公开(公告)号：US4952731A

公开(公告)日：1990-08-28

申请号：US232011

申请日：1988-08-15

申请人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

发明人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

IPC分类号： C07C209/18 ,  C07C85/06

CPC分类号： C07C209/18

摘要： Diphenylamines or N,N'-diphenyl-phenylenediamines can be obtained by heat-reacting an aniline or a phenylenediamine with preferably an excess of a phenol in an amount of 4 to 20 moles per mole of the aniline or phenylenediamine in th presence of a hydrogen transfer catalyst and a cyclohexanone corresponding to said phenol.The excess phenol used in the reaction undergoes reduction in the reaction system to form a cyclohexanone, which in turn reacts with the aniline or phenylenediamine to form a Schiff base and is thus consumed. The Schiff base forms the intended product by means of a dehydrogenation reaction, and the hydrogen evolved at this time reduces the phenol to form a cyclohexanone.The phenol present in excess thus becomes in the system a solvent, a starting material for the cyclohexanone, and an acceptor of the hydrogen that forms as a by-product at the time of formation of the intended product. Hence, it becomes possible to obtain the intended product at a high selectivity from the anilines and phenylenediamines.The process of this invention is an advantageous process for the industrial production of especially the nuclearly substituted diphenylamines.

公开(公告)号：US4871875A

公开(公告)日：1989-10-03

申请号：US246014

申请日：1988-09-14

申请人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

发明人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

IPC分类号： C07C209/18

CPC分类号： C07C209/18

摘要： Diphenylamines or N,N'-diphenyl-phenylenediamines can be obtained by heat-reacting an aniline or a phenylenediamine with preferably an excess of a phenol in an amount of 4 to 20 moles per mole of the aniline or phenylenediamine in the presence of a hydrogen transfer catalyst and a cyclohexanone corresponding to said phenol.The excess phenol used in the reaction undergoes reduction in the reaction system to form a cyclohexanone, which in turn reacts with the aniline or phenylenediamine to form a Schiff base and is thus consumed. The Schiff base forms the intended product by means of a dehydrogenation reaction, and the hydrogen evolved at this time reduces the phenol to form a cyclohexanone.The phenol present in excess thus becomes in the system a solvent, a starting material for the cyclohexanone, and an acceptor of the hydrogen that forms as a by-product at the time of formation of the intended product. Hence, it becomes possible to obtain the intended product at a high selectivity from the anilines and phenylenediamines.The process of this invention is an advantageous process for the industrial production of especially the nuclearly substituted diphenylamines.

摘要翻译： 二苯胺或N，N'-二苯基 - 苯二胺可以通过使苯胺或苯二胺与优选过量的苯酚反应来获得，苯酚的量为4至20摩尔/摩尔苯胺或苯二胺在氢气存在下 转移催化剂和对应于所述苯酚的环己酮。 在反应中使用的过量苯酚经历还原反应体系以形成环己酮，该环己酮又与苯胺或苯二胺反应形成希夫碱，因此被消耗。 希夫碱通过脱氢反应形成预期的产物，此时放出的氢还原酚形成环己酮。 因此，过量存在的苯酚在体系中形成溶剂，环己酮的起始原料和在形成所需产物时形成副产物的氢的受体。 因此，可以从苯胺和苯二胺以高选择性获得目标产物。 本发明的方法是工业生产特别是核取代的二苯胺的有利方法。

公开(公告)号：US4804783A

公开(公告)日：1989-02-14

申请号：US80440

申请日：1987-07-31

申请人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

发明人： Teruyuki Nagata ,  Akihiro Tamaki ,  Nobuyuki Kajimoto ,  Masaru Wada

IPC分类号： C07C209/18 ,  C07C85/06

CPC分类号： C07C209/18

摘要： Diphenylamines or N,N'-diphenyl-phenylenediamines can be obtained by heat-reacting an aniline or a phenylenediamine with preferably an excess of a phenol in an amount of 4 to 20 moles per mole of the aniline or phenylenediamine in the presence of a hydrogen transfer catalyst and a cyclohexanone corresponding to said phenol.The excess phenol used in the reaction undergoes reduction in the reaction system to form a cyclohexanone, which in turn reacts with the aniline or phenylenediamine to form a Schiff base and is thus consumed. The Schiff base forms the intended product by means of a dehydrogenation reaction, and the hydrogen evolved at this time reduces the phenol to form a cyclohexanone.The phenol present in excess thus becomes in the system a solvent, a starting material for the cyclohexanone, and an acceptor of the hydrogen that forms as a by-product at the time of formation of the intended product. Hence, it becomes possible to obtain the intended product at a high selectivity from the anilines and phenylenediamines.The process of this invention is an advantageous process for the industrial production of especially the nuclearly substituted diphenylamines.

摘要翻译： 二苯胺或N，N'-二苯基 - 苯二胺可以通过使苯胺或苯二胺与优选过量的苯酚反应来获得，苯酚的量为4至20摩尔/摩尔苯胺或苯二胺在氢气存在下 转移催化剂和对应于所述苯酚的环己酮。 在反应中使用的过量苯酚经历还原反应体系以形成环己酮，该环己酮又与苯胺或苯二胺反应形成希夫碱，因此被消耗。 希夫碱通过脱氢反应形成预期的产物，此时放出的氢还原酚形成环己酮。 因此，过量存在的苯酚在体系中形成溶剂，环己酮的起始原料和在形成所需产物时形成副产物的氢的受体。 因此，可以从苯胺和苯二胺以高选择性获得目标产物。 本发明的方法是工业生产特别是核取代的二苯胺的有利方法。

公开(公告)号：US4731453A

公开(公告)日：1988-03-15

申请号：US846564

申请日：1986-03-31

申请人： Teruyuki Nagata ,  Nobuyuki Kajimoto ,  Masaru Wada ,  Hideki Mizuta ,  Akihiro Tamaki

发明人： Teruyuki Nagata ,  Nobuyuki Kajimoto ,  Masaru Wada ,  Hideki Mizuta ,  Akihiro Tamaki

IPC分类号： C07D233/32

CPC分类号： C07D233/32

摘要： An improved process of producing 1, 3-dialkyl-2-imidazolidinones directly from N, N'-dialkylethylenediamine and urea with a high yield is provided, which process comprises reacting a N, N'-dialkylethylenediamine of the formula ##STR1## wherein R represents --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 or --C.sub.4 H.sub.9, with urea at 180.degree. C. or higher in the presence of a polar solvent, to obtain a 1, 3-dialkyl-2-imidazolidinone of the formula ##STR2## and preferably comprises carrying out the reaction at two stages, that is, the initial period reaction being carried out at 140.degree. C. or lower to from a 1, 1'-dialkyl-1 1'-dimethylenebisurea and successively the latter reaction being carried out at 180.degree. C. or higher.

摘要翻译： 提供了一种直接由N，N'-二烷基乙二胺和尿素以高产率制备1,3-二烷基-2-咪唑啉酮的改进方法，该方法包括使式IMA的N，N'-二烷基乙二胺与R 表示-CH 3，-C 2 H 5，-C 3 H 7或-C 4 H 9，尿素在180℃以上，在极性溶剂的存在下，得到式“IMAGE”的1,3-二烷基-2-咪唑啉酮，优选 包括在两个阶段进行反应，即初始时间反应在140℃或更低温度下进行，从1,1'-二烷基-1,1'-二亚甲基二氢呋喃进行，并且后续反应在 180℃以上。

公开(公告)号：US4668793A

公开(公告)日：1987-05-26

申请号：US794034

申请日：1985-11-01

申请人： Teruyuki Nagata ,  Nobuyuki Kajimoto ,  Masaru Wada ,  Hitoshi Nakayama ,  Tadao Yamada

发明人： Teruyuki Nagata ,  Nobuyuki Kajimoto ,  Masaru Wada ,  Hitoshi Nakayama ,  Tadao Yamada

IPC分类号： C07D233/32 ,  C07D233/34

CPC分类号： C07D233/32

摘要： A process for producing 1,3-dimethyl-2-imidazolidinone with a high yield which comprises reacting N,N'-dimethylethylene diamine and/or its hydrochloride with phosgene in the presence of a substantial amount of water and a dehydrochlorinating agent. Particularly, higher yield is attained by carrying out the reaction in water medium while controlling a pH to the range of 3.0 to 10.0 by adding a dehydrochlorinating agent.

摘要翻译： 一种以高产率生产1,3-二甲基-2-咪唑烷酮的方法，其包括在大量水和脱氯化氢剂的存在下使N，N'-二甲基乙二胺和/或其盐酸盐与光气反应。 特别地，通过在水介质中进行反应，同时通过加入脱氯化氢剂将pH控制在3.0至10.0的范围内来实现更高的产率。

公开(公告)号：US4900820A

公开(公告)日：1990-02-13

申请号：US53387

申请日：1987-05-22

申请人： Nobuyuki Kajimoto ,  Teruyuki Nagata ,  Masaru Wada

发明人： Nobuyuki Kajimoto ,  Teruyuki Nagata ,  Masaru Wada

IPC分类号： C07D239/36 ,  C07D233/32 ,  C07D239/10 ,  C07D243/04 ,  C07D233/34

CPC分类号： C07D239/10 ,  C07D233/32 ,  C07D243/04

摘要： A process for producing a cyclic diamine which comprises reacting a diamine of the formulaR--HN--R'--NH--R (II)wherein R represents a lower alkyl group and R' represents a lower alkyl group-substituted dimethylene group, trimethylene group, a lower alkyl group-substituted trimethylene group, tetramethylene group or a lower alkyl group-substituted tetramethylene group with urea in the presence of a polar solvent and at 180.degree. C. or higher, to obtain a cyclic urea ##STR1## wherein R and R' are each as defined above, the production yield being more improved by carrying out the initial period reaction at 140.degree. C. or lower.

摘要翻译： 一种制备环二胺的方法，该方法包括使式R-HN-R'-NH-R（II）的二胺与其中R代表低级烷基和R'代表低级烷基取代的二亚甲基，三亚甲基 ，低级烷基取代的三亚甲基，四亚甲基或低级烷基取代的四亚甲基与脲在极性溶剂存在下并在180℃或更高温度下反应，得到环状脲（I） 其中R和R'各自如上所定义，通过在140℃或更低温度下进行初始周期反应，可以更好地提高产率。

公开(公告)号：US4918186A

公开(公告)日：1990-04-17

申请号：US320228

申请日：1989-03-07

申请人： Nobuyuki Kajimoto ,  Teruyuki Nagata ,  Masaru Wada

发明人： Nobuyuki Kajimoto ,  Teruyuki Nagata ,  Masaru Wada

IPC分类号： C07D233/32 ,  C07D239/10 ,  C07D243/04 ,  C07D263/22

CPC分类号： C07D239/10 ,  C07D233/32 ,  C07D243/04 ,  C07D263/22

摘要： A process for producing a cyclic urea is provided. The process comprises reacting a diamine expressed by the formula (II)R-HN-R'-NH-R (II)wherein R represents hydrogen atom or a lower alkyl group and R' represent dimethylene group, a lower alkyl group-substituted dimethylene group, trimethylene group, a lower alkyl group-substituted trimethylene group, tetramethylene group, a lower alkyl group-substituted tetramethylene group, but a case where R represents hydrogen atom and R' represent dimethylene group, a case where R represents hydrogen atom and R' represents a lower alkyl group-substituted dimethylene group and a case where R represent methyl group and R' represents dimethylene group are excluded, with phosgene in the presence of a dehydrochlorinating agent. In the process, the diamine is first converted to its hydrochloride, followed by reacting the hydrochloride with phosgene in water solvent while maintaining a pH of the reaction liquid in the range of 5.0 to 8.0 by said dehydrochlorinating agent to obtain a cyclic urea expressed by the formula (I) ##STR1## wherein R and R' are each as defined above.

摘要翻译： 提供了一种制备环状尿素的方法。 该方法包括使由式（II）R-HN-R'-NH-R（II）表示的二胺反应，其中R表示氢原子或低级烷基，R'表示二亚甲基，低级烷基取代的二亚甲基 基团，三亚甲基，低级烷基取代的三亚甲基，四亚甲基，低级烷基取代的四亚甲基，但是R表示氢原子，R'表示二亚甲基的情况，R表示氢原子，R '表示低级烷基取代的二亚甲基，并且在脱氯化氢剂的存在下，光气被排除在外，R表示甲基，R'表示二亚甲基的情况。 在此过程中，首先将二胺转化为盐酸盐，然后将盐酸盐与光气在水溶剂中反应，同时用上述脱氯化氢将反应液的pH值保持在5.0〜8.0的范围内，得到由 式（I）其中R和R'各自如上所定义。

公开(公告)号：US5654483A

公开(公告)日：1997-08-05

申请号：US575091

申请日：1995-12-19

申请人： Chiyuki Kikuchi ,  Hiroshi Naruse ,  Masaru Wada ,  Teruyuki Nagata

发明人： Chiyuki Kikuchi ,  Hiroshi Naruse ,  Masaru Wada ,  Teruyuki Nagata

IPC分类号： C07C213/02 ,  C07C213/08 ,  C07C217/84 ,  C07C209/04 ,  C07C209/18

CPC分类号： C07C213/02 ,  C07C213/08 ,  C07C217/84

摘要： A process for producing an alkoxy-substituted tri-phenylamine comprising reacting an alkoxy-substituted cyclohexanone with a diphenylamine or an aniline, while forming said cyclohexanone in the same system from an alkoxy-substituted phenol by using said phenol as a hydrogen acceptor, in the presence of a hydrogen transfer catalyst and a catalytic amount of the alkoxy-substituted cyclohexanone corresponding to the alkoxy-substituted phenol used for the reaction, or after converting partially the alkoxy-substituted phenol to a catalytic amount of the alkoxy-substituted cyclohexanone under a hydrogen pressure in the presence of a hydrogen transfer catalyst, wherein a surface-supported catalyst is used as the hydrogen transfer catalyst.

摘要翻译： 一种制备烷氧基取代的三苯胺的方法，包括使烷氧基取代的环己酮与二苯胺或苯胺反应，同时通过使用所述苯酚作为氢受体，从烷氧基取代的苯酚形成所述环己酮，同时在 存在氢转移催化剂和催化量的对应于用于反应的烷氧基取代的苯酚的烷氧基取代的环己酮，或在氢气下部分将烷氧基取代的苯酚转化为催化量的烷氧基取代的环己酮之后 在氢转移催化剂存在下的压力，其中使用表面负载的催化剂作为氢转移催化剂。

公开(公告)号：US5136086A

公开(公告)日：1992-08-04

申请号：US819657

申请日：1992-01-13

申请人： Teruyuki Nagata ,  Masaru Wada ,  Hideki Mizuta

发明人： Teruyuki Nagata ,  Masaru Wada ,  Hideki Mizuta

IPC分类号： C07C263/10

CPC分类号： C07C263/10

摘要： This invention is an industrially efficient and improved process for the preparation of aliphatic polyisocyanates by using esters as the solvent for converting aliphatic polyamines to isocyanates.

摘要翻译： 本发明是通过使用酯作为将脂族多胺转化为异氰酸酯的溶剂来制备脂肪族多异氰酸酯的工业上有效和改进的方法。

公开(公告)号：US4970323A

公开(公告)日：1990-11-13

申请号：US370211

申请日：1989-06-22

申请人： Mihaya Matsukawa ,  Masaru Wada ,  Hiroshi Suizu ,  Masayuki Furuya ,  Teruyuki Nagata

发明人： Mihaya Matsukawa ,  Masaru Wada ,  Hiroshi Suizu ,  Masayuki Furuya ,  Teruyuki Nagata

IPC分类号： C07D207/10 ,  C07D207/40 ,  C07D207/416

CPC分类号： C07D207/416

摘要： N-substituted monochlorosuccinimides e.g., N-phenylmonochlorosuccinimide, can be prepared in a high yield by reacting a maleamic acid, e.g., N-phenylmaleamic acid, with phosgene in the presence of a catalyst, e.g., dimethylformamide.