Polycyclo Ring System Patents (Class 570/183)
  • Patent number: 5939593
    Abstract: A brominated 1,3-dimethyl-3-phenyl-1-(2-methyl-2-phenylpropyl) indane herein disclosed is represented by the following general formula (I): ##STR1## (wherein x and z each independently represents an integer ranging from 0 to 5, y represents an integer ranging from 0 to 4, provided that x+y+z>1). The compound can be prepared by a method which comprises the step of reacting 1,3-dimethyl-3-phenyl-1-(2-methyl-2-phenylpropyl) indane with a bromination agent. The brominated indane is excellent in flame-resistance, has a high thermal decomposition temperature and never generates brominated dioxine and/or brominated dibenzofuran when burning at a specific temperature. Therefore, the compound is suitably used for imparting flame-resistance to a variety of thermoplastic and thermosetting resins.
    Type: Grant
    Filed: July 7, 1998
    Date of Patent: August 17, 1999
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Atsushi Fujioka, Kiyotaka Mashita, Takayuki Saito, Akihiro Kobayashi, Fumiaki Kanega
  • Patent number: 5888422
    Abstract: Fluorinated phenanthrene derivatives of the formula (I) ##STR1## in which the symbols and indices have the following meanings: E.sup.1, E.sup.2, E.sup.3, E.sup.4, E.sup.5 and E.sup.6 are identical or different and are --N--, --CF-- or --CH--;G is --CF.sub.2 CF.sub.2 -- or --CF.dbd.CF--;R.sup.1 and R.sup.2 are, for example, alkyl or alkoxy;M.sup.1, M.sup.2, M.sup.3 and M.sup.4 are, for example, O, --CO--O--, --O--CO-- or a single bond;A.sup.1 and A.sup.2 are, for example, 1,4-phenylene or pyrimidine-2,5-diyl;m and n are zero or one, but in total are not more than one,are suitable as components of liquid-crystalline mixtures.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: March 30, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Javier Manero, Rainer Wingen
  • Patent number: 5886242
    Abstract: The invention relates to chiral compounds containing at least one divalent or polyvalent chiral group, at least one polymerizable group, at least one spacer and at least one mesogenic group, and to their use as polymerizable, chiral dopes for the preparation of cholesteric networks.The novel compounds are suitable for use in electro-optical displays or as chiral dopes for nematic or cholesteric liquid crystals in order to produce layers which reflect in colors.
    Type: Grant
    Filed: January 12, 1998
    Date of Patent: March 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Paul Delavier, Karl Siemensmeyer, Gerhard Wagenblast, Lothar Laupichler, Volkmar Vill
  • Patent number: 5841000
    Abstract: A cheap industrial method for making trans-2-bromoindan-1-ol. Trans-2-bromoindan-1-ol represented by Formula (II) is made by hydrolysing 1,2-dibromoindane represented by General Formula (I) (where the configuration of the bromine atoms on position 1 and position 2 can be trans or cis, or it can be a mixture of trans and cis isomers). Trans-2-bromoindan-1-ol represented by Formula (II) can also be made by brominating indene to synthesize 1,2-dibromoindane, and then continuously hydrolysing this 1,2-dibromoindane without isolating it. 1,2-Dibromoindane can also be made by reacting indene with hydrogen bromide in the presence of hydrogen peroxide.
    Type: Grant
    Filed: November 19, 1997
    Date of Patent: November 24, 1998
    Assignee: Ichikawa Gosei Chemical Co., Ltd.
    Inventors: Yoshio Igarashi, Shigeru Nakano, Yuzi Konno, Fumihiro Asano
  • Patent number: 5831102
    Abstract: Enzymatically cleavable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically cleavable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by the formula: ##STR1## wherein: X and X.sup.1 each represent, individually, hydrogen, a hydroxyl group, a halo substituent, an unsubstituted lower alkyl group, a hydroxy (lower) alkyl group, a halo (lower) alkyl group, a phenyl group, a halophenyl group, an alkoxyphenyl group, a hydroxyalkoxy group, a cyano group or an amide group, with at least one of X and X.sup.1 being other than hydrogen; andR.sub.1 and R.sub.2, individually or together, represent an organic substituent that does not interfere with the production of light when the dioxetane compound is enzymatically cleaved and that satisfies the valence of the dioxetane compound's 4-carbon atom, with the provisos that if R.sup.1 and R.sub.
    Type: Grant
    Filed: February 8, 1996
    Date of Patent: November 3, 1998
  • Patent number: 5789634
    Abstract: Novel 2-substituted 7-haloindenes and methods for synthesizing such indenes are described. The 2-substituted 7-haloindenes may be coupled with any aryl group to produce a metallocene catalyst intermediate.
    Type: Grant
    Filed: February 5, 1997
    Date of Patent: August 4, 1998
    Assignee: Boulder Scientific Company
    Inventors: Jeffrey M. Sullivan, Hamlin H. Barnes
  • Patent number: 5750728
    Abstract: Aromatic bromomethyl compounds play a major role in the synthesis of active substances. They can be obtained in particularly pure form by the free-radical bromination of aromatic methyl compounds in the solvent chlorobenzene.
    Type: Grant
    Filed: December 11, 1996
    Date of Patent: May 12, 1998
    Assignee: Clariant GmbH
    Inventors: Adalbert Wagner, Heinz-Werner Kleemann, Dieter Regnat, Hans-Jerg Kleiner
  • Patent number: 5696311
    Abstract: Novel fire retardant compounds are disclosed, which are poly-halogenated TMPI and MPI compounds containing three or more halogen atoms per molecule. A process for the preparation of these compounds and polymeric compositions containing them are also described.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: December 9, 1997
    Assignee: Bromine Compounds, Ltd.
    Inventors: Leonard Shorr, Antebi Salomone, Theodor-Morel Fishler, Michael Eroshov, Ita Finberg
  • Patent number: 5679736
    Abstract: Novel fire retardant compounds are disclosed, which are poly-halogenated TMPI and MPI compounds containing three or more halogen atoms per molecule. A process for the preparation of these compounds and polymeric compositions containing them are also described.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: October 21, 1997
    Assignee: Bromine Compounds Limited
    Inventor: Leonard Shorr
  • Patent number: 5508280
    Abstract: This invention relates to novel derivatives of 5H-dibenzo (a,d)cycloheptenes, to the processes for their preparation, to their muscarinic receptor antagonist properties and to their end-use application for treating Parkinson's Disease, tardive dyskinesia, and motion sickness.
    Type: Grant
    Filed: January 30, 1995
    Date of Patent: April 16, 1996
    Assignee: Merrell Pharmaceuticals, Inc.
    Inventors: Marcel Hibert, Luc Van Hijfte, Mary Richards, Paul Moser
  • Patent number: 5502031
    Abstract: Described are methyl, substituted propyl-substituted pentamethyl indane derivatives defined according to the structure: ##STR1## wherein R.sub.1 represents chloro, hydroxyl or OR.sub.6 ; and R.sub.5 represents methyl or hydrogen with the proviso that when R.sub.1 is chloro, R.sub.5 is hydrogen, and wherein the structure represents a mixture wherein in the mixture in one of the compounds R.sub.4 and R.sub.4 ' are both methyl and R.sub.7 is methyl (about 90% by weight); and in the other compounds one of R.sub.4 or R.sub.4 ' is methyl and the other is ethyl (about 10% by weight of the compounds) and R.sub.7 is hydrogen; and uses thereof in augmenting, enhancing or imparting aromas in or to perfume compositions.Also described are processes for preparing such methyl, substituted propyl-substituted pentamethyl indane derivatives using as a starting material the mixture of compounds defined according to the structure: ##STR2## also know as GALAXOLIDE.RTM. (trademark of International Flavors & Fragrances Inc.).
    Type: Grant
    Filed: September 22, 1994
    Date of Patent: March 26, 1996
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Olivier J. Gillotin
  • Patent number: 5494892
    Abstract: Described are methyl, substituted propyl-substituted pentamethyl indane derivatives defined according to the structure: ##STR1## wherein R.sub.1 represents hydroxyl or methyl; and R.sub.2 represents hydrogen, chloro or OR.sub.6 ; and R.sub.3 represents hydrogen or methyl with the provisos:(i) when R.sub.1 is hydroxyl, R.sub.2 is hydrogen and R.sub.3 is methyl; and(ii) when R.sub.1 is methyl, one of R.sub.2 is chloro or OR.sub.6 and R.sub.3 is hydrogenaugmenting, enhancing or imparting aromas in or to perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations.Also described are processes for preparing such methyl, substituted propyl-substituted pentamethyl indane derivatives using as a starting material the mixture of compounds defined according to the structure: ##STR2## also know as GALAXOLIDE.RTM.
    Type: Grant
    Filed: September 22, 1994
    Date of Patent: February 27, 1996
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Olivier J. Gillotin
  • Patent number: 5489717
    Abstract: Novel naphthyl-substituted .alpha.-amino acid derivatives, pharmaceutical compositions containing the same and a method of using the same, for the blockade of aspartate and glutamate receptors, are described. Novel intermediates of the napthyl-substituted .alpha.-amino acid derivatives are disclosed.
    Type: Grant
    Filed: July 8, 1994
    Date of Patent: February 6, 1996
    Assignee: Warner-Lambert Company
    Inventors: Christopher F. Bigge, James J. Li
  • Patent number: 5487846
    Abstract: A general-purpose organic rust initiator which can effectively prevent corrosion of metals comprising a compound of formula (1): ##STR1## wherein R.sub.1 is a perfluoroalkyl group having 1 to 6 carbon atoms; R.sub.2 is a hydrogen atom or a group defined for R.sub.1 ; R.sub.4 is an acid group selected from --OH, --COOH, --SH, --SO.sub.2 OH, --PO(OH).sub.2, --SCH.sub.2 COOH, --SO.sub.2 NHCH.sub.2 COOH or a salt thereof; R.sub.3 is a hydrogen atom or a group defined for R.sub.4 ; or R.sub.3 and R.sub.4 together form an acid group selected from --N.dbd.N--NH--, --CH.dbd.N--N--, --SO.sub.2 --NH--CO--, --S--C(SH).dbd.N-- or a salt thereof.
    Type: Grant
    Filed: October 4, 1994
    Date of Patent: January 30, 1996
    Assignee: Union Chemical Co., Ltd.
    Inventor: Shigeru Otomo
  • Patent number: 5401896
    Abstract: Relatively long chain alkyl aromatic compounds are prepared by alkylating an alkylatable aromatic compound with a relatively long chain alkylating agent under alkylation reaction conditions in the presence of catalyst comprising zeolite MCM-49.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: March 28, 1995
    Assignee: Mobil Oil Corp.
    Inventors: Guenter H. Kuehl, Daria N. Lissy, Hye Kyung C. Timken
  • Patent number: 5376630
    Abstract: Described are methyl, substituted propyl-substituted pentamethyl indane derivatives defined according to the structure: ##STR1## wherein R.sub.1 represents hydroxyl or methyl; R.sub.2 represents hydrogen, chloro or OR.sub.6 ; and R.sub.3 represents hydrogen or methyl with the provisos:(i) when R.sub.1 is hydroxyl, R.sub.2 is hydrogen and R.sub.3 is methyl; and(ii) when R.sub.1 is methyl, one of R.sub.2 is chloro or OR.sub.6 and R.sub.3 is hydrogenand wherein the structure represents a mixture wherein in the mixture in one of the compounds R.sub.4 and R.sub.4 ' are both methyl (about 90% by weight); and in the other compounds one of R.sub.4 or R.sub.4 ' is methyl and the other is ethyl (about 10% by weight of the compounds); and wherein R.sub.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: December 27, 1994
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Olivier J. Gillotin
  • Patent number: 5302767
    Abstract: Processes are disclosed for preparing [2.2] paracyclophane and derivatives thereof by conducting the Hofmann elimination of p-methylbenzyltrimethylammonium hydroxide, or derivatives thereof, in the presence of an effective amount of oxygen to inhibit the formation of by-product polymers. The oxygen can be introduced, for example, by a purge gas stream containing molecular oxygen. Products produced by the processes are also disclosed.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: April 12, 1994
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Richard A. Galley, Robert S. Landon, Kenneth C. Senior
  • Patent number: 5254776
    Abstract: Bromobiphenyls (such as 2-fluoro-4-bromobiphenyl) are synthesized by reacting together a phenylboronic acid (such as phenylboronic acid) and a bromoiodobenzene (such as 2-fluoro-4-bromoiodobenzene). The reaction generally takes place with the aid of a catalyst (such as palladium in a zero valance state) and an inert solvent (such as fluorobenzene). Control of temperature is very important to obtain both an acceptable reaction rate and an acceptable level of terphenyl byproduct.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: October 19, 1993
    Assignee: Mallinckrodt Specialty Chemicals Company
    Inventors: John F. Lang, Narayanasamy Gurusamy
  • Patent number: 5232635
    Abstract: New derivatives of anthracene for the emission of a blue chemiluminescent light are disclosed. The derivatives are of 9,10-bisphenylanthracene substituted at the 2 position of the anthracene ring and on the phenyl groups. The production of turquoise chemiluminescent light is also disclosed by mixing said derivatives with a green 9,10-bis(phenylethynyl)anthracene.
    Type: Grant
    Filed: October 26, 1990
    Date of Patent: August 3, 1993
    Assignee: American Cyanamid Company
    Inventors: Andre Van Moer, Jacques Ladyjensky
  • Patent number: 5171915
    Abstract: It is disclosed that aromatic compounds can be alkylated with mono-olefinic HVI-PAO dimer in contact with an acidic catalyst to produce novel alkylated aromatic compositions. It has been found that the novel HVI-PAO dimer alkylated aromatic compositions exhibit an extraordinary combination of properties relating to low viscosity with high viscosity index and low pour point which renders them very useful as lubricant basestock. Further, it has been found that the novel alkylaromatic compositions of the present invention show improved oxidative stability. Depending upon the substituent groups on the aromatic nucleus, useful lubricant additives can be prepared for improved antiwear, antioxidant and other properties. HVI-PAO dimer is prepared as a product or by-product from 1-alkene oligomerization using reduced chromium oxide on solid support.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 15, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Thomas R. Forbus, Bruce P. Pelrine
  • Patent number: 5118874
    Abstract: Compounds of the formula ##STR1## in which, independently of one another, each R is OH or lower alkyl having 1-4 carbon atoms and each R' is hydrogen or lower alkyl having 1-4 carbon atoms, are prepared by the condensation of partially fluorinated aromatic hydrocarbons in the presence of hydrogen fluoride or by the reductive coupling of partially fluorinated aromatic compounds. The compounds are used as a starting material for the preparation of partially fluorinated polycondensates.
    Type: Grant
    Filed: June 20, 1991
    Date of Patent: June 2, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Appel, Gunter Siegemund
  • Patent number: 5107044
    Abstract: A process for the bromination of biphenyl, particularly for the preparation of 4-bromobiphenyl or of 4,4'-dibromobiphenyl. The process comprises reacting biphenyl with BrCl. The BrCl may be formed in situ in the reaction medium or may be formed before reaction with biphenyl.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: April 21, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventor: Alain Nonn
  • 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: 5075513
    Abstract: The invention provides cyclopentane derivatives of the general formula ##STR1## in which n represents an integer from 0 to 5, each R represents a halogen atom, nitro, cyano, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, amino, alkylamino, dialkylamino, alkoxycarbonyl, carboxyl, alkanoyl, alkythio, alkysulphinyl, alkylsulphonyl, carbamoyl, alkylamindo, cycloalkyl or phenyl group, R.sup.1 and R.sup.2 independently represent a hydrogen atom or an alkyl group, and R.sup.3 represents an optionally substituted alkyl or aryl group; and a process for their preparation. Compounds of formulae I, II and IV are useful as intermediates in the preparation of certain fungicidally active cyclopentane derivatives. Also, certain compounds of formula IV are themselves fungicidally active.
    Type: Grant
    Filed: August 23, 1989
    Date of Patent: December 24, 1991
    Assignee: Shell Internationale Research Maatschappij B.V.
    Inventor: Paul H. Briner
  • Patent number: 5030765
    Abstract: The present invention is concerned with novel tetrahydronaphthalene and indane derivatives of the formula ##STR1## useful as for combatting dermatoses as well as neoplasmas.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: July 9, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 5030764
    Abstract: Novel styryl-tetrahydronaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: July 9, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • Patent number: 5026894
    Abstract: The stereochemical structure necessary for preparation of perpendicularly arranged cores is provided by a compound of the formula ##STR1## This compound can be synthesized by the reaction of ##STR2## with bromine in the presence of FeCl.sub.3.
    Type: Grant
    Filed: March 12, 1990
    Date of Patent: June 25, 1991
    Assignee: University of South Carolina
    Inventors: James M. Tour, Ruilian Wu, Jeffry S. Schumm
  • Patent number: 5015685
    Abstract: The novel compound 5,6,7,8-tetrabromo-1,2,3,4-tetrahydro-naphthalene (tetrabromotetralin) of the formula: ##STR1## was prepared using 1,2,3,4-tetrahydro-naphthalene as the starting compound. Tetrabromotetralin was employed to prepare flame-retardant plastic compositions.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: May 14, 1991
    Assignee: Bromine Compounds Ltd.
    Inventors: Leonard M. Shorr, Michael Peled
  • Patent number: 4990703
    Abstract: Novel styryl-tetrahydromaphthalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 5, 1991
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • 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: 4880553
    Abstract: Compositions useful as pour point depressants, novel compounds within such compositions, and processes for making same, as well as lubricant oil compositions containing same, are disclosed. The novel compounds are encompassed by the general structural formula (I)Ar(R)--[Ar'(R')].sub.n --Ar" (I)wherein the Ar, Ar' and Ar" are independently an aromatic moiety containing 1 to 3 aromatic rings and each aromatic moiety is substituted with 0 to 3 substituents, (R) and (R') are independently an alkylene group containing about 1 to 100 carbon atoms with the proviso that at least one of (R) or (R') is CH.sub.2, and n is 0 to about 1000; with the proviso that if n is 0, then (R) is CH.sub.2 and each aromatic moiety is independently substituted with 0 to 3 substituents with one aromatic moiety having at least one substituent, the substituents being selected from the group consisting of a substituent derived from an olefin and a substituent derived from a chlorinated hydrocarbon.
    Type: Grant
    Filed: April 5, 1988
    Date of Patent: November 14, 1989
    Assignee: The Lubrizol Corporation
    Inventors: Joseph L. Kostusyk, Syed Q. A. Rizvi
  • Patent number: 4870219
    Abstract: Novel styryl-tetrahydromaphythalene and indane derivatives useful for treating neoplasms and dermatoses.
    Type: Grant
    Filed: May 15, 1987
    Date of Patent: September 26, 1989
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
  • 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: 4846998
    Abstract: Cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 Iin whichR.sup.1 and R.sup.2 are each an alkyl group having 1-10 C atoms, in which one or two non-adjacent CH.sub.2 groups can also be replaced by O atoms and/or --CO-- groups and/or --CO--O-- groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 also being H, F, Cl, Br, CN or R.sup.3 --A.sup.3 --Z.sup.2 --,A.sup.1 is --A--, A.sup.4 --A-- or --A--A.sup.4 --,A is a trans-1,4-cyclohexylene group which can be substituted in the 2-, 3-, 5- and/or 6-position one or more times by F and/or Cl and/or Br and/or CN and/or an alkyl group or a fluorinated alkyl group which each have 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 which may also be substituted in the 1- and/or 4-position,A.sup.2, A.sup.3 and A.sup.
    Type: Grant
    Filed: November 21, 1986
    Date of Patent: July 11, 1989
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Reinhard Hittich, Rudolf Eidenschink, Hans A. Kurmeier, Andreas Wachtler
  • Patent number: 4795838
    Abstract: Process for the preparation of (2,2)-paracyclophane or derivatives thereof by the Hofmann elimination of p-methylbenzyltrimethylammonium hydroxide or derivatives thereof, in an aqueous solution of an alkali metal hydroxide, wherein said elimination is carried out in the presence of a dialkylether of mono- and poly-ethylene glycols having the formula:R--O--CH.sub.2 CH.sub.2 O--.sub.n R' (I)wherein R and R', which may be the same or different, represent alkyl groups having from 1 to 5 carbon atoms, and n is an integer from 1 to 5.
    Type: Grant
    Filed: June 26, 1987
    Date of Patent: January 3, 1989
    Assignee: Montedison S.p.A.
    Inventors: Giorgio Bornengo, Alessandro Malacrida, Stefano Campolmi, Maurizio A. Beretta
  • Patent number: 4783561
    Abstract: There is disclosed a process for the preparation of halogenated (2,2)-paracyclophanes by Hofmann elimination, in an alkaline medium, from p.methylbenzyltrimethylammonium hydroxide halogen-substituted in the nucleus.
    Type: Grant
    Filed: October 29, 1986
    Date of Patent: November 8, 1988
    Assignee: Montedison S.p.A.
    Inventors: Gian Franco Pregaglia, Maurizio A. Beretta, Alessandro Malacrida
  • Patent number: 4767882
    Abstract: Tetrahydronaphthalene derivatives of the formula: ##STR1## wherein either one of R.sup.1 and R.sup.2 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and the other is acetyl and R.sup.3 is hydrogen or methyl in a racemic or optically active form, which are useful as perfumes or intermediates for production of perfumes, are prepared from an R.sup.4 -benzene and pyrocine through the intermediary compounds of the formula: ##STR2## wherein R.sup.4 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy present at either one of 6- and 7-positions and A is hydrogen, carboxyl, C.sub.2 -C.sub.5 alkoxycarbonyl, halogen, methyl, hydroxymethyl or halomethyl.
    Type: Grant
    Filed: August 26, 1986
    Date of Patent: August 30, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Gohfu Suzukamo, Yoji Sakito
  • Patent number: 4753745
    Abstract: Compositions useful as pour point depressants, novel compounds within such compositions, and processes for making same, as well as lubricant oil compositions containing same, are disclosed. The novel compounds are encompassed by the general structural formula (I) ##STR1## wherein the Ar, Ar' and Ar" are independently an aromatic moiety containing 1 to 3 aromatic rings and each aromatic moiety is substituted with 0 to 3 substituents, (R) and (R') are independently an alkylene group containing about 1 to 100 carbon atoms with the proviso that at least one of (R) or (R') is CH.sub.2, and n is 0 to about 1000; with the proviso that if n is 0, then (R) is CH.sub.2 and each aromatic moiety is independently substituted with 0 to 3 substituents with one aromatic moiety having at least one substituent, the substituents being selected from the group consisting of a substituent derived from an olefin and a substituent derived from a chlorinated hydrocarbon.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: June 28, 1988
    Assignee: The Lubrizol Corporation
    Inventors: Joseph L. Kostusyk, Syed Q. A. Rizvi
  • Patent number: 4739057
    Abstract: A process for converting organic hydroxyl-containing compounds to halides which comprises reacting the hydroxyl-containing compound with a phosphorushalide reagent of formula: R.sub.n PX.sub.5-n wherein n is selected from 1, 2 and 3; R is selected from the group consisting of C-6 to C-10 aryl and substituted aryl wherein the substituents are selected from the group consisting of straight and branched chain alkyl, alkoxy, and haloalkyl, halogen, sulfonate and mixtures thereof; and X is a halogen. It is preferred to carry out the reaction in the presence of an arylphosphorusoxydihalide solvent. The use of an arylphosphorustetrahalide and particularly phenylphosphorustetrachloride is preferred. The arylphoshorustetrahalide can be prepared in situ by contacting a solution of the corresponding arylphosphorusdihalide in an arylphosphorusoxydihalide solvent with a halogen. The process can further comprise the step of heating the reaction mixture. Maintaining a reaction temperature of from about 0.degree. C.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: April 19, 1988
    Assignee: Stauffer Chemical Co.
    Inventors: Andrea Leone-Bay, Elliott Bay, Peter E. Timony
  • Patent number: 4731493
    Abstract: Process for producing condensed bromoacenaphthylene comprising:(A) a step of brominating and condensating acenaphthene with bromine in a halogenated hydrocarbon solvent in the presence of a Lewis acid catalyst;(B) a step of removing the Lewis acid catalyst and then continuing the bromination with bromine with an added radical initiator; and(C) a step of carrying out dehydrobromination reaction.In a modified process, the bromination is effected in a halogenated hydrocarbon solvent at a temperature not lower than 60.degree. C. using bromine at least 3 times as much in moles as acenaphthene in the presence of an iron catalyst.Further, the condensed bromoacenaphthylene is purified by bringing it into contact with an adsorbent in an organic solvent.
    Type: Grant
    Filed: January 16, 1986
    Date of Patent: March 15, 1988
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Masashige Kubo, Mitsuaki Yoshimitsu, Yukihiro Tsutsumi
  • Patent number: 4723005
    Abstract: New anisotropic compounds of the formula (1) are useful in liquid crystal mixtures for electrooptical displays; at least one of the end groups of the compounds (1) is an alkyl group which carries cyano or halogen in a terminal or non-terminal position. This offers advantages for longitudinal polarization and/or cross-polarization of the anisotropic compounds with the aid of the comparatively highly polarizing cyano or halogen substituents, in particular high clear points, low .DELTA..epsilon./.epsilon..perp. values and/or negative .DELTA..epsilon. values.
    Type: Grant
    Filed: September 10, 1984
    Date of Patent: February 2, 1988
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 4707295
    Abstract: Bicyclooctane derivatives of the formula IR.sup.1 --A.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 independently of one another are each an alkyl group which has 1-12 C atoms and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by O atoms and/or CO groups and/or --O13 CO groups and/or --CO--O groups and/or --CH.dbd.CH-- groups, one of the radicals R.sup.1 and R.sup.2 being also --A.sup.3 --R.sup.3,A.sup.1 is a 1,4-cyclohexylene group which is unsubstituted or substituted in the 1-position and/or 2-position and/or 3-position and/or 4-position by alkyl which has in each case 1-5 C atoms and is unsubstituted or substituted or fluorinated, and in which it is also possible for one or two non-adjacent CH.sub.2 groups to be replaced by one or two different groupings from the group --O--, --CO--, --CH.dbd.CH--, --S--, --SO-- or --SO.sub.2 --, or is substituted by F, Cl, Br, CN and/or CHO,A.sup.2 is a 1,4-bicyclo[2.2.2] octylene group,--A.sup.3 --R.sup.3 is --Cy--R.sup.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: November 17, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ludwig Pohl, Bernhard Scheuble, Andreas Wachtler, Reinhard Hittich, Peter Fuss
  • Patent number: 4705847
    Abstract: The invention relates to a process for preparing substituted polycyclo-alkylidene polycyclo-alkanes, such as substituted adamantylidene adamantanes, and the corresponding epidioxy compounds, in which polycyclo-alkylidene polycyclo-alkanes are halogenated with an N-halosuccinimide, tert.-butylhypohalite or sodium hypohalite/CH.sub.3 COOH, the halogenation product is optionally subjected to a substitution reaction, and the substituted polycycloalkylidene polycyclo-alkanes are converted to the corresponding epidioxy compounds in a way known per se.Further, the invention relates to compounds of formula 44 ##STR1## in which A and B represent alkylene radicals, which alkylene radicals may be attached to each other via an alkylene radical C, and R.sub.1 represents a substituent, which, in case of 4-eq.-R.sub.1 -2,2'-adamantylidene adamantane cannot be chloro, hydroxy, oxo, D or a group of formula 1: ##STR2## as well as to compounds of formula 45: ##STR3## in which A, B and C are as defined above, and R.sub.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: November 10, 1987
    Assignee: Akzo N.V.
    Inventors: Jan C. Hummelen, Egbert W. Meijer, Hans Wynberg
  • Patent number: 4691040
    Abstract: 1-[2-(4,5,10,11-Tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidin e of the formula ##STR1## and its pharmaceutically acceptable acid addition salts, prepared through various intermediates, are described. The compounds have valuable histamine-H.sub.1 antagonistic properties and are suitable for the control or prevention of allergic reactions,such as, urticaria, hay fever, anaphylaxis and over-sensitivity to medicaments.
    Type: Grant
    Filed: February 5, 1985
    Date of Patent: September 1, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Werner Aschwanden, Quirico Branca, Emilio Kyburz, Rudolf Pfister
  • Patent number: 4686289
    Abstract: New anisotropic compounds with a cross-polarizing substituent have the formula (1) ##STR1## The increase in .epsilon..perp. is achieved by the polarizing group X, preferably the cyano group or a halogen atom, which is not laterally on the ring, as with the known compounds, but is on the bridge, that is to say is part of the main bridge bonding rings A and B to one another. Ring A has the formula (1a) or (1b) given herein and is always cycloaliphatic, while ring B can be identical to ring A or is an aromatic ring of the formula (1c) or (1d) herein. R.sup.1 and R.sup.2 are identical or different end groups of the formula (1e) herein.The radical X on the bridge causes less widening of the molecule than a radical X on a ring, which provides comparatively higher clear points and moreover enables aromatic rings to be omitted from the anisotropic compounds.
    Type: Grant
    Filed: February 25, 1986
    Date of Patent: August 11, 1987
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Tuong Huynh-Ba, Maged A. Osman
  • Patent number: 4668835
    Abstract: The alkylation of para-substituted isopropyl benzenes with dipentenes employing an aluminum halide catalyst system produces novel tetracyclic compounds.
    Type: Grant
    Filed: October 4, 1985
    Date of Patent: May 26, 1987
    Assignee: Phillips Petroleum Co.
    Inventor: Raymond L. Cobb
  • Patent number: 4627933
    Abstract: Compounds of the formulaR.sup.1 --Q.sup.1 --(CH.sub.2).sub.m --(COO).sub.n --(CH.sub.2).sub.p --Q.sup.2 --R.sup.2whereinR.sup.1 and R.sup.2 are each independently alkyl or alkoxy each of 1-12 C atoms, F, Cl, Br, CN or --Q.sup.3 --R.sup.3, or one of R.sup.1 and R.sup.2 can also be H;Q.sup.1, Q.sup.2 and Q.sup.3 are each independently 1,4-phenylene, 1,4-cyclohexylene, 1,4-bicyclo(2,2,2)-octylene or 1,3-dioxane-2,5-diyl, each of which is unsubstituted or substituted by 1-4 fluorine, chlorine or bromine atoms;R.sup.3 is alkyl or alkoxy each of 1-8 C atoms, H, F, Cl, Br or CN;m is 1, 2, 3, 4, 5 or 6; n is 0 or 1; and p is 0, 1, 2, 3, 4 or 5; the sum of (m+p) being 2, 4 or 6 and the sum of (m+n+p) being at least 3;but with the proviso that Q.sup.3 is unsubstituted 1,4-phenylene or 1,4-phenylene substituted by a fluorine, chlorine or bromine atom, only when n=1 or (m+p)=6 or at least one of R.sup.1 or R.sup.3 is F, Cl or Br or none of R.sup.1 to R.sup.3 is CN or two of the radicals R.sup.1 to R.sup.
    Type: Grant
    Filed: July 7, 1983
    Date of Patent: December 9, 1986
    Assignees: Merck Patent Gesellschaft mit beschrankter Haftung, The Secretary of State for Defense in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Rudolf Eidenschink, Joachim Krause, Beatrice M. Andrews, George W. Gray, Neil Carr
  • Patent number: 4622430
    Abstract: Pentacyclo[6.3.0.0..sup.2,6.0.sup.3,10.0.sup.5,9 ]undecane and its derivatives are prepared. The compounds find use as antiviral agents.
    Type: Grant
    Filed: December 21, 1982
    Date of Patent: November 11, 1986
    Assignee: Noristan Limited
    Inventors: Theodor G. Dekker, Douglas W. Oliver, Friedrich O. Snyckers, Cornelis J. van der Schyf
  • Patent number: 4601853
    Abstract: The novel complex of the formula I ##STR1## is an organic material with a high electrical conductivity and with a metallic phase transition at about 125.degree. K. under normal pressure, at which the conductivity increases suddenly. The complex can be used, for example, as an organic electrical conductor.
    Type: Grant
    Filed: February 4, 1985
    Date of Patent: July 22, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Bruno Hilti, Carl W. Mayer
  • Patent number: 4575565
    Abstract: The invention herein pertains to a novel process for making substituted benzotrifluorides.
    Type: Grant
    Filed: April 15, 1985
    Date of Patent: March 11, 1986
    Assignee: Monsanto Company
    Inventor: William F. Goure