Patents Assigned to Catalytic Distillation Technologies
  • Patent number: 10280376
    Abstract: A process for reducing the sulfur content of a hydrocarbon stream is disclosed. A full range cracked naphtha is contacted with a hydrogenation catalyst to convert at least a portion of the dienes and mercaptans to thioethers and to hydrogenate at least a portion of the dienes. The full range cracked naphtha is fractionated into a light naphtha fraction, a medium naphtha fraction, and a heavy naphtha fraction. The heavy naphtha fraction is hydrodesulfurized. The medium naphtha fraction is mixed with hydrogen and gas oil to form a mixture, which is contacted with a hydrodesulfurization catalyst to produce a medium naphtha fraction having a reduced sulfur concentration. The light, heavy, and medium naphtha fractions may then be recombined to form a hydrodesulfurized product having a sulfur content of less than 10 ppm in some embodiments.
    Type: Grant
    Filed: April 25, 2017
    Date of Patent: May 7, 2019
    Assignee: Catalytic Distillation Technologies
    Inventor: Gary G. Podrebarac
  • Patent number: 10000705
    Abstract: A process and apparatus for improving the production of coke having a high volatile combustible material content are disclosed. The process may include, for example: heating a coker feedstock to a coking temperature to produce a heated coker feedstock; contacting the heated coker feedstock with a quench medium to reduce a temperature of the heated coker feedstock and produce a quenched feedstock; feeding the quenched feedstock to a coking drum; subjecting the quenched feedstock to thermal cracking in the coking drum to (a) crack a portion of the quenched feedstock to produce a cracked vapor product, and (b) produce a coke product having a volatile combustible material (VCM) concentration in the range from about 13% to about 50% by weight, as measured by ASTM D3175.
    Type: Grant
    Filed: June 19, 2015
    Date of Patent: June 19, 2018
    Assignee: Catalytic Distillation Technologies
    Inventors: Ahmad Faegh, John E. Collins, Virendra Manral, Gary Reisen
  • Publication number: 20170226433
    Abstract: A process for reducing the sulfur content of a hydrocarbon stream is disclosed. A full range cracked naphtha is contacted with a hydrogenation catalyst to convert at least a portion of the dienes and mercaptans to thioethers and to hydrogenate at least a portion of the dienes. The full range cracked naphtha is fractionated into a light naphtha fraction, a medium naphtha fraction, and a heavy naphtha fraction. The heavy naphtha fraction is hydrodesulfurized. The medium naphtha fraction is mixed with hydrogen and gas oil to form a mixture, which is contacted with a hydrodesulfurization catalyst to produce a medium naphtha fraction having a reduced sulfur concentration. The light, heavy, and medium naphtha fractions may then be recombined to form a hydrodesulfurized product having a sulfur content of less than 10 ppm in some embodiments.
    Type: Application
    Filed: April 25, 2017
    Publication date: August 10, 2017
    Applicant: Catalytic Distillation Technologies
    Inventor: Gary G. Podrebarac
  • Patent number: 9688590
    Abstract: A process for the production of jet and other heavy fuels, the process including: contacting at least one C3 to C5 isoalkanol with a first catalyst to convert at least a portion of the isoalkanol to isoalkene, isoalkene dimers, and water; contacting at least a portion of the isoalkene dimers with a second catalyst to convert at least a portion of the isoalkene dimers to isoalkene trimers; hydrotreating the isoalkene trimers to form isoalkanes useful as a jet fuel, kerosene, or other heavy fuels.
    Type: Grant
    Filed: May 10, 2011
    Date of Patent: June 27, 2017
    Assignee: Catalytic Distillation Technologies
    Inventors: William M. Cross, Jr., Gary G. Podrebarac
  • Patent number: 9631149
    Abstract: A process for reducing the sulfur content of a hydrocarbon stream is disclosed. A full range cracked naphtha is contacted with a hydrogenation catalyst to convert at least a portion of the dienes and mercaptans to thioethers and to hydrogenate at least a portion of the dienes. The full range cracked naphtha is fractionated into a light naphtha fraction, a medium naphtha fraction, and a heavy naphtha fraction. The heavy naphtha fraction is hydrodesulfurized. The medium naphtha fraction is mixed with hydrogen and gas oil to form a mixture, which is contacted with a hydrodesulfurization catalyst to produce a medium naphtha fraction having a reduced sulfur concentration. The light, heavy, and medium naphtha fractions may then be recombined to form a hydrodesulfurized product having a sulfur content of less than 10 ppm in some embodiments.
    Type: Grant
    Filed: August 16, 2013
    Date of Patent: April 25, 2017
    Assignee: Catalytic Distillation Technologies
    Inventor: Gary G. Podrebarac
  • Patent number: 9481624
    Abstract: A process for the production of dimethyl ether from a methanol reactor effluent is disclosed. The process may include: contacting an aqueous extractant comprising water and an effluent from a methanol synthesis reactor comprising methanol and one or more of methane, water, carbon monoxide, carbon dioxide, hydrogen, and nitrogen. At least a portion of the methanol partitions into the aqueous extractant; recovering an extract fraction comprising the aqueous extractant and methanol. The extract fraction is fed to a catalytic distillation reactor system for concurrently: contacting the methanol with catalyst in a reaction zone thereby catalytically reacting at least a portion of the methanol to form dimethyl ether and water; and fractionating the resulting dimethyl ether and the water to recover a first overheads fraction comprising dimethyl ether and a first bottoms fraction comprising water.
    Type: Grant
    Filed: January 30, 2013
    Date of Patent: November 1, 2016
    Assignee: Catalytic Distillation Technologies
    Inventor: Mitchell E. Loescher
  • Patent number: 9315741
    Abstract: A process for reducing the concentration of benzene in a hydrocarbon stream, the process including: fractionating a reformate to form a benzene concentrate fraction comprising benzene and other C6 hydrocarbons, and a heavies fraction comprising C7+ hydrocarbons; and hydrogenating the benzene concentrate fraction to form a hydrocarbon fraction having a reduced benzene concentration.
    Type: Grant
    Filed: September 8, 2008
    Date of Patent: April 19, 2016
    Assignee: Catalytic Distillation Technologies
    Inventors: Montri Vichailak, Purvis K. Ho, Martinus J. Almering, Arvids Judzis, Jr., Willibrord A. Groten, Lawrence A. Smith, Jr., Yongqiang Xu
  • Patent number: 9272965
    Abstract: A process for the conversion of an alcohol to an olefin is disclosed. The process may include: contacting at least one C2 to C5 alcohol with an organic acid in the presence of an esterification catalyst to convert at least a portion of the at least one C2 to C5 alcohol and the organic acid to an ester; at least one of catalytically and thermally degrading the ester to form an organic acid and an olefin.
    Type: Grant
    Filed: October 18, 2010
    Date of Patent: March 1, 2016
    Assignee: Catalytic Distillation Technologies
    Inventor: William M. Cross, Jr.
  • Patent number: 9254479
    Abstract: A process for the production of olefins from at least one of an alcohol and ether, the process including: contacting at least one alcohol or ether with a hydrofluoric acid-treated amorphous synthetic alumina-silica catalyst under decomposition conditions to produce an olefin.
    Type: Grant
    Filed: September 8, 2014
    Date of Patent: February 9, 2016
    Assignee: Catalytic Distillation Technologies
    Inventor: J. Yong Ryu
  • Patent number: 9062256
    Abstract: A process and apparatus for improving the production of coke having a high volatile combustible material content are disclosed. The process may include, for example: heating a coker feedstock to a coking temperature to produce a heated coker feedstock; contacting the heated coker feedstock with a quench medium to reduce a temperature of the heated coker feedstock and produce a quenched feedstock; feeding the quenched feedstock to a coking drum; subjecting the quenched feedstock to thermal cracking in the coking drum to (a) crack a portion of the quenched feedstock to produce a cracked vapor product, and (b) produce a coke product having a volatile combustible material (VCM) concentration in the range from about 13% to about 50% by weight, as measured by ASTM D3175.
    Type: Grant
    Filed: May 11, 2012
    Date of Patent: June 23, 2015
    Assignee: Catalytic Distillation Technologies
    Inventors: Ahmad Faegh, John C. Collins, Virendra Manral, Gary Reisen
  • Publication number: 20150011385
    Abstract: A process for the production of olefins from at least one of an alcohol and ether, the process including: contacting at least one alcohol or ether with a hydrofluoric acid-treated amorphous synthetic alumina-silica catalyst under decomposition conditions to produce an olefin.
    Type: Application
    Filed: September 8, 2014
    Publication date: January 8, 2015
    Applicant: Catalytic Distillation Technologies
    Inventor: J. Yong Ryu
  • Patent number: 8853483
    Abstract: A process for oligomerizing isoolefins, the process including: feeding an isoolefin to an oligomerization reaction zone; feeding an oxygen-containing reaction moderator to the oligomerization reaction zone; concurrently in the oligomerization reaction zone: contacting the isoolefin with an oligomerization catalyst to convert at least a portion of the isoolefin to oligomers comprising dimers and trimers of the isoolefin; reacting a portion of the moderator with a portion of at least one of the isoolefin and the oligomers to form an oxygenated oligomerization byproduct; recovering an effluent from the oligomerization reaction zone comprising the oligomers and the oxygenated oligomerization byproduct; fractionating at least a portion of the effluent to recover a fraction comprising the oxygenated oligomerization byproduct and the trimers and a fraction comprising the dimers.
    Type: Grant
    Filed: December 2, 2008
    Date of Patent: October 7, 2014
    Assignee: Catalytic Distillation Technologies
    Inventors: Mitchell E. Loescher, Turi Odegard
  • Patent number: 8829260
    Abstract: A process for the production of olefins from at least one of an alcohol and ether, the process including: contacting at least one alcohol or ether with a hydrofluoric acid-treated amorphous synthetic alumina-silica catalyst under decomposition conditions to produce an olefin.
    Type: Grant
    Filed: April 19, 2012
    Date of Patent: September 9, 2014
    Assignee: Catalytic Distillation Technologies
    Inventor: J. Yong Ryu
  • Publication number: 20140054198
    Abstract: A process for reducing the sulfur content of a hydrocarbon stream is disclosed. A full range cracked naphtha is contacted with a hydrogenation catalyst to convert at least a portion of the dienes and mercaptans to thioethers and to hydrogenate at least a portion of the dienes. The full range cracked naphtha is fractionated into a light naphtha fraction, a medium naphtha fraction, and a heavy naphtha fraction. The heavy naphtha fraction is hydrodesulfurized. The medium naphtha fraction is mixed with hydrogen and gas oil to form a mixture, which is contacted with a hydrodesulfurization catalyst to produce a medium naphtha fraction having a reduced sulfur concentration. The light, heavy, and medium naphtha fractions may then be recombined to form a hydrodesulfurized product having a sulfur content of less than 10 ppm in some embodiments.
    Type: Application
    Filed: August 16, 2013
    Publication date: February 27, 2014
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventor: Gary G. Podrebarac
  • Patent number: 8628656
    Abstract: Processes for the desulfurization of a cracked naphtha by the reaction of hydrogen with the organic sulfur compounds present in the feed are disclosed. In particular, processes disclosed herein may use one or more catalytic distillation steps followed by further hydrodesulfurization of the naphtha in a fixed bed reactor. It has been found that the formation of recombinant mercaptans in the fixed bed reactor effluent may be reduced or eliminated by reducing the concentration of hydrogen sulfide and/or olefins at the exit of the fixed bed reactor. The reduction or elimination in the formation of recombinant mercaptans may be accomplished by recycling a select portion of the fixed bed reactor effluent to the fixed bed reactor, where the select portion has a relatively low or nil concentration of olefins. Processes disclosed herein may thus facilitate the production of hydrodesulfurized cracked naphthas having a total sulfur content of less than 10 ppm, by weight.
    Type: Grant
    Filed: August 25, 2010
    Date of Patent: January 14, 2014
    Assignee: Catalytic Distillation Technologies
    Inventors: Gary G. Podrebarac, Mahesh Subramanyam
  • Publication number: 20130219777
    Abstract: A fuel or fuel blendstock comprising ethanol, ethyl ethers, olefins, and alkanes. In some embodiments, the fuel or fuel blendstock of claim 1, wherein the fuel or fuel blendstock may have an octane number greater than 92 (RON+MON)/2). In other embodiments, the fuel or fuel blendstock may have a Reid vapor pressure less than 7.2 psi. Also disclosed is a process for the production of a fuel, the process including: contacting ethanol and at least one gasoline fraction including alkanes and olefins in the presence of a catalyst to form a fuel mixture including ethyl ethers, alkanes, unreacted olefins, and unreacted ethanol; and recovering the fuel mixture for use as a gasoline or gasoline blendstock without separation of the ethanol from the fuel mixture.
    Type: Application
    Filed: April 8, 2013
    Publication date: August 29, 2013
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventor: CATALYTIC DISTILLATION TECHNOLOGIES
  • Patent number: 8502006
    Abstract: A process for the dimerization of isoolefins is disclosed. The process may include: contacting an isoolefin with sulfurous acid in a reaction zone at conditions of temperature and pressure sufficient to dimerize at least a portion of the isoolefin.
    Type: Grant
    Filed: September 11, 2009
    Date of Patent: August 6, 2013
    Assignee: Catalytic Distillation Technologies
    Inventor: William M. Cross, Jr.
  • Patent number: 8492603
    Abstract: A process for the dimerization of isoolefins, including: contacting an isoolefin with a solid catalyst composition passivated with at least one of an ether, an alcohol, and water; wherein the solid catalyst composition comprises at least one of a solid phosphoric acid catalyst and a resin of a macroporous matrix of polyvinyl aromatic compound crosslinked with a divinyl compound and having thereon from about 3 to 5 milli equivalents of sulfonic acid groups per gram of dry resin; and wherein at least 50% to less than 100% of acid groups in the solid catalyst composition are neutralized with a metal of Al, Fe, Zn, Cu, Ni, or mixtures thereof. The catalyst may be metalized prior to placement in a reactor or may be metalized in situ.
    Type: Grant
    Filed: January 12, 2009
    Date of Patent: July 23, 2013
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, William M. Cross
  • Publication number: 20130184498
    Abstract: A process for the production of dimethyl ether from a methanol reactor effluent is disclosed. The process may include: contacting an aqueous extractant comprising water and an effluent from a methanol synthesis reactor comprising methanol and one or more of methane, water, carbon monoxide, carbon dioxide, hydrogen, and nitrogen. At least a portion of the methanol partitions into the aqueous extractant; recovering an extract fraction comprising the aqueous extractant and methanol. The extract fraction is fed to a catalytic distillation reactor system for concurrently: contacting the methanol with catalyst in a reaction zone thereby catalytically reacting at least a portion of the methanol to form dimethyl ether and water; and fractionating the resulting dimethyl ether and the water to recover a first overheads fraction comprising dimethyl ether and a first bottoms fraction comprising water.
    Type: Application
    Filed: January 30, 2013
    Publication date: July 18, 2013
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventor: Catalytic Distillation Technologies
  • Patent number: 8486258
    Abstract: A process for the hydrodesulfurization of gasoline is disclosed, the process including: feeding (1) a cracked naphtha containing mercaptans and other organic sulfur compounds and (2) hydrogen to a first hydrodesulfurization reactor containing one or more beds of a hydrodesulfurization catalyst; contacting sulfur compounds comprising the other organic sulfur compounds in the cracked naphtha with hydrogen in the presence of a hydrodesulfurization catalyst to convert a portion of the other organic sulfur compounds to hydrogen sulfide; withdrawing from the hydrodesulfurization reactor an effluent comprising hydrocarbons and hydrogen sulfide. The effluent from the hydrodesulfurization reactor is fed to a membrane separation system containing a membrane for partitioning the hydrocarbons from the hydrogen sulfide. For example, the membrane may be selective to hydrogen sulfide, to separate a permeate fraction comprising hydrogen sulfide from a residue fraction comprising the hydrocarbons.
    Type: Grant
    Filed: April 1, 2010
    Date of Patent: July 16, 2013
    Assignee: Catalytic Distillation Technologies
    Inventors: Gary G. Podrebarac, Raymond Chafin