Of Differing Carbon Content, More Than Three Or With Bridge Patents (Class 585/22)
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Patent number: 5143992Abstract: 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: GrantFiled: July 12, 1991Date of Patent: September 1, 1992Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5076813Abstract: A high-energy-content fuel composition, for controlled-ignition internal combustion engines, contains quadricyclane (tetracyclo-[2.2.1.0-(2,6).0-3,5]-heptane), for which a new synthesis method is proposed.The use of the quadricyclane-containing fuel composition makes it possible a larger amount of energy to be available per each fuel volume unit, and favorably modifies the combustion kinetics in controlled-ignition internal combustion engines.Type: GrantFiled: September 21, 1990Date of Patent: December 31, 1991Assignees: Enichem Synthesis S.p.A., Agip Petroli S.p.A.Inventors: Fausto Alberici, Luigi Cassar, Fabio Monti, Carlo Neri, Nereo Nodari
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Patent number: 5068296Abstract: A cross-linked copolymer containing repeating units derived from a mixture comprising the following monomers: ##STR1## and occasionally other repeating units derived from other metathesis polymerizable cyclic compounds such as dicyclopentadiene, a process for producing the copolymer, a process for producing a molded article from the copolymer and a polymerizable composition therefor.Type: GrantFiled: February 25, 1991Date of Patent: November 26, 1991Assignee: Hercules IncorporatedInventors: Shigeyoshi Hara, Zen-ichiro Endo, Hiroshi Mera
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Patent number: 5053568Abstract: The present invention provides a lubricant additive and lubricant composition comprising the copolymer of 1-vinyladamantane and 1-alkene having from about 4 to about 16 carbon atoms, said copolymer having a Viscosity Index of at least 80 and a kinematic viscosity of at least 6 cS at 212.degree. F. The invention further provides a catalytic method for the preparation of such a copolymer useful as a lubricant stock. In a preferred embodiment of the composition, the 1-alkene is 1-decene. Suitable polymerization catalysts include both acid and coordination catalysts. Useful coordination catalysts include Group VIA metals on an inert support, for example, chromium oxide supported on silica, or Ziegler-Natta catalysts such as TiCl.sub.4 and aluminum alkyl, while useful acid catalysts include BF.sub.3 and AlCl.sub.3, and their appropriate co-catalysts.Type: GrantFiled: November 15, 1990Date of Patent: October 1, 1991Assignee: Mobil Oil Corp.Inventor: Catherine S. H. Chen
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Patent number: 5019660Abstract: Polymeric compositions of matter and methods of making the same are disclosed, said polymeric compositions comprising at least one monomer having the structure of one selected from the group consisting of diamantane, triamantane and the higher adamantalogs, said monomer being bonded through at least one double bond extending through a methylene position of said monomer.Type: GrantFiled: January 30, 1990Date of Patent: May 28, 1991Assignee: Mobil Oil CorporationInventors: Orville L. Chapman, D. Duayne Whitehurst
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Patent number: 5017734Abstract: 1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1-ethynyldiamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane as new compositions of matter, and a method of forming them in which adamantane; 1,3-dimethyladamatane; 1-hydroxy-3,5-dimethyladamantane; 1,1'-biadamantane and diamantane are each brominated to form a bromo derivative thereof; the bromo derivative is reacted with vinyl bromide in the presence of a Friedel-Crafts catalyst to convert it to its corresponding 2,2-dibromoethyl derivative and the 2,2-dibromoethyl derivative is subjected to dehydrohalogenation to convert it to its final ethynyl form. The 1,3-diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be heat cured to form homopolymers having useful commercial properties.Type: GrantFiled: December 11, 1989Date of Patent: May 21, 1991Inventors: Kurt Baum, Thomas G. Archibald, Aslam A. Malik
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Patent number: 5006616Abstract: A cross-linked copolymer containing repeating units derived from a mixture comprising the following monomers: ##STR1## and occasionally other repeating units derived from other metathesis polymerizable cyclic compounds such as dicyclopentadiene, a process for producing the copolymer, a process for producing a molded article from the copolymer and a polymerizable composition therefor.Type: GrantFiled: February 16, 1988Date of Patent: April 9, 1991Assignee: Hercules IncorporatedInventors: Shigeyoshi Hara, Zen-ichiro Endo, Hiroshi Mera
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Patent number: 4942256Abstract: This invention relates to several novel intermediates useful in the manufacture of thromboxane A.sub.2 inhibiting 7-[3-.alpha.-[1-[[(phenylamino)-thioxomethyl]hydrazono]ethyl]-bicyclo[2.2. 1]-heptenoic acids.Type: GrantFiled: December 13, 1988Date of Patent: July 17, 1990Assignee: National Research Development CorporationInventors: Robert B. Garland, Masateru Miyano
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Patent number: 4906797Abstract: Liquid dicyclopentadiene feedstocks are provided for bulk polymerization by the addition of reactive norbornene function containing cycloolefin monomers to solid, high purity dicyclopentadiene compositions. These liquid dicyclopentadiene feedstocks provide a high degree of conversion to polymer under bulk polymerization conditions.Type: GrantFiled: September 12, 1988Date of Patent: March 6, 1990Assignee: The B.F. Goodrich CompanyInventors: Parley C. Lane, Jr., George M. Benedikt, Linwood P. Tenney, Paul T. Stricharczuk
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Patent number: 4853151Abstract: 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: GrantFiled: August 11, 1987Date of Patent: August 1, 1989Assignee: Merck Patent Gesellschaft Mit Beschrankfter HaftungInventors: Fritz Vogtle, Wolfgang Calaminus
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Patent number: 4849565Abstract: 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-bidromoadamantane 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 co-polymerized with 1-ethynyladamantane to yield similarly useful resins.Type: GrantFiled: November 2, 1987Date of Patent: July 18, 1989Inventors: Kurt Baum, Thomas G. Archibald
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Patent number: 4804795Abstract: 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: GrantFiled: February 2, 1988Date of Patent: February 14, 1989Assignee: Nippon Oil Co., Ltd.Inventors: Hitoshi Yuasa, Mitsuo Matsuno, Hirosuke Imai
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Patent number: 4774013Abstract: This invention provides a novel perhydrofluorene derivative which is represented by the following general formula and which is useful as a fluid for traction drive and a process for production of the derivative. ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represents a hydrogen atom or an alkyl group of 1-4 carbon atoms, X represents (CH.sub.2).sub.p or ##STR2## wherein R.sup.4 represents a hydrogen atom or an alkyl group of 1-4 carbon atoms, p represents a real number of 2-6, q represents a real number of 1-4 and s represents 1 or 0 and k, m and n each represents a real number of 1-4.Type: GrantFiled: November 24, 1987Date of Patent: September 27, 1988Assignee: Idemitsu Kosan Company LimitedInventors: Kazuaki Abe, Toshiyuki Tsubouchi, Hitoshi Hata
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Patent number: 4762092Abstract: The present invention provides a high-density fuel oil which is suitable for rockets and jet engines and which mainly comprises a tetracyclo (7. 3. 1. O.sup.2,7. 1.sup.7,11) tetradecane derivative represented by the general formula: ##STR1## wherein each of m and n is 0, 1 or 2, and the sum of m and n is 2 or less.Type: GrantFiled: February 24, 1987Date of Patent: August 9, 1988Assignee: Nippon Oil Co., Ltd.Inventors: Hitoshi Yuasa, Mitsuo Matsuno, Tetsuo Satoh
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Patent number: 4709061Abstract: Mixtures of new dimethyl-tricyclo[5.2.1.0.sup.2,6 ]decane derivatives, notably the primary isomers of the common formula A, whereinR.sup.1 and R.sup.2 mean either methyl group or hydrogen, one of the substituents being a methyl group and the other hydrogen,R.sup.3 and R.sup.4 mean either methyl group or hydrogen, one of the substituents being a methyl group and the other hydrogen, andX indicates the .pi.-system of a C-C double bond or an epoxide system, can advantageously be used as new acent- and flavor materials.The compounds of the common formula A, were prepared by hydrogenation of dimeric methylcyclopentadiene selectively in the norbornane part and when desired by epoxidation of the remaining double bond.Type: GrantFiled: September 19, 1986Date of Patent: November 24, 1987Assignee: DRAGOCO Gerberding & Co. GmbHInventors: Ernst-Joachim Brunke, Hartmut Struwe
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Patent number: 4705847Abstract: 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: GrantFiled: December 7, 1983Date of Patent: November 10, 1987Assignee: Akzo N.V.Inventors: Jan C. Hummelen, Egbert W. Meijer, Hans Wynberg
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Patent number: 4675459Abstract: 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: GrantFiled: July 1, 1986Date of Patent: June 23, 1987Assignee: Nippon Oil Company, Ltd.Inventors: Hitoshi Yuasa, Mitsuo Matsuno
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Patent number: 4622430Abstract: 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: GrantFiled: December 21, 1982Date of Patent: November 11, 1986Assignee: Noristan LimitedInventors: Theodor G. Dekker, Douglas W. Oliver, Friedrich O. Snyckers, Cornelis J. van der Schyf
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Patent number: 4604492Abstract: 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: GrantFiled: October 8, 1985Date of Patent: August 5, 1986Assignee: Idemitsu Kosan Company LimitedInventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
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Patent number: 4604493Abstract: 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: GrantFiled: October 8, 1985Date of Patent: August 5, 1986Assignee: Idemitsu Kosan Company LimitedInventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
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Patent number: 4570024Abstract: 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: GrantFiled: May 7, 1985Date of Patent: February 11, 1986Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Kinya Mizui, Masami Takeda, Yoshimi Ozaki, Ryosuke Tomita
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Patent number: 4556745Abstract: A liquid crystal composition includes at least one compound of Formula (I) as follows:A--CH.sub.2.CH.sub.2 --B Formula (I)where A and B are substituted ring structures which include terminal alkyl groups, A being selected from: ##STR1## where R'.sub.1 is an alkyl group R.sub.1, an alkoxy group R.sub.1 O, an alkylcarbonyloxy group R.sub.1 CO.O or an alkoxycarbonyloxy group R.sub.1 OCO.O; ##STR2## where R.sub.1 is an alkyl group; or ##STR3## where R.sub.1 is an alkyl group; and B being selected from: ##STR4## where R'.sub.2 is an alkyl group R.sub.2, an alkoxy group OR.sub.2, an alkylcarbonyloxy group OCO.R.sub.2 or an alkoxycarbonyloxy group OCO.OR'.sub.2 ; and X is hydrogen or a cyano group or a methyl group or a halogen; ##STR5## where R.sub.2 is an alkyl group; or ##STR6## where R.sub.2 is an alkyl group; ##STR7## being a trans-1,4-disubstituted cyclohexane ring and ##STR8## a 1,4-disubstituted bicyclo(2,2,2)octane ring.Type: GrantFiled: March 26, 1984Date of Patent: December 3, 1985Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Neil Carr, George W. Gray
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Patent number: 4544497Abstract: Liquid crystal compositions are described which comprise a mixture of compounds and which includes at least one additive compound characterized in that the composition includes one or more additive compounds of Formula I as follows: ##STR1## wherein R.sub.1 represents an alkyl group, R.sub.2 represents an alkyl or alkoxy group or hydrogen and ##STR2## represents a 1,4-disubstituted bicyclo(2,2,2)octane ring. The preparation and properties of novel compounds of Formula I are also described. These liquid crystal compositions are useful in display devices such as digital calculators and word displays.Type: GrantFiled: January 25, 1984Date of Patent: October 1, 1985Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Hilal M. Abdullah, Jennifer Constant, George W. Gray, Damien G. McDonnell, Kenneth J. Toyne
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Patent number: 4521324Abstract: 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: GrantFiled: October 7, 1983Date of Patent: June 4, 1985Assignee: Idemitsu Kosan Company LimitedInventors: Toshiyuki Tsubouchi, Hitoshi Hata
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Patent number: 4507516Abstract: A fuel composition comprising a hydrogenated material obtained by hydrogenating a reaction mixture ranging from C.sub.11 to C.sub.16 containing mainly compounds which comprise butadiene and cyclopentadiene as basic structural units, produced by reacting an acyclic conjugated diene with cyclopentadiene, dicyclopentadiene, an alkyl-substituted cyclopentadiene, or an alkyl-substituted dicyclopentadiene in accordance with Diels-Alder reaction an isomeric material prepared by isomerizing the hydrogenated material or the mixture of the hydrogenated material and the isomeric material.Type: GrantFiled: March 14, 1984Date of Patent: March 26, 1985Assignee: Nippon Petrochemicals Co., Ltd.Inventors: Seiji Hirooka, Michiaki Torii
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Patent number: 4446041Abstract: This invention relates to a solar energy system wherein chemical A is converted into chemical B in the presence of a photo-sensitizer with the absorption of considerable heat, which heat can be redelivered at will by placing chemical B in contact with a catalyst. The catalyst is stable at high temperatures permitting operation through the phase change from liquid to vapor with consequent use of chemical B for performing work in engines, heat pumps and the like.Type: GrantFiled: March 10, 1981Date of Patent: May 1, 1984Inventor: Michael P. Neary
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Patent number: 4427467Abstract: An improved ramjet fuel consisting of hydrogenated hydrocarbons uses a mium weight percentage of 50% tetrahydromethylcyclopentadiene dimer (TH-dimer) with about 50% by wt. exo-tetrahydrodicyclopentadiene (Exo-THDC). The mixture exceeds U.S. Navy flash point requirements of 60.degree. C. while yielding a lower viscosity than TH-dimer alone. Volumetric heating properties of the mixture make it an excellent ramjet fuel.Type: GrantFiled: April 29, 1982Date of Patent: January 24, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventors: George W. Burdette, Lewis Hall
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Patent number: 4410749Abstract: A high energy, high density synthetic liquid hydrocarbon fuel, RJ-6, is pared by blending 60 weight percent perhydrodinorbornadiene, a synthetic fuel known as RJ-5, and 40 weight percent exo-tetrahydrocyclopentadiene, a synthetic fuel known as JP-10. This fuel is particularly suitable for use in air launched ramjet engine applications such as aircraft missile systems. This new fuel substantially meets the desirable viscosity, energy content, and flash point of the previously employed synthetic fuel blend while exhibiting superior storage characteristics in elastomeric fuel systems used in missile applications.Type: GrantFiled: October 13, 1981Date of Patent: October 18, 1983Assignee: The United States of America as represented by the Secretary of the NavyInventor: George W. Burdette
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Patent number: 4394528Abstract: A high density liquid hydrocarbon fuel composition singularly suited for propelling turbojet limited volume missile systems designed for shipborne deployment. The contemplated fuels are basically composed of the saturated analogues of dimers of methyl cyclopentadiene and of dicyclopentadiene and optionally include the saturated analogues of the co-trimers of said dienes or the trimers of cyclopentadiene. The various dimers and trimers are combined in a relative relationship to provide optimal performing fuels for the indicated purpose.Type: GrantFiled: June 8, 1981Date of Patent: July 19, 1983Assignee: Ashland Oil, Inc.Inventor: Dennis H. Fisher
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Patent number: 4367351Abstract: A high density specialty fuel for propelling limited volume ramjet and turbojet missile systems comprising a blend of at least 70 weight percent of exotetrahydrodicyclopentadiene and a correspondingly minor amount of a combination of a mixture of C.sub.5 -C.sub.7 alkanes and/or cycloalkanes and hydrogenated dimers of norbornadiene.Type: GrantFiled: July 1, 1981Date of Patent: January 4, 1983Assignee: Ashland Oil, Inc.Inventors: Dennis H. Fisher, Steven C. Howe, Richard L. Linard
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Patent number: 4355194Abstract: A method for catalytically isomerizing a mixture of hexacyclic dimers obtained by dimerizing norbornadiene in the presence of a zero valent iron complex whereby the hydrogenated derivatives of the resultant isomerization product exhibits substantially lower freeze point than that associated with the hydrogenated derivatives of said precursor dimer mixture, the latter representing the highest energy liquid hydrocarbon fuel commercially available.Type: GrantFiled: November 6, 1980Date of Patent: October 19, 1982Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Dennis H. Fisher, Garry M. Graham, Peter J. Frank
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Patent number: 4351977Abstract: New polyunsaturated compounds, their preparation and their use as starting materials for preparing monounsaturated bicyclic compounds useful as intermediates in the preparation of macrocyclic ketones.Type: GrantFiled: March 9, 1981Date of Patent: September 28, 1982Assignee: Firmenich SAInventor: Charles Fehr
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Patent number: 4320238Abstract: A high density fuel composition having low temperature operational capability for propelling turbo-jet, limited volume missile systems consisting essentially of at least 95 weight percent exo-tetrahydrodicyclopentadiene (JP-10) and a correspondingly minor amount of a C.sub.3 -C.sub.7 saturated hydrocarbon.Type: GrantFiled: August 21, 1980Date of Patent: March 16, 1982Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Steven C. Howe
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Patent number: 4288644Abstract: Tetrahydrodimethyldicyclopentadiene is catalytically isomerized to a liquid isomeric mixture having a suitable low temperature viscosity making it suitable as a missile fuel. The catalyst comprises an acidic alumina. Hydrogen is also present and in an amount sufficient to maintain the isomerization activity of the alumina. The elevated temperature is sufficient to cause isomerization.Type: GrantFiled: December 19, 1979Date of Patent: September 8, 1981Assignee: Suntech, Inc.Inventors: Edward J. Janoski, Abraham Schneider, Richard E. Ware
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Patent number: 4286109Abstract: A high density specialty fuel for propelling limited volume ramjet and turbojet missile systems comprising a blend of at least 70 weight percent of exotetrahydrodicyclopentadiene and a correspondingly minor amount of a combination of a C.sub.5 -C.sub.7 alkane or cycloalkane and a tetrahydro derivative of the trimer and/or co-trimer of cyclopentadiene and methylcyclopentadiene.Type: GrantFiled: July 31, 1980Date of Patent: August 25, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Dennis H. Fisher
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Patent number: 4282354Abstract: In general, materials having the structure ##STR1## wherein A represents phenylene, napthylene, anthracenediyl, and dibenzothien-diyl;R.sub.1 and R.sub.2, which may be the same or different when taken alone represent hydrogen, cyano, alkylcarbonyl and arylcarbamoyl, arylcarbonyl, cyanoaryl;R.sub.1 and R.sub.2, when taken together, represent sufficient atoms to form substituted and unsubstituted radicals selected from the group consisting of furanylidene, fluorenylidene, pyrimidinylidene, thiazolidinylidene, pyrrolinyl, and indenyl, isoxazolinylidene, pyrazolinylidene and indanylidene, wherein said substituents are selected from the group consisting of hydrogen, cyano, aryl, oxo, thioxo, nitro, alkyl, nitroaryl, carbamoyl and cyanoalkyl; andalkyl represents an alkyl group having from one to six carbon atoms; aryl represents an aromatic nucleus selected from the group consisting of benzene, napthalene or anthracene, are useful in electrophoretic migration imaging processes.Type: GrantFiled: April 18, 1979Date of Patent: August 4, 1981Assignee: Eastman Kodak CompanyInventors: James A. Van Allan, Louis J. Rossi, Melvin S. Bloom, Michael T. Regan, Hal E. Wright, Joseph Y. Kaukeinen
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Patent number: 4278823Abstract: Hydrogenolysis of a saturated endo-endo dihydronorbornadiene hexacyclic dimer involves the use of a catalytic amount of a Group VIII metal and the presence of hydrogen. The resulting pentacyclic isomers can be used as a diluent for depressing the freezing point of the saturated hexacyclic dimer which is a component of a high density missile fuel.Type: GrantFiled: December 13, 1979Date of Patent: July 14, 1981Assignee: Suntech, Inc.Inventors: Abraham Schneider, Harry K. Myers, Jr.
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Patent number: 4277636Abstract: Method for effecting the formation of co-trimers of cyclopentadiene and methylcyclopentadiene whereby a mixture of the dimers of said dienes is heated in the presence of an inert solvent. The foregoing method is implemented to provide a high energy fuel by substantially completely hydrogenating the resultant trimerization product.Type: GrantFiled: August 11, 1980Date of Patent: July 7, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Peter J. Frank, Dennis H. Fisher, Steven C. Howe
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Patent number: 4270014Abstract: A method for converting endo-tetrahydrodicyclopentadiene to the corresponding exo isomeric form which is advantageously carried out in the presence of aluminum chloride catalyst and the spent nickel hydrogenation catalyst utilized in hydrogenating an endo dimer of cyclopentadiene to provide said tetrahydro derivative thereof.Type: GrantFiled: April 30, 1979Date of Patent: May 26, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Steven C. Howe
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Patent number: 4213901Abstract: Compounds of the formula ##STR1## and a process for their preparation by reacting azabutadienes with dienes, especially 1,3-butadiene, in the presence of catalysts are described. In the formula I, R.sub.1 and R.sub.3 independently of one another are hydrogen or alkyl having 1-8 C atoms and R.sub.2 and R.sub.4 independently of one another are alkyl having 1-8 C atoms, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together with the bonding C atom form a cycloaliphatic ring having 4-8 C atoms, and R.sub.5 and R.sub.6 independently of one another are hydrogen or alkyl having 1-4 C atoms. The compounds of the formula I are valuable intermediates for the preparation of active compounds for combating plant pests.Type: GrantFiled: July 10, 1978Date of Patent: July 22, 1980Assignee: Ciba-Geigy CorporationInventor: Dieter Reinehr
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Patent number: 4207080Abstract: Norbornadiene [bicyclo(2.2.1)heptadiene-2,5] is dimerized to the exo-exo stereoisomer of the hexacyclic dimer of norbornadiene at both an excellent selectivity and conversion using an effective amount of a three component catalytic system of diethylaluminum chloride, ferric or ferrous or cobaltic or cobaltous acetylacetonate and bis(1,2-diphenylphosphino)ethane. The reaction rate is rapid. After hydrogenation the exo-exo hexacyclic dimer can be used as a component of high energy fuel for either jet or rocket propulsion.Type: GrantFiled: December 11, 1975Date of Patent: June 10, 1980Assignee: Suntech, Inc.Inventors: George Suld, Abraham Schneider, Harry K. Myers, Jr.
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Patent number: 4203930Abstract: Novel codimer (I) of norbornadiene and 1,3-cyclohexadiene and its hydrogenated derivative (II), having the following structures: ##STR1## and processes for preparing both are disclosed. Product (II) can be used as a high energy fuel. Process for codimer I involves use of three component homogeneous catalytic system of cobaltic or cobaltous acetylacetonate, 1,2-bisdiphenylphosphino ethane and one of three alkyl aluminum chlorides.Type: GrantFiled: August 14, 1978Date of Patent: May 20, 1980Assignee: Sun Oil Company of PennsylvaniaInventor: Harry K. Myers, Jr.
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Patent number: 4190610Abstract: Catalytic codimerization of norbornadiene and 1,3-pentadiene yields an olefinic codimer which, after hydrogenation, has utility as a high energy missile fuel or a diluent for a higher viscous missile fuel. Used is a three-component homogeneous catalytic system, consisting of cobaltic or cobaltous acetylacetonate, 1,2-bisdiphenylphosphina ethane and an alkyl aluminum chloride.Type: GrantFiled: August 14, 1978Date of Patent: February 26, 1980Assignee: Sun Oil Company of PennsylvaniaInventors: Harry K. Myers, Jr., James E. Lyons, Abraham Schneider
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Patent number: 4190611Abstract: Norbornadiene and nobornene are catalytically codimerized to the saturated exo-exo hexacyclic dimer of norbornadiene. Used is a three-component homogeneous catalytic system consisting of cobaltic or cobaltous acetylacetonate, 1,2-bisdiphenylphosphino ethane and an alkyl aluminum chloride. Resulting dimer can be used as a component of high energy fuel.Type: GrantFiled: August 14, 1978Date of Patent: February 26, 1980Assignee: Sun Oil Company of PennsylvaniaInventors: James E. Lyons, Harry K. Myers, Jr., Abraham Schneider
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Patent number: 4170576Abstract: A process is described for providing clear extended compositions of essential oils which comprises a composition of an essential oil and an extender material miscible with said essential oil which does not appreciably alter the aroma of the essential oil insofar as its quality or strength is concerned, the proportion of essential oil in extender material being from about 70% up to about 99%, said extender material being a mixture of (A) a dimerization product of an alpha methyl styrene or a methyl or other C.sub.2 -C.sub.4 lower alkyl homologue thereof or mixture of same, and (B) one or more "dimerization" (or "coupling") products of one or more terpenes which are monocyclic and have two carbon-carbon double bonds or which are bicyclic and have one carbon-carbon double bond or one or more hydrogenated derivatives thereof or mixtures of same.Type: GrantFiled: July 10, 1978Date of Patent: October 9, 1979Assignee: International Flavors & Fragrances Inc.Inventors: John B. Hall, Wilhelmus J. Wiegers, Ira D. Hill, Robert M. Novak, Frederick L. Schmitt
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Patent number: 4169863Abstract: Norbornadiene and an alkyne are catalytically codimerized in the presence of a homogeneous catalytic system of cobaltic or cobaltous acetylacetonate, 1,2-bisdiphenylphosphino ethane and an alkyl alluminum chloride. Also, novel codimers of norbornadiene and an alkyne containing at least three carbons are disclosed. After hydrogenation, resulting codimers can be used as high energy fuels or diluents for such fuels.Type: GrantFiled: March 22, 1978Date of Patent: October 2, 1979Assignee: Suntech, Inc.Inventors: Harry K. Myers, Jr., James E. Lyons, Abraham Schneider
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Patent number: 4169864Abstract: Novel codimers (I) of norbornadiene and phenylacetylenes and their hydrogenated derivatives (II), having the following structures ##STR1## wherein R is a hydrogen, a phenyl, or a phenyl having alkyl substitutents and R.sub.1 is a phenyl or a phenyl having alkyl substituents and processes for preparing both are disclosed. Codimer (II) can be used as a high energy fuel or a diluent for such a fuel. Process for making codimer (I) involves reacting norbornadiene and phenylacetylene or diphenylacetylene with a catalyst system of cobaltic or cobaltous acetylacetonate, 1,2-bisdiphenylphosphino ethane and an alkyl aluminum chloride.Type: GrantFiled: March 22, 1978Date of Patent: October 2, 1979Assignee: Suntech, Inc.Inventors: James E. Lyons, Abraham Schneider, Harry K. Myers, Jr.
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Patent number: 4168282Abstract: Mono or dialkyl substituted norbornenes or cyclic norbornene derivatives are prepared by condensing an appropriate olefin or an ethylenically unsaturated alicyclic compound with dicyclopentadiene or cyclopentadiene at an elevated temperature and pressure in the presence of a chlorinated hydrocarbon solvent.Type: GrantFiled: May 15, 1978Date of Patent: September 18, 1979Assignee: The B. F. Goodrich CompanyInventor: Wolfgang Schneider