By Isomerization Patents (Class 585/734)
  • Patent number: 10226719
    Abstract: An adsorptive separation process and system are used for separation of multi-component fluid mixtures. The separation process and system may include establishing, in a fluid flow within the system, a concentration distribution of the fluid mixture components based upon the components' relative affinities to the adsorbent. The concentration distribution could be establishing using a simulated moving bed system, wherein it is possible to maintain separately-identifiable portions of the fluid flow, respectively rich in strongly-adsorbing, intermediately-adsorbing, and weakly-adsorbing compounds of the fluid mixture. An intermediate raffinate of high purity in the intermediately-adsorbing compound is directly withdrawn from the portion of the fluid flow rich in intermediately-adsorbing compound(s), providing a single-stage adsorptive separation of a compound having intermediate affinity to the adsorbent.
    Type: Grant
    Filed: August 14, 2015
    Date of Patent: March 12, 2019
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: John D. Y. Ou, Stephen A. Baehl
  • Patent number: 10118875
    Abstract: This invention relates to a method of separating an isomerization zone effluent mixture comprising between 5 and 7 carbon atoms into high octane isomerate product streams and low octane streams which may be recycled to the isomerization zone. The separation process makes use of a dividing wall column to efficiently perform the separation of isopentane and high octane multibranched paraffins from low octane straight chain and single branched paraffins.
    Type: Grant
    Filed: September 13, 2017
    Date of Patent: November 6, 2018
    Inventor: David Norbert Kockler
  • Patent number: 10106476
    Abstract: This invention relates to a method of separating an isomerization zone effluent mixture comprising between 5 and 8 carbon atoms into high octane isomerate product streams and low octane streams which may be recycled to the isomerization zone. The separation process makes use of a dividing wall column to efficiently perform the separation of high octane multibranched paraffins from low octane straight chain and single branched paraffins.
    Type: Grant
    Filed: September 13, 2017
    Date of Patent: October 23, 2018
    Inventor: David Norbert Kockler
  • Patent number: 9273261
    Abstract: A method for removing acidity and/or moisture from a hydrocarbon gas, in particular from a natural gas or a refinery gas fraction or a syngas, by absorption into a sweetening liquid and into a dehydration liquid, that are adapted to extract acid compounds or water from the gas, respectively. The method provides a step of prearranging a vertical elongated container (150) comprising at least one inner partition wall (168) that defines at least two treatment chambers within said container (151,152), a step of feeding a treatment liquid from the above into at least one of the two chambers (251,252) and feeding the gas to be treated from below into at least one same treatment chamber.
    Type: Grant
    Filed: February 21, 2012
    Date of Patent: March 1, 2016
    Assignee: SIME SRL
    Inventors: Stefano Favilli, Luciano Scibola
  • Patent number: 9012710
    Abstract: Fuel compositions containing an isomerized component of a single carbon number may contain at least 97 wt. %, based on the total weight of the fuel composition, of an isomerized component consisting of aliphatic paraffin isomers all having the formula CnH2n+2, where 10?n?22 and n has the same value for each aliphatic paraffin isomer in the isomerized component. The fuel compositions have a normal alkane content of less than 10 wt. %, based on the total weight of the fuel composition. Methods for preparing the fuel compositions include hydroisomerizing a normal alkane starting material to form an isomerized mixture and subsequently removing remnant normal alkanes from the isomerized mixture by solvent dewaxing and/or distillation. Some of the fuel compositions may have freezing points at or below ?47° C., making them amenable for use a surrogate fuels in the place of JP-8.
    Type: Grant
    Filed: July 30, 2012
    Date of Patent: April 21, 2015
    Assignee: University of Dayton
    Inventors: Heinz J. Robota, Jhoanna C. Alger
  • Patent number: 9006507
    Abstract: One exemplary embodiment can be a process for isomerizing a feed stream including one or more C4-C6 hydrocarbons. The process may include contacting the feed stream in an isomerization reaction zone with an isomerization catalyst at isomerization conditions to produce an isomerization zone effluent; passing at least a portion of the isomerization zone effluent to a stabilizer zone and recovering a stabilizer overhead stream, a bottom stream, and a stripper feed stream; passing the stripper feed stream to a stripping zone and separating the stripper feed stream into a stripper overhead stream and a stripper bottom stream; and recycling at least a portion of the stripper bottom stream to a deisopentanizer zone and passing a stream from the deisopentanizer zone to the isomerization reaction zone.
    Type: Grant
    Filed: February 26, 2014
    Date of Patent: April 14, 2015
    Assignee: UOP LLC
    Inventor: David J. Shecterle
  • Patent number: 8927796
    Abstract: This invention discloses a process for making high viscosity index lubricating base oils having a viscosity index of at least 110 by co-feeding a ketone or a beta-keto-ester feedstock with a lubricant oil feedstock directly to a hydrocracking unit to produce a hydrocracked stream. Then at least a portion of the hydrocracked stream is treated under hydroisomerization conditions to produce a high viscosity index lubricating base oil. The process may involve bypassing a hydrotreating or hydrofinishing step, which may result in improved efficiency and economics in producing high viscosity index lubricating base oils.
    Type: Grant
    Filed: September 13, 2012
    Date of Patent: January 6, 2015
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stephan Joseph Miller, Sven Ivar Hommeltoft, Saleh Ali Elomari
  • Publication number: 20150005542
    Abstract: Processes for the disproportionation and isomerization of a C5 hydrocarbon feed using a liquid catalyst comprising an ionic liquid and a halocarbon carbocation promoter are described. The ionic liquid is unsupported, and the reactions occur at temperatures below about 200° C.
    Type: Application
    Filed: June 28, 2013
    Publication date: January 1, 2015
    Inventors: Stuart Smith, Alakananda Bhattacharyya, Dana K. Sullivan
  • Publication number: 20150005560
    Abstract: A process of tuning a hydrocarbon product composition is described. The process involves selecting paraffins for reaction. The equilibrium constants for reactions of the selected paraffins can be used to select appropriate feed ratios, or an equilibrium composition as function of C/H molar ratio. A selected feed is reacted to obtain the product. Equilibrium product compositions and non-equilibrium product compositions can be obtained using the process.
    Type: Application
    Filed: June 12, 2014
    Publication date: January 1, 2015
    Inventors: Stuart Smith, Alakananda Bhattacharyya, Peter K. Coughlin
  • Publication number: 20150005541
    Abstract: Processes for the disproportionation and isomerization of a C7 hydrocarbon feed using a liquid catalyst comprising an ionic liquid and a carbocation promoter are described. The ionic liquid is unsupported, and the reactions occur at temperatures below about 200° C.
    Type: Application
    Filed: June 28, 2013
    Publication date: January 1, 2015
    Inventors: Stuart Smith, Alakananda Bhattacharyya
  • Publication number: 20150005546
    Abstract: Processes for the disproportionation and isomerization of a hydrocarbon feed using a liquid catalyst comprising an ionic liquid and a carbocation promoter are described. The ionic liquid is unsupported, and the reactions occur at temperatures below the decomposition temperature of the ionic liquid, typically below about 250° C. The process includes isomerizing a hydrocarbon feed comprising normal C6 alkane or branched C6 alkane by contacting the hydrocarbon feed with a liquid catalyst in a reaction zone to form a product mixture. Isomerization reaction mixtures are also described.
    Type: Application
    Filed: June 23, 2014
    Publication date: January 1, 2015
    Inventors: Alakananda Bhattacharyya, Stuart Smith, Dana K. Sullivan, Susie C. Martin
  • Publication number: 20150005554
    Abstract: Processes for the disproportionation and isomerization of a C4 hydrocarbon feed using a liquid catalyst comprising an ionic liquid and a carbocation promoter are described. The ionic liquid is unsupported, and the reactions occur at temperatures below about 300° C.
    Type: Application
    Filed: August 23, 2013
    Publication date: January 1, 2015
    Applicant: UOP LLC
    Inventors: Stuart Smith, Alakananda Bhattacharyya
  • Publication number: 20150005540
    Abstract: Processes for the disproportionation and isomerization of a hydrocarbon feed using a liquid catalyst comprising an ionic liquid and a carbocation promoter are described. The ionic liquid is unsupported, and the reactions occur at temperatures below about 200° C.
    Type: Application
    Filed: June 28, 2013
    Publication date: January 1, 2015
    Inventors: Stuart Smith, Alakananda Bhattacharyya
  • Patent number: 8889932
    Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with oxygen under conditions sufficient to form an oxygen-cleaved product. The methods further comprise hydrogenating the oxygen-cleaved product under conditions sufficient to form a jet fuel composition.
    Type: Grant
    Filed: November 25, 2009
    Date of Patent: November 18, 2014
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Melvin L. Luetkens, Jr., Steven A. Cohen
  • Patent number: 8882990
    Abstract: Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: November 11, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Richard T. Hallen, Karl O. Albrecht, Heather M. Brown, James F. White
  • Patent number: 8865956
    Abstract: Embodiments of methods for the production of linear alkylbenzene and optionally biofuel from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form paraffins. A first portion of the paraffins is hydrocracked to form a first stream of normal and lightly branched paraffins in the C9 to C14 range and a second stream of isoparaffins. The first stream is 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. Optionally a second portion of the paraffins and the isoparaffins are processed to form biofuel.
    Type: Grant
    Filed: July 30, 2013
    Date of Patent: October 21, 2014
    Assignee: UOP LLC
    Inventors: Amarendra Anumakonda, Srikantiah Raghuram, Joao Jorge da Sllva Ferreira Alves, Andrea G. Bozzano
  • Patent number: 8859832
    Abstract: The invention relates to a process for the manufacture of diesel range hydrocarbons wherein a feed is hydrotreated in a hydrotreating step and isomerized in an isomerization step, and a feed comprising fresh feed containing more than 5 wt % of free fatty acids and at least one diluting agent is hydrotreated at a reaction temperature of 200-400° C., in a hydrotreating reactor in the presence of catalyst, and the ratio of the diluting agent/fresh feed is 5-30:1.
    Type: Grant
    Filed: June 7, 2012
    Date of Patent: October 14, 2014
    Assignee: Neste Oil Oyj
    Inventors: Jukka Myllyoja, Pekka Aalto, Pekka Savolainen, Veli-Matti Purola, Ville Alopaeus, Johan Grönqvist
  • Patent number: 8853479
    Abstract: Embodiments of methods for production of linear alkylbenzene and optionally biofuel from natural oil are provided. Natural oils are deoxygenated to form a stream comprising paraffins. A first portion of 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. Optionally, a second portion of the paraffins may be processed to form biofuel.
    Type: Grant
    Filed: July 30, 2013
    Date of Patent: October 7, 2014
    Assignee: UOP LLC
    Inventors: Andrea G. Bozzano, Matthew J. Griffiths, Amarendra Anumakonda
  • Publication number: 20140257007
    Abstract: The present invention relates to a chemical reaction process, preferably an isomerization process, of at least one hydrocarbon in the presence of an ionic liquid and a hydrogen halide (HX). The chemical reaction is carried out in an apparatus (V1) in which a gas phase is in direct contact with a liquid reaction mixture. The gas phase and the liquid reaction mixture each comprise the hydrogen halide and the liquid reaction mixture additionally comprises at least one hydrocarbon and the ionic liquid. Gaseous HX is introduced into the apparatus (V1) in such a way that the hydrogen halide partial pressure is kept constant in the gas phase. The ionic liquid used in the respective chemical reaction, in particular in an isomerization, can (inter alia) be regenerated by the process of the invention.
    Type: Application
    Filed: March 6, 2014
    Publication date: September 11, 2014
    Applicant: BASF SE
    Inventors: Stefan Bitterlich, Steffen Tschirschwitz, Jochen Bürkle, Michael Hübner
  • Publication number: 20140235912
    Abstract: A method for the recovery of energy from synthesis gas waste products obtained from wet crushed coal, according to a gasification-pyrolysis process, which comprises the submission of the waste products obtained during the production of the synthesis gas to a subsequent treatment, to transform such products into other products of the branched-chain alkane type and aromatic compounds, recovering the hydrogen obtained during these reactions, which will be available to be used at other chemical processing plants, as fuel or simply to be fed back to the gasification-pyrolysis process itself, to enrich the synthesis gas obtained.
    Type: Application
    Filed: September 1, 2011
    Publication date: August 21, 2014
    Applicant: GURADOOR, S.L.
    Inventor: Daniel Gonzalez Gonzalez
  • Patent number: 8809610
    Abstract: A process for producing paraffinic hydrocarbons from a feedstock comprising triglycerides, diglycerides, monoglycerides and/or fatty acids, the process comprising the following steps: (a) hydrode oxygenating the triglycerides, diglycerides, monoglycerides and/or fatty acids in the feedstock by contacting hydrogen and the feedstock with a hydrogenation catalyst at a temperature in the range of from 250 to 380° C.
    Type: Grant
    Filed: June 24, 2009
    Date of Patent: August 19, 2014
    Assignee: Shell Oil Company
    Inventors: Johannes Van Beijnum, Edward Julius Creyghton, Andries Hendrik Janssen
  • Patent number: 8742185
    Abstract: The use of bio oil from at least one renewable source in a hydrotreatment process, in which process hydrocarbons are formed from said glyceride oil in a catalytic reaction, and the iron content of said bio oil is less than 1 w-ppm calculated as elemental iron. A bio oil intermediate including bio oil from at least one renewable source and the iron content of said bio oil is less than 1 w-ppm calculated as elemental iron.
    Type: Grant
    Filed: February 15, 2012
    Date of Patent: June 3, 2014
    Assignee: Neste Oil Oyj
    Inventors: Tuomas Ouni, Väinö Sippola, Petri Lindqvist
  • Patent number: 8728301
    Abstract: Integrated isomerization and ionic liquid catalyzed alkylation processes may comprise integrating ionic liquid alkylation and n-butane isomerization using a common distillation unit for separating an n-butane containing fraction from at least one of an alkylation hydrocarbon phase from an ionic liquid alkylation reactor and an isomerization hydrocarbon stream from an isomerization unit. The n-butane containing fraction may undergo isomerization to provide an isomerization reactor effluent comprising the isomerization hydrocarbon stream. An isobutane containing fraction, separated from at least one of the alkylation hydrocarbon phase and the isomerization hydrocarbon stream, may be recycled from the distillation unit to the ionic liquid alkylation reactor.
    Type: Grant
    Filed: September 12, 2011
    Date of Patent: May 20, 2014
    Assignee: Chevron U.S.A. Inc.
    Inventor: Hye Kyung Cho Timken
  • Patent number: 8716544
    Abstract: One exemplary embodiment can be a process for isomerizing a feed stream including one or more C4-C6 hydrocarbons. Generally, the process includes contacting the feed stream in an isomerization reaction zone with an isomerization catalyst at isomerization conditions to produce an isomerization zone effluent; passing at least a portion of the isomerization zone effluent to a stabilizer zone and recovering a stabilizer overhead stream, a bottom stream, and a side-stream; passing at least a portion of the side-stream to a stripper zone; and sending a stripper bottom stream to a C5 splitter zone and passing a stream from the C5 splitter zone to the isomerization reaction zone. Generally, the stabilizer overhead stream can include one or more C5? hydrocarbons, a bottom stream can include at least about 85%, by weight, one or more C6+ hydrocarbons, and a side-stream can include at least about 85%, by weight, one or more C5+ hydrocarbons.
    Type: Grant
    Filed: January 13, 2011
    Date of Patent: May 6, 2014
    Assignee: UOP LLC
    Inventor: David James Shecterle
  • Patent number: 8692046
    Abstract: One exemplary embodiment can be a process for isomerizing a feed stream including one or more C4-C6 hydrocarbons. The process may include contacting the feed stream in an isomerization reaction zone with an isomerization catalyst at isomerization conditions to produce an isomerization zone effluent; passing at least a portion of the isomerization zone effluent to a stabilizer zone and recovering a stabilizer overhead stream, a bottom stream, and a stripper feed stream; passing the stripper feed stream to a stripping zone and separating the stripper feed stream into a stripper overhead stream and a stripper bottom stream; and recycling at least a portion of the stripper bottom stream to a deisopentanizer zone and passing a stream from the deisopentanizer zone to the isomerization reaction zone.
    Type: Grant
    Filed: January 13, 2011
    Date of Patent: April 8, 2014
    Assignee: UOP LLC
    Inventor: David James Shecterle
  • Patent number: 8685175
    Abstract: An apparatus and process for isomerizing a hydrocarbon stream rich in a C4 hydrocarbon and/or at least one of a C5 and C6 hydrocarbon which includes a first drier and a second drier; and a reaction zone communicating with at least the first drier. The first drier operates at a first condition to dry the reactant and the second drier operates at a second condition during regeneration. The used regenerant remaining in the second drier after regeneration can (1) pass through a vent-to-flare assembly in a batch-wise manner; (2) pass through a downflow-depressure-to-low-pressure-device assembly in a batch-wise manner; (3) pass through a cross-over piping purge assembly to minimize upsets in the reaction and fractionation zones when the second drier is placed back in operation; or any combination of (1) (2) and/or (3) to minimize upsets in the reaction and fractionation zones when the second drier is placed back in operation.
    Type: Grant
    Filed: November 17, 2009
    Date of Patent: April 1, 2014
    Assignee: UOP LLC
    Inventors: Bryan S. Garney, Jocelyn C. Daguio, Kurt A. Detrick, David J. Shecterle, John M. Krupczak, Andrew D. Mezera, Douglas A. Becci
  • Patent number: 8637719
    Abstract: The invention concerns a catalyst comprising a porous support, palladium, at least one metal selected from the group constituted by alkalis and alkaline-earths, in which: the specific surface area of the porous support is in the range 50 to 210 m2/g; the palladium content in the catalyst is in the range 0.05% to 2% by weight; at least 80% by weight of the palladium is distributed in a crust at the periphery of the support, the thickness of said crust being in the range 20 to 200 ?m; the metallic dispersion D is in the range 25% to 70%; the density of the palladium particles in the crust is in the range 1500 to 4100 particles of palladium per ?m2; and said alkali and/or alkaline-earth metal is distributed homogeneously across the support. The invention also concerns the preparation of the catalyst and its use in selective hydrogenation.
    Type: Grant
    Filed: October 24, 2008
    Date of Patent: January 28, 2014
    Assignee: IFP Energies nouvelles
    Inventors: Lars Fischer, Carine Petit-Clair, Cecile Thomazeau, Lois Sorbier, Catherine Verdon
  • Patent number: 8629073
    Abstract: A catalyst is described which comprises at least one IZM-2 zeolite, at least one matrix and at least one metal selected from metals from groups VIII, VIB and VIIB, said zeolite having a chemical composition expressed as the anhydrous base in terms of moles of oxides by the following general formula: XO2:aY2O3:bM2/nO, in which X represents at least one tetravalent element, Y represents at least one trivalent element and M is at least one alkali metal and/or alkaline-earth metal with valency n, a and b respectively representing the number of moles of Y2O3 and M2/nO; and a is in the range 0.001 to 0.5 and b is in the range 0 to 1.
    Type: Grant
    Filed: July 21, 2009
    Date of Patent: January 14, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Emmanuelle Guillon, Nicolas Cadran, Sylvie Maury, Amandine Cabiac
  • Patent number: 8546629
    Abstract: Embodiments of methods for co-production of linear alkylbenzene and biofuel from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. A first portion of 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. A second portion of the paraffins is processed to form biofuel.
    Type: Grant
    Filed: September 23, 2011
    Date of Patent: October 1, 2013
    Assignee: UOP LLC
    Inventors: Andrea G. Bozzano, Matthew James Griffiths, Amarendra Anumakonda
  • Patent number: 8507741
    Abstract: Embodiments of methods for co-production of linear alkylbenzene and biofuel from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form paraffins. A first portion of the paraffins is hydrocracked to form a first stream of normal and lightly branched paraffins in the C9 to C14 range and a second stream of isoparaffins. The first stream is 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. A second portion of the paraffins and the isoparaffins are processed to form biofuel.
    Type: Grant
    Filed: September 23, 2011
    Date of Patent: August 13, 2013
    Assignee: UOP LLC
    Inventors: Amarendra Anumakonda, Srikantiah Raghuram, Joao Jorge da Silva Ferreira Alves, Andrea G. Bozzano
  • Patent number: 8440875
    Abstract: A method of making a diesel fuel from a renewable feedstock is described. Ammonia or an amine compound is used to neutralize the organic acids in the renewable feedstock. The ammonia or amine compound is removed from the product mixture before the isomerization zone so that it does not affect the isomerization catalyst.
    Type: Grant
    Filed: May 18, 2012
    Date of Patent: May 14, 2013
    Assignee: UOP LLC
    Inventor: Donald A. Eizenga
  • Publication number: 20130109893
    Abstract: Fuel compositions containing an isomerized component of a single carbon number may contain at least 97 wt. %, based on the total weight of the fuel composition, of an isomerized component consisting of aliphatic paraffin isomers all having the formula CnH2n+2, where 10?n?22 and n has the same value for each aliphatic paraffin isomer in the isomerized component. The fuel compositions have a normal alkane content of less than 10 wt. %, based on the total weight of the fuel composition. Methods for preparing the fuel compositions include hydroisomerizing a normal alkane starting material to form an isomerized mixture and subsequently removing remnant normal alkanes from the isomerized mixture by solvent dewaxing and/or distillation. Some of the fuel compositions may have freezing points at or below ?47° C., making them amenable for use a surrogate fuels in the place of JP-8.
    Type: Application
    Filed: July 30, 2012
    Publication date: May 2, 2013
    Applicant: University of Dayton
    Inventors: Heinz J. Robota, Jhoanna C. Alger
  • Patent number: 8404912
    Abstract: A process for making a high VI lubricating base oil from a blend of (1) a heavy wax derived from pyrolyzing a plastic feed and (2) a lube oil feedstock is disclosed. The process comprises the steps of hydrocracking the blend and dewaxing at least a portion of the hydrocracked stream under hydroisomerization conditions to produce a lubricating base oil.
    Type: Grant
    Filed: May 9, 2012
    Date of Patent: March 26, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventor: Stephen Joseph Miller
  • Patent number: 8394258
    Abstract: The invention relates to a process for producing a new type of high-quality hydrocarbon base oil of biological origin. The process of the invention comprises ketonization, hydrodeoxygenation, and isomerization steps. Fatty acids and/or fatty acid esters based on a biological raw material are preferably used as the feedstock.
    Type: Grant
    Filed: November 24, 2010
    Date of Patent: March 12, 2013
    Assignee: Neste Oil Oyj
    Inventors: Eija Koivusalmi, Johan-Fredrik Selin, Juha Moilanen
  • Patent number: 8388829
    Abstract: Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: March 5, 2013
    Assignee: Battelle Memorial Institute
    Inventors: Richard T. Hallen, Karl O. Albrecht, Heather M. Brown, James F. White
  • Patent number: 8366907
    Abstract: Embodiments of methods for making renewable diesel by deoxygenating (decarboxylating/decarbonylating/dehydrating) fatty acids to produce hydrocarbons are disclosed. Fatty acids are exposed to a catalyst selected from a) Pt and MO3 on ZrO2 (M is W, Mo, or a combination thereof), or b) Pt/Ge or Pt/Sn on carbon, and the catalyst decarboxylates at least 10% of the fatty acids. In particular embodiments, the catalyst consists essentially of 0.7 wt % Pt and 12 wt % WO3, relative to a mass of catalyst, or the catalyst consists essentially of a) 5 wt % Pt and b) 0.5 wt % Ge or 0.5 wt % Sn, relative to a mass of catalyst. Deoxygenation is performed without added hydrogen and at less than 100 psi. Disclosed embodiments of the catalysts deoxygenate at least 10% of fatty acids in a fatty acid feed, and remain capable of deoxygenating fatty acids for at least 200 minutes to more than 350 hours.
    Type: Grant
    Filed: August 2, 2010
    Date of Patent: February 5, 2013
    Assignee: Battelle Memorial Institute
    Inventors: Richard T. Hallen, Karl O. Albrecht, Heather M. Brown, James F. White
  • Publication number: 20120271076
    Abstract: A process is described for producing a catalyst composition comprising an iridium component dispersed on a support. In the process, silica-containing support is treated with an iridium compound and an organic compound comprising an amino group to form an organic iridium complex on the support. The treated support is then heated in an oxidizing atmosphere at a temperature of about 325° C. to about 475° C. to partially decompose the organic metal complex on the support. The treated support is then heated in a reducing atmosphere at a temperature of about 350° C. to about 500° C. to convert the partially decomposed organic iridium complex into the desired iridium component.
    Type: Application
    Filed: December 17, 2010
    Publication date: October 25, 2012
    Inventors: Stuart L. Soled, Sabato Miseo, Joseph E. Baumgartner, Christine E. Kliewer, Jane C. Cheng
  • Publication number: 20120222422
    Abstract: A method is disclosed of coupling and integrating natural gas recovery and separation along with chemical conversion. The method can comprise extracting at least one natural gas component. Non-limiting examples of the extracted component include ethane, propane, butanes, and pentanes. The method can also comprise contacting a natural gas stream with a catalyst under conditions that selectively convert at least one component into at least one product, such as ethylene, acetic acid, polyethylene, vinyl acetate, ethylene vinyl acetate, ethylene oxide, ethylene glycol, and their derivatives, propylene, polypropylene, propylene oxide, propylene glycol, acrylates, acrolein, acrylic acid, butenes, butadiene, methacrolein, methacrylic acid, methacrylates, and their derivatives, which can then be separated from the remaining components.
    Type: Application
    Filed: February 29, 2012
    Publication date: September 6, 2012
    Inventors: Mark Allen Nunley, Madan Mohan Bhasin, William George Etzkorn, George Ernest Keller, II, Parvez H. Wadia
  • Patent number: 8202815
    Abstract: In one embodiment, a catalyst composition comprises from about 5 weight percent to about 70 weight percent of silica-alumina; from about 30 weight percent to about 90 weight percent alumina; and from about 0.01 weight percent to about 2.0 weight percent of a group VIII metal. In another embodiment, a method for processing hydrocarbons comprises hydro-treating the hydrocarbons in the presence of a catalyst composition, wherein the catalyst comprises from about 5 weight percent to about 70 weight percent silica-alumina; from about 30 weight percent to about 90 weight percent alumina; and from about 0.01 weight percent to about 2.0 weight percent of a group VIII metal.
    Type: Grant
    Filed: December 26, 2008
    Date of Patent: June 19, 2012
    Assignee: General Electric Company
    Inventors: Gregg Anthony Deluga, Daniel Lawrence Derr
  • Patent number: 8187344
    Abstract: The invention is directed to a fuel composition for diesel engines. The fuel composition comprises 0.1-99% by weight of a component or a mixture of components produced from biological raw material originating from plants and/or animals and/or fish. The fuel composition comprises 0-20% of components containing oxygen. Both components are mixed with diesel components based on crude oil and/or fractions from Fischer-Tropsch process.
    Type: Grant
    Filed: January 15, 2009
    Date of Patent: May 29, 2012
    Assignee: Neste Oil Oyj
    Inventors: Juha Jakkula, Pekka Aalto, Vesa Niemi, Ulla Kiiski, Jouko Nikkonen, Seppo Mikkonen, Outi Piirainen
  • Patent number: 8148593
    Abstract: This invention relates to a process for converting a hydrocarbon feedstock, comprising the steps of (A) feeding the feedstock to a reactor or adsorption unit; (B) contacting the feedstock in the reactor or adsorption unit with a solid particulate material useful for converting the feedstock under conversion conditions; (C) withdrawing converted feedstock from the reactor; and (D) removing, under the conversion conditions for a fractional time of step (B), at least a portion of the solid particulate material while the feedstock is being fed to the reactor or adsorption unit, wherein the portion is more than 0.1 wt. % of the solid particulate material in the reactor or adsorption unit and wherein the fractional time is less than 95% of the time of step (B).
    Type: Grant
    Filed: November 11, 2009
    Date of Patent: April 3, 2012
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Dana Lynn Pilliod, Katy Conley Randall, Eric Martin Harding
  • Patent number: 8142644
    Abstract: A process for hydrocracking and hydro-isomerization of a paraffinic feedstock obtained by Fischer-Tropsch hydrocarbon synthesis comprising at least 50 wt % of components boiling above 370° C. to obtain a hydro-isomerized feedstock, the process comprising contacting the feedstock, in the presence of hydrogen, at elevated temperature and pressure with a catalyst comprising a hydrogenating compound supported on a carrier comprising amorphous silica-alumina, the carrier having a pore volume of at least 0.8 ml/g, wherein at most 40% of the pore volume comes from pores having a pore diameter above 35 nm and wherein at most 20% of the pore volume comes from pores having a pore diameter below 50 ? and above 37 ?, the carrier having a median pore diameter of at least 85 ?, wherein the product of (surface area per pore volume) and (median pore diameter as measured by mercury intrusion porosimetry) of the carrier is at least 34,000 ?·m2/ml.
    Type: Grant
    Filed: September 10, 2008
    Date of Patent: March 27, 2012
    Assignee: Shell Oil Company
    Inventors: Focco Kornelis Bijlsma, Jan Lodewijk Maria Dierickx, Arend Hoek
  • Publication number: 20110313222
    Abstract: One exemplary embodiment can be an apparatus for isomerizing a hydrocarbon stream rich in a C4 hydrocarbon and/or at least one of a C5 and C6 hydrocarbon. The apparatus can include: a first drier and a second drier adapted to receive a fluid including at least one reactant; and a reaction zone communicating with the first drier to receive the fluid including at least one reactant and with the second drier to receive the regenerant. Generally, the first drier operates at a first condition to dry the fluid including at least one reactant and the second drier operates at a second condition during regeneration with a regenerant. The regenerant is displaced from the drier using a down-flow regenerant displacement assembly.
    Type: Application
    Filed: September 1, 2011
    Publication date: December 22, 2011
    Applicant: UOP LLC
    Inventors: Bryan S. Garney, Jocelyn C. Daguio, Kurt A. Detrick, Douglas A. Becci, David J. Shecterle, John M. Krupczak, Andrew D. Mezera
  • Patent number: 8070885
    Abstract: Quenching fluid composition comprising one or more additives and a saturated base oil having a kinematic viscosity at 100° C. “K” expressed in centistokes and a viscosity index “I” wherein I is greater than 120 and K greater than 2 cSt.
    Type: Grant
    Filed: December 7, 2005
    Date of Patent: December 6, 2011
    Assignee: Shell Oil Company
    Inventor: Didier Busatto
  • Patent number: 8062613
    Abstract: An apparatus and process for isomerizing a hydrocarbon stream rich in a C4 hydrocarbon and/or at least one of a C5 and C6 hydrocarbon which includes a first drier and a second drier; and a reaction zone communicating with at least the first drier. The first drier operates at a first condition to dry the reactant and the second drier operates at a second condition during regeneration. The used regenerant remaining in the second drier after regeneration can (1) pass through a vent-to-flare assembly in a batch-wise manner; (2) pass through a downflow-depressure-to-low-pressure-device assembly in a batch-wise manner; (3) pass through a cross-over piping purge assembly to minimize upsets in the reaction and fractionation zones when the second drier is placed back in operation; or any combination of (1) (2) and/or (3) to minimize upsets in the reaction and fractionation zones when the second drier is placed back in operation.
    Type: Grant
    Filed: November 17, 2009
    Date of Patent: November 22, 2011
    Assignee: UOP LLC
    Inventors: Bryan S. Garney, Jocelyn C. Daguio, Kurt A. Detrick, David J. Shecterle, John M. Krupczak, Andrew D. Mezera, Douglas A. Becci
  • Patent number: 8048290
    Abstract: The invention relates to a process for producing base oils, comprisings the steps where feedstock selected from ketones, aldehydes, alcohols, carboxylic acids, esters of carboxylic acids and anhydrides of carboxylic acids, alpha olefins, metal salts of carboxylic acids and corresponding sulphur compounds, corresponding nitrogen compounds and combinations thereof, is subjected to a condensation step and subsequently subjected to a combined hydrodefunctionalization and isomerization step.
    Type: Grant
    Filed: June 11, 2008
    Date of Patent: November 1, 2011
    Assignee: Neste Oil Oyj
    Inventors: Pekka Knuuttila, Eija Koivusalmi, Pekka Aalto, Rami Piilola
  • Publication number: 20110237477
    Abstract: A hydrocarbon-based lubricating base oil wherein a urea adduct value is not greater than 4% by mass, a viscosity index is 100 or higher, an average of carbon atoms number is 23-31 as determined by gas chromatography distillation, a value obtained by dividing an integral value of a peak in 30 ppm by an integral value of total peaks in the range of from 0 ppm to 50 ppm for the 13C-NMR spectrum is 0.1-0.2, and a product of a value obtained by dividing an integral value of peaks attributed to tertiary carbon atoms by an integral value of total peaks in the range of from 0 ppm to 50 ppm for the 13C-NMR spectrum, and the average of carbon atoms number, is 1.8-2.5.
    Type: Application
    Filed: October 7, 2009
    Publication date: September 29, 2011
    Applicant: JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Kazuo Tagawa, Shigeki Matsui
  • Publication number: 20110230685
    Abstract: The hydrocarbon-based lubricating base oil of the invention has a urea adduct value of not greater than 4% by mass, a viscosity index of 100 or greater, and a cycloparaffin content of 30-60% by mass based on the total amount of the saturated components, as measured by field desorption/ionization mass spectrometry. The hydrocarbon-based lubricating base oil of the invention allows high levels of both viscosity-temperature characteristic and low-temperature viscosity characteristic to be obtained, and exhibits excellence in terms of evaporation property and energy efficiency.
    Type: Application
    Filed: October 1, 2009
    Publication date: September 22, 2011
    Applicant: JX NIPPON OIL & ENERGY CORPORATION
    Inventor: Kazuo Tagawa
  • Patent number: 7989386
    Abstract: The invention relates to a multi-layer catalyst made from niobium for the catalytic conversion of hydrocarbons, comprising a) a support component made from a doped or undoped oxide or hydroxide of an element of the V sub-group of the periodic table, or mixtures thereof, b) a layer of a promoter compound, selected from oxygen, sulphur or phosphorus compounds of an element of the VI, VII and VIII sub-group or a phosphoxy compound and mixtures thereof and c) a layer comprising a compound of platinum metal. The invention further relates to a method for production of the catalyst and the use thereof.
    Type: Grant
    Filed: July 12, 2006
    Date of Patent: August 2, 2011
    Assignee: Sud Chemie AG
    Inventor: Friedrich Schmidt
  • Patent number: 7967973
    Abstract: The invention relates to a process for producing a new type of high-quality hydrocarbon base oil of biological origin. The process of the invention comprises ketonisation, hydrodeoxygenation, and isomerization steps. Fatty acids and/or fatty acid esters based on a biological raw material are preferably used as the feedstock.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: June 28, 2011
    Assignee: Neste Oil Oyj
    Inventors: Jukka Myllyoja, Juha Jakkula, Pekka Aalto, Eija Koivusalmi, Johan-Fredrik Selin, Juha Moilanen