The Ring Oxygens Are In The 1,3-positions Of The Hetero Ring (e.g., 1,3 Dioxane, Etc.) Patents (Class 549/369)
  • Patent number: 5961880
    Abstract: 1,3-Dioxane compounds of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.m --W--(Z.sup.2 --A.sup.2).sub.n --R.sup.2(I)in whichW is ##STR1## and R.sup.1, R.sup.2, A.sup.1, A.sup.2, Z.sup.1, Z.sup.2, m, n, ##STR2## n.sub.1, n.sup.2, n.sub.3, n.sub.4, n.sub.5, n.sub.6, Z.sup.3 and Z.sup.4 are as defined herein,are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: June 4, 1998
    Date of Patent: October 5, 1999
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Peer Kirsch, Kazuaki Tarumi, Joachim Krause
  • Patent number: 5955041
    Abstract: This invention relates to a reactor 1 for the continuous production of linear or cyclic acetals, in particular trioxane, dioxolane, tetroxane, dimethoxymethane, diethoxymethane, diethoxyethane and dibutoxyethane. This reactor has internal adjacently arranged evaporator elements 2, which allow for flow-through of a heat transport medium, and which are at least two meters high so as to generate a thermosiphon flow. The clear cross section between the evaporator elements is 20 to 80% of the overall cross section. Using the reactor, circulation ratios of up to 250 can be achieved. Thus, the reliability and availability of a production plant is increased while the susceptibility to breakdown decreases.
    Type: Grant
    Filed: September 27, 1995
    Date of Patent: September 21, 1999
    Assignee: Hoechst AG
    Inventors: Dieter Arnold, Bernhard Hierholzer, Hubert Wloch, Karl-Friedrich Muck
  • Patent number: 5932747
    Abstract: A method for preparing 1,3-dioxane compounds of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2, independently of one another, represent hydrogen or a hydrocarbon radical; and X.sup.1 and X.sup.2, independently of one another, represent an electronegative groups, which method entails reacting a bis(hydroxymethyl) compound of the formula (II): ##STR2## in which X.sup.1 and X.sup.2 each, independently of one another, are as defined above, with an orthocarboxylic acid ester of the formula R.sup.4 --C(OR.sup.5).sub.3 (III), in which R.sup.4 represents hydrogen or a hydrocarbon radical and R.sup.5 represents a hydrocarbon radical, and with an aldehyde or ketone of the formula R.sup.1 --CO--R.sup.2 (IV), in which R and R each, independently of one another, are as defined above.
    Type: Grant
    Filed: March 20, 1998
    Date of Patent: August 3, 1999
    Assignee: Huels Aktiengesellschaft
    Inventors: Frank Bauer, Manfred Neumann
  • 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: 5876628
    Abstract: Ferroelectric liquid crystal mixtures containing compounds of the formula (I): ##STR1## wherein R.sup.1 is, for example, a straight-chain or branched alkyl radical having 1 to 22 carbon atoms, in which one --CH.sub.2 -- group may be replaced by --O-- or --CO--O--.
    Type: Grant
    Filed: October 18, 1995
    Date of Patent: March 2, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gerhard Illian, Hubert Schlosser, Ingrid Muller, Thoshiaki Nonaka, Kazuya Nagao, Ayako Takeichi, Hidenori Fujiwara, Rainer Wingen
  • Patent number: 5851425
    Abstract: Compounds of the general formula ##STR1## have a pronounced tendency to form liquid crystalline S (smectic) phases. Thus, optically inactive compounds of the formula I also have a tilted smectic phase, in particular an S.sub.C phase, in addition to a nematic phase. In contrast, many optically active compounds of the formula I additionally have, inter alia, a tilted smectic chiral phase, in particular a chiral S.sub.C phase, in addition to a cholesteric phase. The stated compounds are therefore particularly suitable as components and as dopants, respectively, for the preparation of a very wide range of liquid crystalline mixtures. The class of compounds comprising compounds of the general formula I offers a broad range of novel components and mixtures for optimization and modification of liquid crystalline mixtures.
    Type: Grant
    Filed: March 26, 1997
    Date of Patent: December 22, 1998
    Assignee: Rolic AG
    Inventors: Richard Buchecker, Willy Friedrichsen, Jurg Funfschilling, Sandra Lupfert
  • Patent number: 5851427
    Abstract: Photocross-linkable naphthyl derivatives include compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 each independently signify a cross-linkable group;S.sup.1 and S.sup.2 signify --(CY.sub.2).sub.m -, --O(CY.sub.2).sub.m -, --(CY.sub.2).sub.m O--, --(CY.sub.2).sub.m COO--, --(CY.sub.2).sub.m OOC--, --(Si?(CH.sub.3).sub.2 !O).sub.m -, --OCH.sub.2 (Si?(CH.sub.3).sub.2 !O).sub.m Si?(CH.sub.3).sub.2 !CH.sub.2 O-- or --NHCH.sub.2 (Si?(CH.sub.3).sub.2 !O).sub.m Si?(CH.sub.3).sub.2 !CH.sub.2 NH--;Y signifies hydrogen, fluorine or methyl;a signifies 0 or 1;b signifies 1 or 2, with the proviso that a+b=2;m signifies a whole number of 1 to 16;A.sup.1 and A.sup.2 each independently signify 1,4-phenylene, which is optionally mono- or multiply-substituted with halogen, cyano, methyl, methoxy and/or acetyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl; andZ.sup.1 and Z.sup.2 each independently signify a single bond, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.
    Type: Grant
    Filed: February 23, 1996
    Date of Patent: December 22, 1998
    Assignee: Rolic AG
    Inventor: Stephen Kelly
  • Patent number: 5851424
    Abstract: The present invention is concerned with photo cross-linkable liquid crystalline compounds of the general formula ##STR1## wherein A.sup.1 and A.sup.2 each represent a cross-linkable, mesogenic residue,liquid crystalline mixtures which contain such compounds and their use in the cross-linked state as optical components.
    Type: Grant
    Filed: July 25, 1996
    Date of Patent: December 22, 1998
    Assignee: Rolic AG
    Inventor: Stephen Kelly
  • Patent number: 5800734
    Abstract: A compound of the formula ##STR1## wherein R is C.sub.1 -C.sub.7 alkyl or C.sub.2 -C.sub.12 alkenyl; rings A and B each independently are 1,4-phenylene,trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;Z.sup.1 is a single bond or --CH.sub.2 CH.sub.2 --; andZ.sup.2 is a single bond, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --,--C.tbd.C--, --COO-- or --OOC--; andm, n are 0 or 1, with the proviso that m+n.ltoreq.1;as well as liquid crystalline mixtures which contain such compounds and the use of such compounds and, respectively, mixtures for electro-optical display devices.
    Type: Grant
    Filed: March 4, 1996
    Date of Patent: September 1, 1998
    Assignee: Rolic AG
    Inventors: Richard Buchecker, Guy Marck
  • Patent number: 5800733
    Abstract: The present invention is concerned with photo cross-linkable liquid crystalline compounds in the formula ##STR1## wherein for example: A,B,C,D,E,F independently is pyridine-2,5-diyl, pyrimidine-2,5-diyl, trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diylZ.sup.1, Z.sup.2, Z.sup.7 independently is --(CH.sub.2).sub.s O--, --COO--, --(CH.sub.2).sub.s COO--Z.sup.3, Z.sup.4, Z.sup.8 independently is a single bond, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--Z.sup.5, Z.sup.6 independently is --(CH.sub.2).sub.s --m, n, q and r independently is 0, 1 or 2;s is a whole number of 1 to 16;R.sup.1, R.sup.2 independently is CH.sub.2 .dbd.CH--COO--, CH.sub.2 .dbd.C(CH.sub.3)--COO--R.sup.3 is H, CH, COOC.sub.n H.sub.2n+1, CnH.sub.2n+1 ; n=1 . . . 10X.sup.1, X.sup.2 and X.sup.3 independently is hydrogen, halogen, cyano or lower alkyl.The invention is also related to liquid crystalline mixtures and their use for electro-optical purpose.
    Type: Grant
    Filed: July 25, 1996
    Date of Patent: September 1, 1998
    Assignee: Rolic AG
    Inventor: Stephen Kelly
  • Patent number: 5776363
    Abstract: Compounds of the formula (I) having side chains with multiple methyl branchesR.sup.1 (-A.sup.1 -M.sup.1).sub.a (-A.sup.2 -M.sup.2).sub.b (-A.sup.3 -M.sup.3).sub.c (-A.sup.4)-G(--C.sub.* H(CH.sub.3)--CH.sub.2).sub.n --R.sup.2 (I)where* is a chiral carbon atom;A.sup.1, A.sup.2, A.sup.3, A.sup.4 are, for example, 1,4-phenylene, pyrimidine-2,5-diyl or 1,3,4-thiadiazole-2,5-diyl;M.sup.1, M.sup.2, M.sup.3, M.sup.4 are, for example, --CO--O-- or --O--CO--;G is, for example, --CO--O--CH.sub.2, --O--CH.sub.2 -- or --O--;R.sup.2 is, for example, methyl or ethyl;a, b and c are 0 or 1 and a+b+c is 1, 2 or 3; andn is preferably 3 or 4,are suitable as components, in particular dopes, for liquid-crystalline mixtures and methods of using these compounds in liquid-crystal mixtures.
    Type: Grant
    Filed: July 18, 1996
    Date of Patent: July 7, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Barbara Hornung, Rainer Wingen, Michael Morr, Detlef Lotzsch, Gerd Heppke
  • Patent number: 5772914
    Abstract: Chiral benzene derivatives of formula I ##STR1## in which R.sup.1*, R.sup.2*, X.sup.1, X.sup.2, A.sup.1, A.sup.2, Z.sup.1, Z.sup.2, L.sup.1, L.sup.2, L.sup.3, m, n and k are as defined in claim 1, and their use as chiral dopes in liquid-crystalline media, particularly for electrooptical displays, and to electrooptical displays containing such media.
    Type: Grant
    Filed: November 18, 1996
    Date of Patent: June 30, 1998
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Detlef Pauluth, Matthias Bremer, Herbert Plach, Georg Weber
  • Patent number: 5759443
    Abstract: Objects of this invention are cyclopentyl compounds of the general formula ##STR1## wherein k signifies a whole number of 4 to 18;n signifies 0 or 1;Y.sup.1, Y.sup.2 signify a single bond, --O--, --COO-- or --OOC--;rings A, B, C each independently signify optionally mono- or difluorinated 1,4-phenylene, pyrimidine-2,5-diyl, pyridine-2,5-diyl, pyrazine-2,5-diyl, naphthalene-2,6-diyl, quinoline-2,6-diyl, thiophene-2,5-diyl, thiazole-2,5-diyl or 1,3,4-thiadiazole-2,5-diyl and ring C also signifies trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;Z.sup.1 signifies a single bond, --COO--,--OOC-- or --C.tbd.C--;Z.sup.2 signifies --COO--, --OOC--, --OCH.sub.2 --, --CH.sub.2 O-- or --(CH.sub.2).sub.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: June 2, 1998
    Assignee: Rolic AG
    Inventors: Jurg Funfschilling, Alois Villiger
  • Patent number: 5756804
    Abstract: A process for preparing polycyclic aromatic compounds, which comprises reactinga) an aromatic boron compound withb) an aromatic halogen compound or an aromatic perfluoroalkylsulfonate in the presence ofc) a base,d) a nickel or palladium catalyst,e) a phosphorus-containing ligand andf) a polyhydric alcohol, a sulfoxide or sulfone.The process gives high yields, in particular also in the coupling of chloroaromatics.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: May 26, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Steffen Haber, Hans-Jerg Kleiner
  • Patent number: 5753471
    Abstract: A process for the biotechnological preparation of alcohols, aldehydes and carboxylic acids by oxidation of compounds of the formula R.sup.1 --C(CH.sub.3).dbd.CR.sup.2 R.sup.3, where R.sup.1, R.sup.2 and R.sup.3 have the meanings indicated in the description, with the aid of microorganisms is described.
    Type: Grant
    Filed: December 28, 1995
    Date of Patent: May 19, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe Pressler, Friedhelm Balkenhohl, Bernhard Hauer, Wolfgang Ladner, Ursula Schnell, Horst Ralf Staudenmaier
  • Patent number: 5744058
    Abstract: Dienes of the formula I ##STR1## in which n is 0, 1, 2, 3, 4 or 5,r is 1, 2 or 3,s is 1 or 2, ##STR2## is trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl, ##STR3## is trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, unfluorinated or mono- or polyfluorinated 1,4-phenylene, in which one or two CH groups may also be replaced by N, or the central part ##STR4## Z is a single bond, a bridging member selected from the group consisting of --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CO--O--, --CH.sub.2 O--, --OCH.sub.2 -- and --O--CO--, or any desired combination of two such bridging members, where two O atoms are not linked directly to one another, andR is --CN, --NCS, halogen or an alkyl, alkenyl, alkoxy or alkenyloxy group, in each case having up to 12 carbon atoms and in each case unsubstituted or monosubstituted or polysubstituted by fluorine and/or chlorine.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: April 28, 1998
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Bernhard Rieger
  • Patent number: 5709820
    Abstract: Liquid crystalline alkenyl cyclohexane compounds of formula (I) having a nematic phase over a broad temperature range, a higher elastic constant ratio K.sub.33 /K.sub.11 and a lower viscosity, liquid crystal compositions comprising the above compounds and liquid crystal display elements using the liquid crystal compositions. ##STR1## wherein R.sub.1 is an alkyl group of 1-15 carbons, an alkenyl group of 2-15 carbons or an alkyl or alkenyl group in which at least one of non-adjacent methylene groups (--CH.sub.2 --) is replaced by --O--, --S--, --C.tbd.C-- or --COO--; R.sub.2 is a hydrogen atom or an alkyl group of 1-10 carbons; m is 0-5; when m is 2 or more, any one methylene group in --(CH.sub.2).sub.m -- may be replaced by --O--; and the rings A.sub.1, A.sub.2 and A.sub.3 are independently a 1,4-cyclohexylene, a cyclohexene-1,4-diyl or a 6-membered ring group, one or two --CH.sub.2 -- groups in said rings optionally replaced by --O-- or --S--.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: January 20, 1998
    Assignee: Chisso Corporation
    Inventors: Takashi Kato, Shuichi Matsui, Kazutoshi Miyazawa, Yasuko Sekiguchi, Etsuo Nakagawa
  • Patent number: 5703250
    Abstract: Compounds of the formula: ##STR1## in which R.sup.1, R.sup.2 represent H or methyl and R.sup.3, R.sup.4 represent H, C.sub.1-4 alkyl or C.sub.2-4 alkenyl; R.sup.3 and R.sup.4 together can also be butylidene are interesting camphor derivatives. They exhibit valuable odor characteristics.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: December 30, 1997
    Assignee: Givaudan-Roure (International) SA
    Inventor: Jerzy A. Bajgrowicz
  • Patent number: 5688972
    Abstract: A process for the preparation of acetals by reacting one or more ethylenically unsaturated compounds with carbon monoxide, hydrogen and a liquid or dissolved organic nucleophilic compound containing at least two vicinal hydroxy groups in the presence of a catalyst system comprising:a) a source of plantinum;b) a source of anions; andc) a bidentate ligand of the formulaR.sup.1 R.sup.2 M.sup.1 RM.sup.2 R.sup.3 R.sup.4 (I)wherein M.sup.1 and M.sup.2 independently represent a phosphorus, arsenic or antimony atom, R represents a bivalent organic bridging group containing from 1 to 4 atoms in the bridge, R.sup.1 and R.sup.2 together represent a bivalent substituted or non-substituted cyclic group whereby the two free valencies are linked to M.sup.1 and R.sup.3 and R.sup.4 independently represent a substituted or non-substituted hydrocarbyl group, or together represent a bivalent substituted or non-substituted cyclic group whereby the two free valencies are linked to M.sup.2.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: November 18, 1997
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Dennis Humphrey Louis Pello
  • Patent number: 5683623
    Abstract: Dioxane derivatives for use as components in liquid crystal devices (LCDs) of general formula (A), wherein X is CH or B; R.sup.1, R.sup.2 are each A.sup.1, OA.sup.1, OCOA.sup.2, or COOA.sup.2 ; A.sup.1 is a straight or branched chain alkyl group containing from 1 to 20 carbon atoms and may be substituted with one or more F or CN. A.sup.2 is a straight or branched chain alkyl group containing from 1 to 20 carbon atoms and may be substituted with one or more F or CN and if straight may be unsubstituted. Y.sup.1, Y.sup.2, Y.sup.3 may each be (CH.sub.2).sub.p, (CH.sub.2).sub.p COO or OCO(CH.sub.2).sub.p ; p is from 0 to 10, n is 0 or 1, m is 0 or 1, either or both of Z.sub.1 and Z.sub.2 are F and, when not F, are H; Y.sup.4 is a covalent bond or, when n is 0, may be (a) LCDs, containing the devices exhibit very fast switching speed, bi-stable characteristics, enhanced greyscale and storage capabilities and a wide viewing angle.
    Type: Grant
    Filed: March 1, 1995
    Date of Patent: November 4, 1997
    Assignee: Central Research Laboratories Limited
    Inventors: Lawrence Chan, John William Goodby, Peter Styring, Chuan Chu Dong
  • Patent number: 5679285
    Abstract: Vinylene compounds of the formula I ##STR1## in which R, A.sup.1, Z.sup.1, X, L.sup.1, L.sup.2 and m have the meaning given in claim 1 are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: February 15, 1996
    Date of Patent: October 21, 1997
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Sabine Schoen, Kazuaki Tarumi
  • Patent number: 5662829
    Abstract: Compounds of the following formula are useful as liquid crystals: ##STR1## wherein R is a C.sub.1 -C.sub.12 alkyl or a C.sub.2 -C.sub.12 alkenyl;A is a single bond or trans-1,4-cydohexylene;Z.sup.1 and Z.sup.2 are independently a single bond or --CH.sub.2 CH.sub.2 --, except Z.sup.1 and Z.sup.2 cannot simultaneously be --CH.sub.2 CH.sub.2 --;ring B is trans-1,4-cyclohexylene or 1,4-phenylene; andn is 0 or 1,Liquid crystalline mixtures which contain such compounds are especially useful in electro-optical indicating devices.
    Type: Grant
    Filed: February 23, 1996
    Date of Patent: September 2, 1997
    Assignee: Rolic AG
    Inventors: Richard Buchecker, Guy Marck
  • Patent number: 5643495
    Abstract: 1,2,2,2-Tetrafluoroethyl ethers of the formula IR--(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --Z.sup.2 A.sup.3 --O--CHF--CF.sub.3(I)are suitable as components of liquid-crystalline media whereinR is H, a substituted or unsubstituted alkyl or alkenyl radical having 1 to 15 carbon atoms,A.sup.1 and A.sup.2 are each, independently of one another, a(a) trans-1,4-cyclohexylene radicals and derivatives thereof in which, in addition, one or more non-adjacent CH.sub.2 groups is optionally replaced by --O-- and/or --S--,(b) 1,4-phenylene radicals and derivatives thereof in which, in addition, one or two CH groups is optionally replaced by N, or(c) radical from the group consisting of 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-diyl,wherein radicals (a) and (b) are optionally substituted by one or two fluorine atoms,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: July 1, 1997
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Ekkehard Bartmann, Ulrich Finkenzeller
  • Patent number: 5639887
    Abstract: Compounds of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are herein described, A is a straight or branched (C.sub.2 -C.sub.12)alkyl or a phenyl moiety and B is a moiety of the formula: ##STR2## The compounds are effective in potentiating the activity of chemotherapeutic anti-cancer agents by increasing the sensitivity of multi-drug resistant cells to such chemotherapeutic agents.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: June 17, 1997
    Assignee: American Cyanamid Company
    Inventors: Dennis Powell, Rolf Paul, William A. Hallett, Dan M. Berger, Minu D. Dutia
  • Patent number: 5621147
    Abstract: A 1,1,2-trifluoro-2-(trans-4-substituted cyclohexyl)ethylene of the formula (1):R--(A).sub.m --Cy--CF=CF.sub.2 (1)wherein R is a C.sub.1-10 alkyl group, a halogen atom or a cyano group, provided that in the case of the alkyl group, an oxygen atom may be interposed in a carbon-carbon bond of the alkyl group or in a carbon-carbon bond between this alkyl group and A, some of carbon-carbon bonds in the alkyl group may be triple bonds or double bonds, one --CH.sub.2 -- group in the alkyl group may be substituted by a carbonyl group, and some or all of hydrogen atoms in the alkyl group may be substituted by fluorine atoms;Cy is an unsubstituted trans-1,4-cyclohexylene group;A is a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a 1,4-cyclohexenylene group, wherein each of such cyclic groups is unsubstituted or substituted by one or more halogen atoms or cyano groups, one or more =CH-- groups constituting rings of such cyclic groups may be substituted by nitrogen atoms, and one or more --CH.sub.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: April 15, 1997
    Assignee: Asahi Glass Company Ltd.
    Inventors: Osamu Yokokoji, Tamaki Simizu, Seisaku Kumai
  • Patent number: 5583221
    Abstract: Compounds having the formula ##STR1## methods for using such compounds to inhibit protein kinase C in animals, including man are useful as inhibitors of protein kinase C. Also disclosed are pharmaceutical compositions including such compounds and compounds having the formula.
    Type: Grant
    Filed: February 23, 1995
    Date of Patent: December 10, 1996
    Assignee: Eli Lilly and Company
    Inventors: Hong Hu, G. Erik Jagdmann, Jr., Jose S. Mendoza
  • Patent number: 5552379
    Abstract: The compounds of formulaa. ##STR1## wherein symbol X represents a --CHO group or a group of formula ##STR2## in which symbols R', taken separately, represent each a C.sub.1 to C.sub.4, linear or branched, saturated or unsaturated alkyl radical, or taken together represent a substituted or unsubstituted C.sub.2 to C.sub.4 alkylene radical; symbol R.sup.2 represents a hydrogen atom or a methyl radical; and R.sup.1 and R.sup.3 are different and represent each a hydrogen atom or a methyl radical;or of formulab. ##STR3## wherein the tert-butyl radical is located in position 5 or 6 of the aromatic ring and, either Y represents hydrogen and X and R.sup.2 have the meaning indicated above, or X and R.sup.2 represent each a hydrogen atom and Y represents a --CH.sub.2 CHO group or a group of formula ##STR4## in which R' is defined as in a.; or of formulac. ##STR5## wherein X and R.sup.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: September 3, 1996
    Assignee: Firmenich SA
    Inventors: Beat Winter, Pierre-Alain Blanc, Serge Lamboley
  • Patent number: 5552549
    Abstract: Chlorinated aromatic compounds are dechlorinated in a simple and inexpensive manner by heating them to 300.degree. to 450.degree. C. in a salt melt in the presence of water and/or water vapor and carbon.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: September 3, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Rasp, Helmut Waldmann, Hans-Joachim Traenckner
  • Patent number: 5536442
    Abstract: The invention relates to liquid crystal compounds having a terminal structure in accordance with formula 1, 2, 3 or 4:--A.sup.3 --OCF.sub.3 1--A.sup.2 --Q--CHF.sub.2 2--3,5-difluoro-1,4-phenylene-X.sup.1 3--3-fluoro-1,4-phenylene-X.sup.2 4wherein A.sup.2, A.sup.3, X.sup.1 and X.sup.2 and are defined herein. The invention further relates liquid crystal phases containing the above components as well as electrooptical displays containing same.
    Type: Grant
    Filed: July 6, 1992
    Date of Patent: July 16, 1996
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Hans A. Kurmeier, Eike Poetsch, Herbert Plach, Ulrich Finkenzeller, Ekkehard Bartmann, Joachim Krause, Bernhard Scheuble, Dieter Dorsch, Georg Weber
  • Patent number: 5523010
    Abstract: A process of lubricating or releasing comprising disposing a lubricant release composition between frictional contacting parts or between parts to be released from each other, respectively, wherein the composition includes 5-alkyl-1,3-dioxane-5-methanol and esters and/or ethers thereof, the alkyl in the aforementioned compounds being methyl or ethyl.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: June 4, 1996
    Assignee: Perstorp AB
    Inventors: Kent Sorensen, Lars-Olof Garpvall, Mats Johansson
  • Patent number: 5518653
    Abstract: Optically active compounds of the formula ##STR1## wherein n stands for the number 0 or 1; Z.sup.1 is a single covalent bond or --CH.sub.2 CH.sub.2 --; Z.sup.2 is a single covalent bond, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 --, --COO-- or --OOC--; rings A.sup.1 and A.sup.2 each independently represent trans-1,4-cyclohexylene or optionally halogen-, cyano- and/or methyl-substituted 1,4-phenylene in which optionally 1 CH group or 2 CH groups is/are replaced by nitrogen; R.sup.2 is a group R.sup.4 or a group of the formula ##STR2## R.sup.4 is cyano, halogen, --OCY.sup.1 F.sub.2, --CY.sup.1 F.sub.2 or an alkyl group in which optionally one >CH--CH< is replaced by >C.dbd.C< and/or optionally one methylene group or two non-adjacent methylene groups is/are replaced by --O--, --COO-- and/or --OOC-- and/or optionally one methylene group is replaced by --CHY.sup.2 --; Y.sup.1 is hydrogen or fluorine; Y.sup.2 is halogen, cyano or methyl; R.sup.1 and R.sup.
    Type: Grant
    Filed: January 12, 1995
    Date of Patent: May 21, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Jurg Funfschilling, Martin Schadt
  • Patent number: 5494606
    Abstract: Novel 1,3-dioxane derivatives of the formula I ##STR1## in which Q is CHalogen.sub.1 H.sub.3-1, CnH.sub.2n+1 --O-- or C.sub.2 H.sub.2n+1 --CH.dbd.CH--, whereHalogen is F or Cl,l is 1, 2 or 3 andn is 0 to 5,r is 0 to 5,X=X'=0 and Y=Y'=CH.sub.2 orX=X'=CH.sub.2 and Y=Y'=O,Z.sup.1 and Z.sup.2 are each, independently of one another, --C.sub.2 H.sub.4 -- or a single bond,A.sup.1 is trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene,m is 0, 1 or 2,X is F, Cl, --CF.sub.3, ---CN, --OCF.sub.3 or --OCHF.sub.2 andY and Z are each, independently of one another, H or F, can be used as components of liquid-crystalline media.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: February 27, 1996
    Assignee: Merck Patent Gesellscaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Reinhard Hittich, Eike Poetsch, Herbert Plach
  • Patent number: 5482651
    Abstract: An antiferroelectric liquid crystal substance represented by the following general formula (1) ##STR1## wherein R represents a straight-chain alkyl group of 6-10 carbon atoms; X represents ##STR2## when X is ##STR3## Y is any of CH.sub.3, CF.sub.3 and C.sub.2 H.sub.5, L is 0 or an integer of 5 to 8, m is 0 or 1, and n is an integer of 1 to 10; when X is ##STR4## Y is any of CH.sub.3, CF.sub.3 and C.sub.2 H.sub.5, and (1) when Y is CH.sub.3, L is 0 or an integer of 5 to 8, m is 0 or 1, and n is an integer of 1 to 10, (2) when Y is CF.sub.3, L is an integer of 5 to 8, m is 1, and n is an integer of 1 to 10 and (3) when Y is C.sub.2 H.sub.5, L is 0, m is 0, and n is an integer of 4-10.
    Type: Grant
    Filed: March 3, 1993
    Date of Patent: January 9, 1996
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Mineta, Tomoyuki Yui, Yoshihiro Gocho, Takahiro Matsumoto
  • Patent number: 5478497
    Abstract: Compounds of the formula ##STR1## wherein rings A, B and C, Z.sup.1, Z.sup.2, Z.sup.3, R.sup.1, R.sup.2 and R.sup.3 are defined in the specification, their manufacture, liquid crystalline mixtures which contain such compounds and the use of these compounds for electro-optical purposes.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: December 26, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Martin Schadt, Alois Villiger
  • 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: 5474705
    Abstract: Fluorine-containing, chiral liquid crystal compounds comprise (a) an aliphatic fluorocarbon terminal portion containing at least two catenary ether oxygen atoms; (b) a chiral, aliphatic hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: December 12, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Eugene P. Janulis, Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
  • Patent number: 5462694
    Abstract: A mesomorphic compound of the formula (I) according to claim 1 characterized by having at least one cyclic group selected from .beta. class including, e.g., thiazole-2,5-diyl, benzoxazole-2,5-diyl, indan-2,5-diyl, and quinoxaline-2,6-diyl and also having a linkage of Y.sup.1 (CH.sub.2).sub.m Y.sup.2, where Y.sup.1 and Y.sup.2 are --CH.sub.2 --, --O--, --COO-- or --OCO-- and m is 1-16, is suitable as a component for a liquid crystal composition providing improved response characteristics. A liquid crystal device is constituted by disposing the liquid crystal composition between a pair of substrates. The liquid crystal device is used as a display panel constituting a liquid crystal apparatus providing good display characteristics.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: October 31, 1995
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yoko Kosaka, Takao Takiguchi, Takashi Iwaki, Takeshi Togano, Shinichi Nakamura, Ikuo Nakazawa
  • Patent number: 5458806
    Abstract: Fluoromethyl ketones of the formula I ##STR1## are suitable as components of liquid-crystalline media wherein R is H, a substituted or unsubstituted alkyl or alkenyl radical having 1 to 15 carbon atoms,A.sup.1 and A.sup.2 are each, independently of one another, a(a) trans-1,4-cyclohexylene radicals and derivatives thereof in which, in addition, one or more non-adjacent CH.sub.2 groups is optionally replaced by --O-- and/or --S--,(b) 1,4-phenylene radicals and derivatives thereof in which, in addition, one or two CH groups is optionally replaced by N, or(c) radical from the group consisting of 1,4-cyclohexenylene, 1,4-bicyclo(2,2,2)octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-diyl,wherein radicals (a) and (b) are optionally substituted by one or two fluorine atoms,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.2 O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --C.tbd.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: October 17, 1995
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Herbert Plach
  • Patent number: 5454974
    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: January 6, 1994
    Date of Patent: October 3, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Arthur Boller, Richard Buchecker, Martin Schadt, Alois Villiger
  • Patent number: 5455361
    Abstract: The invention relates to a process for preparing ketene acetals by dehydrohalogenation of 2-haloaldehyde acetals. If the 2-haloaldehyde acetal is open chain, the dehydrohalogenation is carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a phase transfer catalyst and/or a secondary or tertiary alcohol or a secondary or tertiary diol. If the 2-haloaldehyde acetals is cyclic, the dehydrohalogenation is carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a phase transfer catalyst and with or without a secondary or tertiary alcohol or a secondary or tertiary diol, or carried out in the presence of an alkali metal hydroxide or alkaline earth metal hydroxide and a secondary or tertiary diol. The ketene acetals which can be prepared by the process of the invention serve as intermediates in organic synthesis and are suitable as monomers or comonomers in free radical polymerization for the production of biodegradable plastics.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: October 3, 1995
    Assignee: Wacker-Chemie GmbH
    Inventors: Gerald Fleischmann, Herbert Eck, Hermann Petersen, Siegfried Pflaum
  • Patent number: 5455265
    Abstract: Process of treatment of mammals, including humans to treat diseases or conditions of the type which are normally treated with retinoid-like compounds is disclosed, with pharmaceutical compositions containing an active compound which is a selective agonist of the RXR retinoid receptor sites in preference to the RAR retinoid receptor sites. A compound is defined to be a selective agonist of the RXR receptor site if the compound is at least approximately ten times more effective as an agonist in the RXR receptor sites than in the RAR receptor sites.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: October 3, 1995
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5447658
    Abstract: Compounds of the general formula ##STR1## wherein R.sup.1 represents vinyl or straight-chain alkenyl with 3 to 7 carbon atoms,the manufacture of such compounds, liquid crystalline mixtures which contain such compounds as well as the use of such compounds for electro-optical purposes.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: September 5, 1995
    Assignees: Hoffman-La Roche Inc., Dainipppon Ink and Chemicals, Inc.
    Inventors: Richard Buchecker, Teodor Lukac, Martin Schadt, Haruyoshi Takatsu, Alois Villiger
  • Patent number: 5447657
    Abstract: The present invention provides compounds of the general formula: ##STR1## wherein R is an alkyl group with 1 to 12 carbon atoms or a group of the formula ##STR2## Ring A.sup.1 is 1,4-phenylene, which is unsubstituted or substituted with fluorine, pyridine-2,5-diyl or pyrimidine-2,5-diyl;Ring A.sup.2 is trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;R.sup.1 is an alkyl, alkenyl or alkoxyalkyl group with 1 to 12 and, respectively, 2 to 12 carbon atoms;X.sup.1 is fluorine, chlorine, bromine, trifluoromethyl, trifluoromethoxy or difluoromethoxy; andX.sup.2, X.sup.3 each independently are hydrogen or fluorine.The invention is also concerned with liquid crystal mixtures which contain these compounds and with the use of these compounds and mixtures for electro-optical purposes.
    Type: Grant
    Filed: March 8, 1994
    Date of Patent: September 5, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Schadt, Alois Villiger
  • Patent number: 5438073
    Abstract: Dermatological and/or cosmetological compositions containing at least one retinoid of general formula (I), ##STR1## and the use of such compounds for preparing dermatological and/or cosmetological compositions.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: August 1, 1995
    Assignee: Pierre Fabre Cosmetique
    Inventors: Jean-Hilaire Saurat, Georges Siegenthaler, Henri Cousse, Gilbert Mouzin, Yvon Gall
  • Patent number: 5399291
    Abstract: Fluorine-containing, chiral and achiral liquid crystal compounds comprise (a) an aliphatic fluorocarbon terminal portion comprising a perfluorinated or partially-fluorinated alkylene group and a terminal hydrocarbon alkyl group, the groups optionally containing at least one catenary ether oxygen atom; (b) an aliphatic hydrocarbon terminal portion; and (c) a central core connecting the terminal portions. The compounds have smectic mesophases or latent smectic mesophases and are useful, for example, in liquid crystal display devices.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: March 21, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Eugene P. Janulis, Gilbert C. Johnson, Marc D. Radcliffe, Patricia M. Savu, Daniel C. Snustad, Terence D. Spawn
  • Patent number: 5399290
    Abstract: A compound of the general formulaM--(CH.sub.2).sub.n --(O).sub.m --[--D--B--].sub.q --Y, (I)in which M represents a silicon radical having 2 to 5 silicon atoms which are linked together by bridging elements A, and the remaining valencies of the silicon atoms are saturated with radicals R; A is a bridging element selected from the group consisting of C.sub.1 - to C.sub.8 -alkylene radicals and oxygen with the proviso that at least one radical A per M radical is a C.sub.1 - to C.sub.8 -alkylene radical; R represents optionally fluorine or chlorine atom- or cyano group-substituted straight-chain C.sub.1 - to C.sub.10 -alkyl or C.sub.2 - to C.sub.10 -alkenyl radicals, branched chain C.sub.3 - to C.sub.10 -alkyl or C.sub.3 - to C.sub.10 -alkenyl radicals, optionally C.sub.1 - to C.sub.4 -alkyl- , C.sub.1 - to C.sub.4 -alkoxy radicals, fluorine, chlorine, bromine atom, cyano, trifluoromethyl or nitro radical substituted C.sub.6 - to C.sub.12 -cycloalkyl, C.sub.6 - to C.sub.12 -cycloalkenyl, C.sub.6 - to C.sub.
    Type: Grant
    Filed: December 2, 1992
    Date of Patent: March 21, 1995
    Assignee: Consortium fur elektrochemische Industrie GmbH
    Inventors: Norman Haberle, Franz-Heinrich Kreuzer, Benno Krueger, Ingo Zahn
  • Patent number: 5380462
    Abstract: Compounds having the Formula: ##STR1## wherein R.sup.1 denotes an alkenyl group;A.sup.1 and A.sup.2 each independently represent 1,4-phenylene, which is unsubstituted or substituted with halogen and in which, when it is unsubstituted, optionally 1 or 2 CH group(s) is/are replaced by nitrogen, or trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;Z.sup.1 and Z.sup.2 each independently signify a single covalent bond, --CH.sub.2 CH.sub.2 --, --COO--, --OOC--, --OCH.sub.2 --, --CH.sub.2 O--, --C.dbd.C--, --(CH.sub.2).sub.4 --, --O(CH.sub.2).sub.3 --, --(CH.sub.2).sub.3 O-- or the trans form of --OCH.sub.2 CH.dbd.CH--, --CH.dbd.CHCH.sub.2 O--, --(CH.sub.2).sub.2 CH.dbd.CH-- or --CH.dbd.CH(CH.sub.2).sub.2 --;n is either 0, 1 or 2; andR.sup.2 is halogen, cyano or alkyl with 1 to 12 carbon atoms, which is optionally substituted with fluorine and in which optionally 1 --CH.sub.2 -- group or 2 non-adjacent --CH.sub.2 -- groups is/are replaced by oxygen, --COO--, --OOC--, --CO-- and/or a --CH.sub.2 --CH.sub.
    Type: Grant
    Filed: October 20, 1993
    Date of Patent: January 10, 1995
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Stephen Kelly, Martin Schadt
  • Patent number: 5372746
    Abstract: Compounds of the general formula ##STR1## wherein ring A represents 1,4-phenylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, trans-1,4-cyclohexylene or trans-1,3-dioxane-2,5-diyl;Z signifies a single covalent bond, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --(CH.sub.2).sub.4 --, --O(CH.sub.2).sub.3 --, --(CH.sub.2).sub.3 O-- or, where ring A represents a saturated ring, also the trans form of --CH.dbd.CH(CH.sub.2).sub.2 -- or --CH.dbd.CHCH.sub.2 O--;X signifies fluorine, chlorine, cyano, --CF.sub.3, --OCF.sub.3 or --OCHF.sub.2 ;Y.sup.1, Y.sup.2 each independently signify fluorine or hydrogen; andR signifies alkyl, alkoxy, alkenyl or alkenyloxy with 1 or, respectively, 2 to 12 carbon atoms in which one CH.sub.2 group or two non-adjacent CH.sub.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: December 13, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Richard Buchecker, Martin Schadt
  • Patent number: 5370819
    Abstract: A novel, conjugated enyne compound expressed by the following formula (I), which has superior characteristics as an L.C. material and is stable under a usually used environment, and a L.C. composition containing the same are provided: ##STR1## wherein A is 1,4-phenylene or 1,4-cyclohexylene; B, C and D are 1,4-phenylene, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, pyridine-2,5-diyl or 1,3-pyrimidine-2,5-diyl; L and M are covalent bond, 1,2-ethylene, oxycarbonyl, carbonyloxy, 1,2-ethenylene, 1,2-ethynylene, oxymethylene or methyleneoxy; n, m and l are 0 or 1; X and Z are H or F; R is fluoroalkyl, alkyl, alkoxy, alkoxyalkyl or alkenyl; Y is alkyl, alkoxy, cyano, halogen, cyanate, alkyl or alkoxy having at least one H replaced by halogen; when n is 0, L is covalent bond; when m or n is 0, M is covalent bond; and m, n and l are not simultaneously 0,the compound having a broad L.C. range, a low viscosity and a suitable .DELTA.n, and being applied to various uses, and reducing the viscosity of L.C.
    Type: Grant
    Filed: November 10, 1993
    Date of Patent: December 6, 1994
    Assignee: Chisso Corporation
    Inventors: Atsuko Fujita, Yuichi Onji, Shuichi Matsui, Tomoyuki Kondo, Yasuyuki Goto, Naoko Ota, Etsuo Nakagawa, Shinichi Sawada
  • Patent number: 5356560
    Abstract: 2-Fluoroperfluoroalkylcyclohexene derivatives of the formula I ##STR1## where R is an alkyl or alkenyl radical having up to 18 carbon atoms which is unsubstituted or substituted by CN or by at least one halogen and in which one or more non-adjacent CH.sub.2 groups may be replaced by a radical selected from the group consisting of --O--, --S--, --CO--, --O--CO--, --CO--O-- and --C.ident.C--,A.sup.1 and A.sup.2 are each, independently of one another,a) a 1,4-phenylene radical, in which one or two CH groups may be replaced by N,b) a 1,4-cyclohexylene radical, in which one or two non-adjacent CH.sub.2 groups may be replaced by --O-- or --S--,c) a 1,4-cyclohexenylene, piperidine-1,4-diyl, 1,4-bicyclo[2.2.2]octylene or naphthalene-2,6-diyl radical,where the radicals a) and b) may be monosubstituted or polysubstituted by halogen atoms, cyano groups and/or methyl groups,Z.sup.1 and Z.sup.2 are each, independently of one another, --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --C.ident.C--, --CH.dbd.CH--, --OCH.sub.
    Type: Grant
    Filed: August 20, 1993
    Date of Patent: October 18, 1994
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Herbert Plach