Patents Assigned to Unimatec Co., Ltd.
  • Patent number: 11932644
    Abstract: A carbamate ester compound represented by the general formula: Z—OCONH(CH2)nNHCOO—Z??[I] wherein Z is [i], [ii], or [iii] below, and n is an integer of 2 to 10, (wherein R1 and R2 are each independently a lower alkyl group having 1 to 5 carbon atoms, R3 is a hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, and a is 1 or 2). The carbamate ester compound is used as a vulcanizing agent for carboxyl group-containing acrylic rubber and improves the delay of the vulcanization rate by scorch suppression.
    Type: Grant
    Filed: November 14, 2019
    Date of Patent: March 19, 2024
    Assignee: UNIMATEC CO., LTD.
    Inventors: Yoichiro Tomikawa, Satoru Saito
  • Patent number: 11866532
    Abstract: An acrylic rubber that is a copolymer in which 1 to 3 wt. % of a fumaric acid monoalkyl ester monomer containing an alkyl group having 1 to 8 carbon atoms is copolymerized as a crosslinkable comonomer, wherein 45 to 65 wt. % of n-butyl acrylate, 12 to 32 wt. % of 2-methoxyethyl acrylate, and 11 to 30 wt. % of ethoxyethoxyethyl acrylate are copolymerized in 100 wt. % of comonomers other than the crosslinkable comonomer. This acrylic rubber can suppress the reduction of oil resistance while improving cold resistance represented by a TR-10 value.
    Type: Grant
    Filed: April 20, 2020
    Date of Patent: January 9, 2024
    Assignee: UNIMATEC CO., LTD.
    Inventor: Daichi Toge
  • Patent number: 11795251
    Abstract: An acrylic rubber that is a copolymer in which 1 to 4 wt. % of a reactive halogen group-containing vinyl monomer is copolymerized as a crosslinkable comonomer, wherein 45 to 65 wt. % of n-butyl acrylate, 10 to 35 wt. % of 2-methoxyethyl acrylate and 8 to 30 wt. % of ethoxyethoxyethyl acrylate are copolymerized in 100 wt. % of comonomers other than the crosslinkable comonomer. This ethoxyethoxyethyl acrylate-copolymerized acrylic rubber can suppress the reduction of oil resistance while improving cold resistance represented by a TR-10 value, and by compounding it with a vulcanizing agent corresponding to the crosslinkable group thereof, a crosslinkable composition is formed.
    Type: Grant
    Filed: May 16, 2019
    Date of Patent: October 24, 2023
    Assignee: UNIMATEC CO., LTD.
    Inventors: Daichi Toge, Iwao Moriyama
  • Publication number: 20230323086
    Abstract: A phenothiazine derivative represented by the general formula: (wherein R1 is a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aralkyl group having 7 to 20 carbon atoms, and R2.Ar is an aralkyl group, wherein R2 is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, and Ar is a monovalent aromatic hydrocarbon group having 6 to 10 carbon atoms), and a carboxyl group-containing acrylic rubber composition comprising, based on 100 parts by weight of carboxyl group-containing acrylic rubber: (A) 0.1 to 5 parts by weight of the phenothiazine derivative represented by the formula [I]; (B) 0.1 to 3 parts by weight of a crosslinking agent for carboxyl group-containing acrylic rubber; and (C) 0.1 to 5 parts by weight of a crosslinking accelerator for carboxyl group-containing acrylic rubber.
    Type: Application
    Filed: June 24, 2021
    Publication date: October 12, 2023
    Applicant: UNIMATEC CO., LTD.
    Inventor: Satoru SAITO
  • Publication number: 20230322988
    Abstract: An acrylic elastomer copolymer that is a copolymer of (A) an alkyl (meth)acrylate and/or alkoxyalkyl (meth)acrylate monomer, (B) an ?,?-unsaturated carboxylic acid monomer, and (C) a (meth)acrylate monomer having a carbamic acid ester group represented by the general formula: (wherein R1 is a hydrogen atom or a methyl group, and R2 is a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms). A crosslinkable composition in which a crosslinking accelerator is compounded with the acrylic elastomer copolymer.
    Type: Application
    Filed: August 2, 2021
    Publication date: October 12, 2023
    Applicant: UNIMATEC CO., LTD.
    Inventor: Satoru SAITO
  • Patent number: 11697781
    Abstract: Provided are: an ionic liquid including the fluorine-containing phosphate ester anions represented by formula (1); and a lubricating oil composition including said ionic liquid. (In the formula, Rf represents a C1-14 perfluoroalkyl group. R1 represents a C1-8 alkyl group.
    Type: Grant
    Filed: March 5, 2021
    Date of Patent: July 11, 2023
    Assignees: NISSHINBO HOLDINGS INC., UNIMATEC CO., LTD.
    Inventors: Gen Masuda, Keisuke Kokin
  • Publication number: 20230159842
    Abstract: Provided are: an ionic liquid including the fluorine-containing phosphate ester anions represented by formula (1); and a lubricating oil composition including said ionic liquid. (In the formula, Rf represents a C1-14 perfluoroalkyl group. R1 represents a C1-8 alkyl group.
    Type: Application
    Filed: March 5, 2021
    Publication date: May 25, 2023
    Applicants: Nisshinbo Holdings Inc., UNIMATEC CO., LTD.
    Inventors: Gen Masuda, Keisuke Kokin
  • Publication number: 20230093691
    Abstract: A fluorine-containing alcohol composite comprising a condensate of a fluorine-containing alcohol represented by the general formula: HO-A-RF-A-OH [I] (wherein RF is a group containing a perfluoroalkylene group or a polyfluoroalkylene group having 6 or less carbon atoms and an ether bond, and A is an alkylene group having 1 to 3 carbon atoms), a hydroxyl group-containing polymer, and a zirconium compound. The fluorine-containing alcohol composite, using a fluorine-containing alcohol, does not produce perfluorooctanoic acid and the like when released into the environment and that has a unit easily decomposed into short chain compounds. And also, it exhibits hydrophilic oil repellency.
    Type: Application
    Filed: December 15, 2020
    Publication date: March 23, 2023
    Applicants: UNIMATEC CO., LTD., HIROSAKI UNIVERSITY
    Inventors: Tetsushi KIJIMA, Yasuhiko AKATSU, Hideo SAWADA
  • Publication number: 20230084014
    Abstract: A soft water- and oil-repellent comprising, as an active ingredient, a copolymer of a perfluoropolyether alcohol (meth)acrylic acid derivative represented by the general formula: CH2?CR1COOCH2CF(CF3)[OCF2CF(CF3)]nOC3F7??[I] (wherein R1 is a hydrogen atom or a methyl group, and n is an integer of 1 to 20), and a (meth)acrylic acid ester represented by the general formula: CH2?CR1COOR2??[II] (wherein R1 is a hydrogen atom or a methyl group, and R2 is an alkyl group, an alkoxyalkyl group, a cycloalkyl group, an aryl group, or an aralkyl group) and having a glass transition temperature Tg of 51 to 120° C. The soft water- and oil-repellent gives a coating film formed from a coating agent which closely follows the deformation of rubber or resin, and exhibits water- and oil-repellency.
    Type: Application
    Filed: November 5, 2020
    Publication date: March 16, 2023
    Applicant: UNIMATEC CO., LTD.
    Inventors: Yu SATO, Tetsushi KIJIMA, Yoshiyama KANEUMI
  • Patent number: 11492482
    Abstract: An acrylic rubber contains a copolymer of a monomer mixture of: 25 to 46 wt. % of alkoxyalkyl acrylate, 23 to 37 wt. % of 2-ethylhexyl acrylate, 9 to 17 wt. % of alkyl methacrylate, 1 to 3 wt. % of monoalkyl fumarate and the remaining amount is ethyl acrylate. This acrylic rubber improves hydrolysis resistance by introducing a specific alkyl acrylic monomer with extremely low hydrolysis property i.e. low hydrophilicity, and at the same time satisfies all of oil resistance, cold resistance, and hydrolysis resistance in a well-balanced manner.
    Type: Grant
    Filed: October 24, 2018
    Date of Patent: November 8, 2022
    Assignee: UNIMATEC CO., LTD.
    Inventors: Daichi Toge, Daiki Watanabe
  • Publication number: 20220306786
    Abstract: An acrylic rubber that is a copolymer in which 1 to 3 wt. % of a fumaric acid monoalkyl ester monomer containing an alkyl group having 1 to 8 carbon atoms is copolymerized as a crosslinkable comonomer, wherein 45 to 65 wt. % of n-butyl acrylate, 12 to 32 wt. % of 2-methoxyethyl acrylate, and 11 to 30 wt. % of ethoxyethoxyethyl acrylate are copolymerized in 100 wt. % of comonomers other than the crosslinkable comonomer. This acrylic rubber can suppress the reduction of oil resistance while improving cold resistance represented by a TR-10 value.
    Type: Application
    Filed: April 20, 2020
    Publication date: September 29, 2022
    Applicant: UNIMATEC CO., LTD.
    Inventor: Daichi TOGE
  • Publication number: 20220009934
    Abstract: A carbamate ester compound represented by the general formula: Z—OCONH(CH2)nNHCOO—Z??[I] wherein Z is [i], [ii], or [iii] below, and n is an integer of 2 to 10, (wherein R1 and R2 are each independently a lower alkyl group having 1 to 5 carbon atoms, R3 is a hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, and a is 1 or 2). The carbamate ester compound is used as a vulcanizing agent for carboxyl group-containing acrylic rubber and improves the delay of the vulcanization rate by scorch suppression.
    Type: Application
    Filed: November 14, 2019
    Publication date: January 13, 2022
    Applicant: UNIMATEC CO., LTD.
    Inventors: Yoichiro TOMIKAWA, Satoru SAITO
  • Publication number: 20210253610
    Abstract: A perfluoropolyether phosphate ester represented by the general formula: [C3F7O{CF(CF3)CF2O}nCF(CF3)CH2O]2PO(OH) (wherein n is an integer of 1 to 20). This compound is obtained by reacting a perfluoropolyether alcohol represented by the general formula: C3F7O{CF(CF3)CF2O}nCF(CF3)CH2OH (wherein n is an integer of 1 to 20) with phosphorus oxychloride, and hydrolyzing the obtained compound represented by the general formula: [C3F7O{CF(CF3)CF2O}nCF(CF3)CH2O]2POCl (wherein n is an integer of 1 to 20). Moreover, the perfluoropolyether phosphate ester or a salt thereof forms a surface treatment agent comprising the perfluoropolyether phosphate ester or a salt thereof as an active ingredient.
    Type: Application
    Filed: May 31, 2019
    Publication date: August 19, 2021
    Applicant: UNIMATEC CO., LTD.
    Inventors: Kimihiko URATA, Yuichiro ODA, Takuya KONDO, Yoshiyama KANEUMI
  • Patent number: 10836780
    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)cOH [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: Grant
    Filed: March 20, 2018
    Date of Patent: November 17, 2020
    Assignee: UNIMATEC CO., LTD
    Inventors: Yuichiro Oda, Yoshiyama Kaneumi
  • Publication number: 20200299443
    Abstract: An acrylic rubber contains a copolymer of a monomer mixture of: 25 to 46 wt. % of alkoxyalkyl acrylate, 23 to 37 wt. % of 2-ethylhexyl acrylate, 9 to 17 wt. % of alkyl methacrylate, 1 to 3 wt. % of monoalkyl fumarate and the remaining amount is ethyl acrylate. This acrylic rubber improves hydrolysis resistance by introducing a specific alkyl acrylic monomer with extremely low hydrolysis property i.e. low hydrophilicity, and at the same time satisfies all of oil resistance, cold resistance, and hydrolysis resistance in a well-balanced manner.
    Type: Application
    Filed: October 24, 2018
    Publication date: September 24, 2020
    Applicant: UNIMATEC CO., LTD.
    Inventors: Daichi TOGE, Daiki WATANABE
  • Patent number: 10562989
    Abstract: A fluorine-containing boric acid PVB composite comprising a condensate of a fluorine-containing alcohol, boric acid and polyvinyl butyral, wherein the fluorine-containing alcohol is represented by the general formula: Rf(A-OH)k wherein k is 1 or 2; when k is 1, Rf is a perfluoroalkyl group having 6 or less carbon atoms, a polyfluoroalkyl group in which some of the fluorine atom or atoms of the perfluoroalkyl group are replaced by hydrogen atom or atoms, a polyfluoroalkyl group containing a terminal perfluoroalkyl group having 6 or less carbon atoms and a perfluoroalkylene group having 6 or less carbon atoms, or a linear or branched, perfluoroalkyl group containing a terminal perfluoroalkyl group having 6 or less carbon atoms, a perfluoroalkylene group having 6 or less carbon atoms and ether bonds; when k is 2, Rf is a linear or branched, perfluoroalkylene group or polyfluoroalkylene group, containing a perfluoroalkylene group having 6 or less carbon atoms and ether bonds; and A is an alkylene group having
    Type: Grant
    Filed: March 10, 2016
    Date of Patent: February 18, 2020
    Assignees: Unimatec Co., Ltd., Hirosaki University
    Inventors: Takeshi Fukushima, Katsuyuki Sato, Hideo Sawada
  • Publication number: 20190233564
    Abstract: A fluorine-containing copolymer comprises, as copolymer units, (A) 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:1 to 6, a:1 to 4, b:1 to 3, c:1 to 3), (B) a non-fluorine (meth)acrylic acid ester represented by the general formula: CH2?CRCOOR3 [III] (R is a hydrogen atom or a methyl group, and R3 is a C1-C30 linear, branched, or cyclic hydrocarbon group that may contain an oxygen atom); and (C) a functional group-containing (meth)acrylic acid or an ester thereof represented by the following general formula: CH2?CRCOO(H)p(R4Y)q [IV] (R: a hydrogen atom or a methyl group, p, q:0 or 1, p+q:1, R4: a C1-C30 linear, branched, or cyclic hydrocarbon group that may have an oxygen atom, Y: a phosphate group or an epoxy group), wherein the component (C) is copolymerized at a ratio of 0.01 to 5 wt. % in the entire copolymer.
    Type: Application
    Filed: October 27, 2017
    Publication date: August 1, 2019
    Applicant: Unimatec Co., Ltd.
    Inventor: Tetsushi KIJIMA
  • 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: 10213987
    Abstract: Disclosed is a rubber metal laminate comprising metal, an adhesive layer and a perfluoroelastomer layer, the perfluoroelastomer layer being formed from a vulcanizate layer of a blend comprising 2 to 10 parts by weight of a vinylidene fluoride-chlorotrifluoroethylene copolymer, based on 100 parts by weight of a perfluoroelastomer. The rubber metal laminate of the present invention can effectively improve the interlayer adhesion of the perfluoroelastomer to the metal and pockmarked surface (the state that crater-like irregularity is formed) of the perfluoroelastomer layer laminated on the metal.
    Type: Grant
    Filed: April 2, 2012
    Date of Patent: February 26, 2019
    Assignee: Unimatec Co., Ltd.
    Inventors: Hideki Hayashi, Mitsuru Maeda
  • Patent number: 10196473
    Abstract: 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: Grant
    Filed: December 22, 2014
    Date of Patent: February 5, 2019
    Assignee: Unimatec Co., Ltd.
    Inventors: Satoru Saito, Katsuyuki Sato, Takehiro Sonoi