Hydroperoxy Containing Patents (Class 568/568)
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Patent number: 8981158Abstract: In a process for oxidizing cyclohexylbenzene, a composition comprising cyclohexylbenzene is contacted with oxygen in at least one oxidation zone under oxidation conditions sufficient to produce at least some (i) cyclohexylbenzene hydroperoxide; (ii) a first byproduct; and (iii) a second byproduct in an effluent. A ratio ? is determined according to the following formula: ? = A B wherein A is the amount of the first byproduct in the effluent and B is the amount of the second byproduct in the effluent. The ratio ? is then maintained above a threshold value or adjusted above a threshold value.Type: GrantFiled: November 2, 2012Date of Patent: March 17, 2015Assignee: ExxonMobil Chemical Patents Inc.Inventors: Bryan A. Patel, Francisco M. Benitez, Charles Morris Smith, Jihad M. Dakka, Travis A. Reine
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Patent number: 8969282Abstract: A low odor, liquid disinfectant composition comprising multiple components, which, upon mixing, provide an aqueous solution comprising low levels of peracetic acid for use in decontaminating articles and surfaces contaminated with bacteria, viruses, fungi and other biological contaminants such as spores, including, but not limited to, Clostridium difficile (C.diff). The disinfectant composition is prepared just prior to use by combining two or more separately packaged components.Type: GrantFiled: February 5, 2009Date of Patent: March 3, 2015Assignee: American Sterilizer CompanyInventors: Christopher C. Heisig, Herbert J. Kaiser, Daniel A. Klein, Jessica S. Linder, Katie J. Frey, Nancy E. Kaiser, Jerry L. Newman
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Patent number: 8969283Abstract: A low odor, liquid disinfectant composition comprising multiple components, which, upon mixing, provide an aqueous solution comprising low levels of peracetic acid for use in decontaminating articles and surfaces contaminated with bacteria, viruses, fungi and other chemical and biological contaminants including, but not limited to, spores, such as Clostridium difficile (C. diff), Clostridium sporogenes, and anthrax, mouse parvo virus, and mustard, nerve and other chemical and biological warfare agents. The disinfectant composition is prepared just prior to use by combining two or more separately packaged components, one component which is an acetyl donor comprising TAED or DAMA, and the other component which is a hydrogen peroxide solution.Type: GrantFiled: February 4, 2010Date of Patent: March 3, 2015Assignee: American Sterilizer CompanyInventors: Herbert J. Kaiser, Bryan M. Tienes
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Patent number: 8921610Abstract: 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: GrantFiled: August 16, 2011Date of Patent: December 30, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Edmund J. Mozeleski, Charles Morris Smith, Christopher L. Becker, Stephen Zushma
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Patent number: 8921609Abstract: In a process for oxidizing a hydrocarbon, the hydrocarbon is contacted with oxygen in the presence of an N-substituted cyclic imide and under conditions to oxidize the hydrocarbon to produce an oxidized hydrocarbon product and at least one decomposition product of the N-substituted cyclic imide. At least a portion of the at least one decomposition product is contacted with hydroxylamine or a salt thereof under conditions to convert the at least one decomposition product back to said imide.Type: GrantFiled: September 30, 2010Date of Patent: December 30, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Stephen Zushma, Nicolas P. Coute, Francisco M. Benitez, Edmund J. Mozeleski
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Publication number: 20140336417Abstract: In a process for oxidizing cyclohexylbenzene, a composition comprising cyclohexylbenzene is contacted with oxygen in at least one oxidation zone under oxidation conditions sufficient to produce at least some (i) cyclohexylbenzene hydroperoxide; (ii) a first byproduct; and (iii) a second byproduct in an effluent. A ratio ? is determined according to the following formula: ? = A B wherein A is the amount of the first byproduct in the effluent and B is the amount of the second byproduct in the effluent. The ratio ? is then maintained above a threshold value or adjusted above a threshold value.Type: ApplicationFiled: November 2, 2012Publication date: November 13, 2014Inventors: Bryan A. Patel, Francisco M. Benitez, Charles Morris Smith, Jihad M. Dakka, Travis A. Reine
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Patent number: 8877254Abstract: The present disclosure is related to percarboxylic acid compositions formed in situ in non-equilibrium reactions. The peroxycarboxylic acid compositions are formed using ester based starting materials. Methods for using the percarboxylic acid compositions are also disclosed.Type: GrantFiled: December 20, 2011Date of Patent: November 4, 2014Assignee: Ecolab USA Inc.Inventors: Junzhong Li, David D. McSherry, Richard Staub
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Publication number: 20140316166Abstract: In a process for producing cyclohexylbenzene hydroperoxide, cyclohexylbenzene is contacted with oxygen to produce a reaction product comprising cyclohexylbenzene hydroperoxide and unreacted cyclohexylbenzene. The reaction product is then maintained under conditions such that crystals of cyclohexylbenzene hydroperoxide form and separate from the reaction product. The cyclohexylbenzene hydroperoxide crystals are then recovered from the reaction product.Type: ApplicationFiled: November 28, 2011Publication date: October 23, 2014Applicant: EXXONMOBIL CHEMICAL PATENTS INC.Inventors: Kun Wang, Edmund John Mozeleski, Jihad Mohammed Dakka
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Patent number: 8846107Abstract: The present disclosure is related to percarboxylic acid compositions formed in situ in non-equilibrium reactions. The peroxycarboxylic acid compositions are formed using ester based starting materials. Methods for using the percarboxylic acid compositions are also disclosed.Type: GrantFiled: December 20, 2011Date of Patent: September 30, 2014Assignee: Ecolab USA Inc.Inventors: Junzhong Li, David D. McSherry, Richard Staub
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Publication number: 20140275630Abstract: Systems and methods for improving crude acetone column energy efficiency and operation are provided. The method for improving crude acetone column energy efficiency and operation can include introducing a crude acetone including acetone and phenol to a fractionation column and introducing cumene, AMS, or a combination thereof to the fractionation column. The method can include fractionating the crude acetone within the fractionation column to produce an acetone containing overhead and a phenol containing bottoms. The method can also include condensing at least a portion of the acetone containing overhead indirectly with a cool heat transfer medium to provide a condensed crude acetone product and a heated heat transfer medium, wherein the heat transfer medium includes cumene.Type: ApplicationFiled: February 25, 2014Publication date: September 18, 2014Applicant: KELLOGG BROWN & ROOT LLCInventors: Truc Vu, Theodor Robert Wilks
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Patent number: 8809595Abstract: The invention relates to a process for recovering monoalkylbenzene from a gas stream comprising oxygen and monoalkylbenzene, —wherein the gas stream comprising oxygen and monoalkylbenzene is contacted with a liquid stream comprising polyalkylbenzene, a compound comprising two phenyl groups connected to each other via a C1-C3 alkylene bridge or a mixture thereof. Further, the present invention relates to a process for preparing alkyl phenyl hydroperoxide incorporating said monoalkylbenzene recovery.Type: GrantFiled: December 24, 2010Date of Patent: August 19, 2014Assignee: Shell Oil CompanyInventor: Malcolm John Hawton
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Patent number: 8791306Abstract: In a process for oxidizing an alkylaromatic compound to the corresponding hydroperoxide, a feed comprising an alkylaromatic compound is contacted with an oxygen-containing gas in the presence of a catalyst comprising a cyclic imide. The contacting is conducted at a temperature of about 90° C. to about 150° C., with the cyclic imide being present in an amount between about 0.05 wt % and about 5 wt % of the alkylaromatic compound in the feed and the catalyst being substantially free of alkali metal compounds. The contacting oxidizes at least part of the alkylaromatic compound in said feed to the corresponding hydroperoxide.Type: GrantFiled: May 28, 2013Date of Patent: July 29, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Stephen Zushma, Jon E. R. Stanat
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Patent number: 8729296Abstract: The present disclosure provides methods for generating percarboxylic acid compositions and/or peroxycarboxylic acid compositions formed external to a point of use in non-equilibrium reactions for use in certain bleaching and antimicrobial applications, in particular laundry applications. The compositions are generated external to a point of use, at alkaline pH levels, viz. greater than about pH 12, and optionally suitable for use with detergents and/or surfactants for synergistic bleaching efficacy. Methods of bleaching and/or disinfecting are further provided.Type: GrantFiled: December 20, 2011Date of Patent: May 20, 2014Assignee: Ecolab USA Inc.Inventors: Jonathan P. Fast, Robert D. P. Hei, Richard Staub, Thomas J. Dürrschmidt, Peter J. Forth, Junzhong Li, David D. McSherry, Thomas Merz, Johannes G. Winter
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Patent number: 8575398Abstract: The purpose of the present invention is to provide an advantageous non-barbotage method for oxidation of hydrocarbons, that, when implemented in various embodiments thereof, provides significantly higher selectivity, a greater level of safety, lower capital costs, etc., than conventional oxidation processes utilizing the barbotage technique. The essence of the inventive non-barbotage oxidation process is ensuring that the oxidizing agent delivered to the process reactor undergoes continued contact only with exposed surfaces of the liquid phase of the hydrocarbons being oxidized configured as at least one of: formed liquid phase thin film(s), liquid phase continuous stream(s), and/or liquid phase globule (e.g., droplets, etc.Type: GrantFiled: October 29, 2010Date of Patent: November 5, 2013Assignee: Illa International, LLCInventor: Vladimir Mikhailovitch Zakoshansky
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Publication number: 20130261323Abstract: Isobutene, isoprene, and butadiene are obtained from mixtures of C4 and/or C5 olefins by dehydrogenation. The C4 and/or C5 olefins can be obtained by dehydration of C4 and C5 alcohols, for example, renewable C4 and C5 alcohols prepared from biomass by thermochemical or fermentation processes. Isoprene or butadiene can be polymerized to form polymers such as polyisoprene, polybutadiene, synthetic rubbers such as butyl rubber, etc. in addition, butadiene can be converted to monomers such as methyl methacrylate, adipic acid, adiponitrile, 1,4-butadiene, etc. which can then be polymerized to form nylons, polyesters, polymethylmethacrylate etc.Type: ApplicationFiled: May 24, 2013Publication date: October 3, 2013Applicant: GEVO, INC.Inventors: Matthew W. Peters, Joshua D. Taylor, David E. Henton, Leo E. Manzer, Patrick R. Gruber, Josefa M. Griffith, Yassin Al Obaidi
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Patent number: 8536379Abstract: The present application relates to a method for manufacturing tert-butyl hydroperoxide that includes the following steps: a) fermenting renewable raw materials and optionally purifying the same to produce a mixture containing at least butanol; b) dehydrating the butanol into butane; c) converting the butane into isobutene and optionally hydrating the isobutene to produce tert-butanol; d) reacting the product of step c) with hydrogen peroxide so as to produce tert-butyl hydroperoxide; and e) isolating the tert-butyl hydroperoxide. The invention also relates to tert-butyl hydroperoxide containing carbon atoms from renewable resources, to the compositions containing said tert-butyl hydroperoxide, and also relates to the use thereof as a polymerization initiator.Type: GrantFiled: September 24, 2009Date of Patent: September 17, 2013Assignee: Arkema FranceInventors: Serge Hub, Philippe Maj
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Publication number: 20130203984Abstract: In a process for oxidizing a hydrocarbon to a product comprising at least one of the corresponding hydroperoxide, alcohol, ketone, carboxylic acid and dicarboxylic acid, the hydrocarbon is contacted with an oxygen-containing compound in at least one oxidation zone in the presence of a catalyst comprising a cyclic imide having an imide group of formula (I): wherein X represents an oxygen atom, a hydroxyl group, or an acyloxy group and wherein the oxygen-containing compound supplied to said at least one oxidation zone has a water content of less than or equal to 0.6% by weight of the oxygen-containing compound.Type: ApplicationFiled: August 16, 2011Publication date: August 8, 2013Inventors: Christopher L. Becker, Jihad M. Dakka, Franisco M. Benitez, Edmund J. Mozeleski
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Patent number: 8461398Abstract: In a process for oxidizing an alkylaromatic compound to the corresponding hydroperoxide, a feed comprising an alkylaromatic compound is contacted with an oxygen-containing gas in the presence of a catalyst comprising a cyclic imide. The contacting is conducted at a temperature of about 90° C. to about 150° C., with the cyclic imide being present in an amount between about 0.05 wt % and about 5 wt % of the alkylaromatic compound in the feed and the catalyst being substantially free of alkali metal compounds. The contacting oxidizes at least part of the alkylaromatic compound in said feed to the corresponding hydroperoxide.Type: GrantFiled: September 17, 2009Date of Patent: June 11, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Stephen Zushma, Jon E. R. Stanat
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Patent number: 8445730Abstract: In a process for producing phenol or a substituted phenol, an alkylaromatic hydroperoxide having a general formula (I): in which R1 and R2 each independently represents an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said 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, is contacted with a catalyst comprising an oxide of at least one metal from Groups 3 to 5 and Groups 7 to 14 of the Periodic Table of the Elements and an oxide of at least one metal from Group 6 of the Periodic Table of the Elements.Type: GrantFiled: July 14, 2009Date of Patent: May 21, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad M. Dakka, Kun Wang, Edmund J. Mozeleski, Stephen Zushma
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Patent number: 8128886Abstract: A reactor which comprises a vessel (1) with a vessel bottom (2), a stirrer (3) arranged in the vessel, an emergency discharge valve (4) arranged in the vessel bottom for emptying the reactor in less than 600 seconds and at least one filtration device (5) arranged in the vessel bottom is suitable for the safe preparation of organic peroxides. The process for preparing an organic peroxide comprises the steps of preparing a solid hydroperoxide in the form of a suspension in the reactor, filtering the suspension through the filtration device (5) arranged in the vessel bottom (2) while retaining the solid hydroperoxide in the reactor and reacting the hydroperoxide with an alkylating agent, an acylating agent or a carbonyl compound.Type: GrantFiled: July 18, 2006Date of Patent: March 6, 2012Assignee: United Initiators GmbH & Co. KGInventors: Hans Appel, Joseph Weinmaier
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Patent number: 7985883Abstract: In a process for producing hydroperoxides, an alkylaromatic compound of general formula (I): in which R1 and R2 each independently represents an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said 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, with oxygen in the presence of a catalyst comprising a manganese oxide molecular sieve to produce a hydroperoxide of general formula (II): in which R1, R2 and R3 have the same meaning as in formula (I). The hydroperoxide of formula (II) may then be converted to a phenol and an aldehyde or a ketone of the general formula R1COCH2R2 (III), in which R1 and R2 have the same meaning as in formula (I). In the case where the ketone is cyclohexanone, this may then be dehydrogenated to produce further phenol.Type: GrantFiled: July 8, 2008Date of Patent: July 26, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: James C. Vartuli, Jihad M. Dakka, Robert C. Lemon
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Publication number: 20110178324Abstract: The present application relates to a method for manufacturing tert-butyl hydroperoxide that includes the following steps: a) fermenting renewable raw materials and optionally purifying the same to produce a mixture containing at least butanol; b) dehydrating the butanol into butane; c) converting the butane into isobutene and optionally hydrating the isobutene to produce tert-butanol; d) reacting the product of step c) with hydrogen peroxide so as to produce tert-butyl hydroperoxide; and e) isolating the tert-butyl hydroperoxide. The invention also relates to tert-butyl hydroperoxide containing carbon atoms from renewable resources, to the compositions containing said tert-butyl hydroperoxide, and also relates to the use thereof as a polymerization initiator.Type: ApplicationFiled: September 24, 2009Publication date: July 21, 2011Applicant: Arkema FranceInventors: Serge Hub, Phillppe Maj
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Patent number: 7888537Abstract: The present invention provides a process for decomposing a cumene hydroperoxide to produce phenol and acetone. The process utilizes a solid catalyst that can be non-layered or layered. The process includes: (1) introducing a process stream containing cumene hydroperoxide into a reaction vessel; (2) contacting the process stream with catalyst particles to form a process stream; and (3) withdrawing a portion of the product stream from the reactor and recovering phenol and acetone products.Type: GrantFiled: December 19, 2007Date of Patent: February 15, 2011Assignee: UOP LLCInventors: Robert J. Schmidt, Deng-Yang Jan, Raelynn M. Miller, James A. Johnson
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Publication number: 20100217048Abstract: In a process for producing hydroperoxides, an alkylaromatic compound of general formula (I): in which R1 and R2 each independently represents an alkyl group having from 1 to 4 carbon atoms, provided that R1 and R2 may be joined to form a cyclic group having from 4 to 10 carbon atoms, said 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, with oxygen in the presence of a catalyst comprising a manganese oxide molecular sieve to produce a hydroperoxide of general formula (II): in which R1, R2 and R3 have the same meaning as in formula (I). The hydroperoxide of formula (II) may then be converted to a phenol and an aldehyde or a ketone of the general formula R1COCH2R2 (III), in which R1 and R2 have the same meaning as in formula (I). In the case where the ketone is cyclohexanone, this may then be dehydrogenated to produce further phenol.Type: ApplicationFiled: July 8, 2008Publication date: August 26, 2010Inventors: James C. Vartuli, Jihad M. Dakka, Robert C. Lemon
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Publication number: 20100081848Abstract: Disclosed is a method for industrially efficiently producing a corresponding useful oxidation product such as a cycloalkyl hydroperoxide, a cycloalkanol, and/or a cycloalkanone, especially a particularly useful cycloalkanone, from a cycloalkane with a high selectivity in a good yield at low cost. This method is advantageous in respect of energy and process. Specifically, an oxidation product of a cycloalkane is obtained by oxidizing the cycloalkane in a liquid-liquid two phase system using an aqueous solvent in the presence of a nitrogen atom-containing cyclic compound which contains, as its ring constituent, a structure represented by following Formula (I): wherein X represents an oxygen atom or an —OR group, and wherein R represents a hydrogen atom or a hydroxyl-protecting group, and which has a solubility in water at 25° C. of 0.5 g/100 g-H2O or more.Type: ApplicationFiled: November 30, 2007Publication date: April 1, 2010Inventors: Takumi Omori, Yasushi Sato
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Publication number: 20090203943Abstract: To provide a method for producing dialkylhydroperoxybenzene by liquid-phase oxidation of dialkylbenzene, wherein the method comprises the following steps, Oxidation step: a step of obtaining a oxidation reaction liquid having pH of 9 to 12, which contains dialkylhydroperoxybenzene, unreacted dialkylbenzene, and by-produced hydroperoxybenzenes by subjecting an oxidation raw material solution containing dialkylbenzene to oxidation reaction, Aqueous solution extracting step: a step of extracting the oxidation reaction liquid with an alkaline aqueous solution to obtain a water layer mainly containing dialkylhydroperoxybenzene and by-produced hydroperoxybenzenes, and an oil layer mainly containing dialkylbenzene, and Recycle step: a step of recycling and feeding at least a part of the oil layer obtained in the aqueous solution extracting step to the oxidation step, wherein the oxidation step comprises two or more reaction sections of a first section and subsequent sections arranged in series, and the temperatureType: ApplicationFiled: February 14, 2007Publication date: August 13, 2009Applicant: SUMITOMO CHEMICAL COMPANY LIMITEDInventor: Mitsuru Onuma
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Patent number: 7439404Abstract: A process for the continuous production of cumene hydroperoxide (CHP) by oxidizing cumene in a liquid phase in a reactor in the presence of an oxygen-containing gas, wherein the oxygen content of the whole gas fed into the liquid phase in the reactor is adjusted to 22 to 50 mol % and the oxidation is carried out under the condition that: (1) the CHP production per unit volume of the reaction fluid in the reactor is at least 22 kg/m3/hr, (2) the oxygen content of the exhaust gas from the reactor is 2 to 10 mol %, or (3) the oxygen-containing gas is fed into the reactor by the use of a sparger whose aperture pitch is at least twice the aperture diameter. The process enhances CHP production per unit volume of the reaction fluid in the reactor, thus downsizing the reactor permitting required CHP production or enabling increased CHP production in an existing reactor.Type: GrantFiled: March 3, 2005Date of Patent: October 21, 2008Assignee: Mitsubishi Chemical CorporationInventors: Keiji Kuma, Takanori Suzuki
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Publication number: 20080188674Abstract: The invention relates to a process for the liquid phase oxidation of ethylbenzene into ethylbenzene hydroperoxide, wherein the ethylbenzene hydroperoxide concentration is kept below 20 wt. % on the basis of the total weight of the reaction mixture, and wherein styrene and/or a styrene derivative is fed to the ethylbenzene. The concentration of said styrene and/or a styrene derivative may be from 0.01 to 5.0 wt. %.Type: ApplicationFiled: November 12, 2007Publication date: August 7, 2008Inventors: Anthonius Johannes Maria Breed, Andrew David Horton, Peter Anton August Klusener
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Patent number: 7361792Abstract: A process and catalyst for preparing organic hydroperoxides by oxidizing hydrocarbon compounds in the presence of an oxygen-containing gas and a catalyst containing a transition metal on a solid support.Type: GrantFiled: December 19, 2005Date of Patent: April 22, 2008Assignee: UOP LLCInventors: Timothy A. Brandvold, Gregory J. Lewis, Lisa M. King, Lawrence E. Brewer
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Patent number: 7335798Abstract: The specification provides a method of producing cumene hydroperoxide by continuous aqueous-emulsion oxidation at a high temperature and pressure in a cascade of reactors, wherein the process is conducted in the presence of a mixture of an aqueous solution of an ammonium salt with a concentration of 0.001–0.5 mass % and an aqueous solution of ammonia with a concentration of 0.001–0.5 mass %, which mixture is fed into each oxidation reactor in an ammonia:ammonium salt mass ratio of 1:100 to 100:1.Type: GrantFiled: July 6, 2005Date of Patent: February 26, 2008Assignee: General Electric CompanyInventors: Arkady Samuilovich Dyckman, John William Fulmer, Viktor Vladimirovich Pinson, Andrey Vladimirovich Zinenkov, Boris Issakovich Gorovits
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Patent number: 7247754Abstract: Cyclohexane is reacted with hydrogen peroxide in the presence of nitric acid which is used as a catalyst in a suitable solvent for the production of trimeric cyclohexane peroxide.Type: GrantFiled: February 26, 2004Date of Patent: July 24, 2007Assignee: Degussa Initiators GmbH & Co. KG.Inventors: Hägel Eberhard, Appel Hans
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Patent number: 7241908Abstract: The invention is directed to the preparation of organic or aqueous-organic hydrogen peroxide solutions by direct synthesis from a non-explosive gaseous mixture containing hydrogen and oxygen. The process is carried out in the presence of a noble metal catalyst, using a reaction medium containing a halide and a strong acid. It can be performed in a stainless steel reactor without corrosion occurring to the reactor material if, during the reaction, the surface of the stainless steel is, at no place, in permanent contact with the gaseous mixture passing through the reactor.Type: GrantFiled: May 9, 2005Date of Patent: July 10, 2007Assignee: Degussa AGInventors: Thomas Haas, Guido Stochniol, Robert Jahn
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Patent number: 7053161Abstract: A process for producing organic peroxide initiators useful in the polymerization of ethylenically unsaturated monomers. The process for making the organic peroxides includes forming an aqueous emulsion of the organic peroxide. The organic peroxide is dispersed as small droplets of from 1 to 10 microns in size in the aqueous emulsion. The organic peroxide may be added to a polymerization reactor containing an ethylenically unsaturated monomer. The organic peroxide functions as a free radical initiator to polymerize the monomer. The organic peroxide may be substantially free of organic solvents and plasticizers. The resulting polymers are of high quality.Type: GrantFiled: January 12, 2005Date of Patent: May 30, 2006Assignee: Oxy Vinyls, L.P.Inventors: Ross J. Cozens, Qi Wang, M. Fredrick V. Glock, Jr., Daniel A. Zust
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Patent number: 7049474Abstract: The present invention provides for the use of water, rather than cumene, as a more environmentally acceptable diluent for purified cumene hydroperoxide (CHP) solutions. From 1 to about 6 weight percent water can be used to dilute purified CHP solutions, thus reducing or eliminating the use of a hazardous compound, cumene, as a diluent. The method and CHP-water solutions of the present invention should significantly reduce or eliminate the hazardous emissions problems encountered with the use of cumene as a diluent and make CHP solutions more environmentally acceptable to produce, transport and use. Water as a diluent also depresses the freezing point of the resultant solution, thereby permitting year-round use of higher concentration CHP solutions. Water diluted CHP solutions will also reduce cumene-related impurities in finished products made therefrom.Type: GrantFiled: September 12, 2000Date of Patent: May 23, 2006Assignee: Sunoco, Inc. (R&M)Inventors: Keith E. Henry, John E. Aiken
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Patent number: 7034189Abstract: A process is disclosed for the preparation of a dialkyl peroxide comprising reacting one or more members selected from the group consisting of an alkylating alcohol of the formula ROH, and an olefin of the formula (R2)(R2a)C?C(R3)(R3a), wherein R is C1–C10 allyl, and R2, R2a, R3, and R3a are independently selected from hydrogen and C1–C10 alkyl; with a hydroperoxide of the formula R1OOH, wherein R1 is C1–C10 allyl; in the presence of an effective amount of a substantially solid, insoluble, heterogenous acidic catalyst; followed by separation of the reaction mixture from said catalyst; wherein said catalyst has readily available acidity for organic reactions and exists in the solid phase in the processes of the invention, while the reactants in those processes, by contrast, exist in the liquid and/or gaseous phase, whence the catalyst is referred to as heterogeneous.Type: GrantFiled: December 5, 1995Date of Patent: April 25, 2006Assignee: Redox Technologies Inc.Inventor: John Kollar
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Patent number: 7015360Abstract: This invention relates to asymmetric hydroformylation (hf) processes in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active aldehyde or product derived from an optically active aldehyde. The invention encompasses novel ligands and catalysts for use in such processes.Type: GrantFiled: March 28, 2003Date of Patent: March 21, 2006Assignee: Dow Global Technologies, Inc.Inventors: Gregory Todd Whiteker, Jerzy Klosin, Kelli Jo Gardner
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Patent number: 6956137Abstract: The invention relates to a method for oxidizing organic substrates using 1O2 in which hydrophobic organic substrates that react with 1O2 are added to an organic solvent in the presence of a heterogeneous or homogeneous catalyst with 30–70% being compr Afterwards, H2O2 is catalytically decomposed into water and 1O2, and the oxidation into corresponding oxidation products ensues.Type: GrantFiled: March 23, 2000Date of Patent: October 18, 2005Assignee: DSM Fine Chemicals Austria NFG GmbH & CO KGInventors: Jean-Marie Aubry, Veronique Rataj-Nardello, Paul Alsters
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Patent number: 6956136Abstract: The specification provides a method of producing cumene hydroperoxide by continuous aqueous-emulsion oxidation at a high temperature and pressure in a cascade of reactors, wherein the process is conducted in the presence of a mixture of an aqueous solution of an ammonium salt with a concentration of 0.001-0.5 mass % and an aqueous solution of ammonia with a concentration of 0.001-0.5 mass %, which mixture is fed into each oxidation reactor in an ammonia:ammonium salt mass ratio of 1:100 to 100:1.Type: GrantFiled: July 29, 2003Date of Patent: October 18, 2005Assignee: General Electric CompanyInventors: Arkady Samuilovich Dyckman, John William Fulmer, Viktor Vladimirovich Pinson, Andrey Vladimirovich Zinenkov, Boris Issakovich Gorovits
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Patent number: 6812257Abstract: Polysubstituted indan-1-ol compounds of formula I, its physiologically acceptable salts and physiologically functional derivatives are disclosed Compositions comprising the same, methods of preparation and methods for the prophylaxis or treatment of obesity are also disclosed herein.Type: GrantFiled: October 27, 2003Date of Patent: November 2, 2004Assignee: Aventis Pharma Deutschland GmbHInventors: Gerhard Jaehne, Volker Krone, Martin Bickel, Matthias Gossel
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Publication number: 20040147768Abstract: Process for preparing alkylaryl hydroperoxide containing product, which process comprises:Type: ApplicationFiled: January 14, 2004Publication date: July 29, 2004Inventors: Antoon Paul Michael Kremers, Eduardus Petrus Simon Schouten, Cornelis Willem Adriaan Schram
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Patent number: 6703528Abstract: There are disclosed are a method for producing at least one compound selected from a carbonyl compound and a hydroxy adduct compound by an oxidative cleavage or addition reaction of an olefinic double bond of an olefin compound, which contains reacting an olefin compound with hydrogen peroxide, utilizing as a catalyst, at least one member selected from (a) tungsten, (b) molybdenum, or (c) a tungsten or molybdenum metal compound containing (ia) tungsten or (ib) molybdenum and (ii) an element of Group IIIb, IVb, Vb or VIb excluding oxygen, and a catalyst composition.Type: GrantFiled: August 10, 2001Date of Patent: March 9, 2004Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Hagiya, Naoyuki Takano, Akio Kurihara
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Patent number: 6700024Abstract: A process for preparing organic hydroperoxides, which process comprises: (a) oxidation of an organic compound to obtain reaction product containing organic hydroperoxide, (b) contacting at least part of the organic hydroperoxide containing reaction product with a basic aqueous solution, (c) separating hydrocarbonaceous phase containing organic hydroperoxide from aqueous phase, (d) contacting at least part of the separated hydrocarbonaceous phase containing organic hydroperoxide with an aqueous solution comprising wastewater, and (e) separating the hydrocarbonaceous phase containing organic hydroperoxide from the aqueous phase. The invention further relates to a process for preparing an oxirane compounds with the help of this process, and a to a process for preparing an alkenyl aryl with the help of this process.Type: GrantFiled: September 19, 2002Date of Patent: March 2, 2004Assignee: Shell Oil CompanyInventors: Gerard Du Cauze de Nazelle, Wan Shi Foong, Tjeerd Willem Garritsen, Raymond Lawrence June, Mohammad Azmi Bin Othman, Eduardus Petrus Simon Schouten
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Patent number: 6677466Abstract: The invention relates to the use of one or more &agr;-keto carboxylic acid esters and/or aldehyde carboxylic acid esters for stabilizing hydrogen peroxide during enzyme-catalyzed or metal-catalyzed oxidation reactions in organic synthesis, as well as for stabilizing hydrogen peroxide or aqueous or organic hydrogen peroxide solutions during production, storage and transport.Type: GrantFiled: November 15, 2001Date of Patent: January 13, 2004Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventor: Paulus Lambertus Alsters
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Patent number: 6627594Abstract: The invention concerns compound HO—(CH2)5—COOOH or 6 -hydroxypercaproic acid, its preparation process, i.e. from &egr;-caprolactone, aqueous compositions thereof and their use as disinfectant or bleaching agents.Type: GrantFiled: April 3, 2002Date of Patent: September 30, 2003Assignee: Solvay (Societe Anonyme)Inventors: Alun P. James, John P. Sankey
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Patent number: 6620974Abstract: A method for manufacturing cumene hydroperoxide comprises reacting cumene and oxygen in the presence of a water phase comprising aqueous ammonia, and in the absence of an additive comprising an alkali or alkaline earth metal, to form cumene hydroperoxide. A system for producing cumene hydroperoxide comprises a cumene feed in fluid communication with a reactor having a cumene hydroperoxide oxidate outlet; an oxygen feed in fluid communication with the reactor; and an ammonia feed in fluid communication with the cumene feed and/or the reactor, wherein the cumene feed, the oxygen feed, the ammonia feed, and the reactor are free of an additive comprising an alkali or alkaline earth metal.Type: GrantFiled: August 21, 2002Date of Patent: September 16, 2003Assignee: General Electric CompanyInventors: John William Fulmer, Eugene Edward Scott, William Dale Kight
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Publication number: 20030092943Abstract: A method for manufacturing cumene hydroperoxide comprises reacting cumene and oxygen in the presence of a water phase comprising aqueous ammonia, and in the absence of an additive comprising an alkali or alkaline earth metal, to form cumene hydroperoxide. A system for producing cumene hydroperoxide comprises a cumene feed in fluid communication with a reactor having a cumene hydroperoxide oxidate outlet; an oxygen feed in fluid communication with the reactor; and an ammonia feed in fluid communication with the cumene feed and/or the reactor, wherein the cumene feed, the oxygen feed, the ammonia feed, and the reactor are free of an additive comprising an alkali or alkaline earth metal.Type: ApplicationFiled: August 21, 2002Publication date: May 15, 2003Applicant: General Electronic Co.Inventors: John William Fulmer, Eugene Edward Scott, William Dale Kight
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Patent number: 6486360Abstract: The invention relates to a method for oxidizing organic substrate by using 1O2. According to the inventive method, organic substrates that react with 1O2 are mixed with 30-70% H2O2 in water, in an organic solvent or in a mixture thereof in the presence of a lanthanide as the catalyst. H2O2 is catalytically decomposed to water and 1O2 and is then oxidized to the corresponding oxidation products.Type: GrantFiled: September 28, 2001Date of Patent: November 26, 2002Assignee: DSM Fine Chemicals Austria NFG GmbH & CO KGInventors: Jean-Marie Aubry, Veronique Rataj-Nardello, Paul Alsters
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Patent number: 6465695Abstract: A method for manufacturing cumene hydroperoxide comprises reacting cumene and oxygen in the presence of a water phase comprising aqueous ammonia, and in the absence of an additive comprising an alkali or alkaline earth metal, to form cumene hydroperoxide. A system for producing cumene hydroperoxide comprises a cumene feed in fluid communication with a reactor having a cumene hydroperoxide oxidate outlet; an oxygen feed in fluid communication with the reactor; and an ammonia feed in fluid communication with the cumene feed and/or the reactor, wherein the cumene feed, the oxygen feed, the ammonia feed, and the reactor are free of an additive comprising an alkali or alkaline earth metal.Type: GrantFiled: July 27, 2001Date of Patent: October 15, 2002Assignee: General Electric CompanyInventors: John William Fulmer, Eugene Edward Scott, William Dale Kight
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Patent number: 6395937Abstract: This invention relates to a process for the synthesis of diacyl peroxide by contacting acyl halide and peroxide complex in liquid or supercritical carbon dioxide.Type: GrantFiled: May 7, 2001Date of Patent: May 28, 2002Assignee: E.I. du Pont de Nemours and CompanyInventors: Paul Douglas Brothers, Brian Edward Kipp, Charles Joseph Noelke, Ronald Earl Uschold, Robert Clayton Wheland
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Patent number: 6369278Abstract: There are provided: (I) a process for preparing an extract containing at least one hydroperoxide, which comprises the steps of: (1) oxidizing an aromatic hydrocarbon substituted with an alkyl group to obtain a liquid reaction mixture, and (2) extracting at least one hydroperoxide in the liquid reaction mixture to obtain an extract having a concentration of acetone of not more than 1% by weight: and (II) a process for preparing an extract containing at least one hydroperoxide, which comprises the steps of, (1) oxidizing an aromatic hydrocarbon substituted with an alkyl group to obtain a liquid reaction mixture, and (2) extracting at least one hydroperoxide with an aqueous alkali solution having an A value of not more than 10 to obtain an extract.Type: GrantFiled: December 7, 2000Date of Patent: April 9, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Tomoyuki Noritake, Shigeru Goto, Kenji Itoh