Adamantane Or Derivative Patents (Class 585/352)
  • Publication number: 20030097032
    Abstract: Disclosed are compositions comprising one or more decamantanes. Specifically disclosed are compositions comprising 25 to 100 weight percent of one or more decamantanes. Also disclosed are novel processes for the separation and isolation of decamantane components into recoverable fractions from a feedstock containing at least a higher diamondoid component which contains one or more decamantane components.
    Type: Application
    Filed: December 12, 2001
    Publication date: May 22, 2003
    Inventors: Jeremy E. Dahl, Robert M. Carlson
  • Patent number: 6562422
    Abstract: The invention provides a polymer for optical compensatory films for display panels. The repeating unit of the polymer contains the derivitives of 2,2-Bis-(4-aminophenyl)adamantane). The structure of the monomer is not polar and it is able to straighten and harden the structure of the polymerized high molecular polymers and it exhibits excellent transmittance. The polymer is obtained by introducing 2,2-Bis-(4-aminophenyl)adamantane) in a high molecular chain.
    Type: Grant
    Filed: November 20, 2000
    Date of Patent: May 13, 2003
    Assignee: Industrial Technology Research Institute
    Inventors: Shinn Ted Hong, Hui Lung Kuo, Chein Dhau Lee
  • Patent number: 6531107
    Abstract: The invention relates to structural subunits called “synthons” which are suitable for use in the design and manufacture of molecular nanostructures, machines, and devices. The synthon comprises polyhedra units and other species which exhibit rigid structural frameworks, the availability of stereo- and regiochemically directed substitution patterns, synthetic availability and accessability with substitutional control, diversity of available structural arrangements with said polyhedra units and related species, and connecting means which function to join adjacent synthons.
    Type: Grant
    Filed: October 5, 2000
    Date of Patent: March 11, 2003
    Assignee: Syracuse University
    Inventors: James T. Spencer, Damian G. Allis
  • Patent number: 6515165
    Abstract: In a process of the present invention for producing a bridged cyclic polycarboxylic acid t-butyl ester, a bridged cyclic polycarboxylic halide of following Formula (1): (wherein ring Z is a bridged cyclic carbon ring; X is a halogen atom; and m denotes an integer of 2 or more, where ring Z may have a substituent) is allowed to react with t-butyl alcohol or its alkali metal salt to thereby yield an ester of following Formula (2): (wherein tBu is a t-butyl group; and ring Z and m have the same meanings as defined above.) This process can commercially efficiently produce a bridged cyclic polycarboxylic acid t-butyl ester. The compound of Formula (1) can be prepared by allowing a bridged cyclic polycarboxylic acid of following Formula (3): (wherein ring Z is a bridged cyclic carbon ring; and m denotes an integer of 2 or more, where ring Z may have a substituent) to react with a halogenating agent.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: February 4, 2003
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Shinya Nagano, Tomohide Ina
  • Publication number: 20030018226
    Abstract: There is provided a process for producing adamantane and analogues thereof, namely a hydrocarbon having an adamantane structure which process comprises isomerizing a tricyclic saturated hydrocarbon having ten or more carbon atoms in the presence of a catalyst in which one or two or more metals selected from among the metals belonging to group VIII in the Periodic Table (group 8 to 10 in the new Periodic Table) are supported on zeolite by means of an ion exchange method. It is made possible by the above process to efficiently produce adamantane and analogues thereof in the presence of a solid catalyst without the use of hydrogen chloride.
    Type: Application
    Filed: August 6, 2002
    Publication date: January 23, 2003
    Inventors: Akio Kojima, Kouichi Kodoi, Shunji Tsuruta, Masamitsu Ogata
  • Patent number: 6472575
    Abstract: A process for producing adamantane (tricyclodecane[3.3.1.13,7]) by isomerization reaction of tetrahydrodicyclopentadiene (tricyclodecane[5.2.1.02,6]) with a HF.BF3 catalyst, wherein the reaction is carried out in the presence of at least one metal selected from the group consisting of the group 8 metals, the group 9 metals and the group 10 metals of the periodic table and hydrogen, which process can give an intended adamantane at a high selection rate.
    Type: Grant
    Filed: June 6, 2001
    Date of Patent: October 29, 2002
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takeshi Kawai, Wataru Ueno, Ryuuji Fujiura
  • Publication number: 20010051755
    Abstract: A process for producing adamantane (tricyclodecane[3.3.1.13,7]) by isomerization reaction of tetrahydrodicyclopentadiene (tricyclodecane[5.2.1.02,6]) with a HF.
    Type: Application
    Filed: June 6, 2001
    Publication date: December 13, 2001
    Inventors: Takeshi Kawai, Wataru Ueno, Ryuuji Fujiura
  • Patent number: 6310108
    Abstract: Production of atmospheric distillate from a hydrocarbon feedstock that comprises a stage for the formation of a gas mixture that contains hydrogen and carbon monoxide, an at least partial conversion stage of the gas mixture that is obtained so as to obtain a liquid effluent that contains hydrocarbons and a gas effluent that contains carbon dioxide, a stage for treating the gas effluent under conditions that make it possible to eliminate the carbon dioxide at least partly, a first stage of fractionation of the liquid fraction, an isomerizing hydrocracking stage in the presence of hydrogen and a second fractionation stage.
    Type: Grant
    Filed: February 10, 2000
    Date of Patent: October 30, 2001
    Assignees: Institut Francais du Petrole, ENI S.p.A., AGIP Petroli S.p.A.
    Inventors: Reynald Bonneau, Mario-Gabriele Clerici, Jean-Charles Viltard
  • Patent number: 6133488
    Abstract: With the use of an aqueous solvent containing at least water (e.g. water), and at least one organic solvent selected from esters or ketones and separable from the aqueous solvent, the processes of the invention separate (1) an adamantanediol and an adamantanepolyol having three or more hydroxyl groups per molecule, from a group of adamantanepolyols having plural hydroxyl groups per molecule, distributing the former into an organic solvent layer and the latter into an aqueous solvent layer. Further, (2) an adamantanemonool and the group of adamantanepolyols can be separated from a group of adamantanols having at least one hydroxyl group per molecule with using an aqueous solvent (e.g. aqueous solution of acetic acid) for crystallization of the adamantanemonool.
    Type: Grant
    Filed: October 31, 1997
    Date of Patent: October 17, 2000
    Assignee: Daicel Chemical Industries, Limited
    Inventor: Naruhisa Hirai
  • Patent number: 5648578
    Abstract: A process for preparing tetraalkylated cyclopentadienes comprises (a) pyrolyzing an isobornyl carboxylate so as to form a mixture of 1,2,3- and 1,2,4-trimethylcyclopentadienes, (b) alkylating said mixture with an alkylating agent so as to form a mixture of alkyltrimethylcyclopentadiene isomers including 1,2,3,4-alkyltrimethylcyclopentadiene and, (c) thermally isomerizing the mixture of isomers obtained in step (b) so as to increase the proportion of 1,2,3,4-alkyltrimethylcyclopentadiene in said mixture of isomers.
    Type: Grant
    Filed: April 26, 1995
    Date of Patent: July 15, 1997
    Assignee: Albemarle Corporation
    Inventors: William J. Layman, Gene C. Robinson
  • Patent number: 5574036
    Abstract: Novel pharmaceutically/cosmetically-active adamantyl-substituted polycyclic acetylene compounds have the structural formula (I): ##STR1## wherein Ar is a radical having one of the formulae (a)-(f): ##STR2## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular, bone and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.
    Type: Grant
    Filed: April 26, 1995
    Date of Patent: November 12, 1996
    Assignee: Centre International de Recherches Dermatologiques Galderma
    Inventors: Jean-Michel Bernardon, Bruno Charpenter
  • 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: 5498812
    Abstract: The present invention provides a hydrogenation process for producing diamondoid compounds from a petroleum feedstream containing multiple ring naphthenes comprising the steps of:(a) converting multiple ring naphthenes to alkyl substituted adamantanes in the presence of a zeolite catalyst having a Constraint Index of less than 1 in a first stage to form an intermediate product stream; and(b) selectively cracking non-diamondoid components of said intermediate product stream in the presence of a zeolite having a CI less than or equal to 2 to evolve a final product stream enriched in alkyl substituted adamantanes.
    Type: Grant
    Filed: August 4, 1994
    Date of Patent: March 12, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Robert A. Bradway, Larry A. Green, L. Deane Rollmann
  • Patent number: 5400427
    Abstract: The invention provides a fiber optic cable and a diamondoid-based viscous filling material for a fiber optic cable.
    Type: Grant
    Filed: October 18, 1993
    Date of Patent: March 21, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Henry Ashjian, Dong-Ming Shen, Margaret M. Wu
  • Patent number: 5369213
    Abstract: The present invention provides a method for arylating a diamondoid compound having at least one unsubstituted bridgehead carbon with an aromatic compound having at least one unsubstituted ring-member carbon comprising reacting said diamondoid compound with said aromatic compound in the presence of an olefin and a catalytically effective amount of a Lewis acid.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: November 29, 1994
    Assignee: Mobil Oil Corporation
    Inventor: Dong-Ming Shen
  • Patent number: 5362916
    Abstract: Hydroxyaryl enol ether alkali metal salts having the formula: ##STR1## in which T is a fused, substituted or unsubstituted polycycloalkylidene group, OR.sup.3 is an ether group Y is a light-emitting fluorophore-forming group which will be part of a luminescent substance formed by decomposition of a 1,2-dioxetane subsequently formed from the hydroxyaryl enol ether alkali metal salt, capable of absorbing energy to form an excited state from which it emits optically detectable energy to return to its ground state, and AM.sup.30 is an alkali metal cation, processes for the preparation of these intermediate salts, and their use as starting materials for acylation, phosphorylation and glycosylation reactions to give intermediates reactable to give stable, water-soluble chemiluminescent 1,2-dioketames, particularly ones that are enzymatically cleavable, are disclosed.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: November 8, 1994
  • Patent number: 5347063
    Abstract: The present invention provides a method for arylating a non-halogenated diamondoid compound comprising the steps of:(a) providing a non-halogenated diamondoid compound or mixture of non-halogenated diamondoid compounds and an aromatic compound or mixture of aromatic compounds wherein at least one diamondoid compound and at least one aromatic compound are at least partially miscible;(b) mixing the compounds of step (a) to form at least a partial solution;(c) adding a reactive halide source to the mixture of step (b);(d) adding a Lewis acid to said mixture of step (c);(e) heating said mixture of step (d) to temperature above ambient and holding said heated mixture at elevated temperature;(f) recovering an arylated diamondoid compound from said solution.
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: September 13, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Dong-Min Shen, Orville L. Chapman, Ling Lin, Rafael Ortiz
  • Patent number: 5345020
    Abstract: The invention provides a method for selectively alkylating a diamondoid compound comprising reacting at least one .alpha.-olefin containing at least six carbon atoms with at least one diamondoid compound in the presence of an acid catalyst selected from the group consisting of AlX.sub.3 and BX.sub.3 wherein X is a halogen, in the absence of added proton-donating catalyst promoter. The invention further provides a lubricant composition comprising alkyl-substituted adamantanes wherein the ratio of linear to branched alkyl substituents is at least about 4:1 and wherein the average number of alkyl substitutions per diamondoid molecule is from about 1.5 to about 4.
    Type: Grant
    Filed: June 3, 1993
    Date of Patent: September 6, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Dong-Ming Shen, Margaret M. Wu
  • Patent number: 5306851
    Abstract: The invention provides a composition comprising at least about 10 different diamondoid compounds selected from the group consisting of methyl-substituted and ethyl-substituted adamantane, diamantane, and triamantane, wherein each of said selected diamondoid compounds comprises no more than about 10 weight percent of said composition. The composition is useful as high quality lubricating fluid and exhibits the unusual combination of high Viscosity Index and very low pour point.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: April 26, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Margaret M. Wu, Dong-Ming Shen, Catherine S. H. Chen
  • Patent number: 5120899
    Abstract: A process is disclosed for separating diamondoid compounds from a natural gas stream containing the same comprising the steps of contacting the natural gas stream with a selected solvent and fractionating the sorbed diamondoids from the diamondoid-enriched solvent in a vacuum separation stage in the absence of reflux. Polyalphaolefin solvents are preferred, and polyalphaolefin solvents enriched in C.sub.30 oligomers are more preferred.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: June 9, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Catherine S. H. Chen, Steven E. Wentzek
  • Patent number: 5053568
    Abstract: 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: Grant
    Filed: November 15, 1990
    Date of Patent: October 1, 1991
    Assignee: Mobil Oil Corp.
    Inventor: Catherine S. H. Chen
  • Patent number: 5053434
    Abstract: Polymers are disclosed which comprise monomer units bonded through octahedrally disposed atoms of the monomers. Adamantane exemplifies the skeletal structure of such monomers.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: October 1, 1991
    Assignee: Mobil Oil Corporation
    Inventor: Orville L. Chapman
  • Patent number: 5017734
    Abstract: 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: Grant
    Filed: December 11, 1989
    Date of Patent: May 21, 1991
    Inventors: Kurt Baum, Thomas G. Archibald, Aslam A. Malik
  • Patent number: 4982049
    Abstract: A process for recovering diamondoid compounds from hydrocarbonaceous minerals and/or from deposits left by such minerals in equipment or otherwise, which comprises dissolving diamondoid compounds in an aromatic distillate fuel oil; extracting aromatics from the solution; and separating diamondoid compounds from the raffinate of the extraction.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: January 1, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Richard A. Alexander, Charles E. Knight, Darrell D. Whitehurst
  • Patent number: 4952749
    Abstract: A process for recovering diamondoid compounds from a fluid mixture thereof with other hydrocarbonaceous compounds which comprises contacting said mixture with a porous solid, for example, a zeolite, having pore opening large enough to admit said diamondoid compounds thereinto and small enough so that at least 50% of the external atoms of said diamondoid compounds are capable of simultaneously contacting the internal walls of the pores of said solid under conditions conducive to absorption of diamondoid compounds by said solid; and then desorbing the absorbate comprising diamondoid compounds from said solid absorbant.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: August 28, 1990
    Assignee: Mobil Oil Corp.
    Inventors: Richard A. Alexander, Charles E. Knight, Darrell D. Whitehurst
  • Patent number: 4952747
    Abstract: According to this invention, substantially hydrocarbonaceous fractions comprising diamondoid compounds are peculiarly suitable for separation by a thermal gradient diffusion process. Applicability of this process to this service is dependent upon the fact that the diamondoid compounds exhibit a large change in viscosity relative to temperature, that is, their viscosity goes down significantly per degree of increase in temperature.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: August 28, 1990
    Assignee: Mobil Oil Corp.
    Inventors: Richard A. Alexander, Charles E. Knight, Darrell D. Whitehurst
  • Patent number: 4952748
    Abstract: A process is disclosed for extracting diamondoid compounds from a hydrocarbon gas stream. The process includes two stages, each of which alone is effective to remove diamondoids from a hydrocarbon gas stream. The first stage comprises contacting the diamondoid-laden hydrocarbon gas with a suitable solvent to preferentially dissolve the diamondoids into the solvent. Diesel fuel is the preferred solvent for this first stage. The second stage comprises sorbing diamondoids from the diamonoid-laden hydrocarbon gas with silica gel. The most preferred embodiment of the invention is a serial process in which a diamondoid-laden gas is first treated in the solvation stage and the partially purified gas is further resolved in the silica gel sorption stage. The invention still further includes a process for segregating adamantane and diamantane when both are separated from a hydrocarbon gas stream.
    Type: Grant
    Filed: September 7, 1989
    Date of Patent: August 28, 1990
    Assignee: Mobil Oil Corp.
    Inventors: Richard A. Alexander, Charles E. Knight
  • Patent number: 4849565
    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-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: Grant
    Filed: November 2, 1987
    Date of Patent: July 18, 1989
    Inventors: Kurt Baum, Thomas G. Archibald
  • Patent number: 4804794
    Abstract: The present invention relats to novel copolymers of alpha-olefins comprised of intramolecularly heterogeneous and intermolecularly homogeneous copolymer chains.
    Type: Grant
    Filed: July 13, 1987
    Date of Patent: February 14, 1989
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Gary Ver Strate, Ricardo Bloch, Mark J. Struglinski, John E. Johnston, Roger K. West
  • Patent number: 4705847
    Abstract: The invention relates to a process for preparing substituted polycyclo-alkylidene polycyclo-alkanes, such as substituted adamantylidene adamantanes, and the corresponding epidioxy compounds, in which polycyclo-alkylidene polycyclo-alkanes are halogenated with an N-halosuccinimide, tert.-butylhypohalite or sodium hypohalite/CH.sub.3 COOH, the halogenation product is optionally subjected to a substitution reaction, and the substituted polycycloalkylidene polycyclo-alkanes are converted to the corresponding epidioxy compounds in a way known per se.Further, the invention relates to compounds of formula 44 ##STR1## in which A and B represent alkylene radicals, which alkylene radicals may be attached to each other via an alkylene radical C, and R.sub.1 represents a substituent, which, in case of 4-eq.-R.sub.1 -2,2'-adamantylidene adamantane cannot be chloro, hydroxy, oxo, D or a group of formula 1: ##STR2## as well as to compounds of formula 45: ##STR3## in which A, B and C are as defined above, and R.sub.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: November 10, 1987
    Assignee: Akzo N.V.
    Inventors: Jan C. Hummelen, Egbert W. Meijer, Hans Wynberg
  • Patent number: 4692515
    Abstract: Biologically active substituted spiro[azetidin-2-one-4,2'(or 3,2')adamantanes] of the formula ##STR1## where R is hydrogen, --SO.sub.2 Cl, or alkyl, and one of R.sup.1 and R.sup.2 is an adamantyl group which shares a ring carbon with the lactam group and the other is alkyl, substituted alkyl, phenyl, or substituted phenyl, are disclosed herein.
    Type: Grant
    Filed: June 16, 1986
    Date of Patent: September 8, 1987
    Assignee: Pennwalt Corporation
    Inventors: Vassil S. Georgiev, George B. Mullen
  • Patent number: 4400566
    Abstract: Organic halides are reduced to a dechlorinated products with a catalyst mixture consisting essentially of a nickel compound, a triarylphosphine and a halide ion, in the presence of reducing means for maintaining nickel in the zero valent state.
    Type: Grant
    Filed: March 24, 1982
    Date of Patent: August 23, 1983
    Assignee: Union Carbide Corporation
    Inventor: Ismael Colon