Patents Assigned to Texaco Chemical Inc.
  • Patent number: 5659091
    Abstract: An impure methyl tertiary butyl ether product contaminated with isobutylene, methanol and water is purified by continuous counter-current contact with water and an isobutylene fraction in an extraction zone comprising a counter-current contact tower to provide an overhead raffinate comprising isobutylene, methyl tertiary butyl ether and a minor amount of water and an extract comprising methanol, water and a minor amount of methyl tertiary butyl ether; the overhead raffinate being separated in a methyl tertiary butyl ether purification distillation zone into a lighter distillation fraction comprising isobutylene and water and a heavier distillation fraction consisting essentially of methyl tertiary butyl ether; the lighter distillation fraction being decanted to remove water and to provide a distillate isobutylene fraction that is returned to the contact tower as the isobutylene fraction.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: August 19, 1997
    Assignee: Texaco Chemical Inc.
    Inventors: Michael Warren Peters, Yu-Hwa Edward Sheu
  • Patent number: 5639355
    Abstract: A tertiary butyl hydroperoxide reaction product is distilled to provide a tertiary butyl alcohol distillation fraction containing tertiary butyl alcohol and a heavier fraction containing unreacted tertiary butyl hydroperoxide, and reaction by-products boiling below tertiary butyl alcohol, the tertiary butyl alcohol fraction is charged to a vacuum distillation column for separation into a vaporized overhead tertiary butyl alcohol fraction that is cooled to obtain a liquefaction product containing a minor amount of vaporized tertiary butyl alcohol and a major amount of a liquified tertiary butyl alcohol, andthe tertiary butyl alcohol vapors are dissolved in water to form an aqueous solution of tertiary butyl alcohol from which the tertiary butyl alcohol is recovered.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: June 17, 1997
    Assignee: Texaco Chemical Inc.
    Inventor: Huibert Sybrandus Jongenburger
  • Patent number: 5637778
    Abstract: Disclosed is a one-step method for synthesis of methyl tertiary butyl ether, diisopropyl ether and isopropyl ether from crude streams containing acetone, methanol and t-butyl alcohol which comprises reacting an acetone-rich feed over a bifunctional catalyst comprising 5-45% by weight of a catalyst consisting essentially of a hydrogenation catalyst selected from the group consisting of one or more metals selected from the group consisting of IB, VIB or VIII of the Periodic Table and a heteropoly acid on a 55%-95% of the total weight of the catalyst of a support comprising a compound selected from the group consisting of:a. a metal phosphate;b. 5 to 95% by weight metal phosphate supported on 95 to 5 wt % Group III or IV oxide; andc. a large pore silicoaluminophosphate.
    Type: Grant
    Filed: August 8, 1994
    Date of Patent: June 10, 1997
    Assignee: Texaco Chemical Inc.
    Inventors: Robert J. Taylor, Jr., Pei-Shing E. Dai, John F. Knifton, Bobby R. Martin
  • Patent number: 5620568
    Abstract: An extractive distillation agent of 1-propanol is fed to an extractive distillation column used for the distillation of propylene oxide contaminated with water, acetone and methanol to obtain an overhead distillate fraction of essentially anhydrous propylene oxide contaminated with reduced quantities of acetone and methanol, and a heavier bottoms distillation fraction containing substantially all of the 1-propanol, water and acetone, some of the methanol and heavier by-products of propylene oxide formed in the distillation column.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: April 15, 1997
    Assignee: Texaco Chemical, Inc.
    Inventors: William A. Smith, Mark A. Mueller
  • Patent number: 5616814
    Abstract: An improved method of recovering methyl tertiary butyl ether from an etherification reaction product containing acidic by-products wherein the reaction product is charged to an MTBE distillation zone and fractionated therein to provide a lower boiling distillation fraction comprising isobutylene, methyl tertiary butyl ether, methanol and acidic by-products, wherein the lower boiling distillation fraction is counter-currently washed with alkaline water in a methanol extraction tower, and wherein an aqueous solution of an alkali is injected into the tower below the charge point for the wash water to substantially completely neutralize the acidic by-products and to provide an overhead extract substantially free from acidic by-products comprising isobutylene, methyl tertiary butyl ether and a minor amount of water, and a bottoms raffinate comprising methanol, water, alkaline by-products and a minor amount of methyl tertiary butyl ether.
    Type: Grant
    Filed: August 17, 1995
    Date of Patent: April 1, 1997
    Assignee: Texaco Chemical Inc.
    Inventor: Kyle L. Preston
  • 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: 5576464
    Abstract: MTBE, prepared by reacting MeOH with TBA to form a primary etherification reaction product, is distilled in a first distillation column to provide a first lower boiling distillation fraction comprising methyl tertiary butyl ether, isobutylene, methanol, dimethyl ether, and the first lower boiling fraction is water washed to provide an overhead extract that is distilled in a second distillation column to provide a second lower boiling distillation fraction comprising isobutylene, dimethyl ether and water, which is dewatered to provide a feed fraction comprising isobutylene and dimethyl ether that is reacted with less than an equivalent amount of MeOH to provide a secondary reaction product comprising MTBE, less than 0.5 wt. % of MeOH, isobutylene and contaminants including TBA and dimethyl ether, and the secondary reaction product is recycled to the second distillation column.
    Type: Grant
    Filed: August 8, 1995
    Date of Patent: November 19, 1996
    Assignee: Texaco Chemical Inc.
    Inventor: Kyle L. Preston
  • Patent number: 5550300
    Abstract: Disclosed is an integrated process for the generation of a mixture of ethers, such as diisopropyl ether, methyl tertiary butyl ether, and/or isopropyl tertiary butyl ether, from a crude by-product acetone stream composed of acetone, tertiary butyl alcohol and methanol by passing such a stream, in the presence of hydrogen, over a catalyst system characterized by having both a hydrogenation activity gradient along the reactor in one direction and an etherification activity gradient in the opposite direction.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: August 27, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: Robert J. Taylor, Jr., Pei-Shing E. Dai, John F. Knifton
  • Patent number: 5527970
    Abstract: Disclosed is an improved process for preparing ethyl t-butyl ether in one-step which comprises reacting tertiary butanol and ethanol in the presence of a catalyst consisting essentially of a macroreticular acid resin or a pentasil zeolite at a temperature of about 40.degree.-140.degree. C. and atmospheric pressure to about 500 psig.
    Type: Grant
    Filed: February 2, 1995
    Date of Patent: June 18, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: Rei-Yu J. Hwan, John F. Knifton, Brian L. Benac
  • Patent number: 5489366
    Abstract: A distillation method for the purification of crude propylene oxide containing contaminating quantities of water and methanol by partially purifying the crude propylene oxide in a plural stage distillation zone to provide a vaporized overhead distillate propylene oxide fraction containing a minor contaminating amount of vaporized water, andpassing the propylene oxide vapor fraction through a drying chamber containing a porous hygroscopic solid absorbent to selectively absorb water vapor onto the absorbent,and liquefying and recovering the thus-dehydrated purified propylene oxide.
    Type: Grant
    Filed: March 28, 1994
    Date of Patent: February 6, 1996
    Assignee: Texaco Chemical Inc.
    Inventor: Huibert S. Jongenburger
  • Patent number: 5488179
    Abstract: Disclosed is a method of selective preparation of ditertiary butyl peroxide from tertiary butyl hydroperoxide and t-butanol which comprises reacting said tertiary butyl hydroperoxide and t-butanol over a Beta-zeolite catalyst under hydroperoxide conversion conditions.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: January 30, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Edward T. Marquis, Pei-Shing E. Dai
  • Patent number: 5488178
    Abstract: Disclosed is a method of selective preparation of ditertiary butyl peroxide from tertiary butyl hydroperoxide and t-butanol which comprises reacting said tertiary butyl hydroperoxide and t-butanol over a solid acid catalyst selected from:a) an acidic montmorillonite clay;b) an acidic zeolite selected from the group consisting of dealuminized Y-zeolite and pentasil zeolite;c) an acidic organic resin; andd) heteropoly acids supported on an oxide selected from Group III or Group IV.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: January 30, 1996
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Edward T. Marquis, Pei-Shing E. Dai
  • Patent number: 5476972
    Abstract: Disclosed is a one-step method for synthesis of ethers from mixtures of acetone and t-butyl alcohol which comprises reacting an acetone-rich feed over a bifunctional catalyst comprising 5%-45% by weight hydrogenation catalyst on 55%-95% of the total catalyst weight of a support comprising a zeolite and a Group III or IV oxide.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: December 19, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Pei-Shing E. Dai, Robert J. Taylor, Jr., John F. Knifton, Bobby R. Martin
  • Patent number: 5464505
    Abstract: Propylene oxide adducts of oxyethylene glycols are used as extractive distillation agents in an extractive distillation column in the distillation of propylene oxide contaminated with water, acetone and methanol to obtain an overhead propylene oxide distillate fraction contaminated with reduced quantities of water, acetone and methanol, and a heavier bottoms distillation fraction containing substantially all of the extractive distillation agent, and acetone and some of the methanol and water introduced into the distillation column.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: November 7, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Michael W. Peters, William A. Smith, Mark A. Mueller, William K. Culbreth, III
  • Patent number: 5457243
    Abstract: Disclosed is a method for removing organic acids and derivatives thereof from a crude methyl tertiary butyl ether (MTBE) stream of the type found in the feed to, or effluent from, a reactor for a one-step process for producing MTBE which comprises:contacting said crude MTBE stream in a treating zone over one or more beds of a solid base for a period of time sufficient to neutralize said organic acids and derivatives thereof; andwithdrawing a substantially organic acid-free crude MTBE product from said treating zone.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: October 10, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Mark A. Mueller, Michael W. Peters
  • Patent number: 5453160
    Abstract: An extractive distillation agent comprising a mixture of polyoxypropylene glycols is fed to an extractive distillation column used for the distillation of propylene oxide contaminated with water, acetone and methanol to obtain an overhead distillate anhydrous propylene oxide fraction contaminated with reduced quantities of methanol and a heavier bottoms distillation fraction containing the polyoxypropylene glycols, water and acetone and some of the methanol introduced into the distillation column.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: September 26, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Michael W. Peters, William K. Culbreth, III, Mark A. Mueller
  • Patent number: 5449839
    Abstract: Disclosed is an improved process for preparing ethyl t-butyl ether in one step which comprises reacting tertiary butanol and ethanol in the presence of a catalyst selected from zeolite beta and zeolite beta modified with multimetals selected from the group consisting of Groups IB, VB, VIB, VIIB or VIII of the Periodic Table at a temperature of about 20.degree. C. to 250.degree. C. and atmospheric pressure to about 1000 psig, wherein when the temperature is in the operating range above about 140.degree. C., the product comprises a two-phase mix of an ETBE-isobutylene and, optionally, diisobutylene product-rich phase and a heavier aqueous ethanol-rich phase.
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: September 12, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Pei-Shing E. Dai
  • Patent number: 5449838
    Abstract: Disclosed is a two-step process for the generation of isopropyl t-butyl ether from a crude by-product acetone stream which comprises:a) Hydrogenating said crude acetone over a bulk metal, nickel-rich catalyst to give an isopropanol-rich effluent;b) subjecting said isopropanol-rich intermediate to etherification conditions in the presence of a strong acid catalyst selected from:(1) a cationic resin;(2) a .beta.-zeolite;(3) dealuminized Y-zeolites; and(4) metal-modified .beta.-zeolites.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: September 12, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: John F. Knifton, Ernest L. Yeakey, Pei-Shing E. Dai
  • Patent number: 5436375
    Abstract: Tertiary butyl hydroperoxide and tertiary butyl alcohol are prepared from isobutane and oxygen in a vertical reactor by sparging a mixture of isobutane with oxygen to the bottom of the reactor, by charging a reaction mixture recycle stream to the reactor above the sparge point, by centrally charging a downwardly flowing stream of cooled fresh isobutane to the top of the reactor to induce central downflow of the fresh isobutane annular and upflow of the sparged mixture and the recycle stream, by withdrawing a liquid product stream adjacent the top of the reactor, by withdrawing a vapor product stream from the top of the reactor, by condensing entrained liquids in the vapor product, by recycling the condensed liquids and by recovering the liquid product stream.
    Type: Grant
    Filed: August 26, 1994
    Date of Patent: July 25, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Karen A. Thomas, Kyle L. Preston
  • Patent number: 5436376
    Abstract: A plural stage process for the production of tertiary butyl alcohol from isobutane wherein isobutane is reacted with oxygen in a first reactor to prepare a primary liquid reaction mixture comprising unreacted isobutane, tertiary butyl alcohol, tertiary butyl hydroperoxide and small amounts of oxygen-containing by-products, distilling the primary reaction product to provide a first lighter isobutane recycle distillation fraction and a first heavier liquid distillation fraction comprising the debutanized mixture of tertiary butyl hydroperoxide with tertiary butyl alcohol, diluting the first heavier liquid distillation fraction with an amount of tertiary butyl alcohol sufficient to provide a feed mixture comprising about 15 to 25 wt. % of tertiary butyl hydroperoxide, about 75 to 85 wt.
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: July 25, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Yu-Hwa E. Sheu, John R. Sanderson, Mark A. Mueller, William A. Smith