Patents by Inventor Takehiro Sonoi
Takehiro Sonoi 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: 10196473Abstract: Provided is a fluorine-containing diblock copolymer having good water and oil repellency by using, as a raw material, a fluorine-containing (meth)acrylic ester having low bioaccumulation potential. The fluorine-containing diblock copolymer is produced by: process (A) a process for producing a fluorine-containing diblock copolymer by polymerizing a fluorine-containing (meth)acrylic ester represented by the following formula (1) in the presence of a trithiocarbonic ester compound and a radical polymerization initiator and then polymerizing a non-fluorine vinyl-based monomer, or process (B) a process for producing a fluorine-containing diblock copolymer by polymerizing a non-fluorine vinyl-based monomer in the presence of a trithiocarbonic ester compound and a radical polymerization initiator and then polymerizing a fluorine-containing (meth)acrylic ester represented by the following formula (1).Type: GrantFiled: December 22, 2014Date of Patent: February 5, 2019Assignee: Unimatec Co., Ltd.Inventors: Satoru Saito, Katsuyuki Sato, Takehiro Sonoi
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Patent number: 9587039Abstract: Provided is a fluorine-containing macroinitiator, particularly a fluorine-containing macroinitiator that enables production of a fluorine-containing block copolymer containing a non-fluorine vinyl-based monomer having a long side chain. The fluorine-containing macroinitiator includes a polymer represented by the following formula (1) and having a number-average molecular weight of 3,000 to 100,000. In the following formula (1), R2, R3 and R4 are each a specific group, and Q is a polymer segment composed of a structural unit represented by the following formula (2). In the following formula (2), R1 is a hydrogen atom or a methyl group, Rf is a fluoroalkyl group having a specific structure, and k is an appropriate integer that is not 0.Type: GrantFiled: December 22, 2014Date of Patent: March 7, 2017Assignee: Unimatec Co., Ltd.Inventors: Satoru Saito, Katsuyuki Sato, Takehiro Sonoi
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Publication number: 20160340448Abstract: Provided is a fluorine-containing macroinitiator, particularly a fluorine-containing macroinitiator that enables production of a fluorine-containing block copolymer containing a non-fluorine vinyl-based monomer having a long side chain. The fluorine-containing macroinitiator includes a polymer represented by the following formula (1) and having a number-average molecular weight of 3,000 to 100,000. In the following formula (1), R2, R3 and R4 are each a specific group, and Q is a polymer segment composed of a structural unit represented by the following formula (2). In the following formula (2), R1 is a hydrogen atom or a methyl group, Rf is a fluoroalkyl group having a specific structure, and k is an appropriate integer that is not 0.Type: ApplicationFiled: December 22, 2014Publication date: November 24, 2016Inventors: Satoru Saito, Katsuyuki Sato, Takehiro Sonoi
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Publication number: 20160319062Abstract: Provided is a fluorine-containing diblock copolymer having good water and oil repellency by using, as a raw material, a fluorine-containing (meth)acrylic ester having low bioaccumulation potential. The fluorine-containing diblock copolymer is produced by: process (A) a process for producing a fluorine-containing diblock copolymer by polymerizing a fluorine-containing (meth)acrylic ester represented by the following formula (1) in the presence of a trithiocarbonic ester compound and a radical polymerization initiator and then polymerizing a non-fluorine vinyl-based monomer, or process (B) a process for producing a fluorine-containing diblock copolymer by polymerizing a non-fluorine vinyl-based monomer in the presence of a trithiocarbonic ester compound and a radical polymerization initiator and then polymerizing a fluorine-containing (meth)acrylic ester represented by the following formula (1).Type: ApplicationFiled: December 22, 2014Publication date: November 3, 2016Inventors: Satoru Saito, Katsuyuki Sato, Takehiro Sonoi
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Patent number: 7772443Abstract: An iodine-containing fluoropolyether represented by the following general formula [I]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI??[I] (where Rf is a perfluoroalkyl group having 1-3 carbon atoms, m is an integer of 0-10, and n is an integer of 3-12), is a novel compound having a perfluoropolyetheralkyl group capable of giving a flexibility to the molecule chain through the etheral bond, said perfluoropolyether alkyl group being bonded to the alkyl iodide having an alkyl group having 3 or more carbon atoms, and can be produced by reaction of a fluoropolyether group-containing alcohol represented by the following general formula [II]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nOH??[II] (Where Rf, m, and n have the same meanings as defined above) with a metal iodide, preferably potassium iodide.Type: GrantFiled: May 22, 2006Date of Patent: August 10, 2010Assignee: Unimatec Co., Ltd.Inventors: Keisuke Kokin, Kimihiko Urata, Takehiro Sonoi
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Patent number: 7737299Abstract: In the production of 2,2,3,3-tetrafluorooxethane by reaction of tetrafluoroethylene with a compound of formaldehyde generation source in anhydrous hydrogen fluoride, the reaction is carried out in the presence of polyfluoroalkylcarboxylic acid or polyfluoroalkyl ester thereof, represented by the following general formula RfCOORf? (where Rf is a polyfluoroalkyl group having 1-5 carbon atoms, and Rf? is a hydrogen atom or a polyfluoroalkyl group having 1-5 carbon atoms), preferably CF3COOH, CF3COOCH2CF2CF3, or CF3COOCH2CF3, whereby a high reaction yield can be attained.Type: GrantFiled: February 10, 2005Date of Patent: June 15, 2010Assignee: Unimatec Co., Ltd.Inventors: Sunao Ikeda, Takehiro Sonoi
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Patent number: 7566806Abstract: An alkylamino group-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nNR1R2 (where Rf is a perfluoro lower-alkyl group, R1 is an alkyl group having 1-12 carbon atoms, R2 is a hydrogen atom, or an alkyl group having 1-12 carbon atoms, m is an integer of 0-10, and n is an integer of 3-8) is a novel compound, and is produced by reaction of an iodide-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI with an alkylamine compound, represented by the following general formula: NHR1R2.Type: GrantFiled: August 9, 2006Date of Patent: July 28, 2009Assignee: Unimate Co., Ltd.Inventors: Keisuke Kokin, Takehiro Sonoi, Kimihiko Urata
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Publication number: 20090171127Abstract: A novel fluorine-containing ether alcohol having a terminal perfluoromethoxy group represented by the following general formula: CF3O[CF(CF3)CF2O]nCF(CF3)CH2OH (where n is an integer of 0-12) can be produced by reduction reaction of a fluorine-containing ether carboxylic acid alkyl ester represented by the following general formula: CF3O[CF(CF3)CF2O]nCF(CF3)COOR (where R is an alkyl group, and n is an integer of 0-12), and the fluorine-containing ether alcohol alone or as a mixture with a fluorine-containing ether alcohol having a terminal perfluoroethoxy group or a terminal perfluoropropoxy group is expected to show a peculiar surfactant characteristic owing to the peculiarity of reaction at the terminal position, and can be used as a dispersing agent or a levelling agent.Type: ApplicationFiled: January 12, 2007Publication date: July 2, 2009Applicant: UNIMATEC CO. LTD.Inventors: Seiichiro Murata, Keisuke Kokin, Takehiro Sonoi
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Publication number: 20090048469Abstract: An iodine-containing fluoropolyether represented by the following general formula [I]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI??[I] (where Rf is a perfluoroalkyl group having 1-3 carbon atoms, m is an integer of 0-10, and n is an integer of 3-12), is a novel compound having a perfluoropolyetheralkyl group capable of giving a flexibility to the molecule chain through the etheral bond, said perfluoropolyether alkyl group being bonded to the alkyl iodide having an alkyl group having 3 or more carbon atoms, and can be produced by reaction of a fluoropolyether group-containing alcohol represented by the following general formula [II]: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nOH??[II] (Where Rf, m, avd n have the same meanings as defined above) with a metal iodide, preferably potassium iodide.Type: ApplicationFiled: May 22, 2006Publication date: February 19, 2009Inventors: Keisuke Kokin, Kimihiko Urata, Takehiro Sonoi
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Publication number: 20080221360Abstract: An alkylamino group-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nNR1R2 (where Rf is a perfluoro lower-alkyl group, R1 is an alkyl group having 1-12 carbon atoms, R2 is a hydrogen atom, or an alkyl group having 1-12 carbon atoms, m is an integer of 0-10, and n is an integer of 3-8) is a novel compound, and is produced by reaction of an iodide-terminated fluoroether compound, represented by the following general formula: RfO[CF(CF3)CF2O]mCF(CF3)(CH2)nI with an alkylamine compound, represented by the following general formula: NHR1R2Type: ApplicationFiled: August 9, 2006Publication date: September 11, 2008Inventors: Keisuke Kokin, Takehiro Sonoi, Kimihiko Urata
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Publication number: 20080090977Abstract: A fluorine-containing vinyl ether compound, represented by the following general formula: RfO(C3F6O)a(CnF2n)(CmH2m)bCH2OCH?CH2 (where Rf is a polyfluoroalkyl group having 1 or more carbon atoms, a is 0, or an integer of 1-30, b is an integer of 1-10, and n and m each are 1 or 2), is produced by subjecting a fluorine-containing alcohol, represented by the following general formula: RfO(C3F6O)a(CnF2n)(CmH2m)bCH2OH and an alkyl vinyl ether, represented by the following general formula: XCH2CH2OCH?CH2 (where X is a halogen atom, a hydrogen atom, or an alkyl group having 1-10 carbon atoms) to XCH2CH2OH-elimination reaction in the presence of a palladium-based catalyst, and has a fluorine-containing polyether group originating from the hexafluoropropene oxide polymer, and thus is not so rigid as the perfluoroalkyl alkyl group of perfluoroalkyl vinyl ether, rather more flexible, and furthermore has distinguished thermal and chemical stabilities, and also good optical properties and surface-active characteristicsType: ApplicationFiled: April 21, 2005Publication date: April 17, 2008Inventors: Keisuke Kokin, Takehiro Sonoi
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Publication number: 20070191617Abstract: In the production of 2,2,3,3-tetrafluorooxetane by reaction of tetrafluoroethylene with a compound of formaldehyde generation source in anhydrous hydrogen fluoride, the reaction is carried out in the presence of polyfluoroalkylcarboxylic acid or polyfluoroalkyl ester thereof, represented by the following general formula RfCOORf? (where Rf is a polyfluoroalkyl group having 1-5 carbon atoms, and Rf? is a hydrogen atom or a polyfluoroalkyl group having 1-5 carbon atoms), preferably CF3COOH, CF3COOCH2CF2CF3, or CF3COOCH2CF3, whereby a high reaction yield can be attained.Type: ApplicationFiled: February 10, 2005Publication date: August 16, 2007Inventors: Sunao Ikeda, Takehiro Sonoi
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Patent number: 5998564Abstract: 2.2'-bis(3-mercaptophenyl)hexafluoropropane [bisthio-phenol AF] is obtained in good yield by chlorosulfonating 2.2'-bisphenylhexafluoropropane and reducing the thus quantitatively obtained 2,2'-bis(3-chlorosulfonylphenyl)-hexafluoropropane with zinc under acidic conditions and is effectively used as a cross-linking agent for a fluorine-containing elastomer having halogenophenyl groups as cross-linkable groups.Type: GrantFiled: January 22, 1999Date of Patent: December 7, 1999Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Haruyoshi Tatsu, Satoru Saito, Sergei Rafailovich Sterlin, Victor Filippovich Cherstokov, Nina Ivanovna Delyagina
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Patent number: 5891964Abstract: 2,2 bis(3-mercaptophenyl)hexafluoropropane ?bisthiophenol AF! is obtained in good yield by chlorosulfonating 2,2'-bisphenylhexafluoropropane and reducing the thus quantitatively obtained 2,2'-bis(3-chlorosulfonylphenyl)hexafluoropropane with zinc under acidic conditions and is effectively used as a cross-linking agent for a fluorine-containing elastomer having halogenophenyl groups as cross-linkable groups.Type: GrantFiled: July 3, 1996Date of Patent: April 6, 1999Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Haruyoshi Tatsu, Satoru Saito, Sergei Rafailovich Sterlin, Victor Filippovich Cherstokov, Nina Ivanovna Delyagina
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Patent number: 5824749Abstract: A fluorine-containing elastomer composition, which comprises a terpolymer of tetrafluoroethylene, perfluoro(lower alkyl vinyl ether) or perfluoro (lower alkoxy-lower alkyl vinyl ether) and cross-linkable cyano group-containing (perfluorovinylether), and a bis(aminothiophenol) compound represented by the following general formula as a cross-linking agent: ##STR1## wherein A is an alkylidene group having 1 to 6 carbon atoms, a perfluoroalkylidene group having 1 to 10 carbon atoms, a SO.sub.2 group, an O atom, a CO group or a carbon-carbon bond capable of directly bonding two benzene rings and one of X and Y is an amino group, while the other is a mercapto group, can produce cross-linked fluororubber moldings having an improved compression set.Type: GrantFiled: October 18, 1996Date of Patent: October 20, 1998Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Haruyoshi Tatsu, Lev Solomonovich, deceased, Valerii Romanovich Polishchuk, deceased, Satoru Saito
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Patent number: 5808132Abstract: Heptafluoroisobutenyl methyl ether having the following formula: ##STR1## is oxidized with ozone to produce perfluoro(2-methyl-1,2-epoxy-propyl) methyl ether. The resulting intermediate compound is allowed to react with an aromatic compound ArH to produce .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid methyl ester having the following formula: ##STR2## By hydrolysis, decarboxylation and further hydrolysis of the ester compound, .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid for use as raw materials for medicines, agricultural chemicals, liquid crystals, etc. or reagents for determining an optical purity can be obtained.Type: GrantFiled: March 12, 1996Date of Patent: September 15, 1998Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Toshimasa Sagawa, Futoshi Masaki, Toshio Kubota
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Patent number: 5756814Abstract: (1) CF.sub.2 .dbd.CFO(CF.sub.2).sub.n COOR is allowed to react with chlorine or bromine to obtain CF.sub.2 XCFXO(CF.sub.2).sub.n COOR', (2) which is allowed to react with a Grignard reagent MgBrC.sub.6 H.sub.3 (CH.sub.3).sub.2 to convert the terminal group to --COC.sub.6 H.sub.3 (CH.sub.3).sub.2, (3) followed by reaction with diethylaminosulfur trifluoride to convert --COC.sub.6 H.sub.3 (CH.sub.3).sub.2 to --CF.sub.2 C.sub.6 H.sub.3 (CH.sub.3).sub.2, (4) followed further by oxidation of the resulting methyl group and by esterification to convert the methyl group to --CF.sub.2 C.sub.6 H.sub.3 (COOR).sub.2 and (5) followed by dechlorination or debromination to obtain CF.sub.2 .dbd.CFO(CF.sub.2).sub.n CF.sub.2 C.sub.6 H.sub.3 (COOR).sub.2. The resulting bifunctional vinyl ether compound having an aromatic ring is a novel compound and can be used as a copolymer component for fluorine-containing elastomers.Type: GrantFiled: June 23, 1997Date of Patent: May 26, 1998Assignee: Nippon Mektron, LimitedInventors: Leng-Tain Lin, Kenji Iimura, Takehiro Sonoi
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Patent number: 5688872Abstract: 2,2-bis(4-aminophenyl)hexafluoropropane is allowed to react with potassium thiocyanate and bromine to obtain 2,2-bis(5-amino-4,6-benzothiazolyl)hexafluoropropaneo which is allowed to further react successively with potassium hydroxide and hydrochloric acid to obtain 2,2-bis(4-amino-3-mercapto-phenyl)hexafluoropropane, which is a novel compound applicable as a curing agent for a fluorine-containing elastomer having CN groups as cross-linkable groups.Type: GrantFiled: November 25, 1996Date of Patent: November 18, 1997Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Haruyoshi Tatsu, Lev Solomonovich German, deceased, Valerii Romanovich Polishchuk, deceased
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Patent number: 5672758Abstract: 2,2-bis(4-aminophenyl)hexafluoropropane is allowed to react with potassium thiocyanate and bromine to obtain 2,2-bis (5-amino-4,6-benzothiazolyl)hexafluoropropane, which is allowed to further react successively with potassium hydroxide and hydrochloric acid to obtain 2,2-bis(4-amino-3-mercaptophenyl)hexafluoropropane, which is a novel compound applicable as a curing agent for a fluorine-containing elastomer having CN groups as cross-linkable groups.Type: GrantFiled: October 31, 1995Date of Patent: September 30, 1997Assignee: Nippon Mektron, LimitedInventors: Takehiro Sonoi, Haruyoshi Tatsu, Lev Solomonovich German, deceased, Valerii Romanovich Polishchuk, deceased
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Patent number: 5672742Abstract: .alpha.-(trifluoromethyl)arylacetic acid for use as raw materials for medicines, agricultural chemicals, liquid crystals etc. or reagents for determining an optical purity is readily obtained through very simple reaction steps, i.e. by reacting a perfluoro(2-methyl-1,2-epoxypropyl)ether compound obtainable by ozone, oxidation of a heptafluoroisobutenyl ether compound with an aromatic compound ArH to afford an .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid ester, followed by decarboxylation and hydrolysis of the resulting ester compound.Type: GrantFiled: March 12, 1996Date of Patent: September 30, 1997Assignee: Nippon Mektron LimitedInventors: Takehiro Sonoi, Futoshi Masaki, deceased, Toshio Kubota