Methanol Patents (Class 203/DIG23)
  • Patent number: 5863391
    Abstract: Acetaldehyde may be effectively removed from a contaminated methanol stream using a distillation method wherein a solvent stream containing a relatively heavy polar compound such as water or propylene glycol is utilized as an extractive distillation solvent. Following the separation of the polar compound from the bottoms stream obtained by extractive distillation, the purified methanol may be recycled for use as a reaction solvent in an olefin epoxidation process.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: January 26, 1999
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Michael A. Rueter, John C. Jubin, Jr.
  • Patent number: 5849161
    Abstract: A solution of an organic compound containing at least a polymer is treated by adding an amount of water to said solution, distilling the organic compound to recover the organic compound, and incinerating the remained aqueous solution containing the polymer.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: December 15, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Hiroshi Kishimoto, Akira Omura
  • Patent number: 5843286
    Abstract: A process for the preparation and fractionation of a mixture of dimethyl ether and chloromethane by extractive distillation with water as extractant. The mixture is prepared by reacting methanol with hydrogen chloride. It is then subjected to an extractive distillation with water as extractant, resulting in chloromethane as top product. In the next step, the dimethyl ether is removed by distillation and, in another step, the extraction water is separated from the methanol which is still present.
    Type: Grant
    Filed: June 23, 1997
    Date of Patent: December 1, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Roth, Erhard Leistner, Hans Haverkamp
  • Patent number: 5718810
    Abstract: A method for recovering methanol from sulfur-based wood pulping process vapors, which contain at least methanol and dimethyl disulfide. The method involves three steps. The first step consists of introducing the vapors into a first distillation tower at a vapor introduction point. The second step consists of introducing water into the first tower at a point above the vapor introduction point. The third step consists of heating liquid which is in the first tower below the vapor introduction point so that a liquid stream flows from the bottom of the first tower and a gas stream flows from the top of the first tower. The liquid stream contains most of the methanol originally in the vapors. The gas stream contains most of the dimethyl disulfide originally in the vapors. The liquid stream can then be distilled in a second distillation tower by conventional distillation to produce dry methanol. The first and third steps can be combined by introducing sufficiently heated vapors.
    Type: Grant
    Filed: March 19, 1996
    Date of Patent: February 17, 1998
    Assignee: The Dow Chemical Company
    Inventors: Lanny A. Robbins, Von G. Landon
  • Patent number: 5616217
    Abstract: In the manufacture of MTBE from TBA and methanol, acidic by-products formed during the etherification reaction are removed by fractionating the etherification reaction product in a first MTBE distillation column to provide a first lower boiling distillation fraction comprising isobutylene, MTBE, methanol and acidic by-products and a first higher boiling distillation fraction comprising methanol, TBA and water, fractionating the first higher boiling distillation fraction in a recycle distillation column to provide a lower boiling TBA recycle fraction and a higher boiling water fraction, recycling the higher boiling water fraction to the MTBE distillation column at a charge point above the charge point for the etherification reaction product, and adding aqueous sodium hydroxide to the recycled higher boiling water fraction in an amount sufficient to neutralize the acidic by-products charged to the MTBE distillation column.
    Type: Grant
    Filed: August 17, 1995
    Date of Patent: April 1, 1997
    Assignee: Texaco Chemical Inc.
    Inventor: Mark E. Taylor
  • Patent number: 5578173
    Abstract: A method of removing dimethyl terephthalate (DMT) from a vapor stream. The vapor stream includes dimethyl terephthalate (DMT), methylhydroxyethyl terephthalate (MHET), glycols and methanol. A distillation column is held under an elevated pressure of 100 to 500 kPag and at a temperature of at least C. It has (i) a plurality of distillation trays; (ii) methanol liquid sprays between the trays; (iii) a main spray zone below the trays and (iv) a liquid pool of methanol in the bottom of the column. The vapor stream is directed into the distillation column, above the liquid pool and below the main spray zone, thereby forming a stream of liquid and vapor. The stream of liquid is directed away from the distillation column walls and into the liquid pool at the bottom of the column.
    Type: Grant
    Filed: April 3, 1995
    Date of Patent: November 26, 1996
    Assignee: Eastman Kodak Company
    Inventors: Walter E. Toot, Jr., Brian L. Simpson, Bruce R. Debruin, Andrius A. Naujokas, William J. Gamble
  • Patent number: 5449440
    Abstract: From a mixture containing methanol, ethanol, n-propanol, isobutanol water and other high-boiling and low-boiling compounds, the claimed process enables three separate streams to be obtained, one an anhydrous stream of methanol or methanol and ethanol (I), one containing most of the n-propanol present in the feed mixture (II), and one containing most of the isobutanol present in the feed mixture (III), by using three fractionating columns.
    Type: Grant
    Filed: November 15, 1993
    Date of Patent: September 12, 1995
    Assignee: Snamprogetti S.p.A.
    Inventors: Carlo Rescalli, Flavio Cianci
  • Patent number: 5435892
    Abstract: A distillation process is used to separate methanol from a mixture of methanol with methyl acrylate or methyl methacrylate, as well as from a mixture of methanol and water with methyl acrylate or methyl methacrylate with the use of an azeotropic solvent, which forms an azeotropic mixture with methanol. In distilling such a mixture by the use of a distillation column:(1) part of the condensate of vapors distilled over from the top of the distillation column top is returned to the top of the column;(2) the remaining condensate is separated into two layers;(3) the upper layer essentially composed of an azeotropic solvent from the two separated layers is fed to an intermediate portion of the distillation column;(4) the lower layer essentially composed of methanol from the above two separated layers is withdrawn from the distillation system; and(5) methyl acrylate or methyl methacrylate, or else, methyl acrylate or methyl methacrylate and water, are recovered from the bottom of the column.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: July 25, 1995
    Assignees: Mitsubishi Rayon Co., Ltd., Osaka Organic Chemical Ind. Co., Ltd.
    Inventors: Seiji Miyazaki, Yasutaka Nakashima, Toshihiro Satoh, Tadao Ida, Etsuji Sato, Akio Tani
  • Patent number: 5346593
    Abstract: A methanol refining column and method using an intermediate reboiler. Use of the intermediate reboiler reduces methanol production energy requirements. A side stream at or near a fusel oil takeoff point is heated in an intermediate reboiler by a low temperature heating medium (relative to a bottoms reboiler) and returned to the column at or near the fusel oil take-off tray. The take-off tray is operated at C., and 70-90 percent of the reboiler duty is supplied through the intermediate reboiler. The remaining heat load is supplied by a bottoms steam reboiler.
    Type: Grant
    Filed: June 18, 1993
    Date of Patent: September 13, 1994
    Assignee: The M. W. Kellogg Company
    Inventors: Edward J. Cialkowski, Thomas P. Ognisty
  • Patent number: 5264085
    Abstract: A method of continuously distilling off the components of a mixture containing phenols, water and methanol using a single distillation column, wherein methanol is recovered from the top of the column, water containing phenols is dragged as a side stream from a recovery section of the column, and phenols are recovered as a bottom product. The method permits efficient separation by the single distillation column of the three components with high purity and low utility energy.
    Type: Grant
    Filed: August 20, 1992
    Date of Patent: November 23, 1993
    Assignee: Mitsubishi Petrochemical Company, Ltd.
    Inventors: Masashi Inaba, Yoshikazu Higaki, Kimikatsu Jinno, Mitsugi Kataoka, Norio Sato, Masayuki Honda
  • Patent number: 4990321
    Abstract: A method for recovering hydrobromic acid and methanol from a filtrate obtained by brominating bisphenol A in a methanol solvent and filtering off the resulting brominated bisphenol A, which comprises adding water to the filtrate, followed by distillation for purification.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: February 5, 1991
    Assignee: Tosoh Corporation
    Inventors: Masakatsu Sato, Sadami Shimizu, Hanzo Tamabayashi
  • Patent number: 4944847
    Abstract: A method of inhibiting fouling in distillation towers, overhead lines, reflux lines, and condensers operating in a process to manufacture and purify epichlorohydrin. This method resides in treating process streams entering or exiting such towers, lines and condensers, including feed streams, reflux streams, gaseous or liquid overhead streams, with an effective antifouling amount of a C.sub.3 -C.sub.9 linear or branched alkyl substituted catechol, or mixtures thereof.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: July 31, 1990
    Assignee: Nalco Chemical Company
    Inventor: Karis W. Snow
  • Patent number: 4874474
    Abstract: A process is disclosed for the dehydration of a mixture of methanol and higher alcohols, containing 20 to 80% by weight of methanol, 1 to 60% by weight of at least a higher alcohol selected from those containing from 2 to 10 carbon atoms, 1 to 50% by weight of water and 0.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: October 17, 1989
    Assignee: Snamprogetti S.p.A.
    Inventors: Carlo Rescalli, Riziero Ricci, Adriano Scazzosi, Flavio Cianci
  • Patent number: 4830712
    Abstract: A process is described for recovering polyester-grade ethylene glycol from crude ethylene glycol containing at least one component which has a normal boiling point below that of ethylene glycol, and which can form a UV absorber in the presence of ethylene glycol which comprises supplying to an ethylene glycol distillation system, preferably comprising a fractional distillation zone having an upper portion, a lower portion and an intermediate portion a crude ethylene glycol stream at a determined pH of less than about 7.
    Type: Grant
    Filed: September 29, 1987
    Date of Patent: May 16, 1989
    Assignee: Union Carbide Corporation
    Inventors: John W. Crandall, Bernard C. Ream
  • Patent number: 4808270
    Abstract: For the preparation of an ether, e.g., tertiary amyl methyl ether, an olefin-containing feed stream is catalytically etherified with an alcohol, e.g., methyl alcohol. The etherification product is fractionally distilled into an overhead fraction containing essentially unreacted, light hydrocarbons and unreacted alcohol and into a bottoms fraction containing essentially the desired ether. The overhead fraction is condensed and cooled to resultant immiscible phases, of which one contains essentially the alcohol and the other contains essentially the hydrocarbons, are removed separately from each other. Water may be added to the overhead stream to facilitate the formation of the two liquid phases.
    Type: Grant
    Filed: January 21, 1987
    Date of Patent: February 28, 1989
    Assignee: Linde Aktiengesellschaft
    Inventors: Hans-Juergen Wernicke, Reinhard Glatthaar, Nikolaus Buckl
  • Patent number: 4775447
    Abstract: The process for the acid-catalyzed reaction of acetone with methanol to form 2,2-dimethoxypropane may be significantly improved if a stoichiometric ratio of methanol/acetone is employed in the initial reaction.Of particular advantage is the use of stoichiometric amounts of reactants in order to (1) avoid the expense of using an excess of either reactant, and (2) facilitate the removal of the 2,2-dimethoxypropane as an azeotrope with the methanol, thereby avoiding costly and complex product recovery methods.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: October 4, 1988
    Assignee: Sun Refining and Marketing Company
    Inventors: Chao-Yang Hsu, Paul E. Ellis, Jr.
  • Patent number: 4744869
    Abstract: A process for purifying methanol which comprises introducing crude synthetic methanol obtained by catalytic reaction of carbon oxide and hydrogen into a rectifying column either as such or after it is first introduced into a topping column and distilled with or without the addition of water to remove low-boiling components from the top of the topping column, and distilling it in the rectifying column to withdraw purified methanol from the top of the column and mainly water from the bottom of the column; wherein an auxiliary distillation column is provided side by side with the rectifying column, and the rectifying column and the auxiliary distillation column are operated under particular conditions.
    Type: Grant
    Filed: August 18, 1986
    Date of Patent: May 17, 1988
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Yoshihiko Saito, Osamu Hashimoto
  • Patent number: 4720327
    Abstract: Distillative separation of liquid mixtures of one or more water-insoluble substances which have boiling points higher than that of water and one or more substances which have boiling points lower than that of water or which form azeotropes having boiling points lower than that of water, wherein the mixture to be distilled is mixed with a quantity of water such that the boiling point of the water under the pressure applied limits the bottom temperature of the mixture of substances to be separated.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: January 19, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Aquila, Axel Nissen, Gerd Kaibel, Michael Horner, Walter Rebafka
  • Patent number: 4709113
    Abstract: A process for converting crude aqueous methanol feedstock to liquid hydrocarbons in contact witha medium pore shape selective crystalline acid zeolite catalyst, such as HZSM-5. In a preferred embodiment, the novel technique comprises the steps of: (a) contacting a crude methanol feedstock containing a minor amount of water with a liquid hydrocarbon extraction stream under extraction conditions favorable to selective extraction of the methanol, thereby providing an extract liquid stream rich in methanol and an aqueous raffinate stream lean in methanol; (b) charging the extracted methanol substantially free of water to said reaction zone under process conditions to convert substantially all methanol to hydrocarbons; (c) cooling reaction effluent to recover aqueous liquid byproduct stream, gas rich in C.sub.2.sup.- hydrocarbons, liquid rich in C.sub.3 -C.sub.4 and C.sub.5.sup.
    Type: Grant
    Filed: April 29, 1987
    Date of Patent: November 24, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen, Sean C. Smyth
  • Patent number: 4645570
    Abstract: For the distillation of a stream consisting essentially of alcohols of 6-20 carbon atoms, water and methanol, the methanol is first separated from the homogeneous, aqueous solution as the overhead product by distillation under a head pressure of 500-1,000 mbar. The bottoms discharge is mechanically separated under normal pressure and at a temperature of C. in a phase separator to obtain a discrete water phase preferably containing at least two thirds of the feedstream water. The remaining organic phase is then transferred from the phase separator into a second distillation column and the organic phase is dewatered in the latter at 100-500 mbar. The head product from the second column is conducted to a second phase separator; the aqueous phase is separated therein at a temperature of C. and optionally returned into the first phase separator. The bottom product from the second distillation column is passed into a downstream distillation stage wherein the C.sub.6 to C.
    Type: Grant
    Filed: October 19, 1984
    Date of Patent: February 24, 1987
    Assignee: Huels Aktiengesellschaft
    Inventors: Srinivasan Sridhar, Manfred Hartmann
  • Patent number: 4592806
    Abstract: The invention relates to a process for the production of grade AA methanol by distilling raw methanol in several distillation stages, for separating grade AA methanol, tail gas, and fusel oil from the raw methanol and further processing the fusel oil to produce additional methanol of grade AA quality at a return ratio of 5:1 or higher.
    Type: Grant
    Filed: March 28, 1984
    Date of Patent: June 3, 1986
    Assignee: Uhde GmbH
    Inventors: Hartmut Ilgner, Natarajan Thiagarajan, Gunter Heck, Aladar Lienerth
  • Patent number: 4431838
    Abstract: A C.sub.1 -C.sub.4 alkanol and its corresponding acetate or a C.sub.1 -C.sub.2 alkanol and its corresponding propionate are separated by extractive distillation utilizing an aromatic hydrocarbon as the extractive solvent. Transesterification of lower alkanols and lower alkyl acetates or propionates is effected by means of extractive distillation and the preparation of an intermediate ester of a higher boiling alcohol.
    Type: Grant
    Filed: February 8, 1982
    Date of Patent: February 14, 1984
    Assignee: National Distillers and Chemical Corporation
    Inventors: Julian Feldman, John M. Hoyt
  • Patent number: 4388154
    Abstract: A process is provided wherein acetaldehyde and methanol are obtained from reaction mixtures which result from the homologization of methanol and which in addition to acetaldehyde essentially contain acetaldehyde dimethylacetal, methanol, methyl acetate and water.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: June 14, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Waldheim Hochstein, Gerd Kaibel, Franz-Josef Mueller, Horst Hartmann
  • Patent number: 4371718
    Abstract: Butenes are added to the methanol-containing methyl-tertiary-butyl ether (MTBE) reactor effluent fractionation to effect recovery of substantially methanol-free MTBE bottoms product. Methanol analysis taken below the fractionator feed locus manipulates control of butenes addition. In an embodiment, the methanol-butenes-containing overhead stream from the fractionation is treated over activated alumina to adsorb methanol, yielding a methanol-free butenes feed for HF alkylation of isobutane. The used adsorbent can be regenerated using hot butenes product and/or MTBE reactor feed vapor with the recovered methanol being recycled to the MTBE reaction.
    Type: Grant
    Filed: July 2, 1981
    Date of Patent: February 1, 1983
    Assignee: Phillips Petroleum Company
    Inventor: Thomas Hutson, Jr.
  • Patent number: 4352940
    Abstract: In the hydrolysis of methyl acetate to acetic acid, the improvement comprising a flasher or stripper to separate methyl acetate and water from the hydrolyzer product stream and the recycle of these directly to the hydrolyzer.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: October 5, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert L. Adelman, Roy Segars, Jr.
  • Patent number: 4210495
    Abstract: Purified methanol is produced by distilling a water methanol mixture in (a) a first column from which is taken a product methanol stream at an upper level, weakly aqueous methanol as a side stream and water as bottoms and (b) a second column in which that weakly aqueous methanol is separated into an overhead product stream and aqueous methanol bottoms. The first column may be preceded by a preliminary volatiles-removal column. The process is economical in heat consumption, especially when methanol vapor from the second column is heat-exchanged with the feed or bottoms of the first column.
    Type: Grant
    Filed: February 14, 1978
    Date of Patent: July 1, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventor: Alwyn Pinto
  • Patent number: 4204915
    Abstract: An azeotropic distillation is conducted by feeding a part of an entrainer to the lower region of an azeotropic zone in a distillation column.
    Type: Grant
    Filed: March 17, 1978
    Date of Patent: May 27, 1980
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Kenzi Kurata, Toshito Fukumoto, Yuji Yoshida, Masanori Kusama, Shintaro Tsuruta
  • Patent number: 4149940
    Abstract: A methanol production process including synthesis gas generation, methanol synthesis and methanol distillation includes an autonomous system in which low pressure steam is raised by heat exchange with a fluid stream at C. in the process, the low pressure steam is used as live steam to heat at least distillation column in the distillation section and bottoms water from a distillation column in that section is used as feed to the autonomous steam system.
    Type: Grant
    Filed: December 15, 1977
    Date of Patent: April 17, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventor: Alwyn Pinto