Halogen Containing Patents (Class 568/655)
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Patent number: 8828565Abstract: 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: GrantFiled: March 7, 2012Date of Patent: September 9, 2014Assignee: FUJIFILM CorporationInventors: Hiroki Sugiura, Masayuki Harada, Ken Kawata, Akiko Hattori, Atsushi Tatsugawa
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Patent number: 8722157Abstract: 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: GrantFiled: August 17, 2009Date of Patent: May 13, 2014Assignee: LG Chem, Ltd.Inventors: Dai-Seung Choi, Heon Kim, Sung-Ho Chun, Sung-Joon Oh, Dong-Woo Yoo, Yu-Chan Kang
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Patent number: 8680341Abstract: 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: GrantFiled: June 14, 2010Date of Patent: March 25, 2014Assignee: Chemtura CorporationInventors: Frank Liu, Kenneth Bol, Mark V. Hanson, Larry Timberlake
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Publication number: 20140046074Abstract: 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: ApplicationFiled: January 31, 2012Publication date: February 13, 2014Inventors: Qiang Zhang, Rongxia Zhang, Guanghui Tian, Jianfeng Li, Fuqiang Zhu, Xiangrui Jiang, Jingshan Shen
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Patent number: 8530666Abstract: 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: GrantFiled: October 26, 2011Date of Patent: September 10, 2013Assignee: SALTIGO GmbHInventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-Feng Wu
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Publication number: 20120329848Abstract: 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: ApplicationFiled: March 2, 2011Publication date: December 27, 2012Applicant: ARENA PHARMACEUTICALS, INC.Inventors: Robert M. Jones, Daniel J. Buzard, Tawfik Gharbaoui, Benjamin R. Johnson, Michelle Kasem, Thomas O. Schrader, Scott Stirn
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Publication number: 20120245360Abstract: 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: ApplicationFiled: October 26, 2011Publication date: September 27, 2012Applicant: SALTIGO GMBHInventors: Alain Cotté, Matthias Gotta, Matthias Beller, Thomas Schareina, Alexander Zapf, Xiao-feng Wu
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Patent number: 8273420Abstract: 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: GrantFiled: May 2, 2011Date of Patent: September 25, 2012Assignee: AGC Seimi Chemical Co., Ltd.Inventors: Atsushi Kawamata, Tomoyuki Asai, Hidemasa Koh
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Publication number: 20120231297Abstract: 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: ApplicationFiled: March 7, 2012Publication date: September 13, 2012Applicant: FUJIFILM CORPORATIONInventors: Hiroki SUGIURA, Masayuki HARADA, Ken KAWATA, Akiko HATTORI, Atsushi TATSUGAWA
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Publication number: 20120142915Abstract: 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: ApplicationFiled: December 1, 2011Publication date: June 7, 2012Inventors: Matthew Duncton, Rajinder Singh
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Publication number: 20110313170Abstract: 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: ApplicationFiled: June 30, 2011Publication date: December 22, 2011Inventor: Stephen Gregory DiMagno
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Patent number: 7981486Abstract: 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: GrantFiled: March 18, 2009Date of Patent: July 19, 2011Assignees: JNC Corporation, Chisso Petrochemical CorporationInventor: Yasuyuki Sasada
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Publication number: 20110112293Abstract: 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: ApplicationFiled: April 9, 2009Publication date: May 12, 2011Applicant: BAYER SCHERING PHARMA AKTIENGESELLSCHAFTInventors: 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
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Publication number: 20110039701Abstract: 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: ApplicationFiled: March 30, 2010Publication date: February 17, 2011Applicant: Bayer CropScience AGInventors: Alfred ANGERMANN, Guido Bojack, Reiner Fischer, Stefan Lehr, Jan Dittgen, Dieter Feucht, Isolde Häuser-Hahn, Christopher Hugh Rosinger, Arnd Voerste
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Publication number: 20090197201Abstract: 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: ApplicationFiled: July 2, 2007Publication date: August 6, 2009Inventors: Wolfgang Hierse, Nikolai (Mykola) Ignatyev, Martin Seidel, Elvira Montenegro, Peer Kirsch, Andreas Bathe
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Patent number: 7256316Abstract: 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: GrantFiled: October 30, 2003Date of Patent: August 14, 2007Assignee: Central Glass Company, LimitedInventors: Satoru Kobayashi, Kazuhiko Maeda, Tooru Tsujishita
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Patent number: 7115784Abstract: 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: GrantFiled: January 4, 2005Date of Patent: October 3, 2006Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
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Patent number: 7105708Abstract: 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: GrantFiled: November 26, 2001Date of Patent: September 12, 2006Assignee: Merck PatentgesellschaftInventors: Peer Kirsch, Andreas Taugerbeck, Alexander Hahn
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Patent number: 6770788Abstract: 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: GrantFiled: October 21, 2002Date of Patent: August 3, 2004Assignee: BASF AktiengesellschaftInventor: William Wakefield Wood
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Patent number: 6538142Abstract: 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: GrantFiled: April 18, 2002Date of Patent: March 25, 2003Assignee: Farchemia S.r.l.Inventors: Gabriele Breviglieri, Sergio Contrini, Giacomo Bruno, Cinzia Assanelli
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Patent number: 6462240Abstract: 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: GrantFiled: June 14, 2001Date of Patent: October 8, 2002Assignee: Dow AgroSciences LLCInventors: Michael Glenn Smith, Mark Andrew Pobanz, Gary A. Roth, Michael A. Gonzalez
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Patent number: 6441205Abstract: 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: GrantFiled: May 19, 2000Date of Patent: August 27, 2002Assignee: Council of Scientific and Industrial ResearchInventors: Sunil Kumar Chattopadhyay, Koneni Venkata Sashidhara, Vinayak Tripathi, Arun Kumar Tripathi, Veena Prajapati, Sushil Kumar
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Patent number: 6242654Abstract: 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: GrantFiled: December 21, 1999Date of Patent: June 5, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Kenichi Goto, Kouki Fukumura, Hiroshi Sonoda, Junko Naruse, Hidetoshi Hayashi, Hideaki Oikawa
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Patent number: 6239317Abstract: 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: GrantFiled: February 5, 1998Date of Patent: May 29, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Surendra Umesh Kulkarni, Vadiraj Subbanna Ekkundi, Pradeep Jeevaji Nadkarni, Chandrasekhar Dayal Mudaliar, Kishore Ramachandra Nivalkar
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Patent number: 6118028Abstract: 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: GrantFiled: March 16, 1998Date of Patent: September 12, 2000Assignee: Occidental Chemical CorporationInventors: Kevin R. Benson, John Hickey, William S. Derwin, Michael J. Fifolt, Sanjay Mandal
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Patent number: 5998674Abstract: 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: GrantFiled: August 21, 1998Date of Patent: December 7, 1999Assignee: Teijin Chemicals, Ltd.Inventors: Yutaka Taketani, Haruhisa Hoshimi, Masanori Monri, Seiichi Tanabe, Yasuhiro Shimidzu
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Patent number: 5911912Abstract: 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: GrantFiled: November 20, 1997Date of Patent: June 15, 1999Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Peer Kirsch, Joachim Krause, Kazuaki Tarumi
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Patent number: 5910617Abstract: 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: GrantFiled: June 18, 1998Date of Patent: June 8, 1999Assignee: Societe Nationale Des Poudres Et ExploisfsInventors: Loic Lecomte, Serge Metge, Denis Souyri
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Patent number: 5844056Abstract: 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: GrantFiled: August 7, 1996Date of Patent: December 1, 1998Assignee: The University of AkronInventors: Joseph P. Kennedy, Istvan J. Majoros, Sunny Jacob
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Patent number: 5840998Abstract: 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: GrantFiled: March 24, 1998Date of Patent: November 24, 1998Assignee: Occidental Chemical CorporationInventors: Sanjay Mandal, Kevin R. Benson, George Piotrowski
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Patent number: 5773668Abstract: 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: GrantFiled: February 24, 1997Date of Patent: June 30, 1998Assignee: Occidental Chemical CorporationInventors: Lawrence Fertel, Michael Fifolt, Mary Cocoman, Walter Opalinski, William Derwin
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Patent number: 5723682Abstract: 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: GrantFiled: March 5, 1997Date of Patent: March 3, 1998Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Eike Poetsch, Werner Binder, Michael Kompter, Joachim Krause, Kazuaki Tarumi, Ekkehard Bartmann
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Patent number: 5693807Abstract: 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: GrantFiled: June 5, 1995Date of Patent: December 2, 1997Assignee: Ciba-Geigy CorporationInventors: Gottfried Sedelmeier, Gerhard Fischer
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Patent number: 5658914Abstract: 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: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
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Patent number: 5658927Abstract: 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: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
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Patent number: 5658951Abstract: 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: GrantFiled: June 7, 1995Date of Patent: August 19, 1997Assignee: Research Corporation TechnologiesInventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
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Patent number: 5547593Abstract: 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: GrantFiled: August 11, 1994Date of Patent: August 20, 1996Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kenichi Sanechika, Hiroyuki Fukui, Masanori Ikeda
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Patent number: 5491266Abstract: 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: GrantFiled: June 20, 1994Date of Patent: February 13, 1996Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: James E. Babin, Gregory T. Whiteker
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Patent number: 5484932Abstract: 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: GrantFiled: June 2, 1994Date of Patent: January 16, 1996Assignee: Bayer AktiengesellschaftInventor: Albrecht Marhold
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Patent number: 5463138Abstract: 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: GrantFiled: May 18, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventor: Klaus-Helmut Muller
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Patent number: 5463088Abstract: 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: GrantFiled: April 26, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Albrecht Marhold, Karl-Rudolf Gassen
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Patent number: 5440051Abstract: 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: GrantFiled: March 22, 1994Date of Patent: August 8, 1995Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Klaus Jelich
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Patent number: 5403512Abstract: 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: GrantFiled: August 5, 1992Date of Patent: April 4, 1995Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Ekkehard Bartmann, Herbert Plach, Rudolf Eidenschink, Volker Reiffenrath, Detlef Pauluth, Eike Poetsch, Sabine Schoen, Volker Meyer, Michael Junge, Reinhard Hittich
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Patent number: 5356562Abstract: 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: GrantFiled: June 3, 1992Date of Patent: October 18, 1994Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Simon Greenfield, Emma Brown, Reinhard Hittich
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Patent number: 5350878Abstract: 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: GrantFiled: February 10, 1993Date of Patent: September 27, 1994Assignee: Dow Corning CorporationInventor: Gerardo Caporiccio
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Patent number: 5342985Abstract: 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: GrantFiled: August 20, 1990Date of Patent: August 30, 1994Assignee: Hoechst AGInventors: Wolfgang A. Herrmann, Werner Wagner, Ursula Volkhardt
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Patent number: 5324449Abstract: 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: GrantFiled: February 22, 1993Date of Patent: June 28, 1994Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Hans-Adolf Kurmeier, Bernhard Scheuble, Eike Poetsch, Ulrich Finkenzeller
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Patent number: 5313001Abstract: 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: GrantFiled: November 17, 1992Date of Patent: May 17, 1994Assignee: Hoechst AktiengesellschaftInventors: Walter Heitz, Arno Knebelkamp
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Patent number: 5279764Abstract: 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: GrantFiled: November 23, 1992Date of Patent: January 18, 1994Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Volker Reiffenrath, Joachim Krause, Georg Weber, Ulrich Finkenzeller, Andreas Wachtler, Thomas Geelhaar, David Coates, Ian C. Sage, Simon Greenfield
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Patent number: RE35568Abstract: 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: GrantFiled: November 16, 1994Date of Patent: July 22, 1997Assignee: Ohmeda Pharmaceutical Products Division Inc.Inventors: Donald F. Halpern, Mark L. Robin