Poly-double-bond Product Patents (Class 585/506)
  • Patent number: 5476956
    Abstract: Co dimerization is conducted of at least one monoolefin, for example a monoolefinic hydrocarbon such as ethylene, propylene or 1-butene, a halogenated monoolefin such as vinyl chloride, or an olefinic functional compound such as methyl acrylate, acrylonitrile, allyl acetate or vinyl acetate, with at least one polyolefin containing at least two conjugated or unconjugated ethylene bonds, for example a diene hydrocarbon such as 1,3-butadiene, piperylene, or isoprene or a polyolefin containing a carboxylic function, such as a fatty acid or a fatty acid ester having 14 to 24 carbon atoms in the fatty chain derived, for example, from a natural oil. The reaction is carried out in the presence of a catalytic system having general formula [RhX.sub.4 ][YR.sub.4 ] where X represents a halogen ion or a SO.sub.4.sup.--, SO.sub.3.sup.-, OH.sup.-, OR.sup.- or R.sup.
    Type: Grant
    Filed: April 25, 1994
    Date of Patent: December 19, 1995
    Assignee: Institut Francais Du Petrole
    Inventors: Gerard Hillion, Robert Stern, Abakar Kotoko, Yves Chauvin
  • 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: 5403904
    Abstract: A process is disclosed for preparation of telechelic difunctional unsaturated oligomers and polymers having at least one internal carbon-to-carbon double bond wherein the functional groups are terminal reactive groups. The reactants are acyclic polyenes with terminal carbon-to-carbon double bonds and olefins with at least one functional group. The polymerization process is substantially free of side reactions comprising double bond migration and cyclization. The telechelic difunctional unsaturated oligomers and polymers have a functionality of about 2 and are suitable for preparation of block copolymers, ion exchange resins, adhesives, and flocculants and for further functionalization.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: April 4, 1995
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Robert B. Morland, Howard B. Yokelson
  • Patent number: 5334678
    Abstract: Polymers of olefins such as ethylene and propylene, having functional groups introduced into both the ends thereof, can be provided which are useful as macromonomers for polycondensation. This new polymer comprises a recurring unit represented by the general formula --(--CH.sub.2.CHR--)-- and having functional groups bonded to both the ends of the polymer and a number average molecular weight of 300 to 500,000, the functional groups being selected from the group consisting of H.sub.2 C.dbd.CH-- group and ##STR1## wherein X is --OH, --OR.sup.1, a halogen atom or --SO.sub.3 R.sup.2, R.sup.1 is a hydrocarbon group of 1 to 5 carbon atoms and R.sup.2 is a halogen-substituted or non-substituted hydrocarbon group of 1 to 20 carbon atoms.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: August 2, 1994
    Assignee: Tonen Corporation
    Inventors: Hiroyuki Furuhashi, Naomi Koyama, Satoshi Ueki
  • Patent number: 5306856
    Abstract: A method of manufacturing methylidene-group-containing .alpha.,.omega.-unsaturated oligomers from .alpha.,.omega.-diolefins in the presence of a catalytic amount of organoaluminum compounds, wherein the .alpha.,.omega.-diolefins are reacted in the liquid phase, at 150.degree.-350.degree. C., and the organoaluminum compounds have formula AlX.sub.3 or AlX.sub.2 H, where X represents an aliphatic, alicyclic, or aromatic hydrocarbon group with 1-30 C atoms. The higher molecular weight hydrocarbons manufactured according to this method are substantially linear oligomers which contain reactive double bonds.
    Type: Grant
    Filed: June 12, 1992
    Date of Patent: April 26, 1994
    Assignee: Huels Aktiengesellschaft
    Inventors: Roland Streck, Jaroslaw Monkiewicz, Hans G. Wey
  • Patent number: 5300716
    Abstract: A process for the preparation of a polyunsaturated olefinic compound, i.e. undeca-1,3,5-triene, in its (3E,5Z) isomeric form, consisting of four consecutive steps starting from deca-1,4-diyne, is disclosed.Said process has the advantage of making it possible to obtain the desired isomer in its essentially pure form.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: April 5, 1994
    Assignee: Firmenich SA
    Inventor: Christian Chapuis
  • Patent number: 5276228
    Abstract: This invention is directed to a class of arylcyclobutene monomers having the general formula: ##STR1## wherein Ar is aromatic, with the proviso that the carbons of the cyclobutene rings are bonded to adjacent carbon atoms on the same aromatic ring of Ar;and R.sup.1 is a divalent alkyl, cycloaliphatic, aromatic, heteroaromatic, or heterocyclic moiety;polymeric compositions containing these monomers; and articles containing said polymeric compositions.
    Type: Grant
    Filed: January 25, 1993
    Date of Patent: January 4, 1994
    Assignee: The Dow Chemical Company
    Inventors: Kenneth J. Bruza, Robert A. Kirchhoff
  • Patent number: 5126461
    Abstract: Process for ring opening compounds of the formula ##STR1## in which R.sup.1 is heteroaryl or aryl, R.sup.2 is a leaving group, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are independently selected from hydrogen, alkyl, aralkyl, aryl, heteroaryl and alkenyl, provided that at least one of the groups R.sup.3 to R.sup.6 is other than hydrogen, by breaking the bond joining the carbon atom attached to R.sup.3 and the carbon atom attached to R.sup.6 in organic solution using silica, giving useful diene or allyl derivatives, certain of which are novel.
    Type: Grant
    Filed: November 14, 1990
    Date of Patent: June 30, 1992
    Assignee: Shell Research Limited
    Inventors: Mark S. Baird, Ian Bruce
  • Patent number: 5113033
    Abstract: A catalyst system for codimerization of alpha-monoolefins and conjugated diolefins to yield 1,4-dienes. The catalyst system includes at least one ruthenium salt and at least one aluminum halide. Suitable aluminum halides include both alkyl aluminum halides and nonalkylated aluminum halides, as well as mixtures thereof.
    Type: Grant
    Filed: January 12, 1990
    Date of Patent: May 12, 1992
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Richard S. Myers, Daniel R. Mills, Robert C. Michaelson
  • Patent number: 5053580
    Abstract: Metal oxide powders comprised of Cr(III) oxide, Ti(IV) oxide, V(V) oxide, or mixtures of these, or metal mixed oxides comprised of Cr(III) oxide and Ti(IV) oxide and V(V) oxide, or their mixtures. They have BET surfaces of 5-50m.sup.2 /g and mean particle diameters of 25-350 nm and are useful to increase conversion and selectivity in the manufacture of mono-olefins by catalytic dehydrogenation of saturated hydrocarbons. The metal oxide powders are produced from mixtures of the vaporized metal compounds chromyl chloride, titanium tetrachloride, and vanadyl chloride, in the presence of certain gases by laser pyrolysis.
    Type: Grant
    Filed: May 7, 1990
    Date of Patent: October 1, 1991
    Assignee: Veba Oel Aktiengesellschaft
    Inventors: Bernhard Schramm, Jurgen Kern, Harald Schwahn, August-Wilhelm Preuss, Klaus Gottlieb, Hartmut Bruderreck
  • Patent number: 4899013
    Abstract: A process is disclosed for the preparation of copolymers of a diene and isobutylene wherein the copolymer has a degree of unsaturation greater than 100% and average molecular weight range is from 400 to 10,000.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: February 6, 1990
    Assignee: Amoco Corporation
    Inventor: Kelley R. Lane
  • Patent number: 4334081
    Abstract: Substituted olefins are prepared by the reaction of an organic halide with an olefin in the presence of a catalyst derived from zinc, a triarylphosphine and a nickel salt.
    Type: Grant
    Filed: January 23, 1981
    Date of Patent: June 8, 1982
    Assignee: Union Carbide Corporation
    Inventor: Ismael Colon
  • Patent number: 4229606
    Abstract: A process for preparing 1,7-octadiene by hydrodimerizing butadiene which comprises reacting the butadiene in the presence of formic acid, or a salt thereof, optionally a solvent and a catalyst comprising palladium complexed with a sterically hindered phosphine, phosphinite or phosphonite and a different ligand selected from phosphine, phosphinite, phosphonite or phosphite. Enhanced catalytic activity is obtained.
    Type: Grant
    Filed: December 13, 1978
    Date of Patent: October 21, 1980
    Assignee: Shell Oil Company
    Inventor: Kenzie Nozaki
  • Patent number: 4229605
    Abstract: A process for preparing 1,7-octadiene by hydrodimerizing butadiene which comprises reacting the butadiene in the presence of formic acid or a salt thereof, optionally a solvent and a catalyst comprising palladium complexed with a tertiary phosphinite or phosphonite. More active catalysts are obtained with phosphinites and phosphonites than with phosphines or phosphites.
    Type: Grant
    Filed: December 13, 1978
    Date of Patent: October 21, 1980
    Assignee: Shell Oil Company
    Inventor: Kenzie Nozaki
  • Patent number: 4225738
    Abstract: This invention provides a three-step process for converting n-butene into high purity 1,3-butadiene, via a vinylcyclohexene intermediate.In the first step of the process, n-butene and molecular oxygen are contacted with a Group VIII metal oxide catalyst. If nitrobenzene is employed as the oxidizing agent in place of molecular oxygen then aniline is produced as a secondary product of the process.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: September 30, 1980
    Assignee: El Paso Products Company
    Inventor: John L. Cihonski