl group or an aryl group), characterized in that a compound represented by the formula (I): (wherein R is as defined above), or a compound represented by the formula (II): (wherein R is as defined above), is reduced by sodium borohydride in the presence of a boron compound represented by the formula (III): R′OBR″2  (III) (wherein R′ and R″ represent independently an alkyl group), and then the resultant reaction mixture is treated with an aqueous solution of hydrogen peroxide.

摘要翻译： 提出了以高产率和高纯度制备用作药物中间体的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法。 它是制备由式（Ⅳ）表示的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法：其中R表示烷基或芳基，其特征在于，由式 （I）表示的硼化合物（式中，R如上定义）或式（II）表示的化合物：（式中，R如上述定义）在硼化氢的存在下，由式 III）：R'OBR'2（III）（其中R'和R“独立地表示烷基），然后用过氧化氢水溶液处理所得反应混合物。

公开(公告)号：US06436594B2

公开(公告)日：2002-08-20

申请号：US09730546

申请日：2000-12-07

申请人： Kenichi Tokunaga

发明人： Kenichi Tokunaga

IPC分类号： G03F900

CPC分类号： B82Y10/00 ,  B82Y40/00 ,  H01J37/3045 ,  H01J37/3174 ,  H01J2237/30455 ,  Y10S430/143

摘要： A disclosed method comprises a step of detecting a plurality of alignment marks A through D on a wafer before a pattern is exposed to obtain a correction factor in order to, based on it, performing alignment, starting pattern exposure to detect an alignment mark A′ again at predetermined timing during a course of exposure, obtaining a positional difference between thus detected position and a position (coordinates) thereof detected before exposure to provide it as an electron-beam positional drift amount, and superimposing this electron-beam positional drift amount onto a deflection amount of an electron-beam, to correct electron-beam exposure position.

摘要翻译： 所公开的方法包括在图案曝光之前在晶片上检测多个对准标记A至D以获得校正因子的步骤，以便基于此进行对准，起始图案曝光以检测对准标记A' 再次在曝光过程中的预定定时，获得这样检测的位置与曝光前检测到的位置（坐标）之间的位置差，将其作为电子束位置漂移量，并将该电子束位置漂移量叠加到 电子束的偏转量，以校正电子束曝光位置。

公开(公告)号：US07038056B2

公开(公告)日：2006-05-02

申请号：US10473132

申请日：2002-03-22

申请人： Kenichi Tokunaga ,  Masami Kozawa ,  Kenji Suzuki

发明人： Kenichi Tokunaga ,  Masami Kozawa ,  Kenji Suzuki

IPC分类号： C07D215/14

CPC分类号： C07D215/14

摘要： A method for preparing a 7-quinolynyl-3,5-dihydroxyhept-6-enoate useful as an intermediate for pharmaceuticals, in high yield and in high purity, is presented. It is a method for preparing a 7-quinolinyl-3,5-dihydroxyhept-6-enoate represented by the formula (IV): (wherein R represents an alkyl group or an aryl group), characterized in that a compound represented by the formula (I): (wherein R is as defined above), or a compound represented by the formula (II): (wherein R is as defined above), is reduced by sodium borohydride in the presence of a boron compound represented by the formula (III): R′OBR″2  (III) (wherein R′ and R″ represent independently an alkyl group), and then the resultant reaction mixture is treated with an aqueous solution of hydrogen peroxide.

摘要翻译： 提出了以高产率和高纯度制备用作药物中间体的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法。 它是制备由式（Ⅳ）表示的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法：其中R表示烷基或芳基，其特征在于，由式 （I）表示的硼化合物（式中，R如上定义）或式（II）表示的化合物：（式中，R如上述定义）在硼化氢的存在下，由式 （III）：<？in-line-formula description =“In-line Formulas”end =“lead”？> R'OBR“2 < “直链式”末端=“尾”→（其中R'和R“独立地表示烷基），然后将所得反应混合物用过氧化氢水溶液处理。