Transition Metal-containing Patents (Class 585/523)
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Patent number: 5221775Abstract: An ethylene dimerization process is provided wherein ethylene is contacted with an organonickel (0) compound and a phosphine compound in a fluorinated alcohol solvent to produce a precursor reaction mixture, followed by contacting ethylene with the precursor reaction mixture and a fluorinated organoacid to produce a product reaction mixture comprising a C.sub.4 fraction of predominantly 2-butenes.Type: GrantFiled: March 19, 1992Date of Patent: June 22, 1993Assignee: Phillips Petroleum CompanyInventor: An-Hsiang Wu
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Patent number: 5210360Abstract: An ethylene oligomerization catalyst system is provided that is produced by the process consisting essentially of: contacting an organonickel compound, an aromatic acid compound, and a phosphine compound. Additionally, an ethylene oligomerization process is provided that consists essentially of oligomerizing ethylene with the above-mentioned oligomerization catalyst system.Type: GrantFiled: September 1, 1992Date of Patent: May 11, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5180864Abstract: An improved process is disclosed for preparing synthetic lubricant base stocks. Synthetic lubricant base stocks are prepared in good yield by oligomerizing linear olefins using certain acidic calcium montmorillonite clay catalysts which have aluminum nitrate deposited thereon.Type: GrantFiled: April 30, 1990Date of Patent: January 19, 1993Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, John F. Knifton
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Patent number: 5177276Abstract: An alpha-olefin oligomer consisting essentially of repeating units having the structural formula: ##STR1## wherein x represents an integer from 3 to 11, inclusive; andy represents the number of repeating units in the oligomer such that the weight average molecular weight is from about 5,000 to about 20,000;said oligomer having from about 70 to 100 percent head-to-tail alignment of the repeating units of the oligomer. Preferably the weight average molecular weight of the oligomer is from 5,000 to about 10,000; and said oligomer is further characterized as having a dispersity of less than about 5.5, and a Z average molecular weight of less than about 24,000.Type: GrantFiled: November 4, 1988Date of Patent: January 5, 1993Assignee: Chevron Research CompanyInventors: David L. Beach, Paul G. Bercik, Neal E. Morganson
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Patent number: 5171904Abstract: Synthetic lubricant base stocks having a low pour point are disclosed. These synthetic lubricant base stocks comprise a mixture of (1) oligomers prepared from a linear olefin having from 10 to 24 carbon atoms; and (2) alkylated decalin having an alkyl group containing from 10 to 24 carbon atoms. These synthetic lubricant base stocks may be prepared by hydrogenating the co-reaction products of a linear olefin having from 10 to 24 carbon atoms and naphthalene.Type: GrantFiled: May 31, 1990Date of Patent: December 15, 1992Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis
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Patent number: 5171919Abstract: A process for producing a propylene based oligomer which comprises polymerizing propylene alone or propylene and an olefin other than propylene in the presence of a catalyst comprising:(A) a transition metal compound represented by the general formula (I):(R.sub.5 C.sub.5).sub.m MX.sub.4-m (I)wherein R.sub.5 C.sub.5 may be the same as or different from each other and is a hydrocarbon group-substituted cyclopentadienyl group; M is a zirconium atom or hafnium atom; X may be the same as or different from each other and is a hydrogen atom, halogen atom or hydrocarbon group; m is an integer of from 1 to 4; and(B) a compound capable of forming an ionic complex when reacted with a transition metal compound, is disclosed.According to the present invention, a propylene oligomer can be produced without using a promoter such as aluminoxane or with use of a small amount of an organoaluminum compound.Type: GrantFiled: October 17, 1991Date of Patent: December 15, 1992Assignee: Idemitsu Kosan Co., Ltd.Inventors: Masami Watanabe, Nobuhide Ishihara
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Patent number: 5146023Abstract: A process is disclosed for preparing synthetic lubricant base stocks having improved properties. Synthetic lubricant base stocks may be prepared in good yield by oligomerizing linear olefins using certain acidic calcium montmorillonite clay catalysts. When a mixture of alpha and internal-olefins having up to 50 wt. % internal-olefin is used, and the oligomers prepared therefrom are hydrogenated, a synthetic lubricant base stock having a higher viscosity index and a lower pour point is prepared.Type: GrantFiled: April 30, 1990Date of Patent: September 8, 1992Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, Edward T. Marquis
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Patent number: 5081322Abstract: Polyolefin waxes are obtained in high yield by copolymerizing propylene with small amounts of other olefins in the presence of a catalyst composed of a metallocene of the formula I: ##STR1## and an alumoxane. The waxes are produced as compact, spherical particles having a narrow particle size distribution and high apparent density. In addition, the physical data of these waxes such as, for example, hardness, melting point, melt viscosity etc., are variable within wide limits.The polymer chains are noteworthy for a homogeneous and uniform structure, the comonomer units being predominantly arranged individually between polypropylene blocks.Type: GrantFiled: February 13, 1990Date of Patent: January 14, 1992Assignee: Hoechst AktiengesellschaftInventors: Andreas Winter, Volker Dolle, Jurgen Rohrmann, Martin Antberg, Ludwig Bohm, Walter Spaleck
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Patent number: 5043515Abstract: This invention relates to an oligomerization catalyst comprising a zirconocene and one or more alkyl aluminoxanes wherein the alkyl is selected from methyl, ethyl and mixtures thereof and the ratio of equivalents of methyl to ethyl in the product ranges from about 4 to about 0.25 and wherein the atom ratio of aluminum to zirconium ranges from about 1 to about 100. It further relates to the method for preparing the catalyst and the use of the catalyst in an oligomerization process. The catalyst is particularly suited for the oligomerization of ethylene.Type: GrantFiled: August 8, 1989Date of Patent: August 27, 1991Assignee: Shell Oil CompanyInventors: Lynn H. Slaugh, Galeon W. Schoenthal
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Patent number: 5023388Abstract: Polyethylene waxes having a very narrow molecular weight distribution, high isotacticity, a narrow grain size distribution and a high bulk density are obtained by means of a catalyst comprising a metallocene and an aluminoxane, in the presence of small amounts of hydrogen during the polymerization.Type: GrantFiled: December 19, 1988Date of Patent: June 11, 1991Assignee: Hoechst AktiengesellschaftInventor: Hartmut Luker
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Patent number: 4966874Abstract: Linear alpha-olefins are prepared by the oligomerization of ethylene using a two component catalyst system comprising (a) a soluble adduct of zirconium tetrahalide, the halogen being Br or Cl, with an organic compound selected from the group of esters, ketones, ethers, amines, nitriles, anhydrides, acid chlorides, amides or aldehydes, the organic compound having up to about 30 carbon atoms and (b) an alkyl metal selected from the group R.sub.2 AlX. RAlX.sub.2, R.sub.3 Al.sub.2 X.sub.3, R.sub.3 Al and R.sub.2 Zn where R is C.sub.1 -C.sub.20 alkyl and X is Cl or Br. ZrCl.sub.4 adducts with organic acetates are the preferred embodiments.Type: GrantFiled: March 20, 1989Date of Patent: October 30, 1990Assignee: Exxon Chemical Patents Inc.Inventors: David A. Young, Larry O. Jones, Troy J. Campione
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Patent number: 4962262Abstract: 1-Olefin polymer waxes having a very narrow molecular weight distribution, high isotacticity, a narrow grain size distribution and a high bulk density are obtained by means of a catalyst comprising a chiral, stereorigid metallocene compound and an aluminoxane, in the presence of small amounts of hydrogen during the polymerization.Type: GrantFiled: December 19, 1988Date of Patent: October 9, 1990Assignee: Hoechst AktiengesellschaftInventors: Andreas Winter, Martin Antberg, Jurgen Rohrmann
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Patent number: 4940833Abstract: Olefin monomer is recovered from a liquid polymerization reaction mixture comprising olefin monomer, catalyst residue, and catalyst deactivation compounds by washing the mixture with water and then separating the organic phase and aqueous phase. The liquid mixture can also comprise soluble olefin polymer.Type: GrantFiled: November 29, 1988Date of Patent: July 10, 1990Assignee: Phillips Petroleum CompanyInventors: Charles A. Drake, William R. Parrish, Roy C. Lee
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Patent number: 4935575Abstract: Olefinic feedstocks may be oligomerized to form desired oligomers containing a preferred configuration which, in the instant case, is a linear product, by utilizing certain catalytic compositions of matter. The particular catalyst composite which will form a higher percentage of linear products comprises a porous support having composited thereon a catalytically effective amount of an iron group metal and a metal of Group IVA of the Periodic Table along with an alkyl aluminum halide and mercaptan. In addition, if so desired, the catalyst composite will also contain in combination therewith an aluminum alkoxy compound and an aluminum halide.Type: GrantFiled: December 12, 1988Date of Patent: June 19, 1990Assignee: UOPInventor: Robert R. Frame
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Patent number: 4926002Abstract: A catalyst for olefin polymerization which comprises: (A) a catalyst component obtained by reacting (a) pentadiene or a derivative thereof with (b) an alkali metal and subsequently reacting the reaction product with (c) a titanium compound or zirconium compound, and (B) aluminoxane.Type: GrantFiled: July 11, 1989Date of Patent: May 15, 1990Assignee: Toa Nenryo Kogyo K. K.Inventors: Tadanao Kohara, Satoshi Ueki
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Patent number: 4914253Abstract: This invention relates to a process for preparing polyethylene wax having a narrow molecular weight distribution in a gas phase polymerization reactor. The invention particularly relates to the process of polymerizing ethylene in the presence of a supported metallocene-alumoxane catalyst and hydrogen. The catalyst may be derived from the addition of silica gel containing about 6 to about 20 percent by weight adsorbed water to a trialkylaluminum solution. An alumoxane coated silica gel is formed to which a metallocene may be added and the resulting material dried to free flowing powder. A trimethylaluminum pretreated metallocene may be employed when the trialkylaluminum is selected from the group consisting of triethylaluminum, tripropylaluminum, tri-n-butyl-aluminum, tri-isobutylaluminum, tri(2-methylpentyl)aluminum, trihexylaluminum, tri-n-octylaluminum and tri-n-decylaluminum.Type: GrantFiled: November 4, 1988Date of Patent: April 3, 1990Assignee: Exxon Chemical Patents Inc.Inventor: Main Chang
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Patent number: 4886933Abstract: In a method for the production of linear .alpha.-olefins by the oligomerization of ethylene in the presence of a catalyst system composed of (A) zirconium tetrachloride, (B-a) ethyl aluminum sesquichloride and (B-b) triethyl aluminum, an improvement is proposed which comprises using the catalyst system prepared in a specific procedure in which one of the essential conditions is the order of successive introduction of the three components along with the concentration of zirconium tetrachloride, temperature and length of time. It is essential that introduction of the component (B-b) is not preceded by the contacting of the components (A) and (B-a). Accoridng to the invention, the reaction product contains the species of the linear .alpha.-olefin compounds having higher usefulness than other species in a greatly increased yield.Type: GrantFiled: July 20, 1988Date of Patent: December 12, 1989Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Yasushi Shiraki, Takao Tamura
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Patent number: 4855525Abstract: Linear alpha-olefins are prepared by the oligomerization of ethylene using a two component catalyst system comprising (a) a soluble adduct of zirconium tetrahalide, the halogen being Br or Cl, with an organic compound selected from the group of esters, ketones, ethers, amines, nitriles, anhydrides, acid chlorides, amides or aldehydes, the organic compound having up to about 30 carbon atoms and (b) an alkyl metal selected from the group R.sub.2 AlX. RalX.sub.2, R.sub.3 Al.sub.2 X.sub.3, R.sub.3 Al and R.sub.2 Zn where R is C.sub.1 -C.sub.20 alkyl and X is Cl or Br. ZrCl.sub.4 adducts with organic acetates are the preferred embodiments.Type: GrantFiled: May 18, 1988Date of Patent: August 8, 1989Assignee: Exxon Chemical Patents Inc.Inventors: David A. Young, Larry O. Jones, Troy J. Campione
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Patent number: 4816610Abstract: The invention concerns a procedure for manufacturing short-chain linear .alpha.-olefines, in particular 1-butylene, selectively from ethylene. A nickel chelate in which the ligand is diphenyl (2-carboxymethyl) phosphine, diphenyl (2-carboxyethyl) phosphine, or an alkali metal salt of these, or an alkali metal salt of diphenyl (2-hydroxyethyl) phosphine, with or without a promoter, is used for a catalyst.Type: GrantFiled: February 12, 1988Date of Patent: March 28, 1989Assignee: Neste OyInventors: Salme Koskimies, Leena Rantanen, Jouni Kivi, Erkki Halme
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Patent number: 4814540Abstract: Disclosed is a process for producing propylene oligomers at high selectivities which comprises oligomerizing propylene in the presence of a catalyst comprising an alkyl substituted cyclopentadienyl compound of zirconium and/or hafnium and a condensation product of organoaluminum compound and water.Type: GrantFiled: November 13, 1987Date of Patent: March 21, 1989Assignee: Idemitsu Kosan Company LimitedInventors: Masami Watanabe, Masahiko Kuramoto
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Patent number: 4804794Abstract: The present invention relats to novel copolymers of alpha-olefins comprised of intramolecularly heterogeneous and intermolecularly homogeneous copolymer chains.Type: GrantFiled: July 13, 1987Date of Patent: February 14, 1989Assignee: Exxon Chemical Patents Inc.Inventors: Gary Ver Strate, Ricardo Bloch, Mark J. Struglinski, John E. Johnston, Roger K. West
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Patent number: 4783573Abstract: A process for preparing a linear .alpha.-olefin having from 4 to 20 carbon atoms is disclosed which comprises polymerizing ethylene or gas containing ethylene in the presence of a catalyst consisting of a zirconium halide, an organoaluminium compound and a Lewis base, and adding a catalyst deactivating agent to the resulting reaction mixture, wherein said Lewis base is at least one member selected from the group consisting of thioethers, alkyl disulfides, thiophenes, thiourea, sulfides, phosphines and primary amines.Use of the catalyst enables preparation of linear .alpha.-olefins of a high purity and reduction in the amount of by-produced wax.Type: GrantFiled: December 24, 1986Date of Patent: November 8, 1988Assignee: Idemitsu Petrochemical Company LimitedInventors: Yasushi Shiraki, Shinichi Kawano, Kunio Takeuchi
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Patent number: 4777314Abstract: New nickel composition having substantial solubility in hydrocarbons and prepared by reacting at least one inorganic divalent nickel compound, at least one halogenoacetic acid and at least one ester of the formula R.sub.1 COO R.sub.2 wherein R.sub.1 is hydrogen or hydrocarbyl and R.sub.2 is hydrocarbyl. The resultant composition can be used in admixture with a hydrocarbylaluminum halide as catalyst for olefin dimerization.Type: GrantFiled: November 12, 1987Date of Patent: October 11, 1988Assignee: Institut Francais du PetroleInventors: Gerard Provin, Alain Forestiere, Dominique Commereuc
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Patent number: 4769510Abstract: In the polymerization of propylene and other higher 1-olefins, polymers which have a high degree of isotacticity and a narrow distribution of molecular weight are obtained in the presence of a catalyst system composed of a zirconium compound which is stereo-rigid and chiral and a linear or cyclic aluminoxane. In addition, the catalyst system is exceptionally active.Type: GrantFiled: November 25, 1985Date of Patent: September 6, 1988Assignee: Hoechst AktiengesellschaftInventors: Walter Kaminsky, Klaus Kulper, Maria Buschermohle, Hartmut Luker
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Patent number: 4717785Abstract: Phosphine impurities are effectively removed from higher olefin products containing such impurities by treatment of the olefin with a macroreticular cation exchange resin in the acid form. The invention is particularly useful in removing phosphine catalyst residues from the C.sub.6 and higher mono-olefin products of ethylene oligomerization reactions.Type: GrantFiled: December 10, 1986Date of Patent: January 5, 1988Assignee: Shell Oil CompanyInventor: Timm E. Paxson
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Patent number: 4704491Abstract: A liquid ethylene-alpha-olefin random copolymer, characterized in that(a) it has an ethylene unit content of 10 to 85 mole % and an alpha-olefin unit content of 15 to 90 mole %,(b) it has a low molecular weight,(c) it has a narrow molecular weight distribution,(d) the dispersion of the ethylene units and alpha-olefin units in the polymer chain is in the advanced state, and(e) the directions of bonding of the alpha-olefin units in the polymer chain are nearly the same.The copolymer is prepared by copolymerizing ethylene and an alpha-olefin having 3 to 20 carbon atoms in the presence of a catalyst comprising a compound of a transition metal of Group IVb of the periodic table and an aluminoxane. The copolymer is very useful as a synthetic lubricant oil.Type: GrantFiled: March 25, 1986Date of Patent: November 3, 1987Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toshiyuki Tsutsui, Mamoru Kioka, Akinori Toyota, Norio Kashiwa
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Patent number: 4658078Abstract: This invention relates to a process for dimerizing an alpha olefin to a vinylidene olefin which comprises contacting said alpha olefin with a catalyst comprising (a) cyclo(pentadienyl)zirconium or hafnium metallocene and (b) an aluminoxane wherein the atom ratio of Al to Zr or Hf in the catalyst ranges from about 1 to about 100.Type: GrantFiled: August 15, 1986Date of Patent: April 14, 1987Assignee: Shell Oil CompanyInventors: Lynn H. Slaugh, Galeon W. Schoenthal
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Patent number: 4642410Abstract: Alpha-olefins are oligomerized at high yields and rapid reaction rates by using a catalyst system comprising titanium halide, an organic halide and a trialkylaluminum compound. In performing the reaction, the titanium halide and the organic halide are first admixed, preferably in monomer. The reaction is initiated by admixing the aforesaid solution with the alpha-olefin containing the alkyl aluminum component. The reaction may be performed using a variety of organic halides at a varying alkyl aluminum to titanium compound ratio.Type: GrantFiled: March 14, 1985Date of Patent: February 10, 1987Assignee: Uniroyal Chemical Company, Inc.Inventor: Frederick C. Loveless
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Patent number: 4640763Abstract: The invention is directed to improve the profitability of existing catalytic cracking operations. Specifically, in thermofor catalytic cracking, liquified petroleum gases (LPG) are injected to the internal seal leg of the reactor for converting LPG to more valuable products and to prevent products and feed from surging out of the reaactor vessel.Type: GrantFiled: October 15, 1985Date of Patent: February 3, 1987Assignee: Mobil Oil CorporationInventor: Tai-Sheng Chou
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Patent number: 4579991Abstract: A process for the preparation of alpha olefin oligomers having predominantly terminal unsaturation using a catalyst system comprising an alkyl aluminum halide component and a second component comprising at least one zirconium compound, preferably in combination with at least one titanium compound. There is also disclosed a catalyst composition for use in this process.Type: GrantFiled: January 13, 1984Date of Patent: April 1, 1986Assignee: Chevron Research CompanyInventor: Mary A. White
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Patent number: 4575574Abstract: An ethylene ter- or tetrapolymer useful as a viscosity modifier and a process for preparing the polymer. The polymer comprises ethylene, an alpha-olefin, a non-conjugated diene and, optionally, a cationically polymerizable monoolefin. The polymerization catalyst comprises a Ziegler catalyst in conjunction with a cationic polymerization catalyst.Type: GrantFiled: December 17, 1984Date of Patent: March 11, 1986Assignee: Exxon Research & Engineering Co.Inventors: Edward N. Kresge, Gary W. Ver Strate
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Patent number: 4528416Abstract: An improved process for the conversion of ethylene to its linear alpha-olefin oligomers by contact with a catalytic nickel complex dissolved in a polar organic solvent. The improvement relates to the use as solvent in such a process of a mixture of certain monohydric and dihydric alcohols in specified proportions. Practice of the invention provides enhanced rate of ethylene oligomerization and/or modification of the carbon number distribution of the product oligomer mixture.Type: GrantFiled: October 9, 1984Date of Patent: July 9, 1985Assignee: Shell Oil CompanyInventor: Eugene F. Lutz
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Patent number: 4518814Abstract: A novel ethylene oligomerization catalyst is provided consisting essentially of a nickel compound, a phosphine compound, and an acid. In addition, an improved ethylene oligomerization process is provided which comprises contacting ethylene with the novel catalyst composition present, in an effective solvent, at a temperature from about 0.degree. C. to about 200.degree. C. As a result of the inventive process, high catalyst productivity and good selectivity to desired oligomeric products are obtained.Type: GrantFiled: August 24, 1984Date of Patent: May 21, 1985Assignee: Phillips Petroleum CompanyInventors: Ronald D. Knudsen, Stephen E. Reiter
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Patent number: 4503279Abstract: Ethylene is oligomerized to linear, alpha-olefins by reacting ethylene in liquid phase solution in the presence of a catalyst composition produced by contacting in the presence of ethylene (1) a simple divalent nickel salt, (2) a boron hydride reducing agent, and (3) an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether.Type: GrantFiled: June 11, 1984Date of Patent: March 5, 1985Assignee: Shell Oil CompanyInventor: David M. Singleton
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Patent number: 4486615Abstract: A process for preparing and controlling the M.sub.n in the range of 70 to 700 of a reaction product comprising at least 90 mole % linear alpha olefins which includes polymerizing an ethylene containing gas in the presence of the reaction product of a Zirconium metal compound with R.sub.2 AlX, wherein R is an alkyl group having about 1 to about 20 carbon atoms, preferably 1 to 5, most preferably ethyl, and X is Cl or Br, in the presence of a diluent at a temperature of about 75.degree. to 200.degree. C. and an ethylene pressure above about 50 psia, wherein the mole ratio of ethylene to olefin reaction product is above 0.8 throughout the reaction, wherein the product olefin concentration is greater than 5 wt. % based on the diluent and reaction product, wherein the M.sub.n of said reaction product is controlled by the molar ratio of said R.sub.2 AlX/ZrCl.sub.4, said molar ratio being between 100:1 to 0.1:1.Type: GrantFiled: December 29, 1982Date of Patent: December 4, 1984Assignee: Exxon Research & Engineering Co.Inventor: Arthur W. Langer, Jr.
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Patent number: 4482640Abstract: A novel ethylene oligomerization catalyst is provided consisting essentially of a nickel compound, a phosphine compound, and an acid. In addition, an improved ethylene oligomerization process is provided which comprises contacting ethylene with the novel catalyst composition present, in an effective solvent, at a temperature from about 0.degree. C. to about 200.degree. C. As a result of the inventive process, high catalyst productivity and good selectivity to desired oligomeric products are obtained.Type: GrantFiled: May 2, 1983Date of Patent: November 13, 1984Assignee: Phillips Petroleum CompanyInventors: Ronald D. Knudsen, Stephen E. Reiter
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Patent number: 4472522Abstract: Ethylene is oligomerized to linear, alpha-olefins by reacting ethylene in liquid phase solution in the presence of a catalyst composition produced by contacting in the presence of ethylene (1) a simple divalent nickel salt, (2) a boron hydride reducing agent, and (3) an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether.Type: GrantFiled: June 6, 1983Date of Patent: September 18, 1984Assignee: Shell Oil CompanyInventor: David M. Singleton
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Patent number: 4463201Abstract: High quality synthetic lubricating oils are provided when certain olefinic monomers such as ethylene, propylene and a third 1-olefin are copolymerized and thereafter dewaxed by means of a urea adduction process.Type: GrantFiled: January 24, 1983Date of Patent: July 31, 1984Assignee: Mobil Oil CorporationInventors: John W. Schick, Robert M. Gemmill, Jr.
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Patent number: 4442309Abstract: A process for preparing and controlling the M.sub.n of a reaction product comprising at least 90 mole % linear alpha olefins which includes polymerizing an ethylene containing gas in the presence of the reaction product of a Zirconium metal compound with R.sub.2 AlX, wherein R is an alkyl group having about 1 to about 5 carbon atoms and X is Cl or Br, in the presence of a diluent at a temperature of about 75.degree. to 200.degree. C. and an ethylene pressure above about 50 psia, wherein the mole ratio of ethylene to olefin reaction product is above 0.8 throughout the reaction, wherein the product olefin concentration is greater than 5 wt. % based on the diluent and reaction product, wherein the M.sub.n of said reaction product is controlled by the molar ratio of said R.sub.2 AlX/ZrCl.sub.4, said molar ratio being less than about 1.Type: GrantFiled: December 14, 1981Date of Patent: April 10, 1984Assignee: Exxon Reserch and Engineering Co.Inventor: Arthur W. Langer, Jr.
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Patent number: 4434313Abstract: A process for preparing linear alpha olefins and waxes having a total product M.sub.n in the range 200 to 700 comprising at least 90 mole percent linear alpha olefins which includes polymerizing an ethylene containing gas in the presence of the reaction product of a zirconium halide compound with an aluminum cocatalyst selected from the group consisting of dialkyl aluminum alkoxides or aryloxides and dialkyl aluminum disubstituted amides in the presence of a diluent at a temperature of about 50.degree. to 200.degree. C. and an ethylene pressure above about 3.5 MPa, wherein the M.sub.n of said reaction product is controlled by the molar ratio of said aluminum cocatalyst/Zr halide, said molar ratio being less than about 10.Type: GrantFiled: December 29, 1982Date of Patent: February 28, 1984Assignee: Exxon Research and Engineering Co.Inventor: Arthur W. Langer, Jr.
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Patent number: 4434312Abstract: A process for preparing alpha olefin waxes comprising polymerizing an ethylene containing gas in the presence of a hydrocarbon-soluble catalyst comprising a zirconium compound, a dialkyl aluminum halide and a monoalkyl aluminum dihalide in specified ratios in the presence of a diluent at 75.degree.-200.degree. C. and maintaining the mole ratio of ethylene to total olefin reaction product above 0.8 so as to produce a waxy product containing at least 90 mole % linear olefins of which greater than 50 wt % are C.sub.20+ waxes.Type: GrantFiled: January 2, 1981Date of Patent: February 28, 1984Assignee: Exxon Research and Engineering Co.Inventor: Arthur W. Langer, Jr.
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Patent number: 4396788Abstract: In a process for preparing linear olefins which comprises polymerizing an ethylene containing gas in the presence of a catalyst comprising the reaction product of a transition metal halide and an aluminum alkyl compound in the presence of a diluent and maintaining the mole ratio of ethylene to olefin reaction product at a relatively high level so as to produce a product comprising at least 90 mole % linear olefins, the process is improved and the product purity is maintained by killing the activity of the catalyst prior to the occurrence of deleterious side reactions which tend to reduce the product purity.Type: GrantFiled: March 2, 1978Date of Patent: August 2, 1983Assignee: Exxon Research and Engineering Co.Inventor: Arthur W. Langer, Jr.
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Patent number: 4395356Abstract: A process for removing catalyst residues from poly-1-butene which is disclosed which comprises contacting an organic phase containing the poly-1-butene dissolved in an inert hydrocarbon solvent with an aqueous solution of an alpha-hydroxysulfonic acid and then separating the poly-1-butene-containing phase from the aqueous phase.Type: GrantFiled: December 22, 1981Date of Patent: July 26, 1983Assignee: Shell Oil CompanyInventors: Lynn H. Slaugh, Carl L. Willis
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Patent number: 4387262Abstract: A process for oligomerizing olefins uses a catalyst composition obtained by contacting (a) bivalent nickel compound with (b) a hydrocarbylaluminum compound of the formula Al R.sub.x X.sub.y where R is a monovalent hydrocarbon radical, X is halogen, x is from 1 to 1.5, y is from 1.5 to 2, x+y being equal to 3, and (c) a Bronsted acid consisting preferably of a halogenocarboxylic acid of the formula R.sub.1 COOH in which R.sub.1 is a halogenoalkyl radical of the formula C.sub.m H.sub.p X.sub.q X being halogen, m an integer from 1 to 3, p being zero or an integer and q being an integer, the condition p+q=2m+1 being fulfilled. A preferred Bronsted acid is of the formula R.sub.2 COOH in which R.sub.2 is a halogenomethyl group of the formula CX.sub.n H.sub.3-n, X being halogen and n an integer from 1 to 3.Type: GrantFiled: January 22, 1981Date of Patent: June 7, 1983Assignee: Institut Francais Du PetroleInventors: Yves Chauvin, Domonique Commereuc, Jean Gaillard, Gerard Leger, Nhu H. Phung
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Patent number: 4377720Abstract: A process for preparing linear alpha olefins and waxes having a total product M.sub.n in the range 200 to 700 comprising at least 90 mole percent linear alpha olefins which includes polymerizing an ethylene containing gas in the presence of the reaction product of a zirconium halide compound with an aluminum cocatalyst selected from the group consisting of dialkyl aluminum alkoxides or aryloxides and dialkyl aluminum disubstituted amides in the presence of a diluent at a temperature of about 50.degree. to 200.degree. C. and an ethylene pressure above about 3.5 MPa, wherein the M.sub.n of said reaction product is controlled by the molar ratio of said aluminum cocatalyst/Zr halide, said molar ratio being less than about 1.Type: GrantFiled: December 14, 1981Date of Patent: March 22, 1983Assignee: Exxon Research and Engineering Co.Inventor: Arthur W. Langer
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Patent number: 4361714Abstract: A process for preparing linear alpha olefins and waxes having a total product M.sub.n in the range 200 to 700 which includes polymerizing an ethylene-containing gas in the presence of the reaction product of a zirconium halide with R.sub.2 Zn, wherein R is an alkyl group having about 1 to about 20 carbon atoms, in the presence of a diluent at a temperature of about 50.degree. to 200.degree. C. and an ethylene pressure above about 3.5 MPa, wherein the M.sub.n of said reaction product is controlled by the molar ratio of said R.sub.2 Zn/ZrCl.sub.4, said molar ratio being less than about 1.Type: GrantFiled: December 14, 1981Date of Patent: November 30, 1982Assignee: Exxon Research and Engineering Co.Inventors: Arthur W. Langer, John J. Steger, Terry J. Burkhardt
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Patent number: 4338477Abstract: The invention concerns a process for the removal of catalyst residues from a gas by contacting the gas with particulate mineral oxides. The process of the invention may be applied to the removal of coordination catalyst residues from .alpha.-olefins recycled from a polymerization reactor. The process is particularly useful in the removal of alkylaluminium halides and hydrogen halides, such as diethylaluminium chloride and hydrogen chloride, from .alpha.-olefins such as propylene. The process offers the advantages of being able to be operated under anhydrous conditions, and combining high efficiency in the removal of low levels of catalyst residues with a high capacity for the catalyst residues.Type: GrantFiled: July 22, 1980Date of Patent: July 6, 1982Assignees: ICI Australia Limited, Commonwealth Scientific and Industrial Research OrganizationInventors: Keith Moody, Thomas Mole
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Patent number: 4293725Abstract: Ethylene is oligomerized by intimately contacting ethylene with a metal modified catalyst. The catalyst is produced by contacting (a) a refractory metal oxide/silica support, such as alumina/silica wherein the silica content of the support is from about 2 to about 95 weight percent and the metal oxide content of the support is from about 5 to about 98 percent with (b) a solution of a basic metal and then (c) contacting the resulting metal modified support with a tris(cyclopentadienyl)trinickel dicarbonyl.Type: GrantFiled: May 21, 1980Date of Patent: October 6, 1981Assignee: Gulf Research & Development CompanyInventors: David L. Beach, Thaddeus P. Kobylinski
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Patent number: 4293726Abstract: An alpha olefin containing three to 10 carbon atoms, or higher, is oligomerized by intimately contacting the alpha olefin, e.g., in a non-aromatic solvent, with a catalyst produced by contacting (a) a refractory metal oxide/silica support such as alumina/silica wherein the silica content of the support is from about 2 to about 95 weight percent and the metal oxide content of the support is from about 5 to about 98 percent with (b) a tris(cyclopentadienyl)trinickel dicarbonyl. This process is characterized by a relatively high reaction rate at moderate temperatures and pressures and results in the production of significant quantities of dimers, trimers and tetramers.Type: GrantFiled: May 21, 1980Date of Patent: October 6, 1981Assignee: Gulf Research & Development CompanyInventors: David L. Beach, Thaddeus P. Kobylinski
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Patent number: 4288648Abstract: Ethylene is oligomerized by contacting ethylene with a catalyst produced by contacting (a) a refractory metal oxide/silica support such as alumina/silica wherein the silica content of the support is from about 2 to about 95 weight percent and the metal oxide content of the support is from about 5 to about 98 percent with (b) a tris(cyclopentadienyl)trinickel dicarbony. This process is characterized by a relatively high reaction rate at moderate temperatures and pressures and results in the production of relatively high proportions of desirable trimer, tetramer, pentamer, and higher olefinic products.Type: GrantFiled: May 21, 1980Date of Patent: September 8, 1981Assignee: Gulf Research & Development CompanyInventors: David L. Beach, Thaddeus P. Kobylinski