Amine Patents (Class 203/59)
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Patent number: 5795447Abstract: 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: GrantFiled: August 22, 1997Date of Patent: August 18, 1998Inventor: Lloyd Berg
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Patent number: 5779862Abstract: 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: GrantFiled: March 17, 1997Date of Patent: July 14, 1998Inventor: Lloyd Berg
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Patent number: 5763695Abstract: 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: GrantFiled: July 14, 1997Date of Patent: June 9, 1998Inventor: Lloyd Berg
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Patent number: 5763694Abstract: 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: GrantFiled: July 14, 1997Date of Patent: June 9, 1998Inventor: Lloyd Berg
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Patent number: 5738764Abstract: 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: GrantFiled: April 8, 1997Date of Patent: April 14, 1998Inventor: Lloyd Berg
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Patent number: 5738763Abstract: 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: GrantFiled: July 8, 1996Date of Patent: April 14, 1998Inventor: Lloyd Berg
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Patent number: 5728272Abstract: 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: GrantFiled: August 13, 1996Date of Patent: March 17, 1998Assignee: BASF AktiengesellschaftInventors: Ulrich Hammon, Volker Schliephake, Wolfgang Pies, Ulrich Rauh
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Patent number: 5718809Abstract: 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: GrantFiled: April 8, 1997Date of Patent: February 17, 1998Inventor: Lloyd Berg
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Patent number: 5716499Abstract: 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: GrantFiled: August 12, 1996Date of Patent: February 10, 1998Inventor: Lloyd Berg
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Patent number: 5709781Abstract: 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: GrantFiled: February 11, 1997Date of Patent: January 20, 1998Inventor: Lloyd Berg
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Patent number: 5705038Abstract: 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: GrantFiled: November 25, 1996Date of Patent: January 6, 1998Inventor: Lloyd Berg
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Patent number: 5698080Abstract: 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: GrantFiled: November 22, 1996Date of Patent: December 16, 1997Inventor: Lloyd Berg
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Patent number: 5658435Abstract: 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: GrantFiled: September 17, 1996Date of Patent: August 19, 1997Inventor: Lloyd Berg
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Patent number: 5648573Abstract: 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: GrantFiled: June 12, 1995Date of Patent: July 15, 1997Assignee: BetzDearborn Inc.Inventors: Graciela B. Arhancet, Inge K. Henrici
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Patent number: 5645695Abstract: 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: GrantFiled: July 8, 1996Date of Patent: July 8, 1997Inventor: Lloyd Berg
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Patent number: 5582693Abstract: 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: GrantFiled: January 11, 1996Date of Patent: December 10, 1996Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5482597Abstract: 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: GrantFiled: November 23, 1994Date of Patent: January 9, 1996Assignee: BASF AktiengesellschaftInventors: Holger Herbst, Gerhard Nestler, Jerry Darlington, Hans Martan
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Patent number: 5470443Abstract: 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: GrantFiled: January 10, 1995Date of Patent: November 28, 1995Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5453166Abstract: 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: GrantFiled: November 7, 1994Date of Patent: September 26, 1995Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5445716Abstract: 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: GrantFiled: October 18, 1994Date of Patent: August 29, 1995Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5441659Abstract: 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: GrantFiled: November 12, 1993Date of Patent: August 15, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Barbara H. Minor
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Patent number: 5407542Abstract: 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: GrantFiled: September 13, 1994Date of Patent: April 18, 1995Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5407540Abstract: 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: GrantFiled: September 23, 1994Date of Patent: April 18, 1995Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 5354429Abstract: 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: GrantFiled: July 2, 1993Date of Patent: October 11, 1994Assignee: Dakota Gasification CompanyInventors: David H. Duncan, Gene G. Baker, Dana J. Maas, Kevin M. Mohl, Robert G. Todd
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Patent number: 5175369Abstract: 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: GrantFiled: November 1, 1990Date of Patent: December 29, 1992Assignee: Air Products and Chemicals, Inc.Inventor: Robert L. Fowlkes
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Patent number: 5152876Abstract: 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: GrantFiled: March 27, 1991Date of Patent: October 6, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Zuyin Yang
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Patent number: 5116465Abstract: 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: GrantFiled: November 1, 1991Date of Patent: May 26, 1992Assignee: Texaco Chemical CompanyInventors: Ernest L. Yeakey, Edward T. Marquis
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Patent number: 5100514Abstract: 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: GrantFiled: March 1, 1991Date of Patent: March 31, 1992Assignee: Lloyd BergInventors: Lloyd Berg, Zuyin Yang
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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
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Patent number: 4980031Abstract: 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: GrantFiled: February 6, 1990Date of Patent: December 25, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: David J. Rodini
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Patent number: 4897161Abstract: 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: GrantFiled: March 20, 1989Date of Patent: January 30, 1990Assignee: Lloyd BergInventors: Lloyd Berg, Marc W. Paffhausen
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Patent number: 4891101Abstract: 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: GrantFiled: November 23, 1988Date of Patent: January 2, 1990Assignee: Arco Chemical Technology, Inc.Inventor: Carl J. Sullivan
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Patent number: 4883912Abstract: 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: GrantFiled: May 14, 1986Date of Patent: November 28, 1989Assignee: Daicel Chemical Industries, Ltd.Inventors: Kunio Koga, Koji Shima, Mutsumi Samejima
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Patent number: 4874473Abstract: 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: GrantFiled: April 16, 1987Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Dieter Arlt, Ulrich Schwartz, Hans-Walter Brandt, Wolfgang Arlt, Andreas Nickel
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Patent number: 4853089Abstract: 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: GrantFiled: October 29, 1987Date of Patent: August 1, 1989Assignee: Union Camp CorporationInventors: James O. Bledsoe, Jr., Bernard Brust
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Patent number: 4851087Abstract: 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: GrantFiled: November 28, 1988Date of Patent: July 25, 1989Assignee: Lloyd BergInventor: Lloyd Berg
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Patent number: 4828652Abstract: 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: GrantFiled: December 1, 1987Date of Patent: May 9, 1989Assignee: BASF AktiengesellschaftInventor: Wilhelm K. Schropp
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Patent number: 4826576Abstract: 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: GrantFiled: June 2, 1986Date of Patent: May 2, 1989Assignee: Lloyd BergInventors: Lloyd Berg, An-I Yeh
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Patent number: 4718987Abstract: 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: GrantFiled: February 12, 1987Date of Patent: January 12, 1988Inventors: Lloyd Berg, Mark G. Vosburgh
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Patent number: 4698137Abstract: 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: GrantFiled: March 5, 1986Date of Patent: October 6, 1987Inventor: Lloyd Berg
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Patent number: 4693789Abstract: 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: GrantFiled: March 5, 1986Date of Patent: September 15, 1987Inventors: Lloyd Berg, An-I Yeh
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Patent number: 4676874Abstract: 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: GrantFiled: November 7, 1985Date of Patent: June 30, 1987Inventors: Lloyd Berg, An-I Yeh
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Patent number: 4670106Abstract: 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: GrantFiled: December 2, 1985Date of Patent: June 2, 1987Inventors: Lloyd Berg, An-I Yeh
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Patent number: 4666560Abstract: 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: GrantFiled: October 11, 1985Date of Patent: May 19, 1987Inventors: Lloyd Berg, Mark G. Vosburgh
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Patent number: 4664755Abstract: 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: GrantFiled: November 27, 1985Date of Patent: May 12, 1987Assignee: Haarman & Reimer GmbHInventors: Jurgen Nienhaus, Rudolf Hopp
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Patent number: 4615771Abstract: 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: GrantFiled: January 13, 1986Date of Patent: October 7, 1986Assignee: Texaco Inc.Inventors: Robert L. Zimmerman, Roger G. Duranleau
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Patent number: 4596655Abstract: 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: GrantFiled: August 17, 1983Date of Patent: June 24, 1986Assignee: The Dow Chemical CompanyInventor: Ahazuerus T. van Eijl
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Patent number: 4592805Abstract: 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: GrantFiled: December 14, 1984Date of Patent: June 3, 1986Inventors: Lloyd Berg, An-I Yeh
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Patent number: 4579630Abstract: 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: GrantFiled: February 7, 1985Date of Patent: April 1, 1986Assignee: Texaco Inc.Inventor: Robert L. Zimmerman
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Patent number: 4507176Abstract: 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: GrantFiled: May 7, 1984Date of Patent: March 26, 1985Inventors: Lloyd Berg, An-I Yeh