With Metal Halide Patents (Class 502/169)
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Patent number: 4490475Abstract: The present invention relates to catalyst supports for the polymerization and co-polymerization of alpha-olefins, especially ethylene and propylene, consisting essentially of magnesium chloride, characterized in that these supports occur in the form of spheroidal particles with a mean particle size by mass comprised between 10 and 100 microns and having a narrow particle size distribution, which can be controlled, such that the ratio of the mean diameter by mass to the mean diameter by number of the particles is less than or equal to 3.0, and the process for the preparation of the said supports.Type: GrantFiled: June 16, 1983Date of Patent: December 25, 1984Assignee: BP Chimie Societe AnonymeInventors: Jean C. Bailly, Stylianos Sandis
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Patent number: 4487846Abstract: The present invention relates to catalyst supports for the polymerization and co-polymerization of alpha-olefins, especially ethylene and propylene, consisting essentially of magnesium chloride, characterized in that these supports contain a chlorinated compound of aluminium in a quantity such that the atomic ratio of Al/Mg is comprised between 0.001 and 0.1 and that they occur in the form of spheroidal particles having a mean diameter by mass comprised between 10 and 100 microns and a narrow and controllable particle size distribution such that the ratio of the mean diameter by mass to the mean diameter by number of particles is less than or equal to 3, and also a process for the preparation of these supports.Type: GrantFiled: June 16, 1983Date of Patent: December 11, 1984Assignee: BP Chimie Society AnonymeInventors: Jean C. Bailly, Joelle Collomb
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Patent number: 4485256Abstract: Process for dimerizing alkyl acrylate esters to dialkyl hexenedioates in the presence of an alkali metal-treated or alkaline earth metal-treated ruthenium compound. The hexenedioate products are useful to prepare adipic acid.Type: GrantFiled: February 28, 1983Date of Patent: November 27, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ronald J. McKinney
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Patent number: 4477589Abstract: Compounds according to formula:M.sup.1.sub.a [M.sup.2 (CN).sub.b (A).sub.c ].sub.d.w M.sup.3 D.sub.e.x H.sub.2 O. y L. z H.sub.n E.sub.m,wherein M.sup.1 represents at least one of Zn(II), Fe(II), Co(II), Ni(ii), Mn(II), Cu(II), Sn(II), or Pb(II); M.sup.2 represents at least one of Fe(II), Fe(III), Co(III), Cr(III), Mn(II), Mn(III), Ir(III), Rh(III), Ru(II), V(IV) or V(V); M.sup.3 represents M.sup.1 and/or M.sup.2 ; A, D and E each represent an anion which may be the same or different; L represents an alcohol, aldehyde, ketone, ether, ester, amide, nitrile or sulphide or mixtures thereof; a and d are numbers to satisfy the valency state of M.sup.1 and M.sup.2 in the double metal cyanide part of the general formula I; b and c are integers (b>c) which together with a and d provide the electroneutrality of the double metal cyanide part of the general formula I; e is an integer satisfying the valency state of M.sup.3 ; n and m are integers satisfying the electroneutrality of HE, andw is a number between 0.Type: GrantFiled: March 14, 1983Date of Patent: October 16, 1984Assignee: Shell Oil CompanyInventors: Harm van der Hulst, George A. Pogany, Jan Kuyper
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Patent number: 4465786Abstract: A catalyst composition useful in preparing 3,3,3-trifluoropropene by the reaction of hydrogen fluoride gas with a halogenated hydrocarbon is provided. A novel catalyst is prepared by simultaneous fluorination of chromium and aluminum oxides. This or conventional chromium oxyfluoride compounds may additionally be activated by contact with chlorine or pentachloroethane. A process for the preparation of 3,3,3-trifluoropropene is also contemplated.Type: GrantFiled: September 27, 1982Date of Patent: August 14, 1984Assignee: General Electric CompanyInventors: Mark F. Zimmer, William E. Smith, Donald F. Malpass, Jr.
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Patent number: 4454243Abstract: A catalytic system is provided for the lithiation of .alpha.-olefins and .alpha.,.omega.-diolefins with concurrent production of lithium hydride. The catalysts include oxygen and sulfur containing organic compounds and polycyclic aromatics which can be combined with alkali metal and/or transition metal compounds. High yields of pure and stereospecific lithiated olefins are obtainable.Type: GrantFiled: February 2, 1982Date of Patent: June 12, 1984Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
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Patent number: 4451577Abstract: A catalyst composition and a foundry method for the rapid production of cured, high tensile strength foundry sand shapes from a foundry mixture containing a furan-based binder and polyvinyl alcohol are disclosed. The polyvinyl alcohol is incorporated into a special thermally-activated strong acid salt catalyst prior to admixture of the catalyst composition with the sand and a furan-based binder. The sand-binder-catalyst composition is then shaped and the sand shapes are heated, resulting in exceptionally high tensile strengths in short times. In foundry methods involving in situ heating of the sand shape within the pattern, clean release (without sticking) from the pattern after cure is achieved.Type: GrantFiled: May 6, 1981Date of Patent: May 29, 1984Assignee: The Quaker Oats CompanyInventor: William W. Coss
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Patent number: 4448892Abstract: The use of fluorocarbons during the multiphase oxidation of olefins to ketones with Wacker-type catalysts improves reaction efficiency.Type: GrantFiled: April 1, 1982Date of Patent: May 15, 1984Assignee: Phillips Petroleum CompanyInventors: Semyon G. Kukes, Tod K. Shioyama
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Patent number: 4438019Abstract: The invention is addressed to solid catalysts comprising essentially compounds of magnesium and of transition metals selected from the sub-groups IVa, Va and VIa of the periodic table, applicable to the polymerization of olefins and particularly ethylene, in which the catalyst is obtained by first preparing a solid compound of magnesium, monohalogenated hydrocarbon and halogen and/or organic derivatives of the transition metal in a state of valency of at least 4 and then reacting the solid compound of magnesium and transition metal with an oxidizing compound.Type: GrantFiled: March 10, 1981Date of Patent: March 20, 1984Assignee: BP ChimieInventors: Daniel C. Durand, Pierre M. Mangin
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Patent number: 4434082Abstract: A Pd/heteropolyacid/surfactant catalyst system, when used with proper diluents, improves the oxidation of olefins to ketones, while reducing corrosive effects.Type: GrantFiled: April 12, 1982Date of Patent: February 28, 1984Assignee: Phillips Petroleum CompanyInventors: Timothy P. Murtha, Tad K. Shioyama
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Patent number: 4434081Abstract: Titanium trichloride catalytic component and homo- or co-polymerization of .alpha.-olefin by employing the titanium trichloride catalytic component combined with organic aluminium compound, wherein the titanium trichloride catalytic component is prepared by a process comprising the following steps:first step: reducing titanium tetrachloride with an organoaluminum compoundsecond step: treating the resultant reduced solid, which is obtained by the first step, with an organic ether compoundthird step: reacting the treated solid, which is obtained by the second step, with titanium tetrachlorideand whose objects lie in producing polymer of high stereo-regularity advantageously by carrying out reaction of the first step in a single solvent of aromatic compound or a mixed solvent of aliphatic hydrocarbon and aromatic compound.Type: GrantFiled: February 13, 1981Date of Patent: February 28, 1984Assignee: Toyo Stauffer Chemical Co., Ltd.Inventors: Yoshikazu Takahashi, Yoichi Sunada, Toshiharu Tokuhara, Masaru Takitani
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Patent number: 4426314Abstract: According to a first aspect of this invention, there is provided A magnesium-containing solid, obtained by contacting the reaction product of (1):(A) metallic magnesium;(B) a halogenated hydrocarbon of the general formula RX in which R stands for an alkyl, aryl or cycloalkyl group having 1 to 20 carbon atoms, and X stands for a halogen atom; and(C) an alkoxy compound of the general formula X'.sub.m C(OR').sub.4-m in which X' stands for a hydrogen or halogen atom, or an alkyl, aryl or cycloalkyl group having 1 to 10 carbon atoms, R' stands for an alkyl, aryl or cycloalkyl group having 1 to 20 carbon atoms, and m is 0, 1 or 2, with (2) an electron donative compound and hydrogen halide. The supported transition metal in combination with an organoaluminum co-catalyst is employed as an olefin polymerization catalyst.Type: GrantFiled: November 10, 1981Date of Patent: January 17, 1984Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Makoto Miyazaki, Takeshi Nomura, Chihiro Imai, Makoto Yoda
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Patent number: 4426316Abstract: A catalyst for polymerizing olefins is the product resulting from heating in an inert hydrocarbon diluent a mixture of (A) an organomagnesium material, (B) an organic hydroxyl-containing material, (C) a reducing halide source and (D) a transition metal compound.Type: GrantFiled: September 10, 1982Date of Patent: January 17, 1984Assignee: The Dow Chemical CompanyInventor: Donald E. Gessell
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Patent number: 4426500Abstract: Arylene sulfide polymers such as poly(p-phenylene sulfide) are solubilized (depolymerized) under mild conditions by contact with a solution comprising at least one aromatic hydrocarbon and a Group IIIA metal halide. In a specific embodiment, arylene sulfide polymers are depolymerized to form aryl sulfides. The solution is useful to remove arylene sulfide polymers deposited on process equipment.Type: GrantFiled: August 23, 1982Date of Patent: January 17, 1984Assignee: Phillips Petroleum CompanyInventor: Timothy W. Johnson
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Patent number: 4425257Abstract: A supported high efficiency catalyst component for polyolefin production and methods of making and using the same are disclosed. A catalyst support made from a solid, particulate support material, a second solid material preferably substantially isostructural therewith and an organic electron donor compound is combined with a polymerization-active transition metal compound and optionally a second organic electron donor compound to form the catalyst component. Additionally, a dehydrating agent may be reacted with water in the solid, particulate support material in the production of the catalyst support. The methods of producing such a catalyst support and catalyst component are preferably performed by severe milling in the absence of any solvent. Such a catalyst produces polymer of such high quality and quantity that polymer extraction and polymer deashing are not necessary.Type: GrantFiled: April 22, 1981Date of Patent: January 10, 1984Assignee: Phillips Petroleum CompanyInventors: Nemesio D. Miro, Malcolm J. Kaus
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Patent number: 4424380Abstract: A novel catalyst and the process of using it for hydroformylation where the catalyst is a complex of the formula Pt(Acetylacetonate).sub.2 /nMX.sub.2.nH.sub.2 O/xPR.sub.3 where M is a Group IVA metal, X is a halogem atom, n is an integer of from about 2 to about 10, x is an integer of from about 5 to about 20, n is 0 or 2, and PR.sub.3 is a phosphine where R is an alkyl or, aryl group.Type: GrantFiled: December 7, 1981Date of Patent: January 3, 1984Assignee: Sun Tech, Inc.Inventor: Chao-Yang Hsu
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Patent number: 4424140Abstract: The process for the stabilization of polycondensation catalysts and the stabilization composition used in such process for producing polyesters and copolyesters by the polycondensation of dicarboxylic acid and an aliphatic glycol using certain metal-containing polycondensation catalysts in conjunction with a stabilization composition formed as the reaction product of phosphoric acid, meta-phosphoric acid, superphosphoric acid or mixtures thereof and an aliphatic epoxide having between 2 and about 10 carbon atoms.Type: GrantFiled: June 3, 1982Date of Patent: January 3, 1984Assignee: Union Carbide CorporationInventors: Kurt Weinberg, Gordon C. Johnson
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Patent number: 4424138Abstract: A suspension which comprises an inert liquid medium, a solid material, a transition metal compound and an agglomeration aid is dried using a spray-drying technique. The spray-drying is effected under conditions of temperature and pressure which are such as to cause evaporation of the liquid medium. The solid material is preferably in a finely-divided form and may consist essentially of a transition metal compound or may be a transition metal compound which is supported on a suitable solid inert matrix material. Alternatively, a suspension of a solid support material in a solution of a transition metal compound may be used. The agglomeration aid may be polystyrene dissolved in the inert liquid medium. The dried solid is obtained as an agglomerated solid which can be mixed with an organic compound of a non-transition metal to give an olefin polymerization catalyst system.Type: GrantFiled: March 11, 1981Date of Patent: January 3, 1984Assignee: Imperial Chemical Industries PLCInventors: John P. Candlin, Anthony D. Caunt, Peter L. Law
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Patent number: 4422955Abstract: The invention relates to a process for substituting for a halogen atom attached to the nuclear carbon atom of an aromatic ring, a substituent of the formula --O--R wherein R represents alkyl, alkenyl, alkynyl or benzyl, which process comprises reacting the halogen-substituted aromatic compound with an alcoholate of the formula M.sup.n+ [O--R].sub.n.sup..crclbar. wherein M is an alkali metal atom or alkaline earth metal atom, n is the valency of M, and R is as defined above, in the presence of an active catalyst mixture comprising (i) a formic acid ester of an organic alcohol having the formula R.sup.2 --O--CO--H wherein R.sup.2 is as defined for R above; and (ii) a cuprous salt; in a liquid medium which is a solvent for the catalyst mixture and in which the halogen-substituted aromatic compound is at least partially soluble, under substantially anhydrous conditions and a non-oxidizing atmosphere. The invention further relates to a catalyst used in the above process.Type: GrantFiled: December 4, 1981Date of Patent: December 27, 1983Assignee: Sterling Drug Inc.Inventor: Robert J. Bryant
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Patent number: 4421674Abstract: A process for the preparation of a catalyst which is highly active in the polymerization of gaseous ethylene is described the process comprising the steps of spray drying an ethanolic solution of MgCl.sub.2 to obtain MgCl.sub.2 particles of from 3 to 100 microns in size and with a residual alcoholic OH-groups content of from 1.5% to 20% by wt., the MgCl.sub.2 in said particles having an X-ray spectrum with a maximum peak at 10.8 angstrom, reacting said particles with a titanium halide in liquid or vapor phase and mixing the obtained reaction product with an alkylaluminium or an alkylaluminium halide in such amount to obtain an atomic ratio Al:Ti of from 100:1 to 5,000:1.Type: GrantFiled: May 10, 1982Date of Patent: December 20, 1983Assignee: Euteco Impianti S.p.A.Inventors: Renzo Invernizzi, Ferdinando Ligorati, Maurizio Fontanesi, Roberto Catenacci
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Patent number: 4421903Abstract: Platinum complexes of unsaturated siloxanes, substantially free of inhibitory compounds, provide superior hydrosilation catalysts when produced by heating a platinum compound with an unsaturated siloxane of the formula(CH.sub.2 .dbd.CH)((R).sub.2 Si).sub.2 O,wherein R is free of aliphatic unsaturation and is selected from alkyl, cycloalkyl, and aryl groups, the amount of siloxane being selected to provide not less than about 0.01 gram atom of platinum per mole of vinyl content, and a platinum content of not less than about 2 percent by weight in the catalyst. Curable silicone compositions containing such catalysts are also provided.Type: GrantFiled: February 26, 1982Date of Patent: December 20, 1983Assignee: General Electric CompanyInventor: Bruce A. Ashby
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Patent number: 4420594Abstract: An ethylene polymer is produced with an excellent yield by bringing a feed containing ethylene into contact with a catalyst which comprises (A) a solid catalytic ingredient prepared (a) by reacting a Grignard compound with a reaction product of an aluminum halide with an organic silicon compound of the formula, R.sup.1.sub.n Si(OR.sup.2).sub.4-n, wherein R.sup.1 =C.sub.1-8 alkyl or phenyl, R.sup.2 =C.sub.1-8 alkyl and n=1, 2 or 3 and (b) by bringing the resultant solid reaction product into contact with titanium tetrahalide and (B) another catalytic ingredient consisting of at least one trialkyl aluminum.Type: GrantFiled: February 18, 1982Date of Patent: December 13, 1983Assignee: UBE Industries, Ltd.Inventors: Haruo Ueno, Takefumi Yano, Michimasa Shimizu, Masanori Tamura, Sakae Yuasa
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Patent number: 4420417Abstract: An ethylene polymerization catalyst having the general formula M.sub.n Mg(OR).sub.2+4n-m X.sub.m, wherein R is an alkyl radical containing from 1 to 4 carbon atoms, M is a transition metal of groups IVa to VIa of the Periodic Table, X is a halogen, 0.05.ltoreq.n.ltoreq.0.6 and 0<m<n+1.Type: GrantFiled: July 29, 1982Date of Patent: December 13, 1983Assignee: Societe Chimique des Charbonnages-CdF ChimieInventor: Genevieve Le Brasseur
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Patent number: 4419269Abstract: A transition metal-containing catalyst is prepared by(A) reacting in the presence of an inert hydrocarbon diluent(1) the reaction product of(a) an organomagnesium compound;(b) water, carbon dioxide or an organic oxygen-containing compound; and(c) an electron donor or Lewis base;and(2) a transition metal halide;(B) recovering and washing the resultant solid reaction product with an inert hydrocarbon;(C) reacting the washed solid product from (B) with(1) titanium tetrachloride and(2) a reducing agent;(D) stirring the mixture until the brown .beta.-crystalline form of titanium trichloride is transformed into the violet .alpha.-crystalline form; and(E) recovering and washing the resultant solid catalyst with an inert hydrocarbon.Type: GrantFiled: December 6, 1982Date of Patent: December 6, 1983Assignee: The Dow Chemical CompanyInventor: Joseph G. Schell, Jr.
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Patent number: 4416801Abstract: Process for oxidatively carbonylating toluene to toluic acid, at least 50 mol % of the toluic acid being the p-isomer, said process comprising contacting and reacting, at 110.degree.-250.degree. C., at a pressure of at least 500 psi (3.45 MPa), toluene, carbon monoxide, oxygen and the catalyst ingredients consisting essentially of(a) a compound of rhodium, iridium, ruthenium, platinum, palladium or osmium;(b) a sulfur oxy-acid or a Group Ia or IIa metal salt of a sulfur oxy-acid; and(c) an acid or acid mixture having a Hammett acidity value (--H.sub.o) of greater than 7.0,said catalyst ingredients containing 0.5-30 mol % of (a) and 70-99.5 mol % of (b+c), with the molar ratios of (b/a) and (c/a) each being at least 2, and recovering toluic acid.Type: GrantFiled: August 19, 1982Date of Patent: November 22, 1983Assignee: E. I. Du Pont de Nemours & Co.Inventor: Francis J. Waller
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Patent number: 4415714Abstract: A method is provided for the production of ultrahigh molecular weight drag reducing substances and the like comprising:(a) preparing under an inert atmosphere a catalyst comprising:(1) titanium halide of the general formula TiXm wherein m=2.5 to 4.0 and X is a halogen;(2) a co-catalyst such as an organo-aluminum or organo-aluminum halide of the formula AlR.sub.n X.sub.3-n where R is a hydrocarbon radical containing from 1 to 20 carbon atoms, X is a halogen and n is 2 or 3;(3) a monoether compound of the formula R.sub.1 OR.sub.2 where R.sub.1, and R.sub.2 are, independently, aryl, alkyl, cycloalkyl, aralkyl, or alkaryl, each having up to 20 carbon atoms, and placing the catalyst in contact with;(b) alpha-monoolefinic hydrocarbons having from 2 to 30 carbon atoms under suitable temperature conditions to provide an ultrahigh molecular weight hydrocarbon soluble polymer, then(c) ceasing polymerization at a polymer content of 20% by weight or less, based on the total reaction mixture.Type: GrantFiled: June 29, 1981Date of Patent: November 15, 1983Assignee: Conoco Inc.Inventor: Mark P. Mack
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Patent number: 4415713Abstract: A high activity supported catalytic component obtained by pulverizing together (a) an anhydrous magnesium halide and (b) a titanium compound in the concomitant presence of 0.1 to 20 wt. % of (c) a liquid aromatic hydrocarbon and/or a liquid aromatic hydrocarbon halide, within the supported catalytic component, at temperature between 0.degree. and 100.degree. C. at which the liquid aromatic hydrocarbon and/or the liquid aromatic hydrocarbon halide remains in a liquid state throughout the whole range of temperature during the pulverization; and a method in which .alpha.-olefin is homo- or co-polymerized in the presence of a catalytic system comprising the high activity supported catalytic component, an organo-aluminum compound and an electron donor.Type: GrantFiled: October 26, 1981Date of Patent: November 15, 1983Assignee: Toyo Stauffer Chemical Co., Ltd.Inventors: Shoichi Tokunaga, Atsumi Kato, Tatsuo Kimoto, Keikichi Baba
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Patent number: 4415474Abstract: This invention relates to novel catalysts and to the use of these catalysts in a process for the polymerization of alpha-olefins. The catalysts comprise a transition metal compound and an organo metallic aluminum activator of the following structure: ##STR1## Preferred catalysts comprise titanium compounds and 1-phenyl-2-(dialkyl alumino)-1-heptene.Type: GrantFiled: February 16, 1982Date of Patent: November 15, 1983Assignee: The Standard Oil CompanyInventors: Kenneth C. Benton, Brian L. Cmolik, Raymond J. Weinert
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Patent number: 4414371Abstract: Polyolefin granules having an average particle size diameter greater than 600 microns, preferably about 1000 microns or greater are obtained by polymerizing monoolefins in the presence of a titanium catalyst having an average particle size diameter of greater than about 35 microns and preferably 40 to 65 microns. The titanium catalysts are obtained by reducing titanium tetrahalide in the presence of a suitable organometallic reducing compound such as diethylaluminum chloride under controlled conditions of temperature, reduction rate and concentrations to obtain a titanium halide reduced solids product seeds having an average particle size diameter of about 20 microns or greater and thereafter simultaneously and without interruption adding to the seeds containing system titanium tetrahalide and organometallic reducing compound such as diethylaluminum halide at a rate such that the reduction of titanium tetrahalide to titanium trihalide is about 6.times.10.sup.-4 to about 0.Type: GrantFiled: February 8, 1982Date of Patent: November 8, 1983Assignee: Exxon Research & Engineering Co.Inventor: Harry J. Wristers, deceased
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Patent number: 4414132Abstract: A highly active and stereoselective olefin polymerization catalyst component is obtained by halogenating a magnesium compound of the formula MgR.sub.1 R.sub.2 wherein R.sub.1 is an alkoxide or aryloxide group and R.sub.2 is an alkoxide or aryloxide group or halogen, with a halide of tetravalent titanium in the presence of a halohydrocarbon and an electron donor, and contacting the halogenated product with a tetravalent titanium halide.Type: GrantFiled: October 30, 1981Date of Patent: November 8, 1983Assignee: Shell Oil CompanyInventors: Brian L. Goodall, Adrianus A. van der Nat, Willem Sjardijn
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Patent number: 4411820Abstract: Organic urethanes are prepared by reacting an organic nitrocompound, an organic hydroxy compound, and carbon monoxide in the presence of a novel catalyst system. The catalyst system is comprised of a noble metal compound, a heteroaromatic nitrogen compound, and an oxide of thorium or uranium.Type: GrantFiled: April 20, 1981Date of Patent: October 25, 1983Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Richard B. Pannell
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Patent number: 4409126Abstract: Compositions consisting of the reaction product or complex resulting from the mixing of a transition metal compound such as a tetraalkoxy titanium compound and an organo compound of magnesium, aluminum, boron or lithium such as a dialkyl magnesium compound are useful in the preparation of catalysts for polymerizing .alpha.-olefins at ultra-high efficiencies at high polymerization temperatures.Type: GrantFiled: October 22, 1981Date of Patent: October 11, 1983Assignee: The Dow Chemical CompanyInventors: Randall S. Shipley, Donald F. Birkelbach
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Patent number: 4408078Abstract: Process for the hydroformylation of olefins with carbon monoxide and hydrogen in the presence of a ligand stabilized, platinum-containing catalytic system comprising at least one secondary phosphine oxide moiety.Type: GrantFiled: July 16, 1982Date of Patent: October 4, 1983Assignee: Shell Oil CompanyInventors: Petrus W. N. M. Van Leeuwen, Cornelis F. Roobeek
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Patent number: 4407726Abstract: A carboxylic acid, such as propionic acid, is prepared by carbonylation of an olefin, such as ethylene in the presence of water by the use of a molybdenum-nickel or tungsten-nickel co-catalyst in the presence of a promoter comprising an organo-phosphorus compound or an organo-nitrogen compound wherein the phosphorus and nitrogen are trivalent and in the presence of a halide.Type: GrantFiled: May 12, 1982Date of Patent: October 4, 1983Assignee: The Halcon SD Group, Inc.Inventor: Nabil Rizkalla