Gas Phase Patents (Class 560/245)
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Patent number: 4409396Abstract: The invention relates to a process for the manufacture of unsaturated carboxylic acid esters by the reaction of olefins or cyclo-olefins with oxygen and carboxylic acids in the gaseous phase, in the presence of a catalyst which contains elements of the subsidiary group VIII of the periodic system and/or compounds thereof, and an alkali metal acetate, at temperatures of from 100.degree. to 250.degree. C. and pressures of from 0.5 to 21 bar absolute, wherein from 1 to 8000 parts per million (by weight), calculated on the carboxylic acid used, of organic chlorine compounds are added to the reaction mixture.Type: GrantFiled: September 3, 1981Date of Patent: October 11, 1983Assignees: Wacker-Chemie GmbH, Hoechst AktiengesellschaftInventors: Dominik Dempf, Ludwig Schmidhammer, Gerhard Dummer, Gunter Roscher, Karl-Heinz Schmidt, Ernst Selbertinger, Rudolf Strasser
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Patent number: 4370492Abstract: The carriers contain common active components, namely noble metals of the 8th sub-group or compounds thereof, and as activators alkali metal compounds, alkaline earth metal compounds or cadmium compounds. The carriers, too, consist of common materials, such as silicic acid. A novel feature is to be seen in the shape of the carrier particles which are designed as rod sections having a star-shaped cross section (FIGS. 1 to 7) or as ribbed rods (FIG. 8). In relation to the apparent density and thus in relation to the amount of noble metal employed, a considerably higher space-time yield is reached than with carrier particles of a conventional shape.Type: GrantFiled: September 5, 1980Date of Patent: January 25, 1983Assignee: Hoechst AktiengesellschaftInventors: Friedrich Wunder, Therese Quadflieg, Gunter Roscher, Gunther Heck
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Patent number: 4323698Abstract: This specification discloses an insoluble resin-metal compound complex, the method for its preparation, and its use in carrying out a catalyzed reaction. The complex is a weak base anion exchange resin which has been contacted with a solution of a coordination compound having at least two ligands connected to at least one central metal atom to bond chemically the resin to the metal atom by replacement of at least one of the ligands of the coordination compound by a functional group of the weak base anion exchange resin. The complex can be used as a catalyst for hydrogenation, carbon monoxide insertion, polymerization, isomerization, vinyl ester exchange, and ethylene oxidation reactions, among others.Type: GrantFiled: January 21, 1980Date of Patent: April 6, 1982Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Darrell D. Whitehurst
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Patent number: 4188490Abstract: Ethylene and oxygen are reacted in the presence of steam in the vapor phase within the temperature range of from about 150.degree. C. to about 250.degree. C. in contact with a catalytically effective amount of palladium metal on a zinc oxide support in the presence of a sulfur modifier to provide mixtures of acetic acid and vinyl acetate.Type: GrantFiled: May 27, 1977Date of Patent: February 12, 1980Assignee: National Distillers and Chemical CorporationInventors: James A. Hinnenkamp, John A. Scheben
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Patent number: 4158737Abstract: A Group VIII noble metal catalyst supported on an alumina carrier having an alumina content greater than 99.0%, a crystalline alpha-alumina content of greater than 96%, a theta-alumina content of less than about 3.0%, a total calcium and magnesium content of less than 750 ppm, a surface area of about 2 to 6 m.sup.2 /g, an average crush strength of from about 20 to 45 lbs., a bulk density of less than about 1.35 g/cc, and an acetic acid loading of less than about 1.5% in 200 hours. The catalyst generally contains an alkali metal carboxylate activator and optionally a metal such as gold, copper, and the like. The catalyst is particularly useful for the preparation of unsaturated organic esters such as vinyl acetate and allyl acetate by a vapor phase process wherein a gaseous mixture of an olefinic compound, a lower carboxylic acid, and oxygen is contacted with the catalyst.Type: GrantFiled: July 3, 1978Date of Patent: June 19, 1979Assignee: National Distillers and Chemical Corp.Inventor: Raymond C. Bartsch
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Patent number: 4133962Abstract: Process for the preparation of alkenyl esters of carboxylic acids in the gaseous phase from carboxylic acids, olefins and oxygen or oxygen containing gases in the presence of palladium carboxylate catalysts; the carboxylic acid concentration in the feed gas being lower in the starting period of the process than the intended final concentration, and subsequently being increased either continuously or stepwise until the final concentration is attained.Type: GrantFiled: February 22, 1977Date of Patent: January 9, 1979Assignee: Hoechst AktiengesellschaftInventors: Hans Fernholz, Hans-Joachim Schmidt, Friedrich Wunder, Gunter Roscher
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Patent number: 4119567Abstract: A Group VIII novel metal catalyst supported on an alumina carrier having an alumina content greater than 99.0%, a crystalline alpha-alumina content of greater than 96%, a theta-alumina content of less than about 3.0%, a total calcium and magnesium content of less than 750 ppm, a surface area of about 2 to 6 m.sup.2 /g, an average crush strength of from about 20 to 45 lbs., a bulk density of less than about 1.35 g/cc, and an acetic acid loading of less than about 1.5% in 200 hours. The catalyst generally contains an alkali metal carboxylate activator and optionally a metal such as gold, copper, and the like. The catalyst is particularly useful for the preparation of unsaturated organic esters such as vinyl acetate and allyl acetate by a vapor phase process wherein a gaseous mixture of an olefinic compound, a lower carboxylic acid, and oxygen is contacted with the catalyst.Type: GrantFiled: December 14, 1976Date of Patent: October 10, 1978Assignee: National Distillers and Chemical CorporationInventor: Raymond C. Bartsch
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Patent number: 4092267Abstract: Process for regenerating palladium carrier catalysts for the oxacylation of olefins in the gaseous phase by treating the exhausted catalyst with a fatty acid blended with nitric oxides, nitric acid, peroxides or per-acids, by subsequent drying at temperatures below 90.degree. C and evaporation of the fatty acid to a residual content of below 8 weight %.Type: GrantFiled: March 23, 1976Date of Patent: May 30, 1978Assignee: Hoechst AktiengesellschaftInventors: Hans Fernholz, Hans Krekeler, Hans-Joachim Schmidt, Friedrich Wunder
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Patent number: 4087622Abstract: Vinyl acetate is produced through reaction of ethylene, oxygen and acetic acid in vapor phase employing a catalyst which comprises 0.3 to 3.0 weight % of palladium metal, 0.0157 to 1.8 weight % of gold metal and 1 to 30 weight % of an alkali metal acetate, all based on the weight of the carrier or catalyst support therefor. These components are supported on said carrier or support under such conditions that (1) at least 90% by weight of each of the supported palladium and gold metals is distributed proximate the external surfaces of the carrier particles, extending to depths no greater than about 30% of the radius of each particle as measured from the external surface of each particle to the center of said particle, and (2) the proportion of gold to palladium ranges from about 5 to 60% by weight, based upon the total weight of the gold and palladium.Type: GrantFiled: June 23, 1975Date of Patent: May 2, 1978Assignee: Bayer AktiengesellschaftInventors: Michihiro Nakamura, Yuzuru Fujiwara, Teruo Yasui
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Patent number: 4057575Abstract: The invention comprises the oxidation of olefins to unsaturated esters of organic acids or acetals and/or unsaturated ethers of alcohols by contacting the olefin with an organic acid or alcohol reactant in the presence of a catalyst comprising a compound of a Group VIII noble metal and a redox agent. The catalyst is maintained active by contacting it with oxygen introduced simultaneously or intermittently with the olefin or by circulating the catalyst between separate oxygen and olefin contacting zones. The oxidation can be performed under liquid phase conditions by initiating the contacting with a dissolved catalyst or can be performed under vapor phase conditions by initiating the contacting with the catalyst distended on a solid support.Type: GrantFiled: June 23, 1976Date of Patent: November 8, 1977Assignee: Union Oil Company of CaliforniaInventor: Donald L. Klass
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Patent number: 4056563Abstract: A method of producing allylacetate residing in that propylene is reacted with acetic acid and oxygen in a gaseous phase at a temperature of 150.degree.-250.degree. C under a pressure of 1-10 atg in the presence of a catalyst containing tetraammonium palladium acetate of the formula / Pd(NH.sub.3).sub.4 / (CH.sub.3 COO).sub.2 and activators on a support.The proposed invention makes it possible to increase the yield of allylacetate per liter of the catalyst per hour.Type: GrantFiled: January 28, 1976Date of Patent: November 1, 1977Inventors: Varazdat Karapetovich Boyadzhian, Saribek Saakovich Khachatrian, Genrikh Gevorkovich Stepanian, Volodya Karapetovich Eritsian, Edik Stepanovich Agavelian, Oleg Matveevich Nefedov, Igor Evgenievich Dolgy, Mikhail Fedorovich Sisin, Alexei Yakovlevich Kolbasin, Ivan Konstantinovich Anikeev
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Patent number: 4051181Abstract: A three-step process for the production of acrolein and/or acrylic acid from propylene involves oxidizing the propylene in the presence of a palladium catalyst and acetic acid to produce allyl acetate, hydrolyzing the resulting allyl acetate to produce allyl alcohol and acetic acid, recycling the acetic acid produced to the propylene oxidation step, and oxidizing the allyl alcohol in the presence of a supported palladium-copper or palladium-silver metal catalyst. The acrolein and/or acrylic acid is produced in good yield at low temperatures.Type: GrantFiled: August 11, 1975Date of Patent: September 27, 1977Assignee: National Distillers and Chemical CorporationInventor: Jawad H. Murib