Acrylic Acid Or Ester Patents (Class 203/DIG21)
  • Patent number: 4230887
    Abstract: C.sub.2 -C.sub.6 monocarboxylic and dicarboxylic acids are scrubbed from gas phase mixtures of such acids and water by gas absorption techniques utilizing a liquid solvent comprising a polyoxyalkylene glycol or a monoalkyl or dialkyl ether thereof. The solvent enriched with the acid is subjected to distillation to recover a substantially anhydrous acid product.
    Type: Grant
    Filed: February 16, 1978
    Date of Patent: October 28, 1980
    Assignee: Celanese Corporation
    Inventors: William T. Mitchell, Phillip S. Snyder
  • Patent number: 4217460
    Abstract: Carboxylic acids of the general formula IR.sup.1 -COOH Iwhere R.sup.1 is hydrogen, methyl, ethyl or vinyl, are isolated from their dilute aqueous solutions by extraction followed by distillation of the mixtures obtained, the extractant used being a secondary amide of the general formula II ##STR1## where R.sup.2 and R.sup.3 are alkyl, cycloalkyl, aryl or aralkyl or conjointly are 1,4- or 1,5-alkylene, in each case of not more than 8 carbon atoms, with the proviso that the sum of the carbon atoms of R.sup.2 and R.sup.3 is from 7 to 14 and that only one of these radicals is aryl, and where R.sup.4 is one of the radicals R.sup.1.
    Type: Grant
    Filed: April 6, 1978
    Date of Patent: August 12, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Hohenschutz, Johannes E. Schmidt, Hans Kiefer
  • Patent number: 4210493
    Abstract: A method is disclosed for inhibiting the polymerization of acrylic and methacrylic acids at ambient or above ambient temperature, such as during preparation, purification or storage of the acids under substantially anaerobic conditions, by adding thereto a polymerization inhibiting amount of a compound having the formula:R--NOwhere R is alkyl or aryl, and if R is aryl, a hydroxyl group para to the NO group enhances inhibition.
    Type: Grant
    Filed: March 30, 1976
    Date of Patent: July 1, 1980
    Assignee: Rohm and Haas Company
    Inventors: Thomas Stewart, Richard F. Merritt
  • Patent number: 4199410
    Abstract: A process for purifying crude acrylic acid characterized in that high-purity purified acrylic acid containing little or no low boiling aldehydes is obtained by rectifying a crude acrylic acid consisting essentially of acrylic acid and containing low boiling substances such as acetaldehyde, acrolein, water and acetic acid and/or high boiling substances such as maleic acid, phenol, benzaldehyde and acrylic acid dimer, thereby removing said low boiling substances and then high boiling ones, and then stripping trace amounts of remaining low boiling aldehydes with an inert gas such as nitrogen or air at a liquid to gas molar ratio of 2 to 20.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: April 22, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tetsuya Ohrui, Michio Kato, Masami Ayano, Tsunejiro Kawaguchi, Tadashi Abe
  • Patent number: 4166774
    Abstract: The separation of acrylic acid from a mixture of acrylic acid and acetic acid found in the reaction product stream obtained in the process of producing acrylic acid by the oxidation of propylene or acrolein is improved by removing a vapor sidestream from the solvent recovery column found in the process. Acetic acid is then separated from this stream without the addition of external heat.
    Type: Grant
    Filed: December 5, 1977
    Date of Patent: September 4, 1979
    Assignee: The Standard Oil Company
    Inventor: David R. Wagner
  • Patent number: 4156633
    Abstract: Acrolein and other light ends are removed from the effluent of a process for the production of acrylic acid by the vapor phase catalytic oxidation of acrolein or an acrolein precursor, such as propylene, by passing the effluent to the base of a fractionation tower and contacting such with the descending stream of liquid within the tower so as to partially condense the condensibles in the effluent, a portion of the liquid bottoms being recycled to the upper portions of the tower and a portion withdrawn as crude acrylic acid product. Acrolein is removed overhead.
    Type: Grant
    Filed: July 29, 1976
    Date of Patent: May 29, 1979
    Assignee: Celanese Corporation
    Inventors: Theodore Horlenko, Gene J. Fisher
  • 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: 4142058
    Abstract: A method for separating and purifying methacrylic acid is disclosed in which an aqueous solution (A) of methacrylic acid containing acetic acid is brought into contact under counter-current flow with a mixed solvent (B) of methyl methacrylate and toluene in a ratio of from 3 : 2 to 1 : 9 by weight, to extract substantially the whole amount of methacrylic acid in solution (A) into mixed solvent (B); after which the methacrylic acid is separated and purified by distillation.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: February 27, 1979
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Hiroshi Matsumura, Takashi Tokutomi, Hideo Matsuzawa
  • 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: 4110370
    Abstract: In the oxidation of propylene and/or acrolein, high-boiling or non-volatile byproducts are separated from the solvents used for absorbing the acrylic acid by treating the said solvents laden with byproducts with the hot reaction gases in such amounts that the major portion of the solvents evaporates, the residual solvent containing a high percentage of said byproducts then being discarded or worked up.
    Type: Grant
    Filed: October 7, 1975
    Date of Patent: August 29, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Engelbach, Richard Krabetz, Gerd Duembgen, Carl-Heinz Willersinn, Walter Frey, Ulrich Lebert, Fritz Thiessen
  • Patent number: 4010082
    Abstract: A method is disclosed for inhibiting the polymerization of acrylic and methacrylic acids at ambient or above ambient temperature, such as during preparation, purification or storage of the acids under substantially anaerobic conditions, by adding thereto a polymerization inhibiting amount of a compound having the formula: ##STR1## where R, R', R", R"' are hydrogen, alkyl or aryl.
    Type: Grant
    Filed: August 21, 1975
    Date of Patent: March 1, 1977
    Assignee: Rohm and Haas Company
    Inventors: Joseph W. Nemec, Thomas Stewart
  • Patent number: 3988213
    Abstract: A method of distilling a polymerizable vinyl compound selected from the group consisting of acrolein, methacrolein, acrylic acid, methacrylec acid, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, glycidyl acrylate and glycidyl methacrylate, the method comprising distilling the polymerizable vinyl compound in the presence of a polymerization inhibitor using a distillation tower having perforated trays without downcomers and wherein the temperature of the inner wall of the tower is maintained at a temperature sufficient to prevent the condensation of the vapor being distilled, whereby the polymerizable vinyl compound is distilled without the formation of polymer.
    Type: Grant
    Filed: October 1, 1974
    Date of Patent: October 26, 1976
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Sadao Yoshida, Kunihiro Kubota, Daizo Kobayashi, Noboru Shimizu, Takashi Ohara
  • Patent number: 3951756
    Abstract: A distillation process for removing light ends impurities from alkyl esters of carboxylic acids wherein a purified ester is removed as residue, and wherein an inert gas and water are added to the overhead vapors from the distillation so as to facilitate separation of the light ends therefrom.
    Type: Grant
    Filed: November 8, 1974
    Date of Patent: April 20, 1976
    Assignee: Celanese Corporation
    Inventors: Jerald Edson Dirks, Gene Jordan Fisher