Unsaturated Ring Patents (Class 585/23)
  • Patent number: 7166731
    Abstract: There are provided a method of simply preparing a 1,4,6-substituted, 1,4-substituted, 1,6-substituted, or 1-substituted fulvene compound, the intermediates of the fulvene compound, and a method of preparing an ansa-metallocene compound in which two cyclopentadienyl ligands are bridged by one carbon and there are substituents only at positions adjacent to the bridging point of a cyclopentadienyl ligand, using the fulvene compound.
    Type: Grant
    Filed: October 13, 2004
    Date of Patent: January 23, 2007
    Assignee: LG Chem. Ltd.
    Inventors: Young Whan Park, Hyosun Lee, Sung Don Hong, Kwang Ho Song, Boong Goon Jeong, Dae Woo Nam, Hye Young Jung, Bun Yeoul Lee, Young Chul Won
  • Patent number: 7141631
    Abstract: It is an object of the present invention to provide a non-conjugated cyclic diene and a non-conjugated cyclic diene composition which enable the production of a polymer based on non-conjugated cyclic diene which makes it possible to produce a (co)polymer at a high degree of polymerization activity, and a method of producing a polymer based on non-conjugated cyclic diene which makes it possible to produce a (co)polymer at a high degree of polymerization activity. A non-conjugated cyclic diene is used which meets at least one of the following requirements: (1) it contains a compound having a seven-membered cyclic triene hydrocarbon structure in a specific amount or less and (2) it contains a conjugated polyene compound having an eight-membered bicyclic hydrocarbon structure in a specific amount.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: November 28, 2006
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Toshio Murakami, Hidetatsu Murakami, Yasuhiro Takano, Kenji Doi, Akira Kumagae, Yasuhiro Hasada, Toshizi Nishimura
  • Patent number: 7119238
    Abstract: Disclosed is a process for purification of a mixture of carotenoids from palm oil concentrate to produce a crystalline mixture of a ?-carotene, ?-carotene, ?-carotene, and ?,?-carotene as well as a product enriched in geometrical isomers of a ?-carotene (9-cis-?-carotene, 13-cis-?-carotene) and ?-carotene as well as ?,?-carotene and ?-carotene.
    Type: Grant
    Filed: July 11, 2001
    Date of Patent: October 10, 2006
    Assignee: University of Maryland
    Inventor: Frederick Khachik
  • Patent number: 7034095
    Abstract: A bicyclic conjugated diene polymer obtained by polymerizing a monomer (M) comprising at least one kind of bicyclic conjugated diene monomer represented by formula (I), and a bicyclic conjugated diene copolymer obtained by copolymerizing monomer (M) with at least one kind of unsaturated compound other than said monomer: wherein, R1 to R6 are the same or different and are each hydrogen, halogen, or alkyl or halogenated alkyl of 1 to 20 carbon; n and m are each an integer of from 0 to 10; X1, X2, Y1 and Y2 are the same or different from each other and are each hydrogen, halogen or alkyl or halogenated alkyl of 1 to 20 carbon; and, when m or n is 2 or more, each of mX1's, mX2's, nY1's and nY2's are the same or different.
    Type: Grant
    Filed: February 14, 2003
    Date of Patent: April 25, 2006
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Saisuke Watanabe, Teppei Tsujimoto, Shuichi Tajima
  • Publication number: 20040236115
    Abstract: A process for preparing cyclopentadiene derivatives comprising the steps of: a) coupling a five membered heterocycle ring with a five or six membered heterocycle ring; b) reacting the obtained compound with a carbonilating system: c) reducing the obtained compound.
    Type: Application
    Filed: November 10, 2003
    Publication date: November 25, 2004
    Inventors: Ilya E Nifantev, Igor A. Kashulin, Pavel V. Ivchenko, Peter A.A. Klusener, Frans M. Kornorffer, Kees P. De Kloe, Jos J.H. Rijsemus
  • Publication number: 20040225167
    Abstract: A method of producing a carotenoid in solid form includes culturing a strain of Chlorophyta algae cells in a minimal inorganic medium and separating the algae comprising a solid form of carotenoid. In one embodiment f the invention, the strain of Chlorophyta algae cells includes a strain f Chlamydomonas algae cells.
    Type: Application
    Filed: June 25, 2002
    Publication date: November 11, 2004
    Inventor: Laura Eggink
  • Patent number: 6770618
    Abstract: Trans-2,2,6-trimethylcyclohexyl methyl ketone, including (1S,6R)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1a): and (1R,6S)-2,2,6-trimethylcyclohexyl methyl ketone represented by the formula (1b): are useful components in a perfume composition. A process for producing the same is also described. A unique eucalyptus, mint-like and white floral perfume material is provided using the ketone compounds disclosed in the present invention. The process of the present invention produces the optically active ketone compounds having optical purity up to at least 98.0 % e.e.
    Type: Grant
    Filed: June 7, 2001
    Date of Patent: August 3, 2004
    Assignee: Takasago International Corp.
    Inventors: Hideo Ujihara, Shinya Watanabe, Takeshi Yamamoto, Toshimitsu Hagiwara
  • Publication number: 20030158455
    Abstract: Disclosed is a process for purification of a mixture of carotenoids from palm oil concentrate to produce a crystalline mixture of a &agr;-carotene, &bgr;-carotene, &ggr;-carotene, and &egr;,&egr;-carotene as well as a product enriched in geometrical isomers of a &bgr;-carotene (9-cis-&bgr;carotene, 13-cis-&bgr;-carotene) and &agr;-carotene as well as &egr;,&egr;-carotene and &ggr;-carotene.
    Type: Application
    Filed: January 13, 2003
    Publication date: August 21, 2003
    Inventor: Frederick Khachik
  • Publication number: 20030139480
    Abstract: The present invention relates to a crystalline carotenoid compound, such as &bgr;-carotene, with a purity of at least 95% and with substantially no solvent enclosed in the crystal lattice. The present invention further describes a process to prepare such a highly pure crystalline carotenoid compound from microbial biomass, without the use of a solvent extraction and/or an anti-solvent crystallization process.
    Type: Application
    Filed: July 29, 2002
    Publication date: July 24, 2003
    Inventors: Mieke Sibeijn, Johannes Hendrik Wolf, Albert Schaap
  • Publication number: 20030054070
    Abstract: A process for extracting carotenoids from a carotenoid-containing starting material produced by microorganisms is described. Said starting material is admixed with edible solvent to effectuate the transfer of carotenoids. Separation of the carotenoid-enriched edible solvent is improved by the formation of a “cake”, composed of said carotenoid-containing particulate solids, and, as required, a certain quantity of suitable filtration aid to modify the cake's consistency. Mechanical aids accelerate the separation of the carotenoid-enriched edible solvent. Said mixture may be hydrated to aid the removal of solids and gums from the carotenoid containing edible solvent. The carotenoid-enriched edible solvent is filtered though said cake to reduce the particulate load including any undesirable microbial load. A counter-current process increases the carotenoid concentration of the extract.
    Type: Application
    Filed: September 7, 2001
    Publication date: March 20, 2003
    Applicant: Aquasearch, Inc.
    Inventors: Terry Lawrence Bridges, Walter Nordhausen, Miguel Olaizola, Pertti Walliander
  • Patent number: 6512152
    Abstract: The present invention is drawn to a tetracyclododecene composition having a regulated cyclopentadiene trimer content, whereby addition polymerization with the aid of a Ziegler catalyst can be carried out while preventing gelation caused by a cross-linking reaction. A tetracyclododecene composition regulated with respect to the content of a specific ingredient having a molecular weight of 188 is disclosed, whereby polymers having high glass transition temperatures can be obtained through various polymerizations. Further, the present invention is drawn to a method for producing tetracyclododecene in the presence of an aliphatic solvent having a boiling point close to that of norbornene, which solvent is effective in inhibiting the recovered norbornene from solidifying.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: January 28, 2003
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Masaki Hashizume, Tomonobu Uchida, Fuyuki Aida, Takashi Suzuki, Yoshihisa Inomata, Yasuo Matsumura
  • Patent number: 6482966
    Abstract: A process for producing a crosslink-cyclized cyclopentadiene, comprising the steps of reacting a cyclopentenone with an alkali metal hydride to thereby reduce the cyclopentenone (reduction step A) into a cyclopentenol; and reacting the cyclopentenol with a dehydrating agent to thereby dehydrate the cyclopentenol (dehydration step B) into a crosslink-cyclized cyclopentadiene of the general formula (III): wherein each of R1 and R2 independently represents a hydrogen atom or a linear or branched saturated alkyl group having 1 to 6 carbon atoms, n is an integer of 3 to 10, and the broken line in the 5-membered ring denotes that the 5-membered ring has two double bonds.
    Type: Grant
    Filed: January 31, 2001
    Date of Patent: November 19, 2002
    Assignee: Honshu Chemical Industry Co., Ltd.
    Inventor: Keiichi Yokoyama
  • Patent number: 6417418
    Abstract: A “bridged” bis-cyclopentadienyl complex which can be advantageously used for the formation of a catalytic system active in the (co)polymerization of ethylene and other &agr;-olefins is represented by means of the following formula (II): wherein: M represents a metal selected from titanium, zirconium or hafnium; A′ and A″ each independently represent an anion containing an &eegr;5-cyclopentadienyl ring coordinated to M; R′ or R″ each independently represents a group of an anionic nature &sgr;-bound to the metal M; B represents an unsaturated bivalent organic residue having from 1 to 30 carbon atoms, bound, respectively, to the ring of group A′ and to the —CH2-methylene group by means of carbon atoms.
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: July 9, 2002
    Assignee: Enichem S.p.A.
    Inventors: Roberto Santi, Giampietro Borsotti, Gianfranco Longhini, Paolo Biagini, Antonio Proto, Francesco Masi, Viviano Banzi
  • Publication number: 20020086380
    Abstract: The present invention relates to the DNA sequence for eukaryotic genes encoding &egr; cyclase isolated from romaine lettuce as well as vectors containing the same and hosts transformed with said vectors. The present invention provides methods for controlling the ratio of various carotenoids in a host and to the production of novel carotenoid pigments. The present invention also provides a method for treating disease by administering carotenoids obtained from transformed hosts, or by administering a composition containing the transformed hosts.
    Type: Application
    Filed: May 26, 1998
    Publication date: July 4, 2002
    Inventor: FRANCIS X. CUNNINGHAM JR
  • Patent number: 6388118
    Abstract: A process is disclosed for preparing bis-cyclopentadienyl compounds bridged by a single carbon atom by reacting a carbonyl compound with a cyclopentadienyl compound in the presence of a base and of an oxygen-containing solvent having an atomic ratio carbon/oxygen not higher than 3. The compounds obtainable in high yields with this simple single-step process can be used to prepare ansa-metallocenes which are active as catalyst components in the polymerization of olefins.
    Type: Grant
    Filed: March 27, 2000
    Date of Patent: May 14, 2002
    Assignee: Basell Technology Company bv
    Inventors: Ilya E. Nifant'ev, Pavel V. Ivchenko
  • Patent number: 6313068
    Abstract: The present invention generally relates to the regulation of plant physiology, in particular to methods for inhibiting the ethylene response in plants or plant products, and has three embodiments. The first embodiment relates to methods of minimizing impurities capable of reversibly binding to plant ethylene receptor sites during the synthesis of cyclopropene and its derivatives such as methylcyclopropene, thereby avoiding the negative effects these impurities have on plants treated with cyclopropene and its derivatives. The second embodiment relates to complexes formed from molecular encapsulation agents such as cyclodextrin, and cyclopropene and its derivatives such as methylcyclopropene, in addition to cyclopentadiene and diazocyclopentadiene and their derivatives, thereby providing a convenient means for storing and transporting these compounds capable of inhibiting the ethylene response in plants, which are reactive gases and highly unstable because of oxidation and other potential reactions.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: November 6, 2001
    Assignee: AgroFresh, Inc.
    Inventors: James Daly, Bob Kourelis
  • Patent number: 6235856
    Abstract: Composition of (a) dicyclopentadiene, by itself or in a mixture with a strained cycloolefin, and (b) a catalytic amount of at least one carbene-free, divalent-cationic ruthenium or osmium compound as a single-component catalyst, which contains at least one phosphine group and a total of 2 to 5 ligands bonded to the metal atom, and which contains acid anions for charge balancing. The compositions can be polymerized by means of heat (metathesis polymerization) and are suitable for the production of shaped articles and coatings.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: May 22, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Mühlebach
  • Patent number: 6232516
    Abstract: The process for the preparation of a selectively substituted cyclopentadiene compound which includes reacting a halide of a substituting compound in a mixture of the cyclopentadiene compound and an aqueous solution of a base in the presence of a phase transfer catalyst, wherein during the reaction the quantity of base relative to the cyclopentadiene compound may at any moment be between 5 and 30 mol/mol.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: May 15, 2001
    Assignee: DSM N.V.
    Inventors: Johannes A. M. van Beek, Gerardus J. M. Gruter, Richard Green
  • Patent number: 6174457
    Abstract: A compound represented by the general formula (1) wherein R1 is an alkadienyl group having 4 to 10 carbon atoms in which a hydrogen atom may be substituted by a fluorine atom or the like; R2 is an alkenyl group having 2 to 10 carbon atoms in which a hydrogen atom may be substituted by a fluorine atom or the like; one or more non-adjacent methylene groups (—CH2—) in the alkadienyl group or the alkenyl group may be replaced by —O— or the like; rings A1, A2, A3 and A4 are each 1,4-cyclohexylene, 1,4-phenylene or the like in which a hydrogen atom may be substituted by a halogen atom; Z1, Z2 and Z3 are each a single bond, —CH2CH2—, —CF═CF— or the like; p and q are each 0 or 1. The above compound has a large elastic constant ratio, steep electro-optic characteristics and a little temperature dependence in a low temperature range, and so it is useful for the manufacture of a liquid crystal display device.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: January 16, 2001
    Assignee: Chisso Corporation
    Inventors: Takashi Kato, Kazutoshi Miyazawa, Shuichi Matsui, Noriyuki Ohnishi, Takashi Katoh, Yasuyuki Koizumi, Hiroyuki Takeuchi, Fusayuki Takeshita, Yasusuke Hisatsune
  • Patent number: 6168728
    Abstract: The present invention provides new liquid crystalline compounds having a high optical anisotropy value and excellent compatibility with the other liquid crystals, and liquid crystal composition comprising the compounds. The liquid crystalline compounds are represented by the general formula (1): wherein H1, H2, H3, H4, H5, H6, H7, H8, H9, H10, H11 and H12, each independently, represent H, F or Cl, at least one of H1, H2, H3, H4, H9, H10, H11 and H12 is F or Cl, R1 represents an alkyl group of C1-20, in which methylene groups may be replaced by —O—, —S—, —Si—, —CH═CH— or —C≡C—, any hydrogen atoms may be replaced by a halogen atom, and Y1 is replaced by R1, F, Cl, Br, I or a cyano group.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: January 2, 2001
    Assignee: Chisso Corporation
    Inventors: Kazutoshi Miyazawa, Kouji Koga, Shuichi Matsui, Norihisa Hachiya, Etsuo Nakagawa
  • Patent number: 6153804
    Abstract: A process for producing cyclopentane and cyclopentene by fractional distillation of partly hydrogenated pyrolysis gasoline, in which(a) partly hydrogenated pyrolysis gasoline is fractionally distilled in a first distillation column,(b) a C.sub.5 hydrocarbon mixture containing at least 40% of cyclopentane and cyclopentene is taken off from the distillation column as a sidestream at a suitable tray, and(c) the C.sub.5 hydrocarbon mixture is further fractionally distilled into cyclopentane and cyclopentene in a second distillation column.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: November 28, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Kanne, Jurgen Heners, Thomas Krug
  • Patent number: 6043403
    Abstract: A process is disclosed for preparing bis-cyclopentadienyl compounds bridged by a single carbon atom by reacting a carbonyl compound with a cyclopentadienyl compound in the presence of a base and of an oxygen-containing solvent having an atomic ratio carbon/oxygen not higher than 3. The compounds obtainable in high yields with this simple single-step process can be used to prepare ansa-metallocenes which are active as catalyst components in the polymerization of olefins.
    Type: Grant
    Filed: January 23, 1996
    Date of Patent: March 28, 2000
    Assignee: Montell Technology Company bv
    Inventors: Ilya E. Nifant'ev, Pavel V. Ivchenko
  • Patent number: 6040407
    Abstract: The chain polyene-group containing norbornene compound of the invention is represented by the formula [I]: ##STR1## wherein n is an integer of 1 to 5, R.sup.1 is an alkyl group of 1 to 5 carbon atoms, and R.sup.2 and R.sup.3 are each independently a hydrogen atom or an alkyl group of 1 to 5 carbon atoms.The unsaturated ethylene copolymer of the invention is a random copolymer of 30 to 92% by mol of (i) ethylene units, 6 to 70% by mol of (ii) specific .alpha.-olefin units and 0.1 to 30% by mol of (iii) units derived from the norbornene compound [I], where the molar ratio of (i)/(ii) is in the range of 40/60 to 92/8 and the unit (iii) is represented by the specific formula, and has an intrinsic viscosity [.eta.] of 0.05 to 10 dl/g.The novel unsaturated ethylene copolymer is excellent in weathering resistance, heat resistance and ozone resistance and has a high vulcanizing rate.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: March 21, 2000
    Assignee: Mitsui Petrochemical Industrial, Ltd.
    Inventors: Tatsuyoshi Ishida, Masaaki Yasuda, Hitoshi Onishi, Noriaki Kihara, Toshiyuki Tsutsui, Toshihiro Sagane, Masaaki Kawasaki, Hidenari Nakahama
  • Patent number: 6017849
    Abstract: The present invention generally relates to the regulation of plant physiology, in particular to methods for inhibiting the ethylene response in plants or plant products, and has three embodiments. The first embodiment relates to methods of minimizing impurities capable of reversibly binding to plant ethylene receptor sites during the synthesis of cyclopropene and its derivatives such as methylcyclopropene, thereby avoiding the negative effects these impurities have on plants treated with cyclopropene and its derivatives. The second embodiment relates to complexes formed from molecular encapsulation agents such as cyclodextrin, and cyclopropene and its derivatives such as methylcyclopropene, in addition to cyclopentadiene and diazocyclopentadiene and their derivatives, thereby providing a convenient means for storing and transporting these compounds capable of inhibiting the ethylene response in plants, which are reactive gases and highly unstable because of oxidation and other potential reactions.
    Type: Grant
    Filed: August 20, 1998
    Date of Patent: January 25, 2000
    Assignee: Biotechnologies for Horticulture, Inc.
    Inventors: James Daly, Bob Kourelis
  • Patent number: 5939595
    Abstract: A process for preparing diarylethanes of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each hydrogen or C.sub.1 -C.sub.8 -alkyl, by reacting aromatic compounds of the general formula II ##STR2## where R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the abovementioned meanings, with styrenes of the general formula III ##STR3## where R.sup.1 has the abovementioned meanings, at from -20 to 300.degree. C. under from 1 to 100 bar in the presence of heterogeneous catalysts, wherein beta-zeolites or mordenites are used as heterogeneous catalysts.
    Type: Grant
    Filed: April 26, 1996
    Date of Patent: August 17, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Eugen Gehrer, Klemens Massonne, Hermann Gausepohl, Martin Fischer, Christopher William Rieker, Lorenz Siggel
  • Patent number: 5929287
    Abstract: This invention relates to a process for the selective monochlorination or dichlorination of certain substituted alkenes using trichloroisocyanuric acid. The chlorinated alkenes can be easily hydrolyzed to provide .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones with a high degree of selectivity. The resulting .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones have utility as fungicides or function as useful intermediates for fungicides.
    Type: Grant
    Filed: April 13, 1998
    Date of Patent: July 27, 1999
    Assignee: Rohm and Haas Company
    Inventors: Renee Caroline Roemmele, Heather Lynnette Rayle
  • Patent number: 5866733
    Abstract: Diarylethanes of the formula I ##STR1## where R.sup.1 is hydrogen or C.sub.1 -C.sub.8 -alkyl, are prepared by reacting benzene with a styrene of the formula III ##STR2## where R.sup.1 has the abovementioned meanings, by a process in which the reaction is carried out batchwise or continuously in the liquid or supercritical phase at from 150.degree. to 350.degree. C. and from 5 to 200 bar in the presence of a strongly acidic large-pore zeolite.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: February 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Eugen Gehrer, Klemens Massonne, Wolfgang Harder
  • Patent number: 5866497
    Abstract: A catalyst precursor of the formula: ##STR1## wherein: R.sup.1 is a cycloalkadienyl ligand;R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are independently hydrogen, a hydrocarbyl group containing 1 to 20 carbon atoms, or a silyl group, and may be connected to R.sup.1 through a bridging group comprising at least two Group IVA atoms; with the proviso that one of R.sup.3, R.sup.4, and R.sup.5 is a negative charge stabilizing group selected from the group consisting of Group IVA trialkyl groups, aryl groups, heteroaromatic groups, ethylenically unsaturated hydrocarbon groups, acetylenically unsaturated hydrocarbon groups, ketonic groups, and aromatic organometallic moieties, is provided. When combined with a compound comprising a metal from Groups IIIB to VIII or the Lanthanide series of the Periodic Table of elements and an activating cocatalyst, the catalyst precursor is useful for the polymerization of olefins.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: February 2, 1999
    Assignee: Univation Technologies LLC
    Inventor: Rex Eugene Murray
  • Patent number: 5847247
    Abstract: The specification discloses terpene-based solvent compositions which comprise diterpenes as a major component and a minor amount of monoterpenes. The mixtures exhibit solvent properties similar to monoterpenes but have flash points high enough to be classified as combustible rather than flammable materials.
    Type: Grant
    Filed: March 18, 1996
    Date of Patent: December 8, 1998
    Assignee: Arizona Chemical Company
    Inventors: Alexander J. Conte, Bobby G. Johnson, Raymond H. Jones, Claude F. Phillips, Jr.
  • Patent number: 5744666
    Abstract: A process for preparing an alkynyl fulvene group containing compound and said compound is provided. Said process comprises reacting an alkynyl ketone compound with a cyclopentadienyl-type compound.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: April 28, 1998
    Assignee: Phillips Petroleum Company
    Inventors: M. Bruce Welch, Bernd Peifer, Helmut G. Alt
  • Patent number: 5728908
    Abstract: A process for preparing a bridged ligand, where said bridged ligand has an alkynyl group, and said bridged ligand is provided. Said process comprises reacting an alkynyl fulvene containing compound with an alkali metal salt of a cyclopentadienyl-type compound.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: March 17, 1998
    Assignee: Phillips Petroleum Company
    Inventors: M. Bruce Welch, Bernd Peifer, Helmut G. Alt
  • Patent number: 5723709
    Abstract: Terpene dimer compositions are provided which dry into a hard, tack free film upon exposure to air. The compositions include a terpene dimer having the molecular formula C.sub.20 H.sub.32 and contain at least one double bond. The terpene dimer is derived from a naturally occurring monoterpene, or mixtures thereof, having the molecular formula C.sub.10 H.sub.16. In an another embodiment the compositions, in addition to the terpene dimer, include isomers of the monoterpenes. The compositions are substantially free of higher terpene oligomers having molecular formulas greater than C.sub.20 H.sub.32. Processes for making the terpene dimer compositions are also provided. Advantageous utilization of these compositions is as a diluent, solvent or component in coating, adhesive, alkyd or ink formulations, as an environmentally safe non-toxic material.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: March 3, 1998
    Assignee: Arizona Chemical Company
    Inventors: Claude Frank Phillips, Jr., James William Booth
  • Patent number: 5648583
    Abstract: Exo-isomers of polyalkylcyclopentadienes are converted to endo-isomers by contacting the exo-isomers with an acid such as aqueous HCl.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: July 15, 1997
    Assignee: Albemarle Corporation
    Inventors: John Y. Lee, Meng-Sheng Ao, Stephen E. Belmont, Lawrence H. Shepherd, Jr.
  • Patent number: 5609653
    Abstract: Fuel compositions containing a major proportion of at least one fuel base and a minor proportion of at least one fulvene derivative, characterized in that the said fulvene derivative is a 5-(alkylalkylidene)-1,3-cyclopentadiene of formula (I) below: ##STR1## where R.sub.1 is the hydrogen atom or an alkyl group containing from one to three carbon atoms and R.sub.2 is a hydrogen atom or a saturated or unsaturated aliphatic group containing from one to four carbon atoms. Use of the fuel compositions in reciprocating engines with spark ignition and turbine and jet engines.
    Type: Grant
    Filed: July 14, 1995
    Date of Patent: March 11, 1997
    Assignee: Elf Antar France
    Inventors: Jean-Philippe Roman, Alain Chaffardon
  • Patent number: 5516884
    Abstract: Synthesis and characterization of polycarbynes, a new class of carbon-based random network polymers. The network backbones of the polymers are composed of tetrahedrally hybridized carbon atoms, each bearing one substituent and linked via three carbon-carbon single bonds into a three-dimensional continuous random network backbone. Silicon, germanium, tin, lead, Group 13 through Group 16 elements, lanthanides, and Group 4 metals can be incorporated into the polymer backbone. The atomic-level carbon network backbone confers unusual properties on the polymers, including thermal decomposition to form diamond or diamond-like carbon.
    Type: Grant
    Filed: March 9, 1994
    Date of Patent: May 14, 1996
    Assignee: The Penn State Research Foundation
    Inventor: Patricia A. Bianconi
  • 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: 5405550
    Abstract: Molecular bulding beams, liquid crystals, and surfactants in the form of compounds based on [1.1.1]propellane, including poly[1.1.1]propellanes. Molecular building beams having a telomeric or polymeric chain staff, and linking groups functionalized on one or both ends of the staff. A system for linking the beams to connecting units to construct molecular structures of various forms, such as whips, combs, scaffoldings, nets, or stars. Other broad aspects of the invention provide liquid crystals and surfactants. The liquid crystals include telomeric or polymeric compounds functionalized with flexible end groups, while the surfactant compounds are functionalized with surface active end groups. Methods of synthesizing the various compounds ar also provided.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: April 11, 1995
    Assignee: Josef Michl
    Inventors: Josef Michl, Piotr Kaszynski, Andrienne C. Friedli
  • Patent number: 5262501
    Abstract: Mixtures essentially comprising compounds of formula I or II ##STR1## wherein X is a hydrogen atom or vinyl, A is a divalent aromatic radical which is unsubstituted or substituted by one or more C.sub.1 -C.sub.20 alkyl groups, halogen atoms or halogen-substituted C.sub.1 -C.sub.20 alkyl groups, R.sub.1, R.sub.1 ', R.sub.2, R.sub.2 ', R.sub.3 and R.sub.3 ' are each a hydrogen atom, or R.sub.1 and R.sub.1 ', R.sub.2 and R.sub.2 ' and R.sub.3 and R.sub.3 ' are each together ethylene, R.sub.4 is C.sub.1 -C.sub.6 alkyl, phenylalkyl containing 1 to 6 carbon atoms in the alkyl moiety or is trialkylsilyl containing 1 to 6 carbon atoms in each alkyl moiety, m is 0, 1 or 2, n is 0 or an average number from 1 to 200, p is an average number from 1 to 100 and q is 0 or an average number from 1 to 100, can be cured by heating and are suitable for making laminates, especially for fabricating copper-clad circuit boards.
    Type: Grant
    Filed: May 12, 1992
    Date of Patent: November 16, 1993
    Assignee: Ciga-Geigy Corporation
    Inventors: Sheik Abdul-Cader Zahir, Cecile Pasquier, Wolfgang Scharf, Maurice Dupre
  • Patent number: 5045229
    Abstract: Difluoromethylene compounds of the formula IR.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --Q--CF.sub.2 --(A.sup.3 --Z.sup.2).sub.n --A.sup.4 --R.sup.2 Iin which R.sup.1, R.sup.2, A.sup.1, A.sup.2, A.sup.3, A.sup.4, Z.sup.1, Z.sup.2, m and n are as defined herein and Q is --CO--, --O-- or --S--, can be used as components of liquid-crystalline media for liquid-crystal and electrooptical display elements.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: September 3, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Ekkehard Bartmann, Reinhard Hittich, Hans-Adolf Kurmeier, Eike Poetsch, Herbert Plach
  • Patent number: 5012022
    Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes and synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: April 30, 1991
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly
  • Patent number: 5012023
    Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarylating agents or alcohols. Mixtures are also disclosed.
    Type: Grant
    Filed: March 15, 1989
    Date of Patent: April 30, 1991
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly
  • Patent number: 4849566
    Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.
    Type: Grant
    Filed: October 22, 1987
    Date of Patent: July 18, 1989
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly
  • Patent number: 4739098
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where n is 0-5 and A is H, lower alkyl, or --COOH or ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: April 19, 1988
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4721823
    Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are sythetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.
    Type: Grant
    Filed: September 19, 1986
    Date of Patent: January 26, 1988
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly
  • Patent number: 4698177
    Abstract: A compound represented by the general formula ##STR1## wherein R denotes a linear alkyl group having 1 to 9 carbon atoms, A denotes ##STR2## denotes a linear alkyl group having 1 to 9 carbon atoms, and each cyclohexane ring is arranged in a trans-(equatorial-equatorial) form.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: October 6, 1987
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Yasuyuki Tanaka, Haruyoshi Takatsu, Kiyohumi Takeuchi
  • Patent number: 4675459
    Abstract: A traction drive fluid comprising as a base stock at least one hydrocarbon selected from the group consisting of compounds of the following general formulae (I) to (V) ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3, independently from each other, represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9 and R.sup.10, independently from each other, represent a hydrogen atom or a methyl group.
    Type: Grant
    Filed: July 1, 1986
    Date of Patent: June 23, 1987
    Assignee: Nippon Oil Company, Ltd.
    Inventors: Hitoshi Yuasa, Mitsuo Matsuno
  • Patent number: 4636537
    Abstract: Polymeric cyclopentadiene derivatives, method for preparing polymeric cyclopentadiene derivatives, and use of polymeric cyclopentadiene derivatives in curable binder compositions.
    Type: Grant
    Filed: April 12, 1985
    Date of Patent: January 13, 1987
    Assignee: Ashland Oil, Inc.
    Inventors: Bruce A. Gruber, Heimo J. Langer, William R. Dunnayant
  • Patent number: 4570024
    Abstract: An aromatic hydrocarbon in which at least one hydrogen atom on the ring is substituted by a group selected from the class consisting of unsubstituted or lower alkyl-substituted tricyclo[5.2.1.0.sup.2,6 ]dec-3-yl, tricyclo[5.2.1.0.sup.2,6 ]dec-4-yl, tetracyclo[6.2.1.1.sup.3,6.0.sup.2,7 ]dodec-4-yl and tetracyclo[6.2.1.1.sup.3,6.0.sup.2,7 ]dodec-5-yl groups, or its hydrogenation product.The compound is prepared by reacting an aromatic hydrocarbon having at least one hydrogen atom on the ring with a compound selected from the group consisting of unsubstituted or lower alkyl-substituted tricyclo[5.2.1.0.sup.2,6 ]dec-3-ene and tetracyclo[6.2.1.1.sup.3,6.0.sup.2,7 ]dodec-4-ene in the presence of a Friedel-Crafts catalyst, or hydrogenating the thus-obtained compound in the presence of a hydrogenation catalyst.The compound is useful as an additive for adhesives.
    Type: Grant
    Filed: May 7, 1985
    Date of Patent: February 11, 1986
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Kinya Mizui, Masami Takeda, Yoshimi Ozaki, Ryosuke Tomita
  • 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: 4505837
    Abstract: A phenylcyclohexene of the formula ##STR1## wherein n is 1 or 2, X is --H, --R, --OR, --OCOR, --OCOOR, --CF.sub.3 or --F, and when n is 1, X can also be ##STR2## R is alkyl of 1-8 C atoms and when two R groups are present they can be the same or different, has valuable liquid crystalline properties.
    Type: Grant
    Filed: March 24, 1983
    Date of Patent: March 19, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Michael Romer, Ludwig Pohl, Rudolf Eidenschink