Patents by Inventor Tomoo Tsujimoto

Tomoo Tsujimoto has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20210107864
    Abstract: The present invention can provide a method for producing an aromatic nitrile in which a fixed-bed reactor including a plurality of reaction tubes is used to subject a gaseous mixture comprising an aromatic hydrocarbon, ammonia, and oxygen by contact catalytic reaction on a catalyst to thereby produce the corresponding aromatic nitrile, wherein the catalyst is composed of an oxide containing vanadium, chromium, and boron and one or more supports selected from among alumina, silica-alumina, zirconia, and titania. One of the reaction tubes is filled with the catalyst of one kind and examined as to where a hot spot lies therein. An inert substance is filled into that portion of each of the plurality of reaction tubes which corresponds at least to the hot spot, and the catalyst is filled into the remaining portions.
    Type: Application
    Filed: March 18, 2019
    Publication date: April 15, 2021
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Yutaka KANBARA, Yuta OOMORI, Yoichi KYUUKO, Tomoo TSUJIMOTO, Kazunari YAMAMOTO, Tsuyoshi HATAKEYAMA
  • Publication number: 20200255575
    Abstract: The present invention provides a novel cyanic acid ester compound that has excellent solvent solubility and provides a cured product having a low rate of thermal expansion and having excellent flame retardance and heat resistance, and a resin composition containing the compound, etc. The present invention provides a resin composition whose cured product obtained by curing can achieve a printed circuit board excellent in peel strength, glass transition temperature, rate of thermal expansion, rate of water absorption, and thermal conductivity. The present invention provides a resin composition whose cured product obtained by curing can achieve a printed circuit board not only having a high glass transition temperature and low thermal expansibility but being also excellent in flexural modulus and thermal conductivity.
    Type: Application
    Filed: April 30, 2020
    Publication date: August 13, 2020
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Shota KOGA, Kentaro TAKANO, Masayuki KATAGIRI, Yoshihiro YASUDA, Tomoo TSUJIMOTO
  • Patent number: 10457762
    Abstract: The present invention relates to a diacrylate compound represented by general formula (1), a composition thereof, and a cured product of the compound/composition. In the formula, R denotes a hydrogen atom or a methyl group; R1, R2, R3, and R4 each independently denote a C1-6 linear or branched alkyl group, with the proviso that R1, R2, R3, and R4 are not all methyl groups. The present invention provides: a novel diacrylate compound which can provide a cured product having an excellent balance of physical properties such as low curing shrinkage, flexibility, resistance to bending, and low curling properties, and which can be used as a photo- or thermal-radical polymerizable monomer; a composition of the compound; and a cured product of the compound/composition.
    Type: Grant
    Filed: July 2, 2015
    Date of Patent: October 29, 2019
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Umi Yokobori, Taketo Ikeno, Hideyuki Sato, Tomoo Tsujimoto
  • Publication number: 20190112410
    Abstract: The present invention provides a novel cyanic acid ester compound that has excellent solvent solubility and provides a cured product having a low rate of thermal expansion and having excellent flame retardance and heat resistance, and a resin composition containing the compound, etc. The present invention provides a resin composition whose cured product obtained by curing can achieve a printed circuit board excellent in peel strength, glass transition temperature, rate of thermal expansion, rate of water absorption, and thermal conductivity. The present invention provides a resin composition whose cured product obtained by curing can achieve a printed circuit board not only having a high glass transition temperature and low thermal expansibility but being also excellent in flexural modulus and thermal conductivity.
    Type: Application
    Filed: March 27, 2017
    Publication date: April 18, 2019
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Shota KOGA, Kentaro TAKANO, Masayuki KATAGIRI, Yoshihiro YASUDA, Tomoo TSUJIMOTO
  • Patent number: 10125259
    Abstract: The present invention relates to a limited composition containing a diacrylate compound represented by general formula (1). In the formula, R denotes a hydrogen atom or a methyl group. The present invention provides a diacrylate-compound-containing composition which provides a cured product having excellent physical properties such as low curing shrinkage, flexibility, resistance to bending, and low curling properties, and which can be used as a photo- or thermal-radical polymerizable composition and a cured product of the composition.
    Type: Grant
    Filed: July 2, 2015
    Date of Patent: November 13, 2018
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Umi Yokobori, Taketo Ikeno, Hideyuki Sato, Tomoo Tsujimoto
  • Patent number: 9949369
    Abstract: The present invention is a cyanate ester compound represented by the following formula (1): wherein Ar represents an aromatic ring; R1 each independently represents a hydrogen atom, an alkyl group, or an aryl group; n each independently represents an integer of 1 to 3; m+n is the same as the total number of hydrogen atoms in a monovalent aromatic group containing the aromatic ring and the hydrogen atoms; R2 represents a hydrogen atom (excluding a case where Ar represents a benzene ring; n each represents 1; R1 represents a hydrogen atom; m each represents 4, and a cyanate group is bonded to the benzene ring in the 4-position relative to an adamantyl group), or an alkyl group having 1 to 4 carbon atoms; and R3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: October 24, 2014
    Date of Patent: April 17, 2018
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Masayuki Katagiri, Keita Tokuzumi, Makoto Tsubuku, Tomoo Tsujimoto, Kenji Arii, Takashi Kobayashi, Masanobu Sogame, Yoshinori Mabuchi, Sotaro Hiramatsu
  • Publication number: 20170158855
    Abstract: The present invention relates to a limited composition containing a diacrylate compound represented by general formula (1). In the formula, R denotes a hydrogen atom or a methyl group. The present invention provides a diacrylate-compound-containing composition which provides a cured product having excellent physical properties such as low curing shrinkage, flexibility, resistance to bending, and low curling properties, and which can be used as a photo- or thermal-radical polymerizable composition and a cured product of the composition.
    Type: Application
    Filed: July 2, 2015
    Publication date: June 8, 2017
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Umi YOKOBORI, Taketo IKENO, Hideyuki SATO, Tomoo TSUJIMOTO
  • Patent number: 9657173
    Abstract: A curable resin composition which can achieve a cured product in which the generation of cracks upon curing is suppressed and which has both a low thermal expansion rate and a low water absorbability is provided. The curable resin composition comprises: at least a cyanate ester compound (A) represented by the following formula (I); a metal complex catalyst (B); and an additive (C), wherein the additive (C) contains any one or more selected from the group consisting of a compound represented by the following general formula (II), a compound represented by the following general formula (III), and a tertiary amine.
    Type: Grant
    Filed: January 31, 2012
    Date of Patent: May 23, 2017
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Makoto Tsubuku, Taketo Ikeno, Masayuki Katagiri, Tomoo Tsujimoto
  • Publication number: 20170129980
    Abstract: The present invention relates to a diacrylate compound represented by general formula (1), a composition thereof, and a cured product of the compound/composition. In the formula, R denotes a hydrogen atom or a methyl group; R1, R2, R3, and R4 each independently denote a C1-6 linear or branched alkyl group, with the proviso that R1, R2, R3, and R4 are not all methyl groups. The present invention provides: a novel diacrylate compound which can provide a cured product having an excellent balance of physical properties such as low curing shrinkage, flexibility, resistance to bending, and low curling properties, and which can be used as a photo- or thermal-radical polymerizable monomer; a composition of the compound; and a cured product of the compound/composition.
    Type: Application
    Filed: July 2, 2015
    Publication date: May 11, 2017
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Umi YOKOBORI, Taketo IKENO, Hideyuki SATO, Tomoo TSUJIMOTO
  • Patent number: 9458116
    Abstract: A benzoguanamine compound having an amino methyl group is represented by the following Formula (1), or a salt thereof: wherein R represents a substituent selected from the group consisting of hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, a hydroxyl group, an amide group, and a halogen atom, and n is an integer of 1 to 2.
    Type: Grant
    Filed: July 8, 2014
    Date of Patent: October 4, 2016
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Yutaka Kanbara, Tomoo Tsujimoto
  • Patent number: 9453126
    Abstract: There is provided a novel dicyanatophenyl-based difunctional cyanate ester which is in a liquid form at ordinary temperature and can obtain a cured product having an excellent low thermal expansion rate. There is disclosed a cyanate ester compound represented by the following formula (I): (wherein R1 represents a hydrocarbon group having 2 to 20 carbon atoms).
    Type: Grant
    Filed: October 25, 2011
    Date of Patent: September 27, 2016
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Makoto Tsubuku, Taketo Ikeno, Masayuki Katagiri, Tomoo Tsujimoto
  • Publication number: 20160262263
    Abstract: The present invention is a cyanate ester compound represented by the following formula (1): wherein Ar represents an aromatic ring; R1 each independently represents a hydrogen atom, an alkyl group, or an aryl group; n each independently represents an integer of 1 to 3; m+n is the same as the total number of hydrogen atoms in a monovalent aromatic group containing the aromatic ring and the hydrogen atoms; R2 represents a hydrogen atom (excluding a case where Ar represents a benzene ring; n each represents 1; R1 represents a hydrogen atom; m each represents 4, and a cyanate group is bonded to the benzene ring in the 4-position relative to an adamantyl group), or an alkyl group having 1 to 4 carbon atoms; and R3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
    Type: Application
    Filed: October 24, 2014
    Publication date: September 8, 2016
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Masayuki KATAGIRI, Keita TOKUZUMI, Makoto TSUBUKU, Tomoo TSUJIMOTO, Kenji ARII, Takashi KOBAYASHI, Masanobu SOGAME, Yoshinori MABUCHI, Sotaro HIRAMATSU
  • Publication number: 20160176827
    Abstract: A benzoguanamine compound having an amino methyl group is represented by the following Formula (1), or a salt thereof: wherein R represents a substituent selected from the group consisting of hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, a hydroxyl group, an amide group, and a halogen atom, and n is an integer of 1 to 2.
    Type: Application
    Filed: July 8, 2014
    Publication date: June 23, 2016
    Applicant: MITSUBHIS GAS CHEMICAL COMPANY, INC.
    Inventors: Yutaka KANBARA, Tomoo TSUJIMOTO
  • Patent number: 9084985
    Abstract: Provided is a method for producing an alicyclic carboxylic acid by hydrogenating an aromatic ring of an aromatic carboxylic acid, which comprises using a catalyst containing ruthenium and palladium as a catalyst, and also provided is a co-supported ruthenium-palladium catalyst in which ruthenium and palladium are present in a form of particles containing both the ruthenium and palladium on a surface of a support. A catalyst has been developed which uses a relatively inexpensive noble metal, ruthenium, which has an activity equivalent to that of a rhodium catalyst, and which does not undergo decrease in activity as observed in a rhodium catalyst, and thereby an industrially simple method for producing an alicyclic carboxylic acid has been established.
    Type: Grant
    Filed: February 24, 2012
    Date of Patent: July 21, 2015
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Akifumi Iida, Ryoko Watanabe, Tomoo Tsujimoto
  • Patent number: 8779162
    Abstract: There is provided a novel cyanate ester compound that can provide a cured product possessing excellent heat resistance. The cyanate ester compound is represented by general formula (1): wherein R1 represents an aromatic substituent having 6 to 10 carbon atoms or an alkyl group having 1 to 20 carbon atoms; Rx1's each independently represent a hydrogen atom, an alkyl or alkoxy group having 1 to 20 carbon atoms, or a halogen; Ry1's each independently represent a hydrogen atom, an alkyl or alkoxy group having 1 to 20 carbon atoms, or a halogen; m is an integer of 0 to 4; and n is an integer of 0 to 4.
    Type: Grant
    Filed: January 18, 2011
    Date of Patent: July 15, 2014
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Taketo Ikeno, Makoto Tsubuku, Masayuki Katagiri, Tomoo Tsujimoto
  • Publication number: 20130338393
    Abstract: Provided is a method for producing an alicyclic carboxylic acid by hydrogenating an aromatic ring of an aromatic carboxylic acid, which comprises using a catalyst containing ruthenium and palladium as a catalyst, and also provided is a co-supported ruthenium-palladium catalyst in which ruthenium and palladium are present in a form of particles containing both the ruthenium and palladium on a surface of a support. A catalyst has been developed which uses a relatively inexpensive noble metal, ruthenium, which has an activity equivalent to that of a rhodium catalyst, and which does not undergo decrease in activity as observed in a rhodium catalyst, and thereby an industrially simple method for producing an alicyclic carboxylic acid has been established.
    Type: Application
    Filed: February 24, 2012
    Publication date: December 19, 2013
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Akifumi Iida, Ryoko Watanabe, Tomoo Tsujimoto
  • Publication number: 20130288063
    Abstract: A curable resin composition which can achieve a cured product in which the generation of cracks upon curing is suppressed and which has both a low thermal expansion rate and a low water absorbability is provided. The curable resin composition comprises: at least a cyanate ester compound (A) represented by the following formula (I); a metal complex catalyst (B); and an additive (C), wherein the additive (C) contains any one or more selected from the group consisting of a compound represented by the following general formula (II), a compound represented by the following general formula (III), and a tertiary amine.
    Type: Application
    Filed: January 31, 2012
    Publication date: October 31, 2013
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Makoto Tsubuku, Taketo Ukeno, Masayuki Katagiri, Tomoo Tsujimoto
  • Publication number: 20130281640
    Abstract: There is provided a novel dicyanatophenyl-based difunctional cyanate ester which is in a liquid form at ordinary temperature and can obtain a cured product having an excellent low thermal expansion rate. There is disclosed a cyanate ester compound represented by the following formula (I): (wherein R1 represents a hydrocarbon group having 2 to 20 carbon atoms).
    Type: Application
    Filed: October 25, 2011
    Publication date: October 24, 2013
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Makoto Tsubuku, Taketo Ikeno, Masayuki Katagiri, Tomoo Tsujimoto
  • Publication number: 20130023640
    Abstract: There is provided a novel cyanate ester compound that can provide a cured product possessing excellent heat resistance. The cyanate ester compound is represented by general formula (1): wherein R1 represents an aromatic substituent having 6 to 10 carbon atoms or an alkyl group having 1 to 20 carbon atoms; Rx1's each independently represent a hydrogen atom, an alkyl or alkoxy group having 1 to 20 carbon atoms, or a halogen; Ry1's each independently represent a hydrogen atom, an alkyl or alkoxy group having 1 to 20 carbon atoms, or a halogen; m is an integer of 0 to 4; and n is an integer of 0 to 4.
    Type: Application
    Filed: January 18, 2011
    Publication date: January 24, 2013
    Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Taketo Ikeno, Makoto Tsubuku, Masayuki Katagiri, Tomoo Tsujimoto
  • Patent number: 6967258
    Abstract: A quaternary ammonium hydroxycarboxylate is produced by quaternizing a tertiary amine with a hydroxycarboxylic ester represented by the following Formula 1: wherein R1 to R3 are as defined in the disclosure. By using only one tertiary amine having at least one substituent different from R1 of the ester moiety of the hydroxycarboxylic ester and by controlling the reaction conditions, a mixture of quaternary ammonium hydroxycarboxylates having different quaternary ammonium ions is produced. By reacting an inorganic acid with the quaternary ammonium hydroxycarboxylate or its mixture, a quaternary ammonium salt of inorganic acid or its mixture is produced.
    Type: Grant
    Filed: May 7, 2004
    Date of Patent: November 22, 2005
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yutaka Kanbara, Yasushi Higuchi, Tomoo Tsujimoto, Genki Nogami