Patents Assigned to Chemical Research & Licensing Company
  • Patent number: 5446223
    Abstract: The aging rate of the catalyst in a process for the concurrent alkylation of aromatic with olefin and distillation of reaction components (reactants and products) in a distillation column reactor in a catalyst bed wherein the catalyst also serves as the distillation structure, is retarded by limiting the conversion of olefin in the catalyst bed to about 90 percent. A portion up to and including the entire unreacted aromatic and olefin in the overhead from the distillation column reactor are condensed and fed to a fixed bed alkylation reactor to substantially finish the conversion with a portion of the effluent from the fixed bed reactor recycled thereto to control the olefin content in the fixed bed reactor inlet to less than one volume percent, preferably less than 0.50 volume percent and thereby reduce the aging in that catalyst. A fixed bed transalkylation reactor is used to convert the polysubstituted alkylated aromatic products to mono-substituted alkylated aromatic products.
    Type: Grant
    Filed: May 23, 1994
    Date of Patent: August 29, 1995
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5431890
    Abstract: A bale shaped catalytic distillation structure formed by placing multiple link or continuous tube shaped structures on top of a wire mesh screen, such as demister wire, arrayed at an angle to the longitudinal axis of the bale, such that when the wire mesh screen is rolled up, the rolled structure provides a catalytic distillation structure. The tube comprises flexible, semi-rigid open mesh tubular element filled with a particulate catalytic material, the tube shaped structure having a fastener every 1-12 inches in length to form a multiple link.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: July 11, 1995
    Assignee: Chemical Research & Licensing Company
    Inventors: Clifford S. Crossland, Gary R. Gildert, Dennis Hearn
  • Patent number: 5431888
    Abstract: A multi-purpose distillation column reactor is disclosed which may be used for the production of tertiary amyl methyl ether from the reaction of the isoamylenes contained in a light naphtha with methanol. Two reaction distillation zones are disposed above a stripping section. The stripping, in addition to removing the TAME product, also removes the C.sub.6 and heavier components. The first reaction distillation zone contains a hydrotreating catalyst for removing diolefins and mercaptans. The second distillation reaction zone contains an acid cation exchange resin for the etherification reaction and the entire column serves to fractionate the multiple component reaction system (reacts, inerts, products and contaminants) concurrently with the multiple reactions.
    Type: Grant
    Filed: March 14, 1994
    Date of Patent: July 11, 1995
    Assignee: Chemical Research & Licensing Company
    Inventors: Thomas P. Hickey, John R. Adams
  • Patent number: 5338517
    Abstract: A distillation column reactor is provided having special trays arranged within the column to provide better mixing and thus achieve better mass and energy transfer between the liquid, vapor and catalyst. The trays comprise a slotted support plate for the catalyst with openings to allow vapor passage through the catalyst from the tray below. A draft chimney or riser is provided directly above the slotted openings to increase the vapor velocity and carry the liquid and catalyst upward on the tray. A hood is included at the upper end of the chimney to direct the liquid-vapor-catalyst flow back down onto the tray. The liquid from the tray above is distributed onto the tray about the chimney by distributors which preferably extend below the static catalyst level on the tray.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: August 16, 1994
    Assignee: Chemical Research & Licensing Company
    Inventors: William T. Evans, III, Karl Stork
  • Patent number: 5336841
    Abstract: A process is provided to remove oxygenates from a C.sub.4 raffinate stream from an MTBE plant. A back-cracking catalyst is placed into the bottom of an oxygenate removal column which will convert any MTBE or TBA contained therein back to their original components of isobutene and methanol or water. The raffinate stream is first subjected to a water wash to remove the gross amounts of methanol and DME.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: August 9, 1994
    Assignee: Chemical Research & Licensing Company
    Inventor: John R. Adams
  • Patent number: 5321163
    Abstract: A multi-purpose distillation column reactor is disclosed which may be used for the production of tertiary amyl methyl ether from the reaction of the isoamylenes contained in a light naphtha with methanol. Two reaction distillation zones are disposed above a stripping section. The stripping, in addition to removing the TAME product, also removes the C.sub.6 and heavier components. The first reaction distillation zone contains a hydrotreating catalyst for removing diolefins and mercaptans. The second distillation reaction zone contains an acid cation exchange resin for the etherification reaction and the entire column serves to fractionate the multiple component reaction system (reacts, inerts, products and contaminants) concurrently with the multiple reactions.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: June 14, 1994
    Assignee: Chemical Research & Licensing Company
    Inventors: Thomas P. Hickey, John R. Adams
  • Patent number: 5321181
    Abstract: Aromatic compounds are alkylated in a catalytic distillation, wherein the catalyst structure also serves as a distillation component by contacting the aromatic compound with a C.sub.2 to C.sub.10 olefin in the catalyst bed under 0.25 to 50 atmospheres of pressure and at temperatures in the range of 80.degree. C. to 500.degree. C., using as the catalyst a mole sieve characterized as acidic or an acidic cation exchange resin. For example, ethyl benzene is produced by feeding ethylene below the catalyst bed while benzene is conveniently added through the reflux in molar excess to that required to react with ethylene, thereby reacting substantially all of the ethylene and recovering benzene as the principal overhead and ethyl benzene in the bottoms.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: June 14, 1994
    Assignee: Chemical Research & Licensing Company
    Inventors: Lawrence A. Smith, Jr., Robert P. Arganbright, Dennis Hearn
  • Patent number: 5313005
    Abstract: A process for the etherification of isoolefins with alcohols is provided wherein the reaction occurs simultaneously with separation of the ether product and reactants. To assure proper alcohol concentration in a catalytic distillation column, the oxygen concentration derived from alcohol is measured at a point below the catalyst bed and controlled to that which maximizes ether production while preventing alcohol from leaving the reactor with ether product.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: May 17, 1994
    Assignee: Chemical Research & Licensing Company
    Inventors: Lawrence A. Smith, Jr., Edward M. Jones, Jr., Henry J. Semerak
  • Patent number: 5266546
    Abstract: A catalytic distillation structure comprising a tube of open mesh wire containing particulate catalyst and sealed on each end along seams at 15.degree. to 90.degree. relative to each other.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: November 30, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Dennis Hearn
  • Patent number: 5262576
    Abstract: A method and apparatus for conducting a catalytic distillation process is provided which allows for maintaining a liquid level in selected portions of the catalyst bed. Three particular processes disclosed are the production of methyl tertiary butyl ether, tertiary butyl alcohol and cumene.
    Type: Grant
    Filed: February 19, 1992
    Date of Patent: November 16, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5262012
    Abstract: A catalytic distillation system is provided having a first component which is a particulate catalyst useful for carrying out the desired chemical reaction and a second component which is a hollow geometric shape having openings through the outer surface to allow gas and liquid to pass therethrough. The two components are mixed to provide the desired open space and loaded into a distillation column reactor. The hollow geometric shapes provides the spacing, while the openings permit the gas and liquid to flow through, thus providing the requisite vapor liquid contact space and surfaces.
    Type: Grant
    Filed: September 19, 1990
    Date of Patent: November 16, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5248837
    Abstract: A process for the etherification of isoolefins with alcohols is provided wherein the reaction occurs simultaneously with separation of the ether product and reactants. To assure proper alcohol concentration throughout the reaction zone, the alcohol concentration is measured at a point below the catalyst bed and controlled to that which maximizes ether production while preventing alcohol from leaving the reactor with ether product.
    Type: Grant
    Filed: October 21, 1992
    Date of Patent: September 28, 1993
    Assignee: Chemical Research & Licensing Company
    Inventors: Lawrenc A. Smith, Jr., Edward M. Jones, Jr., Henry J. Semerak
  • Patent number: 5248836
    Abstract: A process is provided for selective etherification of iC.sub.4 =with EtOH to form ETBE in a distillation column reactor containing a fixed bed acid cation exchange resin as a catalytic distillation structure in a reaction distillation zone combined with a straight pass fixed bed reactor. A C.sub.4 feed containing isobutene is mixed with the total liquid downflow from the catalytic distillation reactor and passed to a straight pass fixed bed reactor, where up to about 85% of the isobutene is reacted with ethanol in the distillation column reactor effluent. This stream is returned to the distillation column reactor at a point below where the liquid downflow is withdrawn and then fractionated on conventional trays to remove ETBE as a bottom product.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: September 28, 1993
    Assignee: Chemical Research & Licensing Company
    Inventors: Amarjit Bakshi, Edward M. Jones, Jr., Bobby A. Strain
  • Patent number: 5243115
    Abstract: Aromatic compounds are alkylated in a catalytic distillation, wherein the catalyst structure also serves as a distillation component by contacting the aromatic compound with a C.sub.2 to C.sub.10 olefin in the catalyst bed under 0.25 to 50 atmospheres of pressure and at temperatures in the range of 80.degree. C. to 500.degree. C., using as the catalyst a mole sieve characterized as acidic or an acidic cation exchange resin. For example, ethyl benzene is produced by feeding ethylene to about the mid point of the catalyst bed while benzene is conveniently added through the reflux in molar excess to that required to react with ethylene, thereby reacting substantially all of the ethylene and recovering benzene as the principal overhead and ethyl benzene in the bottoms.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: September 7, 1993
    Assignee: Chemical Research & Licensing Company
    Inventors: Lawrence A. Smith, Jr., Robert P. Arganbright, Dennis Hearn
  • Patent number: 5231234
    Abstract: An integrated two stage process for the production of isoolefin by the dehydration of isoalcohol and the synthesis of a corresponding ether, for example the production of methyl tertiary butyl ether by (a) feeding tertiary butyl alcohol to a first distillation column reactor into a feed zone; (b) concurrently in said first distillation column reactor (i) contacting said TBA with an acid ion exchange resin catalyst as a component of a distillation structure, at a temperature in the range of 165.degree. to 200.degree. F.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: July 27, 1993
    Assignee: Chemical Research & Licensing Company
    Inventors: Robert P. Arganbright, Bradley S. Hearn
  • Patent number: 5221441
    Abstract: A method and apparatus for conducting a catalytic distillation process is provided which allows for maintaining a liquid level in selected portions of the catalyst bed. Three particular processes disclosed are the production of methyl tertiary butyl ether, tertiary butyl alcohol and cumene.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: June 22, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5215725
    Abstract: A system for the catalytic distillation production of alkylated aromatic compounds is provided wherein the vapor pressure of the olefin may be increased while maintaining the same olefin feed rate and aromatic to olefin ratio. In one embodiment a side stream from the vapor from the second column below the catalyst and olefin feed is condensed and rerouted to the aromatic make up stream from the reflux drum. The vapor pressure of the olefin in the lower end of the first column in the catalyst bed is thus increased which increases the equilibrium concentration of the olefin in the liquid phase. In another embodiment of the invention the effective driving force for the reaction is increased by injecting the olefin at different heights within the catalyst bed. If additional olefin is injected more catalyst bed height would be required, but the additional catalyst is more that offset by the increased throughput at the same overall olefin conversion.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: June 1, 1993
    Assignees: Chemical Research & Licensing Company, ABB Lummus Crest, Inc.
    Inventor: Angel Sy
  • Patent number: 5204064
    Abstract: A method and apparatus for conducting a catalytic distillation process is provided which allows for maintaining a liquid level in selected portions of the catalyst bed. Three particular processes disclosed are the production of methyl tertiary butyl ether, tertiary butyl alcohol and cumene.
    Type: Grant
    Filed: August 7, 1991
    Date of Patent: April 20, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5198196
    Abstract: A method and apparatus is provided for removing catalyst from a distillation column reactor and replacing the catalyst with fresh or regenerated catalyst. More specifically a small particulate catalyst is supported by wire mesh or screen or filter medium on trays in a conventional distillation column and substantially submerged by the liquid on the trays. The vapor rising through the liquid tends to keep the catalyst in suspension in the liquid. A draw-off is provided for each tray having catalyst supported thereon whereby liquid containing the suspended or slurried catalyst can be removed to a separator during operation. The catalyst is separated, as in a settling tank separator, from the liquid recycled to the tray until all the catalyst has been removed. The separated catalyst is removed for either regeneration or discarding. Fresh catalyst can then be added to the separator where it is slurried into the liquid again being recirculated from the tray.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: March 30, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Edward M. Jones, Jr.
  • Patent number: 5190730
    Abstract: A liquid phase process for oligomerization of C.sub.4 and C.sub.5 isoolefins or the etherification thereof with C.sub.1 to C.sub.6 alcohols wherein the reactants are contacted in a reactor with a fixed bed acid cation exchange resin catalyst at an LHSV of 5 to 20, pressure of 0 to 400 psig and temperature of 120.degree. to 300.degree. F. Wherein the improvement is the operation of the reactor at a pressure to maintain the reaction mixture at its boiling point whereby at least a portion but less than all of the reaction mixture is vaporized. By operating at the boiling point and allowing a portion of the reaction mixture to vaporize, the exothermic heat of reaction is dissipated by the formation of more boil up and the temperature in the reactor is controlled.
    Type: Grant
    Filed: July 8, 1991
    Date of Patent: March 2, 1993
    Assignee: Chemical Research & Licensing Company
    Inventors: Lawrence A. Smith, Jr., Dennis Hearn, Edward M. Jones, Jr.