Patents Examined by Teddy S. Gron
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Patent number: 4970022Abstract: 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: GrantFiled: August 19, 1987Date of Patent: November 13, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Bernhard Scheuble, Rudolf Eidenschink, Joachim Krause, Eike Poetsch, Andreas Wachtler
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Patent number: 4962979Abstract: 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: GrantFiled: February 3, 1989Date of Patent: October 16, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventors: Albert G. Anderson, David F. Eaton, Wilson Tam, Ying Wang
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Patent number: 4952337Abstract: 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: GrantFiled: June 9, 1988Date of Patent: August 28, 1990Assignee: The Secretary of State for Defence in her Majesty's Government of the United Kingdom, of Great Britain and Northern IrelandInventors: Madeline J. Bradshaw, Edward P. Raynes, David I. Bishop, Ian C. Sage, John A. Jenner
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Patent number: 4943384Abstract: 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: GrantFiled: November 21, 1986Date of Patent: July 24, 1990Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
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Patent number: 4935544Abstract: 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: GrantFiled: July 17, 1980Date of Patent: June 19, 1990Assignee: The United States of America as represented by the Secretary of the NavyInventors: Arnold T. Nielsen, Ronald L. Atkins, William P. Norris
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Patent number: 4933104Abstract: 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: GrantFiled: June 8, 1988Date of Patent: June 12, 1990Inventors: Alexandr V. Ivaschenko, Valentina T. Lazareva, Elena K. Prudnikova, Vladimir G. Rumyantsev, Tamara S. Pljusnina
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Patent number: 4931209Abstract: 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: GrantFiled: September 25, 1986Date of Patent: June 5, 1990Assignee: Crystaloid Electronics, Inc.Inventors: Joseph P. Ferrato, Julie C. Ferrato
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Patent number: 4925590Abstract: 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: GrantFiled: March 9, 1989Date of Patent: May 15, 1990Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
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Patent number: 4923632Abstract: 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: GrantFiled: November 18, 1988Date of Patent: May 8, 1990Assignee: Chisso CorporationInventors: Shinichi Sawada, Toyoshiro Isoyama, Tetsuya Matsushita, Hideo Saito
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Patent number: 4921632Abstract: 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: GrantFiled: August 19, 1988Date of Patent: May 1, 1990Assignees: NEC Corporation, Sanyo Chemical Industries, Ltd.Inventors: Toyokazu Nakamura, Yuzi Kato, Shohei Naemura, Chizuka Tani, Masahiro Satoh, Kunikiyo Yoshio, Hiroshi Kishiki, Hiroshi Hoshino
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Patent number: 4917817Abstract: 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: GrantFiled: July 21, 1988Date of Patent: April 17, 1990Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Tetsuya Abe, Yoko Yamada, Yuko Etoh
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Patent number: 4917821Abstract: 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: GrantFiled: November 7, 1988Date of Patent: April 17, 1990Assignee: Canon Kabushiki KaishaInventors: Shosei Mori, Kenji Shinjo, Takashi Iwaki
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Patent number: 4917473Abstract: 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: GrantFiled: October 6, 1988Date of Patent: April 17, 1990Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventor: Toshio Watanabe
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Patent number: 4917818Abstract: 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: GrantFiled: August 31, 1988Date of Patent: April 17, 1990Assignee: Chisso CorporationInventors: Shinichi Sawada, Toyoshiro Isoyama, Tetsuya Matsushita, Kenji Furukawa
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Patent number: 4917819Abstract: 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: GrantFiled: June 16, 1988Date of Patent: April 17, 1990Assignee: Chisso CorporationInventors: Yasuyuki Goto, Shigeru Sugimori, Tetsuya Ogawa
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Patent number: 4915867Abstract: 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: GrantFiled: March 17, 1988Date of Patent: April 10, 1990Assignee: Idemtsu Kosan Company LimitedInventors: Kazuharu Morita, Satoshi Hachiya
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Patent number: 4915480Abstract: 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: GrantFiled: July 13, 1988Date of Patent: April 10, 1990Inventors: Martin Petrzilka, Martin Schadt, Alois Villiger
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Patent number: 4913838Abstract: An optically active liquid crystal compound having specific features suitable to a display mode utilizing ferroelectric chiral smectic phases and particularly having a large spontaneous polarization value, and a chiral liquid crystal composition containing the compound are provided, which compound is expressed by the formula ##STR1## wherein R.sup.1 represents an alkyl group of 2 to 18 carbon atoms; R.sup.2 represents an alkyl group or alkoxy group each of 1 to 20 carbon atoms, hydrogen atom, a halogen atom or cyano group; A represents --COO-- or --OCO--; B and C each represent a single bond, ##STR2## wherein X represents hydrogen atom, a halogen atom or cyano group; and l, m and n each represent 0 or 1.Type: GrantFiled: March 18, 1988Date of Patent: April 3, 1990Assignee: Chisso CorporationInventors: Kazutoshi Miyazawa, Takashi Inukai, Hiromichi Inoue, Shinichi Saito, Kouji Ohno
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Patent number: 4913532Abstract: 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: GrantFiled: October 17, 1988Date of Patent: April 3, 1990Assignee: Casio Computer Co., Ltd.Inventors: Tetsushi Yoshida, Ken Kozima
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Patent number: 4913530Abstract: 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: GrantFiled: November 10, 1988Date of Patent: April 3, 1990Assignees: Sharp Kabushiki Kaisha, Chisso CorporationInventors: Yukiko Ichimura, Shuichi Kozaki, Fumiaki Funada, Hideo Saito, Kenji Furukawa