Patents Assigned to IHARA CHEMICAL INDUSTRY CO.
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Publication number: 20170197920Abstract: Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R1 is a C1 to C8 fluoroalkyl group; R2 and R3 are each independently a C1 to C12 alkyl group or the like; Y1 to Y4 are each independently a hydrogen atom, a halogen atom, or the like; and X? is a monovalent anion. A compound of the general formula (3): R4—S—R1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R4—S—Z wherein R4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).Type: ApplicationFiled: June 24, 2015Publication date: July 13, 2017Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: Kentaro KAWAZOE, Kotaro YOSHIOKA
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Publication number: 20170104220Abstract: An electrode catalyst obtained by calcining a metal phthalocyanine polymer having a repeating structural unit obtained by the amide bonding of a structural unit represented by general formula (1a) to a structural unit represented by general formula (2a) to form a calcined body, then treating the calcined body with an acid. Formula (1a) (wherein L is a divalent or trivalent metal ion belonging to Period 3 to Period 5 on the long-form periodic table.) Formula (2a) (wherein M is a divalent or trivalent metal ion belonging to Period 3 to Period 5 on the long-form periodic table.Type: ApplicationFiled: March 20, 2015Publication date: April 13, 2017Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Nobukatsu Nemoto, Izuru Kobayashi, Kazuto Umezu, Masaji Akimoto
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Patent number: 9550724Abstract: An inexpensive and convenient production method of diphenylamine compounds is provided, that can solve problems in the conventional technology such as decrease in reactivity, restriction of substituents, high temperature, high pressure, by-products or the like. Further, diphenylamine compounds useful as intermediates of medicine and agricultural chemicals are provided. Diphenylamine compounds are produced, represented by general formula (3): which is characterized by reacting aniline compounds represented by general formula (2): under the presence of base and ethers solvent, with 2,6-dichloronitrobenzene compound represented by general formula (1): and a diphenylamine compound represented by general formula (3).Type: GrantFiled: December 5, 2012Date of Patent: January 24, 2017Assignees: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: Minoru Ito, Akiko Ikumi
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Publication number: 20170008829Abstract: The purpose of the present invention is to provide a method for continuously producing a ketomalonic acid compound such as a ketomalonic acid diester or a hydrate thereof, which is an industrially useful compound, on an industrial scale and in a safe and steady manner. The present invention relates to: a method in which a malonic acid diester, a carboxylic acid compound and a chlorous acid compound are used as raw material compounds, and these raw material compounds are mixed together to prepare a mixture and the mixture is supplied to a flow reactor continuously, thereby continuously producing a corresponding ketomalonic acid diester or a hydrate thereof; and a continuous production apparatus for performing the method.Type: ApplicationFiled: February 6, 2015Publication date: January 12, 2017Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventor: Shinki Tani
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Patent number: 9499469Abstract: Provided is a method for producing an industrially useful ketomalonic acid compound such as ketomalinic acid diesters, or a hydrate thereof, by a method more favorable from an economic and environmental standpoint and from a safety standpoint. The present invention relates to a method involving reacting a malonic acid compound represented by general formula (1) (in the formula, The each Rs indicate an alkyl group, a cycloalkyl group, etc.) with chlorine dioxide to produce a ketomalonic acid compound represented by the general formula (2) (in the formula, R has the same meaning as above), or a hydrate thereof.Type: GrantFiled: July 3, 2014Date of Patent: November 22, 2016Assignee: IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Shinki Tani, Minekazu Koga, Izumi Matsumoto
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Publication number: 20160214932Abstract: An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R1 is, for example, a C1˜C6 alkyl group which is mono- or poly-substituted with halogen atom; R2 is, for example, a halogen atom or a C1˜C6 alkyl group; R3 is, for example, a hydrogen atom or a halogen atom; and R4 is, for example, a hydrogen atom or a C1˜C12 alkyl group.] The derivative or the salt has an excellent pest control effect.Type: ApplicationFiled: April 5, 2016Publication date: July 28, 2016Applicants: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Kei DOMON, Keiji TORIYABE, Yutaka OGAWA, Junichiro BESSHO, Kei KAWAMOTO, Akira WATANABE, Masaaki KOMATSU, Takeshi MATSUDA, Seisuke ITO
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Publication number: 20160194268Abstract: Provided is a method for producing an industrially useful ketomalonic acid compound such as ketomalinic acid diesters, or a hydrate thereof, by a method more favorable from an economic and environmental standpoint and from a safety standpoint. The present invention relates to a method involving reacting a malonic acid compound represented by general formula (1) (in the formula, The each Rs indicate an alkyl group, a cycloalkyl group, etc.) with chlorine dioxide to produce a ketomalonic acid compound represented by the general formula (2) (in the formula, R has the same meaning as above), or a hydrate thereof.Type: ApplicationFiled: July 3, 2014Publication date: July 7, 2016Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Shinki TAni, Minekazu Koga, Izumi Matsumoto
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Patent number: 9353071Abstract: An industrially preferred process for producing an isothiazole compound, particularly 3,4-dichloro-5-cyanoisothiazole, provides a safer industrial production process by avoiding the simultaneous use of an aprotic polar solvent such as N,N-dimethylformamide and chlorine. In addition, a production process which is economically preferred because an aprotic polar solvent, which is highly likely to become a part of waste, is not used. A process for producing an isothiazole compound represented by a general formula (3), wherein R is a cyano group or the like; and X is a chlorine atom or the like, which comprises heating a nitrile compound represented by a general formula (1), wherein R is as defined above, and sulfur, and then carrying out a reaction between the nitrile compound represented by the general formula (1), the sulfur and a halogen represented by a general formula (2), wherein X is as defined above.Type: GrantFiled: October 4, 2013Date of Patent: May 31, 2016Assignee: IHARA CHEMICAL INDUSTRY CO., LTD.Inventor: Takashi Abe
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Patent number: 9332754Abstract: An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R1 is, for example, a C1˜C6 alkyl group which is mono- or poly-substituted with halogen atom; R2 is, for example, a halogen atom or a C1˜C6 alkyl group; R3 is, for example, a hydrogen atom or a halogen atom; and R4 is, for example, a hydrogen atom or a C1˜C12 alkyl group.] The derivative or the salt has an excellent pest control effect.Type: GrantFiled: April 11, 2013Date of Patent: May 10, 2016Assignees: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Kei Domon, Keiji Toriyabe, Yutaka Ogawa, Junichiro Bessho, Kei Kawamoto, Akira Watanabe, Masaaki Komatsu, Takeshi Matsuda, Seisuke Ito
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Publication number: 20160036066Abstract: The present invention is a metal phthalocyanine polymer comprising a repeating structural unit obtained by amide bonding of a structural unit represented by general formula (1a) to a structural unit represented by general formula (2a). (wherein L is a divalent or trivalent metal ion belonging to Group 3 to Group 5 on the long-form periodic table.) (wherein M is a divalent or trivalent metal ion belonging to Group 3 to Group 5 on the long-form periodic table.Type: ApplicationFiled: April 11, 2014Publication date: February 4, 2016Applicant: Ihara Chemical Industry Co., Ltd.Inventors: Nobukatsu Nemoto, Izuru Kobayashi, Kazuto Umezu, Masaji Akimoto
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Publication number: 20150291540Abstract: An industrially preferred process for producing an isothiazole compound, particularly 3,4-dichloro-5-cyanoisothiazole, provides a safer industrial production process by avoiding the simultaneous use of an aprotic polar solvent such as N,N-dimethylformamide and chlorine. In addition, a production process which is economically preferred because an aprotic polar solvent, which is highly likely to become a part of waste, is not used. A process for producing an isothiazole compound represented by a general formula (3), wherein R is a cyano group or the like; and X is a chlorine atom or the like, which comprises heating a nitrile compound represented by a general formula (1), wherein R is as defined above, and sulfur, and then carrying out a reaction between the nitrile compound represented by the general formula (1), the sulfur and a halogen represented by a general formula (2), wherein X is as defined above.Type: ApplicationFiled: October 4, 2013Publication date: October 15, 2015Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventor: Takashi Abe
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Patent number: 9044013Abstract: The present invention provides a glyoxime derivative displaying excellent pesticidal effect or a salt thereof and a pesticide containing the same as an active ingredient. This pesticide is characterized by containing as an active ingredient, a glyoxime derivative expressed by the general formula [I] (in which X represents a cyano group or a carbamoyl group, R1 represents a C1˜C8 alkyl group, a C3˜C6 cycloalkyl C1˜C6 alkyl group, etc, and R2 represents a hydrogen atom, a C1˜C8 alkyl group, a C3˜C6 cycloalkyl C1˜C6 alkyl group, etc.) or an agriculturally acceptable salt thereof.Type: GrantFiled: November 19, 2012Date of Patent: June 2, 2015Assignees: KUMIAI CHEMICAL INDUSTRY CO., LTD., IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Shunichirou Fukumoto, Daisuke Shikama, Toshihiro Nagata, Katsuya Kato, Kei Kawamoto, Masaaki Komatsu, Takeshi Matsuda, Seisuke Ito
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Patent number: 9006477Abstract: A method for producing a nitrobenzene compound represented by general formula (2), wherein R1 and R5 are the same or different, and each is a halogen atom or another functional group, and R2, R3, and R4 are the same or different, and each is a hydrogen atom or another functional group, comprises oxidizing an aniline compound represented by general formula (1), wherein R1, R2, R3, R4, and R5 are the same as described above, with hydrogen peroxide in the presence of a tungsten compound under an acidic condition, followed by oxidation with hydrogen peroxide under a neutral to alkaline condition.Type: GrantFiled: July 4, 2012Date of Patent: April 14, 2015Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Shinki Tani, Nami Yadomatsu, Akiko Ikumi, Yuuki Hirano, Takuya Ido
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Publication number: 20150087833Abstract: An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R1 is, for example, a C1˜C6 alkyl group which is mono- or poly-substituted with halogen atom; R2 is, for example, a halogen atom or a C1˜C6 alkyl group; R3 is, for example, a hydrogen atom or a halogen atom; and R4 is, for example, a hydrogen atom or a C1˜C12 alkyl group.] The derivative or the salt has an excellent pest control effect.Type: ApplicationFiled: April 11, 2013Publication date: March 26, 2015Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: Kei Domon, Keiji Toriyabe, Yutaka Ogawa, Junichiro Bessho, Kei Kawamoto, Akira Watanabe, Masaaki Komatsu, Takeshi Matsuda, Seisuke Ito
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Patent number: 8969554Abstract: Disclosed are compounds exhibiting sufficient herbicidal activity at low application dosage when they are applied to soils and foliage, and an agrochemical composition using the same, in particular herbicides. The compounds are triazine derivatives represented by following Formula 1 or salts thereof, and the herbicides containing them: [Chem. 28] wherein in the formula, R1 represents a hydrogen atom; a C1-C12 alkyl group; a C2-C6 alkenyl group, etc., R2 represents a C1-C12 alkyl group, etc., Y and Z represent an oxygen atom or a sulfur atom, and A represents a 5- or 6-membered cyclic group which may contain a nitrogen atom, an oxygen atom, or a sulfur atom.Type: GrantFiled: May 26, 2011Date of Patent: March 3, 2015Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Atsushi Shibayama, Ryu Kajiki, Masami Kobayashi, Takashi Mitsunari, Atsushi Nagamatsu
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Patent number: 8895035Abstract: The present invention provides a novel alkoxyimino derivative or a salt thereof, as well as to a pest control agent containing the derivative or salt thereof as an active ingredient, which shows an excellent pest control effect on a wide range of pests in the agricultural and horticultural field and is also capable of controlling resistant pests. The novel alkoxyimino derivative is characterized by being represented by general formula [I] (in the formula, X, R1, R2 and Q are as defined in the specification) and the post control agent is characterized by containing as an active ingredient the alkoxyimino derivative or a salt thereof.Type: GrantFiled: June 21, 2011Date of Patent: November 25, 2014Assignees: Kumiai Chemical Industry Co., Ltd, Ihara Chemical Industry Co., Ltd.Inventors: Shunichirou Fukumoto, Daisuke Shikama, Keiji Toriyabe, Toshihiro Nagata, Masaaki Komatsu, Takeshi Matsuda, Yuki Nakano
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Patent number: 8859803Abstract: Disclosed is a process for the production of ketomalonic acid compounds or hydrates thereof by reacting a malonic acid compound with one or more chlorous acid compounds selected from among chlorous acid and chlorites and thus oxidizing the methylene group of the malonic acid compound. The process does not necessitate highly toxic reagents, lowly safe reagents, special reactants, special reaction equipment, expensive reagents, expensive catalysts, or transition metals such as noble metals, and permits the selection of mild reaction conditions and simple operation, thus enabling efficient and easy production of ketomalonic acid compounds such as ketomalonic diesters under simple and easy conditions suitable for industrialization.Type: GrantFiled: June 25, 2010Date of Patent: October 14, 2014Assignee: Ihara Chemical Industry Co., Ltd.Inventor: Shinki Tani
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Publication number: 20140288184Abstract: The present invention provides a glyoxime derivative displaying excellent pesticidal effect or a salt thereof and a pesticide containing the same as an active ingredient. This pesticide is characterized by containing as an active ingredient, a glyoxime derivative expressed by the general formula [I] (in which X represents a cyano group or a carbamoyl group, R1 represents a C1˜C8 alkyl group, a C3˜C6 cycloalkyl C1˜C6 alkyl group, etc, and IV represents a hydrogen atom, a C1˜C8 alkyl group, a C3˜C6 cycloalkyl C1˜C6 alkyl group, etc.) or an agriculturally acceptable salt thereof.Type: ApplicationFiled: November 19, 2012Publication date: September 25, 2014Applicants: IHARA CHEMICAL INDUSTRY CO., LTD., KUMIAI CHEMICAL INDUSTRY CO., LTD.Inventors: Shunichirou Fukumoto, Daisuke Shikama, Toshihiro Nagata, Katsuya Kato, Kei Kawamoto, Masaaki Komatsu, Takeshi Matsuda, Seisuke Ito
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Patent number: 8802713Abstract: To provide pesticides such as insecticides, miticides and nematicides, which are excellent in the safety, pesticidal effects, residual effectiveness, etc., which further have infiltration, and which can be applied by soil treatment. A pesticide comprising a 3-alkoxy-1-phenyl-pyrazole derivative represented by the formula [I] or an agriculturally acceptable salt thereof as an active ingredient: wherein, for example, R1 is a C1-C10 alkyl group or the like, R2 is a hydrogen atom or the like, R3 is a hydrogen atom or the like, and each of R4, R5, R6 and R8 which are independent of one another, is a hydrogen atom or the like, and R7 is a C2-C4 haloalkylthio group or the like.Type: GrantFiled: October 17, 2008Date of Patent: August 12, 2014Assignees: Kumiai Chemical Industry Co., Ltd., Ihara Chemical Industry Co., Ltd.Inventors: Satoru Ohata, Katsuya Kato, Keiji Toriyabe, Yoshihiro Ito, Ryuji Hamaguchi, Yuki Nakano
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Publication number: 20140163256Abstract: A method for producing a nitrobenzene compound represented by general formula (2), wherein R1 and R5 are the same or different, and each is a halogen atom or another functional group, and R2, R3, and R4 are the same or different, and each is a hydrogen atom or another functional group, comprises oxidizing an aniline compound represented by general formula (1), wherein R1, R2, R3, R4, and R5 are the same as described above, with hydrogen peroxide in the presence of a tungsten compound under an acidic condition, followed by oxidation with hydrogen peroxide under a neutral to alkaline condition.Type: ApplicationFiled: July 4, 2012Publication date: June 12, 2014Applicant: IHARA CHEMICAL INDUSTRY CO., LTD.Inventors: Shinki Tani, Nami Yadomatsu, Akiko Ikumi, Yuuki Hirano, Takuya Ido