The Halogen Is Fluorine Patents (Class 562/824)
  • Patent number: 9108910
    Abstract: Industrial methods for producing arylsulfur pentafluorides are disclosed. Methods include reacting arylsulfur halotetrafluoride with hydrogen fluoride in the absence or presence of one or more additives selected from a group of fluoride salts, non-fluoride salts, and unsaturated organic compounds to form arylsulfur pentafluorides.
    Type: Grant
    Filed: February 14, 2012
    Date of Patent: August 18, 2015
    Assignee: UBE Industries, Ltd.
    Inventors: Teruo Umemoto, Norimichi Saito
  • Patent number: 8653302
    Abstract: Novel processes for preparing poly(pentafluorosulfanyl)aromatic compounds are disclosed. Processes include reacting an aryl sulfur compound with a halogen and a fluoro salt to form a poly(halotetrafluorosulfanyl)aromatic compound. The poly(halotetrafluorosulfanyl)aromatic compound is reacted with a fluoride source to form a target poly(pentafluorosulfanyl)aromatic compound.
    Type: Grant
    Filed: September 21, 2009
    Date of Patent: February 18, 2014
    Assignee: UBE Industries, Ltd.
    Inventor: Teruo Umemoto
  • Patent number: 8404893
    Abstract: Pentafluorosulfanylbenzoylguanidines of the formula I and II in which R1 to R4 have the meanings stated in the claims, are suitable as antiarrhythmic medicaments with a cardioprotective component for the prophylaxis of infarction and treatment of infarction and for the treatment of angina pectoris. They also inhibit preventively the pathophysiological processes associated with the development of ischemia-induced damage, especially in the triggering of ischemia-induced cardiac arrhythmias.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: March 26, 2013
    Assignee: Sanofi-Aventis Deutschland GmbH
    Inventor: Heinz-Werner Kleemann
  • Publication number: 20120313041
    Abstract: A liquid crystal compound having a high stability to heat, light or the like, a high clearing point, a low minimum temperature of a liquid crystal phase, a small viscosity, a suitable optical anisotropy, a large dielectric anisotropy, a suitable elastic constant and an excellent compatibility with other liquid crystal compounds, and a liquid crystal composition including this compound, and a liquid crystal display device containing this composition. A compound represented by formula (1): for example, R1 is alkyl having 1 to 10 carbons; ring A1, ring A2 and ring A3 are 1,4-cyclohexylene, 1,4-phenylene or 1,4-phenylene in which at least one of hydrogen has been replaced by fluorine; Z1 is a single bond, and Z2 and Z3 are —CF2O— or —OCF2—; X1 is fluorine; and L1 and L2 are fluorine.
    Type: Application
    Filed: June 6, 2012
    Publication date: December 13, 2012
    Applicants: JNC PETROCHEMICAL CORPORATION, JNC CORPORATION
    Inventors: Takahiro KUBO, Yasuyuki GOTO
  • Patent number: 8197857
    Abstract: A method for the elimination of carbon dioxide from waste gases includes the following steps. First, waste gases, which include carbon dioxide, are provided from a source for waste gases. Next, the waste gases are contacted with an absorbent composition that includes perfluorodecalin solution. The waste gases, especially the carbon dioxide, are then absorbed by the absorbent composition. The absorbent composition thereby absorbs the waste gases to eliminate the carbon dioxide.
    Type: Grant
    Filed: June 6, 2009
    Date of Patent: June 12, 2012
    Inventors: Lawrence V. Dressler, Alexander Chirkov
  • Patent number: 7932416
    Abstract: Pentafluorosulfanyl-benzenes according to Formula (I): a process for their preparation and their use as valuable synthetic intermediates for preparing, for example, medicaments, diagnostic aids, liquid crystals, polymers, pesticides, herbicides, fungicides, nematicides, parasiticides, insecticides, acaricides and arthropodicides.
    Type: Grant
    Filed: December 13, 2007
    Date of Patent: April 26, 2011
    Assignee: Sanofi-Aventis Deutschland GmbH
    Inventors: Heinz-Werner Kleemann, Remo Weck
  • Patent number: 7851646
    Abstract: Novel processes for preparing arylsulfur pentafluorides are disclosed. Processes include reacting at least one aryl sulfur compound with a halogen and a fluoro salt to form an arylsulfur halotetrafluoride. The arylsulfur halotetrafluoride is reacted with a fluoride source to form a target arylsulfur pentafluoride.
    Type: Grant
    Filed: May 27, 2009
    Date of Patent: December 14, 2010
    Assignee: IM&T Research, Inc.
    Inventor: Teruo Umemoto
  • Publication number: 20100152463
    Abstract: Novel preparative methods for fluoroalkyl arylsulfinyl compounds are disclosed. Fluorinated compounds as useful fluorinated compounds, intermediates, or building blocks are disclosed. Useful applications of the fluoroalkyl arylsulfinyl compounds are shown.
    Type: Application
    Filed: December 8, 2009
    Publication date: June 17, 2010
    Applicant: IM&T RESEARCH, INC.
    Inventors: Teruo Umemoto, Rajendra P. Singh
  • Publication number: 20100076215
    Abstract: Novel processes for preparing arylsulfur pentafluorides are disclosed. Processes include reacting at least one aryl sulfur compound with a halogen and a fluoro salt to form an arylsulfur halotetrafluoride. The arylsulfur halotetrafluoride is reacted with a fluoride source to form a target arylsulfur pentafluoride.
    Type: Application
    Filed: May 27, 2009
    Publication date: March 25, 2010
    Applicant: IM&T RESEARCH, INC.
    Inventor: Teruo Umemoto
  • Patent number: 7375138
    Abstract: Pentafluorosulfanylbenzoylguanidines of the formula I and II in which R1 to R4 have the meanings stated in the claims, are suitable as antiarrhythmic medicaments with a cardioprotective component for the prophylaxis of infarction and treatment of infarction and for the treatment of angina pectoris. They also inhibit preventively the pathophysiological processes associated with the development of ischemia-induced damage, especially in the triggering of ischemia-induced cardiac arrhythmias.
    Type: Grant
    Filed: May 5, 2003
    Date of Patent: May 20, 2008
    Assignee: Sanofi-Aventis Deutschland GmbH
    Inventor: Heinz-Werner Kleemann
  • Patent number: 7317124
    Abstract: Pentafluorosulfanyl-benzenes according to Formula (I): a process for their preparation and their use as valuable synthetic intermediates for preparing, for example, medicaments, diagnostic aids, liquid crystals, polymers, pesticides, herbicides, fungicides, nematicides, parasiticides, insecticides, acaricides and arthropodicides.
    Type: Grant
    Filed: November 15, 2004
    Date of Patent: January 8, 2008
    Assignee: Sanofi-Aventis Deutschland GmbH
    Inventors: Heinz-Werner Kleemann, Remo Weck
  • Patent number: 7276633
    Abstract: The present invention relates to a process for the preparation of a compound of the general formula R-(A1-Z-)mB—CF2O-A2-(A3)n—R???(I) in which R is alkyl, in which one or more CH2 groups may be replaced, independently of one another, by O, CF2, CH?CH, CH?CF or CF?CF, with the proviso that peroxide structures O—O and formaldehyde acetals O—CH2—O are excluded, A1 is, independently of one another, 1,4-cyclohexylene, 2,5-1,3-dioxanylene, 1,3-cyclobutylene or A2 and A3 are 1,4-phenylene, in which, independently of one another, from one to four hydrogens may be replaced by fluorine or one or two CH groups may be replaced by N, Z is a single bond, —CH2—CH2—, —CF2—CF2—, —CH?CH—, —CF?CF—, —CH?CF— or —CF?CH—, B is 2,6-disubstituted naphthalene, 2,6-disubstituted 5,6,7,8-tetrahydronaphthalene or 2,6-disubstituted trans-decalin, R? is R, F, OCF3, OCF2H, CF3, CI, SF5, CN or NCS, and m and n are, independently of one another, 0 or 1, comprising the following steps: a) conversion of a compound of the genera
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: October 2, 2007
    Assignee: Merck Patent GmbH
    Inventors: Eike Poetsch, Werner Binder, Peer Kirsch, Andreas Taugerbeck
  • Patent number: 6958415
    Abstract: A new route has been found leading to the formation of pentafluorosulfuranyl arylenes. In its broadest aspect the process comprises: effecting dehydrohalogenation or dehydrogenation of a pentafluorosulfuranyl cycloaliphatic compound represented by either of the structures: wherein R1-5 are H, halogen, C1-10 alkyl, C1-10 alkoxy, C1-10 thionyl, C1-10 alkyl ether, aryl and substituted aryl, thioether, sulfonyl, carboalkoxy, alkylamino, arylamino, alkylphosphoryl, alkylphosphonyl, arylphosphonyl, arylphosphoryl, and mixtures thereof and X is a halogen atom to form the pentafluorosufuranyl arylene represented by the structures: wherein R1-R5 are as represented above.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: October 25, 2005
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Kristen Elaine Minnich
  • Patent number: 6870068
    Abstract: Addition of an SF5 group to organic compounds such as alkyl-substituted terminal alkenes, internal alkenes and cycloalkenes via the reaction with SF5Br is effected under liquid phase conditions and generally in the presence of a free radical initiator, preferably triethyl borane.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: March 22, 2005
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Gauri Sankar Lal, Kristen Elaine Minnich
  • Publication number: 20040254103
    Abstract: The present invention relates to compounds according to the structure (I): 1
    Type: Application
    Filed: June 13, 2003
    Publication date: December 16, 2004
    Inventors: Xu Lin, Terrence W. Doyle, Ivan King
  • Publication number: 20040249209
    Abstract: A process is described for the synthesis of an aryl sulfur pentafluoride compound. In one embodiment of the present invention, there is provided a process for preparing an aryl sulfurpentafluoride compound comprising: combining an at least one aryl sulfur compound with a fluorinating agent to at least partially react and form an intermediate aryl sulfurtrifluoride product; and exposing the intermediate aryl sulfurtrifluoride product to the fluorinating agent and optionally a fluoride source to at least partially react and form the aryl sulfurpentafluoride compound.
    Type: Application
    Filed: June 3, 2003
    Publication date: December 9, 2004
    Inventors: Wade H. Bailey, William J. Casteel, Reno J. Pesaresi, Frank M. Prozonic
  • Publication number: 20040181091
    Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production.
    Type: Application
    Filed: March 25, 2004
    Publication date: September 16, 2004
    Applicant: ASAHI GLASS COMPANY LIMITED
    Inventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
  • Patent number: 6790982
    Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. The present invention is also directed to a compound of the following formula (I) or a compound of the following formula (II): FSO2CH2CH2OCH2OCOCF(CF3)OCF2CF2CF3  (I) FSO2CF2CF2OCF2CF2OCOCF(CF3)OCF2CF2CF3  (II).
    Type: Grant
    Filed: May 21, 2003
    Date of Patent: September 14, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
  • Publication number: 20040019237
    Abstract: Hexafluoroisobutylene and its higher homologs are easily reacted with SO3 to give fluorosulfates of the formula CH2═C(R)CF2OSO2F, wherein R is a linear, branched or cyclic fluoroalkyl group comprised of 1 to 10 carbon atoms and may contain ether oxygen. These compounds react under mild conditions with many nucleophiles to give CH2═C(R)CF2X, where X is derived from the nucleophile. This reaction provides a route to many substituted hexafluoroisobutylenes, which copolymerize easily with other fluoro- and hydrocarbon monomers such as vinylidene fluoride and ethylene.
    Type: Application
    Filed: May 9, 2003
    Publication date: January 29, 2004
    Inventors: Victor Filippovich Cherstkov, Nina Ivanova Delyagina, Richard E. Fernandez, Viacheslav A. Petrov, Weiming Qiu, Paul R. Resnick, Robert Clayton Wheland
  • Publication number: 20030228982
    Abstract: The present invention relates to compounds of the formula (I) and/or salts thereof 1
    Type: Application
    Filed: December 13, 2002
    Publication date: December 11, 2003
    Inventors: Hendrik Helmke, Michael Gerhard Hoffmann, Klaus Haaf, Lothar Willms, Thomas Auler, Hermann Bieringer, Hubert Menne
  • Publication number: 20030216476
    Abstract: Pentafluorosulfanylbenzoylguanidines of the formula I and II 1
    Type: Application
    Filed: May 5, 2003
    Publication date: November 20, 2003
    Applicant: Aventis Pharma Deutshchland GmbH
    Inventor: Heinz-Werner Kleemann
  • Publication number: 20030166969
    Abstract: A fluorinated polyvalent carbonyl compound is produced by an economically advantageous method from inexpensive materials without requiring a complicated synthetic process step. Namely, the present invention comprises reacting a polyvalent alcohol having at least two kinds of alcohol skeletons selected among a primary alcohol, a secondary alcohol and a tertiary alcohol, with an acid halide to obtain a polyvalent ester compound, fluorinating it in a liquid phase to obtain a perfluorinated polyvalent ester compound, and cleaving the ester bonds derived from primary and secondary alcohols in the perfluoropolyvalent ester compound to obtain a fluorinated polyvalent carbonyl compound.
    Type: Application
    Filed: March 27, 2003
    Publication date: September 4, 2003
    Applicant: ASAHI GLASS COMPANY LIMITED
    Inventors: Takashi Okazoe, Kunio Watanabe, Daisuke Shirakawa, Masahiro Ito, Shin Tatematsu
  • Publication number: 20030096999
    Abstract: The invention provides polyflurinated aromatic or heterocyclic compounds comprising at least three ring sustitutents, at least one of which comprises a sulphurpentafluoride group and at least one of which comprises a labile group; methods for their preparation are also disclosed. Preferably, the compounds comprise either two sulphurpentafluoride groups or one sulphurpentafluoride group and one other polyflurinated group, such as a trifluoromethyl group. Said labile group preferably comprises an amino, bromo or nitro group. Said compounds are useful in the preparation of medicaments.
    Type: Application
    Filed: November 15, 2002
    Publication date: May 22, 2003
    Inventors: Roy Dennis Bowden, Martin Paul Greenhall
  • Patent number: 6140528
    Abstract: The invention relates to intermediates to herbicidal compounds of formulae (Ia), (Ib) or (Ic): ##STR1##
    Type: Grant
    Filed: November 22, 1999
    Date of Patent: October 31, 2000
    Assignee: Rhone-Poulenc Agriculture Ltd
    Inventor: David William Hawkins
  • Patent number: 5684192
    Abstract: Sulfonyl fluoride substituted .alpha.,.beta.,.beta.-trifluorostyrene monomers are disclosed. The monomers are incorporated into polymeric compositions which are conveniently hydrolyzed to produce polymeric compositions which include ion-exchange moieties. The resulting compositions which include ion-exchange moieties are particularly suitable for use as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.
    Type: Grant
    Filed: December 20, 1995
    Date of Patent: November 4, 1997
    Assignee: Ballard Power Systems, Inc.
    Inventors: Charles Stone, Alfred E. Steck, Robert D. Lousenberg
  • Patent number: 5117055
    Abstract: A perfluoroalkyl halogenide represented by the formula: ##STR1## wherein X stands for one element selected from the group consisting of iodine and bromine, R.sub.f for a perfluorohydrocarbon group, n for an integer in the range of 1 to 3, and m for an integer in the range of 1 to 3, provided that n and m satisfy the relationship, n.gtoreq.m, is produced by a method which consists essentially in subjecting a perfluorocarboxylic acid fluoride represented by the formula, ##STR2## wherein R.sub.f and n have the same meanings as defined above, to a thermal reaction with a lithium halogenide represented by XI, wherein X has the same meaning as defined above.
    Type: Grant
    Filed: February 22, 1990
    Date of Patent: May 26, 1992
    Assignees: Agency of Industrial Science and Technology, Ministry of International Trade & Industry
    Inventors: Takashi Abe, Eiji Hayashi, Haruhiko Fukaya
  • Patent number: RE41184
    Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2RA-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EF1 (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF is a bivalent connecting group formed by the fluorination of E, etc.
    Type: Grant
    Filed: September 19, 2008
    Date of Patent: March 30, 2010
    Assignee: Asahi Glass Company, Limited
    Inventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa
  • Patent number: RE41357
    Abstract: The present invention provides a process whereby fluorine atom-containing sulfonyl fluoride compound(s) useful as e.g. materials for ion-exchange membranes, can be produced efficiently and at low cost without structural limitations while solving the difficulties in production. Namely, the present invention provides a process which comprises reacting XSO2RA-E1 (1) with RB-E2 (2) to form XSO2RA-E-RB (3), then reacting (3) with fluorine in a liquid phase to form FSO2RAF-EF-RBF (4), and further, decomposing the compound to obtain FSO2RAF-EF1 (5), wherein RA is a bivalent organic group, E1 is a monovalent reactive group, RB is a monovalent organic group, E2 is a monovalent reactive group which is reactive with E1, E is a bivalent connecting group formed by the reaction of E1 with E2, RAF is a bivalent organic group formed by the fluorination of RA, etc., RBF is the same group as RB, etc., EF is a bivalent connecting group formed by the fluorination of E, etc.
    Type: Grant
    Filed: September 19, 2008
    Date of Patent: May 25, 2010
    Assignee: Asahi Glass Company, Limited
    Inventors: Masahiro Ito, Kunio Watanabe, Takashi Okazoe, Isamu Kaneko, Daisuke Shirakawa