Including Alcohol, Phenol, Or Ether Patents (Class 502/156)
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Patent number: 6281320Abstract: This invention comprises a metallocene catalyst system for the production of high molecular weight polyolefins, particularly polyethylene and higher poly-alpha olefins, and copolymers of ethylene and/or alpha olefins with other unsaturated monomers, including diolefins, acetylenically unsaturated monomers and cyclic olefins. The catalyst system is highly active, at low ratios of Al to transition metal, and hence catalyzes the production of a polyolefin product containing low levels of catalyst metal residues. The catalyst system comprises (i) a metallocene precursor (Component A), aluminoxane (Component B), and phenolic modifier (Component C) or (ii) the reaction product of a metallocene precursor with a phenolic compound (Component A′) and aluminoxane (Component B). There is also provide a polymerization process using the catalyst and the product so produced.Type: GrantFiled: February 4, 1999Date of Patent: August 28, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Sun-Chueh Kao, Frederick John Karol
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Patent number: 6281307Abstract: Composition comprising (a) catalytic amounts of a one-component catalyst for metathesis polymerization and (b) at least one polymer with strained cycloalkenylene radicals bonded in the polymer backbone, alone or as a mixture with strained cycloolefins. The composition can be polymerized thermally or photochemically by metathesis polymerization and is suitable for the production of shaped articles, coatings and relief images. The catalyst is selected from Ruthenium and Osmium compounds.Type: GrantFiled: July 31, 1997Date of Patent: August 28, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Mühlebach, Andreas Hafner, Paul Adriaan Van Der Schaaf
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Patent number: 6281302Abstract: A solid catalyst component for olefin polymerization prepared by a method which comprises contacting the following components (a), (b), (c) and (d): (a) a polymer carrier containing a carbonyl group; (b) an organometallic compound of metal of Group I, II or XIII of the Periodic Table; (c) a transition metal compound of Group IV of the Periodic Table; and (d) a phenol compound, a catalyst for olefin-polymerization comprising said solid catalyst component and an organoaluminum compound and/or organoaluminum oxide compound, and a method for producing an olefin polymer with said catalyst.Type: GrantFiled: June 29, 1998Date of Patent: August 28, 2001Assignee: Sumitomo Chemical Company, LimitedInventors: Naofumi Naga, Kotohiro Nomura, Tatsuya Miyatake
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Patent number: 6271165Abstract: This invention relates to supported and nonsupported catalyst components comprising (a) an ionic compound comprising (a)(1) a cation and (a)(2) an anion having up to 100 nonhydrogen atoms and the anion containing at least one subtituent comprising a moiety having an active hydrogen reacted with (c) an organometal or metalloid compound wherein the metal or metalloid is selected from Groups 2, 12, 13, or 14 of the Periodic Table of the Elements, and, optionally, (b) a transition metal compound, (d) a support material, and/or a diluent. Included are methods for preparation of the catalyst components, catalysts, reaction products and dispersions thereof, as well as polymerization process using the catalyst.Type: GrantFiled: June 21, 1999Date of Patent: August 7, 2001Assignee: The Dow Chemical CompanyInventors: Grant B. Jacobsen, Pierre H. H. Loix, Theo J. P. Stevens
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Patent number: 6232255Abstract: A catalyst system for the polymerization of olefins which includes a solid catalyst component and a cocatalyst. The solid catalyst component includes the contact product of silica, an alkyl magnesium-containing species, a compound having the structural formula E(YZ)mX4-m, where E is an atom of an element of Group 14 of the Periodic Table of the Elements; Y is an atom of an element of Group 16 of the Periodic Table of the Elements; Z is hydrogen, hydrocarbyl or mixtures thereof; X is hydrogen, halogen, hydrocarbyl or mixtures thereof; and m is an integer of 1 to 4 and a tetravalent titanium compound. The cocatalyst includes a mixture of at least two compounds having the structural formula AlRxX13-x, where R is the same or different and is hydrocarbyl; X1 is halogen; and x is an integer of 1 to 3 with the proviso that at least one of the compounds is defined by x being 3 and at least one of the compounds as defined by x being 1 or 2.Type: GrantFiled: September 16, 1999Date of Patent: May 15, 2001Assignee: Equistar Chemicals, LPInventors: Linda N. Winslow, Garry L. Fields, Kenneth W. Johnson
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Patent number: 6228794Abstract: Disclosed are novel catalysts, processes of synthesizing the catalysts and to olefin polymerization processes using the catalysts. The catalysts are cationic complexes comprising a Group 13 element and certain ligands. These compounds behave similarly to Ziegler-Natta catalysts but effectively catalyze the polymerization of olefins in the absence of any transition metal.Type: GrantFiled: March 3, 1998Date of Patent: May 8, 2001Assignee: University of Iowa Research FoundationInventors: Richard F. Jordan, Martyn P. Coles, Samuel Dagorne, Eiji Ihara
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Patent number: 6211107Abstract: This invention relates to the catalyst (III) and intermediates for its preparation in which M is a transition metal ion; A is a counter-ion if required; B, B′, and E and E′ are independently selected from the group consisting of hydrogen aryl, C1-6alkyl, silyl or aryl-C1-6 alkyl in which any aryl or alkyl moiety is optionally substituted or B′ and B or E′ and E together form a C2-6 polymethylene link; with the proviso that only one of the carbons marked with an asterisk if a chiral center; R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are independently hydrogen, alkyl or alkoxyType: GrantFiled: August 27, 1998Date of Patent: April 3, 2001Assignee: SmithKline Beecham p.l.c.Inventors: David Bell, Frances Finney, Robin Patrick Attrill, David Miller, Gillian Turner
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Patent number: 6204357Abstract: The invention is directed to new double metal cyanide (DMC) catalysts, a process for the preparation of these catalysts, and to a process for the preparation of polyetherpolyols by the polyaddition of alkylene oxides to starter compounds which contain active hydrogen atoms, wherein the catalyst comprises the novel double metal cyanide (DMC) catalyst of the present invention. These new double metal cyanide (DMC) catalysts comprise a) one or more double metal cyanide compounds, b) one or more organic complex ligands, and c) one or more cyclodextrins, with the proviso that b) and c) are different compounds. The catalysts of this invention exhibit greatly increased activity during preparation of a polyetherpolyol.Type: GrantFiled: February 10, 2000Date of Patent: March 20, 2001Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Jörg Hofmann, Pramod Gupta, Lambertus Groenendaal
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Patent number: 6197713Abstract: The present invention is directed to a process for the preparation of a gel-free hydrocarbon solution containing a lanthanide rare earth series compound by dissolving or synthesizing a lanthanide compound in an inert hydrocarbon solvent with a Lewis acid in an amount sufficient to prevent formation of highly viscous solutions. The present invention is also directed to the use of the gel-free Ln solutions formed by the recited process as co-catalysts for the polymerization of dienes. The Lewis acid is a group 2, 12, 13, 14 or 15 halide or organohalide, or a transition metal halide, excluding aluminum trialkyls.Type: GrantFiled: December 19, 1997Date of Patent: March 6, 2001Assignee: Bridgestone CorporationInventor: Thomas J. Lynch
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Patent number: 6194339Abstract: An ethylene polymerization catalyst and a catalyst system which provides an ethylene copolymer which, when formed into a film, is characterized by the combination of high stiffness and impact strength. The ethylene polymerization catalyst is formed by contacting a support with an organosilicon compound. The so-treated support is thereupon contacted, in a second step, with a dialkylmagnesium compound or complex. In a third step, the product of the second step is contacted with an alcohol or silane compound. This product, in turn, in a fourth step, is contacted with a transition metal compound. Finally, in a fifth and concluding step, the product of the fourth step is contacted with a Group 13 metal-containing compound. The second and third, as well as the third and fourth contacting steps may be reversed.Type: GrantFiled: November 17, 1999Date of Patent: February 27, 2001Assignee: Equistar Chemicals, LPInventor: William J. Sartain
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Patent number: 6184169Abstract: An ethylene polymerization catalyst and catalyst system which produces ethylene copolymers having unique melt elastic properties at high catalytic activity. The catalyst is produced by the steps which include contacting silica having a surface area of between above about 500 m2/g and about 800 m2/g, a particle size in the range of between about 10 microns and about 200 microns and a pore volume of between about 0.5 cc/g and about 3.0 cc/g with an organosilicon compound. This product is contacted with a dialkylmagnesium compound or complex. The product of this step, in turn, is contacted with an alcohol or silane compound. Finally, the thus formed product is contacted with a transition metal compound.Type: GrantFiled: November 17, 1999Date of Patent: February 6, 2001Assignee: Equistar Chemicals, LPInventor: William J. Sartain
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Patent number: 6171995Abstract: A composition, comprising (a) a compound of formula I (R1R2R3P)xLyM2+Z1−Z2− (I), wherein R1, R2 and R3 are each independently of one another H, C1-C20alkyl, C1-C20-alkoxy; C4-C12cycloalkyl which is unsubstituted or substituted by C1-C6-alkyl, C1-C6haloalkyl or C1-C6alkoxy; C4-C12cycloalkoxy which is unsubstituted or substituted by C1-C6-alkyl, C1-C6haloalkyl or C1-C6alkoxy; C6-C16aryl which is unsubstituted or substituted by C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy; C6-Cl6aryloxy which is unsubstituted or substituted by C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy; C7-C16-aralkyloxy which is unsubstituted or substituted by C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy; or C7-C16aralkyloxy which is unsubstituted or substituted by C1-C6alkyl, C1-C6-haloalkyl or C1-C6alkoxy; or R2 and R3 together are tetra- or pentamethylene which is unsubstituted or substituted by C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy; tetra- or pentamethylenedioxyl which is unsubstituted or substituted by C1-C6alType: GrantFiled: November 14, 1997Date of Patent: January 9, 2001Assignee: Ciba Specialty Chemcials CorporationInventors: Andreas M{umlaut over (u)}hlebach, Paul Adriaan Van Der Schaaf, Andreas Hafner
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Patent number: 6159891Abstract: A catalyst for the bisalkoxycarbonylation of olefins comprising a noble metal compound and a phosphine chalcogenide of the following formula (1): ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 is, independently, an alkyl group or an aryl group each of which may have a substituent, and A is a Group 16 element of the Periodic Table; and R.sup.1, R.sup.2 or R.sup.3 may be combined, directly or through a bridging group, with one another where the groups to be combined may be attached either to an identical phosphorus atom or to different phosphorus atoms. Element A includes oxygen, sulfur and selenium atoms. The noble metal compound includes palladium(II) halides and other palladium compounds. The catalyst may further include a copper (I) halide or other copper compound as a co-catalyst. The use of this catalyst can provide the bisalkoxycarbonylation of olefins with efficiency.Type: GrantFiled: June 14, 1999Date of Patent: December 12, 2000Assignee: Daicel Chemical Industries, Ltd.Inventors: Kazuhiko Saigo, Yukihiko Hashimoto, Minoru Hayashi
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Patent number: 6159890Abstract: A ruthenium-containing metathesis catalyst system which contains a ruthenium compound (A), a phosphorus, arsenic, or antimony compound (B), and a compound (C) containing at least one carbon-to-carbon triple bond. The mole ratio of compounds A:B:C is typically in the range of about 1.0:0.01-100:0.01-500. The ruthenium compound (A) is a Ru(II), Ru(III), or Ru(IV) compound containing an anionic ligand (X) and optionally an arene ligand and optionally a phosphorus, arsenic, or antimony compound ligand. The compound (B) is optional if the ruthenium compound (A) contains a phosphorus-, arsenic-, or antimony-containing ligand. Hydrogen gas is used as an activator. A process for metathesis of olefins involves reacting at least one olefin with the catalyst system described herein.Type: GrantFiled: October 28, 1998Date of Patent: December 12, 2000Assignee: BP Amoco CorporationInventors: Philip O. Nubel, Craig Lane Hunt, David S. Choi, Tobin J. Marks
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Patent number: 6150298Abstract: Process for the telomerization of dienesThe present invention relates to a process for the telomerization of dienes, according to which the diene is reacted with a compound containing an active hydrogen atom in the presence of a palladium compound, a water-soluble phosphine ligand and a base, the water-soluble ligand being a bidentate ligand having the following formula I ##STR1## in which R is identical or different and is phenyl, C.sub.1 -C.sub.12 -alkyl or C.sub.3 -C.sub.10 -cycloalkyl, which may be unsubstituted or substituted by one or more radicals R',R' is identical or different and is SO.sub.3.sup.- M.sup.+, --NMe.sub.3.sup.+ or --COO.sup.- M.sup.+,n is an integer from 1 to 6, in each case based on a naphthyl backbone, andM is H, Na, K, Cs or R".sub.4 N.sup.+ where R" is identical or different and is H, C.sub.1 -C.sub.12 -alkyl or C.sub.1 -C.sub.10 -cycloalkyl.Type: GrantFiled: June 25, 1999Date of Patent: November 21, 2000Assignee: Celanese GmbHInventors: Ahmed Tafesh, Matthias Beller, Jochen Krause
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Patent number: 6147026Abstract: A composition, comprising(a) a compound of formula I(R.sub.1 R.sub.2 R.sub.3 P).sub.x L.sub.y M.sup.2+ Z.sub.1.sup.- Z.sub.2.sup.- (I),whereinR.sub.1, R.sub.2 and R.sub.3 are each independently of one another H, C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 -alkoxy; C.sub.4 -C.sub.12 cycloalkyl which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.1 -C.sub.6 alkoxy; C.sub.4 -C.sub.12 cycloalkoxy which is unsubstituted or substituted by C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.1 -C.sub.6 alkoxy; C.sub.6 -C.sub.16 aryl which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.1 -C.sub.6 alkoxy; C.sub.6 -C.sub.16 aryloxy which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.1 -C.sub.6 alkoxy; C.sub.7 -C.sub.16 aralkyl which is unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.1 -C.sub.6 alkoxy; or C.sub.7 -C.sub.Type: GrantFiled: November 14, 1997Date of Patent: November 14, 2000Assignee: Ciba Specialty Chemcials CorporationInventors: Frans Setiabudi, Dean Tallak Behm
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Patent number: 6140265Abstract: A catalyst system, in particular for carrying out cross-coupling reactions is obtainable by reactinga) a palladium(II) compound withb) a water-soluble phosphine ligand andc) a sulfoxide or polyhydric alcohol.Type: GrantFiled: May 22, 1998Date of Patent: October 31, 2000Assignee: Clariant GmbHInventors: Steffen Haber, Norbert Egger
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Patent number: 6140432Abstract: This invention is generally directed toward a supported catalyst system useful for polymerizing olefins. The method for supporting the catalyst of the invention provides for a supported metallocene catalyst which when utilized in a polymerization process substantially reduces reactor fouling and sheeting in a gas or slurry polymerization process.Type: GrantFiled: July 13, 1995Date of Patent: October 31, 2000Assignee: Exxon Chemical Patents Inc.Inventors: Agapios Kyriacos Agapiou, Chi-I Kuo, Michael Elroy Muhle, Anthony Nicholas Speca
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Patent number: 6140434Abstract: Metal salts of saturated aliphatic alcohols can be used as modifiers in lithium initiated solution polymerizations of diene monomers into rubbery polymers. Sodium t-amylate is a preferred modifiers because of its exceptional solubility in non-polar aliphatic hydrocarbon solvents that are employed as the medium for such solution polymerizations. However, using sodium t-amylate as the polymerization modifier in commercial operations where recycle is required can lead to certain problems. These problems arise due to the fact that sodium t-amylate reacts with water to form t-amyl alcohol during steam stripping in the polymer finishing step. Since t-amyl alcohol forms an azeotrope with hexane, it co-distills with hexane and thus contaminates the feed stream. The present invention solves the problem of recycle stream contamination. This invention is based upon the discovery of highly effective modifiers that do not co-distill with hexane or-form-compounds during steam stripping which co-distill with hexane.Type: GrantFiled: January 8, 1999Date of Patent: October 31, 2000Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 6117955Abstract: This invention is generally directed toward a supported catalyst system useful for polymerizing olefins. The method for supporting the catalyst of the invention provides for a supported metallocene catalyst which when utilized in a polymerization process substantially reduces reactor fouling and sheeting in a gas or slurry polymerization process.Type: GrantFiled: July 30, 1996Date of Patent: September 12, 2000Assignee: Exxon Chemical Patents IncInventors: Agapios Kyriacos Agapiou, Chi-I Kuo, Michael Elroy Muhle, Anthony Nicholas Speca
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Patent number: 6093674Abstract: The present invention relates to a supported cobalt catalyst consisting of(a) cobalt compounds,(b) organoaluminium compounds,(c) water or OH-acidic compounds,(d) inorganic or polymeric organic support materials and(e) modifiers selected from the group comprising tertiary phosphines,to the production thereof and to the use thereof for the polymerization of unsaturated compounds, in particular of conjugated dienes, in the gas phase. With the assistance of the catalysts according to the invention, it is possible to achieve gas phase polymerization of conjugated dienes with an elevated content of lateral double bonds in the polymers.Type: GrantFiled: August 11, 1998Date of Patent: July 25, 2000Assignee: Bayer AGInventors: Heike Windisch, Gerd Sylvester
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Patent number: 6084059Abstract: The present invention provides: a production process for a polyalkylene oxide with fast polymerization reaction rate and good production efficiency; a catalyst for polymerization and a dispersion thereof which are effective for the above production process for a polymer such as polyalkylene oxide; and an organometallic fine particle and a production process therefor, which particle is, for example, useful as the above catalyst for polymerization. In a means therefor, a material such as an aliphatic polyol is reacted upon an organometallic compound in a micelle as the reaction field, thus preparing a hyperfine particle, which is used as a catalyst for polymerization of ionic-polymerizable monomers mainly including a cyclic ether.Type: GrantFiled: March 29, 1999Date of Patent: July 4, 2000Assignee: Nippon Shokubai Co., Ltd.Inventors: Teruki Matsushita, Hiroya Kobayashi
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Patent number: 6063897Abstract: The amount of high molecular weight impurity present in a polyether polyol produced by alkoxylation of an active hydrogen-containing initiator and a substantially noncrystalline highly active double metal cyanide complex catalyst may be advantageously lowered by treating the catalyst prior to use in polymerization with a protic acid. Suitable protic acids include phosphoric acid and acetic acid. The higher purity polyether polyols thereby produced are particularly useful in the preparation of slab and molded polyurethane foams, which tend to collapse or become excessively tight when elevated levels of high molecular tail are present in the polyether polyol.Type: GrantFiled: May 5, 1998Date of Patent: May 16, 2000Assignee: Arco Chemical Technology, L.P.Inventors: Bi Le-Khac, Wei Wang, Mahmoud K. Faraj
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Patent number: 6034202Abstract: The invention provides non-antimony containing polymerization catalysts for the condensation of polyesters. The catalyst is in the form of a clear chlorine and/or bromine containing solution of a metal glycoxide and a metal glycolate having a pH in the range of from 0 to about 1, and containing chlorine and/or bromine atoms at a number ratio of chlorine and/or bromine to total metal cations in the catalyst ranging from about 0.5:1 to about 3:1. Polyesters produced with this catalyst have improved melt elasticity, and higher melt viscosity. The former property is desirable for the preparation of large and complex shaped polyester containers, and the latter property is desirable for melt spinning of industrial grade fibers and tire cords.Type: GrantFiled: March 1, 1999Date of Patent: March 7, 2000Assignee: AlliedSignal Inc.Inventors: Shaul Moshe Aharoni, Konstantin Nikolaev Goranov
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Patent number: 6034026Abstract: The invention relates to a process for the preparation of a high activity procatalyst for the production of ethylene polymers. The process according to the present invention comprises the following steps:(a) contacting the inorganic support with an alkyl metal chloride which is soluble in non-polar hydrocarbon solvents, and has the formula(R.sub.n MeCl.sub.3-n).sub.m (1)wherein R is a C.sub.1 -C.sub.20 aklyl group, Me is a metal of group III(13) of the periodic table, n=1 or 2 and m=1 or 2, to give a first reaction product,(b) contacting said first reaction product with a compound or mixture containing hydrocarbyl and hydrocarbyl oxide linked to magnesium which is soluble in non-polar hydrocarbon solvents, to give a second reaction product, and(c) contacting said second reaction product with a titanium compound which contains chlorine, having the formulaCl.sub.x Ti(OR.sup.IV).sub.4-x (2)wherein R.sup.IV is a C.sub.2 -C.sub.20 hydrocarbyl group and x is 3 or 4, to give said procatalyst.Type: GrantFiled: January 28, 1998Date of Patent: March 7, 2000Assignee: Borealis Polymers OYInventors: Thomas Garoff, Solveig Johansson, Ulf Palmqvist, Daniel Lindgren, Marita Sutela, Paivi Waldvogel, Arja Kostiainen
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Patent number: 6010976Abstract: A novel catalyst, which is a complex of organotin with a high boiling electron donor compound acting as solvent which includes bidentate ligands which form 1:1 bidentate and/or 1:2 monodentate adducts with R'.sub.2 SnX.sub.2 (X=Cl, R'O, R'COO or R'COS), R'.sub.3 SnX, R'.sub.2 SnO, Ph.sub.3-n R'SnX.sub.n or Ph.sub.4-n SnX.sub.n (wherein R'=C.sub.q H.sub.2q-1 n=0, 1 or 2 and q=2 to 12) and mixtures thereof, such as materials having the general formula RO[CH.sub.2 (CH.sub.2).sub.k CH.sub.2 O].sub.m R, wherein each R is independently selected from C.sub.1-12 alkyl, alkaryl or aralkyl moieties, k=0, 1, 2 or 3 and m=1, 2, 3, 4 or 5. The catalyst is useful in the process for producing dialkyl carbonates, such as dimethyl carbonate, from the reaction of a primary alcohol with urea.Type: GrantFiled: November 10, 1998Date of Patent: January 4, 2000Assignee: Catalytic Distillation TechnologiesInventor: J. Yong Ryu
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Patent number: 6010974Abstract: An alkylene and/or silylene bridged binuclear metallocene catalyst for styrene polymerization is represented by the following formula (I): ##STR1## where M.sup.1 and M.sup.2 are the same or different transition metal of Group IVb of the Periodic Table; Cp.sup.1 and Cp.sup.2 are the same or different cyclopentadienyl; alkyl, alkoxy, silyl or halogen substituted cyclopentadienyl; indenyl; alkyl, alkoxy, silyl or halogen substituted indenyl; fluorenyl; or alkyl, alkoxy, silyl or halogen substituted fluorenyl, which is capable of .pi.-electron, .eta..sup.5 -bonding with M.sup.1 or M.sup.2 ; each of E.sup.1, E.sup.2 and E.sup.3, independently of one another, is a carbon atom or a silicon atom; m, p and q are integers of 0 to 15 and m+p+q.gtoreq.1; each of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, independently of one another, is a hydrogen, an alkyl, an aryl, an alkoxy or a halogen; X is a hydrogen, an alkyl, an alkoxy or a halogen; and n is 3. M.sup.1 and M.sup.Type: GrantFiled: April 28, 1997Date of Patent: January 4, 2000Assignee: Cheil Industries, Inc.Inventors: Hyun-Joon Kim, Yi-yeol Lyu, Dong-ho Lee
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Patent number: 6005151Abstract: The invention relates to a process for preparing monofunctional, bifunctional or polyfunctional aromatic olefins of the formula (I) ##STR1## wherein a palladium compound of the formula (IV) ##STR2## is used as a catalyst in the preparation of the compounds of the formula (I).Type: GrantFiled: January 30, 1996Date of Patent: December 21, 1999Assignee: AventisInventors: Wolfgang Anton Herrmann, Matthias Beller, Ahmed Tafesh
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Patent number: 5942462Abstract: A Group 6 metal-containing, ligand-containing olefin polymerization catalyst component can be made by using an unsolvated Group 6 metal trihalide as the starting reagent for the Group 6 metal which comprises contacting (e.g., in tetrahydrofuran) the Group VIB metal trihalide, such as chromium trichloride, with a ligand reagent or reagents, such as a cyclopentadienyl-containing lithium compound and a lower alkyl-containing lithium compound, in the presence of a sigma donor ligand, such as pyridine.Type: GrantFiled: October 20, 1997Date of Patent: August 24, 1999Assignee: Akzo Nobel N.V.Inventors: Jonathan P. Mitchell, Michael E. Villafane
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Patent number: 5939504Abstract: Compositions and methods for catalyzing and controlling the rate of olefin metathesis reactions including Ring Opening Metathesis Polymerization (ROMP) reactions. The molding of polymer articles using ROMP polymers. The composition includes a Ruthenium or Osmium carbene complex catalyst and a gel modification additive. The Ruthenium or Osmium carbene complex catalyst having the formula ##STR1## where M may be Os or Ru; R and R.sup.1 may be the same or different and may be hydrogen or a substituent group including C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.1 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl and C.sub.1 -C.sub.20 alkylsulfinyl; X and X.sup.1 may be the same or different and may be any anionic ligand; and L and L.sup.1 may be the same or different and may be neutral electron donor.Type: GrantFiled: December 2, 1996Date of Patent: August 17, 1999Assignee: Advanced Polymer TechnologiesInventors: Charles S. Woodson, Jr., Robert H. Grubbs
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Patent number: 5935892Abstract: Supported phase catalysts in which the support phase is highly polar, most preferably ethylene glycol or glycerol, are disclosed. An organometallic compound, preferably a metal complex of chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) is dissolved in the support phase. Such supported phase catalysts are useful for asymmetric synthesis of optically active compounds, including the asymmetric hydrogenation of prochiral unsaturated carbon-hetero atom bonds, such as ketones, imines and beta-keto esters. The phenyl groups of the BINAP ligand are at least meno-sulfonated and the ligand overall is terra- to hexa-sulfonated. Ruthemium is the perferred metal.Type: GrantFiled: April 10, 1997Date of Patent: August 10, 1999Assignee: California Institute of TechnologyInventors: Mark E. Davis, Kam To Wan
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Patent number: 5935893Abstract: A method for reducing the amount of aliphatic solvent needed for maintaining aminoalkyllithium initiators in solution comprising the step of combining at least one aminoalkyllithium compound with a second, dissimilar lithioamine.Type: GrantFiled: August 1, 1997Date of Patent: August 10, 1999Assignee: Bridgestone CorporationInventors: David F. Lawson, Michael L. Kerns, John R. Schreffler
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Patent number: 5908951Abstract: A catalyst enables hydrosilylation of aliphatically unsaturated carbon-carbon bonds by silicon-bonded hydrogen to be conducted rapidly in water. The catalyst provides a rapid method of carrying out hydrosilylation in water. An emulsion form of catalyst includes a dispersion in water of liquid catalyst, the main component of which is a platinum and alkenylsiloxane complex. The volumetric average particle size of liquid catalyst dispersed is less than or equal to 1 .mu.m. Hydrosilylation of an aliphatically unsaturated carbon-carbon bond by silicon-bonded hydrogen is carried out in water using the catalyst.Type: GrantFiled: September 14, 1998Date of Patent: June 1, 1999Assignee: Dow Corning Toray Silicone Co., Ltd.Inventors: Kazuo Kobayashi, Yoshitsugu Morita
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Patent number: 5908903Abstract: Catalyst systems which are suitable for polymerizing olefinically unsaturated compounds comprise as active constituentsA) a metallocene complex of the metals of the fourth, fifth or sixth transition group of the Periodic Table of the Elements,B) a compound forming metallocenium ions andC) a sterically hindered, organic Lewis base.Type: GrantFiled: December 20, 1996Date of Patent: June 1, 1999Assignee: BASF AktiengesellschaftInventor: Joachim Rosch
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Patent number: 5906956Abstract: This invention reveals an initiator system which is comprised of (a) a lithium initiator, (b) a sodium alkoxide and (c) a polar modifier; wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1. The subject invention also discloses a process for preparing 3,4-polyisoprene rubber which comprises polymerizing isoprene monomer with a lithium initiator at a temperature which is within the range of about 30.degree. C. to about 100.degree. C. in the presence of a sodium alkoxide and a polar modifier, wherein the molar ratio of the sodium alkoxide to the lithium initiator is within the range of about 0.05:1 to about 3:1; and wherein the molar ratio of the polar modifier to the lithium initiator is within the range of about 0.25:1 to about 5:1.Type: GrantFiled: April 3, 1997Date of Patent: May 25, 1999Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu
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Patent number: 5847237Abstract: There is disclosed a catalyst for ortho-alkylation of phenols obtained by calcination of a catalyst precursor comprising a dry mixture of:(a) manganese oxalate;(b) phenolic resin fine particles; and(c) at least one magnesium compound selected from the group consisting of basic magnesium carbonate and magnesium hydroxide.There is further disclosed a process for producing ortho-alkylated phenols by the gas phase reaction between an alkyl alcohol and a phenol in the presence of the ortho-alkylation catalyst defined above.Type: GrantFiled: July 3, 1996Date of Patent: December 8, 1998Assignee: Honshu Chemical Industry Co., Ltd.Inventors: Shunji Yago, Takashi Kakiuchi, Keiji Arimatsu, Fujihisa Matsunaga
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Patent number: 5827929Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.Type: GrantFiled: April 12, 1996Date of Patent: October 27, 1998Assignee: FMC CorporationInventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
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Patent number: 5821307Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is an aromatic substituted saturated hydrocarbyl group produced by the incorporation of one or more alkenyl substituted aromatic hydrocarbons containing 8-25 carbon atoms into the M--Z linkage; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: May 23, 1996Date of Patent: October 13, 1998Assignee: FMC CorporationInventors: James Anthony Schwindeman, Conrad William Kamienski, Eric John Granger, Robert Charles Morrison
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Patent number: 5814574Abstract: A catalyst composition comprising at least one metallocene complex of general formula I or II ##STR1## wherein R is a univalent of divalent 1-20c hydrocarbyl, or a 1-20c hydrocarbyl containing substituent oxygen, silicon, phosphorus, nitrogen of sulphur atoms with the proviso that at least one R group contains a lewis base functionality and when there are two or more R groups present they may be the same or different, and when R is divalent it is directly attached to M and replaces a Y ligand, and wherein M is a Group IVA metal,Y is a univalent anionic ligandX is an organic group containing a cyclopentadienyl nucleus and for formula In is an integer of 1 to 10x is either 1 or 2, and for formula II,n, m and l are integers or 0 such that n +m +l .gtoreq.1, p =0-2, andz is a c.sub.1 to c.sub.Type: GrantFiled: August 5, 1996Date of Patent: September 29, 1998Assignee: BP Chemicals LimitedInventor: John Paul McNally
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Patent number: 5811218Abstract: An N-aryl-.alpha.-amino acid (I), which is a novel compound, is effective as a photoinitiator. The photoinitiator composition including this photoinitiator is effective for improving photosensitive properties of photosensitive materials containing poly(amic acid) and an addition polymerizable compound used for pattern formation. Further, a photoinitiator composition (A) comprising an N-aryl-.alpha.-amino acid (I) or (I'), a 3-substituted coumarin (II) and/or an azabenzalcyclohexanone (III), or a photoinitiator composition (B) comprising an N-aryl-.alpha.-amino acid (I) or (I'), a 3-substituted coumarin (II) and a titanocene (IV), or a photoinitiator composition (C) comprising a 3-substituted coumarin (II), a titanocene (IV) and an oxime ester (V), is effective for improving photosensitive properties of photosensitive materials containing poly(amic acid) and an addition polymerizable compound used for pattern formation.Type: GrantFiled: July 17, 1995Date of Patent: September 22, 1998Assignee: Hitachi Chemical Company, Ltd.Inventors: Makoto Kaji, Yasunori Kojima, Shigeki Katogi, Masataka Nunomura, Hideo Hagiwara, Dai Kawasaki, Mitsumasa Kojima, Hiroshi Suzuki, Hidetaka Satou
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Patent number: 5783512Abstract: A non-supported solid catalyst comprising (a) an ionic compound comprising a.1) a cation and a.2) an anion having up to 100 nonhydrogen atoms and said anion containing at least one substituent comprising an active hydrogen moiety, (b) a transition metal compound, and (c) an organometal compound wherein the metal is selected from the Groups 1-14 of the Periodic Table of the Elements; a supported solid catalyst comprising (a), (b), (c), and (d) a support material, obtainable by combining components (a), (b), (c), and (d) in any order, and wherein during at least one step in the preparation of the solid catalyst, component (a) dissolved in a diluent in which (a) is soluble, is converted into solid form; a method for preparing the solid catalysts; and a process of polymerization using these solid catalysts.Type: GrantFiled: December 18, 1996Date of Patent: July 21, 1998Assignee: The Dow Chemical CompanyInventors: Grant B. Jacobsen, Theo J. P. Stevens, Pierre H. H. Loix
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Patent number: 5770540Abstract: The invention relates to a procatalyst for the production of ethylene polymers, which procatalyst comprises an inorganic support, a chlorine compound carried on said support, a magnesium compound carried on said support, a titanium compound carried on said support, whereby the chlorine compound can be different from or the same as the magnesium compound and/or the titanium compound. The activity balance AB of the procatalyst in specified polymerization conditions, isAB>3.2wherein AB=?(A+A'):2!.multidot.?log (MFR.sub.2 ':MFR.sub.2):(A-A')!, A means polymerization activity expressed an kg PE/g cat .multidot.h, MFR.sub.2 means the melt flow rate in g/min units at a load of 2,16 kg, according to the standard ISO 1133, the absence of the upper index ' means low melt flow rate polymerization and the presence of the upper index ' means high melt flow polymerization. This means that the catalyst activity is relatively independent of the presence of chain transfer agents.Type: GrantFiled: June 20, 1995Date of Patent: June 23, 1998Assignee: Borealis Polymers OyInventors: Thomas Garoff, Solveig Johansson, Ulf Palmqvist, Daniel Lindgren, Marita Sutela, Paivi Waldvogel, Arja Kostiainen
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Patent number: 5744415Abstract: A catalyst composition comprising: a) (i) a catalyst containing at least one cycloalkadienyl ligand substituted with at least one electron donor residue and coordinated with a metal selected from the group consisting of scandium, yttrium, and lanthanide metals; or (ii) a catalyst containing two cycloalkadienyl ligands coordinated with a metal selected from the group consisting of scandium, yttrium, and lanthanide metals, said cycloalkadienyl ligands connected by a bridging group comprising at least one Group IVA element and at least one electron donor residue; and b) an activating cocatalyst of the formula R.sub.x M', wherein R is alkyl, aryl, or hydride; M' is a Group I, II, or IIIA metal or a Group I, II, or IIIA metal complexed with oxygen, nitrogen, or a halide; and x is equal to the valence of M'.Type: GrantFiled: December 28, 1995Date of Patent: April 28, 1998Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Timothy Todd Wenzel
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Patent number: 5739226Abstract: The solid catalytic component according to the invention is obtained bya) treatment of a catalytic component support with ZrCl.sub.4 or HfCl.sub.4 in the gas phase, followed by ab) treatment with a solution or suspension of a compound capable of grafting a group containing the cycloalkadienyl skeleton to the Zr or Hf contained in the support. Polymerization of olefins in the presence of such a catalytic component results in polymers with low polydispersities, which polymers are obtained with high productivities.Type: GrantFiled: October 18, 1995Date of Patent: April 14, 1998Assignee: Elf Atochem S.A.Inventors: Roger Spitz, Veronique Pasquet, Jerome Dupuy, Jean Malinge
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Patent number: 5736480Abstract: Supported phase catalysts in which the support phase, is non-aqueous and highly polar, such as a primary alcohol, and most preferably ethylene glycol, are. disclosed. An organometallic compound, preferably a metal complex of chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl is dissolved in the ethylene glycol. Such supported phase catalysts are useful for asymmetric synthesis of optically active compounds, such as the preparation of dehydronaproxen.Type: GrantFiled: January 12, 1995Date of Patent: April 7, 1998Assignee: California Institute of TechnologyInventors: Mark E. Davis, Kam To Wan
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Patent number: 5733838Abstract: A hydrogenation catalyst based on an alloy of aluminum and of a transition metal is prepared by preparing a kneaded material from the alloy and an assistant, converting the kneaded material into moldings, calcining the moldings and treating the calcined moldings with an alkali metal hydroxide, by a process in which the assistant used is(a) polyvinyl alcohol and water or(b) stearic acid,and the catalyst prepared according to the invention is used for hydrogenation and hydrogenolysis, in particular the partial hydrogenation of aliphatic alpha,omega-dinitriles to aliphatic alpha,omega-aminonitriles.Type: GrantFiled: December 16, 1996Date of Patent: March 31, 1998Assignee: BASF AktiengesellschaftInventors: Maximilian Vicari, Klemens Flick, Johann-Peter Melder, Werner Schnurr, Joachim Wulff-Doring
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Patent number: 5726115Abstract: A catalyst composition comprising a bis-amide compound represented by the formula ##STR1## wherein M is zirconium, hafnium or titanium; each N is a three coordinate nitrogen atom; each e is Si, Ge or Sn; each Z is, independently, a hydride or R; each R is, independently, a hydrocarbyl one or more carbon atoms of which may be substituted by an element selected from Si, O, P, N and S; L is a neutral Lewis base and m is a number from 0 to 2; or a dimer thereof and a second component. Preferably the second component is a compound which is capable of providing a bulky and labile anion ?A!.sup.-, which anion is substantially non-coordinating under the reaction conditions and contains at least one boron atom. Also provided is a process for oligomerizing or co-oligomerizing alpha olefins in the presence of this catalyst composition.Type: GrantFiled: March 11, 1996Date of Patent: March 10, 1998Assignee: Shell Oil CompanyInventors: Andrew David Horton, Jan De With
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Patent number: 5723400Abstract: Process for the preparation of a solid catalyst component for olefins polymerization including (1) a magnesium halide in active form, (2) a titanium compound, and (3) an electron-donor compound selected from particular 1,3-diethers, the process being carried out by reaction between the compounds from (1) to (3), and including at least two additions of electron-donor (3) in the following order:a) one addition prior to or during a reaction with the titanium compound or with a halogenated compound, and thenb) one addition prior to or during a further reaction with the titanium compound.Type: GrantFiled: February 20, 1996Date of Patent: March 3, 1998Assignee: Montell North America Inc.Inventors: Giampiero Morini, Enrico Albizzati, Giulio Balbontin, Giovanni Baruzzi, Antonio Cristofori
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Patent number: 5708092Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: April 12, 1996Date of Patent: January 13, 1998Assignee: FMC CorporationInventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
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Patent number: 5688861Abstract: Polymer polyols and polymer-modified polyols having substantially no transition metal content in the polyol continuous phase may be prepared from encapsulative double metal cyanide complex-catalyzed polyoxyalkylene polyether base polyols without substantial removal of double metal cyanide complex catalyst residues from the base polyol and subsequent in situ polymerization of one or more polymerizable monomers.Type: GrantFiled: November 30, 1995Date of Patent: November 18, 1997Assignee: ARCO Chemical Technology, L.P.Inventors: Donald W. Simroth, Xinhua Zhou, Charles V. Rose