Acetic Acid Per Se Or Salt Thereof Patents (Class 562/607)
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Patent number: 4611085Abstract: The present invention relates to the vapour phase hydrogenation of carboxylic acid esters to give alcohols. More particularly, this invention pertains to a process for the production of an alcohol by hydrogenation of an ester with a hydrogenation catalyst comprising a Group VIII element, a promoter, and a carbon support. This process is characterized in that (1) the Group VIII element is ruthenium, nickel, or rhodium, (2) the promoter is introduced on to the carbon as a water stable compound of Group IA, IIA metal, a lanthanide or actinide, and (3) the carbon has a BET surface area of at least 100 m.sup.2 /g, and a ratio of BET to basal plane surface area not greater than 4:1, and (4) the hydrogenation is carried out in the vapor phase at a temperature in the range 100.degree. C. to 400.degree. C. at a total space velocity of 100 to 120,000.Type: GrantFiled: November 30, 1984Date of Patent: September 9, 1986Assignee: The British Petroleum Company p.l.c.Inventor: Melanie Kitson
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Patent number: 4606836Abstract: Finely divided lime, at any degree of slaking, is introduced in a steady stream into an agitated reactor designed to produce pellets or aggregates. Concentrated acetic acid is simultaneously introduced in a steady stream at a rate equal to the chemical combining rate required to produce calcium magnesium acetate. Water content of the reaction stream is critical; the mol ratio of water, including water of neutralization, to the calcium magnesium acetate product must fall in the range 3.3-7.0 in order to form the desired pellets and to avoid sticking, caking, and dust emanation from the reactor. Product pellets are drawn off in a stream from the reactor and dried for use as a non-polluting roadway and walkway deicer. Traction agent is optionally incorporated into the deicer pellets by introducing a steady stream of traction agent to the reactor simultaneous with raw materials introduction. Magnesium-to-calcium ratios greater than one are achieved by blending dolime with magnesium-rich ore.Type: GrantFiled: January 22, 1985Date of Patent: August 19, 1986Inventor: Alan B. Gancy
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Patent number: 4581473Abstract: Process for the preparation of ethylidene diacetate by hydrogenating acetic anhydride in the presence of a homogeneous rhodium catalyst, methyl iodide and lithium iodide.Type: GrantFiled: January 30, 1981Date of Patent: April 8, 1986Assignee: Eastman Kodak CompanyInventor: Stanley W. Polichnowski
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Patent number: 4578368Abstract: Disclosed is a process for the recovery of noble metals from a catalyst-tar formed in a process in which acetic anhydride is prepared by carbonylating methyl acetate in the presence of a noble metal containing catalyst such as rhodium, lithium and methyl iodide. The rhodium is recovered from the tar formed in the process by treating the catalyst containing tar with a lower fatty acid at a temperature of at least 100.degree. C. thereby isolating the noble metal which precipitates from the tar.Type: GrantFiled: May 6, 1985Date of Patent: March 25, 1986Assignee: Eastman Kodak CompanyInventor: Joseph R. Zoeller
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Patent number: 4567296Abstract: 1-Fluoro-1,1,5-trinitro-3-oxa-5-azahexane which is prepared by reacting one mole of 2-fluoro-2,2-dinitroethanol with one mole of an acetate of the formula ##STR1## wherein R is --CF.sub.3 or CH.sub.3.Type: GrantFiled: June 29, 1984Date of Patent: January 28, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventors: Theodore C. Adams, Jr., Horst G. Adolph
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Patent number: 4567004Abstract: Monomethyl-substituted methylene compounds are obtained by reacting methylene compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent --CN, --CO--R.sup.3, --SO.sub.2 --R.sup.3 or --NO.sub.2 andR.sup.1 can additionally denote -aryl(R.sup.1).sub.n,whereinR.sup.3 denotes --OH, alkyl, aralkyl, aryl, alkoxy, aralkoxy or aryloxy, or amino which is substituted by alkyl and/or aralkyl and/or aryl, and furthermoretwo radicals R.sup.3 together can be an alkylene group, the radical of an aliphatic diol or of an aliphatic diamine or the group --NH--CO--NH-- and n represents 1, 2 or 3,with formaldehyde and with hydrogen in the presence of a condensation catalyst and a hydrogenation catalyst at elevated temperature, the methylene compound being introduced into the liquid phase of the mixture of reactants in the course of the reaction.Type: GrantFiled: July 18, 1984Date of Patent: January 28, 1986Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters
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Patent number: 4556644Abstract: The disclosure relates to a process for purifying and recovering a contaminated catalyst solution which is obtained in the carbonylation of methyl acetate and/or dimethylether, the catalyst solution containing carbonyl complexes of noble metals of group VIII of the Periodic System of the elements, quaternary heterocyclic aromatic nitrogen compounds or quaternary organophosphorus compounds as organic promoters, and optionally compounds of carbonyl-yielding common metals as inorganic promoters, undistillable organic contaminants as well as acetic acid, acetic anhydride and ethylidene diacetate.Type: GrantFiled: August 4, 1982Date of Patent: December 3, 1985Assignee: Hoechst AktiengesellschaftInventors: Heinz Erpenbach, Klaus Gehrmann, Winfried Lork, Peter Prinz
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Patent number: 4553978Abstract: The present invention relates to a process for converting ligneous matter of vegetable origin by torrefaction, and to the product obtained. Wood or any other ligneous matter is subjected in a neutral atmosphere to a treatment of torrefaction at a temperature of between 200.degree. and 280.degree. C., and preferably between 240.degree. and 260.degree. C. for a duration of 30 mins. to 5 hours. The product of the invention is not fermentable, it has a specific mass close to 0.25 kg/dm.sup.3, a calorific power of at least about 5000 kcal/kg, a content of fixed carbon of 35 to 40% and can be broken up by hand; it may be used as fuel in boilers and in gas generators.Type: GrantFiled: August 23, 1982Date of Patent: November 19, 1985Assignee: Association pour la Recherche et le Developpement des Methodes et Processus IndustrielsInventor: Schwob Yvan
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Patent number: 4529550Abstract: Improvements in efficiencies and yields are achieved in the production of a saturated aliphatic monocarboxylic acid containing 5 to 9 carbon atoms from its corresponding aldehyde by rapidly hydrolyzing the anhydride of the monocarboxylic acid formed in the oxidation. The hydrolysis is accomplished by contacting the anhydride with water at a temperature from about 130.degree. C. to about 215.degree. C. and at a pressure under which the water is maintained in the liquid state to convert the anhydride to its corresponding acid.Type: GrantFiled: January 17, 1983Date of Patent: July 16, 1985Assignee: Celanese CorporationInventors: Olan S. Fruchey, James S. Alder
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Patent number: 4528384Abstract: Novel polymers having high activity as cationic surface-active agents are prepared by the addition polymerization of ethylenically unsaturated aromatic sulfonium salts, e.g., ##STR1## When such polymers are heated and/or dried, they are irreversibly converted to inert, nonionic residues without the elimination of odorous by-products.The novel sulfonium salt polymers having relatively low molecular weight and low charge density are particularly useful as surfactants or emulsifiers in the emulsion polymerization of ethylenically unsaturated monomers such as styrene, butadiene, alkyl acrylates and the like. The polymers having high molecular weight and high charge density are useful as thickeners and flocculants.Type: GrantFiled: June 30, 1980Date of Patent: July 9, 1985Assignee: The Dow Chemical CompanyInventors: Donald L. Schmidt, Thomas C. Klingler, Ritchie A. Wessling
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Patent number: 4518514Abstract: A heat storage material to be used for air cooling systems is provided. This heat storage material comprises acetic acid or a mixture of acetic acid and one or more acetates and is further added with at least one anhydrous halide as nucleating agent to prevent supercooling.Type: GrantFiled: April 12, 1983Date of Patent: May 21, 1985Assignee: Hitachi, Ltd.Inventors: Hideaki Kamohara, Michio Yanadori, Seigo Miyamoto, Keiichi Koike
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Patent number: 4517377Abstract: A process for producing vinyl acetate which comprises decomposing ethylidene diacetate in the presence of at least one compound selected from fluorides, bromides, chlorides, iodides, halogens and mixtures thereof is disclosed. According to this invention decomposition rate of ethylidene diacetate is high and selectivity to vinyl acetate is also high.Type: GrantFiled: June 18, 1982Date of Patent: May 14, 1985Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tomiya Isshiki, Takanari Nawata, Yasuhiko Kijima, Akira Ito, Takayuki Watanabe
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Patent number: 4511485Abstract: A reduced pollutant-containing salt mixture and method of making same is provided wherein a salt mixture partially comprised of calcium acetate and partially comprised of at least one other pollutant salt is produced by mixing a pollutant salt-containing solution and a calcium acetate-containing solution and converting said mixture into a solid salt containing both the pollutant salt and the nonpollutant calcium acetate. A process option involves chemically reacting calcium chloride and calcium acetate in a calcium chloride-to-calcium acetate mole ratio in the range from 0 to 1 to produce a non-deliquescent salt. A further process option includes mixing either dry calcium chloride or dry sodium chloride with dry calcium acetate to obtain a reduced pollutant-containing salt mixture.Type: GrantFiled: April 20, 1983Date of Patent: April 16, 1985Inventor: Alan B. Gancy
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Patent number: 4510320Abstract: A process is provided for the production of aliphatic acetate esters and gaseous alkanes comprising contacting acetic acid and synthesis gas in the vapor phase at elevated temperature and pressure in the presence of a catalyst containing the mixed oxides of ruthenium and nickel, and optionally an alkali metal oxide and the oxides of cobalt, cadmium, zinc or mixtures thereof. Other carboxylic acids may be substituted for acetic acid as desired.Type: GrantFiled: December 24, 1981Date of Patent: April 9, 1985Assignee: The Standard Oil Co. (Ohio)Inventors: Frederick A. Pesa, Anne M. Graham
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Patent number: 4471136Abstract: The present invention provides a process for the preparation of ethyl acetate by hydrogenating acetic anhydride, or mixtures of acetic anhydride and ethylidene diacetate, in the presence of a Raney nickel catalyst and an organic sulfonic acid to produce ethyl acetate.Type: GrantFiled: April 19, 1982Date of Patent: September 11, 1984Assignee: Eastman Kodak CompanyInventors: Thomas H. Larkins, Brent A. Tennant
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Patent number: 4465854Abstract: Process for the preparation of ethyl acetate by hydrogenating acetic anhydride in the presence of a Raney nickel catalyst. The process can also be utilized to hydrogenate mixtures of acetic anhydride and ethylidene diacetate to produce ethyl acetate.Type: GrantFiled: March 17, 1981Date of Patent: August 14, 1984Assignee: Eastman Kodak CompanyInventors: David M. Pond, Thomas J. Glenn
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Patent number: 4461910Abstract: A process for the co-production of an alkylidene dicarboxylate and a carboxylic acid, which comprises hydrogenating a carboxylic acid anhydride in the presence of carbon monoxide and a homogeneous iridium- and/or rhodium-containing catalyst, together with an organo phosphorus (III), arsenic (III), or antimony (III) compound and either molecular oxygen or a phosphorus (V), arsenic (V) or antimony (V) compound containing a X=O moiety, where X is a phosphorus, arsenic or antimony atom.Type: GrantFiled: March 8, 1982Date of Patent: July 24, 1984Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4452999Abstract: What is disclosed is a continuous one-step method for the preparation of isobutyric acid or a lower alkyl ester thereof by the Koch synthesis, which method comprises reacting propylene, carbon monoxide, and water or a lower alcohol, in the gaseous and liquid phases, in the presence of hydrogen fluoride as a Koch catalyst, at a temperature between 80.degree. C. and 160.degree. C., at a dwell time of the liquid phase of less than 20 minutes, and with a high degree of backmixing, while maintaining the content of propylene in the reaction mixture at less than one percent by weight of the liquid phase, wherein all or part of the propylene, carbon monoxide, and water or lower alcohol can be replaced by binary addition compounds formed pairwise between these materials. In the alternative, isopropylformiate can be continuously rearranged in the presence of hydrogen fluoride to produce isobutyric acid.Type: GrantFiled: May 21, 1982Date of Patent: June 5, 1984Assignee: Rohm GmbHInventors: Siegmund Besecke, Guenter Schroeder, Hermann-Josef Siegert, Wolfgang Gaenzler
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Patent number: 4444672Abstract: A process of making a calcium acetate-containing solution having a pH value at room temperature between about 7 and about 8 is provided comprising reacting acetic acid with a carbonate compound, adding calcined limestone, and optionally finishing off the acid-base reaction with an amount of an alkali metal hydroxide comprising from about 2% to about 5% of the total stoichiometric complement to the amount of acetic acid. Further process options which may be used in the preparation of deicing agents include adding coarse limestone to the above-prepared calcium acetate-containing solution in amounts up to 10% by weight and converting the solution into solid flakes. The calcium acetate salt product can be mixed with an inert solid material having good anti-slip properties.Type: GrantFiled: April 20, 1983Date of Patent: April 24, 1984Inventor: Alan B. Gancy
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Patent number: 4431835Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) chromium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 14, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4430506Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) vanadium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 7, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4430242Abstract: A process of reacting aqueous acetic acid and crushed raw limestone in such a way as to produce a mixture of calcium acetate, calcium acid-acetate, and unreacted raw limestone devoid of undesirable fine limestone. Such a product is useful in winter highway treatment, where the environmentally safe soluble acetates function to depress the freezing point of water, and the limestone acts as a roadway traction agent. When as much as 3 mols of acetic acid per mol of active calcium carbonate in limestone are used, all the limestone is consumed, with virtually 100% yield of calcium acid-acetate.Type: GrantFiled: August 2, 1982Date of Patent: February 7, 1984Inventor: Alan B. Gancy
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Patent number: 4426307Abstract: A novel latent heat accumulative material capable of accumulating heat in a temperature range best suited for the storage of solar energy was obtained by adding an organic compound or compounds such as urea [CO(NH.sub.2).sub.2 ]to a system consisting of sodium acetate (CH.sub.3 CO.sub.2 Na) and water (H.sub.2 O). Further addition of a crystal nucleus forming material or materials such as sodium pyrophosphate decahydrate (Na.sub.4 P.sub.2 O.sub.7.10H.sub.2 O) to said composition could minimize supercooling and allowed a wider scope of application of the present heat accumulative material.Type: GrantFiled: July 6, 1982Date of Patent: January 17, 1984Assignee: Matsushita Electric Industrial Co., Ltd.Inventors: Takahiro Wada, Ryoichi Yamamoto
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Patent number: 4426308Abstract: A process of making a calcium acetate-containing solution having a pH value at room temperature between about 7 and about 8 is provided comprising reacting acetic acid with a carbonate compound, adding calcined limestone, and optionally finishing off the acid-base reaction with an amount of an alkali metal hydroxide comprising from about 2% to about 5% of the total stoichiometric complement to the amount of acetic acid. Further process options which may be used in the preparation of deicing agents include adding coarse limestone to the above-prepared calcium acetate-containing solution in amounts up to 10% by weight and converting the solution into solid flakes.Type: GrantFiled: March 18, 1983Date of Patent: January 17, 1984Inventor: Alan B. Gancy
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Patent number: 4425251Abstract: Intimately mixed dry chemical formulations consisting of (1) a stable acid-acetate salt and (2) a chemical base for use as water-activated exothermic deicing agents, and/or as the dry chemical components of a warming device. The salt is optionally calcium monoacid acetate, sodium diacetate, or calcium magnesium monoacid acetate wherein up to 7 mol percent of the metal is magnesium. The chemical base is optionally calcium oxide or hydroxide, magnesium oxide or hydroxide, or calcined limestone. The relatively non-polluting formulations are pelletized or otherwise aggregated for application to roads, highways, walkways and parking lots as deicers.Type: GrantFiled: April 12, 1982Date of Patent: January 10, 1984Inventor: A. B. Gancy
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Patent number: 4420612Abstract: A catalyst membrane including a porous polytetrafluoroethylene membrane having grafted thereon polystyrenesulfonic acid. The catalyst membrane is useful for hydrolyzing water soluble organic substances such as polysaccharides.Type: GrantFiled: February 28, 1983Date of Patent: December 13, 1983Assignee: Director Genereal of Agency of Industrial Science & TechnologyInventors: Seiichi Aiba, Kazuhisa Hiratani, Tsutomu Nakagawa
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Patent number: 4412930Abstract: A heat-storing composition comprising acetic acid and at least one of sodium acetate, ammonium acetate, potassium acetate and calcium acetate works at a desired temperature in a temperature range of 5.degree.-20.degree. C. and is chemically stable with a high heat-storing capacity.Type: GrantFiled: March 10, 1982Date of Patent: November 1, 1983Assignees: Hitachi, Ltd., Hitachi Plant Engineering and Construction Co., Ltd.Inventors: Keiichi Koike, Michio Yanadori
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Patent number: 4413140Abstract: A solvent comprising at least one aromatic hydrocarbon and/or halogenated paraffin is used in a liquid extraction process for extracting diesters from mixtures comprising diesters, the corresponding monoesters and acids, diols and water.Type: GrantFiled: April 26, 1977Date of Patent: November 1, 1983Assignee: Phillips Petroleum CompanyInventor: George B. Fozzard
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Patent number: 4401624Abstract: A method is disclosed for preparing and using buffered aqueous solutions of carboxylic acids and metal salts of carboxylic acids. Such solutions are useful as mold inhibitors in bread, cakes, and animal feeds. Buffered aqueous solutions of about 40 to 80 percent of compounds of carboxylic acids and carboxylic acid metal salts, such as sodium diacetate, sodium dipropionate, sodium dibutyrate or sodium dibenzoate have been found to have a reduced corrosive nature to metals and alloys used to contain, transport, and apply these solutions, thereby permitting the use of these metals and alloys in existing and new facilities.Type: GrantFiled: March 8, 1982Date of Patent: August 30, 1983Inventor: Charles B. Atwater
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Patent number: 4400285Abstract: Chemical formulations containing calcium oxide, or unslaked calcined limestone, and a chemical deicing agent. The formulations liberate heat upon contacting ice or snow and materially assist the normal deicing function. Deicer options include calcium acetate, sodium acetate, magnesium acetate, and potassium acetate and sodium chloride (salt). The magnesium acetate containing formulation represents a special case in which the ultimate products formed are magnesium hydroxide and calcium acetate, both relatively harmless to the environment.Type: GrantFiled: April 12, 1982Date of Patent: August 23, 1983Inventor: Alan B. Gancy
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Patent number: 4399305Abstract: High purity ethylene is prepared by contacting ethyl acetate with a perfluorosulfonic acid resin catalyst at 150.degree.-250.degree. C.Type: GrantFiled: October 18, 1982Date of Patent: August 16, 1983Assignee: Union Carbide CorporationInventor: David J. Schreck
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Patent number: 4389323Abstract: A process of making different grades of calcium magnesium acetate deicing agents, having substantially uniform but different calcium-to-magnesium mole ratios, from limestone having varying proportions of calcium carbonate and magnesium carbonate, is provided wherein limestone containing calcium and magnesium carbonates is finely divided, mixed with water to form an aqueous suspension of limestone, vigorously agitated and reacted with excess acetic acid. The reaction is completed by adding to the reaction batch about 30% of the molar equivalent of calcined finely divided limestone base to produce a calcium magnesium acetate salt solution having a calcium-to-magnesium mole ratio much greater than one. The insolubles from this first reaction are removed, calcined and reacted with acetic acid in a second reaction to produce a calcium magnesium acetate salt solution having a calcium-to-magnesium mole ratio substantially equal to one.Type: GrantFiled: November 2, 1981Date of Patent: June 21, 1983Inventor: Alan B. Gancy
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Patent number: 4388217Abstract: Disclosed is a process for the recovery of catalyst values from a catalyst-tar solution derived from a production system in which acetic anhydride is prepared by carbonylating methyl acetate in the presence of rhodium, lithium and methyl iodide. The catalyst values are recovered by submitting the catalyst-tar solution to an extraction using methyl iodide and aqueous hydrogen iodide. The presence of hydrogen iodide in the aqueous phase stabilizes the rhodium in a water-soluble form and prevents rhodium losses due to the rhodium plating out on the process equipment.Type: GrantFiled: September 23, 1981Date of Patent: June 14, 1983Assignee: Eastman Kodak CompanyInventors: Robert T. Hembre, Steven L. Cook
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Patent number: 4381407Abstract: A process for the continuous production of triacetin consisting essentially of continuously charging liquid glycerol into a first liquid reaction area through which acetic acid vapors and water vapors flow, said liquid reaction area being divided into a number of separate individual areas through which liquid glycerol and liquid acetin reaction products flow in one direction and gaseous acetic acid and water flow in a countercurrent direction, continuously charging acetic acid vapor to a separate individual area where said liquid mixture has an OH number of less than 600, continuously separating a liquid mixture of acetins and water having an OH number of less than 600, continuously passing said liquid mixture into a second liquid reaction area, continuously adding thereto liquid acetic acid anhydride in an amount sufficient to react with water dissolved in said liquid mixture to form acetic acid and to react with monoacetin and diacetin present to form triacetin and continuously recovering triacetin.Type: GrantFiled: January 26, 1981Date of Patent: April 26, 1983Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Norbert Bremus, Gerhard Dieckelmann, Lutz Jeromin, Wolfgang Rupilius, Hartwig Schutt
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Patent number: 4377708Abstract: Vinyl esters such as vinyl acetate are hydrocarboxylated with tertiary organo-phosphine stabilized palladium catalysts utilizing low water concentration; the ready hydrolysis of the .alpha.-acetoxypropionic acid affords a convenient route to lactic acid.Type: GrantFiled: October 14, 1977Date of Patent: March 22, 1983Assignee: Monsanto CompanyInventor: Donald E. Morris
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Patent number: 4377488Abstract: A process of making a calcium acetate-containing solution having a pH value at room temperature between about 7 and about 8 is provided comprising reacting acetic acid with a carbonate compound, adding calcined limestone, and optionally finishing off the acid-base reaction with an amount of an alkali metal hydroxide comprising from about 2% to about 5% of the total stoichiometric complement to the amount of acetic acid. Further process options which may be used in the preparation of deicing agents include adding coarse limestone to the above-prepared calcium acetate-containing solution in amounts up to 10% by weight and converting the solution into solid flakes.Type: GrantFiled: December 21, 1981Date of Patent: March 22, 1983Inventor: Alan B. Gancy
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Patent number: 4374265Abstract: Process for the preparation of ethylidene diacetate by hydrogenating acetic anhydride in the presence of a heterogeneous palladium catalyst and a silica-alumina material.Type: GrantFiled: July 31, 1981Date of Patent: February 15, 1983Assignee: Eastman Kodak CompanyInventor: Thomas H. Larkins, Jr.
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Patent number: 4358609Abstract: A process for the recovery of carboxylic acids from mixtures containing glycol esters derived from these acids. The process comprises reacting these mixtures at boiling with water to form carboxylic acid and entraining the carboxylic acid formed by means of the water by azeotropic distillation, so as to separate off a mixture of carboxylic acid and water. This mixture is subjected to extractive distillation by means of an organic solvent which is insoluble in water and in which water is insoluble. A mixture of water and organic solvent is thereby separated from a solution of carboxylic acid in the organic solvent.Type: GrantFiled: October 1, 1980Date of Patent: November 9, 1982Assignee: Propylox (Societe Anonyme)Inventor: Nicolas Hardy
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Patent number: 4352940Abstract: In the hydrolysis of methyl acetate to acetic acid, the improvement comprising a flasher or stripper to separate methyl acetate and water from the hydrolyzer product stream and the recycle of these directly to the hydrolyzer.Type: GrantFiled: April 28, 1980Date of Patent: October 5, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert L. Adelman, Roy Segars, Jr.
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Patent number: 4342877Abstract: Process for the preparation of Compound I by treating Compound II with X.sub.2 or SO.sub.2 X.sub.2 in the presence of a free radical initiator and an anhydride having the formula (RCO).sub.2 O while eliminating the acid halide formed having the formula RCOX from the reaction mixture, wherein Compounds I and II have the formulas ##STR1## and R is C.sub.1 -C.sub.3 alkyl, X is Cl or Br and n is 1, 2 or 3.Type: GrantFiled: November 13, 1979Date of Patent: August 3, 1982Assignee: Eastman Kodak CompanyInventors: Dah-Chieh O. Cheng, Joseph S. Bowers, Jr., Ronald J. Maner
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Patent number: 4337351Abstract: Process for the preparation of ethylidene diacetate by hydrogenating acetic anhydride in the presence of a ruthenium on alumina catalyst and methyl iodide.Type: GrantFiled: January 30, 1981Date of Patent: June 29, 1982Assignee: Eastman Kodak CompanyInventor: Thomas H. Larkins, Jr.
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Patent number: 4336382Abstract: There are disclosed compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of lower alkyl; R.sub.8 is selected from the group consisting of --O--(CH.sub.2).sub.n --wherein n is 2 to 20, ##STR2## and R.sub.6 is selected from the group consisting of hydrogen or lower alkoxy, and ##STR3## wherein R.sub.1 is selected from the group consisting of lower alkyl; R.sub.8 is selected from the group consisting of --O--(CH.sub.2).sub.n --wherein n is 2 to 20, ##STR4## and R.sub.6 is selected from the group consisting of hydrogen or lower alkoxy and racemates thereof.There are also disclosed processes and intermediates utilized to produce the end products.The end products have utility as agents exhibiting both .alpha. and selective .beta. adrenergic blocking action.Type: GrantFiled: August 25, 1980Date of Patent: June 22, 1982Assignee: Hoffmann-La Roche Inc.Inventors: Kenneth E. Fahrenholtz, Robert W. Guthrie, Richard W. Kierstead, Jefferson W. Tilley
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Patent number: 4328362Abstract: Acetic anhydride is reacted with hydrogen to produce ethylidene diacetate by carrying out the reaction in the presence of a catalyst comprising a molybdenum-nickel or a tungsten-nickel co-catalyst component and in the presence of an iodide and a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and the nitrogen are trivalent.Type: GrantFiled: December 24, 1980Date of Patent: May 4, 1982Assignee: The Halcon SD Group, Inc.Inventor: Nabil Rizkalla
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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: 4301084Abstract: In a process for the preparation of a carboxylic acid ester of .beta.-formyl-crotyl alcohol by rearrangement of the corresponding carboxylic acid ester of 2-formyl-2-hydroxy-but-3-ene or of an acetal or acylate thereof in the presence of copper or a copper compound, followed, where relevant, by hydrolytic cleavage of the acetal or acylate, more especially in the preparation of 4,4-dimethoxy-3-methyl-crotyl acetate, the yield is improved by carrying out the rearrangement in the presence of copper (I) chloride as the catalyst and ensuring that low-boiling by-products formed during the rearrangement are removed.The products are of great importance as starting materials for an industrial synthesis of vitamin A and its derivatives.Type: GrantFiled: August 31, 1979Date of Patent: November 17, 1981Assignee: BASF AktiengesellschaftInventors: Harald Laas, Axel Nissen, Bernd Meissner
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Patent number: 4284796Abstract: A process for the preparation of a 4-acyloxy-2-methyl-crotonaldehyde of the formula ##STR1## where R is hydrogen or an aliphatic radical of 1 to 5 carbon atoms, by reacting a 1,1,4-triacyloxy-2-methyl-but-2-ene of the formula ##STR2## where R.sup.1 and R.sup.2 are each hydrogen or an aliphatic radical of 1 to 5 carbon atoms, with water in the presence of a carboxylic acid of the formulaR--COOH III.Type: GrantFiled: September 25, 1979Date of Patent: August 18, 1981Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4281184Abstract: Production of monochloroacetic acid with a minimum of polychlorinated derivatives in a two stage process by reaction of acetic anhydride and hydrogen chloride at a low temperature to produce a solution of acetyl chloride in acetic acid and chlorinating the said solution at a higher temperature which may be effected in a continuous manner.Type: GrantFiled: March 22, 1978Date of Patent: July 28, 1981Assignee: Fondazione deNoraInventors: Placido Spaziante, Giancarlo Sioli, Luigi Giuffre
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Patent number: 4263443Abstract: Hydrocarbons and esters and/or acids are produced by heating aldehydes in the presence of an alcohol or an alcohol equivalent and in the presence of an iodine or bromine moiety and a rhodium or iridium catalyst.Type: GrantFiled: November 22, 1978Date of Patent: April 21, 1981Assignee: Halcon Research and Development Corp.Inventor: John F. White
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Patent number: 4260820Abstract: This invention pertains to the production of higher homologues of aliphatic carboxylic acids by reaction of said acids with carbon monoxide and hydrogen in the presence of one or more ruthenium catalyst components and an iodide or bromide promoter.Type: GrantFiled: September 24, 1979Date of Patent: April 7, 1981Assignee: Texaco Development Corp.Inventor: John F. Knifton
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Patent number: 4260808Abstract: Equimolar amounts of phenol and formaldehyde may be prepared from oxygen and toluene. The catalytic oxidation of toluene, when carried out in the presence of acetic anhydride, forms phenyl acetate and methylene diacetate. Pyrolysis of these two intermediates yields phenol and formaldehyde.Significant improvements in this process are achieved when the first stage of the reaction is carried out in the presence of MoO.sub.3.In a further embodiment of this invention it has been found that Group VIII dithiosemibenzil compounds, particularly nickel dithiosemibenzil, serves as a superior promoter for the toluene oxidation reaction.In still a further embodiment of this invention it has been found that persulfate promoters such as potassium persulfate, persulfuric acid, or Caro's dry acid are particularly effective promoters for the toluene oxidation reaction.In a like manner, hydroquinone or resorcinol may be obtained from cresyl acetates.Type: GrantFiled: November 3, 1978Date of Patent: April 7, 1981Assignee: Suntech, Inc.Inventors: James E. Lyons, George Suld, Robert W. Shinn