Plural Rings Containing Patents (Class 568/631)
  • 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: 5274168
    Abstract: Disclosed are novel active benzene derivatives represented by the general formula (I): ##STR1## (wherein X represents --COO--, --OCO--, --CH.sub.2 O-- or --OCH.sub.2 --; A represents a hydrogen atom, a halogen atom or an alkyl or alkoxyl group having 1 to 20 carbon atoms; R represents an alkyl group having 1 to 20 carbon atoms; l and m each represents a number of 1 or 2, n represents a number of 0 or 1, but when n is 0 the sum of l and m is 3 or less; and * indicates asymmetric carbon atom), a process for producing the same, liquid-crystalline substances containing said derivatives as active ingredient, and optical switching elements utilizing the liquid crystal compositions containing said liquid-crystalline substances.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: December 28, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takayuki Higashii, Masayoshi Minai
  • Patent number: 5274002
    Abstract: Novel trisubstituted phenyl analogs are now found to have activity as for the treatment of congestive heart failure.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: December 28, 1993
    Assignee: Warner-Lambert Company
    Inventor: Lynn D. Hawkins
  • 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: 5258544
    Abstract: Disclosed is a process for the preparation of 2-aryl-1-cyclohexene-1-carboxaldehydes from 1-arylcyclohexenes which are intermediates for trans-6-[(2-arylsubstituted cycloalkenyl and substituted cycloalkyl)alkenyl and alkyl]-3,4,5,6-tetrahydro-2H-pyran-2-ones.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: November 2, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Laurence W. Reilly, Jr., Ching T. Tsuei, Walter Rodriquez, Thomas Goetzen
  • Patent number: 5250222
    Abstract: Optically active compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 each are alkyl with at least 2 carbon atoms; A.sup.1, A.sup.2 and A.sup.3 each are unsubstituted, cyano-, halogen- or methyl-substituted 1,4-phenylene, optionally having one or two CH groups replaced by nitrogen, unsubstituted, cyano- or methyl-substituted trans-1,4-cyclohexylene, the cyclohexylene optionally having one or two CH.sub.2 groups replaced by oxygen; Z.sup.1 and Z.sup.2 each are a single covalent bond, --COO--, --OOC--, --CH.sub.2 CH.sub.2 --, --OCH.sub.2 --, --CH.sub.2 O--, --C.tbd.C--, --COS-- or --SOC--; m stands for the number 0 or 1; n is an integer of 0 to 4; X is oxygen or a methylene group; and each C* represents a chiral carbon atom, one of the chiral carbon atoms has the R-configuration while the other has the S-configuration.The compounds are used in liquid crystalline mixtures to compensate the temperature dependence of the threshold potential of liquid crystal cells.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: October 5, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Stephen Kelly, Frans Leenhouts, Alois Villiger
  • Patent number: 5242996
    Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: September 7, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
  • 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: 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: 5225586
    Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: July 6, 1993
    Assignee: The Dow Chemical Company
    Inventors: Theodore L. Parker, Thomas W. Regulski
  • Patent number: 5216185
    Abstract: Polymerizable calixarene and oxacalixarene derivates wherein at least one aryl group of the macrocyclic ring has a phenolic side chain of the formula VII: ##STR1## wherein Z is a group containing an acrylate or methacrylate functional group. Linear polymers may be formed from these compounds by free radical polymerization at the (meth)acrylate group. Such compounds and their polymers are capable of sequestering metals.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: June 1, 1993
    Assignee: Loctite Limited
    Inventors: Stephen J. Harris, John Guthrie, Maureen MacManus, Michael A. McKervey
  • Patent number: 5205946
    Abstract: Non-sulphurized overbased metal salts of sulphur-free calixarenes having a substituent hydroxyl group or groups available for reaction with metal base and their preparation are claimed. The salts are useful as additives to lubricating oils by reason of their acids neutralization capability, their detergent and their antioxidant properties.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: April 27, 1993
    Assignee: BP Chemicals (Additives) Limited
    Inventors: Stephen J. Cook, Sean P. O'Conner, Andrew Pearce
  • 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: 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: 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: 5178794
    Abstract: A compound represented by the following general formula (I). ##STR1## wherein R.sup.1 and R.sup.2 represent independently a straight-chain alkyl group having from 1 to 10 carbon atoms; X represents a direct bond, --CH.sub.2 CH.sub.2 --, ##STR2## n represents an integer of from 1 to 5; and ##STR3## represents a cyclohexane ring in trans configuration. A nematic liquid crystal mixture containing a compound of formula (I) is also disclosed.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: January 12, 1993
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Haruyoshi Takatsu, Makoto Sasaki, Kiyofumi Takeuchi
  • Patent number: 5177245
    Abstract: Provided is a process for preparing optionally-substituted cyclohexenylhydroquinones starting from cyclohexanone.
    Type: Grant
    Filed: November 25, 1991
    Date of Patent: January 5, 1993
    Assignee: Eastman Kodak Company
    Inventors: Dewey W. Fuller, Jr., Gether Irick, Jr.
  • Patent number: 5159082
    Abstract: A process for producing an aromatic compound is disclosed, which comprises coupling an aromatic sulfinic acid or a salt thereof with an aromatic halogen compound having at least one halogen atom attached to the carbon atom of the aromatic nucleus thereof or a vinyl group-containing halogen compound having at least one halogen atom attached to the carbon atom of said vinyl group in the presence of a catalyst compound containing an element selected from platinum metals.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: October 27, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Keiichi Sato, Toru Okoshi
  • Patent number: 5132466
    Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: July 21, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: John R. M. Dales, Sidney E. Callander
  • 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: 5122297
    Abstract: The invention relates to novel tetracyclic benzene derivatives of the formula I ##STR1## in which n is 1 to 7, A is trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene, X is F, Cl, CF.sub.3, --OCF.sub.3 or --OCHF.sub.2, and L, Y and Z are each, independently of one another, H or F.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: June 16, 1992
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Volker Reiffenrath, Reinhard Hittich, Herbert Plach
  • Patent number: 5114601
    Abstract: Non-sulphurized overbased metal salts of sulphur-free calixarenes having a substituent hydroxyl group or groups available for reaction with metal base are claimed. The salts are useful as additives to lubricating oils by reason of their acids neutralization capability, their detergent and their antioxidant properties.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: May 19, 1992
    Assignee: BP Chemicals (Additive) Limited
    Inventors: Stephen J. Cook, Sean P. O'Connor, Andrew Pearce
  • Patent number: 5105020
    Abstract: The invention concerns a cycloalkane derivative of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted phenyl or naphthyl;A.sup.1 is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;Ar.sup.2 is optionally substituted phenylene, or a 6 membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, cyano-(1-4C)alkyl or (2-4C)alkanoyl, or optionally substituted banzoyl; andR.sup.2 and R.sup.3 together form a (3-6C)alkylene group which defines an optionally substituted ring having 4 to 7 ring atoms; or a pharmaceutically-acceptable salt thereof.The compounds of the invention are inhibitors of the enzyme 5-lipoxygenase.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: April 14, 1992
    Assignees: Imperial Chemistries Industries PLC, ICI Pharma
    Inventor: Jean-Marc M. M. Girodeau
  • Patent number: 5093027
    Abstract: Optically active dopants of the formula ##STR1## wherein A represents an optically active group selected from 1,1'-binaphthyl-2,2'-diyl, --CHR.sup.1 --CHR.sup.2 -- or --CH(COOR.sup.3)--CH(COOR.sup.4)--; Z denotes a group --(CH.sub.2).sub.4 --, --O(CH.sub.2).sub.3 -- or the trans form of --OCH.sub.2 --CH.dbd.CH--; R.sup.1 is hydrogen, methyl, phenyl or cyclohexyl; R.sup.2 is methyl, phenyl or cyclohexyl; R.sup.3 and R.sup.4 denote alkyl; Y stands for --CO-- or --CH.sub.2 --; ring B represents 1,4-phenylene or trans-1,4-cyclohexylene; and R is hydrogen, alkyl, alkoxy or cyano, liquid crystalline mixtures which contain such dopants and their use for optical and electro-optical purposes.
    Type: Grant
    Filed: August 22, 1990
    Date of Patent: March 3, 1992
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Stephen Kelly, Frans Leenhouts
  • Patent number: 5087726
    Abstract: This invention relates to novel compounds which are ACAT inhibitors rendering them useful in lowering blood cholesterol levels. The compounds are carbamates represented by the general formula ##STR1## wherein Ar and Ar' represent phenyl or naphthyl each of which may be substituted; m and n each represent zero or one; Z and Y are hydrogen, aliphatic hydrocarbon, heterocyclic, aryl or carbocyclic containing groups.
    Type: Grant
    Filed: February 13, 1990
    Date of Patent: February 11, 1992
    Assignee: Warner-Lambert Company
    Inventors: Patrick M. O'Brien, Drago R. Sliskovic
  • Patent number: 5087769
    Abstract: A method of forming 6-substituted-2-vinyl naphthalene from a 2-substituted naphthalene compound wherein the substituent in the 2-position is an ortho-para directing electron-donating group not reactive with hydrogen fluoride, comprises contacting the naphthalene compound and an acylating agent with substantially anhydrous hydrogen fluoride to acylate the naphthalene compound to a 6-substituted-2-acylnaphthalene compound, hydrogenating the 6-substituted-2-acylnaphthalene compound to convert the 2-acyl substituent to an alcohol substituent, dehydrating the product of hydrogenation in the presence of a free radical inhibitor to convert the alcohol substituent to an olefinic substituent, and isolating the formed 6-substituted-2-vinylnaphthalene subsequent to the dehydration.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Henry C. Linstid, III., Kenneth G. Davenport
  • Patent number: 5081251
    Abstract: Stilbene compounds of the general formula Ia, Ib or IcR.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.3 R.sup.4 R.sup.5 R.sup.6 (Ia)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 R.sup.4 R.sup.5 R.sup.6 --CH.dbd.CH--Ar.sup.3 R.sup.7 R.sup.8 R.sup.9 (Ib)R.sup.1 R.sup.2 R.sup.3 Ar.sup.1 --CH.dbd.CH--Ar.sup.2 (CH.sub.2).sub.n Ar.sup.3 --CH.dbd.CH--Ar.sup.4 R.sup.4 R.sup.5 R.sup.6 (Ic)where Ar.sup.1 to Ar.sup.4 are identical or different aromatic or quasi-aromatic radicals and n is from 0 to 20 and where either at least one of the radicals R.sup.1 to R.sup.6 or R.sup.9 is hydrocarbon-solubilizing alkyl, alkoxy, dialkylamino or diarylamino of 4 or more carbon atoms in the alkyl moiety or, if formula Ic contains no radicals R.sup.1 to R.sup.6, n is not less than 4, are prepared by metalating a toluene/xylene analog R.sup.1 R.sup.2 R.sup.3 ArCH.sub.3 or H.sub.3 CR.sup.4 R.sup.5 R.sup.6 ArCH.sub.
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: January 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Dietmar Bender, Klaus Bronstert
  • Patent number: 5068458
    Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: November 26, 1991
    Assignee: Beecham Group p.l.c.
    Inventors: John R. M. Dales, Sidney E. Callander
  • Patent number: 5053555
    Abstract: A method is provided for making certain hydroxy-terminated arylene ethers useful as spacers in liquid crystalline polyesters. There is initially formed a dicarbonyl adduct from a dihydroxyaromatic compound, such as hydroquinone and a haloarylcarbonyl compound. The adduct formed is oxidized to the corresponding diester. Hydrolysis of the diester provides the hydroxy-terminated arylene ether.
    Type: Grant
    Filed: February 26, 1991
    Date of Patent: October 1, 1991
    Assignee: General Electric Company
    Inventors: Gary W. Yeager, David N. Schissel
  • Patent number: 5047420
    Abstract: Novel 1,3-diaryl cyclopentanes of the following general formula were prepared. ##STR1## These compounds were found to have potent and specific PAF (Platelet Activating Factor) antagonistic activities and as such useful in the treatment or amelioration of various diseases or disorders mediate by the PAF, for example, hypotension, inflammation, nephritis, stroke and other cardiovascular disorders, asthma, allergic and skin diseases, peptic or stomach ulcer, shock, lung edema, psoriasis, adult respiratory distress syndrome, pain including dental pain, and aggregation of platelets.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Donald W. Graham, Tesfaye Biftu, John C. Chabala, Michael N. Chang, Yuan-Ching P. Chiang, Kathryn L. Thompson, Shu S. Yang
  • Patent number: 5047169
    Abstract: A tolane compound represented by the following general formula (I) which can elevate the anisotropy (.DELTA.n) of the refractive index of a liquid crystal composition: ##STR1## wherein R represents an alkynyl or an alkadienyl group having 3 to 18 carbon atoms, and R' represents an alkyl or an alkoxy group having 1 to 18 carbon atoms.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 10, 1991
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Toshihiro Shibata, Norio Kurosawa
  • Patent number: 5043415
    Abstract: The application describes nitrogen-containing an oxacalixarene or calixarene derivative of formula I: ##STR1## wherein m'+m"=0-8n=0-8m'.gtoreq.1/2(m'+M")3.ltoreq.m'+m"+n.ltoreq.8if n=0, m'+m".gtoreq.4R.sup.3 is H, halogen, or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof and R.sup.3 may be the same or different on each aryl group;R.sup.1 and R.sup.15 which may be the same or different are H or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof;R.sup.2 is selected from:R.sup.4 which is H, or hydrocarbyl, aryl, hydrocarbylaryl or a substituted derivative thereof, ##STR2## wherein R.sup.5 and R.sup.6 which may be the same or different are H, or hydrocarbyl, aryl, hydrocarbylaryl, or a substituted derivative thereof,-OR.sup.1, wherein R.sup.1 is as defined aboveand R.sup.17 which is a residue of a hydrocarbyl, aryl, or hydrocarbylaryl group or of a substituted derivative thereof providing a bond to another oxacalixarene or calixarene derivative of formula I wherein R.
    Type: Grant
    Filed: September 23, 1988
    Date of Patent: August 27, 1991
    Assignee: Loctite (Ireland) Ltd.
    Inventors: Stephen J. Harris, Maureen G. MacManus, John Guthrie
  • Patent number: 5013475
    Abstract: An optically active ester compound useful as a component of a ferroelectric liquid crystal composition is represented by the following formula: ##STR1## wherein R is C.sub.1-18 alkyl or C.sub.1-18 alkoxyl; R' is C.sub.1-18 alkyl or C.sub.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: May 7, 1991
    Assignee: Adeka Argus Chemical Co., Ltd.
    Inventors: Toshihiro Shibata, Masaki Kimura, Norio Kurosawa
  • Patent number: 5006534
    Abstract: Substituted benzyl ethers, benzyl thioethers, and benzylamines of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and represent hydrogen, alkyl, alkenyl, cycloalkyl, alkoxy, alkylthio, halogenoalkyl, sulphonylalkyl, halogenoalkoxy, halogenoalkylthio, aralkoxy, aralkylthio, halogen, nitro, cyano or hydroxyl, or represent a group of the formula ##STR2## wherein R.sup.4 and R.sup.5 are identical or different and represent hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or acyl,R.sup.3 represents a group of the formula ##STR3## in which R.sup.6 represents hydrogen, alkyl or acyl,R.sup.7 represents hydrogen or alkyl andn represents a number from 3 to 10,B represents --CH.sub.2 --X-- or --X--CH.sub.2 --,wherein X represents O, S or NR.sup.7,and wherein R.sup.7 has the abovementioned meaning and the group ##STR4## represents a benzo-fused heterocyclic system, A in the heterocyclic radical being 3-, 4- or 5-membered and containing nitrogen, oxygen and/or sulphur as hetero-atoms.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: April 9, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Mohrs, Romanis Fruchtmann, Christian Kohlsdorfer
  • Patent number: 5001294
    Abstract: Aromatic alkenes, especially diarylbutadienes are produced in a simple economic process by reaction of an anil with an organic compound having a non-aromatic unsaturated system conjugated with an aromatic system, and a terminal methyl group pendent from the non-aromatic unsaturated system; in particular the organic compound is a propenyl-substituted aromatic compound.
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: March 19, 1991
    Inventor: Allan S. Hay
  • Patent number: 4996237
    Abstract: The African tree Combretum caffrum (Combretaceae) has been found to contain an agent which is a powerful inhibitor of tubulin polymerization (IC50 2-3 .mu.M), the growth of murine lymphocytic leukemia (L1210 and P388 with ED50 <0.003 mg/ml and human colon cancer cell lines (e.g. VoLo with ED50 <0.01 .mu.g/ml). This agent is herein denominated "combretastatin A-4". The structure assigned by spectral techniques was confirmed by synthesis.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: February 26, 1991
    Assignee: Arizona Board of Regents
    Inventors: George R. Pettit, Sheo B. Singh
  • Patent number: 4985178
    Abstract: A nonlinear optical element comprising 3-methyl-4-methoxy-4'-nitrostilbene useful for nonlinear optical and electro-optic effects.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Wilson Tam
  • Patent number: 4946865
    Abstract: A compound of the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.3 alkyl group or a C.sub.1 -C.sub.3 alkoxy group and Y is a hydrogen atom, a halogen atom, a cyano group, a formyl group, an ethylene-dioxymethyl group, a hydroxyl group, a hydroxymethyl group or a group of either one of the formulas: --CH.dbd.N--OR.sup.1, --COOR.sup.2, --CONH--R.sup.2 and --CH(OR.sup.3).sub.2 in which R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group, a C.sub.3 -C.sub.5 alkynyl group, a halo(C.sub.3 -C.sub.5)alkynyl group or a C.sub.1 -C.sub.3 alkyl group substituted with a phenyl group or a cyano group, R.sup.2 is a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group, a C.sub.3 -C.sub.5 alkenyl group or a C.sub.3 -C.sub.5 alkynyl group and R.sup.3 is a C.sub.1 -C.sub.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: August 7, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junya Takahashi, Shigeko Nakamura
  • Patent number: 4895672
    Abstract: A liquid crystal substance having a low viscosity and good compatibility thereof with existing liquid crystals at low temperatures in addition to a large optical anisotropy value and a high clearing point and a liquid crystal composition containing the substance are provided, which substance is a 4-(trans-4-alkylcyclohexylmethyloxy)-4'-substituted-tolan expressed by the formula ##STR1## wherein R.sup.1 is 1-10C alkyl and R.sup.2 is 1-10C alkyl or F or Cl.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: January 23, 1990
    Assignee: Chisso Corporation
    Inventors: Yasuyuki Goto, Toshiharu Suzuki
  • Patent number: 4886891
    Abstract: The present invention provides a process for preparing a 1,1-disubstituted ethylene derivative of the formula ##STR1## which comprises reacting lead with a carbinol derivative of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, m and n are defined in the specification. The reaction is conducted more advantageously in the presence of a metal having higher ionization tendency than lead.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: December 12, 1989
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Shigeru Torii, Masatoshi Taniguchi, Michio Sasaoka, Yoshihisa Tomotaki, Mitsuo Akada, Hideo Tanaka, Akira Suzuki, Shiro Yamashita
  • Patent number: 4885403
    Abstract: A process for preparing an aromatic propargyl ether, preferably bispropargyl ether, from phenolic compounds comprising vigorously stirring a propargyl halide, preferably propargyl chloride, with a phenolic compound, such as bisphenol A, in an aqueous sodium hydroxide solution at a temperature of from about 0.degree. C. to about 100.degree. C., in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The mixture is then filtered to recover a solid product. That product is washed with water and propanol. This process provides a product having greater than 98% purity in yields ranging from 85 to 97% of theoretical.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: December 5, 1989
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Stoil K. Dirlikov
  • Patent number: 4882449
    Abstract: Novel nitrogen-containing calixarene derivatives which are useful for sequestration of transition metals are represented by the formulae ##STR1## wherein m+n=4,6 or 8n=an integer 1-8m=an integer 0-7x=4, 6 or 8R.sup.1 is H, alkyl, aralkyl, alkoxy, aroyl, or alkoyl,R is aliphatic or aromatic, unsubstituted or substituted hydrocarbyl containing nitrogen,R.sup.4 is unsubstituted or substituted hydrocarbyl, carbonyl or aryl;R.sup.5 and R.sup.6 (which may be the same or different) are hydrogen, or unsubstituted or substituted hydrocarbyl.A process for separating transition metals from mixtures containing such metals comprises treating such a mixture with a calixarene derivative of formula I or II as defined above and separating therefrom a complex of the calixarene derivative and the transition metal. The complex may then be broken down, the transition metal recovered and the calixarene derivative recycled for further use in the process.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: November 21, 1989
    Assignee: Loctite Corporation
    Inventor: Stephen J. Harris
  • Patent number: 4879061
    Abstract: A method of making liquid crystalline compounds of the formula ##STR1## where A represents a cyclohexane ring, n has values of 1, 2 or 3, R1 is an alkyl radical, R2 is an alkyl, alkoxy, or alkylcyclohexyl or cyanide radical, and X1 is lower alkyl and X2, X3 and X4 is alkyl and preferably methyl, ethyl or propyl, hydrogen, halogen and preferably fluorine or cyanide and to the compound.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: November 7, 1989
    Assignee: Crystaloid Electronics Co.
    Inventors: Joseph P. Ferrato, Julie C. Ferrato
  • Patent number: 4871470
    Abstract: Cyclohexane derivatives of formula I ##STR1## wherein R is an alkyl group which has 1-12 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by O, --CO--O-- or --OCO--,A.sup.1 and A.sup.2 each independently of one another are trans-1,4-cyclohexylene or unsubstituted or fluorine-substituted 1,4-phenylene, and one of the groups A.sup.1 and A.sup.2 can also be a single bond,X is --CN, halogen, OH, --COOR.sup.1, --OOCR.sup.1, --COR.sup.1, --OR.sup.1 or R.sup.1 andR.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, but excluding direct links between two O atoms,with the proviso that, in the case of X=CN, A.sup.2 is trans-1,4-cyclohexylene or fluorine-substituted, 1,4-phenylene, are suitable as components of liquid-crystalline phases.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: October 3, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Joachim Krause, Rudolf Eidenschink, Georg Weber
  • Patent number: 4853414
    Abstract: Compounds of formula (I), useful as insecticides and knockdown agents: ##STR1## where Y is C.sub.1-6 alkoxy, Z is halo or C.sub.1-6 alkoxy; R is --(CH.sub.2).sub.p --(O).sub.m --R.sup.3 where m and p may be 0 or 1; R.sup.3 is C.sub.1-6 alkyl, phenyl or benzyl, or when m is 0, R.sup.3 is C.sub.1-6 alkenyl, haloalkenyl, alkynyl or haloalkynyl, and either (a) A and B are both C.sub.1-4 alkyl or (b) A is hydrogen and B is (R.sup.1)(R.sup.2)C.dbd.CH-- where R.sup.1 and R.sup.2 are selected from methyl, chloro, bromo, fluoro and trifluoromethyl.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 1, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Michael J. Robson, John Williams
  • Patent number: 4853151
    Abstract: Dispirotetradecanes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are each independently of each other alkyl containing 1 to 12 carbon atoms wherein one or more non-adjacent CH.sub.2 groups may also be replaced by --O--, --CO--, --CO--O--, --O--CO--, --O--COO-- and/or --CH.dbd.CH-- (trans), one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, I, CN, NO.sub.2, NCS,A.sup.1 and A.sup.2 are each independently of each other trans-1,4-cyclohexylene wherein one or two non-adjacent CH.sub.2 groups may be replaced by --O-- and/or --S--, or 1,4-phenylene wherein one or more CH groups may also be replaced by N, with it also being possible optionally for A.sup.1 and A.sup.2 to be substituted laterally or axially by F, Cl, CN, CH.sub.3,Z.sup.1 and Z.sup.2 are each independently of each other --C--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond,m and n are each 0, 1 or 2,(m+n) 0, 1 or 2,X.sup.1, X.sup.2, X.sup.3 and X.sup.
    Type: Grant
    Filed: August 11, 1987
    Date of Patent: August 1, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankfter Haftung
    Inventors: Fritz Vogtle, Wolfgang Calaminus
  • Patent number: RE33307
    Abstract: Novel substituted cis-1,2-dihydroxy-cyclohexa-3,5-diene compounds, useful as intermediates in the production of phenols and catechols for use as intermediates in the production of drugs, herbicides, insecticides and as chiral synthons, in particular cis-1,2-dihydroxy-3-trifluoromethyl-cyclohexa-3,5-diene. A process for producing the novel compounds is also claimed.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: August 21, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Stephen C. Taylor, Michael D. Turnbull