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公开(公告)号:CA1150318A
公开(公告)日:1983-07-19
申请号:CA369645
申请日:1981-01-29
Applicant: AGENCY IND SCIENCE TECHN
Inventor: MATSUDA AKIO , BANDO KENICHIRO , SUGI YOSHIHIRO , MURATA KAZUHISA , TAKAMI YASUO
IPC: B01J31/00 , C07B61/00 , C07C27/00 , C07C29/10 , C07C29/38 , C07C31/20 , C07C41/00 , C07C43/13 , C07C67/00
Abstract: The invention provides a novel and very economical method for the industrial production of ethyleneglycol starting with formaldehyde and synthesis gas, i.e. a gaseous mixture of carbon monoxide and hydrogen. The method utilizes the synthetic route in which a formaldehyde di-sec-alkyl acetal, which is obtained from formaldehyde and a sec-alcohol, with carbon monoxide and hydrogen to form an ethyleneglycol mono-sec-alkyl ether which is then hydrolyzed with water into the desired ethyleneglycol. The first step reaction of the acetal compound is catalyzed with a single component catalyst of cobalt carbonyl while the hydrolysis reaction proceeds with an acidic catalyst in a high yield unexpected from the similar reaction of ethyleneglycol mono-primary-alkyl-ethers.
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公开(公告)号:DE3104033A1
公开(公告)日:1981-12-10
申请号:DE3104033
申请日:1981-02-05
Applicant: AGENCY IND SCIENCE TECHN
Inventor: MATSUDA AKIO , BANDO KENICHIRO , SUGI YOSHIHIRO , MURATA KAZUHISA , TAKAMI YASUO
IPC: B01J31/00 , C07B61/00 , C07C27/00 , C07C29/10 , C07C29/38 , C07C31/20 , C07C41/00 , C07C43/13 , C07C67/00
Abstract: The invention relates to a novel, very economical process for the industrial production of ethylene glycol from formaldehyde and synthesis gas, i.e. a gaseous mixture of carbon monoxide and hydrogen. The process is based on a synthetic route in which a formaldehyde di-s-alkyl acetal, which is obtained from formaldehyde and a secondary alcohol, is reacted with carbon monoxide and hydrogen to give an ethylene glycol mono-s-alkyl ether, which is then hydrolyzed with water to give the desired ethylene glycol. The first reaction step of the reaction of the acetal compound is catalyzed by cobalt carbonyl as a single component catalyst, while the hydrolysis reaction is carried out using an acidic catalyst; a high yield is obtained according to the invention, which is surprising in respect of the analogous reaction of primary alkyl monoethers of ethylene glycol.
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公开(公告)号:DE2411888A1
公开(公告)日:1974-09-26
申请号:DE2411888
申请日:1974-03-12
Applicant: AGENCY IND SCIENCE TECHN
Inventor: TODO NAOYUKI , SATO TOSHIO , SUGI YOSHIHIRO
IPC: B01D53/86 , B01D53/94 , B01J23/00 , B01J23/70 , B01J23/72 , B01J23/86 , B01J37/20 , B01D53/34 , B01D53/00 , F01N3/14
Abstract: Catalyst for ren. of N oxides is industrial combustion gases with gaseous ammonia is selected from CuO and Fe2O3 and can be combined with an active alumina carrying Cr2O3. The catalyst system is pref. preliminarily treated with N2 or air contg. 50-2000 ppm SO2 at 200-450 degrees C, whereby the redn. of catalytic activity caused by moisture is eliminated (alternatively, the effluent gases may contain 50-1400 ppm SO2). The catalytic activity is stabe even at high temps. This catalyst system is cheaper than prior art systems.
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公开(公告)号:JPH0812623A
公开(公告)日:1996-01-16
申请号:JP16446394
申请日:1994-06-23
Applicant: AGENCY IND SCIENCE TECHN
Inventor: KUBOTA YOSHIHIRO , HANAOKA TAKAMASA , TAKEUCHI KAZUHIKO , SUGI YOSHIHIRO
IPC: C07C67/36 , B01J31/24 , C07B61/00 , C07C69/773
Abstract: PURPOSE:To provide a process for producing the subject ester useful as an intermediate raw material for the synthesis of functional materials, pharmaceuticals and agrochemicals in high yield. CONSTITUTION:This compound of formula II is produced by reacting 4bromoblphenyl with a phenol compound of formula I (R to R are each H, an alkyl, an alkoxy or an aryl; R and R are not sterically hindered groups at the same time) and carbon monoxide in the presence of an organic strong base (e.g. cyclic amidine or cyclic guanidine) using a palladium complex catalyst at 50-200 deg.C preferably 110-130 deg.C under carbon monoxide pressure of 1-50 bar, preferably 3-10 bar. The amounts of the phenol compound and the palladium complex are preferably 1.0-1.5mol and 0.002-0.008 mol based on 1mol of 4- bromobiphenyl, respectively. Even if the phenol compound has steric hindrance substituents on both 2- and 6-sites, the reaction is smoothly performed by using the phenol compound in the form of K salt or Na salt.
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公开(公告)号:JPH069471A
公开(公告)日:1994-01-18
申请号:JP8549693
申请日:1993-03-19
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ARAKAWA HIRONORI , HANAOKA TAKAMASA , TAKEUCHI KAZUHIKO , MATSUZAKI TAKEHIKO , SUGI YOSHIHIRO
Abstract: PURPOSE:To dehydrogenatively dimerize tert-butyl methyl ether in a high yield and high selectivity. CONSTITUTION:In the method for producing ethylene glycol di-tert-butyl ether by dehydrogenatively dimerizing tert-butyl methyl ether under the irradiation of light, a rhodium halide and/or an osmium halide and acetone are used.
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公开(公告)号:JPH0551333A
公开(公告)日:1993-03-02
申请号:JP23557091
申请日:1991-08-22
Applicant: AGENCY IND SCIENCE TECHN
Inventor: TAKEUCHI KAZUHIKO , HANAOKA TAKAMASA , MATSUZAKI TAKEHIKO , SUGI YOSHIHIRO , ASAGA HIROYUKI , ABE YOSHISAKI , MISONOO TAKAHISA
Abstract: PURPOSE:To prepare a heterogeneous catalyst exhibiting high activity and selectivity in the hydroformylation reaction of an olefin and to produce an aldehyde or an alcohol in high yield. CONSTITUTION:An aldehyde or an alcohol can be produced in high yield, catalytic activity and selectivity by the hydroformylation reaction of an olefin in the presence of a heterogeneous catalyst prepared by supporting a cobalt compound and an iridium compound on an inorganic oxide and reducing with a proper reducing agent such as hydrogen.
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公开(公告)号:JPH04169555A
公开(公告)日:1992-06-17
申请号:JP29789790
申请日:1990-11-02
Applicant: AGENCY IND SCIENCE TECHN , PETROLEUM ENERGY CENTER FOUND
Inventor: SUGI YOSHIHIRO , TAKEUCHI KAZUHIKO , DOI TEISHO , TAKAGI SATORU
Abstract: PURPOSE:To advantageously obtain the title compound in reacting a corresponding 2,7-dibromo compound with carbon monoxide and an alcohol in the presence of a basic substance by using a palladium catalyst consisting of a specific chelate diphosphine as a ligand. CONSTITUTION:In producing a compound shown by formula I usable as an intermediate for heat-resistant or liquid crystal polymer by reacting 2,7- dibromo-9,10-dihydrophenanthrene with carbon monoxide and an alcohol shown by the formula R-OH (R is 1-20C hydrocarbon group) in the presence of a basic substance, a palladium complex consisting of a chelate diphosphine shown by formula II (A is 1-10C hydrocarbon group, preferably isopropyl, cyclohexyl or phenyl; n is 3 or 4) as a ligand is used as a catalyst to give the objective compound in much higher activity and selectivity than those of a conventional procedure using a palladium-triphenylphosphine complex as a catalyst.
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公开(公告)号:JPH04120033A
公开(公告)日:1992-04-21
申请号:JP23834690
申请日:1990-09-07
Applicant: AGENCY IND SCIENCE TECHN
Inventor: MATSUZAKI TAKEHIKO , HANAOKA TAKAMASA , TAKEUCHI KAZUHIKO , SUGI YOSHIHIRO
Abstract: PURPOSE:To produce an organic oxygen-containing compound containing acetic acid, acetaldehyde and ethanol as principal components from a synthetic gas by using a cobalt catalyst comprising an oxide containing an alkali metal element carrying a cobalt-carbonyl compound. CONSTITUTION:A synthetic gas is reacted at 150-450 deg.C, 5-150kg/cm and 1000-20000/h space velocity using a specific cobalt catalyst to produce a 2C oxygen-containing compound such as acetic acid, acetaldehyde or ethanol in high selectivity. The catalyst is produced by impregnating silica gel or alumina, etc., with an aqueous solution of acetate, oxalate, nitrate or chloride, etc., of alkali metal (e.g. Li, K, Na or Rb) and carrying a cobaltcarbonyl compound [e.g., Co2(CO)8 or Co4(CO)12] with a impregnating-carrying method from a solution or a vapor phase mixing method, etc., without using a solvent. Thereby, the objective material is obtained in high selectivity without using expensive rhodium catalyst.
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公开(公告)号:JPH02163116A
公开(公告)日:1990-06-22
申请号:JP31704588
申请日:1988-12-15
Applicant: AGENCY IND SCIENCE TECHN
Inventor: TAKEUCHI KAZUHIKO , TAKAGI SATORU , SUGI YOSHIHIRO
Abstract: PURPOSE:To obtain the subject polymer useful as a raw material for a high- strength resin, a photo-sensitive and electrically conductive resin, etc., on an industrial scale in high efficiency by copolymerizing vinylanthracene and a specific vinyl compound in the presence of a metal salt. CONSTITUTION:A copolymer of formula I, II [R1-R3 are H, 1-10C alkyl or halogen; R4 is H, 1-10C alkyl, alkoxy, OH, halogen or amino; m and n are numbers of monomer units in the copolymer; 100Xm/(m+n) is 5-95], etc., can be produced by copolymerizing 9-vinylanthracene with a vinyl compound having carbonyl group or nitrile group (preferably methyl methacrylate) in the presence of a metal salt [preferably an organic aluminum halide (e.g. aluminum chloride) or organic boron halide (e.g. ethylboron dichloride)].
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公开(公告)号:JPS6333342A
公开(公告)日:1988-02-13
申请号:JP17814586
申请日:1986-07-29
Applicant: AGENCY IND SCIENCE TECHN
Inventor: ARAKAWA HIRONORI , TAKEUCHI KAZUHIKO , MATSUZAKI TAKEHIKO , SUGI YOSHIHIRO , TANAKA KAZUAKI , FUKUSHIMA TAKAKAZU , SAITO TOSHIHIRO
Abstract: PURPOSE:A catalyst system which is composed of a combination of a Rh-Ti-Fe- Ir/SiO2 catalyst with an alcohol dehydration catalyst is used to enable one-stage production of ethylene from synthesis gas in high efficiency. CONSTITUTION:A conjugated catalyst system which is composed of a Rh-Ti-Fe- Ir/SiO2 catalyst and an alcohol dehydration catalyst, preferably zeolite is used to conduct the reaction of a synthesis gas with a H2/CO ratio of 4/1-1/4 at 250-350 deg.C, 1 atm-50kg/cm and a flow rate of 50-800ml/min whereby ethylene is obtained from synthesis gas through a one-stage process. Both catalysts may mixed or the Rh-Ti-Fe-Ir/SiO2 catalyst may be set in the upper part, while the dehydration catalyst in the lower part. Preferably, the amount of the dehydration catalyst is more than the other.
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