Oxygen Containing Patents (Class 208/240)
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Patent number: 11802249Abstract: A method for desulfurizing crude oil and sulfur rich petroleum refinery fractions is disclosed. The method includes feeding the crude oil and sulfur rich petroleum refinery fractions to a reactor. An oxidation catalyst is added to the crude oil and sulfur rich petroleum refinery fractions. The crude oil and sulfur rich petroleum refinery fractions and the oxidation catalyst are stirred to form co-polymers of sulfur-containing heterocyclic compounds. The co-polymers of sulfur-containing heterocyclic compounds are separated by filtration or by centrifugation.Type: GrantFiled: May 18, 2022Date of Patent: October 31, 2023Assignee: Council of Scientific and Industrial ResearchInventors: Anjan Ray, Thangaraj Senthilkumar, Umesh Kumar, Vedant Joshi, Sudip Kumar Ganguly
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Patent number: 11725146Abstract: Embodiments of methods for improving mesophase pitch for carbon fiber production using supercritical carbon dioxide are described. The methods improve the relative amount and quality of mesophase pitch in feedstocks, such as coal tar, already having at least some mesophase pitch. One particular method includes performing a sCO2/toluene extraction on the coal tar to obtain a toluene insoluble fraction of the coal tar; mixing the toluene insoluble fraction with sCO2 to obtain a sCO2/toluene insoluble fraction mixture; and extruding the sCO2/toluene insoluble fraction mixture, thereby separating the sCO2 from the toluene insoluble fraction to obtain fibers of mesophase pitch.Type: GrantFiled: July 27, 2022Date of Patent: August 15, 2023Assignee: TerraPower, LLCInventors: Benjamin L. Goodrich, Pyoungchung Kim, Matthew Targett, Joshua C. Walter
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Patent number: 11542159Abstract: Embodiments of the present disclosure are directed to a diesel reforming system comprising: a diesel autothermal reformer; a liquid desulfurizer disposed upstream of the diesel autothermal reformer and configured to remove sulfur compounds from diesel fuel prior to feeding to the diesel autothermal reformer; a combustor in communication with the liquid desulfurizer and configured to provide heat for the liquid desulfurizer; a regulating valve in communication with the liquid desulfurizer and the combustor, the regulating valve being configured to control diesel fuel feeds to the liquid desulfurizer and the combustor; and a post-reformer disposed downstream of the diesel autothermal reformer.Type: GrantFiled: June 22, 2020Date of Patent: January 3, 2023Assignees: Saudi Arabian Oil Company, Korea Advanced Institute of Science and TechnologyInventors: Sai P. Katikaneni, Joongmyeon Bae, Jiwoo Oh, Minseok Bae, Dongyeon Kim
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Patent number: 11224826Abstract: A liquid hydrocarbon desulfurization system having at least one processing unit, and preferably an initial and an end processing unit. Each processing unit having a reactor assembly and a sorption system. An aqueous system directs aqueous into the reactor assembly together with liquid hydrocarbon, wherein the two are mixed using shear mixers. An adsorbent system provides adsorbent to the sorption column to adsorb the oxidized sulfur resulting through the mixing of the liquid hydrocarbon with the aqueous. A system having multiple processing units is disclosed, as well as systems for transferring adsorbent and providing aqueous. A plurality of methods is likewise disclosed.Type: GrantFiled: February 23, 2021Date of Patent: January 18, 2022Assignee: Alternative Petroleum Technologies Holdings Corp.Inventors: Jack Lawrence Waldron, Kylen J. Smith
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Patent number: 11198824Abstract: A system for processing fuel to remove sulfur species through the oxidation of the sulfur species is described which includes one or more (and preferably two or more processing units). Additionally, a method of removing sulfur species through the oxidation of the sulfur species is also described. The system and the method rely on the use of aqueous feed and does not require the removal (through sorption or the like) at each or between each processing unit. Such a configuration for numerous reasons is economically advantageous.Type: GrantFiled: May 18, 2020Date of Patent: December 14, 2021Assignee: Alternative Petroleum Technologies Holdings Corp.Inventors: Jack Lawrence Waldron, Kylen J. Smith, Fred P. Buckingham
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Patent number: 10927306Abstract: A method of desulfurizing a liquid hydrocarbon comprises providing an initial processing unit and an end processing unit, the initial processing unit having an initial reactor assembly and an initial sorption system, the end processing unit having an end reactor assembly, a separator and an end sorption system. The method further comprises feeding a liquid hydrocarbon having a sulfur content into the initial reactor assembly, feeding an aqueous feed into the initial reactor assembly, shear mixing the liquid hydrocarbon and the aqueous feed within the initial reactor assembly, to, in turn, react the aqueous feed with the sulfur content of the liquid hydrocarbon, and directing the liquid hydrocarbon and aqueous feed to the initial sorption system. The method even further comprises feeding a sorbent into the initial sorption system and adsorbing at least some of the sulfur content that has reacted with the aqueous feed from the liquid hydrocarbon.Type: GrantFiled: January 29, 2019Date of Patent: February 23, 2021Assignee: Alternative Petroleum Technologies, Inc.Inventors: Jack Lawrence Waldron, Kylen J. Smith
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Patent number: 9550948Abstract: 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: GrantFiled: May 6, 2016Date of Patent: January 24, 2017Assignee: SAUDI ARABIAN OIL COMPANYInventors: Omer Refa Koseoglu, Farhan M. Al-Shahrani, Abdennour Bourane
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Publication number: 20150136654Abstract: 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: ApplicationFiled: August 28, 2014Publication date: May 21, 2015
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Publication number: 20150112111Abstract: 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: ApplicationFiled: October 22, 2013Publication date: April 23, 2015Inventors: Carlos Jose Gonzalez, Miguel Jimenez, Luis Fernando Gutierrez
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Patent number: 9005433Abstract: 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: GrantFiled: July 27, 2011Date of Patent: April 14, 2015Assignee: Saudi Arabian Oil CompanyInventors: Farhan M. Al-Shahrani, Omer Refa Koseoglu, Abdennour Bourane
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Patent number: 9006504Abstract: 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: GrantFiled: July 10, 2013Date of Patent: April 14, 2015Assignee: OTG Research, LLCInventor: Philip Allen Boe
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Patent number: 8999151Abstract: 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: GrantFiled: August 27, 2009Date of Patent: April 7, 2015Assignee: Instituto Mexicano del PetroleoInventors: Rafael Martinez Palou, Natalya Victorovna Likhanova, Eugenio Alejandro Flores Oropeza, Diego Javier Guzman Lucero
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Patent number: 8980080Abstract: 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: GrantFiled: March 16, 2011Date of Patent: March 17, 2015Assignee: Saudi Arabian Oil CompanyInventors: Omer Refa Koseoglu, Abdennour Bourane
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Patent number: 8974675Abstract: 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: GrantFiled: October 22, 2012Date of Patent: March 10, 2015Inventors: Allan J. Jacobson, Xiqu Wang, Lumei Liu
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Patent number: 8961779Abstract: 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: GrantFiled: January 21, 2014Date of Patent: February 24, 2015Assignee: Auterra, Inc.Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Thomas W. DeLancey, Timothy A. Thompson
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Patent number: 8936719Abstract: 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: GrantFiled: March 21, 2007Date of Patent: January 20, 2015Assignee: Ultraclean Fuel Pty Ltd.Inventors: John Gargano Gordon, Thomas Ruether, Friederike Elisabeth Agel, Andreas Bösmann
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Publication number: 20140353213Abstract: 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: ApplicationFiled: May 30, 2014Publication date: December 4, 2014Applicant: Shell Oil CompanyInventors: John Anthony SMEGAL, Alexei Grigorievich GABRIELOV, Ed GANJA, Theofiel MEURIS
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Publication number: 20140339136Abstract: 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: ApplicationFiled: May 27, 2014Publication date: November 20, 2014Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Mark N. Rossetti, Tracey M. Jordan, Trent A. McCaskill, Erica Shipley, Sarah Clickner
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Patent number: 8877013Abstract: 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: GrantFiled: October 25, 2012Date of Patent: November 4, 2014Assignee: Auterra, Inc.Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Thomas W. DeLancey, Timothy A. Thompson
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Publication number: 20140305845Abstract: 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: ApplicationFiled: March 21, 2014Publication date: October 16, 2014Applicant: Baker Hughes IncorporatedInventors: Sunder Ramachandran, Scott E. Lehrer, Vladimir Jovancicevic
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Publication number: 20140291199Abstract: 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: ApplicationFiled: April 7, 2014Publication date: October 2, 2014Applicant: Auterra, Inc.Inventors: Kyle E. Litz, Jennifer L. Vreeland, Jonathan P. Rankin, Mark N. Rossetti, Tracey M. Jordan, Trent A. McCaskill
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Publication number: 20140231311Abstract: 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: ApplicationFiled: February 18, 2014Publication date: August 21, 2014Applicant: BAKER HUGHES INCORPORATEDInventors: Corina L. Sandu, Yun Bao, Jerry J. Weers, Ross Poland, Philip L. Leung, Lei Zhang, John A. Schield
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Patent number: 8790508Abstract: 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: GrantFiled: September 29, 2010Date of Patent: July 29, 2014Assignee: Saudi Arabian Oil CompanyInventors: Omer Refa Koseoglu, Abdennour Bourane
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Publication number: 20140190870Abstract: 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: ApplicationFiled: January 7, 2014Publication date: July 10, 2014Applicant: Baker Hughes IncorporatedInventors: SCOTT E. LEHRER, Vladimir Jovancicevic, Sunder Ramachandran
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Patent number: 8715489Abstract: 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: GrantFiled: June 28, 2010Date of Patent: May 6, 2014Assignee: Saudi Arabian Oil CompanyInventors: Gary D. Martinie, Farhan M. Al-Shahrani, Bashir O. Dabbousi
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Patent number: 8663459Abstract: 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: GrantFiled: March 5, 2007Date of Patent: March 4, 2014Assignees: Saudi Arabian Oil Company, The Chancellor, Masters and Scholars of the University of OxfordInventors: Farhan M. Al-Shahrani, Tiancun Xiao, Gary Dean Martinie, Malcolm L. H. Green
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Publication number: 20140057817Abstract: 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: ApplicationFiled: August 19, 2013Publication date: February 27, 2014Applicant: Lonza, Inc.Inventor: Kevin Edward JANAK
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Patent number: 8658027Abstract: 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: GrantFiled: March 29, 2010Date of Patent: February 25, 2014Assignee: Saudi Arabian Oil CompanyInventors: Omer Refa Koseoglu, Abdennour Bourane
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Patent number: 8658030Abstract: 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: GrantFiled: September 30, 2009Date of Patent: February 25, 2014Assignee: General Electric CompanyInventors: John Aibangbee Osaheni, Thomas Joseph Fyvie
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Publication number: 20140001093Abstract: 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: ApplicationFiled: February 6, 2013Publication date: January 2, 2014Applicant: UOP LLCInventors: Beckay J. Mezza, Haiyan Wang, Christopher P. Nicholas, Alakananda Bhattacharyya, Brenna E. Huovie, Rajeswar R. Gattupalli
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Publication number: 20140001099Abstract: 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: ApplicationFiled: May 22, 2013Publication date: January 2, 2014Applicant: UOP LLCInventors: Beckay J. Mezza, Alakananda Bhattacharyya, Christopher P. Nicholas, Haiyan Wang
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Publication number: 20130240409Abstract: 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: ApplicationFiled: November 18, 2011Publication date: September 19, 2013Applicant: Dorf Ketal Chemicals (india) Private LimitedInventor: Mahesh Subramaniyam
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Publication number: 20130224092Abstract: 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: ApplicationFiled: August 20, 2012Publication date: August 29, 2013Applicant: BAKER HUGHES INCORPORATEDInventors: Stephen R. Keenan, Jonathan Collins, Sunder Ramachandran, Vladimir Jovancicevic, Rose Tompkins, Grahame N. Taylor, Richard L. Martin, Michael L. Walker
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Publication number: 20130123560Abstract: 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: ApplicationFiled: October 22, 2012Publication date: May 16, 2013Applicant: THE UNIVERSITY OF HOUSTON SYSTEMInventors: Allan J. Jacobson, Xiqu Wang, Lumei Liu
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Patent number: 8431017Abstract: 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: GrantFiled: March 29, 2010Date of Patent: April 30, 2013Assignee: ExxonMobil Research and Engineering CompanyInventor: Ramesh Varadaraj
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Patent number: 8409426Abstract: 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: GrantFiled: January 18, 2011Date of Patent: April 2, 2013Assignee: Petrosonics, LLCInventor: Mark Cullen
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Publication number: 20130075305Abstract: 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: ApplicationFiled: September 26, 2012Publication date: March 28, 2013Applicant: SAUDI ARABIAN OIL COMPANYInventor: Saudi Arabian Oil Company
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Patent number: 8394261Abstract: 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: GrantFiled: October 31, 2008Date of Patent: March 12, 2013Assignee: Auterra, Inc.Inventors: Kyle E. Litz, Tracey M. Jordan, Mark N. Rossetti, Anthony J. Loughran, Jennifer L. Vreeland
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Publication number: 20130048542Abstract: 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: ApplicationFiled: October 26, 2012Publication date: February 28, 2013Applicant: SAUDI ARABIAN OIL COMPANYInventor: SAUDI ARABIAN OIL COMPANY
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Patent number: 8366914Abstract: 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: GrantFiled: October 14, 2008Date of Patent: February 5, 2013Assignee: Baker Hughes IncorporatedInventors: Jianzhong Yang, Tauseef Salma, John A. Schield, Jerry J. Weers, Joseph L. Stark
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Patent number: 8357306Abstract: 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: GrantFiled: December 20, 2010Date of Patent: January 22, 2013Assignee: Baker Hughes IncorporatedInventors: Jianzhong Yang, Matthew T. Barnes, Joseph L. Stark
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Patent number: 8343336Abstract: 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: GrantFiled: October 30, 2007Date of Patent: January 1, 2013Assignee: Saudi Arabian Oil CompanyInventors: Esam Zaki Hamad, Emad Naji Al-Shafei, Ali Salim Al-Qahtani
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Publication number: 20120241361Abstract: 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: ApplicationFiled: February 29, 2012Publication date: September 27, 2012Applicant: Baker Hughes IncorporatedInventors: Sunder Ramachandran, Vladimir Jovancicevic, Kyle C. Cattanach, Michael P. Squicciarini
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Publication number: 20120152808Abstract: 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: ApplicationFiled: December 20, 2011Publication date: June 21, 2012Inventor: Omer Refa KOSEOGLU
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Patent number: 8142647Abstract: 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: GrantFiled: December 16, 2008Date of Patent: March 27, 2012Assignee: Chevron U.S.A. Inc.Inventors: Xiaolin Wei, Scott M. Husson, Marcus V. Dutra e Mello, Daniel Chinn, Zunqing He
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Publication number: 20120067782Abstract: 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: ApplicationFiled: September 21, 2010Publication date: March 22, 2012Inventors: Gregory KAPLAN, Larry John Karas
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Publication number: 20120067783Abstract: 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: ApplicationFiled: September 27, 2011Publication date: March 22, 2012Inventors: Gregory KAPLAN, Larry John Karas
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Patent number: 8138369Abstract: 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: GrantFiled: June 6, 2008Date of Patent: March 20, 2012Assignee: Chevron U.S.A. Inc.Inventors: Xiaolin Wei, Scott Michael Husson, Marcus V. Dutra e Mello, Daniel Chinn
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Publication number: 20120055849Abstract: 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: ApplicationFiled: September 7, 2010Publication date: March 8, 2012Applicant: Saudi Arabian Oil CompanyInventors: Abdennour Bourane, Omer Refa Koseoglu, Stephane Cyrille Kressmann
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Publication number: 20120055843Abstract: 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: ApplicationFiled: September 7, 2010Publication date: March 8, 2012Applicant: Saudi Arabian Oil CompanyInventors: Abdennour Bourane, Omer Refa Koseoglu, Stephane Cyrille Kressmann