Purification Or Recovery Patents (Class 568/410)
  • Patent number: 10358406
    Abstract: The present invention relates to process and apparatus for removing aldehydes from acetone. More specifically, the present invention relates to a process and apparatus for removing aldehydes from acetone by reacting the aldehydes with caustic in an acetone column and washing the organic phase with a plurality of water streams.
    Type: Grant
    Filed: June 29, 2018
    Date of Patent: July 23, 2019
    Assignees: UOP LLC, AdvanSix Inc.
    Inventors: Chad A. Williams, Michael J. Petragnani, Russell C. Schulz, Daniel R. Wright
  • Patent number: 9284249
    Abstract: The present invention provides a method of extracting an asymmetric ?-diketone compound from a ?-diketone compound containing at least one symmetric ?-diketone compound mixed in the asymmetric ?-diketone compound, and the method includes the step (A) of adjusting a pH of a mixed solution of the ?-diketone compound and water at 11.5 or more and dissolving the ?-diketone compound into water to form a ?-diketone compound solution and the step (B) of subsequently adjusting the pH of the ?-diketone compound solution at 9.5 or less and recovering the asymmetric ?-diketone compound of Chemical Formula 1 separated from the ?-diketone compound solution. The present invention further includes at least either (a) a step of setting the upper limit of the pH of the mixed solution to 12.5 to form a ?-diketone compound solution in the step (A) and bringing the ?-diketone compound solution into contact with a hydrophobic solvent or (b) a step of setting the lower limit of the pH of the ?-diketone compound solution to 8.
    Type: Grant
    Filed: October 17, 2013
    Date of Patent: March 15, 2016
    Assignee: Tanaka Kikinzoku Kogyo K.K.
    Inventors: Ryosuke Harada, Toshiyuki Shigetomi, Satoshi Miyazaki, Masayuki Saito
  • Publication number: 20150018576
    Abstract: The invention relates to a method for producing a product mixture (2) by means of the technical hydroformylation of a hydrocarbon stream (1) that contains isobutene, and for separating the product mixture (2) that is obtained, as well as to a device for the claimed method and to the use of a claimed device. The problem addressed thereby is that of providing a method and an associated device that allow the amount of high-boiling substances in the product mixture (2) to be kept as low as possible and thus the yield of the reaction to be increased. The problem is solved by the use of a nano-filtration device (M) for separating the catalyst from the product mixture (2), said device having especially high permeability to 3-methylbutanoic acid.
    Type: Application
    Filed: February 11, 2013
    Publication date: January 15, 2015
    Applicant: Evonik Degussa GmbH
    Inventors: Goetz Baumgarten, Michael Grass, Alfred Kaizik, Markus Winterberg, Hans-Gerd Lueken, Bart Hamers, Markus Priske, Dirk Fridag, Robert Franke, Dieter Hess
  • Patent number: 8889915
    Abstract: 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: Grant
    Filed: February 25, 2014
    Date of Patent: November 18, 2014
    Assignee: Kellogg Brown & Root LLC
    Inventors: Truc Vu, Theodor Robert Wilks
  • Publication number: 20140221688
    Abstract: Disclosed is a process for recovering a water-soluble complex mixture of organic compounds from an aqueous stream through extraction and/or through contact of the aqueous stream with a sorbent or sorbents selected from the group consisting of polymeric microreticular sorbent resins, zeolite-based adsorbents, clay-based adsorbents, activated carbon-based sorbents, and mixtures thereof; and including methods to recover the removed organic compounds.
    Type: Application
    Filed: February 7, 2013
    Publication date: August 7, 2014
    Applicant: KIOR, Inc.
    Inventors: Maria Magdalena Ramirez Corredores, Xiaowei Tong, Rocio Maria Banda, Royce Roemisch
  • Patent number: 8710274
    Abstract: The present invention relates to a method of treating a crude acetone stream. The method generally includes treating a crude acetone stream which has acetone and at least one low-boiling impurity with a catalyst to form a treated acetone stream that has acetone and at least one higher-boiling impurity and then distilling the treated acetone stream to remove at least a portion of the higher-boiling impurity to produce a purified acetone stream. This is particularly helpful in processes where a more pure acetone is desired, including a process for making purified isopropanol.
    Type: Grant
    Filed: May 4, 2012
    Date of Patent: April 29, 2014
    Assignee: Lyondell Chemical Technology, L.P.
    Inventors: Daniel B Pourreau, Roger A Grey, Andrew P Kahn
  • Publication number: 20140107353
    Abstract: The present invention provides methods, reactor systems, and catalysts for converting in a continuous process biomass to less complex oxygenated compounds for use in downstream processes to produce biofuels and chemicals. The invention includes methods of converting the components of biomass, such as hemicellulose, cellulose and lignin, to water-soluble materials, including lignocellulosic derivatives, cellulosic derivatives, hemicellulosic derivatives, carbohydrates, starches, polysaccharides, disaccharides, monosaccharides, sugars, sugar alcohols, alditols, polyols, diols, alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes, and mixtures thereof, using hydrogen and a heterogeneous liquefaction catalyst.
    Type: Application
    Filed: December 19, 2013
    Publication date: April 17, 2014
    Applicant: Virent, Inc.
    Inventors: Ming Qiao, Randy D. Cortright, John Kania, Elizabeth Woods
  • Publication number: 20130045318
    Abstract: To provide a salty taste enhancer which exerts a flavor enhancing effect comparable to sodium chloride without imparting any undesirable flavor such as harsh taste or odd smell, a method for producing the same, a kelp extract comprising the salty taste enhancer, and a food or drink having enhanced salty taste and flavor which comprises the salty taste enhancer or the kelp extract. A salty taste enhancer which comprises a volatile component with a molecular weight of less than 200 derived from a kelp.
    Type: Application
    Filed: April 8, 2011
    Publication date: February 21, 2013
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Akihiko Watanabe, Azusa Nakatoh, Takeshi Oikawa
  • Publication number: 20110266220
    Abstract: A method of separating components of mixtures of chemical compounds uses a nonporous membrane of copolymer of a perfluorinated cyclic or cyclizable monomer, and a 4 carbon dicarboxyl-containing comonomer, such as maleic anhydride. Optionally, the membrane composition includes an acyclic fluorinated olefin termonomer. The membranes provide a remarkably high selectivity of water relative to organic solvents and inorganic acids compared to dipolymer membranes of perfluorinated comonomers.
    Type: Application
    Filed: January 5, 2010
    Publication date: November 3, 2011
    Applicant: CMS TECHNOLOGIES HOLDINGS, INC.
    Inventors: Daniel Campos, Jonathan Lazzeri, Stuart M. Nemser
  • Patent number: 7868054
    Abstract: The present invention concerns photopolymerisable systems comprising reactive oligomers and/or monomers having ethylenically unsaturated groups and at least one phenylglyoxalic ester that, by photochemical decomposition, generates fragments having low migratability and low odor.
    Type: Grant
    Filed: May 10, 2006
    Date of Patent: January 11, 2011
    Assignee: Lamberti SpA
    Inventors: Stefano Romagnano, Gabriele Norcini, Marco Visconti, Giuseppe Libassi
  • Patent number: 7723397
    Abstract: The invention relates to novel photoinitiators of formula (I) wherein A is —O—, —CH2?, CH(CH3)— or —C(CH3)2?, and R is methyl or trimethylsilyl, and R may in addition be hydrogen when A is simultaneously the group —C(CH3)2?. The invention relates also to compositions comprising (A) at least one ethylenically unsaturated compound, (B) a photoinitiator of formula (I), (C) optionally further binders or additives, (D) optionally further photoinitiators or co-initiators. Compositions comprising (A) an ethylenically unsaturated compound that contains at least one aminoacrylate, (B) a photoinitiator of formula (II) or (III), (C) optionally further binders or additives, (D) optionally further photoinitiators or co-initiators.
    Type: Grant
    Filed: July 10, 2003
    Date of Patent: May 25, 2010
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Rinaldo Hüsler, André Fuchs
  • Patent number: 7332092
    Abstract: E and Z isomers of alkene alcohols and/or alkene alcohol derivatives are separated by substantially continuously contacting an ion exchange medium which is ion exchanged with silver and/or copper ions with the feed stream comprising the E and Z isomers of at least one alkene alcohol and/or at least one alkene alcohol derivative, then removing a product stream having a higher concentration of the E or Z isomer of at least one alkene alcohol or derivative of the alkene alcohol relative to the concentration of the E or Z isomer of the alkene alcohol or derivative of the alkene alcohol in the feed stream.
    Type: Grant
    Filed: March 7, 2007
    Date of Patent: February 19, 2008
    Assignees: Calgon Carbon Corporation, InnovaAroma SA
    Inventors: Chen-Chou Chiang, Elad Shabtai
  • Patent number: 7084183
    Abstract: The invention relates to ?-hydroxy ketones of formula I or IIa; or mixtures of compounds of formula I and II; or mixtures of compounds of formulae Ia and IIa
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: August 1, 2006
    Assignee: Ciba Specialty Chemcials Corp.
    Inventors: André Fuchs, Rinaldo Hüsler, Christian Schregenberger, Martin Kunz
  • Patent number: 6939993
    Abstract: Method for separating reaction product from imide compound catalyst represented by Formula (1) or derivative thereof in reaction mixture obtained by reaction in presence of imide compound catalyst: wherein R1 and R2 are each, for example, a hydrogen atom or an alkyl group, where R1 and R2 may be combined to form a double bond, an aromatic ring, or a non-aromatic ring, and X is an oxygen atom or a hydroxyl group. The method includes an extraction process using two organic solvents separable from each other to thereby separate the reaction product into one organic solvent layer and the imide compound catalyst component into the other organic solvent layer. The disclosed method efficiently and simply separates the reaction product from the catalyst component.
    Type: Grant
    Filed: October 25, 2001
    Date of Patent: September 6, 2005
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Michihiro Sugahara
  • Publication number: 20040192967
    Abstract: The present invention relates to a method for producing a saturated organic compound bearing at least one functional group from a mixture which comprises this saturated organic compound containing at least one functional group and also one or more other organic compounds, which comprises
    Type: Application
    Filed: March 23, 2004
    Publication date: September 30, 2004
    Inventors: Dirk Fabritius, Doreen Neumann
  • Patent number: 6727391
    Abstract: A liquid output from a continuous hydroformylation, which comprises essentially aldehydes, high-boiling by-products, a homogeneously dissolved hydroformylation catalyst, unreacted olefins, low-boiling by-products and dissolved synthesis gas, is worked up by a process in which a) the liquid hydroformylation output is depressurized in a first depressurization stage to a pressure which is from 2 to 20 bar below the reactor pressure, resulting in separation into a liquid phase and a gas phase, and b) the liquid phase obtained in the first depressurization stage is depressurized in a second depressurization stage to a pressure which is lower than the pressure of the first depressurization stage, resulting in separation into a liquid phase comprising essentially high-boiling by-products of the hydroformylation, the homogeneously dissolved hydroformylation catalyst and small amounts of hydroformylation product and unreacted olefin and a gas phase comprising essentially the major part of the hydroformylation produc
    Type: Grant
    Filed: August 8, 2002
    Date of Patent: April 27, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Walczuch, Rolf Müller, Roland Krokoszinski, Bernhard Geissler
  • Patent number: 6630075
    Abstract: 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: Grant
    Filed: October 11, 2002
    Date of Patent: October 7, 2003
    Assignee: 3M Innovative Properties Company
    Inventors: Fred E. Behr, Daniel R. Vitcak, Richard M. Flynn, Michael G. Costello, Michael J. Parent, Zhongxing Zhang
  • Patent number: 6600070
    Abstract: In industrial production of &ohgr;-hydroxyaliphatic acid being an important intermediate for large cyclic lactone-based perfumes, using dicarboxylate ester which is inexpensive and readily obtainable, a method, with high yield and improved selectively, for making a 2-(&ohgr;-alkoxycarbonylalkanoyl)-4-butanolide and an alkaline metal salt thereof, an ester of &ohgr;-hydroxy-(&ohgr;-3)-ketoaliphatic acid as a novel compound and a derivative thereof, and a method for making the same are provided.
    Type: Grant
    Filed: November 29, 2001
    Date of Patent: July 29, 2003
    Assignee: Soda Aromatic Co., Ltd.
    Inventors: Hideaki Takaoka, Sigeru Wada, Nobuhiko Ito, Akio Hasebe, Shinzo Imamura, Hideo Muraoka
  • Patent number: 6545186
    Abstract: Improved, safe process for the purification of ketones obtained by ozonolysis and subsequent reduction of the corresponding terpenes, in which, after the ozonolysis and reduction of acyclic mono-, bi- or tricyclic terpenes with ozonizable double bonds, converting the resulting corresponding crude ketone into a high-purity ketone by means of steam distillation at atmospheric pressure or at reduced pressure, extraction of the steam distillate and subsequent distillation.
    Type: Grant
    Filed: December 12, 2001
    Date of Patent: April 8, 2003
    Assignee: DSM Fine Chemicals Austria Nfg GmbH & Co., KG
    Inventors: Karlheinz Giselbrecht, Josef Schaller, Rudolf Hermanseder, Klaus Reiter
  • Patent number: 6392101
    Abstract: The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate containing an impurity. The process includes bringing the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble, thereby removing the impurity from the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Alternatively, the process includes precipitating crystals of 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate from a solution of the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Thus, it is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate of high purity. This product makes it easy to produce 1,1,1,5,5,5-hexafluoroacetylacetone of high purity.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: May 21, 2002
    Assignee: Central Glass Company, Limited
    Inventors: Takeo Komata, Nariaki Ii, Yoshiki Hirotsu
  • Patent number: 6392102
    Abstract: A particularly useful process which includes the steps of providing a feedstream comprising providing a source of formaldehyde formed by conversion of dimethyl ether in the presence of a catalyst comprising tungsten oxide; and (i) heating the feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed, and/or (ii) contacting the source of formaldehyde and a predominately dimethyl ether feedstream with a heterogeneous, condensation promoting catalyst capable of hydrating dimethyl ether under conditions of reaction sufficient to form an effluent comprising water, methanol, formaldehyde, dimethyl ether, and polyoxymethylene dimethyl ethers is disclosed. Unreacted dimethyl ether is recovered from the effluent and recycled to the formation of polyoxymethylene dimethyl ethers.
    Type: Grant
    Filed: April 12, 2000
    Date of Patent: May 21, 2002
    Assignee: BP Corporation North America Inc.
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6383343
    Abstract: A method of separating methanol and acetone, and methanol and methyl acetate involves distilling a mixture of the components by an extractive distillation process in the presence of an extractive distillation solvent. The extractive distillation solvent may be an amine, a chlorinated hydrocarbon, a brominated hydrocarbon, a paraffin, and an alkylated thiopene.
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: May 7, 2002
    Inventors: Izak Nieuwoudt, Braam van Dyk
  • Publication number: 20020010373
    Abstract: The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate containing an impurity. The process includes bringing the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble, thereby removing the impurity from the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Alternatively, the process includes precipitating crystals of 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate from a solution of the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Thus, it is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate of high purity. This product makes it easy to produce 1,1,1,5,5,5-hexafluoroacetylacetone of high purity.
    Type: Application
    Filed: December 21, 2000
    Publication date: January 24, 2002
    Inventors: Takeo Komata, Nariaki Ii, Yoshiki Hirotsu
  • Patent number: 6331654
    Abstract: 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: Grant
    Filed: February 10, 2000
    Date of Patent: December 18, 2001
    Assignee: Illa International LLC
    Inventors: Vladimir Mikhailovitch Zakoshansky, Irina Ivanovna Vassilieva
  • Patent number: 6303826
    Abstract: A method for purification of acetone containing at least one oxidizable impurity. The method comprises the steps of: (a) contacting acetone containing at least one oxidizable impurity with a heterogeneous oxidation catalyst in the presence of oxygen for a time and at a temperature sufficient to oxidize at least a portion of at least one of the oxidizable impurities; and (b) substantially separating purified acetone from the resulting mixture obtained from step (a).
    Type: Grant
    Filed: January 19, 2000
    Date of Patent: October 16, 2001
    Assignee: Sunoco, Inc. (R&M)
    Inventors: Manoj V. Bhinde, Scott R. Keenan
  • Patent number: 6121497
    Abstract: A process for the recovery of methyl ethyl ketone (MEK) from an aqueous mixture of MEK and ethanol comprising extracting the MEK from the mixture using an extractive solvent selected from the group consisting of isopentane, the o-, m-, m-isomers of xylene, and mixed xylenes. Preferably the extractive solvent is separated from the MFK in the extract by fractional distillation and recycled to the extraction step.
    Type: Grant
    Filed: October 16, 1998
    Date of Patent: September 19, 2000
    Assignee: Celanese International Corporation
    Inventor: Carl David Murphy
  • Patent number: 5876569
    Abstract: Methyl ethyl ketone cannot be separated from ethanol by distillation or rectification because of the closeness of their boiling points. Methyl ethyl ketone is readily separated from ethanol by extractive distillation. Effective agents are methyl benzoate, phenol, glycerol and nitroethane.
    Type: Grant
    Filed: June 29, 1998
    Date of Patent: March 2, 1999
    Inventor: Lloyd Berg
  • Patent number: 5868907
    Abstract: Methyl ethyl ketone cannot be separated from ethanol by distillation or rectification because of the closeness of their boiling points. Methyl ethyl ketone is readily separated from ethanol by azeotropic distillation. Effective agents are amyl acetate, methyl formate, 2,2-dimethyl butane and 2,3-dimethyl butane.
    Type: Grant
    Filed: June 29, 1998
    Date of Patent: February 9, 1999
    Inventor: Lloyd Berg
  • Patent number: 5770777
    Abstract: Disclosed is a method of reducing the UV absorption of a solvent that comprises water, an ethylene glycol, or a mixture thereof, where the solvent contains at least 0.1 ppm of a dione, particularly 3-methyl-2-hydroxy cyclopent-2-eneone or its tautomer, 3-methyl-1, 2-cyclopentanedione. The solvent is passed through an anionic exchange resin containing strong base sites. The UV absorbance of the effluent from the anionic exchange resin can be monitored and, when it increases, the resin can be reactivated by passing an aqueous solution of a base through it.
    Type: Grant
    Filed: May 9, 1996
    Date of Patent: June 23, 1998
    Assignee: Occidental Chemical Corporation
    Inventors: David E. Albright, Edward A. Dietz
  • Patent number: 5741940
    Abstract: Disclosed is a very economical way to produce vinyl carbonyls such as ethyl vinyl ketone. Disclosed also is a purification process of separating vinyl carbonyls and coreactants. The catalyst and reaction conditions give useful yields of vinyl carbonyls, the thermodynamically unfavorable product along with coreactants that are more thermodynamically favored. Disclosed also is the separation of reactants that takes place at low distillation temperatures and pressures in the presence of antioxidant.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: April 21, 1998
    Assignee: Eastman Chemical Company
    Inventor: William A. Beavers
  • Patent number: 5650540
    Abstract: Provided is a method of producing a highly pure amide compound in a high yield, wherein a silazane compound and/or a silane compound having at least one silicone-nitrogen bond are added to a reaction mixture obtained by reacting an acylfluoride group-containing compound with an amino compound, wherein the amide compound is present together with hydrogen fluroide and/or the amine hydrofluoride, thereby removing the hydrogen fluoride and/or the amine hydrofluoride from the reaction mixture.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: July 22, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takashi Matsuda, Shinichi Sato, Noriyuki Koike
  • Patent number: 5504239
    Abstract: A first alkanol having from 1 to 3 carbon atoms can be separated off from other organic compounds of higher carbon number from the group comprising other alcohols, polyalcohols, ethers, oxo compounds, esters of carboxylic acids and of carbonic acid, haloaliphatics, amines, amides, hydrocarbons, carboxylic acids and nitriles, which in each case have at least 1 carbon atom more than the first alkanol, where in the case of halogenoaliphatics, halogen substituents are counted as further carbon atoms, by permeation on membranes, if a water content from 1 to 30% by weight, preferably from 5 to 15% by weight, based on the amount of mixture and water, is maintained.
    Type: Grant
    Filed: June 7, 1994
    Date of Patent: April 2, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolf Mehl, Wolfgang Scheinert, Ingo Janisch, Andreas Groschl
  • Patent number: 5470443
    Abstract: Isopropanol is difficult to separate from 2-butanone by conventional distillation or rectification because of the proximity of their boiling points. Isopropanol can be readily separated from 2-butanone by extractive distillation. Effective agents are o-cresol, ethylene glycol and nitroethane.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: November 28, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5453166
    Abstract: Ethanol is impossible to separate from 2-butanone by conventional distillation or rectification because of the minimum boiling azeotrope between these two. Ethanol can be readily separated from 2-butanone by extractive distillation. Effective agents are dipromyl amine, phenol and dimethylsulfoxide.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: September 26, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5423954
    Abstract: 2-Butanone is difficult to separate from isopropanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Butanone can be readily separated from isopropanol by azeotropic distillation. Effective agents are 3-methyl pentane, methyl t-amyl ether and acetonitrile.
    Type: Grant
    Filed: January 9, 1995
    Date of Patent: June 13, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5414154
    Abstract: A process for the reduction of methylbenzofuran (MBF) impurities in phenol obtained from the decomposition product of cumene hydroperoxide requires treating the phenol to reduce the level of acetol, contacting the phenol containing a low level of acetol with an acid resin at sufficient temperature and residence time to reduce the level of MBF by conversion to higher boiling compounds, then distilling the phenol to separate phenol from higher boiling compounds. The phenol may be treated in known ways, such as by treatment with an amine, to reduce the level of acetol. The phenol containing a low level of acetol is contacted with a strong acid resin to reduce the level MBF.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: May 9, 1995
    Assignee: AlliedSignal Inc.
    Inventors: Theodore J. Jenczewski, Lamberto Crescentini, James A. Kweeder
  • Patent number: 5405504
    Abstract: 1-Decene is impossible to separate from 2-octanone by conventional distillation or rectification because the two compounds form a minimum boiling azeotrope. 1-Decene can be readily separated from 2-octanone by azeotropic distillation. Effective agents are 1-propanol, 2-ethoxyethanol, and methanol.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: April 11, 1995
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randy W. Wytcherley
  • Patent number: 5403448
    Abstract: 1-Decene is difficult to separate from 2-octanone by conventional distillation or rectification because of the proximity of their boiling points. 1-Decene can be readily separated from 2-octanone by azeotropic distillation. Effective agents are butyl propionate and 1-propanol.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: April 4, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5380755
    Abstract: The present invention provides alkyl and alkylbenzyl ethers of substituted hydroquinones and pharmaceutical compositions containing them. The present invention further provides methods of using these compounds and compositions to inhibit monoamine oxidase, particularly monoamine oxidase B. The present invention further provides methods for the treatment of diseases involving monoamine oxidase.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: January 10, 1995
    Assignee: The Du Pont Merck Pharmaceutical Company
    Inventors: Argyrios G. Arvanitis, Everett L. Scholfield
  • Patent number: 5304684
    Abstract: sec-Butylbenzene hydroperoxide obtained by oxidizing sec-butylbenzene is decomposed into phenol and methyl ethyl ketone, a resulting liquid comprising a methyl ethyl ketone as the main component is washed with an aqueous alkali solution to remove carboxylic acids, carboxylic acid esters, unsaturated ketones, and aldehydes, and the washed liquid is further subjected to neutralization, dehydration, and distillation.A methyl ethyl ketone can be obtained which has a high quality with regard to purity and potassium permanganate fading.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: April 19, 1994
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Hiroshi Nishida, Kazuo Kimura, Shouji Hamada, Masaaki Toma, Hirooki Nagaoka
  • Patent number: 5302759
    Abstract: The invention relates to a process for separating ketones from alcohols by chemical interaction. More specifically, a difference in chemical reactivity between ketones and alcohols with a third compound is used as a basis for the separation. The third compound in this case is an organo-metallic compound of the general formula M(X).sub.n. Herein is M a polyvalent metal atom, n equals the valence of the metal and X is an organic or inorganic group or atom, with the proviso that at least one organic group is present in the organo-metallic compounds according to the invention. If the ketone-alcohol mixture is subjected to the organo-metallic compounds according to the invention under suitable conditions, an exchange reaction between the alcohols and the groups X takes place, and the ketones can be isolated from the reaction mixture in a conventional way.
    Type: Grant
    Filed: October 7, 1992
    Date of Patent: April 12, 1994
    Assignee: Unilever Patent Holdings B.V.
    Inventor: Christopher K. Bradley
  • Patent number: 5264634
    Abstract: An alkaline earth metal chelate complex of 2,2,6,6-tetramethylheptanedione of the formula (I)M.sup.2+ (C.sub.11 H.sub.19 O.sub.2).sup.-.sub.2.L.sub.k (I)is described, in which M is calcium, strontium or barium, L is a ligand and k is a number from 1 to 3, the complex being free of water of hydration and the ligand L being an aliphatic ether having at least two oxygen atoms in the molecule. A process for the preparation of the chelate complex and its use for the production of coated substrates are also described.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: November 23, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Winfried Becker, Stephan Weidlich
  • Patent number: 5250157
    Abstract: Toluene cannot be separated from methyl isobutyl ketone by conventional distillation or rectification because of the minimum boiling azeotrope. Toluene can be readily separated from methyl isobutyl ketone by using azeotropic distillation. Typical examples of effective agents are 1-butanol, 2-methoxyethanol and n-heptane.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: October 5, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Randi W. Wytcherley
  • Patent number: 5232558
    Abstract: 4-Methyl-2-pentanone cannot be easily separated from formic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from formic acid by extractive distillation. Typical effective agents are dimethylsulfoxide (DMSO) and 2-undecanone; DMSO and octanoic acid; DMSO and hexyl acetate.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: August 3, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Marc W. Paffhausen
  • Patent number: 5228956
    Abstract: 3-Pentanone cannot be completely removed from 3-pentanone and formic acid mixtures by distillation because of the presence of the maximum azeotrope. 3-Pentanone can be readily removed from 3-pentanone-formic acid mixtures by extractive distillation in which the extractive agent is cyclopentanone, either alone or admixed with certain high boiling organic compounds. Examples of effective agents are cyclopentanone; cyclopentanone and 2-methoxyethyl ether; cyclopentanone, adiponitrile and octanoic acid.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: July 20, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Rudolph J. Szabados
  • Patent number: 5221797
    Abstract: A process for the purification of pseudo-ionone, which comprises preparing pseudo-ionone by a reaction of citral with acetone, followed by bringing the reaction medium into contact with a metal derivative and thereafter distilling the pseudo-ionone.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: June 22, 1993
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre Chabardes, Noel Crenne
  • Patent number: 5194123
    Abstract: 4-Methyl-2-pentanone cannot be easily separated from acetic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-pentanone can be readily removed from acetic acid by extractive distillation. Typical effective agents are dimethlsulfoxide (DMSO); DMSO and adipic acid; DMSO, adipic acid and adiponitrile.
    Type: Grant
    Filed: July 6, 1992
    Date of Patent: March 16, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Marc W. Paffhausen
  • Patent number: 5190619
    Abstract: 3-Methyl-2-butanone cannot be separated from formic acid by distillation because of the presence of the maximum boiling azeotrope. 3-Methyl-2-butanone can be readily removed from formic acid by extractive distillation using dimethylsulfoxide (DMSO). Typical effective agents are: DMSO and heptanoic acid; DMSO, octanoic acid and butyl benzoate.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: March 2, 1993
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, George Bentu
  • Patent number: 5147512
    Abstract: The higher boiling ketone isomers are difficult to separate one from another by conventional distillation or rectification because of the close proximity of their boiling points. Ketone isomers can be readily separated from each other by extractive distillation. Typical examples of effective agents are: for 3-pentanone from 2-pentanone, dipropylene glycol; 3-hexanone from 2-hexanone, butoxypropanol; 3-heptanone from 2-heptanone, 50% ethylene glycol--50% butoxypropanol; 3-octanone from 2-octanone, ethylene glycol diacetate.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: September 15, 1992
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Thomas A. Edison
  • Patent number: 5092965
    Abstract: 4-Methyl-2-pentanone cannot be easily separated from acetic acid by distillation because of the closeness of their boiling points. 4-Methyl-2-phentanone can be readily removed from acetic acid by extractive distillation. Typical effective agents are dimethylformamide (DMFA); DMFA and m-toluic acid; DMFA, p-toluic acid and isobutyl heptyl ketone.
    Type: Grant
    Filed: May 2, 1991
    Date of Patent: March 3, 1992
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Marc W. Paffhausen