From Nonhydrocarbon Feed Patents (Class 585/469)
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Patent number: 8809603Abstract: A method of producing a hydrocarbon fuel from a hydrocarbon-containing gas is disclosed and described. A hydrocarbon-containing gas is produced (10) containing from about 25% to about 50% carbon dioxide and can be reformed (12) with a steam gas to form a mixture of hydrogen, carbon monoxide and carbon dioxide. The reforming can be a composite dry-wet reforming or a tri-reforming step. The mixture of hydrogen, carbon monoxide and carbon dioxide can be at least partially converted (14) to a methanol product. The methanol product can be converted to the hydrocarbon fuel (18), optionally via UME synthesis (16). The method allows for effective fuel production with low catalyst fouling rates and for operation in an unmanned, self-contained unit at the source of the hydrocarbon-producing gas.Type: GrantFiled: February 15, 2013Date of Patent: August 19, 2014Assignee: Oberon Fuels, Inc.Inventors: Andrew Corradini, Jarod McCormick
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Publication number: 20140228204Abstract: A catalyst composition useful for producing olefins and aromatic compounds from a feedstock is formed from a fluidized catalytic cracking (FCC) catalyst and a ZSM-5 zeolite catalyst, wherein the amount of ZSM-5 zeolite catalyst makes up from 10 wt. % or more by total weight of the FCC catalyst and the ZSM-5 zeolite catalyst. The catalyst composition may be used in a method of producing olefins and aromatic compounds from a feedstock by introducing a hydrocarbon feedstock and the catalyst composition within a reactor, at least a portion of the reactor being at a reactor temperature of 550° C. or higher. The feedstock and catalyst composition are introduced into the reactor at a catalyst-to-feed (C/F) ratio of from 6 or greater.Type: ApplicationFiled: February 12, 2013Publication date: August 14, 2014Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Ravichander Narayanaswamy, Krishna Kumar Ramamurthy, P. S. Sreenivasan
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Patent number: 8802908Abstract: Process and systems for alkane bromination and, in one or more embodiments, to separate, parallel methane and higher alkanes bromination in a bromine-based process. An embodiment discloses a bromine-based process for converting alkanes to liquid hydrocarbons that includes alkanes bromination, the process comprising: brominating a methane stream comprising methane and having less than about 2 mol % of ethane to form methane bromination products comprising brominated methane and a first fraction of hydrogen bromide; separately brominating a C2+ alkane stream comprising an alkane having 2 or more carbon atoms to form C2+ methane bromination products comprising brominated alkanes having 2 or more carbon atoms and a second fraction of hydrogen bromide; and catalytically reacting at least a portion of the brominated methane and the brominated alkanes to form higher molecular hydrocarbons.Type: GrantFiled: October 8, 2012Date of Patent: August 12, 2014Assignee: Marathon GTF Technology, Ltd.Inventors: John J. Waycullis, Sagar B. Gadewar, Raphael Thomas
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Patent number: 8802905Abstract: A unique, integrated non-obvious pathway to convert biomass to biofuels using integration of chemical processes is described herein. The present invention is simple, direct, and provides for the shortest or minimum path between biomass and transportation fuels with alcohols as intermediates, while avoiding hydrogen use during processing. Furthermore, the present invention allows the manufacture of “drop-in” substitutable fuels to be used as-is without modifications instead of conventional petroleum based fuels. The processing described herein is done under mild conditions, under relatively low pressures and temperatures, and under non-corrosive conditions obviating use of special equipment or materials.Type: GrantFiled: June 18, 2010Date of Patent: August 12, 2014Assignees: The Texas A&M University System, Byogy Renewables, Inc.Inventors: Mahmoud M. El-Halwagi, Kenneth R. Hall, Harold Dennis Spriggs
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Publication number: 20140206908Abstract: PAH is subjected to C—H/C—B coupling using a specific boron compound, a palladium compound, and o-chloranil to produce a compound in which a C—H bond of the PAH is directly arylated regioselectively in a simple manner. When the substrate and the boron compound are appropriately selected, a larger PAH can also be obtained by further performing an annulation reaction after the coupling reaction. Similarly, when PAH is subjected to C—H/C—H cross-coupling using a specific aromatic compound, a palladium compound, and o-chloranil, a compound in which a C—H bond of the PAH is directly arylated regioselectively can be produced in a simple manner. When the substrate and the aromatic compound are appropriately selected in this case, a larger PAH can also be obtained by further performing an annulation reaction after the cross-coupling reaction.Type: ApplicationFiled: June 8, 2012Publication date: July 24, 2014Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Kenichiro Itami, Kenji Mochida, Katsuaki Kawasumi, Yasutomo Segawa, Tomonori Kajino
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Patent number: 8785706Abstract: A process for making styrene including providing toluene, a co-feed, and a C1 source to a reactor containing a catalyst having acid sites and reacting toluene with the C1 source in the presence of the catalyst and the co-feed to form a product stream containing ethylbenzene and styrene, wherein the C1 source is selected from methanol, formaldehyde, formalin, trioxane, methylformcel, paraformaldehyde, methylal, dimethyl ether, and wherein the co-feed removes at least a portion of the acid sites on the catalyst. The co-feed can be selected from the group of aniline, amines, cresol, anisol, and combinations thereof.Type: GrantFiled: April 27, 2012Date of Patent: July 22, 2014Assignee: Fina Technology, Inc.Inventors: Sivadinarayana Chinta, Joseph L. Thorman
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Patent number: 8785705Abstract: A process for making styrene is disclosed that includes providing toluene, a co-feed, and a C1 source to a reactor containing a catalyst, reacting toluene with the C1 source in the presence of the catalyst and the co-feed to form a product stream containing ethylbenzene and styrene. The co-feed can be selected from the group of water, carbon monoxide, hydrogen, and combinations thereof.Type: GrantFiled: April 27, 2012Date of Patent: July 22, 2014Assignee: Fina Technology, Inc.Inventors: Sivadinarayana Chinta, Joseph L. Thorman, James R. Butler
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Patent number: 8779227Abstract: The method of making diethylbenzene selectively produces diethylbenzene by reacting ethylbenzene and ethanol over a zeolite catalyst, such as ZSM-5. The zeolite catalyst is first heated in argon gas within a reaction chamber. The zeolite catalyst is then selectively coked with a precursor mixture of ethylbenzene and ethanol. Argon gas is then flowed over the coked zeolite catalyst, and a reaction mixture of ethylbenzene and ethanol is injected into the reaction chamber to produce diethylbenzene, which is then removed from within the reaction chamber.Type: GrantFiled: September 5, 2012Date of Patent: July 15, 2014Assignee: King Fahd University of Petroleum and MineralsInventors: Sulaiman S. Al-Khattaf, Taiwo Odedairo
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Patent number: 8771601Abstract: The present invention relates to a method and apparatus for intensifying the energy content of an organic material by converting the material into hydrocarbons and the resulting product thereof. A method for converting an organic material into hydrocarbon fuels is disclosed. The method comprising the steps of pressurising said organic material being in a fluid to a pressure above 225 bar, heating said organic material in said fluid to a temperature above 200 C in the presence of a homogeneous catalyst comprising a compound of at least one element of group IA of the periodic table of elements. The disclosed method further comprises the steps of contacting said organic material in said fluid with a heterogeneous catalyst comprising a compound of at least one element of group IVB of the periodic table and/or alpha-alumina assuring that said fluid has initially a pH value of above 7.Type: GrantFiled: September 10, 2012Date of Patent: July 8, 2014Assignee: Altaca Insaat ve dis Ticaret A.S.Inventors: Steen Brummerstedt Iversen, Karsten Felsvang, Tommy Larsen, Viggo Lüthje
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Patent number: 8772558Abstract: Embodiments of methods and apparatuses for producing an aromatic hydrocarbon-containing effluent are provided herein. The method comprises the step of rapidly heating a biomass-based feedstock to a first predetermined temperature of from about 300 to about 650° C. in the presence of a catalyst, hydrogen, and an organic solvent within a time period of about 20 minutes or less to form the aromatic hydrocarbon-containing effluent. The biomass-based feedstock comprises lignocellulosic material, lignin, or a combination thereof.Type: GrantFiled: July 26, 2011Date of Patent: July 8, 2014Assignee: UOP LLCInventor: John Qianjun Chen
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Patent number: 8766023Abstract: A process for preparing a substituted or unsubstituted 9,10-diarylanthracene including reacting an organometallic substituted or unsubstituted aryl compound with a substituted or unsubstituted anthraquinone to yield a substituted or unsubstituted diol; and reacting the substituted or unsubstituted diol with a reducing agent to yield the substituted or unsubstituted 9,10-diarylanthracene is disclosed. An electroluminescent device comprising a light-emitting layer comprising the substituted or unsubstituted 9,10-diarylanthracene is also disclosed.Type: GrantFiled: July 20, 2005Date of Patent: July 1, 2014Assignee: LG Display Co., Ltd.Inventor: Jennifer A. Coggan
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Publication number: 20140179967Abstract: This invention relates to a method of producing an aromatic hydrocarbon compound from byproducts of aromatic carboxylic acid and/or aromatic carboxylic acid alkylester preparation processes using hydroprocessing under conditions of high temperature and high hydrogen pressure in the presence of a catalyst, and to a hydroprocessing catalyst used therein.Type: ApplicationFiled: July 25, 2012Publication date: June 26, 2014Applicants: SK GLOBAL CHEMICAL CO., LTD., SK INNOVATION CO., LTD.Inventors: Sang Il Lee, Do Woan Kim, Hyuck Jae Lee, Sang Hun Oh, Jae Hyun Koh, Sun Choi, Seung Hoon Oh, Byeung Soo Lim, Yong Seung Kim, Gyung Rok Kim, Young Moo Park, Jong Su Lee
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Publication number: 20140179923Abstract: A new class of ligands derived from benzo[h]quinoline are described and these ligands are used to prepare several novel transition metal complexes. The complexes are preferably of the group VIII transition metals iron, ruthenium or osmium, with the benzo[h]quinoline ligands acting as tridentate ligands. The complexes described are proved to be very active catalysts for the reduction of ketones and aldehydes to alcohols, via hydrogen transfer and hydrogenation reactions. These compounds hence can be usefully employed as catalysts in said reduction reactions.Type: ApplicationFiled: November 19, 2013Publication date: June 26, 2014Applicant: UNIVERSITA' DEGLI STUDI DI UDINEInventors: Pierluigi Rigo, Walter Baratta, Katia Siega, Giorgio Adolfo Chelucci, Maurizio Ballico, Santo Magnolia
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Publication number: 20140179954Abstract: Phosphoranimide-metal catalysts and their role in C—O bond hydrogenolysis and hydrodeoxygenation (HDO) are disclosed. The catalysts comprise of first row transition metals such as nickel, cobalt and iron. The catalysts have a metal to anionic phosphoranimide ratio of 1:1 and catalyze C—O bond hydrogenolyses of a range of oxygen-containing organic compounds under lower temperature and pressure conditions than those commonly used in industrial hydrodeoxygenation.Type: ApplicationFiled: December 21, 2012Publication date: June 26, 2014Applicant: GOVERNORS OF THE UNIVERSITY OF ALBERTAInventors: Jeffrey Camacho Bunquin, Jeffrey Mark Stryker
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Patent number: 8754275Abstract: Embodiments of methods and apparatuses for producing and aromatic hydrocarbon-rich effluent from a lignocellulosic material are provided herein. The method comprises the step of combining the lignocellulosic material and an aromatic hydrocarbon-rich diluent to form a slurry. Hydrogen in the presence of a catalyst is contacted with the slurry at reaction conditions to form the aromatic hydrocarbon-rich effluent.Type: GrantFiled: July 26, 2011Date of Patent: June 17, 2014Assignee: UOP LLCInventors: Timothy A. Brandvold, Mark Koch
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Publication number: 20140163285Abstract: A process of catalytically cracking a feedstock based on a biocomponent contacts the feedstock with a catalytic cracking catalyst comprising a basic metal oxide on a porous oxide support at an elevated cracking temperature to eliminate oxygen from the biocomponent to form cracked hydrocarbon residues. The basic metal oxide of the cracking catalyst is preferably a metal oxide of Group 2 of the Periodic Table (IUPAC) such as calcium or magnesium on a support comprised of a non-acidic form of alumina such as gibbsite or boehmite. Preferred feedstocks are those based on triglycerides, especially vegetable oils, animal fats and algae oils.Type: ApplicationFiled: November 8, 2013Publication date: June 12, 2014Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANYInventors: John Scott Buchanan, Halou Oumar-Mahamat, Wayne Richard Kliewer
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Publication number: 20140163268Abstract: A process for converting triacylglycerides-containing oils into crude oil precursors and/or distillate hydrocarbon fuels is disclosed. The process may include reacting a triacylglycerides-containing oil-carbon dioxide mixture at a temperature in the range from about 250° C. to about 525° C. and a pressure greater than about 75 bar to convert at least a portion of the triacylglycerides to a hydrocarbon or mixture of hydrocarbons comprising one or more of isoolefins, isoparaffins, cycloolefins, cycloparaffins, and aromatics.Type: ApplicationFiled: December 11, 2012Publication date: June 12, 2014Applicant: LUMMUS TECHNOLOGY INC.Inventor: Marvin I. Greene
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Patent number: 8741258Abstract: Disclosed herein is a method of generating hydrogen from a bio-oil, comprising hydrogenating a water-soluble fraction of the bio-oil with hydrogen in the presence of a hydrogenation catalyst, and reforming the water-soluble fraction by aqueous-phase reforming in the presence of a reforming catalyst, wherein hydrogen is generated by the reforming, and the amount of hydrogen generated is greater than that consumed by the hydrogenating. The method can further comprise hydrocracking or hydrotreating a lignin fraction of the bio-oil with hydrogen in the presence of a hydrocracking catalyst wherein the lignin fraction of bio-oil is obtained as a water-insoluble fraction from aqueous extraction of bio-oil. The hydrogen used in the hydrogenating and in the hydrocracking or hydrotreating can be generated by reforming the water-soluble fraction of bio-oil.Type: GrantFiled: September 18, 2009Date of Patent: June 3, 2014Assignee: University of MassachusettsInventors: George W. Huber, Tushar P. Vispute, Kamalakanta Routray
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Patent number: 8735638Abstract: A method for processing biomass comprising heating an aqueous slurry comprising biomass, water and a phosphate catalyst in a pressure vessel at a temperature of about 150° C. to about 500° C. to produce a mixture comprising a dispersion of an organic phase and an aqueous phase.Type: GrantFiled: September 11, 2009Date of Patent: May 27, 2014Assignee: Aquaflow Bionomic Corporation LimitedInventors: Ian James Miller, Rhys Antony Batchelor
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Patent number: 8729330Abstract: Non-hydrotreated biocomponent feeds can be mixed with mineral feeds and processed under catalytic isomerization/dewaxing conditions. The catalytic isomerization/dewaxing conditions can be selected to advantageously also substantially deoxygenate the mixed feed. Diesel fuel products with improved cold flow properties can be produced.Type: GrantFiled: March 9, 2011Date of Patent: May 20, 2014Assignee: ExxonMobil Research and Engineering CompanyInventors: Patrick L. Hanks, Timothy L. Hilbert, William J. Novak, Christopher G. Oliveri
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Publication number: 20140124740Abstract: A hexacene derivative is described, being expressed by formula (1): wherein X1-X6 denote the presence or absence of a carbonyl bridge [—C(?O)—], with a proviso that at least one of X1-X6 is a carbonyl bridge while any six-member ring absent of a carbonyl bridge is aromatic. A method for forming hexacene is also described, including: thermally treating the hexacene derivative to expel volatile units of CO from the hexacene derivative.Type: ApplicationFiled: November 5, 2012Publication date: May 8, 2014Applicant: Academia SinicaInventors: Ta-Hsin Chow, Motonori Watanabe
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Patent number: 8710285Abstract: A new family of aluminosilicate zeolites designated UZM-44 has been synthesized. These zeolites are represented by the empirical formula. NanMmk+TtAl1-xExSiyOz where “n” is the mole ratio of Na to (Al+E), M represents a metal or metals from zinc, Group 1, Group 2, Group 3 and or the lanthanide series of the periodic table, “m” is the mole ratio of M to (Al+E), “k” is the average charge of the metal or metals M, T is the organic structure directing agent or agents, and E is a framework element such as gallium. The process involves contacting a carbonaceous biomass feedstock with UZM-44 at pyrolysis conditions to produce pyrolysis gases comprising hydrocarbons. The catalyst catalyzes a deoxygenation reaction converting oxygenated hydrocarbons into hydrocarbons and removing the oxygen as carbon oxides and water. A portion of the pyrolysis gases is condensed to produce low oxygen biomass-derived pyrolysis oil.Type: GrantFiled: November 8, 2013Date of Patent: April 29, 2014Assignee: UOP LLCInventors: Christopher P. Nicholas, Edwin P. Boldingh
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Patent number: 8709239Abstract: A process is disclosed process for converting a solid or highly viscous carbon-based energy carrier material to liquid and gaseous reaction products, said process comprising the steps of: a) contacting the carbon-based energy carrier material with a particulate catalyst material b) converting the carbon-based energy carrier material at a reaction temperature between 200° C. and 450° C., preferably between 250° C. and 350° C., thereby forming reaction products in the vapor phase. In a preferred embodiment the process comprises the additional step of: c) separating the vapor phase reaction products from the particulate catalyst material within 10 seconds after said reaction products are formed. In a further preferred embodiment step c) is followed by: d) quenching the reaction products to a temperature below 200° C.Type: GrantFiled: May 13, 2013Date of Patent: April 29, 2014Assignee: KiOR, Inc.Inventors: Paul O'Connor, Dennis Stamires, Jacob Adriaan Moulijn
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Patent number: 8710287Abstract: The present invention relates to a process for producing unsaturated cyclic and/or aromatic compounds from 1,8-cineole, the process comprising pyrolysing 1,8-cineole in the presence of gamma-alumina supported transition metal catalyst.Type: GrantFiled: February 26, 2010Date of Patent: April 29, 2014Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Benjamin Aldo Leita, Peter Gray, Nicholas Richard Burke, Michael Shane O'Shea, Garbriella Maria Furtenbach
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Publication number: 20140091256Abstract: The present invention describes chemical systems and methods for reducing C—O, C—N, and C—S bonds, said system comprising a mixture of (a) at least one organosilane and (b) at least one strong base, said system being substantially free of a transition-metal compound, and said system optionally comprising at least one molecular hydrogen donor compound, molecular hydrogen, or both.Type: ApplicationFiled: October 2, 2013Publication date: April 3, 2014Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGYInventors: ROBERT H. GRUBBS, ALEXEY FEDOROV, ANTON TOUTOV, NICHOLAS A. SWISHER
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Patent number: 8686210Abstract: A process for obtaining gaseous hydrocarbons from a starting material which contains oxygen-containing hydrocarbons. The process includes providing the starting material and contacting the starting material with a porous catalyst at a temperature of 300-850° C. in the absence of oxygen in a converting reactor so as to form a hydrocarbon-containing product gas mixture in which a proportion by weight of gaseous hydrocarbons is greater than a proportion by weight of liquid hydrocarbons in the gas mixture. Additionally, the process includes collecting a hydrocarbon-containing product gas stream of the hydrocarbon-containing product gas mixture and introducing the product gas stream into a separation apparatus in which product fractionation is carried out.Type: GrantFiled: September 29, 2009Date of Patent: April 1, 2014Assignee: Fraunhofer-Gesellschaft zur Foerderung der Angewandten Forschung E.V.Inventors: Volker Heil, Wolfgang Urban, Axel Kraft, Christoph Unger, Karl Meller, Joachim Danzig, Ulrich Seifert, Anna Fastabend, Silvana Rossow, Andreas Menne
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Patent number: 8686208Abstract: A process for making styrene including providing a C1 source to a reactor containing a catalyst and reacting toluene with the C1 source in the presence of the catalyst to form a product stream comprising ethylbenzene and styrene. The C1 source can be selected from the group of methanol, formaldehyde, formalin, trioxane, methylformcel, paraformaldehyde, methylal, dimethyl ether, and combinations thereof, and wherein the catalyst contains a nitrogen-substituted zeolite.Type: GrantFiled: April 27, 2012Date of Patent: April 1, 2014Assignee: Fina Technology, Inc.Inventor: Sivadinarayana Chinta
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Patent number: 8674160Abstract: Feeds containing a hydrotreated biocomponent portion, and optionally a mineral portion, can be processed under catalytic conditions for isomerization and/or dewaxing. The sulfur content of the feed for dewaxing can be selected based on the hydrogenation metal used for the catalyst. Diesel fuel products with improved cold flow properties can be produced.Type: GrantFiled: March 9, 2011Date of Patent: March 18, 2014Assignee: ExxonMobil Research and Engineering CompanyInventors: Patrick L. Hanks, Timothy L. Hilbert, William J. Novak, Christopher G. Oliveri
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Patent number: 8668823Abstract: This invention relates to methods and units for mitigation of carbon oxides during hydrotreating hydrocarbons including mineral oil based streams and biological oil based streams. A hydrotreating unit includes a first hydrotreating reactor for receiving a mineral oil based hydrocarbon stream and forming a first hydrotreated product stream, and a second hydrotreating reactor for receiving a biological oil based hydrocarbon stream and forming a second hydrotreated product stream.Type: GrantFiled: February 15, 2013Date of Patent: March 11, 2014Assignee: BP Corporation North America Inc.Inventors: Nicholas J. Gudde, John W. Shabaker
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Patent number: 8653314Abstract: A process for making styrene is disclosed that includes reacting toluene with a C1 source and a co-feed in the presence of a catalyst in a reactor to form a first product stream comprising styrene, ethylbenzene, carbon monoxide, and hydrogen; separating the hydrogen and carbon monoxide from the first product stream to form a second stream; separating the hydrogen from the second stream to form a third stream comprising hydrogen and a fourth stream comprising carbon monoxide; wherein the fourth stream is recycled to the reactor and forms at least a portion of the co-feed.Type: GrantFiled: April 27, 2012Date of Patent: February 18, 2014Assignee: Fina Technology, Inc.Inventors: Joseph E. Pelati, James R. Butler, Sivadinarayana Chinta
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Patent number: 8647398Abstract: A process and system for separating and upgrading bio-oil into renewable fuels is provided. The process comprises separating bio-oil into a light fraction and heavy fraction based on their boiling points. The heavy fraction is then subjected to hydrotreatment, while the light fraction is not subjected to hydrotreatment. At least a portion of the un-hydrotreated light fraction and at least a portion of the hydrotreated heavy fraction are blended with petroleum-derived gasoline to thereby provide a renewable gasoline, and at least a portion of the hydrotreated heavy fraction is blended with petroleum-derived diesel to thereby provide a renewable diesel.Type: GrantFiled: October 6, 2011Date of Patent: February 11, 2014Assignee: KiOR, Inc.Inventors: Maria Magdalena Ramirez Corredores, Vicente Sanchez Iglesias
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Patent number: 8648226Abstract: The present invention provides a process for producing gasoline components from syngas. Syngas is converted to one or more of methanol, ethanol, mixed alcohols, and dimethyl ether, followed by various combinations of separations and reactions to produce gasoline components with oxygenates, such as alcohols. The syngas is preferably derived from biomass or another renewable carbon-containing feedstock, thereby providing a biorefining process for the production of renewable gasoline.Type: GrantFiled: November 10, 2010Date of Patent: February 11, 2014Assignee: Range Fuels, Inc.Inventors: Shakeel H. Tirmizi, John D. Winter, David T. Gallaspy
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Publication number: 20130345445Abstract: The present invention relates to a method of reducing a C—O bond to the corresponding C—H bond in a substrate which could be a benzylic alcohol, allylic alcohol, ester, or ether or an ether bond beta to a hydroxyl group or alpha to a carbonyl group.Type: ApplicationFiled: March 8, 2012Publication date: December 26, 2013Applicant: KAT2BIZ ABInventors: Joseph Samec, Anna Lundstedt, Supaporn Sawadjoon
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Patent number: 8609911Abstract: A new family of aluminosilicate zeolites designated UZM-44 has been synthesized. These zeolites are represented by the empirical formula. NanMmk+TtAl1-xExSiyOz where “n” is the mole ratio of Na to (Al+E), M represents a metal or metals from zinc, Group 1, Group 2, Group 3 and or the lanthanide series of the periodic table, “m” is the mole ratio of M to (Al+E), “k” is the average charge of the metal or metals M, T is the organic structure directing agent or agents, and E is a framework element such as gallium. The process involves contacting a carbonaceous biomass feedstock with UZM-44 at pyrolysis conditions to produce pyrolysis gases comprising hydrocarbons. The catalyst catalyzes a deoxygenation reaction converting oxygenated hydrocarbons into hydrocarbons and removing the oxygen as carbon oxides and water. A portion of the pyrolysis gases is condensed to produce low oxygen biomass-derived pyrolysis oil.Type: GrantFiled: March 11, 2013Date of Patent: December 17, 2013Assignee: UOP LLCInventors: Christopher P. Nicholas, Edwin P. Boldingh
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Patent number: 8609910Abstract: A new family of coherently grown composites of TUN and IMF zeotypes has been synthesized and shown to be effective catalysts for catalytic pyrolysis of biomass. These zeolites are represented by the empirical formula. NanMmn+RrQqAl1-xExSiyOz where M represents zinc or a metal or metals from Group 1, Group 2, Group 3 or the lanthanide series of the periodic table, R is an A,?-dihalosubstituted paraffin such as 1,4-dibromobutane, Q is a neutral amine containing 5 or fewer carbon atoms such as 1-methylpyrrolidine and E is a framework element such as gallium. The process involves contacting a carbonaceous biomass feedstock with UZM-39 at pyrolysis conditions to produce pyrolysis gases comprising hydrocarbons. The catalyst catalyzes a deoxygenation reaction converting oxygenated hydrocarbons into hydrocarbons and removing the oxygen as carbon oxides and water. A portion of the pyrolysis gases is condensed to produce low oxygen biomass-derived pyrolysis oil.Type: GrantFiled: January 17, 2013Date of Patent: December 17, 2013Assignee: UOP LLCInventors: Christpher P. Nicholas, Edwin P. Boldingh
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Patent number: 8604260Abstract: Disclosed is a process for biomass conversion in a catalytic pyrolysis reactor to convert such to liquid hydrocarbons which includes conditions which favor increased olefin production; wherein the olefins are then upgraded alone or with the produced bio-oil to fuel range hydrocarbons.Type: GrantFiled: February 22, 2011Date of Patent: December 10, 2013Assignee: KiOR, Inc.Inventor: Andre Ditsch
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Patent number: 8581016Abstract: The present invention provides an industrially practical process where a ketone and an aromatic compound are directly reacted to obtain a corresponding alkylated aromatic compound in a single reaction step. The process for producing an alkylated aromatic compound is characterized in that it comprises reacting an aromatic compound, a ketone and hydrogen in the presence of a solid acid substance and a catalyst composition comprising at least one metal selected from the group consisting of Co, Re, Ni and a platinum group metal.Type: GrantFiled: November 1, 2007Date of Patent: November 12, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Toshihiro Takai, Michiaki Umeno, Shinobu Aoki, Terunori Fujita, Tsuneyuki Ohkubo
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Patent number: 8575413Abstract: The invention relates to a process for the alkylation of benzene with isopropanol (IPA) as alkylating agent, or blends of isopropanol and propylene, which comprises effecting said reaction completely in gaseous phase and in the presence of a catalytic system containing a zeolite belonging to the MTW family.Type: GrantFiled: September 7, 2009Date of Patent: November 5, 2013Assignee: Polimeri Europa S.p.A.Inventors: Loreno Lorenzoni, Paolo Calaresu, Pier Gianni Cabras
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Publication number: 20130289324Abstract: Renewable oils are converted to aromatics, by contact with a catalytically-active form of gallium, for use in the petrochemical industry and/or for fuel blending components or additives. The renewable oil(s) feature high oxygen content, high H/C mole ratios, and high fatty acid or fatty acid ester content prior to heating and contact with the catalyst. The catalyst may be, for example, a gallium-doped version of one or more zeolite-alumina matrix catalysts with pore sizes having 10 oxygen atoms in the pore mouth, such as ZSM-5, ZSM-11, ZSM-23, MCM-70, SSZ-44, SSZ-58, SSZ-35, and ZSM-22. Aromatics-production from the renewable oils is enhanced at higher gallium-cation levels, with the preferred level being about 1.0 Ga/framework-Al. While various renewable oils, or “bio-oils,” may be used, algae oil has exhibited very high BTEX yields over the gallium cation catalyst, under conditions at or near 1 atm and approximately 400 degrees C.Type: ApplicationFiled: December 27, 2011Publication date: October 31, 2013Inventors: Geoffrey L. Price, Brian L. Goodall, Daniel J. Sajkowski
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Patent number: 8552234Abstract: Process for producing hydrocarbons from a carboxylic acid by feeding hydrogen and a reaction composition containing a carboxylic acid to a reactor, maintaining reaction conditions such that the hydrogen reacts with the carboxylic acid to produce a C1 compound including CO, CO2 and CH4, and one or more product hydrocarbons derived from the carboxylic acid. The reaction between hydrogen and the carboxylic acid is catalysed. A product stream is removed from the reactor including unreacted hydrogen, at least one C1 compound, and at least one product hydrocarbon. One or more parameters of the reaction are controlled such that the molar ratio of C1 compounds produced by the reaction to the carboxylate groups present in the carboxylic acid in the reaction composition is maintained above a value of 0.37:1, and the mole ratio of carbon dioxide to the sum of carbon monoxide and methane is maintained above a value of 0.58:1.Type: GrantFiled: October 4, 2007Date of Patent: October 8, 2013Assignee: BP Oil International LimitedInventor: Nicholas John Gudde
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Patent number: 8552240Abstract: Process for producing propylene from a propanol feedstock A2 by reacting the propanol feedstock A2 in a vapor phase dehydration reactor wherein the propanol is convened at a temperature comprised between 160 and 270° C. and at a pressure of above 0.1 MPa but less than 4.Type: GrantFiled: November 22, 2006Date of Patent: October 8, 2013Assignee: BP Chemicals LimitedInventors: Craig Bailey, Leslie William Bolton, Benjamin Patrick Gracey, Michael Keith Lee, Stephen Roy Partington
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Patent number: 8552230Abstract: Materials and processes for the conversion of carbohydrates and polyols to gasoline boiling range hydrocarbons. Carbohydrates and polyols are reacted in the presence of modified zeolite catalysts to form a reaction product containing non-aromatic and aromatic gasoline boiling range hydrocarbons.Type: GrantFiled: October 26, 2010Date of Patent: October 8, 2013Assignee: Phillips 66 CompanyInventors: Jianhua Yao, Edward L. Sughrue, II, Yun Bao, Kristi Fjare, TiePan Shi
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Patent number: 8546633Abstract: A method for producing an alkylated aromatic compound includes a step (i) of producing a reaction product (a1) containing the alkylated aromatic compound and water by the reaction of an aromatic compound, a ketone, and hydrogen using a metal component containing at least one metallic element of copper, nickel, cobalt, and rhenium and a solid acid substance; a step (ii) of forming a dehydrated product (a2) from at least a portion of the reaction product (a1) by removing at least a portion of the water in the reaction product (a1); and a step (iii) of producing a reaction product (a3) containing the alkylated aromatic compound by bringing at least a portion of the dehydrated product (a2) into contact with a solid acid substance.Type: GrantFiled: October 22, 2009Date of Patent: October 1, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Kenji Fujiwara, Tsuneyuki Ohkubo, Terunori Fujita, Shinobu Aoki, Masayasu Ishibashi, Masao Imai, Kozo Yasuda
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Patent number: 8541624Abstract: Disclosed are: a novel palladium catalyst which does not undergo leakage, can be recycled, does not require the use of any phosphorus-containing ligand, and has a high catalytic activity; and a process for producing a novel bisaryl compound using the palladium catalyst. In the production of a bisaryl compound by reacting an aromatic halide with an aromatic boronic acid in the presence of a palladium catalyst and a base, the palladium catalyst comprises a dendrimer containing a silica particle as a core and a palladium compound dissolved in an ionic liquid and supported on the dendrimer.Type: GrantFiled: November 11, 2010Date of Patent: September 24, 2013Assignee: Niigata UniversityInventors: Hisahiro Hagiwara, Norio Tsubokawa
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Patent number: 8536394Abstract: According to a process of the invention, a ketone, an aromatic compound and hydrogen as starting materials are reacted together in a single reaction step to produce an alkylaromatic compound in high yield. A process for producing phenols in the invention includes a step of performing the above alkylation process and does not increase the number of steps compared to the conventional cumene process. The process for producing alkylated aromatic compounds includes reacting an aromatic compound such as benzene, a ketone such as acetone and hydrogen in the presence of a solid acid substance, preferably a zeolite, and a silver-containing catalyst.Type: GrantFiled: March 12, 2010Date of Patent: September 17, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Tsuneyuki Ohkubo, Shinobu Aoki, Masayasu Ishibashi, Masao Imai, Terunori Fujita, Kenji Fujiwara
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Patent number: 8536393Abstract: The present invention provides an integrated process for producing aromatic hydrocarbons and/or C4+ non-aromatic hydrocarbons from low molecular weight alkanes, which includes contacting the low molecular weight alkanes with a halogen and coupling the monohaloalkanes to form aromatic hydrocarbons and/or C4+ non-aromatic hydrocarbons.Type: GrantFiled: May 11, 2010Date of Patent: September 17, 2013Assignee: Shell Oil CompanyInventors: Wayne Errol Evans, Glenn Charles Komplin, Duraisamy Muthusamy
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Patent number: 8536395Abstract: A solid catalyst, such as a molecular sieve catalyst or solid acid catalyst, is supported by a binder, such as amorphous silica or alumina, wherein the binder is charged with metal ions to form an ion-modified binder. The ion-modified binder is capable of attachment to polar contaminants and inhibit their contact with the catalyst. The catalyst can be a zeolite and can be the catalyst for an alkylation reaction, such as the alkylation of benzene with ethylene.Type: GrantFiled: December 22, 2011Date of Patent: September 17, 2013Assignee: Fina Technology, Inc.Inventors: Joseph E. Pelati, Taylor Rives
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Publication number: 20130232852Abstract: The present invention is directed generally to a method of production of value-added, biobased chemicals from lignin sources, including waste lignin. A method of using a depolymerization of lignin to create a tiered production of biobased aromatic chemicals and biofuels is also described herein. The method described herein may also allow for the selective production of the biobased aromatic chemicals and biofuels. Additionally, a reduction of waste products may also be provided from the present method.Type: ApplicationFiled: April 23, 2012Publication date: September 12, 2013Applicant: THESIS CHEMISTRY, LLCInventors: John R. Peterson, Vladimir Romakh, Benjamin M.T. Scott
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Patent number: 8530715Abstract: The present invention relates to production of fuels or fuel blendstocks from renewable sources. Various embodiments provide a method of producing a hydrocarbon product by hydrotreating a feedstock including at least one of a renewable triacylglyceride (TAG), renewable free fatty acid (FFA), and renewable fatty acid C1-C5 alkyl ester (C1-C5 FAE) in the presence of a nonsulfided hydrotreating catalyst to produce a first product including hydrocarbons. In some examples, the first product can be subjected to further chemical transformations such as aromatization, cracking, or isomerization to produce a second product including hydrocarbons. In various embodiments, the first or second hydrocarbon product with minimal or substantially no further processing can be suitable as a liquid transportation fuel or fuel blendstock, including fuels such as gasoline, naptha, kerosene, jet fuel, and diesel fuels.Type: GrantFiled: November 9, 2012Date of Patent: September 10, 2013Assignee: Energy & Environmental Research Center FoundationInventors: Joshua R. Strege, Benjamin G. Oster, Paul D. Pansegrau, Chad A. Wocken, Ted R. Aulich, Marc D. Kurz
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Patent number: 8524960Abstract: A process is disclosed for fluid catalytic cracking of oxygenated hydrocarbon compounds such as glycerol and bio-oil. In the process the oxygenated hydrocarbon compounds are contacted with a fluid cracking catalyst material for a period of less than 3 seconds. In a preferred process a crude-oil derived material, such as VGO, is also contacted with the catalyst.Type: GrantFiled: August 2, 2011Date of Patent: September 3, 2013Assignee: KiOR, Inc.Inventors: Paul O'Connor, George W. Huber, Avelino Corma Camos, Laurent Louis Andre Sauvanaud