Oxygen Containing Patents (Class 208/240)
  • Patent number: 9550948
    Abstract: The invention relates to a process for removing sulfur compounds from a hydrocarbon stream. The hydrocarbon stream is contacted with water, at supercritical conditions and also subjects an effluent hydrocarbon stream to separation techniques. The resulting hydrocarbon stream is substantially free of sulfur oxides, sulfoxides, and sulfones.
    Type: Grant
    Filed: May 6, 2016
    Date of Patent: January 24, 2017
    Assignee: SAUDI ARABIAN OIL COMPANY
    Inventors: Omer Refa Koseoglu, Farhan M. Al-Shahrani, Abdennour Bourane
  • Publication number: 20150136654
    Abstract: A process for treating a pitch fraction from coal tar is described. The pitch fraction is contacted with a solvent, an extraction agent, or an adsorbent to remove at least one contaminant, such as oxygenate compounds, nitrogen containing compounds, and sulfur containing compounds. The solvent can be an ionic liquid, the extraction agent can be at least one of amphiphilic block copolymers, cyclodextrins, functionalized cyclodextrins, and cyclodextrin-functionalized polymers, and the adsorbent can be exfoliated graphite oxide, thermally exfoliated graphite oxide or intercalated graphite compounds.
    Type: Application
    Filed: August 28, 2014
    Publication date: May 21, 2015
  • Publication number: 20150112111
    Abstract: The present invention provides a novel system and method for sulphur and metal removal from crude oil and all liquid fuel fractions to biofuels by means of ultrasonic cavitation to enhance chemical reactions of said contaminants with sodium or potassium methylate and a water/fluoride mix in separate stages obtaining a solid form which is filtered out by the use of a centrifuge system. The resulting fuel is molecularly stable and cleaner than regular fuels.
    Type: Application
    Filed: October 22, 2013
    Publication date: April 23, 2015
    Inventors: Carlos Jose Gonzalez, Miguel Jimenez, Luis Fernando Gutierrez
  • Patent number: 9005433
    Abstract: An oxidative treatment process, e.g., oxidative desulfurization or denitrification, is provided in which the oxidant is produced in-situ using an aromatic-rich portion of the original liquid hydrocarbon feedstock. The process reduces or replaces the need for the separate introduction of liquid oxidants such as hydrogen peroxide, organic peroxide and organic hydroperoxide in an oxidative treatment process.
    Type: Grant
    Filed: July 27, 2011
    Date of Patent: April 14, 2015
    Assignee: Saudi Arabian Oil Company
    Inventors: Farhan M. Al-Shahrani, Omer Refa Koseoglu, Abdennour Bourane
  • Patent number: 9006504
    Abstract: Methods for converting petroleum based oil into fuel generally include forming a conversion mixture of an alcohol and a base, and adding the conversion mixture to petroleum based oil, such as used motor oil, to form a reaction mixture. The methods can also include adding a high nitrate compound and an amino acid to the reaction mixture and ozonizing the reaction mixture. The result of the methods can include a three phase system in which the bottom phase is asphalt oil, the middle phase is diesel fuel or jet fuel, and the top phase is sulfuric acid. The three phases can be separated to obtain the final diesel fuel or jet fuel product.
    Type: Grant
    Filed: July 10, 2013
    Date of Patent: April 14, 2015
    Assignee: OTG Research, LLC
    Inventor: Philip Allen Boe
  • Patent number: 8999151
    Abstract: Ionic liquids of the general formula C+A? where C+ represents an organic cation, specifically, but not limited to the imidazolium, pyridinium, isoquinolinium, ammonium types, which have aliphatic and aromatic substituents, while A? represents a carboxylate, aromatic and aliphatic anion. The ionic liquids are synthesized under conventional heating or microwave irradiation This invention is also related to the application of ionic liquids to remove sulfur compounds of naphthas through a liquid-liquid extraction and the recovery and reuse of ionic liquids by the application of heat, reduced pressure and washing with solvents.
    Type: Grant
    Filed: August 27, 2009
    Date of Patent: April 7, 2015
    Assignee: Instituto Mexicano del Petroleo
    Inventors: Rafael Martinez Palou, Natalya Victorovna Likhanova, Eugenio Alejandro Flores Oropeza, Diego Javier Guzman Lucero
  • Patent number: 8980080
    Abstract: A system and process for integrated desulfurizing, desalting and deasphalting of hydrocarbon feedstocks is provided. A hydrocarbon feedstock, a water soluble oxidant, and a water soluble catalyst can be introduced in a oxidation zone and retained for a period of time sufficient to achieve the desired degree of desulfurization, or introduced directly into the desalting zone along with wash water. Catalyst and dissolved salt are discharged along with the wastewater effluent from the desalting zone. A hydrocarbon stream including converted hydrocarbons and oxidation by-products is passed to a deasphalting zone. In the deasphalting zone, phase separation occurs, whereby a light phase including desulfurized hydrocarbons are produced, and a heavy phase including asphaltenes and oxidation by-products are discharged, e.g., passed to an asphalt pool.
    Type: Grant
    Filed: March 16, 2011
    Date of Patent: March 17, 2015
    Assignee: Saudi Arabian Oil Company
    Inventors: Omer Refa Koseoglu, Abdennour Bourane
  • Patent number: 8974675
    Abstract: Crystals of [VOBDC](H2BDC)0.71 were synthesized hydrothemally. The guest acid molecules were removed by heating in air to give high quality single crystals of VOBDC. VOBDC was observed to show crystal-to-crystal transformations on absorption of the guest molecules aniline, thiophene and acetone from the liquid phase. Accurate structural data of the guest molecules and framework deformations were obtained from single crystal X-ray data. VOBDC was also shown to absorb selectively thiophene and dimethyl sulphide from methane.
    Type: Grant
    Filed: October 22, 2012
    Date of Patent: March 10, 2015
    Inventors: Allan J. Jacobson, Xiqu Wang, Lumei Liu
  • Patent number: 8961779
    Abstract: A reaction system and method for removing heteroatoms from oxidized-heteroatom-containing hydrocarbon streams and products derived therefrom are disclosed. An oxidized-heteroatom-containing hydrocarbon feed is reacted in a reaction system thereby forming non-ionic hydrocarbon products. The products derived therefrom are useful as transportation fuels, lubricants, refinery intermediates, or refinery feeds.
    Type: Grant
    Filed: January 21, 2014
    Date of Patent: February 24, 2015
    Assignee: Auterra, Inc.
    Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Thomas W. DeLancey, Timothy A. Thompson
  • Patent number: 8936719
    Abstract: A process for the deep desulfurisation of hydrocarbons (HC), in particular Natural Gas Condensate (NGC), and HC comprising diesel, pre-extracted diesel and naphtha, is described which is capable of reducing the sulfur content of these HC from 500 to 30 ppm. The process comprises contacting the hydrocarbon material with an oxidant selected from organic peroxy acids, organic peroxides, inorganic peroxides and mixtures thereof, in at least a stochiometric amount sufficient to oxidise a sulfur compound to a sulfone compound; contacting the hydrocarbon material with an aqueous extractant to allow at least a portion of the oxidised sulfur compounds to be extracted into the aqueous extractant, and separating the hydrocarbon material from the aqueous extractant to give a hydrocarbon material of reduced sulfur content. Optionally, the process may include a second and subsequent extractions with the aqueous extractant to further reduce sulfur content. A final extraction with an IL may be conducted.
    Type: Grant
    Filed: March 21, 2007
    Date of Patent: January 20, 2015
    Assignee: Ultraclean Fuel Pty Ltd.
    Inventors: John Gargano Gordon, Thomas Ruether, Friederike Elisabeth Agel, Andreas Bösmann
  • Publication number: 20140353213
    Abstract: A composition that comprises a support material having incorporated therein a metal component and impregnated with an additive compound that is selected from the group of heterocyclic, polar compounds of the formula CxHnNyOz; wherein: x is an integer of at least 3; y is either 0, 1, 2, or 3; z is either 0, 1, 2, or 3; and n is the number of hydrogen atoms required to fill the remaining bonds with the carbon atoms of the molecule. The composition includes the support material that is impregnated with the additive compound and is useful in the hydroprocessing of hydrocarbon feedstocks, especially in the denitrogenation and desulfurization of distillate feedstocks to make ultra low sulfur diesel.
    Type: Application
    Filed: May 30, 2014
    Publication date: December 4, 2014
    Applicant: Shell Oil Company
    Inventors: John Anthony SMEGAL, Alexei Grigorievich GABRIELOV, Ed GANJA, Theofiel MEURIS
  • Publication number: 20140339136
    Abstract: A method of upgrading a heteroatom-containing hydrocarbon feed by removing oxidized-heteroatom contaminants is disclosed. The method includes contacting the oxidized-heteroatom-containing hydrocarbon feed with a caustic and a selectivity promoter, and removing the heteroatom contaminants from the heteroatom-containing hydrocarbon feed.
    Type: Application
    Filed: May 27, 2014
    Publication date: November 20, 2014
    Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Mark N. Rossetti, Tracey M. Jordan, Trent A. McCaskill, Erica Shipley, Sarah Clickner
  • Patent number: 8877013
    Abstract: A reaction system and method for removing heteroatoms from oxidized-heteroatom-containing hydrocarbon streams and products derived therefrom are disclosed. An oxidized-heteroatom-containing hydrocarbon feed is reacted in a reaction system thereby forming non-ionic hydrocarbon products. The products derived therefrom are useful as transportation fuels, lubricants, refinery intermediates, or refinery feeds.
    Type: Grant
    Filed: October 25, 2012
    Date of Patent: November 4, 2014
    Assignee: Auterra, Inc.
    Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Thomas W. DeLancey, Timothy A. Thompson
  • Publication number: 20140305845
    Abstract: A transition metal carboxylate scavenger may be used to scavenge contaminants from systems from mixed production and/or gas, either dry or wet hydrocarbon gas. The contaminants scavenged or otherwise removed may include, but are not necessarily limited to, H2S, mercaptans, sulfides, and combinations thereof. Suitable transition metal carboxylates in the scavenger include, but are not limited to, zinc octoate, zinc dodecanoate, zinc naphthenate, and combinations thereof.
    Type: Application
    Filed: March 21, 2014
    Publication date: October 16, 2014
    Applicant: Baker Hughes Incorporated
    Inventors: Sunder Ramachandran, Scott E. Lehrer, Vladimir Jovancicevic
  • Publication number: 20140291199
    Abstract: A method of upgrading a heteroatom-containing hydrocarbon feed by removing heteroatom contaminants is disclosed. The method includes contacting the heteroatom-containing hydrocarbon feed with an oxidant to oxidize the heteroatoms, contacting the oxidized-heteroatom-containing hydrocarbon feed with caustic and a selectivity promoter, and removing the heteroatom contaminants from the heteroatom-containing hydrocarbon feed. The oxidant may be used in the presence of a catalyst.
    Type: Application
    Filed: April 7, 2014
    Publication date: October 2, 2014
    Applicant: Auterra, Inc.
    Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Mark N. Rossetti, Tracey M. Jordan, Trent A. McCaskill
  • Publication number: 20140231311
    Abstract: A composition useful for scavenging hydrogen sulfide by admixing metal carboxylates which have high viscosity due to polymerization and a viscosity improver selected from the group consisting of glycol ethers having from about 4 to about 10 carbons and alkyl alcohols having from about 1 to about 4 carbons.
    Type: Application
    Filed: February 18, 2014
    Publication date: August 21, 2014
    Applicant: BAKER HUGHES INCORPORATED
    Inventors: Corina L. Sandu, Yun Bao, Jerry J. Weers, Ross Poland, Philip L. Leung, Lei Zhang, John A. Schield
  • Patent number: 8790508
    Abstract: A system and process are provided for integrated deasphalting and desulfurization of hydrocarbon feedstock in which the hydrocarbon feedstock, an oxidant, and an oxidation catalyst are mixed prior to passage into a primary settler of a solvent deasphalting unit. Oxidation products, including oxidized organosulfur compounds, are discharged with the asphalt phase.
    Type: Grant
    Filed: September 29, 2010
    Date of Patent: July 29, 2014
    Assignee: Saudi Arabian Oil Company
    Inventors: Omer Refa Koseoglu, Abdennour Bourane
  • Publication number: 20140190870
    Abstract: The use of a composition including a transition metal salt and at least one water-soluble aldehyde or water-soluble aldehyde precursor scavenges H2S that is present in aqueous fluids (e.g. produced water liquid streams), natural gas and in oil and mixtures thereof (e.g. mixed production streams that contain all three phases) better than either component when used alone. The resulting scavenger combination significantly increases the reaction rate and the overall scavenging efficiency, i.e. capacity over the case where each component is used alone, in the same total amount. Non-limiting examples of the metal salt include zinc or iron carboxylates, and a non-limiting example of a water-soluble aldehyde or water-soluble aldehyde precursor is ethylene glycol hemiformal.
    Type: Application
    Filed: January 7, 2014
    Publication date: July 10, 2014
    Applicant: Baker Hughes Incorporated
    Inventors: SCOTT E. LEHRER, Vladimir Jovancicevic, Sunder Ramachandran
  • Patent number: 8715489
    Abstract: The process for the desulfurization of a sulfur-containing hydrocarbon mixture, such as a full-range, hydrotreated diesel oil, is accomplished with an aqueous oxidizing agent in the presence of a catalyst and a co-catalyst, and thereafter selectively removing the oxidized compounds by solvent extraction. Optionally, the foregoing steps are followed by solvent stripping and recovery, and a final polishing step.
    Type: Grant
    Filed: June 28, 2010
    Date of Patent: May 6, 2014
    Assignee: Saudi Arabian Oil Company
    Inventors: Gary D. Martinie, Farhan M. Al-Shahrani, Bashir O. Dabbousi
  • Patent number: 8663459
    Abstract: Sulfur-containing compounds, including specifically thiophenic compounds, in a liquid hydrocarbon feedstream are catalytically oxidized by combining the hydrocarbon feedstream with a catalytic reaction mixture that includes a peroxide that is soluble in water or in a polar organic acid, at least one carboxylic acid, and a catalyst that is a transition metal salt selected from the group consisting of (NH4)2WO4, (NH4)6W12O40.H2O, Na2WO4, Li2WO4, K2WO4, MgWO4, (NH4)2MoO4, (NH4)6Mo7O24.4H2O, MnO0 and NaVO3; the mixture is vigorously agitated for a time that is sufficient to oxidize the sulfur-containing compounds to form sulfoxides and sulfones; the reaction mixture is allowed to stand and separate into a lower aqueous layer containing the catalyst and an upper hydrocarbon layer that is recovered and from which the oxidized sulfur compounds are removed, as by solvent extraction, distillation or selective adsorption.
    Type: Grant
    Filed: March 5, 2007
    Date of Patent: March 4, 2014
    Assignees: Saudi Arabian Oil Company, The Chancellor, Masters and Scholars of the University of Oxford
    Inventors: Farhan M. Al-Shahrani, Tiancun Xiao, Gary Dean Martinie, Malcolm L. H. Green
  • Publication number: 20140057817
    Abstract: A method of reducing the amount of sulfhydryl compounds from sour hydrocarbon fluids is described. In the method, an aldehyde-releasing compound, which is high temperature stable and is highly water-soluble, is introduced to a hydrocarbon fluid stream as a scavenger for sulfhydryl compounds. The aldehyde-releasing compound is allowed to mix with the hydrocarbon fluid stream and the aldehyde-releasing compound is allowed to react with the sulfhydryl compounds present in the hydrocarbon fluid stream, thereby reducing the presence sulfhydryl compound in the hydrocarbon fluid stream.
    Type: Application
    Filed: August 19, 2013
    Publication date: February 27, 2014
    Applicant: Lonza, Inc.
    Inventor: Kevin Edward JANAK
  • Patent number: 8658027
    Abstract: A system and process for desulfurizing a hydrocarbon feed stream containing organosulfur compounds is provided. In general, the system includes a conventional hydrotreating unit through the high pressure cold or hot separator. Aqueous oxidant and an oxidative catalyst are mixed with the hydrotreated hydrocarbon effluent from the high pressure cold or hot separator, and oxidative desulfurization reactions occur in the low pressure separation zone, thereby minimizing or eliminating the requirement of additional oxidative desulfurization reactors.
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: February 25, 2014
    Assignee: Saudi Arabian Oil Company
    Inventors: Omer Refa Koseoglu, Abdennour Bourane
  • Patent number: 8658030
    Abstract: Provided herein are processes for deasphalting and extracting a hydrocarbon oil. The processes comprise providing an oil comprising asphaltenes and/or other impurities, combining the oil with a polar solvent an extracting agent to provide a mixture, and applying a stimulus to the mixture so that at least a portion of any asphaltenes and/or impurities in the oil precipitate out of the oil.
    Type: Grant
    Filed: September 30, 2009
    Date of Patent: February 25, 2014
    Assignee: General Electric Company
    Inventors: John Aibangbee Osaheni, Thomas Joseph Fyvie
  • Publication number: 20140001099
    Abstract: A process for removing a sulfur compound from a low nitrogen content vacuum gas oil feed includes contacting the low nitrogen content vacuum gas oil feed comprising the sulfur compound with a VGO-immiscible phosphonium ionic liquid to produce a vacuum gas oil and VGO-immiscible phosphonium ionic liquid mixture, and separating the mixture to produce a vacuum gas oil effluent having a reduced sulfur compound content relative to the vacuum gas oil feed. It was found that the amount of the sulfur compound being removed was significantly improved by treating a low nitrogen content vacuum gas oil. The low nitrogen content and especially a low level of polar nitrogen compounds increases the amount of sulfur compounds that can be removed.
    Type: Application
    Filed: May 22, 2013
    Publication date: January 2, 2014
    Applicant: UOP LLC
    Inventors: Beckay J. Mezza, Alakananda Bhattacharyya, Christopher P. Nicholas, Haiyan Wang
  • Publication number: 20140001093
    Abstract: The invention involves a process for hydrocarbon conversion. The process can include providing a feed to a primary upgrading zone and then treating the product from the primary upgrading zone with a feed-immiscible ionic liquid to remove sulfur compounds.
    Type: Application
    Filed: February 6, 2013
    Publication date: January 2, 2014
    Applicant: UOP LLC
    Inventors: Beckay J. Mezza, Haiyan Wang, Christopher P. Nicholas, Alakananda Bhattacharyya, Brenna E. Huovie, Rajeswar R. Gattupalli
  • Publication number: 20130240409
    Abstract: The present invention relates to hydrogen sulfide scavenging additive composition comprising glyoxal and a polymer compound which is polymer made from propylene oxide, which is capable of scavenging or removing hydrogen sulfide in hydrocarbons or hydrocarbon streams without causing any problem. The present invention is also relates to a method of scavenging hydrogen sulfide employing present scavenging additive composition comprising glyoxal and a polymer compound which is polymer made from propylene oxide. The present invention is also relates to a method of using hydrogen sulfide scavenging additive composition comprising glyoxal and a polymer compound which is polymer made from propylene oxide.
    Type: Application
    Filed: November 18, 2011
    Publication date: September 19, 2013
    Applicant: Dorf Ketal Chemicals (india) Private Limited
    Inventor: Mahesh Subramaniyam
  • Publication number: 20130224092
    Abstract: Aldehydes useful as H2S sulfide scavengers may be corrosive to some metals such as steel, iron and aluminum, but the corrosive effect of the aldehydes may be mitigated by employing a corrosion inhibitor selected from the group consisting of a di-basic soluble phosphate salt, a tri-basic soluble phosphate salt, a phosphate ester, a thiophosphate ester, a thioamine, a Mannich Reaction Product, and combinations thereof.
    Type: Application
    Filed: August 20, 2012
    Publication date: August 29, 2013
    Applicant: BAKER HUGHES INCORPORATED
    Inventors: Stephen R. Keenan, Jonathan Collins, Sunder Ramachandran, Vladimir Jovancicevic, Rose Tompkins, Grahame N. Taylor, Richard L. Martin, Michael L. Walker
  • Publication number: 20130123560
    Abstract: Crystals of [VOBDC](H2BDC)0.71 were synthesized hydrothemally. The guest acid molecules were removed by heating in air to give high quality single crystals of VOBDC. VOBDC was observed to show crystal-to-crystal transformations on absorption of the guest molecules aniline, thiophene and acetone from the liquid phase. Accurate structural data of the guest molecules and framework deformations were obtained from single crystal X-ray data. VOBDC was also shown to absorb selectively thiophene and dimethyl sulphide from methane.
    Type: Application
    Filed: October 22, 2012
    Publication date: May 16, 2013
    Applicant: THE UNIVERSITY OF HOUSTON SYSTEM
    Inventors: Allan J. Jacobson, Xiqu Wang, Lumei Liu
  • Patent number: 8431017
    Abstract: A method for separating polar hydrocarbon compounds from a hydrocarbon oil containing polar hydrocarbon compounds comprising the steps of: a) forming a gel in the hydrocarbon oil, and thereafter b) separating the gel from the hydrocarbon oil to produce a separated gel and a separated hydrocarbon oil.
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: April 30, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventor: Ramesh Varadaraj
  • Patent number: 8409426
    Abstract: In crude oil fractions, fossil fuels, and organic liquids in general in which it is desirable to reduce the levels of sulfur-containing and nitrogen-containing components, the process reduces the level of these compounds via the application of heat, an oxidizing agent and, preferably, sonic energy. The invention is performed either as a continuous process or a batch process, and may further include optional steps of centrifugation or hydrodesulfurization.
    Type: Grant
    Filed: January 18, 2011
    Date of Patent: April 2, 2013
    Assignee: Petrosonics, LLC
    Inventor: Mark Cullen
  • Publication number: 20130075305
    Abstract: The present invention provides selective extraction of sulfoxides, or sulfoxides in combination with sulfones, from hydrocarbon mixtures containing these compounds. A significant advantage of the invention is that oxidation products resulting from oxidative desulfurization of hydrocarbon feedstocks are selectively extracted with minimum co-extraction of non-oxidized products such as valuable hydrocarbon fuel components.
    Type: Application
    Filed: September 26, 2012
    Publication date: March 28, 2013
    Applicant: SAUDI ARABIAN OIL COMPANY
    Inventor: Saudi Arabian Oil Company
  • Patent number: 8394261
    Abstract: Catalysts amenable to oxidizing sulfur compounds and systems and methods of using these catalysts to effect the removal of sulfur from crude oil and crude oil distillates are disclosed. The catalyst is disposed with a titanyl moiety which serves to selectively coordinate sulfur compounds and affect their oxidation. The titanyl may be bound within a polymer or on the surface of a polymer or on the surface or in the pores of an inorganic support. The resulting oxidized sulfur compounds are readily separated from the initial crude oil or crude oil distillate streams by traditional separation techniques arrayed as described in the systems and methods disclosed.
    Type: Grant
    Filed: October 31, 2008
    Date of Patent: March 12, 2013
    Assignee: Auterra, Inc.
    Inventors: Kyle E. Litz, Tracey M. Jordan, Mark N. Rossetti, Anthony J. Loughran, Jennifer L. Vreeland
  • Publication number: 20130048542
    Abstract: A high sulfur content hydrocarbon feedstream is treated by mixing one or more selected solvents with a sulfur-containing feedstream for a predetermined period of time, allowing the mixture to separate and form a sulfur-rich solvent-containing liquid phase and a crude oil phase of substantially lowered sulfur content, and withdrawing the sulfur-rich stream and regenerating the solvent.
    Type: Application
    Filed: October 26, 2012
    Publication date: February 28, 2013
    Applicant: SAUDI ARABIAN OIL COMPANY
    Inventor: SAUDI ARABIAN OIL COMPANY
  • Patent number: 8366914
    Abstract: Compounds having the formulae and general formulae: wherein each R1, R2, R3 and R4 are the same or different and may be hydrogen, an alkyl group, an aryl group, a halogen, a nitro group, an alkyl or aryl ester, and an alkyl or aryl ether; compounds having the general formula: wherein R is an alkyl, aryl or electron withdrawing group; mixtures thereof; can be used as additives for crude oil and hydrocarbons. These compounds may be used to scavenge mercaptans, sulfides, cyanides, and primary or secondary amines; either alone or in combination.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: February 5, 2013
    Assignee: Baker Hughes Incorporated
    Inventors: Jianzhong Yang, Tauseef Salma, John A. Schield, Jerry J. Weers, Joseph L. Stark
  • Patent number: 8357306
    Abstract: A process for removing a sulfur species from a stream selected from the group consisting of a hydrocarbon stream, an aqueous stream, and mixtures thereof is disclosed herein, which may include introducing a treating mixture into the stream. The treating mixture may include a compound of the general formula selected from the group consisting of: or combinations of compound (I) or compound (II). R1 may be a C1-C30 hydrocarbyl group that is saturated, unsaturated, cyclic or branched, or may contain a heteroatom. ‘A’ may be an oxygen atom or a methylene group. R2 may be a C1-C30 hydrocarbyl group that may be saturated, unsaturated, cyclic or branched, or may contain a heteroatom(s) other than C and H. The treating mixture may reduce the reactive sulfur species in the stream. The sulfur species reduced from the stream may be hydrogen sulfide, mercaptans, polysulfides, or combinations thereof.
    Type: Grant
    Filed: December 20, 2010
    Date of Patent: January 22, 2013
    Assignee: Baker Hughes Incorporated
    Inventors: Jianzhong Yang, Matthew T. Barnes, Joseph L. Stark
  • Patent number: 8343336
    Abstract: A high sulfur content crude oil feedstream is treated by mixing one or more selected solvents with a sulfur-containing crude oil feedstream for a predetermined period of time, allowing the mixture to separate and form a sulfur-rich solvent-containing liquid phase and a crude oil phase of substantially lowered sulfur content, withdrawing the sulfur-rich stream and regenerating the solvent, hydrotreating the remaining sulfur-rich stream to remove or substantially reduce the sulfur-containing compounds to provide a hydrotreated low sulfur content stream, and mixing the hydrotreated stream with the separated crude oil phase to thereby provide a treated crude oil product stream of substantially reduced sulfur content and without significant volume loss.
    Type: Grant
    Filed: October 30, 2007
    Date of Patent: January 1, 2013
    Assignee: Saudi Arabian Oil Company
    Inventors: Esam Zaki Hamad, Emad Naji Al-Shafei, Ali Salim Al-Qahtani
  • Publication number: 20120241361
    Abstract: The use of neutral aqueous solutions of glyoxal (pH approximately 6 to 8.5) scavenges H2S that is present in natural gas and in oil better than glyoxal alone or base alone. The resulting scavenger combination significantly increases the reaction rate and the overall scavenging efficiency, i.e. capacity over glyoxal used alone. A buffer may be optionally used. In another embodiment, the combination of non-nitrogen-containing surfactants and glyoxal results in a significant increase in the reaction rate and the overall scavenging efficiency, i.e. capacity as compared to glyoxal used alone.
    Type: Application
    Filed: February 29, 2012
    Publication date: September 27, 2012
    Applicant: Baker Hughes Incorporated
    Inventors: Sunder Ramachandran, Vladimir Jovancicevic, Kyle C. Cattanach, Michael P. Squicciarini
  • Publication number: 20120152808
    Abstract: A process for upgrading hydrocarbon oil feedstreams employs a solid adsorption material to lower sulfur and nitrogen content by contacting the hydrocarbon oil, with a solid adsorbents in a mixing vessel; passing the slurry to a membrane separation zone to separate the solid adsorption material with the adsorbed sulfur and nitrogen compounds from the treated oil; recovering the upgraded hydrocarbon product having a significantly reduced nitrogen and sulfur content as the membrane permeate; mixing the solid adsorbent material with aromatic solvent to remove and stabilize the sulfur and nitrogen compounds; transferring the solvent mixture to a fractionation tower to recover the solvent, which can be recycled for use in the process; and recovering the hydrocarbons that are rich in sulfur and nitrogen for processing in a relatively small high-pressure hydrotreating unit or transferring them to a fuel oil pool for blending.
    Type: Application
    Filed: December 20, 2011
    Publication date: June 21, 2012
    Inventor: Omer Refa KOSEOGLU
  • Patent number: 8142647
    Abstract: A process for adsorbing aromatic sulfur compounds, where an adsorbent is contacted with a C6-C20 aromatic and/or aliphatic stream which comprises a solution of (i) at least one benzothiophene compound, (ii) a solvent which comprises at least one C6-C16 aliphatic compound, and (iii) optionally at least one C6-C12 aromatic compound. In this process, the adsorbent is regenerated using an organic regenerant such as, but not limited to, toluene. Also disclosed is another process for adsorbing aromatic sulfur compounds. In this process, an adsorbent is contacted with a mixture comprising a model diesel feed comprising at least one benzothiophene compound. In this process, the adsorbent is regenerated using an organic regenerant such as, but not limited to, toluene.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: March 27, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Xiaolin Wei, Scott M. Husson, Marcus V. Dutra e Mello, Daniel Chinn, Zunqing He
  • Publication number: 20120067782
    Abstract: A method for reducing the amount of hydrogen sulfide present in liquid hydrocarbon media while minimizing the amount of corrosion in processing equipment contacting the liquid hydrocarbon media. The method includes neutralizing a glyoxal solution and dispersing the neutralized glyoxal solution in the liquid hydrocarbon media. The neutralized glyoxal solution is dispersed within the liquid hydrocarbon media not more than 10 days after the glyoxal solution has been neutralized. A hydrogen sulfide scavenging composition and method for making are also provided.
    Type: Application
    Filed: September 21, 2010
    Publication date: March 22, 2012
    Inventors: Gregory KAPLAN, Larry John Karas
  • Publication number: 20120067783
    Abstract: A method for reducing the amount of hydrogen sulfide present in liquid hydrocarbon media while minimizing the amount of corrosion in processing equipment contacting the liquid hydrocarbon media. The method includes adjusting a glyoxal solution to a pH of from about 2.5 to about 6.0 and dispersing the adjusted glyoxal solution in the liquid hydrocarbon media. A hydrogen sulfide scavenging composition and method for making are also provided.
    Type: Application
    Filed: September 27, 2011
    Publication date: March 22, 2012
    Inventors: Gregory KAPLAN, Larry John Karas
  • Patent number: 8138369
    Abstract: A process for producing an adsorbent where a metal oxide is reacted with an alkoxy silane to produce an epoxy-functionalized metal oxide. This product is reacted with an amino-substituted propionic acid and a nitro-substituted fluorenone, and this product is grafted to the epoxy-functionalized metal oxide. This grafted product is the adsorbent, which may be contacted with a hydrocarbon mixture having at least one sulfur containing compound in order to remove this sulfur containing compound. Also disclosed is a process for adding polymerization groups to an adsorbent.
    Type: Grant
    Filed: June 6, 2008
    Date of Patent: March 20, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Xiaolin Wei, Scott Michael Husson, Marcus V. Dutra e Mello, Daniel Chinn
  • Publication number: 20120055843
    Abstract: A method and apparatus for upgrading a hydrocarbon feedstock is provided. The method includes the steps of (a) supplying a hydrocarbon feedstock to an oxidation reactor, wherein the hydrocarbon feedstock is oxidized in the presence of a catalyst under conditions sufficient to selectively oxidize sulfur compounds present in the hydrocarbon feedstock; (c) separating the hydrocarbons and the oxidized sulfur compounds by solvent extraction; (d) collecting a residue stream that includes the oxidized sulfur compounds; and (e) supplying the residue stream to a deasphalting unit.
    Type: Application
    Filed: September 7, 2010
    Publication date: March 8, 2012
    Applicant: Saudi Arabian Oil Company
    Inventors: Abdennour Bourane, Omer Refa Koseoglu, Stephane Cyrille Kressmann
  • Publication number: 20120055849
    Abstract: A method and apparatus for upgrading a hydrocarbon feedstock is provided. The method includes the steps of (a) supplying a hydrocarbon feedstock to an oxidation reactor, wherein the hydrocarbon feedstock is oxidized in the presence of a catalyst under conditions sufficient to selectively oxidize sulfur compounds present in the hydrocarbon feedstock; (c) separating the hydrocarbons and the oxidized sulfur compounds by solvent extraction; (d) collecting a residue stream that includes the oxidized sulfur compounds; and (e) supplying the residue stream to a gasifier to produce a syngas stream and a hydrogen sulfide stream.
    Type: Application
    Filed: September 7, 2010
    Publication date: March 8, 2012
    Applicant: Saudi Arabian Oil Company
    Inventors: Abdennour Bourane, Omer Refa Koseoglu, Stephane Cyrille Kressmann
  • Patent number: 8002971
    Abstract: Processes and systems associated with hydrodynamic cavitation-catalyzed oxidation of sulfur-containing substances in a fluid are described. In one example method, carbonaceous fluid is combined with at least one oxidant to form a mixture and then the mixture is flowed through at least one local constriction in a flow-through chamber at a sufficient pressure and flow rate to create hydrodynamic cavitation in the flowing mixture having a power density of between about 3,600 kWatts/cm2 and about 56,000 kWatts/cm2 measured at the surface of the local constriction normal to the direction of fluid flow. The creation of hydrodynamic cavitation in the flowing mixture initiates one or more chemical reactions that, at least in part, oxidize at least some of the sulfur-containing substances in the carbonaceous fluid.
    Type: Grant
    Filed: June 9, 2008
    Date of Patent: August 23, 2011
    Assignee: Arisdyne Systems, Inc.
    Inventor: Oleg V. Kozyuk
  • Patent number: 7967976
    Abstract: A method for treating crude or residual fuel oil includes extracting vanadium from the fuel oil by contacting the fuel oil with an adsorbent and a solvent. The adsorbent may be modified with a compound having both acidic functionality and basic functionality. The method provides effective removal of vanadium from crude or residual fuel oil at moderate temperatures.
    Type: Grant
    Filed: January 12, 2007
    Date of Patent: June 28, 2011
    Assignee: General Electric Company
    Inventors: James Manio Silva, Grigorii Lev Soloveichik
  • Publication number: 20110138781
    Abstract: The present invention relates to a process for removing sulfur-comprising compounds from fuels, wherein a sulfur-comprising fuel is brought into contact with copper-1,3,5-benzenetricarboxylic acid MOF.
    Type: Application
    Filed: July 3, 2009
    Publication date: June 16, 2011
    Applicant: BASF SE
    Inventors: Ingo Richter, Christoph Kiener, Itamar Michael Malkowsky, Sabine Achmann, Gunther Hagen, Martin Haemmerle, Ralf Moos
  • Publication number: 20110143229
    Abstract: A simple, compact process for cleansing hydrocarbon fuel such as jet fuel is disclosed. This process involves subjecting the fuel to an oxidative desulfurization process in a desulfurization reactor followed by passing the fuel through an adsorption bed. The cleansed desulfurized fuel may then be utilized directly in generation of hydrogen for fuel cell applications.
    Type: Application
    Filed: August 24, 2007
    Publication date: June 16, 2011
    Inventors: Anand S. Chellappa, Donovan Pena, Zachary Wilson
  • Publication number: 20110021341
    Abstract: A method for separating organosulfur compounds from a liquid is provided. The method of this embodiment comprises contacting the liquid with the microporous coordination polymer to form a MCP-organosulfur inclusion compound.
    Type: Application
    Filed: October 2, 2008
    Publication date: January 27, 2011
    Applicant: THE REGENTS OF THE UNIVERSITY OF MICHIGAN
    Inventors: Adam J. Matzger, Antek G. Wong-Foy, Katie Cychosz
  • Publication number: 20110011771
    Abstract: Catalysts amenable to oxidizing sulfur compounds and systems and methods of using these catalysts to effect the removal of sulfur from crude oil and crude oil distillates are disclosed. The catalyst is disposed with a titanyl moiety which serves to selectively coordinate sulfur compounds and affect their oxidation. The titanyl may be bound within a polymer or on the surface of a polymer or on the surface or in the pores of an inorganic support. The resulting oxidized sulfur compounds are readily separated from the initial crude oil or crude oil distillate streams by traditional separation techniques arrayed as described in the systems and methods disclosed.
    Type: Application
    Filed: October 31, 2008
    Publication date: January 20, 2011
    Applicant: AUTERRA, INC.
    Inventors: Kyle E. Litz, Tracey M. Jordan, Mark N. Rossetti, Anthony J. Loughran, Jennifer L. Vreeland