Peroxy Containing Reactant Patents (Class 568/385)
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Patent number: 7396961Abstract: The present invention relates to a process for decomposing organic hydroperoxides in the presence of a catalyst. It provides a process for decomposing organic hydroperoxides in the presence of a catalyst into a mixture of alcohols and ketones, in which the catalyst comprises at least one ruthenium-based catalytically active metallic element incorporated into a solid support chosen from the group comprising metal oxides and carbon blacks, such as the carbon blacks obtained by the pyrolysis of organic compounds. The process of the invention is especially useful in the decomposition of important chemical intermediates such as cyclohexyl hydroperoxide.Type: GrantFiled: January 20, 2006Date of Patent: July 8, 2008Assignee: Rhodia Polyamide IntermediatesInventors: Didier Bonnet, Eric Fache, Aline Seigneurin
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Patent number: 7393982Abstract: Disclosed is a process for preparing a ?-diketone compound such as 2,6-dimethyl-3,5-heptanedione, which comprises reacting an ester compound such as an alkyl isobutyrate with a ketone compound such as 3-methylbutanone in the presence of an alkali metal alkoxide as a catalyst. The process comprises a step 1 in which an ester compound CR1R2R3COOQ is reacted with a ketone compound CR4R5R6COCH2R7 using an alkali metal alkoxide catalyst to give a ?-diketone compound CR1R2R2R3COCHR4R5R6. (In the formulae, R7 is hydrogen or an alkyl group of 1 to 4 carbon atoms while others are each independently hydrogen or an alkyl group of 1 to 3 carbon atoms, and at least one of R1 to R6 is hydrogen.Type: GrantFiled: May 20, 2004Date of Patent: July 1, 2008Assignee: Show A Denko K.K.Inventors: Makoto Saito, Takashi Ueda, Takashi Tani, Keiichi Nakamura
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Patent number: 7326815Abstract: The present invention relates to a process for producing phenol and a ketone of general formula R1COCH2R3 (I), in which R1 and R2 each independently represent an alkyl group having from 1 to 4 carbon atoms, said process comprising: (a) providing an alkylbenzene feedstock comprising (i) an alkylbenzene of general formula (II) in which R1 and R2 have the same meaning as in formula (I) and (ii) at least one structural isomer of said alkylbenzene of formula (II) in an amount of at least 0.Type: GrantFiled: December 27, 2005Date of Patent: February 5, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventors: Jihad Mohammed Dakka, Doron Levin, Jon Edmond Randolph Stanat
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Patent number: 7282613Abstract: A process for producing phenol and methyl ethyl ketone (MEK).Type: GrantFiled: January 21, 2004Date of Patent: October 16, 2007Assignee: Shell Oil CompanyInventors: Jesse Raymond Black, Jiemin Yang, James Laurel Buechele
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Patent number: 7214837Abstract: The present invention provides a process for the production of a mixture of alcohols and ketones by the liquid phase oxidation of higher alkanes using a catalyst system consisting of transition group metal such as palladium and support such as alumina, silica, carbon, preferably carbon in the presence of alkyl hydroperoxide as oxygen carrier, under stirring conditions at a temperature range of 10°–120° C. and at atmospheric pressure in a stirred glass reactor for a period of 1–30 h. The present invention produces a mixture of alcohols and ketones with high selectivity (preferably 60–90%) along with other byproducts such as diketones and acids.Type: GrantFiled: October 29, 2004Date of Patent: May 8, 2007Assignee: Council of Scientific and Industrial ResearchInventors: Raj Madhukar Deshpande, Vilas Hari Rane, Raghunath Vitthal Chaudhari
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Patent number: 7205376Abstract: A method for the manufacture of polycarbonate by combining methane and inlet water to produce methanol, converting the methanol to propylene, gasoline aromatics, and gasoline olefins, converting the propylene and gasoline olefins to hydrogen, first benzene, and toluene, reacting the first benzene with propylene to form cumene, reacting the cumene with oxygen to form cumene hydroperoxide, cleaving the cumene hydroperoxide to produce acetone and phenol, reacting the phenol, additional phenol, and acetone to produce a dihydric aromatic compound, and reacting the dihydric aromatic compound with a carbonate precursor to form polycarbonate.Type: GrantFiled: July 22, 2004Date of Patent: April 17, 2007Assignee: General Electric CompanyInventor: James Ralph Wilkerson
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Patent number: 7186866Abstract: Products from the decomposition of cumene hydroperoxide (CHP) are recovered by distillation. The majority of the undesirable by-product acetol (hydroxyacetone) is removed from the phenol stream by distillation wherein the majority of the acetol is carried with an overheads stream comprising acetone, cumene and alphamethylstyrene (AMS). Acetol is subsequently separated from acetone by distillation wherein acetone is taken as an overheads stream and acetol remains with a bottoms stream comprising cumene, AMS and phenol. The acetol, along with residual phenol, is extracted from the cumene and AMS by counter-current washing with an aqueous alkali metal hydroxide. The phenol stream is then distilled to separate phenol from cumene, alphamethylstyrene and higher boiling compounds. The phenol, containing only a small amount of acetol, can then be treated to remove methylbenzofuran by treatment with an acidic resin or solid superacid catalyst without formation of significant amounts of additional methylbenzofuran.Type: GrantFiled: November 14, 2005Date of Patent: March 6, 2007Assignee: Sunoco, Inc. (R&M)Inventors: Scott R. Keenan, Amber R. Harach, James G. Skipworth
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Patent number: 7166752Abstract: A process for decomposing a cumene oxidation product mixture containing cumene hydroperoxide (CHP) and dimethylphenyl carbinol (DMPC) to produce phenol, acetone and alpha-methyl styrene (AMS) with enhanced safety of operation and reduced by-product formation which comprises the steps: mixing the cumene oxidation product in a stirred or back-mixed reactor with an acid catalyst, with 10 to 100 percent acetone relative to the amount of acetone produced during the decomposition reaction, and with up to 4 weight percent additional amounts of water relative to the reaction mixture, at an average temperature between about 50° C. and about 90° C. for a time sufficient to lower the average CHP concentration of the reactor to between about 0.2 and about 3.0 weight percent, and wherein a portion of DMPC is converted to dicumyl peroxide (DCP); then reacting the reaction mixture from step (a) at a temperature between about 120° C. and 150° C.Type: GrantFiled: July 19, 2002Date of Patent: January 23, 2007Assignee: Sunoco, Inc. (R&M)Inventors: Bernard K. Marshall, Jr., Anthony J. DeCaria, Richard R. Hertzog, Stylianos Sifniades, William B. Fisher
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Patent number: 7141700Abstract: A process for the decomposition of a cumene oxidation product mixture to produce phenol and acetone with reduced by-product formation by introducing the cumene oxidation mixture into an inlet of a decomposing vessel containing indirect heat exchange surfaces wherein the cumene oxidation product mixture and a circulating stream are admixed, reacted and cooled by passage around the indirect heat exchange surfaces.Type: GrantFiled: August 19, 2005Date of Patent: November 28, 2006Assignee: UOP LLCInventors: Robert J. Schmidt, Russell C. Schulz, Patrick J. Bullen, Constante P. Tagamolila, Steven P. Lankton, Gary A. Peterson, Michael E. Fettis
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Patent number: 7141701Abstract: A process for decomposing a cumene oxidation product mixture containing cumene hydroperoxide (CHP) and dimethylphenolcarbinol (DMPC) to produce phenol and acetone.Type: GrantFiled: August 19, 2005Date of Patent: November 28, 2006Assignee: UOP LLCInventors: Robert J. Schmidt, Russell C. Schulz, Patrick J. Bullen, Constante P. Tagamolila, Steven P. Lankton, Gary A. Peterson, Michael E. Fettis
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Patent number: 7126029Abstract: The present invention provides a method and apparatus for in-process handling of concentrated cumene hydroperoxide (“CHP”) in a process for the production of phenol and acetone by the decomposition of CHP. The method of the present invention makes use of a tube and shell type heat exchanger as a vessel to accumulate a working volume of concentrated CHP from a distillation unit. Concentrated CHP is then fed to a decomposer unit from the accumulated working volume. Use of a tube and shell type heat exchanger improves safety over designs that make use of an unmodified tank or drum.Type: GrantFiled: February 2, 2004Date of Patent: October 24, 2006Assignee: Sunoco, Inc. (R&M)Inventors: James G. Skipworth, James M. Delabar
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Patent number: 7084306Abstract: Disclosed is a process for preparing 2,2,6,6-tetramethyl-3,5-heptanedione, comprising reacting a pivalic acid alkyl ester with pinacolone in the presence of an alkali metal alkoxide catalyst using a pivalic acid alkyl ester as a solvent but using no other solvent or reacting them in an amide type or urea type solvent in the presence of an alkali metal alkoxide catalyst. Also disclosed is a process for preparing a 2,2,6,6-tetramethyl-3,5-heptanesione metal complex using the 2,2,6,6-tetramethyl-3,5-heptanedione obtained by the above process. The process for preparing 2,2,6,6-tetramethyl-3,5-heptanedione is an industrially advantageous process in which an alkali metal alkoxide that is easy to handle can be used as a catalyst for preparing 2,2,6,6-tetramethyl-3,5-heptanedione from a pivalic acid alkyl ester and pinacolone.Type: GrantFiled: December 18, 2002Date of Patent: August 1, 2006Assignee: Showa Denko K.K.Inventors: Makoto Saito, Takashi Ueda, Takashi Tani
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Patent number: 7015358Abstract: A process for the production of aliphatic or alicyclic monoketones or alicyclic diketones of the formula R1—C(?O)—R2 in which R1 is a linear or branched C1-10-alkyl group and R2 is a linear or branched C1-10-alkyl group or a phenyl group, or R1 or R2 together are —(CH2)m—[C(?O)]n—(CH2)p—, wherein m and p independently are integers from 1 to 4 and n is 0 or 1, thus forming an alicyclic ring together with the carbonyl group of R1—C(?O)—R2 by oxidizing a secondary alcohol of formula R1?—CHOH—R2? in which R1? and R2? either have the same meaning as R1 and R2 above or, if R1 and R2 together are —(CH2)m—[C(?O)]n—(CH2)p—, are together —(CH2)m—(CHOH)n—(CH2)p— wherein m, n and p are as defined above, with a peroxy compound in the presence of a carboxylic acid and a manganese(IV) complex of 1,4,7-trimethyl-1,4,7-triazacyclononane.Type: GrantFiled: April 23, 2002Date of Patent: March 21, 2006Assignee: Lonza AGInventors: Georg Süss-Fink, Georgiy B Shul′Pin, Lidia S. Shul′Pina
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Patent number: 6984761Abstract: A process is disclosed for producing ?-methylstyrene, acetone, and phenol wherein the amount of ?-methylstyrene produced may be controlled by selectively converting a portion of the cumene hydroperoxide to dimethyl phenyl carbinol, the hydrated form of ?-methylstyrene. The dimethyl phenyl carbinol thus produced will lead to increased production of ?-methylstyrene upon dehydration in the acid cleavage unit of the phenol plant. By controlling the fraction of the cumene hydroperoxide reduced to dimethyl phenyl carbinol, the amount of ?-methylstyrene produced in the plant can be continuously set to meet the demand of the market for ?-methylstyrene. Also disclosed is a non-acidic catalyst for reduction of cumene hydroperoxide.Type: GrantFiled: December 16, 2002Date of Patent: January 10, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Doron Levin, C. Morris Smith, Jose Guadalupe Santiesteban, James C. Vartuli
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Patent number: 6943270Abstract: A cumene process of producing phenol and acetone comprises the joint oxidation of aldehydes and dimethylbenzene alcohol by aqueous hydrogen peroxide solutions in presence of 16 wt % to 94 wt % of cumene hydroperoxide by contacting of mutually insoluble phases of the organic products from a cumene oxidation stage and hydrogen peroxide containing water with optional addition of acidic catalysts in a conversion reactor for the purpose of conversion of aldehydes into organic acids and dimethylbenzene alcohol into cumene hydroperoxide and therefore significantly simplifying the process of fractionation of organic conversion products into high quality product phenol and product acetone.Type: GrantFiled: February 28, 2001Date of Patent: September 13, 2005Assignee: Illa International, LLCInventor: Vladimir Mikhailovitch Zakoshansky
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Patent number: 6867333Abstract: The present invention is directed to novel acyloins, their derivatives, methods for their production and their use for the production of novel epothilones and their derivatives. In addition, the invention is directed to the building blocks for epothilone synthesis, methods for their production and the use of synthetic building blocks for the production of epothilones and their derivatives.Type: GrantFiled: April 15, 2003Date of Patent: March 15, 2005Assignee: Morphochem AGInventors: Ludger A. Wessjohann, Gunther Scheid, Uwe Bornscheuer, Erik Henke, Wouter Kuit, Romano Orru
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Patent number: 6852893Abstract: The invention relates to a method for oxidizing substrates such as hydrocarbons, waxes or soot. The method involves the use of a compound of formula (I) in which: R1 and R2 represent H, an aliphatic or aromatic alkoxy radical, carboxyl radical, alkoxycarbonyl radical or hydrocarbon radical, each having 1 to 20 hydrocarbon atoms, SO3H, NH2, OH, F, Cl, Br, I and/or NO2, whereby R1 and R2 designate identical or different radicals or R1 and R2 can be linked to one another via a covalent bonding; Q1 and Q2 represent C, CH, N, CR5, each being the same or different; X and Z represent C, S, CH2, each being the same or different; Y represents O and OH; k=0, 1, 2; l=0, 1, 2; m=1 to 3, and; R5 represents one of the meanings of R1. Said compound is used as a catalyst in the presence of a radical initiator, whereby the molar ratio of the catalyst to the hydrocarbon is less than 10 mol %. Peroxy compounds or azo compounds can be used as the radical initiator. Preferred substrates are aliphatic or aromatic hydrocarbons.Type: GrantFiled: March 22, 2001Date of Patent: February 8, 2005Assignee: Creavis Gesellschaft fuer Technologie and Innovation mbHInventors: Adolf Kühnle, Mark Duda, Carsten Jost, Guido Fries, Jochen Kirchhoff, Thomas Schiffer, Roger Arthur Sheldon, Sasidharan Manickam, Isabella W. C. E. Arends
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Publication number: 20040267052Abstract: The present invention relates to a process for decomposing organic hydroperoxides in the presence of a catalyst. It provides a process for decomposing organic hydroperoxides in the presence of a catalyst into a mixture of alcohols and ketones, in which the catalyst comprises at least one ruthenium-based catalytically active metallic element incorporated into a solid support chosen from the group comprising metal oxides and carbon blacks, such as the carbon blacks obtained by the pyrolysis of organic compounds. The process of the invention is especially useful in the decomposition of important chemical intermediates such as cyclohexyl hydroperoxide.Type: ApplicationFiled: August 18, 2004Publication date: December 30, 2004Inventors: Didier Bonnet, Eric Fache, Aline Seigneurin
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Publication number: 20040162446Abstract: A process for cleaving an oxidation product comprising s-butyl benzene hydroperoxide and/or cumene hydroperoxide which reduces the production of non-recoverable by-products from dimethylbenzyl alcohol (DMBA) and ethyl methyl benzyl carbinol (EMBA).Type: ApplicationFiled: January 21, 2004Publication date: August 19, 2004Inventor: Jesse Raymond Black
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Publication number: 20040116749Abstract: A process is disclosed for producing &agr;-methylstyrene, acetone, and phenol wherein the amount of &agr;-methylstyrene produced may be controlled by selectively converting a portion of the cumene hydroperoxide to dimethyl phenyl carbinol, the hydrated form of &agr;-methylstyrene. The dimethyl phenyl carbinol thus produced will lead to increased production of &agr;-methylstyrene upon dehydration in the acid cleavage unit of the phenol plant. By controlling the fraction of the cumene hydroperoxide reduced to dimethyl phenyl carbinol, the amount of &agr;-methylstyrene produced in the plant can be continuously set to meet the demand of the market for &agr;-methylstyrene. Also disclosed is a non-acidic catalyst for reduction of cumene hydroperoxide.Type: ApplicationFiled: December 16, 2002Publication date: June 17, 2004Inventors: Doron Levin, C. Morris Smith, Jose Guadalupe Santiesteban, James C. Vartuli
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Publication number: 20040082817Abstract: The present invention describes a high yield and simplified method of preparing phenols and carbonyl compounds, such as acetaldehyde, through the catalytic decomposition of aromatic hydroperoxides. The synthetic process generally consists of decomposing hydroperoxides under a positive gas atmosphere and at an elevated temperature (80 to 100° C.) in the presence of a catalytic amount (0.01-0.8 mass percent (%)) of an anionic surface-active agent of the formula R—OSO3M or R—OP3Z2, where “M” is Na or K, where “Z” is Na, K or an alkyl groups containing between ten and fourteen carbons (C10-C14) and where “R” is an alkyl group consisting of between ten and fourteen carbons (C10-C14).Type: ApplicationFiled: October 24, 2002Publication date: April 29, 2004Applicant: NEUROK LLCInventor: Olga Tarasovna Kasaikina
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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: 6670509Abstract: A process for oxygenating organic substrates such as aliphatic hydrocarbons has been developed. The process involves contacting the organic substrate with oxygen in the presence of a bicyclo imide promoter and a metal co-catalyst. The process is preferably carried out using sulfolane as the solvent. Optionally, the oxygenated product can be hydrogenated to give the corresponding alcohol which can optionally in turn be dehydrated to provide the corresponding olefin.Type: GrantFiled: April 11, 2002Date of Patent: December 30, 2003Assignee: UOP LLCInventors: Paul R. Kurek, David W. House
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Patent number: 6657087Abstract: The present invention claims a process and an apparatus for the work-up by distillation of cleavage product mixtures produced in the cleavage of alkylaryl hydroperoxides. Usually, in the work-up by distillation of cleavage product mixtures which are produced in the cleavage of alkylaryl hydroperoxides, the cleavage product mixture is divided into three main fractions, for which at least two distillation columns are used. The use of two distillation columns has the disadvantage that the capital costs, and also the energy costs, in these conventional processes are relatively high. By means of the inventive process for the work-up by distillation of cleavage product mixtures, the equipment requirements and the energy consumption can be markedly reduced in comparison with customary plants, since the cleavage product mixture can be resolved into the three main fractions in only one apparatus.Type: GrantFiled: November 13, 2001Date of Patent: December 2, 2003Assignee: INEOS Phenol GmbH & Co. KGInventors: Markus Weber, Christoph Schwarz, Uwe Tanger, Hermann-Josef Korte, Jochen Ullrich
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Patent number: 6630075Abstract: Fire extinguishing compositions and methods for extinguishing, controlling, or preventing fires are described wherein the extinguishing agent is a fluorinated ketone having up to two hydrogen atoms, alone, or in admixture with a co-extinguishing agent selected from hydrofluorocarbons, hydrochlorofluorocarbons, perfluorocarbons, perfluoropolyethers, hydrofluoroethers, hydrofluoropolyethers, chlorofluorocarbons, bromofluorocarbons, bromochlorofluorocarbons, iodofluorocarbons, hydrobromofluorocarbons, and mixtures thereof.Type: GrantFiled: October 11, 2002Date of Patent: October 7, 2003Assignee: 3M Innovative Properties CompanyInventors: Fred E. Behr, Daniel R. Vitcak, Richard M. Flynn, Michael G. Costello, Michael J. Parent, Zhongxing Zhang
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Patent number: 6630608Abstract: The present invention relates to a process for preparing phenols, in which the pH of the reaction product from the acid-catalyzed cleavage of alkylaryl hydroperoxides is set to a value of at least 8 at a temperature of at least 100° C. prior to the work-up of the product. This measure enables the content of undesirable by-products, e.g. hydroxyacetone, in the cleavage product to be significantly reduced. This procedure is particularly advantageously integrated into a process for preparing phenols by: a) acid-catalyzed cleavage of alkylaryl hydroperoxides and b) thermal after-treatment of the cleavage product from step a), with the temperature in step b) being higher than in step a) and is at least 100° C., wherein the adjustment to a pH of at least 8 is carried out after the thermal after-treatment and prior to cooling of the cleavage product.Type: GrantFiled: March 4, 2002Date of Patent: October 7, 2003Assignee: INEOS Phenol & GmbH Co., KGInventors: Uwe Tanger, Reinhard Sigg, Siegmund Greschek, Manfred Weber
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Patent number: 6586640Abstract: A process for the manufacture of a hydroxy-substituted organic compound comprising decomposing an organic hydroperoxide, preferably a compound of the formula Ar—C(CH3)2O2H, wherein Ar is a substituted or unsubstituted mononuclear or polynuclear aromatic group. The decomposition is carried out in the presence of a catalyst comprising highly fluorinated polymer having sulfonic acid groups with the catalyst being in the form of particles of which at least about 20 weight % have a particle size less than about 300 &mgr;m. Cumene hydroperoxide can be decomposed in the process to phenol and acetone which can be reacted to form bisphenol A in the presence of the same catalyst that was used for the decomposition.Type: GrantFiled: June 20, 2002Date of Patent: July 1, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Ralph Birchard Lloyd, Qun Sun, Mark Andrew Harmer, Edward George Howard, Jr.
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Publication number: 20030097025Abstract: The invention relates to a method for producing a mixture of alcohols/ketones by decomposing an alkyl hydroperoxide, particularly to a method for producing a cyclohexanol/cyclohexanone by decomposing cyclohexyl hydroperoxide in the presence of a heterogeneous catalyst. According to the invention, the reaction is carried out in the presence of a heterogeneous catalyst containing an organometallic segment fixed on the surface of a porous solid compound such as silicon. The organometallic segment ca be formula (1).Type: ApplicationFiled: October 15, 2002Publication date: May 22, 2003Inventors: James Clark, Eric Fache, Ducan Macquarrie, Peter Price, John Rafelt
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Publication number: 20030088129Abstract: A process for decomposing a cumene oxidation product mixture containing cumene hydroperoxide (CHP) and dimethylphenyl carbinol (DMPC) to produce phenol, acetone and alpha-methyl styrene (AMS) with enhanced safety of operation and reduced by-product formation which comprises the steps: mixing the cumene oxidation product in a stirred or back-mixed reactor with an acid catalyst, with 10 to 100 percent acetone relative to the amount of acetone produced during the decomposition reaction, and with up to 4 weight percent additional amounts of water relative to the reaction mixture, at an average temperature between about 50° C. and about 90° C. for a time sufficient to lower the average CHP concentration of the reactor to between about 0.2 and about 3.0 weight percent, and wherein a portion of DMPC is converted to dicumyl peroxide (DCP); then reacting the reaction mixture from step (a) at a temperature between about 120° C. and 150° C.Type: ApplicationFiled: July 19, 2002Publication date: May 8, 2003Inventors: Bernard K. Marshall,, Anthony J. DeCaria, Richard R. Hertzog, Stylianos Sifniades, William B. Fisher
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Publication number: 20030083527Abstract: The invention relates to a process for preparing phenol derivatives by catalytic oxidation of an aromatic hydrocarbon to the hydroperoxide and subsequent cleavage of the hydroperoxide to give the phenol derivative and a ketone, wherein a compound of the formula I 1Type: ApplicationFiled: September 26, 2002Publication date: May 1, 2003Inventors: Adolf Kuhnle, Mark Duda, Uwe Tanger, Roger Arthur Sheldon, Sasidharan Manickam, Isabella W.C.E. Arends
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Patent number: 6506942Abstract: The invention relates to a process for the preparation of a carbonyl compound of the general formula (1) R1R2C═O (1), in which a &bgr;-hydroxycarboxylic acid or its salt of the general formula (2) R1R2C(OH)—CR3R4—COOM (2) is cleaved in the presence of a Brönstedt base which is selected from hydroxides, alkanolates, oxides, amides and hydrides of the alkali metals and alkaline earth metals, and in the presence of a hydroxyl-free solvent, R1, R2, R3, R4 and M having the meanings from claim 1.Type: GrantFiled: October 12, 2001Date of Patent: January 14, 2003Assignee: Consortium Fur Elektrochemische Industrie GmbHInventors: Klas Sorger, Hermann Petersen, Juergen Stohrer
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Patent number: 6476275Abstract: Processes applying mesoporous titanium containing zeolite based catalysts for selective oxidation or epoxidation of hydrocarbons by peroxides.Type: GrantFiled: September 21, 2001Date of Patent: November 5, 2002Assignee: Haldor Topsoe A/SInventors: Iver Schmidt, Michael Brorson, Claus J. H. Jacobsen
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Patent number: 6441251Abstract: A process for producing phenol and acetone from cumene hydroperoxide is described in which the cumene hydroperoxide is contacted with a solid-acid catalyst comprising an inorganic, porous, crystalline material, designated as M41S, exhibiting, after calcination, an x-ray diffraction pattern with at least one peak at a d-spacing greater than about 18 Angstrom Units with a relative intensity of 100 and a benzene adsorption capacity of greater than 15 grams of benzene per 100 grams of said material at 50 torr and 25° C., wherein said material comprises sulfonate functionality.Type: GrantFiled: September 4, 2001Date of Patent: August 27, 2002Assignee: ExxonMobil Chemical Patents Inc.Inventors: Doron Levin, Jose G. Santiesteban, Lei Zhang
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Patent number: 6441252Abstract: An apparatus for producing phenol and acetone from cumene hydroperoxide comprises a reactive distillation column comprising at its upper portion a distillation column and at its lower portion a catalyst bed.Type: GrantFiled: November 14, 2001Date of Patent: August 27, 2002Assignee: ExxonMobil Chemical Patents Inc.Inventors: Doron Levin, Jose G. Santiesteban
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Patent number: 6410804Abstract: A process for producing phenol and acetone from cumene hydroperoxide comprises: i) introducing a cumene hydroperoxide feed into a reactive distillation column comprising at its upper portion a distillation column and at its lower portion a catalyst bed, at a point above said catalyst bed; ii) mixing a diluting portion of acetone with said cumene hydroperoxide to provide a diluted cumene hydroperoxide; iii) directing said diluted cumene hydroperoxide through said catalyst bed under conditions sufficient to effect the exothermic decomposition of said cumene hydroperoxide to a product comprising a heavy fraction comprising phenol and a vaporized light fraction comprising acetone; iv) withdrawing said heavy fraction as bottoms from said column; v) flowing said vaporized light fraction upwards through the catalyst bed and at least a portion of the reactive distillation column; vi) condensing said light fraction to provide at least a portion of said diluting portion of acetone for subsequent mixing with saidType: GrantFiled: December 21, 1999Date of Patent: June 25, 2002Assignee: Exxon Mobil Oil CorporationInventors: Doron Levin, Jose G. Santiesteban
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Publication number: 20020068840Abstract: The present invention claims a process and an apparatus for the work-up by distillation of cleavage product mixtures produced in the cleavage of alkylaryl hydroperoxides. Usually, in the work-up by distillation of cleavage product mixtures which are produced in the cleavage of alkylaryl hydroperoxides, the cleavage product mixture is divided into three main fractions, for which at least two distillation columns are used. The use of two distillation columns has the disadvantage that the capital costs, and also the energy costs, in these conventional processes are relatively high.Type: ApplicationFiled: November 13, 2001Publication date: June 6, 2002Applicant: INEOS Phenol GMBH & CO. KGInventors: Markus Weber, Christoph Schwarz, Uwe Tanger, Hermann-Josef Korte, Jochen Ullrich
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Publication number: 20020058845Abstract: A process for producing phenol and acetone from cumene hydroperoxide comprises:Type: ApplicationFiled: November 14, 2001Publication date: May 16, 2002Inventors: Doron Levin, Jose G. Santiesteban
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Publication number: 20020045781Abstract: A process for the cleavage of alkylaryl hydroperoxides includes steps for producing a mixture of a concentrate that contains at least one alkylaryl hydroperoxide to be cleaved and a cleavage product obtained from the cleavage of an alkylaryl hydroperoxide, dividing this mixture into at least two parts and cleaving the alkylaryl hydroperoxides in parallel at different temperatures. One of the two parts is treated at a temperature sufficiently high for an integrated thermal post-treatment to be achieved. The process consumes less energy since less steam has to be used. Problems which can result from fouling in heat exchangers are largely prevented. No second feed point for alkylaryl hydroperoxide has to be provided. The process can be used in the preparation of phenol and acetone by the Hock method.Type: ApplicationFiled: October 18, 2001Publication date: April 18, 2002Applicant: PHENOLCHEMIE GMBH & CO. KGInventors: Uwe Tanger, Manfred Weber
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Publication number: 20020038057Abstract: Processes applying mesoporous titanium containing zeolite based catalysts for selective oxidation or epoxidation of hydrocarbons by peroxides.Type: ApplicationFiled: September 21, 2001Publication date: March 28, 2002Applicant: Haldor Topsoe A/SInventors: Iver Schmidt, Michael Brorson, Claus J.H. Jacobsen
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Patent number: 6331654Abstract: Disclosed is a method for the production of product acetone of higher oxidation stability where the product acetone is produced by a multi-step rectification process in the presence of alkali catalyst. The embodiments of the method of present invention utilize a two-column and a one-column scheme of product acetone rectification from an acetone stream. In a two-column embodiment of the present invention, acetone is taken off in a vapor phase as a side-draw in a first column and directed to a partial condenser wherein it is separated into liquid and vapor phases with a simultaneous feed of aqueous sodium hydroxide solution to the first column above the feed tray.Type: GrantFiled: February 10, 2000Date of Patent: December 18, 2001Assignee: Illa International LLCInventors: Vladimir Mikhailovitch Zakoshansky, Irina Ivanovna Vassilieva
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Patent number: 6329553Abstract: A process for a combined selective thermal oxidation and photooxidation of hydrocarbons adsorbed onto zeolite matrices. A highly combined selective thermal oxidation and photooxidation of unsubstituted or alkyl substituted alkanes, alkenes, aromatics and cycloalkyls in solvent free zeolites under dark thermal conditions or under irradiation with visible light. The process oxidizes hydrocarbons almost completely selectively without substantial production of byproducts.Type: GrantFiled: November 10, 2000Date of Patent: December 11, 2001Assignee: The Regents of the University of CaliforniaInventors: Heinz Frei, Fritz Blatter, Hai Sun
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Patent number: 6320084Abstract: The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine.Type: GrantFiled: February 26, 2001Date of Patent: November 20, 2001Assignee: Akzo Nobel NVInventors: Ulrich Wecker, Manfred Josef Bergfeld
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Publication number: 20010039362Abstract: The cleavage product from the acid-catalyzed cleavage of cumene hydroperoxide into phenol and acetone is subjected to thermal after-treatment by a process, which comprises heating the cleavage product in a reactor, wherein the heat supplied for the thermal treatment is the heat generated by at least one exothermic reaction which occurs in the reactor. The exothermic reaction which proceeds in the cleavage product is preferably the cleavage of cumene hydroperoxide.Type: ApplicationFiled: May 3, 2001Publication date: November 8, 2001Applicant: PHENOLCHEMIE GmbH & Co. KGInventors: Sigg Reinhard, Tanger Uwe, Weber Manfred, Schnurr Otto, Liefooghe Hugo H.J. M.
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Patent number: 6306364Abstract: A new family of stannosilicate molecular sieves which have the zeolite beta structure are disclosed. These molecular sieves have a three dimensional framework structure composed of SnO2 and SiO2 tetrahedral oxide units and at least one of TiO2 or GeO2 tetrahedral oxide units and have an empirical formula of: (SnxTiySi1-x-y-zGez)2 where “x”, “y” and “z” are the mole fractions of tin, titanium and germanium respectively (“y” and “z” are not simultaneously zero). Processes for the selective oxidation of organic compounds with peroxides using the molecular sieves as catalysts is also presented.Type: GrantFiled: September 28, 1999Date of Patent: October 23, 2001Assignee: UOP LLCInventors: Susana Valencia Valencia, Avelino Corma Canós
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Patent number: 6307112Abstract: Phenol and acetone are prepared by a process comprising homogeneously cleaving cumene hydroperoxide in the presence of acid catalyst in a cleavage apparatus comprising at least one reactor having plug flow characteristics thereby producing a cleavage product; recycling some of the cleavage product stream by combining the recycled cleavage product stream with the cumene hydroperoxide-containing feed stream fed to said cleavage apparatus under the condition that the mass flow ratio of the recycled partial cleavage product stream to the cumene hydroperoxide-containing feed stream sent to the cleavage reactor is less than 10.Type: GrantFiled: December 20, 1999Date of Patent: October 23, 2001Assignee: Phenolchemie GmbH & Co. KGInventors: Manfred Weber, Otto Gerlich, Michael Kleine-Boymann, Werner Pompetzki, Reinhard Sigg, Christian Michalik, Jürgen Volke
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Patent number: 6303825Abstract: The present invention provides a method of starting up a loop reactor system, which method includes heating a reaction mixture present in the loop reactor system with the heat of reaction of at least one exothermic reaction occurring in the loop reactor system. The method of the invention makes possible an inexpensive, reliable and simple start-up of loop reactor systems, since the heat liberated when carrying out an exothermic reaction is utilized for heating the reaction mixture present in the loop reactor. Use of the method of the invention makes it unnecessary to switch heat exchangers over from coolant to heat transfer media such as steam. Since the method of the invention is able to heat up the reaction mixture in the loop reactor system more rapidly than in conventional methods, the number and the amount of by-products formed by secondary reactions during the start-up phase is reduced.Type: GrantFiled: March 13, 2000Date of Patent: October 16, 2001Assignee: Phenolchemie GmbH & Co. KGInventors: Otto Gerlich, Michael Kleine-Boymann, Hermann Schmidt, Juergen Volke
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Patent number: 6297406Abstract: A process for producing phenol and acetone from cumene hydroperoxide is described in which the cumene hydroperoxide is contacted with a solid-acid catalyst comprising a mixed oxide of cerium and a Group IVB metal.Type: GrantFiled: August 3, 1999Date of Patent: October 2, 2001Assignee: Mobil Oil CorporationInventors: Doron Levin, Jose G. Santiesteban, James C. Vartuli
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Patent number: 6284927Abstract: An improved process for decomposing alkyl or aromatic hydroperoxides to form a decomposition reaction mixture containing the corresponding alcohol and ketone. The improvement relates to decomposing the hydroperoxide by contacting the hydroperoxide with a catalytic amount of a heterogenous catalyst of Au, Ag, Cu or a sol-gel compound containing particular combinations of Fe, Ni, Cr, Co, Zr, Ta, Si, Mg, Nb, Al and Ti wherein certain of those metals have been combined with an oxide, such as an inorganic matrix of hydroxides or oxides, or combinations thereof. The catalysts may also optionally be supported on a suitable support member and used in the presence of an additional metal.Type: GrantFiled: February 2, 2000Date of Patent: September 4, 2001Assignee: E. I. du Pont Nemours and CompanyInventors: Joe Douglas Druliner, Norman Herron, Stephen Paul Jordan, Kostantinos Kourtakis, Samuel Livingston Lane, Leo Ernest Manzer, Bruce Edmund Smart
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Patent number: 6252124Abstract: A new phenol and acetone production process reduces the amount of necessary stages for obtaining phenol and acetone, results in higher yield of desired products and requires less complex equipment implementation and less energy than current processes of a similar type.Type: GrantFiled: April 29, 1999Date of Patent: June 26, 2001Assignee: ILLA International, LLCInventors: Vladimir Mikhailovitch Zakoshansky, Irina Ivanovna Vassilieva
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Patent number: 6232505Abstract: A process for making methoxyacetone is disclosed. The process comprises oxidizing 1-methoxy-2-propanol in the liquid phase using aqueous hydrogen peroxide and a Group 8-10 transition metal catalyst. The process gives high alcohol conversions (>95%) and good selectivities (>80%) to methoxyacetone using mild conditions, simple equipment, and readily available reagents.Type: GrantFiled: March 3, 2000Date of Patent: May 15, 2001Assignee: ACRO Chemical Technology, L.P.Inventor: Michael P. Law