Amine Patents (Class 203/59)
  • Patent number: 8906204
    Abstract: Systems and methods for separating an alcohol, and in particular butanol, from a fermented feed and concentrating thin stillage into syrup includes operation of one or more alcohol recovery distillation columns using the heat supplied by steam generated from concentration of the thin stillage in a multi-train, multi-effect evaporation system.
    Type: Grant
    Filed: December 20, 2010
    Date of Patent: December 9, 2014
    Assignee: Butamax Advanced Biofuels LLC
    Inventor: Yihui Tom Xu
  • Patent number: 8609909
    Abstract: Processes for the preparation and purification of hydrofluoroolefins such as tetrafluorinated propenes. A process is provided for separating a first hydrofluoroolefin from a second hydrofluoroolefin by a) providing a mixture including a first hydrofluoroolefin and a second hydrofluoroolefin, which first hydrofluoroolefin is preferentially more reactive with an amine than the second hydrofluoroolefin; b) adding a sufficient amount of an amine to the mixture to form a combination including the second hydrofluoroolefin and a reaction product of the first hydrofluoroolefin and the amine; and then c) separating the reaction product from the combination. This is particularly useful for removing 1,2,3,3,3-pentafluoropropene (HFO-1225ye) impurities from the hydrofluoroolefin 2,3,3,3-tetrafluoropropene (HFO-1234yf). HFO-1234yf is a refrigerant with low global warming potential.
    Type: Grant
    Filed: January 29, 2010
    Date of Patent: December 17, 2013
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Rajiv Ratna Singh, Ian Shankland, Michael Van Der Puy
  • Patent number: 8584374
    Abstract: The invention relates to a method for removing water from a mixture containing at least one compound having at least one group reactive towards isocyanate and containing water, the mixture being applied to the surface of a rotating body A, the mixture flowing over the surface of the rotating body A to an outer region of the surface of the rotating body A and water evaporating from the mixture. In particular, this method is suitable for removing water from alcohols and amines.
    Type: Grant
    Filed: May 28, 2009
    Date of Patent: November 19, 2013
    Assignee: Construction Research & Technology GmbH
    Inventors: Simone Klapdohr, Burkhard Walther, Helmut Mack, Zhizhong Cai, Laurent Marc, Jochen Mezger, Tobias Austermann, Silke Flakus
  • Patent number: 8536397
    Abstract: A process for the separation of the aromatic compounds benzene, toluene and xylene from an aromatics-containing reformate gasoline and pyrolysis gasoline or a coke-oven light oil or an aromatics-containing refinery stream, in which the aromatics are separated by an extractive distillation uses a novel solvent combination made up of the compounds n,n?-diformyl piperazine or 2,2?-bis-(cyanoethyl)ether in a combination with n-formyl morpholine as a second solvent for extractive distillation so that the solvent combination obtained shows a higher selectivity with regard to the aromatics to be extracted so that a lower solvent load is required. The aromatics-containing feed mixture is first submitted to a pre-distillation so that the obtained fraction has a narrow boiling point range. This fraction is then submitted to an extractive distillation in a first column, in which an aromatics-lean head product of predominantly paraffinic hydrocarbons is obtained as well as an aromatics-enriched bottom product.
    Type: Grant
    Filed: August 5, 2008
    Date of Patent: September 17, 2013
    Assignee: UHDE GmbH
    Inventors: Oliver Noll, Helmut Gehrke, Christian Luebbecke, Baerbel Kolbe
  • Publication number: 20130184488
    Abstract: Disclosed is a method for separating, with a multi-stage distillation column, a mixture containing an active hydrogen-containing compound (A) and a compound (B) that reversibly reacts with the active hydrogen containing compound (A), the method comprising distillation-separating the active hydrogen-containing compound (A) and the compound (B) with the multi-stage distillation column in the presence of an intermediate-boiling-point inactive compound (C) that has a normal boiling point between a normal boiling point of the active hydrogen-containing compound (A) and a normal boiling point of the compound (B) and is chemically inactive for both of the (A) and the compound (B).
    Type: Application
    Filed: October 4, 2011
    Publication date: July 18, 2013
    Applicant: ASAHI KASEI CHEMICALS CORPORATION
    Inventors: Masaaki Shinohata, Nobuhisa Miyake
  • Patent number: 8323456
    Abstract: A process and system for removing bound water from bio-oil by azeotropic distillation. The process includes combining a bound-water-containing bio-oil with an azeotrope agent and subjecting the resulting treated bio-oil to azeotropic distillation under reduced pressure. The azeotropic distillation removes a substantial portion of the bound water from the bio-oil, thus producing a water-depleted bio-oil that is less corrosive, more stable, and more readily miscible with hydrocarbons.
    Type: Grant
    Filed: August 26, 2010
    Date of Patent: December 4, 2012
    Assignee: KiOR, Inc.
    Inventors: Ronny W. Lin, Robert Bartek
  • Patent number: 8211275
    Abstract: Oxidation of an alkane to an alkanone in a process stream forms aldehyde-based impurities. A method of minimizing the aldehyde-based impurities introduces an amine into the process stream to minimize the aldehyde-based impurities. The amine interacts with the alkanone and the aldehyde-based impurities thereby forming heavy products. The method separates the heavy products from the alkanones to reduce a level of the aldehyde-based impurities. The process stream preferably includes cyclohexyl ketone as the alkanone and n-hexanal as the aldehyde-based impurity. The method is typically involved in synthesis of a caprolactam.
    Type: Grant
    Filed: February 15, 2006
    Date of Patent: July 3, 2012
    Assignee: BASF SE
    Inventors: Dominick A. Burlone, R. Merritt Sink, Joann Lanza, Karl Gust
  • Patent number: 8172987
    Abstract: An energy-efficient extractive distillation process for producing anhydrous ethanol from aqueous/ethanol feeds containing any range of ethanol employs an extractive distillation column (EDC) that operates under no or greatly reduced liquid reflux conditions. The EDC can be incorporated into an integrated process for producing anhydrous ethanol used for gasoline blending from fermentation broth. By using a high-boiling extractive distillation solvent, no solvent, is entrained by the vapor phase to the EDC overhead stream, even under no liquid reflux conditions. The energy requirement and severity of the EDC can be further improved by limiting ethanol recovery in the EDC. In this partial ethanol recovery design, ethanol which remains in the aqueous stream from the EDC is recovered in a post-distillation column or the aqueous stream is recycled to a front-end pre-distillation column where the ethanol is readily recovered since the VLE curve for ethanol/water is extremely favorable for distillation.
    Type: Grant
    Filed: July 17, 2011
    Date of Patent: May 8, 2012
    Assignees: AMT International Inc., CPC Corporation, Taiwan
    Inventors: Fu-Ming Lee, Tzong-Bin Lin, Jyh-Haur Hwang, Hung-Chung Shen, Kuang-Yeu Wu, Lindsey Vuong, Fong-Cheng Su, Po-Sung Cheng, Tai-Ping Chang
  • Patent number: 8080140
    Abstract: A process for debottlenecking a system for the separation of a conjugated diolefin the system including a first extraction section having an extractive distillation column and a stripping column and a second extraction section. The process includes the steps of withdrawing a first portion of an extract from the extractive distillation column, the extract having at least the first portion and a second portion, and transferring the first portion of the extract to a flash/separation vessel; separating the first portion of the extract into a vapor phase and a liquid phase by flashing in a flash/separation vessel; and combining the liquid phase of the separated first portion of the extract with the second portion of the extract to produce an extract feed for further processing. A system and process for the separation of a conjugated diolefin from a C4- or C5-hydrocarbon mixture containing the conjugated diolefin and higher acetylenes are also provided.
    Type: Grant
    Filed: April 18, 2007
    Date of Patent: December 20, 2011
    Assignee: Exxonmobil Chemical Patents Inc.
    Inventors: May-Ru Chen, Micheal E. Smith, Ross T. Garner
  • Publication number: 20110272270
    Abstract: The present invention relates to a process for recovering components from a low boiler mixture which is obtained in the distillation of hydrogenation effluents from the preparation of polymethylols, by multistage distillation of the low boiler mixture comprising a tertiary amine, water, methanol, polymethylol of the formula (I) methylolalkanal of the formula (II) alcohol of the formula (III) and an alkanal with a methylene group in the ? position to the carbonyl group, and in which each R is independently a further methylol group or an alkyl group having 1 to 22 carbon atoms or an aryl or aralkyl group having 6 to 22 carbon atoms, a first distillation stage involving separating the low boiler mixture into a higher-boiling, predominantly water-rich fraction and into a lower-boiling aqueous organic fraction comprising the tertiary amine, and the second distillation stage involving separating the aqueous organic fraction from the first distillation stage into a predominantly amine-containing fract
    Type: Application
    Filed: January 7, 2010
    Publication date: November 10, 2011
    Applicant: BASF SE
    Inventors: Stephan Schlitter, Michael Steiniger, Stefan Rittinger, Tilman Sirch, Steffen Maas
  • Patent number: 7935229
    Abstract: A process for extractively removing homogeneously dissolved catalysts from a reaction effluent of a hydrocyanation of unsaturated mononitriles to dinitriles with a hydrocarbon H, including performing the steps of a) concentrating the reaction effluent before step b) by distillation at pressures of from 0.1 to 5000 mbar and temperatures of from 10 to 150° C., b) adding a hydrocarbon H to the concentrated reaction effluent to obtain a stream I, and c) feeding stream I, without prior separation of the liquid phases, into an extraction apparatus and extracting it at a temperature T with the hydrocarbon H to obtain a stream II comprising the hydrocarbon H enriched with the catalyst and a stream III having a low catalyst content.
    Type: Grant
    Filed: October 12, 2005
    Date of Patent: May 3, 2011
    Assignee: BASF SE
    Inventors: Petra Deckert, Peter Bassler, Michael Bartsch, Gerd Haderlein, Hermann Luyken, Jens Scheidel, Peter Pfab, Tobias Aechtner, Wolfgang Siegel
  • Publication number: 20100270140
    Abstract: A process for separating trioxane from a feed stream I comprising formaldehyde, trioxane and water, in which a) a feed stream I comprising formaldehyde as main component and trioxane and water as secondary components is provided, b) the feed stream I, a recycle stream V and a recycle stream VII comprising formaldehyde as main component and water and trioxane as secondary components are fed into a first distillation stage and distilled at a pressure of from 0.1 to 2.5 bar to give a stream II comprising formaldehyde as main component and water as secondary component and a stream III comprising trioxane as main component and water and formaldehyde as secondary components and a stream X comprising water, trioxane and formaldehyde, c) the stream III is, if appropriate after removal of low boilers from the stream III in a low boiler removal stage, distilled in a second distillation stage at a pressure of from 0.2 to 17.5 bar, with the pressure in the second distillation stage being from 0.
    Type: Application
    Filed: September 22, 2008
    Publication date: October 28, 2010
    Applicant: BASF SE
    Inventors: Markus Siegert, Neven Lang, Laszlo Szarvas, Christoph Sigwart, Franz Niklaus Windlin, Eckhard Stroefer
  • Publication number: 20080300373
    Abstract: The invention relates to a process for purifying (meth)acrylates.
    Type: Application
    Filed: October 11, 2006
    Publication date: December 4, 2008
    Applicant: Evonik Roehm GmbH
    Inventors: Bardo Schmitt, Joachim Knebel, Guenther Graeff
  • Publication number: 20080257711
    Abstract: A process for debottlenecking a system for the separation of a conjugated diolefin the system including a first extraction section having an extractive distillation column and a stripping column and a second extraction section. The process includes the steps of withdrawing a first portion of an extract from the extractive distillation column, the extract having at least the first portion and a second portion, and transferring the first portion of the extract to a flash/separation vessel; separating the first portion of the extract into a vapor phase and a liquid phase by flashing in a flash/separation vessel; and combining the liquid phase of the separated first portion of the extract with the second portion of the extract to produce an extract feed for further processing. A system and process for the separation of a conjugated diolefin from a C4- or C5-hydrocarbon mixture containing the conjugated diolefin and higher acetylenes are also provided.
    Type: Application
    Filed: April 18, 2007
    Publication date: October 23, 2008
    Inventors: May-Ru Chen, Micheal E. Smith, Ross T. Garner
  • Patent number: 7304176
    Abstract: It is an object of the present invention to provide a process for producing easily polymerizable substance, which can realize stable operation of a purification system, and can stably maintain a production amount by avoiding production stoppage, upon production of an easily polymerizable substance in plural reactors. The present invention is directed to a process for producing easily polymerizable substance, which comprises mixing easily polymerizable substances obtained in plural reactors in advance, and supplying the mixture to a purification apparatus.
    Type: Grant
    Filed: May 13, 2004
    Date of Patent: December 4, 2007
    Assignee: Nippon Shokubai Co., Ltd.
    Inventor: Takeshi Nishimura
  • Patent number: 7169268
    Abstract: The present invention concerns a process for providing tertiary amine products which are color-stable, and have a greatly reduced tendency to take on color during their storage. According to the invention, an ethyleneamine derivative is added to the distillation pot prior to or during the distillation of the tertiary amine product. Preferably, the ethyleneamine derivative has a higher boiling point than the desired tertiary amine product so as to preclude the ethyleneamine from distilling over with the tertiary amine.
    Type: Grant
    Filed: June 6, 2003
    Date of Patent: January 30, 2007
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Mark L. Posey, Maarten P. ter Weeme
  • Patent number: 7153397
    Abstract: A process for the purification of fluoromethyl hexafluoroisopropyl ether which comprises contacting a crude composition comprising fluoromethyl hexafluoroisopropyl ether and hexafluoroisopropyl alcohol with a modifier in the presence of which the vapor pressure of the ether and/or the alcohol is modified whereby the difference in vapor pressure of the ether and the alcohol increases relative to the difference in vapor pressure of the ether and alcohol in the absence of the modifier and separating the ether from the alcohol.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: December 26, 2006
    Assignee: Ineos Fluor Holdings Limited
    Inventors: Andrew Paul Sharratt, Lee Colin Draper
  • Patent number: 7048834
    Abstract: The present invention provides an industrially easy and economical method for purification of acrylic acid which enables to efficiently eliminate impurities from a crude acrylic acid containing aldehydes as the impurities while the formation of acrylic acid polymer is inhibited. The method for purification of acrylic acid includes the step of distilling a crude acrylic acid which is charged with an aldehyde treatment chemical, wherein the concentration ratio of furfural to acrolein by weight in the crude acrylic acid is adjusted so as to satisfy the following equation: (furfural concentration by weight)/(acrolein concentration by weight)?100.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: May 23, 2006
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yoshitake Ishii, Kouji Ueno, Kazuhiko Sakamoto, Sei Nakahara, Masatoshi Ueoka, Tetsuji Mitsumoto, Takeshi Nishimura, Mamoru Takamura, Hisao Nakama
  • Publication number: 20040124076
    Abstract: A process for the purification of fluoromethyl hexafluoroisopropyl ether which involves contacting a crude composition fluoromethyl hexafluoroisopropyl ether and hexafluoroisopropyl alcohol with a modifier to modify the vapour pressure of the ether and/or the alcohol. The difference in vapour pressure of the ether and the alcohol increases relative to the difference in vapour pressure of the ether and alcohol in the absence of the modifier and enables separation of the ether from the alcohol. The modifier suitably is ammonia and/or an amine.
    Type: Application
    Filed: December 8, 2003
    Publication date: July 1, 2004
    Inventors: Andrew Paul Sharratt, Lee Colin Draper
  • Publication number: 20040026226
    Abstract: The invention relates to a process for preparing colourless dibenzylamine by adding ammonium chlorides or amines to the industrially obtained dibenzylamine and subsequent distillation.
    Type: Application
    Filed: June 24, 2003
    Publication date: February 12, 2004
    Inventor: Lutz Heuer
  • Patent number: 6649205
    Abstract: There is described a process for the extraction of at least one relatively polar component from a material which may be naturally occuring or a synthetic mixture, the process comprising the steps of: (a) contacting the material with a solvent mixture comprising a C1 to C4 fluorinated hydrocarbon, especially 1,1,1,2-tetrafluoroethane and a co-solvent having a dielectric constant (at 20° C.) of at least 5; and (b) separating the charged solvent from said material, thereby to isolate said material.
    Type: Grant
    Filed: August 13, 2002
    Date of Patent: November 18, 2003
    Assignee: Advanced Phytonics Limited
    Inventor: Mazin Nicola
  • Patent number: 6455087
    Abstract: There is described a process for the extraction of a least one relatively polar component form a material which may be naturally occurring or a synthetic mixture, the process comprising the steps of: (a) contacting the material with a solvent mixture comprising C1 to C4 fluorinated hydrocarbon, especially 1,1,1,2-tetrafluorethan and a co-solvent having a dielectric constant (at 20° C.) of at least 6 so as to charge the solvent mixture wherein the co-solvent is selected from the group consisting of amides, sulfoxides, alcohols, ketones, organic acid, carboxylic acid derivatives, cyanide derivatives, ammonia sulfur containing molecules, inorganic acids and nitro derivatives and separating the charged solve mixture from the material to isolate the polar component.
    Type: Grant
    Filed: October 7, 1999
    Date of Patent: September 24, 2002
    Assignee: Advanced Phytonics Limited
    Inventor: Mazin Nicola
  • Patent number: 6444096
    Abstract: A process for the recovery and purification of cyclobutanone from a crude product mixture obtained from an oxidation product mixture resulting from the oxidation of cyclobutanol to cyclobutanone in the presence of water. The process provides for the recovery of cyclobutanone in a purity of at least 90 weight percent by a combination of distillation steps.
    Type: Grant
    Filed: August 16, 2000
    Date of Patent: September 3, 2002
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Timothy Richard Nolen, Robert Sterling Kline, Dewey Wayne Fuller, Jr., Mary Kathleen Foster, Stephen Neal Falling
  • 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
  • Patent number: 6375807
    Abstract: A method of separating ethanol and ethyl acetate, and ethanol and water 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, an alkylated thiopene, and paraffins.
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: April 23, 2002
    Inventors: Izak Nieuwoudt, Braam Van Dyk
  • Publication number: 20020033325
    Abstract: The present invention provides a process for recovering ditrimethylolpropane from a still residue obtained by extracting and then distilling off trimethylolpropane from a reaction solution obtained by reacting n-butyraldelhyde with formaldehyde in the presence of a basic catalyst, wherein the still residue is distilled to remove high-boiling components therefrom, and the resultant distillate is subjected to crystallization. When the above process is combined with the acid decomposition, it becomes possible to decompose a linear formal compound obtained from 2 molecules of TMP contained in the still residue as crude TMP and one molecule of formaldehyde, so that di-TMP having a higher purity is obtained.
    Type: Application
    Filed: August 1, 2001
    Publication date: March 21, 2002
    Inventors: Teruyuki Ninomiya, Toshio Watanabe, Atsushi Iwamoto, Soemu Miyashita, Masafumi Watanabe
  • Patent number: 6352619
    Abstract: Process for purifying acrylic acid in order to remove the polymer-type impurities in those places in the distillation columns in which they have a tendency to accumulate, and more particularly a process directed towards removing the polymeric impurities which are formed during a step for removing the aldehyde impurities from acrylic acid, according to which step the medium containing the acrylic acid to be purified is distilled by adding to this medium at least one amino compound of hydrazine type and by flushing away, at the foot of the distillation column, the heavy compounds formed by the said hydrazine-type amino compound(s) with the impurities. According to the invention, the acrylic acid to be purified is also distilled in the presence of at least one compound from the class of nonionic surface agents and of at least one polymerization inhibitor. Polysaccharide ethers and acetates, in particular ethers derived from cellulose or starch, may be mentioned as nonionic surface agents.
    Type: Grant
    Filed: April 14, 1999
    Date of Patent: March 5, 2002
    Assignee: Atofina
    Inventors: Michel Fauconet, Francis Augustin, Marc Esch
  • Patent number: 6228227
    Abstract: In a process for the separation by rectification of (meth)acrylic acid from a mixture containing (meth)acrylic acid and an inert hydrophobic organic liquid having a boiling point higher than that of (meth)acrylic acid as main constituents and also lower aldehydes as secondary constituents, a primary amine and/or a salt thereof are added.
    Type: Grant
    Filed: March 24, 1999
    Date of Patent: May 8, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Holger Herbst, Gerhard Nestler, Jerry Darlington, Ulrich Hammon
  • Patent number: 6207022
    Abstract: Crude (meth)acrylic acid is purified by a process in which a primary amine compound and an organic sulfonic acid are added to the crude (meth)acrylic acid and the latter is then worked up by distillation.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: March 27, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Toni Dockner, Gerhard Nestler, Holger Herbst, Helmut Lermer, Hans Martan, Herbert Vogel, Herbert Exner
  • Patent number: 6179966
    Abstract: The present invention concerns a method for producing acrylic acid which involves subjecting an acrylic acid-containing aqueous solution obtained by catalytic vapor phase oxidation of propylene and/or acrolein to evaporation whereby an acrylic acid-containing vapor is obtained; and subjecting the acrylic acid-containing vapor to azeotropic dehydration. The present invention offers a number of advantages including a reduce amount of polymer that may adhere to the surface of an azeotropic dehydration column, a low-blowing separation column or an in a high-boiling separation column in a plant for producing acrylic acid. Consequently, the production plant can be operated for a long time without stopping operations.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: January 30, 2001
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Toyomitsu Shimizu, Osamu Moriya, Kunihiko Shigematsu, Ryuji Matsushita
  • Patent number: 6159346
    Abstract: Inhibition of the formation of unsaturated carbon compounds during the heating of 141b involving the addition of various inhibitors such as dialkylhydroxylamine and/or the use of a vessel made of a nickel alloy.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: December 12, 2000
    Assignee: Elf Atochem North America, Inc.
    Inventors: Richard M. Crooker, Maher Y. Elsheikh, Anthony D. Kelton, Morris P. Walker, Danny W. Wright
  • Patent number: 6139693
    Abstract: A process for recovering hexamethylenediamine (I) from a mixture (II) including(I) hexamethylenediamine,(III) hexamethyleneimine,(IV) a compound selected from 2-aminomethylcyclopentylamine and 1,2-diaminocyclohexane,(V) an imine,(VI) adiponitrile and 6-aminocapronitrileincludes distilling(a) a mixture (II) to obtain(a1) a low boiling fraction (III),(a2) a medium boiling fraction (VII) (I), (IV) and (V), and(a3) a high boiling fraction (V) and (VI),(b) a mixture (VII) to obtain(b1) an overhead product (IV), and(b2) a mixture (VIII) (I) and (V) as bottom product, and(c) a mixture (VIII) to obtain(c1) (I) as overhead product, and(c2) a bottom product (V).
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: October 31, 2000
    Assignee: BASF Aktiengesellschaft Ludwigshafen
    Inventors: Peter Bassler, Rolf Fischer, Hermann Luyken, Alwin Rehfinger, Guido Voit
  • Patent number: 6136155
    Abstract: Mesitylene is difficult to separate from 1,2,4-Trimethylbenzene because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are isopropyl acetate, 2-pentanol and acetonitrile.
    Type: Grant
    Filed: June 4, 1999
    Date of Patent: October 24, 2000
    Inventor: Lloyd Berg
  • Patent number: 6074532
    Abstract: A method for improving purification efficiency when distilling off aldehyde contaminants during chemical manufacturing processes by adding a substituted aromatic amine having electron donating group substituents prior to the distillation column. The method is particularly useful for removal of aldehydes such as acrolein, generated as a by-product of acrylonitrile manufacture. Preferred aromatic amines are 2-amino aniline, 3,4-dimethyl aniline and 4-ethyl aniline.
    Type: Grant
    Filed: November 5, 1998
    Date of Patent: June 13, 2000
    Assignee: Nalco/Exxon Energy Chemicals, L.P.
    Inventors: Natu R. Patel, Vincent E. Lewis, Margaret D. Enderson
  • Patent number: 6059933
    Abstract: Inhibition of the formation of unsaturated carbon compounds during the heating of 141b involving the addition of various inhibitors such as butylene oxide and/or the use of a vessel made of a nickel alloy.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: May 9, 2000
    Assignee: ELF Atochem North America, Inc.
    Inventors: Richard M. Crooker, Maher Y. Elsheikh, Anthony D. Kelton, Morris P. Walker, Danny W. Wright
  • Patent number: 6039846
    Abstract: 3-Methyl-2-pentenal cannot be separated from 1-butanol by conventional rectification because of the proximity of their boiling points. 3-methyl-2-pentenal can be readily separated from n-butanol by azeotropic distillation. Effective agents are dimethoxymethane, petroleum ether and tetramethylortho-silicate.
    Type: Grant
    Filed: July 22, 1999
    Date of Patent: March 21, 2000
    Inventor: Lloyd Berg
  • Patent number: 6033529
    Abstract: Mesitylene cannot be separated from 4-ethyl toluene by distillation because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are isopropyl palmitate, triacetin and methyl salicylate.
    Type: Grant
    Filed: August 6, 1999
    Date of Patent: March 7, 2000
    Inventor: Lloyd Berg
  • Patent number: 6024841
    Abstract: 2-Methyl-1-butanol and 3-methyl-1-butanol are difficult to separate from 1 pentanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-butanol and 3-methyl-1-butanol can be easily separated from 1-pentanol by extractive distillation. Effective agents are 3-carene, propylene glycol phenyl ether and dimethylsulfoxide.
    Type: Grant
    Filed: April 13, 1999
    Date of Patent: February 15, 2000
    Inventor: Lloyd Berg
  • Patent number: 6007707
    Abstract: Process for the recovery of pure hydrocarbons from a hydrocarbon mixture, more particularly, a high aromatics content hydrocarbon mixture, by extractive distillation in an extractive distillation column. A first solvent feed for a first sub-flow of a selective solvent is provided between the top part of the column and the bottom part thereof. The selective solvent used is an N-substituted morpholine. Substantially non-aromatics are withdrawn as the raffinate from the head of the extractive distillation column and substantially aromatics and selective solvent are withdrawn as the extract from the sump of the extractive distillation column. A second sub-flow of the selective solvent is introduced via a second solvent feed in the top part of the column above the first solvent feed. The quantity of solvent supplied with the second sub-flow constitutes less than 50% of the total quantity of solvent.
    Type: Grant
    Filed: July 28, 1997
    Date of Patent: December 28, 1999
    Assignee: Krupp Uhde GmbH
    Inventors: Stefan Donnermeyer, Jurgen Ludolph, Hans-Jurgen Vollmer
  • Patent number: 5993609
    Abstract: A process for the purification of recovered or regenerated phosphorus oxychloride contaminated by reactive organic compounds, by reacting the contaminated phosphorus oxychloride with from 0.1 to 5% by weight of an organic amine, having 1 or 2 tertiary N-atoms and a boiling point above the boiling point of phosphorus oxychloride, at the boiling temperature of the reaction mixture and subsequently carrying out fractional distillation at atmospheric pressure to obtain purified phosphorus oxychloride.
    Type: Grant
    Filed: September 2, 1998
    Date of Patent: November 30, 1999
    Assignee: DSM Fine Chemicals Austria GmbH
    Inventors: Karl Schwendinger, Engelbert Kloimstein
  • Patent number: 5961790
    Abstract: A process for the separation by rectification of (meth)acrylic acid from a mixture containing (meth)acrylic acid and an inert hydrophobic organic liquid having a boiling point higher than that of (meth)acrylic acid as main constituents and also lower aldehydes as secondary constituents, a primary amine and/or a salt thereof are added.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: October 5, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Holger Herbst, Gerhard Nestler, Jerry Darlington, Ulrich Hammon
  • Patent number: 5961789
    Abstract: T-Amyl alcohol cannot be separated from n-butanol by distillation or rectification because of the closeness of their boiling points. T-Amyl alcohol is readily separated from n-butanol by extractive distillation. Effective agents are dimethylsulfoxide, N.N.dimethyl formamide and ethanolamine.
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: October 5, 1999
    Inventor: Lloyd Berg
  • Patent number: 5910232
    Abstract: Inhibition performance is improved in styrene processing through the addition of a stable nitroxide free radical compound to the styrene feed and to the reflux of at least one column.
    Type: Grant
    Filed: June 10, 1998
    Date of Patent: June 8, 1999
    Assignee: Nalco/Exxon Energy Chemicals, L.P.
    Inventors: Zara Hyde, Vincent E. Lewis
  • Patent number: 5904815
    Abstract: t-Amyl alcohol cannot be separated from n-butanol by distillation or rectification because of the closeness of their boiling points. t-Amyl alcohol is readily separated from n-butanol by azeotropic distillation. Effective agents are propyl acetate, tetrahydrofuran and heptane.
    Type: Grant
    Filed: March 5, 1998
    Date of Patent: May 18, 1999
    Inventor: Lloyd Berg
  • Patent number: 5897750
    Abstract: Acetone cannot be separated from a mixture of isopropanol and water because of the closeness of their boiling points. Acetone can be easily separated from isopropanol and water by extractive distillation. Effective extractive agents are 1-nitropropane, 3-carene, dimethylsulfoxide and 3-pentanone.
    Type: Grant
    Filed: August 28, 1997
    Date of Patent: April 27, 1999
    Inventor: Lloyd Berg
  • Patent number: 5882485
    Abstract: A process for the separation of dimethyl ether and chloromethane in mixturesA process for the separation of dimethyl ether and chloromethane in mixtures by two distillation steps. In the first step, the mixture is subjected to an extractive distillation with water, aqueous salt solutions or organic liquids as extractant, the top product being chloromethane. In the second step, the dimethyl ether is separated from the extractant.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: March 16, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Roth, Erhard Leistner, Hans Haverkamp, Wolfgang Wendel, Michael Kleiber
  • Patent number: 5879517
    Abstract: 2-Butanol cannot be sparated from t-amyl alcohol by distillation or rectification because of the closeness of their boiling points. 2-Butanol is readily separated from t-amyl alcohol by extractive distillation. Effective agents are butyl ether, benzyl acetate and 1,2,4-trimethyl benzene.
    Type: Grant
    Filed: June 9, 1998
    Date of Patent: March 9, 1999
    Inventor: Lloyd Berg
  • 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: 5840160
    Abstract: 3-Carene is difficult to separate from limonene by conventional distillation or rectification because of the proximity of their boiling points. 3-Carene can be readily separated from limonene by extractive distillation. Effective agents are o-cresol, 2,6-dimethyl-4-heptanone and triethylene glycol.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: November 24, 1998
    Inventor: Lloyd Berg
  • Patent number: 5824195
    Abstract: A process for distilling a crude acrylic silane solution particularly containing impurities in a commercial scale for separating acrylic silane in the presence of a hindered phenol and/or amine as polymerization inhibitor, the process being improved by using simultaneously a dialkyldithiocarbamic acid copper and/or N-nitrosophenylhydroxylamine salt as synergistic polymerization inhibitor.
    Type: Grant
    Filed: June 26, 1996
    Date of Patent: October 20, 1998
    Assignee: Chisso Corporation
    Inventors: Yoichi Kimae, Katsuyoshi Tsuchiya, Takashi Matsuo, Kiyoto Fukuda