Patents by Inventor Masuhiko Tamura
Masuhiko Tamura 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: 4723036Abstract: There is provided a process for producing propylene glycol monoacetate which comprises the steps of(I) hydroformylating vinyl acetate with a gaseous mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a substantially water-insoluble rhodium complex and a tri-substituted phosphine to form .alpha.-acetoxypropionaldehyde,(II) subjecting at least part of the reaction mixture obtained in step (I) to extraction with an aqueous medium to obtain an aqueous layer containing .alpha.-acetoxypropionaldehyde and an extraction residue containing the catalyst components, and recycling the extraction residue to the hydroformylation step (I),(III) contacting the aqueous layer containing .alpha.-acetoxypropionaldehyde obtained in step (II) with a carboxylic acid ester of general formula (A)C.sub.l H.sub.2l+1 COOC.sub.m H.sub.2m+1 (A)wherein l is an integer of 0 to 4; m is an integer of 1 to 5; and the sum of l and m is 3 to 5, or a dicarboxylic acid ester of general formula (B)ROOC(CH.sub.2).sub.Type: GrantFiled: September 30, 1982Date of Patent: February 2, 1988Assignee: Kuraray Company, Ltd.Inventors: Takanori Kitamura, Masuhiko Tamura
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Patent number: 4567305Abstract: Allyl alcohol is hydroformylated with a gaseous mixture of hydrogen and carbon monoxide, in an aromatic hydrocarbon, in the presence of a rhodium complex and a trisubstituted phosphine, to form hydroxybutyraldehydes which are separated from the reaction mixture within an aqueous medium. The carbon monoxide partial pressure, the rate of consumption of carbon monoxide, the rate at which the carbon monoxide is dissolved in the reaction mixture, reaction temperature and the viscosity of the reaction mixture are selected and controlled in an interrelated way to give a high yield of 4-hydroxybutyraldehyde and reduced catalyst consumption.Type: GrantFiled: June 15, 1984Date of Patent: January 28, 1986Assignees: Kuraray Company, Ltd., Daicel Chemical Industries, Ltd.Inventors: Mitsuo Matsumoto, Shinichi Miura, Koichi Kikuchi, Masuhiko Tamura, Hidetaka Kojima, Kunio Koga, Shigeru Yamashita
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Patent number: 4510331Abstract: There are disclosed a process for producing 7-octen-1-al which comprises isomerizing 2,7-octadien-1-ol in the presence of a catalyst comprising oxides of at least two metals selected from the group consisting of copper, chromium and zinc and processes for producing derivatives of 7-octen-1-al.Type: GrantFiled: June 22, 1982Date of Patent: April 9, 1985Assignee: Kuraray Company, Ltd.Inventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4510332Abstract: A process for producing 1,9-nonanedial which comprises hydroformylating 7-octen-1-al with a mixture of hydrogen and carbon monoxide in an aqueous sulfolane or 1,4-butanediol solution in the presence of a rhodium complex and the sodium, potassium or lithium salt of m-(diphenylphosphino)benzenesulfonic acid, extracting 1,9-nonanedial from the reaction mixture with a primary alcohol or a mixture of a primary alcohol and a saturated aliphatic hydrocarbon, and recycling the extraction residue containing the catalyst components to the 7-octen-1-al hydroformylation step.Type: GrantFiled: February 25, 1983Date of Patent: April 9, 1985Assignee: Kuraray Company, Ltd.Inventors: Mitsuo Matsumoto, Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4500727Abstract: A process for producing methyl lactate by (I) hydroformylating vinyl acetate or vinyl propionate with a gaseous mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a substantially water-insoluble rhodium complex and a tri-substituted phosphine to form .alpha.-acetoxy- or propionyloxy-propionaldehyde, (II) subjecting at least part of the reaction mixture obtained in step (I) to extraction with an aqueous medium to obtain an aqueous layer containing .alpha.-acetoxy- or propionyloxy-propionaldehyde and an extraction residue containing the catalyst components, and recycling the extraction residue to the hydroformylation step (I), (III) separating .alpha.-acetoxy- or propionyloxy-propionaldehyde from the aqueous layer containing the same as obtained in step (II), (IV) oxidizing .alpha.-acetoxy- or propionyloxy-propionaldehyde obtained in step (III) in the liquid phase with oxygen gas or an oxygen-containing gas in the presence of an oxidation catalyst to form .alpha.Type: GrantFiled: March 18, 1982Date of Patent: February 19, 1985Assignee: Kuraray Co., Ltd.Inventors: Takanori Kitamura, Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4420640Abstract: There is disclosed a method of producing 1,9-nonanedial and/or 9-hydroxy-7-nonen-1-al which comprises reacting 2,7-octadien-1-ol with a mixture of hydrogen and carbon monoxide in an organic solvent in the presence of a rhodium catalyst and 30-300 equivalents of a monodentate tertiary organic phosphorus compound in per gram atom of rhodium at a hydrogen partial pressure of 0.5-20 kg/cm.sup.2 (absolute) and a carbon monoxide partial pressure of 0.1-5.0 kg/cm.sup.2 (absolute).Type: GrantFiled: April 27, 1982Date of Patent: December 13, 1983Assignee: Kuraray Co., Ltd.Inventors: Mitsuo Matsumoto, Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4417079Abstract: n-Octanol is obtained by (i) reacting butadiene with water in a solution containing water, a carbonate and/or bicarbonate salt of a monodentate tertiary amine, and sulpholane in the presence of a palladium compound and a hydrophilic monodentate phosphine, to form 2,7-octadien-1-ol; (ii) extracting 2,7-octadien-1-ol from at least part of the reaction mixture obtained in step (i) with a saturated aliphatic hydrocarbon, a monoolefinic hydrocarbon or an alicyclic hydrocarbon, and recycling the extraction residue to the 2,7-octadien-1-ol synthesis step (i); (iii) subjecting the extract layer containing 2,7-octadien-1-ol as obtained in step (ii) to distillation to distill off a large proportion of the extracting solvent therefrom, followed by distillation in the presence of water, whereby the extracting solvent remaining is distilled off in the form of an azeotropic mixture with water, to obtain a distillation residue; (iv) recovering 2,7-octadien-1-ol from the distillation residue obtained in step (iii) by distillType: GrantFiled: February 10, 1982Date of Patent: November 22, 1983Assignee: Kuraray Company, LimitedInventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4356333Abstract: A process for preparing n-octadienol comprising the steps of:(i) reacting butadiene with water in an aqueous sulfolane solution having a water/sulfolane weight ratio in the range of 20/80 to 70/30 and containing carbonate and/or bicarbonate ions in the presence of (A) palladium or a palladium compound, (B) a monodentate phosphine of the formula: ##STR1## [wherein R.sup.1 is an aliphatic, alicyclic or substituted or unsubstituted aromatic hydrocarbon group having 1 to 8 carbon atoms; R.sup.Type: GrantFiled: March 25, 1981Date of Patent: October 26, 1982Assignee: Kuraray Company, LimitedInventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4351964Abstract: A process for producing acetaldehyde is disclosed, which comprises reacting acetic anhydride with hydrogen in gaseous phase in the presence of a supported catalyst comprising a palladium, a platinum or a rhodium component.Type: GrantFiled: May 8, 1981Date of Patent: September 28, 1982Assignee: Kuraray Co., Ltd.Inventors: Seishiro Nakamura, Masuhiko Tamura
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Patent number: 4334042Abstract: In the carbonylation of olefinic compounds in the presence of a cobalt carbonyl catalyst, the addition to the reaction system of a secondary phosphine oxide represented by the general formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is substituted or unsubstituted hydrocarbon residue having not more than about 20 carbon atoms, in an amount of 0.2 to 20 moles per gram atom of the cobalt makes it possible to separate the reaction product from the reaction mixture by direct distillation without any such special operation for the catalyst separation as required in the conventional processes. The distillation residue which contains the catalyst can be recycled for the reuse thereof in the carbonylation.Type: GrantFiled: July 23, 1979Date of Patent: June 8, 1982Assignee: Kuraray Co. Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4334117Abstract: This invention provides an improved process for producing alkadienes which comprises (1) contacting butadiene or isoprene with a catalyst such as platinum or palladium or a compound of one of said metals in a sulfolane solution, in the presence of a tertiary lower alkylamine formate and at least one phosphine compound of the formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted C.sub.1-10 hydrocarbon group; R.sup.2 is H, a saturated aliphatic C.sub.1-5 hydrocarbon group, nitro or halogen; m is 1, 2 or 3; n is 0 or 1; x is 0, 1 or 2; y and z each is 0, 1, 2 or 3 (provided that y and z are not zero concurrently and x+y+z=3); A is --SO.sub.3 M wherein M is a cation selected from among H, alkali metals, alkaline earth metals and NH.sub.4 or the formate or an inorganic acid salt of ##STR2## wherein R.sup.3 and R.sup.4 each means a saturated aliphatic C.sub.Type: GrantFiled: September 4, 1980Date of Patent: June 8, 1982Assignee: Kuraray Co., Ltd.Inventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4306087Abstract: In hydroformylating an olefinic compound in an organic solvent and in the presence of a rhodium complex and a trisubstituted phosphine to give the corresponding aldehyde, at least one diphosphino compound of the following general formula (I) is added to the reaction system in a proportion of 0.20 to 5.0 equivalents per rhodium atom in the rhodium complex ##STR1## wherein A.sup.1 and A.sup.2, respectively, are aryl groups; R.sup.1 and R.sup.2, respectively, are an aryl group or a saturated hydrocarbon residue containing 1 or more carbon atoms; and ##STR2## represents a substituted or unsubstituted alicyclic hydrocarbon group containing 3 to 6 carbon atoms in the main ring.The addition of diphosphino compound (I) has a remarkable life-prolonging effect on the rhodium catalyst.Type: GrantFiled: August 6, 1980Date of Patent: December 15, 1981Assignee: Kuraray Co., Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4301083Abstract: Polyoxyalkylene compounds having at least four oxyalkylene units and one or two terminal hydroxyl groups are etherified by reacting same with organic primary chlorides or bromides in the presence of an aqueous, at least 30% by weight solution of sodium or potassium hydroxide to produce the corresponding etherified polyoxyalkylene derivatives. The molar ratio of the organohalide to the hydroxyl group(s) of the polyoxyalkylene compound is at least 1.2, and the molar ratio of the alkali metal hydroxide to such hydroxyl group(s) is at least 1.Type: GrantFiled: January 2, 1980Date of Patent: November 17, 1981Assignee: Kuraray Co., Ltd.Inventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4271320Abstract: An industrially suitable process for producing a higher carbonyl compound by the oxidation of an olefinic compound having at least six carbon atoms is provided. Said improved process comprises oxidizing the olefinic compound in aqueous medium containing palladium or salt thereof and a copper salt in the presence of a specific water-soluble polyoxyalkylene compound in an amount of from about 1/4 to about 3 parts by weight per 1 part by weight of water contained in the reaction mixture. The improvement is demonstrated in terms of yield, selectivity, separation of the product, and recycle of the catalyst.Type: GrantFiled: August 31, 1979Date of Patent: June 2, 1981Assignee: Kuraray Co., Ltd.Inventors: Yasuo Tokitoh, Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4238419Abstract: Rhodium catalyzed hydroformylation of olefinic compounds is essentially effected in the presence of a secondary phosphine oxide of the general formula (I) in an amount of at least one mole per gram atom of rhodium, which supresses the thermal degradation of the rhodium catalyst in the hydroformylation stage as well as in the distillation of the reaction products: ##STR1## wherein, in the formula (I), R.sup.1 and R.sup.2 are the same or different, substituted or unsubstituted hydrocarbon residues containing not more than 20 carbon atoms.The phosphine oxide of the general formula (I) maintains the catalytic activity over a prolonged period of time and prevents essentially metallic rhodium from sticking to the vessel during distillation of the reaction products from the reaction mixture, and consequently makes recycle of the catalyst easier and enables lowering the hydroformylation pressure.Type: GrantFiled: June 4, 1979Date of Patent: December 9, 1980Assignee: Kuraray Co., Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4215077Abstract: Hydroformylation of olefins is effected in an organic solvent in the presence of a rhodium complex and a trisubstituted phosphine to give the corresponding aldehydes. Addition of a diphosphinoalkane of the general formula ##STR1## wherein, in the formula, A.sup.1 and A.sup.2 are each aryl, R.sup.1 and R.sup.2 are each aryl or saturated hydrocarbon residues containing one or more carbon atoms, and Z is an alkylene radical whose principal chain contains 2 to 5 carbon atoms and optionally may have one or more lower alkyl substituents, to the hydroformylation reaction system in an amount of 0.20 to 2.5 equivalents per gram atom of the rhodium contained in the rhodium complex markedly prolongs the life of the rhodium catalyst.Type: GrantFiled: January 29, 1979Date of Patent: July 29, 1980Assignee: Kuraray Co., Ltd.Inventors: Mitsuo Matsumoto, Masuhiko Tamura
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Patent number: 4214111Abstract: A method of producing liquid hydrocarbons useful e.g. as lubricants or base oils for cosmetics is disclosed. The method comprises copolymerizing in the presence of an aluminum halide catalyst (i) at least one alpha-olefin having a terminal vinyl group and containing 6 to 14 carbon atoms, (ii) isobutylene and/or diisobutylene, and optionally (iii) 1-butene, coexisting in a specified ratio, and optionally hydrogenating the resulting polymer.Type: GrantFiled: November 6, 1978Date of Patent: July 22, 1980Assignee: Kuraray Co., Ltd.Inventors: Takanori Kitamura, Masuhiko Tamura
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Patent number: 4052442Abstract: A process for preparing glycol esters such as ethylene glycol diacetate which comprises contacting a monoolefin such as ethylene with an organic monocarboxylic acid such as acetic acid containing a palladous salt and either a nitrate or a nitrite.Type: GrantFiled: January 12, 1967Date of Patent: October 4, 1977Assignee: Kuraray Co., Ltd.Inventors: Masuhiko Tamura, Teruo Yasui