Patents by Inventor Stanley J. Frey

Stanley J. Frey has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 9193921
    Abstract: A process for transalkylating a coal tar stream is described. A coal tar stream is provided, and is fractionated to provide at least one hydrocarbon stream having polycyclic aromatics. The hydrocarbon stream is hydrotreated in a hydrotreating zone, and then hydrocracked in a hydrocracking zone. A light aromatics stream is added to the hydrocracking zone. The light aromatics stream comprises one or more light aromatics having a ratio of methyl/aromatic available position that is lower than a ratio of methyl/aromatic available position for the hydrotreated stream. The hydrocracked stream is transalkylated in the hydrocracking zone.
    Type: Grant
    Filed: May 21, 2015
    Date of Patent: November 24, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Patent number: 9193644
    Abstract: A process for selectively dealkylating aromatic compounds includes providing a coal tar stream comprising aromatic compounds and hydrotreating the coal tar stream to reduce a concentration of one or more of organic sulfur, nitrogen, and oxygen in the coal tar stream, and to hydrogenate at least a portion of the aromatic compounds in the coal tar stream. The process further includes hydrocracking the hydrotreated coal tar stream to further hydrogenate the aromatic compounds and to crack at least one ring of multi-ring aromatic compounds to form single-ring aromatic compounds. The single-ring aromatic compounds present in the hydrocracked stream are then dealkylated to remove alkyl groups containing two or more carbon atoms.
    Type: Grant
    Filed: May 21, 2015
    Date of Patent: November 24, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Patent number: 9163199
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 17, 2015
    Date of Patent: October 20, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9162943
    Abstract: A method of processing a coal feed to produce aromatic hydrocarbon compounds includes providing a coal tar stream and converting the coal tar stream to a conversion product comprising at least olefins, paraffins, and aromatics. The process further includes separating the olefins and C5? paraffins from the conversion product, and contacting the separated olefins and the C5? paraffins with a catalyst to dehydrogenize, oligomerize, and cyclize the olefins and the C5? paraffins, to form aromatic hydrocarbon compounds.
    Type: Grant
    Filed: May 21, 2015
    Date of Patent: October 20, 2015
    Assignee: UOP LLC
    Inventors: John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Vasant P. Thakkar
  • Publication number: 20150284662
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Application
    Filed: June 17, 2015
    Publication date: October 8, 2015
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Publication number: 20150259612
    Abstract: A process for transalkylating a coal tar stream is described. A coal tar stream is provided, and is fractionated to provide at least one hydrocarbon stream having polycyclic aromatics. The hydrocarbon stream is hydrotreated in a hydrotreating zone, and then hydrocracked in a hydrocracking zone. A light aromatics stream is added to the hydrocracking zone. The light aromatics stream comprises one or more light aromatics having a ratio of methyl/aromatic available position that is lower than a ratio of methyl/aromatic available position for the hydrotreated stream. The hydrocracked stream is transalkylated in the hydrocracking zone.
    Type: Application
    Filed: May 21, 2015
    Publication date: September 17, 2015
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Publication number: 20150251971
    Abstract: A process for selectively dealkylating aromatic compounds includes providing a coal tar stream comprising aromatic compounds and hydrotreating the coal tar stream to reduce a concentration of one or more of organic sulfur, nitrogen, and oxygen in the coal tar stream, and to hydrogenate at least a portion of the aromatic compounds in the coal tar stream. The process further includes hydrocracking the hydrotreated coal tar stream to further hydrogenate the aromatic compounds and to crack at least one ring of multi-ring aromatic compounds to form single-ring aromatic compounds. The single-ring aromatic compounds present in the hydrocracked stream are then dealkylated to remove alkyl groups containing two or more carbon atoms.
    Type: Application
    Filed: May 21, 2015
    Publication date: September 10, 2015
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Publication number: 20150251976
    Abstract: A method of processing a coal feed to produce aromatic hydrocarbon compounds includes providing a coal tar stream and converting the coal tar stream to a conversion product comprising at least olefins, paraffins, and aromatics. The process further includes separating the olefins and C5? paraffins from the conversion product, and contacting the separated olefins and the C5? paraffins with a catalyst to dehydrogenize, oligomerize, and cyclize the olefins and the C5? paraffins, to form aromatic hydrocarbon compounds.
    Type: Application
    Filed: May 21, 2015
    Publication date: September 10, 2015
    Inventors: John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Vasant P. Thakkar
  • Patent number: 9126880
    Abstract: A process for separating para-xylene from aromatic compounds is presented. The process introduces throughout a first step-time interval a first mixed xylene stream into a first feed input on a first adsorptive separation unit comprising multiple bed lines. The process further introduces throughout the first step-time interval a second mixed xylene stream into a second feed input on the first adsorptive separation unit. During a first portion of the first step-time interval, the process introduces material from a feed stream used during the first step-time interval into a bed line not used to deliver a stream into, or withdraw a stream from, the first adsorptive separation unit during the first step time interval. During a second portion of the first step-time interval, the process introduces material from a purification zone into the feed stream used during the first step-time interval.
    Type: Grant
    Filed: October 14, 2013
    Date of Patent: September 8, 2015
    Assignee: UOP LLC
    Inventors: Jason T. Corradi, Sara A. Williams, Stanley J. Frey
  • Patent number: 9085499
    Abstract: The present process comprises a means for energy savings in one or more process pumps by driving the one or more pumps with a variable-speed driving means. The invention is particularly useful in the separation of an adsorbed product from a mixture of components using simulated-moving-bed adsorption associated with a large circulating stream pumped with variable-speed driving means for conservation of energy relative to the known art. The improvement is particularly applicable to a process for the separation of para-xylene from mixed C8 aromatics.
    Type: Grant
    Filed: November 9, 2011
    Date of Patent: July 21, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Lewis H. Pettengill, Michael R. Van de Cotte
  • Patent number: 9080134
    Abstract: The production of linear alkylbenzene from a natural oil is provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9079814
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9079816
    Abstract: A process for producing alkylated aromatic compounds includes pyrolyzing a coal feed to produce a coke stream and a coal tar stream. The coal tar stream is hydrotreated and the resulting hydrotreated coal tar stream is cracked. A portion of the cracked coal tar stream is separated to obtain a fraction having an initial boiling point in the range of about 60° C. to about 180° C., and an aromatics-rich hydrocarbon stream is extracted by contacting the fraction with one or more solvents. The aromatics-rich hydrocarbon stream is contacted with an alkylating agent to produce an alkylated aromatic stream, or the aromatics-rich hydrocarbon stream is reacted with an aliphatic compound or methanol in the presence of a catalyst to produce a methylated aromatic stream. The alkylated aromatic stream, the methylated aromatic stream, or both are separated into at least a benzene stream, a toluene stream, and a xylenes stream.
    Type: Grant
    Filed: August 22, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: James A. Johnson, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar
  • Patent number: 9079811
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: July 14, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Patent number: 9073805
    Abstract: A process for transalkylating a coal tar stream is described. A coal tar stream is provided, and is fractionated to provide at least one hydrocarbon stream having polycyclic aromatics. The hydrocarbon stream is hydrotreated in a hydrotreating zone, and then hydrocracked in a hydrocracking zone. A light aromatics stream is added to the hydrocracking zone. The light aromatics stream comprises one or more light aromatics having a ratio of methyl/aromatic available position that is lower than a ratio of methyl/aromatic available position for the hydrotreated stream. The hydrocracked stream is transalkylated in the hydrocracking zone.
    Type: Grant
    Filed: August 28, 2014
    Date of Patent: July 7, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Patent number: 9067853
    Abstract: A process for selectively dealkylating aromatic compounds includes providing a coal tar stream comprising aromatic compounds and hydrotreating the coal tar stream to reduce a concentration of one or more of organic sulfur, nitrogen, and oxygen in the coal tar stream, and to hydrogenate at least a portion of the aromatic compounds in the coal tar stream. The process further includes hydrocracking the hydrotreated coal tar stream to further hydrogenate the aromatic compounds and to crack at least one ring of multi-ring aromatic compounds to form single-ring aromatic compounds. The single-ring aromatic compounds present in the hydrocracked stream are then dealkylated to remove alkyl groups containing two or more carbon atoms.
    Type: Grant
    Filed: August 25, 2014
    Date of Patent: June 30, 2015
    Assignee: UOP LLC
    Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
  • Patent number: 9061955
    Abstract: A method of processing a coal feed to produce aromatic hydrocarbon compounds includes providing a coal tar stream and converting the coal tar stream to a conversion product comprising at least olefins, paraffins, and aromatics. The process further includes separating the olefins and C5? paraffins from the conversion product, and contacting the separated olefins and the C5? paraffins with a catalyst to dehydrogenize, oligomerize, and cyclize the olefins and the C5? paraffins, to form aromatic hydrocarbon compounds.
    Type: Grant
    Filed: August 26, 2014
    Date of Patent: June 23, 2015
    Assignee: UOP LLC
    Inventors: John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Vasant P. Thakkar
  • Patent number: 9061953
    Abstract: A process for converting polycyclic aromatic compounds to monocyclic aromatic compounds includes pyrolyzing a coal feed to produce a coke stream and a coal tar stream. The coal tar stream is cracked, and the cracked coal tar stream is fractionated to produce an aromatic fraction comprising the polycyclic aromatic compounds. The process further includes hydrocracking the aromatic fraction to partially hydrogenate at least a first portion of the aromatic fraction, and to open at least one ring of a second portion of the aromatic fraction to form the monocyclic aromatic compounds from the polycyclic compounds, and recycling the first portion of the aromatic fraction.
    Type: Grant
    Filed: August 28, 2014
    Date of Patent: June 23, 2015
    Assignee: UOP LLC
    Inventors: James A. Johnson, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, Vasant P. Thakkar
  • Publication number: 20150148561
    Abstract: A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
    Type: Application
    Filed: June 6, 2014
    Publication date: May 28, 2015
    Inventors: Stanley J. Frey, Daniel L. Ellig, Andrea G. Bozzano, Geoffrey W. Fichtl, Debarshi Majumder
  • Publication number: 20150137043
    Abstract: A method of processing a coal feed to produce aromatic hydrocarbon compounds includes providing a coal tar stream and converting the coal tar stream to a conversion product comprising at least olefins, paraffins, and aromatics. The process further includes separating the olefins and C5? paraffins from the conversion product, and contacting the separated olefins and the C5? paraffins with a catalyst to dehydrogenize, oligomerize, and cyclize the olefins and the C5? paraffins, to form aromatic hydrocarbon compounds.
    Type: Application
    Filed: August 26, 2014
    Publication date: May 21, 2015
    Inventors: John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Vasant P. Thakkar