From Nonhydrocarbon Feed Patents (Class 585/469)
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Publication number: 20130217940Abstract: The present inventors have surprisingly discovered that paraxylene selectivity is found to increase as the amount of coke on catalyst increases. In embodiments the paraxylene selectivity and productivity is maximized by controlling the amount of coke on the catalyst while maintaining xylene yield at an acceptable value. The control of coke may be achieved by one or a combination of the following techniques: increasing catalyst on-oil time, decreasing catalyst residence time in the regenerator, reducing the air or oxygen supply to the regenerator, and decreasing catalyst circulation rate, or a combination thereof.Type: ApplicationFiled: May 30, 2012Publication date: August 22, 2013Inventors: Xiaobo Zheng, John Di-Yi Ou, Mark P. Hagemeister
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Publication number: 20130211106Abstract: Microwave irradiation is used to synthesize graphene and metallic nanocatalysts supported on graphene either by solid or solution phase. In solid phase methods, no solvents or additional reducing agents are required so the methods are “environmentally friendly” and economical, and the graphene and nanocatalysts are substantially free of residual contaminants. Recyclable, high efficiency Pd nanocatylysts are prepared by these methods.Type: ApplicationFiled: March 25, 2011Publication date: August 15, 2013Inventors: M. Samy El-Shall, Victor Abdelsayed, Hassan M.A. Hassan, Abd EI Rahman S. Khder, Khaled M. Abouzeid, Qilin Dai, Parichehr Afshani, Frank Gupton, Ali R. Siamaki, Zeid Abdullah M. Alothman, Hamad Zaid Alkhathlan
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Patent number: 8507744Abstract: The proposed process uses crystallization technology to purify paraxylene simultaneously of large concentrations of C8 aromatics and also small concentrations of oxygenated species.Type: GrantFiled: July 26, 2012Date of Patent: August 13, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Mark Paul Hagemeister, David Lee Johnson, John Joseph Monson
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Patent number: 8506658Abstract: A process and system for separating a light fraction, a bio-distillate fraction, and a heavy fraction from a bio-oil, and for producing a renewable distillate including at least in part the bio-distillate fraction and a stabilizing additive, is provided. The process comprises separating bio-oil into light, bio-distillate, and heavy fractions based on their boiling points. At least a portion of the bio-distillate fraction and a stabilizing additive are blended with a petroleum-derived-diesel-range stream, without any prior hydrotreatment, to thereby provide a renewable distillate composition.Type: GrantFiled: June 26, 2012Date of Patent: August 13, 2013Assignee: KiOR, Inc.Inventors: Maria Magdalena Ramirez Corredores, Jennifer Sorrells, Changan Zhang
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Patent number: 8501036Abstract: The invention relates to Group 1 metal/silica gel compositions comprising silica gel and an alkali metal or alloy, wherein Group 1 metals or alloys are absorbed into the silica gel pores. The invention relates to producing hydrogen gas comprising contacting a Group 1 metal/silica gel composition with water, and further relates to an alkali metal reduction of an organic compound, the improvement comprising contacting the organic compound with a Group 1 metal/silica gel composition. In these embodiments, the Group 1 metal/silica gel composition reacts with dry O2. The invention also relates to producing hydrogen gas comprising contacting a Group 1 metal/silica gel composition with water, and further relates to an alkali metal reduction of an organic compound, the improvement comprising contacting the organic compound with a Group 1 metal/silica gel composition. In these embodiments, the Group 1 metal/silica gel composition produced does not react with dry O2.Type: GrantFiled: August 4, 2011Date of Patent: August 6, 2013Assignees: SiGNa Chemistry, Inc., Board of Trustees of Michigan State UniversityInventors: Michael Lefenfeld, James L. Dye
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Publication number: 20130197289Abstract: A process is provided that is directed to a steam pyrolysis zone integrated with a solvent deasphalting zone to permit direct processing of crude oil feedstocks to produce petrochemicals including olefins and aromatics. The integrated solvent deasphalting and steam pyrolysis process for the direct processing of a crude oil to produce olefinic and aromatic petrochemicals comprises charging the crude oil to a solvent deasphalting zone with an effective amount of solvent to produce a deasphalted and demetalized oil stream and a bottom asphalt phase; thermally cracking the deasphalted and demetalized oil stream in the presence of steam to produce a mixed product stream; separating the mixed product stream; recovering olefins and aromatics from the separated mixed product stream; and recovering pyrolysis fuel oil from the separated mixed product stream.Type: ApplicationFiled: January 28, 2013Publication date: August 1, 2013Applicant: SAUDI ARABIAN OIL COMPANYInventors: Abdennour BOURANE, Raheel SHAFI, Essam SAYED, Ibrahim A. ABBA, Abdul Rahman Zafer AKHRAS
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Patent number: 8492602Abstract: This disclosure relates to a process for alkylating an aromatic hydrocarbon with an alkylating agent to produce an alkylated aromatic product, said process comprising contacting said aromatic hydrocarbon and said alkylating agent with a catalyst composition under alkylation conditions effective to alkylate said aromatic hydrocarbon with said alkylating agent to form an effluent comprising said alkylated aromatic product, wherein said catalyst composition comprising (a) MCM-22 family material; and (b) a binder comprising at least 1 wt. % of a titanium compound based on the weight of said catalyst composition, wherein said titanium compound was anatase and rutile phases.Type: GrantFiled: December 20, 2007Date of Patent: July 23, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Christine N. Elia, Frederick Y. Lo, Jeffrey T. Elks, Darryl D. Lacy, Mohan Kalyanaraman
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Publication number: 20130178650Abstract: A method of manufacturing aromatic hydrocarbons, which are suitable for the production of terephthalic acid, from tall oil-based raw material. According to the invention, the raw material that contains tall oil or its fraction is catalytically deoxygenated with hydrogen, and one or more aromatic hydrocarbons that can be converted into terephthalic acid are separated from the deoxygenated reaction yield. The deoxygenation catalyst is a NiMo catalyst and, in addition, a cracking catalyst can be used, such as an acidic zeolite catalyst. The separated hydrocarbon can be p-xylene, o-xylene or p-cymene. According to the invention, these can be converted by oxidation and, when needed, by a re-arrangement reaction into terephthalic acid that is suitable for the source material of the manufacture of bio-based polyethylene terephthalate.Type: ApplicationFiled: June 3, 2011Publication date: July 11, 2013Applicant: STORA ENSO OYJInventors: Ali Harlin, Jari Räsänen, Tapani Penttinen
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Publication number: 20130158324Abstract: Process and system that include the conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems. Alkyl bromides may be reacted over a catalyst in at least one conversion reactor to produce at least an effluent stream comprising higher molecular weight hydrocarbons and hydrogen bromide. A portion of the catalyst may be removed from the conversion reactor. The portion of the catalyst may be contacted with a stripping gas to displace hydrocarbons from the portion of the catalyst. The portion of the catalyst may be contacted a first inert gas. The portion of the catalyst may be contacted with oxygen to form a regenerated catalyst by removal of coke. The regenerated catalyst may be contacted with a second inert gas. At least a portion of the regenerated catalyst may be introduced into the conversion reactor.Type: ApplicationFiled: December 4, 2012Publication date: June 20, 2013Applicant: MARATHON GTF TECHNOLOGY, LTD.Inventor: Marathon GTF Technology, Ltd.
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Patent number: 8450548Abstract: The invention relates to a process for converting a feed stream comprising oxygenated lower aliphatic hydrocarbon compounds, especially methanol, to a product stream comprising aromatic hydrocarbons, especially BTX, which process comprises a step of contacting said feed with a catalyst composition La-M/zeolite, which consists essentially of from 0.0001 to 20 mass % (based on total catalyst composition) of lanthanum; from 0.0001 to 20 mass % of at least one element M selected from the group consisting of molybdenum, copper, cerium and caesium; zeolite in hydrogen form; and optionally a binder.Type: GrantFiled: August 13, 2008Date of Patent: May 28, 2013Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Naif Al-Otaibi, Syed Zaheer, Abdulkareem Al-Shabnan
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Patent number: 8445738Abstract: A process is described for producing cumene comprising contacting a feed stream comprising benzene and a further feed stream comprising isopropanol or a mixture of isopropanol and propylene in the presence of an alkylation catalyst comprising at least a molecular sieve of the MCM-22, family in an alkylation zone under alkylation conditions of at least partial liquid phase and with a water concentration in the liquid phase of at least 50 ppm to react at least part of said isopropanol and benzene to produce an effluent stream containing cumene.Type: GrantFiled: September 23, 2009Date of Patent: May 21, 2013Assignee: Badger Licensing LLCInventors: Shyh-Yuan Hwang, Dana E. Johnson, Joseph C. Peters, Chung-Ming Chi, Kevin J. Fallon, Francis A. Demers
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Publication number: 20130115661Abstract: A method for utilizing cultivated plant biomass components, namely cellulose, hemicellose, and lignin, and converting them to value-added biobased chemical products is described herein. The present method provides treatments to obtain a plurality of component streams from cultivated plant biomass for producing derivative products while minimizing waste products.Type: ApplicationFiled: November 9, 2011Publication date: May 9, 2013Applicant: THESIS CHEMISTRY, LLCInventors: John R. Peterson, Christopher M. Yost, Jian Wu
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Patent number: 8436220Abstract: Process and systems for converting lower molecular weight alkanes to higher molecular weight hydrocarbons that include demethanization of brominated hydrocarbons, wherein the brominated hydrocarbons are formed by reaction of the lower molecular weight alkanes with bromine.Type: GrantFiled: June 10, 2011Date of Patent: May 7, 2013Assignee: Marathon GTF Technology, Ltd.Inventors: Sabah A. Kurukchi, Yijun Liu, Anand Moodley
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Patent number: 8425766Abstract: Aspects of the present invention relate to methods, systems, and compositions for preparing a solid biomass for fast pyrolysis. The method includes contacting the solid biomass with an inorganic material present in an effective amount for increasing fast pyrolysis yield of an organic liquid product (e.g., bio-oil). In various embodiments, the inorganic material is selected from the group consisting of aluminum sulfate, aluminum nitrate, aluminum chloride, aluminum hydroxide, ammonium hydroxide, magnesium hydroxide, potassium hydroxide, and combinations thereof.Type: GrantFiled: July 11, 2012Date of Patent: April 23, 2013Assignee: KiOR, Inc.Inventors: Robert Bartek, Michael Brady, Dennis Stamires
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Publication number: 20130095605Abstract: A leaving substituent-containing compound represented by General Formula (I), wherein the leaving substituent-containing compound can be converted to a compound represented by General Formula (Ia) and a compound represented by General Formula (II), by applying energy to the leaving substituent-containing compound, in General Formulas (I), (Ia) and (II), X and Y each represent a hydrogen atom or a leaving substituent, where one of X and Y is the leaving substituent and the other is the hydrogen atom; Q2 to Q5 each represent a hydrogen atom, a halogen atom or a monovalent organic group; Q1 and Q6 each represent a hydrogen atom or a monovalent organic group other than the leaving substituent; and among the monovalent organic groups represented by Q1 to Q6, adjacent monovalent organic groups may be linked together to form a ring.Type: ApplicationFiled: June 14, 2011Publication date: April 18, 2013Applicant: RICOH COMPANY, LTD.Inventors: Daisuke Goto, Satoshi Yamamoto, Toshiya Sagisaka, Takuji Kato, Takanori Tano, Masato Shinoda, Shinji Matsumoto, Masataka Mohri, Keiichiro Yutani
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Patent number: 8409303Abstract: In the processes for treating municipal sewage and storm water containing biosolids to discharge standards, biosolids, even after dewatering, contain typically about 80% water bound in the dead cells of the biosolids, which gives biosolids a negative heating value. It can be incinerated only at the expense of purchased fuel. Biosolids are heated to a temperature at which their cell structure is destroyed and, preferably, at which carbon dioxide is split off to lower the oxygen content of the biosolids. The resulting char is not hydrophilic, and it can be efficiently dewatered and/or dried and is a viable renewable fuel. This renewable fuel can be supplemented by also charging conventional biomass (yard and crop waste, etc.) in the same or in parallel facilities. Similarly, non-renewable hydrophilic fuels can be so processed in conjunction with the processing of biosolids to further augment the energy supply.Type: GrantFiled: February 11, 2011Date of Patent: April 2, 2013Assignee: SGC Advisors, LLCInventors: Norman L. Dickinson, Kevin M. Bolin, Edward Overstreet, Brian Dooley
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Publication number: 20130079530Abstract: The present invention provides a 6,13-dihalogen-5,14-dihydropentacene derivative and a method for production thereof. Compounds (b) and (c) are reacted through cross-coupling reaction in the presence of a metal compound and a lithiating agent to synthesize compound (d), which is then halogenated to thereby obtain a 6,13-dihalogen-5,14-dihydropentacene derivative (compound (e)). [wherein X1 and X2 are each a halogen atom, and R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are each a hydrogen atom, an optionally substituted C1-C20 hydrocarbon group, etc.Type: ApplicationFiled: March 4, 2011Publication date: March 28, 2013Inventors: Tamotsu Takahashi, Ken-ichiro Kanno, Shi Li
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Patent number: 8399727Abstract: In a process for the production of para-xylene, an aromatic feedstock comprising toluene and/or benzene is reacted with methanol under alkylation conditions in a reactor in the presence of a fluidized bed of solid catalyst particles to produce a vapor phase effluent comprising para-xylene, water, unreacted toluene and/or benzene and solid catalyst fines. The vapor phase effluent is contacted with a liquid hydrocarbon quench stream under conditions to condense a minor portion of the vapor phase effluent and produce a condensate which contains at least some of the catalyst fines and which is substantially free of an aqueous phase. The condensate containing said catalyst fines is then separated from the remainder of the vapor phase effluent.Type: GrantFiled: October 6, 2010Date of Patent: March 19, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: James R. Lattner, Mark P. Hagemeister, Christopher Gordon Smalley, Jon Edmond Randolph Stanat, Timothy Paul Bender, Masaaki Sugita, Rathna P. Davuluri, Lu Han
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Publication number: 20130066127Abstract: This invention relates to methods for producing cycloheptatriene from at least 7,7-dichloronorcarane and a liquid component comprising a C8 to C30 succinic anhydride, a carboxylic acid, or a C8 to C30 alkyldimethylamine at about 205 deg. C. to about 230 deg. C.Type: ApplicationFiled: February 22, 2011Publication date: March 14, 2013Applicant: ALBEMARLE CORPORATIONInventors: Richmond M. Starrett, Christopher D. Claeboe, Anthony F. Skufca, Joseph H. Miller
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Patent number: 8389781Abstract: The catalyst comprises at least a metal component and at least a non-metallic conducting component as supplement component. The metal component generally contains one or more metals of the groups VIb, VIIb or VIIIb of the periodic table. The supplement component is e.g. a conducting carbon material like graphite, a conducting polymer or a conducting metal oxide. Preferably it is hydrophobic or made hydrophobic. The catalyst is used for hydroprocessing of bio-feedstock like vegetable oils to produce fuels, which are aliphatic hydrocarbons comparable to conventional fuel from mineral oil.Type: GrantFiled: June 24, 2009Date of Patent: March 5, 2013Assignee: Aggregate Energy, LLCInventors: Gerd Sandstede, Thomas Lehmann
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Patent number: 8378159Abstract: 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 DME 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: December 17, 2009Date of Patent: February 19, 2013Assignee: Oberon Fuels, Inc.Inventors: Andrew Corradini, Jarod McCormick
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Patent number: 8377288Abstract: 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: September 22, 2009Date of Patent: February 19, 2013Assignee: BP Corporation North America Inc.Inventors: Nicholas J. Gudde, John W. Shabaker
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Publication number: 20130041155Abstract: This invention provides: a compound for accurately forming a carbon nanoring that contains a specific number of organic rings and has a definite diameter; a method for producing the compound; a method for efficiently producing a carbon nanoring; and a cycloparaphenylene obtained by the production method. The carbon nanoring of the present invention is a compound obtained by bonding a specific number of organic ring groups. The method for producing a carbon nanoring of the present invention comprises a modification step wherein a halogen atom in a U-shaped compound is modified into a boron compound, and a coupling step wherein the U-shaped compound is subjected to a coupling reaction. The U-shaped compound is a novel compound that has cyclohexane rings, benzene rings, and specific organic ring groups.Type: ApplicationFiled: February 10, 2011Publication date: February 14, 2013Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITYInventors: Kenichiro Itami, Yasutomo Segawa, Haruka Omachi, Sanae Matsuura, Katsuma Matsui
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Patent number: 8367884Abstract: Processes and systems for synthesizing hydrocarbon products, such as high molecular weight hydrocarbons, olefins or mixtures thereof, from alkyl bromides wherein one or more streams of alkyl bromides may be reacted in sequential or concurrent stages at different temperatures. The catalyst used in the synthesis stages may be the same or different and at least in one instance is chosen to form hydrocarbon products having a significant C6+ paraffin content. The stages may be conducted in one or more reactors and the catalyst may be deployed in fixed beds or fluidized beds.Type: GrantFiled: February 17, 2011Date of Patent: February 5, 2013Assignee: Marathon GTF Technology, Ltd.Inventor: John J Waycuilis
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Publication number: 20130006029Abstract: A process for hydrotreating a first aromatics- and sulfur-containing hydrocarbon feed using a fresh supported CoMo catalyst, includes treating the fresh catalyst under first hydrotreating conditions with a second hydrocarbon feed having a lower aromatics content than the first feed.Type: ApplicationFiled: February 21, 2011Publication date: January 3, 2013Applicant: EXXONMOBIL RESEARCH AND ENGINEERINGCOMPANYInventors: Gabor Kiss, Iulian Nistor, John Zengel, Sabato Miseo, Roman Krycak, Teh C. Ho
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Patent number: 8344197Abstract: In a process for the production of para-xylene, methanol is preheated to a first temperature, an aromatic feedstock comprising toluene and/or benzene is preheated to a second temperature and the preheated methanol and aromatic feedstocks are fed to a reactor at a first methanol to aromatic feedstock molar ratio. The preheated aromatic feedstock is contacted with the preheated methanol under alkylation conditions in the reactor in the presence of a catalyst so that the methanol reacts with the aromatic feedstock to produce an effluent comprising para-xylene. During the reaction, a temperature is measured within the reactor and is compared with a predetermined optimal temperature. The methanol to aromatic feedstock molar ratio is then adjusted in a manner to reduce any difference between the measured and predetermined optimal temperatures in the reactor.Type: GrantFiled: September 30, 2010Date of Patent: January 1, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: James R. Lattner, Mark P. Hagemeister, Jon Edmond Randolph Stanat, John Di-Yi Ou, Xiaobo Zheng, Lu Han
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Patent number: 8338655Abstract: A process for converting a dilute ethanol solution to liquid hydrocarbon fuels such as LPG and gasoline by preferentially driving-off the ethanol molecules in the solution across the liquid-air interface and streaming same into a heating and catalytic reacting system maintained at the conversion conditions. The concentration of the dilute ethanol solutions are in the range of from 5% to 15% ethanol and the reacting system comprises a zeolite type of catalyst such as ZSM-5.Type: GrantFiled: December 22, 2009Date of Patent: December 25, 2012Inventors: Martin Ming Yang Chang, Jyh-Cherng Shieh, Sheng-Meng Wang
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Publication number: 20120316376Abstract: Biomass (e.g., plant biomass, animal biomass, microbial, and municipal waste biomass) is processed to produce useful products, such as food products and amino acids.Type: ApplicationFiled: August 20, 2012Publication date: December 13, 2012Applicant: XYLECO, INC.Inventor: Marshall Medoff
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Patent number: 8329969Abstract: A process for the conversion of biomass derived pyrolysis oil to liquid fuel components is presented. The process includes the production of diesel, aviation, and naphtha boiling point range fuels or fuel blending components by two-stage deoxygenation of the pyrolysis oil and separation of the products.Type: GrantFiled: April 6, 2009Date of Patent: December 11, 2012Assignee: UOP LLCInventors: Michael J. McCall, Timothy A. Brandvold, Douglas C. Elliott
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Patent number: 8318999Abstract: A process is disclosed for making styrene or ethylbenzene by reacting toluene with a C1 source that is selected from the group consisting of methanol, formaldehyde, formalin, trioxane, methylformcel, paraformaldehyde, methylal, and combinations thereof.Type: GrantFiled: April 20, 2010Date of Patent: November 27, 2012Assignee: Fina Technology Inc.Inventors: Sivadinarayana Chinta, Joseph Thorman, James Butler
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Patent number: 8299315Abstract: 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 pressurizing 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: April 28, 2006Date of Patent: October 30, 2012Assignee: Altaca Insaat ve dis Ticaret A.S.Inventors: Steen Brummerstedt Iversen, Karsten Felsvang, Tommy Larsen, Viggo Lüthje
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Publication number: 20120264988Abstract: 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: ApplicationFiled: February 26, 2010Publication date: October 18, 2012Inventors: Benjamin Aldo Leita, Peter Gray, Nicholas Richard Burke, Michael Shane O'shea, David Lawrence Trimm, Garbriella Maria Furtenbach
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Patent number: 8288604Abstract: A method of rapid methylation of an aromatic compound or an alkenyl compound, which is capable of obtaining an aromatic compound or an alkenyl compound labeled with a methyl group or a fluoromethyl group under a mild condition rapidly in high yield using an organic boron compound whose toxicity is not so high as a substrate. A kit for preparing a PET tracer and a method of producing a PET tracer can be practiced using the rapid methylation method. In an aprotic polar solvent, methyl iodide or X—CH2F (wherein X is a functional group which can be easily released as an anion), and an organic boron compound in which an aromatic ring or an alkenyl group is attached to boron are subjected to cross-coupling in the presence of a palladium(0) complex, a phosphine ligand, and a base.Type: GrantFiled: August 24, 2007Date of Patent: October 16, 2012Assignees: Gifu University, Riken, Hamamatsu Photonics K.K.Inventors: Masaaki Suzuki, Hisashi Doi, Hideo Tsukada
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Patent number: 8288605Abstract: The novel C dialdehyde compound which can be efficiently utilized in the synthesis of carotenoid compounds based on the sulfone chemistry, the preparation method of the same, and the expeditious and practical synthetic processes for lycopene and ?-carotene by the use of the above novel compound are disclosed. The syntheses of lycopene and ?-carotene are characterized by the processes of the coupling reaction between two equivalents of geranyl sulfone or cyclic geranyl sulfone and the above C dialdehyde, the functional group transformation reactions of the diol in the resulting C 40 coupling products to X's (either halogens or ethers), and the double elimination reactions of the functional groups of the benzenesulfonyl and X to produce the fully conjugated polyene chain of the carotenoids.Type: GrantFiled: March 14, 2011Date of Patent: October 16, 2012Assignee: Myongji University Industry and Academia CooperationInventors: Sang Ho Koo, Eun Ho Choi, Joo-Won Suh
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Patent number: 8283508Abstract: The present invention is a method for producing an aromatic compound by substituting the sulfonic acid group in a sulfonic acid aromatic-ester with a hydrogen atom in the presence of a platinum group metal catalyst, wherein an alkali metal carboxylate and/or an ammonium formate are made to coexist in the system. According to the present invention, an aromatic compound where the sulfonic acid group in a sulfonic acid aromatic-ester is substituted with a hydrogen atom, can be produced efficiently with good operability without using metal magnesium.Type: GrantFiled: August 1, 2008Date of Patent: October 9, 2012Assignee: Ube Industries, Ltd.Inventors: Koji Abe, Yoshihiro Ushigoe, Yuichi Kotou, Ken Ikuno, Takashi Hosomi, Toyoaki Ihara
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Patent number: 8278493Abstract: A method of synthesizing hydrocarbons from smaller hydrocarbons includes the steps of hydrocarbon halogenation, simultaneous oligomerization and hydrogen halide neutralization, and product recovery, with a metal-oxygen cataloreactant used to facilitate carbon-carbon coupling. Treatment with air or oxygen liberates halogen and regenerates the cataloreactant.Type: GrantFiled: May 13, 2011Date of Patent: October 2, 2012Assignee: GRT, Inc.Inventor: Ivan M. Lorkovic
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Patent number: 8277643Abstract: This invention relates to compositions and methods for fluid hydrocarbon product, and more specifically, to compositions and methods for fluid hydrocarbon product via catalytic pyrolysis. Some embodiments relate to methods for the production of specific aromatic products (e.g., benzene, toluene, naphthalene, xylene, etc.) via catalytic pyrolysis. Some such methods may involve the use of a composition comprising a mixture of a solid hydrocarbonaceous material and a heterogeneous pyrolytic catalyst component. In some embodiments, the mixture may be pyrolyzed at high temperatures (e.g., between 500° C. and 1000° C.). The pyrolysis may be conducted for an amount of time at least partially sufficient for production of discrete, identifiable biofuel compounds. Some embodiments involve heating the mixture of catalyst and hydrocarbonaceous material at high rates (e.g., from about 50° C. per second to about 1000° C. per second). The methods described herein may also involve the use of specialized catalysts.Type: GrantFiled: March 3, 2009Date of Patent: October 2, 2012Assignee: University of MassachusettsInventors: George W. Huber, Yu-Ting Cheng, Torren Carlson, Tushar Vispute, Jungho Jae, Geoff Tompsett
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Publication number: 20120245348Abstract: Disclosed herein are phosphine compounds represented by the general formula (4): and corresponding phosphonium salts represented by the general formula (4a): Also disclosed are processes for the preparation of these phosphines and phosphonium salts as well as their use as ligands in catalytic reactions.Type: ApplicationFiled: April 2, 2012Publication date: September 27, 2012Inventors: Herbert PLENIO, Christoph FLECKENSTEIN, Renat KADYROV, Juan ALMENA, Axel MONSEES, Thomas RIERMEIER
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Patent number: 8273932Abstract: The process for producing alkylated aromatic compounds includes feeding raw materials including an aromatic compound, a ketone and hydrogen in a gas-liquid downward concurrent flow mode to a fixed-bed reactor packed with a catalyst thereby to produce an alkylated aromatic compound, wherein the catalyst includes a solid acid component and a metal component, the catalyst is loaded in the fixed-bed reactor such that the catalyst forms a catalyst layer, and the reaction gas flow rate defined by Equation (1) below is not less than 0.05 at an entrance of a layer containing the solid acid: ?g·ug·[?air·?water/(?g·?l)]1/2 (kgm?2s?1).Type: GrantFiled: June 3, 2009Date of Patent: September 25, 2012Assignee: Mitsui Chemicals, Inc.Inventors: Shinji Senoo, Kazuhiko Kato, Kenji Doi, Katsunari Higashi
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Publication number: 20120238789Abstract: A method for the production of styrene comprising reacting toluene and syngas in one or more reactors is disclosed.Type: ApplicationFiled: June 1, 2012Publication date: September 20, 2012Applicant: FINA TECHNOLOGY, INC.Inventors: Joseph E. Pelati, James R. Butler
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Publication number: 20120232310Abstract: 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: ApplicationFiled: November 11, 2010Publication date: September 13, 2012Applicant: Niigata UniversityInventors: Hisahiro Hagiwara, Norio Tsubokawa
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Patent number: 8258359Abstract: A process is disclosed for making styrene and/or ethylbenzene by reacting toluene with a C1 source over a catalyst in one or more reactors to form a product stream comprising styrene and/or ethylbenzene where the catalyst time on stream prior to regeneration is less than 1 hour.Type: GrantFiled: April 20, 2010Date of Patent: September 4, 2012Assignee: Fina Technology, Inc.Inventors: Joseph Thorman, James Butler, Sivadinarayana Chinta
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Patent number: 8252967Abstract: The proposed process uses crystallization technology to purify paraxylene simultaneously of large concentrations of C8 aromatics and also small concentrations of oxygenated species.Type: GrantFiled: April 7, 2010Date of Patent: August 28, 2012Assignee: Exxonmobil Chemical Patents Inc.Inventors: Mark Paul Hagemeister, David Lee Johnson, John Joseph Monson
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Publication number: 20120214724Abstract: The invention is directed to mixtures comprising C10-C13 alkylphenyl sulfonates having alkyl groups in a particular distribution (e.g., bimodal, peaked, and skewed). These C10-C13 alkylphenyl sulfonates are optionally renewable and unexpectedly provide superior results when used in consumer product cleaning and personal care compositions (e.g., dishcare, laundry, hard surface cleaners, shampoos, conditioners, and soaps). The invention is further directed to a method of making a mixture of partially or wholly renewable C10-C13 alkylphenyl sulfonates having a particular alkyl group distribution.Type: ApplicationFiled: February 17, 2012Publication date: August 23, 2012Inventors: Jeffrey John Scheibel, Phillip Richard Green, Jiten Odhavji Dihora, Phillip Kyle Vinson, Stephanie Ann Urbin, Dimitris Ioannis Collias
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Publication number: 20120203042Abstract: This invention relates to compositions and methods for fluid hydrocarbon product, and more specifically, to compositions and methods for fluid hydrocarbon product via catalytic pyrolysis. Some embodiments relate to methods for the production of specific aromatic products (e.g., benzene, toluene, naphthalene, xylene, etc.) via catalytic pyrolysis. Some such methods may involve the use of a composition comprising a mixture of a solid hydrocarbonaceous material and a heterogeneous pyrolytic catalyst component. In some embodiments, an olefin compound may be co-fed to the reactor and/or separated from a product stream and recycled to the reactor to improve yield and/or selectivity of certain products. The methods described herein may also involve the use of specialized catalysts. For example, in some cases, zeolite catalysts may be used. In some instances, the catalysts are characterized by particle sizes in certain identified ranges that can lead to improve yield and/or selectivity of certain products.Type: ApplicationFiled: September 9, 2010Publication date: August 9, 2012Applicants: ANELLOTECH, INC., UNIVERSITY OF MASSACHUSETTSInventors: George W. Huber, Anne Mae Gaffney, Jungho Jae, Yu-Ting Cheng
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Patent number: 8236173Abstract: Aspects of the present invention relate to methods, systems, and compositions for preparing a solid biomass for fast pyrolysis. The method includes contacting the solid biomass with an inorganic material present in an effective amount for increasing fast pyrolysis yield of an organic liquid product (e.g., bio-oil). In various embodiments, the inorganic material is selected from the group consisting of aluminum sulfate, aluminum nitrate, aluminum chloride, aluminum hydroxide, ammonium hydroxide, magnesium hydroxide, potassium hydroxide, and combinations thereof.Type: GrantFiled: March 10, 2011Date of Patent: August 7, 2012Assignee: KiOR, Inc.Inventors: Robert Bartek, Michael Brady, Dennis Stamires
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Patent number: 8237002Abstract: A method for producing an unsaturated organic compound represented by the formula (3): (Y1)m-1—R1—R2—(Y2)n-1??(3) wherein Y1 represents R2 or X1, and Y2 represents R1 or B(X2)2, which comprises reacting a compound represented by the formula (1): R1(X1)m??(1) wherein R1 represents an aromatic group or the like, X1 represents a leaving group and m represents 1 or 2, with a compound represented by the formula (2): R2{B(X2)2}n??(2) wherein R2 represents an aromatic group or the like, X2 represents a hydroxyl group or the like, and n represents 1 or 2, in the presence of (a) a nickel compound selected from a nickel carboxylate, nickel nitrate and a nickel halide, (b) a phosphine compound such as 1,4-bis(dicyclohexylphosphino) butane, (c) an amine selected from a primary amine and a diamine such as N,N,N?,N?-tetramethyl-1,2-ethanediamine, and (d) an inorganic base.Type: GrantFiled: April 28, 2009Date of Patent: August 7, 2012Assignee: Sumitomo Chemical Company, LimitedInventors: Taku Asaumi, Takashi Kamikawa
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Publication number: 20120197051Abstract: In various embodiments, the present disclosure describes processes for preparing functionalized graphene nanoribbons from carbon nanotubes. In general, the processes include exposing a plurality of carbon nanotubes to an alkali metal source in the absence of a solvent and thereafter adding an electrophile to form functionalized graphene nanoribbons. Exposing the carbon nanotubes to an alkali metal source in the absence of a solvent, generally while being heated, results in opening of the carbon nanotubes substantially parallel to their longitudinal axis, which may occur in a spiralwise manner in an embodiment. The graphene nanoribbons of the present disclosure are functionalized on at least their edges and are substantially defect free. As a result, the functionalized graphene nanoribbons described herein display a very high electrical conductivity that is comparable to that of mechanically exfoliated graphene.Type: ApplicationFiled: June 11, 2010Publication date: August 2, 2012Applicant: WILLIAM MARSH RICE UNIVERSITYInventors: James M. Tour, Dmitry Kosynkin
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Patent number: 8232441Abstract: A process for converting gaseous alkanes to liquid hydrocarbons wherein a gaseous feed containing alkanes is reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid are then reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 zeolite, at a temperature of from about 150° C. to about 450° C. so as to form higher molecular weight hydrocarbons and hydrobromic acid vapor. Propane and butane which comprise a portion of the products may be recovered or recycled back through the process to form additional C5+ hydrocarbons. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons and to generate bromine from the hydrobromic acid for use in the process.Type: GrantFiled: July 13, 2009Date of Patent: July 31, 2012Assignee: Marathon GTF Technology, Ltd.Inventor: John J. Waycuilis
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Publication number: 20120178951Abstract: The invention relates to an apparatus for continuously carrying out heterogeneously catalyzed chemical reactions, comprising a microwave-transparent tube, the longitudinal axis of which extends in the direction of propagation of the microwaves of a single-mode microwave applicator and which is filled with an open-cell foam that carries or is made of catalytically active species.Type: ApplicationFiled: September 3, 2010Publication date: July 12, 2012Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Matthias Krull, Roman Morschhaeuser, Hans-Juergen Scholz