Oxygen Containing Organic Compound Reactant Patents (Class 570/201)
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Publication number: 20140364659Abstract: The invention relates to a process for the single step conversion of isomeric mixture of dichlorodipheriyi sulfones to chlorobenzene. The invention further relates a process of using dilute sulfuric acid and re-circulating the dilute sulfuric acid.Type: ApplicationFiled: April 12, 2012Publication date: December 11, 2014Inventors: Hemant Ratanakar Bandodkar, Dilip Chandrakant Sawant
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Patent number: 8889926Abstract: A method for the synthesis of 1,3-di(chloropropyl)-5-tert-butyl benzene includes the steps of conducting Friedl-Crafts alkylation of 1,3-diisopropyl benzene by tert-butyl chloride in the presence of an alkylation catalyst to obtain 1-tert-butyl-3,5-diisopropylbenzene; peroxidizing the 1-tert-butyl-3,5-diisopropyl benzene by gaseous oxygen in the presence of a peroxidation catalyst in a basic solution to obtain 1,3-di(peroxypropyl)-5-tert-butylbenzene; reducing the 1,3-di(peroxypropyl)-5-tert-butylbenzene with a reducing agent to 1,3-di(hydroxylpropyl)-5-tert-butylbenzene; and chlorinating the 1,3-di(hydroxypropyl)-5-tert-butylbenzene to obtain 1,3-di(chloropropyl)-5-tert-butyl benzene.Type: GrantFiled: July 2, 2012Date of Patent: November 18, 2014Assignee: The University of AkronInventors: Joseph P. Kennedy, Gabor Erdodi
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Publication number: 20140323765Abstract: A process for the manufacture of a haloaryl compound which comprises contacting a mixture of dihalodiarylsulfone isomers [mixture (M)] with sulfuric acid to provide a mixture of haloarylsulfonic acid isomers [mixture (M1)] and reacting mixture (M1) in the presence of water. The process is independent on the manufacturing process of mixture (M) and is advantageous in that the obtained haloaryl compound can be recycled to the first step of a dihalodiarylsulfone manufacturing process.Type: ApplicationFiled: December 11, 2012Publication date: October 30, 2014Applicant: SOLVAY SPECIALTY POLYMERS USA, LLC.Inventors: Walter Reichle, Olivier Vidberg, Nicholas Almeter, Chantal Louis
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Publication number: 20140301935Abstract: Oligophenylene monomers for the synthesis of polymeric precursors for the preparation of graphene nanoribbons, the polymeric precursors, and methods for preparing them, as well as methods for preparing the graphene nanoribbons from the polymeric precursors and the monomers are provided.Type: ApplicationFiled: October 24, 2012Publication date: October 9, 2014Applicants: BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.Inventors: Sorin Ivanovici, Matthias Georg Schwab, Xinliang Feng, Klaus Muellen
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Publication number: 20140301936Abstract: Provided are graphene nanoribbon precursors comprising repeated units of the general formula (I) in which R1, R2 are each H, halogen, —OH, —NH2, —CN, —NO2 or a hydrocarbyl radical which has 1 to 40 carbon atoms and may be linear or branched, saturated or unsaturated and mono- or poly-substituted by halogen (F, Cl, Br, I), —OH, —NH2, —CN, and/or —NO2, where one or more CH2 groups may also be replaced by —O—, —S—, —C(O)O—, —O—C(O)—, —C(O)—, —NH— or —NR—, in which R is an optionally substituted C1C40-hydrocarbyl radical, or an optionally substituted aryl, alkylaryl or alkoxyaryl radical.Type: ApplicationFiled: October 24, 2012Publication date: October 9, 2014Applicants: BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.Inventors: Matthias Georg Schwab, Klaus Muellen, Xinliang Feng, Lukas Doessel
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Patent number: 8809602Abstract: A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.Type: GrantFiled: January 30, 2013Date of Patent: August 19, 2014Assignees: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.Inventors: Junichi Yoshida, Seiji Suga, Kazuhide Kataoka, Koji Midorikawa, Yuji Hagiwara
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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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Publication number: 20140187797Abstract: A leaving substituent-containing compound including a partial structure represented by the following General Formula (I): where a pair of X1 and X2 or a pair of Y1 and Y2 each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X1 and X2 or the pair of Y1 and Y2 may be identical or different, or may be bonded together to form a ring; R1 to R4 each represent a hydrogen atom or a substituent; and Q1 and Q2 each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring.Type: ApplicationFiled: February 4, 2014Publication date: July 3, 2014Inventors: Daisuke GOTO, Satoshi YAMAMOTO, Toshiya SAGISAKA, Takuji KATO, Takashi OKADA, Masato SHINODA, Shinji MATSUMOTO, Masataka MOHRI, Keiichiro YUTANI
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Publication number: 20140014935Abstract: A polymer compound is provided having a constitutional unit represented by the following formula (1): wherein: R1 and R2 represent an alkyl group, an aryl group, a mono-valent aromatic heterocyclic group, an alkoxy group or an aryloxy group, and Ar1 represents an arylene group or a di-valent condensed polycyclic aromatic heterocyclic group.Type: ApplicationFiled: March 16, 2012Publication date: January 16, 2014Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Daisuke Fukushima, Tomoyasu Yoshida, Yoshihiro Kawada, Takashi Kuragano, Makoto Anryu
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Publication number: 20130165658Abstract: This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.Type: ApplicationFiled: June 9, 2011Publication date: June 27, 2013Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
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Publication number: 20130096348Abstract: The present invention proposes a chiral diene ligand, a fabrication method thereof and applications thereof. The chiral diene ligand is a bicyclo[2.2.1] diene ligand having structural specificity and high stability, which favors the bicyclo[2.2.1] diene ligand to take part in asymmetric transformations, particularly an asymmetric addition reaction involving a metal catalyst in a basic environment. Most of the products of the reactions implemented by the chiral diene ligands of the present invention have superior optical activity. The method of the present invention comprises a first oxidation step, a saponification step, a second oxidation step, a deprotonation step, and a cross-coupling step. The chiral diene ligand of the present invention is very suitable to be used in the fabrication or synthesis of various chemicals and medical products.Type: ApplicationFiled: September 10, 2012Publication date: April 18, 2013Inventors: Hsyueh-Liang WU, Chun-Chih Chen, Chia-Chen Liu, Wei-Ting Wei, Jo-Hsuan Fang
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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: 8383868Abstract: A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.Type: GrantFiled: March 7, 2008Date of Patent: February 26, 2013Assignees: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.Inventors: Junichi Yoshida, Seiji Suga, Kazuhide Kataoka, Koji Midorikawa, Yuji Hagiwara
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Patent number: 8362295Abstract: Drilling fluids comprising graphenes and nanoplatelet additives and methods for production thereof are disclosed. Graphene includes graphite oxide, graphene oxide, chemically-converted graphene, and functionalized chemically-converted graphene. Derivatized graphenes and methods for production thereof are disclosed. The derivatized graphenes are prepared from a chemically-converted graphene through derivatization with a plurality of functional groups. Derivatization can be accomplished, for example, by reaction of a chemically-converted graphene with a diazonium species. Methods for preparation of graphite oxide are also disclosed.Type: GrantFiled: January 8, 2009Date of Patent: January 29, 2013Assignee: William Marsh Rice UniversityInventors: James M. Tour, Howard K. Schmidt, Condell D. Doyle, Dmitry V. Kosynkin, Jay R. Lomeda
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Publication number: 20120153271Abstract: A leaving substituent-containing compound including a partial structure represented by the following General Formula (I): where a pair of X1 and X2 or a pair of Y1 and Y2 each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X1 and X2 or the pair of Y1 and Y2 may be identical or different, or may be bonded together to form a ring; R1 to R4 each represent a hydrogen atom or a substituent; and Q1 and Q2 each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring.Type: ApplicationFiled: September 9, 2010Publication date: June 21, 2012Inventors: Daisuke Goto, Satoshi Yamamoto, Toshiya Sagisaka, Takuji Kato, Takashi Okada, Masato Shinoda, Shinji Matsumoto, Masataka Mohri, Keiichiro Yutani
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Publication number: 20120130113Abstract: The disclosure provides methods for the use of open metal frameworks to catalyze coupling reactions.Type: ApplicationFiled: July 27, 2010Publication date: May 24, 2012Applicants: BASF SE, THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Omar M. Yaghi, Alexander U. Czaja, Bo Wang, Zheng Lu
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Publication number: 20110152491Abstract: The present invention relates to polymers comprising repeating unit(s) of the formula (I), and their use in electronic devices. The polymers according to the invention have excellent solubility in organic solvents and excellent film-forming properties. In addition, high charge carrier mobilities and high temperature stability of the emission color are observed, if the polymers according to the invention are used in polymer light emitting diodes (PLEDs).Type: ApplicationFiled: June 10, 2009Publication date: June 23, 2011Applicant: BASF SEInventors: Shin-Ichiro Kawano, Martin Baumgarten, Klaus Mullen, Peter Murer, Thomas Schafer, Moussa Saleh
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Publication number: 20110144386Abstract: Drilling fluids comprising graphenes and nanoplatelet additives and methods for production thereof are disclosed. Graphene includes graphite oxide, graphene oxide, chemically-converted graphene, and functionalized chemically-converted graphene. Derivatized graphenes and methods for production thereof are disclosed. The derivatized graphenes are prepared from a chemically-converted graphene through derivatization with a plurality of functional groups. Derivatization can be accomplished, for example, by reaction of a chemically-converted graphene with a diazonium species. Methods for preparation of graphite oxide are also disclosed.Type: ApplicationFiled: January 8, 2009Publication date: June 16, 2011Applicant: William Marsh Rice UniversityInventors: James M. Tour, Howard K. Schmidt, Condell D. Doyle, Dmitry V. Kosynkin, Jay R. Lomeda
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Publication number: 20100268003Abstract: Processes for preparing brominated aromatic flame retardant having a reduced content of occluded free bromine are described. The processes comprise subdividing, during bromination of an aromatic compound, solid particles that form in a bromination reaction mixture in which an excess of liquid bromine and a Lewis acid bromination catalyst are present, said subdividing taking place within the confines of said reaction mixture. Subdivision is effected by grinding, milling, or sonication.Type: ApplicationFiled: November 24, 2008Publication date: October 21, 2010Applicant: ALBEMARLE CORPORATIONInventors: Saadat Hussain, Arthur G. Mack
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Patent number: 7763760Abstract: A method for ring-halogenating an aromatic compound comprises contacting with chlorine or bromine, a mixture comprising the aromatic compound and a mixed copper salt of formula Cu(Y)X, where Y comprises a counterion derived from an organic acid, where the organic acid has a pKa relative to water of 0 or greater; and X comprises Cl, Br, I, or (SO42?)1/2; to produce a reaction mixture comprising a haloaromatic compound and a copper(II) halide residue.Type: GrantFiled: June 16, 2004Date of Patent: July 27, 2010Assignee: SABIC Innovative Plastics IP B.V.Inventors: Balakrishnan Ganesan, Pradeep Jeevaji Nadkarni
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Patent number: 7544847Abstract: A method for producing 1,4-bis(dichloromethyl)tetrafluorobenzene is disclosed, which is achieved by reacting tetrafluoroterephthaldehyde, SOCl2 and organic solvents. In the synthesis of 1,4-bis(dichloromethyl)-tetrafluorobenzene by adding formamides as catalyst, there are remarkable advantages which include shortening the reaction time; simplifying the synthesizing steps and raising the yield of the product.Type: GrantFiled: October 10, 2008Date of Patent: June 9, 2009Assignees: Yuan-Shin Materials Technology Corp., Chun-Shan Institute of Science and Technology Araments Bureau, M.N.D.Inventors: Chan-Yuan Ho, Tsair-Feng Lin, Chun-Hsu Lin, Shieh-Jun Wang
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Publication number: 20080171892Abstract: The present invention relates to a method for preparing optically active 3-phenylpropionic acid derivatives, to optically active 1-chloro-3-phenylpropane derivatives obtainable therefrom and to optically active intermediates obtained thereby.Type: ApplicationFiled: March 16, 2006Publication date: July 17, 2008Applicant: BASF AktiengesellschaftInventors: Frank Hettche, Martin Volkert, Christoph Jakel, Oliver Bey
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Publication number: 20080054232Abstract: Process technology for producing very pure reaction-derived decabromodiphenyl oxide is described. Diphenyl oxide or partially brominated diphenyl oxide or a mixture of either or both of these is fed substantially continuously over a period of about 2 to about 12 hours into a reactor containing an excess of refluxing bromine containing Lewis acid bromination catalyst, and substantially concurrently reducing the content of hydrogen bromide present in the reactor whereby a decabromodiphenyl oxide product having a purity of over 99%, preferably 99.5% or more, is formed in the reactor.Type: ApplicationFiled: August 23, 2007Publication date: March 6, 2008Applicant: ALBEMARLE CORPORATIONInventor: Bonnie Gary McKinnie
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Patent number: 7138554Abstract: A method for the synthesis of cyclobuta aromatic compounds by cyclizing two ortho dibromoalkyl substituents is described. Using a mediator, such as nickel metal, and continuous removal of product from contact with the mediator, high product yields are achieved. A method for bromination of ortho alkyl substituents of aromatic compounds is also described.Type: GrantFiled: June 12, 2002Date of Patent: November 21, 2006Assignee: Technion Research and Development FoundationInventor: Amnon Stanger
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Patent number: 7078571Abstract: A process for preparing 1,3-di-halo-substituted benzene derivatives (II) from 2,6-di-halo-substituted benzaldehydes (I) (where X1, X2 are each independently F, Cl, Br, and R1, R2, R3 are each independently H, halogen, OH, C1–C12-alkyl, CF3, CHO, C6–C14-aryl, Oalkyl, Oaryl, NO2) by reacting with an alkaline medium, which comprises initially charging the alkaline medium and metering in the 2,6-di-halo-substituted benzaldehyde (I) or initially charging the 2,6-di-halo-substituted benzaldehyde (I) and metering in the alkaline mediumType: GrantFiled: October 24, 2003Date of Patent: July 18, 2006Assignee: Clariant GmbHInventors: Stefan Brand, Daniel Decker, Thomas Wessel
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Patent number: 7060862Abstract: A method of synthesizing a high purity product of ?,?,??,??-tetrachloro-p-xylene is disclosed. The method includes carrying out a first stage reaction of terephthaldicarboxaldehyde with a mixture of SOCl2 and dimethylformamide (DMF) to obtain a product mixture containing ?,?,??,??-tetrachloro-p-xylene as a major product and 4-dichloromethyl benzaldehyde as a side product; adding SOCl2 and DMF to the product mixture of the first stage reaction to undergo a second stage reaction; and to a cool water adding the resulting product mixture from the second stage reaction to obtain a solid product of ?,?,??,??-tetrachloro-p-xylene with a purity of 90-99 mol %.Type: GrantFiled: December 30, 2003Date of Patent: June 13, 2006Assignee: Chung-Shan Institute of Science & TechnologyInventors: Shean-Jeng Jong, Chun-Hsu Lin, Chao-chou Tu, Chung-Chien Chang
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Patent number: 7041859Abstract: A method for obtaining a halogenated organic compound, whereby an organotrifluoroborate compound is reacted with a halide ion in the presence of an oxidizing agent to produce the corresponding halogenated organic compound. The method may be used for producing radiohalogenated organic compounds.Type: GrantFiled: July 5, 2005Date of Patent: May 9, 2006Assignee: University of Tennessee Research FoundationInventor: George W. Kabalka
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Patent number: 7026522Abstract: Disclosed is a process for the production of 2-amino-2-[2-(4-C2-20-alkyl-phenyl)ethyl]propane-1,3-diols.Type: GrantFiled: June 18, 2003Date of Patent: April 11, 2006Assignee: Novartis AGInventors: Stephan Abel, Tetsuro Fujita, Ryoji Hirose, Guido Jordine, Tadashi Mishina
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Patent number: 7012166Abstract: Aromatic compounds such as toluene and o-xylene are chlorinated in the presence of a catalyst combination prepared by combining (A) at least one salt comprising a metal selected from the group consisting of a Group 4–12 metal, a lanthanide and an actinide; and a counterion; and (B) at least one organic sulfur compound, preferably phenothiazine-N-carbonyl chloride. The catalyst combination may include reaction products of (A) and (B). Under these conditions, production of the p-chloro isomer is optimized. In some embodiments said counterion is an organic counterion derived from at least one acidic organic compound selected from the group consisting of those with an approximate pKa value relative to water of at least about 3.Type: GrantFiled: March 18, 2003Date of Patent: March 14, 2006Assignee: General Electric CompanyInventors: Dan Hancu, Robert Edgar Colborn, Richard Joseph Kilmer
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Patent number: 6992231Abstract: A synthesis method of ?,?,??,??-tetrachloro-p-xylene is disclosed. The method includes reacting terephthaldicarboxaldehyde with a mixture of SOCl2 and dimethylformamide (DMF) to obtain a product mixture containing ?,?,??,??-tetrachloro-p-xylene as a major product and 4-dichloromethyl benzaldehyde as a side product, which can be separated by silica column chromatography.Type: GrantFiled: December 30, 2003Date of Patent: January 31, 2006Assignee: Chung-Shan Institute of Science & TechnologyInventors: Shean-Jeng Jong, Chun-Hsu Lin, Ming-Te Shih, Chung-Chien Chang
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Patent number: 6956142Abstract: A new eco-friendly process is described in the present invention for the preparation of bromobenzene through substitution of one of the C—H proton of benzene ring with a highly reactive hypobromous acid generated in situ, said process comprises the steps of activating a water soluble, easy to handle, brominating reagent with a mineral acid at elevated temperature and atmospheric pressure to generate active bromine species which in turn reacts with benzene.Type: GrantFiled: December 17, 2003Date of Patent: October 18, 2005Assignee: Central Salt and Marine Chemicals Research InstituteInventors: Ashutosh Vasant Bedekar, Kumar Pushpito Ghosh, Subbarayyappa Adimurthy, Gadde Ramachandraiah
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Publication number: 20040147757Abstract: A method for producing an allyl compound having a compositional formula different from that of an allyl starting material compound, which comprises reacting the allyl starting material compound with an oxygen nucleophilic agent in the presence of a catalyst containing at least one transition metal compound containing a transition metal selected from the group consisting of transition metals belonging to Group 8 to Group 10 of the Periodic Table and a multidentate phosphite compound.Type: ApplicationFiled: August 27, 2003Publication date: July 29, 2004Applicant: MITSUBISHI CHEMICAL CORPORATIONInventors: Masaki Takai, Yoshiyuki Tanaka
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Patent number: 6528692Abstract: Provided is a process for producing a bromo-aromatic condensed ring compound which comprises reacting an aromatic condensed ring compound in which the number of carbon atom constituting the aromatic condensed ring is 15 or more with a N-bromo carboxylic acid amide in the presence of a chlorinated hydrocarbon compound and sulfuric acid to brominate said aromatic condensed ring compound.Type: GrantFiled: December 19, 2001Date of Patent: March 4, 2003Assignee: Sumitomo Chemical Company, LimitedInventors: Takahiro Ueoka, Hideyuki Ikehira
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Patent number: 6440892Abstract: The present invention provides a method and catalyst composition for carbonylating aromatic hydroxy compounds, comprising the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst composition comprising an effective amount of at least one Group 8, 9, or 10 metal source, an effective amount of a combination of inorganic co-catalysts comprising at least one Group 4 metal source and at least one Group 11 metal source, an effective amount of at least one salt co-catalyst with an anion selected from the group consisting of carboxylate, benzoate, acetate, sulfate, and nitrate, wherein the carbonylation catalyst composition is free of a halide source.Type: GrantFiled: March 30, 2001Date of Patent: August 27, 2002Assignee: General Electric CompanyInventors: Kirill Vladimirovich Shalyaev, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Bruce Fletcher Johnson
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Patent number: 6307105Abstract: A process for providing an &agr;-fluorinated-&bgr;-dicarbonyl includes electrophilically fluorinating a &bgr;-dicarbonyl with bis-fluoroxydifluoromethane in the presence of an acid to provide the &agr;-monofluorinated-&bgr;-dicarbonyl. The acid is preferably hydrofluoric acid. Preferred &bgr;-dicarbonyls include methyl-3-oxopentanoate and ethyl-4,4,4-trifluoroacetoacetate. The process can limit radical impurity byproducts to no more than 4% in some cases, and less than 0.5% in other cases. Theoretical yields of 95% &agr;-monofluorinated-&bgr;-dicarbonyl are possible in some cases.Type: GrantFiled: July 19, 2000Date of Patent: October 23, 2001Assignee: Air Products and Chemicals, Inc.Inventors: William Jack Casteel, Jr., Robert George Syvret, Wade Hampton Bailey, III
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Patent number: 6235949Abstract: A process for the preparation of halide compounds, preferably aryl halides, by contacting a gaseous mixture of hydrohalic acid and a compound selected from an aryl halogen formate, an aryl carbonate and equivalents thereof with a Lewis acid catalyst.Type: GrantFiled: March 10, 1997Date of Patent: May 22, 2001Assignee: Rhodia ChimieInventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
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Patent number: 6218564Abstract: A process for the preparation of a substituted aromatic compound in which a chloroaromatic compound and an alkyl-, alkenyl- or aryl-boronic acid ester or anhydride are coupled in the presence of palladium and a lipophilic aliphatic phosphine comprising at least one branched aliphatic group or a lipophilic aliphatic Dis(phosphine). Preferred phosphines include triisopropyl, triisobutyl and tricyclohexylphosphine.Type: GrantFiled: June 10, 1999Date of Patent: April 17, 2001Assignee: Zeneca LimitedInventor: Michael John Monteith
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Patent number: 5874655Abstract: Chlorinated aromatics are obtained in a simple manner and in particularly good yield if the corresponding chloroformic esters are heated in the liquid phase to 90.degree. to 240.degree. C. in the presence of an inert organic solvent and a catalytic amount of one or more Lewis acids selected from the group consisting of the aluminium halides, iron halides and antimony halides.Type: GrantFiled: March 6, 1997Date of Patent: February 23, 1999Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Albrecht Marhold
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Patent number: 5763702Abstract: A benzene halide is produced with high purity at a high yield by heating a halogen-substituted benzene carboxylic acid in the presence of a basic catalyst in a solvent.Type: GrantFiled: September 25, 1996Date of Patent: June 9, 1998Assignee: Nippon Shokubai Co., Ltd.Inventors: Yasunori Okumura, Osamu Kaieda
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Patent number: 5710355Abstract: Disclosed is a method of making a chlorobenzene having the general formulas ##STR1## where X is Cl or F, and X' is X or CF.sub.3. A compound having the formula ##STR2## is sulfonated using at least 2 moles per mole of said compound of a sulfonating agent selected from the group consisting of sulfuric acid, chlorosulfonic acid, and mixtures thereof, to produce a sulfonated compound. The sulfonated compound is chlorodesulfonated to produce a chlorobenzene, such as 1,2,4-trichlorobenzene. Preferably, the starting material is ortho-dichlorobenzene.Type: GrantFiled: June 10, 1996Date of Patent: January 20, 1998Assignee: Occidental Chemical CorporationInventor: Ramesh Krishnamurti
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Patent number: 5648570Abstract: Substituted chloroaromatics are obtained in a simple manner in virtually isomer-free form when substituted phenols of the formula (II) ##STR1## where R.sup.1 to R.sup.5 are each, independently of one another, hydrogen, C.sub.1 -C.sub.10 -alkyl, unsubstituted or substituted C.sub.6 -C.sub.10 -aryl or halogen, with at least one of these radicals being different from hydrogen,are reacted with dichlorotriphenylphosphorus.Type: GrantFiled: June 21, 1996Date of Patent: July 15, 1997Assignee: Bayer AktiengesellschaftInventors: Heinz Landscheidt, Witold Broda, Alexander Klausener
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Patent number: 5504173Abstract: Process for preparing the (E)-isomer of a compound (II) by contacting the (E) or (Z) isomer of the 2-methylphenyl precursor, or a mixture of both, with bromine in an organic solvent, in the presence of a polymeric base and light.Type: GrantFiled: February 9, 1995Date of Patent: April 2, 1996Assignee: Zeneca LimitedInventors: Alfred G. Williams, Nicholas R. Foster
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Patent number: 5420364Abstract: Halogenated aromatic compounds are prepared by passing esters of halogenoformic acid at temperatures in the range 150.degree. to 600.degree. C. and pressures from 0.1 to 3 bar over a catalyst containing chromium, magnesium, iron, silicon and/or aluminium, wherein if Al.sub.2 O.sub.3 catalysts are used these have been activated with hydrogen halide.Type: GrantFiled: July 2, 1993Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Albrecht Marhold
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Patent number: 5401896Abstract: Relatively long chain alkyl aromatic compounds are prepared by alkylating an alkylatable aromatic compound with a relatively long chain alkylating agent under alkylation reaction conditions in the presence of catalyst comprising zeolite MCM-49.Type: GrantFiled: November 23, 1992Date of Patent: March 28, 1995Assignee: Mobil Oil Corp.Inventors: Guenter H. Kuehl, Daria N. Lissy, Hye Kyung C. Timken
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Patent number: 5306849Abstract: Halogenated aromatics are prepared by heating halogenoformic acid esters to 80.degree. to 280.degree. C. in the presence of hydrogen fluoride or a catalytic amount of one or more Lewis acids from the group comprising aluminium halides, iron halides and antimony halides, and in the liquid phase.Type: GrantFiled: July 28, 1993Date of Patent: April 26, 1994Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Dietmar Bielefeldt, Albrecht Marhold
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Patent number: 5144067Abstract: Disclosed is a process for the coproduction of (1) an alkyl iodide and (2) an .alpha.-iodocarboxylic acid, a mono-.alpha.-iodocarboxylic anhydride or a mixture thereof which comprises contacting a mixture of an iodine compound and a carboxylic anhydride with a peroxide at an elevated temperature.Type: GrantFiled: September 29, 1989Date of Patent: September 1, 1992Assignee: Eastman Kodak CompanyInventors: Joseph R. Zoeller, Michael R. Cushman, Regina M. Moncier, Brent A. Tennant
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Patent number: 4935565Abstract: Methyl chloride is produced by contacting methanol and hydrogen chloride in the vapor phase in the presence of KZnCl.sub.3 supported on silica. The process produces methyl chloride in good yield with minimal formation of dimethyl ether as a by-product.Type: GrantFiled: August 24, 1988Date of Patent: June 19, 1990Assignee: The Dow Chemical CompanyInventors: A. Dale Harley, Michael T. Holbrook
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Patent number: 4814467Abstract: A process for chlorinating compounds containing a carbon atom bonded to a hetero-atom selected from the group consisting of oxygen, nitrogen and sulfur; said process comprises contacting the carbon hetero-atom containing compound with a chloro phosphorus complex of the formulaRP.sup..sym. CL.sub.3 P.sup..crclbar. Cl.sub.6wherein R is selected from the group consisting of aryl, substituted aryl, alkyl and substituted alkyl, so that the hetero-atom is replaced by at least one chlorine atom; compounds capable of being chlorinated can include, for example, carboxylic acids, acid chlorides, ketones, aldehydes, alcohols, epoxides, esters, anhydrides, ethers, thiols, and aromatic nitro groups; the reaction can be extended to compounds containing the carbon to chlorine bond alpha to a carbon atom containing at least one hydrogen atom, it can be further dehydrochlorinated, e.g., by either heating to a temperature ranging from about 50.degree. C. to about 300.degree. C. or by reaction with a base selected, e.g.Type: GrantFiled: January 22, 1988Date of Patent: March 21, 1989Assignee: ICI Americas Inc.Inventors: Elliott Bay, Andrea Leone-Bay, Peter E. Timony
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Patent number: 4814524Abstract: Organic haloformate, e.g., chloroformate, compounds are converted to their corresponding halides, e.g., chlorides, by heating the haloformate, e.g., between 90.degree. C. and 150.degree. C., in the presence of a catalytic amount of an organic quaternary salt, e.g., quaternary ammonium or phosphonium salts, for a time sufficient to convert the haloformate to the corresponding halide.Type: GrantFiled: July 31, 1986Date of Patent: March 21, 1989Assignee: PPG Industries, Inc.Inventors: Robert G. Briody, James A. Manner
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Patent number: 4734533Abstract: Process for the preparation of (2,2)-paracyclophane or derivatives thereof by the Hofmann elimination of p.-methylbenzyltrimethylammonium hydroxide or derivatives thereof, in an aqueous solution of an alkali metal hydroxide, wherein said elimination is carried out in the presence of a ketone of the formula:Ch.sub.3 --CO--CH.sub.2 --R (I)wherein R is hydrogen, a halogen, or an alkyl-carboxylic group.Type: GrantFiled: December 12, 1986Date of Patent: March 29, 1988Assignee: Montedison S.p.A.Inventors: Raffaele Ungarelli, Maurizio A. Beretta, Alessandro Malacrida, Loris Sogli