Amine Patents (Class 203/59)
  • Patent number: 5795447
    Abstract: 2-Butanol cannot be separated from isobutanol by distillation or rectification because of the closeness of their boiling points. 2-Butanol is readily separated from isobutanol by extractive distillation. Effective agents are propylene glycol propyl ether, 2-methoxyethanol and ethyl acetate.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: August 18, 1998
    Inventor: Lloyd Berg
  • Patent number: 5779862
    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 azeotropic distillation. Effective agents are toluene, methyl acetate and tetrahydrofuran.
    Type: Grant
    Filed: March 17, 1997
    Date of Patent: July 14, 1998
    Inventor: Lloyd Berg
  • Patent number: 5763695
    Abstract: 3-Methyl-1-butanol cannot be separated from 1-pentanol by distillation or rectification because of the closeness of their boiling points. 3-Methyl-1-butanol is readily separated from 1-pentanol by extractive distillation. Effective agents are butyl benzoate, 2-undecanone and diethylene glycol methyl ether.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: June 9, 1998
    Inventor: Lloyd Berg
  • Patent number: 5763694
    Abstract: 3-Methyl-1-butanol cannot be separated from 1-pentanol by distillation or rectification because of the closeness of their boiling points. 3-Methyl-1-butanol is readily separated from 1-pentanol by azeotropic distillation. Effective agents are methylcyclohexane, methyl formate and tetrahydrofuran.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: June 9, 1998
    Inventor: Lloyd Berg
  • Patent number: 5738764
    Abstract: T-Amyl alcohol is difficult to separate from 2-methyl-1-propanol by conventional distillation or rectification because of the proximity of their boiling points. T-Amyl alcohol can be easily separated from 2-methyl-1-propanol by azeotropic distillation. Effective agents are triethyl amine, ethyl ether and acetone.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: April 14, 1998
    Inventor: Lloyd Berg
  • Patent number: 5738763
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-methyl-1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 2-methyl-1-butanol by extractive distillation. Effective agents are hexyl formate, 2-heptanone and dipropyl amine.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: April 14, 1998
    Inventor: Lloyd Berg
  • Patent number: 5728272
    Abstract: In a process for the separation by rectification of unsaturated carboxylic acids from solvents in which the acids were absorbed after the synthesis reaction, the rectification is briefly interrupted and the rectification column is flushed with a basic solution. The interruption is carried out at regular time intervals. The basic solution used is an aqueous solution of alkali metal and/or alkaline earth metal hydroxide, preferably NaOH, KOH, Ca(OH).sub.2 or their anhydrous oxides; alkaline polar organic solvents as amines or amides can be used, too.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: March 17, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Hammon, Volker Schliephake, Wolfgang Pies, Ulrich Rauh
  • Patent number: 5718809
    Abstract: T-Amyl alcohol and 2-methyl-1-propanol are difficult to separate by conventional distillation or rectification because of the proximity of their boiling points. T-Amyl alcohol can be easily separated from 2-methyl-1-propanol by extractive distillation. Effective agents are N,N-dimethylacetamide, cyclohexyl amine and glycerol.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: February 17, 1998
    Inventor: Lloyd Berg
  • Patent number: 5716499
    Abstract: 2-Methyl-1-propanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be easily separated from 1-butanol by azeotropic distillation. Effective agents are isobutyl acetate, methyl cyclohexane and 2-nitropropane.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: February 10, 1998
    Inventor: Lloyd Berg
  • Patent number: 5709781
    Abstract: 1-Butanol is difficult to separate from 2-pentanol by conventional distillation or rectification because of the proximity of their boiling points. 1-Butanol can be easily separated from 2-pentanol by extractive distillation. Effective agents are anisole, ethyl nonanate and butyl ether.
    Type: Grant
    Filed: February 11, 1997
    Date of Patent: January 20, 1998
    Inventor: Lloyd Berg
  • Patent number: 5705038
    Abstract: Phellandrene is difficult to separate from limonene by conventional distillation or rectification because of the proximity of their boiling points. Phellandreneecan be readily separated from limonene by extractive distillation. Effective agents are o-cresol, tripropylene glycol and isophorone.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: January 6, 1998
    Inventor: Lloyd Berg
  • Patent number: 5698080
    Abstract: Phellandrene is difficult to separate from limonene because of the proximity of their boiling points. They are readily separated by azeotropic distillation. Effective agents are ethanol, dioxolane and acetonitrile.
    Type: Grant
    Filed: November 22, 1996
    Date of Patent: December 16, 1997
    Inventor: Lloyd Berg
  • Patent number: 5658435
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be easily separated from 2-butanol by azeotropic distillation. Effective agents are sulfolane, acetonitrile and acetal.
    Type: Grant
    Filed: September 17, 1996
    Date of Patent: August 19, 1997
    Inventor: Lloyd Berg
  • Patent number: 5648573
    Abstract: The polymerization of a vinyl aromatic monomer such as styrene is inhibited by the addition of a composition of a benzoquinone derivative and a hydroxylamine compound.
    Type: Grant
    Filed: June 12, 1995
    Date of Patent: July 15, 1997
    Assignee: BetzDearborn Inc.
    Inventors: Graciela B. Arhancet, Inge K. Henrici
  • Patent number: 5645695
    Abstract: 2-Methyl-1-propanol is difficult to separate from 2-methyl-1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 2-Methyl-1-propanol can be readily separated from 2-methyl-1-butanol by azeotropic distillation. Effective agents are tetrahydrofuran, methyl acetate and toluene.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: July 8, 1997
    Inventor: Lloyd Berg
  • Patent number: 5582693
    Abstract: 3-Carene and limonene cannot be separated from each other by rectification because of the closeness of their boiling points. They are readily separated by azeotropic distillation. Effective agents are: cyclopentanol, 2-nitropropane, ethyl formate amyl acetate dimethyl carbonate, tetrahydrofuran, acetic acid and 2-amino-amethyl-1-propanol.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: December 10, 1996
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5482597
    Abstract: In a process for purifying crude (meth)acrylic acid, the crude (meth)acrylic acid is worked up by distillation after addition of an organic carboxylic acid hydrazide and, if desired, an organic sulfonic acid.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: January 9, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Holger Herbst, Gerhard Nestler, Jerry Darlington, Hans Martan
  • 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: 5445716
    Abstract: Ethanol is difficult to separate from isopropanol by conventional distillation or rectification because of the proximity of their boiling points. Ethanol can be readily separated from isopropanol by extractive distillation. Effective agents are dipentene, anisole and ethyl benzene.
    Type: Grant
    Filed: October 18, 1994
    Date of Patent: August 29, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5441659
    Abstract: Compositions of N(CF.sub.3).sub.a (CHF.sub.2).sub.b (CH.sub.2 F).sub.c, where a, b and c are integers from 0 to 3 and a+b+c=3, and C.sub.n F.sub.m H.sub.2n+2-m, where n is an integer from 1 to 3 and m is an integer from 1 to 8, are disclosed. Also disclosed are compositions of N(CF.sub.3).sub.3 and butane, cyclopropane, dimethyl ether or isobutane. These compositions are useful as refrigerants, cleaning agents, expansion agents for polyolefins and polyurethanes, aerosol propellants, heat transfer media, gaseous dielectrics, fire extinguishing agents, power cycle working fluids, polymerization media, particulate removal fluids, carrier fluids, buffing abrasive agents, and displacement drying agents.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: August 15, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Barbara H. Minor
  • Patent number: 5407542
    Abstract: 3-Methyl-2-butanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 3-Methyl-2-butanol can be readily separated from 1-butanol by azeotropic distillation. Effective agents are methyl acetoacetate and dioxane.
    Type: Grant
    Filed: September 13, 1994
    Date of Patent: April 18, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5407540
    Abstract: 3-Methyl-2-butanol is difficult to separate from 1-butanol by conventional distillation or rectification because of the proximity of their boiling points. 3-Methyl-2-butanol can be readily separated from 1-butanol by extractive distillation. Effective agents are ethyl n-valerate, dimethylacetamide and dimethylsulfoxide.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: April 18, 1995
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 5354429
    Abstract: A discrete impure cresylic acid distillate fraction derived by fractional distillation of a natural cresylic acid feedstock from which tar bases and/or neutral oils have not been removed is subjected to extractive distillation with a polyhydric alcohol extractant and subsequent separation of the discrete cresylic acid fraction. The extractive distillation removes tar bases, neutral oils, undesirable phenolic substances, sulfur compounds, color-forming impurities and odor-imparting impurities.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: October 11, 1994
    Assignee: Dakota Gasification Company
    Inventors: David H. Duncan, Gene G. Baker, Dana J. Maas, Kevin M. Mohl, Robert G. Todd
  • Patent number: 5175369
    Abstract: This invention relates to a process for separating methoxyisopropylamine and particularly to an improvement in the process for the recovery of methoxyisopropylamine from the reaction of methoxyisopropanol with ammonia under amination conditions. In this process water is produced as a byproduct and in the separation process an azeotrope is formed which comprises about 14% water and 86% methoxyisopropylamine at atmospheric pressure. The process for enhancing separation of the azeotrope comprises contacting the azeotrope of methoxyisopropylamine and water with diisopropylamine in sufficient amount to form the azeotrope of water and diisopropylamine and separating the azeotrope from the other materials in a distillation column. The overheads in this column is charged to a decanter where water is removed as a bottoms phase and the diisopropylamine as the upper phase and returned as reflux to the distillation volumn.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: December 29, 1992
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Robert L. Fowlkes
  • Patent number: 5152876
    Abstract: Methylene chloride cannot be completely separated from methanol or ethanol by conventional distillation or rectification because of the mimimum boiling azeotrope. Methyelne chloride can be readily separated from methanol or ethanol by azeotropic or extractive distillation. Typical effective agents are: for methanol by azeotropic distillation, isopropanol or t-butanol; by extractive distillation, 1-nitropropane or n-butanol; for ethanol by extractive distillation, isobutanol or n-propyl acetate.
    Type: Grant
    Filed: March 27, 1991
    Date of Patent: October 6, 1992
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Zuyin Yang
  • Patent number: 5116465
    Abstract: An extractive distillation agent consisting essentially of 2-hydroxyethyl 2-hydroxyethylcarbamate, and is fed to an extractive distillation column used for the distillation of propylene oxide contaminated with water to obtain an overhead distillate fraction consisting of essentially anhydrous propylene oxide, and a heavier bottoms distillation fraction containing substantially all of the 2-hydroxyethyl 2-hydroxyethycarbamate, and water introduced into the disillation column.
    Type: Grant
    Filed: November 1, 1991
    Date of Patent: May 26, 1992
    Assignee: Texaco Chemical Company
    Inventors: Ernest L. Yeakey, Edward T. Marquis
  • Patent number: 5100514
    Abstract: Pyridine cannot be completely separated from water by conventional distillation or rectification because of the minimum boiling azeotrope. Pyridine can be readily separated from water by using azeotropic or extractive distillation. Typical examples of effective agents are: by azeotropic distillation, methyl isoamyl ketone and propylene glycol dimethyl ether; by extractive distillation, isophorone and sulfolane.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: March 31, 1992
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Zuyin Yang
  • Patent number: 5037512
    Abstract: 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: Grant
    Filed: August 17, 1989
    Date of Patent: August 6, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Schulte-Huermann
  • Patent number: 4980031
    Abstract: Hydrogen chloride evolution is reduced in the distillation of chloroform from its admixture with an amide solvent when in contact with stainless steel, by incorporation of certain tertiary aliphatic amines.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: December 25, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David J. Rodini
  • Patent number: 4897161
    Abstract: Vinyl acetate cannot be easily removed from ethyl acetate by distillation because of the closeness of their boiling points. Vinyl acetate can be readily separated from ethyl acetate by means of extractive distillation using certain glycols or glycol ethers. Typical effective agents are 2-methyl -2,4-pentanediol, 1,3-butanediol, ethylene glycol methyl ether and diethylene glycol ethyl ether.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: January 30, 1990
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, Marc W. Paffhausen
  • Patent number: 4891101
    Abstract: Primary and secondary hydroperoxide contaminants in a tertiary hydroperoxide composition obtained by oxidation of a branched hydrocarbon are removed by contacting the tertiary hydroperoxide with a carboxylic acid derivative such as an anhydride and a basic compound such as sodium hydroxide. A tertiary hydroperoxide such as tertiary butyl hydroperoxide is purified with minimal loss of the desired tertiary hydroperoxide.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: January 2, 1990
    Assignee: Arco Chemical Technology, Inc.
    Inventor: Carl J. Sullivan
  • Patent number: 4883912
    Abstract: In a process for the recovery of acetic acid by extracting acetic acid from an aqueous acetic acid solution containing a metallic salt of sulfuric acid with an organic extractant comprising a tertiary amine and an organic diluent and recovering acetic acid from the liquid extract, a mixture of a tertiary amine containing sulfuric acid and an organic diluent is used as an organic extractant so as to suppress energy consumption and to increase extraction efficiency.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: November 28, 1989
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kunio Koga, Koji Shima, Mutsumi Samejima
  • Patent number: 4874473
    Abstract: Diastereomers can be separated with good industrial success with the aid of extractive distillation. The separation process is characterized in that an auxiliary which changes the partial pressure of the various diastereomers to be separated to a different degree and thus allows easier separation of the diastereomers by distillation is added during the distillation. Using the present process diastereomic cis/trans-permetric acid methyl esters and mixtures of menthol and isomenthol can be separated with isolation of 99% pure product.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: October 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dieter Arlt, Ulrich Schwartz, Hans-Walter Brandt, Wolfgang Arlt, Andreas Nickel
  • Patent number: 4853089
    Abstract: A process for purifying exo-2-hydroxy-1,4-cineole contaminated with ketones is carried out by derivatizing the ketone to form a compound readily separable from the desired cineole, either by distillation, solvent extraction or like separation process. In one embodiment method of the invention, derivatization is carried out by reaction of the ketone with an amine. The amine reacts with the ketone impurities to form water and relatively stable enamine derivatives that have a much lower vapor pressure than the exo-2-hydroxy-1,4-cineole. The desired product may then be separated by distillation.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: August 1, 1989
    Assignee: Union Camp Corporation
    Inventors: James O. Bledsoe, Jr., Bernard Brust
  • Patent number: 4851087
    Abstract: Meta and para-diisopropylbenzenes cannot be easily separated from each other by distillation because of the closeness of their vapor pressures. m-Diisopropylbenzene can be readily removed from p-diisopropylbenzene by azeotropic distillation using certain nitrogenous compounds. Typical effective azeotropic distillation agents are ethanolamine and benzonitrile.
    Type: Grant
    Filed: November 28, 1988
    Date of Patent: July 25, 1989
    Assignee: Lloyd Berg
    Inventor: Lloyd Berg
  • Patent number: 4828652
    Abstract: Aldehydes are removed from .alpha.,.beta.-olefinically unsaturated monocarboxylic acids of 3 or 4 carbon atoms by adding hydrazine derivatives and distilling the unsaturated monocarboxylic acids if the hydrazine derivatives used are aminoguanidine and/or aminoguanidine salts in amounts of from 1 to 3 moles per mole of aldehyde.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: May 9, 1989
    Assignee: BASF Aktiengesellschaft
    Inventor: Wilhelm K. Schropp
  • Patent number: 4826576
    Abstract: Isopropyl acetate cannot be completely removed from isopropyl acetate--isopropanol--water mixtures by distillation because of the presence of the minimum ternary azeotrope. Isopropyl acetate can be readily removed from mixtures containing it, isopropanol and water by using extractive distillation in which the extractive agent is a mixture of a polyol and one or higher boiling oxygenated, nitrogenous and/or sulfur containing organic compounds. Typical examples of effective agents are 1,3-butanediol and dimethylsulfoxide; 1,2,6-hexanetriol, dimethylsulfoxide and dimethylformamide.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: May 2, 1989
    Assignee: Lloyd Berg
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4718987
    Abstract: Isopropanol cannot be completely removed from isopropanol--isopropyl acetate--water mixtures by distillation because of the presence of the minimum ternary azeotrope. Isopropanol can be readily removed from mixtures containing it, isopropyl acetate and water by using extractive distillation in which the extractive agent is a higher boiling benzoate mixed with certain oxygenated or nitrogeneous organic compounds. Typical examples are butyl benzoate and ethylene carbonate; methyl benzoate, 2-nitropropane and n-decanol.
    Type: Grant
    Filed: February 12, 1987
    Date of Patent: January 12, 1988
    Inventors: Lloyd Berg, Mark G. Vosburgh
  • Patent number: 4698137
    Abstract: Isopropyl acetate cannot be completely removed from isopropyl acetate - isopropanol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. Isopropyl acetate can be readily removed for mixtures containing it, isopropanol and water by using extractive distillation in which the extractive agent is higher boiling oxygenated or nitrogenous organic compound or a mixture of these. Typical examples of effective agents are dimethylformamide; dimethylformamide and triethanolamine; N,N-dimethylacetamide and N-methyl pyrrolidone.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: October 6, 1987
    Inventor: Lloyd Berg
  • Patent number: 4693789
    Abstract: Isopropyl acetate cannot be completely removed from isopropyl acetate - isopropanol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. Isopropyl acetate can be readily removed from mixtures containing it, isopropanol and water by using extractive distillation in which the extractive agent is a higher boiling oxygenated or nitrogenous organic compound or a mixture of these. Typical examples of effective agents are diethanolamine; ethanolamine and N-methyl pyrrolidone; triethanolamine and N-methyl pyrrolidone.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: September 15, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4676874
    Abstract: n-Propyl acetate cannot be completely removed from n-propyl acetate - n-propanol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. n-Propyl acetate can be readily removed from mixtures containing it, n-propanol and water by using extractive distillation in which the extractive distillation agent is a higher boiling oxygenated or nitrogenous organic compound or a mixture of these. Typical examples of effective agents are N-methylpyrrolidone; triethanolamine; N-methylpyrrolidone and ethylene glycol.
    Type: Grant
    Filed: November 7, 1985
    Date of Patent: June 30, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4670106
    Abstract: n-Amyl acetate cannot be completely removed from n-amyl acetate - n-amyl alcohol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. n-Amyl acetate can be readily removed from mixtures containing it, n-amyl alcohol and water by using extractive distillation in which the extractive distillation agent is a higher boiling organic compound or a mixture of these. Typical examples of effective agents are dimethylsulfoxide; N,N-dimethylacetamide and dimethylsulfoxide; dimethylformamide, N,N-dimethylacetamide and acetamide.
    Type: Grant
    Filed: December 2, 1985
    Date of Patent: June 2, 1987
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4666560
    Abstract: Isopropanol cannot be completely removed from isopropanol - isopropyl acetate - water mixtures by distillation because of the presence of the minimum ternary azeoptrope. Isopropanol can be readily removed from mixtures containing it, isopropyl acetate and water by using extractive distillation in which the extractive agent is a higher boiling benzoate or nitro paraffin. Typical examples are methyl benzoate; methyl benzoate and nitromethane; butyl benzoate, nitromethane and nitroethane.
    Type: Grant
    Filed: October 11, 1985
    Date of Patent: May 19, 1987
    Inventors: Lloyd Berg, Mark G. Vosburgh
  • Patent number: 4664755
    Abstract: Process for the purification of crude .beta.-phenylethyl alcohol by azeotropic distillation in the presence of alkanolamines in which the alkylene chain contains 2 to 4 carbon atoms and is optionally substituted by 1 to 4 C.sub.1 -C.sub.3 -alkyl groups.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: May 12, 1987
    Assignee: Haarman & Reimer GmbH
    Inventors: Jurgen Nienhaus, Rudolf Hopp
  • Patent number: 4615771
    Abstract: A method for the separation of bis-(2-aminoethyl)ether from N-(2-methoxyethyl)morpholine via azeotropic distillation using an entrainer such as monoethanolamine is described. The N-(2-methoxyethyl)morpholine is selectively removed by the monoethanolamine. The N-(2-methoxyethyl)morpholine is then separated from the monoethanolamine by liquid-liquid extraction using a non polar hydrocarbon or aromatic extraction solvent and distillation.The N-(2-methoxyethyl)morpholine-monoethanolamine stream previously had no economic use. The separation is now economically effected and the N-(2-methoxyethyl)morpholine used as a polyurethane catalyst.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: October 7, 1986
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Roger G. Duranleau
  • Patent number: 4596655
    Abstract: An extractive distillation process for selectively separating an ethylenically unsaturated hydrocarbon from a mixture containing hydrocarbon liquids having similar boiling points wherein an amine acts as a selective solvent and polymerization inhibitor. For example, styrene can be separated from a mixture of styrene and o-xylene using aminoethyl piperazine as the solvent for the distillation.
    Type: Grant
    Filed: August 17, 1983
    Date of Patent: June 24, 1986
    Assignee: The Dow Chemical Company
    Inventor: Ahazuerus T. van Eijl
  • Patent number: 4592805
    Abstract: n-Propyl acetate cannot be completely removed from n-propyl acetate - n-propanol - water mixtures by distillation because of the presence of the minimum ternary azeotrope. n-Propyl acetate can be readily removed from mixtures containing it, n-propanol and water by using extractive distillation in which the extractive distillation agent is a higher boiling oxygenated, nitrogenous and/or sulfur containing organic compound or a mixture of these. Examples of effective agents are N,N-dimethylacetamide; acetamide and triethylene glycol; acetamide and N,N-dimethylacetamide and triethanolamine.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: June 3, 1986
    Inventors: Lloyd Berg, An-I Yeh
  • Patent number: 4579630
    Abstract: A method for the separation of primary amines such as bis-(2-aminoethyl)ether from tertiary amines such as N-(2-methoxyethyl)morpholine which have close boiling points via azeotropic distillation using an entrainer such as monoethanolamine is described. The N-(2-methoxyethyl) morpholine is selectively removed by the monoethanolamine. Surprisingly, a number of structurally similar compounds, such as ethylenediamine, methylethanolamine, water, ethylene glycol and isopropanolamine were discovered to be unsuitable azeotropic distillation agents either because they did not form azeotropes or for other reasons.
    Type: Grant
    Filed: February 7, 1985
    Date of Patent: April 1, 1986
    Assignee: Texaco Inc.
    Inventor: Robert L. Zimmerman
  • Patent number: 4507176
    Abstract: n-Butyl acetate cannot be completely removed from n-butyl acetate-n-butanol--water mixtures by distillation because of the presence of the minimum ternary azeotrope. n-Butyl acetate can be readily removed from mixtures containing it, n-butanol and water by using extractive distillation in which the extractive distillation agent is a higher boiling oxygenated, nitrogenous and/or sulfur containing organic compound or a mixture of these. Typical examples of effective agents are N,N-dimethylacetamide, dimethylsulfoxide and acetamide, ethylene glycol propylene glycol, dimethylsulfoxide and acetamide.
    Type: Grant
    Filed: May 7, 1984
    Date of Patent: March 26, 1985
    Inventors: Lloyd Berg, An-I Yeh