Cyclic Ketone Or Mixture Thereof With Cyclic Alcohol Patents (Class 562/528)
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Patent number: 11512155Abstract: A method for producing a fluoropolymer of the invention which includes polymerizing a fluoromonomer in an aqueous medium in the presence of a surfactant to provide a fluoropolymer. The surfactant includes at least one selected from the group consisting of a surfactant represented by R1a—CO—R2a—CO—R3a-Aa and a surfactant represented by R1b—CO—(CR2b2)n—(OR3b)p—(CR4b2)q-L-Ab.Type: GrantFiled: March 30, 2018Date of Patent: November 29, 2022Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Taketo Kato, Satoru Yoneda, Manabu Fujisawa, Kazuya Asano, Takahiro Kitahara, Masahiro Higashi, Akiyoshi Yamauchi, Sumi Ishihara, Yosuke Kishikawa, Shinnosuke Nitta, Marina Nakano, Hirotoshi Yoshida, Yoshinori Nanba, Kengo Ito, Chiaki Okui, Hirokazu Aoyama, Masamichi Sukegawa, Taku Yamanaka, Yuuji Tanaka, Kenji Ichikawa, Yohei Fujimoto, Hiroyuki Sato
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Patent number: 9168469Abstract: A fiber reaction process whereby reactive components contained in immiscible streams are brought into contact to effect chemical reactions and separations. The conduit reactor utilized contains wettable fibers onto which one stream is substantially constrained and a second stream is flowed over to continuously create a new interface there between to efficiently bring about contact of the reactive species and thus promote reactions thereof or extractions thereby. Co-solvents and phase transfer catalysts may be employed to facilitate the process.Type: GrantFiled: March 2, 2012Date of Patent: October 27, 2015Assignee: Chemtor, LPInventor: John Lee Massingill
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Patent number: 8846975Abstract: A process for preparing dicarboxylic acids is described. More particularly a process is described for preparing adipic acid (1,6-hexanedioic acid), by the action of nitric acid, starting from cyclic ketones or alcohols which are the corresponding compounds from the standpoint of the number of carbon atoms, in the presence of one or more oxides of nitrogen at a molar concentration in the reaction mixture of greater than 2.5 mmol per kg of reaction mixture.Type: GrantFiled: May 9, 2011Date of Patent: September 30, 2014Assignee: Rhodia OperationsInventors: Sandra Chouzier, Gérard Mignani, Simon Rousseau, Flavie Sarrazin, Sergio Mastroianni
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Publication number: 20130211036Abstract: A process for oxidizing a composition comprising contacting an alkylbenzene of the general formula (I): where R1 and R2 each independently represents hydrogen or an alkyl group having from 1 to 4 carbon atoms, wherein R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, the cyclic group being optionally substituted, and R3 represents hydrogen, one or more alkyl groups having from 1 to 4 carbon atoms or a cyclohexyl group; and (ii) about 0.05 wt % to about 5 wt % of phenol, with oxygen in the presence of a catalyst containing a cyclic imide having the general formula (II): wherein X represents an oxygen atom, a hydroxyl group, or an acyloxy group under conditions effective to convert at least a portion of the alkylbenzene to a hydroperoxide.Type: ApplicationFiled: August 16, 2011Publication date: August 15, 2013Applicant: ExxonMobil Chemical Company - Law TechnologyInventors: Jihad M. Dakka, Edmund J. Mozeleski, Charles Morris Smith, Christopher L. Becker, Stephen Zushma
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Publication number: 20130109886Abstract: A process for preparing dicarboxylic acids is described. More particularly a process is described for preparing adipic acid (1,6-hexanedioic acid), by the action of nitric acid, starting from cyclic ketones or alcohols which are the corresponding compounds from the standpoint of the number of carbon atoms, in the presence of one or more oxides of nitrogen at a molar concentration in the reaction mixture of greater than 2.5 mmol per kg of reaction mixture.Type: ApplicationFiled: May 9, 2011Publication date: May 2, 2013Applicant: RHODIA OPERATIONSInventors: Sandra Chouzier, Gérard Mignani, Simon Rousseau, Flavie Sarrazin, Sergio Mastroianni
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Publication number: 20110306789Abstract: A process for the manufacture of adipic acid carried out in devices made of material resistant to the corrosion of the synthesis medium is described. A process for the manufacture of adipic acid carried out in devices, some of which are made of a material resistant to corrosion by nitric acid, is also described. The corrosion-resistant material can be a “duplex” austenoferritic stainless steel of X2 CrNiN 23-4 (1.4362) type, according to the European nomenclature.Type: ApplicationFiled: November 27, 2009Publication date: December 15, 2011Applicant: RHODIA OPERATIONSInventors: Philippe Carvin, Fabien Bellenger, Serge Crottier-Combe
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Patent number: 7312357Abstract: The present invention discloses a process for producing an aliphatic dicarboxylic acid compound, which comprises oxidizing, with a nitrite or a nitrate in the presence of trifluoroacetic acid, an alicyclic secondary alcohol compound or an alicyclic ketone compound, in each of which at least one methylene group is bonded to the carbon atom having hydroxyl group bonded thereto or the carbon atom as a member of carbonyl group, wherein the reaction is conducted in the presence of water of 5 mass % or less relative to 100 mass % of the total of the trifluoroacetic acid and the water.Type: GrantFiled: March 23, 2005Date of Patent: December 25, 2007Assignee: Tokuyama CorporationInventors: Yoshihiro Matsumura, Osamu Onomura, Fumiaki Iwasaki
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Patent number: 7186858Abstract: The present invention provides a safe, convenient and efficient method for producing carboxylic acid by a reaction of alicyclic alcohol with an aqueous hydrogen peroxide to thereby obtain carboxylic acid in high yield from alicyclic alcohol or alicyclic ketone under mild reaction conditions, wherein the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. In order to provide it, an oily alicyclic alcohol is allowed to react with an aqueous hydrogen peroxide in the presence of a catalyst containing a metal compound belonging to Group 6 of the Periodic Table in a heterogeneous solution system.Type: GrantFiled: July 24, 2003Date of Patent: March 6, 2007Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Youko Usui
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Patent number: 7084300Abstract: Degradation acids obtained in the synthesis of carboxylic acids, in particular dicarboxylic acids, having from 8 to 16 carbon atoms may be isolated by separating the degradation acids in the form of a solid from the crude reaction mixture, then washing the degradation acids in the form of an oil with water at an elevated temperature. The resulting degradation acids having low oxidant and metal contents, and the metal catalyst may be recirculated back to the process.Type: GrantFiled: April 11, 2003Date of Patent: August 1, 2006Assignee: Degussa AGInventors: Juergen Herwig, Ralf Richter, Martin Roos, Georg Oenbrink
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Patent number: 7045656Abstract: A process is described for recycling catalysts in the reaction for the oxidation of alcohols and/or ketones to carboxylic acids and more particularly the oxidation of cyclic alcohols and/or cyclic ketones to dicarboxylic acids, such as the oxidation of cyclohexanol and/or cyclohexanone to adipic acid. This process involves treating the solution comprising the oxidation catalyst, before it is recycled, with an ion-exchange resin which makes it possible to selectively separate the iron from the other metal elements, in particular from copper and from vanadium.Type: GrantFiled: May 17, 2004Date of Patent: May 16, 2006Assignee: Rhodia Fiber & Resin IntermediatesInventors: Patrice Gotteland, Sébastien Logette
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Patent number: 7019167Abstract: A method for manufacturing an alkanedicarboxylic acid by oxidizing cycloalkanol and/or cycloalkanone with an aqueous solution of nitric acid, which comprises using an adiabatic reactor comprising a feed nozzle enabling to feed cycloalkanol and/or cycloalkanone at a linear velocity not lower than 8×10?2 m/sec and a mixing apparatus.Type: GrantFiled: January 24, 2002Date of Patent: March 28, 2006Assignee: Asahi Kasei Kabushiki KaishaInventors: Masatsugu Kawase, Yasuhiro Murozono
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Publication number: 20040073061Abstract: A method for manufacturing an alkanedicarboxylic acid by oxidizing cycloalkanol and/or cycloalkanone with an aqueous solution of nitric acid, which comprises using an adiabatic reactor comprising a feed nozzle enabling to feed cycloalkanol and/or cycloalkanone at a linear velocity not lower than 8×10−2 m/sec and a mixing apparatus.Type: ApplicationFiled: July 24, 2003Publication date: April 15, 2004Inventors: Masatsuga Kawase, Yasuhiro Murozono
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Patent number: 6632964Abstract: A process of producing an aliphatic aldehyde-acid (e.g., adipaldehyde-acid) and/or an aliphatic dicarboxylic acid (e.g., adipic acid) comprising oxidizing a cyclic ketone (e.g., cyclohexanone) with molecular oxygen in the presence of a fixed catalyst which comprises a composite of a carrier and at least one metal element belonging to the groups 4 to 11 of the Periodic Table supported on the carrier and has an acid amount of 0.06 mmol/g or more per unit weight of the carrier.Type: GrantFiled: June 22, 2001Date of Patent: October 14, 2003Assignee: Mitsubishi Chemical CorporationInventors: Masaru Fujii, Tohru Setoyama
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Patent number: 6521789Abstract: The present invention relates to an improved process for the preparation of adipic acid. More particularly, the present invention relates to an environmental-friendly, clean process for the preparation of adipic acid through oxidation of cyclohexanol, cyclohexanone or a mixture thereof with oxygen or oxygen-containing gas, in the presence of an oxidation initiator, a polar solvent and an organometallic &mgr;3-oxo-bridged Co/Mn cluster complex catalyst.Type: GrantFiled: December 21, 2001Date of Patent: February 18, 2003Assignee: Council of Scientific and Industrial ResearchInventors: Darbha Srinivas, Suhas Arunkumar Chavan, Paul Ratnasamy
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Patent number: 6037491Abstract: This invention relates to methods and devices of preparing acids, such as adipic acid for example, by oxidizing a hydrocarbon, such as cyclohexane for example, with a gas containing an oxidant, preferably oxygen. A respective hydrocarbon is reacted, preferably at a steady state, with a gaseous oxidant to form an acid in a liquid mixture which preferably contains a solvent, a catalyst, water, and an initiator. The ratio of solvent to hydrocarbon may be controlled in a manner to maintain in the reaction zone maximum reaction rate and/or reactivity, or reaction rate and/or reactivity within a desired range, or reaction rate and/or reactivity directed toward a desired range. In addition, the ratio of solvent to hydrocarbon is controlled in a manner to maintain in the reaction zone substantially maximum selectivity and/or yield, or selectivity and/or yield within a desired range, or selectivity and/or yield directed toward a desired range.Type: GrantFiled: July 25, 1997Date of Patent: March 14, 2000Assignee: RPC Inc.Inventors: Eustathios Vassiliou, Mark W. Dassel, Sharon M. Aldrich, Ader M. Rostami, David C. DeCoster
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Patent number: 5817868Abstract: Methods and devices for controlling the oxidation of a hydrocarbon to an acid by regulating the temperature, hold-up time, and conversion in consecutive reaction zones. The temperature in the consecutive reaction zones progressively decreases, while the hold-up time increases. Preferably, the conversion also increases. One of the major advantages of the methods and devices of the present invention is that an outstanding balance between productivity and selectivity/yield of the desired acid may be achieved. In this respect high yields and selectivities may be obtained without sacrificing productivity.Type: GrantFiled: May 21, 1997Date of Patent: October 6, 1998Assignee: Twenty-First Century Research CorporationInventors: Ader M. Rostami, Mark W. Dassel, Eustathios Vassiliou, David C. DeCoster
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Patent number: 5801282Abstract: Methods of making intermediate oxidation products by atomizing a first liquid (in the form of droplets) containing a reactant into a gas containing an oxidant in a manner to form an intermediate oxidation product different than carbon monoxide and/or carbon dioxide. The oxidation is controlled by monitoring the pre-coalescing temperature (temperature of the droplets just before they coalesce into a mass of liquid), or transient temperature difference (difference between the pre-coalescing temperature and the temperature of the droplets just before atomized), or transient conversion (conversion taking place in the time interval between the formation of the droplets and their coalescence into a mass of liquid) or a combination thereof.Type: GrantFiled: June 7, 1995Date of Patent: September 1, 1998Assignee: Twenty-First Century Research CorporationInventors: Mark William Dassel, Eustathios Vassiliou
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Patent number: 5801273Abstract: Methods and devices for controlling the reaction rate of a hydrocarbon to an acid or other intermediate oxidation product by pressure drop rate adjustments. The pressure drop rate measurements are conducted at predetermined time intervals, after stopping the feeding and exiting of gases. The pressure drop at a predetermined time interval is measured or the time it takes for the pressure to drop by a certain degree. Adjustments are then made in one or more temperature, feeding rates of hydrocarbon, solvent, catalyst, promoter, and the like until the pressure drop rate and the reaction rate fall within desirable predetermined limits.Type: GrantFiled: May 21, 1997Date of Patent: September 1, 1998Assignee: Twenty-First Century Research CorporationInventors: Eustathios Vassiliou, Mark W. Dassel, David C. DeCoster, Ader M. Rostami, Sharon M. Aldrich
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Patent number: 5663388Abstract: A process for forming acids from aldehydes which comprises reacting an oxo aldehyde with water in the presence of an acid-forming catalyst and in the absence of hydrogen, and at a pressure of about 0.1 to 6.99 MPa and a temperature of about 93.degree. to 205.degree. C., thereby converting aldehyde to an oxo acid.Type: GrantFiled: June 30, 1994Date of Patent: September 2, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Jose M. Vargas, Magdiel Agosto
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Patent number: 5654475Abstract: Methods of making intermediate oxidation products by atomizing a first liquid (in the form of droplets) containing a reactant into a gas containing an oxidant in a manner to form an intermediate oxidation product different than carbon monoxide and/or carbon dioxide. The oxidation rate is controlled by monitoring and adjusting the temperatures and/or conversions at critical points of the process.Type: GrantFiled: March 25, 1996Date of Patent: August 5, 1997Assignee: Twenty-First Century Research CorporationInventors: Eustathios Vassiliou, Mark William Dassel
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Patent number: 5502245Abstract: Methods of making intermediate oxidation products by atomizing a first liquid containing a reactant into a gas containing an oxidant in a manner to form an intermediate oxidation product different than carbon monoxide and/or carbon dioxide. The oxidation is controlled by monitoring the transient conversion (conversion taking place in the time interval between the formation of the droplets and their coalescence into a mass of liquid) of first reactant to oxidation product just before the droplets coalesce into a mass of a second liquid.Type: GrantFiled: June 7, 1995Date of Patent: March 26, 1996Assignee: Twenty-First Century Research CorporationInventors: Mark W. Dassel, Eustathios Vassiliou
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Patent number: 5420336Abstract: Copper and vanadium catalyst components are recovered and dialkyl esters of dicarboxylic acids are synthesized by precipitating the catalyst metals with an alcohol selected from the group consisting of methanol, ethanol, and isopropanol removal of the precipitate, and then heating the mixture.Type: GrantFiled: November 2, 1994Date of Patent: May 30, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Howard W. Anderson, James E. Matush, Brent G. Sparks, Eugene D. Wilhoit
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Patent number: 5191104Abstract: This invention relates to a process for the alkoxylation of a carboxylated compound comprising contacting the carboxylated compound with an alkylene oxide in the presence of a mixed metal oxide catalyst or a modified bimetallic or polymetallic catalyst under conditions effective to alkoxylate the carboxylated compound.Type: GrantFiled: September 20, 1990Date of Patent: March 2, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 4988825Abstract: Aldehydes and ketones, other than acetone, are oxidized with an alkali metal perborate in the presence of an acid.Type: GrantFiled: September 23, 1986Date of Patent: January 29, 1991Assignee: Cooper Union Research Foundation, Inc.Inventor: John L. Bove
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Patent number: 4983767Abstract: Aliphatic carboxylic acids, e.g., adipic acid, are prepared by oxidizing a monocyclic ketone with molecular oxygen or an oxygen-containing gas, in the presence of a catalytically effective amount of a vanadium compound having one of following formulae (I) and (II):H.sub.3+n [PM.sub.12-n V.sub.n O.sub.40 ].multidot.y H.sub.2 O (I)VO(Y).sub.m (II)in which n is an integer greater than or equal to 1 and less than or equal to 6; M is a molybdenum or tungsten atom; y is an integer ranging from zero to less than 50; Y is an acetylacetonate group or an alkoxy radical containing from 1 to 10 atoms; and m is 2 or 3.Type: GrantFiled: August 15, 1989Date of Patent: January 8, 1991Assignee: Rhone-Poulenc ChimieInventors: Jean-Marie Bregeault, Bassam El-Ali, Jacques Martin
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Patent number: 4959494Abstract: A method for oxidizing organic compounds by contacting organic compounds with molecular oxygen in the presence of a noble metal pyrochlore having the formula:A.sub.2+x B.sub.2-x O.sub.7-ywherein A is a pyrochlore structure metal cation, and B is one or more of Ru, Rh, Ir, Os, and Pt; x and y are greater than or equal to 0 and less than or equal to 1.0, at a temperature up to about 200.degree. C.Type: GrantFiled: July 6, 1987Date of Patent: September 25, 1990Assignee: Monsanto CompanyInventor: Timothy R. Felthouse
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Patent number: 4902827Abstract: Disclosed is an improved process for the preparation of adipic acid by the air oxidation of cyclohexane in the presence of acetic acid and a catalyst system comprising cobalt and zirconium and/or hafnium.Type: GrantFiled: May 3, 1988Date of Patent: February 20, 1990Assignee: Eastman Kodak CompanyInventors: Guy R. Steinmetz, Norma L. Lafferty, Charles E. Sumner, Jr.
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Patent number: 4883910Abstract: An organic compound having a cyclic aliphatic moiety is oxidized with a vanadium containing heteropolyanion compound having the formulaA.sub.m XY.sub.12-n V.sub.n.sup.+5 O.sub.40whereinA is H, Li, K or Na:X is P.sup.+5, Si.sup.+4, Ge.sup.+4 or B.sup.+3 ;Y is Mo or W;n is an integer from 1 to 10; andm is 3+n where X is P.sup.+5 or As.sup.+5, 4+n where X is Si.sup.+4 or Ge.sup.+4, and 5+n where X is B+3.No metal catalyst is required. Exemplary is the oxidation of cyclohexanone, cyclohexanol, or any combination thereof to obtain adipic acid.Type: GrantFiled: March 20, 1985Date of Patent: November 28, 1989Assignee: E. I. Du Pont De Nemours and CompanyInventor: William C. Seidel
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Patent number: 4870192Abstract: This invention provides process embodiments for shape-selective oxidation of cyclic ketones to lactone and/or omega-hydroxycarboxylic acid products in the presence of a zeolite catalyst composition such as ZSM-5 or zeolite Beta.Cyclohexanone can be converted to epsilon-caprolactone or 6-hydroxycaproic acid as a main product under selected conditions.Type: GrantFiled: October 14, 1986Date of Patent: September 26, 1989Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Stuart D. Hellring
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Patent number: 4841096Abstract: A cyclohexane-2,5-dione-1,4-ylene-bis (-3-propionic acid) derivative represented by the formula ##STR1## wherein R is hydrogen or alkyl. The derivative is prepared by heating a cyclohexane-2,5-dione derivative represented by the formula ##STR2## wherein R is as defined above, and R.sub.1 is alkyl, in the presence of water.Type: GrantFiled: December 8, 1987Date of Patent: June 20, 1989Assignee: Nippon Gosei Kaagaku KogyoInventor: Masahiko Miyashita
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Patent number: 4739114Abstract: This invention relates to a novel method of preparing 3-alkyl-substituted glutaric acids and 2-alkyl-substituted succinic acids from 5-alkyl-substituted-1,3-cyclohexane-diones or 3-alkyl-substituted-5-ketohexanoic acids via transition-metal catalyzed oxidation.Type: GrantFiled: September 30, 1982Date of Patent: April 19, 1988Assignee: Rhone-Poulenc AgrochimieInventors: Young J. Lee, Robert C. Ligon, Herbert E. Johnson
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Patent number: 4649217Abstract: Oxocarboxylic acids, for example adipaldehydic acid can be advantageously produced by a process, in which cyclohexanones are oxidized with molecular oxygen in the presence of water and iron or iridium compound, preferably also in the presence of a sulfur or organic nitrogen compound.Type: GrantFiled: March 15, 1983Date of Patent: March 10, 1987Assignee: Mitsubishi Chemical Industries LimitedInventors: Takao Maki, Kenji Murayama, Yoshio Asahi
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Patent number: 4532347Abstract: The instant invention relates to a membrane solvent extraction and reaction system. More particularly it pertains to an improvement in the membrane solvent extraction system wherein a solute is extracted through a polymeric membrane from one solvent liquid phase to an extracting solvent liquid without direct contact between the liquid phases which are separated by the membrane and in which the extracting solvent has no greater solubility and usually substantially less solubility for the solute than the feed solvent. The impovement comprises converting the solute permeating across the membrane to a different chemical compound, whereby a high concentration gradient for the solute across the membrane is maintained to improve the separation of the solute from the feed solvent liquid phase.Type: GrantFiled: January 21, 1980Date of Patent: July 30, 1985Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4510321Abstract: Processes for the autoxidative cleavage of selected ketones such as C.sub.4 -C.sub.10 cycloalkanones having at least one hydrogen or at least one R group on a carbon alpha to the carbonyl carbon or aryl alkyl ketones having the formula III ##STR1## comprising contacting a liquid phase comprising said ketone with elemental oxygen gas, preferably air, in the presence of a pulverized alkali metal hydroxide at a temperature of no more than 50.degree. C. for a time sufficient to produce an oxidized product are disclosed. Preferred cycloalkanones, 2-alkyl- and 2-arylcyclohexanone are autoxidized in pulverized sodium hydroxide/dimethoxyethane to produce 6-alkyl- or 6-aryl-6-oxohexanoic acids, respectively.Type: GrantFiled: January 31, 1983Date of Patent: April 9, 1985Assignee: Allied CorporationInventors: Divakaran Masilamani, Edward H. Manahan
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Patent number: 4450291Abstract: A process for the decontamination of the distillation refinement residue from the process of oxidizing cyclohexane to KA oil is provided. The process comprises washing the distillation refinement residue with the crystallization by-product obtained in crystallizing adipic acid from the product stream of the process of oxidizing the KA oil with a strong acid. This crystallization residue comprises residual amounts of the strong acid and adipic acid, as well as substantial amounts of glutaric acid and succinic acid.Type: GrantFiled: May 2, 1983Date of Patent: May 22, 1984Assignee: Monsanto CompanyInventors: Ching T. Chi, J. Harvey Lester, Jr.
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Patent number: 4433163Abstract: Process for the production of 3,3-dimethylglutaric acid or its esters from dimedone. Dimedone is converted with ozone into an ozone-addition product. The latter is converted by hydrolysis into 3,3-dimethylglutaric acid or by alcoholysis into one of its esters.Type: GrantFiled: May 24, 1982Date of Patent: February 21, 1984Assignee: Lonza Ltd.Inventor: Pavel Lehky
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Patent number: 4423018Abstract: A by-product stream from the production of adipic acid from cyclohexane, containing glutaric acid, succinic acid and adipic acid, is employed as a buffer in lime or limestone flue gas scrubbing for the removal of sulfur dioxide from combustion gases.Type: GrantFiled: June 23, 1982Date of Patent: December 27, 1983Assignee: Monsanto CompanyInventors: J. Harvey Lester, Jr., Donald E. Danly
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Patent number: 4375552Abstract: Waste streams from adipic acid manufacture containing nitric, succinic, glutaric and adipic acids and valuable catalytic metal as salts are treated with alcohols, thereby separating, as esters, succinic and glutaric acids which would contaminate pure adipic acid on recycling, and allowing the re-use of the resulting stream containing nitric acid and metal catalytic salts.Type: GrantFiled: June 15, 1970Date of Patent: March 1, 1983Assignee: C. P. Hall CompanyInventor: Vincent P. Kuceski
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Patent number: 4340753Abstract: A method is provided for oxidatively cleaving .alpha.,.beta.-unsaturated cyclic ketones, such as isophorone, with an oxidizing agent, for example, ozone, and thereafter recovering the resulting keto acid. In instances where ozone is used, an aqueous hydroperoxide and phase transfer catalyst can be used to recover the keto acid. Dione cyclics, for example, dimedone, can be obtained by direct dehydration of the keto acid.Type: GrantFiled: September 2, 1980Date of Patent: July 20, 1982Assignee: General Electric CompanyInventor: James A. Cella
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Patent number: 4259524Abstract: A method for the oxidation of alicyclic hydrocarbons having substituent groups by the use of liquid nitrogen dioxide (N.sub.2 O.sub.4).Type: GrantFiled: July 9, 1979Date of Patent: March 31, 1981Assignee: K.K. Pollution Preventing Research LaboratoryInventors: Wataru Ando, Ichiro Nakaoka