Patents Assigned to Maruzen Petrochemical Co., Ltd.
  • Patent number: 11971660
    Abstract: A cross-linked polymer including a structure wherein at least a portion of phenolic hydroxyl groups in the polymer is protected by a group represented by the following formula (1): wherein R1 represents an alkyl group having 1 to 5 carbons and n represents an integer from 1 to 5; and * represents a bond part of the phenolic hydroxyl group to a residue other than a hydrogen atom, and a structure wherein at least a portion of phenolic hydroxyl groups in the polymer is protected by a group represented by the following formula (2): wherein R2 represents a divalent saturated hydrocarbon group having 2 to 17 carbons, containing an aromatic ring; and * represents a bond part of the phenolic hydroxyl group to a residue other than a hydrogen atom, and the polymers are cross-linked to each other.
    Type: Grant
    Filed: September 30, 2020
    Date of Patent: April 30, 2024
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Tomohiro Masukawa, Masataka Nojima
  • Publication number: 20240092724
    Abstract: Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a methyl group, R2 represents an aliphatic hydrocarbon group having 1 to 6 carbon atoms, m represents an integer of 0 to 5, and n represents an integer of 0 to 4).
    Type: Application
    Filed: October 13, 2023
    Publication date: March 21, 2024
    Applicant: Maruzen Petrochemical Co., Ltd.
    Inventors: Satoshi KAKUTA, Hiromitsu BABA, Teruyo IKEDA, Ryo FUJISAWA, Kazuhiko HABA
  • Publication number: 20240076258
    Abstract: A method for producing isobutyl vinyl ether using isobutyl alcohol as a raw material alcohol, the method including reacting the isobutyl alcohol with acetylene to obtain a mixture containing unreacted isobutyl alcohol and isobutyl vinyl ether, reacting the unreacted isobutyl alcohol and the isobutyl vinyl ether in the mixture in a presence of an acid catalyst to be converted into acetaldehyde diisobutyl acetal, and removing the acetaldehyde diisobutyl acetal by distillation.
    Type: Application
    Filed: February 4, 2022
    Publication date: March 7, 2024
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Yudai ITO, Masahiro SUDO, Takashi NANIKI
  • Patent number: 11919850
    Abstract: Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a methyl group, R2 represents an aliphatic hydrocarbon group having 1 to 6 carbon atoms, m represents an integer of 0 to 5, and n represents an integer of 0 to 4).
    Type: Grant
    Filed: February 20, 2019
    Date of Patent: March 5, 2024
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Satoshi Kakuta, Hiromitsu Baba, Teruyo Ikeda, Ryo Fujisawa, Kazuhiko Haba
  • Publication number: 20240067592
    Abstract: A method may produce (2-methoxyethyl) vinyl ether with a high purity from 2-methoxyethanol and acetylene. Such a method may include the A1, A2, and A3: (A1) synthesizing a vinyl ether including causing 2-methoxyethanol to react with acetylene to obtain a mixture containing unreacted 2-methoxyethanol and (2-methoxyethyl) vinyl ether; (A2) acetalizing including causing a reaction of the unreacted 2-methoxyethanol and the (2-methoxyethyl) vinyl ether in the mixture in the presence of an acid catalyst to be converted into acetaldehyde bis(2-methoxyethyl)acetal; and (A3) removing the acetaldehyde bis(2-methoxyethyl)acetal by distillation from an acetal-containing mixture obtained in step A2.
    Type: Application
    Filed: February 4, 2022
    Publication date: February 29, 2024
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Ryuichi TENJIMBAYASHI, Kyohei SAITO, Yudai ITO, Takashi NANIKI, Tomohiko SATO
  • Publication number: 20240059718
    Abstract: [Problem to be Solved] An object of the present invention is to provide a method of producing an alkenyl phosphorus compound. [Solution to Problem] The method of producing an alkenyl phosphorus compound according to the present invention is a method of allowing a specific phosphorus compound to react with a specific alkynyl compound in the presence of a transition metal complex, a Lewis acid and a low-polarity additive, to produce a specific alkenyl phosphorus compound.
    Type: Application
    Filed: February 8, 2022
    Publication date: February 22, 2024
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventor: Yuta SAGA
  • Publication number: 20240058723
    Abstract: An object of the present invention is to provide a method of purifying a phosphorus compound, which method is capable of reducing the generation of a by-product during distillation. The method of method of purifying a phosphorus compound according to the present invention includes the steps of: obtaining a mixture containing a specific phosphorus compound, a specific alkenyl phosphorus compound and a transition metal complex; and subjecting the resulting mixture to distillation after adding a Lewis acid to the mixture, to obtain a first distillate containing the specific phosphorus compound.
    Type: Application
    Filed: February 8, 2022
    Publication date: February 22, 2024
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventor: Yuta SAGA
  • Publication number: 20240043361
    Abstract: The present invention provides: an acetal compound represented by the following general formula (1): wherein R1 represents an alkyl group having from 1 to 12 carbon atoms, a cycloalkyl group having from 5 to 12 carbon atoms or an acyl group having from 1 to 12 carbon atoms; n represents an integer from 1 to 5; m represents an integer from 2 to 4; and Ar represents a residue obtained by removing a hydrogen atom(s) from the hydroxyl groups of a polyhydric phenol having a valence of m; and a resist composition for forming a thick resist film, including the same.
    Type: Application
    Filed: February 25, 2022
    Publication date: February 8, 2024
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Tomohiro MASUKAWA, Teruyo IKEDA
  • Patent number: 11891461
    Abstract: [Object] To provide a method for producing a vinyl ether polymer containing a hydrocarbon group in a stable and efficient manner, wherein decomposition of the monomer and generation of polyacetal are suppressed. [Means for solving problem] The method for producing a vinyl ether polymer containing a hydrocarbon group according to the present invention comprises the step of polymerizing vinyl ether represented by the following formula (1): wherein R1 represents an aliphatic hydrocarbon group having 1 to 10 carbons or an alicyclic hydrocarbon group having 3 to 10 carbons, in the presence of water as a polymerization solvent and an organic azo-based compound as a radical polymerization initiator, under pH of 6 or more.
    Type: Grant
    Filed: June 14, 2019
    Date of Patent: February 6, 2024
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Shinji Sugihara, Masahiro Endo
  • Patent number: 11827729
    Abstract: A method for producing a polyvinylphosphonic acid copolymer may control a rise in internal temperature in the reaction system during polymerization and may allow synthesis of a copolymer as a polymer solution. A method for producing a polyvinylphosphonic acid copolymer may include polymerizing a compound of formula (1) and a compound of formula (2) in presence of a radical polymerization initiator and in a water-containing solvent: wherein R1 and R2 are independently —OH, —O?, or —O?M+ (M+ being a counter ion), R3 is —OH, —O?, —O?M+, or an optionally substituted alkoxy group having 1 to 10 carbon atoms (M+ being a counter ion), and R4 is an optionally substituted alkoxy group having 1 to 10 carbon atoms, R3 and R4 optionally forming a ring together with an adjacent phosphorus atom when both R3 and R4 are alkoxy groups.
    Type: Grant
    Filed: December 16, 2019
    Date of Patent: November 28, 2023
    Assignee: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Tadashi Yamazaki, Masahiro Endo
  • Patent number: 11814351
    Abstract: Provided is a compound that can be used for a resin for a resist having excellent sensitivity, resolution, and etching resistance, or the like, by a compound represented by the following formula (1): (wherein R1 represents a hydrogen atom or a methyl group, R2 represents an aliphatic hydrocarbon group having 1 to 6 carbon atoms, m represents an integer of 0 to 5, and n represents an integer of 0 to 4).
    Type: Grant
    Filed: February 20, 2019
    Date of Patent: November 14, 2023
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Satoshi Kakuta, Hiromitsu Baba, Teruyo Ikeda, Ryo Fujisawa, Kazuhiko Haba
  • Patent number: 11773200
    Abstract: Provided is a method for producing a hydrogenated petroleum resin having good compatibility with a base polymer and a good hue under a hydrogen pressure of 4 MPaG or less. A method for producing a hydrogenated petroleum resin, includes a hydrogenation step of hydrogenating a polymerization product of dicyclopentadiene and a vinyl aromatic compound in the presence of a catalyst, in which hydrogenation step is performed under conditions (A) to (C): (A) an amount of the catalyst used: 0.125 to 0.4 parts by mass relative to 100 parts by mass of a resin in the polymerization product, (V) a reaction pressure: 4 MPaG or less, and (C) a reaction temperature: 240° C. or higher.
    Type: Grant
    Filed: March 27, 2019
    Date of Patent: October 3, 2023
    Assignee: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Takahiro Kawate, Yoshikazu Iijima
  • Patent number: 11725078
    Abstract: [Problem to be Solved] To Provide a method for producing an acid-decomposable polymer having a reduced metal ion content, which suppresses decomposition and deprotection of the acid-decomposable polymer. [Means to Solve the Problem] The method for producing an acid-decomposable polymer according to the present invention comprises the steps of: preparing a polymer solution comprising an acid-decomposable polymer; washing an acidic cation exchanger with an organic solvent until the water content in the organic solvent discharged from the acidic cation exchanger falls to 400 ppm or less; and passing the polymer solution through the washed acidic cation exchanger to reduce the metal ion content of the polymer.
    Type: Grant
    Filed: June 5, 2020
    Date of Patent: August 15, 2023
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Tomohiro Masukawa, Ryo Fujisawa
  • Publication number: 20230251263
    Abstract: [Problem to be Solved] To provide a polymer material having cancer cell adhesion properties while having biocompatibility. [Means to Solve the Problem] A composition for cancer cell adhesion according to the present invention comprises a biocompatible copolymer comprising: at least one repeating unit (A) represented by the following formula (1): wherein R1 represents a methyl group or an ethyl group; and at least one repeating unit (B) represented by the following formula (2): wherein R2 represents an aliphatic hydrocarbon group.
    Type: Application
    Filed: July 9, 2021
    Publication date: August 10, 2023
    Applicants: MARUZEN PETROCHEMICAL CO., LTD., KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORP.
    Inventors: Kento FUJIURA, Tomoya UEDA, Masaru TANAKA
  • Publication number: 20230242467
    Abstract: Provided are a 4-hydroxystyrene solution with high purity and good storage stability that is suitable as a source for producing a 4-hydroxystyrene polymer on a commercial scale, and a method of producing the solution. The method of producing a 4-hydroxystyrene solution of the present invention includes the following steps (i) to (iv): (i) deprotection step for contacting 4-acetoxystyrene with a base in a solvent to produce 4-hydroxystyrene; (ii) neutralization step for adding an acid to the solution containing 4-hydroxystyrene after deprotection to neutralize the solution; (iii) step for washing the solution containing 4-hydroxystyrene after neutralization with water; and (iv) solvent replacement step for adding a solvent that can dissolve 4-hydroxystyrene to the solution containing 4-hydroxystyrene followed by distillation at 40° C. or lower to remove other components than 4-hydroxystyrene and excess solvent.
    Type: Application
    Filed: June 18, 2021
    Publication date: August 3, 2023
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Yuma HAKODA, Ryo FUJISAWA, Kazuhiko HABA, Daisuke TABATA, Yoshiyuki FURUYA, Ryo SATO, Tomo OIKAWA
  • Publication number: 20230220138
    Abstract: A method of manufacturing a copolymer resin of dicyclopentadiene and a vinyl aromatic compound, by which the resin can be continuously manufactured with reduced generation of high molecular weight products of the vinyl aromatic compound and insoluble substances from dicyclopentadiene, and at high yield. The manufacturing method includes continuously injecting polymerization raw materials into a preheated solvent in the reaction system, and concurrently ejecting a part of the reaction solution containing the solvent and the polymerization raw materials outside the reaction system, while raising the temperature of the polymerization raw materials. This enables rapid rise of the temperature of the polymerization raw materials by utilizing sensible heat, resulting in reduced generation of insoluble substances. In addition, providing a reaction step following the raw material injection step allows the polymerization reaction to proceed until a desired molecular weight is achieved, resulting in improved yield.
    Type: Application
    Filed: December 11, 2020
    Publication date: July 13, 2023
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Goro SAWADA, Yoshikazu IIJIMA, Kyohei IWAMURA, Takahiro KAWATE, Shinnosuke KAGA
  • Patent number: 11485803
    Abstract: Provided is a new method that effectively reduces odor components that are present in a hydrogenated petroleum resin, and adjusts a softening point to an appropriate range for exhibiting an adhesive performance. A method for deodorizing a hydrogenated petroleum resin, includes stripping a hydrogenated petroleum resin at a gas flow rate of 1 to 45 VVM.
    Type: Grant
    Filed: March 27, 2019
    Date of Patent: November 1, 2022
    Assignee: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Tomoki Hayashi, Yoshikazu Iijima, Keisuke Matsushita
  • Publication number: 20220332874
    Abstract: A core-shell type polymeric particle may exhibit good dispersibility in an aqueous medium and excellent flame retardance. A core-shell type polymeric particle may include a core including a hydrophobic polymer (c) and a shell including a copolymer having a repeating unit (a) derived from vinyl phosphonic acid or a vinyl phosphonic acid ester and a repeating unit (b) of formula (?): wherein Ra is H or a methyl group, Rb is a single bond or a carbonyl group, and ring Q1 is a substituted or unsubstituted 4 to 10 membered nitrogen-containing heterocycle.
    Type: Application
    Filed: September 1, 2020
    Publication date: October 20, 2022
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Shinji SUGIHARA, Masahiro ENDO
  • Publication number: 20220306788
    Abstract: A method for producing a polyvinylphosphonic acid copolymer may control a rise in internal temperature in the reaction system during polymerization and may allow synthesis of a copolymer as a polymer solution. A method for producing a polyvinylphosphonic acid copolymer may include polymerizing a compound of formula (1) and a compound of formula (2) in presence of a radical polymerization initiator and in a water-containing solvent: wherein R1 and R2 are independently —OH, —O?, or —O?M+(M+ being a counter ion), R3 is —OH, —O?, —O?M+, or an optionally substituted alkoxy group having 1 to 10 carbon atoms (M+ being a counter ion), and R4 is an optionally substituted alkoxy group having 1 to 10 carbon atoms, R3 and R4 optionally forming a ring together with an adjacent phosphorus atom when both R3 and R4 are alkoxy groups.
    Type: Application
    Filed: December 16, 2019
    Publication date: September 29, 2022
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Tadashi YAMAZAKI, Masahiro ENDO
  • Publication number: 20220251267
    Abstract: The present invention provides a polymer comprising a structural unit derived from p-hydroxystyrene and a structural unit having a structure in which a carboxylic acid is protected by an acetal group, wherein the structural unit generated by elimination of the acetal group or migration of the acetal group during the production process is extremely small; and a process for producing the same. A solution containing a polymer comprising a structural unit derived from p-acetoxystyrene and a structural unit having a structure in which a carboxylic acid is protected by an acetal group is subjected to deprotection reaction at 50° C. or lower in the presence of a base in which a pKa of a conjugated acid is 12 or more.
    Type: Application
    Filed: August 6, 2020
    Publication date: August 11, 2022
    Applicant: MARUZEN PETROCHEMICAL CO., LTD.
    Inventors: Hiromichi AIHARA, Tomohiro MASUKAWA