Ring In Alcohol Moiety Patents (Class 560/106)
  • Patent number: 5137653
    Abstract: This invention provides a novel alkanoyl ester compound represented by general formula (I): ##STR1## (wherein A is of --, --O--, ##STR2## B is ##STR3## l and m are 1 or 2 provided that both are not simultaneously 2, k and n are an integer of 1 or more, respectively, provided that k>n, and R is an alkyl group), a liquid crystal composition containing this compound, a novel alkanoylphenyl compound or a novel alkanoylbiphenyl compound as an intermediate for the production of the above compound, and a method of producing the same. These novel alkanoyl ester compounds are excellent in the stability against light and the like and can take a liquid crystal state at a wide temperature range. Particularly, these compounds form liquid crystals of ferroelectricity having a large spontaneous polarization and a fast response rate by introducing an optically active group into the compound, so that they develop a very excellent effect as a starting material for optoelectronics and its related elements.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: August 11, 1992
    Assignee: Nippon Mining Co., Ltd.
    Inventors: Toshihiro Hirai, Atsushi Yoshizawa, Isa Nishiyama, Mitsuo Fukumasa, Nobuyuki Shiratori, Akihisa Yokoyama
  • Patent number: 5131945
    Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.
    Type: Grant
    Filed: July 13, 1990
    Date of Patent: July 21, 1992
    Assignee: Shell Research Limited
    Inventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer
  • Patent number: 5130462
    Abstract: Cyclobutane derivatives of the formulas ##STR1## wherein P is a hydroxy protecting group and X is a leaving group are useful intermediates in the preparation of antiviral compounds.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: July 14, 1992
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: William A. Slusarchyk, Robert Zahler
  • Patent number: 5116869
    Abstract: 2-Substituted-2-cyclopentenones represented by the formula (I): ##STR1## wherein A is a hydroxyl group or ##STR2## and B is a hydrogen atom or A and B are bonded together to form one bonding arm;R.sup.1 represents a substituted or unsubstituted hydrocarbon group having 1 to 10 carbon atoms;R.sup.2 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms;R.sup.3 represents a substituted or unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms; wherein,when R.sup.3 is a single bond bonded to the cyclopentene skeleton, X represents a hydrogen atom, a hydroxyl group or a protected hydroxyl group; andwhen R.sup.3 is a double bond bonded to the pentene skeleton, X represents a bonding arm constituting a part of said double bond; andm and n independently represent 0, 1 or 2.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: May 26, 1992
    Assignee: Teijin Limited
    Inventors: Satoshi Sugiura, Atsuo Hazato, Toru Minoshima, Yoshinori Kato, Yasuko Koshihara, Seizi Kurozumi
  • Patent number: 5116867
    Abstract: Chemicals are disclosed which are useful for inhibiting the actions of adenosine in mammals, comprising: L-propranolol, or D-propranolol, or alprenolol and derivatives thereof for parenteral or topical administration are disclosed for purposes of achieving desired circulating concentrations in the range of 10 nanogram to 10 milligrams per kilogram.D-Propranolol is of special interest because it is relatively inactive as a .beta.-adrenergic blocking agent. Specific uses of D-propranolol include the treatment of asthma, chronic obstructive pulmonary disease, A-V node conduction disturbances; apnea of preterm infants, pulmonary hypertension, headaches, migraine, and in attention-deficit disorder. D-Propranolol might also be used as a substitute for xanthines in beverages to produce a feeling of well being, awakeness, awareness and increased performance.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: May 26, 1992
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: David C. Klein, Olga Nikodijevic
  • Patent number: 5098602
    Abstract: This invention provides a novel halogen-containing ester compound represented by the following general formula (I): ##STR1## (wherein R is an alkyl group, A is selected from a single bond, --O--, --COO-- and --CO--, both of X and Y are halogen atoms or either one of X and Y is a halogen atom and the other is a hydrogen atom, each of m and n is 0 or 1, m+n=0 or 1, each of k and l is an integer of 1 or more, provide k<l), a liquid crystal composition and a light switching element each containing the above compound as well as a novel fluorophenol compound represented by the following general formula (II): ##STR2## (wherein each of k and l is an integer of 1 or more, provided k<l) as an intermediate for the synthesis of the above ester compound and a method of producing the same.
    Type: Grant
    Filed: May 2, 1989
    Date of Patent: March 24, 1992
    Assignee: Nippon Mining Co., Ltd.
    Inventors: Toshihiro Hirai, Atsushi Yoshizawa, Isa Nishiyama, Mitsuo Fukumasa, Nobuyuki Shiratori, Akihisa Yokoyama
  • Patent number: 5096994
    Abstract: The present invention relates to polyisocyanates which contain ester groups and havea) a content of aliphatically bound isocyanate groups of 18 to 33% by weight,b) an average NCO functionality of 4.1 to 10, preferably from 4.5 to 10, andc) a viscosity of 200 to 2,5000 mPa.s at 22.degree. C.The present invention also relates to preferred polyisocyanates which contain ester groups and havea) a content of aliphatically bound isocyanate groups of 20 to 33% by weight,b) an average NCO functionality of 5 to 8 andc) a viscosity of 500 to 1,000 mPa.s at 22.degree. C.The present invention further relates to a process for the preparation of these preferred polyisocyanates by reacting isocyanatocarboxylic acid chlorides with O-silylated, polyhydric alcohols at a temperature of about 50.degree. to 150.degree. C. Finally, the present invention relates to the use of the polyisocyanates as the isocyanate component for two-component polyurethane coating compositions.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: March 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Josef Pedain, Klaus Nachtkamp, Lothar Kahl, Manfred Schonfelder
  • Patent number: 5095137
    Abstract: The amides of cyclomethylen-1,2-bicarboxylic acids having the formula: ##STR1## wherein A represents ##STR2## R.sup.1 represents --H, --CH.sub.3, --CH.sub.2 --CH.sub.3, --CH(CH.sub.3).sub.2, ##STR3## R.sup.2 represents --H, CH.sub.3, --CH.sub.2 --CH.sub.3, --CH(CH.sub.3).sub.2, --CH.sub.2 --CH.sub.2 --CH.sub.3, --CH.sub.2 --CH(CH.sub.3).sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.3, --CH.sub.2 --C.sub.6 H.sub.5, --C.sub.6 --H.sub.5 ;R.sup.3 represents --H, --CH.sub.3, --C.sub.2 H.sub.5, ##STR4## R.sup.5 represents --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 C.sub.6 H.sub.5, ##STR5## Y=--H, --CH.sub.3, --CH(CH.sub.3).sub.2 Z=--H,--CH.sub.3, --C(CH.sub.3).sub.3, --CH(C.sub.2 H.sub.5).sub.2, ##STR6## R.sup.4 =R.sup.5, ##STR7## m is 0 or 1 and n is an integer varying between 0 and 3, are endowed with ACE-inhibiting activity and are thus therapeutically useful as anti-hypertension agents.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: March 10, 1992
    Assignee: Laboratori Guidotti SpA
    Inventors: Luigi Turbanti, Guido Cerbai, Marco Criscuoli
  • Patent number: 5089647
    Abstract: This invention provides a novel method for the preparation of optically active arylalykylsulfone derivatives, having a chiral center in the alkyl moiety in either the (R)- or the (S)-configuration. These optically active sulfones find use in the stereospecific synthesis of steroid or vitamin D compounds having chiral center at either carbon 24 or carbon 25 of the side chain. The method comprises the steps of reacting an optically active sulfinate ester having a chiral center at sulfur with a racemic alkyl Grignard reagent to obtain a mixture of diastereomeric sulfoxides, separating the mixture of diastereomeric sulfoxides, and oxidizing separately each of the diastereomers to obtain the desired optically active sulfone.
    Type: Grant
    Filed: April 11, 1990
    Date of Patent: February 18, 1992
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman
  • Patent number: 5089660
    Abstract: A comonomer composition of an aromatic polycyanate and an aromatic monocyanate substituted at each position ortho to the cyanate group, and a polytriazine copolymer derived therefrom.
    Type: Grant
    Filed: January 22, 1988
    Date of Patent: February 18, 1992
    Assignee: The Dow Chemical Company
    Inventors: Daniel J. Murray, Mitchell G. Dibbs, Philip C. Yang
  • Patent number: 5084584
    Abstract: There are disclosed a process for producing an .alpha.-acyloxy-.alpha.,.beta.-unsaturated carbonyl compound represented by the general formula (VI): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen atoms or substituted or unsubstituted hydrocarbon residues, or R.sub.1 and R.sub.2, when taken together with one another in an optional combination, form a ring, R.sub.3 is a substituted or unsubstituted hydrocarbon residue, and indicates that the configuration may be either E-configuration or Z-configuration, in particular, a 20-acyloxy-17(20)-methylen-21-al-steroid represented by the partial structural formula (II): ##STR2## wherein R is a hydrocarbon residue, and indicates that the configuration of the acyloxy group and the formyl group bonded to the carbon atom at the 20-position may be either E-configuration or Z-configuration, which comprises oxidizing a propargyl ester represented by the general formula (V): ##STR3## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: January 28, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Kiyoshi Watanabe, Hideaki Kataoka, Kuniaki Goto
  • Patent number: 5064564
    Abstract: The present invention discloses an optically active compound represented by the following general formula (I): ##STR1## wherein R.sup.1 represents an alkyl, alkoxyl, or alkoxyalkanoyloxy group which has 1 to 18 carbon atoms and may be substituted with fluorine, chlorine, or cyano group; R.sup.2 represents an alkyl group having 1 to 18 carbon atoms; ##STR2## m is 0 or 1; Y represents a single bond, --CH.sub.2 O--, or --COO--; Z represents a single bond or --COO--; and C* and C** each independently represents an asymmetric carbon atom of the (R) and (S) configuration, an intermediate therefor being represented by the following general formula (II): ##STR3## wherein R.sup.2 represents an alkyl group having 1 to 18 carbon atoms, n is 0 or 1, and C* and C** each independently represents an asymmetric carbon atom of the (R) or (S) configuration, a process for producing the intermediate, and a liquid-crystal compound using the optically active compound.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: November 12, 1991
    Assignees: Dainippon Ink and Chemicals, Inc., Sagami Chemical Research Center
    Inventors: Sadao Takehara, Takeshi Kuriyama, Toru Fujisawa, Kayoko Nakamura, Tamejiro Hiyama, Kusumoto, Tetsuo, Akiko Nakayama
  • Patent number: 5051527
    Abstract: The invention lies in novel ferroelectric liquid crystal compounds particularly represented by the general formulae, having a good responsibility in relation to the applied electric field and a wide range of phase transition points inclusive of the room temperature so as to be useful alone as the liquid crystal material but also to be mixed with other liquid crystal compounds for expanding the phase transition points to a desired range and making the response speed of the liquid crystal composition faster. ##STR1## In the formulae, m and n are same or different with each other and represent an integral of 1-20.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: September 24, 1991
    Assignee: Showa Shell Sekiyu K.K.
    Inventors: Yoshiichi Suzuki, Takashi Hagiwara, Hiroyuki Mogamiya
  • Patent number: 5051447
    Abstract: Oxime ethers of the general formula ##STR1## where R.sup.1 and R.sup.2 are hydrogen or alkyl,R.sup.3 is hydrogen, halogen, cyano, aryl or aryloxy, the aromatic ring being unsubstituted or substituted, or R.sup.3 is heteroaryl, adamantyl, fluorenyl or cycloalkyl or cycloalkenyl, these radicals being unsubstituted or substituted,X is saturated or unsaturated C.sub.1 -C.sub.12 -alkylene which is unsubstituted or substituted, andn is 0 or 1,and fungicides containing these compounds.
    Type: Grant
    Filed: July 20, 1989
    Date of Patent: September 24, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Franz Schuetz, Siegbert Brand, Hubert Sauter, Eberhard Ammermann, Gisela Lorezn
  • Patent number: 5030654
    Abstract: A series of novel spiro-substituted glutaramide derivatives have been prepared, including the pharmaceutically acceptable salts thereof and bioprecursors therefor, wherein the spiro-substituent completes a 5- or 6-membered carbocycyclic ring and is located at the carbon atom adjacent to the carbamoyl group. These particular compounds are inhibitors of the neutral endopeptidase E.C.3.4.24.11 enzyme and are therefore useful in therapy as diuretic agents for the treatment of hypertension, heart failure, renal insufficiency and other disorders. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: May 19, 1989
    Date of Patent: July 9, 1991
    Assignee: Pfizer Inc.
    Inventors: Ian T. Barnish, John C. Danilewicz, Keith James, Gillian M. R. Samuels, Nicholas K. Terrett, Michael T. Williams, Martin J. Wythes
  • Patent number: 5026898
    Abstract: A process for regioselectively preparing phosphorylated cyclitols, in particular phosphorylated inositols such as myo-inositol 1,4,5-tris(phosphate) and muo-inositol 1,3,4,5-tetrakis(phosphate). Novel cyclitols produced by means of this process are also described.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: June 25, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Frank W. Hobbs, James L. Meek
  • Patent number: 5025017
    Abstract: Seco-mevinic acid derivatives are provided which has the structure ##STR1## including all stereoisomers thereof, wherein Z is ##STR2## R is H, alkali metal or lower alkyl, R.sup.1 is H, lower alkyl, aryl, lower alkoxy, cycloalkyl, heteroaryl, aralkyl, heteroaralkyl or heterocyclic; R.sup.2 is lower alkyl, cycloalkyl or aralkyl, and X is O or NR.sup.5 wherein R.sup.5 is H or lower alkyl, and are HMG CoA reductase inhibitors and thus are useful as antihypercholesterolemic agents and in treating atherosclerosis. New intermediates for preparing the above seco-mevinic acid derivatives are also provided.
    Type: Grant
    Filed: September 28, 1989
    Date of Patent: June 18, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Donald S. Karanewsky
  • Patent number: 5017719
    Abstract: The invention relates to esters of the general formula IV ##STR1## wherein R.sup.1 to R.sup.5 represent at least one of the substituents hydrogen, halogen, alkyl, alkoxy, alkylthio and perfluorinated alkyl, each having from 1 to 6 carbon atoms and n is 0 or an integer from 1 to 5.The invention also relates to a process for the preparation of arylbisperfluoro alkyl compounds of the general formula VIII ##STR2## wherein R.sup.1 to R.sup.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: May 21, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Alfred Kruse, Gunter Siegemund, Ingo Ruppert, deceased
  • Patent number: 5004817
    Abstract: Compounds having the formula (I): ##STR1## wherein: M is an alkali or alkaline-earth metal or a C.sub.1 -C.sub.18 alkyl group;X is a group selected from --CH.sub.2 --, --CO--, --CH.sub.2 --CO--, --CH(CH.sub.3)--CO--,p is 0 or 1;Ar is a simple or condensed aromatic ring or Ar represents two or more aromatic nuclei bonded either by a simple bond or by an --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CS--, or --NH-- group;y is H or CH.sub.3 ;m is 1 when Y=--CH.sub.3, or an integer from 1 to 5 (including both values) when Y=H; n is a number ranging from 1 to 500 (including both values); andZ is H; a C.sub.1 -C.sub.18 alkyl; benzyl; glycidyl; acetyl; allyl; --CO--NH--R or --CO--NH--R.sub.1 --NCO group.
    Type: Grant
    Filed: February 27, 1989
    Date of Patent: April 2, 1991
    Assignee: Montefibre, S.p.A.
    Inventors: Catia Bastioli, Salvatore Garlisi, Dario Fornara, Vittorio Bellotti
  • Patent number: 4999454
    Abstract: The invention is directed to a new process for the preparation of carbinols of the general formula I ##STR1## by reaction chloral and olefins of the general formula ##STR2## and by optional acylation of the product comprising dissolving a catalyst of the general formula IIIFe.sub.n (NH.sub.4).sub.x Y.sub.m .multidot.A.sub.p IIIin chloral, then adding the olefin of the general formula II in order to produce a complex of the general formula IV ##STR3## from which a complex of the general formula V ##STR4## is formed, and from the reaction mixture a compound of the general formula I is obtained whereafter(a) the residual complex of the general formula V dissolved in the product is decomposed with an acidic solution and if desired the obtained product is distilled or(b) the product in the reaction mixture is acylated.The compounds prepared according to the invention can be utilized as intermediates when preparing e.g., permethrin and other pyrethroid insecticides.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: March 12, 1991
    Assignee: Chinoin Gyogyszer ES Vegyeszeti Termekek Gyara RT.
    Inventors: Rudolf Soos, Jozsef Nemes, Miklos Szelestei, Istvan Schler, Laszlo Vidra, Istvan Szekely
  • Patent number: 4997978
    Abstract: Alkyl carboxylates of the formula:R--CO--O--CH.sub.2 R'are prepared by hydrocarbonylating a compound of the formula:R--CO--O--R'in the simultaneous presence, in the reaction medium, of cobalt, ruthenium, an alkyl iodide and an ionic iodide, the atomic ratio Co/Ru being less than or equal to 1, and the total amount of iodine-containing promoters present in the medium being such that I/Ru is greater than or equal to 5.
    Type: Grant
    Filed: October 24, 1988
    Date of Patent: March 5, 1991
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean Gauthier-Lafaye, Robert Perron
  • Patent number: 4990651
    Abstract: Carboxylic acid esters, industrially important compounds, are obtained by reacting carboxylic acid amides and formic acid esters, or carboxylic acid amides, alcohols and carbon monoxide in the presence of metal alcoholate.
    Type: Grant
    Filed: April 12, 1989
    Date of Patent: February 5, 1991
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hideo Ikarashi, Yoshio Kawai, Seiji Nagasawa, Hiroyuki Hirayama
  • Patent number: 4985588
    Abstract: A process for producing nucleus-fluorinated aromatic carboxylates, which comprise nucleus-fluorinating aromatic carboxylates of the following formula (1) with a fluorinating agent to obtain nucleus-fluorinated aromatic carboxylates of the following formula (2): ##STR1## wherein R.sup.1 is an alkyl group, an aryl group or a fluoroalkyl group, each of A and B is at least one member selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, an aryl group and a fluoroalkyl group, and n and m are integers satisfying m+n=6, provided that m is 1 or 2, provided that at least one A is an activated chlorine or bromine atom, and B corresponding to such an activated chlorine or bromine atom is a fluorine atom.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: January 15, 1991
    Assignee: Asahi Glass Company Ltd.
    Inventors: Seisaku Kumai, Osamu Yokokouji
  • Patent number: 4979805
    Abstract: A ferroelectric liquid crystal composition containing an optically active mesomorphic compound represented by the following formula (I) or (II): ##STR1## wherein R.sub.1 and R.sub.2 are respectively an alkyl, and C with * represents an asymmetric carbon atom. The mesomorphic compound provides the ferroelectric liquid crystal composition with an extended operational life in a liquid crystal device.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: December 25, 1990
    Assignee: Canon Kabushiki Kaisha
    Inventors: Kazuo Yoshinaga, Kazuharu Katagiri
  • Patent number: 4973739
    Abstract: Carboxylic acid esters, industrially important compounds, are efficiently obtained by reacting carboxylic acid amides with formic acid esters in the presence of an inorganic solid acid catalyst.
    Type: Grant
    Filed: April 12, 1989
    Date of Patent: November 27, 1990
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Seiji Nagasawa, Hideo Ikarashi, Yoshio Kawai, Hiroyuki Hirayama
  • Patent number: 4973713
    Abstract: A process for the production of esters or lactones, comprising reacting in the presence of a catalyst and under hydrogenation conditions hydrogen and an acyclic or cyclic carboxylic anhydride to produce the corresponding ester or lactone, wherein the catalyst is a supported catalyst comprising:(a) a group VIII metal, Re and Fe;(b) a group VIII metal on TiO.sub.2 ;(c) Ru and at least one of Re, Ag or Cu; or(d) Pd and Fe.Preferably, the anhydride has the formula ##STR1## and is reacted to form an ester of the formula ##STR2## or a lactone of the formula ##STR3## wherein R and R.sup.1 independently are lower alkyl or cycloalkyl; R.sup.2, R.sup.3, R.sup.4, R.sup.5 independently are hydrogen, lower alkyl, cycloalkyl or aryl; and wherein R.sup.3 and R.sup.4 taken together may form a saturated or unsaturated ring, or an aromatic ring. The more preferred starting material is phthalic anhydride.
    Type: Grant
    Filed: November 28, 1989
    Date of Patent: November 27, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: William H. Manogue
  • Patent number: 4959187
    Abstract: The invention provides novel bleaching compositions comprising peracid precursors with the general structure ##STR1## with R, R', R" and L as defined in the specification. Novel peracids and precursors are also herein disclosed. These peracid precursors provide new, proficient and cost-effective compounds for fabric bleaching.
    Type: Grant
    Filed: October 14, 1988
    Date of Patent: September 25, 1990
    Assignee: The Clorox Company
    Inventors: Ronald A. Fong, Sheldon N. Lewis, Richard J. Wiersema, Alfred G. Zielske
  • Patent number: 4952720
    Abstract: Ortho-substituted benzyl carboxylates of the formula ##STR1## where R.sup.1 is alkoxy, alkylthio, halogen or amino, R.sup.2 is alkoxycarbonyl, cyano or CONH.sub.2, R.sup.3 l is hydrogen, halogen, cyano, aryl, aryloxy, a saturated or unsaturated heterocyclic radical, cycloalkyl, or substituted cyclopropyl, X is alkylene, and n is 0 or 1, and fungicides containing these compounds.
    Type: Grant
    Filed: October 7, 1988
    Date of Patent: August 28, 1990
    Assignee: BASF Aktiengsellschaft
    Inventors: Franz Schuetz, Hubert Sauter, Ulrich Schirmer, Bernd Wolf, Eberhard Ammermann, Ernst-Heinrich Pommer
  • Patent number: 4946990
    Abstract: This invention relates to a novel process for the preparation of isocyanates containing silylated alcoholic or phenolic hydroxyl groups as substituents and to the use of the compounds obtained by this process as reactants for isocyanatocarboxylic acid halide in the preparation of polyisocyanates containing ester groups.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: August 7, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Mormann, Gabriele Leukel
  • Patent number: 4943384
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H or an alkyl group which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-groups, and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, or are F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --Z.sup.o --A-- or --A--Z.sup.o --A.sup.4 --,A is a trans-1,4-cyclohexylene or 1,4-cyclohexenylene group which is unsubstituted or is monosubstituted or polysubstituted in the 2-, 3-, 5- and/or 6-position by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group each of which has 1-10 C atoms and in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or --CO-- groups and/or --CO--O-- groups, which trans-1,4-cyclohexylene or 1,4-cyclohexenylene group can optionally also be substituted in the 1-position and/or 4-position and one or two CH.sub.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 24, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Herbert Wolter, Rudolf Eidenschink
  • Patent number: 4925592
    Abstract: A liquid crystal composition comprising at least a compound I represented by the following general formula (I) and a compound II represented by the following general formula (II): ##STR1## where n, m are natural numbers, R.sub.1 and R.sub.2 indicate alkyl group having different asymetric carbon structures on their derivatives. Thus, the lower limiting of temperature the Sc* phase of the liquid crystal composition can be reduced by adding in combination the compounds I and II to a liquid crystal composition. The mixture will exhibit an Sc* phase at the room temperature and especially at much lower temperatures.
    Type: Grant
    Filed: June 13, 1988
    Date of Patent: May 15, 1990
    Assignee: Alps Electric Co., Ltd.
    Inventor: Mitsuru Kano
  • Patent number: 4916156
    Abstract: The present invention relates to aromatic derivatives of the formula: ##STR1## in which: n represents an integer between 2 and 10;R.sub.1 and R.sub.2 are identical or different and represent a cycloalkyl containing 3 to 6 carbon atoms or an alkyl containing from 1 to 6 carbon atoms which is unsubstituted or substituted by a phenyl or benzyl group; orR.sub.1 and R.sub.2, together with the nitrogen atom to which they are bonded, form a heterocycle selected from pyrrolidin-1-yl, piperidino, azepin-1-yl, hexamethyleneimino, 4-methylpiperidino, 4-benzylpiperidino, 4-phenylpiperidino, 1,2,3,4-tetrahydroisoquinol-2-yl, morpholino and imidazol-1-yl groups;R.sub.3 represents a hydrogen, a halogen, a methyl or a phenyl;R.sub.4 represents a hydrogen, a halogen or a methyl; or R.sub.3 and R.sub.4, taken together with the benzene ring to which they are bonded, form a naphth-1-yl or naphth-2-yl group;Y represents a direct bond, a methyleneoxy group, a methylenethio group or a vinylene group; andR.sub.
    Type: Grant
    Filed: April 6, 1988
    Date of Patent: April 10, 1990
    Assignee: Sanofi
    Inventors: Madeleine Mosse, Vincenzo Proietto
  • Patent number: 4915875
    Abstract: Paramethyl-substituted hindered phenols are selectively oxidized by contacting with an oxidizing agent at elevated temperatures in the presence of a heterogeneous oxidative coupling catalyst. In the absence of an optional nucleophile the products comprise carbon-carbon oxidative coupling products. In the presence of a nucleophile, addition products result that may be further oxidized by continued exposure to the oxidizing agent to yield substituted p-hydroxybenzaldehydes.
    Type: Grant
    Filed: November 4, 1986
    Date of Patent: April 10, 1990
    Assignee: The Dow Chemical Company
    Inventors: Timothy R. Diephouse, Robert M. Strom
  • Patent number: 4911863
    Abstract: The invention relates to ferroelectric smectic liquid crystal mixtures and compounds. The invention also relates to electro-optical devices incorporating these mixtures.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: March 27, 1990
    Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Ian C. Sage, John A. Jenner, Hans A. Kurmeier, Pauluth Detlef, Claus Escher, Eike Poetsch
  • Patent number: 4904409
    Abstract: An optically active compound having characteristics necessary for realizing liquid crystal compositions provided with suitable characteristics, particularly a negative temperature characteristic and a very high twistability, and a liquid crystal composition containing the compound are provided, which optically active compound is expressed by the formula ##STR1## wherein R.sup.1 and R.sup.2 are 1-20 C alkyl or alkoxy or H; l, m and n are 0 or 1; X is F, Cl, Br or CN; and ##STR2## each independently represent ##STR3## wherein Y is H, halogen or CN.
    Type: Grant
    Filed: September 1, 1988
    Date of Patent: February 27, 1990
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Ohno Kouji, Naoyuki Yoshida, Masakazu Kaneoya
  • Patent number: 4897216
    Abstract: 2,3-Difluorophenol derivatives of the formula ##STR1## wherein R.sup.1 and R.sup.2, in each case independently of one another, are an alkyl group having 1 to 15 C atoms in which, in addition, one or two nonadjacent CH.sub.2 groups may be replaced by --O--, --CO--, --CH.dbd.CH-- and/or --C.tbd.C--;A is 1,4-phenylene which is unsubstituted or substituted by one or two fluorines, or is trans-1,4-cyclohexylene or a single bond; andL.sup.1 and L.sup.2, in each case independently of one another, are H or F,are suitable as components of liquid-crystalline media.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: January 30, 1990
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Thomas Geelhaar
  • Patent number: 4895908
    Abstract: Novel esters and polyesters are prepared by reacting cyclopentadienylethanol, bis(2-hydroxyethyl)dicyclopentadiene, or mixtures of the two with monobasic acid esters and dibasic acid diesters. These esters and polyesters are characterized by a reversible cross-linking mechanism and have utility as superior coatings and adhesives. High molecular weight, cross-linked polymers are also prepared in the present invention by reacting cyclopentdienylethanol with a polyolefin wax having an ester, acid or anhydride functional group.
    Type: Grant
    Filed: December 30, 1988
    Date of Patent: January 23, 1990
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Anthony W. McColllum
  • Patent number: 4886619
    Abstract: Compounds are provided which comprise a fluorocarbon terminal portion and a chiral hydrocarbon terminal portion, said terminal portions being connected by a central core, said compounds having tilted smectic mesophases or having latent tilted smectic mesophases which develop when said compounds having said latent mesophases are in admixture with said compounds having tilted smectic mesophases or said compounds having latent tilted smectic mesophases.
    Type: Grant
    Filed: May 29, 1987
    Date of Patent: December 12, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Eugene P. Janulis
  • Patent number: 4886902
    Abstract: This invention relates to a novel process for the preparation of isocyanates containing silylated alcoholic or phenolic hydroxyl groups as substituents and to the use of the compounds obtained by this process as reactants for isocyanatocarboxylic acid halides in the preparation of polyisocyanates containing ester groups.
    Type: Grant
    Filed: June 20, 1989
    Date of Patent: December 12, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Mormann, Gabriele Leukel
  • Patent number: 4880894
    Abstract: Novel quaternary ammonium salts of general formula (I) ##STR1## wherein: R is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.8.R' is a saturated or unsaturated, linear or branched alkyl radical of C.sub.1 to C.sub.12, or a benzyl radical.n is a number equal to 2 or 3.X.sup..theta. is a halogenide anion, such as Cl.sup..theta., Br.sup..theta., I.sup..theta., are used as phase transfer catalysts, in heterogeneous ionic reactions wherein the reagents are in different phase and have different polarity.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: November 14, 1989
    Assignee: Alter, S.A.
    Inventors: Carlos Sunkel, Miguel Fay de Casa Juana, Fernando Dorrego, Basilio Pando, Julio Alvarez-Builla, Juan J. Vaquero, Carlos Galera, Maria L. Vazquez
  • Patent number: 4880839
    Abstract: An acylanilide of the formula: ##STR1## wherein R.sup.1 or R.sup.2 which may be the same or different, each is an electron-withdrawing substituent, alkylthio or phenylthio or R.sup.1 is hydrogen, alkyl or alkoxy; wherein R.sup.3 is hydrogen or halogen; wherein R.sup.4 is hydrogen or acyl wherein A is branched-chain alkylene; and wherein R.sup.5 is phenyl, substituted phenyl or naphthyl. The compounds possess progestational activity.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: November 14, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Howard Tucker
  • Patent number: 4877898
    Abstract: A process for the one step esterification of aldehydes and alcohols comprises the steps of combining an aldehyde with an alcohol, in the presence of oxygen and in contact with a catalyst having the general formulaPdTe.sub.a Zn.sub.d E.sub.ewhereE is one or more metals from the group consisting of group IA, IIA, IVA, VIIB or VIII metals, As or Sb; anda, d and e are from about 0 to 3 with the proviso that at least d or e.noteq.0.
    Type: Grant
    Filed: June 12, 1986
    Date of Patent: October 31, 1989
    Assignee: The Standard Oil Company
    Inventors: Christos Paparizos, Wilfrid G. Shaw, James L. Callahan
  • Patent number: 4873075
    Abstract: Novel iodinated arylaliphatic triglyceride analogs, as radiologic agents are liver and hepatocyte site-specific. The triglyceride backbone structure is preferably 1,3-disubstituted or 1,2,3-trisubstituted with, in some embodiments, a 3-substituted-2,4,6-triiodophenyl aliphatic chain wherein the chain has a structure similar to naturally occurring fatty acids. In another embodiment, a monoiodophenyl aliphatic chain is utilized. Any position remaining on the triglyceride backbone is substituted with a saturated or unsaturated aliphatic hydrocarbon chain of the type found in naturally occurring fatty acids. The triglyceride analogs can be radioiodinated. In a preferred embodiment, a lipid emulsion is provided as the carrier vehicle.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: October 10, 1989
    Assignee: The University of Michigan
    Inventors: Raymond E. Counsell, Marc A. Longino, Jamey P. Weichert, Susan P. Schwendner
  • Patent number: 4871472
    Abstract: Compounds of the formula I ##STR1## wherein R.sup.1 and R.sup.2 each independently of one another are R, OR, OCOR, COOR or OCOOR,is alkyl with 1 to 15 C atoms, wherein one or more CH.sub.2 groups which are not adjacent and are not linked by O can also be replaced by --O--, --CO--, --O--CO--, --CO--O--, --CH--halogen, --CHCN-- and/or --CH.dbd.CH--,A.sup.1, A.sup.2 and A.sup.3 each independently of one another are 1,4-phenylene or trans-1,4-cyclohexylene,m, n and o are each 0 or 1,m+n+o is 0, 1 or 2,Z.sup.1 and Z.sup.2 each independently of one another are --CH.sub.2 --O--, --OCH.sub.2 --, --CH.sub.2 CH.sub.2 -- or a single bond andX is F, Cl, Br, I or CN,with the provisos given in claim 1, can be used as components of ferroelectric liquid crystal phases.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: October 3, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Joachim Krause, Volker Reiffenrath, Thomas Geelhaar
  • Patent number: 4864052
    Abstract: A 2,2-dimethylcyclopropanecarboxylic acid derivative having the formula: ##STR1## wherein R.sup.1 is an alkyl group or an aryl group, R.sup.2 is a hydrogen atom, an acyl group, a sulfonyl group or an alkyl group, and each of X.sup.1 and X.sup.2 is a halogen atom.
    Type: Grant
    Filed: April 14, 1988
    Date of Patent: September 5, 1989
    Assignee: Sagami Chemical Research Center
    Inventors: Tamejiro Hiyama, Makoto Fujita
  • 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: 4845119
    Abstract: A compound of the formula ##STR1## wherein X has the formula --CR.sup.5 .dbd.CR.sup.6 --, --C.tbd.C-- or ##STR2## wherein ring A is phenyl, naphthyl or heterocyclic; wherein R.sup.1 is hydrogen, alkyl, alkanoyl or aroyl;wherein R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each is an electron withdrawing substituent of each is hydrogen or alkyl, alkoxy or dialkylamino, provided that when ring A is phenyl or naphthyl at least one of R.sup.2, R.sup.3 and R.sup.4 is an electron-withdrawing substitutent;wherein R.sup.5 and R.sup.6, each is hydrogen, halogeno or alkyl;wherein R.sup.7 is alkyl or halogenoalkyl; and wherein R.sup.8 has the formula --Y--Q--R.sup.9 wherein Y is straight- or branched-chain alkylene or alkenylene; wherein Q is --O--, --S--, --SO-- or --SO.sub.2 --; andwherein R.sup.9 is alkyl or up to 6 carbon atoms which contains one or more defined substituents, processes for their manufacture and pharmaceutical compositions containing them.
    Type: Grant
    Filed: February 18, 1986
    Date of Patent: July 4, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventors: Leslie R. Hughes, Howard Tucker
  • Patent number: 4837357
    Abstract: 2,2-Disubstituted 3-chloropropionic esters I ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl, aryl or C.sub.7 -C.sub.12 -aralkyl or R.sup.1 -C-R.sup.2 is 5-, 6- or 7-membered ring, R.sup.3 is C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl or C.sub.7 -C.sub.12 -aralkyl, are prepared by converting 2,2-disubstituted 3-hydroxypropanals II ##STR2## into the esterdiol III ##STR3## reacting this esterdiol III in the presence of a transesterification catalyst with an alcohol R.sup.3 OH to give the 3-hydroxyester IV ##STR4## reacting the hydroxyester IV with a stoichiometric or greater than stoichiometric amount of the thionyl chloride and thermally decomposing the product to give the chloropropionic ester I.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: June 6, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Peter Hettinger
  • Patent number: 4835304
    Abstract: Esters having the general formula: ##STR1## where X is a halogen, n is 1-5, Y is an alkyl, ether, ester, or nitro substituent, m is 0-2, Z is an ester linkage --OCO-- or --CO.sub.2 --, R' is a haloalkyl group, and p is 1-3, constitute high density flotation fluids for inertial instruments such as gyroscopes and accelerometers. Synthetic methods are disclosed for production of such fluids from available starting materials.
    Type: Grant
    Filed: May 1, 1987
    Date of Patent: May 30, 1989
    Assignee: Charles Stark Draper Laboratory
    Inventor: John R. Williams
  • Patent number: 4831185
    Abstract: An asymmetric synthesis for Vitamin E in an optically active pure form for 4-(2,5-diloweralkanoyloxy)-3,4,6-trimethylphenyl-butan-2-one and intermediates therein.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: May 16, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Ka-kong Chan, Gabriel G. Saucy