公开(公告)号：US06278019B1

公开(公告)日：2001-08-21

申请号：US09284815

申请日：1999-05-27

Applicant: Jiro Nakatani ,  Eiichi Minomiya ,  Tetsuya Kato ,  Satoru Miyata

Inventor： Jiro Nakatani ,  Eiichi Minomiya ,  Tetsuya Kato ,  Satoru Miyata

IPC: C07C6364

CPC classification number: C07C67/00 ,  B01J21/18 ,  B01J23/002 ,  B01J23/80 ,  B01J27/128 ,  B01J29/106 ,  B01J29/46 ,  B01J29/7215 ,  B01J37/03 ,  B01J37/088 ,  C07C67/035 ,  C07C67/39 ,  C07C253/30 ,  C07C69/007 ,  C07C69/16 ,  C07C69/157 ,  C07C69/63 ,  C07C255/55

Abstract: The present invention is a method for acyloxylating an alkyl group substituted aromatic compound at the side chain, by letting the alkyl group substituted aromatic compound and a carboxylic acid and/or a carboxylic anhydride react with each other in the presence of an oxygen containing gas. In this case, if (1) a solid catalyst in which at least one selected from cobalt, cerium and manganese is supported on a solid material or (2) a catalyst containing at least one selected from cobalt oxides, cerium oxides and manganese oxides is used, an alkali group substituted aromatic compound and a carboxylic acid and/or a carboxylic anhydride can be caused to react with each other efficiently in the presence of an oxygen containing gas, and in addition the catalyst can be easily separated from the reaction solution. Furthermore, (3) a compound diacyloxylated at the side chains can be highly selectively produced if a cerium compound is used as a catalyst in the absence of a cobalt compound and a manganese compound. Moreover, the present invention relates to a method for producing a cinnamic acid by letting a benzylidene diacetate react in the presence of a basic catalyst. The alkyl group substituted aromatic compounds acyloxylated and diacyloxylated at the side chain obtained in the present invention are useful for perfumes, and the benzyl alcohols and benzaldehydes obtained by hydrolyzing them are useful for intermediate products of agricultural chemicals, drugs and perfumes and also for resin additives. The cinnamic acids produced according to the present invention are useful for intermediate products of agricultural chemicals, drugs and perfumes.

Abstract translation: 本发明是通过在含氧气体的存在下使烷基取代的芳香族化合物和羧酸和/或羧酸酐反应而使侧链上的烷基取代芳香族化合物酰化而成的方法。 在这种情况下，如果（1）其中选自钴，铈和锰中的至少一种负载在固体材料上的固体催化剂或（2）含有选自氧化钴，氧化铈和氧化锰中的至少一种的催化剂是 使用时，可以在含氧气体的存在下使碱基取代的芳香族化合物和羧酸和/或羧酸酐有效反应，另外，催化剂也容易与反应溶液分离。 此外，如果在没有钴化合物和锰化合物的情况下使用铈化合物作为催化剂，则可以高选择性地制备（3）侧链二酰氧基化的化合物。此外，本发明涉及一种制备 通过使亚苄基二乙酸酯在碱性催化剂存在下反应，得到肉桂酸。在pr中获得的侧链上被酰氧基化和二酰氧基化的烷基取代的芳族化合物 本发明可用于香料，通过水解获得的苄醇和苯甲醛可用于农药，药物和香料以及树脂添加剂的中间产物。 根据本发明生产的肉桂酸可用于农药，药物和香料的中间产物。

公开(公告)号：US07893306B2

公开(公告)日：2011-02-22

申请号：US12092466

申请日：2006-10-25

Applicant: Tamio Hayashi ,  Jiro Nakatani

Inventor： Tamio Hayashi ,  Jiro Nakatani

IPC: C07C22/00 ,  C07C19/08 ,  C07C17/00

CPC classification number: C07C17/263 ,  C07B37/04 ,  C07B49/00 ,  C07C17/2632 ,  C07C22/08 ,  C07C25/18

Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.)

Abstract translation: 一种制备由式（1）表示的联苯衍生物的方法，包括使由式（2）表示的苯衍生物的氯原子与金属镁反应形成格氏试剂，并将两分子的格氏试剂彼此偶联 存在催化剂。 （其中A表示选自三氟甲基和氟的至少一种，n为1至4的整数）（其中A表示选自三氟甲基和氟的至少一种，n为 1〜4的整数）

公开(公告)号：US20100230634A1

公开(公告)日：2010-09-16

申请号：US12377892

申请日：2007-10-12

Applicant: Tamio Hayashi ,  Jiro Nakatani

Inventor： Tamio Hayashi ,  Jiro Nakatani

IPC: C07C1/26 ,  C07C17/00 ,  C09K3/00

CPC classification number: C07C43/2055 ,  C07B37/04 ,  C07B49/00 ,  C07C1/26 ,  C07C1/326 ,  C07C2/84 ,  C07C17/2632 ,  C07C15/14

Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).

Abstract translation: 通过使用低成本，低毒性的原料，能够得到工业上高产率，优异的生产率的联苯衍生物。 由式（1）表示的联苯衍生物的制造方法的特征在于，式（2）表示的苯衍生物中的氯原子与镁金属反应，将苯衍生物转化成格氏试剂，然后将格氏试剂 在催化剂和二氯丙烷的存在下进行偶联反应：（其中A表示选自烷基，烷氧基，烷氧基甲基，乙烯基，苯基和氯中的至少一种，n表示1〜 4）。

公开(公告)号：US08722942B2

公开(公告)日：2014-05-13

申请号：US12377892

申请日：2007-10-12

Applicant: Tamio Hayashi ,  Jiro Nakatani

Inventor： Tamio Hayashi ,  Jiro Nakatani

IPC: C07C43/164 ,  C07C17/269 ,  C07C2/84 ,  C07C43/205 ,  C07C17/263

CPC classification number: C07C43/2055 ,  C07B37/04 ,  C07B49/00 ,  C07C1/26 ,  C07C1/326 ,  C07C2/84 ,  C07C17/2632 ,  C07C15/14

Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).

Abstract translation: 通过使用低成本，低毒性的原料，能够得到工业上高产率，优异的生产率的联苯衍生物。 由式（1）表示的联苯衍生物的制造方法的特征在于，式（2）表示的苯衍生物中的氯原子与镁金属反应，将苯衍生物转化成格氏试剂，然后将格氏试剂 在催化剂和二氯丙烷的存在下进行偶联反应：（其中A表示选自烷基，烷氧基，烷氧基甲基，乙烯基，苯基和氯中的至少一种，n表示1〜 4）。

公开(公告)号：US20130005855A1

公开(公告)日：2013-01-03

申请号：US13634518

申请日：2010-12-24

Applicant: Atsuhito Arai ,  Hiroaki Sakata ,  Hiroshi Taiko ,  Michiya Ishikawa ,  Hidetoshi Kato ,  Jiro Nakatani

Inventor： Atsuhito Arai ,  Hiroaki Sakata ,  Hiroshi Taiko ,  Michiya Ishikawa ,  Hidetoshi Kato ,  Jiro Nakatani

IPC: C08G59/32 ,  C08L63/00

CPC classification number: C08G59/3227 ,  C08J5/24 ,  C08J2363/00 ,  C08L63/00 ,  C08L2205/02

Abstract: Disclosed is a carbon-fiber-reinforced composite material that is suitable for use as a construction material and exhibits high mechanical strength in harsh usage environments such as low-temperature environments and high-temperature moisture-absorbing environments. Also disclosed are an epoxy resin composition for producing the aforementioned carbon-fiber-rein-forced composite material and a prepreg obtained through the use of said epoxy resin composition. Said epoxy resin composition comprises at least the following constituents, by mass with respect to the total mass of the composition: (A) between 20% and 80% of an epoxy resin having the structure represented by formula (1); and (B) between 10% and 50% of an epoxy resin that has at least two ring structures with four or more members each and also has one amine glycidyl or ether glycidyl directly connected to a ring structure.

Abstract translation: 公开了一种适用于建筑材料的碳纤维增强复合材料，在恶劣的使用环境（如低温环境和高温吸湿环境）下表现出较高的机械强度。 还公开了用于制造上述碳纤维增强强化复合材料的环氧树脂组合物和通过使用所述环氧树脂组合物获得的预浸料。 所述环氧树脂组合物相对于组合物的总质量至少包含以下组分：（A）20％至80％的具有由式（1）表示的结构的环氧树脂; 和（B）10％至5​​0％的环氧树脂，其具有至少两个具有四个或更多个成员的环结构，并且还具有直接连接到环结构的一个胺缩水甘油基或醚缩水甘油基。

公开(公告)号：US08263216B2

公开(公告)日：2012-09-11

申请号：US13260082

申请日：2010-01-13

Applicant: Atsuhito Arai ,  Hiroaki Sakata ,  Kenichi Yoshioka ,  Hiroshi Taiko ,  Jiro Nakatani ,  Kotaro Ono ,  Michiya Ishikawa

Inventor： Atsuhito Arai ,  Hiroaki Sakata ,  Kenichi Yoshioka ,  Hiroshi Taiko ,  Jiro Nakatani ,  Kotaro Ono ,  Michiya Ishikawa

IPC: B32B27/04 ,  B32B27/38 ,  C08L63/00 ,  C08G59/28 ,  C08G59/38 ,  C08G59/50

CPC classification number: C08G59/38 ,  C08G59/28 ,  C08G59/504 ,  C08J5/24 ,  C08J2363/00 ,  C08L63/00 ,  C08L2205/02 ,  Y10T428/24994 ,  Y10T428/31511 ,  C08L2666/22

Abstract: Disclosed is a fiber-reinforced composite material that is high in heat resistance and strength while being low in the content of volatile matter that volatilizes during curing. Also disclosed are an epoxy resin composition for production thereof, and a prepreg produced from the epoxy resin composition. Specifically the invention provides an epoxy resin composition comprising: [A] an epoxy resin comprising two or more ring structures each consisting of four or more members, and at least one amine type or ether type glycidyl group directly connected to the ring structures, [B] a tri- or more-functional epoxy resin, and [C] a curing agent, and also provides a prepreg produced by impregnating reinforcing fiber with the epoxy resin composition and a fiber-reinforced composite material produced by curing the prepreg.

Abstract translation: 公开了一种耐热性和强度高的纤维增强复合材料，而固化期间挥发的挥发物的含量低。 还公开了用于生产环氧树脂组合物和由环氧树脂组合物制备的预浸料。 具体地说，本发明提供一种环氧树脂组合物，其包含：[A]包含两个或更多个环结构的环氧树脂，每个环结构各自由四个或更多个成员组成，以及至少一个直接与环结构连接的胺型或醚型缩水甘油基，[B ]三官能或更多功能的环氧树脂和[C]固化剂，并且还提供通过用环氧树脂组合物浸渍增强纤维制成的预浸料和通过固化预浸料制备的纤维增强复合材料。

公开(公告)号：US06462248B1

公开(公告)日：2002-10-08

申请号：US09385270

申请日：1999-08-30

Applicant: Jiro Nakatani ,  Eiichi Minomiya ,  Masahiro Inohara ,  Kazuyoshi Iwayama ,  Tetsuya Kato

Inventor： Jiro Nakatani ,  Eiichi Minomiya ,  Masahiro Inohara ,  Kazuyoshi Iwayama ,  Tetsuya Kato

IPC: C07C2508

CPC classification number: C07C17/358 ,  C07C5/2737 ,  C07C17/12 ,  C07C17/35 ,  C07C17/389 ,  C07C2529/08 ,  C07C15/02 ,  C07C25/02

Abstract: Aromatic compounds having an alkyl group with at least 3 carbon atoms are produced in a process comprising at least one of the following steps: (1) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a zeolite-containing catalyst in a liquid phase in the presence of hydrogen therein, thereby changing the position of the carbon atoms of the alkyl group bonding to the aromatic ring of the compound; (2) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a catalyst containing zeolite and containing rhenium and/or silver, in a liquid phase, thereby changing the position of the carbon atoms of, the alkyl group bonding to the aromatic ring of the compound; (3) a step of contacting a halogenated aromatic compound having an alkyl group with at least 3 carbon atoms, with an acid-type catalyst, thereby isomerizing the compound; (4) a step of treating a mixture of isomers of an aromatic compound having an alkyl group with at least 3 carbon atoms, with a zeolite adsorbent that contains at least one exchangable cation selected from alkali metals, alkaline earth metals, lead, thallium and silver, thereby separating a specific isomer from the isomer mixture through adsorption.

Abstract translation: 具有至少3个碳原子的烷基的芳香族化合物是以至少一个以下步骤的方法生产的：（1）使包含具有支链烷基的芳族化合物的原料与至少3个 碳原子与含有沸石的催化剂在氢气存在下在液相中，从而改变与化合物的芳环键合的烷基的碳原子的位置;（2）使起始 含有具有至少3个碳原子的支链烷基的芳族化合物的物质，含有沸石的催化剂，含有铼和/或银的液相，从而改变了烷基键合的碳原子的位置 化合物的芳香环;（3）使具有至少3个碳原子的烷基的卤代芳族化合物与酸型催化剂接触的步骤，从而使组合物异构化 （4）将具有至少3个碳原子的具有烷基的芳族化合物的异构体的混合物与沸石吸附剂一起处理的步骤，所述沸石吸附剂含有至少一种选自碱金属，碱土金属，铅， 铊和银，从而通过吸附从异构体混合物中分离出特定异构体。

公开(公告)号：US20120035299A1

公开(公告)日：2012-02-09

申请号：US13260082

申请日：2010-01-13

Applicant: Atsuhito Arai ,  Hiroaki Sakata ,  Kenichi Yoshioka ,  Hiroshi Taiko ,  Jiro Nakatani ,  Kotaro Ono ,  Michiya Ishikawa

Inventor： Atsuhito Arai ,  Hiroaki Sakata ,  Kenichi Yoshioka ,  Hiroshi Taiko ,  Jiro Nakatani ,  Kotaro Ono ,  Michiya Ishikawa

IPC: C08K3/04 ,  C08L63/00

CPC classification number: C08G59/38 ,  C08G59/28 ,  C08G59/504 ,  C08J5/24 ,  C08J2363/00 ,  C08L63/00 ,  C08L2205/02 ,  Y10T428/24994 ,  Y10T428/31511 ,  C08L2666/22

Abstract: Disclosed is a fiber-reinforced composite material that is high in heat resistance and strength while being low in the content of volatile matter that volatilizes during curing. Also disclosed are an epoxy resin composition for production thereof, and a prepreg produced from the epoxy resin composition. Specifically the invention provides an epoxy resin composition comprising: [A] an epoxy resin comprising two or more ring structures each consisting of four or more members, and at least one amine type or ether type glycidyl group directly connected to the ring structures, [B] a tri—or more—functional epoxy resin, and [C] a curing agent, and also provides a prepreg produced by impregnating reinforcing fiber with the epoxy resin composition and a fiber-reinforced composite material produced by curing the prepreg.

Abstract translation: 公开了一种耐热性和强度高的纤维增强复合材料，而固化期间挥发的挥发物的含量低。 还公开了用于生产环氧树脂组合物和由环氧树脂组合物制备的预浸料。 具体地说，本发明提供一种环氧树脂组合物，其包含：[A]包含两个或更多个环结构的环氧树脂，每个环结构各自由四个或更多个成员组成，以及至少一个直接与环结构连接的胺型或醚型缩水甘油基[B ]三官能或更多功能的环氧树脂和[C]固化剂，并且还提供通过用环氧树脂组合物浸渍增强纤维制成的预浸料和通过固化预浸料制备的纤维增强复合材料。

公开(公告)号：US20110040111A1

公开(公告)日：2011-02-17

申请号：US12989482

申请日：2009-10-13

Applicant: Koutaro Ono ,  Michiya Ishikawa ,  Jiro Nakatani

Inventor： Koutaro Ono ,  Michiya Ishikawa ,  Jiro Nakatani

IPC: C07D303/36 ,  C07D301/27

CPC classification number: C07D303/36 ,  C08G59/10 ,  C08G59/28

Abstract: A novel epoxy compound represented by the following formula and a method for producing the same are provided: wherein R1 and R2 are members selected from the group consisting of hydrogen, aliphatic hydrocarbon group having 1 to 4 carbon atoms, alicyclic hydrocarbon group having 3 to 6 carbon atoms, aromatic hydrocarbon group having 6 to 10 carbon atoms, halogen atom, ether group, ester group, acyl group and nitro group, n is an integer of 1 to 4, and m is an integer of 1 to 5.

Abstract translation: 提供由下式表示的新型环氧化合物及其制造方法：其中，R 1和R 2为选自氢，碳原子数1〜4的脂肪族烃基，碳原子数3〜6的脂环族烃基 碳原子数为6〜10的芳香族烃基，卤原子，醚基，酯基，酰基和硝基，n为1〜4的整数，m为1〜5的整数。

公开(公告)号：US09434811B2

公开(公告)日：2016-09-06

申请号：US13634518

申请日：2010-12-24

Applicant: Atsuhito Arai ,  Hiroaki Sakata ,  Hiroshi Taiko ,  Michiya Ishikawa ,  Hidetoshi Kato ,  Jiro Nakatani

Inventor： Atsuhito Arai ,  Hiroaki Sakata ,  Hiroshi Taiko ,  Michiya Ishikawa ,  Hidetoshi Kato ,  Jiro Nakatani

IPC: C08G59/22 ,  C08G59/28 ,  C08G59/32 ,  C08G59/38 ,  C08J5/24 ,  C08L63/00

CPC classification number: C08G59/3227 ,  C08J5/24 ,  C08J2363/00 ,  C08L63/00 ,  C08L2205/02

Abstract: Disclosed is a carbon-fiber-reinforced composite material that is suitable for use as a construction material and exhibits high mechanical strength in harsh usage environments such as low-temperature environments and high-temperature moisture-absorbing environments. Also disclosed are an epoxy resin composition for producing the aforementioned carbon-fiber-rein-forced composite material and a prepreg obtained through the use of said epoxy resin composition. Said epoxy resin composition comprises at least the following constituents, by mass with respect to the total mass of the composition: (A) between 20% and 80% of an epoxy resin having the structure represented by formula (1); and (B) between 10% and 50% of an epoxy resin that has at least two ring structures with four or more members each and also has one amine glycidyl or ether glycidyl directly connected to a ring structure.

Abstract translation: 公开了一种适用于建筑材料的碳纤维增强复合材料，在恶劣的使用环境（如低温环境和高温吸湿环境）下表现出较高的机械强度。 还公开了用于制造上述碳纤维增强强化复合材料的环氧树脂组合物和通过使用所述环氧树脂组合物获得的预浸料。 所述环氧树脂组合物相对于组合物的总质量至少包含以下组分：（A）20％至80％的具有由式（1）表示的结构的环氧树脂; 和（B）10％至5​​0％的环氧树脂，其具有至少两个具有四个或更多个成员的环结构，并且还具有直接连接到环结构的一个胺缩水甘油基或醚缩水甘油基。