Oxygen Containing Organic Compound Reactant Patents (Class 570/201)
  • Publication number: 20140364659
    Abstract: 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: Application
    Filed: April 12, 2012
    Publication date: December 11, 2014
    Inventors: Hemant Ratanakar Bandodkar, Dilip Chandrakant Sawant
  • Patent number: 8889926
    Abstract: 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: Grant
    Filed: July 2, 2012
    Date of Patent: November 18, 2014
    Assignee: The University of Akron
    Inventors: Joseph P. Kennedy, Gabor Erdodi
  • Publication number: 20140323765
    Abstract: 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: Application
    Filed: December 11, 2012
    Publication date: October 30, 2014
    Applicant: SOLVAY SPECIALTY POLYMERS USA, LLC.
    Inventors: Walter Reichle, Olivier Vidberg, Nicholas Almeter, Chantal Louis
  • Publication number: 20140301935
    Abstract: 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: Application
    Filed: October 24, 2012
    Publication date: October 9, 2014
    Applicants: BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.
    Inventors: Sorin Ivanovici, Matthias Georg Schwab, Xinliang Feng, Klaus Muellen
  • Publication number: 20140301936
    Abstract: 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: Application
    Filed: October 24, 2012
    Publication date: October 9, 2014
    Applicants: BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.
    Inventors: Matthias Georg Schwab, Klaus Muellen, Xinliang Feng, Lukas Doessel
  • Patent number: 8809602
    Abstract: 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: Grant
    Filed: January 30, 2013
    Date of Patent: August 19, 2014
    Assignees: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.
    Inventors: Junichi Yoshida, Seiji Suga, Kazuhide Kataoka, Koji Midorikawa, Yuji Hagiwara
  • Publication number: 20140206908
    Abstract: 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: Application
    Filed: June 8, 2012
    Publication date: July 24, 2014
    Applicant: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY
    Inventors: Kenichiro Itami, Kenji Mochida, Katsuaki Kawasumi, Yasutomo Segawa, Tomonori Kajino
  • Publication number: 20140187797
    Abstract: 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: Application
    Filed: February 4, 2014
    Publication date: July 3, 2014
    Inventors: Daisuke GOTO, Satoshi YAMAMOTO, Toshiya SAGISAKA, Takuji KATO, Takashi OKADA, Masato SHINODA, Shinji MATSUMOTO, Masataka MOHRI, Keiichiro YUTANI
  • Publication number: 20140014935
    Abstract: 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: Application
    Filed: March 16, 2012
    Publication date: January 16, 2014
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Daisuke Fukushima, Tomoyasu Yoshida, Yoshihiro Kawada, Takashi Kuragano, Makoto Anryu
  • Publication number: 20130165658
    Abstract: 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: Application
    Filed: June 9, 2011
    Publication date: June 27, 2013
    Inventors: Gennady Nisnevich, Mark Gandelman, Kseniya Kulbitski
  • Publication number: 20130096348
    Abstract: 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: Application
    Filed: September 10, 2012
    Publication date: April 18, 2013
    Inventors: Hsyueh-Liang WU, Chun-Chih Chen, Chia-Chen Liu, Wei-Ting Wei, Jo-Hsuan Fang
  • Publication number: 20130095605
    Abstract: 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: Application
    Filed: June 14, 2011
    Publication date: April 18, 2013
    Applicant: RICOH COMPANY, LTD.
    Inventors: Daisuke Goto, Satoshi Yamamoto, Toshiya Sagisaka, Takuji Kato, Takanori Tano, Masato Shinoda, Shinji Matsumoto, Masataka Mohri, Keiichiro Yutani
  • Patent number: 8383868
    Abstract: 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: Grant
    Filed: March 7, 2008
    Date of Patent: February 26, 2013
    Assignees: Japan Science and Technology Agency, Nippoh Chemicals Co., Ltd.
    Inventors: Junichi Yoshida, Seiji Suga, Kazuhide Kataoka, Koji Midorikawa, Yuji Hagiwara
  • Patent number: 8362295
    Abstract: 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: Grant
    Filed: January 8, 2009
    Date of Patent: January 29, 2013
    Assignee: William Marsh Rice University
    Inventors: James M. Tour, Howard K. Schmidt, Condell D. Doyle, Dmitry V. Kosynkin, Jay R. Lomeda
  • Publication number: 20120153271
    Abstract: 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: Application
    Filed: September 9, 2010
    Publication date: June 21, 2012
    Inventors: Daisuke Goto, Satoshi Yamamoto, Toshiya Sagisaka, Takuji Kato, Takashi Okada, Masato Shinoda, Shinji Matsumoto, Masataka Mohri, Keiichiro Yutani
  • Publication number: 20120130113
    Abstract: The disclosure provides methods for the use of open metal frameworks to catalyze coupling reactions.
    Type: Application
    Filed: July 27, 2010
    Publication date: May 24, 2012
    Applicants: BASF SE, THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Omar M. Yaghi, Alexander U. Czaja, Bo Wang, Zheng Lu
  • Publication number: 20110152491
    Abstract: 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: Application
    Filed: June 10, 2009
    Publication date: June 23, 2011
    Applicant: BASF SE
    Inventors: Shin-Ichiro Kawano, Martin Baumgarten, Klaus Mullen, Peter Murer, Thomas Schafer, Moussa Saleh
  • Publication number: 20110144386
    Abstract: 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: Application
    Filed: January 8, 2009
    Publication date: June 16, 2011
    Applicant: William Marsh Rice University
    Inventors: James M. Tour, Howard K. Schmidt, Condell D. Doyle, Dmitry V. Kosynkin, Jay R. Lomeda
  • Publication number: 20100268003
    Abstract: 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: Application
    Filed: November 24, 2008
    Publication date: October 21, 2010
    Applicant: ALBEMARLE CORPORATION
    Inventors: Saadat Hussain, Arthur G. Mack
  • Patent number: 7763760
    Abstract: 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: Grant
    Filed: June 16, 2004
    Date of Patent: July 27, 2010
    Assignee: SABIC Innovative Plastics IP B.V.
    Inventors: Balakrishnan Ganesan, Pradeep Jeevaji Nadkarni
  • Patent number: 7544847
    Abstract: 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: Grant
    Filed: October 10, 2008
    Date of Patent: June 9, 2009
    Assignees: 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
  • Publication number: 20080171892
    Abstract: 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: Application
    Filed: March 16, 2006
    Publication date: July 17, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Frank Hettche, Martin Volkert, Christoph Jakel, Oliver Bey
  • Publication number: 20080054232
    Abstract: 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: Application
    Filed: August 23, 2007
    Publication date: March 6, 2008
    Applicant: ALBEMARLE CORPORATION
    Inventor: Bonnie Gary McKinnie
  • Patent number: 7138554
    Abstract: 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: Grant
    Filed: June 12, 2002
    Date of Patent: November 21, 2006
    Assignee: Technion Research and Development Foundation
    Inventor: Amnon Stanger
  • Patent number: 7078571
    Abstract: 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 medium
    Type: Grant
    Filed: October 24, 2003
    Date of Patent: July 18, 2006
    Assignee: Clariant GmbH
    Inventors: Stefan Brand, Daniel Decker, Thomas Wessel
  • Patent number: 7060862
    Abstract: 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: Grant
    Filed: December 30, 2003
    Date of Patent: June 13, 2006
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Shean-Jeng Jong, Chun-Hsu Lin, Chao-chou Tu, Chung-Chien Chang
  • Patent number: 7041859
    Abstract: 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: Grant
    Filed: July 5, 2005
    Date of Patent: May 9, 2006
    Assignee: University of Tennessee Research Foundation
    Inventor: George W. Kabalka
  • Patent number: 7026522
    Abstract: Disclosed is a process for the production of 2-amino-2-[2-(4-C2-20-alkyl-phenyl)ethyl]propane-1,3-diols.
    Type: Grant
    Filed: June 18, 2003
    Date of Patent: April 11, 2006
    Assignee: Novartis AG
    Inventors: Stephan Abel, Tetsuro Fujita, Ryoji Hirose, Guido Jordine, Tadashi Mishina
  • Patent number: 7012166
    Abstract: 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: Grant
    Filed: March 18, 2003
    Date of Patent: March 14, 2006
    Assignee: General Electric Company
    Inventors: Dan Hancu, Robert Edgar Colborn, Richard Joseph Kilmer
  • Patent number: 6992231
    Abstract: 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: Grant
    Filed: December 30, 2003
    Date of Patent: January 31, 2006
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Shean-Jeng Jong, Chun-Hsu Lin, Ming-Te Shih, Chung-Chien Chang
  • Patent number: 6956142
    Abstract: 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: Grant
    Filed: December 17, 2003
    Date of Patent: October 18, 2005
    Assignee: Central Salt and Marine Chemicals Research Institute
    Inventors: Ashutosh Vasant Bedekar, Kumar Pushpito Ghosh, Subbarayyappa Adimurthy, Gadde Ramachandraiah
  • Publication number: 20040147757
    Abstract: 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: Application
    Filed: August 27, 2003
    Publication date: July 29, 2004
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Masaki Takai, Yoshiyuki Tanaka
  • Patent number: 6528692
    Abstract: 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: Grant
    Filed: December 19, 2001
    Date of Patent: March 4, 2003
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takahiro Ueoka, Hideyuki Ikehira
  • Patent number: 6440892
    Abstract: 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: Grant
    Filed: March 30, 2001
    Date of Patent: August 27, 2002
    Assignee: General Electric Company
    Inventors: Kirill Vladimirovich Shalyaev, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Bruce Fletcher Johnson
  • Patent number: 6307105
    Abstract: 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: Grant
    Filed: July 19, 2000
    Date of Patent: October 23, 2001
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William Jack Casteel, Jr., Robert George Syvret, Wade Hampton Bailey, III
  • Patent number: 6235949
    Abstract: 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: Grant
    Filed: March 10, 1997
    Date of Patent: May 22, 2001
    Assignee: Rhodia Chimie
    Inventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
  • Patent number: 6218564
    Abstract: 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: Grant
    Filed: June 10, 1999
    Date of Patent: April 17, 2001
    Assignee: Zeneca Limited
    Inventor: Michael John Monteith
  • Patent number: 5874655
    Abstract: 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: Grant
    Filed: March 6, 1997
    Date of Patent: February 23, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Albrecht Marhold
  • Patent number: 5763702
    Abstract: 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: Grant
    Filed: September 25, 1996
    Date of Patent: June 9, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yasunori Okumura, Osamu Kaieda
  • Patent number: 5710355
    Abstract: 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: Grant
    Filed: June 10, 1996
    Date of Patent: January 20, 1998
    Assignee: Occidental Chemical Corporation
    Inventor: Ramesh Krishnamurti
  • Patent number: 5648570
    Abstract: 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: Grant
    Filed: June 21, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinz Landscheidt, Witold Broda, Alexander Klausener
  • Patent number: 5504173
    Abstract: 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: Grant
    Filed: February 9, 1995
    Date of Patent: April 2, 1996
    Assignee: Zeneca Limited
    Inventors: Alfred G. Williams, Nicholas R. Foster
  • Patent number: 5420364
    Abstract: 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: Grant
    Filed: July 2, 1993
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Albrecht Marhold
  • Patent number: 5401896
    Abstract: 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: Grant
    Filed: November 23, 1992
    Date of Patent: March 28, 1995
    Assignee: Mobil Oil Corp.
    Inventors: Guenter H. Kuehl, Daria N. Lissy, Hye Kyung C. Timken
  • Patent number: 5306849
    Abstract: 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: Grant
    Filed: July 28, 1993
    Date of Patent: April 26, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Dietmar Bielefeldt, Albrecht Marhold
  • Patent number: 5144067
    Abstract: 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: Grant
    Filed: September 29, 1989
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventors: Joseph R. Zoeller, Michael R. Cushman, Regina M. Moncier, Brent A. Tennant
  • Patent number: 4935565
    Abstract: 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: Grant
    Filed: August 24, 1988
    Date of Patent: June 19, 1990
    Assignee: The Dow Chemical Company
    Inventors: A. Dale Harley, Michael T. Holbrook
  • Patent number: 4814467
    Abstract: 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: Grant
    Filed: January 22, 1988
    Date of Patent: March 21, 1989
    Assignee: ICI Americas Inc.
    Inventors: Elliott Bay, Andrea Leone-Bay, Peter E. Timony
  • Patent number: 4814524
    Abstract: 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: Grant
    Filed: July 31, 1986
    Date of Patent: March 21, 1989
    Assignee: PPG Industries, Inc.
    Inventors: Robert G. Briody, James A. Manner
  • Patent number: 4734533
    Abstract: 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: Grant
    Filed: December 12, 1986
    Date of Patent: March 29, 1988
    Assignee: Montedison S.p.A.
    Inventors: Raffaele Ungarelli, Maurizio A. Beretta, Alessandro Malacrida, Loris Sogli