Patents by Inventor Naruhisa Hirai

Naruhisa Hirai 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: 20050020439
    Abstract: A catalyst of the invention includes a cyclic acylurea compound having a cyclic acylurea skeleton represented by following Formula (I): wherein R is a hydrogen atom or a hydroxyl-protecting group; n is 1 or 2; G is a carbon atom or a nitrogen atom, where two Gs are the same or different when n is 2. The catalyst may include the cyclic acylurea compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.
    Type: Application
    Filed: December 5, 2002
    Publication date: January 27, 2005
    Inventors: Yasutaka Ishii, Naruhisa Hirai
  • Publication number: 20040053778
    Abstract: A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): 1
    Type: Application
    Filed: May 28, 2003
    Publication date: March 18, 2004
    Inventors: Yasutaka Ishii, Naruhisa Hirai, Masahiko Terada
  • Patent number: 6515171
    Abstract: An oxidation reaction mixture (e.g. adipic acid, benzoic acid, butenediol) and an oxidation catalyst are efficiently separated from a reaction mixture with the use of an aqueous solvent (e.g. methyl benzoate, benzonitrile) containing at least water (e.g. water) and a non-water-soluble solvent separable from the aqueous solvent, the reaction mixture being obtained by oxidizing a substrate (e.g. a hydrocarbon) in the presence of an imide compound such as N-hydroxyphthalimide shown by the following formula (1) as the oxidation catalyst, wherein R1 and R2 represents a substituent such as a hydrogen atom and a halogen atom; R1 and R2 may together form a double bond, or an aromatic or nonaromatic 5- to 12-membered ring; X stands for O or OH; and n is 1 to 3. No decomposition of the oxidation catalyst is observed in this separation process.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: February 4, 2003
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Naruhisa Hirai
  • Publication number: 20030013603
    Abstract: A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): 1
    Type: Application
    Filed: July 15, 2002
    Publication date: January 16, 2003
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Takahiro Iwahama, Naruhisa Hirai
  • Publication number: 20020169331
    Abstract: A reaction product and an imide compound can be separated from a reaction mixture obtained by reacting a substrate in the presence of the imide compound having an imide unit represented by the following formula (1): 1
    Type: Application
    Filed: December 4, 2001
    Publication date: November 14, 2002
    Inventors: Hiroyuki Miura, Hitoshi Watanabe, Akihiro Kuwana, Mami Shimamura, Naruhisa Hirai
  • Patent number: 6429314
    Abstract: An acylating agent of the invention includes (A) a 1,2-dicarbonyl compound or its hydroxy reductant, (B) oxygen, and (C) at least one compound selected from (c1) a metallic compound and (C2) N-hydroxyphthalimide or another imide compound. As the 1,2-dicarbonyl compound or its hydroxy reductant (A), biacetyl, 2,3-butanediolor the like canbeused. As the metallic compound (c1), cobalt acetate, or another cobalt compound, for example, can be employed. By reacting an adamantane derivative or another compound having a methine carbon atom with the acylating agent, an acyl group can be introduced to the methine carbon atom with efficiency.
    Type: Grant
    Filed: October 13, 1999
    Date of Patent: August 6, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Naruhisa Hirai
  • Patent number: 6392104
    Abstract: In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2): wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n=1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.
    Type: Grant
    Filed: November 10, 1998
    Date of Patent: May 21, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Naruhisa Hirai
  • Patent number: 6235851
    Abstract: A compound shown by the following formula: wherein each of R1a, R2a, R3a and R4a represents a substituent selected from a non-reactive atom, a non-reactive group, a hydroxyl group and an amino group, and at least two members selected from R1a, R2a, R3a and R4a are a hydroxyl group, a carboxyl group or an amino group; is subjected to an esterification reaction or an amidation reaction with a polymerizable unsaturated compound (e.g., an alcohol, a carboxylic acid, an amine) in the presence of a catalyst comprising an element selected from the Group 3 elements, such as a samarium compound, to obtain a polymerizable adamantane derivative having at least one polymerizable unsaturated group in high yield.
    Type: Grant
    Filed: January 11, 1999
    Date of Patent: May 22, 2001
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yasutaka Ishii, Tatsuya Nakano, Naruhisa Hirai
  • Patent number: 6133488
    Abstract: With the use of an aqueous solvent containing at least water (e.g. water), and at least one organic solvent selected from esters or ketones and separable from the aqueous solvent, the processes of the invention separate (1) an adamantanediol and an adamantanepolyol having three or more hydroxyl groups per molecule, from a group of adamantanepolyols having plural hydroxyl groups per molecule, distributing the former into an organic solvent layer and the latter into an aqueous solvent layer. Further, (2) an adamantanemonool and the group of adamantanepolyols can be separated from a group of adamantanols having at least one hydroxyl group per molecule with using an aqueous solvent (e.g. aqueous solution of acetic acid) for crystallization of the adamantanemonool.
    Type: Grant
    Filed: October 31, 1997
    Date of Patent: October 17, 2000
    Assignee: Daicel Chemical Industries, Limited
    Inventor: Naruhisa Hirai