Halogen Containing Patents (Class 568/647)
  • Patent number: 5658927
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • Patent number: 5658914
    Abstract: Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 1997
    Assignee: Research Corporation Technologies
    Inventors: Robert A. Magarian, Joseph T. Pento, Lynette Overacre
  • Patent number: 5658489
    Abstract: A diphenylacetylene compound of the formula [1]: ##STR1## wherein R is a C.sub.1 -C.sub.12 alkyl group, a C.sub.2 -C.sub.12 alkenyl group or a C.sub.2 -C.sub.16 alkoxyalkyl group; X.sup.1, X.sup.2, X.sup.3, X.sup.4, Y.sup.1, Y.sup.2, Y.sup.3 and Y.sup.4 are independently from each other a --CH-- group, a --CF-- group or a nitrogen atom;A is a hydrogen atom, a fluorine atom, a trifluoromethyl group, a trifluoromethoxy group, a cyano group, a 4-R.sup.1 -(cycloalkyl) group, 4-R.sup.1 -(cycloalkenyl) group or a R.sup.1 --(O).sub.m group in which R.sup.1 is a C.sub.1 -C.sub.12 alkyl group, a C.sub.2 -C.sub.12 alkenyl group or a C.sub.2 -C.sub.12 alkynyl group; and m is 0 or 1, which has an excellent anisotropy of refractive index and a low viscosity and is useful as a component of a liquid crystal composition.
    Type: Grant
    Filed: October 13, 1994
    Date of Patent: August 19, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Yukari Fujimoto, Masayoshi Minai, Tsutomu Matsumoto
  • Patent number: 5648021
    Abstract: This invention relates to novel phenanthrene derivatives of the formula (I) which are particularly suitable for use in liquid-crystal mixtures. The compounds of formula (I) have a broad range of applications. Depending on the choice of substituents, they can be used as base materials from which liquid-crystalline phases are predominantly composed. They can also be added to liquid-crystalline base materials to modify the dielectric and/or optical anisotropy of a dielectric and to optimize its threshold voltage or viscosity. Liquid-crystalline mixtures containing compounds of formula (I) are particularly suitable for use in electrooptical switching and display devices.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: July 15, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rainer Wingen, Barbara Hornung
  • Patent number: 5609791
    Abstract: A novel liquid crystal material having a carbon chain containing a conjugated diene as a terminal substituent of the molecule and exhibiting superior characteristics is provided, which is a diene derivative expressed by the formula (I) ##STR1## wherein R and R' each independently represent 1-5C alkyl; A and B each independently represent 1,4-cyclohexylene or 1,4-phenylene; n is 0 or 1; m is an integer of 0 to 2; X and X' each independently represent H atom or F atom when A is 1,4-phenylene or represent H atom when A is 1,4-cyclohexylene; Y is alkyl, halogen or CN, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-phenylene, or represent alkyl, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-cyclohexylene; and R and R' are not simultaneously alkyl chain of 4 or more carbon atoms.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: March 11, 1997
    Assignee: Chisso Corporation
    Inventors: Atsuko Fujita, Shuichi Matsui, Yuichi Onji, Makoto Ushioda, Yasuyuki Goto
  • Patent number: 5599952
    Abstract: Methods of producing carboxylic acid ester derivatives of formulae (I) and (II), which are useful, for instance, as intermediates for producing an anti-hypercholesterolemic agent having an inhibitory effect on HMG-CoA Reductase: ##STR1## wherein R.sup.1 and R.sup.2 are independently a protective group for hydroxyl group, or R.sup.1 and R.sup.2 integrally constitute a protective group for hydroxyl groups; R.sup.3 is an alkyl group, or an aryl group; and R.sup.4 is a substituted aryl group, a substituted heterocyclic group, a substituted vinyl group, or a substituted cycloalkenyl group; and ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are respectively the same as defined in the above formula (I), are disclosed. In addition, intermediates for use in these methods of producing the carboxylic acid ester derivatives are disclosed.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: February 4, 1997
    Assignee: Fujirebio Inc.
    Inventors: Masakatsu Matsumoto, Nobuko Watanabe, Eiko Mori, Hisako Kobayashi, Hiroshi Ikawa
  • Patent number: 5585036
    Abstract: This invention provides chiral nonracemic compounds of general formula I which are useful as components of FLC compositions in SSFLC and DHFLC devices: ##STR1## wherein Z is a C.dbd.O group or a CH.sub.2 group, R.sub.F is a partially or fully fluorinated alkyl or alkenyl group, R.sub.2 is selected from an alkyl, alkenyl or alkynyl group in which one or more CH.sub.2 groups can optionally be substituted with one or two halogen atoms or in which one or more non-neighboring CH.sub.2 can be replaced with an O, S or an alkyl silyl group, S.sub.1 (R.sub.A)(R.sub.B), in which R.sub.A and R.sub.B, independently of one another, are small alkyl or alkenyl groups having from one to six carbon atoms, * indicates the chiral carbon and where Ar can be a one, two, or three aromatic ring LC core moieties. In particular, the core can have one to three, aromatic rings which are optionally linked by linking groups including O, S, CH.sub.2 S, SCH.sub.2, CH.sub.2 CH.sub.2, CH.sub.2 O, OCH.sub.2, CH.sub.2 CO.sub.2, CH.sub.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 17, 1996
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Kundalika M. More, William N. Thurmes
  • Patent number: 5571449
    Abstract: Partially fluorinated benzene derivatives of the formula I ##STR1## in which R, A.sup.1, A.sup.2, Z.sup.1, Z.sup.2, L.sup.1, L.sup.2 and m are as defined in claim 1, are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: January 19, 1995
    Date of Patent: November 5, 1996
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Herbert Plach, Rudolf Eidenschink
  • Patent number: 5491267
    Abstract: In a process for the production of tertiary ethers by the reaction of an alcohol and isoalkene, a sidecut stream is selected from the etherification separation zone and recycled back to the etherification reaction zone. When this sidecut stream is characterized by an isoalkene to tertiary ether molar concentration ratio that is greater than the isoalkene to tertiary ether molar concentration ratio of the etherification reaction effluent (which is normally at equilibrium conditions), the conversion of isoalkene to tertiary ether is increased.
    Type: Grant
    Filed: March 7, 1994
    Date of Patent: February 13, 1996
    Assignee: UOP
    Inventors: Stanley J. Frey, David W. Liu, Charles P. Luebke, Terry L. Marker
  • Patent number: 5474707
    Abstract: A cyclic hydrocarbon derivative represented by formula (I): ##STR1## wherein each of Y.sup.1 and Y.sup.2 is independently F, Cl, CN, OCN, SCN, OCF.sub.3, OCF.sub.2 H, OCF.sub.2 CF.sub.3, CF.sub.3, R, --OR, --COOR or --OCOR, wherein R is alkyl, alkenyl or alkoxyalkyl, provided that at least one of Y.sup.1 and Y.sup.2 is R, --OR, --COOR or --OCOR; each of Z, Z.sup.1, Z.sup.2, Z.sup.3 and Z.sup.4 is independently a single bond, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --COO--, --OCO--, --CH.sub.2 O--, OCH.sub.2 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.3 --O-- or --O--(CH.sub.2).sub.3 --; ring A is group of formula (II): ##STR2## wherein each of X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, X.sup.7, X.sup.8, X.sup.9, and X.sup.
    Type: Grant
    Filed: July 21, 1994
    Date of Patent: December 12, 1995
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Haruyoshi Takatsu, Sadao Takehara, Kiyohumi Takeuchi, Masashi Osawa, Shinji Ogawa, Norie Ishida
  • Patent number: 5468421
    Abstract: A liquid crystalline compound which has a low viscosity and is electrically and chemically stable and compatible with other known liquid crystalline compounds at low temperatures, and a liquid crystal composition containing the same, which compound is a phenyl-4-cyclohexylbutylcyclohexane derivative expressed by the formula: ##STR1## wherein R represents a hydrogen atom or a linear or branched alkyl group of 1 to 15 carbon atoms, and X.sub.1, X.sub.2 and X.sub.3 are each independent and X.sub.1 and X.sub.3 each represent a hydrogen atom or a halogen atom and X.sub.2 represents a hydrogen atom or a linear or branched alkyl group of 1 to 15 carbon atoms (wherein one --CH.sub.2 CH.sub.2 -- bond may be replaced by a --CH.dbd.CH-- bond and one non-adjacent --CH.sub.2 -- bond may be replaced by an oxygen atom), a halogen atom, a cyano group, a trifluoromethyl group or a trifluoromethoxy group.
    Type: Grant
    Filed: April 28, 1993
    Date of Patent: November 21, 1995
    Assignee: Chisso Corporation
    Inventors: Shuichi Matsui, Yasuyuki Goto, Yuichi Onji, Atsuko Fujita
  • Patent number: 5463083
    Abstract: 2,5-Diaryl tetrahydrofurans, 2,5-diaryl tetrahydrothiophenes, 1,3-diaryl cyclopentanes are disclosed that reduce the chemotaxis and respiratory burst leading to the formation of damaging oxygen radicals of polymorphonuclear leukocytes during an inflammatory or immune response. The compounds exhibit this biological activity by acting as PAF receptor antagonists, by inhibiting the enzyme 5-lipoxygenase, or by exhibiting dual activity, i,e., by acting as both a PAF receptor antagonist and inhibitor of 5-lipoxygenase. Also disclosed is a method to treat disorders mediated by PAF and/or leukotrienes that includes administering an effective amount of one or more of the above-identified compounds or a pharmaceutically acceptable salt thereof, optionally in a pharmaceutically acceptable carrier, to a patient in need of such therapy.
    Type: Grant
    Filed: January 6, 1994
    Date of Patent: October 31, 1995
    Assignee: Cytomed, Inc.
    Inventors: Tesfaye Biftu, Xiong Cai, Sajjet Hussion, Gurmit Grewal, T. Y. Shen
  • 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: 5453218
    Abstract: This invention provides chiral nonracemic compounds of formula ##STR1## wherein * indicates a chiral carbon, R.sub.1 and R.sub.2, independently of one another, can be an alkyl, alkenyl or alkynyl group wherein one or more non-neighboring CH.sub.2 groups can be replaced with an O, S or a silyl group (R.sub.A SiR.sub.B) wherein R.sub.A and R.sub.B, independently of one another, are alkyl or alkenyl having from one to six carbon atoms; R.sub.1 having from about 3 to 20 carbon atoms, and R.sub.2 having from 1 to about 18 carbon atoms; X is O, S, CO, COO, OCO, COS or a single bond where Ar is a liquid crystal core moiety having two or three aromatic rings of the formula--(Cyc).sub.n --(A).sub.a --Ph.sub.1 --(B).sub.b --Ph.sub.2 --(C).sub.c --(Ph.sub.3).sub.m --whereinPh.sub.1, Ph.sub.2 and Ph.sub.
    Type: Grant
    Filed: February 8, 1994
    Date of Patent: September 26, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Kundalika M. More, William N. Thurmes
  • Patent number: 5437812
    Abstract: Fluorine-containing liquid crystal compounds are provided. The compounds comprise a fluorocarbon terminal portion having at least one catenary ether oxygen and a hydrocarbon terminal portion, the terminal portion being connected by a central core, the compounds having smectic mesophases or having latent smectic mesophases.
    Type: Grant
    Filed: April 16, 1993
    Date of Patent: August 1, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Eugene P. Janulis, Gilbert C. Johnson, Patricia M. Savu, Terence D. Spawn, Marc D. Radcliffe
  • Patent number: 5401436
    Abstract: An optically active compound of the formula (I): ##STR1## R is a halogen atom, a cyano group, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, --R' or --O--R' group; R' is a ##STR2## group, wherein Y is a halogen atom, a hydroxyl group, an alkoxy group having 1 to 18 carbon atoms or an acyloxy group having 1 to 18 carbon atoms; X is a direct bond or a ##STR3## group; m, n and p each are each 0 or 1, provided that at least one of m, n and p is 1; and , represents an asymetric carbon atom.
    Type: Grant
    Filed: December 11, 1992
    Date of Patent: March 28, 1995
    Assignee: Asahi Denka Kogko Kabushiki Kaisha
    Inventors: Seiichi Takano, Kunio Ogasawara, Toshihiro Shibata, Masaki Kimura, Norio Kurosawa
  • Patent number: 5397802
    Abstract: Gem-Dichlorocyclopropanes (Analog II derivatives) which demonstrate antiproliferative activity toward MCF-7 cells, in vitro and are generally not reversed by estradiol or having intrinsic estrogenicity (except the hydroxyphenyl derivative Compound 30). In general the cyclopropane compounds have the formula: ##STR1## or any pharmaceutically acceptable salt thereof. X is selected from a group consisting of hydrogen and halogen atoms. The group R.sub.1 may be a hydrogen atom, an alkyl group, an acyl group, or an arylalkyl group. The group R.sub.2 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The group R.sub.3 may be a hydrogen atom, an alkyl group, a cycloalkyl group, a substituted aryl group or an unsubstituted aryl group. The group R.sub.4 may be a hydrogen atom, an unsubstituted aryl group or a substituted aryl group. The R.sub.4 is absent when R.sub.
    Type: Grant
    Filed: February 22, 1993
    Date of Patent: March 14, 1995
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Robert A. Magarian, Joseph T. Pento, May T. Griffin
  • Patent number: 5393459
    Abstract: The invention relates to optically active compounds of the formula I ##STR1## in which R is an alkyl or alkenyl radical having up to 15 carbon atoms which is unsubstituted, monosubstituted by --CN or at least monosubstituted by fluorine or chlorine, it also being possible for a CH.sub.2 group in these radicals to be replaced by --O--, --CO--, --O--CO--, --CO--O-- or --O--CO--O--,A.sup.1 and A.sup.2 are each, independently of one another, a 1,4-phenylene radical, pyridine-2,5-diyl radical, pyrimidine-2,5-diyl radical, pyrazine-2,5-diyl radical, pyridazine-3,6-diyl radical, 1,3,4-thiadiazole-2,5-diyl radical, 1,2,4-thiadiazole-3,5-diyl radical or trans-1,4-cyclohexylene radical, each of which is unsubstituted or substituted by one or two fluorine atoms, and in which, in addition, one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, and/or a CH group,Z.sup.1, Z.sup.2 and Z.sup.3 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: February 28, 1995
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Thomas Geelhaar, Reinhard Hittich, Ekkehard Bartmann, Joachim Krause, Eike Poetsch
  • Patent number: 5380460
    Abstract: Chiral, nonracemic compounds of the general formula: ##STR1## wherein m and n are either both zero, both equal one or n is equal to one and m is equal to zero, X and Y and Z are halogens, R' is an alkyl, alkoxyl, alkenyl, thioalkyl, thioether, ether, or alkylsilyl group containing three to fifteen carbon atoms, and R is an alkyl group having one to fifteen carbon atoms and where Ar is:--A.sub.a --(E).sub.e --B.sub.b --(F).sub.f --D.sub.d --where A, B and D independently of one another are aromatic rings which are selected from the group consisting of a phenyl, a pyridine ring, a pyrimidine ring, a pyridizine ring, a pyrazine ring and a thiadiazole ring, wherein a, b and d are integers from 0-3 such that a+b+d=2-3, where E and F independently of one another are linking groups selected from the group consisting of a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --O--, --CH.sub.2 --S--, --O--CH.sub.2 --, --S--CH.sub.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: January 10, 1995
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, William N. Thurmes, David M. Walba
  • Patent number: 5366659
    Abstract: A liquid crystal composition containing an optically active or a ferroelectric liquid crystal compound represented by the following formula: ##STR1## wherein A can be either --CH.sub.2 -- or --CO--; R can be either an alkyl or alkoxyl group having 1 to 22 carbons: R' is an alkyl group having 2 to 8 carbons; x and y are integers of either 0 or 1, provided that when x=0, y.noteq.1; D can be a hydrogen or a halogen atom; and * represents a chiral center. The ferroelectric liquid crystals of the present invention exhibit optical and chemical stabilities, high-speed responsive, and high spontaneous polarization, and thus are excellent materials for use in making liquid crystal devices and liquid crystal light switching elements.
    Type: Grant
    Filed: March 22, 1994
    Date of Patent: November 22, 1994
    Assignee: Industrial Technology Research Institute
    Inventors: Wen-Liang Tsai, Hwei-Long Kuo, Shih-Yiing Sheu
  • 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: 5360819
    Abstract: A release tag reagent suitable for use in the chemical analysis of a substance to be detected, which substance contains reactive groups, such as for, but not limited to gas phase detection groups, which reagent comprises three covalently bonded groups: a signal group which on release provides a ketone signal compound to be detected, a release group which may be cleaved to release the ketone signal group, which release group contains, for example, a vic glycol or an olefin group and a reactivity group which is reactive with a reactive group of the substance to be detected.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: November 1, 1994
    Assignee: Northeastern University
    Inventor: Roger W. Giese
  • Patent number: 5356562
    Abstract: Fluoro tolans of the formula I ##STR1## wherein R.sup.1 denotes alkyl with up to 12 carbon atoms wherein one or two non-adjacent CH.sub.2 groups may also be replaced by --O--, --O--CO--, --CO--O-- and/or --CH.dbd.CH--,A is trans-1,4-cyclohexylene or 1,4-phenylene,r is 0 or 1,s is 0 or 1,Q is --CF.sub.2 -- or --OCF.sub.2 -- and -- if Y=F and/or L.sup.1 =L.sup.2 =F - also a single bond,L.sup.1 and L.sup.2 are H or F, andY is H, F or Clare suitable as components of liquid crystalline media.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: October 18, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Simon Greenfield, Emma Brown, Reinhard Hittich
  • Patent number: 5302619
    Abstract: Aromatic compounds are disclosed of the formula: ##STR1## wherein R.sup.1 is a C.sub.3 -C.sub.8 alkyl group, a C.sub.3 -C.sub.8 alkoxy group, an alkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 alkenyl group, a C.sub.3 -C.sub.8 alkenyloxy group, an alkenyloxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkyl group, a C.sub.3 -C.sub.8 haloalkoxy group, a haloalkoxyalkyl group having 3 to 8 carbon atoms, a C.sub.3 -C.sub.8 haloalkenyl group, a C.sub.3 -C.sub.8 haloalkenyloxy group, a haloalkenyloxyalkyl group having 3 to 8 carbon atoms or a C.sub.3 -C.sub.8 alkynyloxy group; R.sup.2 is a halogen atom; R.sup.3 groups are the same or different and each is a hydrogen atom, a halogen atom or a methyl group; R.sup.4 is a hydrogen atom or a methyl group; R.sup.5 groups are the same or different and each is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkoxy group, a C.sub.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: April 12, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Akira Shuto, Noriyasu Sakamoto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda, Noritada Matsuo
  • Patent number: 5298188
    Abstract: The disclosure relates to fluorinated chiral liquid crystals that incorporate a cyclohexyl grouping in their structure. They can be used as dopants and lead to mixtures of ferroelectric liquid crystals that have an application in display systems. They meet the following chemical formula. ##STR1## with 1.ltoreq.n.ltoreq.14 if X=CH.sub.2 Y=--CH.sub.2 -- with R=CmH.sub.2m+1 and 5.ltoreq.m.ltoreq.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: March 29, 1994
    Assignee: Thomson-CSF
    Inventors: Marie Vergnolle, Francoise Soyer, Pierre Le Barny, Jean-Claude Dudois
  • Patent number: 5290477
    Abstract: An optically active compound represented by formula (I): ##STR1## wherein R.sup.1 represents an alkyl group having from 3 to 9 carbon atoms; R.sup.2 represents an alkyl group having from 3 to 7 carbon atoms; m and n each represent 1 or 2 provided that they do not simultaneously represent 1; and C.sup.*1 and C.sup.*2, both represent an optically active carbon atom, and a liquid crystal composition containing the same are disclosed. The compound exhibits chiral nematic and smectic phases and are excellent as a chiral dopant for ferroelectric liquid crystal compositions or nematic liquid crystal compositions.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: March 1, 1994
    Assignee: Takasago International Corporation
    Inventors: Hitoshi Kondo, Mika Tadokoro, Hiroshi Sugiyama, Toshimitsu Hagiwara, Takashi Imai, Mamoru Yamada, Keisuke Itakura
  • Patent number: 5288428
    Abstract: Compounds having a terminal alkyloxypropenyl group of the general formula ##STR1## wherein rings A.sup.1 and A.sup.2 each independently represent unsubstituted or halogen-substituted 1,4-phenylene, in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen, or trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl; n is either 0 or 1; Z.sup.1 and Z.sup.2 each independently signify a single covalent bond or --CH.sub.2 CH.sub.2 --, --COO--, --OOC--, --OCH.sub.2 --, --CH.sub.2 O--, --(CH.sub.2).sub.4 --, --O(CH.sub.2).sub.3 --, --(CH.sub.2).sub.3 O--, the trans form of --O--CH.sub.2 --CH.dbd.CH--, --CH.dbd.CH--CH.sub.2 --O--, --(CH.sub.2).sub.2 CH.dbd.CH-- or --CH.dbd.CH--(CH.sub.2).sub.2 --; R.sup.1 denotes an alkyl group; R.sup.2 represents halogen, cyano, trifluoroacetyl, optionally fluorine-substituted alkyl with 1 to 12 carbon atoms, in which optionally 1 --CH.sub.2 -- group or 2 non-adjacent --CH.sub.2 -- groups is/are replaced by oxygen and/or a --CH.sub.2 CH.sub.
    Type: Grant
    Filed: August 6, 1991
    Date of Patent: February 22, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Stephen Kelly
  • Patent number: 5279764
    Abstract: The invention relates to dihalogenobenzene derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --(Z.sup.2 --A.sup.3).sub.n --R.sup.2wherein R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, Z.sup.1, Z.sup.2 and n are as defined in the specification.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: January 18, 1994
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Georg Weber, Ulrich Finkenzeller, Andreas Wachtler, Thomas Geelhaar, David Coates, Ian C. Sage, Simon Greenfield
  • 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: 5238603
    Abstract: A liquid crystal compound having specific features suitable to use for a display mode utilizing ferroelectric liquid crystals, particularly a large spontaneous polarization value and a liquid crystal composition using the compound are provided, which compound is an optically active liquid crystalline compound of the formula ##STR1## wherein l and m each are 0 or 1; at least one of R.sup.1 and R.sup.2 is an optically active alkoxy group of the formula ##STR2## wherein R.sup.3 is 2 or 3C alkyl and R.sup.4 is 3-18C alkyl, but R.sup.3 .noteq.R.sup.4 and the other thereof is 1-20C alkyl, alkoxy or alkanoyloxy, halogen or cyano; and A is a specified two or three rings compound.
    Type: Grant
    Filed: April 7, 1992
    Date of Patent: August 24, 1993
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Naoyuki Yoshida, Masakazu Kaneoya
  • 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: 5236620
    Abstract: Derivatives of difluorobenzene of the formula IR.sup.1 --(--A.sup.o --).sub.m --Z.sup.1 --A.sup.1 --Z.sup.2 --A.sup.2 --R.sup.2 Iwherein R.sup.1, R.sup.2, A.sup.o, A.sup.1, A.sup.2, Z.sup.1, Z.sup.2 and m have the meaning indicated in patent claim 1, their preparation and their use as components of liquid-crystal media.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: August 17, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Thomas Geelhaar
  • Patent number: 5230826
    Abstract: Compounds of the formula ##STR1## wherein X.sup.1 denotes fluorine or chlorine and X.sup.2 denotes hydrogen, fluorine or chlorine; R.sup.1 is 3E-alkenyl, 4-alkenyl, 2E-alkenyloxy or 3-alkenyloxy; n stands for the number 0 or 1; one of the groups Y.sup.1 and Y.sup.2 is a single covalent bond, --COO--, --OOC--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O-- or --OCH.sub.2 -- and the other of the groups Y.sup.1 and Y.sup.2 is a single covalent bond; and rings A.sup.1 and A.sup.2 each individually are substituted or unsubstituted trans-1,4-cyclohexylene, in which optionally 2 non-adjacent CH.sub.2 groups are replaced by oxygen, or substituted or unsubstituted 1,4-phenylene, in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen; with the proviso that X.sup.2 denotes fluorine or chlorine and/or Y.sup.1 or Y.sup.2 denotes --CH.sub.2 O-- or --OCH.sub.2 -- when simultaneously X.sup.1 is fluorine and R.sup.1 is 3E-alkenyl,and their use for liquid crystalline mixtures and electro-optical purposes.
    Type: Grant
    Filed: October 26, 1988
    Date of Patent: July 27, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Arthur Boller, Richard Buchecker, Martin Schadt, Alois Villiger
  • Patent number: 5217644
    Abstract: A mesomorphic compound represented by the following formula (I): ##STR1## wherein R.sup.1 denotes analkyl group having 1-18 carbon atoms; R.sup.2 denotes an alkyl group having 1-12 carbon atoms; A and B respectively denote ##STR2## Z.sup.1 and Z.sup.2 respectively denote --H, 'CH.sub.3, --OCH.sub.3, --CN or halogen; m and n respectively denote 0, 1 or 2 and p denotes 1 or 2 with proviso that m+n+p =2 or 3; X denotes a single bond, ##STR3## denotes an asymmetric carbon atom.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: June 8, 1993
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiroyuki Nohira, Yoko Yamada, Shinichi Nakamura, Akira Sakaigawa, Yasumasa Tashiro, Yoshio Aoki
  • Patent number: 5208388
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: September 20, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5204020
    Abstract: Liquid crystal compounds represented by the formula; ##STR1## in which Ra means an alkyl group of 1-20 carbon atoms or an alkoxy group of 1-20 carbon atoms; Rb means an aliphatic alkyl group, a branched alkyl group or an aralkyl group respectively of 1-20 carbon atoms, an alkoxy group of 1-20 carbon atoms, or an alkanoyl methyl group having 1-20 carbon atoms in the alkyl; ##STR2## Z means a fluorinated alkyl or a fluorinated haloalkyl; m is an integer of from 1 to 3; n is an integer of from 0 to 2 where when n is 0, Y is a single bond; and * shows an optically active center, which have a larger spontaneous polarization, high speed of response and good orientation, and show tristable liquid crystal phase.
    Type: Grant
    Filed: April 29, 1992
    Date of Patent: April 20, 1993
    Assignee: Showa Shell Sekiyu K.K.
    Inventors: Yoshiichi Suzuki, Hiroyuki Mogamiya, Ichiro Kawamura
  • Patent number: 5204018
    Abstract: Compounds of the formula ##STR1## wherein n stands for the number 0 or 1; R.sup.1 denotes a group R.sup.3 or R.sup.3 --A.sup.3 --Z.sup.2 -- and R.sup.2 denotes a group R.sup.4 or R.sup.4 --A.sup.4 --Z.sup.3 --; ring A.sup.1 signifies unsubstituted or halogen-, cyano- and/or methyl-substituted 1,4-phenylene in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen; A.sup.3, A.sup.4 and ring A.sup.2 each independently represent unsubstituted or halogen-, cyano- and/or methyl-substituted 1,4-phenylene in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen or trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, 1-cyano-trans-1,4-cyclohexylene, bicyclo[2.2.2]octane-1,4-diyl, naphthalene-2,6-diyl, tetralin-2,6-diyl or trans-decalin-2,6-diyl; Z.sup.1, Z.sup.2 and Z.sup.3 each independently signify a single covalent bond, --COO--, --OOC--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.tbd.C--, --(CH.sub.2).sub.3 O--, --O(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 -- or the trans form of --CH.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: April 20, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Stephen Kelly
  • Patent number: 5200111
    Abstract: An optically active compound of the formula (I): ##STR1## R is a halogen atom, a cyano group, an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms --R' or --O--R' group; R' is a ##STR2## group, wherein Y is a halogen atom, a hydroxyl group, an alkoxy group having 1 to 18 carbon atoms or an acyloxy group having 1 to 18 carbon atoms; X is a direct bond or a ##STR3## group; m, n and p each are each 0 or 1, provided that at least one of m, n and p is 1; and * represents an asymetric carbon atom. The optically active compound can impart a desired helical pitch to a liquid crystal composition.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: April 6, 1993
    Assignee: Asahi Denka Kogyo Kabushiki Kaisha
    Inventors: Seiichi Takano, Kunio Ogasawara, Toshihiro Shibata, Masaki Kimura, Norio Kurosawa
  • Patent number: 5196586
    Abstract: Disclosed herein are polydiphenyldiacetylenes having the following repeating unit (III): ##STR1## (wherein R.sup.1 denotes a hydrogen atom or a methoxy group; R.sup.2 denotes a hydrogen atom, a methoxy group or a methylamino group; R.sup.3 denotes a hydrogen atom or a trifluoromethyl group; and R.sup.4 denotes a hydrogen atom or a trifluoromethyl group; provided that R.sup.1 is not a hydrogen atom when R.sup.2 is hydrogen atom, and R.sup.3 is not a hydrogen atom when R.sup.4 is hydrogen atom).
    Type: Grant
    Filed: August 9, 1991
    Date of Patent: March 23, 1993
    Assignees: Toda Kogyo Corp., The Agency of Industrial Science and Technology
    Inventors: Hiro Matsuda, Shuji Okada, Hachiro Nakanishi, Masao Kato, Minoru Ohsugi, Shigeru Takaragi, Nanao Horiishi
  • Patent number: 5190692
    Abstract: Four ring esters and ethers of formula I ##STR1## wherein R.sup.1 and R.sup.2 independently from each other are alkyl or alkenyl with up to 9 carbon atoms or such residues wherein one CH.sub.2 group is replaced by oxygen,m and n are each 1 or 2, the sum of m and n being 3,X.sup.1 and X.sup.2 are each hydrogen or fluorine, andQ is --CH.sub.2 -- or --CO--with the proviso that in case m=2 Q is --CH.sub.2 -- and/or at least one of X.sup.1 and X.sup.2 is F are suitable as components of liquid crystal media.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: March 2, 1993
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: David Coates, Simon Greenfield
  • Patent number: 5188759
    Abstract: The invention relates to a liquid crystalline medium having at least two components, where at least one component is a haloacetylene derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --(A.sup.2 --Z.sup.2).sub.m --A.sup.3 --C.tbd.C--X IwhereinR.sup.1 is an alkyl or alkenyl radical having up to 15 carbon atoms which is unsubstituted or monosubstituted by CN, halogen or CF.sub.3, or such a radical wherein one or more CH.sub.2 groups is replaced, in each case independently of one another, by --S--, --O--, ##STR1## --CO--, --CO--O--, --O--CO-- or --O--CO--O-- in such a manner that sulfur and/or oxygen atoms are not linked directly to one another,A.sup.1, A.sup.2 and A.sup.3, in each case independently of one another, are(a) a trans-1,4-cyclohexylene radical or --S-- one or more non-adjacent CH.sub.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: February 23, 1993
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Ekkehard Bartmann, Reinhard Hittich, Herbert Plach, Ulrich Finkenzeller
  • Patent number: 5178791
    Abstract: The present invention provides liquid crystals that are 3,3'-dihalogenated diphenyldiacetylenes of the general formula: ##STR1## where X and Y are, independently of one another, a halogen atom and T.sub.1 and T.sub.2, independently of one another are alkyl or alkenyl or alkoxy tail groups, R.sub.1, R.sub.2, or OR.sub.3, respectively, wherein R.sub.1 and R.sub.3, independently of one another, are straight-chain or branched alkyl groups having three to twenty carbon atoms and R.sub.2 is a mono or diene which may be branched or straight-chain having three to twenty carbon atoms. R.sub.1, R.sub.2, or R.sub.3 may be substituted with one or more halogens, particularly fluorines, except that the C-1 carbon of an OR.sub.3 tail may not be halogenated. One or two non-neighboring CH.sub.2 groups of R.sub.1 or R.sub.3 may be substituted with an O atom, except that the C-1 CH.sub.2 group of an OR.sub.3 tail may not be substituted with an O atom. Liquid crystals in which X=Y=fluorine and T.sub.1 =T.sub.
    Type: Grant
    Filed: March 11, 1991
    Date of Patent: January 12, 1993
    Assignee: Displaytech, Inc.
    Inventors: Michael D. Wand, Sean D. Monahan
  • Patent number: 5171470
    Abstract: A bifunctional optically active liquid crystal intermediate compound represented by the following Formula (I): X--Y--C.sub.* H(M)--CH.sub.2 --OH is disclosed, wherein X represents CH.sub.2 .dbd.CH--, HOCH.sub.2 --CH.sub.2 --, HSCH.sub.2 --CH.sub.2 --, HOCH.sub.2 --, HOOC--, HOCH.sub.2 CH.dbd.CH--, CH.sub.3 CH(OH)-- or HOCH.sub.2 C.sub.* H(Z)--; Y represents --CH.sub.2).sub.n or --CH.sub.2 (.sub.m O).sub.l CH.sub.2 --, where n represents an integer of 1 to 18, m represents an integer of 1 to 12, and l represents an integer of 1 to 4; M and Z each represents halogen atom, an alkyl group or an alkoxy group, said halogen atom being selected from the group consisting of I, Cl, Br and F, and said alkyl group or alkoxy group having 1 to 8 carbon atoms; and the mark * represents an asymmetric carbon atom. A process for preparing the intermediate compound is also disclosed.
    Type: Grant
    Filed: August 7, 1990
    Date of Patent: December 15, 1992
    Assignees: Canon Kabushiki Kaisha, Hiroyuki Nohira
    Inventors: Hiroyuki Nohira, Takahiro Ishizuka, Kazuo Yoshinaga
  • Patent number: 5160662
    Abstract: Optically active compounds having the following formulae (1), (2) or (3) ##STR1## wherein R and R' are C.sub.1-20 alkyl groups; X and Y.sub.1 are --, O, S, or divalent groups such as COO, OOC and OCOO; m is 0 or 1; n is 0 to 5; A.sub.2 is a cyclic group, such as p,p'-biphenylene, 2,6-naphthylene, 2,5-pyrimidinylene-1,4-phenylene, A.sub.1 -Y.sub.2 -pyridylene or A.sub.4 -Y.sub.2 -A.sub.5 ; Y.sub.2 is CH.sub.2 CH.sub.2 or C.tbd.C; A.sub.3 is 2,6-naphthylene, A.sub.1 -Y.sub.2 -pyridylene or A.sub.6 -CH.sub.2 CH.sub.2 -A.sub.7 ; and A.sub.1, A.sub.4, A.sub.5, A.sub.6 and A.sub.7 are cyclic groups, such as 1,4-phenylene and/or 4,4'-biphenylene.
    Type: Grant
    Filed: February 27, 1990
    Date of Patent: November 3, 1992
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Masahiro Satoh, Tetsuya Watanabe, Kunikiyo Yoshio, Hiroshi Kishiki
  • 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: 5104559
    Abstract: A lubricating compound having the structure:R.sup.1 --R.sub.f --O--Ar--R.sup.2wherein R.sup.1 is a monovalent radical selected from the group consisting of fluoride, unsubstituted aryloxys, substituted aryloxys, unsubstituted arylthios, substituted arylthios, perfluoroalkoxys, and perfluoro (3,6-dimethyl-1, 4-dioxanyl-2-oxy), R.sup.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: April 14, 1992
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, Muthiah N. Inbasekaran
  • Patent number: 5095147
    Abstract: 2,2-Difluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl andX represents hydroxymethyl, 2-hydroxyethyl, isocyanato, amino, amino hydrohalide or a radical of the formula --CO--R.sup.1, whereR.sup.1 represents hydrogen, hydroxyl, alkoxy, alkyl, halogen or amino,are intermediates for fungicides.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: March 10, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner
  • Patent number: 5091416
    Abstract: Insecticidal and acaricidal compounds of formula: ##STR1## and stereoisomers thereof, where R.sup.1 represents C.sub.1-4 alkyl, R.sup.2 represents H, CN, CH.sub.3, or CF.sub.3 ; Q represents CH or N; and Z represents one or more substituents selected from fluoro, benzyl, phenoxy and halophenoxy.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: February 25, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventor: Michael J. Bushell
  • Patent number: 5081283
    Abstract: Novel intermediates for fungicides, comprising fluorocyclopropyl derivatives of the formula ##STR1## in which R represents alkyl, optionally substituted aryl or optionally substituted aralkyl,X represents hydrogen, chlorine or bromine andR.sup.1 represents hydroxyl, alkoxy, alkyl or halogen.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Rudolf Gassen, Bernd Baasner