Plural Component System Comprising A - Group I To Iv Metal Hydride Or Organometallic Compound - And B - Group Iv To Viii Metal, Lanthanide Or Actinde Compound - (i.e., Alkali Metal, Ag, Au, Cu, Alkaline Earth Metal, Be, Mg, Zn, Cd, Hg, Sc, Y, Al, Ga, In, Tl, Ti, Zn, Hf, Ge, Sn Or Pb Hydride Or Organometallic Compound And Ti, Zr, Hf, Ge, Sn, Pb, V, Nb, Ta, As, Sb, Bi, Cr, Mo, W, Po, Mn, Tc, Re, Iron Group, Platinum Group, Atomic Number 57 To 71 Inclusive Or Atomic Number 89 Or Higher Compound) Patents (Class 502/102)
- Preparing catalyst or precursor (Class 502/104)
- Containing iodine (Class 502/112)
- Containing two or more different Component B metals (Class 502/113)
- Containing hydrides or organometallic of two or more different Component A metals (Class 502/114)
- Component B metal is other than titanium or vanadium (Class 502/117)
- And a third component C (i.e., an additive other than a saturated hydrocarbon or an aromatic hydrocarbon free of aliphatic or cycloaliphatic unsaturation) (Class 502/118)
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Patent number: 5708101Abstract: A metallocene catalyst system for the polymerization of .alpha.-olefins to yield stereospecific polymers including syndiotactic, and isotactic polymers. The catalyst system includes a metal and a ligand of the formula ##STR1## wherein: R.sup.1, R.sup.2, and R.sup.3 are independently selected from the group consisting of hydrogen, C.sub.1 to C.sub.10 alkyl, 5 to 7 membered cycloalkyl, which in turn may have from 1 to 3 C.sub.1 to C.sub.10 alkyls as a substituent, C.sub.6 to C.sub.15 aryl or arylalkyl in which two adjacent radicals may together stand for cyclic groups having 4 to 15 carbon atoms which in turn may be substituted, or Si(R.sup.8).sub.3 where R.sup.8 is selected from the group consisting of C.sub.1 to C.sub.10 alkyl, C.sub.6 to C.sub.15 aryl or C.sub.3 to C.sub.10 cycloalkyl; R.sup.4 and R.sup.6 are substituents both having van der Waals radii larger than the van der Waals radii of groups R.sup.1 and R.sup.3 ; R.sup.Type: GrantFiled: August 12, 1996Date of Patent: January 13, 1998Assignee: California Institute of TechnologyInventors: John E. Bercaw, Timothy A. Herzog
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Patent number: 5708113Abstract: The invention relates to catalysts for the preparation and processing of polyorganosiloxanes, in particular for processing silicone resins, for example for solvent-free production of mica insulating materials. The catalysts are silanized organometallic compounds.Type: GrantFiled: January 23, 1997Date of Patent: January 13, 1998Assignee: Huels Silicone GmbHInventors: Gunter Beuschel, Holger Rautschek, Gisela Liesch
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Patent number: 5707913Abstract: Catalyst systems which are suitable for the polymerization of olefinically unsaturated hydrocarbons contain, as active components,A) an amidinato metal complex of the formula A ##STR1## where M is a metal from group IIIb, IVb, Vb or VIb of the Periodic Table of Elements or a metal from the lanthanide group,X is a negative leaving atom or a negative leaving group, and the radicals X may be identical or different if (n-m)>1,R.sup.1, R.sup.2 and R.sup.3 are each a C-organic or Si-organic radical,n is the valency of M in the metal complex A andm is from 1 to 5, with the proviso that n-m.gtoreq.0,and,B) an activator in a molar ratio of activator B to metal complex A of from 0.5:1 to 10,000:1.Type: GrantFiled: June 6, 1995Date of Patent: January 13, 1998Assignee: BASF AktiengesellschaftInventors: Ruger Schlund, Martin Lux, Frank Edelmann, Ulrike Reissmann, Wolfgang Rohde
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Patent number: 5700748Abstract: A catalyst precursor of the formula: ##STR1## wherein: L is a cycloalkadienyl ligand;W, X, Y, and Z are independently hydrogen, a hydrocarbyl group containing 1 to 20 carbon atoms, or a silyl group, and may be connected to L through a bridging group comprising at least two Group IVA atoms; with the proviso that one of X, Y, and Z is a negative charge stabilizing group selected from the group consisting of Group IVA trialkyl groups, aryl groups, heteroaromatic groups, ethylenically unsaturated hydrocarbon groups, acetylenically unsaturated hydrocarbon groups, ketonic groups, and aromatic organometallic moieties, is provided. When combined with a compound comprising a metal from Groups IIIB to VIII or the Lanthanide series of the Periodic Table of elements and an activating cocatalyst, the catalyst precursor is useful for the polymerization of olefins.Type: GrantFiled: September 29, 1995Date of Patent: December 23, 1997Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Rex Eugene Murray
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Patent number: 5686371Abstract: A process for the polymerization of one or more conjugated dienes by means of a rare earth based catalyst in which the catalyst is formed by bringing together in liquid hydrocarbon medium in the presence of a small portion of conjugated diene: a) a rare earth salt, b) an organo aluminum and c) a silicon halide or organosilicon halide and aging the catalyst before contact with the conjugated diene(s) to be polymerized. This catalyst formation procedure offers the possibility of producing a diene polymer of high cis content with a narrower molecular weight distribution and/or smaller high molecular weight fraction which is reflected in improved processing characteristics and reduced viscosity in styrene.Type: GrantFiled: August 10, 1994Date of Patent: November 11, 1997Assignee: Enichem Elastomers Ltd.Inventors: Peter John Ansell, Hugh David Williams
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Patent number: 5661095Abstract: A catalyst component useful in the polymerization of olefins which includes a support formed of a copolymer of an olefin and a silane monomer having at least one unsaturated hydrocaryl substitutent. A process for making the catalyst component as well as a catalyst composition which includes the catalyst component is also set forth.Type: GrantFiled: June 6, 1995Date of Patent: August 26, 1997Assignee: Quantum Chemical CorporationInventors: Craig C. Meverden, Emory A. Ford
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Patent number: 5644009Abstract: An catalyst composition for preparing high-syndiotacticity polystyrene polymers which comprises: (a) a titanium complex represented by the following formula of TiR'.sub.1 R'.sub.2 R'.sub.3 R'.sub.4 or TiR'.sub.1 R'.sub.2 R'.sub.3, wherein R'.sub.1, R'.sub.2, R'.sub.3, and R'.sub.4 are, independently, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an amino group, a hydrogen atom, or a halogen atom; (b) a cyclopentadienyl complex of silicon (Si), germanium (Ge), or tin (Sn) represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.Type: GrantFiled: November 27, 1995Date of Patent: July 1, 1997Assignee: Industrial Technology Research InstituteInventors: Jing-Cherng Tsai, Shian-Jy Wang, Shu-Ling Peng, Mickey Sue
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Patent number: 5627119Abstract: A catalytic system to polymerize diolefinic monomers consists of a lanthanide salt, an organometallic compound of a metal belonging to groups I, II and III of the periodic table of elements and an organometallic compound of boron. The polymers obtained are characterized in that they have a high degree of 1,4 chain units and ratio between 1.4-cis/1,4-trans units which can vary as desired, and also a narrow molecular weight distribution.Type: GrantFiled: February 3, 1995Date of Patent: May 6, 1997Assignees: Encichem Elastomeri S.r.l., Eniricerche S.p.A.Inventors: Paolo Biagini, Gabriele Lugli, Fabio Garbassi, Piero Andreussi
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Patent number: 5527868Abstract: Catalyst systems for the polymerization of C.sub.2 -C.sub.10 -alk-1-enes contain, as active components,a) a metallocene complex of the general formula I ##STR1## where M is a metal of subgroup III, IV or V of the Periodic Table of Elements or a metal of the lanthanide group,X is halogen, hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.10 -cycloalkyl, C.sub.6 -C.sub.15 -aryl, alkylaryl of 7 to 15 carbon atoms or --OR.sup.15,R.sup.15 is C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl, alkylaryl, arylalkyl, fluoroalkyl or fluoroaryl, each having 1 to 10 carbon atoms in the alkyl radical and 6 to 20 carbon atoms in the aryl radical,n is the valency of M minus two,R.sup.1 to R.sup.14 are each hydrogen or C.sub.1 -C.sub.10 -alkyl or are each C.sub.3 -C.sub.10 -cycloalkyl which in turn may carry C.sub.1 -C.sub.10 -alkyl as substituent, or are each C.sub.6 -C.sub.15 -aryl or arylalkyl, where two adjacent radicals together may furthermore form a cyclic group of 4 to 15 carbon atoms, or are each Si(R.sup.16).sub.Type: GrantFiled: November 22, 1994Date of Patent: June 18, 1996Assignee: BASF AktiengesellschaftInventors: Kaspar Evertz, Rueger Schlund, Peter Jutzi, Ingrid Mieling
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Patent number: 5518973Abstract: A TiCl.sub.3 catalyst system is disclosed employing the electron donor, dicyclopentyldimethoxysilane ("DCPMS"). Additionally disclosed is a process for polymerizing olefins in the presence of a catalyst system employing a titanium trichloride catalyst, an alkylaluminum cocatalyst, and dicyclopentyldimethoxysilane is provided. The polymerization process comprises providing a prepolymerized titanium trichloride catalyst, and polymerizing an .alpha.-olefin in the presence of the prepolymerized catalyst, a trialkylaluminum co-catalyst and dicyclopentyldimethoxysilane. The catalyst system of the invention provides increased catalyst activity for a TiCl.sub.3 catalyst and a very broad polymer molecular weight distribution.Type: GrantFiled: October 15, 1993Date of Patent: May 21, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Nemesio D. Miro, William M. Chien
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Patent number: 5504048Abstract: This invention relates to a conventional supported heterogeneous Ziegler-Natta catalyst for the polymerization of olefins. It has been found that adding a lithium compound to a transition metal catalyst component and then adding an organoaluminum co-catalyst and an organosilicon electron donor produces a catalyst which yields polymer with increased molecular weight. The lithium compound is of the general formula LiCp wherein Cp is a cyclopentadienyl or substituted cyclopentadienyl and is preferably lithium cyclopentadienide or lithium indene. Preferably, the molar ratio of lithium compound/transition metal is at least 0.2.Type: GrantFiled: June 2, 1993Date of Patent: April 2, 1996Assignee: Fina Technology, Inc.Inventors: Edwar S. Shamshoum, Christopher Bauch
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Patent number: 5502126Abstract: The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics.Type: GrantFiled: October 28, 1994Date of Patent: March 26, 1996Assignee: The Goodyear Tire & Rubber CompanyInventors: Anthony J. Bell, Barry A. Matrana, Adel F. Halasa
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Patent number: 5500397Abstract: Solid catalyst component for the polymerization of ethylene including the product of the reaction between:1) the product obtained by reacting:1A) a halide, halogen alcoholate or alcoholate of titanium, vanadium or zirconium;1B) a small quantity of water, and optionally1C) a compound or composition capable of substituting, in compound 1A, one or more alkoxy groups with a halogen atom; and2) a complex having general formula:MgX.sub.2 .multidot.nAlRX.sub.2 .multidot.pAlX.sub.3where X is chlorine or bromine; R is a hydrocarbon radical containing from 1 to 20 carbon atoms; n is a number from 1 to 4; p is a number from 0 to 1, and n+p from 1 to 4;the catalyst component being in the form or particles having a diameter lower than or equal to 20 micrometers, and an average diameter lower than or equal to 10 micrometers.Type: GrantFiled: January 13, 1994Date of Patent: March 19, 1996Assignee: Montell North America Inc.Inventors: Illaro Cuffiani, Umberto Zucchini, deceased
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Patent number: 5498581Abstract: Methods are disclosed for preparing a highly active solid metallocene-containing catalyst system and its use in the polymerization of olefins. The catalyst system is prepared by creating a catalyst system solution by combining an aluminoxane with a metallocene having a substituent which has olefinic unsaturation in a suitable liquid to form a liquid catalyst system, conducting prepolymerization of an olefin in the liquid catalyst system, and separating the resulting solid metallocene-containing catalyst system from the reaction mixture. Also polymerization of olefins using the inventive solid catalyst system is disclosed.Type: GrantFiled: June 1, 1994Date of Patent: March 12, 1996Assignee: Phillips Petroleum CompanyInventors: M. Bruce Welch, Helmut G. Alt, Bernd Peifer, Syriac J. Palackal, Gary L. Glass, Ted M. Pettijohn, Gil R. Hawley, Darryl R. Fahey
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Patent number: 5496902Abstract: Catalyst systems for the polymerization of C.sub.2 -C.sub.10 -alk-1-enes contain, as active components,a) a metallocene complex of the general formula I ##STR1## where M is a metal of the subgroup III, IV or v of the Periodic Table of elements or a metal selected from the group consisting of the lanthanides,X is fluorine, chlorine, bromine, iodine, hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl or --OR.sup.7,R.sup.7 is C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.15 -aryl, alkylaryl, arylalkyl, fluoroalkyl or fluoroaryl, in each case having 1 to 10 carbon atoms in the alkyl radical and 6 to 20 carbon atoms in the aryl radical,n is the valency of M minus two,R.sup.1 to R.sup.6 are each hydrogen, C.sub.1 -C.sub.10 -alkyl, 5-membered to 7-membered cycloalkyl which in turn may carry C.sub.1 -C.sub.10 -alkyl as a substituent, C.sub.6 -C.sub.15 -aryl or arylalkyl, where two adjacent radicals together may furthermore form a cyclic group of 4 to 15 carbon atoms, or Si(R.sup.8).sub.3,R.sup.8 is C.sub.1 -C.Type: GrantFiled: June 13, 1994Date of Patent: March 5, 1996Assignee: BASF AktiengesellschaftInventors: Kaspar Evertz, Ruerger Schlund, Guenther Schweier, Hans Brintzinger, Werner Roell, Peter Jutzi, Ingrid Mieling, Winfried Mengele
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Patent number: 5486585Abstract: Disclosed is a mono- or di-amido siladiyl bridged composition of matter useful as a catalyst component for the homo or copolymerization of olefins.Type: GrantFiled: August 26, 1993Date of Patent: January 23, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Masahide Murata, Terry J. Burkhardt
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Patent number: 5468707Abstract: The invention relates to the use of cyclic organometallic compounds as components in coordination catalyst systems, to corresponding coordination catalyst systems and also to processes for the preparation of polymers by coordination polymerization and of unsaturated hydrocarbons by catalyzed metathesis of alkenes and alkynes using such coordination catalyst systems.Type: GrantFiled: July 29, 1994Date of Patent: November 21, 1995Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Ludwig Pohl, Fike Poetsch, Herbert Schumann, Karin Weiss, Karl-Heinz Thiele, Hans-Ludwig Hirsch
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Patent number: 5466648Abstract: The present invention is directed to a supported tungsten-based catalyst composition useful for the dimerization of alpha-olefins including ethylene. More particularly, the catalyst composition of the instant invention comprises an organic or inorganic support material that is contacted with a tungsten salt and an organic amine compound.Type: GrantFiled: June 28, 1994Date of Patent: November 14, 1995Assignee: Quantum Chemical CorporationInventor: Linda N. Winslow
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Patent number: 5453410Abstract: An addition polymerization catalyst comprising a cationic complex of a Group 4 metal cyclopentadienyl derivative and an alumoxane shows improved resistance to catalyst poisons.Type: GrantFiled: September 2, 1993Date of Patent: September 26, 1995Assignee: The Dow Chemical CompanyInventors: Brian W. S. Kolthammer, Robert S. Cardwell, John C. Tracy
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Patent number: 5449651Abstract: This invention relates to a syndiospecific metallocene of a substituted iPr[(cyclopentadienyl)(fluorenyl)]zirconium dichloride containing long-chain terminal alkene, for example octenyl groups, on fluorene at C2/C7. The metallocene compound useful as a catalyst in the present invention is described by the general formula:R"(C.sub.5 H.sub.4)(C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n)MeQ.sub.pwherein (C.sub.5 H.sub.4) is a cyclopentadienyl ring and (C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n) is a fluorenyl radical; R' is a long chain alkene substituent having 5-20 carbon atoms on the fluorene ligand at C2 or C7, each R' may be the same or different; R" is a structural bridge between the (C.sub.5 H.sub.4) and (C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n) rings to impart stereorigidity; Q is a hydrocarbon radical or a halogen; Me is a Group IIIB, IVB, VB, or VIB metal; m=0 or 1; n=1; and p is the valence of Me minus 2.Type: GrantFiled: February 14, 1994Date of Patent: September 12, 1995Assignee: Fina Technology, Inc.Inventors: Baireddy R. Reddy, Edwar S. Shamshoum
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Patent number: 5430001Abstract: There are disclosed a process for producing a styrene polymer having a high degree of syndiotactic configuration at a reduced cost and an enhanced efficiency, and a catalyst to be used therefor which comprises (A) a specific transition-metal compound, (B) a specific coordination complex compound and (C) a compound having an alkyl group. The catalyst according to the present invention is inexpensive compared with the conventional catalyst containing aluminoxane as the major ingredient, and exhibits a high activity in polymerizing a styrenic monomer into styrene polymer with a high degree of syndiotacticity as well as a high yield and conversion rate.Type: GrantFiled: August 27, 1993Date of Patent: July 4, 1995Assignee: Idemitsu Kosan Co., Ltd.Inventors: Norio Tomotsu, Mizutomo Takeuchi, Masahiko Kuramoto
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Patent number: 5405815Abstract: The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics.Type: GrantFiled: June 17, 1993Date of Patent: April 11, 1995Assignee: The Goodyear Tire & Rubber CompanyInventors: Anthony J. Bell, Barry A. Matrana, Adel F. Halasa
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Patent number: 5395940Abstract: An improved process is provided for selectively synthesizing pyridine and 3-alkylpyridine in high yield by reacting ammonia and a carbonyl reactant selected from the group consisting of formaldehyde, an aldehyde containing from 2 to 4 carbon atoms, a ketone containing from 3 to 5 carbon atoms, and mixtures thereof under effective conditions in the presence of a catalyst comprising an active form of a synthetic porous crystalline MCM-49 or synthetic porous crystalline material characterized by an X-ray diffraction pattern including interplanar d-spacings at 12.36.+-.0.4, 11.03.+-.0.2, 8.83.+-.0.14, 6.18.+-.0.12, 6.00.+-.0.10, 4.06.+-.0.07, 3.91.+-.0.07, and 3.42.+-.0.06 Angstroms, e.g., MCM-22, and recovering from the resulting reaction mixture a product enriched in pyridine and 3-alkylpyridine.Type: GrantFiled: June 7, 1993Date of Patent: March 7, 1995Assignee: Mobil Oil Corp.Inventors: Philip J. Angevine, Cynthia T-W. Chu, Thomas C. Potter
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Patent number: 5391661Abstract: There are disclosed a catalyst well suited for producing a styrenic polymer having a high degree of syndiotactic configuration which comprises a transition-metal compound such as pentamethylcyclopentadienyltrimethyltitanium and a coordination complex compound comprising an anion in which a plurality of radicals are bonded to a metal and a quaternary ammonium salt, the compound being exemplified by orthocyano-N-methylpyridinium tetra(pentafluorophenyl)borate, or comprises an alkylating agent such as triisobutylaluminum in addition to the above two compounds; and a process for producing a styrenic polymer having a high degree of syndiotactic configuration by polymerizing a styrenic monomer using the aforementioned catalyst. Consequently, a styrenic polymer having a high degree of syndiotactic configuration can be produced effectively without the use of an expensive aluminoxane required in a large amount if used.Type: GrantFiled: February 2, 1993Date of Patent: February 21, 1995Assignee: Idemitsu Kosan Co., Ltd.Inventors: Shoji Naganuma, Masami Watanabe, Norio Tomotsu
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Patent number: 5387724Abstract: Phenols, and related aromatic compounds, phenolic ethers, can be hydroxylated selectively using hydrogen peroxide in the presence of an amorphous or microcrystalline zirconium phosphate catalyst in a solvent containing an aliphatic carboxylic acid. The process is particularly suitable for phenol itself, and advantageously employs a partially dehydrated microcrystalline catalyst obtained by heating an hydrated microcrystalline zirconium phosphate for example at about 100.degree. C. A convenient reaction temperature is 50.degree. to 90.degree. C., and convenient solvent is acetic acid. In an improved method of producing the catalyst, zirconium phosphate is precipitated from an aqueous phosphoric acid solution of zirconium oxychloride in the presence of a cationic phase transfer agent such as an alkylpyridinium salt or tetraalkylquaternary ammonium salt or a nonionic surfactant such as an alcohol ethoxylate.Type: GrantFiled: October 12, 1993Date of Patent: February 7, 1995Assignee: Solvay Interox LimitedInventors: Alexander Johnstone, William R. Sanderson, Robert C. Wasson
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Patent number: 5340548Abstract: An exhaust gas cleaner comprising a heat-resistant, porous filter, a porous ceramic layer formed on the filter, and a catalyst supported by the ceramic layer, the catalyst consisting essentially of:(a) at least one of alkali metal elements;(b) copper and vanadium; and(c) at least one of rare earth elements.By using this exhaust gas cleaner, particulate matter in the exhaust gas is oxidized by the catalyst supported by the filter, and nitrogen oxides are reduced by the particulate matter serving as a reducing agent.Type: GrantFiled: February 11, 1993Date of Patent: August 23, 1994Assignee: Kabushiki Kaisha RikenInventors: Akira Abe, Satoshi Sumiya, Yoshikazu Takahashi, Kiyohide Yoshida, Gyo Muramatsu
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Patent number: 5336810Abstract: The invention relates to a catalyst that is very suitable for the conversion of a benzoic acid into the corresponding benzaldehyde. The catalyst can be obtained via coprecipitation of a manganese salt, a salt from which an acid support is formed, a zinc salt and optionally a copper salt at a pH between 4 and 10, calcination, after precipitation, of the coprecipitate at a temperature of between 300 and 700.degree. C. and then, optionally, reduction of the calcined coprecipitate with the aid of a hydrogen-containing gas mixture. Using such a catalyst the hydrogenation of a benzoic acid can be carried out at lower temperature resulting in energy-savings and, hence, cost-savings.Type: GrantFiled: May 7, 1993Date of Patent: August 9, 1994Assignee: DSM N.V.Inventors: Paul C. Van Geem, Xiaoding Xu, Joseph J. F. Scholten
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Patent number: 5330948Abstract: The synthesis, and use as precatalysts of chiral organozirconium complexes for olefin polymerization are disclosed, having the structure (C.sub.5 R'.sub.4-x R*.sub.x) A (C.sub.5 R".sub.4-y R'".sub.y) M Q.sub.p, where x and y represent the number of unsubstituted locations on the cyclopentadienyl ring; R', R", R'", and R* represent substituted and unsubstituted alkyl groups having 1-30 carbon atoms and R* is a chiral ligand; A is a fragment containing a Group 13, 14, 15, or 16 element of the Periodic Table; M is a Group 3, 4, or 5 metal of the Periodic Table; and Q is a hydrocarbyl radical, or halogen radical, with 3.ltoreq.p.ltoreq.o. Related complexes may be prepared by alkylation of the corresponding dichorides. In the presence of methylalumoxane or triarylborane cocatalysts, these complexes form "cation-like" species which are highly active for olefin polymerization. In combination with a Lewis acid cocatalyst, propylene or other .alpha.Type: GrantFiled: March 31, 1992Date of Patent: July 19, 1994Assignee: Northwestern UniversityInventors: Tobin J. Marks, Moris S. Eisen, Michael A. Giardello
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Patent number: 5319042Abstract: This invention relates to a two component catalyst system for the polymerization of metathesis polymerizable cycloolefins, comprising (a) a tungsten compound of the formula WOX.sub.4-x (OAr).sub.x where X is chlorine, bromine or fluorine, Ar is a hindered phenyl ring having 1-5 specified substituents and x = 1, 2 or 3; and (b) an activator compound.Among the preferred molecules or groups that are substituted on the phenyl ring of the tungsten compound are phenyl, chlorine, bromine, methoxy and isopropyl groups. Ar can also represent a multi-substituted phenyl group such as 2,4-dichloro-6-methylphenyl.Type: GrantFiled: October 18, 1991Date of Patent: June 7, 1994Assignee: Hercules IncorporatedInventor: Andrew Bell
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Patent number: 5316994Abstract: An improved olefin metathesis catalyst system is disclosed. The catalyst system comprises a transition metal halide metathesis catalyst and an organo transition metal hydride co-catalyst of the formulaR.sub.x '--Cu--HThe copper hydride co-catalyst of this invention has the general formula R.sub.x '--Cu--H wherein R' is a complexing ligand preferably an organically substituted phosphine, and x is 1 or 2. The organic substituents on the phosphine group are optionally substituted C.sub.1-20 hydrocarbons, such as C.sub.1-20 alkyls or alkenyls, C.sub.3-20 cycloalkyls or cycloalkenyls having 3 to 8 carbon atoms in the ring, or optionally substituted C.sub.6-20 aryl or fused aryl. The optional substituents on the hydrocarbons include halogens, preferably chloride and fluoride; C.sub.1-6 alkyl; C.sub.1-6 alkenyl; or C.sub.1-6 alkoxy.Type: GrantFiled: December 31, 1992Date of Patent: May 31, 1994Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5312794Abstract: A catalyst system and process for the polymerization of cyclic olefins, such as dicyclopentadiene, are disclosed. The catalyst system contains a transition metal hydrotrispyrazolylborate complex having the formula:Tp--M--L.sub.3wherein Tp is a hydrotrispyrazolylborate ligand, M is tungsten or molybdenum, and L is independently a ligand selected from the group consisting of oxo, phenoxy, alkoxy, and halides, provided that at least one L is a halide, and a co-catalyst.Type: GrantFiled: December 29, 1992Date of Patent: May 17, 1994Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5308817Abstract: This invention relates to a syndiospecific metallocene of a substituted iPr[(cyclopentadienyl)(fluorenyl)]zirconium dichloride containing long-chain terminal alkene, for example octenyl groups, on fluorene at C2/C7. The metallocene compound useful as a catalyst in the present invention is described by the general formula:R"(C.sub.5 H.sub.4)(C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n)MeQ.sub.pwherein (C.sub.5 H.sub.4) is a cyclopentadienyl ring and (C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n) is a fluorenyl radical; R' is a long chain alkene substituent having 514 20 carbon atoms on the fluorene ligand at C2 or C7, each R' may be the same or different; R" is a structural bridge between the (C.sub.5 H.sub.4) and (C.sub.4 H.sub.4-m R'.sub.m C.sub.5 C.sub.4 H.sub.4-n R'.sub.n) rings to impart stereorigidity; Q is a hydrocarbon radical or a halogen; Me is a Group IIIB, IVB, VB, or VIB metal; m=0 or 1; n=1; and p is the valence of Me minus 2.Type: GrantFiled: May 18, 1992Date of Patent: May 3, 1994Assignee: Fina Technology, Inc.Inventors: Baireddy R. Reddy, Edwar S. Shamshoum
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Patent number: 5294685Abstract: There are disclosed a catalyst which comprises a specific transition-metal compound (A) and a specific coordination complex compound (B) instead of aluminoxane, and a process for producing a styrene polymer at a reduced cost with improved efficiency by the use of the above catalyst.The catalyst according to the present invention is inexpensive compared with the conventional catalyst containing aluminoxane as the major ingredient, and exhibits a high activity in the polymerization of a styrenic monomer into styrene polymer with a high degree of syndiotacticity as well as a high yield and conversion rate.Type: GrantFiled: June 22, 1993Date of Patent: March 15, 1994Assignee: Idemitsu Kosan Co., Ltd.Inventors: Masami Watanabe, Shoji Naganuma, Norio Tomotsu
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Patent number: 5286694Abstract: A polymerization catalyst is formed by producing a solution of a halide of scandium, yttrium, or a rare earth metal and an alcohol; contacting the solution with an organometallic compound to form a soluble complex; and contacting the soluble complex with a halide ion exchanging source. Optionally an ester or an anhydride can also be combined with the halide solution or the soluble complex. The catalyst thus produced can be combined with an organometallic cocatalyst.Type: GrantFiled: December 11, 1991Date of Patent: February 15, 1994Assignee: Phillips Petroleum CompanyInventors: Ted M. Pettijohn, Henry L. Hsieh
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Patent number: 5281359Abstract: A carbonylation catalyst useful for the carbonylation of methanol to acetic acid, acetic anhydride or both comprises a polymer support containing pendant pyrrolidone groups which support a rhodium species. Other polymeric supports capable of withstanding carbonylation temperatures of at least 150.degree. C. are disclosed for the carbonylation reaction in which rhodium levels in the reaction medium of greater than 500 ppm are contemplated.Type: GrantFiled: August 31, 1992Date of Patent: January 25, 1994Assignee: Hoechst Celanese CorporationInventors: Mark O. Scates, R. Jay Warner, G. Paull Torrence
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Patent number: 5276119Abstract: An improved olefin metathesis catalyst system is disclosed. The catalyst system comprises a transition metal halide metathesis catalyst and an organo transition metal hydride co-catalyst of the formulaL.sub.x --M--Hwherein M is a group IVB transition metal including zirconium, titanium or hafnium; L is a ligand selected independently from the group of hydrogen, halide and organic ligands such as an optionally substituted C.sub.1-20 alkyl or alkenyl, an optionally substituted C.sub.3-20 cycloalkyl or cycloalkenyl having 3 to 6 carbon atoms in the ring, an optionally substituted C.sub.5-20 cycloakadienyl having 5 carbon atoms in the cycloalkadienyl ring, or an optionally substituted C.sub.6-20 aryl or fused aryl, where at least one L is a cycloalkadienyl; and x is one less than the valence of M. The optional substitutions on the organic ligands include halogens, preferably chloride or flouride; C.sub.1-6 alkyl; C.sub.1-6 alkoxy; and C.sub.1-6 haloalkyl. The preferred ligand is a C.sub.Type: GrantFiled: December 29, 1992Date of Patent: January 4, 1994Assignee: Shell Oil CompanyInventor: Donald R. Kelsey
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Patent number: 5260244Abstract: A polymerization catalyst system is formed by combining an organometal compound and a transition metal compound to produce a catalyst A; and combining catalyst A and a catalyst B comprising a rare earth complex having a formula Cp.sub.n MX.sub.4-n.M'L.sub.x, wherein Cp is cyclopentadienyl or cyclopentadienyl substituted with an alkyl or alkyl silyl radical, M is yttrium, scandium or a rare earth metal having an atomic number in the range of 57 to 71, M' is an alkali metal, L is a suitable electron donor ligand, X is a halogen, n is 1 or 2, and x is a number corresponding to the value needed to form a stable complex.Optionally catalyst A is contacted with a rare earth metal halide.Optionally catalyst B is contacted with an alkali or alkaline earth metal alkyl.Optionally a hydrocarbyl aluminum compound can be contacted with catalyst B or with the catalyst system.Type: GrantFiled: October 1, 1992Date of Patent: November 9, 1993Assignee: Phillips Petroleum CompanyInventor: Ted M. Pettijohn
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Patent number: 5258343Abstract: A polymerization catalyst system is formed by producing a solution of a halide of scandium, yttrium, or a rare earth metal and an alcohol; contacting the solution with a halide ion exchanging source to form a solid. The catalyst thus produced can be combined with an organometallic cocatalyst. Polymers with multimodal molecular weight distribution are produced when a diol is used to prepare the catalyst and an organoaluminum halide is used as cocatalyst. Polymers with broad molecular weight distribution of the unimodal type are produced when using a trialkylaluminum compound or an alkyl aluminum hydride.Type: GrantFiled: December 18, 1991Date of Patent: November 2, 1993Assignee: Phillips Petroleum CompanyInventor: Ted M. Pettijohn
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Patent number: 5244991Abstract: A process for polymerizing olefins is disclosed which makes use of a catalyst comprising a cyclopentadienyl yttrium halide alkali metal electron donor complex in combination with a cocatalyst comprising an alkali or alkaline earth metal alkyl. Preferred embodiments include the use of hydrogen during the polymerization.Type: GrantFiled: October 15, 1991Date of Patent: September 14, 1993Assignee: Phillips Petroleum CompanyInventor: Rolf L. Geerts
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Patent number: 5218065Abstract: An improved olefin metathesis catalyst system comprises a tungsten halide having an average of no more than about one halide substituent and no more than one oxygen substituent per tungsten with the remaining tungsten valences satisfied with phenolic substituents incorporating at least one meta or para electron withdrawing group and a triorganotin hydride and, optionally, a boron halide promoter. The catalyst system forms a relatively stable polymerization mixture with polycycloolefins and effectively polymerizes dicyclopentadiene in the presence of water.Type: GrantFiled: August 30, 1991Date of Patent: June 8, 1993Assignee: Shell Oil CompanyInventors: Donald R. Kelsey, Betty M. Scardino, Dale L. Handlin, Jr.
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Patent number: 5218131Abstract: A process for the metathesis of olefins and functionalized olefins on Re.sub.2 O.sub.7 /Al.sub.2 O.sub.3 -containing catalysts, which comprises effecting metathesis reaction in the presence of one or more halogen-free organoaluminum compounds as activators.Type: GrantFiled: February 22, 1991Date of Patent: June 8, 1993Assignee: Huels AktiengesellschaftInventors: Siegfried Warwel, Hans-Gerd Jagers, Barbara Ercklentz
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Patent number: 5206197Abstract: A catalyst composition for preparation of polymers of vinyl aromatic monomers having high syndiotacticity comprising a cationic coordination complex and a metal hydrocarbyl.Type: GrantFiled: March 4, 1991Date of Patent: April 27, 1993Assignees: The Dow Chemical Company, Idemitsu Kosan Co., Ltd.Inventor: Richard E. Campbell, Jr.
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Patent number: 5202472Abstract: A process for the asymmetric reduction of carboxylic acids of the formula ##STR1## or the amine salts thereof, where R and R.sub.1 are the same or different and are hydrogen, alkyl, cycloalkyl or haloalkyl and Ar is aryl or substituted aryl is disclosed.Type: GrantFiled: June 17, 1991Date of Patent: April 13, 1993Assignee: Ethyl CorporationInventors: Thanikavelu Manimaran, W. Dirk Klobucar, Charles H. Kolich
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Patent number: 5183868Abstract: Olefins are polymerized using, as a catalyst, a pi-olefin complex of a transition metal supported on aluminophosphate. The most effective complexes are cycloheptatrienyl-(1,3-cycloheptadiene)chromium(-1) compounds and alkyl-substituted derivatives thereof. A metal alkyl co-catalyst, such as triethylborane or triethylaluminum, can also be present. The catalyst is best suited for forming ethylene polymers and copolymers. Both the polymerization process using the described catalyst, and the catalyst system, per se, constitute different aspects of the invention.Type: GrantFiled: July 23, 1990Date of Patent: February 2, 1993Assignee: Phillips Petroleum CompanyInventor: Kim W. Nordquest
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Patent number: 5183791Abstract: A catalyst for the metathesis of olefins and functionalized olefins, which contains a compound having the formula B.sub.2 O.sub.3 -Re.sub.2 O.sub.7 /Al.sub.2 O.sub.3 -SiO.sub.2.Type: GrantFiled: February 24, 1992Date of Patent: February 2, 1993Assignee: Huels AktiengesellschaftInventors: Siegfried Warwel, Hans-Gerd Jagers, Andreas Deckers
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Patent number: 5177233Abstract: A catalyst system for the preparation of 1,2-dichloroethane by reacting ethylene and chlorine in a solvent, if desired, in the presence of an inhibitor for reducing the formation of byproducts. The catalyst system comprises a phenolate/chlorine complex. The invention also relates to a process for the chlorination of ethylene using indicated catalyst system.Type: GrantFiled: April 17, 1991Date of Patent: January 5, 1993Assignee: Wacker Chemie GmbHInventors: Ludwig Schmidhammer, Klaus Haselwarter, Hermann Klaus, Gerhard Dummer, Klaus-Peter Mohr
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Patent number: 5173464Abstract: An olefin polymerization catalyst is prepared from titanium tetrachloride and an organolithium compound wherein the gram atom ratio of lithium to titanium is in the range of about 20/1 to about 50/1 or from a rare earth metal halide, an organolithium compound and a transition metal compound selected from dicyclopentadienyl zirconium dichloride and TiX4 wherein each X is individually selected from halogen, alkyl, alkoxy and aryl radicals.Type: GrantFiled: November 18, 1991Date of Patent: December 22, 1992Inventors: Ted M. Pettijohn, Henry L. Hsieh
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Patent number: 5143885Abstract: A catalyst for the metathesis of olefins and functionalized olefins, which contains a compound having the formula B.sub.2 O.sub.3 --Re.sub.2 O.sub.7 /Al.sub.2 O.sub.3 --SiO.sub.2.Type: GrantFiled: February 22, 1991Date of Patent: September 1, 1992Assignee: Huls AktiengesellschaftInventors: Siegfried Warwel, Hans-Gerd Jagers, Andreas Deckers
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Patent number: 5112992Abstract: The addition of hafnium to oxidation catalysts provided by a heavy transition metal-bromine ion catalyst combination containing cobalt-manganese-bromine or manganese-bromine or cobalt-bromine and a soluble source of hafnium uniquely increases catalytic activity of the said catalyst combination for converting methyl groups on the benzene nucleus. The presence of hafnium in the total reactor contents is equal to or less than 250 parts per million by weight of the total reactor mother liquor. The solubility of the hafnium in the reactor solvent is such that reactor product cake contains less than 0.3 ppm by weight. Bromine emissions can be reduced.Type: GrantFiled: June 6, 1991Date of Patent: May 12, 1992Assignee: Amoco CorporationInventors: Frank G. Belmonte, Kristi A. Fjare, Walter Partenheimer
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Patent number: 5110884Abstract: High activity olefin polymerization catalysts based on organolithium compounds and transition metal compounds are disclosed. In one catalyst system an organolithium compound is employed in combination with titanium tetrachloride and the Li/Ti ratio is in the range of about 20 to about 50. In another catalyst system the organo lithium compound is combined with a rare earth metal halide. For best results these catalyst systems are employed at pressures of at least about 100 psi. In ethylene polymerization an ethylene partial pressure of at least about 100 psi is preferred.Type: GrantFiled: March 4, 1991Date of Patent: May 5, 1992Assignee: Phillips Petroleum CompanyInventors: Ted M. Pettijohn, Henry L. Hsieh