Patents by Inventor Yoshihiro Shiokawa

Yoshihiro Shiokawa 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: 7154008
    Abstract: In the production of an alkylbenzaldehyde by a method comprising a step of preparing a solution of complex of a starting alkylbenzene and a hydrogen fluoride-boron trifluoride catalyst and a step of formylation by bringing the solution of complex into contact with carbon monoxide, an alkylbenzene having at least one primary alkyl group having two or more carbon atoms on its benzene ring is used as the starting alkylbenzene. The preparation of the solution of complex is carried out in the presence of an aliphatic or alicyclic saturated hydrocarbon having 6 to 10 carbon atoms which contains at least one tertiary carbon atom but contains no quaternary carbon atom. By the combined use of the specific alkylbenzene and the aliphatic or alicyclic saturated hydrocarbon, the disproportionation of the alkylbenzene is prevented and the alkylbenzaldehyde is produced at high yields.
    Type: Grant
    Filed: October 14, 2004
    Date of Patent: December 26, 2006
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kinji Kato, Yoshihiro Shiokawa, Tsuyoshi Hatakeyama, Mitsuharu Kitamura
  • Patent number: 7126030
    Abstract: In the method of the invention, hydroxypivalaldehyde (3-hydroxy-2,2-dimethylpropanal) and/or its dimer is stored under solid conditions containing an amount of water. By storing such solid conditions, hydroxypivalaldehyde and/or its dimer is stored for a long period of time without reducing its purity.
    Type: Grant
    Filed: February 24, 2005
    Date of Patent: October 24, 2006
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihiro Shiokawa, Hiroaki Shigeta, Ikutaro Kuzuhara
  • Publication number: 20050192466
    Abstract: In the method of the invention, hydroxypivalaldehyde (3-hydroxy-2,2-dimethylpropanal) and/or its dimer is stored under solid conditions containing an amount of water. By storing such solid conditions, hydroxypivalaldehyde and/or its dimer is stored for a long period of time without reducing its purity.
    Type: Application
    Filed: February 24, 2005
    Publication date: September 1, 2005
    Inventors: Yoshihiro Shiokawa, Hiroaki Shigeta, Ikutaro Kuzuhara
  • Publication number: 20050085670
    Abstract: In the production of an alkylbenzaldehyde by a method comprising a step of preparing a solution of complex of a starting alkylbenzene and a hydrogen fluoride-boron trifluoride catalyst and a step of formylation by bringing the solution of complex into contact with carbon monoxide, an alkylbenzene having at least one primary alkyl group having two or more carbon atoms on its benzene ring is used as the starting alkylbenzene. The preparation of the solution of complex is carried out in the presence of an aliphatic or alicyclic saturated hydrocarbon having 6 to 10 carbon atoms which contains at least one tertiary carbon atom but contains no quaternary carbon atom. By the combined use of the specific alkylbenzene and the aliphatic or alicyclic saturated hydrocarbon, the disproportionation of the alkylbenzene is prevented and the alkylbenzaldehyde is produced at high yields.
    Type: Application
    Filed: October 14, 2004
    Publication date: April 21, 2005
    Inventors: Kinji Kato, Yoshihiro Shiokawa, Tsuyoshi Hatakeyama, Mitsuharu Kitamura
  • Patent number: 5716916
    Abstract: A polyol ester-based lubricant comprising a polyol ester (A) and a polyol ester (B);the polyol ester (A) comprising an ester of a neopentyl polyol and an acid residue of carbon number of 6-17, in which alpha-carbon in the acid residue of the polyol ester is tertiarily branched, and when alkyl groups having 4 or more carbon atoms are bonded to the alpha-carbon, the alkyl groups are branched, andthe polyol ester (B) comprising an ester of a neopentyl polyol and an acid residue of carbon number of 6-17, in which alpha-carbon in the acid residue of the polyol ester is secondarily or tertiarily branched and alkyl groups bonded to the alpha-carbon are straight is provided. This polyol ester-based lubricant has high performance, as demonstrated by high compatibility with substitute fluorocarbons in a kinematic viscosity range of 28 to 40 cst at 40.degree. C., excellent hydrolysis resistance, and a low pour point.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: February 10, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihiro Shiokawa, Yoshifumi Sato, Kinji Kato
  • Patent number: 5705459
    Abstract: A process for the production of a high-performance hybrid polyol ester having excellent compatibility with hydrofluorocarbons which are regarded as the most likely refrigerant and having excellent resistance to hydrolysis which esters are liable to undergo, the polyol ester having a plurality of branched fatty acid residues at least one of which has a different number of carbon atoms from that of the other branched fatty acid residue or those of the other branched fatty acid residues, the process comprising reacting at least two kinds of olefins having different numbers of carbon atoms, carbon monoxide and a polyhydric alcohol in the presence of hydrogen fluoride.
    Type: Grant
    Filed: December 27, 1995
    Date of Patent: January 6, 1998
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihiro Shiokawa, Shunichi Matsumoto, Yoshifumi Sato, Kinji Kato, Mitsuharu Kitamura
  • Patent number: 5463095
    Abstract: A process for the production of esters, comprising allowing an olefin, carbon monoxide and an alcohol to react in the presence of hydrogen fluoride, in which the esters can be produced at high yields at a low temperature for a short period of time, the esters can be easily separated from a reaction solution, hydrogen fluoride can be recycled, the esters can be produced at a low cost, a mixture of esters can be easily produced, the kinetic viscosity of the mixture of the esters can be easily adjusted and the coloring of, and an increase in the viscosity of, the esters can be prevented.
    Type: Grant
    Filed: June 14, 1994
    Date of Patent: October 31, 1995
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihiro Shiokawa, Tadayoshi Takefumi, Shunichi Matsumoto, Yoshifumi Sato
  • Patent number: 5208383
    Abstract: A process for producing an aromatic acylation product from an aromatic compound, an olefin and carbon monoxide, which comprises the steps of:(a) reacting an olefin with carbon monoxide in the presence of hydrogen fluoride and boron trifluoride at a pressure of not more than 100 kg/cm.sup.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: May 4, 1993
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tadayoshi Takefumi, Yoshihiro Shiokawa, Shunichi Matsumoto, Nobuyuki Tokura
  • Patent number: 5011987
    Abstract: A process for manufacturing high-purity o-toluic acid from a partial oxidation product of o-xylene is disclosed. o-Toluic acid is widely used as a raw material for agricultural chemicals, medicines, polymerization initiators, and the like. Depending on its use, 99% by weight or more purity is demanded for o-toluic acid. Hitherto, o-toluic acid having purity of higher than 99% by weight could not be obtained by fractionation, and purification by fractional crystallization was used. Fractional crystallization is, however, and expensive operation and not only gives a low yield of product but also results a large amount of waste water. The process disclosed herein gives an economical, commercial way to obtain high purity o-toluic acid.
    Type: Grant
    Filed: May 15, 1990
    Date of Patent: April 30, 1991
    Assignee: Mitsubishi Gas Chemical Company
    Inventors: Nobuyuki Tokura, Tadayoshi Takefumi, Shunichi Matsumoto, Yoshihiro Shiokawa
  • Patent number: 4967011
    Abstract: The present invention relates to a process for decomposing an aromatic acylated compound.HF-BF.sub.3 complex in preparing an aromatic acylated compound by decomposing an aromatic acylated compound.HF-BF.sub.3 complex obtained by reacting an aromatic compound with an acylating agent in the presence of HF-BF.sub.3 as a catalyst, which comprises subjecting the aromatic acylated compound.HF-BF.sub.3 complex to thermal decomposition in the presence of at least one aromatic hydrocarbon (A.H.) selected from benzene, toluene and chlorobenzene and at least one saturated aliphatic hydrocarbon (S.H.) selected from pentane, hexane and cyclohexane, as a decomposing agent.
    Type: Grant
    Filed: August 11, 1989
    Date of Patent: October 30, 1990
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Nobuyuki Tokura, Tadayoshi Takefumi, Shunichi Matsumoto, Tatsuhiko Yanagawa, Yoshihiro Shiokawa, Ichiyo Ohtsuka