Oxygen Containing Patents (Class 570/142)
  • Patent number: 9212119
    Abstract: A method of making ?,?-diiodoperfluoroalkanes includes combining: diatomic iodine, at least one perfluoroalkylene oxide represented by the formula wherein Rf represents a perfluoroalkyl group; and at least one of: a) a first metallic compound comprising nickel, and a second metallic compound comprising molybdenum that is compositionally different from the first metallic compound; or b) a metallic alloy comprising from 50 to 70 percent by weight of nickel and from 20 to 40 percent by weight of molybdenum, based on the total weight of the metallic alloy, thereby producing at least one product represented by the formula I(CF2)nI, wherein n independently represents an integer in the range of from 1 to 11. The total weight of the at least one product wherein n is 3 or greater exceeds the total weight of the at least one product wherein n is 1 or 2 by a factor of at least 4.
    Type: Grant
    Filed: October 9, 2013
    Date of Patent: December 15, 2015
    Assignee: 3M Innovative Properties Company
    Inventors: Steven J. Martin, Luke T. Dressel, Aaron E. Hutt, Eric A. Schotz, Terence D. Spawn, Miguel A. Guerra, Tatsuo Fukushi, Jeremy A. Miller, Christopher M. Geise, James A. McDonell
  • Patent number: 9087996
    Abstract: A method of manufacturing a fluorine-containing aromatic compound represented by the following formula (2-1) or formula (2-2): R1 is a linear perfluoroalkyl group having a carbon number of 1 to 3; X2 to X5 are a halogen atom or a hydrogen atom; R2 to R5, L1 and L2 are a monovalent hydrocarbon group having a carbon number of 1 to 12, a monovalent aromatic hydrocarbon group, a monovalent hetero aromatic group, a halogen atom, or a hydrogen atom; one or more groups selected from R2 to R5 are a monovalent hydrocarbon group having a carbon number of 1 to 12, a monovalent aromatic hydrocarbon group, or a monovalent heteroaromatic group; and m is an integer of 0 or more, n is an integer of 1 or more, and m+n is an integer of 2 or more and 6 or less.
    Type: Grant
    Filed: August 14, 2014
    Date of Patent: July 21, 2015
    Assignee: ASAHI GLASS COMPANY, LIMITED
    Inventors: Takashi Yamazaki, Shigeyuki Yamada, Kyoko Yamamoto
  • Publication number: 20140371446
    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: August 25, 2014
    Publication date: December 18, 2014
    Applicant: AbbVie Inc.
    Inventors: Shashank Shekhar, Thaddeus S. Franczyk, David M. Barnes, Travis B. Dunn, Anthony R. Haight, Vincent S. Chan
  • Publication number: 20140357873
    Abstract: A method of manufacturing a fluorine-containing aromatic compound represented by the following formula (2-1) or formula (2-2): R1 is a linear perfluoroalkyl group having a carbon number of 1 to 3; X2 to X5 are a halogen atom or a hydrogen atom; R2 to R5, L1 and L2 are a monovalent hydrocarbon group having a carbon number of 1 to 12, a monovalent aromatic hydrocarbon group, a monovalent hetero aromatic group, a halogen atom, or a hydrogen atom; one or more groups selected from R2 to R5 are a monovalent hydrocarbon group having a carbon number of 1 to 12, a monovalent aromatic hydrocarbon group, or a monovalent heteroaromatic group; and m is an integer of 0 or more, n is an integer of 1 or more, and m+n is an integer of 2 or more and 6 or less.
    Type: Application
    Filed: August 14, 2014
    Publication date: December 4, 2014
    Inventors: Takashi YAMAZAKI, Shigeyuki YAMADA, Kyoko YAMAMOTO
  • Patent number: 8865947
    Abstract: The present invention is directed to a process for preparation of fluorinated alcohols of Formula (I) RfCH2CH2OH??(I) by contacting a fluorinated iodide with an alkyl vinyl ether in the presence of an initiator and a base to generate an intermediate hemi-acetal or aldehyde or a mixture thereof, followed by hydrogenation of the hemi-acetal of Formula (II) RfCH2CH(OCxH2x+1)m(OH)p??(II) or aldehyde of Formula (III) RfCH2CHO??(III) or a mixture thereof, to yield a compound of Formula (I).
    Type: Grant
    Filed: December 6, 2012
    Date of Patent: October 21, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Kenneth Gene Moloy, Sheng Peng
  • Patent number: 8828902
    Abstract: A microencapsulated catalyst is prepared by dissolving or dispersing a catalyst in a first phase (for example an organic phase), dispersing the first phase in a second, continuous phase (for example an aqueous phase) to form an emulsion, reacting one or more microcapsule wall-forming materials at the interface between the dispersed first phase and the continuous second phase to form a microcapsule polymer shell encapsulating the dispersed first phase core and optionally recovering the microcapsules from the continuous phase. The catalyst is preferably a transition metal catalyst and the encapsulated catalyst may be used for conventional catalysed reactions. The encapsulated catalyst may recovered from the reaction medium and re-cycled.
    Type: Grant
    Filed: July 9, 2002
    Date of Patent: September 9, 2014
    Assignee: Reaxa Limited
    Inventors: Chandrashekar Ramarao, David Joszef Tapolczay, Ian Malcolm Shirley, Stephen Christopher Smith, Steven Victor Ley
  • Publication number: 20140243547
    Abstract: The present invention relates to mono- or bi-functional (per)fluoropolyethers comprising a linear (per)fluoropolyether chain having two ends, wherein one or two ends contain —CF(CF3)COF groups, to a process for preparing them and to their use as precursors in the preparation of further functionalised (per)fluoropolyethers. The invention also relates to these further functionalised (per)fluoropolyethers.
    Type: Application
    Filed: September 25, 2012
    Publication date: August 28, 2014
    Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.
    Inventors: Simonetta Antonella Fontana, Claudio Adolfo Pietro Tonelli, Piero Gavezotti
  • Patent number: 8816138
    Abstract: The present invention provides a method for producing 3-chloro-pentafluoropropene at a high yield through one reaction step of chlorinating perfluoroallyl fluorosulfate. The present invention directs to a method for producing 3 -chloro-pentafluoropropene, including the step of bringing perfluoroallyl fluorosulfate and an onium chloride compound into contact with each other to produce the 3-chloro-pentafluoropropene.
    Type: Grant
    Filed: March 28, 2011
    Date of Patent: August 26, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Shinsuke Ohshita, Yuichi Hashikawa, Masahiro Kondo, Takashi Yoshimura, Noriyuki Shinoki, Emi Mantani
  • Publication number: 20140235898
    Abstract: Novel substituted phenylsulfur trifluorides that act as fluorinating agents are disclosed. Also disclosed are methods for their preparation and methods for their use in introducing one or more fluorine atoms into target substrate compounds. Finally, various intermediate compounds for use in preparing substituted phenylsulfur trifluorides are provided.
    Type: Application
    Filed: March 14, 2014
    Publication date: August 21, 2014
    Applicant: UBE INDUSTRIES, LTD.
    Inventor: Teruo UMEMOTO
  • 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: 20140107373
    Abstract: A polyvalent vinyl aromatic compound represented by chemical formula (4) is produced by reacting (1) a specific vinyl aromatic compound and (2) a specific vinyl compound in the presence of (3-1) a metal complex and (3-2) a percarboxylic acid or a hypervalent iodine compound so that a vinyl group derived from the vinyl compound is introduced onto a carbon atom that is adjacent to the carbon atom to which a vinyl group is bonded in the vinyl aromatic compound. (In the formula, Ar represents a monocyclic aromatic hydrocarbon group or the like; R1a represents a —CH2OC(?O)R4 group or the like; R2 represents a hydrogen atom or the like; R3 represents a hydrogen atom or the like; A represents an alkyl group having 1-20 carbon atoms, or the like; and n represents an integer of 1-m.
    Type: Application
    Filed: May 18, 2012
    Publication date: April 17, 2014
    Applicant: Tokyo Instutute of Technology
    Inventors: Koichi Mikami, Hiroki Serizawa, Norimichi Saito
  • Patent number: 8647780
    Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, 0, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FXI0)N—(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.
    Type: Grant
    Filed: March 7, 2011
    Date of Patent: February 11, 2014
    Assignee: Acep Inc.
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Publication number: 20130324757
    Abstract: An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. [Solution] The method for preparing a fluorine-containing olefin substituted with an organic group or groups, the method comprising a step of reacting a fluorine-containing olefin with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.
    Type: Application
    Filed: March 8, 2012
    Publication date: December 5, 2013
    Applicants: Daikin Industries, Osaka University
    Inventors: Takabumi Nagai, Kenji Adachi, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
  • Patent number: 8554373
    Abstract: The present disclosure provides methods of synthesizing alkylating agents and methods of use.
    Type: Grant
    Filed: December 21, 2007
    Date of Patent: October 8, 2013
    Assignee: The Queen's Medical Center
    Inventor: John Lim
  • Patent number: 8551445
    Abstract: Methods of alkylating target compounds are disclosed. The alkylating agent can be radiolabeled. In some instances, the alkylating agent is synthesized and then reacted with a target compound without an intervening purification step. The method comprises synthesizing an alkylating agent having the formula: X—(CR1R2)aCR3R4-LG wherein, a is 0, 1, 2 or 3, R1, R2, R3 and R4 are independently H, X or alkyl, X is a halogen or a label, with the proviso that at least one X is a halogen, LG is a leaving group; and directly reacting said alkylating agent with a target compound comprising an alkylation reactive group under conditions suitable for the alkylation of said target compound.
    Type: Grant
    Filed: August 17, 2010
    Date of Patent: October 8, 2013
    Assignee: The Queen's Medical Center
    Inventor: John Lim
  • Patent number: 8524104
    Abstract: Fire extinguishing compositions and methods of extinguishing a fire comprising compounds of formula (I) where Rf is a fluorocarbon group. The compounds and compositions described herein are useful as intermediates in the preparation of or as additives to AFFF (aqueous film forming foam) formulations used for the extinguishment of fuel and solvent fires.
    Type: Grant
    Filed: August 27, 2009
    Date of Patent: September 3, 2013
    Assignee: Ansul, Incorporated
    Inventor: Jeffrey D. Michael
  • Publication number: 20130197280
    Abstract: Disclosed is a process for producing a hydrofluoroalkene, RfCF?CH2 comprising contacting a hydrofluoroalkanol of structure RfCF2CH2OH, with a lewis acid to produce a mixture, diluting said mixture with a solvent to produce a solvent mixture, contacting the solvent mixture with a reactive metal, heating the solvent mixture and reactive metal for a sufficient amount of time to produce a hydrofluoroalkene, and condensing and collecting the volatile products comprising the hydrofluoroalkene, wherein Rf is F, or a fluorine-substituted alkyl group.
    Type: Application
    Filed: December 29, 2010
    Publication date: August 1, 2013
    Applicant: EI DU PONT DE NEMOURS AND COMPANY
    Inventors: Andrei Aleksandrovich Stepanov, Victor Filippovich Cherstkov, Mario Joseph Nappa
  • Publication number: 20130144083
    Abstract: The preparation of novel fullerynes which are fullerenes (e.g. C60, C70, C80, etc.) that contain one or more alkyne functionalities and may contain additional functional groups such as hydroxyls, halogens, esters, haloesters, phenyl, oligo(ethylene glycol)s, perfluorinated alkyl chains, and the like. Two desired preparation routes are disclosed. The first one is the Fischer esterification in desired solvents using a special designed reactor in contrast to the heretofore initial Steglich reaction that results in side reactions and low yields. The second one uses acetylide Grignard reagents that have reduced nucleophilicity and higher stability in contrast to the use of heretofore initial lithium organyls or other Grignard reagents that would add to C60 with possible multi-additions in an uncontrollable manner.
    Type: Application
    Filed: July 6, 2011
    Publication date: June 6, 2013
    Applicant: The University of Akron
    Inventors: Xuehui Dong, Wenbin Zhang, Stephen Z. D. Cheng, Roderic P. Quirk
  • Patent number: 8455592
    Abstract: Disclosed is a polycondensation process for preparing block copolyesters comprising blocks of fluoroether functionalized aromatic polyester and blocks of unmodified polyester. According to the process, a non-fluorinated poly(alkylene arylate) first homopolymer and a fluoroether functionalized poly(alkylene arylate) second homopolymer are combined to form a reaction mixture; the reaction mixture is heated to a temperature above the melting temperatures of each said homopolymer to prepare a molten reaction mixture; and the reaction is continued until the desired molecular weight is achieved. The block copolymers incorporated into blends with unmodified aromatic polyester impart oil and soil resistance to shaped articles prepared from the blends.
    Type: Grant
    Filed: November 8, 2011
    Date of Patent: June 4, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Neville Everton Drysdale, Elizabeth Forrester Mccord, Fredrik Nederberg
  • Patent number: 8454738
    Abstract: Disclosed is a mold-releasing agent comprising, as active ingredients, a graft copolymer (A) in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3), and a polyfluoroalkylphosphonic acid represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3, and c is an integer of 1 to 3) or a salt thereof (B). The mold-releasing agent comprises, as an active ingredient, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having mold release performance equivalent to or more than that of a mold-releasing agent comprising a compound having a perfluoroalkyl group containing 8 or more carbon atoms as an active ingredient.
    Type: Grant
    Filed: June 3, 2010
    Date of Patent: June 4, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • 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
  • Patent number: 8377187
    Abstract: Disclosed is a graft copolymer in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3). The graft copolymer is an oligomer compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms.
    Type: Grant
    Filed: June 3, 2010
    Date of Patent: February 19, 2013
    Assignee: Unimatec Co., Ltd.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • Publication number: 20130023704
    Abstract: The present invention provides a method for producing 3-chloro-pentafluoropropene at a high yield through one reaction step of chlorinating perfluoroallyl fluorosulfate. The present invention directs to a method for producing 3-chloro-pentafluoropropene, including the step of bringing perfluoroallyl fluorosulfate and an onium chloride compound into contact with each other to produce the 3-chloro-pentafluoropropene.
    Type: Application
    Filed: March 28, 2011
    Publication date: January 24, 2013
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuichi Hashikawa, Masahiro Kondo, Takashi Yoshimura, Noriyuki Shinoki, Emi Mantani
  • Publication number: 20120316341
    Abstract: Methods for fluorinating organic compounds are described herein.
    Type: Application
    Filed: April 11, 2012
    Publication date: December 13, 2012
    Inventors: Tobias Ritter, Pingping Tang
  • Patent number: 8193397
    Abstract: A hydrofluoroether compound comprises two terminal, independently fluoroalkyl or perfluoroalkyl groups and an intervening oxytetrafluoroethylidene moiety (—OCF(CF3)—) bonded through its central carbon atom to an alkoxy- or fluoroalkoxy-substituted fluoromethylene moiety (—CF(OR)—), each of the terminal groups optionally comprising at least one catenated heteroatom.
    Type: Grant
    Filed: December 6, 2006
    Date of Patent: June 5, 2012
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Michael G. Costello, Daniel R. Vitcak
  • Publication number: 20120130118
    Abstract: A tetrafluorotoluene compound represented by the formula (1): wherein R represents a C1-C6 alkyl group, and a method for producing a tetrafluorotoluene compound represented by the formula (1) which comprises hydrogenating a tetrafluorobenzyl alcohol compound represented by the formula (2): Wherein R represents a C1-C6 alkyl group.
    Type: Application
    Filed: January 27, 2012
    Publication date: May 24, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji HAGIYA
  • Publication number: 20120123120
    Abstract: Phenyliodonium ylide derivatives substituted with electron donating as well as electron withdrawing groups on the aromatic ring are shown for use as precursors in aromatic nucleophilic substitution reactions. The iodonium ylide group is substituted by nucleophiles such as halide ions to provide the corresponding haloaryl derivatives. No-carrier-added [F-18]fluoride ion exclusively substitutes the iodonium ylide moiety in these derivatives and provides high specific activity F-18 labeled fluoro derivatives. Protected L-dopa-6-iodonium ylide derivative have been synthesized as a precursors for the preparation of no-carrier-added 6-[F-18]fluoro-L-dopa. The iodonium ylide group in this L-dopa.derivative is nucleophilically substituted by no-carrier-added [F-18]fluoride ion to provide a [F-18]fluoro intermediates which upon acid hydrolysis yielded 6-[F-18]fluoro-L-dopa.
    Type: Application
    Filed: April 1, 2010
    Publication date: May 17, 2012
    Applicant: The Regents of the University of California
    Inventors: Nagichettiar Satyamurthy, Jorge R. Barrio
  • Publication number: 20120108801
    Abstract: The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.
    Type: Application
    Filed: June 18, 2010
    Publication date: May 3, 2012
    Applicant: OMEGACHEM INC
    Inventors: Michel A. Couturier, Alexandre L'Heureux
  • Patent number: 8158275
    Abstract: Fluorinated compounds of the invention are represented by the following general formula (I): (in formula (I), Ar1 and Ar2 each independently represent a C10 or greater aromatic hydrocarbon or C4 or greater heterocyclic group, R1 represents hydrogen or a monovalent substituent, R2 and R3 each independently represent a monovalent substituent, and s1 and t1 each independently represent an integer of 0 or greater. When s1 is 2 or greater, the multiple R2 groups may be the same or different, and when t1 is 2 or greater the multiple R3 groups may be the same or different.
    Type: Grant
    Filed: February 22, 2007
    Date of Patent: April 17, 2012
    Assignees: Osaka University, Sumitomo Chemical Company, Limited
    Inventors: Yutaka Ie, Yoshio Aso, Masashi Nitani, Masato Ueda
  • Publication number: 20110184159
    Abstract: The present invention relates to novel processes for the production of F-18 labeled radiotracers for Positron Emission Tomography (PET). The invention also comprises radiopharmaceutical kits using these processes.
    Type: Application
    Filed: June 24, 2009
    Publication date: July 28, 2011
    Inventors: Matthias Friebe, Keith Graham, Mathias Berndt
  • Publication number: 20110178302
    Abstract: Iodylbenzene derivatives substituted with electron donating as well as electron withdrawing groups on the aromatic ring are used as precursors in aromatic nucleophilic substitution reactions. The iodyl group (IO2) is regiospecifically substituted by nucleophilic fluoride to provide the corresponding fluoroaryl derivatives. No-carrier-added [F-18]fluoride ion derived from anhydrous [F-18](F/Kryptofix, [F-18]CsF or a quaternary ammonium fluoride (e.g., Me4NF, Et4NF, n-Bu4NF, (PhCH2)4NF) exclusively substitutes the iodyl moiety in these derivatives and provides high specific activity F-18 labeled fluoroaryl analogs. Iodyl derivatives of a benzothiazole analog and 6-iodyl-L-dopa derivatives have been synthesized as precursors and have been used in the preparation of no-carrier-added [F-18]fluorobenzothiazole as well as 6-[F-18]fluoro-L-dopa.
    Type: Application
    Filed: July 13, 2009
    Publication date: July 21, 2011
    Applicant: The Regents of the University of California
    Inventors: Nagichettiar Satyamurthy, Jorge R. Barrio
  • Patent number: 7964758
    Abstract: There is provided a novel process for production of a 2-(substituted phenyl) -3,3,3-trifluoropropene. Disclosed is a process for production of a 2-(substituted phenyl)-3,3,3-trifluoropropene compound represented by the formula (7) or a salt thereof The process comprises reacting a compound represented by the formula (1) (X is an alkyl group, etc.) with a compound represented by the formula (2) (Y is a halogen atom, etc.
    Type: Grant
    Filed: February 13, 2007
    Date of Patent: June 21, 2011
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Kazutaka Matoba, Takashi Mizukoshi, Yuji Moriyama
  • Publication number: 20110077406
    Abstract: Embodiments of the invention provide methods and materials for chemical cross-coupling reactions that utilize unconventional phenol derivatives as cross-coupling partners. Embodiments of the invention can be used to synthesize a variety of useful organic compounds, for example the anti-inflammatory drug flurbiprofen.
    Type: Application
    Filed: September 24, 2010
    Publication date: March 31, 2011
    Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Neil K. Garg, Kyle W. Quasdorf, Xia Tian
  • Patent number: 7901812
    Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N?(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.
    Type: Grant
    Filed: March 28, 2008
    Date of Patent: March 8, 2011
    Assignees: ACEP Inc., Centre National de la Recherche Scientifique, Universite de Montreal
    Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
  • Publication number: 20110046380
    Abstract: A method for producing an unsaturated organic compound represented by the formula (3): (Y1)m-1—R1—R2—(Y2)n-1??(3) wherein Y1 represents R2 or X1, and Y2 represents R1 or B(X2)2, which comprises reacting a compound represented by the formula (1): R1(X1)m??(1) wherein R1 represents an aromatic group or the like, X1 represents a leaving group and m represents 1 or 2, with a compound represented by the formula (2): R2{B(X2)2}n??(2) wherein R2 represents an aromatic group or the like, X2 represents a hydroxyl group or the like, and n represents 1 or 2, in the presence of (a) a nickel compound selected from a nickel carboxylate, nickel nitrate and a nickel halide, (b) a phosphine compound such as 1,4-bis(dicyclohexylphosphino) butane, (c) an amine selected from a primary amine and a diamine such as N,N,N?,N?-tetramethyl-1,2-ethanediamine, and (d) an inorganic base.
    Type: Application
    Filed: April 28, 2009
    Publication date: February 24, 2011
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Taku Asaumi, Takashi Kamikawa
  • Patent number: 7807858
    Abstract: It was found that a fluoro derivative can be produced by reacting a hydroxy derivative with sulfuryl fluoride (SO2F2) in the presence of an organic base or in the presence of an organic base and “a salt or complex comprising an organic base and hydrogen fluoride”. According to the present production process, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in industrial use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, specifically 4-fluoroproline derivatives, 2?-deoxy-2?-fluorouridine derivatives, optically-active ?-fluorocarboxylate derivatives, and the like, even in a large scale.
    Type: Grant
    Filed: March 17, 2006
    Date of Patent: October 5, 2010
    Assignee: Central Glass Company, Limited
    Inventors: Akihiro Ishii, Takashi Ootsuka, Manabu Yasumoto, Hideyuki Tsuruta, Kenjin Inomiya, Koji Ueda, Kaori Mogi
  • Publication number: 20100234605
    Abstract: New methods for producing difluoromethylene-containing compounds with phenylsulfur trifluoride or a primary alkyl-substituted phenylsulfur trifluoride are disclosed. Also, new methods for producing trifluoromethyl-containing compounds with phenylsulfur trifluoride or primary alkyl-substituted phenylsulfur trifluoride are also disclosed.
    Type: Application
    Filed: December 9, 2008
    Publication date: September 16, 2010
    Applicant: IM&T RESEARCH, INC.
    Inventors: Teruo Umemoto, Rajendra P. Singh
  • Publication number: 20100215578
    Abstract: One aspect of the present invention relates to a method of preparing radiofluorinated substituted alkyl, cycloalkyl, aryl, and alkenyl compounds. In a preferred embodiment, potassium fluoride-18 is used. Another aspect of the invention relates to piperazine compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the piperazine compounds contain a quaternary amine. Another aspect of the invention relates to arylphosphonium compounds containing fluorine-18 that are useful as imaging agents. In certain embodiments, the phosphonium compound is a tetraaryl phosphonium salt. Another aspect of the present invention relates to a method of obtaining a positron emission image of a mammal, comprising the steps of administering to a mammal a compound of the invention, and acquiring a positron emission spectrum of the mammal.
    Type: Application
    Filed: December 15, 2009
    Publication date: August 26, 2010
    Applicant: The General Hospital Corporation
    Inventors: David R. Elmaleh, Alan J. Fischman, Timothy M. Shoup
  • Publication number: 20100210882
    Abstract: The invention relates to a process for preparing a C3-6 hydrofluoroalkene comprising dehydrohalogenating a C3-6 hydrohalofluoroalkane in the presence of a zinc/chromia catalyst.
    Type: Application
    Filed: October 3, 2007
    Publication date: August 19, 2010
    Inventors: Andrew Paul Sharratt, Leslie Seddon
  • Patent number: 7776309
    Abstract: Methods of alkylating target compounds are disclosed. The alkylating agent can be radiolabelled. In some instances, the alkylating agent is synthesized and then reacted with a target compound without an intervening purification step. The method comprises a) synthesizing an alkylating agent having the formula: X—(CR1R2)aCR3R4-LG wherein, a is 0, 1, 2 or 3, R1, R2, R3 and R4 are independently H, X or alkyl, X is a halogen or a label, with the proviso that at least one X is a halogen, LG is a leaving group; and b) directly reacting said alkylating agent with a target compound comprising an alkylation reactive group under conditions suitable for the alkylation of said target compound.
    Type: Grant
    Filed: July 26, 2004
    Date of Patent: August 17, 2010
    Assignee: The Queen's Medical Center
    Inventor: John L. Lim
  • Publication number: 20100160683
    Abstract: There is provided a novel process for production of a 2-(substituted phenyl)-3,3,3-trifluoropropene. Disclosed is a process for production of a 2-(substituted phenyl)-3,3,3-trifluoropropene compound represented by the formula (7) or a salt thereof The process comprises reacting a compound represented by the formula (1) (X is an alkyl group, etc.) with a compound represented by the formula (2) (Y is a halogen atom, etc.
    Type: Application
    Filed: February 13, 2007
    Publication date: June 24, 2010
    Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.
    Inventors: Kazutaka Matoba, Takashi Mizukoshi, Yuji Moriyama
  • Patent number: 7691282
    Abstract: Disclosed is a hydrofluoroether compound comprising two terminal fluoroalkyl groups and an intervening substituted or unsubstituted oxymethylene group, each of the fluoroalkyl groups comprising only one hydrogen atom and, optionally, at least one catenated (that is, in-chain) heteroatom; with the proviso that the hydrogen atom is part of a monofluoromethylene moiety.
    Type: Grant
    Filed: September 8, 2005
    Date of Patent: April 6, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Michael G. Costello
  • Patent number: 7678941
    Abstract: The present invention provides polyoxyalkylene ammonium imide or methide salts and their use as antistatic agents. Another embodiment provides articles comprising these salts, and processes for making and using these salts.
    Type: Grant
    Filed: July 23, 2007
    Date of Patent: March 16, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Patricia M. Savu, William M. Lamanna, Thomas P. Klun
  • Patent number: 7592407
    Abstract: A polymerizable fluorinated compound having formula (2a) or (2b) wherein R1 and R2 are H or C1-C20 alkyl or fluoroalkyl, R3 is H, F or C1-C4 alkyl or fluoroalkyl, and R is H or a protective group is polymerized into a fluorinated polymer which is used as a base polymer to formulate a resist composition having transparency to laser light of wavelength?300 nm, alkali development amenability, and dry etch resistance.
    Type: Grant
    Filed: October 27, 2005
    Date of Patent: September 22, 2009
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuji Harada, Jun Hatakeyama, Takeru Watanabe, Takeshi Kinsho
  • Publication number: 20090176954
    Abstract: To provide a novel fluoroadamantane derivative, a novel polymerizable fluoroadamantane derivativeand a novel fluoropolymer, and processes for production thereof. To provide the following compound (3), the following compound (4), a polymer obtained by polymerizing the compound (4) and processes for production thereof: provided that Q represents —CHF— or —CF2— (provided that six Qs may be the same or different), Z represents —H, —F or —CH2OH (provided that three Zs may be the same or different), W represents —H or a C1-10 hydrocarbon group, R represents —H, —F, —CH3 or —CF3, and J represents —H, —F, —CHWOH or —CHWOCOCR?CH2 (provided that three Js may be the same or different).
    Type: Application
    Filed: October 25, 2006
    Publication date: July 9, 2009
    Applicant: ASAHI GLASS COMPANY, LLIMITED
    Inventors: Shu-zhong Wang, Koichi Murata, Kazuya Oharu, Yoshitomi Morizawa, Osamu Yokokoji, Naoko Shirota
  • Publication number: 20090030246
    Abstract: A process for making a fluorinated product comprising contacting an alcohol with 1,1,2,2-tetrafluoroethyl-N,N-dimethylamine to produce a product mixture containing the fluorinated product and N,N-dimethyl difluoroacetamide, quenching the product mixture in water to form a first organic phase and an aqueous phase, recovering fluorinated product by separating the first organic phase from the aqueous phase, treating the aqueous phase to recover N,N-dimethyl difluoroacetamide, and converting recovered N,N-dimethyl difluoroacetamide to 1,1,2,2-tetrafluoroethyl-N,N-dimethylamine.
    Type: Application
    Filed: July 24, 2008
    Publication date: January 29, 2009
    Applicant: E. I. du Pont de Nemours and Company
    Inventors: Christopher P. JUNK, Viacheslav A. Petrov
  • Patent number: 7470499
    Abstract: A noble alicyclic unsaturated compound represented by the general formula (1): wherein at least one of R1 and R2 is a fluorine atom or a fluorinated alkyl group; a polymer formed by the polymerization of a polymer precursor comprising the alicyclic compound. The polymer is useful, in the lithography using a light having a wavelength of 190 nm or less, as a chemically amplified resist which exhibits excellent transparency with respect to the light for use in exposure and also is excellent in the adhesion to a substrate and the resistance to dry etching.
    Type: Grant
    Filed: March 4, 2004
    Date of Patent: December 30, 2008
    Assignee: NEC Corporation
    Inventors: Katsumi Maeda, Kaichiro Nakano
  • Publication number: 20080269512
    Abstract: A method for the deoxofluorination of a ketone for the production of a geminal difluoride compound in an industrial scale comprising the following steps: preparing an educt mixture comprising a ketone and a dialkylaminosulfur trifluoride, letting flow the educt mixture into a reaction chamber of defined length, diameter and volume, with a flow path having a width perpendicular to the direction of the flow in the range of 1-10 mm, at a temperature of at least 75° C. up to 120° C., preferably between 80 and 100° C., to perform the deoxofluorination reaction and obtaining a product mixture to quench the product mixture with a basic aqueous solution in a cooled reservoir vessel.
    Type: Application
    Filed: August 20, 2007
    Publication date: October 30, 2008
    Inventors: Kai Lovis, Jens Geisler, Ralf Senzel, Michael Formell, Christian Finke, Michael Nau, Kathrin Schulz, Uwe Budde, Uwe Thiel
  • Publication number: 20080188689
    Abstract: A method for preparing a molecule bearing a trifluoromethyl group on a quaternary carbon atom, includes providing a reactant having a quaternary carbon atom bearing a carboxylic acid group and an electron withdrawing group; and reacting the reactant with SF4 in a solvent to substitute the carboxylic acid group with the trifluoromethyl group and provide a reaction product mixture including the molecule bearing the trifluoromethyl group on the quaternary carbon atom.
    Type: Application
    Filed: February 6, 2007
    Publication date: August 7, 2008
    Inventors: Gauri Sankar Lal, Michael Ulman, William Jack Casteel
  • Publication number: 20080146839
    Abstract: The invention relates to a method for producing 5-halo-2,4,6-tifluoroisophthalic acid of formula (I), wherein X represents F, Cl, Br, or I, by hydrolysis of 5-halo-2,4,6-trifluoroisophthalodinitrile of formula (II). Said invention is characterised in that in a first step, isophthalodinitrile (II) or a solution containing isophthalodinitrile (II) is reacted with a concentrated sulphuric acid at room temperature in order to form a 5-halo-2,4,6-trifluoroisophthalodiamide of general formula (III), and is, subsequently, heated and in a second step, isophthalic acid (I) is produced after additional heating and addition of water.
    Type: Application
    Filed: March 16, 2006
    Publication date: June 19, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Michael Rack, Sebastian Peer Smidt, Manuel Budich, Volker Maywald, Michael Keil, Bernd Wolf