Patents by Inventor Naoki Ishibashi

Naoki Ishibashi 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).

  • Patent number: 9499468
    Abstract: Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically provided is a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, the method comprising a diacyloxylation step of subjecting a 4-halo-2-halomethyl-1-butene compound (6) to diacyloxylation to obtain a 3-acyloxymethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the 3-acyloxymethyl-3-butenyl carboxylate compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).
    Type: Grant
    Filed: December 18, 2015
    Date of Patent: November 22, 2016
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yusuke Nagae
  • Patent number: 9481619
    Abstract: Provided is a simple, selective and efficient method for producing 7-methyl-3-methylene-7-octenyl propionate and the like. More specifically, provided is, for example, a method for producing 7-methyl-3-methylene-7-octenyl propionate, comprising the steps of: subjecting a nucleophile represented by Formula (1) and an electrophile represented by Formula (2) to a coupling reaction to obtain a 7-methyl-3-methylene-7-octenyl halide represented by Formula (3), and subjecting the 7-methyl-3-methylene-7-octenyl halide (3) to propionyloxylation to obtain the 7-methyl-3-methylene-7-octenyl propionate represented by Formula (4).
    Type: Grant
    Filed: December 18, 2015
    Date of Patent: November 1, 2016
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yoshiyuki Yumoto
  • Publication number: 20160229829
    Abstract: Provided are a method for efficiently producing an asymmetric conjugated diyne from an inexpensive and safe alternative compound to hydroxylamine hydrochloride and a method for producing a Z,Z-conjugated diene compound from the asymmetric conjugated diyne compound thus obtained. More specifically, provided is a method for producing an asymmetric conjugated diyne compound comprising a step of subjecting a terminal alkyne compound (1): HC?C—Z1—Y1 to a coupling reaction with an alkynyl halide (2) Y2—Z2—C?C—X by using sodium borohydride in water and an organic solvent in the presence of a copper catalyst and a base to obtain the asymmetric conjugated diyne compound (3): Y2—Z2—C?C—C?C—Z1—Y1. In addition, provided is a method for producing a Z,Z-conjugated diene compound by reducing the resulting asymmetric conjugated diyne compound, or the like.
    Type: Application
    Filed: February 3, 2016
    Publication date: August 11, 2016
    Inventors: Yuki Miyake, Takeshi Kinsho, Miyoshi Yamashita, Naoki Ishibashi, Yusuke Nagae, Akihiro Baba
  • Publication number: 20160221923
    Abstract: A targeted compound is produced simply, efficiently and selectively. Specifically provided are a method for producing (2,4,4-trimethyl-2-cyclohexene)methanol, comprising the steps of: reacting the carbonyl group of 2,4,4-trimethyl-2-cyclohexenone (1) to obtain 1-methylene-2,4,4-trimethyl-2-cyclohexene (2) and reacting the exocyclic double bond of Compound (2) to obtain the (2,4,4-trimethyl-2-cyclohexene)methanol (3); and a method for producing a (2,4,4-trimethyl-2-cyclohexenyl)methyl ester compound, comprising a step of esterifying Compound (3) to obtain the (2,4,4-trimethyl-2-cyclohexenyl)methyl ester compound (4).
    Type: Application
    Filed: September 11, 2014
    Publication date: August 4, 2016
    Inventors: Takeshi Kinsho, Naoki Ishibashi
  • Publication number: 20160221924
    Abstract: Target compounds are synthesized simply, efficiently and selectively. More specifically, provided are a method for producing (2,4,4-trimethyl-1-cyclohexene)carbaldehyde, comprising the steps of: reacting the carbonyl group of 2,4,4-trimethyl-2-cyclohexenone (1) to obtain a 2,4,4-trimethyl-2-cyclohexenylidenemethyl ether compound (2) and hydrolyzing Compound (2) to obtain the (2,4,4-trimethyl-1-cyclohexene)carbaldehyde (3); a method for producing (2,4,4-trimethyl-1-cyclohexene)methanol, comprising a step of reducing Compound (3) to obtain the (2,4,4-trimethyl-1-cyclohexene)methanol (4); and a method for producing a (2,4,4-trimethyl-1-cyclohexenyl)methyl ester compound, comprising a step of esterifying Compound (4) to obtain the (2,4,4-trimethyl-1-cyclohexenyOmethyl ester compound (5).
    Type: Application
    Filed: September 11, 2014
    Publication date: August 4, 2016
    Inventors: Takeshi Kinsho, Naoki Ishibashi
  • Publication number: 20160185708
    Abstract: Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically, provided is, for example, a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, comprising an acyloxylation step of subjecting a 1-(2-haloethyl)cyclopropyl sulfonate compound (1) to acyloxylation to obtain a 1-(2-acyloxyethyl)cyclopropyl sulfonate compound (2), a halogenation step of subjecting the compound (2) to halogenation involving cyclopropyl-allyl rearrangement to obtain a 3-halomethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).
    Type: Application
    Filed: December 18, 2015
    Publication date: June 30, 2016
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yusuke Nagae
  • Publication number: 20160185690
    Abstract: Provided is a simple, selective and efficient method for producing 7-methyl-3-methylene-7-octenyl propionate and the like. More specifically, provided is, for example, a method for producing 7-methyl-3-methylene-7-octenyl propionate, comprising the steps of: subjecting a nucleophile represented by Formula (1) and an electrophile represented by Formula (2) to a coupling reaction to obtain a 7-methyl-3-methylene-7-octenyl halide represented by Formula (3), and subjecting the 7-methyl-3-methylene-7-octenyl halide (3) to propionyloxylation to obtain the 7-methyl-3-methylene-7-octenyl propionate represented by Formula (4).
    Type: Application
    Filed: December 18, 2015
    Publication date: June 30, 2016
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yoshiyuki Yumoto
  • Publication number: 20160185707
    Abstract: Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically provided is a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, the method comprising a diacyloxylation step of subjecting a 4-halo-2-halomethyl-1-butene compound (6) to diacyloxylation to obtain a 3-acyloxymethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the 3-acyloxymethyl-3-butenyl carboxylate compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).
    Type: Application
    Filed: December 18, 2015
    Publication date: June 30, 2016
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yusuke Nagae
  • Patent number: 9334833
    Abstract: A turbocharger system for ensuring a sufficient exhaust gas recirculation (“EGR”) amount in all operating conditions, and reducing NOx emission from an engine. The system includes an EGR controller that re-circulates a part of exhaust gas discharged from the engine to an intake side. The turbocharger is a power-assisted turbocharger including an electric motor that assists a drive force of a compressor. The EGR controller controls an amount of exhaust gas recirculated to the intake side so as to inhibit the generation of NOx regardless of an amount of oxygen necessary for combustion of the engine. An electric motor control unit drives the electric motor, by the control of the EGR controller, when the amount of oxygen necessary for the combustion of the engine is deficient.
    Type: Grant
    Filed: October 24, 2011
    Date of Patent: May 10, 2016
    Assignee: ISUZU MOTORS LIMITED
    Inventors: Isao Kitsukawa, Tomohiro Sugano, Yoshiyuki Abe, Haruyo Kimura, Akira Iijima, Naoki Ishibashi, Syougo Sakashita
  • Patent number: 9278899
    Abstract: Provided is a process for producing 3,5-dimethyldodecanoic acid, which is an active ingredient of the pheromone of California prionus, and 4-carboxy-3,5-dimethyl-3,5-dodecadienoic acid which is an intermediate useful for producing 3,5-dimethyldodecanoic acid.
    Type: Grant
    Filed: May 15, 2015
    Date of Patent: March 8, 2016
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Akihiro Baba, Takeshi Kinsho, Naoki Ishibashi
  • Patent number: 9278900
    Abstract: Provided is a process for producing 3,5-dimethyldodecanoic acid, which is an active ingredient of the pheromone of California prionus.
    Type: Grant
    Filed: May 15, 2015
    Date of Patent: March 8, 2016
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Naoki Ishibashi, Akihiro Baba, Takeshi Kinsho
  • Publication number: 20160044918
    Abstract: There is provided a method of controlling filbertworm capable of reducing the number of release positions without changing a dosage amount per unit area. More specifically, there is provided a method of controlling filbertworm comprising the step of: providing E,E-8,10-dodecadienyl acetate or a composition comprising 80% by weight or more of E,E-8,10-dodecadienyl acetate at 1 to 100 release positions/ha to release the E,E-8,10-dodecadienyl acetate at a release rate of from 0.01 to 5 g/day/ha for mating disruption.
    Type: Application
    Filed: August 11, 2015
    Publication date: February 18, 2016
    Inventors: Tatsuya Hojo, Erina Ohno, Naoki Ishibashi
  • Publication number: 20150344396
    Abstract: Provided is a process for producing 3,5-dimethyldodecanoic acid, which is an active ingredient of the pheromone of California prionus.
    Type: Application
    Filed: May 15, 2015
    Publication date: December 3, 2015
    Inventors: Naoki Ishibashi, Akihiro Baba, Takeshi Kinsho
  • Publication number: 20150344395
    Abstract: Provided is a process for producing 3,5-dimethyldodecanoic acid, which is an active ingredient of the pheromone of California prionus, and 4-carboxy-3,5-dimethyl-3,5-dodecadienoic acid which is an intermediate useful for producing 3,5-dimethyldodecanoic acid.
    Type: Application
    Filed: May 15, 2015
    Publication date: December 3, 2015
    Inventors: Akihiro Baba, Takeshi Kinsho, Naoki Ishibashi
  • Patent number: 9169770
    Abstract: An engine system for ensuring a sufficient boost pressure during engine braking and improving a braking force of a compression release brake. The system includes: a compression release brake device that operates a compression release brake to obtain a braking force during engine braking by forcibly opening an exhaust valve and releasing a compressive pressure near a compression top dead center of an engine; a power-assisted turbocharger including a turbine disposed on an exhaust passage of the engine and driven by exhaust, a compressor disposed on an intake passage and driven by a rotational torque of the turbine, and an electric motor that assists a drive force of the compressor; and an electric motor control unit that drives the electric motor when the compressor release brake is operated.
    Type: Grant
    Filed: October 24, 2011
    Date of Patent: October 27, 2015
    Assignee: ISUZU MOTORS LIMITED
    Inventors: Isao Kitsukawa, Tomohiro Sugano, Yoshiyuki Abe, Haruyo Kimura, Akira Iijima, Naoki Ishibashi, Syougo Sakashita
  • Patent number: 9126920
    Abstract: Provided is a simple and efficient method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate. More specifically, provided is a method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate, the method including the steps of: isomerizing 2-isopropenyl-5-methyl-4-hexenoic acid ester (1) into 2-isopropylidene-5-methyl-4-hexenoic acid ester (2), reducing thus formed 2-isopropylidene-5-methyl-4-hexenoic acid ester (2) into 2-isopropylidene-5-methyl-4-hexenol (3), and butyrylating thus formed 2-isopropylidene-5-methyl-4-hexenol (3) into 2-isopropylidene-5-methyl-4-hexenyl butyrate (4), wherein R represents a C1-10 hydrocarbon group.
    Type: Grant
    Filed: October 29, 2014
    Date of Patent: September 8, 2015
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Miyoshi Yamashita, Yuki Miyake, Akihiro Baba, Yusuke Nagae
  • Patent number: 9126923
    Abstract: Provided is a simple and efficient method for producing (E)-2-isopropyl-5-methyl-2,4-hexadienyl acetate. More specifically, provided is a method for producing (E)-2-isopropyl-5-methyl-2,4-hexadienyl acetate including the steps of: isomerizing 2-isopropenyl-5-methyl-4-hexenoic acid (1) into (E)-2-isopropyl-5-methyl-2,4-hexadienoic acid (2), reducing thus formed (E)-2-isopropyl-5-methyl-2,4-hexadienoic acid (2) into (E)-2-isopropyl-5-methyl-2,4-hexadienol (3), and acetylating thus formed (E)-2-isopropyl-5-methyl-2,4-hexadienol (3) into (E)-2-isopropyl-5-methyl-2,4-hexadienyl acetate (4), wherein Ac represents an acetyl group.
    Type: Grant
    Filed: October 29, 2014
    Date of Patent: September 8, 2015
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Naoki Ishibashi, Yoshiyuki Yumoto
  • Patent number: 9079848
    Abstract: Provided are 5-acetoxy-(E3)-3-pentenyl methoxymethyl ether which can be prepared in conventional reaction equipment and a method for preparing an (E3)-3-alkenyl acetate by using it. More specifically, 5-hydroxy-(E3)-3-pentenyl methoxymethyl ether obtained by reacting 4-formyl-(E3)-3-butenyl methoxymethyl ether with a reductant is reacted with an acetylating agent to prepare 5-acetoxy-(E3)-3-pentenyl methoxymethyl ether. (E3)-3-alkenyl methoxymethyl ether obtained by a coupling reaction between the 5-acetoxy-(E3)-3-pentenyl methoxymethyl ether and a Grignard reagent is treated with an acid, and then reacted with an acetylating agent to prepare the (E3)-3-alkenyl acetate.
    Type: Grant
    Filed: March 8, 2013
    Date of Patent: July 14, 2015
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuki Miyake, Naoki Ishibashi, Miyoshi Yamashita, Takehiko Fukumoto
  • Patent number: 9046104
    Abstract: A turbocharger system includes: a high-pressure stage turbocharger including a high-pressure stage turbine disposed on an exhaust passage and driven by exhaust, and a high-pressure stage compressor disposed on an intake passage and driven by a rotational torque of the high-pressure stage turbine; and a low-pressure stage turbocharger including a low-pressure stage turbine disposed on the exhaust passage of a more downstream side than the high-pressure stage turbine and driven by exhaust, and a low-pressure stage compressor disposed on the intake passage of a more upstream side than the high-pressure stage compressor and driven by a rotational torque of the low-pressure stage turbine, wherein the high-pressure stage turbocharger includes an electric motor that assists a drive force of the high-pressure stage compressor.
    Type: Grant
    Filed: October 26, 2011
    Date of Patent: June 2, 2015
    Assignee: ISUZU MOTORS LIMITED
    Inventors: Isao Kitsukawa, Tomohiro Sugano, Yoshiyuki Abe, Haruyo Kimura, Akira Iijima, Naoki Ishibashi, Syougo Sakashita
  • Publication number: 20150119597
    Abstract: Provided is a simple and efficient method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate. More specifically, provided is a method for producing 2-isopropylidene-5-methyl-4-hexenyl butyrate, the method including the steps of: isomerizing 2-isopropenyl-5-methyl-4-hexenoic acid ester (1) into 2-isopropylidene-5-methyl-4-hexenoic acid ester (2), reducing thus formed 2-isopropylidene-5-methyl-4-hexenoic acid ester (2) into 2-isopropylidene-5-methyl-4-hexenol (3), and butyrylating thus formed 2-isopropylidene-5-methyl-4-hexenol (3) into 2-isopropylidene-5-methyl-4-hexenyl butyrate (4), wherein R represents a C1-10 hydrocarbon group.
    Type: Application
    Filed: October 29, 2014
    Publication date: April 30, 2015
    Inventors: Takeshi KINSHO, Naoki ISHIBASHI, Miyoshi YAMASHITA, Yuki MIYAKE, Akihiro BABA, Yusuke NAGAE