One Additive An Alcohol Or Ether Patents (Class 203/56)
-
Publication number: 20120073953Abstract: A process which isolates tetrahydrofuran from a stream of tetrahydrofuran, alkanol and high boilers, by: (a) separating off a first stream of tetrahydrofuran and alkanol as azeotrope in a first distillation stage; (b) feeding part of the first stream into a reactor for esterifying maleic anhydride, giving a second stream of tetrahydrofuran and monoalkyl maleate; (c) separating the second stream into a third stream of monoalkyl maleate and a fourth stream of tetrahydrofuran in a second distillation stage; (d) feeding the fourth stream of tetrahydrofuran from the second distillation stage and the part of the first stream from (a) which is not fed to the reactor into a third distillation stage to obtain a product stream of tetrahydrofuran and a sixth stream of tetrahydrofuran and alkanol; (e) recirculating the sixth stream from the third distillation stage into the first distillation stage or the reactor in (b).Type: ApplicationFiled: September 18, 2011Publication date: March 29, 2012Applicant: BASF SEInventors: Maria GUIXA GUARDIA, Rolf Pinkos, Nadja Pollmer, Wolf-Steffen Weissker, Hugues Vandenmersch
-
Publication number: 20100236916Abstract: 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: ApplicationFiled: August 5, 2008Publication date: September 23, 2010Applicant: UHDE GMBHInventors: Oliver Noll, Helmut Gehrke, Christian Luebbecke, Baerbel Kolbe
-
Patent number: 7553995Abstract: A process for the production of tertiary ethers, including: feeding a hydrocarbon stream comprising isoolefins and propionitrile to a distillation column reactor system containing at least one etherification reaction zone; feeding a C2 to C6 monoalcohol or mixture thereof to the distillation column reactor; concurrently in the distillation column reactor system: reacting a portion of the isoolefins with a portion of the alcohols to form a tertiary ether; and separating the tertiary ether from unreacted isoolefins; withdrawing the tertiary ether and propionitrile from the distillation column reactor system as a bottoms; withdrawing the unreacted isoolefins from the distillation column reactor system as an overheads; and operating the distillation column reactor system such that the etherification reaction zone is substantially free of propionitrile.Type: GrantFiled: September 11, 2007Date of Patent: June 30, 2009Assignee: Catalytic Distillation TechnologiesInventors: Christopher C. Boyer, Mitchell E. Loescher, Willibrord A. Groten, Mario J. Maraschino, Kerry L. Rock
-
Publication number: 20090107833Abstract: A method for removing acetaldehyde from a mixture of methyl acetate, methanol and acetaldehyde includes: (a) feeding the mixture of methyl acetate, methanol and acetaldehyde to a distillation column; (b) distilling the feed mixture of methyl acetate methanol and acetaldehyde at a pressure of 10 psig or more to generate an overhead vapor stream enriched in acetaldehyde as compared with the feed mixture and a residue stream depleted in acetaldehyde as compared with the feed mixture; and (c) withdrawing the residue stream depleted in acetaldehyde from the distillation column.Type: ApplicationFiled: October 30, 2007Publication date: April 30, 2009Inventor: R. Jay WARNER
-
Publication number: 20080275277Abstract: Processes for separating butanediols from glycols are disclosed, as well as products and compositions resulting therefrom.Type: ApplicationFiled: October 29, 2007Publication date: November 6, 2008Inventor: Peter Kalagias
-
Patent number: 6632330Abstract: A process for the recovery of substantially pure alkyl alkanoate, such as ethyl acetate, from an impure feedstock. The impure feedstock is contacted with a selective hydrogenation catalyst in the presence of hydrogen in a selective hydrogenation zone maintained under selective hydrogenation conditions effective for selective hydrogenation of impurities containing reactive carbonyl groups thereby to hydrogenate the impurities to the corresponding alcohols. After recovery from the selective hydrogenation zone of a selectively hydrogenated reaction product mixture including the alkyl alkanoate and the corresponding alcohols, this is distilled in one or more distillation zones so as to produce substantially pure alkyl alkanoate therefrom which is recovered.Type: GrantFiled: June 5, 2001Date of Patent: October 14, 2003Assignee: Davy Process Technology LimitedInventors: Stephen William Colley, Norman Harris, Colin Rathmell
-
Patent number: 6197163Abstract: The impurity content, e.g. propionitrile, in a fraction containing C5 or C6 tertiary olefins obtained by cracking hydrocarbons is reduced by distilling with an alkanol and removing the impurity as a higher boiling point fraction.Type: GrantFiled: November 29, 1993Date of Patent: March 6, 2001Assignee: Catalytic Distillation TechnologiesInventor: Claus-Peter Thomas Hälsig
-
Patent number: 6191285Abstract: The present invention provides an improved process for producing ketorolac tromethamine. The preferred method utilizes a three-part solvent system, comprising isopropanol, ethyl acetate and water.Type: GrantFiled: December 7, 1998Date of Patent: February 20, 2001Assignee: Abbott LaboratoriesInventors: Grant L. Esser, Marazban H. Vandrevala, Madhup K. Dhaon, Ameen F. Ghannam, Dragan Obradovich
-
Patent number: 6045808Abstract: A method for removing a high boiling solvent from a pharmaceutical composition dissolved in the high boiling solvent comprising adding a low boiling co-solvent to the solution to form a mixture of the high boiling solvent and the low boiling co-solvent, and removing the solvent/co-solvent mixture under vacuum.Type: GrantFiled: January 31, 1997Date of Patent: April 4, 2000Assignee: Pharmacia & Upjohn CompanyInventor: Mathew Cherian
-
Patent number: 6004434Abstract: A method of treating cleaning solvent used to clean mechanical parts. The method includes adding to the cleaning solvent a treating composition selected from the group of C.sub.5 -C.sub.14 alcohols, C.sub.2 -C.sub.8 dials, C.sub.10 -C.sub.14 polyols, and C.sub.4 -C.sub.14 glycol ethers, and mixtures thereof. A further embodiment includes the foregoing plus adding a clarifying agent from the group of aromatic, aliphatic and alkaryl sulfonic acids and sulfonic acid salts, esterified polyols, and alkyl phenol formaldehyde resins capped with alkoxy groups. The solvent is vaporized and condensed to effect recycling thereof without adding substituted quantities of treating composition to the solvent.Type: GrantFiled: July 7, 1994Date of Patent: December 21, 1999Assignee: Safety-Kleen Corp.Inventor: Esfandiar Kiany
-
Patent number: 5863391Abstract: Acetaldehyde may be effectively removed from a contaminated methanol stream using a distillation method wherein a solvent stream containing a relatively heavy polar compound such as water or propylene glycol is utilized as an extractive distillation solvent. Following the separation of the polar compound from the bottoms stream obtained by extractive distillation, the purified methanol may be recycled for use as a reaction solvent in an olefin epoxidation process.Type: GrantFiled: August 15, 1997Date of Patent: January 26, 1999Assignee: ARCO Chemical Technology, L.P.Inventors: Michael A. Rueter, John C. Jubin, Jr.
-
Patent number: 5730844Abstract: A process for recovering phthalic anhydride as a liquid from a vapor phase oxidation product which comprises mixing the vapor phase oxidation product having a temperature of about 130.degree. C.Type: GrantFiled: November 29, 1996Date of Patent: March 24, 1998Assignee: Exxon Chemical Patents Inc.Inventors: James J. Baiel, Larry O. Jones
-
Patent number: 5718808Abstract: A process for recovering phthalic anhydride as a liquid from a vapor phase oxidation product which comprises mixing the vapor phase oxidation product having a temperature of about 130.degree. C. or greater with a first stream comprising a solvent having a boiling point in the range between about 150.degree. to 350.degree. C. and a freezing point of less than 40.degree. C.Type: GrantFiled: November 29, 1996Date of Patent: February 17, 1998Assignee: Exxon Chemical Patents Inc.Inventors: James J. Baiel, Larry O. Jones, Ralph D. Gray, Jr., Magdiel Agosto
-
Patent number: 5693193Abstract: Propylene oxide is recovered through the use of an additive in a distillation solution, resulting in suppressed side reactions and reduced loss of product. Propylene oxide is produced by oxidizing ethylbenzene in a liquid phase with molecular oxygen to a obtain a reaction liquid containing ethylbenzene hydroperoxide; distilling the reaction liquid to obtain a concentrated solution of ethylbenzene hydroperoxide; further mixing and reacting the concentrated solution with propylene to obtain a mixed solution containing propylene oxide; and distilling the mixed solution to separate and recover propylene oxide. At least one compound selected from aliphatic saturated alcohols having 2 to 4 carbon atoms, allyl alcohol, saturated aliphatic hydrocarbons having 6 or 7 carbon atoms, benzene, ethers, ketones, nitriles, amines, pyridines, diamines, and aminoalcohols is added to the mixed distillation solution in an amount of 0.01-100 parts by weight per 100 parts by weight of propylene oxide.Type: GrantFiled: March 23, 1995Date of Patent: December 2, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi DeGuchi, Kazuo Kimura, Naoto Meki, Masaru Ishino, Tetsuya Suzuta
-
Patent number: 5628880Abstract: A process for removing dienes from etherification uses a hydrogenation zone in the reactor distillation column above the etherification zone. MTBE is produced and the unreacted C.sub.4 stream is also subjected to selective hydrogenation of the butadiene contained in the C.sub.4 feed stream. The C.sub.4 stream is first contacted with methanol in the etherification zone where the MTBE is distilled downward. The unreacted C.sub.4 's then are subjected to selective hydrogenation in the hydrogenation zone where butadiene in the overhead raffinate is reduced by over 90%. The hydrotreated C.sub.4 's are thus suitable for cold acid alkylation or other use wherein butadiene is harmful.Type: GrantFiled: February 12, 1996Date of Patent: May 13, 1997Assignee: Chemical Research & Licensing CompanyInventors: Dennis Hearn, Gary R. Gildert, Willibrord A. Groten
-
Patent number: 5562863Abstract: Vinyl aromatic monomer polymerization methods utilizing a composition of 2,6-di-tert-butyl-4-methylphenol and a substituted benzoquinonediimide compound are disclosed. Preferably, the composition is employed in an amount of 1 part to 10,000 parts per million parts monomer during distillation of styrene.Type: GrantFiled: July 18, 1995Date of Patent: October 8, 1996Assignee: Betz Laboratories, Inc.Inventor: Graciela B. Arhancet
-
Patent number: 5470440Abstract: Vinyl aromatic monomer polymerization methods utilizing a composition of 2,6-di-tert-butyl-4-methylphenol and a substituted benzoquinonediimide compound are disclosed. Preferably, the composition is employed in an amount of 1 part to 10,000 parts per million parts monomer during distillation of styrene.Type: GrantFiled: April 19, 1994Date of Patent: November 28, 1995Assignee: Betz Laboratories, Inc.Inventor: Graciela B. Arhancet
-
Patent number: 5470442Abstract: The disclosure relates to separating 1,1,2,2 tetrafluoroethane (HFC-134) and 1,1,1,2 tetrafluoroethane (HFC-134a) from each other and/or from fluorocarbon impurities by using extractive distillation with an extractive agent comprising an alcohol. Examples of suitable extractive agents comprise at least one member from the group of methanol, butanol, ethanol, propanol, their isomers and cyclic compounds thereof, among others.Type: GrantFiled: March 11, 1994Date of Patent: November 28, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Barry A. Mahler, Ralph N. Miller
-
Patent number: 5453167Abstract: p-Xylene cannot be separated from m-xylene by distillation or rectification because of the proximity of their boiling points. p-Xylene can be separated from m-xylene by means of extractive distillation. Effective agents are 3-ethylphenol and isopropyl palmitate. Effective agents for separating mixtures of p-xylene, m-xylene and o-xylene are 2-butoxyethyl acetate and 1,1,1-trichloroethane.Type: GrantFiled: April 7, 1995Date of Patent: September 26, 1995Assignee: Lloyd BergInventor: Lloyd Berg
-
Patent number: 5441608Abstract: p-Xylene cannot be separated from m-xylene by distillation or rectification because of the proximity of their boiling points. p-Xylene can be separated from m-xylene by means of extractive distillation. Effective agents are 3-ethylphenol and 1,1,2-trichloroethane. Effective agents for separating mixtures of p-xylene, m-xylene and o-xylene are 2-butoxyethyl acetate and 1,1,1-trichloroethane.Type: GrantFiled: May 23, 1994Date of Patent: August 15, 1995Assignee: Lloyd BergInventor: Lloyd Berg
-
Patent number: 5399244Abstract: Benzene and other aromatics are separated from a stream of mixed hydrocarbons containing both aromatics and non-aromatics by extractive distillation with a solvent system containing dimethyl sulfoxide and optionally a co-solvent, preferably water, followed by distillation stripping of the aromatics from the enriched solvent system, and recycle of the lean solvent system to the extractive distillation step.Type: GrantFiled: December 6, 1993Date of Patent: March 21, 1995Assignee: Glitsch, Inc.Inventors: Joseph C. Gentry, Lloyd Berg, John C. McIntyre, Randa W. Wytcherley
-
Patent number: 5340446Abstract: An extractive distillation agent consisting essentially of a mixture of triethylene glycol with a lower boiling cosolvent selected from the group consisting of 2-methyl-2,4-pentanediol, tertiary butyl alcohol and ethylene glycol is fed to an extractive distillation column used for the distillation of propylene oxide contaminated with water, acetone and methanol to obtain an overhead distillate fraction consisting of essentially anhydrous propylene oxide contaminated with reduced quantities of acetone and methanol, and a heavier bottoms distillation fraction containing substantially all of the extractive distillation agent, water and acetone and some of the methanol introduced into the distillation column.Type: GrantFiled: October 23, 1992Date of Patent: August 23, 1994Assignee: Texaco Chemical CompanyInventors: William P. Nelson, William A. Smith
-
Patent number: 5288370Abstract: For the separation of butenes and butanes by extractive distillation, a charge mainly containing butenes and butanes is contacted in an extractive distillation column under pressure with a first selective polar solvent, S1 (e.g., dimethyl formamide), the butanes being collected at the top. The solvent S1 containing the butenes and passing out at the bottom is mixed with a second solvent, S2, having a boiling point intermediate between that of butenes and that of the solvent S1, the mixture passing into a desorption column under pressure, where the butenes are collected at the top. The mixture of solvent S1 and S2 is separated in a purification column under atmospheric pressure, the solvent S2 passing out at the top is recycled to the desorption column, and the solvent S1 passing out at the bottom is recycled to the extractive distillation column.Type: GrantFiled: March 20, 1992Date of Patent: February 22, 1994Assignee: Institut Francais Du PetroleInventors: Lionel Asselineau, Alexandre Rojey
-
Patent number: 5238541Abstract: A process for the production of an ether-rich additive for gasoline, and more particularly, the production of TAME from light hydrocarbon streams by admixing the light hydrocarbon stream, preferably from an FCC feedstock, prior to distillation of the feedstock with an alcohol in a C.sub.5 feedstock and contacting the feedstock with a catalyst under etherification process conditions.Type: GrantFiled: March 6, 1992Date of Patent: August 24, 1993Assignee: Intevep, S.A.Inventors: Marco A. Marquez, Jose C. Gonzalez
-
Patent number: 5232558Abstract: 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: GrantFiled: October 8, 1992Date of Patent: August 3, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
-
Patent number: 5228956Abstract: 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: GrantFiled: October 2, 1992Date of Patent: July 20, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Rudolph J. Szabados
-
Patent number: 5194123Abstract: 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: GrantFiled: July 6, 1992Date of Patent: March 16, 1993Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
-
Patent number: 5190619Abstract: 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: GrantFiled: March 30, 1992Date of Patent: March 2, 1993Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
-
Patent number: 5178735Abstract: A method of extracting and separating substances contained in a solid sample, especially from ginkgo leaves, which comprises introducing a supercritical fluid into a dispersion in which the solid sample is dispersed, separating the supercritical fluid containing dissolved substances to be extracted.Type: GrantFiled: December 28, 1989Date of Patent: January 12, 1993Assignee: Chlorine EngineersInventors: Akiyoshi Manabe, Tetsuro Yamashita, Katsuhisa Harada, Tsuneo Tokumori, Yoko Sumida
-
Patent number: 5173156Abstract: Formic acid cannot be completely removed from formic acid--water mixtures by distillation because of the presence of the maximum azeotrope. Formic acid can be readily removed from mixtures containing it and water by using extractive distillation in which the extractive distillation agent is cyclohexanone, isophorone or a mixture of these with certain organic compounds. Typical examples of effective agents are cyclohexanone; isophorone; cyclohexanone and neodecanoic acid; isophorone and diisobutyl ketone.Type: GrantFiled: December 9, 1991Date of Patent: December 22, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Kraig M. Wendt, Rudolph J. Szabados
-
Patent number: 5154802Abstract: The separation of alkadienes from close-boiling alkenes by extractive distillation employs as solvent either N-(.beta.-mercaptoethyl)-2-pyrrolidone alone, or a mixture of N-(.beta.-mercaptoethyl)-2-pyrrolidone and either N-methyl-2-pyrrolidone or cyclohexanol, or a mixture of cyclohexanol and tetraethylene glycol. The separation of cycloalkadines from close-boiling alkadienes by extractive distillation employs N-(.beta.-mercaptoethyl)-2-pyrrolidone as solvent.Type: GrantFiled: July 17, 1991Date of Patent: October 13, 1992Assignee: Phillips Petroleum CompanyInventors: Fu-Ming Lee, Ronald E. Brown
-
Patent number: 5135617Abstract: Aromatic hydrocarbons containing 6-10 carbon atoms per molecule are separated from close-boiling olefinic hydrocarbons by extractive distillation employing N-(.beta.-hydroxyethyl)-2-pyrrolidone and/or cyclohexanol as solvent.Type: GrantFiled: July 1, 1991Date of Patent: August 4, 1992Assignee: Phillips Petroleum CompanyInventors: Ronald E. Brown, Michael S. Matson
-
Patent number: 5106459Abstract: p-Cymene and p-menthane are difficult to separate one from another by conventional distillation or rectification because of the close proximity of their boiling points. p-Cymene and p-menthane can be readily separated one from another by using azeotropic or extractive distillation. Typical examples of effective agents, for azeotropic distillation: diethyelene glycol ethyl ether, 1-pentanol and isobutanol; for extractive distillation: butyl benzoate, undecyl alcohol and methyl benzoate.Type: GrantFiled: December 14, 1990Date of Patent: April 21, 1992Assignee: Lloyd BergInventor: Lloyd Berg
-
Patent number: 5100515Abstract: An extractive distillation process for separatin at least one C.sub.4 -C.sub.10 alkene (monoolefin) from at least one close-boiling alkane employs a solvent mixture of (a) at least one saturated alcohol (preferably cyclohexanol) and either (b1) at least one sulfolane (preferably cyclotetramethylene sulfone) or (b2) at least one glycol compound (preferably tetraethylene glycol) or (b1)+(b2).Type: GrantFiled: October 26, 1990Date of Patent: March 31, 1992Assignee: Phillips Petroleum CompanyInventors: Fu-Ming Lee, Ronald E. Brown
-
Patent number: 5094723Abstract: m-Xylene is difficult to separate from p-xylene or o-xylene by conventional distillation or rectification because of the close proximity of their boiling points. m-Xylene can be readily separated from p-xylene or o-xylene by using extractive distillation in which the agent is an alcohol. Typical examples of effective agents are: for m-xylene from o-xylene, 1-octanol and cyclododecanol; for p-xylene from m-xylene, diisobutyl carbinol and cyclododecanolphenethyl alcohol mixture.Type: GrantFiled: January 2, 1991Date of Patent: March 10, 1992Assignee: Lloyd BergInventor: Lloyd Berg
-
Patent number: 5092965Abstract: 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: GrantFiled: May 2, 1991Date of Patent: March 3, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
-
Patent number: 5085740Abstract: An extractive distillation process for separating at least one C.sub.4 -C.sub.10 alkene (monoolefin) from at least one close-boiling alkane (paraffin) employs as solvent a mixture of (a) at least one N-alkyl-2-pyrrolidone, preferably N-methyl-2-pyrrolidone and either (b1) at least one sulfolane compound (preferably cyclotetramethylene sulfone) or (b2) at least one glycol compound (preferably tetraethylene glycol) or both (b1) and (b2).Type: GrantFiled: October 26, 1990Date of Patent: February 4, 1992Assignee: Phillips Petroleum CompanyInventors: Fu-Ming Lee, Ronald E. Brown
-
Patent number: 5069756Abstract: Cyclohexane cannot be readily separated from cyclohexene by conventional distillation or rectification because of the close proximity of their boiling points. Cyclohexane can be separated from cyclohexene by azeotropic or extractive distillation. Typical examples of effective agents are: for azeotropic; ethylene glycol methyl ether and n-butanol; for extractive; propylene glycol methyl ether and diacetone alcohol.Type: GrantFiled: November 26, 1990Date of Patent: December 3, 1991Assignee: Lloyd BergInventor: Lloyd Berg
-
Patent number: 5055162Abstract: Cycloalkanes, preferably cyclohexane and/or cyclopentane, are separated from close-boiling alkanes by extractive distillation employing as solvent a mixture of (a) at least one N-hydroxyalkyl-2-pyrrolidone, preferably N-(.beta.-hydroxyethyl)-2-pyrrolidone, and (b) at least one saturated C.sub.5 -C.sub.9 alcohol, preferably cyclohexanol.Type: GrantFiled: May 21, 1990Date of Patent: October 8, 1991Assignee: Phillips Petroleum CompanyInventors: Ronald E. Brown, Fu M. Lee, Michael S. Matson
-
Patent number: 5037512Abstract: A process for the purification of crude benzoic acid obtained by the catalytic oxidation of toluene in the liquid phase, which is contaminated with impurities including phthalic acid and benzylbenzoate, the process involves distilling the crude benzoic acid in a first distillation in the presence of an aliphatic amine or a mixture of aliphatic amines of the formulaHNR.sup.1 R.sup.2whereinR.sup.1 represents hydrogen or a straight-chain or branched hydroxyalkyl or aminoalkyl radical with 1 to 6 carbon atoms andR.sup.2 represents a straight-chain or branched hydroxyalkyl or aminoalkyl radical with 1 to 6 carbon atoms,and/or the salts of these amines, recovering from this distillation (a) a purified benzoic acid and (b) a benzylbenzoate containing residue, working up the residue by a second distillation and chlorinating the distillate resulting from this second distillation to give a benzoylchloride virtually free of benzonitrile.Type: GrantFiled: August 17, 1989Date of Patent: August 6, 1991Assignee: Bayer AktiengesellschaftInventor: Werner Schulte-Huermann
-
Patent number: 5032232Abstract: Extractive distillation processes for separating aromatic hydrocarbon(s) or cycloalkane(s) or alkene(s) from close-boiling alkane(s) are carried out with a solvent including at least one N-alkyl-2-thiopyrrolidone compound, preferably N-methyl-2-thiopyrrolidone. Optionally, the solvent additionally contains a cosolvent, preferably tetraethylene glycol or N-(.beta.-mercaptoethyl)-2-pyrrolidone or unsubstituted sulfolane.Type: GrantFiled: October 31, 1990Date of Patent: July 16, 1991Assignee: Phillips Petroleum CompanyInventors: Fu-Ming Lee, Ronald E. Brown, Marvin M. Johnson
-
Patent number: 5019217Abstract: m-Xylene is difficult to separate from o-xylene by conventional distillation or rectification because of the close proximity of their boiling points. m-Xylene can be readily separated from o-xylene by using extractive distillation in which the extractive agent is a higher boiling ester. Typical examples of effective agents are diisononyl adipate, glycerol triacetate and dimethyl phthalate.Type: GrantFiled: February 7, 1990Date of Patent: May 28, 1991Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
-
Patent number: 5006206Abstract: A method is provided for the separation by extractive distillation of hydrocarbon impurities from propylene oxide wherein t-butyl alcohol/water is used as extractive distillation solvent.Type: GrantFiled: March 12, 1990Date of Patent: April 9, 1991Assignee: Arco Chemical Technology, Inc.Inventors: T. Thomas Shih, William J. Sim
-
Patent number: 4994151Abstract: 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 using dimethylamides. Typical effective agents are dimethylformamide; dimethylacetamide and acetyl salicyclic acid; dimethylacetamide, heptanoic acid and methyl benzoate.Type: GrantFiled: July 14, 1989Date of Patent: February 19, 1991Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
-
Patent number: 4957595Abstract: 3-Methyl-2-butanone cannot be separated from formic acid by distillation because of the presence of the maximum boiling azotrope. 3-Methol-2-butanoe can be readily removed from formic acid by extractive distillation using sulfolane. Typical effective agents are: sulfolane and ethylene glycol diacetate; sulfolane, m-toluic acid and anisole.Type: GrantFiled: November 7, 1989Date of Patent: September 18, 1990Assignee: Lloyd BergInventors: Lloyd Berg, George Bentu
-
Patent number: 4956052Abstract: A process for separation of components of a mixture of more than one organic substance or of a mixture of at least one organic substance and water by extraction using a supercritical fluid as an extractant. During the extraction an extraction aid having a higher affinity with an unextractable component of the mixture than with an extractable component of the mixture is present. Also disclosed is an apparatus for carrying out this process.Type: GrantFiled: September 13, 1989Date of Patent: September 11, 1990Assignee: Suntory LimitedInventors: Mitsuho Hirata, Takeshi Ishikawa, Hiroshi Shiraishi
-
Patent number: 4954224Abstract: Cycloalkanes (preferably cyclopentane and/or cyclohexane) are separated from close-boiling alkanes by extractive distillation employing as solvent a mixture of (a) at least one N-mercaptoalkyl-2-pyrrolidone (preferably N-mercaptoethyl-2-pyrrolidone) and (b1) at least one N-alkyl-2-pyrrolidone (preferably N-methyl-2-pyrrolidone) and/or (b2) at least one saturated C.sub.5 -C.sub.9 alcohol (preferably cyclohexanol).Type: GrantFiled: September 8, 1989Date of Patent: September 4, 1990Inventors: Ronald E. Brown, Fu M. Lee
-
Patent number: 4948472Abstract: A mixture of (a) at least one N-alkyl-2-pyrrolidone (preferably N-methyl-2-pyrrolidone) and (b) at least one glycol compound (preferably ethylene glycol or tetraethylene glycol) is used as solvent in the extractive distillation of a feed mixture of cycloalkane(s) (in particular cyclohexane) and close-boiling alkane(s).Type: GrantFiled: July 12, 1989Date of Patent: August 14, 1990Assignee: Phillips Petroleum CompanyInventors: Fu Ming Lee, Ronald E. Brown
-
Patent number: 4948469Abstract: Dioxane cannot be completely removed from dioxane and formic acid mixtures by distillation because of the presence of the maximum azeotrope. Dioxane can be readily removed from dioxane - formic acid mixtures by extractive distillation in which the extractive agent is dimethylformamide, dimethylacetamide or these with certain high boiling organic compounds.Type: GrantFiled: December 5, 1988Date of Patent: August 14, 1990Assignee: Lloyd BergInventors: Lloyd Berg, Richard R. Rall
-
Patent number: 4944849Abstract: A mixture of (a) at least one saturated C5-C9 alcohol (preferably cyclohexanol) and (b) at least one sulfolane (preferably unsubstituted sulfolane, cyclotetramethylene sulfone) is used as solvent in the extractive distillation of a feed mixture of cycloalkane(s) in particular cyclohexane) and close-boiling alkane(s). A novel composition of matter contains (a) and (b), as defined above, and optionally also (c) water.Type: GrantFiled: July 12, 1989Date of Patent: July 31, 1990Assignee: Phillips Petroleum CompanyInventor: Fu Ming Lee