Aldehyde Or Ketone Patents (Class 203/62)
  • Patent number: 4166771
    Abstract: A mixture of C.sub.4 -hydrocarbons is extractively distilled with sulfolane and acetone or methylethyl ketone as the selective solvent; the rich solvent containing 1,3-butadiene and vinylacetylene is stripped and a small quantity of the ketone is allowed to leave overhead. Thereby the further fractionation of the stripper overhead results in a very efficient separation of 1,3-butadiene and vinylacetylene.
    Type: Grant
    Filed: March 23, 1977
    Date of Patent: September 4, 1979
    Assignee: Phillip Petroleum Company
    Inventors: Donald M. Haskell, Clarence G. Houser, Fred T. Sherk
  • Patent number: 4162200
    Abstract: Dimethyl carbonate is obtained pure, from its solutions in methanol, by extractive distillation carried out with a temperature of from 60.degree. C. at the top to 250.degree. C. at the bottom of the column and employing, as the extractant, an aprotic organic liquid which is substantially inert toward dimethyl carbonate, boils at above 100.degree. C. at standard pressure, is miscible with dimethyl carbonate in all proportions and has a dielectric constant .epsilon. of from 4 to 90 and a dipole moment .mu. of from 1.5 to 5 Debye.
    Type: Grant
    Filed: January 23, 1978
    Date of Patent: July 24, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Himmele, Karl Fischer, Gerd Kaibel, Kurt Schneider, Rudolf Irnich
  • Patent number: 4147721
    Abstract: In an oxidation process for converting methacrolein to methacrylic acid, methacrylic acid is recovered by cooling and condensing the effluent from the oxidation, followed by azeotropic distillation of the condensate with a suitable solvent, such as methyl n-propyl ketone. The condensed effluent contains methacrylic acid and water as the major components along with by-product acetic acid, a minor amount of unreacted methacrolein and impurities. Substantially dry crude methacrylic acid is separated as a bottom product from the azeotropic distillation and an azeotrope of water and the solvent is taken overhead and condensed. After condensation, solvent-rich and water-rich phases form and are separated. The solvent-rich phase is returned to the distillation column as a reflux, while the water-rich phase is sent to a stripping column for recovery of residual solvent. Water is withdrawn from the bottom of the stripping column and recycled or discarded, as desired.
    Type: Grant
    Filed: April 6, 1978
    Date of Patent: April 3, 1979
    Assignee: Halcon Research and Development Corporation
    Inventor: James Leacock
  • Patent number: 4134795
    Abstract: Acetylenic hydrocarbons are removed from a C.sub.4 - or C.sub.5 - hydrocarbon mixture containing a C.sub.4 - or C.sub.5 - diolefin respectively. The feedstock (e.g. a C.sub.4 - or C.sub.5 - cut from an ethylene plant) is extractively distilled to remove paraffins and mono-olefins in the raffinate, using acetonitrile (ACN), dimethyl formamide (DMF), furfural, acetone, dimethylacetamide or N-methyl-2-pyrrolidone mixed with 0-12 weight percent water as the extraction solvent. The bottoms from this first extractive distillation is subjected to a second extractive distillation in which virtually acetylenes-free solvent is used. Isoprene is withdrawn as the distillate with substantially reduced acetylenes content. The bottoms of the second extractive distillation is split three ways. Two streams are handled conventionally (recycle and heavies removal). The third is stripped free of acetylenes so that it may be used as solvent in the second extractive distillation.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: January 16, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Colin S. Howat, III
  • Patent number: 4132601
    Abstract: Disclosed is a process for the distillation of readily polymerizable vinyl aromatic compounds which comprises subjecting such compounds to distillation conditions in the presence of an effective amount of a polymerization inhibitor selected from the group consisting of 3-nitro-2, 5-cresotic acid and 3-nitro-2, 5-cresotaldehyde.
    Type: Grant
    Filed: November 23, 1977
    Date of Patent: January 2, 1979
    Assignee: Cosden Technology, Inc.
    Inventor: James M. Watson
  • Patent number: 4121978
    Abstract: A method for the partial or total separation by extractive distillation of C.sub.1 to C.sub.3 clorinated aliphatic hydrocarbons from mixtures of at least two such chlorinated hydrocarbons. The mixture of the chlorinated hydrocarbons is distilled in the presence of one or more other organic compounds having a boiling temperature higher than the substances to be separated, and selected from the group comprising saturated polyols, ethylene carbonate, propylene carbonate, dimethyl formamide, furfural, N-methylpyrrolidone, cyclohexanone, dimethylsulfoxide and, preferably, sulfolane and alkylsulfolanes in which the alkyl group is C.sub.1 or C.sub.2 ; use of this method for the separation of mixtures containing or essentially consisting of trichlorethylene and 1,2-dichloroethane.
    Type: Grant
    Filed: October 20, 1976
    Date of Patent: October 24, 1978
    Assignee: Rhone-Progil
    Inventor: Jacques Becuwe
  • Patent number: 4117000
    Abstract: A process is described for improving the synthesis of 4-oxocapronitrile by adding an inert solvent to the atmospheric pressure distillation of the reaction mixture so that the temperature of said distillation is maintained below about 195.degree. C.
    Type: Grant
    Filed: August 24, 1977
    Date of Patent: September 26, 1978
    Assignee: Stamicarbon, B.V.
    Inventors: Theodorus Balg, Constant M. A. Cramers, Hendrikus J. G. Maessen
  • Patent number: 4113574
    Abstract: The prior art discloses a number of polymerization inhibitors for acrylic acid, acrylates and derivatives thereof, but such polymerization inhibitors have low vapor pressures. Consequently, when acrylic acid is vaporized, it tends to polymerize on cooling surfaces causing undesirable deposits on storage vessels and the like. However, when a polymerization inhibiting amount of 2,4-pentanedione is added to the monomer, the polymerization of acrylic acid on cooling surfaces is inhibited.
    Type: Grant
    Filed: October 22, 1976
    Date of Patent: September 12, 1978
    Assignee: Monsanto Company
    Inventors: Ignatius Schumacher, James E. White
  • Patent number: 4113575
    Abstract: Fluid mixture of acetone and at least one hydrocarbon containing four-carbon atoms is separated by fractional distillation at a pressure low enough to eliminate formation of an azeotrope and a corresponding temperature.
    Type: Grant
    Filed: March 23, 1976
    Date of Patent: September 12, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Glenn H. Dale
  • Patent number: 4113780
    Abstract: Acetone containing less than 0.2 weight percent water is produced in an extractive distillation of acetone containing appreciable quantities of water by utilizing isopropyl alcohol as the extracting agent.
    Type: Grant
    Filed: February 6, 1975
    Date of Patent: September 12, 1978
    Assignee: Deutsche Texaco Aktiengesellschaft
    Inventors: Gunter Strehlke, Gunther Osterburg
  • Patent number: 4105510
    Abstract: The invention relates to an improved process for removing water, under elevated temperature, from aqueous gel of water soluble polymer, such as polymer or copolymer of acrylamide and/or quaternary ammonium salts of dialkylaminoamlkylmethacrylate, to prevent from the deterioration of polymer properties. The process is accomplished by addition of polyhydric phenols, benzoquinones or derivatives thereof prior to removal of water.
    Type: Grant
    Filed: November 24, 1976
    Date of Patent: August 8, 1978
    Assignees: Kyoritsu Yuki Co., Ltd., Mitsubishi Chemical Industries Ltd.
    Inventors: Atsuo Tago, Ryoichi Yamanaka, Susumu Matsumoto
  • Patent number: 4090923
    Abstract: A C.sub.4 -hydrocarbon feedstream containing butenes, butadiene, and vinylacetylene is subjected to a first extractive distillation with a selective solvent to remove butenes and a first portion of vinylacetylene as the extract; by the extraction with a minor quantity of methylethyl ketone in the selective solvent in this step, it has been found that a major portion of the vinylacetylene can be rejected, together with the butenes in the rich extract and that simultaneously the quantity of butadiene extracted could be considerably reduced; in a second extractive distillation the butadiene-rich raffinate of the first extractive distillation is further purified by extractive distillation using a mixture of sulfolane and methylethyl ketone as the solvent; after solvent stripping, the butadiene stream is finally purified in a fractionation step, wherein further vinylacetylene is removed.
    Type: Grant
    Filed: April 6, 1977
    Date of Patent: May 23, 1978
    Assignee: Phillips Petroleum Company
    Inventors: Donald M. Haskell, Cecil O. Carter
  • Patent number: 4076595
    Abstract: A mixture of methylethylsulfone and at least one compound from the group including methylethylketone, acetone, and tetrahydrofuran is employed as a selective solvent in extractive distillation process for separation of diolefins from olefins.
    Type: Grant
    Filed: October 13, 1976
    Date of Patent: February 28, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Donald M. Haskell
  • Patent number: 4054613
    Abstract: Butadiene is produced in relatively pure form by an oxidative dehydrogenation process in which a crude butadiene stream comprising butadiene, butylenes, vinyl acetylene and propylene is first extractively distilled with an extractant consisting of a sulfolane/acetone mixture. From a purified stream consisting essentially of butadiene and vinyl acetylene, the vinyl acetylene in a second extractive distillation step is removed using a sulfolane/acetone mixture as the extractant to produce a pure butadiene stream.
    Type: Grant
    Filed: October 20, 1975
    Date of Patent: October 18, 1977
    Assignee: Phillips Petroleum Company
    Inventors: Donald M. Haskell, Edward E. Hopper, Bradley L. Munro
  • Patent number: 4053369
    Abstract: In a process of extractive distillation, the combination of operating with two liquid phases in at least the uppermost trays of the column, preferably while maintaining the column operation at substantially an optimum reflux ratio, results in increased efficiencies and minimum requirements for selective solvent.
    Type: Grant
    Filed: November 24, 1976
    Date of Patent: October 11, 1977
    Assignee: Phillips Petroleum Company
    Inventor: Martin R. Cines
  • Patent number: 4036703
    Abstract: A method of partially or totally separating chlorinated aliphatic C.sub.1 to C.sub.3 hydrocarbons from mixtures of at least two of the chlorinated hydrocarbons by extractive distillation.The mixture of the chlorinated hydrocarbons is distilled in the presence of one or more third organic compounds having a boiling point higher than that of the substances to be separated, selected from the group comprising methyl, ethyl, normal propyl and isopropyl mono and di-chloroacetates; benzyl alcohol; salicylaldehyde, benzaldehyde, n-heptanal, methylisobutylketone, tetramethylurea, .gamma.-butyrolactone; normal propyl, isopropyl, normal, secondary and tertiary butyl acetylacetates; diethyl oxalate, dimethyl succinate and preferably methyl and ethyl acetylacetates; acetic anhydride, N-formyl-morpholine, 2-chloro ethanol, hexamethylphosphotriamide, dimethyl sulphate and normal tributyl and triisobutyl phosphates.
    Type: Grant
    Filed: June 17, 1976
    Date of Patent: July 19, 1977
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean-Claude Leroi, Francois Vachet
  • Patent number: 4024028
    Abstract: Hydrocarbons having different degrees of saturation are separated by extractive distillation using selective solvent comprising a mixture of dimethylsulfone, methylethylketone and sulfolane.
    Type: Grant
    Filed: September 8, 1976
    Date of Patent: May 17, 1977
    Assignee: Phillips Petroleum Company
    Inventor: Donald M. Haskell
  • Patent number: 4012289
    Abstract: A mixture of n-butane and acetone is effectively separated by liquid-liquid extraction or extractive distillation using a sulfolane as the extractive solvent.
    Type: Grant
    Filed: October 14, 1975
    Date of Patent: March 15, 1977
    Assignee: Phillips Petroleum Company
    Inventor: Donald M. Haskell
  • Patent number: 4003800
    Abstract: The present invention relates to the use of quinone alkides as polymerization inhibitors in a styrene purification process. The inhibitors are prepared by oxidizing hindered phenols to the corresponding quinone alkide.
    Type: Grant
    Filed: January 2, 1976
    Date of Patent: January 18, 1977
    Assignee: Gulf Research & Development Company
    Inventors: John D. Bacha, Charles M. Selwitz
  • Patent number: 3996113
    Abstract: An extractive distillation cosolvent comprising furfural-alicyclic or acyclic C.sub.5 -C.sub.8 ketone having a boiling point of 130.degree.-180.degree. C., for example cyclohexanone, gives 20% or more improved hydrocarbon solubility and provides a more efficient process for separation of C.sub.4 and C.sub.5 hydrocarbons of varying degrees of saturation.
    Type: Grant
    Filed: March 3, 1975
    Date of Patent: December 7, 1976
    Assignee: Petro-Tex Chemical Corporation
    Inventor: Val G. Henneberg
  • Patent number: 3968153
    Abstract: A method for extraction of acrylic acid and/or methacrylic acid from a solution containing the same by treating the said solution with an organic solvent, which is characterized by using a mixture of methylethylketone and a xylene as the organic solvent. By such method, the extraction of acrylic acid and/or methacrylic acid is accomplished efficiently and economically.
    Type: Grant
    Filed: May 10, 1973
    Date of Patent: July 6, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tetsuya Ohrui, Yasuhito Sakakibara, Yukinaga Aono, Michio Kato, Hiroshi Takao, Masami Ayano
  • Patent number: 3951754
    Abstract: A method of inhibiting the thermopolymerization of isoprene or butadiene in the process of isolation thereof by extractive distillation from a mixture of hydrocarbons obtained in dehydrogenation of isopentane and butane. The method of inhibiting includes, prior to the introduction of said mixture of hydrocarbons and a polar extractant into an extractive distillation metal apparatus, treating the surface of the apparatus with a 1-25% aqueous solution of passivators, viz. nitrites, sulphites or phosphates of alkali metals at a temperature of 20.degree.-100.degree.C. The mixture of hydrocarbons and the polar extractant with an inhibitor of isoprene or butadiene thermopolymerization introduced into the polar extractant are then fed into said apparatus in an amount of 0.01-1% of the extractant weight. The present method makes it possible to reduce markedly the formation of isoprene and butadiene and, hence, to prevent the plugging of the extractive distillation apparatuses with the aforementioned thermopolymers.
    Type: Grant
    Filed: February 19, 1974
    Date of Patent: April 20, 1976
    Inventors: Alexandr Grigorievich Liakumovich, Boris Izrailevich Pantukh, Aida Pavlovna Zakharova, Vitaly Ivanovich Butin, Vladimir Alexeevich Tulupov, Zoya Stephanovna Baiburina