Preparing Benzene Ring Containing Compound Patents (Class 570/143)
  • Patent number: 10556023
    Abstract: Fluoridated organofluoroborates comprising at least one 18F atom and precursors thereto, for use in PET scanning.
    Type: Grant
    Filed: March 7, 2014
    Date of Patent: February 11, 2020
    Assignee: THE UNIVERSITY OF BRITISH COLUMBIA
    Inventors: David Perrin, Zhibo Liu
  • Patent number: 8969057
    Abstract: Methods or preparing para-xylene from biomass by carrying out a Diels-Alder cycloaddition at controlled temperatures and activity ratios. Methods of preparing bio-terephthalic acid and bio-poly(ethylene terephthalate (bio-PET) are also disclosed, as well as products formed from bio-PET.
    Type: Grant
    Filed: April 22, 2013
    Date of Patent: March 3, 2015
    Assignee: The Coca-Cola Company
    Inventors: Indra Prakash, Venkata Sai Prakash Chaturvedula, Robert M. Kriegel, Xiaoyan Huang Huang
  • Patent number: 8952207
    Abstract: The present invention is a one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using a combination of aryl halides, a substrate, and a copper salt as catalyst. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores and explosives.
    Type: Grant
    Filed: September 10, 2008
    Date of Patent: February 10, 2015
    Assignee: The University of Houston System
    Inventors: Olafs Daugulis, Hien-Quang Do
  • Publication number: 20140058101
    Abstract: The invention is directed to a phosphine compound represented by general formula (1) wherein R? and R? independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R? and R? are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.
    Type: Application
    Filed: October 29, 2013
    Publication date: February 27, 2014
    Applicant: Evonik Degussa GmbH
    Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
  • Publication number: 20140008575
    Abstract: The present invention relates to a liquid-crystal medium which comprises a component A which consists of one or more compounds of the formula IA in which the parameters have the respective meanings given in the claims or in the text, and to the corresponding, novel mesogenic compounds and to the preparation thereof. The present invention likewise relates to the use of these liquid-crystal media, in particular in components for high-frequency technology, and to components of this type which contain the media according to the invention, and to the production and use of these components. The components according to the invention are suitable, in particular, for phase shifters in the microwave and millimetre wave region, for microwave and millimetre wave array antennae and very particularly for so-called tunable “reflectarrays”.
    Type: Application
    Filed: February 27, 2012
    Publication date: January 9, 2014
    Applicant: Merck Patent GmbH
    Inventors: Christian Jasper, Elvira Montenegro, Detlef Pauluth, Volker Reiffenrath, Atsutaka Manabe
  • Publication number: 20130190449
    Abstract: This invention relates to a method for the production of graphene oxide and its use in various applications. The invention provides a method for the preparation of graphene oxide which involves treating a mixture of graphene oxide and impurities with a solution of a base. The impurities in the graphene oxide include oxygen-containing species that are associated with it i.e. bound to the graphene oxide but which are not covalently bonded to the graphene. The graphene oxide of the present invention has improved purity relative to the poorly characterised graphene oxide that is produced by existing methods.
    Type: Application
    Filed: October 6, 2011
    Publication date: July 25, 2013
    Inventors: Ian Kinloch, Robert Young, Jonathan Rourke, Neil R. Wilson
  • Publication number: 20130184485
    Abstract: What is described is a process for preparing organic compounds of the general formula (I) R—R???(I) by converting a corresponding compound of the general formula (II) R—X ??(II) in which X is fluorine, chlorine, bromine or iodine to an organomagnesium compound of the general formula (III) [M+]n[RmMgXkY1]??(III) wherein compounds of the formula (III) are reacted with a compound of the general formula (IV) characterized in that the reaction of (III) with (IV) is performed in the presence of a) catalytic amounts of an iron compound, based on the compound of the general formula (II), and optionally in the presence of b) a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II).
    Type: Application
    Filed: February 1, 2011
    Publication date: July 18, 2013
    Applicant: SALTIGO GMBH
    Inventors: Matthias Gotta, Bernd Wilhelm Lehnemann, Waldemar Maximilian Czaplik, Matthias Mayer, Axel Jacobi Von Wangelin
  • Publication number: 20130053557
    Abstract: Processes and intermediates for preparing linezolid, and pharmaceutically acceptable salts thereof, are described herein.
    Type: Application
    Filed: April 28, 2011
    Publication date: February 28, 2013
    Applicant: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
    Inventor: James R. McCarthy
  • Publication number: 20130035322
    Abstract: Gold (I) hydroxide complexes of the form Z-Au-OH and digold complexes of the form Z—Au-(?OH)—Au—Z where groups Z are two electron donors are provided. The groups Z may be carbenes, for example nitrogen containing heterocyclic carbenes (NHCs), phosphines or phosphites. The complexes can be used as catalysts, for example in reactions such as hydration of nitriles, skeletal arrangement of enynes, alkoxycyclisation of enynes, alkyne hydration, the Meyer-Shuster reaction, 3,3? rearrangement of allylic acetates, cyclisation of propargylic acetates, Beckman rearrangements and hydroamination. The complexes can be used in medicine, for example in the treatment of cancer.
    Type: Application
    Filed: March 2, 2011
    Publication date: February 7, 2013
    Applicant: University Court of The University of St. Andrews
    Inventor: Steven P. Nolan
  • Publication number: 20120277458
    Abstract: Provided is a method for producing a difluorocyclopropane compound under milder reaction conditions and with high selectivity and high yield. The method for producing a difluorocyclopropane compound of the present invention is characterized by using sodium bromodifluoroacetate as a difluorocyclopropanation agent. With the disclosed method, a difluorocyclopropane compound can be produced under milder reaction conditions and with a higher conversion rate and a higher yield compared to conventional art. Further, by-products can be reduced significantly, thus allowing waste to be greatly reduced. Accordingly, the production method of the present invention is easy to implement industrially (can be employed on an industrial scale) and is thus extremely practical and useful.
    Type: Application
    Filed: October 26, 2010
    Publication date: November 1, 2012
    Inventors: Hideki Amii, Kojun Oshiro, Yoshimichi Morimoto, Makoto Matsuura
  • Publication number: 20120171103
    Abstract: The invention relates to a method of modifying electrical properties of carbon nanotubes by subjecting a composition of carbon nanotubes to one or more radical initiator(s). The invention also relates to an electronic component such as field-effect transistor comprising a carbon nanotube obtained using the method of the invention. The invention also relates to the use of the modified carbon nanotubes in conductive and high-strength nanotube/polymer composites, transparent electrodes, sensors and nanoelectromechanical devices, additives for batteries, radiation sources, semiconductor devices (e.g. transistors) or interconnects.
    Type: Application
    Filed: June 28, 2010
    Publication date: July 5, 2012
    Applicant: NANYANG TECHNOLOGICAL UNIVERSITY
    Inventors: Jianwen Zhao, Lain-Jong Li, Peng Chen, Bee Eng Mary Chan
  • Patent number: 8211820
    Abstract: The invention provides a catalyst composition for use in a cross-coupling reaction containing an iron or cobalt fluoride and a nitrogen-containing heterocyclic ring compound represented by General Formula (1A) or (1B), wherein R1 and R2 are same or different, and represent substituted or unsubstituted aryl group etc.; and R3 and R4 are same or different, and represent hydrogen etc., ?represents a single bond or a double bond, and X? represents a monovalent anion. The invention also provides a method for producing a cross-coupling compound by reacting an organic magnesium compound with an organic halogen compound in the presence of the catalyst composition.
    Type: Grant
    Filed: March 3, 2008
    Date of Patent: July 3, 2012
    Assignees: Kyoto University, Tosoh Finechem Corporation
    Inventors: Masaharu Nakamura, Takuji Hatakeyama
  • Publication number: 20120022252
    Abstract: The disclosure is directed to: (a) phosphacycle ligands; (b) methods of using such phosphacycle ligands in bond forming reactions; and (c) methods of preparing phosphacycle ligands.
    Type: Application
    Filed: July 15, 2011
    Publication date: January 26, 2012
    Applicant: ABBOTT LABORATORIES
    Inventors: Shashank Shekhar, Thaddeus S. Franczyk, David M. Barnes, Travis B. Dunn, Anthony R. Haight, Vincent S. Chan
  • Patent number: 8088960
    Abstract: The present invention relates to a process for the production of compounds of formula (I) wherein X is fluoro, chloro, bromo or iodo and n is 1, 2, 3 or 4, which process comprises reacting a compound of formula (II) wherein the substituents are as defined for formula (I), with inorganic nitrite in an acidic aqueous medium in the presence of bromide and a copper catalyst and wherein the process is carried out as a one-pot reaction.
    Type: Grant
    Filed: October 8, 2007
    Date of Patent: January 3, 2012
    Assignee: Syngenta Crop Protection LLC
    Inventors: Beat Jau, Colin Ellis, Linhua Wang
  • Patent number: 8067648
    Abstract: A phenyl tin compound is synthesized by using a derivative having various functional groups and a bromo- or iodo-benzene ring as a labeling material of a radioactive ligand. On the other hand, a novel hydroxytosyl iodobenzene compound having an electron-donating group is obtained by oxidizing iodobenzene having one or more electron-donating groups and reacting it with tosylic acid. Then, a diphenyliodonium salt which is a labeling precursor is synthesized by reacting the resulting compound with various phenyl tin compounds. Finally, a 18F-labeled ligand having various functional groups and a [18F] fluorobenzene ring is synthesized by reacting the resulting diphenyliodonium salt with [18F]F?.
    Type: Grant
    Filed: November 29, 2006
    Date of Patent: November 29, 2011
    Assignee: National Institute of Radiological Sciences
    Inventors: Kazutoshi Suzuki, Ming-Rong Zhang, Katsushi Kumata
  • Publication number: 20110112321
    Abstract: An alkali metal fluoride dispersion essentially consisting of an alkali metal fluoride and an aprotic organic solvent obtainable by conducting the following Step (A), subsequently conducting the following Step (B) at least once, and then conducting the following Step(C); Step (A): a step of separating a liquid phase from an alkali metal fluoride dispersion comprising at least one alcohol solvent selected from the group consisting of methanol, ethanol and isopropanol and an alkali metal fluoride, and mixing the separated liquid phase with an aprotic organic solvent having a boiling point of 85° C.
    Type: Application
    Filed: August 27, 2008
    Publication date: May 12, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20110065968
    Abstract: The present invention relates to a process for the production of compounds of formula (I) wherein X is fluoro, chloro, bromo or iodo and n is 1, 2, 3 or 4, which process comprises reacting a compound of formula (II) wherein the substituents are as defined for formula (I), with inorganic nitrite in an acidic aqueous medium in the presence of bromide and a copper catalyst and wherein the process is carried out as a one-pot reaction.
    Type: Application
    Filed: October 8, 2007
    Publication date: March 17, 2011
    Applicants: SYNGENTA LIMITED, SYNGENTA CROP PROTECTION, INC.
    Inventors: Beat Jau, Colin Ellis, Linhua Wang
  • Patent number: 7893306
    Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.
    Type: Grant
    Filed: October 25, 2006
    Date of Patent: February 22, 2011
    Assignees: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Publication number: 20100292481
    Abstract: A method for producing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups are bonded to an aromatic ring with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) being structurally different from the above-mentioned aromatic compound (A) and having one or two leaving groups bonded to an aromatic ring, in the presence of a nickel compound, a ligand, a manganese salt and a metal reducing agent.
    Type: Application
    Filed: December 17, 2008
    Publication date: November 18, 2010
    Inventors: Seiji Oda, Takashi Kamikawa
  • Patent number: 7781625
    Abstract: A process for carrying out a chemical reaction which is catalysed by one or more metal or hydrogen fluoroalkyl-sulfonylated compound which process comprises carrying out said reaction in the presence of an ionic liquid or in solvent-free conditions.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: August 24, 2010
    Assignee: The Queen's University of Belfast
    Inventors: Martyn J. Earle, Barry Joseph Mcauley, Alwar Ramani, Kenneth Richard Seddon, Jillian M. Thomson
  • Publication number: 20100094018
    Abstract: The invention provides a catalyst composition for use in a cross-coupling reaction containing an iron or cobalt fluoride and a nitrogen-containing heterocyclic ring compound represented by General Formula (1A) or (1B), wherein R1 and R2 are same or different, and represent substituted or unsubstituted aryl group etc.; and R3 and R4 are same or different, and represent hydrogen etc., represents a single bond or a double bond, and X? represents a monovalent anion. The invention also provides a method for producing a cross-coupling compound by reacting an organic magnesium compound with an organic halogen compound in the presence of the catalyst composition.
    Type: Application
    Filed: March 3, 2008
    Publication date: April 15, 2010
    Applicants: KYOTO UNIVERSITY, TOSOH FINECHEM CORPORATION
    Inventors: Masaharu Nakamura, Takuji Hatakeyama
  • Publication number: 20100056819
    Abstract: The present invention provides a process for producing nano graphene platelets (NGPs) that are both dispersible and electrically conducting. The process comprises: (a) preparing a pristine NGP material from a graphitic material; and (b) subjecting the pristine NGP material to an oxidation treatment to obtain the dispersible NGP material, wherein the NGP material has an oxygen content no greater than 25% by weight. Conductive NGPs can find applications in transparent electrodes for solar cells or flat panel displays, additives for battery and supercapacitor electrodes, conductive nanocomposite for electromagnetic wave interference (EMI) shielding and static charge dissipation, etc.
    Type: Application
    Filed: September 3, 2008
    Publication date: March 4, 2010
    Inventors: Bor Z. Jang, Aruna Zhamu
  • Patent number: 7652178
    Abstract: A composition comprising perfluoro-[2,2]-paracyclophane dimer compound is disclosed. The synthesis reaction of the paracyclophane dimer from 1,4-bis(chlorodifluoromethane)-2,3,5,6-tetrafluorobenzene involves heating in the presence of a metal catalyst and a solvent. A perfluorinated paraxylylene coating formed from the perfluorinated paracyclophane dimer is also disclosed.
    Type: Grant
    Filed: February 26, 2007
    Date of Patent: January 26, 2010
    Assignee: Specialty Coating Systems, Inc.
    Inventors: William R. Dolbier, Jr., Puhui Xie, Rakesh Kumar
  • Publication number: 20090171131
    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: Application
    Filed: October 10, 2008
    Publication date: July 2, 2009
    Applicants: Yuan-Shin Materials Technology Corp., Chung-shan Institute of Science and Technology. Armaments Bureau. M.N.D.
    Inventors: Chan-Yuan Ho, Tsair-Feng Lin, Chun-Hsu Lin, Shieh-Jun Wang
  • Publication number: 20090105479
    Abstract: The invention is directed to a compound of the structural formula (22) (22) crystal form of structural formulae (21) and its free acid, pharmaceutical compositions comprising these compounds and methods of preparing and using these compounds.
    Type: Application
    Filed: October 24, 2006
    Publication date: April 23, 2009
    Applicant: MERCK & CO., INC.
    Inventors: Mark Cameron, Frederick W. Hartner, Lushi Tan, Nobuyoshi Yasuda, Naoki Yoshikawa
  • Publication number: 20090076315
    Abstract: Methods for the preparation of fluorenyl-type ligand structures and substituted fluorenyl groups which may be employed in metallocene-type olefin polymerization catalysts. There is provided a 2,2?-dihalogen-diphenylmethylene having a methylene bridge connecting a pair of phenyl groups. Each phenyl group has a halogen on a proximal carbon atom relative to the methylene bridge. The halogenated diphenylmethylene is reacted with a coupling agent comprising a Group 2 or 12 transition metal in the presence of a nickel or palladium-based catalyst to remove the halogen atoms from the phenyl groups and couple the phenyl groups at the proximal carbon atoms to produce a fluorene ligand structure. The coupling agent may be zinc, cadmium or magnesium and the catalyst may be a monophosphene nickel complex. The halogenated diphenylmethylene may be an unsubstituted ligand structure or a monosubstituted or disubstituted ligand structure.
    Type: Application
    Filed: November 25, 2008
    Publication date: March 19, 2009
    Applicant: FINA TECHNOLOGY, INC.
    Inventors: Vladimir Marin, Abbas Razavi
  • Publication number: 20090076266
    Abstract: The present invention is a one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using a combination of aryl halides, a substrate, and a copper salt as catalyst. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores and explosives.
    Type: Application
    Filed: September 10, 2008
    Publication date: March 19, 2009
    Applicant: THE UNIVERSITY OF HOUSTON SYSTEM
    Inventors: Olafs Daugulis, Hien-Quang Do
  • Publication number: 20090069589
    Abstract: Methods and systems for producing hydrohalocarbon and/or halocarbon compounds with an inorganic fluoride (e.g., silicon tetrafluoride (SiF4)) are disclosed herein.
    Type: Application
    Filed: September 3, 2008
    Publication date: March 12, 2009
    Applicant: International Isotopes Inc.
    Inventor: Bamidele Omotowa
  • Publication number: 20090036718
    Abstract: The invention relates to processes for aromatic nucleophilic substitution by contacting a substrate of formula (III) Ar-???(III) where Ar is an aromatic group where the nucleus carrying the group ? is electron-poor, either because it contains at least one heteroatom in its ring or because the sum of the Hammett constants, ?p, of its substituents, apart from said ?, is at least 0.2, and ? is a leaving group, with a composition containing at least one ionic compound whose cation is of general formula G: (R10)(R9)N—[C(R8)?C(R6)]?—C(R5)?N+(R1)(R2)??(G) wherein: ? is an integer from 0 to 4, inclusive; R1, R2, R5, R6 and R8, which are identical or different, are a hydrogen or a hydrocarbon group; and R9 and R10, which are identical or different, are a hydrocarbon group; or one or two of the substituents R1, R2, R5, R8, R9, and R10 are connected to other remaining substituent(s) to form one or two or more rings.
    Type: Application
    Filed: May 1, 2008
    Publication date: February 5, 2009
    Applicant: RHODIA CHIMIE
    Inventors: Rene GREE, Vincent Schanen, Jean-Francis Spindler, Maxime Garayt, Virginie Le Boulaire, Danielle Gree
  • Publication number: 20080319239
    Abstract: The invention relates to a process for the preparation of trans-indenofluorene compounds of the formula (Ia) or cis-indenofluorene compounds of the formula (Ib) in a reaction with at least one compound of the formula (IIa) or (IIb) respectively with at least one compound of the R-Hal in the presence of at least one organic base and at least one organic, polar, aprotic solvent.
    Type: Application
    Filed: November 18, 2006
    Publication date: December 25, 2008
    Applicant: Merck Patent GmbH
    Inventor: Arne Buesing
  • Publication number: 20080319229
    Abstract: The invention provides a novel process for the preparation of a compound of formula (I) which includes the reduction of a compound of formula (II) or a salt thereof, in the presence of a catalyst, and novel intermediates useful for its synthesis.
    Type: Application
    Filed: June 19, 2008
    Publication date: December 25, 2008
    Applicant: DIPHARMA FRANCIS S.R.L.
    Inventors: Pietro ALLEGRINI, Emanuele ATTOLINO
  • Publication number: 20080262275
    Abstract: Methods and systems for producing halocarbon with an inorganic fluoride (e.g., germanium tetrafluoride (GeF4)) are disclosed herein.
    Type: Application
    Filed: September 11, 2007
    Publication date: October 23, 2008
    Inventor: Bamidele Omotowa
  • Publication number: 20080262274
    Abstract: Methods and systems for producing chlorofluorocarbon with an inorganic fluoride (e.g., germanium tetrafluoride (GeF4)) are disclosed herein.
    Type: Application
    Filed: September 11, 2007
    Publication date: October 23, 2008
    Inventor: Bamidele Omotowa
  • Publication number: 20080214878
    Abstract: Method for the production of 1,3,5-trifluoro-2,4,6-trichlorobenzene from fluorobenzene comprising steps A) and B): A) chlorination of fluorobenzene derivatives of formula (II), in which X=fluorine of H, Z=nitro, bromo or chloro and n=0 or 1-4 and B) fluorination of the distillation residue and separation by distillation of the 1,3,5-trifluoro-2,4,6-trichlorobenzene thus produced.
    Type: Application
    Filed: April 21, 2006
    Publication date: September 4, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Michael Rack, Sebastian Peer Smidt, Manuel Budich, Volker Maywald, Michael Keil, Bernd Wolf
  • Patent number: 7214838
    Abstract: A method for transferring TCPX (?, ?, ??, ??-tetrachloro-p-xylene) into TFPX (?, ?, ??, ??-tetrafluoro-p-xylene) is disclosed, which comprises the following steps: (a) providing a first reactant comprising TFPX; (b) mixing the first reactant with alkali metal fluorides, TCPX and phase transfer catalyst(s) to form a mixture, wherein the alkali metal fluorides is KF, CsF, NaF, LiF or the combination thereof, the phase transfer catalyst(s) is quaternary ammonium salt, quaternary phosphonium salt or the combination thereof; and (c) heating the mixture.
    Type: Grant
    Filed: July 27, 2005
    Date of Patent: May 8, 2007
    Assignee: Yuan-Shin Materials Technology Corp.
    Inventors: Chun-Hsu Lin, Jao-Jou Tu, Te-Po Liou, Shieh-Jun Wang
  • Patent number: 7183447
    Abstract: In a process for the preparation of ring compounds via a combinatorial synthesis, the reaction procedure is based on a Suzuki coupling, subsequent halo-demetallation and finally a further Suzuki coupling. The Suzuki couplings are each carried out with a boronic acid or a boronic acid ester. The reaction procedure uses provides novel ring compounds and uses novel synthesis units used for this purpose. The novel ring compounds are suitable for use as constituents in liquid-crystalline mixtures.
    Type: Grant
    Filed: March 17, 2003
    Date of Patent: February 27, 2007
    Assignee: Merck Patent GmbH
    Inventors: Detlef Pauluth, Peer Kirsch, Peter Baeuerle, Oliver Deeg
  • Patent number: 7173159
    Abstract: A method for the synthesis of TFPX (?, ?, ??, ??-tetrafluoro-p-xylene) is disclosed, which comprises the following steps: (a) providing a sulpholane solution comprising TCPX (?, ?, ??, ??-tetrachloro-p-xylene); (b) mixing the sulpholane solution with alkali metal fluoride, and phase transfer catalyst to form a mixture, wherein the phase transfer catalyst is quaternary phosphonium salt; and (c) heating the mixture.
    Type: Grant
    Filed: July 27, 2005
    Date of Patent: February 6, 2007
    Assignee: Yuan-Shin Materials Technology Corp.
    Inventors: Chan-Yuan Ho, Tsair-Feng Lin, Chun-Hsu Lin, Shieh-Jun Wang
  • Patent number: 7145046
    Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.
    Type: Grant
    Filed: August 1, 2003
    Date of Patent: December 5, 2006
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Carsten Brosch
  • Patent number: 7115788
    Abstract: A method for the preparation of ?,?,??,??-tetrafluoro-p-xylene is disclosed.
    Type: Grant
    Filed: June 21, 2004
    Date of Patent: October 3, 2006
    Assignee: Welsum Enterprise Co., Ltd.
    Inventors: Shean Jeng Jong, Hong Yu Hsu
  • Patent number: 7105707
    Abstract: Mono- and disubstituted aryl or heterocyclic acetylenes are produced by a process comprising reacting an aryl nitrile with an alkynylzinc compound, a bis-alkynylzinc compound, or an alkynylmagnesium compound, in the presence of a nickel/phosphine catalyst.
    Type: Grant
    Filed: December 17, 2003
    Date of Patent: September 12, 2006
    Assignee: PharmaCore, Inc.
    Inventors: Joseph A. Miller, Jonathan M. Penney
  • 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: 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: 6909023
    Abstract: To provide a novel method for producing a fluorinated benzenedimethanol compound useful as a starting material or an intermediate in the production of agricultural or medicinal chemicals in an industrially advantageous manner. A method for producing a fluorinated benzenedimethanol compound according to the present invention comprises the steps of reducing the nitrile groups of a fluorinated benzenedinitrile compound to obtain a fluorinated xylylenediamine compound and then converting the aminomethyl groups of the fluorinated xylylenediamine compound into hydroxymethyl groups.
    Type: Grant
    Filed: July 3, 2001
    Date of Patent: June 21, 2005
    Assignee: Showa Denko K.K.
    Inventors: Masatoshi Murakami, Yuseki Suyama, Kohei Morikawa
  • Patent number: 6894200
    Abstract: A method of preparing vicinal difluoro aromatic compounds in high yield from hydroxy aromatic compounds using various bases and a method of preparing intermediates thereof. A method for making a vicinal difluoro halogenated aromatic compound including providing a tetrafluoro derivative of a halogen substituted aromatic compound, wherein the tetrafluoro derivative has two fluorine atoms on each of two adjacent carbons and at least one additional halogen substituent; reacting the tetrafluoro derivative with a reducing agent in presence of a base for a reaction time sufficient to form the vicinal difluoro halogenated aromatic compound containing two vicinal fluorine substituents and the at least one additional halogen substituent, wherein the reducing agent is used in a reducing agent effective amount sufficient to retain the at least one additional halogen substituent.
    Type: Grant
    Filed: February 3, 2003
    Date of Patent: May 17, 2005
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Axel Klauck-Jacobs, Kathryn Sue Hayes, Reiner Taege, William Casteel, Gauri Sankar Lal
  • Patent number: 6872861
    Abstract: The invention relates to a process for preparing polyfluoroalkyl-lithium compounds by deprotonation of polyfluoroalkyl compounds by means of lithium bases.
    Type: Grant
    Filed: June 7, 2002
    Date of Patent: March 29, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Marielouise Schneider, Albrecht Marhold, Alexander Kolomeitsev, Alexander Kadyrov, Gerd-Volker Röschenthaler, Jan Barten
  • Patent number: 6855850
    Abstract: To provide a practical method of manufacturing fluorine compounds in a small number of steps that can carry out fluorination reaction of substrates using easily available fluorinating agents that can be inexpensively produced industrially, and recover precursors of the fluorinating agents generated accompanying the reaction quantitatively in an easy operation, and a method of recovery and regeneration of the precursors of the fluorinating agents. N-Fluoro-quaternary-nitrogen-onium tetrafluoroborate salts represented by the general formula (1) as the fluorinating agents are used. N-Hydro-quaternary-nitrogen-onium tetrafluoroborate salts represented by the general formula (2) generated accompanying the reaction are separated and recovered from the reaction mixture by means of depositing as crystals by the addition of solvents with a low affinity to the salts to the reaction mixture after the reaction.
    Type: Grant
    Filed: May 1, 2003
    Date of Patent: February 15, 2005
    Assignee: Daikin Industries Ltd.
    Inventors: Kenji Adachi, Ginjiro Tomizawa, Satoshi Oishi
  • Publication number: 20040171895
    Abstract: A process for carrying out a chemical reaction which is catalysed by one or more metal or hydrogen fluoroalkyl-sulfonylated compound which process comprises carrying out said reaction in the presence of an ionic liquid or in solvent-free conditions.
    Type: Application
    Filed: April 22, 2004
    Publication date: September 2, 2004
    Inventors: Martyn J. Earle, Barry Joseph Mcauley, Alwar Ramani, Kenneth Richard Seddon, Jillian M. Thomson
  • Patent number: 6784327
    Abstract: A process for the production of a fluorinated organic compound, characterized by fluorinating an organic compound having a hydrogen atoms using IF5; and a novel fluorination process for fluorinating an organic compound having a hydrogen atoms by using a fluorinating agent containing IF5 and at least one member selected from the group consisting of acids, bases, salts and additives.
    Type: Grant
    Filed: December 10, 2002
    Date of Patent: August 31, 2004
    Assignee: Daikin Industries, Ltd.
    Inventors: Norihiko Yoneda, Tsuyoshi Fukuhara, Kazuhiro Shimokawa, Kenji Adachi, Satoshi Oishi
  • Patent number: 6781021
    Abstract: A catalyst composition with a high halogenated aromatics isomerization activity, a halogenated aromatic isomerization method using said catalyst composition, and a halogenated aromatics isomerization method capable of prolonging the life or regeneration period of the catalyst. The invention also includes a catalyst composition characterized in that the maximum diameter of secondary particles of the zeolite in the formed catalyst is 5 microns or less is used to improve the halogenated aromatics isomerization activity. Furthermore, if dissolved oxygen is decreased, the life or regeneration period of the catalyst can be prolonged.
    Type: Grant
    Filed: November 8, 2001
    Date of Patent: August 24, 2004
    Assignee: Toray Industries, Inc.
    Inventors: Hajime Kato, Kazuyoshi Iwayama, Masashi Kato, Shinobu Yamakawa, Hirohito Okino
  • Publication number: 20040087816
    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: Application
    Filed: October 24, 2003
    Publication date: May 6, 2004
    Applicant: Clariant GmbH
    Inventors: Stefan Brand, Daniel Decker, Thomas Wessel