Cyclohexanol Per Se Patents (Class 568/835)
  • Patent number: 11518722
    Abstract: Described are methods for converting methane to olefins, aromatics, or a combination thereof using a single atom catalyst comprising CeO2 nanoparticles impregnated with individual atoms of noble metals including Pt, Pd, Rh, Ru, Ag, Au, Ir, or a combination thereof. These single atom catalysts of the present invention are heated with methane to form olefins and aromatics.
    Type: Grant
    Filed: February 19, 2019
    Date of Patent: December 6, 2022
    Assignee: THE JOHNS HOPKINS UNIVERSITY
    Inventors: Chao Wang, Pengfei Xie, Tiancheng Pu
  • Patent number: 9266790
    Abstract: The present invention discloses a method for producing an olefin through decarbonylation of a carboxylic acid having a ?-hydrogen atom or a derivative thereof in the presence of a catalyst containing at least one metal element selected from Groups 9, 10, and 11 metals under conditions with a concentration of carbon monoxide of not less than 41 mmol/L.
    Type: Grant
    Filed: August 4, 2011
    Date of Patent: February 23, 2016
    Assignee: Kao Corporation
    Inventors: Nobuyoshi Suzuki, Hideo Tahara, Daisuke Ishihara, Hiroshi Danjo, Ilhyong Ryu, Takahide Fukuyama
  • Publication number: 20150080614
    Abstract: The present invention provides a process and catalyst for the conversion of phenol and its derivatives to cyclohexane and cyclohexanol. The process provides a direct single step for selective hydrogenation of phenol and its derivatives over Pt—Ce oxide catalyst. The process provides a phenol conversion of 50 to 100% and selectivity of hydrogenated product up to 98%.
    Type: Application
    Filed: September 18, 2014
    Publication date: March 19, 2015
    Inventors: Bal RAJARAM, Sarkar Bipul, Singha Rajib Kumar, Pendem Chandrashekar, Shankha Shubhra Acharyya, Ghosh Shilpi, Goyal Reena, Das Subhasis, Bordoloi Ankur, Konathala Laxmi Narayan Sivakumar
  • Publication number: 20140256981
    Abstract: A purified cyclohexanol of the present invention has a methylcyclopentanol concentration of 10 to 1000 ppm by weight and a cyclohexylcyclohexene isomer concentration of 15 to 500 ppm by weight. A method for producing cyclohexanol of the present invention comprises: Step 1 of producing a solution (I) containing cyclohexanol, methylcyclopentanol, and water by a hydration reaction of cyclohexene; Step 2 of separating the solution (I) into a water phase and an oil phase; Step 3 of obtaining a partially purified cyclohexanol containing methylcyclopentanol from the oil phase; and Step 4 of separating and removing methylcyclopentanol in the partially purified cyclohexanol so as to obtain a purified cyclohexanol having a methylcyclopentanol concentration of 10 to 1000 ppm by weight and a cyclohexylcyclohexene isomer concentration of 15 to 500 ppm by weight.
    Type: Application
    Filed: June 28, 2012
    Publication date: September 11, 2014
    Applicant: ASAHI KASEI CHEMICALS CORPORATION
    Inventors: Naoki Narisawa, Katsutoshi Tanaka
  • Patent number: 8816136
    Abstract: Disclosed is a method for producing an alicyclic alcohol represented by general formula (III) which is useful as a starting material for a flavor mixture or the like at low cost in high yield. The alicyclic alcohol represented by general formula (III) is produced by preparing a cyclohexanecarbonyl compound represented by general formula (II) through the carbonylation of an unsaturated hydrocarbon represented by general formula (I) (preferably a compound obtained through the partial reduction of a diene compound) using carbon monoxide in the presence of HF, and thereafter reducing the cyclohexanecarbonyl compound. In formulae (I), (II), and (III), R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 4 carbon atoms, R3 represents an OH group, fluorine, or an OR4 group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: August 26, 2014
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Mitsuharu Kitamura, Shinji Kotachi, Shinya Nagasawa, Yoshiharu Ataka
  • Patent number: 8772550
    Abstract: The invention relates to a method for hydrogenating an aromatic compound. The invention in particular relates to a method for preparing cyclohexanone, cyclohexanol or a mixture thereof in a continuous way by catalytically hydrogenating phenol fed into a reactor comprising a supported hydrogenation catalyst, comprising a dopant selected from the group of alkali metal hydroxides, alkaline earth metal hydroxides, alkaline earth metal oxides, carbonates of alkali metals and carbonates of alkaline earth metals, and in which process during the hydrogenation of phenol continuously or intermittently water is fed into the reactor, the weight to weight ratio of water fed into the reactor to phenol fed into the reactor on average being 0.1 or less.
    Type: Grant
    Filed: December 15, 2010
    Date of Patent: July 8, 2014
    Assignee: DSM IP Assets B.V.
    Inventors: Rudy Francois Maria Jozef Parton, Johan Thomas Tinge, Bert Hoeksema
  • Publication number: 20140179923
    Abstract: A new class of ligands derived from benzo[h]quinoline are described and these ligands are used to prepare several novel transition metal complexes. The complexes are preferably of the group VIII transition metals iron, ruthenium or osmium, with the benzo[h]quinoline ligands acting as tridentate ligands. The complexes described are proved to be very active catalysts for the reduction of ketones and aldehydes to alcohols, via hydrogen transfer and hydrogenation reactions. These compounds hence can be usefully employed as catalysts in said reduction reactions.
    Type: Application
    Filed: November 19, 2013
    Publication date: June 26, 2014
    Applicant: UNIVERSITA' DEGLI STUDI DI UDINE
    Inventors: Pierluigi Rigo, Walter Baratta, Katia Siega, Giorgio Adolfo Chelucci, Maurizio Ballico, Santo Magnolia
  • Publication number: 20130225853
    Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.
    Type: Application
    Filed: February 24, 2013
    Publication date: August 29, 2013
    Applicant: Chemtex Italia, S.p.A.
    Inventor: Chemtex Italia, S.p.A.
  • Publication number: 20130225855
    Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.
    Type: Application
    Filed: February 24, 2013
    Publication date: August 29, 2013
    Applicant: Chemtex Italia, S.p.A.
    Inventor: Chemtex Italia, S.p.A.
  • Publication number: 20130225856
    Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.
    Type: Application
    Filed: February 24, 2013
    Publication date: August 29, 2013
    Applicant: Chemtex Italia, S.p.A.
    Inventor: Chemtex Italia, S.p.A.
  • Publication number: 20130225854
    Abstract: This specification discloses an operational continuous process to convert lignin as found in ligno-cellulosic biomass before or after converting at least some of the carbohydrates. The continuous process has been demonstrated to create a slurry comprised of lignin, raise the slurry comprised of lignin to ultra-high pressure, deoxygenate the lignin in a lignin conversion reactor over a catalyst which is not a fixed bed without producing char. The conversion products of the carbohydrates or lignin can be further processed into polyester intermediates for use in polyester preforms and bottles.
    Type: Application
    Filed: February 24, 2013
    Publication date: August 29, 2013
    Applicant: Chemtex Italia, S.p.A.
    Inventor: Chemtex Italia, S.p.A.
  • Publication number: 20130055627
    Abstract: A method for processing biomass to produce biofuel includes decomposing lignocellulosic material into byproduct polymers that include lignin, decomposing the lignin into targeted chemical fragments, and chemically converting the targeted chemical fragments into a biofuel.
    Type: Application
    Filed: September 2, 2011
    Publication date: March 7, 2013
    Inventors: Thomas Henry Vanderspurt, Timothy D. Davis, Sean C. Emerson, Ying She, Rhonda R. Willigan, Salvatore Saitta, Tianli Zhu
  • Publication number: 20130052237
    Abstract: A liquid composition in an osmotic drug delivery system and a dosage form in an osmotic drug delivery system is disclosed comprising an amphiphilic molecule, a non-aqueous liquid solvent, and a pharmaceutically active agent.
    Type: Application
    Filed: August 29, 2012
    Publication date: February 28, 2013
    Applicant: INTARCIA THERAPEUTICS, INC.
    Inventors: Rom Ezer Eliaz, Yuanpeng Zhang, Catherine Manya Rohloff, Eric William Weeks, Gunjan Junnarkar
  • Publication number: 20120323042
    Abstract: The invention relates to a method for hydrogenating an aromatic compound. The invention in particular relates to a method for preparing cyclohexanone, cyclohexanol or a mixture thereof in a continuous way by catalytically hydrogenating phenol fed into a reactor comprising a supported hydrogenation catalyst, comprising a dopant selected from the group of alkali metal hydroxides, alkaline earth metal hydroxides, alkaline earth metal oxides, carbonates of alkali metals and carbonates of alkaline earth metals, and in which process during the hydrogenation of phenol continuously or intermittently water is fed into the reactor, the weight to weight ratio of water fed into the reactor to phenol fed into the reactor on average being 0.1 or less.
    Type: Application
    Filed: December 15, 2010
    Publication date: December 20, 2012
    Inventors: Rudy Francois Maria Jozef Parton, Johan Thomas Tinge, Bert Hoeksema
  • Publication number: 20120310012
    Abstract: A process for preparing a deperoxidation catalyst comprising chromium as the main catalytic element is described. Also described, is a process for preparing an organic solution of a chromic acid ester. The solution can be used as a catalyst in a deperoxidation of an alkyl peroxide in a process for manufacturing cyclohexanol/cyclohexanone by oxidation of cyclohexane.
    Type: Application
    Filed: November 18, 2010
    Publication date: December 6, 2012
    Applicant: RHODIA OPERATIONS
    Inventors: Sandra Chouzier, Serge Veracini, Françoise Igersheim
  • Publication number: 20120296111
    Abstract: The present invention relates to an eggshell catalyst comprising an active metal selected from the group consisting of ruthenium, rhodium, palladium, platinum and mixtures thereof, applied to a support material comprising silicon dioxide, wherein the pore volume of the support material is 0.6 to 1.0 ml/g, determined by Hg porosimetry, the BET surface area is 280 to 500 m2/g, and at least 90% of the pores present have a diameter of 6 to 12 nm, to a process for preparing this eggshell catalyst, to a process for hydrogenating an organic compound which comprises at least one hydrogenatable group using the eggshell catalyst, and to the use of the eggshell catalyst for hydrogenating an organic compound.
    Type: Application
    Filed: December 14, 2010
    Publication date: November 22, 2012
    Applicant: BASF SE
    Inventors: Lucia Königsmann, Daniela Mirk, Thomas Heidemann, Michael Hesse, Martin Bock, Mario Emmeluth, Jutta Bickelhaupt
  • Patent number: 8221634
    Abstract: A process and an apparatus for separating and recovering waste alkali from a cyclohexane oxidation solution are provided. A gradient combination of the gravity separation technique, the vortex separation technique and the coalescence separation technique is used to carry out fine separation of the waste alkali liquor from the cyclohexane oxidation solution. The purified cyclohexane oxidation solution is fed into a down-stream apparatus. Most of the waste alkali liquor thus separated is recycled, while the remaining is expelled. The expelled waste alkali liquor is incinerated in an incinerator, followed by recovering the molten species using a pneumatic pulverization process.
    Type: Grant
    Filed: January 22, 2009
    Date of Patent: July 17, 2012
    Assignee: East China University of Science and Technology
    Inventors: Zhishan Bai, Zhuoqun Qian, Ji Ma, Ping Zhou, Yanhong Zhang, Hualin Wang
  • Publication number: 20120178951
    Abstract: The invention relates to an apparatus for continuously carrying out heterogeneously catalyzed chemical reactions, comprising a microwave-transparent tube, the longitudinal axis of which extends in the direction of propagation of the microwaves of a single-mode microwave applicator and which is filled with an open-cell foam that carries or is made of catalytically active species.
    Type: Application
    Filed: September 3, 2010
    Publication date: July 12, 2012
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Matthias Krull, Roman Morschhaeuser, Hans-Juergen Scholz
  • Patent number: 8207327
    Abstract: The invention relates to a shell catalyst containing ruthenium as an active metal, alone or together with at least one other metal of the auxiliary group IB, VIIB or VIII of the periodical system of the elements (CAS version), and applied to a carrier containing silicon dioxide as a carrier material. The invention also relates to a method for producing said shell catalyst, and to a method for hydrogenating an organic compound containing hydrogenable groups, preferably for hydrogenating a carbocyclic aromatic group to form the corresponding carbocyclic aliphatic groups or for hydrogenating aldehydes to form the corresponding alcohols, using the inventive shell catalyst. The invention further relates to the use of the inventive shell catalyst for hydrogenating an organic compound containing hydrogenable groups, preferably for hydrogenating a carbocyclic aromatic group to form the corresponding carbocyclic aliphatic groups or for hydrogenating aldehydes to form the corresponding alcohols.
    Type: Grant
    Filed: June 20, 2006
    Date of Patent: June 26, 2012
    Assignee: BASF SE
    Inventors: Frederik Van Laar, Michael Becker, Ekkehard Schwab, Jochem Henkelmann, Peter Polanek
  • Publication number: 20110172448
    Abstract: A cost effective process is presented for carrying out catalytic, in particular also exothermic, endothermic or autothermal reactions with optimum yield and selectivity. The system used is a wall-flow monolith which forces a flow from the inlet channel through the porous wall into the outlet channel by reciprocal closure of the gas channels. This is operated such that mass transfer and heat transport are determined virtually exclusively by convection, and diffusion-related thermal conduction phenomena can be neglected.
    Type: Application
    Filed: June 24, 2009
    Publication date: July 14, 2011
    Inventors: Martin Votsmeier, Susanne Ungermann, Juergen Gieshoff, Thomas Kreuzer
  • Patent number: 7767866
    Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.
    Type: Grant
    Filed: March 12, 2009
    Date of Patent: August 3, 2010
    Assignee: International Business Machines Corporation
    Inventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
  • Publication number: 20100152436
    Abstract: The invention relates to a shell catalyst containing ruthenium as an active metal, alone or together with at least one other metal of the auxiliary group IB, VIIB or VIII of the periodical system of the elements (CAS version), and applied to a carrier containing silicon dioxide as a carrier material. The invention also relates to a method for producing said shell catalyst, and to a method for hydrogenating an organic compound containing hydrogenable groups, preferably for hydrogenating a carbocyclic aromatic group to form the corresponding carbocyclic aliphatic groups or for hydrogenating aldehydes to form the corresponding alcohols, using the inventive shell catalyst. The invention further relates to the use of the inventive shell catalyst for hydrogenating an organic compound containing hydrogenable groups, preferably for hydrogenating a carbocyclic aromatic group to form the corresponding carbocyclic aliphatic groups or for hydrogenating aldehydes to form the corresponding alcohols.
    Type: Application
    Filed: June 20, 2006
    Publication date: June 17, 2010
    Applicant: BASF AKTIENGESELLSCHAFT
    Inventors: Frederik Van Laar, Michael Becker, Ekkehard Schwab, Jochem Henkelmann, Peter Polanek
  • Patent number: 7632942
    Abstract: The object of the present invention is to produce cycloalkanol and/or cycloalkanone with good selectivity by oxidizing cycloalkane with molecular oxygen. The method of the present invention contains the step of oxidizing cycloalkane with molecular oxygen in the presence of cobalt salt of carboxylic acid and cobalt complex with porphyrin as a ligand, the cobalt complex with porphyrin as a ligand being a compound represented by the formula (1): wherein each of X1 to X8 independently represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydrocarbon group, a halogenated hydrocarbon group or a sulfonyl group, and each of R1 to R4 independently represents a hydrogen atom, a nitro group, a cyano group, a hydrocarbon group or a halogenated hydrocarbon group.
    Type: Grant
    Filed: July 19, 2005
    Date of Patent: December 15, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Hajime Ishida
  • Patent number: 7615667
    Abstract: An object of the present invention is to provide a process capable of producing cycloalkanol and/or cycloalkanone with a favorable selectivity by oxidizing cycloalkane with a favorable conversion. Cycloalkanol and/or cycloalkanone are produced by oxidizing cycloalkane with oxygen in the presence of a catalyst comprising calcium oxide and a transition metal supported on the calcium oxide. The transition metal is preferably at least one metal selected from cobalt, gold, vanadium, chromium, manganese, iron, ruthenium and palladium, and more preferably cobalt or gold.
    Type: Grant
    Filed: November 12, 2008
    Date of Patent: November 10, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Avelino Corma
  • Publication number: 20090149314
    Abstract: Catalysts which are prepared by reducing catalyst precursors which comprise a) cobalt and b) one or more elements of the alkali metal group, of the alkaline earth metal group, of the group consisting of the rare earths or zinc or mixtures thereof, the elements a) and b) being present at least partly in the form of their mixed oxides, and a process for the preparation of these catalysts and the use thereof for the hydrogenation of unsaturated organic compounds. Furthermore, a process for regenerating these catalysts by treatment of the catalyst with a liquid is described.
    Type: Application
    Filed: March 2, 2007
    Publication date: June 11, 2009
    Applicant: BASF SE
    Inventors: Martin Ernst, Thilo Hahn, Johann-Peter Melder
  • Patent number: 7521582
    Abstract: The invention provides alkene fluoroalkanol and fluorinated polyol precursors to fluoroalkanol-substituted ?,?-unsaturated esters. The fluoroalkanol-substituted ?,?-unsaturated esters are olefins that can be readily polymerized to provide fluoroalkanol-substituted polymers useful in lithographic photoresist compositions. Also provided are methods for synthesizing the alkene fluoroalkanol and fluorinated polyol precursors.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: April 21, 2009
    Assignee: International Business Machines Corporation
    Inventors: Gregory Breyta, Richard Anthony DiPietro, Daniel Joseph Dawson
  • Patent number: 7442841
    Abstract: A process for the separation of an alcohol from a non-polar solvent; a ketone from a non-polar solvent; an alcohol from a mixture of a ketone and a non-polar solvent; or a mixture of an alcohol and a ketone from a non-polar solvent; said process comprising contacting at least one ionic liquid with a mixture comprising a non-polar solvent and at least one of an alcohol and a ketone.
    Type: Grant
    Filed: August 16, 2007
    Date of Patent: October 28, 2008
    Assignee: Invista North America S.A R.L.
    Inventor: Keith Whiston
  • Publication number: 20080221370
    Abstract: The present invention relates to a process for preparing polyisobutyl-substituted cyclo-hexanols by hydrogenating polyisobutyl-substituted hydroxybenzenes. The invention further relates to the polyisobutyl-substituted cyclohexanols obtainable by this process and functionalization products thereof, and to their use for the surface modification of inorganic or organic material.
    Type: Application
    Filed: May 5, 2006
    Publication date: September 11, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Arno Lange, Helmut Mach, Hans Peter Rath, Darijo Mijolovic
  • Publication number: 20080161223
    Abstract: Described are substituted spiro[bornyl-2,4?-(1,3-dioxanes)], a method for their production and fragrance compositions comprising them.
    Type: Application
    Filed: December 22, 2005
    Publication date: July 3, 2008
    Applicant: GIVAUDAN SA
    Inventor: Jerzy A. Bajgrowicz
  • Publication number: 20080051609
    Abstract: A process for the separation of an alcohol from a non-polar solvent; a ketone from a non-polar solvent; an alcohol from a mixture of a ketone and a non-polar solvent; or a mixture of an alcohol and a ketone from a non-polar solvent; said process comprising contacting at least one ionic liquid with a mixture comprising a non-polar solvent and at least one of an alcohol and a ketone.
    Type: Application
    Filed: August 16, 2007
    Publication date: February 28, 2008
    Applicant: INVISTA NORTH AMERICA S.A.R.L.
    Inventor: KEITH WHISTON
  • Patent number: 7250537
    Abstract: The present invention provides a novel method of hydrogenating a phenol for hydrogenating a phenol industrially advantageously. The present invention relates, in the case of phenol hydrogenation in which carbon dioxide is made to participate in the reaction, to a method of hydrogenating a phenol characterized by using a supported rhodium and/or ruthenium catalyst, whereby the phenol is hydrogenated efficiently at a lower reaction temperature than with prior art; such a method characterized in that carbon dioxide having a temperature of 20 to 250° C. and a pressure of 0.1 to 50 MPa is used as the carbon dioxide; and such a method characterized in that hydrogen under conditions of a temperature of 20 to 250° C. and a pressure of 0.1 to 50 MPa is used. An environmentally friendly phenol hydrogenation process that uses no harmful organic solvents can be realized.
    Type: Grant
    Filed: March 30, 2004
    Date of Patent: July 31, 2007
    Assignee: National Institute of Advanced Industrial Science and Technology
    Inventors: Masayuki Shirai, Chandrashekhar Vasant Rode, Uday Dattopant Joshi, Kazuo Torii, Takafumi Sato
  • Patent number: 6943274
    Abstract: A process for preparing cyclohexanol from benzene by: a) preparing cyclohexene by hydrogenating benzene in the presence of a catalyst, and b) preparing cyclohexanol by hydrating the cyclohexene in the presence of a catalyst, comprises: carrying out steps a) and b) in a reaction facility which has a bottom region at the lower end, a top region at the upper end, and a reaction zone between the top region and the bottom region which contains the catalyst according to steps a) and b), evaporating a portion of the benzene using the heat of reaction in the reaction zone, condensing it in the top region and returning it to the reaction zone, and withdrawing a reaction mixture containing cyclohexanol in the bottom region.
    Type: Grant
    Filed: February 28, 2003
    Date of Patent: September 13, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Peschel, Till Adrian, Harald Rust, Arnd Böttcher, Thomas Hill, Ulrich Müller, Rainer Papp
  • Patent number: 6814867
    Abstract: Disclosed herein is a process for reducing or substantially eliminating chromium in non-volatile residue obtained from a certain processes, and particularly from cyclohexane oxidation processes.
    Type: Grant
    Filed: September 12, 2002
    Date of Patent: November 9, 2004
    Assignee: Inuista North America S.à.r.l.
    Inventors: Ludovic Fodor, Bennett Haines Novak, Jules Charles Joseph Perilloux, Jr., Bhagya Chandra Sutradhar
  • Patent number: 6806390
    Abstract: An improved catalytic process for decomposing alkyl or aromatic hydroperoxides is disclosed which utilizes a caalytic amount of a heterogeneous Au catalyst that has been treated with an organosilicon reagent.
    Type: Grant
    Filed: February 11, 2003
    Date of Patent: October 19, 2004
    Assignee: Inuista North America S.àr.l.
    Inventors: Norman Herron, Stephan Schwarz, Joe Douglas Druliner
  • Patent number: 6703529
    Abstract: Disclosed herein is a process for the production of a mixture of cyclohexanone and cyclohexanol by oxidation of cyclohexane and decomposition of cyclohexyl hydroperoxide.
    Type: Grant
    Filed: September 12, 2002
    Date of Patent: March 9, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ludovic Fodor, Bhagya Chandra Sutradhar
  • Patent number: 6677490
    Abstract: 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 can be formula (I).
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: January 13, 2004
    Assignee: Rhodia Polyamide Intermediates
    Inventors: James Clark, Eric Fache, Ducan Macquarrie, Peter Price, John Rafelt
  • Publication number: 20030229253
    Abstract: Disclosed is a process for cyclohexyl hydroperoxide (CHHP) decomposition using in aqueous alkaline solution in presence of cobalt catalyst.
    Type: Application
    Filed: June 5, 2002
    Publication date: December 11, 2003
    Inventor: Ludovic Fodor
  • Patent number: 6617470
    Abstract: In a process for esterifying (meth)acrylic acid with an alkanol in the presence of an esterification catalyst, in which unconverted starting compounds and (meth)acrylic ester to be formed are separated off by distillation and an oxyester-containing bottom product is formed, the bottom product is first separated off and then the oxyesters contained in it are cleaved in the presence of a relatively long-chain alkylbenzenesulfonic acid at elevated temperatures.
    Type: Grant
    Filed: May 11, 2001
    Date of Patent: September 9, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinrich Aichinger, Holger Herbst, Gerhard Nestler, Jürgen Schröder, Stefan Beckmann
  • Patent number: 6608235
    Abstract: In reduction of an epoxy group-containing organic compound, for example, a C5-C20 saturated or unsaturated epoxy cycloaliphatic compound, in the presence of a nickel catalyst, by bringing the compound into contact with hydrogen, the target compound can be produced at a high yield by adding a basic substance (for example, an alkali metal hydroxide, an alkali metal carbonate, an alkali metal alkoxide, and an amine compound having 1 to 3 C1-C12 alkyl groups), to the reduction reaction system, to thereby restrict production of by-products due to a side deoxidation reaction.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: August 19, 2003
    Assignee: Ube Industries, Ltd.
    Inventors: Nobuyuki Kuroda, Tokuo Matsuzaki, Mitsuo Yamanaka, Takato Nakamura, Osamu Yamazaki, Hirofumi Takemoto
  • Patent number: 6552235
    Abstract: A method for producing cyclohexanol by subjecting cyclohexene to a hydration reaction in the presence of water using a solid acid as a catalyst in which as a reaction solvent, there is used an organic solvent having a solubility in water at 25° C. of not higher than 5% by weight, a boiling point which is at least 20° C. higher than that of the cyclohexanol produced, a conversion rate of not more than 3% under the hydration reaction conditions, and a solvent effect index of not less than 1.5 which indicates the effect of making the distribution of cyclohexene into the aqueous phase predominate.
    Type: Grant
    Filed: June 28, 2002
    Date of Patent: April 22, 2003
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Yoshikazu Takamatsu, Tokitaka Kaneshima
  • Publication number: 20030018223
    Abstract: A method for producing cyclohexanol by subjecting cyclohexene to a hydration reaction in the presence of water using a solid acid as a catalyst in which as a reaction solvent, there is used an organic solvent having a solubility in water at 25° C. of not higher than 5% by weight, a boiling point which is at least 20° C. higher than that of the cyclohexanol produced, a conversion rate of not more than 3% under the hydration reaction conditions, and a solvent effect index of not less than 1.5 which indicates the effect of making the distribution of cyclohexene into the aqueous phase predominate.
    Type: Application
    Filed: June 28, 2002
    Publication date: January 23, 2003
    Inventors: Yoshikazu Takamatsu, Tokitaka Kaneshima
  • Patent number: 6476278
    Abstract: Alcohols are produced in a practical and advantageous method, by the hydrogenation of a carbonyl compound under mild conditions, by reacting the carbonyl compounds with hydrogen in the presence of a bipyridyl derivative, a group VIII transition metal complex, and a base, or by reducing a carbonyl compound in the presence of a bipyridyl derivative, a group VIII transition metal complex, a base, and an alcoholic solvent.
    Type: Grant
    Filed: October 25, 2001
    Date of Patent: November 5, 2002
    Assignees: Japan Science and Technology Corporation, Takasago International Corporation
    Inventors: Hideyuki Ikehira, Kunihiko Murata, Eiji Katayama, Masami Kozawa, Toru Yokozawa, Takeshi Ohkuma, Takao Ikariya, Ryoji Noyori
  • Patent number: 6462206
    Abstract: Ketones and aldehydes are hydrogenated to the corresponding alcohol or alkyl group, using H2 gas as the stoichiometric reductant, and organometallic ruthenium complexes as the catalysts.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: October 8, 2002
    Assignees: E. I. du Pont de Nemours and Company, Brookhaven Science Associates
    Inventors: R. Morris Bullock, Marcel Schlaf, Elisabeth M. Hauptman
  • Patent number: 6340775
    Abstract: A subject of the present invention is a process for the reduction of a carbonyl compound. More precisely, the invention relates to a process for reduction of an aldehyde and/or of a ketone. The reduction process of the invention, which consists of reacting a carbonyl compound with an alcohol in the presence of a zeolite catalyst, is characterized by the fact that it comprises: mixing, in any manner whatever, the carbonyl compound and the alcohol, passing said mixture over a catalyst bed containing at least one zeolite, subjecting the reaction mixture leaving the catalyst bed to recirculation over the catalyst bed, for a number of times that is sufficient to obtain the desired degree of conversion of the substrate.
    Type: Grant
    Filed: October 22, 1999
    Date of Patent: January 22, 2002
    Assignee: Rhodia Chimie
    Inventors: Roland Jacquot, Michel Spagnol
  • Patent number: 6303836
    Abstract: 2-Cyclododecyl-propanol [sic], which is in demand as musk scent, is prepared in an advantageous industrial process by reacting cyclododecene with an excess of propionic acid or of a propionic acid derivative in the presence of catalytic amounts of a free-radical initiator, and subsequently catalytically hydrogenating the 2-cyclododecylpropionic acid which is formed or the corresponding 2-cyclododecylpropionic acid derivatives.
    Type: Grant
    Filed: December 1, 1999
    Date of Patent: October 16, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Rolf Pinkos
  • Patent number: 6291713
    Abstract: There is described a process of transferring &agr;,&bgr;-unsaturated alkyl groups to an electrophile (aldehyde, ketone, nitrile, imine, alkyne) by means of a masked zinc alkyl in an aprotic solvent.
    Type: Grant
    Filed: September 23, 1999
    Date of Patent: September 18, 2001
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Philip Jones, Paul Knochel
  • Patent number: 6255533
    Abstract: Organic by-products having higher boiling points than cyclohexanone (usually obtained from the bottoms of a distillation operation to separate cyclohexanone from other reaction products during cyclohexanone production) can be converted to recoverable cyclohexanone and cyclohexanol using a catalyst having high aluminum oxide concentrations. The preferred catalyst is one which has an aluminum oxide (Al2O3) content of at least about 95 wt. %, and more preferably greater than about 99 wt. %.
    Type: Grant
    Filed: November 9, 1999
    Date of Patent: July 3, 2001
    Assignee: BASF Corporation
    Inventors: Andrew J. McNabb, Deirdre R. Williams
  • Patent number: 6248924
    Abstract: A process for the reaction of an organic compound in the presence of a catalyst comprising, as active metal, ruthenium alone or together with at least one Group Ib, VIIb, or VIIIb metal in an amount of from 0.01 to 30 wt %, based on the total weight of the catalyst, applied to a support, wherein from 10 to 50% of the pore volume of the support comprises macropores having a pore diameter in the range of from 50 nm to 10,000 nm and from 50 to 90% of the pore volume of the support comprises mesopores having a pore diameter in the range of from 2 to 50 nm, the sum of said pore volumes being 100%, and said catalyst as such.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: June 19, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Rühl, Boris Breitscheidel, Jochem Henkelmann, Andreas Henne, Rolf Lebkücher, Konrad Knoll, Paul Naegele, Hermann Gausepohl, Sabine Weiguny, Norbert Niessner
  • Patent number: 6215031
    Abstract: The present invention relates to a 3-hydroxymethylcycloalkanol of the following formula (1), and a process for production of a 3-hydroxymethylcycloalkanol of the formula (1) by reduction of 3-formylcycloalkanone or 3-formylcycloalkenone. In accordance with the present invention, 3-hydroxymethylcycloalkanol, which is useful as the starting material for the production of polymers, can be produced with high conversion and high selectivity.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: April 10, 2001
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kenichi Yamamoto, Kazuyuki Matsuoka, Hiroshi Yagihara
  • Patent number: 6191311
    Abstract: 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 heterogeneous catalyst of Nb or Hf hydroxide or oxide. The improvement also relates to decomposing a secondary hydroperoxide by contacting the secondary hydroperoxide with a catalytic amount of a heterogeneous catalyst of Zr or Ti hydroxide or oxide. The catalysts may optionally be supported on SiO2, Al2O3, carbon or TiO2.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: February 20, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Joe Douglas Druliner, Norman Herron