Al-and Transition Metal-containing Patents (Class 585/512)
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Patent number: 5625106Abstract: A new class of olefin dimerization catalysts and an efficient method for their preparation is disclosed. B (C.sub.6 F.sub.5).sub.3 reacts quantitatively with Group 4 metallocene type catalysts to yield highly reactive cationic complexes as follows:(L.sub.2 MR.sup.2).sup.+ X.sup.- whereL=R.sub.2 (C.sub.5 H.sub.3); R=CR'.sub.3 ; R.sup.2 =alkyl group (C=1.ltoreq.20);M=Ti, Zr, Hf;X.sup.- =RB(C.sub.6 F.sub.5).sub.3.sup.-, or methylalumoxane.These complexes are potent catalysts and may be used in the dimerization of .alpha.-olefins.Type: GrantFiled: December 11, 1995Date of Patent: April 29, 1997Assignee: Northwestern UniversityInventors: Tobin J. Marks, Xinmin Yang
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Patent number: 5625105Abstract: Vinylidene olefin can be formed in good yield in much shorter reaction periods than found critical heretofore. The process involves dimerizing vinyl olefin with at least one trialkylaluminum compound as the sole catalyst component charged to the reaction vessel. These materials are charged to the reactor so that it contains in the range of 0.001 to 0.05 mol of trialkylaluminum per mol of the initial vinyl olefin. The reaction is performed at a temperature in the range of over 140.degree. C. and below 172.degree. C. for a period of time in the range of 1 to 24 hours sufficient to convert at least 10% by weight of the initial vinyl olefin to a different product with at least 80 wt % vinylidene dimer selectivity.Type: GrantFiled: February 5, 1996Date of Patent: April 29, 1997Assignee: Amoco CorporationInventors: Kaung-Far Lin, Carroll W. Lanier
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Patent number: 5589601Abstract: The invention concerns a process for dimerization, co-dimerization and oligomerization of olefins, in particular .alpha.-olefins, with a catalytic composition resulting from a mixing at least one tungsten oxyhalide, at least one aryl isocyanate of diisocyanate, and at least one alkylaluminum halide.Type: GrantFiled: September 15, 1995Date of Patent: December 31, 1996Assignee: Institut Francais du PetroleInventors: Yves Chauvin, H el ene Olivier
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Patent number: 5563312Abstract: A process is provided to stabilize and/or reactivate an olefin production catalyst system which comprises contacting an olefin production catalyst system, either before or after use, with an aromatic compound.Type: GrantFiled: May 19, 1995Date of Patent: October 8, 1996Assignee: Phillips Petroleum CompanyInventors: Ronald D. Knudsen, Jeffrey W. Freeman, Mark E. Lashier
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Patent number: 5557023Abstract: The present invention relates to the oligomerization of lower alpha olefins, and particularly ethylene, to higher olefins in the presence of a catalyst precursor having either or both of a dithiophosphinate complex and a heterobifunctional ligand having a phosphine center and an imine or similar center, in the presence of an activator. The catalysts have a high reactivity and a good selectivity.Type: GrantFiled: May 23, 1995Date of Patent: September 17, 1996Assignee: The Governors of the University of AlbertaInventors: Arpad F. Somogyvari, Beth L. Creed, Antonio P. Nicola, Alan R. Sanger, David J. Law, Ronald G. Cavell
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Patent number: 5550305Abstract: Ethylene is trimerized to form 1-hexene by using a catalyst comprising an aluminoxane and polydentate phosphine, arsine, and/or stibine coordination complex of a chromium salt.Type: GrantFiled: April 14, 1994Date of Patent: August 27, 1996Assignee: Amoco CorporationInventor: Feng-Jung Wu
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Patent number: 5550304Abstract: The invention concerns a catalytic composition and a process for the dimerisation, codimerisation or oligomerisation of olefins, said composition comprising a mixture of at least one bivalent nickel complex which contains two tertiary phosphine molecules, at least one nickel complex which contains neither water nor phosphine, and at least one alkylaluminium halide. The mixture is particularly for use in ionic type non aqueous liquid compositions, such as those formed by quaternary ammonium halides and/or quaternary phosphonium halides with aluminium halides and/or alkylaluminium halides.Type: GrantFiled: May 26, 1995Date of Patent: August 27, 1996Assignee: Institut Francais Du PetroleInventors: Yves Chauvin, Sandra Einloft, Helene Olivier
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Patent number: 5543375Abstract: A process is provided to stabilize and/or reactivate an olefin production catalyst system which comprises contacting an olefin production catalyst system, either before or after use, with an aromatic compound.Type: GrantFiled: February 18, 1994Date of Patent: August 6, 1996Assignee: Phillips Petroleum CompanyInventors: Mark E. Lashier, Jeffrey W. Freeman, Ronald D. Knudsen
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Patent number: 5523507Abstract: Novel chromium-containing compounds, such as, for example, chromium pyrrolides, are prepared by forming a mixture of a chromium salt, a metal amide, and an electron pair donor solvent, such as, for example, an ether. These novel chromium-containing, or chromium pyrrolide, compounds can be used either unsupported or supported on an inorganic oxide support, with a metal alkyl and an unsaturated hydrocarbon, to trimerize, oligomerize, and/or polymerize olefins.Type: GrantFiled: July 29, 1994Date of Patent: June 4, 1996Assignee: Phillips Petroleum CompanyInventors: William K. Reagen, Ted M. Pettijohn, Jeffrey W. Freeman
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Patent number: 5498815Abstract: A synthetic oil is made by a process comprising the steps of (a) reacting a vinylidene olefin in the presence of a catalyst to form an intermediate mixture which contains at least about 50 weight percent dimer of said vinylidene olefin, and (b) adding a vinyl olefin to said intermediate mixture and reacting said intermediate mixture and said vinyl olefin in the presence of a catalyst so as to form a product mixture which contains said dimer of said vinylidene olefin and a codimer of said added vinyl olefin with said vinylidene olefin.Type: GrantFiled: December 13, 1991Date of Patent: March 12, 1996Assignee: Albemarle CorporationInventors: Robert A. Schaerfl, Jr., Ali M. Dadgar, Carroll W. Lanier
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Patent number: 5481056Abstract: This invention relates to a process for the polymerization of polyolefins, in which .alpha.-olefins are polymerized in the presence of a catalyst system composed of: the solid catalyst component (A) obtained by reacting a magnesium compound with oxygen-containing organic compounds of a transition metal, aluminum and silicon, followed by further reacting with a halogenated organoaluminum compound, and the catalyst component (B) comprising of organoaluminum compound and/or organoaluminoxane compound. The catalyst system of this invention provides polymers having an excellent particle form and the molecular weight distribution being easily controlled in a wide range, in high activity, and copolymers having a narrow composition distribution range.Type: GrantFiled: July 20, 1993Date of Patent: January 2, 1996Assignee: Tosoh CorporationInventors: Fumiharu Takahashi, Yutaka Naito, Mitsuhiro Mori, Sadaki Nishimura
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Patent number: 5463157Abstract: A method for producing 3-methyl-2-pentene which is substantially free of any other C.sub.6 olefin, except 2-ethyl-1-butene, by first producing a stream that contains 2-ethyl-1-butene from the trimerization of ethylene, and second by recovering the 2-ethyl-1-butene as 3-methyl-2-pentene via etherification, separation of the ether, and decomposition of the ether back to predominantly 3-methyl-2-pentene with some 2-ethyl-1-butene.Type: GrantFiled: October 29, 1993Date of Patent: October 31, 1995Assignee: Exxon Chemical Patents, Inc.Inventors: Dan E. Hendriksen, Gerald G. McGlamery, Michael J. Keenan, Derrick D. Pete
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Patent number: 5461018Abstract: The present invention relates to a procatalyst composition for the polymerization of alpha-olefines, which has been prepared in steps, in which is arranged a carrier agent based on at least one inorganic oxide, having few or no hydroxyl groups on its surface, and the carier agent is reacted with the magnesium compound and one or more transition metal compounds of the groups IVB and VB of the periodic table.Type: GrantFiled: March 16, 1994Date of Patent: October 24, 1995Assignee: Borealis Holding A/SInventors: Sirpa Ala-Huikku, Marjaana Lommi, Eero Iiskola
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Patent number: 5451704Abstract: A process for the production of hydrocarbon lubricant basestock comprises contacting C.sub.2 to C.sub.20 alpha-olefin feedstock, or mixtures thereof, e.g., 1-decene, under heterogeneous oligomerization conditions with a catalyst comprising halides of a metal component anchored on an adsorbent inorganic oxide solid, e.g., silica, by an oxygen-metal bond to provide a reaction mixture containing said hydrocarbon lubricant basestock. The catalyst is prepared by contacting the inorganic oxide solid with organic metal halide of the formula RMXY wherein R is alkyl or aryl, M is aluminum, X is halogen and Y is selected from the group consisting of halogen, alkyl, alkenyl, aryl, alkoxy, and amido moieties.Type: GrantFiled: May 5, 1993Date of Patent: September 19, 1995Assignee: Mobil Oil CorporationInventors: Suzzy C. Ho, Margaret M. Wu
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Patent number: 5449850Abstract: C.sub.3 and higher olefins are oligomerized 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. Dimers, trimers and tetramers are selectively prepared in the process.Type: GrantFiled: March 12, 1991Date of Patent: September 12, 1995Assignee: Exxon Chemical Patents Inc.Inventors: David A. Young, Larry O. Jones, Troy J. Campione
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Patent number: 5438027Abstract: Inorganic oxides, modified with a metal alkyl and an unsaturated hydrocarbon, can be used to support a metal source, such as, for example, chromium, and a pyrrole-containing compound. The resultant catalyst system can be used to trimerize olefins. Olefin trimerization processes are also provided.Type: GrantFiled: December 13, 1991Date of Patent: August 1, 1995Assignee: Phillips Petroleum CompanyInventors: William K. Reagen, Max P. McDaniel
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Patent number: 5432139Abstract: Processes for the formulation of Ziegler-type catalysts from a transition metal component, an electron donor and a co-catalyst which are sequentially mixed together. The co-catalyst is initially contacted with either of the transition metal catalyst or the electron donor for a first contact time of 5-120 seconds. This mixture is then contacted with the remainder of the electron donor or transition metal component for a second contact time of less and 110 seconds. The three component system is then used in olefin polymerization. The olefin contacting step can involve an initial pre-polymerization reaction. A specific order of addition involves mixture of the transition metal component and the co-catalyst component for a contact time of 5-120 seconds followed by contact with an electron donor component for no more than 30 seconds. Another order of addition involves initially contacting the electron donor with the co-catalyst.Type: GrantFiled: March 4, 1992Date of Patent: July 11, 1995Assignee: Fina Technology, Inc.Inventors: Edwar S. Shamshoum, David J. Rauscher, Shabbir A. Malbari
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Patent number: 5414178Abstract: A catalyst system composition and a process to prepare a catalyst composition comprising a cobalt compound, a metal alkyl and a coordinating compound is provided. The resultant catalyst system composition can be used to dimerize ethylene with high productivity to butenes and high selectivity to 1-butene.Type: GrantFiled: January 21, 1994Date of Patent: May 9, 1995Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5414180Abstract: Organic aluminoxy compounds are prepared by reacting an organo boronic acid with a trihydrocarbyl aluminum compound. The resulting products are suitable as components for catalyst systems for the polymerization of olefins.Type: GrantFiled: July 14, 1993Date of Patent: May 9, 1995Assignee: Phillips Petroleum CompanyInventors: Rolf L. Geerts, Tara G. Hill
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Patent number: 5414177Abstract: Immobilized Lewis acid catalysts comprising a polymer having at least one Lewis acid immobilized within the polymer structure, said polymer having the monomer units represented by the structural formula: ##STR1## where D is OR', NH.sub.2, NHR', OM' or OM"; E is at least one Lewis acid residue, R is an alkyl group or cycloalkyl group; R.sup.2 is a divalent hydrocarbyl group, R' is an alkyl, cycloalkyl, aryl or alkylaryl group, M' is an alkali metal and M" is an alkaline earth metal. The immobilized Lewis acid catalyst is useful in olefin polymerization and in alkylation or aromatic or isoparrafinic hydrocarbons with an olefin.Type: GrantFiled: November 18, 1993Date of Patent: May 9, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Tze-Chiang Chung, Frank J. Chen, Jon E. Stanat, Alok Kumar
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Patent number: 5382738Abstract: Inorganic oxides, modified with a metal alkyl and an unsaturated hydrocarbon, can be used to support a metal source, such as, for example, chromium, and a pyrrole-containing compound. The resultant catalyst system can be used to oligomerize and/or trimerize olefins. Olefin oligomerization and/or trimerization processes are also provided.Type: GrantFiled: February 10, 1994Date of Patent: January 17, 1995Assignee: Phillips Petroleum CompanyInventors: William K. Reagen, Max P. McDaniel
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Patent number: 5342813Abstract: A catalyst for polymerizing an aromatic vinyl compound is provided which is composed of a catalyst component (A) and a catalyst component (B); the catalyst component (A) being a reaction product derived by reacting an organic transition metal compound having a substituted or unsubstituted cyclopentadienyl group, with an alkylaluminum compound, and represented by the general formula (I): ##STR1## where C.sub.5 R.sup.1.sub.m is a substituted or unsubstituted cyclopentadienyl group: R is hydrogen or a hydrocarbon group having 1 to 20 carbons, each R.sub.1 being independent; R.sup.2 is an alkylene group having 1 to 4 carbons, a dialkylsilicon group, a dialkylgermanium group, an alkylphoshine group, or an alkylamine group, the alkylene or alkyl group, and R.sup.2 crosslinks the two (C.sub.5 R.sup.1.sub.m) rings; m is an integer of 0 to 5; n is 0 or 1; when n=0, m=5, Q is an alkyl group or a halogen atom; R.sup.Type: GrantFiled: October 14, 1992Date of Patent: August 30, 1994Assignee: Tosoh CorporationInventor: Akira Miyashita
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Patent number: 5331104Abstract: Novel chromium-containing compounds, such as, for example, chromium pyrrolides, are prepared by forming a mixture of a chromium salt, a metal amide, and an electron pair donor solvent, such as, for example, an ether. These novel chromium-containing, or chromium pyrrolide, compounds can be used either unsupported or supported on an inorganic oxide support to trimerize and/or polymerize olefins.Type: GrantFiled: January 21, 1993Date of Patent: July 19, 1994Assignee: Phillips Petroleum CompanyInventors: Willim K. Reagen, Brian K. Conroy
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Patent number: 5321107Abstract: In accordance with the present invention, there are provided an olefin polymerization catalyst formed from:[A] a compound of a transition metal belonging to Group IV B of the periodic table,[B] an aluminoxane, and[C] water,an olefin polymerization catalyst formed from [D] an organoaluminum compound in addition to the above-mentioned [A], [B] and [D] components, and processes for the polymerization of olefins using the above-mentioned olefin polymerization catalysts, respectively.Type: GrantFiled: October 29, 1993Date of Patent: June 14, 1994Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Toshiyuki Tsutsui, Kazunori Okawa, Akinori Toyota
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Patent number: 5321189Abstract: A process for propene oligomerization catalyzed by transition metal complexes in liquid phase to give propene oligomers with a high content of terminal double bonds, comprises oligomerizing propene in the presence of a catalyst of the formula ICp.sub.2 MX.sub.2 Iwhere Cp is an unsubstituted cyclopentadienyl unit and/or a mono-C.sub.1 -C.sub.4 -alkylcyclopentadienyl unit, M is zirconium or hafnium and the ligands X are each hydride and/or halide and/or methyl, and in the presence of an aluminoxane cocatalyst, and where the ratio of the amounts of the catalyst I and the aluminoxane cocatalyst is such that the M/Al atomic ratio is from 1:250 to 1:1000, employing a temperature of from 50.degree. to 110.degree. C. and a pressure of from 30 to 100 bar.Type: GrantFiled: February 25, 1993Date of Patent: June 14, 1994Assignee: BASF AktiengesellschaftInventors: Hans-Joachim Mueller, Bernd L. Marczinke, Juergen Kerth, Rainer Konrad, Guenther Schweier, Max Strohmeyer, Bernhard Rieger
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Patent number: 5288933Abstract: A process for the polymerization of ethylene or a mixture comprising ethylene and one or more alpha-olefins and, optionally, a diene, comprising passing, under polymerization conditions, the aforementioned monomer(s) into contact with a catalyst system comprising:(a) the reaction product of(i) a titanium based catalyst precursor having the formula Mg.sub.a Ti(OR).sub.b X.sub.c (ED).sub.d whereinED is an inside electron donor comprising a mixture of (A) about 1 to about 80 mole percent of an alkyl, alkoxy, aryl, or aryloxy phosphine oxide, or mixtures thereof, and (B) about 20 to about 99 mole percent of an organic ester, ether, or ketone, or mixtures thereof, said phosphine oxide also being present in a molar ratio of phosphine oxide to titanium of 0.Type: GrantFiled: April 16, 1992Date of Patent: February 22, 1994Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Sun-Chueh Kao, Frederick J. Karol
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Patent number: 5264088Abstract: Process for the preparation of a catalytic composition for the polymerization of olefins. At least partial electrochemical oxidation of aluminum in a solvent of .alpha., .omega.-dihalogeno-alkane and simultaneously the electrochemical reduction of a compound of titanium (IV) occur in process.The catalytic composition comprises at least one titanium compound, at least one halogenated organs-aluminum compound and at least one inorganic magnesium compound in suspension in at least one .alpha.,.omega.-dihalogeno-alkane. The titanium compound is essentially a titanium (III) compound. The overall content of titanium (II) and titanium (IV) is less than or equal to 15% of the total titanium content.Type: GrantFiled: August 7, 1991Date of Patent: November 23, 1993Assignee: Norsolor Tour AuroreInventors: Jean M. Brusson, Karel Bujadoux, Francis Petit, Jean M. Fuchs, Andre Mortreux
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Patent number: 5260499Abstract: An ethylene dimerization process catalyzed by a hetergenous catalyst comprising a nickel compound, a phosphine compound, an organoaluminum compound, and a perfluorosulfonate polymer is provided. The dimerization process comprises contacting ethylene under dimerization conditions with the catalyst which is prepared by adding a homogeneous solution, formed by mixing under ethylene pressure the organoaluminum solution with a mixture of the nickel compound and the phosphine compound, to a suspension of the perfluorosulfonate polymer in an alcohol.Type: GrantFiled: June 25, 1992Date of Patent: November 9, 1993Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5254783Abstract: The present invention provides for a catalyst composition which is effective for use in the production of dimer products and higher olefin products from lower olefins such as propylene and butene in high yields and with an average degree of branching in the dimer products of less than about 1.6 methyl groups per molecule, generally in the range of from about 1.0 to 1.4 methyl groups per molecule. The present invention also provides a process for producing such dimer and higher olefin products using the catalyst composition of this invention. The catalyst of the invention comprises an amorphous nickel oxide (NiO) present as a disperse substantial monolayer on the surfaces of a silica (SiO.sub.2) support, which support also contains minor amounts of an oxide of aluminum, gallium or indium such that the ratio of NiO to metal oxide present in the catalyst is within the range of from about 4:1 to about 100:1.Type: GrantFiled: August 31, 1992Date of Patent: October 19, 1993Assignee: Exxon Chemical Patents, Inc.Inventors: Ramzi Y. Saleh, Stuart L. Soled, Nicholas C. Dispenziere
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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: 5162595Abstract: An ethylene dimerization process is provided wherein ethylene is contacted with an organonickel(II) compound, a phosphite compound and an alkylaluminum compound in a 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: December 18, 1991Date of Patent: November 10, 1992Assignee: Phillips Petroleum CompanyInventor: An-hsiang Wu
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Patent number: 5157190Abstract: An improved process for making olefins from a lower olefin such as ethylene and an alkyl aluminum by chain growth employes a butene displacement reaction using mixing device such as a static mixer which permits efficient operation of the displacement reaction at moderate pressures where the reactants form a two-phase vapor-liquid system or a vapor system.Type: GrantFiled: April 2, 1990Date of Patent: October 20, 1992Assignee: Ethyl CorporationInventors: Kaung-Far Lin, William H. Beaver, Neal J. Colonius, William B. Waites
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Patent number: 5146028Abstract: Improved lower .alpha.-olefin polymerization catalysts are produced from an organoaluminum cocatalyst, a selectivity control agent and a specified magnesium-containing, titanium-containing, halide-containing procatalyst. The procatalyst is produced from an electron donor, tetravalent titanium halide and a complex alkoxide compound formed from magnesium alkoxide, titanium alkoxide and a phenolic compound. The catalyst is utilized to produce poly-.alpha.-olefin in good yield, which polymer is characterized by a relatively low xylene solubles content and a relatively high bulk density.Type: GrantFiled: February 10, 1992Date of Patent: September 8, 1992Assignee: Shell Oil CompanyInventor: Robert C. Job
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Patent number: 5118900Abstract: Catalyst systems, methods for the preparation thereof, and olefin dimerization processes therewith are provided. Catalyst systems comprise at least one alkali metal hydroxide supported on a low-sodium, type Y zeolite.Type: GrantFiled: August 23, 1991Date of Patent: June 2, 1992Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 5116795Abstract: A process for the preparation of linear olefins which comprises polymerizing ethylene in a hydrocarbon solvent at a temperature of 50.degree.-150.degree. C. in the presence of a catalyst comprising a zirconium metal compound, an organometallic compound wherein the metal is selected from the group consisting of zinc, magnesium and aluminum, and a basic salt of a carboxylic acid which forms a fine suspension or a homogeneous solution in the hydrocarbon solvent wherein the ratio of the salt equivalents to the moles of zirconium compound is from above 0 to about 4.0.Type: GrantFiled: April 9, 1990Date of Patent: May 26, 1992Assignee: Quantum Chemical CorporationInventor: Richard W. Fries
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Patent number: 5095162Abstract: The invention concerns a catalytic composition resulting from placing at least one divalent nickel compound into contact with at least one hydrocarbylaluminum halide and at least one epoxy compound, in any order. It also concerns the use of the catalytic composition in a process of oligomerizing monoolefins.Type: GrantFiled: July 18, 1991Date of Patent: March 10, 1992Assignee: Institut Francais du PetroleInventors: Yves Chauvin, Dominique Commereuc, Alain Forestiere, Gerard Leger
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Patent number: 5087788Abstract: A process for dimerizing an alpha-olefin of the general formula RCH.dbd.CH.sub.2, where R is alkyl, cycloalkyl, or cycloalkenyl with a carbon number ranging from 1 to about 30, to a vinylidene olefin comprises contacting said alpha-olefin at temperatures between about -60.degree. C. to and 280.degree. C. with a catalyst comprising (a) a metallocene having the general formula (cyclopentadienyl).sub.n MY.sub.4-n wherein n=2 or 3, M is titanium, zirconium or hafnium and each Y is individually selected from hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.6 -C.sub.20 aryl, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 ester, and halogen, (b) an alkylaluminoxane other than methyl-aluminoxane, and (c) trimethyl aluminum.Type: GrantFiled: March 4, 1991Date of Patent: February 11, 1992Assignee: Ethyl CorporationInventor: Feng-Jung Wu
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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: 5037997Abstract: A method of preparing 1-butene and/or hexenes resides in dimerization of ethylene and/or co-dimerization of ethylene and propylene in an organic solvent under an increased pressure and at a temperature of 0.degree. to 100.degree. C. in the presence of a complex organometallic catalyst. The catalyst contains titanium alcoholate of the formula Ti(OR.sup.1).sub.4, where R.sup.1 is an alkyl radical having from 1 to 8 carbon atoms or aryl, trialkylaluminium of the formula AlR.sup.2.sub.3, where R.sup.2 is an alkyl radical having from 1 to 6 carbon atoms, an organomagnesium compound of the formula MgR.sup.2.sub.2 and/or MgR.sup.3 X, where R.sup.3 is an alkyl radical having from 1 to 4 carbon atoms and X is Br, Cl, or I.Type: GrantFiled: December 18, 1989Date of Patent: August 6, 1991Assignees: Institut Khimicheskoi Fiziki an SSSR, Groznensky Filial Oppo, Po StavropolpolimerInventors: Viktor I. Zhukov, Gennady P. Belov, Galina S. Sergienko, Zinaida M. Dzhabieva, Saida R. Ivolgina, Natalya V. Kartasheva, Fridrikh S. Dyachkovsky, Sergei S. Ivanchev, Vladimir L. Proskurnin, Jury M. Petrov, Olga N. Reznikova
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Patent number: 5030790Abstract: The production of butene-1 is effected by way of dimerization of ethylene in the presence of a catalytical system: titanium tetralakoxide-aluminium trialkyl in a hydrocarbon solvent, followed by rectification of the reaction mass formed in the dimerization in the presence of a compound selected from the group consisting of aliphatic mono- and dihydric alcohols, aliphatic ethers, cyclic ethers, aliphatic ketones, amides of carboxlic acids.Type: GrantFiled: March 10, 1989Date of Patent: July 9, 1991Inventors: Galina S. Sergienko, Viktor I. Zhukov, Gennady P. Belov, Fridrikh S. Dyachkovsky, Sergei S. Ivanchev, Anatoly I. Germashev, Jury M. Petrov, Valery I. Lazutin, Valery A. Yatsenko, Malik S. Gabutdinov
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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: 4992610Abstract: A dimer of a lower .alpha.-olefin is prepared by dimerizing a lower .alpha.-olefin in the presence of a catalyst comprising(A) nickel chloride,(B) a trialkylaluminum(C) at least one phosphorus compound selected from the group consisting of compounds of the formulae:PR.sup.1 R.sup.2 R.sup.3 (I)P(NR.sup.1.sub.2).sub.3 (II)andP(OR.sup.1).sub.3 (III)wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and each an alkyl group, a cycloalkyl group or a phenyl group and(D) 1,1,1,3,3,3-hexafluoroisopropanol,wherein the catalyst has improved activity because of the use of nickel chloride as a nickel component, so that the amounts of expensive trialkylaluminum and hexafluoroisopropanol can be decreased and the cost of the catalyst can be significantly reduced.Type: GrantFiled: February 28, 1989Date of Patent: February 12, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Sato, Kenshi Uchida, Hideto Tojima
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Patent number: 4973788Abstract: Vinyl-olefins are converted to vinylidene olefin dimers at a selectivity of at least 85 mole percent by reacting a mixture of dry vinyl-olefin containing 0.001-0.04 moles of trialkyl aluminum per mole of initial vinyl-olefin at a temperature in the range of about 100.degree.-140.degree. C. for a time sufficient to convert at least 80 mole percent of the initial vinyl-olefin to a different material.Type: GrantFiled: May 5, 1989Date of Patent: November 27, 1990Assignee: Ethyl CorporationInventors: Kaung-Far Lin, Gunner E. Nelson, Carroll W. Lanier
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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: 4962248Abstract: 1-Olefin stereoblock polymer waxes having a very narrow molecular weight distribution are obtained by means of a catalyst which comprises a metallocene compound containing cyclopentadienyl radicals substituted by chiral groups, 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: 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: 4912274Abstract: The invention relates to azaphospholenes of the type ##STR1## wherein R.sub.1 and R.sub.2 may be alkyl, aryl and aralkyl groups, processes for preparing same and the use thereof.Type: GrantFiled: July 26, 1989Date of Patent: March 27, 1990Assignee: Studiengesellschaft Kohle mbHInventors: Gunther Wilke, Jaroslaw Monkiewicz, Herbert Kuhn
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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: 4853356Abstract: A process for the trimerization of an olefin selected from the group consisting of ethylene, propylene, 1-butene, and mixtures thereof comprising passing the olefin in contact with a catalyst comprising the reaction product of (i) a chromium compound, which will provide active catalytic species under trimerization conditions; (ii) a hydrocarbyl aluminum hydrolyzed with about 0.8 to about 1.1 moles of water per mole of aluminum compound; and (iii) a donor liquid selected from the group consisting of hydrocarbyl isonitriles, amines, and ethers wherein the aluminum to chromium mole ratio is in the range of up to about 200 to one and the ligand to chromium mole ratio is in the range of up to about 100 to one.Type: GrantFiled: August 22, 1988Date of Patent: August 1, 1989Assignee: Union Carbide CorporationInventor: John R. Briggs