Polycyclic Product Patents (Class 585/360)
  • Patent number: 5581004
    Abstract: The magnesium complexes of cyclic hydrocarbons and conjugated dienes, such as 1,2-dimethylenecycloalkanes and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4-diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.-lactones, including spiro .
    Type: Grant
    Filed: October 17, 1994
    Date of Patent: December 3, 1996
    Assignee: Board of Regents of the University of Nebraska
    Inventor: Reuben D. Rieke
  • Patent number: 5578741
    Abstract: In accordance with the present invention there is provided a cyclopentadienyl-type ligand represented by the formula ZA, wherein Z is a cyclopentadienyl-type group, wherein A is --YPR.sub.2, --YNR.sub.2, or --NR.sub.2, wherein Y is an alkylene group containing 1 to 24 carbon atoms, wherein each R is individually selected from alkyl groups containing 1 to 20 carbon atoms. Another aspect of the invention is to provide a metallocene represented by the formula ZAMX.sub.3, wherein Z and A are as described above, M is a Group IVB or VB transition metal, and X is a halide. Other aspects of the present invention include catalyst systems comprising the metallocenes and an organoaluminoxane, processes for preparing the above defined ligands, metallocenes and catalyst systems, and polymerization processes employing the catalyst systems.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: November 26, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
  • Patent number: 5498734
    Abstract: The magnesium complexes of cyclic hydrocarbons containing conjugated dienes, such as 1,2-dimethylenecycloalkanes, and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4 diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: March 12, 1996
    Assignee: University of Nebraska
    Inventor: Reuben D. Rieke
  • Patent number: 5449847
    Abstract: There is provided a process for preparing tercyclohexane by reacting benzene with hydrogen. The process involves the use of a catalyst comprising an acidic solid and a hydrogenation component. The acidic solid may comprise a Group IVB metal oxide, such as zirconia, modified with an oxyanion of a Group VIB metal, such as tungsten. The hydrogenation component may comprise platinum.
    Type: Grant
    Filed: April 18, 1994
    Date of Patent: September 12, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Scott Han, John D. Lutner, Jose G. Santiesteban
  • Patent number: 5446225
    Abstract: An alkylative cycloaddition method is provided that is particularly useful for the synthesis of many of the Vitamin D analogues with differing side chains. Thus, a preferred synthesis is of Vitamin D analogues having a side chain R.sub.1 where a first precursor having the structure ##STR1## with X being a halide or a pseudo halide, and a second precursor are provided, the second precursor being a 1,7 enyne. These precursors are reacted in the presence of a palladium catalyst to form compounds having the structure ##STR2## where R.sub.2 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group, and R.sub.3 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: August 29, 1995
    Assignee: Board of Trustees of the Leland Stanford Junior Univ.
    Inventors: Barry M. Trost, Jacques Dumas
  • Patent number: 5446222
    Abstract: The invention provides a two-step process for converting cyclopentadiene dimer to a high density fuel mixture comprising the steps of:(a) reacting said cyclopentadiene dimer in the presence of a solid catalyst comprising a porous crystalline material having a Constraint Index of from about 0.1 to about 12 under oligomerization/isomerization conditions to convert at least a portion of said cyclopentadiene dimer to a normally liquid intermediate product containing cyclopentadiene trimer, cyclopentadiene tetramer, and the isomerized and oligomerized products derived from the reaction of at least three cyclopentadiene monomer units;(b) hydrogenating said normally liquid intermediate product of step (a) in the presence of a hydrogenation catalyst to form a normally liquid high energy density fuel.
    Type: Grant
    Filed: June 17, 1994
    Date of Patent: August 29, 1995
    Assignee: Mobil Oil Corporation
    Inventors: James R. Boulton, Ross A. Kremer
  • Patent number: 5444147
    Abstract: Hydroxy-substituted-bis-phenyl cyclopropanes of formula (I): ##STR1## wherein R.sub.1 and R.sub.2 are selected from H or OH, at least one of R.sub.1 and R.sub.2 being o, m or p-OH, are useful as monomers to provide cross-linkable polymers useful in fiber reinforced plastics, thermosetting molding compounds, elastomers, advanced composites and other applications; the compounds (I) may be produced by the base catalyzed decomposition of a pyrazoline of formula (II): ##STR2## wherein R.sub.1 and R.sub.2 are as defined hereinbefore.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: August 22, 1995
    Inventors: Allan S. Hay, Chunping Gao
  • Patent number: 5420320
    Abstract: In accordance with the present invention there is provided a process for preparing a cyclopentadienyl-type ligand, the process comprises (1) reacting an alkali metal salt of a cyclopentadienyl-type compound and an aminofulvene compound to form a monoanion, (2) reacting the monoanion and a reducing agent to form a dianion, and (3) reacting the dianion and water to produce the cyclopentadienyl-type ligand. Another aspect of the present invention includes a process for preparing a metallocene compound comprising reacting the dianion of step (2) and a transition metal-containing compound to form the metallocene compound. Another aspect of the present invention includes a process for preparing a metallocene compound comprising reacting the ligand of step (3) and an alkali metal compound to form a dianion and then reacting the dianion with a transition metal-containing compound to form the metallocene compound.
    Type: Grant
    Filed: June 8, 1994
    Date of Patent: May 30, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Roland Zenk, Helmut G. Alt, M. Bruce Welch, Syriac J. Palackal
  • Patent number: 5414173
    Abstract: A process of preparing cyclopentadiene or substituted cyclopentadienes, such as tetramethylcyclopentadiene. The process involves contacting under reaction conditions cyclopentenol or a substituted cyclopentenol with a catalyst selected from (1) crystalline and amorphous aluminum phosphates, (2) aluminophosphate molecular sieves, and (3) silicoaluminophosphate molecular sieves. The process produces cyclopentadienes in high isolated yields.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: May 9, 1995
    Assignee: The Dow Chemical Company
    Inventors: Juan M. Garces, Guo-shuh J. Lee, David R. Wilson
  • Patent number: 5406013
    Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: April 11, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5393911
    Abstract: New fluorenyl silane compounds and method for their production are disclosed. The fluorenyl compounds have the formula ##STR1## wherein Z is a substituted or unsubstituted fluorenyl radical and Z' is a substituted or unsubstituted cyclopentadienyl-type radical or a halogen.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: February 28, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5338758
    Abstract: Four bicyclic terpenes isolated from a culture broth of Phoma sp SCF0592, ATCC 74077, pharmaceutical compositions containing them and their use as PAF antagonists to treat allergic and inflammatory diseases are disclosed.
    Type: Grant
    Filed: September 30, 1992
    Date of Patent: August 16, 1994
    Assignee: Schering Corporation
    Inventors: Min Chu, Mahesh Patel, Ann C. Horan, Vincent P. Gullo
  • Patent number: 5324876
    Abstract: Small catalytic amounts of a transition metal catalyst such as Cr(O) are used in a higher order cycloaddition process in which a triene is reacted with a diene or alkene to efficiently and economically provide a cycloaddition product.
    Type: Grant
    Filed: August 19, 1993
    Date of Patent: June 28, 1994
    Assignee: Wayne State University
    Inventor: James H. Rigby
  • Patent number: 5310931
    Abstract: This invention is to provide a novel process for the isomerization of a cycloolefin having an endo form to a cycloolefin having an exo form. The resulting isomer mixture has a novel composition, and a random copolymer produced from the above compositionally novel isomer mixture and ethylene has an excellent heat resistance and mechanical strength.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: May 10, 1994
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Toshihiro Sagane, Hideaki Yamaguchi, Shuji Minami, Akira Mizuno, Hiroo Wamura
  • Patent number: 5292977
    Abstract: An alkylative cycloaddition method is provided that is particularly useful for the synthesis of many of the Vitamin D analogues with differing side chains. Thus, a preferred synthesis is of Vitamin D analogues having a side chain R.sub.1 where a substantially geometrically pure first precursor having the structure ##STR1## and a second precursor are provided, the second precursor being a 1,7 enyne. These precursors are reacted in the presence of a palladium catalyst to form compounds having the structure ##STR2## where R.sub.2 hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group, and R.sub.3 is hydrogen, hydroxyl, lower alkoxy, fluorine, or a protecting group.
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: March 8, 1994
    Assignee: Board of Trustees of Leland Stanford Junior University
    Inventors: Barry M. Trost, Jacques Dumas
  • Patent number: 5233110
    Abstract: A process for the preparation of cyclooctene which comprises irradiating 1,5-cyclooctadiene with light in the presence of a photodehydrogenation catalyst, acetone and an alcohol to partially hydrogenate the 1,5-cyclooctadiene.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: August 3, 1993
    Assignee: Agency of Industrial Science & Technology
    Inventors: Taka-aki Hanaoka, Yoshihiro Sugi, Takehiko Matsuzaki, Kazuhiko Takeuchi, Hironori Arakawa
  • Patent number: 5231205
    Abstract: The magnesium complexes of cyclic hydrocarbons, such as 1,2-dimethylenecycloalkanes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4-diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, or bromoalkylnitriles serve as a convenient method for synthesizing spirocyclic systems. Significantly, spirocarbocycles prepared by thisThe present invention was made with Government support under Contract No. GM35153 awarded by the National Institute of Health. The Government has certain rights in the invention.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: July 27, 1993
    Assignee: Board of Regents of the University of Nebraska
    Inventor: Reuben D. Rieke
  • Patent number: 5220085
    Abstract: A method of preparing high density fuels by the addition-rearrangement of pentacyclo[7. 5. 1. O.sup.2,8 . O.sup.3,7 . O.sup.10,14 ]pentadecane. The process comprises the steps of:(a) reacting pentacyclo[7. 5. 1. O.sup.2,8 . O.sup.3,7 . O.sup.10,14 ]pentadecane with an adequate amount of super acid and solvent under inert gas condition to obtain a solution and maintaining at a reaction temperature of 0.degree. C. to 200.degree. C. and a pressure of about 1.0 atmosphere to about 100 atmospheres for a period of from about 10 minutes to about 100 hours to obtain a solution;(b) stirring the solution for a suitable time to complete the addition-rearrangement reaction;(c) separating the reaction mixture in water to obtain an aqueous layer and an organic layer.(d) washing the organic layer with an alkali solution to eliminate any residual acid; and(e) purifying the organic layer by distillation to obtain the desired product.
    Type: Grant
    Filed: June 11, 1992
    Date of Patent: June 15, 1993
    Assignee: Chung Shan Institute of Science and Technology
    Inventors: Sheng-San Cheng, Kou-Fu Liou, Ding-Ping Yen, Chun-Chen Liao
  • Patent number: 5191132
    Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.
    Type: Grant
    Filed: May 9, 1991
    Date of Patent: March 2, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5157182
    Abstract: A dehydrocyclization process is described for producing polynuclear organic compounds by contacting a starting organic material having at least one ring moiety comprising at least two adjacent ring carbon atoms each bonded to an independently selected monovalent radical comprising at most about eight carbon atoms provided at least one of the monovalent hydrocarbon radicals comprises more than one carbon atom with a crystalline copper aluminum borate catalyst. The preferred catalyst comprises at least one member selected from the group consisting of (a) crystalline copper aluminum borate and (b) zero valent copper on a support comprising at least one member selected from the group consisting of Al.sub.4 B.sub.2 O.sub.9 and the crystalline copper aluminum borate, the zero valent copper on the support being formed by the reduction of the crystalline copper aluminum borate.
    Type: Grant
    Filed: June 19, 1991
    Date of Patent: October 20, 1992
    Assignee: Amoco Corporation
    Inventors: Patrick E. McMahon, Larry C. Satek
  • Patent number: 5143992
    Abstract: An improved thermoset polymer having good mechanical properties and no detectable dicyclopentadiene odor is obtained by the ring-opening polymerization of a novel mixture of adducts comprising divinyl cyclohydrocarbon compound, such as 3,5-divinylcyclopentene and cyclopentadiene, optionally with added cycloolefinic compound, such as dicyclopentadiene, at polymerization conditions in the presence of an olefin metathesis catalyst.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: September 1, 1992
    Assignee: Shell Oil Company
    Inventor: Donald R. Kelsey
  • Patent number: 5043503
    Abstract: Alkylated polycycloparaffinic compounds useful as lubricating stocks are prepared by alkylating a polycycloparaffinic compound with an alkylating agent under alkylation reaction conditions in the presence of a zeolite catalyst. Useful zeolites include zeolite Beta as well as zeolites having a Constraint Index of from about 1 to about 10, such as ZSM-5 and MCM-22. In a preferred embodiment, the polycycloparaffin comprises adamantane and the alkylating agent is a C.sub.14 alpha-olefin.
    Type: Grant
    Filed: August 14, 1990
    Date of Patent: August 27, 1991
    Assignee: Mobil Oil Corporation
    Inventors: Kenneth J. Del Rossi, Stuart S. Shih
  • Patent number: 4967033
    Abstract: The polyunsaturated compounds of formula ##STR1## having two conjugated double bonds in the endo- and exo- positions of the pentagonal cycle indicated by the dotted lines, and wherein symbols R.sup.1 and R.sup.2, when taken separately, represent respectively a. a linear or brached C.sub.1 to C.sub.4 alkyl radical and b. an hydrogen atom or a methyl radical, or, when taken together with the carbon atoms to which they are bonded form a polymethylenic cycle such as indicated by the dotted line, containing from 5 to 12 carbon atoms, and symbol R.sup.3 stands for an hydrogen atom or a methyl radical, n being an integer equal to 0 or 1, which are useful intermediate products for the preparation of odoriferous macrocyclic ketones, are prepared according to a process comprising a vapor phase cyclization of an enone of formula ##STR2## wherein the dotted line and the symbols n, R.sup.1, R.sup.2 and R.sup.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: October 30, 1990
    Assignee: Firmenich S.A.
    Inventor: Cyril Mahaim
  • Patent number: 4943302
    Abstract: A fuel composition with a high energy content, for direct-ignition internal combustion engines contains a gasoline from petroleum and an amount of up to 90% by volume, as referred to the same fuel composition, of hydrocarbon "cubane" or of its alkyl-derivatives, to be defined by means of the formula: ##STR1## wherein R' and R" represent, independently from each other, a hydrogen atom or an alkyl radical containing from 1 to 3 carbon atoms.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: July 24, 1990
    Assignees: Enichem Synthesis S.p.A., AGIP Petroli S.p.A.
    Inventors: Philip Eaton, Nereo Nodari, Carlo Neri, Luigi Cassar, Fabio Monti, Fausto Alberici
  • Patent number: 4918158
    Abstract: 1,3-Diethynyladamantane and a method of forming same by brominating adamantane to yield 1,3-dibromoadamantane, subjecting vinyl bromide to Friedel-Crafts alkylation with the 1,3-dibromoadamantane to form 1,3-bis(2,2-dibromoethyl)adamantane and subjecting the 1,3-bis(2,2-dibromoethyl)adamantane to dehydrohalogenation to yield the 1,3-diethynyladamantane. 1,3-Diethynyladamantane can be polymerized to produce strong, thermally stable resins suitable for advanced aerospace structural applications, as matrices for carbon-carbon systems and as electrical insulators. It can also be copolymerized with 1-ethynyladamantane to yield similarly useful resins.
    Type: Grant
    Filed: July 21, 1986
    Date of Patent: April 17, 1990
    Assignee: Fluorochem Inc.
    Inventors: Kurt Baum, Thomas G. Archibald
  • Patent number: 4899005
    Abstract: A process for increasing the molecular weight of cycloolefin monomers is provided by this invention which can be incorporated into ring-opening polymerization methods. This method is particularly suited for bulk polymerization processes but can also be used for solution polymerization processes. By increasing the molecular weight of the cycloolefin monomers, polymers having higher glass transition temperatures are obtained.
    Type: Grant
    Filed: November 19, 1987
    Date of Patent: February 6, 1990
    Assignee: The B. F. Goodrich Company
    Inventors: Parley C. Lane, Linwood P. Tenney, George M. Benedikt, Paul T. Stricharczuk
  • Patent number: 4891460
    Abstract: The present invention provides a process for producing alkylidenenorbornenes by reacting C.sub.4 -C.sub.6 acyclic conjugated dienes with cyclopentadiene, dicyclopentadiene, or a methyl- or dimethyl-substituted derivative thereof in the presence of a catalyst derivative composed of:(A) a titanium-containing compound, and(B) at least one metallic reducing agent containing the group IA, IIA or IIIA metals in the periodic table.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: January 2, 1990
    Assignee: San-Petrochemicals Co., Ltd.
    Inventor: Yasutaka Ishii
  • Patent number: 4873349
    Abstract: A method for forming bridged biaryl compounds via the intramolecular oxidative biarylic coupling of precursor compounds containing two aromatic rings linked via a hydrocarbon chain is disclosed along with the ruthenium catalyst for its implementation and new compounds resulting therefrom. The biarylic coupling method is characterized in that the biarylic precursors are cyclized in the presence of the catalyst tetrakis(trifluoroacetate) of ruthenium (IV).
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: October 10, 1989
    Assignee: Universite Du Maine (Le Mans)
    Inventors: Jean-Pierre Robin, Yannick Landais
  • Patent number: 4843185
    Abstract: A process for enhancing the polymerization activity of mixtures of one or more cycloolefin monomers is provided by treatment with heat. This process can be easily incorporated into ring-opening, bulk polymerization methods and methods which form high molecular weight monomers. Enhancing the polymerization activity of crude mixtures of cycloolefin monomers by this process permits polymers having higher glass transition temperatures and higher heat distortion temperatures to be produced with greater economy.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: June 27, 1989
    Assignee: The B. F. Goodrich Company
    Inventors: James T. Ware, Robert J. Minchak
  • Patent number: 4814532
    Abstract: A process for producing an alkylcyclopentadiene derivative comprising the vapor-phase reaction of a cyclopentadiene derivative and an aliphatic lower alcohol in the presence of a basic crystalline aluminosilicate catalyst containing an alkali metal.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: March 21, 1989
    Assignees: Chemical Company, Ltd. Asahi, Zenichi Yoshida
    Inventors: Zenichi Yoshida, Susumu Kato, Yashuhiro Amemiya
  • Patent number: 4804795
    Abstract: The present invention provided a high-density fuel oil comprising an isomerized product prepared by isomerizing an alicyclic saturated hydrocarbon represented by the following formula in the presence of an acid catalyst: ##STR1## wherein each of m and n is 0 or 1, and each of R.sup.1 to R.sup.3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, but the number of the total carbons of R.sup.1 to R.sup.3 is within the range of 1 to 3.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: February 14, 1989
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Hitoshi Yuasa, Mitsuo Matsuno, Hirosuke Imai
  • Patent number: 4755317
    Abstract: The working fluid for traction drive use has a particularly high traction coefficient at high temperatures and the principal ingredient thereof is a decahydronaphthalene compound substituted, on either one or both of the decahydronaphthalene rings, with two or three substituent groups which may be cyclohexyl groups, cyclohexyl alkyl groups, e.g. cyclohexyl methyl, cyclohexyl ethyl, 1-methyl-1-cyclohexyl ethyl and 1-methyl-1-(methylcyclohexyl) ethyl groups, or a combination thereof. The working fluid can be a mixture of a base oil of various types and the above mentioned decahydronaphthalene compound in an amount of 5 to 250 parts by weight per 100 parts by weight of the base oil.
    Type: Grant
    Filed: March 18, 1987
    Date of Patent: July 5, 1988
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Tomiyasu Minokami, Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4744885
    Abstract: Novel class of crystalline microporous ferroaluminophosphate compositions containing as lattice constituents in addition to AlO.sub.2 and PO.sub.2 structural units, ferric and/or ferrous iron in tetrahedral coordination with oxygen atoms. These compositions are prepared hydrothermally using organic templating agents and are suitably employed as catalysts or adsorbents.
    Type: Grant
    Filed: August 19, 1985
    Date of Patent: May 17, 1988
    Assignee: Union Carbide Corporation
    Inventors: Celeste A. Messina, Brent M. Lok, Edith M. Flanigen
  • Patent number: 4691036
    Abstract: Nickel compounds which can be produced by reacting a nickel(O) compound or a nickel compound, which can be converted in situ into a nickel(O) compound, with an adduct or a mixture of maleic acid anhydride and a tertiary phosphine, optionally with a compound of the formula (I) ##STR1## wherein X represents O, NR.sup.4 or ##STR2## and n represents zero or one,and optionally with an organoaluminium compound, are suitable for the homo-and copolymerization of 1-olefins and for the polymerization of acetylene.
    Type: Grant
    Filed: February 18, 1986
    Date of Patent: September 1, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Heinz A. O. Starzewski, Josef Witte, Herbert Bartl
  • Patent number: 4684754
    Abstract: The working fluid for traction drive comprises (A) a compound having, in a molecule, two decahydronaphthalene rings bonded either directly to each other or to the same or different carbon atoms in an alkane molecule or a compound having, in a molecule, one decahydronaphthalene ring and one cyclohexane ring bonded either directly to each other or to the same carbon atom in an alkane molecule and (B) a compound having two cyclohexane rings bonded either to the terminal carbon atoms of a C.sub.2-3 alkane molecule or to the carbon atoms of cyclopentane. The working fluid has a high traction coefficient with stability over a wide range of temperature, especially, in low temperatures.
    Type: Grant
    Filed: November 14, 1986
    Date of Patent: August 4, 1987
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Hitoshi Hata
  • 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: 4609481
    Abstract: A traction drive fluid composition comprising the principal component of at least one component represented by the general formula (I): ##STR1## wherein R.sup.1 to R.sup.5 are each a hydrogen or an alkyl group containing from 1 to 4 carbon atoms, and 1, m and n are each 1 to 3, said compound (I) comprising a mixture of 70% or less of the cis-form and 30% or more of the trans-form.
    Type: Grant
    Filed: May 21, 1985
    Date of Patent: September 2, 1986
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4604493
    Abstract: The invention provides a novel compound 1-cyclohexyl-1,4-dimethyl decahydronaphthalene which is useful as fluids for traction drive. The compound can be synthesized by the hydrogenation of 1,4-dimethyl-4-phenyl-1,2,3,4-tetrahydronaphthalene and analytical results for the identification of the compound are given.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: August 5, 1986
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4604492
    Abstract: The invention provides a novel class of compounds dicyclohexylcyclopentanes or, in particular, 1,3-dicyclohexyl-1-methyl cyclopentane which is synthesized by the hydrogenation of 1-methyl-1,3-diphenyl cyclopentane which in turn is obtained by the dimerization reaction of .alpha.-methylstyrene in the presence of metallic sodium as the catalyst. The compound is useful as a fluid for traction drive.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: August 5, 1986
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4570011
    Abstract: The invention is a process for the preparation of an aromatic hydrocarbon with a cyclobutene ring fused to the aromatic hydrocarbon which comprises, dissolving an ortho alkyl halomethyl aromatic hydrocarbon in an inert solvent and pyrolyzing the solution of ortho alkyl halomethyl aromatic hydrocarbon in the inert solvent under conditions such that the ortho alkyl and halomethyl substituents form a cyclobutene ring thereby forming an aromatic hydrocarbon having a fused cyclobutene ring.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: February 11, 1986
    Assignee: The Dow Chemical Company
    Inventor: Ying-Hung So
  • Patent number: 4556503
    Abstract: A traction drive fluid is described, containing as the base stock a compound represented by the general formula (I): ##STR1## wherein all the symbols are as defined in the appended claims. This traction drive fluid has a high traction coefficient, has a good thermal stability, is of low viscosity, is of low volatility and further is reduced in temperature dependency of viscosity. Thus it is suitable for use in continuously variable transmission of cars or industrial machines.
    Type: Grant
    Filed: September 4, 1984
    Date of Patent: December 3, 1985
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4525290
    Abstract: A process for improving traction coefficient of traction drive fluid at high temperatures by using a compound represented by the general formulae (I), (II) or (III) as a base stock of traction drive fluid, ##STR1## (All the symbols are as defined in the appended claims). This process is helpful for reducing the change of traction coefficients over a wide range of from low temperature to high temperature.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: June 25, 1985
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4521324
    Abstract: A fluid for traction drive is described, containing a liquid material as a base stock wherein the liquid material is prepared by bringing naphthalene or tetralin into contact with a Friedel-Crafts catalyst and then hydrogenating the resulting compounds. This traction drive fluid exhibits a superior traction coefficient from low temperature to elevated temperature and further has a low viscosity. Thus the fluid contributes to the production of small-sized drive mechanisms and can be widely used in various machines.
    Type: Grant
    Filed: October 7, 1983
    Date of Patent: June 4, 1985
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4436943
    Abstract: 2,2-Dicyclohexenylpropane is prepared by heating 4,4'-dioxydicyclohexylpropane in the presence of a strong acid, under pressures from 1 to 50 mbar and at 120.degree. to 220.degree. C., distilling off the 2,2-dicyclohexenylpropane produced with the water formed and separating the water out of the top product from the distillation.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: March 13, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gebhard Rauleder, Helmut Waldmann
  • Patent number: 4431853
    Abstract: A 1,2-di[trans(equatorial-equatorial)cyclohexyl]-ethane derivative of the following general formula ##STR1## wherein R and R', independently from each other, represent a linear alkyl group having 1 to 10 carbon atoms.
    Type: Grant
    Filed: January 6, 1982
    Date of Patent: February 14, 1984
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Hisato Sato, Haruyoshi Takatsu, Kiyofumi Takeuchi, Yutaka Fujita, Masayuki Tazume, Hiroyuki Ohnishi
  • Patent number: 4431855
    Abstract: In an olefin disproportionation reaction, the formation of undesirable polymer is inhibited by the inclusion of a small amount of carbon monoxide in the feed.
    Type: Grant
    Filed: August 30, 1982
    Date of Patent: February 14, 1984
    Assignee: Phillips Petroleum Company
    Inventors: Robert E. Reusser, Donald G. Kuper
  • Patent number: 4398978
    Abstract: A method for preparation of high density, high energy, low viscosity liquid ydrocarbon fuel by catalytic treatment of tetrahydrodimethyldicyclopentadiene (RJ-4) synthetic fuel. Endo-isomers within the fuel stock are isomerized to exo-isomers by treatment of the fuel stock with catalysts such as aluminum chloride, nickel, or pulverized, acid treated firebrick resulting in a fuel having a lower viscosity than the original RJ-4.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: August 16, 1983
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: George W. Burdette, Abraham I. Schneider
  • Patent number: 4393258
    Abstract: A 1-cyclohexyl-2-cyclohexylphenylethane derivative of the following general formula ##STR1## wherein R.sub.1 and R.sub.2, independently from each other, represent a linear alkyl group having 1 to 7 carbon atoms.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: July 12, 1983
    Assignee: Dainippon Mk & Chemicals Inc.
    Inventors: Hisato Sato, Haruyoshi Takatsu, Yutaka Fujita, Masayuki Tazume, Kiyohumi Takeuchi, Hiroyuki Ohnishi
  • Patent number: 4376223
    Abstract: A method is disclosed for promoting isomerization of sym-octahydrophenanthrene (s-OHP) to sym-octahydroanthracene (s-OHA) in the presence of a catalyst provided by aluminum chloride or aluminum bromide, or a mixture of these two compounds. The rate of isomerization is increased by having the reaction run in the presence of an aryl phenone such as benzophenone.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: March 8, 1983
    Assignee: Koppers Company, Inc.
    Inventor: William T. Gormley
  • Patent number: 4376224
    Abstract: A method is disclosed for promoting isomerization of sym-octahydrophenanthrene (s-OHP) to sym-octahydroanthracene (s-OHA) in the presence of a catalyst provided by aluminum chloride or aluminum bromide, or a mixture of these two compounds. The rate of isomerization is increased by having the reaction run in the presence of an acyl peroxide such as benzoyl peroxide or lauroyl peroxide.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: March 8, 1983
    Assignee: Koppers Company, Inc.
    Inventor: William T. Gormley