Halogen Containing Patents (Class 568/655)
  • Patent number: 8828565
    Abstract: Disclosed is a lubricant composition comprising at least one kind of compound represented by following formula (1): where X represents a cyclic group that may be substituted; Y represents a divalent or higher-valent linking group having at least one polar group and having no aromatic cyclic group; p1 represents an integer of 1 to 4; p2, p3, and p4 each represent an integer of 0 to 4; q represents an integer of 0 to 30; n represents an integer of 1 to 10; s represents an integer of 1 to 4; and t represents an integer of 2 to 10.
    Type: Grant
    Filed: March 7, 2012
    Date of Patent: September 9, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Hiroki Sugiura, Masayuki Harada, Ken Kawata, Akiko Hattori, Atsushi Tatsugawa
  • Patent number: 8722157
    Abstract: The present invention relates to a norbornene monomer, a polynorbornene derivative, a liquid crystal alignment film including the same, and a liquid crystal display device including the same. More particularly, the present invention relates to a norbornene monomer, a polynorbornene derivative, a liquid crystal alignment film including the same, and a liquid crystal display device including the same, which have an alignment property by photoreaction, excellent thermal stability and photoreactivity, the increased photo-reaction rate and reliability of the alignment film, thereby showing high manufacturing process efficiency.
    Type: Grant
    Filed: August 17, 2009
    Date of Patent: May 13, 2014
    Assignee: LG Chem, Ltd.
    Inventors: Dai-Seung Choi, Heon Kim, Sung-Ho Chun, Sung-Joon Oh, Dong-Woo Yoo, Yu-Chan Kang
  • Patent number: 8680341
    Abstract: An arylalkenyl ether oligomer is produced by the reaction of a polyhaloalkene with a polyhydroxyaryl compound. Halogenation of the resultant oligomer produces a flame retardant having both aromatic and aliphatic bromine groups.
    Type: Grant
    Filed: June 14, 2010
    Date of Patent: March 25, 2014
    Assignee: Chemtura Corporation
    Inventors: Frank Liu, Kenneth Bol, Mark V. Hanson, Larry Timberlake
  • Publication number: 20140046074
    Abstract: The present invention relates to a (2R, 3R)-3-(3-substituted phenyl)-2-methyl n-pentanamide compounds as shown in the formula I and the preparation method thereof, wherein, the substituents are as defined in the specification, the present invention further relates to a use of the above compounds for the preparation of tapentadol II or its pharmaceutically acceptable salt, and the intermediates involved in the preparation process.
    Type: Application
    Filed: January 31, 2012
    Publication date: February 13, 2014
    Inventors: Qiang Zhang, Rongxia Zhang, Guanghui Tian, Jianfeng Li, Fuqiang Zhu, Xiangrui Jiang, Jingshan Shen
  • Patent number: 8530666
    Abstract: The present invention relates to a process for the production of trifluoromethylated unsubstituted or substituted aryl or heteroaryl compounds which comprises reacting an unsubstituted or substituted aryl or heteroaryl halide with a trifluoroacetate of formula (I) or (II), wherein R1 is hydrogen or a C1-C5 alkyl group and M an alkali metal or an ammonium ion, in the presence of and an anorganic halogenide salt or a trifluoroacetacid salt as activator compound and a catalytic combination of a copper salt with a monodentate, bidentate or tridentate aromatic or aliphatic amine or pyridine ligand.
    Type: Grant
    Filed: October 26, 2011
    Date of Patent: September 10, 2013
    Assignee: SALTIGO GmbH
    Inventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-Feng Wu
  • Publication number: 20120329848
    Abstract: The present invention relates to salts, processes, and process intermediates useful in the preparation of (R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid of Formula (Ia), salts, and crystalline forms thereof. The compound (R)-2-(9-chloro-7-(4-isopropoxy-3-(trifluoromethyl)benzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid has been identified as an S1P1 receptor modulator that is useful in the treatment of S1P1 receptor-associated disorders, for example, diseases and disorders mediated by lymphocytes, transplant rejection, autoimmune diseases and disorders, inflammatory diseases and disorders (e.g., acute and chronic inflammatory conditions), cancer, and conditions eases characterized by an underlying defect in vascular integrity or that are associated with angiogenesis such as may be pathologic (e.g., as may occur in inflammation, tumor development, and atherosclerosis).
    Type: Application
    Filed: March 2, 2011
    Publication date: December 27, 2012
    Applicant: ARENA PHARMACEUTICALS, INC.
    Inventors: Robert M. Jones, Daniel J. Buzard, Tawfik Gharbaoui, Benjamin R. Johnson, Michelle Kasem, Thomas O. Schrader, Scott Stirn
  • Publication number: 20120245360
    Abstract: The present invention relates to a process for the production of trifluoromethylated unsubstituted or substituted aryl or heteroaryl compounds which comprises reacting an unsubstituted or substituted aryl or heteroaryl halide with a trifluoroacetate of formula (I) or (II), wherein R1 is hydrogen or a C1-C5 alkyl group and M an alkali metal or an ammonium ion, in the presence of and an anorganic halogenide salt or a trifluoroacetacid salt as activator compound and a catalytic combination of a copper salt with a monodentate, bidentate or tridentate aromatic or aliphatic amine or pyridine ligand.
    Type: Application
    Filed: October 26, 2011
    Publication date: September 27, 2012
    Applicant: SALTIGO GMBH
    Inventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-feng Wu
  • Patent number: 8273420
    Abstract: Disclosed is a liquid crystal composition suitable for producing a liquid crystal electrooptical element which can be driven at a low voltage in a wide temperature range and has high display quality. Also disclosed is a liquid crystal electrooptical element produced by using the liquid crystal composition. Further disclosed is a liquid crystal compound represented by the formula [R1-(A1)a-Z1-(A2)b-Z2-(A7)e-Z5-A3-CF?CFCF2O-A4-Z3-(A5)c-Z4-(A6)d-R2].
    Type: Grant
    Filed: May 2, 2011
    Date of Patent: September 25, 2012
    Assignee: AGC Seimi Chemical Co., Ltd.
    Inventors: Atsushi Kawamata, Tomoyuki Asai, Hidemasa Koh
  • Publication number: 20120231297
    Abstract: Disclosed is a lubricant composition comprising at least one kind of compound represented by following formula (1): where X represents a cyclic group that may be substituted; Y represents a divalent or higher-valent linking group having at least one polar group and having no aromatic cyclic group; p1 represents an integer of 1 to 4; p2, p3, and p4 each represent an integer of 0 to 4; q represents an integer of 0 to 30; n represents an integer of 1 to 10; s represents an integer of 1 to 4; and t represents an integer of 2 to 10.
    Type: Application
    Filed: March 7, 2012
    Publication date: September 13, 2012
    Applicant: FUJIFILM CORPORATION
    Inventors: Hiroki SUGIURA, Masayuki HARADA, Ken KAWATA, Akiko HATTORI, Atsushi TATSUGAWA
  • Publication number: 20120142915
    Abstract: This disclosure concerns a protected cyclopropylboronic acid comprising a substituted cyclopropyl group and a boronic ester group having a protecting group. The protecting group is an N-methyliminodiacetic acid (MIDA) group or MIDA-based group.
    Type: Application
    Filed: December 1, 2011
    Publication date: June 7, 2012
    Inventors: Matthew Duncton, Rajinder Singh
  • Publication number: 20110313170
    Abstract: This disclosure relates to reagents and methods useful in the synthesis of aryl fluorides, for example, in the preparation of 18F labeled radiotracers. The reagents and methods provided herein may be used to access a broad range of compounds, including aromatic compounds, heteroaromatic compounds, amino acids, nucleotides, and synthetic compounds.
    Type: Application
    Filed: June 30, 2011
    Publication date: December 22, 2011
    Inventor: Stephen Gregory DiMagno
  • Patent number: 7981486
    Abstract: A compound represented by the following formula (1), a liquid crystal composition containing the compound and a liquid crystal display device containing the composition: all the symbols in the formula (1) are defined in the specification.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: July 19, 2011
    Assignees: JNC Corporation, Chisso Petrochemical Corporation
    Inventor: Yasuyuki Sasada
  • Publication number: 20110112293
    Abstract: The present invention provides novel and advantageous processes for preparing and purifying chemical compounds such as pharmaceuticals. The processes comprise a nucleophilic substitution reaction with a moiety X wherein the leaving group L of a substrate S in the reaction is covalently attached to a purification moiety M. This concept offers a convenient and lime-saving way to purity the desired product S-X from non-reacted precursors S-L-M and by-products L-M.
    Type: Application
    Filed: April 9, 2009
    Publication date: May 12, 2011
    Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
    Inventors: John Cyr, Ananth Srinivasan, Mathias Berndt, Keith Graham, Dae Yoon Chi, Byoung Se Lee, So Young Chu, Song-Yi Lim, Sang Ju Lee, Jin-Sook Ryu, Seung Jun Oh
  • Publication number: 20110039701
    Abstract: The invention relates to novel compounds of the formula (I) in which X, Y, Z, A, B and G have the meanings given above, to a plurality of processes and intermediates for their preparation and to their use as pesticides and/or herbicides. Moreover, the invention relates to selective herbicidal compositions comprising, firstly, the phenyl-substituted bicyclooctane-1,3-dione derivates 33 and, secondly, a crop plant compatibility-improving compound. The present invention furthermore relates to increasing the activity of crop protection compositions comprising in particular phenyl-substituted bicyclooctane-1,3-dione derivates by adding ammonium salts or phosphonium salts and, if appropriate, penetrants, to the corresponding compositions, to processes for their preparation and to their use in crop protection as insecticides and/or acaricides and/or for preventing unwanted plant growth.
    Type: Application
    Filed: March 30, 2010
    Publication date: February 17, 2011
    Applicant: Bayer CropScience AG
    Inventors: Alfred ANGERMANN, Guido Bojack, Reiner Fischer, Stefan Lehr, Jan Dittgen, Dieter Feucht, Isolde Häuser-Hahn, Christopher Hugh Rosinger, Arnd Voerste
  • Publication number: 20090197201
    Abstract: The present invention relates to the use of end groups Y, where Y stands for (formula I), where Rf stands for CF3—(CH2)r—, CF3—(CH2)r—O—, CF3—(CH2)r—S—, CF3CF2—S—, SF5—(CH2)r—, [CF3—(CH2)r]2N—, [CF3—(CH2)r]NH— or (CF3)2N—(CH2)r—, B stands for a single bond, O, NH, NR, CH2, C(O)—O, C(O), S, CH2—O, O—C(O), N—C(O), C(O)—N, O—C(O)—N, N—C(O)—N, O—SO2 or SO2—O, R stands for alkyl having 1 to 4 C atoms, b stands for 0 or 1 and c stands for 0 or 1, q stands for 0 or 1, where at least one radical from b and q stands for 1, and r stands for 0, 1, 2, 3, 4 or 5, as end group in surface-active compounds, to corresponding novel compounds, and to processes for the preparation of these compounds.
    Type: Application
    Filed: July 2, 2007
    Publication date: August 6, 2009
    Inventors: Wolfgang Hierse, Nikolai (Mykola) Ignatyev, Martin Seidel, Elvira Montenegro, Peer Kirsch, Andreas Bathe
  • Patent number: 7256316
    Abstract: A fluorine-containing vinyl ether represented by formula 1, wherein R represents an organic group containing at least one fluorine atom and a cyclic structure is provided. A fluorine-containing copolymer containing (a) a first unit derived from a first monomer that is a fluorine-containing vinyl ether represented by formula 8: where R1 is —H or a C1-C8 alkyl group that optionally contains an oxygen atom; and (b) a second unit derived from a second monomer that is at least one selected from acrylic esters and methacrylic esters is also provided.
    Type: Grant
    Filed: October 30, 2003
    Date of Patent: August 14, 2007
    Assignee: Central Glass Company, Limited
    Inventors: Satoru Kobayashi, Kazuhiko Maeda, Tooru Tsujishita
  • Patent number: 7115784
    Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.
    Type: Grant
    Filed: January 4, 2005
    Date of Patent: October 3, 2006
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
  • Patent number: 7105708
    Abstract: The invention relates to a process for the preparation of compounds containing at least one —CF2—O— bridge in the molecule, in which a) an acid is added onto at least one ketene dithioketal, b) the resultant bis(alkylthio)carbenium salt is reacted with at least one compound having at least one hydroxyl group in the presence of a base, c) and subsequently, preferably in situ, the resultant dithioorthoester is subjected to oxidative fluorodesulfurisation using a fluorinating agent and an oxidant to give the compound containing at least one —CF2—O— bridge in the molecule.
    Type: Grant
    Filed: November 26, 2001
    Date of Patent: September 12, 2006
    Assignee: Merck Patentgesellschaft
    Inventors: Peer Kirsch, Andreas Taugerbeck, Alexander Hahn
  • Patent number: 6770788
    Abstract: A two-step process for the preparation of fluoroolefin compounds of formula I wherein R is hydrogen or alkyl, and R1 is alkyl or cyclopropyl, or R and R1 are taken together with the carbon atom to which they are attached to form a cyclopropyl group; Ar is phenyl or naphthyl both of which are optionally substituted; Ar1 is phenoxyphenyl, biphenyl, phenyl, benzylphenyl, or benzoylphenyl, all of which may be optionally substituted, comprising reacting fluorobromoolefin compounds of formula II with organozinc compounds of formula III or IV BrZnCH2Ar1  III Zn[CH2Ar1]2  IV in the presence of a palladium catalyst and a solvent, which compounds of formula II are obtained by reacting aldehyde compounds of formula V with (a) fluorotribromomethane, (b) a tri(substituted)phosphine or a hexaalkylphosphoramide or a mixture thereof, and (c) zinc, in the presence of a solvent, compounds of formula II.
    Type: Grant
    Filed: October 21, 2002
    Date of Patent: August 3, 2004
    Assignee: BASF Aktiengesellschaft
    Inventor: William Wakefield Wood
  • Patent number: 6538142
    Abstract: A process for the preparation of 5-(3,5-dimethylphenoxymethyl)-2-oxazolidinone, which includes: a) reacting 3,5-dimethylphonel with epichlorohydrin to obtain a mixture of 1-(3,5-dimethylphenoxy)2,3-epoxy propane (1) and 1-(3,5-dimethylphenoxy)-3-chloro-2-propanol (2); b) reacting the mixture of (1) and (2) obtained from step (a) with benzylamine to obtain a first compound; c) reducing the first compound with hydrogen in presence of ammonia, to obtain a second compound; and d) reacting the second compound with dimethylcarbonate in the presence of a strong base to obtain 5-(3,5-dimethlphenoxymethyl)-2-oxazolidinone.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: March 25, 2003
    Assignee: Farchemia S.r.l.
    Inventors: Gabriele Breviglieri, Sergio Contrini, Giacomo Bruno, Cinzia Assanelli
  • Patent number: 6462240
    Abstract: 3-Substituted benzotrifluorides are selectively deprotonated and functionalized in the 2-position. The selectivity is achieved by equilibrating the mixture of lithiobenzotrifluorides initially formed in the presence of a primary or secondary amine catalyst.
    Type: Grant
    Filed: June 14, 2001
    Date of Patent: October 8, 2002
    Assignee: Dow AgroSciences LLC
    Inventors: Michael Glenn Smith, Mark Andrew Pobanz, Gary A. Roth, Michael A. Gonzalez
  • Patent number: 6441205
    Abstract: The invention provides a novel compound 4-(p-methoxy-phenyl)-2-aminobutane exhibiting growth inhibition and antifeedant activity and represented by the structural formula. C11H17ON=4-(p-methoxy phenyl)-2-amino butane and an insecticidal composition comprising an effective amount of the novel compound and appropriate adjuvant.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: August 27, 2002
    Assignee: Council of Scientific and Industrial Research
    Inventors: Sunil Kumar Chattopadhyay, Koneni Venkata Sashidhara, Vinayak Tripathi, Arun Kumar Tripathi, Veena Prajapati, Sushil Kumar
  • Patent number: 6242654
    Abstract: A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.
    Type: Grant
    Filed: December 21, 1999
    Date of Patent: June 5, 2001
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Kenichi Goto, Kouki Fukumura, Hiroshi Sonoda, Junko Naruse, Hidetoshi Hayashi, Hideaki Oikawa
  • Patent number: 6239317
    Abstract: There is described a four step process for the production of halogeno-o-hydroxydiphenyl compounds having the formula in which X is —O—or —CH2—; m is 1 to 3; and n is 1 or 2; wherein in the first step, a diphenyl compound is chlorinated; in a second step the chlorinated compound is acylated in a Friedel-Crafts reaction and optionally again chlorinated after the acylation; in a third step the acyl compound is oxidised; and in a fourth step the oxidized compound is hydrolyzed. The compounds of formula (1) are useful for the protection of organic materials against microorganisms.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: May 29, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Surendra Umesh Kulkarni, Vadiraj Subbanna Ekkundi, Pradeep Jeevaji Nadkarni, Chandrasekhar Dayal Mudaliar, Kishore Ramachandra Nivalkar
  • Patent number: 6118028
    Abstract: Disclosed is a process for making an .alpha.,.alpha.,.alpha.-trifluoromethoxybenzene by reacting an .alpha.,.alpha.,.alpha.-trichloromethoxybenzene or an .alpha.,.alpha.,.alpha.-tribromomethoxybenzene with gaseous hydrogen fluoride in the presence of a catalyst of antimony pentachloride, molybdenum pentachloride, molybdenum dichloride dioxide, molybdenum oxide, or a mixture thereof. The hydrogen fluoride is used in an amount of about 1 to about 1.4 times stoichiometric and is at about atmospheric pressure. The reaction is performed at about 30 to about 100.degree. C.
    Type: Grant
    Filed: March 16, 1998
    Date of Patent: September 12, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Kevin R. Benson, John Hickey, William S. Derwin, Michael J. Fifolt, Sanjay Mandal
  • Patent number: 5998674
    Abstract: Method of producing a bromine compound having an aliphatic unsaturated bond which includes reacting a compound having an aliphatic unsaturated bond represented by the following general formula (1) with bromine:R.sup.1 --O--Ar.sup.1 --Y--Ar.sup.2 --O--R.sup.2 (1)to produce a bromine compound represented by the following formula (2):R.sup.3 --O--Ar.sup.1 --Y--Ar.sup.2 --O--R.sup.4 (2)wherein Ar.sup.1, Ar.sup.2 and Y are the same as defined in the above general formula (1) , and R.sup.3 and R.sup.4 are groups obtained by saturating the unsaturated groups of R.sup.1 and R.sup.2 in the above general formula (1) with bromine, respectively.The reaction is carried out in the presence of a solvent which is inactive in the reaction, and a substantial amount of the heat of reaction is removed from a reaction system by the vaporization of the solvent or bromine. A high-purity bromine compound in high yield which is useful as flame retardant, can be obtained.
    Type: Grant
    Filed: August 21, 1998
    Date of Patent: December 7, 1999
    Assignee: Teijin Chemicals, Ltd.
    Inventors: Yutaka Taketani, Haruhisa Hoshimi, Masanori Monri, Seiichi Tanabe, Yasuhiro Shimidzu
  • Patent number: 5911912
    Abstract: Halovinyl ethers of the general formula I ##STR1## in which R, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2, X.sup.1, X.sup.2, l, m and n are as defined herein are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: November 20, 1997
    Date of Patent: June 15, 1999
    Assignee: Merck Patent Gesellschaft mit beschraenkter Haftung
    Inventors: Peer Kirsch, Joachim Krause, Kazuaki Tarumi
  • Patent number: 5910617
    Abstract: The process according to the invention consists in preparing chlorides of aliphatic or cycloaliphatic hydrocarbons by reacting the corresponding mono- or polyalcohol with phosgene or thionyl chloride in the presence of at least one catalyst chosen from hexasubstituted guanidinium halides and their hydrohalides, optionally grafted via one of their radicals to a silica-based support.The chlorides are quickly obtained with good yields and contain few by-products such as carbonates or chloroformates.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: June 8, 1999
    Assignee: Societe Nationale Des Poudres Et Exploisfs
    Inventors: Loic Lecomte, Serge Metge, Denis Souyri
  • Patent number: 5844056
    Abstract: The synthesis and characterization of novel linear polymers and multi-arm star polymers comprising polyisobutylene arms connected to a well-defined calixarene core are described. The polymers are directly telechelic. They synthesis has been achieved using the "core first" method wherein multifunctional calix?n!arene (where n=4 to 16) derivatives or their monofunctional analogues are used as initiators which, in conjunction with certain Freidel-Crafts acids as co-initiators, induce the living polymerization of isobutylene or a similar carbocationic polymerizable monomer. Novel initiators suitable for inducing the polymerization are also described.
    Type: Grant
    Filed: August 7, 1996
    Date of Patent: December 1, 1998
    Assignee: The University of Akron
    Inventors: Joseph P. Kennedy, Istvan J. Majoros, Sunny Jacob
  • Patent number: 5840998
    Abstract: Disclosed is a method of chlorinating a side chain of a aromatic or heterocyclic ether. The aromatic or heterocyclic ether is mixed with a fluorine-containing aliphatic solvent. The aromatic or heterocyclic ether is contacted with chlorine radical at an elevated temperature which results in its chlorination. The chlorinated product is preferably insoluble in the solvent and separates, forming two phases. The solvent phase can be recycled and reused.
    Type: Grant
    Filed: March 24, 1998
    Date of Patent: November 24, 1998
    Assignee: Occidental Chemical Corporation
    Inventors: Sanjay Mandal, Kevin R. Benson, George Piotrowski
  • Patent number: 5773668
    Abstract: Disclosed is a method of making trichloromethoxybenzene. A mixture is prepared of anisole and a source of chlorine free radicals, such as chlorine or sulfuryl chloride. The reaction is performed in a solvent, which can be either benzotrifluoride, orthochlorobenzotrifluoride, metachlorobenzotrifluoride, parachlorobenzotrifluoride, or dichlorobenzotrifluoride. The mixture is exposed to actinic radiation, such as ultraviolet light, which generates the chlorine free radicals.
    Type: Grant
    Filed: February 24, 1997
    Date of Patent: June 30, 1998
    Assignee: Occidental Chemical Corporation
    Inventors: Lawrence Fertel, Michael Fifolt, Mary Cocoman, Walter Opalinski, William Derwin
  • Patent number: 5723682
    Abstract: The invention relates to difluorovinyl ethers of the general formula I ##STR1## in which R, A, X and m are as defined in claim 1, and to the use of these compounds as components of liquid-crystalline media, and to liquid-crystal and electro-optical display elements which contain the novel liquid-crystalline media.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: March 3, 1998
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Eike Poetsch, Werner Binder, Michael Kompter, Joachim Krause, Kazuaki Tarumi, Ekkehard Bartmann
  • Patent number: 5693807
    Abstract: The invention relates to substituted hydroquinone derivatives of the general formula I ##STR1## wherein R.sub.4 is lower alkyl and either R.sub.1 is hydroxy, halogen, a group of the formula --P(=O)(R.sub.5)R.sub.6 (Ia), a group of the formula --P.sup.+ (R.sub.7)(R.sub.8)R.sub.9 X.sup.- (Ib) or a group of the formula --Si(R.sub.7)(R.sub.8)R.sub.9 (Ic), M is methylene, R.sub.2 is hydrogen or a group of the formula ##STR2## and R.sub.3 is hydrogen or halogen, or .sub.1 is hydroxy or lower alkoxy, M is carbonyl, R.sub.2 is hydrogen and R.sub.3 is halogen, each of R.sub.5 and R.sub.6, independently of the other, is lower alkyl, lower alkoxy Or N,N-di-lower alkylamino, or is benzyl, benzyloxy, phenyl or phenoxy, each of which is unsubstituted or mono- or di-substituted at the phenyl ring, to a process for the preparation of those compounds and to the use of those compounds, and to a process in which those compounds are used.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 2, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Gottfried Sedelmeier, Gerhard Fischer
  • Patent number: 5658914
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • Patent number: 5658951
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • Patent number: 5658927
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • Patent number: 5547593
    Abstract: Disclosed is a lubricant oil composition comprising: (A) a fluorine-containing aromatic compound, and(B) an alkyl- or alkyl derivative-substituted aromatic compound having a kinetic viscosity of from 0.1 to 500 cSt as measured at 40 .degree. C., wherein:the compound (A) is represented by the formula:R(XR.sub.f).sub.n (A)wherein X represents an oxygen or a sulfur atom; n is an integer of from 1 to 4; R represents an n-valent, unsubstituted or substituted aromatic group having from 6 to 60 carbon atoms; and R.sub.f represents an unsubstituted or partially substituted fluorocarbon group having from 1 to 25 carbon atoms; andthe compound (B) comprises at least one substituted aromatic nucleus, wherein a substituent is an unsubstituted or substituted alkyl group having from 1 to 30 carbon atoms, or a derivative thereof. The lubricant oil composition having a kinetic viscosity of from 2 to 500 cSt as measured at 40.degree. C.
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: August 20, 1996
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Kenichi Sanechika, Hiroyuki Fukui, Masanori Ikeda
  • Patent number: 5491266
    Abstract: This invention relates to asymmetric syntheses in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active product.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: February 13, 1996
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: James E. Babin, Gregory T. Whiteker
  • Patent number: 5484932
    Abstract: Compounds such as ##STR1## wherein R is F, CF.sub.3, CF.sub.2 H, CHF CF.sub.3 or CF.sub.2 CF.sub.3, as well as related compounds containing chlorine, are used as solvents in halogenation processes.
    Type: Grant
    Filed: June 2, 1994
    Date of Patent: January 16, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventor: Albrecht Marhold
  • Patent number: 5463088
    Abstract: A process for preparing perfluoroalkoxy(alkylthio)benzenes from perfluorochloroalkoxy(alkylthio)-benzenes by reaction with hydrogen fluoride in the gas phase and in the presence of a catalyst.
    Type: Grant
    Filed: April 26, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Albrecht Marhold, Karl-Rudolf Gassen
  • Patent number: 5463138
    Abstract: Difluoromethoxyarenes and difluoromethylthioarenes of the general formula (I),Ar--Q--CHF.sub.2 (I)in whichAr represents optionally substituted aryl, andQ represents oxygen or sulphur,(which can be used as intermediates for preparing biologically active products) are obtained in very good yields and in a high degree of purity by reacting hydroxyarenes or mercaptoarenes of the general formulaAr--Q--H (II)with chlorodifluoromethane (ClCHF.sub.2) in the presence of an aqueous alkali metal hydroxide or alkaline earth metal hydroxide at temperatures of between 20.degree. C. and 120.degree. C.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus-Helmut Muller
  • Patent number: 5440051
    Abstract: Aryl ethers are chlorinated in the .alpha.-position by a process in which they are metered into a reaction vessel at the same time as chlorine, the reaction being carried out at temperatures in the range from 60.degree. to 150.degree. C.
    Type: Grant
    Filed: March 22, 1994
    Date of Patent: August 8, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Klaus Jelich
  • Patent number: 5403512
    Abstract: Vinyl compounds of the formula I ##STR1## in which the variables are as described in the claims. The compounds are useful as components in liquid-crystalline media.
    Type: Grant
    Filed: August 5, 1992
    Date of Patent: April 4, 1995
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ekkehard Bartmann, Herbert Plach, Rudolf Eidenschink, Volker Reiffenrath, Detlef Pauluth, Eike Poetsch, Sabine Schoen, Volker Meyer, Michael Junge, Reinhard Hittich
  • Patent number: 5356562
    Abstract: Fluoro tolans of the formula I ##STR1## wherein R.sup.1 denotes alkyl with up to 12 carbon atoms wherein one or two non-adjacent CH.sub.2 groups may also be replaced by --O--, --O--CO--, --CO--O-- and/or --CH.dbd.CH--,A is trans-1,4-cyclohexylene or 1,4-phenylene,r is 0 or 1,s is 0 or 1,Q is --CF.sub.2 -- or --OCF.sub.2 -- and -- if Y=F and/or L.sup.1 =L.sup.2 =F - also a single bond,L.sup.1 and L.sup.2 are H or F, andY is H, F or Clare suitable as components of liquid crystalline media.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: October 18, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Simon Greenfield, Emma Brown, Reinhard Hittich
  • Patent number: 5350878
    Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: September 27, 1994
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5342985
    Abstract: The invention relates to a process for the metathesis of olefins which comprises reacting an olefin of the formula YCZ.dbd.CZ--(CX.sub.2).sub.n R.sup.2 (II) whereinn is an integer from 1 to 28,X represents H or F,Y represents H or alkyl having from 1 to 10 carbon atoms andZ represents H or a non-aromatic hydrocarbon group having from 1 to 6 carbon atoms and R.sup.2 represents H, alkyl, halogen, COOR.sup.3 or OR.sup.4, wherein R.sup.3 and R.sup.4 represent alkyl having from 1 to 15 carbon atoms or phenyl which is unsubstituted or contains from 1 to 3 substituents or wherein R.sup.4 is trialkylsilyl R.sup.5 Si, wherein R.sup.5 represents alkyl having from 1 to 5 carbon atoms, at a catalyst comprising an oxidic carrier charged with a rhenium compound as defined hereinbefore.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: August 30, 1994
    Assignee: Hoechst AG
    Inventors: Wolfgang A. Herrmann, Werner Wagner, Ursula Volkhardt
  • Patent number: 5324449
    Abstract: Substituted phenyl trifluoromethyl ethers of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.n --A.sup.2 --Z.sup.2 --A.sup.3 --OCF.sub.3 Iin which R.sup.1, A.sup.1, Z.sup.1, n, A.sup.2, Z.sup.2 and A.sup.3 have the meaning given in claim 1, are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: June 28, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Hans-Adolf Kurmeier, Bernhard Scheuble, Eike Poetsch, Ulrich Finkenzeller
  • Patent number: 5313001
    Abstract: Process for the preparation of .alpha.-fluorostyrene from fluoroolefins: ##STR1## Z=hydrogen, fluorine, chlorine X=iodine, bromine, chlorine.A halogenated aromatic (I) is reacted with a fluorine-substituted ethylene (II) in the presence of a palladium catalyst to give an .alpha.-fluorostyrene (III), it being possible for R to be a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 -alkyl group, a C.sub.1 -C.sub.5 -alkoxy group, an amino, alkylamino or dialkylamino group, an aryl radical or a fused aryl or heteroaryl ring, a hydroxyl or hydroxyalkyl group, a trifluoromethyl or perfluoroalkyl group or a nitro group.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: May 17, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Heitz, Arno Knebelkamp
  • Patent number: 5279764
    Abstract: The invention relates to dihalogenobenzene derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --(Z.sup.2 --A.sup.3).sub.n --R.sup.2wherein R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and n are as defined in the specification.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: January 18, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Georg Weber, Ulrich Finkenzeller, Andreas Wachtler, Thomas Geelhaar, David Coates, Ian C. Sage, Simon Greenfield
  • Patent number: RE35568
    Abstract: The present invention is directed to a method for replacing a carboxylic acid group with a fluorine .[.group.]. in a halogenated aliphatic carboxylic acid compound having the formula, R-COOH, to prepare a fluorinated product having the formula, R-F, wherein R is a halogenated aliphatic group including straight- and branched-chain aliphatic groups selected from the group consisting of halogenated aliphatic and .Iadd.halogenated .Iaddend.alkoxy-substituted .[.halogenated.]. aliphatic groups, wherein the method comprises the step of (a) reacting the halogenated aliphatic carboxylic acid compound with bromine trifluoride, and (b) recovering the fluorinated product.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: July 22, 1997
    Assignee: Ohmeda Pharmaceutical Products Division Inc.
    Inventors: Donald F. Halpern, Mark L. Robin