Patents Assigned to Toyo Kasei Kogyo Company Limited
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Publication number: 20100227970Abstract: A binder resin composition is provided which retains satisfactory low-temperature flowability and coating film performances and has a lower cost. A binder resin solution composition including: (a) a resin obtained by mixing a chlorinated polyolefin (I) obtained by chlorinating to a chlorine content of 10 to 40% by weight an isotactic polypropylene polymer produced in the presence of a metallocene catalyst, the isotactic polypropylene polymer having a molecular weight distribution of 3 or lower and a melting point as measured with a differential scanning calorimeter of 110 to 140° C.Type: ApplicationFiled: April 5, 2006Publication date: September 9, 2010Applicant: TOYO KASEI KOGYO COMPANY LIMITEDInventor: Tetsuji Nishioka
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Patent number: 7763692Abstract: An ultraviolet-curing resin composition of (a) 5 to 35 parts by mass of a chlorinated polyolefin with a chlorine content of 15 to 40 mass %, (b) 15 to 60 parts by mass of an alicyclic hydrocarbon mono(meth)acrylate, and (c) 5 to 80 parts by mass of a polypropylene glycol di(meth)acrylate; and, per 100 parts by mass of the total amount of components (a), (b) and (c), (d) 0 to 1100 parts by mass of an aliphatic hydrocarbon di(meth)acrylate and (e) 0 to 600 parts by mass of a polyfunctional monomer having 3 to 6 (meth)acryloyl groups in its molecule; and, per 100 parts by mass of the total amount of components (b), (c), (d) and (e), (f) 1 to 15 parts by mass of a photoinitiator; and the composition as an active ingredient in paints, inks, adhesives, sealing agents and primers.Type: GrantFiled: November 1, 2004Date of Patent: July 27, 2010Assignees: Toyo Kasei Kogyo Company Limited, Osaka Municipal Technical Research InstituteInventors: Toshiyuki Tamai, Mitsuru Watanabe, Kenji Kashihara, Takafumi Masuda
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Patent number: 7737208Abstract: An aqueous resin composition obtained by dissolving 100 parts by mass of acid-modified polyolefin and 5 to 60 parts by mass of surfactant in 15 to 1900 parts by mass of polymerizable monomer, adding water in the presence of basic compound to perform phase inversion emulsification, and polymerizing the monomer; an aqueous resin composition obtained by dissolving 100 parts by mass of acid-modified polyolefin and 5 to 60 parts by mass of surfactant in a first polymerizable monomer, adding water in the presence of basic compound to perform phase inversion emulsification, polymerizing the first monomer to form a resin composition, adding and polymerizing a second polymerizable monomer to the resin composition; the monomers being used in a total amount of 15 to 1900 parts by mass per 100 parts by mass of the acid-modified polyolefin; and paints, inks, adhesives, sealants and primers containing such composition as an active ingredient.Type: GrantFiled: July 20, 2005Date of Patent: June 15, 2010Assignee: Toyo Kasei Kogyo Company LimitedInventor: Kenji Kashihara
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Patent number: 7579480Abstract: The present invention relates to a process for producing an alkoxy-(tetrazol-1-yl)benzaldehyde compound represented by Formula (2): wherein A1 is an alkoxy group, and A2 is a hydrogen atom, alkyl group or fluorine-substituted alkyl group, the process comprising reacting a 1-(alkoxyphenyl)-1H-tetrazole compound represented by Formula (1): wherein A1 and A2 are as defined above, with hexamethylenetetramine in a sulfonic acid solvent, followed by hydrolysis. According to the present invention, an alkoxy-(tetrazol-1-yl)benzaldehyde compound can be safely and efficiently produced by formylating a 1-(alkoxyphenyl)-1H-tetrazole compound.Type: GrantFiled: July 15, 2004Date of Patent: August 25, 2009Assignee: Toyo Kasei Kogyo Company LimitedInventors: Kazutake Hagiya, Yasuhiro Sato
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Patent number: 7531067Abstract: The present invention provides a process for purifying 2-chloro-5-chloromethyl-1,3-thiazole represented by the formula (I): characterized in that a crude 2-chloro-5-chloromethyl-1,3-thiazole represented by the formula (I) is treated with a lower alcohol before the distillation, and then is distilled. The present purification process is a new one for purifying 2-chloro-5-chloromethyl-1,3-thiazole, suitable for industrial practice.Type: GrantFiled: March 10, 2005Date of Patent: May 12, 2009Assignees: Toyo Kasei Kogyo Company, Limited, Sumitomo Chemical Company, LimitedInventors: Toshikazu Oga, Toru Kofukuda
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Publication number: 20080287594Abstract: The present invention provides an aqueous resin composition for paints, inks, adhesives, sealants, and primers, the composition having good adhesion to polyolefin substrates and good compatibility with various polar resins, and containing no organic solvent.Type: ApplicationFiled: July 20, 2005Publication date: November 20, 2008Applicant: TOYO KASEI KOGYO COMPANY LIMITEDInventor: Kenji Kashihara
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Publication number: 20080058540Abstract: The present invention relate to a method for producing a trimethylsilyl azide represented by the formula (3): (CH3)3 SiN3??(3) which comprises reacting a trimethylsilyl chloride represented by the formula (1): (CH3)3SiCl??(1) with an inorganic salt of hydrogen azide represented by the formula (2): M(N3)n??(2) wherein M represents an alkali metal or an alkaline earth metal, and n represents 1 or 2, in the presence of a phase-transfer catalyst and an organic solvent having a high boiling point.Type: ApplicationFiled: March 25, 2005Publication date: March 6, 2008Applicant: TOYO KASEI KOGYO COMPANY LIMITEDInventors: Toru Kofukuda, Shigeto Nakazawa
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Publication number: 20070265452Abstract: The present invention provides a method for safely and efficiently preparing 2-alkoxy-5-tetrazolyl-benzaldehyde compounds by formylating (4-alkoxyphenyl)-tetrazole compounds. The present invention provides a method for preparing 2-alkoxy-5-(alkyltetrazole-5-yl)-benzaldehyde by reacting a 5-(4-alkoxyphenyl)-alkyl-tetrazole with hexamethylenetetramine in a sulfonic acid solvent, followed by hydrolysis; and a method for preparing 2-alkoxy-5-(tetrazole-2-yl)-benzaldehyde compounds by reacting 2-(4-alkoxyphenyl)-2H-tetrazole compounds with hexamethylenetetramine in a sulfonic acid solvent, followed by hydrolysis.Type: ApplicationFiled: November 7, 2005Publication date: November 15, 2007Applicant: Toyo Kasei Kogyo Company LimitedInventor: Kazutake Hagiya
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Patent number: 7282609Abstract: The present invention relates to a process for producing an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2): the process comprising the step of reacting in an organic solvent a tertiary amine, a 2,2,2-trifluoro-N-arylacetamide represented by Formula (1): and at least one member selected from the group consisting of phosphorus oxychloride and diphenyl chlorophosphate; and a process for producing a 1-aryl-5-(trifluoromethyl)-1H-tetrazole represented by Formula (4): the process comprising the step of reacting in an aromatic hydrocarbon solvent, in the presence of an amine salt, an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2) shown above and an azide.Type: GrantFiled: September 30, 2004Date of Patent: October 16, 2007Assignee: Toyo Kasei Kogyo Company LimitedInventors: Kazutake Hagiya, Yasuhiro Sato, Kiyoto Koguro, Sunao Mitsui
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Patent number: 7262247Abstract: The present invention provides a binder resin solution composition, and a coating, ink, and adhesive containing the composition as an active ingredient, the binder resin solution composition having a solid content of 10 to 50 wt. % and comprising (a) a chlorinated polyolefin prepared by chlorinating to a chlorine content of 10 to 40 wt. % an ethylene-propylene-butene ternary random copolymer having an ethylene content of 3.0 to 3.7 mol %, 1-butene content of 2.4 to 2.8 mol %, and melting point of 129 to 133° C., and (b) an organic solvent.Type: GrantFiled: June 26, 2002Date of Patent: August 28, 2007Assignees: Toyo Kasei Kogyo Company Limited, Mitsui Chemicals, Inc.Inventors: Kenji Kashihara, Tetsuji Nishioka, Tatsuo Tsuneka, Shoji Maekawa, Isao Wada
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Publication number: 20070149785Abstract: The present invention provides a process for purifying 2-chloro-5-chloromethyl-1,3-thiazole represented by the formula (I): by distillation of a crude product thereof, comprising treating the crude product with a lower alcohol before the distillation. The present purification process is a new one for purifying 2-chloro-5-chloromethyl-1,3-thiazole, suitable for industrial practice.Type: ApplicationFiled: March 10, 2005Publication date: June 28, 2007Applicants: TOYO KASEI KOGYO COMPANY, LIMITED, SUMITOMO CHEMICAL TAKEDA AGRO COMPANY, LIMITEDInventors: Toshikazu Oga, Toru Kofukuda
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Publication number: 20070106080Abstract: The present invention relates to a process for producing an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2): the process comprising the step of reacting in an organic solvent a tertiary amine, a 2,2,2-trifluoro-N-arylacetamide represented by Formula (1): and at least one member selected from the group consisting of phosphorus oxychloride and diphenyl chlorophosphate; and a process for producing a 1-aryl-5-(trifluoromethyl)-1H-tetrazole represented by Formula (4): the process comprising the step of reacting in an aromatic hydrocarbon solvent, in the presence of an amine salt, an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2) shown above and an azide.Type: ApplicationFiled: September 30, 2004Publication date: May 10, 2007Applicant: TOYO KASEI KOGYO COMPANY LIMITEDInventors: Kazutake Hagiya, Yasuhiro Sato, Kiyoto Koguro, Sunao Mitsui
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Publication number: 20070093571Abstract: An ultraviolet-curing resin composition of (a) 5 to 35 parts by mass of a chlorinated polyolefin with a chlorine content of 15 to 40 mass %, (b) 15 to 60 parts by mass of an alicyclic hydrocarbon mono(meth)acrylate, and (c) 5 to 80 parts by mass of a polypropylene glycol di(meth)acrylate; and, per 100 parts by mass of the total amount of components (a), (b) and (c), (d) 0 to 1100 parts by mass of an aliphatic hydrocarbon di(meth)acrylate and (e) 0 to 600 parts by mass of a polyfunctional monomer having 3 to 6 (meth)acryloyl groups in its molecule; and, per 100 parts by mass of the total amount of components (b), (c), (d) and (e), (f) 1 to 15 parts by mass of a photoinitiator; and the composition as an active ingredient in paints, inks, adhesives, sealing agents and primers.Type: ApplicationFiled: November 1, 2004Publication date: April 26, 2007Applicants: TOYO KASEI KOGYO COMPANY LIMITED, OSAKA MUNICIPAL GOVERNMENTInventors: Toshiyuki Tamai, Mitsuru Watanabe, Kenji Kashihara, Takafumi Masuda
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Publication number: 20070060630Abstract: The present invention relates to a process for producing an alkoxy-(tetrazol-1-yl)benzaldehyde compound represented by Formula (2): wherein A1 is an alkoxy group, and A2 is a hydrogen atom, alkyl group or fluorine-substituted alkyl group, the process comprising reacting a 1-(alkoxyphenyl)-1H-tetrazole compound represented by Formula (1): wherein A1 and A2 are as defined above, with hexamethylenetetramine in a sulfonic acid solvent, followed by hydrolysis. According to the present invention, an alkoxy-(tetrazol-1-yl)benzaldehyde compound can be safely and efficiently produced by formylating a 1-(alkoxyphenyl)-1H-tetrazole compound.Type: ApplicationFiled: July 15, 2004Publication date: March 15, 2007Applicant: TOYO KASEI KOGYO COMPANY LIMITEDInventors: Kazutake Hagiya, Yasuhiro Sato
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Publication number: 20070031644Abstract: A chlorine-free adhesive composition of the present invention for use in the adhesion of a thermoplastic elastomer and a glass article, which comprises a modified polyolefin having a propylene-?-olefin copolymer as the main chain and at least one member selected from an ?,?-unsaturated carboxylic acid and an acid anhydride thereof, in a side chain, provides a sufficient adhesiveness between the thermoplastic elastomer and the glass. Further, a glass plate with a molding made of a thermoplastic elastomer, employing the chlorine-free adhesive composition, is provided.Type: ApplicationFiled: August 3, 2006Publication date: February 8, 2007Applicants: ASAHI GLASS COMPANY, LIMITED, TOYO KASEI KOGYO COMPANY, LIMITEDInventors: Takayuki Kasahara, Yasuhiro Shibuya, Hiroaki Mazaki, Tatsuo Tsuneka, Masaji Kinosada
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Patent number: 7019080Abstract: The present invention provides a binder resin solution composition, and a coating, ink, and adhesive containing the composition as an active ingredient, the binder resin solution composition having a solid content of 10 to 50 wt. % and comprising (a) a chlorinated polyolefin prepared by chlorinating an isotactic polypropylene polymer having a molecular weight distribution of no more than 3 and a melting point measured by a differential scanning calorimeter of 110 to 140° C. to a chlorine content of 10 to 40 wt. % and, (b) an organic solvent.Type: GrantFiled: June 26, 2002Date of Patent: March 28, 2006Assignees: Toyo Kasei Kogyo Company Limited, Mitsui Chemicals, Inc.Inventors: Kenji Kashihara, Tetsuji Nishioka, Tatsuo Tsuneka, Shoji Maekawa, Isao Wada
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Patent number: 7019077Abstract: The present invention provides a resin composition for a primer comprising (a) 100 parts by weight of a chlorinated polyolefin having a chlorine content of 5–50 wt. % and a weight-average molecular weight of 30000–120000, and (b) 15–80 parts by weight of a hydroxyl-containing petroleum resin.Type: GrantFiled: November 27, 2002Date of Patent: March 28, 2006Assignees: Toyo Kasei Kogyo Company Limited, Arakawa Chemical Industries, Ltd.Inventors: Satoshi Yoshikawa, Takafumi Masuda, Shoji Maekawa, Takumi Okazaki, Tsukasa Ishimoto
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Publication number: 20050191498Abstract: The adhesive composition of the present invention to be used for bonding a thermoplastic elastomer and a glass article, comprising a chlorinated polyolefin, an epoxy group-containing compound and a silane coupling agent, is excellent in initial adhesive properties and is also excellent in durability, and exhibits sufficient adhesive strength for bonding a thermoplastic elastomer molding and a window glass. Further, a glass plate with a thermoplastic elastomer molding, made by using the adhesive composition, is provided.Type: ApplicationFiled: February 28, 2005Publication date: September 1, 2005Applicants: ASAHI GLASS COMPANY, LIMITED, TOYO KASEI KOGYO COMPANY, LIMITEDInventors: Takayuki Kasahara, Yuji Masaki, Yasuhiro Shibuya, Takafumi Masuda, Tatsuo Tsuneka, Shoji Maekawa
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Patent number: 6861471Abstract: The present invention provides a coating composition for polyolefin resins, comprising a resin obtained by graft-copolymerizing at least one member selected from the group consisting of an ?,?-unsaturated carboxylic acid and an acid anhydride thereof with at least one member selected from the group consisting of polypropylene and a propylene-?-olefin copolymer, chlorinating the graft copolymer to give an acid-modified chlorinated polyolefin, linking a (meth)acrylic ester having one hydroxyl group to the polyolefin via an ester linkage, and then graft-copolymerizing (meth)acrylic acid monomers with the polyolefin; and a process for producing the composition.Type: GrantFiled: April 10, 2002Date of Patent: March 1, 2005Assignee: Toyo Kasei Kogyo Company LimitedInventors: Takafumi Masuda, Shoji Maekawa, Shigeru Sugiyama, Shin-ichi Akiyama
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Patent number: 6664324Abstract: The present invention relates to a resin solution composition for paints or adhesives which comprises an acid-modified butene-1/&agr;-olefin copolymer obtained by modifying a butene-1/&agr;-olefin copolymer with an unsaturated carboxylic acid or an acid anhydride thereof. The butene-1/&agr;-olefin copolymer comprises, as polymerizable components, 65 to 85 mol % butene-1 component and 15 to 35 mol % &agr;-olefin component having 2 to 8 carbon atoms other than butene-1 component. The acid-modified butene-1/&agr;-olefin copolymer comprises the unsaturated carboxylic acid or the anhydride thereof in a proportion of 0.5 to 5% by weight. In this resin solution composition, the acid-modified butene-1/&agr;-olefin copolymer is dissolved in an organic solvent, in a solid content of 10 to 30% by weight.Type: GrantFiled: October 31, 2001Date of Patent: December 16, 2003Assignee: Toyo Kasei Kogyo Company LimitedInventors: Kenichiro Isomoto, Takafumi Masuda, Shoji Maekawa