Patents Examined by Teddy S. Gron
  • Patent number: 4970022
    Abstract: Mustard oils of the formula IR--(A.sup.1 --Z.sup.1).sub.n --A.sup.2 --Z.sup.2 --A.sup.3 --NCSin which A.sup.1, A.sup.2, A.sup.3, R, Z.sup.1, Z.sup.2 and n have the meaning specified in claim 1 can be used as components of liquid-crystalline phases.
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: November 13, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernhard Scheuble, Rudolf Eidenschink, Joachim Krause, Eike Poetsch, Andreas Wachtler
  • Patent number: 4962979
    Abstract: There are disclosed a nonlinear optical element capable of second harmonic generation comprising a crystalline inclusion complex of a lattice-forming host compound crystallized with continuous channel cavities in the presence of a nonlinearly polarizable guest compound in a noncentrosymmetric space group, said guest compound having specified properties, and both said guest and host being selected from specified classes; a nonlinear optical device; a method of generating second harmonic radiation; and an electro-optic modulator.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: October 16, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Albert G. Anderson, David F. Eaton, Wilson Tam, Ying Wang
  • Patent number: 4952337
    Abstract: Biphenyl egters of formula (I), ##STR1## wherein formula (II) represents formula (III) or formula (IV), R.sub.1 represents C.sub.3 -C.sub.12 alkyl, alkoxy, alkylcarbonyloxy, alkoxycarbonyl or alkoxycarbonyloxy, j is O or 1 R.sub.2 represents C.sub.3 -C.sub.12 alkyl or alkoxy, one of Q.sub.1 or Q.sub.2 is fluorine and the other is hydrogen, provided that when j is O and formula (II) is formula (III) and both R.sub.1 and R.sub.2 are n-alkyl, then the total number of carbon atoms in R.sub.1 and R.sub.2 is more than 12. These compounds may be used as constituents of liquid crystal mixtures which show a room temperature ferroelectric smectic phase, and a number of such mixtures are described.
    Type: Grant
    Filed: June 9, 1988
    Date of Patent: August 28, 1990
    Assignee: The Secretary of State for Defence in her Majesty's Government of the United Kingdom, of Great Britain and Northern Ireland
    Inventors: Madeline J. Bradshaw, Edward P. Raynes, David I. Bishop, Ian C. Sage, John A. Jenner
  • Patent number: 4943384
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H or an alkyl group which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-groups, and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --Z.sup.o --A-- or --A--Z.sup.o --A.sup.4 --,A is a trans-1,4-cyclohexylene or 1,4-cyclohexenylene group which is unsubstituted or is monosubstituted or polysubstituted in the 2-, 3-, 5- and/or 6-position by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group each of which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, which trans-1,4-cyclohexylene or 1,4-cyclohexenylene group can optionally also be substituted in the 1-position and/or 4-position and one or two CH.sub.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 24, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
  • Patent number: 4935544
    Abstract: This invention illustrates a new compound, octanitrobenzidine. It is utild as a new high energy explosive compound. Octanitrobenzidine is formed by dissolving a tetrqanitrobenzidine with sulfuric acid in the presence of a metal sulfate catalyst. This reaction mixture is further reacted with nitric and sulfuric acid at a temperature sufficient to complete the reaction, then rapidly cooled, and octanitrobenzidine is recovered.
    Type: Grant
    Filed: July 17, 1980
    Date of Patent: June 19, 1990
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Arnold T. Nielsen, Ronald L. Atkins, William P. Norris
  • Patent number: 4933104
    Abstract: A novel anthraquinone derivative is proposed, of the general formula ##STR1## where A,B,D are simultaneously or independently groups --NHCOR.sup.1, --NHCOAlk, --OCOAlk, --OCOR.sup.1, --OH, --OAlk, --NHAlk, H, wherein R.sup.1 is groups ##STR2## R.sup.4 is groups ##STR3## where Alk=C.sub.1 -C.sub.18 ; R.sup.5 is groups ##STR4## where Alk=C.sub.1 -C.sub.18 ; R.sup.6 is hydrogen or --Alk=C.sub.1 -C.sub.8 ;R.sup.7 -Alkyl=C.sub.1 -C.sub.8 ;R.sup.2, R.sup.3 are groups --Alk, --OAlk, --SAlk,where Alk=C.sub.1 -C.sub.8 or R.sup.3 - H, as a dichroic dye with negative dichrosim for a liquid-crystal material. Also proposed is a liquid-crystalline material containing a liquid-crystalline matrix and a dichroic dye representing at least one anthraquinone derivative of general formula /1/ taken in amount 1-15 mass %.
    Type: Grant
    Filed: June 8, 1988
    Date of Patent: June 12, 1990
    Inventors: Alexandr V. Ivaschenko, Valentina T. Lazareva, Elena K. Prudnikova, Vladimir G. Rumyantsev, Tamara S. Pljusnina
  • Patent number: 4931209
    Abstract: A new family of liquid crystalline or potential liquid crystalline compounds is made relatively cheaply generally by reducing an acid chlorine derivative alkyl or alkoxy benzene or its analogues of an alkyl cyclohexanoic acid to an alkanol derivative, converting the alkanol derivative to a halide such as the bromide or chloride and reacting said halide with a cyano phenol, cyanodiphenol and related compound to form a compound having the formula of equation 1.
    Type: Grant
    Filed: September 25, 1986
    Date of Patent: June 5, 1990
    Assignee: Crystaloid Electronics, Inc.
    Inventors: Joseph P. Ferrato, Julie C. Ferrato
  • Patent number: 4925590
    Abstract: Derivatives of 4-cyano-2,3-difluorophenol of the formula I ##STR1## wherein R.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by --O--, --CO--, --CO--O-- and/or --CH.dbd.CH--, no two 0 atoms being directly attached to one another,A.sup.1 and A.sup.2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F atoms, and in which one or two CH groups can also be replaced by N, or trans-1,4-cyclohexylene in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or S atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, OCH.sub.2 --, --CH.sub.2 O, --C.tbd.C-- or a single bond,m is 0, 1 or 2 andQ is --CO-- or --CH.sub.2 --.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: May 15, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
  • Patent number: 4923632
    Abstract: A liquid crystal composition for twist nematic mode having improved reduction in threshold voltage and temperature dependency of the threshold voltage in a liquid crystal display element using the composition, and a liquid crystal display element are provided, which composition comprises a compound of the formula ##STR1## wherein R.sub.1 is 1-8C alkyl, R.sub.2 is F or CN and n is 1 or 2; or comprises the compound of the formula (I) as a first component and at least one member as a second component selected from compounds of the following formulas (II), (III) and (IV); ##STR2## wherein R.sub.3 is 1-8C alkyl and R.sub.4 is H or F, ##STR3## wherein R.sub.5 is 1-8C alkyl, R.sub.6 is 1-8C alkoxy or F, m is 1 or 2 and X is single bond or --COO--, and ##STR4## wherein R.sub.7 is 1-8C alkyl, R.sub.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: May 8, 1990
    Assignee: Chisso Corporation
    Inventors: Shinichi Sawada, Toyoshiro Isoyama, Tetsuya Matsushita, Hideo Saito
  • Patent number: 4921632
    Abstract: Liquid Crystal compounds represented by the following formula are disclosed. ##STR1## wherein R and R' are independently selected from alkyl groups containing 1.about.20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A.sub.1 and A.sub.2 are independently cyclic groups (such as phenylene and biphenylene), said cyclic groups may be substituted with 1.about.4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.dbd.N--, --N.dbd.CH--, --N.dbd.N--, --CH.sub.2 S--, --SCH.sub.2 -- or direct bond; and * represents asymmetric atom providing optical activity.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: May 1, 1990
    Assignees: NEC Corporation, Sanyo Chemical Industries, Ltd.
    Inventors: Toyokazu Nakamura, Yuzi Kato, Shohei Naemura, Chizuka Tani, Masahiro Satoh, Kunikiyo Yoshio, Hiroshi Kishiki, Hiroshi Hoshino
  • Patent number: 4917821
    Abstract: An optically active mesomorphic compound represented by the formula: ##STR1## wherein R.sub.1 denotes an alkyl group having 1-16 carbon atoms; R.sub.2 denotes an alkyl group having 1-18 carbon atoms; C* is an asymmetric carbon atom; X is an oxygen atom or sulfur atom; and n is 0 or 1. The optically active mesomorphic compound, when included as a component, provides a ferro-electric liquid crystal composition showing an improved field response characteristic.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: April 17, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Shosei Mori, Kenji Shinjo, Takashi Iwaki
  • Patent number: 4917473
    Abstract: An improved method for manufacturing liquid crystal devices is described. The method comprises mating a pair of substrates with an inner space therebetween, sealing the periphery of the mated substrates save for inlet ports, placing the mated substrates in a vacuum chamber, evacuating air from the inner space between the substrates by virtue of the differential pressure between the inner space and the vacuum chamber, pouring a liquid crystal material into the inlet ports, introducing the liquid crystal material into the inner space by elevating the pressure of the vacuum chamber at an elevated temperature, cooling the liquid crystal material, and closing the inlet ports by means of a sealing member. The removal of the superfluous portion of the liquid crystal material is done only after closing of the inlet ports.
    Type: Grant
    Filed: October 6, 1988
    Date of Patent: April 17, 1990
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventor: Toshio Watanabe
  • Patent number: 4917818
    Abstract: A nematic liquid crystal composition for multiplex drive display elements having superior characteristics, particularly a steep voltage-transmittance characteristic, is provided which composition comprises:(1) 10 to 50% by weight of first component comprising compound(s) of the formula ##STR1## wherein R.sub.1 1-8C alkyl and (2) 20 to 90% by weight of a second component comprising compounds of the following formulas (II), (III), (IV), (V) and (VI), the respective contents of which are 0-40, 0-50, 0-40, 0-40 and 0-40% by weight, the total weight of the first and second components being 60% by weight or more: ##STR2## wherein R.sub.2 is 1-10C alkyl, R.sub.
    Type: Grant
    Filed: August 31, 1988
    Date of Patent: April 17, 1990
    Assignee: Chisso Corporation
    Inventors: Shinichi Sawada, Toyoshiro Isoyama, Tetsuya Matsushita, Kenji Furukawa
  • Patent number: 4917817
    Abstract: An optically active functional compound represented by the following formula (1) is disclosed: ##STR1## wherein R denotes an alkyl group having 1-14 carbon atoms; -X- denotes ##STR2## denotes a single bond, ##STR3## n=0, 1 or 2; and C* denotes an asymmetric carbon atom. The compound of the formula (1) may be produced through an optically active compound of the following formula (2) or (3): ##STR4## The compounds of the above formulas (1)-(3) are all characterized by a trifluoromethyl group providing a large spontaneous polarization attached to an asymmetric carbon atom.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: April 17, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Tetsuya Abe, Yoko Yamada, Yuko Etoh
  • Patent number: 4917819
    Abstract: A novel cyclohexane derivative having a good stability, a low viscosity and a large dielectric aniostropy value and a liquid crystal composition containing the same are provided, which derivative is expressed by the formula ##STR1## wherein R represents an alkyl group of 1 to 10 carbon atoms; A represents hydrogen, halogen or cyano group; l represents 1 or 2; and m represents 0 or 1.
    Type: Grant
    Filed: June 16, 1988
    Date of Patent: April 17, 1990
    Assignee: Chisso Corporation
    Inventors: Yasuyuki Goto, Shigeru Sugimori, Tetsuya Ogawa
  • Patent number: 4915867
    Abstract: This invention comprises a liquid crystalline high molecular weight polymer material which comprises the hydrogen bonded reaction product of a non-liquid crystalline polymer having a proton donor and/or a proton acceptor and a low molecular weight compound having bonded in the molecule respectively a proton acceptor and/or a proton donor which can be bond to said proton donor and/or proton acceptor respectively through hydrogen bonding and having liquid crystallinity. This material forms a smectic phase at a lower temperature than a simple mixture and has usefulness in the field of optical electronics.
    Type: Grant
    Filed: March 17, 1988
    Date of Patent: April 10, 1990
    Assignee: Idemtsu Kosan Company Limited
    Inventors: Kazuharu Morita, Satoshi Hachiya
  • Patent number: 4915480
    Abstract: This invention concerns compounds of the formula: ##STR1## wherein X is a single covalent bond, --CH.sub.2 CH.sub.2 --, 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of the formula: ##STR2## ring A is trans-1,4-cyclohexylene or, when X is a single covalent bond, ring A may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a trans-2,5-disubstituted m-dioxane ring; andR.sup.1 is straight-chain trans-1-alkenyl having 2 to 12 carbon atoms or straight-chain trans-3-alkenyl having 4 to 12 carbon atoms or, when X is --CH.sub.2 CH.sub.2 --, R.sup.1 may also be 1,4-phenylene, a 2,5-disubstituted pyrimidine ring or a group of formula IA or when ring A is a 2,5-disubstituted pyrimidine ring or a trans-2, 5-disubstituted m-dioxane ring, R.sup.1 may also be straight-chain alkyl with 1 to 12 carbon atoms; and one of the benzene rings may have a lateral fluorine substituent;their manufacture, and liquid crystalline mixtures and electro-optical devices containing same.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: April 10, 1990
    Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
  • Patent number: 4913844
    Abstract: This invention provides novel isotropic acrylic polymers and copolymers which exhibit nonlinear optical response, and which have utility as a transparent optical component in optical light switch and light modulator devices.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: April 3, 1990
    Assignee: Hoechst Celanese Corp.
    Inventor: Ronald N. DeMartino
  • Patent number: 4913532
    Abstract: A liquid crystal composition having a positive dielectric anisotropy contains 20 wt % to 70 wt % of a first liquid crystal material consisting of at least one liquid crystal compound represented by a formula ##STR1## (wherein R.sub.1 represents a linear alkyl group having 2 to 9 carbon atoms and R.sub.2 represents a linear alkyl group or alkoxy group having 2 to 9 carbon atoms), and 30 wt % to 80 wt % of a third liquid crystal material consisting of at least one liquid crystal compound in which a value of a dielectric anisotropy .DELTA..epsilon. is negative or substantially "0". The liquid crystal composition optionally contains 10 wt % or less of a second liquid crystal material consisting of at least one liquid crystal compound having a positive dielectric anisotopy .DELTA..epsilon.. A liquid crystal display device is arranged such that the liquid crystal composition is interposed between a pair of substrates on which electrodes are formed.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: April 3, 1990
    Assignee: Casio Computer Co., Ltd.
    Inventors: Tetsushi Yoshida, Ken Kozima
  • Patent number: 4913530
    Abstract: A liquid crystal display comprising two substrates and a nematic liquid crystal present between said two substrates, wherein each of said substrates comprises a glass plate, an electrode thereon and an aligning layer subjected to a molecular aligning treatment for a pretilt angle of 1.degree. to 30.degree. on the electrode, wherein an optically active material is added to the nematic crystal which has a positive dielectric anisotropy, wherein the average alignment direction in the longer direction of said liquid crystal molecule is twisted at an angle .phi. of 210.degree. to 300.degree. to impart a spiral structure to the liquid crystal and a ratio d/p of the spiral pitch p of the liquid crystal molecule and the liquid crystal thickness d are(.phi./360-1/4)<d/p<.phi./360;an improvement being present in that the nematic liquid crystal contains one or more compounds represented by the following formula (I) in an amount of not less than 10% by weight: ##STR1## wherein n.sub.1 and n.sub.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: April 3, 1990
    Assignees: Sharp Kabushiki Kaisha, Chisso Corporation
    Inventors: Yukiko Ichimura, Shuichi Kozaki, Fumiaki Funada, Hideo Saito, Kenji Furukawa