Halogen Containing Patents (Class 568/661)
  • Publication number: 20030069433
    Abstract: The invention relates to a process for the preparation of compounds having at least one —CF2O— bridge in the molecule, which comprises initially reacting a bis(alkylthio)carbenium salt with a compound containing at least one hydroxyl group in the presence of a base followed by oxidative fluorination, preferably in situ, with a fluorinating agent and an oxidizing agent to form the compound having at least one —CF2O— bridge in the molecule.
    Type: Application
    Filed: September 3, 2002
    Publication date: April 10, 2003
    Inventors: Peer Kirsch, Andreas Taugerbeck, Detlef Pauluth, Matthias Bremer
  • Patent number: 6515163
    Abstract: The invention concerns hydrogenated phenanthrenes of formula I wherein the parameters have the meanings given in the text and their use in liquid crystal compositions.
    Type: Grant
    Filed: June 8, 2001
    Date of Patent: February 4, 2003
    Assignee: Merck Patent Gesellschaft
    Inventors: Rainer Wingen, Barbara Hornung, Wolfgang Schmidt
  • Publication number: 20020183540
    Abstract: The present invention seeks to provide novel tetraarylethylene compounds which are substituted on the aryl rings ortho to the ethylenic carbon atoms and processes for the preparation for such compounds. The compounds have potential use as molecular templates.
    Type: Application
    Filed: June 21, 2002
    Publication date: December 5, 2002
    Applicant: THE GOVERNORS OF THE UNIVERSITY OF ALBERTA
    Inventors: Jeffrey Mark Stryker, Udo Hendrick Verkerk, Megumi Fujita, Makoto Yasuda
  • Publication number: 20020120168
    Abstract: The present invention provides a difluoromethyl ether derivative which shows various suitable physical properties as a liquid crystal compound, a liquid crystal composition comprising the compound and a liquid crystal display element containing the composition, and also provides a simple and efficient process for producing the difluoromethyl ether derivative.
    Type: Application
    Filed: August 10, 2001
    Publication date: August 29, 2002
    Inventors: Tomoyuki Kondo, Kouki Sagou, Shuichi Matsui, Hiroyuki Takeuchi, Yasuhiro Kubo, Etsuo Nakagawa
  • Publication number: 20020062049
    Abstract: A two-step process for the preparation of fluoroolefin compounds of formula I 1
    Type: Application
    Filed: September 12, 2001
    Publication date: May 23, 2002
    Applicant: BASF Aktiengesellschaft
    Inventor: William Wakefield Wood
  • Patent number: 6388146
    Abstract: The polymerizable compound of this invention is represented by general formula (I): where R is H, R′, R′O, R′COO, or R′OCO, R′ is a linear or branched alkyl group or alkenyl group having 1 to about 15 carbon atoms, A1 and A2 are independently a cyclohexane ring or a benzene ring which may include a substituent represented by formula (II) below; X is H or CH3; and Y1, Y2, Y3, and Y4 are independently H, F, Cl, CH3, CH3O, CF3, or CF3O wherein at least two of Y1, Y2, Y3, and Y4 are H and, if both A1 and A2 are cyclohexane rings, at least one of Y1, Y2, Y3, and Y4 is not H: where Y5, Y6, Y7, and Y8 are independently H, F, Cl, CH3, CH3O, CF3, or CF3O, at least two of Y5, Y6, Y7, and Y8 are H.
    Type: Grant
    Filed: January 27, 1999
    Date of Patent: May 14, 2002
    Assignees: Sharp Kabushiki Kaisha, Kanto Kagaku Kabushiki Kaisha
    Inventors: Noriaki Onishi, Aya Miyazaki, Hoyo Mizobe, Masahiko Yoshida, Kenji Suzuki
  • Patent number: 6344247
    Abstract: The present invention provides liquid crystalline compounds having a high voltage holding ratio and a low threshold voltage, little variation of these properties depending on temperature change, high &Dgr;n, and good compatibility with other liquid crystal materials particularly under a low temperature; liquid crystal compositions containing these crystalline compounds; and liquid crystal display devices comprising these liquid crystal compositions.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: February 5, 2002
    Assignee: Chisso Corporation
    Inventors: Tomoyuki Kondou, Shuichi Matsui, Kazutoshi Miyazawa, Hiroyuki Takeuchi, Yasuhiro Kubo, Fusayuki Takeshita, Etsuo Nakagawa
  • Publication number: 20010056210
    Abstract: Compounds of formula III, 1
    Type: Application
    Filed: July 6, 2001
    Publication date: December 27, 2001
    Inventors: Benoit Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
  • Patent number: 6320085
    Abstract: The subject matter of the invention is the process for the preparation of mixed ethers of formula I, wherein Ar represents an aromatic or one or more heteroatom-containing moiety, optionally substituted by one or more C1-4 alkoxy, methylenedioxy, C1-4 alkyl, halogen, C1-4 haloalkyl or nitro-group, and/or condensed with a benzene ring; R1 and R2 independently mean hydrogen, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, phenyl, substituted phenyl, C3-6 cycloalkyl group, R3 means C3-6 alkynyl, optionally substituted by one or more C1-6 alkyl, C3-6 alkenyl, C3-6 alkynyl, C1-6 haloalkyl group, or halogen atom, R3 also means a C1-4 alkyloxy-C1-4 alkyloxy-C1-4 alkyl group.
    Type: Grant
    Filed: July 13, 1999
    Date of Patent: November 20, 2001
    Assignee: Agro-Chemie Novenyvedoszer Gyarto Ertekesito est Forgalmazo Kft.
    Inventors: Geza Arvai, Bela Bertok, Zsuzsanna Kuruczne Ribai, Laszlo Pap, Istvan Szekely
  • Patent number: 6312618
    Abstract: A new class of asymmetric polar diphenyldiacetylene liquid crystal compounds and method for preparation are disclosed. The new class of liquid crystal compounds comprises the basic structure: Wherein R1 is an alkenyl group having the general formula (C2H2n−1), X is a cyano group, a fluoro group, CF3, OCF3, or a chloro group, Y1 is unsubstituted, a fluoro group, a chloro group or a methyl group, Y2 is unsubstituted, a fluoro group, a chloro group, or a methyl group, Z1 is unsubstituted, a fluoro group, or a methyl group, and Z2 is unsubstituted, a fluoro group, or a methyl group. The compounds disclosed exhibit high birefringence, low rotational viscosity, and have unexpectedly broad nematic ranges. Also disclosed are eutectic mixtures comprising at least one polar diphenyldiacetylene having the general structure described above. The eutectic mixtures also have unexpectedly broad nematic ranges.
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: November 6, 2001
    Assignee: HRL Laboratories
    Inventors: Shin-Tson Wu, Mary E. Neubert
  • Patent number: 6291721
    Abstract: An improved process for the preparation of 2-arylvinyl alkyl ether compounds of the structural formula I In addition, the present invention provides an improved process for the preparation of 1,4-diaryl-2-fluoro-2-butene compounds of the structural formula V
    Type: Grant
    Filed: August 12, 1999
    Date of Patent: September 18, 2001
    Assignee: American Cyanamid Co.
    Inventors: Yulin Hu, David Allen Hunt, Weiguo Liu
  • Patent number: 6281250
    Abstract: The present invention is directed to retinyl ethers, derivatives and analogues and their use in inhibiting breast carcinogenesis or breast cancer cell growth.
    Type: Grant
    Filed: April 12, 1999
    Date of Patent: August 28, 2001
    Assignee: Southern Research Institute
    Inventor: Y. Fulmer Shealy
  • Patent number: 6147224
    Abstract: Compounds of Formula 1, Formula 2 or Formula 3 where X is O, S, or (CR.sub.1 R.sub.1).sub.n where n is 0, 1 or 2; Y is a bivalent radical having Formula 4 or Formula 5 where o is an integer from 1 to 4 ##STR1## or Y is a bivalent aryl or 5 or 6 membered heteroaryl radical having 1 to 3 heteroatoms selected from N, S and O, said aryl or heteroaryl groups being unsubstituted, or substituted with 1 to 3 C.sub.1-6 alkyl or with 1 to 3 C.sub.1-6 fluoroalkyl groups; and the remaining symbols have the meaning described in the specification, have RXR selective retinoid agonist-like activity.
    Type: Grant
    Filed: October 1, 1998
    Date of Patent: November 14, 2000
    Assignee: Allergan Sales, Inc.
    Inventors: Vidyasagar Vuligonda, Kwok Yin Tsang, Jayasree Vasudevan, Roshantha A. Chandraratna
  • Patent number: 6127579
    Abstract: A method of manufacturing the useful substance 1-indanone from easily obtainable materials consists of reacting an indanyl ether represented by the generic formula ##STR1## under basic conditions to give a novel substance which is the indenyl ether derivative represented by the generic formula ##STR2## and hydrolyzing this to give the 1-indanone represented by the generic formula ##STR3##
    Type: Grant
    Filed: July 1, 1999
    Date of Patent: October 3, 2000
    Assignee: Ichikawa Gosei Chemical Co., Ltd.
    Inventors: Shigeru Nakano, Noriko Yoneta, Takashi Tate
  • Patent number: 6121330
    Abstract: The novel 5-hydroxy-alkyl-substituted phenyls are prepared by either reacting the corresponding benzaldehydes with the Grignard compounds and subsequently reducing the other functional groups or by reducing the corresponding benzoic esters by customary methods to give the corresponding hydroxyl compounds. The 5-hydroxy-alkyl-substituted phenyls are suitable for use as active compounds in medicaments, in particular for the treatment of dyslipidaemia.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: September 19, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Matthias Muller-Gliemann, Rolf Angerbauer, Arndt Brandes, Michael Logers, Carsten Schmeck, Gunter Schmidt, Klaus-Dieter Bremm, Hilmar Bischoff, Delf Schmidt
  • Patent number: 6025310
    Abstract: 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: Grant
    Filed: March 23, 1998
    Date of Patent: February 15, 2000
    Assignee: Kubota Corporation
    Inventors: Ikuzo Nishiguchi, Hiroki Hara, Sigeru Tsuboi, Seiki Sugi, Kazuhiro Higuchi
  • Patent number: 5942648
    Abstract: Naphthalene derivatives of the fomula I ##STR1## in which: R.sup.1 is an alkyl or alkenyl radical which is unsubstituted, monosubstituted by CH or CF.sub.3 or monosubstituted by halogen and has 1 to 15 carbon atoms, it also being possible for one or more CH.sub.2 groups in these radicals to be replaced, in each case independently of one another, by --O--, --S--, ##STR2## --CO--, --CO--O--, --O--CO-- or --O--CO--O-- in such a manner that oxygen atoms are not linked directly to one another, ##STR3## m is 0, 1 or 2, n is 0 or 1, wherem+n is 1 or 2,Z.sup.1 and Z.sup.2 are each, independently of one another, --CH.sub.2 CH.sub.2 --, --C.tbd.C-- or a single bond,L.sup.1 and L.sup.2 independently of one another, are H or F,x is an alkyl or alkoxy radical which is unsubstituted, monosubstituted by CN or CF.sub.3 or substituted bi halogen and has 1 to 15 carbon atoms, or is OH, CN, SCN, OCN, NCS or Q--Y,whereQ is a single bond, (CF.sub.2).sub.r or O(CF.sub.2).sub.
    Type: Grant
    Filed: March 4, 1997
    Date of Patent: August 24, 1999
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: David Coates, Mark Goulding, Simon Greenfield, Volker Reiffenrath, Reinhard Hittich, Herbert Plach
  • 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: 5763681
    Abstract: A novel synthesis of compound having the formula: ##STR1## wherein T is a stabilizing spiro-linked polycycloalkylidene group, R.sup.3 is a C.sub.1 -C.sub.20 alkyl, aralkyl or heteroatom containing group, Y is an aromatic fluorescent chromophore, and Z is a cleavable group which, when cleaved, induces decomposition of the dioxetane ring and emission of optically detectable light, is disclosed. A tertiary phosphorous acid alkyl ester of the formula:(R.sup.1 O).sub.3 Pwherein R.sup.1 is a lower alkyl group, is reacted with an aryl dialkyl acetal produced by reacting a corresponding aryl aldehyde with an alcohol of the formula:R.sup.3 OHwherein R.sup.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: June 9, 1998
  • Patent number: 5693251
    Abstract: An optically active phenol useful in the preparation of liquid crystalline compounds which is represented by the formula (V): ##STR1## wherein R.sub.2 represents an alkyl or alkoxyalkyl group having 1 to 20 carbon atoms optionally substituted by halogen atoms; Z' represents ##STR2## wherein q represents a number of 1 to 5 and * indicates asymmetric carbon atom; l represents a number of 2; t represents a number of 1 to 5; s represents a number of 0 or 1.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: December 2, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Isao Kurimoto, Shoji Toda, Masayoshi Minai, Takeshi Tani, Chizu Kawakami, Koichi Fujisawa
  • Patent number: 5686020
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sub.1 denotes a linear or branched alkyl group having 1-18 carbon atoms capable of including one or non-neighboring two or more methylene groups which can be replaced with at least one species of ##STR2## with the proviso that X denotes O or S and Y denotes halogen; R.sub.2 denotes a linear or branched alkyl group having 1-18 carbon atoms; A, B and D independently denote ##STR3## wherein Z.sub.1 and Z.sub.2 independently denote hydrogen, halogen, --CH.sub.3, --CN or --CF.sub.3 ; E denotes --CH.sub.3, --CH.sub.2 F or --CF.sub.3 ; and f and g independently denote 0 or 1. The mesomorphic compound is effective for providing a ferroelectric liquid crystal composition showing an improved response speed and also effective for suppressing occurrence of reverse domain.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: November 11, 1997
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Yoko Yamada, Shinichi Nakamura, Koji Noguchi
  • Patent number: 5541351
    Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.
    Type: Grant
    Filed: August 15, 1994
    Date of Patent: July 30, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5494605
    Abstract: The p-terphenyl derivatives of the formula shown below are useful in preparing practical ferroelectric liquid crystalline compositions. The derivatives exhibit excellent chemical stability and display the chiral smectic C or smectic C phase over a wide temperature range. ##STR1## wherein each of R.sub.1 and R.sub.2 is a straight or branched chain alkyl group having 1-18 carbon atoms; each of Y and Z is a single bond, O, COO or OCO; and any two of X.sub.1, X.sub.2, and X.sub.3 are fluorine atoms and the remainder is a hydrogen atom.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: February 27, 1996
    Assignee: Kanto Kagaku Kabushiki Kaisha
    Inventors: Makoto Kurihara, Hiromi Inoue, Atsushi Sugiura, Kenji Suzuki, Tsunenori Fujii
  • Patent number: 5492917
    Abstract: 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: Grant
    Filed: September 29, 1993
    Date of Patent: February 20, 1996
    Assignee: Merck & Co., Inc.
    Inventors: Ralph A. Rivero, Peter D. Williams, Daniel F. Veber
  • Patent number: 5457235
    Abstract: The present invention provides liquid crystals that are diphenyldiacetylenes of the general formulas: ##STR1## where W, X, Y and Z are, independently of one another, a halogen atom, a hydrogen atom or a trihalomethyl group, T.sub.1 and T.sub.2, independently of one another can be an alkyl, alkene, alkoxy, alkenoxy, ether, thioalkyl, thioalkenyl, haloalkyl, haloalkoxy or haloalkylether groups having from three to twenty carbon atoms or a silylalkyl, silylalkenyl, silylalkoxy or silylthioalkyl group having from three to twenty-eight carbon atoms and wherein M.sub.1 and M.sub.2 can both be single bonds or one of M.sub.1 or M.sub.2 can be a trans-1,4-cyclohexylene or a --CH.sub.2 CH.sub.2 -trans-1,4-cyclohexylene.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: October 10, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Sean D. Monahan, William N. Thurmes, Kundalika M. More
  • Patent number: 5442063
    Abstract: The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
  • Patent number: 5416243
    Abstract: Cyclofluoralkylated fullerene compounds are prepared by reacting the fullerenes with a fluoroalkene as exemplified by tetrafluoroethylene or perfluoromethyl vinyl ether under thermolysis conditions as exemplified by temperatures of 200.degree. C., pressure and a halocarbon solvent, the products being useful as lubricants or additive thereto as well as in cooling systems, adhesives and polymers.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: May 16, 1995
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: Paul G. Bekiarian, Paul J. Fagan, Paul J. Krusic
  • 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: 5399689
    Abstract: The present invention is concerned with novel chlorophenylalkoxyalkyl compounds of the general formula ##STR1## wherein R denotes an alkyl residue with 1 to 12 carbon atoms; n is a whole number of 2 to 7, ring A denotes trans-1,4-cyclohexylene or 1,4-phenylene; m is either 0 or 1; ring B is trans-1,4-cyclohexylene, 1,4-phenylene in which optionally one CH group or two non-adjacent CH groups is/are replaced by nitrogen or, when m stands for 1, also trans-1,3-dioxane-2,5-diyl; Y.sup.1 and Y.sup.2 each independently represent a single covalent bond or --CH.sub.2 CH.sub.2 --; and X denotes hydrogen, fluorine or chlorine, their manufacture, liquid crystalline mixtures which contain these compounds, their production and use for electro-optical purposes.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: March 21, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Martin Schadt, Haruyoshi Takatsu
  • Patent number: 5389295
    Abstract: Benzene derivatives of the formula I ##STR1## in which n is 1 to 7, Q is --CO or --(CH.sub.2).sub.r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t.gtoreq.1, X is F, Cl, --CF.sub.3, --CN, --OCF.sub.3 or --OCHF.sub.2, and Y, L and Z are each, independently of one another, H or F.
    Type: Grant
    Filed: October 6, 1992
    Date of Patent: February 14, 1995
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Reinhard Hittich, Eike Poetsch, Herbert Plach, David Coates, Ulrich Finkenzeller, Thomas Geelhaar, Volker Reiffenrath, Bernhard Rieger
  • Patent number: 5382379
    Abstract: A novel liquid crystal material having an alkenyl group at the end of the molecule, and having a low viscosity is provided. When the compound is added to a display element it is able to reduce the threshold voltage of the resulting display element. The compound is expressed by the formula (I), ##STR1## wherein X is a F atom, a trifluoromethyl group, a trifluoromethoxy group or a difluoromethoxy group, --A-- is 1,4-cyclohexylene or 1,4-phenylene, --B-- is 1,4-cyclohexylene, l is 0, 1 or 2, m is 0, 1 or 2, l+m.gtoreq.1, Z is --CH.sub.2 CH.sub.2 -- or single bond, n is an integer of 0 to 4, R is a H atom or a linear or branched alkyl group of 1-7C, and when R is an alkyl group, the double bond has a trans-configuration. The compounds of the present invention are suitable as liquid crystal material for STN display element, and further are chemically stable; hence it is possible to prepare a composition having a superior multiplex characteristic and capable of effecting a low voltage drive.
    Type: Grant
    Filed: October 7, 1993
    Date of Patent: January 17, 1995
    Assignee: Chisso Corporation
    Inventors: Yuichi Onji, Makoto Ushioda, Shuichi Matsui, Tomoyuki Kondo, Yasuyuki Goto
  • Patent number: 5382380
    Abstract: New p-terphenyl derivatives useful as components for preparing practical ferroelectric liquid crystalline compositions and excellent in chemical stability, as well as liquid crystalline compositions containing at least one of the p-terphenyl derivatives.
    Type: Grant
    Filed: June 1, 1992
    Date of Patent: January 17, 1995
    Assignee: Kanto Kagaku Kabushiki Kaisha
    Inventors: Makoto Kurihara, Hiromi Inoue, Atsushi Sugiura, Kenji Suzuki, Tsunenori Fujii
  • Patent number: 5382718
    Abstract: Mixtures of cyclofluoroalkylated fullerenes are provided by the thermal 2+2 cycloaddition of fluoroalkenes to a solution or slurry of a fullerene. The cyclofluoroalkylated fullerene mixtures are useful as lubricants or additives to lubricants; in fluorocarbon and/or chlorofluorocarbon based cooling systems; in adhesives for fluorocarbon based polymers and in gas separation membranes.
    Type: Grant
    Filed: September 16, 1993
    Date of Patent: January 17, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Paul G. Bekiarian, Paul J. Fagan, Paul J. Krusic
  • Patent number: 5364560
    Abstract: An antiferroelectric liquid crystal compound which is a compound represented by ##STR1## wherein R denotes a linear aliphatic alkyl group having 6 to 14 carbon atoms; A denotes a single bond or an oxygen atom; X and Y independently denote a hydrogen atom or a fluorine atom but they are not hydrogen atoms at the same time; h and i are independently 1 or 2; m is an integer of 3 to 10; Z denotes CH.sub.3, C.sub.2 H.sub.5 or CF.sub.3 ; k is 0 or an integer of 5 to 8; l is 0 or 1; n is an integer of 1 to 6; W denotes CH.sub.3 or CF.sub.3 ; when W is CH.sub.3, p and q are both 0 and r is 8; when W is CF.sub.3, p is 5 to 8, q is 1 and r is 1 to 4; and C* denotes an asymmetric carbon atom,and a liquid crystal display device using same.
    Type: Grant
    Filed: January 29, 1992
    Date of Patent: November 15, 1994
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Masamichi Mizukami, Tomoyuki Yui, Masahiro Johno, Yoshihisa Arai, Hiroshi Mineta
  • Patent number: 5326898
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently are hydrogen, lower alkyl of 1 to 6 carbons, halogen or lower alkoxy of 1 to 6 carbons; R.sub.5 and R.sub.5 ' independently are hydrogen or lower alkyl of 1 to 6 carbons; Y is oxygen or sulfur; Z is n-alkyl having 2 to 10 carbons, cyclo or branch-chained alkyl of 3 to 10 carbons, and straight chain alkenyl having 2 to 10 carbons, or cyclo or branched chained alkenyl of 3 to 10 carbons, and the Z-Y substituent is in a 1,2 (ortho) or 1,3 (meta) position on the phenyl ring relative to the ethene moiety; A is (CH.sub.2).sub.n where n is 0-5, lower branched chain alkyl having 3 to 6 carbons, cycloalkyl having 3 to 6 carbons, alkenyl having 2 to 6 carbons and 1 or 2 double bonds, alkynyl having 2 to 6 carbons and 1 or 2 triple bonds; B is 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.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: July 5, 1994
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • 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: 5264511
    Abstract: Monomers, B-stage polymers, C-stage polymers, cured polymers and electricy conducting polymers of acetylene-terminated aromatic monomers containing three benzene rings separated by ethylene groups are disclosed. These new polymers can withstand aggressive environments and are particularly adapted for use in high temperature composites in addition to the utilization of their electrical conducting properties. Preparation of these materials is accomplished by melt polymerization and heat treatment at high temperatures.
    Type: Grant
    Filed: June 30, 1992
    Date of Patent: November 23, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Theordore R. Walton
  • Patent number: 5264150
    Abstract: A liquid crystal compound represented by formula (II) ##STR1## wherein R denotes a linear alkyl group having 6 to 14 carbon atoms, X denotes a single bond or an oxygen atom, K and L are independently 1 or 2, m is an integer of 5 to 7, n is an integer of 1 to 4, and C* denotes an asymmetric carbon atom,said compound having an antiferroelectric phase.
    Type: Grant
    Filed: November 5, 1991
    Date of Patent: November 23, 1993
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomoyuki Yui, Hiroshi Mineta, Masahiro Johno, Yoshihisa Arai
  • Patent number: 5258544
    Abstract: Disclosed is a process for the preparation of 2-aryl-1-cyclohexene-1-carboxaldehydes from 1-arylcyclohexenes which are intermediates for trans-6-[(2-arylsubstituted cycloalkenyl and substituted cycloalkyl)alkenyl and alkyl]-3,4,5,6-tetrahydro-2H-pyran-2-ones.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: November 2, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Laurence W. Reilly, Jr., Ching T. Tsuei, Walter Rodriquez, Thomas Goetzen
  • Patent number: 5238598
    Abstract: Disclosed in the present invention are the optically active aromatic compounds having a trifluoromethyl group useful as a component of ferroelectric liquid crystal compositions, a process for preparing the above compounds, liquid crystal compositions having the above compounds as an active ingredient, and liquid crystal elements using the above compositions. The optically active aromatic compounds of the Present invention represented by the formula: ##STR1## have the very excellent properties as a liquid crystal material and are useful for the preparation of liquid crystal compositions and the liquid crystal elements using such compositions.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: August 24, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Isao Kurimoto, Takayuki Higashii, Shoji Toda, Masayoshi Minai, Chizu Sekine, Takeshi Tani, Koichi Fujisawa
  • Patent number: 5238600
    Abstract: Compounds of the formulaR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --(Z.sup.2 --A.sup.3).sub.n --R.sup.2 Iwherein Z.sup.1 denotes the group --CH.sub.2 CH.sub.2 CH.sub.2 O-- or --OCH.sub.2 CH.sub.2 CH.sub.2 --; n stands for the number 0 or 1; R.sup.1 represents a group R.sup.3 or R.sup.3 --A.sup.4 --Z.sup.3 --; R.sup.2 represents a group R.sup.4 or R.sup.4 --A.sup.5 --Z.sup.4 --; Z.sup.2, Z.sup.3 and Z.sup.4 each independently are a single covalent bond. --CH.sub.2 --CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --COO--, --OOC--, --CH.sub.2 CH.sub.2 CH.sub.2 O-- or --OCH.sub.2 CH.sub.2 CH.sub.2 --; A.sup.1, A.sup.2, A.sup.3, A.sup.4 and A.sup.5 each independently denote unsubstituted or methyl, halogen and/or cyano-substituted 1,4-phenylene, in which optionally 1-4 CH groups are replaced by nitrogen, unsubstituted or methyl- and/or cyano-substituted trans-1,4-cyclohexylene, in which optionally 2 CH.sub.2 groups are replaced by oxygen and/or sulfur, bicyclo[2.2.
    Type: Grant
    Filed: May 2, 1989
    Date of Patent: August 24, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Stephen Kelly
  • Patent number: 5210278
    Abstract: A process for preparing a substituted styrene by reacting a bisarylalkyl ether in the presence of an acid catalyst is disclosed. The process is preferably used for the preparation of 4-acetoxystyrene from 4,4'-(oxydiethylidene)bisphenol diacetate and 4-methoxystyrene from 4,4'-(oxydiethylidene)bisphenol dimethyl ether. A process for preparing a bisarylalkyl ether by reacting a corresponding arylalkanol in the presence of an acid catalyst is also disclosed.
    Type: Grant
    Filed: August 25, 1992
    Date of Patent: May 11, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Brad L. Smith, George Kvakovszky
  • Patent number: 5210322
    Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Kurt D. Olson
  • Patent number: 5208386
    Abstract: A fluorine-substituted compound containing an ether bond is disclosed, which is represented by formula ##STR1## wherein R represents a straight chain alkyl group having from 1 to 5 carbon atoms; m represents an integer of from 1 to 7; X represents hydrogen atom or fluorine atom; Y represents a connecting group selected from a group consisting of ##STR2## and the cyclohexane ring represents a trans(equatorial-equatorial) cyclohexane ring.
    Type: Grant
    Filed: August 9, 1991
    Date of Patent: May 4, 1993
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Makoto Sasaki, Haruyoshi Takatsu, Kiyofumi Takeuchi
  • Patent number: 5198567
    Abstract: A compound of formula (I) ##STR1## its isomers and its salts in which R.sub.1, R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, halogen, C.sub.1 -C.sub.8 -acyloxy or hydroxyl;R' is hydrogen or C.sub.1 -C.sub.6 -alkyl;R" is either a polyene chain or a benzene ringare useful in cosmetics and in the treatment of various dermatological and other complaints.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: March 30, 1993
    Assignee: L'Oreal
    Inventors: Gerard Lang, Jean Maignan, Serge Restle, Braham Shroot
  • Patent number: 5196610
    Abstract: 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: Grant
    Filed: July 31, 1986
    Date of Patent: March 23, 1993
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Bushell, Alan J. Whittle, Robin A. E. Carr
  • Patent number: 5166365
    Abstract: A novel fluorine-containing aromatic compound of the formula: ##STR1## wherein X is ##STR2## in which R.sub.f is a perfluoroalkyl group having 1 to 10 carbon atoms,R.sub.f ' is a perfluoroalkyl group having 1 to 12 carbon atoms,p is an integer of 1 to 3,q is an integer of 0 to 3,r is 0 or 1,s is an integer of 0 to 5and t is an integer of 0 to 5,Y is X, a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a fluoroalkyl group having 1 to 8 carbon atoms, andeach A is independently ##STR3## in which D is an amino, carboxyl, hydroxyl, methyl or haloformyl group, and n is an integer of 1 or 2, or ##STR4## can be used to derive various compounds, some of which are useful for preparing a fluorine-containing epoxy compound of polyimide with good properties.
    Type: Grant
    Filed: May 10, 1990
    Date of Patent: November 24, 1992
    Assignee: Daikin Industries Ltd.
    Inventors: Yohnosuke Ohsaka, Tsutomu Kobayashhi, Motonobu Kubo
  • Patent number: 5130435
    Abstract: Vinyl ethers of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are identical to or different from one another, each being hydrogen, straight-chain or branched alkyl or alkenyl of up to 12 carbon atoms, cycloalkyl or cycloalkylene of from 5 to 8 carbon atoms, aryl, alkylaryl, alkenylaryl, aralkyl and aralkenyl of from 6 to 16 carbon atoms, halogen-substituted aryl or heterocyclyl, and in addition the radicals R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, can form a cycloalkane, cycloalkene or a heterocycle, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by eliminating an alcohol from an acetal/ketal of the formula ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 5130462
    Abstract: Cyclobutane derivatives of the formulas ##STR1## wherein P is a hydroxy protecting group and X is a leaving group are useful intermediates in the preparation of antiviral compounds.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: July 14, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: William A. Slusarchyk, Robert Zahler
  • Patent number: RE36849
    Abstract: Anisotropic compounds of the formula (1) specified in claim 1 are suitable, owing to their low .DELTA..epsilon./.epsilon..perp. values for liquid crystal displays which have high information densities of for examples up to 10.sup.6 image dots and accordingly need to be highly multiplexible; compared with known compounds they offer improved application properties and are relatively simple to synthesize.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: September 5, 2000
    Assignee: Merck Patent GmbH
    Inventors: Hans P. Schad, Stephen M. Kelly, Eike Poetsch, Reinhard Hittich, Georg Weber