Aldehyde Reactant Patents (Class 568/433)
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Patent number: 11325873Abstract: Disclosed herein are embodiments of a method and system for converting ethanol to para-xylene. The method also provides a pathway to produce terephthalic acid from biomass-based feedstocks. In some embodiments, the disclosed method produces p-xylene with high selectivity over other aromatics typically produced in the conversion of ethanol to xylenes, such as m-xylene, ethyl benzene, benzene, toluene, and the like. And, in some embodiments, the method facilitates the ability to use ortho/para mixtures of methylbenzyaldehyde for preparing ortho/para xylene product mixtures that are amendable to fractionation to separate the para- and ortho-xylene products thereby providing a pure feedstock of para-xylene that can be used to form terephthalic anhydride and a pure feedstock of ortho-xylene that can be used for other purposes, such as phthalic anhydride.Type: GrantFiled: July 28, 2021Date of Patent: May 10, 2022Assignees: Battelle Memorial Institute, LanzaTech, Inc.Inventors: Karthikeyan K. Ramasamy, Mond Guo, Richard Russell Rosin, Joseph Anthony Kocal
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Patent number: 10889715Abstract: The invention relates to a silicone composition comprising (a) crosslinked polymers comprising consecutive —Si—O— units containing exchangeable pendant bonds and exchangeable crosslinking points, that are exchangeable by aldehyde-imine exchange reactions and/or by imine-imine exchange reactions and/or by imine-primary amine exchange reactions, obtained by crosslinking linear or branched polymers comprising consecutive —Si—O— units and (b) monofunctional free aldehydes and/or monofunctional free imines and/or monofunctional free primary amines.Type: GrantFiled: April 18, 2017Date of Patent: January 12, 2021Assignees: ECOLE SUPERIEURE DE PHYSIQUE ET DE CHIMIE INDUSTRIELLES DE LA VILLE DE PARIS, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)Inventors: Ludwik Leibler, Renaud Nicolay, Corinne Soulie-Ziakovic
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Patent number: 10188678Abstract: Compositions comprise an amount of cinnamaldehyde that is orally tolerable, thus avoiding an unpleasant mouth feeling, and also tolerable in the gastrointestinal tract. The amount of cinnamaldehyde is supplemented by zinc, and the combination is effective to promote a swallowing reflex. The composition comprising the combination of cinnamaldehyde and zinc can be used in a method to treat dysphagia and/or prevent aspiration pneumonia from dysphagia. In an embodiment, the composition comprising cinnamaldehyde is administered to a human. The composition comprising cinnamaldehyde may be a medicament, a food product or a supplement to a food product.Type: GrantFiled: March 17, 2015Date of Patent: January 29, 2019Assignee: Nestec S.A.Inventors: Stephanie Michlig Gonzalez, Jenny Meylan Merlini, Adam Burbidge, Johannes Le Coutre
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Patent number: 10131547Abstract: An amorphous mesoporous alumina with a median mesopore diameter by volume of 16 nm or more, a mesopore volume of 0.5 mL/g or more, and a total pore volume of more than 0.75 mL/g. A process for preparing said alumina, comprising: a) precipitating a basic precursor and an acidic precursor, at least one of which comprises aluminum, at a pH of 8.5 to 10.5, a temperature of 20° C. to 90° C. and for 2 minutes to 30 minutes, with a state of advance of 5% to 13%; b) heating the suspension; c) a second precipitating by adding another basic precursor and acidic precursor, at least one of which comprises aluminum, at a pH of 8.5 to 10.5, a temperature of 40° C. to 90° C. and for 2 to 50 minutes, with a state of advance of 87% to 95%; d) filtration; e) drying; f) shaping; g) heat treatment.Type: GrantFiled: June 9, 2015Date of Patent: November 20, 2018Assignee: IFP Energies NouvellesInventors: Malika Boualleg, Celine Bouvry
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Patent number: 10077225Abstract: The compound according to Formula I is an intermediate in the synthesis of prostacylin analogs. The present invention provides an efficient method for synthesizing a Formula I compound.Type: GrantFiled: February 23, 2017Date of Patent: September 18, 2018Assignee: United Therapeutics CorporationInventor: Vijay Sharma
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Patent number: 10008743Abstract: The invention provides a method for producing a molecule capable of undergoing reduction-oxidation when subjected to a voltage potential, the method comprising phosphorylating hydroquinone to create a first intermediate; rearranging the first intermediate to an aryl-bis-(phosphonate) thereby creating a second intermediate comprising phosphorous alkoxy groups; alkylating (e.g., methylating) the second intermediate; converting the alkoxy groups to halides; and substituting the halides to alkyl or aryl groups. Also provided is a system for preventing overcharge in a Lithium-ion battery, the method comprising a mixture of a redox shuttle with electrolyte in the battery such that the shuttle comprises between about 10 and about 20 weight percent of the mixture.Type: GrantFiled: February 3, 2014Date of Patent: June 26, 2018Assignee: UCHICAGO ARGONNE, LLCInventors: Gregory K. Krumdick, Trevor L. Dzwiniel, Krzysztof Pupek
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Patent number: 9296715Abstract: The present invention relates to a micropowder, wherein the particles of the micropowder have a Dv10 value of at least 2 micrometer and the micropowder comprises mesopores which have an average pore diameter in the range of from 2 to 50 nm and comprise, based on the weight of the micropowder, at least 95 weight-% of a microporous aluminum-free zeolitic material of structure type MWW containing titanium and zinc.Type: GrantFiled: December 30, 2013Date of Patent: March 29, 2016Assignee: BASF SEInventors: Andrei-Nicolae Parvulescu, Ulrich Mueller, Joaquim Henrique Teles, Bianca Seelig, Philip Kampe, Markus Weber, Robert Bayer, Karsten Seidel, Peter Resch
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Patent number: 9296714Abstract: The present invention relates to a micropowder, wherein the particles of the micropowder have a Dv10 value of at least 2 micrometer and the micropowder comprises mesopores which have an average pore diameter in the range of from 2 to 50 nm and comprise, based on the weight of the micropowder, at least 95 weight-% of a microporous aluminum-free zeolitic material of structure type MWW containing titanium and zinc.Type: GrantFiled: February 5, 2013Date of Patent: March 29, 2016Assignee: BASF SEInventors: Andrei-Nicolae Parvulescu, Ulrich Mueller, Joaquim Henrique Teles, Bianca Seelig, Philip Kampe, Markus Weber, Robert Bayer, Karsten Seidel, Peter Resch
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Publication number: 20150141699Abstract: A process for pyrolyzing a coal feed is described. A coal feed is pyrolyzed into a coal tar stream and a coke stream in a pyrolysis zone. The coal tar stream is separated into at least a pitch stream comprising aromatic hydrocarbons. The pitch stream is reacted in a reaction zone to add at least one functional group to an aromatic ring of the aromatic hydrocarbons in the pitch stream. The functionalized pitch stream is recycled to the pyrolysis zone.Type: ApplicationFiled: August 26, 2014Publication date: May 21, 2015Inventors: Paul T. Barger, Maureen L. Bricker, Joseph A. Kocal, Matthew Lippmann, Kurt M. Vanden Bussche
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Patent number: 9029607Abstract: A para-methoxy protected benzaldehyde useful in preparation of treprostinil, and of formula: (Formula (1)) is prepared by subjecting to Claisen re-arrangement a substituted benzaldehyde of formula (1a): (Formula (Ia)) to form the m-hydroxy-substituted benzaldehyde of formula (1b): (Formula (Ib)) and then reacting compound (1b) with a p-methoxybenzyl (PMB) compound to form a PMB-substituted benzaldehyde of formula (1).Type: GrantFiled: July 22, 2011Date of Patent: May 12, 2015Assignee: Alphora Research Inc.Inventors: Graham McGowan, Boris Gorin, Bruce Goodbrand, Elena Bejan
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Patent number: 9024074Abstract: Disclosed is a method for producing p-xylene and/or p-tolualdehyde with high yield through a short process using biomass resource-derived substances as raw materials. The method for producing p-xylene and/or p-tolualdehyde of the present invention comprises: a cyclization step of producing 4-methyl-3-cyclohexenecarboxaldehyde from isoprene and acrolein; and an aromatization step of producing p-xylene and/or p-tolualdehyde from 4-methyl-3-cyclohexenecarboxaldehyde by gas-phase flow reaction using a catalyst(s).Type: GrantFiled: January 23, 2013Date of Patent: May 5, 2015Assignee: Toray Industries, Inc.Inventors: Satoshi Sakami, Daijiro Tsukamoto, Katsushige Yamada
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Publication number: 20150119606Abstract: Disclosed is a process to produce vanillin or vanillin derivatives carrying out a one-step reaction starting from guaiacol or guaiacol derivatives and at least a superacid.Type: ApplicationFiled: May 6, 2013Publication date: April 30, 2015Inventors: Matthieu Corbet, Pascal Metivier, Floryan Decampo
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Patent number: 9000225Abstract: A new process for producing a 2-(aryloxymethyl)benzaldehyde compound and the like are provided. More particularly, a process for producing a 2-(aryloxymethyl)benzaldehyde compound represented by formula (4) comprising step (A) of hydrolyzing a compound represented by the following formula (1); and step (B) of reacting a compound represented by formula (2) obtained in step (A) and a compound represented by formula (3) or a salt thereof is provided; in formulae, X1, X2 and X3 each represent independently a chlorine atom, a bromine atom or an iodine atom, Q1, Q2, Q3 and Q4 each represent independently a hydrogen atom or a halogen atom, and Ar represents a phenyl group optionally having a substituent).Type: GrantFiled: June 27, 2012Date of Patent: April 7, 2015Assignee: Sumitomo Chemical Company, LimitedInventors: Mitsunobu Kawamura, Masashi Takimoto, Tomonori Yamaoka, Yoshio Onogawa
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Patent number: 8933274Abstract: A method for preparing a compound of formula (I) which is a vanillin derivative, of dimer type, called 3-(4-hydroxy-3-methoxybenzyl)-4-hydroxy-5-methoxybenzaldehyde, such method comprising a reaction of vanillin and vanillyl alcohol in the presence of a base.Type: GrantFiled: October 5, 2012Date of Patent: January 13, 2015Assignee: Rhodia OperationsInventors: Laurent Garel, Martine Vibert, Corine Cochennec, François Metz
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Publication number: 20140378710Abstract: Disclosed is a method for producing p-xylene and/or p-tolualdehyde with high yield through a short process using biomass resource-derived substances as raw materials. The method for producing p-xylene and/or p-tolualdehyde of the present invention comprises: a cyclization step of producing 4-methyl-3-cyclohexenecarboxaldehyde from isoprene and acrolein; and an aromatization step of producing p-xylene and/or p-tolualdehyde from 4-methyl-3-cyclohexenecarboxaldehyde by gas-phase flow reaction using a catalyst(s).Type: ApplicationFiled: January 23, 2013Publication date: December 25, 2014Applicant: TORAY INDUSTRIES, INC.Inventors: Satoshi Sakami, Daijiro Tsukamoto, Katsushige Yamada
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Publication number: 20140364631Abstract: The present disclosure is related to silica-based Lewis acid catalysts, being essentially devoid of strong Brønsted acid character, and their ability to effect the [4+2] cycloaddition and dehydrative aromatization of dienes and dienophiles containing oxygenated substituents to form substituted benzene products. In some embodiments, the processes comprise contacting biomass-derived substrates with ethylene to form terephthalic acid and its derivatives.Type: ApplicationFiled: May 20, 2014Publication date: December 11, 2014Inventors: MARK E. DAVIS, JOSHUA PACHECO
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Publication number: 20140323769Abstract: A method for preparing a compound of formula (I) which is a vanillin derivative, of dimer type, called 3-(4-hydroxy-3-methoxybenzyl)-4-hydroxy-5-methoxybenzaldehyde, such method comprising a reaction of vanillin and vanillyl alcohol in the presence of a base.Type: ApplicationFiled: October 5, 2012Publication date: October 30, 2014Applicant: RHODIA OPERATIONSInventors: Laurent Garel, Martine Vibert, Corine Cochennec, François Metz
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Publication number: 20140213825Abstract: A new process for producing a 2-(aryloxymethyl)benzaldehyde compound and the like are provided. More particularly, a process for producing a 2-(aryloxymethyl)benzaldehyde compound represented by formula (4) comprising step (A) of hydrolyzing a compound represented by the following formula (1); and step (B) of reacting a compound represented by formula (2) obtained in step (A) and a compound represented by formula (3) or a salt thereof is provided; in formulae, X1, X2 and X3 each represent independently a chlorine atom, a bromine atom or an iodine atom, Q1, Q2, Q3 and Q4 each represent independently a hydrogen atom or a halogen atom, and Ar represents a phenyl group optionally having a substituent).Type: ApplicationFiled: June 27, 2012Publication date: July 31, 2014Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Mitsunobu Kawamura, Masashi Takimota, Tomonori Yamaoka, Yoshio Onogawa
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Publication number: 20140187789Abstract: There is provided a novel process for the preparation of a compound of formula (I), (Formula (I)). There is also provided novel processes to intermediates of the compound of formula (I), as well as novel intermediates themselves.Type: ApplicationFiled: July 20, 2012Publication date: July 3, 2014Applicant: CAMBREX KARLSKOGA ABInventors: Lars Eklund, Lars Hansson, Tommy Lundholm, Pär Holmberg, Margus Eek
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Publication number: 20140135518Abstract: A compound of formula (I) wherein Rf is —CF3, —C2F5, or —CF2CFXCF3; X is —F, or —OC3F7; Y is —H, —Cl, or —Br; R is —OH, —(CH2)nOH, —(OCH2CH2)mOH, —(CH2)n(OCH2CH2)mOH, —O—C(O)—R1, —(CH2)nO—C(O)R1, —(OCH2CH2)mOC(O)—R1, —C(O)NHw(CH2CH2OH)2-w, —C?N, —C?CH, or —C(O)R2; n is 1 to 10; m is 1 to 10; R1 is C1 to C10 alkyl; R2 is —H, C1 to C10 alkyl, —Cl, or —OCH2CH2OH; a is 1 to 5; b is 1 to 5; and w is 0, 1 or 2.Type: ApplicationFiled: October 31, 2013Publication date: May 15, 2014Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: Neville Everton Drysdale
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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: 8609903Abstract: The present invention therefore relates to a process for preparing an aldehyde of the formula (I) where one, two or all three radicals from the group of R1, R3 and R5 are hydroxyl, and that radical or those radicals from the group of R1, R3 and R5 which are not hydroxyl are each independently hydrogen, C1-C8-alkyl or C6-C14-aryl, and R2 and R4 are each independently hydrogen, C1-C8-alkyl, C1-C8-alkoxy or C6-C14-aryl, which comprises converting an aldehyde of the formula (II) in which one, two or all three radicals from the group of R?1, R?3 and R?5 are C1-C8-alkoxy, and that radical or those radicals from the group of R?1, R?3 and R?5 which are not C1-C8-alkoxy are each independently hydrogen, C1-C8-alkyl or C6-C14-aryl, and R2 and R4 are each as defined for formula (I), at elevated temperature and elevated pressure in the presence of (C1-C4-alkyl)2-amine, and then isolating the reaction product of the formula (I).Type: GrantFiled: April 1, 2011Date of Patent: December 17, 2013Assignee: BASF SEInventors: Ebel Klaus, Stefan Rüdenauer
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Publication number: 20130324757Abstract: An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. [Solution] The method for preparing a fluorine-containing olefin substituted with an organic group or groups, the method comprising a step of reacting a fluorine-containing olefin with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.Type: ApplicationFiled: March 8, 2012Publication date: December 5, 2013Applicants: Daikin Industries, Osaka UniversityInventors: Takabumi Nagai, Kenji Adachi, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Publication number: 20130296573Abstract: A protected organoboronic acid includes a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. A method of performing a chemical reaction includes contacting a protected organoboronic acid with a reagent, the protected organoboronic acid including a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. The organic group is chemically transformed, and the boron is not chemically transformed.Type: ApplicationFiled: October 18, 2012Publication date: November 7, 2013Applicant: The Board of Trustees of the University of IllinoisInventors: Martin D. Burke, Eric P. Gillis, Suk Joong Lee, David M. Knapp, Kaitlyn C. Gray
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Publication number: 20130261295Abstract: The invention relates to highly active and selective catalysts for alkyne metathesis. In one aspect, the invention includes a multidentate organic ligand wherein one substrate-binding site of the metal center is blocked. In another aspect, the invention includes N-quaternized or silane-based multidentate organic ligands, capable of binding to metals. In yet another aspect, the invention includes N-quaternized or silane-based multidentate catalysts. The catalysts of the invention show high robustness, strong resistance to small alkyne polymerization and significantly enhanced catalytic activity compared to their corresponding non-quaternized or non-silane-based multidentate catalyst analogues.Type: ApplicationFiled: March 8, 2013Publication date: October 3, 2013Applicant: The Regents of the University of Colorado, a body corporateInventors: Wei Zhang, Jyothish Kuthanapillil, Qi Wang
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Publication number: 20130225815Abstract: A method of forming a fluorinated molecular entity includes reacting in a reaction mixture an aromatic halide, copper, a fluoroalkyl group, and a ligand. The aromatic halide includes an aromatic group and a halogen substituent bonded to the aromatic group. The ligand includes at least one group-V donor selected from phosphorus and an amine. The overall molar ratio of copper to aromatic halide in the reaction mixture is from 0.2 to 3. The method further includes forming a fluoroalkylarene including the aromatic group and the fluoroalkyl group bonded to the aromatic group. A composition, which may be used in the method, consists essentially of copper, the fluoroalkyl group, and the ligand, where the molar ratio of copper to the fluoroalkyl group is approximately 1.Type: ApplicationFiled: February 19, 2013Publication date: August 29, 2013Applicant: The Board of Trustees of the University of IllinoisInventors: John F. Hartwig, Hiroyuki Morimoto, Patrick Fier
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Publication number: 20130217901Abstract: The invention relates to a method of producing optically active 4-chloro-3-hydroxybutanal compound (2) by reacting chloroacetaldehyde with aldehyde compound (1) in the presence of optically active pyrrolidine compound (5). wherein each symbol is as defined in the specification.Type: ApplicationFiled: October 19, 2011Publication date: August 22, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Yujiro Hayashi
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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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Publication number: 20130211145Abstract: A para-methoxy protected benzaldehyde useful in preparation of treprostinil, and of formula: (Formula (1)) is prepared by subjecting to Claisen re-arrangement a substituted benzaldehyde of formula (1a): (Formula (Ia)) to form the m-hydroxy-substituted benzaldehyde of formula (1b): (Formula (Ib)) and then reacting compound (1b) with a p-methoxybenzyl (PMB) compound to form a PMB-substituted benzaldehyde of formula (1).Type: ApplicationFiled: July 22, 2011Publication date: August 15, 2013Applicant: ALPHORA RESEARCH INC.Inventors: Graham Mcgowan, Boris Gorin, Bruce Goodbrand, Elena Bejan
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Publication number: 20130165649Abstract: Cls ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand.Type: ApplicationFiled: March 21, 2011Publication date: June 27, 2013Inventor: Catherine Cazin
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Publication number: 20130165660Abstract: A complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, X is an anionic ligand. A process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions is also provided.Type: ApplicationFiled: June 22, 2011Publication date: June 27, 2013Applicant: JOHNSON MATTHEY PUBLIC LIMITED COMPANYInventors: Thomas John Colacot, Carin Johansson Seechurn, Sebastien Laurent Parisel
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Publication number: 20130150608Abstract: This invention is directed to an improvement in the process for the production of alkylaromatic compounds that results in lower levels of residual unreacted materials in the final product. This invention comprises: 1) alkylation of an aromatic compound with an alkylating agent and a catalyst to produce an effluent stream comprising an alkylaromatic compound and unreacted materials; 2) heating the effluent stream; 3) stripping the effluent stream in a stripping device in the presence of steam; 4) separating a stripping stream from the stripping device, the stripping stream rich in unreacted materials; and 5) separating a product stream from the stripping device, the product stream rich in alkylated aromatic compound.Type: ApplicationFiled: December 13, 2011Publication date: June 13, 2013Inventors: Beth A. Winsett, James I. Arnett, II, Kenwyn M. Leger, Brady A. Compton
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Publication number: 20130150607Abstract: This invention is directed to a new process for making an alkylaromatic compound. In an embodiment of this invention, the process is directed to selective synthesizing an alkylaromatic compound comprising a high amount of dialkylate product. In general, this process involves contacting at least one alkylatable aromatic compound with an alkylating agent and a catalyst under suitable reaction conditions such that the resulting reactor effluent prior to any stripping step may be characterized by a dialkylate product content of at least 44 wt % and a trialkylate and higher polyalkylate product content of no more than 20 wt %. The alkylaromatic compounds produced have excellent thermal and oxidative stabilities, good additive solvency, and improved seal compatibility while maintaining good VI and low temperature properties. They are useful as lubricant basestocks and lubricant additives.Type: ApplicationFiled: December 7, 2011Publication date: June 13, 2013Inventor: Beth A. WINSETT
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Patent number: 8461393Abstract: The compound according to Formula I is an intermediate in the synthesis of prostacylin analogs. The present invention provides an efficient method for synthesizing a Formula I compound.Type: GrantFiled: March 1, 2012Date of Patent: June 11, 2013Assignee: United Therapeutics CorporationInventor: Vijay Sharma
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Patent number: 8399710Abstract: An alkali metal fluoride dispersion of an alkali metal fluoride and an aprotic organic solvent is obtainable by (A) separating a liquid phase from an alkali metal fluoride dispersion comprising an alcohol solvent and an alkali metal fluoride, and mixing the separated liquid phase with an aprotic organic solvent having a boiling point of 85° C. or higher at normal pressure; (B) obtaining a mixture containing the alkali metal fluoride by (b1) concentrating the mixture containing the alkali metal fluoride to obtain a concentrated fraction and a concentrated residue; (b2) mixing a residue of the alkali metal fluoride dispersion with the concentrated fraction obtained in (b1); and (b3) separating a liquid phase from the mixture containing an alkali metal fluoride obtained in (b2) and mixing the separated liquid phase with the concentrated residue; and (C) removing the alcohol solvent from the mixture containing the alkali metal fluoride.Type: GrantFiled: August 27, 2008Date of Patent: March 19, 2013Assignee: Sumitomo Chemical Company, LimitedInventor: Koji Hagiya
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Patent number: 8362303Abstract: A process for producing an aromatic aldehyde compound has steps of converting alkyl-substituted or non-substituted benzene into a compound of formula I by halomethylation, and allowing the compound of formula I and alkyl aldehyde to react in presence of phase transfer catalyst at a reaction temperature under alkaline condition to obtain the aromatic aldehyde compound.Type: GrantFiled: April 12, 2011Date of Patent: January 29, 2013Assignee: UFC CorporationInventors: Yu-Chin Lee, Hsien-Yu Chang, Han-Hsu Chen, Yu-Sen Hou, Rong-Yi Liao
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Publication number: 20130018194Abstract: This invention relates to octahydro-binaphthol derivatives, which can recognize amino acids and amino alcohols enantioselectively and transform L-amino acids into D-amino acids and optically resolve amino acids or amino alcohol with high efficiency.Type: ApplicationFiled: April 1, 2011Publication date: January 17, 2013Applicants: AMINOLUX, INC, EWHA UNIVERSITY-INDUSTRY COLLABORATION FOUNDATIONInventor: Kwan-Mook Kim
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Patent number: 8350091Abstract: A potassium fluoride dispersion essentially consisting of potassium fluoride and an aprotic organic solvent having a boiling point higher than that of methanol, which is obtainable by mixing a mixture containing potassium fluoride and 5 to 50 parts by weight of methanol per 1 part by weight of potassium fluoride with the aprotic organic solvent followed by concentrating the obtained mixture, and a process for producing a fluorine-containing organic compound comprising contacting an organic compound having at least one group capable of being substituted nucleophilically with a fluorine atom with the potassium fluoride dispersion.Type: GrantFiled: December 30, 2011Date of Patent: January 8, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Hagiya, Kazuaki Sasaki
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Publication number: 20120316341Abstract: Methods for fluorinating organic compounds are described herein.Type: ApplicationFiled: April 11, 2012Publication date: December 13, 2012Inventors: Tobias Ritter, Pingping Tang
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Publication number: 20120264981Abstract: A process for producing an aromatic aldehyde compound has steps of converting alkyl-substituted or non-substituted benzene into a compound of formula I by halomethylation, and allowing the compound of formula I and alkyl aldehyde to react in presence of phase transfer catalyst at a reaction temperature under alkaline condition to obtain the aromatic aldehyde compound.Type: ApplicationFiled: April 12, 2011Publication date: October 18, 2012Applicant: UFC CorporationInventors: Yu-Chin Lee, Hsien-Yu Chang, Han-Hsu Chen, Yu-Sen Hou, Rong-Yi Liao
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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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Publication number: 20120226076Abstract: The compound according to Formula I is an intermediate in the synthesis of prostacylin analogs. The present invention provides an efficient method for synthesizing a Formula I compound.Type: ApplicationFiled: March 1, 2012Publication date: September 6, 2012Inventor: Vijay Sharma
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Patent number: 8217204Abstract: This invention aims at providing a catalyst for producing an optically active aldehyde or an optically active ketone, which is an optically active carbonyl compound, by carrying out selective asymmetric hydrogenation of an ?,?-unsaturated carbonyl compound, particularly a catalyst which is insoluble in a reaction mixture for obtaining optically active citronellal which is useful as a flavor or fragrance, by carrying out selective asymmetric hydrogenation of citral, geranial or neral; and a method for producing a corresponding optically active carbonyl compound.Type: GrantFiled: June 2, 2010Date of Patent: July 10, 2012Assignee: Takasago International CorporationInventors: Hironori Maeda, Yoji Hori
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Publication number: 20120165574Abstract: The disclosure provides a catalyst carrier, including a nano carbon material; and a polymer grafted on the nano carbon material, wherein the polymer has a repetitive unit comprising a phosphorous atom. The disclosure further provides a catalyst deposited on the catalyst carrier of the disclosure. The catalyst of the disclosure has high reactivity, and is easy to be recovered in C—C coupling reactions such as a Suzuki-Miyaura coupling reaction.Type: ApplicationFiled: December 27, 2010Publication date: June 28, 2012Inventors: Mao-Lin HSUEH, Cheng-Wei YEH, Kuo-Chen SHIH, Hsiao-Chun YEH, Yi-Zhen CHEN
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Publication number: 20120165548Abstract: Processes for the preparation of Silodosin and its intermediates comprising reductive amination of compound of Formula (VIII) with a compound of Formula (VII) or a compound of Formula (XV) in a suitable solvent using a reducing agent.Type: ApplicationFiled: September 13, 2010Publication date: June 28, 2012Applicant: SANDOZ AGInventors: Shreerang Joshi, Sachin Bhuta, Sanjay Talukdar, Sudhir Sawant, Deepak Venkataraman, Abhinay Pise, Shashikant Metkar, Dattatraya Chavan, Parven Kumar Luthra
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Publication number: 20120142934Abstract: A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.Type: ApplicationFiled: March 10, 2011Publication date: June 7, 2012Inventors: Chien-Hong CHENG, Jaganathan Karthikeyan, Pang-Chi Huang
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Patent number: 8088955Abstract: This invention relates to novel alpha-substituted ?,?-unsaturated E- or Z-aldehydes, or isomer mixture thereof, of the formula (I) in which R1 and R2 may be identical or different and are each H or a hydrocarbon, in which the hydrocarbon may have one or more heteroatoms and R3 and R4 may be identical or different and are each a hydrocarbon, in which the hydrocarbon may have one or more heteroatoms, and R5 may be identical or different and is H or a hydrocarbon, in which the hydrocarbon may have one or more heteroatoms, to the use thereof, and to processes for their preparation. The invention further relates to the preparation of further intermediates for pharmaceuticals and to the preparation of the pharmaceuticals.Type: GrantFiled: July 11, 2008Date of Patent: January 3, 2012Assignee: DSM Fine Chemicals Austria NFG GmbH & Co. KGInventors: Gerhard Steinbauer, Martina Kotthaus, Klaus Edegger, Stefaan Marie Andre De Wildeman, Henricus Martinus Maria Gerardus Straatman, Anna Maria Cornelia Francisca Castelijns, Andreas Hendrikus Maria De Vries
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Publication number: 20110303910Abstract: A heterocyclic compound represented by formula (1) and a field effect transistor having a semiconductor layer comprising the compound. (In the formula, X1 and X2 each independently represents a sulfur atom or a selenium atom, and R1 and R2 each independently represents a C5-16 alkyl.Type: ApplicationFiled: February 25, 2010Publication date: December 15, 2011Applicants: NIPPON KAYAKU KABUSHIKI KAISHA, HIROSHIMA UNIVERSITYInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Publication number: 20110245544Abstract: The present invention therefore relates to a process for preparing an aldehyde of the formula (I) where one, two or all three radicals from the group of R1, R3 and R5 are hydroxyl, and that radical or those radicals from the group of R1, R3 and R5 which are not hydroxyl are each independently hydrogen, C1-C8-alkyl or C6-C14-aryl, and R2 and R4 are each independently hydrogen, C1-C8-alkyl, C1-C8-alkoxy or C6-C14-aryl, which comprises converting an aldehyde of the formula (II) in which one, two or all three radicals from the group of R?1, R?3 and R?5 are C1-C8-alkoxy, and that radical or those radicals from the group of R?1, R?3 and R?5 which are not C1-C8-alkoxy are each independently hydrogen, C1-C8-alkyl or C6-C14-aryl, and R2 and R4 are each as defined for formula (I), at elevated temperature and elevated pressure in the presence of (C1-C4-alkyl)2-amine, and then isolating the reaction product of the formula (I).Type: ApplicationFiled: April 1, 2011Publication date: October 6, 2011Applicant: BASF SEInventors: Klaus Ebel, Stefan Rüdenauer
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Patent number: RE43067Abstract: Produce the target substance, or a polynuclear poly(formylphenol) expressed by General Formula (2), in an industrial setting with ease and at high purity by causing a polynuclear poly(hydroxymethylphenol) or polynuclear poly(alkoxymethylphenol) to react with hexamethylene tetramine in the presence of an acid and then hydrolyzing the obtained reaction product.Type: GrantFiled: May 31, 2007Date of Patent: January 3, 2012Assignee: Honshu Chemical Industry Co., Ltd.Inventors: Akira Yoshitomo, Tatsuya Iwai, Kentaro Watanabe