Patents Assigned to Maruzen Oil Co. Ltd.
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Patent number: 4518807Abstract: A process for the production of a basic alkaline earth metal phenate is disclosed. The process comprises reacting a phenol, a dihydric alcohol, and an alkaline earth metal agent selected from alkaline earth metal oxides and hydroxides to achieve the addition of the alkaline earth metal to the phenol, wherein water is added to the reaction system in an amount of from 0.01 to 10 mols per mol of the alkaline earth metal agent. This basic alkaline earth metal phenate is useful as an additive for lubricating oils and fuel oils.Type: GrantFiled: August 10, 1983Date of Patent: May 21, 1985Assignee: Maruzen Oil Co., Ltd.Inventors: Takashi Hori, Sanae Ueda, Yoshihiro Kojima
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Patent number: 4503271Abstract: A process for the production of p-vinyl phenol by the dehydrogenation of p-ethyl phenol in a gaseous phase in the presence of a catalyst and a diluent wherein the dehydrogenation of p-ethyl phenol is effected with phenol and/or p-cresol being present in the reaction system in an amount of 5 to 50 wt % of the amount of p-ethyl phenol.Type: GrantFiled: September 2, 1983Date of Patent: March 5, 1985Assignee: Maruzen Oil Co., Ltd.Inventors: Hiroshi Fujiwara, Hatsutaro Yamazaki, Kazuo Ozawa
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Patent number: 4455149Abstract: A process for producing a dispersion composition suitable for use as a fuel is described, comprising kneading (a) a bituminous substance, (b) a low molecular weight aliphatic alcohol, and (c) water, a water-containing organic compound, or an aqueous organic compound suspension to provide a dispersion composition wherein the aqueous alcohol solution as a dispersed phase is dispersed in the bituminous substance as a continuous phase. By causing the phase inversion of the thus-obtained w/o type dispersion composition by kneading it along with a protective colloid at 5.degree. C. to 60.degree. C., and o/w type dispersion composition suitable for use as a fuel can be produced.Type: GrantFiled: August 14, 1981Date of Patent: June 19, 1984Assignees: Maruzen Oil Co., Ltd., Nippon Chemtec Consulting Inc.Inventors: Takeo Satake, Masahisa Ishigami, Kunio Arimoto, Yorishige Matsuba, Yoshikazu Inoue, Yusuke Tanaka, Kohei Kanda
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Patent number: 4436656Abstract: A novel glycoprotein substance possessing a high antitumor activity is provided, which is recovered and isolated from the liquid portion coming from cooking of raw scallop shellfish with a hot aqueous solvent or vapor of such solvent and which is amphoteric electrolyte in nature with an average molecular weight of about 5000 and with an isoelectric point of pH 5.2.Type: GrantFiled: August 2, 1983Date of Patent: March 13, 1984Assignee: Maruzen Oil Co., Ltd.Inventors: Takuma Sasaki, Kazuya Nakamichi, Yakudo Tachibana, Kiyoshi Minami
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Patent number: 4436657Abstract: A novel glycoprotein substance possessing a high antitumor activity is provided, which is recovered and isolated from the liquid portion coming from cooking of raw scallop with a hot aqueous solvent or vapor of such solvent and which is amphoteric electrolyte in nature with an average molecular weight of about 470,000 and with an isoelectric point of pH 5.5.Type: GrantFiled: August 2, 1983Date of Patent: March 13, 1984Assignee: Maruzen Oil Co., Ltd.Inventors: Takuma Sasaki, Kazuya Nakamichi, Yakudo Tachibana, Kiyoshi Minami
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Patent number: 4390468Abstract: A new antitumor agent is provided which consists essentially of water-soluble, macromolecular glycoprotein substances having a range of molecular weights within the limits of from 10,000 to 300,000 and which is prepared from shellfish or mollusc by taking up the liquid portion which comes from the cooking of raw shellfish in an aqueous solvent, typically water or a saline solution, or vapor of such solvent and which is to be discarded as waste, concentrating the liquid portion to a smaller volume or to dryness, dissolving the resulting concentrate or dry powder in an aqueous solvent and isolating the desired water-soluble, macromolecular glycoprotein substances therefrom. The isolation of the desired substances is preferably carried out by an ion-exchange chromatography with a basic anion-exchanger followed by a gel-filtration.Type: GrantFiled: August 4, 1982Date of Patent: June 28, 1983Assignee: Maruzen Oil Co., Ltd.Inventors: Takuma Sasaki, Kazuya Nakamichi
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Patent number: 4368337Abstract: A process is described for converting glycol dialkyl ether without substantial formation of olefin oligomers by reaction with water, comprising reacting a feed glycol di-tertiary alkyl ether represented by structural formula (A) with water using a strongly acidic cation-exchange resin as a catalyst and a reaction temperature of from 40.degree. C. to 150.degree. C. under a pressure of from 1 to 70 kg/cm.sup.2 (absolute pressure) in a molar ratio of water/feed glycol di-tertiary alkyl ether represented by the structural formula (A) of from 0.Type: GrantFiled: March 30, 1981Date of Patent: January 11, 1983Assignee: Maruzen Oil Co., Ltd.Inventors: Kinya Tawara, Hiroki Kamiyama, Shigenori Nakashizu, Takashi Kaneko, Tadahiro Wakui, Tadashi Matsumoto
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Patent number: 4345102Abstract: Ethylene glycol mono-t-butyl ether is produced by contacting a starting mixture of feed materials comprising ethylene glycol di-t-butyl ether and ethylene glycol with a strongly acidic cation-exchange material, thereby to react said ethylene glycol and ethylene glycol di-t-butyl ether to produce ethylene glycol mono-t-butyl ether; the reaction is carried out at about 30.degree. to 130.degree. C. under an atmospheric pressure or an increased pressure; the molar ratio of the feed ethylene glycol to the feed ethylene glycol di-t-butyl ether is about 1:0.01 to 1:20; the feed material may be a mixture comprising ethylene glycol di-t-butyl ether, ethylene glycol and at least one member selected from the group consisting of ethylene glycol mono-t-butyl ether, diisobutylene, and triisobutylene; also the reaction can be carried out by either a batch process or a continuous flowing process.Type: GrantFiled: June 3, 1980Date of Patent: August 17, 1982Assignee: Maruzen Oil Co., Ltd.Inventors: Tadashi Matsumoto, Osamu Kuratani, Yasunori Hirose, Susumu Toba
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Patent number: 4299997Abstract: An improved process for producing ethylene glycol mono-tert-butyl ether by reacting ethylene glycol with isobutylene in the presence of a catalyst of strongly acidic cation-exchange material is disclosed which enables the production of ethylene glycol mono-tert-butyl ether in a high yield while suppressing the formation of by-product ethylene glycol di-tert-butyl ether by previously adding ethylene glycol di-tert-butyl ether to the reaction system and conducting the reaction at temperatures of about 60 to 130.degree. C.Type: GrantFiled: December 18, 1979Date of Patent: November 10, 1981Assignee: Maruzen Oil Co., Ltd.Inventors: Tadashi Matsumoto, Osamu Kuratani, Yasunori Hirose, Susumu Toba
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Patent number: 4243581Abstract: A propylene polymer composition stabilized against oxidative degradation comprising(1) 100 parts by weight of a propylene polymer,(2) 0.001 to 5 parts by weight of a poly(tertiary-butylated p-vinyl phenol) composed substantially of monomeric units represented by the following formula (I) ##STR1## wherein R.sub.1 represents a hydrogen atom or a tertiary butyl group, and (3) 0.001 to 5 parts by weight of a dialkylthiodipropionate represented by the following formula (II)S--C.sub.2 H.sub.4 COOR).sub.2 (II)wherein R represents an alkyl group containing 10 to 20 carbon atoms.Type: GrantFiled: August 17, 1978Date of Patent: January 6, 1981Assignee: Maruzen Oil Co., Ltd.Inventors: Motonobu Minagawa, Mitsuo Akutsu, Hiroshi Fujiwara, Masayuki Kashiki
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Patent number: 4221700Abstract: A stabilized synthetic polymer composition comprising(1) 100 parts by weight of a synthetic polymer,(2) 0.001 to 5 parts by weight of a poly(alkylated alkenylphenol) composed substantially of monomeric units represented by the following formula (I) ##STR1## wherein R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R.sub.1 represents an alkyl group having 1 to 18 carbon atoms; and R.sub.2 represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms; and(3) 0.001 to 5 parts by weight of an auxiliary stabilizer selected from the group consisting of polyhydric alcohol esters of alkylthioalkanoic acids, polyesters of thiodipropionic acid and organic phosphite compounds.Type: GrantFiled: July 5, 1978Date of Patent: September 9, 1980Assignee: Maruzen Oil Co., Ltd.Inventors: Motomobu Minagawa, Mitsuo Akutsu, Hiroshi Fujiwara, Masayuki Kashiki
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Patent number: 4189603Abstract: A process for producing terephthalic acid of high quality suitable for use in direct polymerization comprising oxidizing a para-dialkylbenzene and/or an oxidized intermediate thereof in the liquid phase with molecular oxygen or a molecular oxygen-containing gas in the presence of an oxidation catalyst containing a heavy metal in a lower aliphatic carboxylic acid solvent, the reaction being carried out in the presence of a specified amount of a phenol. Polyesters prepared from the resulting terephthalic acid have good color.Type: GrantFiled: September 20, 1978Date of Patent: February 19, 1980Assignees: Matsuyama Petrochemicals Inc., Maruzen Oil Co., Ltd.Inventors: Motoo Shigeyasu, Hatsutaro Yamazaki, Takehiko Kitamura
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Patent number: 4166191Abstract: Highly pure p-tertiary-butyl phenol can be prepared from an olefin composition comprising a major amount of at least one isobutylene oligomer and a minor amount of a codimer of n-butene and isobutylene. The reaction of said olefin composition with phenol is carried out in the presence of water and synthetic silica-alumina catalyst at a temperature of 140.degree.-230.degree. C.Type: GrantFiled: February 9, 1978Date of Patent: August 28, 1979Assignees: Hitachi Chemical Company, Ltd., Maruzen Oil Co, Ltd., Goi Chemical Co, Ltd.Inventors: Masakazu Ueoka, Yasuyuki Iguchi, Takayuki Saito, Hiroshi Okamura
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Patent number: 4151220Abstract: A powder coating composition containing a vehicle which comprises about 50 to about 98% by weight of a polycondensate obtained by a polycondensation of a polyol component comprising at least about 30 mol% 2-methylbutane-1,3-diol and a polycarboxylic acid component comprising at least about 50 mol% terephthalic acid and/or dimethyl terephthalate and about 2 to about 50% by weight of a crosslinking agent. The powder coating composition has a good storage stability (or powder stability) and also the boiling water resistance, the smoothness, the gloss, the flexibility, the adhesiveness, etc., in particular of a film thereof is quite excellent.Type: GrantFiled: February 17, 1977Date of Patent: April 24, 1979Assignee: Maruzen Oil Co., Ltd.Inventors: Yoshihide Watanabe, Keiji Kitada, Osamu Kuratani, Makoto Iriuchijima
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Patent number: 4123371Abstract: A process for producing over-based sulfurized alkaline earth metal phenates useful as lubricating oil or fuel oil additives comprising reacting a phenol, sulfur, a dihydric alcohol and an alkaline earth metal oxide or hydroxide with about 0.99 to about 0.001 gram equivalents per phenolic hydroxyl group, and reacting the reaction product with carbon dioxide at a temperature of about 50.degree. to about 230.degree. C.Type: GrantFiled: December 21, 1977Date of Patent: October 31, 1978Assignee: Maruzen Oil Co., Ltd.Inventors: Takashi Hori, Suetou Hayashida
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Patent number: 4101590Abstract: A process for the separation and purification of vinylphenol which comprises contacting crude vinylphenol containing vinylphenol and impurities such as phenol, alkylphenols, vinylphenol polymers and hydrocarbons countercurrently with an aqueous alkali solution together with a specific organic solvent.Vinylphenol obtained is useful as the raw material for the production of polyvinylphenol or a vinylphenol copolymer which is utilized as a thermoplastic resin, an ion exchange membrane, an adhesive, a glass fiber-reinforced composite or the like.Type: GrantFiled: August 23, 1976Date of Patent: July 18, 1978Assignee: Maruzen Oil Co., Ltd.Inventors: Mikio Sato, Kinya Tawara, Shinpachiro Iwaki, Kohji Matsumoto, Kenichi Sekine
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Patent number: 4032598Abstract: A process for purifying a halogenated alkenylphenol polymer by treating the polymer with an aqueous solution of a basic compound such as a hydroxide, carbonate, or hydrogen carbonate of an alkali metal, an alkylamine, or ammonium. By the treatment, low molecular weight halides, etc., contained in the halogenated polymer as impurities are effectively removed.Type: GrantFiled: April 26, 1976Date of Patent: June 28, 1977Assignee: Maruzen Oil Co. Ltd.Inventors: Hiroshi Fujiwara, Asao Takahashi, Ken Suzuki
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Patent number: 4032513Abstract: A process of producing a high molecular weight alkenylphenol polymer which comprises cationically polymerizing an alkenylphenol, such as vinylphenol, in the presence of a nitrile using a cationic polymerization initiator in a homogeneous reaction system. The resulting alkenylphenol polymer is useful as a starting material for preparing a thermosetting resin, a high molecular weight electrolytic substance, an ion exchange membrane, adhesives, glass-fiber-reinforced composite materials, etc.Type: GrantFiled: March 30, 1976Date of Patent: June 28, 1977Assignee: Maruzen Oil Co. Ltd.Inventors: Hiroshi Fujiwara, Asao Takahashi, Motomu Miyamoto
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Patent number: 4028340Abstract: A process for preparing a high purity p-vinylphenol polymer which comprises dehydrogenating crude p-ethylphenol containing at least one of m-ethylphenol and o-ethylphenol to convert the ethylphenol(s) to vinylphenol(s), polymerizing the resulting crude product without removing the o- and/or m-vinylphenols, and purifying the resulting polymerization product.Type: GrantFiled: February 27, 1976Date of Patent: June 7, 1977Assignee: Maruzen Oil Co. Ltd.Inventor: Kenji Kanezaki
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Patent number: 4025401Abstract: A method for diaphragm electrolysis of an alkali metal halides which comprises electrolyzing an alkali metal halide solution by passing an electric current through an anode compartment and a cathode compartment of an electrolytic cell containing the alkali metal halide solution with an ion-exchange membrane of a graft copolymer of a polyolefin main chain and a side chain composed mainly of dihydroxystyrene and grafted to the polyolefin main chain separating the anode compartment and the cathode compartment.Type: GrantFiled: September 24, 1975Date of Patent: May 24, 1977Assignee: Maruzen Oil Co. Ltd.Inventors: Hiroshi Fujiwara, Kinya Jawara, Kaoru Miyoshi, Makoto Mukai