Heterocyclic Or Polymeric Patents (Class 585/865)
  • Patent number: 4776927
    Abstract: A process is disclosed for the separation of aromates from hydrocarbon mixtures of optional aromate content through extractive distillation using N-substituted morpholine displaying substituents having no more than 7 C-atoms as selective solvent. Part of the solvent is delivered to the uppermost plate of the extractive distillation column and the remainder of the solvent, preferably amounting to between 10 and 40% by weight, is introduced into the extractive distillation column in at least two partial streams onto plates above the inlet for the hydrocarbon mixture. The temperature of the respective solvent partial streams is adjusted to neither exceed the temperature of the corresponding delivery plates nor fall below this temperature by more than 10.degree. C.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: October 11, 1988
    Assignee: Krupp=Koppers GmbH
    Inventors: Gerd Emmrich, Gerhard Preusser
  • Patent number: 4647344
    Abstract: Isoprene is recovered from a C.sub.5 -hydrocarbon mixture containing isoprene, penta-1,3-diene and cyclopentadiene by separating the said mixture by liquid-liquid extraction or extractive distillation with the aid of a selective solvent, in combination with a distillation upstream or downstream from the liquid-liquid extraction or extractive distillation, by a method in which a stream containing penta-1,3-diene and cyclopentadiene is separated off in the upstream or downstream distillation and is catalytically hydrogenated, and the hydrogenated stream is fed to the upper part of the liquid-liquid extraction or extractive distillation.
    Type: Grant
    Filed: October 19, 1984
    Date of Patent: March 3, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Lindner, Ulrich Wagner, Klaus Volkamer, Walter Rebafka
  • Patent number: 4629533
    Abstract: A process for recovering 3-methyl-1-butene from a hydrocarbon stream by treating the stream with a dimethylformamide/sulfolane solvent mixture to remove compounds which form azeotropes with 3-methyl-1-butene and separating the remaining stream.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: December 16, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4604191
    Abstract: Described is a process for removing arsenic, vanadium, and/or nickel from petroliferous derived liquids by contacting said liquid at an elevated temperature with a divinylbenzene-crosslinked polystyrene having catechol ligands anchored thereon. For vanadium and nickel removal an amine, preferably a diamine is included.Also, described is a process for regenerating spent catecholated polystyrene by removal of the arsenic, vanadium, and/or nickel bound to it from contacting petroliferous liquid as described above and involves:treating the spent polymer containing any vanadium and/or nickel with an aqueous acid to achieve an acid pH; and,separating the solids from the liquid; and thentreating said spent catecholated polystyrene, at a temperature in the range of about 20.degree. to 100.degree. C. with an aqueous solution of at least one carbonate and/or bicarbonate of ammonium, alkali and alkaline earth metals, said solution having a pH between about 8 and 10; and,separating the solids and liquids from each other.
    Type: Grant
    Filed: May 17, 1985
    Date of Patent: August 5, 1986
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventor: Richard H. Fish
  • Patent number: 4586986
    Abstract: Disclosed is a method for recovering pure aromatic substances from a mixture of hydrocarbons containing both aromatic and non-aromatic fractions. The input mixture is fed through an extractive stage provided with a preliminary distillation column. In the preliminary stage the aromatics-containing product is treated at a pressure up to 20 bar and a temperature up to 300.degree. C. The pressure is adjusted to a value at which the operational temperature of the preliminary stage is higher than the pressure and temperature in the extractive stage and the heat of the vapors discharged from the preliminary stage is used for heating the extractive stage.
    Type: Grant
    Filed: September 18, 1984
    Date of Patent: May 6, 1986
    Assignee: Krupp-Koppers GmbH
    Inventors: Gerhard Preusser, Martin Schulze, Gerd Emmrich, Hans-Christoph Schneider
  • Patent number: 4543437
    Abstract: Dialkenylbenzene compounds, present in t-butylstyrene in small quantities as impurities are removed by liquid/liquid extraction using aqueous sulfolane as solvent.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: September 24, 1985
    Assignee: El Paso Products Company
    Inventors: James D. Henery, Stephen C. McHaney, Charles L. Edwards
  • Patent number: 4543438
    Abstract: The reaction effluent from an oxydehydrogenation reactor, used in the preparation of t-butylstyrene from t-butylethylbenzene, is subjected to liquid-liquid extraction with a sulfolane-water mixture to separate unreacted t-butylethylbenzene from t-butylstyrene.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: September 24, 1985
    Assignee: El Paso Products Company
    Inventors: James D. Henery, Charles L. Edwards, Stephen C. McHaney
  • Patent number: 4529500
    Abstract: Hydrocarbon processing equipment is protected against fouling during the processing of hydrocarbons at elevated temperatures by adding to the equipment small amounts of the N,N'-dimer of phenothiazine or a substituted phenothiazine.
    Type: Grant
    Filed: August 10, 1984
    Date of Patent: July 16, 1985
    Assignee: Atlantic Richfield
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4488936
    Abstract: A process and apparatus are provided controlling the heat input of an extractive distillation column. The bottom of the column is heated with a major stream of thermal energy which is either slowly varying in time or controlled by the amount of starting material mixture and with a minor stream of thermal energy which is controlled by sensing the thermodynamic state in the upper half of the column during the process. The major stream can provide about 90 percent and the minor stream about 10 percent of the heat fed to the column. The minor stream can be controlled by the temperature at one point in the upper half of the column, by the temperature difference at two points in the upper half of the column or by gas chromatographic analysis of the extract material concentration near the top of the column. The process allows one to keep a low concentration of the extract material in the raffinate.
    Type: Grant
    Filed: March 10, 1983
    Date of Patent: December 18, 1984
    Assignee: Krupp-Koppers GmbH
    Inventors: Gerhard Preusser, Klaus Richter, Martin Schulze
  • Patent number: 4465882
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of at least one N,N-diarylhydroxylamine and at least one N,N' dimer of phenothiazine or substituted phenothiazine.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: August 14, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4465881
    Abstract: Vinyl aromatic compounds are stabilized against undesired polymerization by adding to the vinyl aromatic compounds small amounts of the N,N'-dimer of phenothiazine or a substituted phenothiazine.
    Type: Grant
    Filed: September 8, 1983
    Date of Patent: August 14, 1984
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4431528
    Abstract: Unsaturated hydrocarbons and mixtures in which the latter are present are treated with anion exchangers prior to hydrogenation and are then hydrogenated catalytically in a known manner. The treatment with anion exchangers is carried out at 0.degree.-120.degree. C. and at a space velocity of 0.1 to 10 l of hydrocarbons to be hydrogenated per l of exchanger, per hour. The process avoids other, energy-intensive pretreatments, for example distillation of the hydrocarbons to be hydrogenated, or washing, and can be carried out in simple equipment. A considerable prolongation of the catalyst operating time is achieved in the subsequent catalytic hydrogenation.
    Type: Grant
    Filed: June 25, 1982
    Date of Patent: February 14, 1984
    Assignee: EC Erdolchemie GmbH
    Inventors: Bernhard Schleppinghoff, Horst Reinhardt, Herbert Tschorn
  • Patent number: 4419226
    Abstract: A process for the recovery of aromatic hydrocarbons and a non-aromatic raffinate stream from a hydrocarbon charge stock is disclosed. The hydrocarbon charge stock is treated with an aromatics-selective solvent to provide an aromatics-rich solvent stream and a non-aromatic raffinate stream. The aromatics-rich solvent stream is treated in a stripper column at conditions to separate substantially all of the non-aromatic hydrocarbons therefrom. The rich solvent stream is subjected to steam stripping to provide a high purity aromatics stream and an aqueous stream comprising the steam condensate and residual aromatics. This aqueous stream is treated with a minor portion of the non-aromatic raffinate to remove the residual aromatics, and the resulting aqueous stream is utilized to wash the remainder of the raffinate free of solvent. The raffinate stream is recovered substantially free of aromatics.
    Type: Grant
    Filed: June 26, 1980
    Date of Patent: December 6, 1983
    Assignee: UOP Inc.
    Inventor: George F. Asselin
  • Patent number: 4409421
    Abstract: Pure tert.-olefins are prepared from mixtures of hydrocarbons, which contain at least one such tert.-olefin, by reaction with an alkanol to give the corresponding alkyl tert.-alkyl ethers, and subsequent cleavage of these ethers back to the corresponding pure tert.-olefins and the alkanol, and the separation of the pure tert.-olefin from the alkanol. For this, the alkanol present after the cleavage of the ether is separated from the tert.-olefin to the extent of 60 to 99% by weight by distillation, and the residual amount of alcohol in the olefin fraction is removed by adsorption from this fraction onto a synthetic ion exchanger as an absorber resin. The admixture of the alkanol to the mixture of hydrocarbons with at least one tert.-olefin is carried out partly by using the alkanol fraction arising from the separating off of the pure tert.-olefin, and partly by desorption of the alkanol from the absorber resin with the aid of the mixture of hydrocarbons containing at least 1 tert.-olefin.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: October 11, 1983
    Assignees: EC Erdolchemie GmbH, Bayer Aktiengesellschaft
    Inventors: Jens Herwig, Bruno Schulwitz, Bernhard Schleppinghoff, Hans-Volker Scheef, Peter M. Lange
  • Patent number: 4385196
    Abstract: A solvent system composed essentially of sulfolane and a ketone, e.g., sulfolane and methyl ethyl ketone is employed in a liquid-liquid extraction operation to separate a low boiling olefin, e.g., pentene-2, hexene-1, octene-1, etc., from a corresponding close boiling paraffin, e.g., n-pentane, n-hexane, and n-octane, respectively, and wherein solvent is recovered by employing a portion thereof in a drying or stripping column.
    Type: Grant
    Filed: May 18, 1981
    Date of Patent: May 24, 1983
    Assignee: Phillips Petroleum Company
    Inventor: Cecil O. Carter
  • Patent number: 4348260
    Abstract: In a process for separating a conjugated diene from a hydrocarbon mixture containing the conjugated diene by extractive distillation using dimethyl formamide as an extractive solvent, a method for inhibiting polymerization of the conjugated diene in the dimethyl formamide at a high temperature which comprises using furfural and furfural polycondensates as polymerization inhibitors, and controlling the amounts of the polymerization inhibitors such that about 0.01 to about 2% by weight, based on the solvent, of furfural and about 0.5 to about 10% by weight, based on the solvent, of the furfural polycondensates are present in a total amount of about 1 to about 12% by weight, based on the solvent, throughout the entire separating process.
    Type: Grant
    Filed: November 25, 1980
    Date of Patent: September 7, 1982
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Hiroshi Hokari, Iwaki Nishitai
  • Patent number: 4341600
    Abstract: A process for distilling vinyltoluene comprising subjecting vinyltoluene to distillation conditions in the presence of a synergistic polymerization inhibiting mixture of N-nitrosodiphenylamine (NDPA) and dinitro-para-cresol (DNPC). Preferably from about 100 to about 300 ppm by weight NDPA and about 300 to about 700 ppm by weight DNPC are dissolved in the crude vinyltoluene and the resulting solution is vacuum distilled.
    Type: Grant
    Filed: April 6, 1981
    Date of Patent: July 27, 1982
    Assignee: Cosden Technology, Inc.
    Inventor: James M. Watson
  • Patent number: 4310388
    Abstract: A process for isolating a conjugated diolefin from a C.sub.4 - or C.sub.5 -hydrocarbon mixture containing the diolefin, by single-stage or multi-stage extractive distillation using a selective solvent, wherein the selective solvent is a solvent mixture which comprises(a) from 50 to 99 percent by weight of a selective solvent boiling at from 140.degree. C. to 260.degree. C. and(b) from 1 to 50 percent by weight of an organic solvent boiling at from 45.degree. C. to 125.degree. C.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Volkamer, Klaus Broellos, Alfred Lindner, Ulrich Wagner, Hans-Martin Weitz, Klaus-Juergen Schneider
  • Patent number: 4299667
    Abstract: A process for recovering pure benzene from hydrocarbon mixtures containing the same and non-aromatic compounds which are gaseous and difficultly condensible is described in which the feedstock is fed to an initial distillation column operated at atmospheric or sub-atmospheric pressure. Overhead comprising benzene and non-aromatics is obtained and a portion thereof condensed. The condensible material is in part returned to the distillation column and in part subjected to extractive distillation to recover pure benzene. Those components which did not condense, i.e. the non-condensible and difficultly condensible components and entrained aromatics are fed to a reflux vessel such as a scrubber, stripper, or the like for recovery of any benzene or other valuable components which might be soluble in a selective solvent and used for such recovery. The selective solvent can be the same solvent used for the extractive distillation.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: November 10, 1981
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Helmut Klein, Kamar P. John
  • Patent number: 4292141
    Abstract: A process for isolating butadiene, with the aid of a selective solvent, from a C.sub.4 -hydrocarbon mixture which contains butadiene and small amounts of styrene and may contain oxygen, hydrocarbons more soluble than butadiene in the selective solvent and hydrocarbons less soluble than butadiene in the selective solvent, in which process the C.sub.4 -hydrocarbon mixture is separated by extractive distillation into a distillate which contains the less soluble hydrocarbons, a stream of butadiene and a stream containing the more soluble hydrocarbons, and in which a mixture of styrene and C.sub.4 -hydrocarbons is removed from the C.sub.4 -hydrocarbon mixture in a distillation zone upstream of the extractive distillation, the top product of the said distillation zone being fed to the extractive distillation.
    Type: Grant
    Filed: August 22, 1979
    Date of Patent: September 29, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Lindner, Klaus Volkamer, Ulrich Wagner, Dieter Pommer, Klaus-Juergen Schneider, Harald Schwentker
  • Patent number: 4280881
    Abstract: Indene is separated from close boiling, olefinically unsaturated alkylaromatic compounds by extractive distillation. For example, indene is separated from trans-.beta.-methylstyrene, and from 2-, 3- and 4-methylstyrene by extractive distillation using 1-methyl-2-pyrrolidone as the extracting agent.
    Type: Grant
    Filed: July 2, 1980
    Date of Patent: July 28, 1981
    Assignee: Gulf Research & Development Company
    Inventors: John C. Montagna, Robert D. Galli, John Freel
  • Patent number: 4278504
    Abstract: A process for isolating a conjugated diolefin from a C.sub.4 - or C.sub.5 -hydrocarbon mixture containing the diolefin, by single-stage or multi-stage extractive distillation using a selective solvent, wherein the selective solvent is a solvent mixture which comprises(a) from 1 to 99 percent by weight of an N-alkyl-substituted lower aliphatic acid amide or of an N-alkyl-substituted alicyclic acid amide having 5 ring members and(b) from 1 to 99 percent by weight of an aliphatic or alicyclic ether boiling at from 30.degree. C. to 200.degree. C.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: July 14, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Volkamer, Klaus Brollos, Alfred Lindner, Ulrich Wagner, Hans-Martin Weitz, Klaus-Jurgen Schneider
  • Patent number: 4277315
    Abstract: A process for isolating a conjugated diolefin from a C.sub.4 - or C.sub.5 -hydrocarbon mixture containing the diolefin, by single-stage or multi-stage extractive distillation using a selective solvent, wherein the selective solvent is a solvent mixture which comprises(a) from 1 to 99 percent by weight of an N-alkyl-substituted lower aliphatic acid amide or of an N-alkyl-substituted alicyclic acid amide having 5 ring members and(b) from 1 to 99 percent by weight of an lower aliphatic carboxylic acid ester or carbonic acid ester boiling at from 30.degree. C. to 200.degree. C.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: July 7, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Volkamer, Klaus Broellos, Alfred Lindner, Ulrich Wagner, Hans-Martin Weitz, Klaus-Juergen Schneider
  • Patent number: 4273645
    Abstract: An improved solvent extraction process is described for the preparation of lube oil products, the improvement whereby the solvent contains an additive which facilitates phase separation and increases the yield of raffinate.
    Type: Grant
    Filed: May 11, 1979
    Date of Patent: June 16, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Costandi A. Audeh, Israel J. Heilweil, James R. White, Tsoung Y. Yan
  • Patent number: 4269668
    Abstract: The separation of butadiene-1,3 from other C-4 hydrocarbons of lesser degree of unsaturation by extractive distillation with alkoxynitrile or aqueous alkoxynitrile as selective solvent is carried out with improved selectivity, without appreciable formation of butadiene-1,3 polymer and with consequent savings in energy by adding to the alkoxynitrile or aqueous alkoxynitrile an organic cosolvent which is dimethyl sulfoxide, sulfolane, butyrolactone, N-methyl pyrrolidone, morpholine, or trimethyl phosphate and/or an inhibitor which is 2,4-dinitrophenol or 2,4-dinitro-ortho-cresol. The organic cosolvent is present in the selective solvent composition in an amount of 5 to 30 percent by weight and the inhibitor in an amount of 0.05 to 0.6 percent by weight.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: May 26, 1981
    Assignee: The B. F. Goodrich Company
    Inventor: Pradeep V. Patel
  • Patent number: 4268361
    Abstract: Formation of butadiene-1,3 polymer during the extractive distillation of a C-4 hydrocarbon mixture to separate and purify butadiene-1,3 using a solvent composition in which an alkoxynitrile is present in a proportion of 50-99 percent by weight, is decreased through inclusion in the solvent of a synergistic combination of 2,4-dinitrophenol and phosphoric acid, each in a proportion of 0.05 to 0.5 percent by weight.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: May 19, 1981
    Assignee: The B. F. Goodrich Company
    Inventor: Pradeep V. Patel
  • Patent number: 4237330
    Abstract: A process for isolating butadiene by means of a selective solvent from a C.sub.4 -hydrocarbon mixture which contains butadiene, small amounts of oxygen, hydrocarbons which are more soluble than butadiene in the selective solvent and hydrocarbons which are less soluble than butadiene in the selective solvent, wherein the C.sub.4 -hydrocarbon mixture is separated, by extractive distillation, into a distillate containing the less soluble hydrocarbons, a stream of butadiene and a stream containing the more soluble hydrocarbons, a mixture of oxygen and C.sub.4 -hydrocarbons is separated out of the C.sub.4 -hydrocarbon mixture in a distillation zone upstream of the extractive distillation, and the bottom product is fed to the extractive distillation.
    Type: Grant
    Filed: May 31, 1979
    Date of Patent: December 2, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Alfred Lindner, Klaus Volkamer, Ulrich Wagner
  • Patent number: 4162198
    Abstract: A process for separating, by means of a selective solvent, a mixture of C.sub.
    Type: Grant
    Filed: May 17, 1978
    Date of Patent: July 24, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Stockburger, Klaus Volkamer, Detlef Bender, Klaus-Juergen Schneider, Harald Schwentker, Ulrich Wagner, Hans-Martin Weitz