Patents by Inventor Chihiro Yazawa
Chihiro Yazawa 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).
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Patent number: 4563209Abstract: The present invention relates to an aquatic organism inhibiting composition which comprises at least one N-arylmaleimide having the formula ##STR1## wherein X.sub.1 and X.sub.2 are the same or different and respectively represent hydrogen or a halogen atom; and Y represents a halogen atom or an alkyl or a lower alkoxy group and n is 0 or an integer of 1 to 3, and at least one organo-tin compound selected from the group consisting of bis(tri-n-butyl tin)mesodibromosuccinate, triphenyl tin monochloroacetate, triphenyl tin hydroxide and bis(tri-n-butyl tin) oxide as active ingredients.Type: GrantFiled: October 21, 1981Date of Patent: January 7, 1986Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Kogoro Mori, Hideo Ohi, Chihiro Yazawa
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Patent number: 4476318Abstract: A process for the preparation of 1,3-propanediol bis(p-aminobenzoate) is described, comprising reacting a p-aminobenzoic acid alkali metal salt with dihalogenated propane in an aprotic polar solvent. In accordance with this process, diesterification proceeds under mild conditions without causing any undesirable side reactions and, therefore the desired 1,3-propanediol bis(p-aminobenzoate) can be obtained in high purity and high yield.Type: GrantFiled: September 29, 1982Date of Patent: October 9, 1984Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Takao Harada, Chihiro Yazawa
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Patent number: 4390723Abstract: A catalyst of bis(8-quinolinolate) copper (II) complex having the formula ##STR1## which is used for producing a hydroxyphenyl aliphatic acid derivative having the formula ##STR2## wherein R.sub.1 represents hydrogen atom, a lower alkyl group, a lower alkoxy group, hydroxy group or a lower alkylcarbonyl group; R.sub.2 and R.sub.3 are the same or different and respectively represent hydrogen atom or a lower alkyl group; and m is 1 or 2; l is 0, 1 or 2; n is 0, 1 or 2; by reacting a halophenyl aliphatic acid derivative having the formula ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, m, l and n are defined above and R.sub.4 represents hydrogen atom or a monovalent hydrocarbon moiety; and X represents a halogen atom, with a base.Type: GrantFiled: August 5, 1981Date of Patent: June 28, 1983Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Masahiro Matsuno, Yasushi Higuchi, Yutaka Ohishi, Yoshiki Nakayama, Chihiro Yazawa
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Patent number: 4367345Abstract: A process for producing tolylthiourea having high purity comprises reacting toluidine with a thiocyanate and a mineral acid in the presence of an organic solvent and water.Type: GrantFiled: April 23, 1981Date of Patent: January 4, 1983Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yutaka Ohishi, Yoshiki Nakayama, Chihiro Yazawa
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Patent number: 4342859Abstract: Bis(aminophenylthioalkyl)terephthalate having the formula ##STR1## wherein R represents a C.sub.1 -C.sub.3 alkyl group. The compounds are useful as hardeners for a polyurethane elastomer.Type: GrantFiled: May 27, 1980Date of Patent: August 3, 1982Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Takao Harada, Hideaki Ohashi, Wataro Koike, Chihiro Yazawa, Kazuko Nanjo
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Patent number: 4327204Abstract: A polyurethane elastomer is produced by mixing a hardener composition containing a polyamine, a long chain polyol having an average molecular weight of 300 to 4,000 and a catalyst with an isocyanate composition comprises a prepolymer having terminal isocyanate group and an average molecular weight of 500 to 5,000 and an organic diisocyanate monomer with or without a triisocyanate monomer and a ratio of isocyanate groups of said prepolymer to amino groups of said polyamine is in a range of 0.6:1 to 1.5:1 and a ratio of a total of isocyanate groups in said isocyanate composition to a sum of amino groups of said polyamine and hydroxyl group of said long chain polyol is in a range of 0.8:1 to 1.4:1.Type: GrantFiled: March 18, 1980Date of Patent: April 27, 1982Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yoshijiro Oyaizu, Wataro Koike, Chihiro Yazawa
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Patent number: 4318730Abstract: The present invention relates to an aquatic organism inhibiting composition which comprises at least one N-arylmaleimide having the formula ##STR1## wherein X.sub.1 and X.sub.2 are the same or different and respectively represent hydrogen or a halogen atom; and Y represents a halogen atom or an alkyl or a lower alkoxy group and n is 0 or an integer of 1 to 3, and at least one organo-tin compound selected from the group consisting of bis(tri-n-butyl tin) mesodibromosuccinate, triphenyl tin monochloroacetate, triphenyl tin hydroxide and bis(tri-n-butyl tin) oxide as active ingredients.Type: GrantFiled: June 20, 1979Date of Patent: March 9, 1982Inventors: Kogoro Mori, Hideo Ohi, Chihiro Yazawa
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Patent number: 4307034Abstract: An inert organic solvent dispersion of alkali hydroxide is prepared by mixing an alkali hydroxide, an inert organic solvent and a stabilizer and heating and stirring at the temperature for forming the pasty alkali hydroxide and cooling the dispersion. The dispersion of alkali hydroxide is used in a reaction of an active methylene compound with an organoalkyl halide such as a reaction of a halophenylacetonitrile with an isopropyl halide to obtain .alpha.-isopropyl halophenylacetonitrile.Type: GrantFiled: September 13, 1979Date of Patent: December 22, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yoshiki Nakayama, Taro Izawa, Yasushi Higuchi, Yutaka Ohishi, Chihiro Yazawa
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Patent number: 4289916Abstract: p-Chloroalkylbenzene is selectively produced by chlorinating an alkylbenzene in the presence of a phenoxthine compound having the formula ##STR1## wherein X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are the same or different and respectively represent hydrogen atom; an electron attractive group or an electron donative group and a Lewis acid or its precursor as a catalyst.The process for producing a p-chloroalkylbenzene can be repeatedly carried out by separating the resulting a p-chloroalkylbenzene and adding a hydrogen halide to the residual mixture containing the catalyst to activate the catalyst and chlorinating a newly added alkylbenzene.Type: GrantFiled: May 23, 1980Date of Patent: September 15, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yoshiki Nakayama, Chihiro Yazawa, Koji Yamanashi
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Patent number: 4280958Abstract: An indoline derivative having the formula ##STR1## is produced by a cyclization of 2-halogenophenethylamine having the formula ##STR2## wherein R.sub.1 represents a hydrogen atom or a lower alkyl, a lower alkoxyl, nitro or hydroxyl group; R.sub.2 represents a hydrogen atom or a lower alkoxyl or nitro group; and R.sub.3 represents a hydrogen atom, a lower alkyl, a substituted lower alkyl or a substituted amino group; and X represents a halogen atom in the presence of a copper type catalyst and an amine which is selected from the group consisting of (1) compounds having the formulaR.sub.3-n NH.sub.nwherein R represents a C.sub.1-16 alkyl group or C.sub.1-8 alkoxy group; n is 0 to 2 and R can be the same or different in the case of n is 1 or 0; (2) compounds having the formulaH.sub.2 N(CH.sub.2).sub.n NH andH.sub.2 N(CH.sub.2).sub.n NH(CH.sub.2).sub.n NH.sub.Type: GrantFiled: October 3, 1979Date of Patent: July 28, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Yoshiki Nakayama, Yasushi Higuchi, Chihiro Yazawa
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Patent number: 4267317Abstract: A phenoxyalkene derivative having the formula ##STR1## wherein R represents a hydrogen atom, ##STR2## and Y and Z are the same or different and respectively represent a hydrogen atom, trifluoromethyl group, a halogen atom, a lower alkyl group, nitro group or cyano group; R.sub.1 represents a hydrogen atom or a lower alkyl group and R.sub.2 represents carboxyl, hydroxymethyl, allyloxycarbonyl, a lower alkoxycarbonyl, a lower haloalkoxycarbonyl, a S-lower alkylthiocarbonyl, carbamoyl, a N-lower alkylcarbamoyl or a N-phenylcarbamoyl group is produced by reacting a phenol compound having the formula ##STR3## with a dihalogen compound having the formula ##STR4## wherein R, R.sub.1 and R.sub.2 are defined above and X.sub.1 represents a halogen atom and X.sub.2 and X.sub.Type: GrantFiled: October 12, 1979Date of Patent: May 12, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Wataro Koike, Tadashi Sasuga, Chihiro Yazawa
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Patent number: 4254262Abstract: A phenoxycarboxylic acid derivative having the formula ##STR1## wherein R represents ##STR2## and X.sub.1 represents a hydrogen atom, a halogen atom, a lower alkyl group, trifluoromethyl group, nitro group or cyano group and X.sub.2 represents a hydrogen atom, a halogen atom, a lower alkyl group, nitro group or cyano group, R' represents ##STR3## and R.sub.1 and R.sub.2 are the same and different and respectively represent hydrogen atom or a lower alkyl group, is produced by reacting a phenol compound having the formula ##STR4## with a halogen compound havingX--R'wherein X represents a halogen atom in the presence of a base. The reaction is carried out in the presence of a quarternary ammonium salt or a quaternary phosphonium salt in a nonpolar solvent.Type: GrantFiled: October 12, 1979Date of Patent: March 3, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Wataro Koike, Tadashi Sasuga, Chihiro Yazawa
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Patent number: 4246425Abstract: 4-Chloro-3,5-diaminophenyl acetates having the formula ##STR1## wherein R represents an alkyl group are useful as curing agent for polyurethane elastomer and intermediates for pharmaceutical and agrochemical compounds and are produced by simultaneously nitrating hydrolyzing 4-chlorobenzylcyanide and esterifying the resulting 4-chloro-3,5-dinitrophenyl acetic acid and then reducing the resulting ester.Type: GrantFiled: March 8, 1979Date of Patent: January 20, 1981Assignee: Ihara Chemical Industry Co., LimitedInventors: Wataro Koike, Masami Takayama, Hideaki Ohashi, Chihiro Yazawa
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Patent number: 4246392Abstract: A method for the preparation of polyurethane elastomers in which polyethyleneglycol-bis(4-aminobenzoate) is used as the curing agent to be admixed with the polyurethane formulations. This curing agent imparts considerably extended pot life to the ready-prepared polyurethane composition to be cured by heating into an elastomer having improved properties.Type: GrantFiled: October 11, 1978Date of Patent: January 20, 1981Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Wataro Koike, Masami Takayama, Hideaki Ohashi, Chihiro Yazawa
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Patent number: 4231963Abstract: An aminophenol ether having the formula ##STR1## is produced by reacting an alkali aminophenolate having the formula ##STR2## wherein M represents an alkali metal atom; with an organic halide having the formulaR-Xwherein R represents a lower alkyl group, a lower alkenyl group or benzyl group; and X represents a halogen atom in substantially anhydrous condition in the presence of an alkali metal hydroxide and a quaternary salt selected from the group consisting of quaternary ammonium salts and quaternary phosphonium salts.Type: GrantFiled: October 3, 1979Date of Patent: November 4, 1980Assignee: Ihara Chemical Industry Company, LimitedInventors: Akira Shinohara, Nobuhide Wada, Yukio Tokunaga, Chihiro Yazawa
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Patent number: 4212831Abstract: Triphenylphosphine is produced by reacting a phenylalkali with a phosphorus trihalide in a solvent.Type: GrantFiled: March 8, 1979Date of Patent: July 15, 1980Assignee: Ihara Chemical Industry Company, LimitedInventors: Yoshiki Nakayama, Kazushige Hirao, Chihiro Yazawa
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Patent number: 4195037Abstract: 4-Alkoxy-3,5-diamino-.alpha.,.alpha.,.alpha.-trifluoromethylbenzene having the formula ##STR1## wherein R represents an alkyl group.Type: GrantFiled: October 4, 1978Date of Patent: March 25, 1980Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Takao Harada, Nobuhide Wada, Hideaki Ohashi, Wataro Koike, Chihiro Yazawa