Patents by Inventor Yoshiyama Kaneumi

Yoshiyama Kaneumi 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: 20200048287
    Abstract: A polyfluoroalkyl phosphoric acid ester represented by the general formula [CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cO]mP(O)(OH)3?m [I] n: 1 to 6, a: 1 to 4, b: 1 to 3, c: 1 to 3, m: 1 to 3) or a salt thereof. The polyfluoroalkyl phosphoric acid ester represented by the general formula [I] is produced by subjecting a polyfluoroalkyl alcohol represented by the general formula CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)2OH [II] (n: 1 to 6, a: 1 to 4, b: 1 to 3, c: 1 to 3) to a dehydration condensation reaction with phosphoric acid. The polyfluoroalkyl phosphoric acid ester can be easily synthesized without passing through dialkyl ester as in the case of phosphonic acid, and used for a mold-releasing agent comprising the same or a salt thereof as an active ingredient.
    Type: Application
    Filed: March 20, 2018
    Publication date: February 13, 2020
    Inventors: Yuichiro ODA, Yoshiyama KANEUMI
  • Patent number: 10344172
    Abstract: A fluorine-containing copolymer that is a copolymer of: a polyfluoroalkyl alcohol (meth)acrylate represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2??[I] (R: a hydrogen atom, a methyl group, n: 1 to 6, a: 1 to 4, b: 1 to 3, and c: 1 to 3); benzyl (meth)acrylate or styrene; and a Si group-containing crosslinkable (meth)acrylate represented by the general formula: CH2?CRCOO(CH2)dSi(OR1)eR23?e??[II] (R: a hydrogen atom, a methyl group, R1, R2: an alkyl group having 1 to 10 carbon atoms, d: 1 to 3, e: 1 to 3). The surface-modifying agent comprising this fluorine-containing copolymer as an active ingredient have an excellent dynamic slip angle after washing with hexadecane, and anti-corrosive properties.
    Type: Grant
    Filed: January 22, 2016
    Date of Patent: July 9, 2019
    Assignee: Unimatec Co., Ltd.
    Inventors: Kyou Shimada, Takumi Suzuki, Yoshiyama Kaneumi
  • Patent number: 10023733
    Abstract: An aqueous dispersion of a fluorine-containing copolymer comprising, as copolymerization units, (A) a (meth)acrylate represented by [CH2?CHRCOO(NH)rR1NR2R3R4]+Y?, (B) a perfluoroalkylalkyl(meth)acrylate represented by CmF2m+1CpH2p(NR?SO2)qOCOCR?CH2 or a polyfluoroalkylalkyl(meth)acrylate thereof, or a polyfluoroalkyl(meth)acrylate represented by CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2, (C) benzyl(meth)acrylate, (D) a fluorine-free polymerizable monomer other than components (A) and (C), and (E) a crosslinkable group-containing polymerizable monomer. The aqueous dispersion can improve the dispersion stability of an aqueous dispersion of a water- and oil-repellent when used as a water- and oil-repellent comprising the fluorine-containing copolymer as an active component.
    Type: Grant
    Filed: June 11, 2014
    Date of Patent: July 17, 2018
    Assignee: Unimatec Co., Ltd.
    Inventor: Yoshiyama Kaneumi
  • Patent number: 9937551
    Abstract: Disclosed is an emulsion formed using, as an emulsifier, 0.01 to 30 parts by weight of a perfluoroalkylethyl phosphonic acid salt represented by the general formula: CnF2n+1CH2CH2P(O)(OM1)(OM2) [III] (M1: a hydrogen atom, ammonium salt, or organic amine salt, M2: an ammonium salt or organic amine salt, n: 1 to 6), based on 100 parts by weight of a perfluoropolyether oil represented by the general formula: RfO(C3F6O)p(C2F4O), (CF2O), Rf? [I] (Rf and Rf?: C1-C5 perfluoroalkyl groups, p+q+r: 2 to 200) or the general formula: F(CF2CF2CF2O)nCF2CF3 [II](n: 2 to 100), or a perfluorocarbon compound. In spite of using, as an emulsifier, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, the emulsion exhibits excellent emulsification stability, and therefore can be effectively used as a surface-treating agent, such as a mold-releasing agent.
    Type: Grant
    Filed: April 30, 2015
    Date of Patent: April 10, 2018
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Katsuyuki Sato
  • Publication number: 20180022934
    Abstract: A fluorine-containing copolymer that is a copolymer of: a polyfluoroalkyl alcohol (meth)acrylate represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2??[I] (R: a hydrogen atom, a methyl group, n: 1 to 6, a: 1 to 4, b: 1 to 3, and c: 1 to 3); benzyl (meth)acrylate or styrene; and a Si group-containing crosslinkable (meth)acrylate represented by the general formula: CH2?CRCOO(CH2)dSi(OR1)eR23-e??[II] (R: a hydrogen atom, a methyl group, R1, R2: an alkyl group having 1 to 10 carbon atoms, d: 1 to 3, e: 1 to 3). The surface-modifying agent comprising this fluorine-containing copolymer as an active ingredient have an excellent dynamic slip angle after washing with hexadecane, and anti-corrosive properties.
    Type: Application
    Filed: January 22, 2016
    Publication date: January 25, 2018
    Inventors: Kyou SHIMADA, Takumi SUZUKI, Yoshiyama KANEUMI
  • Patent number: 9610634
    Abstract: Disclosed is an emulsion formed using, as an emulsifier, 0.01 to 30 parts by weight of a perfluoroalkylethyl phosphonic acid salt represented by the general formula: CnF2n+1CH2CH2P(O)(OM1)(OM2) [III] (M1: a hydrogen atom, ammonium salt, or organic amine salt, M2: an ammonium salt or organic amine salt, n: 1 to 6), based on 100 parts by weight of a perfluoropolyether oil represented by the general formula: RfO(C3F6O)p(C2F4O)q(CF2O)rRf? [I] (Rf and Rf?: C1-C5 perfluoroalkyl groups, p+q+r: 2 to 200) or the general formula: F(CF2CF2CF2O)nCF2CF3 [II] (n: 2 to 100), or a perfluorocarbon compound. In spite of using, as an emulsifier, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, the emulsion exhibits excellent emulsification stability, and therefore can be effectively used as a surface-treating agent, such as a mold-releasing agent.
    Type: Grant
    Filed: September 10, 2010
    Date of Patent: April 4, 2017
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Katsuyuki Sato
  • Publication number: 20160251468
    Abstract: A fluorine-containing copolymer comprising a copolymer of (A) CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2 (R:H, a methyl group, n:1-6, a:1-4, b:1-3, c:1-3), (B) CH2?CRCOOR1(R:H, a methyl group, R1:C1-C30 alkyl group, or an aralkyl group; and (C) CH2?CRCOOR2NCO or CH2?CRCOOR2NHCOR3 (R:H, a methyl group, R2:C1-C30 alkylene group, R3 :blocked group of an isocyanate group, and a surface-modifying agent containing the fluorine-containing copolymer as an active ingredient. The surface-modifying agent has excellent adhesion to substrates and improved processing durability.
    Type: Application
    Filed: October 15, 2014
    Publication date: September 1, 2016
    Inventors: Kyou Shimada, Yuko Fujita, Yoshiyama Kaneumi
  • Publication number: 20160185948
    Abstract: An aqueous dispersion of a fluorine-containing copolymer comprising, as copolymerization units, (A) a (meth)acrylate represented by [CH2?CHRCOO(NH)rR1NR2R3R4]+Y?, (B) a perfluoroalkylalkyl(meth)acrylate represented by CmF2m+1CpH2p(NR?SO2)qOCOCR?CH2 or a polyfluoroalkylalkyl(meth)acrylate thereof, or a polyfluoroalkyl(meth)acrylate represented by CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2, (C) benzyl(meth)acrylate, (D) a fluorine-free polymerizable monomer other than components (A) and (C), and (E) a crosslinkable group-containing polymerizable monomer. The aqueous dispersion can improve the dispersion stability of an aqueous dispersion of a water- and oil-repellent when used as a water- and oil-repellent comprising the fluorine-containing copolymer as an active component.
    Type: Application
    Filed: June 11, 2014
    Publication date: June 30, 2016
    Inventor: Yoshiyama Kaneumi
  • Publication number: 20150306659
    Abstract: Disclosed is an emulsion formed using, as an emulsifier, 0.01 to 30 parts by weight of a perfluoroalkylethyl phosphonic acid salt represented by the general formula: CnF2n+1CH2CH2P(O)(OM1)(OM2) [III] (M1: a hydrogen atom, ammonium salt, or organic amine salt, M2: an ammonium salt or organic amine salt, n: 1 to 6), based on 100 parts by weight of a perfluoropolyether oil represented by the general formula: RfO(C3F6O)p(C2F4O), (CF2O), Rf? [I] (Rf and Rf?: C1-C5 perfluoroalkyl groups, p+q+r: 2 to 200) or the general formula: F(CF2CF2CF2O)nCF2CF3 [II](n: 2 to 100), or a perfluorocarbon compound. In spite of using, as an emulsifier, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, the emulsion exhibits excellent emulsification stability, and therefore can be effectively used as a surface-treating agent, such as a mold-releasing agent.
    Type: Application
    Filed: April 30, 2015
    Publication date: October 29, 2015
    Applicant: UNIMATEC CO., LTD.
    Inventors: Yoshiyama KANEUMI, Katsuyuki SATO
  • Patent number: 9096695
    Abstract: Disclosed is a method for producing an aqueous emulsion containing a fluorine-containing copolymer comprising, as copolymerizable monomers, (A) at least one of a perfluoroalkylalkyl acrylate and a corresponding methacrylate represented by the general formula: CnF2n+1CmH2mOCOCR?CH2, wherein R is hydrogen or methyl group, n is 4, 5, or 6, and m is 1, 2, 3, or 4; (B) benzyl acrylate or benzyl methacrylate; (C) a fluorine-free polymerizable monomer other than benzyl acrylate and benzyl methacrylate; and (D) a crosslinkable group-containing polymerizable monomer; the copolymer being produced by previously subjecting 10 to 80 wt. % of the total weight of component (A) and 0 to 60 wt.
    Type: Grant
    Filed: June 9, 2009
    Date of Patent: August 4, 2015
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Sumiko Mouri, Katsuyuki Sato
  • Patent number: 9068059
    Abstract: Disclosed is a fluorine-containing polymer aqueous dispersion in which a fluorine-containing polymer is dispersed using, as an emulsifier, a polyfluoroalkylphosphonic acid salt represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OM1)(OM2)??[I], wherein M1 is a hydrogen atom, an alkali metal, an ammonium base, or an organic amine base, M2 is an alkali metal, an ammonium base, or an organic amine base, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3. This fluorine-containing polymer aqueous dispersion uses a polyfluoroalkylphosphonic acid salt with a low bioaccumulation potential as an emulsifier, and has excellent mechanical stability.
    Type: Grant
    Filed: May 13, 2011
    Date of Patent: June 30, 2015
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Daisuke Murai
  • Patent number: 8987397
    Abstract: Disclosed is a fluorine-containing copolymer comprising a copolymer of a polyfluoroalkyl alcohol(meth)acrylic acid derivative represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2 ??[I] (R: a hydrogen atom or a methyl group, n: an integer of 1 to 6, a: an integer of 1 to 4, b: an integer of 1 to 3, c: an integer of 1 to 3) and a polysiloxane containing a terminal (meth)acryloyloxy group represented by the general formula: (R1: a hydrogen atom or a methyl group, R2: a C1-C6 linear or branched divalent alkylene group, R3: a C1-C30 linear or branched alkyl group, R4 and R5: a hydrogen atom, a methyl group, or a phenyl group, m: an integer of 1 to 200).
    Type: Grant
    Filed: September 7, 2011
    Date of Patent: March 24, 2015
    Assignee: Unimatec Co., Ltd.
    Inventor: Yoshiyama Kaneumi
  • Publication number: 20140378018
    Abstract: Disclosed is a copolymer of a polyfluoroalkyl alcohol (meth)acrylic acid derivative represented by the formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2 (R: H or CH3, n: 1 to 6, a: 1 to 4, b: 1 to 3, and c: 1 to 3), and a (meth)acrylic acid polyoxyalkylene ester represented by the formula: R1(OR2)p(OR3)qOCOCR?CH2 (R: H or CH3; R1: H, an alkyl group, or an aromatic group; R2 and R3: alkylene groups having 1 to 6 carbon atoms; p: 2 to 50, q: 0 or 1 to 50), and also disclosed is a water- and oil-repellent comprising this fluorine-containing copolymer as an active ingredient. The water- and oil-repellent comprising this fluorine-containing copolymer as an active ingredient can be used as a stain-proof-type water- and oil-repellent that can apply effective stain-proof finish and stain removal finish to fiber fabrics, and that has excellent washing durability.
    Type: Application
    Filed: November 16, 2012
    Publication date: December 25, 2014
    Inventor: Yoshiyama Kaneumi
  • Publication number: 20140288231
    Abstract: Disclosed is a fluorine-containing copolymer comprising a copolymer of a polyfluoroalkyl alcohol (meth)acrylic acid derivative represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2 wherein R is a hydrogen atom or a methyl group, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3, and styrene or a derivative thereof; and also disclosed is a surface modifier comprising the fluorine-containing copolymer as an active ingredient. When the fluorine-containing copolymer is used as an active ingredient of a surface modifier, the heat resistance of the surface modifier can be further improved.
    Type: Application
    Filed: October 11, 2012
    Publication date: September 25, 2014
    Inventors: Yuko Fujita, Yoshiyama Kaneumi
  • Publication number: 20130172502
    Abstract: Disclosed is a fluorine-containing copolymer comprising a copolymer of a polyfluoroalkyl alcohol(meth)acrylic acid derivative represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR?CH2 ??[I] (R: a hydrogen atom or a methyl group, n: an integer of 1 to 6, a: an integer of 1 to 4, b: an integer of 1 to 3, c: an integer of 1 to 3) and a polysiloxane containing a terminal (meth)acryloyloxy group represented by the general formula: (R1: a hydrogen atom or a methyl group, R2: a C1-C6 linear or branched divalent alkylene group, R3: a C1-C30 linear or branched alkyl group, R4 and R5: a hydrogen atom, a methyl group, or a phenyl group, m: an integer of 1 to 200).
    Type: Application
    Filed: September 7, 2011
    Publication date: July 4, 2013
    Applicant: UNIMATEC CO., LTD.
    Inventor: Yoshiyama Kaneumi
  • Patent number: 8454738
    Abstract: Disclosed is a mold-releasing agent comprising, as active ingredients, a graft copolymer (A) in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3), and a polyfluoroalkylphosphonic acid represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3, and c is an integer of 1 to 3) or a salt thereof (B). The mold-releasing agent comprises, as an active ingredient, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having mold release performance equivalent to or more than that of a mold-releasing agent comprising a compound having a perfluoroalkyl group containing 8 or more carbon atoms as an active ingredient.
    Type: Grant
    Filed: June 3, 2010
    Date of Patent: June 4, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • Publication number: 20130079466
    Abstract: Disclosed is a fluorine-containing polymer aqueous dispersion in which a fluorine-containing polymer is dispersed using, as an emulsifier, a polyfluoroalkylphosphonic acid salt represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OM1)(OM2)??[I], wherein M1 is a hydrogen atom, an alkali metal, an ammonium base, or an organic amine base, M2 is an alkali metal, an ammonium base, or an organic amine base, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3. This fluorine-containing polymer aqueous dispersion uses a polyfluoroalkylphosphonic acid salt with a low bioaccumulation potential as an emulsifier, and has excellent mechanical stability.
    Type: Application
    Filed: May 13, 2011
    Publication date: March 28, 2013
    Applicant: UNIMATEC CO., LTD.
    Inventors: Yoshiyama Kaneumi, Daisuke Murai
  • Patent number: 8377187
    Abstract: Disclosed is a graft copolymer in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3). The graft copolymer is an oligomer compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms.
    Type: Grant
    Filed: June 3, 2010
    Date of Patent: February 19, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • Patent number: 8377188
    Abstract: Disclosed is a polyfluoroalkylphosphonic acid oxyalkylene ester of the formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)[O(RO)mR?]d(OH)2-d (RO is a C2-C6 linear or branched oxyalkylene group, R? is a hydrogen atom or a C1-C20 alkyl group or aralkyl group, n is 1 to 6, a is 1 to 4, b is 1 to 3, c is 1 to 3, d is 1 or 2, and m is 1 to 100), which is a compound having a perfluoroalkyl group containing 6 or less carbon atoms and referred to as having low bioaccumulation potential, and exhibiting, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms. This compound is produced by subjecting a polyfluoroalkylphosphonic acid of the formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2 and a polyalkyleneglycol or a monoether thereof of the formula: HO(RO)mR? to a condensation reaction.
    Type: Grant
    Filed: September 8, 2010
    Date of Patent: February 19, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • Patent number: 8361215
    Abstract: Disclosed is an emulsifier comprising, as an active ingredient, a polyfluoroalkylphosphonic acid salt represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OM1)(OM2), wherein M? is a hydrogen atom, an alkali metal, an ammonium base, or an organic amine base, M2 is an alkali metal, an ammonium base, or an organic amine base, n is an integer of 1 to 6, a is an integer of 1 to 4, b is an integer of 1 to 3, and c is an integer of 1 to 3. An aqueous solution or organic solvent solution of the emulsifier can be effectively used to emulsify a perfluoropolyether oil or a perfluorocarbon compound. The resulting emulsion exhibits excellent emulsification stability, and thus can be effectively used as a mold-releasing agent.
    Type: Grant
    Filed: October 7, 2010
    Date of Patent: January 29, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato