Halogen Containing Patents (Class 568/634)
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Patent number: 6333437Abstract: A method for purifying a bromine compound by depositing the bromine compound represented by the following general formula (1) as solid particles from a crude solution containing the bromine compound: wherein (i) the crude solution is supplied into the slurry containing the particles of the bromine compound; (ii) the concentration of the particles of the bromine compound in the slurry is maintained at a predetermined range; (iii) the solvent contained in the slurry is a mixed solvent of a good solvent and a poor solvent and the ratio of the good solvent to the poor solvent is maintained at a predetermined value; and (iv) the solid particles of the bromine compound are separated from the slurry.Type: GrantFiled: September 7, 2000Date of Patent: December 25, 2001Assignee: Teijin Chemicals LTDInventors: Yutaka Taketani, Haruhisa Hoshimi, Akihiro Mukai, Yasuhisa Tahira, Takahiro Sato
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Patent number: 6309561Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion comprising (i) at least one chiral center, which can optionally be heteroatom-substituted; (ii) a terminal fluoroalkyl, fluoroether, perfluoroalkyl, or perfluoroether group; and (iii) an alkylene or fluoroalkylene group optionally containing at least one catenary ether oxygen atom; (b) a chiral or achiral terminal portion consisting of a hydrocarbon or hydrocarbon ether group, and, when chiral, comprising at least one chiral center, which can optionally be heteroatom-substituted; and (c) a central core connecting the terminal portions; the alkylene or fluoroalkylene group of the chiral fluorochemical terminal portion having at least 3 in-chain atoms and being located between the chiral center of the chiral fluorochemical terminal portion and the central core. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: December 24, 1997Date of Patent: October 30, 2001Assignee: 3M Innovative Properties CompanyInventors: Masakazu Hasegawa, Michael P. Keyes, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 6215008Abstract: Fluorescent dyes which fluoresce a variety of colors are prepared from substituted isoviolanthrone and substituted isoviolanthrone by reductive alkylation with alkyl halides in the presence of zinc.Type: GrantFiled: December 3, 1999Date of Patent: April 10, 2001Assignee: Rohm and Haas CompanyInventor: Peter J. Heffron
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Patent number: 6177154Abstract: Disclosed are (a) liquid crystalline compounds which are essential as component of the liquid crystal compositions, are excellent in miscibility with other liquid crystal compositions, particularly in the miscibility at low temperatures, and expressed by the general formula (1) wherein R0 and R1 independently represent an alkyl group having 1 to 10 carbon atoms; ring A0, ring A1, ring A2, and ring A3 represent 1,4-cyclohexylene group, 1,3-dioxane-2,5-diyl group, 1,4-phenylene group in which one or more hydrogen atoms on the ring may be represented by a halogen atom or R2O group, pyridine-2,5-diyl group, or pyrimidine-2,5-diyl group; Z0, Z1, Z2, and Z3 represent —CH2CH2—, —CH═CH—, —C≡C—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —COO—, —OCO—, —(CH2)4—, or single bond; Q1 and Q2 represent hydrogen atom or a halogen atom; Q3 represents hydrogen atom, a halogen atom, or R2O gType: GrantFiled: March 16, 1999Date of Patent: January 23, 2001Assignee: Chisso CorporationInventors: Shuichi Matsui, Tugumiti Andou, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Yasusuke Hisatsune, Fusayuki Takeshita, Etsuo Nakagawa
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Patent number: 6168838Abstract: Fluorinated phenanthrene derivatives and their use in liquid-crystalline mixtures Fluorinated phenanthrene derivatives of the formula (I) in which G is —CHF—CH2— or —CF═CH—, E1, E2, E3, E4, E5 and E6 are identical or different and are —CH—, —CF— or —N— and R1(—A1—M1)a(—A2—M2)b, (M3—A3—)c(M4—A4—)d R2 denote mesogenic radicals are suitable as components for liquid-crystalline mixtures, especially ferroelectric mixtures.Type: GrantFiled: August 19, 1999Date of Patent: January 2, 2001Assignee: Aventis Research & Technologies GmbH & Co. KGInventors: Wolfgang Schmidt, Javier Manero
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Patent number: 6166272Abstract: Disclosed is a method of fluorinating a substrate having the general formula ##STR1## where each R is independently selected from halogen, alkyl from C.sub.1 to C.sub.12, aryl from C.sub.6 to C.sub.12, alkoxide from C.sub.1 to C.sub.12, aryloxide from C.sub.6 to C.sub.12, nitro, amino, alkylamino from C.sub.1 to C.sub.12, and arylamino from C.sub.6 to C.sub.12, each X is independently selected from halogen and at least one X is chlorine or bromine, each m is independently selected from 0 to 5, n is 0 or 1, p is 0 or 1, q is 0 or 1, and n+p+q is 1. The substrate is heated to a temperature of about 40 to about 100.degree. C. and is reacted with a fluorinating agent in the presence of about 0.05 to about 2 wt % molybdenum trioxide. The composition of the substrate, the catalyst, and the fluorinating agent is also disclosed.Type: GrantFiled: August 12, 1999Date of Patent: December 26, 2000Assignee: Occidental Chemical CorporationInventor: Sanjay Mandal
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Patent number: 6121495Abstract: Compounds of ethynyl aromatic compounds form polymers which have high thermal stability. The monomers are useful for coating a wide variety of substances such as dielectric coatings where high thermal resistance is desirable including electronic components such as computer chips.Type: GrantFiled: September 12, 1996Date of Patent: September 19, 2000Assignee: The Dow Chemical CompanyInventors: David A. Babb, Dennis W. Smith, Jr., Steven J. Martin, James P. Godschalx
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Patent number: 6121500Abstract: A mixture of water and a glycol, such as ethylene glycol, is employed as the solvent for the reaction between 1,6-dibromo-2-naphthol and an alkali metal sulfite in the preparation of 6-bromo-2-naphthol and its derivatives to effect a substantial reduction in reaction time. The glycol/water mol ratio is ordinarily in the range of 0.1-0.5/1, preferably 0.3/0.5/1.Type: GrantFiled: March 4, 1999Date of Patent: September 19, 2000Assignee: Albemarle CorporationInventor: Mahmood Sabahi
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Patent number: 6030547Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion comprising (i) at least one chiral center, which can optionally be heteroatom-substituted; (ii) a terminal fluoroalkyl, fluoroether, perfluoroalkyl, or perfluoroether group; and (iii) an alkylene or fluoroalkylene group optionally containing at least one caternary ether oxygen atom; (b) a chiral or achiral terminal portion consisting of a hydrocarbon or hydrocarbon ether group, and, when chiral, comprising at least one chiral center, which can optionally be heteroatom-substituted; and (c) a central core connecting the terminal portions; the alkylene or fluoroalkylene group of the chiral fluorochemical terminal portion having at least 3 in-chain atoms and being located between the chiral center of the chiral fluorochemical terminal portion and the central core. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: December 24, 1997Date of Patent: February 29, 2000Assignee: 3M Innovative Properties CompanyInventors: Masakazu Hasegawa, Michael P. Keyes, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 6025310Abstract: The invention provides novel organic compounds, and more particularly those having excellent lubricity, compatible with lubricating organic compounds having a benzene ring and a phosphazine ring and retaining stability free of hydrolysis for a prolonged period of time. The organic compounds are represented by the formula R.sub.1 --R.sub.0 --R.sub.1 or R.sub.0 --R.sub.1. R.sub.0 is a chain saturated organic group containing a chain of carbon atoms or a chain of carbon atom C and oxygen atom O, and filled with fluorine atoms F or trifluoromethyl groups CF.sub.3 except at one end or both ends of the chain. R.sub.1 is --CH.sub.2 --O--(CH.sub.2).sub.p --{CH(CH.sub.3)}.sub.k --{C(CH.sub.3).sub.2 }.sub.t --R.sub.2 wherein p, k and t are each an integer of 0 or not smaller than 1, and R.sub.2 is phenyl or a functional group corresponding to phenyl in which at least one of the hydrogen atoms is substituted with a compound of at least two elements selected from the group consisting of C, H, O and F or with F, Br or Cl.Type: GrantFiled: March 23, 1998Date of Patent: February 15, 2000Assignee: Kubota CorporationInventors: Ikuzo Nishiguchi, Hiroki Hara, Sigeru Tsuboi, Seiki Sugi, Kazuhiro Higuchi
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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: 5998673Abstract: Pesticidal 1,4-diaryl-2-fluoro-2-butene compounds having the structural formula I ##STR1## and compositions and methods comprising those compounds for the control of insect and acarid pests.Type: GrantFiled: May 29, 1997Date of Patent: December 7, 1999Assignee: American Cyanamid CompanyInventors: Keith D. Barnes, Yulin Hu
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Patent number: 5972241Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion containing at least one methylene group and optionally containing at least one catenary ether oxygen atom; (b) a saturated, chiral or achiral, hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: November 6, 1997Date of Patent: October 26, 1999Assignee: 3M Innovative Properties CompanyInventors: Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 5948933Abstract: New tropane analogs that bind to monoamine transporters are described, particularly, 8-aza, 8carbo and 8-oxo tropanes having 6- or 7-substituents. The compounds of the present invention can be racemic, pure R-enantiomers, or pure S-enantiomers. Certain preferred compounds of the present invention have a high selectivity for the DAT versus the SERT. Also described are pharmaceutical therapeutic compositions comprising the compounds formulated in a pharmaceutically acceptable carrier and a method for inhibiting 5-hydroxy-tryptamine reuptake of a monoamine transporter by contacting the monoamine transporter with a 5-hydroxytryptamine reuptake inhibiting amount of a compound of the present invention. Preferred monoamine transporters for the practice of the present invention include the dopamine transporter, the serotonin transporter and the norepinephrine transporter.Type: GrantFiled: July 11, 1997Date of Patent: September 7, 1999Assignees: Organix, Inc., President and Fellows of Harvard CollegeInventors: Peter C. Meltzer, Bertha K. Madras, Paul Blundell, Zhengming Chen
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Patent number: 5907069Abstract: In producing nabumetone or precursor thereof, use is made of 2-bromo-6-methoxynaphthalene formed by (a) methylating 6-bromo-2-naphthol with methyl bromide or methyl chloride, in a halogen-free liquid solvent comprising at least about 40% by weight of one or more compounds of the formula RZ where R is a hydrogen atom or an alkyl group, and Z is a hydroxyl group or a cyanide group with the proviso that if Z is a cyanide group, R is an alkyl group, and in the presence of at least one strong base; and (b) recovering and purifying 2-bromo-6-methoxynaphthalene so formed.Type: GrantFiled: January 20, 1998Date of Patent: May 25, 1999Assignee: Albemarle CorporationInventors: Brian F. Becnel, Mahmood Sabahi, Kevin J. Theriot
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Patent number: 5849958Abstract: Pesticidal 1,4-diaryl-2-fluoro-2-butene compounds having the structural formula I ##STR1## and compositions and methods comprising those compounds for the control of insect and acarid pests.Type: GrantFiled: March 17, 1997Date of Patent: December 15, 1998Assignee: American Cyanamid CompanyInventors: Keith D. Barnes, Yulin Hu
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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: 5840996Abstract: Bromine is generated in situ in a mixture formed by mixing together 2-methoxynaphthalene, hydrogen bromide, at least one peroxidic compound and a chemically indifferent organic liquid solvent or diluent under conditions effective to produce 1,6-dibromo-2-methoxynaphthalene. Optionally, but preferably, water is also included in the mixture. Regioselective hydrodebromination of 1,6-dibromo-2-methoxynaphthalene with hydrogen and tungsten carbide enables production of 2-bromo-6-methoxynaphthalene.Type: GrantFiled: May 8, 1997Date of Patent: November 24, 1998Assignee: Albemarle CorporationInventor: Mahmood Sabahi
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Patent number: 5770108Abstract: A novel pyrimidine compound represented by the following Formulas (1) and (2), a liquid crystal composition containing said compound and a liquid crystal element having excellent characteristics such as high speed response, orientation and high contrast ratio. ##STR1## wherein R.sub.1 and R.sub.2 each represent a linear or branched alkyl or alkenyl group, an alkoxyl or alkenyloxy group; R.sub.3 and R.sub.4 each represent a linear or branched alkyl group or alkenyl group; A.sub.1 and A.sub.2 each represent a substituted or unsubstituted 1,4-phenylene group, a pyridine-2,5-diyl or trans-1,4-cyclohexylene group; X.sub.1 and X.sub.2 each represent a single bond, --COO--, --OCO--, --OCH.sub.2 or --CH.sub.2 O-- group; Y.sub.1 and Y.sub.2 each represent --COO-- or --OCO-- group; and a, b, p, q, m and n each represent 0 or 1, provided that a+b+p+q is not 0.Type: GrantFiled: June 21, 1996Date of Patent: June 23, 1998Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yoshiyuki Totani, Motokazu Hirao, Atsuo Otsuji, Tsutomu Ishida, Hiroe Kayashima, Masakatsu Nakatsuka
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Patent number: 5763700Abstract: A pesticidal compound, suitable for combating soil borne insect pests has formula I: ##STR1## in which formula: Ar.sub.A represents a phenyl or naphthyl group optionally substituted by one or more groups selected from halogen, alkoxy, haloalkoxy, methylenedioxy, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 haloalkyl; andAr.sub.B represents a phenoxy, phenyl, benzyl or benzoyl-substituted phenyl group which is optionally further substituted;the configuration of the aryl cyclopropyl group and the group CH.sub.2 Ar.sub.B about the double bond being mutually trans.Type: GrantFiled: March 16, 1995Date of Patent: June 9, 1998Assignee: British Technology Group LimitedInventors: Bhupinder Pall Singh Khambay, Mu-Guang Liu
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Patent number: 5756851Abstract: In producing nabumetone or precursor thereof, use is made of 2-bromo-6-methoxynaphthalene formed by (a) methylating 6-bromo-2-naphthol with methyl bromide or methyl chloride, in a halogen-free liquid solvent comprising at least about 40% by weight of one or more compounds of the formula RZ where R is a hydrogen atom or an alkyl group, and Z is a hydroxyl group or a cyanide group with the proviso that if Z is a cyanide group, R is an alkyl group, and in the presence of at least one strong base; and (b) recovering and purifying 2-bromo-6-methoxynaphthalene so formed.Type: GrantFiled: October 21, 1996Date of Patent: May 26, 1998Assignee: Albemarle CorporationInventors: Brian F. Becnel, Mahmood Sabahi, Kevin J. Theriot
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Patent number: 5702637Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) a chiral fluorochemical terminal portion containing at least one methylene group and optionally containing at least one catenary ether oxygen atom; (b) a saturated, chiral or achiral, hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.Type: GrantFiled: April 19, 1995Date of Patent: December 30, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
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Patent number: 5643495Abstract: 1,2,2,2-Tetrafluoroethyl ethers of the formula IR--(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --Z.sup.2 A.sup.3 --O--CHF--CF.sub.3(I)are suitable as components of liquid-crystalline media whereinR is H, a substituted or unsubstituted alkyl or alkenyl radical having 1 to 15 carbon atoms,A.sup.1 and A.sup.2 are each, independently of one another, a(a) trans-1,4-cyclohexylene radicals and derivatives thereof in which, in addition, one or more non-adjacent CH.sub.2 groups is optionally replaced by --O-- and/or --S--,(b) 1,4-phenylene radicals and derivatives thereof in which, in addition, one or two CH groups is optionally replaced by N, or(c) radical from the group consisting of 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-diyl,wherein radicals (a) and (b) are optionally substituted by one or two fluorine atoms,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.Type: GrantFiled: September 12, 1995Date of Patent: July 1, 1997Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Ekkehard Bartmann, Ulrich Finkenzeller
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Patent number: 5563298Abstract: Materials of the formula I: ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 in each case independently of one another can be identical or different and are a hydrogen atom, halogen atom, hydroxyl group, nitro group, cyano group or monovalent, optionally substituted organic radical; R.sub.4 is a hydrogen atom, halogen atom, nitro group, cyano group or monovalent, optionally substituted organic radical; and R.sub.5 can be identical or different and is a halogen atom, hydroxyl group, nitro group, cyano group or monovalent, optionally substituted organic radical.Type: GrantFiled: February 14, 1995Date of Patent: October 8, 1996Assignee: Consortium f ur elektrochemische Industrie GmbHInventors: Hans-Peter Weitzel, Horst Leigeber, Peter Boldt, Jobst Leupold
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Patent number: 5554316Abstract: A novel compound having superior characteristics as a liquid crystal material and having a good stability under usual use environment, and a composition having improved viscosity, optical anisotropy and other properties, and further a liquid crystal display element are provided,the compound being a hexenediyne compound expressed by the formula ##STR1## wherein R and R' each represent an alkyl group or an alkoxy group, independently of each other; rings A and B each represent 1,4-cyclohexylene or 1,4-phenylene; and X represents H or F), and particularly when fluorine atom is introduced into the central part of the molecule of the compound, the viscosity is notably lowered; and when a liquid crystal composition is composed of the compound as its component, the operation temperature range of the liquid crystal composition is broadened, and the high speed response becomes possible due to the viscosity reduction, and when the cell thickness is reduced, a good display can be realized.Type: GrantFiled: March 14, 1995Date of Patent: September 10, 1996Assignee: Chisso CorporationInventors: Atsuko Fujita, Shuichi Matsui, Kazutoshi Miyazawa, Yasuyuki Goto, Etsuo Nakagawa, Shinichi Sawada
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Patent number: 5492917Abstract: Novel compounds of the general structural formula I: ##STR1## have endothelin antagonist activity and are therefore useful in treating cardiovascular disorders, such as hypertension, pulmonary hypertension, postischemic renal failure, vasospasm, cerebral and cardiac ischemia, myocardial infarction, endotoxic shock, inflammatory diseases including Raynaud's disease and asthma.Type: GrantFiled: September 29, 1993Date of Patent: February 20, 1996Assignee: Merck & Co., Inc.Inventors: Ralph A. Rivero, Peter D. Williams, Daniel F. Veber
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Patent number: 5420364Abstract: Halogenated aromatic compounds are prepared by passing esters of halogenoformic acid at temperatures in the range 150.degree. to 600.degree. C. and pressures from 0.1 to 3 bar over a catalyst containing chromium, magnesium, iron, silicon and/or aluminium, wherein if Al.sub.2 O.sub.3 catalysts are used these have been activated with hydrogen halide.Type: GrantFiled: July 2, 1993Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Albrecht Marhold
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Patent number: 5391650Abstract: A compound having at least one 2-hydroxy-1,3-propylidene, 2-acetoxy-1,3-propylidene, or 2-alkoxy-1,3-propylidene moiety between two benzocyclobutene end moieties is prepared by (a) contacting a diepoxide species with a benzocyclobutene species containing a functionality capable of reacting with an epoxy group, (b) contacting an epoxy-containing benzocyclobutene species with a species containing two functionalities capable of reacting with an epoxy group, (c) contacting an epoxy-containing benzocyclobutene species with a benzocyclobutene species containing a functionality capable of reacting with an epoxy group, (d) contacting epichlorohydrin with benzocyclobutene species capable of reacting with an epoxy group, or (e) contacting epihalohydrin with benzocyclobutene species and difunctional species, wherein both species contain functionalities capable of reacting with epoxy groups.Type: GrantFiled: December 30, 1992Date of Patent: February 21, 1995Assignee: The Dow Chemical CompanyInventors: David J. Brennan, Jerry E. White, Daniel M. Scheck, Robert A. Kirchhoff, Charles Z. Hotz
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Patent number: 5364993Abstract: Fullerenes are selectively functionalized by adsorbing fullerene molecules on molecular sieves such as zeolites as the first step in a desired functionalizing reaction and then adding functional groups or compounds to the fullerenes within the molecular sieves. An improved reactor for fullerene material is thereby available. Selectively functionalized fullerenes formed in accordance with the invention can also serve as precursors for further selectively functionalized products.Type: GrantFiled: January 21, 1993Date of Patent: November 15, 1994Assignee: Inrad, Inc.Inventors: Zhenyu Zhang, Warren Ruderman, James R. Fehlner
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Patent number: 5354511Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.Type: GrantFiled: November 27, 1992Date of Patent: October 11, 1994Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5344959Abstract: Compounds of the formula ##STR1## wherein m is 1-4; R.sub.1 -R.sub.4 independently are hydrogen, lower alkyl of 1 to 6 carbons, Cl, Br, or I; R.sub.5 is hydrogen, lower alkyl of 1 to 6 carbons, Cl, Br, I, lower alkoxy or lower thioalkoxy of 1-6 carbons; R.sub.6 is hydrogen, lower alkyl, Cl, Br, I, OR.sub.11, SR.sub.11, OCOR.sub.11, SCOR.sub.11, NH2, NHR.sub.11, N(R.sub.11).sub.2, NHCOR.sub.11 OR NR.sub.11 --COR.sub.11 ; R.sub.20 is independently hydrogen or lower alkyl; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3-6 carbons, cycloalkyl having 3-6 carbons, alkenyl having 2-6 carbons and 1 or 2 double bonds, alkynyl having 2-6 carbons and 1 or 2 triple bonds; B is hydrogen, COOH or a pharmaceutically acceptable salt thereof, COOR.sub.8, CONR.sub.9 R.sub.10, --CH.sub.2 OH, CH.sub.2 OR.sub.11, CH.sub.2 OCOR.sub.11, CHO, CH(OR.sub.12).sub.2, CHOR.sub.13 O, --COR.sub.7, CR.sub.7 (OR.sub.12).sub.2, or CR.sub.7 OR.sub.13 O, where R.sub.Type: GrantFiled: May 18, 1993Date of Patent: September 6, 1994Assignee: Allergan, Inc.Inventor: Roshantha A. Chandraratna
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Patent number: 5276214Abstract: A biphenyl compound having the formula (I) is newly separated into its optical active compound, and useful as an optically separating agent: ##STR1## wherein W, X and Y are each an atom or atomic group selected from among H, F, Cl, Br, I, CH.sub.3, CF.sub.3, OH, OCH.sub.3, NH.sub.2 and N(CH.sub.3).sub.2 and Z is an atom or atomic group selected from among Cl, Br, I, CH.sub.3 and OCH.sub.Type: GrantFiled: December 18, 1992Date of Patent: January 4, 1994Assignee: Daicel Chemical Industries, Ltd.Inventor: Fumio Toda
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Patent number: 5235115Abstract: A method for the selective ethylation of 2-alkoxy-naphthalene compounds at the 6 position of the naphthalene nucleus is disclosed.Type: GrantFiled: August 15, 1991Date of Patent: August 10, 1993Assignee: Amoco CorporationInventors: Gary P. Hagen, Wen-Dong Chang, Andreas B. Ernst, David A. Palmer, Daniel B. Pourreau, Patrick E. McMahon, John G. Schaffhausen
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Patent number: 5232635Abstract: New derivatives of anthracene for the emission of a blue chemiluminescent light are disclosed. The derivatives are of 9,10-bisphenylanthracene substituted at the 2 position of the anthracene ring and on the phenyl groups. The production of turquoise chemiluminescent light is also disclosed by mixing said derivatives with a green 9,10-bis(phenylethynyl)anthracene.Type: GrantFiled: October 26, 1990Date of Patent: August 3, 1993Assignee: American Cyanamid CompanyInventors: Andre Van Moer, Jacques Ladyjensky
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Patent number: 5225586Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.Type: GrantFiled: September 13, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Theodore L. Parker, Thomas W. Regulski
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Patent number: 5220048Abstract: Benzocyclobutene-1,2-dichlorides, -bromides and -iodides which are substituted in the benzene ring are accessible in good yields and short reaction times by reacting substituted 1,2-(dichloromethyl or dibromomethyl)-benzenes with NaI in acetonitrile as the solvent. They can be used together with dienophils, for example 1,4-quinones, in Diels-Alder reactions.Type: GrantFiled: May 24, 1989Date of Patent: June 15, 1993Assignee: Ciba-Geigy CorporationInventors: Marcus Baumann, Walter Fischer, Vratislav Kvita, Carl W. Mayer
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Patent number: 5204373Abstract: The invention relates to novel farnesylated tetrahydro-naphthalenols, that inhibit HMGR activity which results in a decrease in serum total cholesterol, a decrease in LDL cholesterol levels, and inhibition of LDL oxidation. The farnesylated tetrahydro-naphthalenols of the present invention are thus useful for cholesterol/lipid lowering in cases of hypercholesterolemia, hyperlipidemia, and atherosclerosis.Type: GrantFiled: August 26, 1991Date of Patent: April 20, 1993Assignee: Bristol-Myers Squibb CompanyInventor: Bradley C. Pearce
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Patent number: 5196610Abstract: A compound of formula: ##STR1## wherein W represents one or two substituents selected from halo, alkyl, alkoxy, alkoxyalkyl, haloalkyl and haloalkoxy, or W represents a bidentate group linking adjacent carbon atoms selected from alkylene and alkylenedioxy; Z represents a fluoroalkyl group of up to two carbon atoms; Y represents a substituted aryl group where such substituent is selected from halo, alkyl, aryl, aralkyl, aryloxy and arylamino; and either X' is hydrogen and X is selected from hydrogen, halo, hydroxy, alkoxy and aryloxy, or X and X' together represent a second bond between the adjacent carbon atoms. The compounds have useful insecticidal properties.Type: GrantFiled: July 31, 1986Date of Patent: March 23, 1993Assignee: Imperial Chemical Industries PLCInventors: Michael J. Bushell, Alan J. Whittle, Robin A. E. Carr
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Patent number: 5194619Abstract: The compounds of the formula I or Ia ##STR1## in which R.sup.1 is alkyl, aryl, alkoxy, alkenyl, arylalkyl, alkylaryl, aryloxy, fluoroalkyl, halogenoaryl, alkynyl, trialkylsilyl or a heteroaromatic radical,R.sup.2, R.sup.3 and R.sup.4, in addition to hydrogen, have the meanings given under R.sup.1 andR.sup.5 is hydrogen, alkyl, fluoroalkyl or alkenyl, can be obtained in a one-stage process by reaction of a compound II ##STR2## with (substituted) cyclopentadiene in the presence of a base. The compounds I and Ia are suitable as ligands for metallocene complexes which are used as catalysts in olefin polymerization.Type: GrantFiled: February 14, 1992Date of Patent: March 16, 1993Assignee: Hoechst AktiengesellschaftInventors: Dieter Reuschling, Jurgen Rohrmann, Gerhard Erker, Reiner Nolte, Michael Aulbach, Astrid Weiss
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Patent number: 5132466Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.Type: GrantFiled: April 22, 1991Date of Patent: July 21, 1992Assignee: Beecham Group p.l.c.Inventors: John R. M. Dales, Sidney E. Callander
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Patent number: 5105020Abstract: The invention concerns a cycloalkane derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted banzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms; or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.Type: GrantFiled: December 22, 1989Date of Patent: April 14, 1992Assignees: Imperial Chemistries Industries PLC, ICI PharmaInventor: Jean-Marc M. M. Girodeau
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Patent number: 5068458Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.Type: GrantFiled: June 28, 1990Date of Patent: November 26, 1991Assignee: Beecham Group p.l.c.Inventors: John R. M. Dales, Sidney E. Callander
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Patent number: 5030764Abstract: Novel styryl-tetrahydronaphthalene and indane derivatives useful for treating neoplasms and dermatoses.Type: GrantFiled: October 15, 1990Date of Patent: July 9, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
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Patent number: 5015758Abstract: A process for the preparation of 1-adamantane derivatives characterized by the fact that a 1-acyloxyadamantane, in which the acyl group contains 1 to 4 carbon atoms, is reacted with a receptor compound in a linear aliphatic or cycloaliphatic type solvent in the presence of concentrated sulfuric acid and at ambient temperature.Type: GrantFiled: September 6, 1989Date of Patent: May 14, 1991Assignee: Centre International de Recherches Dermatologiques (CIRD)Inventors: William R. Pilgrim, Joel Lagiere
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Patent number: 5004797Abstract: Partly fluorinated carboxylic acids and derivatives thereof, processes for their preparation and their use. Partly fluorinated carboxylic acids, in particular a partly fluorinated dicarboxylic acid, its acid chloride and partly fluorinated tetracarboxylic acids having various fluorine contents and their dianhydrides are obtained by atmospheric oxidation in an acid medium and at elevated temperature in the presence of a catalyst mixture of at least two heavy metal compounds and bromide ions. The compounds are used for the preparation of polycondensates and linear polycarboxylic acid amides and -carboxylic acid esters.Type: GrantFiled: November 23, 1988Date of Patent: April 2, 1991Assignee: Hoechst AktiengesellschaftInventors: Freimund Rohrscheid, Gunter Siegemund, Jurgen Lau
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Patent number: 4952707Abstract: Chemiluminescent 1,2-dioxetane compounds are disclosed in which the molecule is stabilized at the 3-position on the dioxetane ring against decomposition prior to the molecule's coming in contact with a labile group-removing substance (e.g., an enzyme that will cleave the labile group to cause the molecule to decompose to form at least one light-emitting fluorophore) and substituted at the 4-position on the dioxetane ring with a fused polycyclic ring-containing fluorophore moiety bearing a labile ring substituent whose point of attachment to the fused polycyclic ring, in relation to this ring's point(s) of attachment to the dioxetane ring, is such that the total number of ring atoms separating these points of attachment, including the ring atoms at the points of attachment, is an odd whole number. These odd pattern substituted compounds decompose to emit light of greater intensity and of a different wavelength than that emitted by the corresponding even pattern substituted isomers.Type: GrantFiled: June 30, 1988Date of Patent: August 28, 1990
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Patent number: 4943665Abstract: Novel, self-curing resins are produced by di(hydroxyphenyl) compound and an arylcyclobutenealkyl compound. The resulting di(hydroxyphenyl) compound (di(arylcyclobutenealkyl) ethers cure upon heating to produce rigid thermosets of relatively high glass transition temperature and heat stability.Type: GrantFiled: May 9, 1989Date of Patent: July 24, 1990Assignee: Shell Oil CompanyInventor: Pui-Kwan Wong
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Patent number: 4940822Abstract: Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halo, halo-substituted alkyl, alkyl, cycloalkyl, aralkyl, aryl, heterocyclic, alkoxy, alkaryl, aryloxy, thioalkoxy, nitro, or N,N-dialkylamino are prepared by reacting 1-bromo-4-(trifluoromethyl)benzene with n-butyl lithium; reacting the product with a benzaldehyde of the formula: ##STR2## to produce a novel intermediate such as lithium 4-(trifluoromethyl)-.alpha.-]4-(trifluoromethyl)phenyl]benzenemethanol, and then reacting the lithium product with an acid or acid salt.Type: GrantFiled: November 4, 1988Date of Patent: July 10, 1990Assignee: Warner-Lambert CompanyInventors: James G. Davidson, III, Brian S. Swierenga
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Patent number: 4935560Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.Type: GrantFiled: January 16, 1990Date of Patent: June 19, 1990Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
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Patent number: 4927956Abstract: 3-substituted-4-hydroxy- and 4-acetoxystyrene compounds, especially 3,5-di(methyl, bromo or chloro)-4-acetoxystyrene as well as a process for its preparation. 2,6-dimethylphenol is acylated with acetic anhydride and HF catalyzed to produce 3,5-dimethyl-4-hydroxy-acetophenone. After subsequent esterification with acetic anhydride and catalyzed hydrogenation to form 1-(3',5'-dimethyl-4'-acetoxyphenyl)ethanol, this intermediate is then dehydrated with an acid and a polymerization inhibitor to produce 3,5-dimethyl-4-acetoxystyrene.Type: GrantFiled: June 2, 1989Date of Patent: May 22, 1990Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, Mohammad Aslam, Wilson B. Ray, Kenneth G. Davenport, Ralph Dammel, Juergen Lingnau, Karl-Friedrich Doessel