Transition Metal Is Group Viii (fe, Co, Ni, Ru, Ph, Pd, Os, Ir, Pt) Patents (Class 526/171)
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Publication number: 20020016423Abstract: Disclosed is a process of controlling the degree of branch of high 1,4-cis polybutadiene without any alternation in the 1,4-cis content and the polymerization yield, in which a dialkylzinc compound represented by the following formula I is added in a controlled amount as an agent for controlling the degree of branch of high 1,4-cis polybutadiene, thus guaranteeing the optimum processability and physical properties of polymer according to the use purpose.Type: ApplicationFiled: March 27, 2001Publication date: February 7, 2002Inventors: Young-Chan Jang, Pil-Sung Kim, Gwang-Hoon Kwag, A-Ju Kim, Seung-Hwon Lee
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Publication number: 20020013431Abstract: Ethylene is oligomerized with certain catalysts based on iron and cobalt complexes of 2,6-pyridinecarboxaldehydebis(imine) and 2,6-diacylpyridine-bis(imine) tridentate ligands.Type: ApplicationFiled: December 4, 2000Publication date: January 31, 2002Inventor: Alison Margaret Anne Bennett
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Publication number: 20020007026Abstract: An object of the present invention is to provide a novel poly(cyclic conjugated diene) and a process for producing the same; and a modifying product, a hydrogenated product, and a poly(cyclic conjugated diene) comprising phenylene thereof.Type: ApplicationFiled: May 6, 1999Publication date: January 17, 2002Inventors: MITSURU NAKANO, ARIMITSU USUKI, QING YAO
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Patent number: 6335405Abstract: Catalysts for olefin polymerization comprising (a) a compound of a transition metal of Groups 8 to 10 of the Periodic Table, (b) clay, a clay mineral or an ion-exchanging layered compound, (c) a silane compound, and optionally (d) an organic aluminium compound and/or (e) an alkylating agent, and those comprising (a) a compound of a transition metal of Groups 8 to 10 of the Periodic Table, (b) clay, a clay mineral or an ion-exchanging layered compound, (d) an organic aluminium compounds and optionally (e) an alkylating agent have high activity, though not containing a large amount of aluminoxane. Using the catalysts, high-quality olefin polymers with good morphology are produced efficiently. The amount of the residual metal to remain in the polymers produced is small.Type: GrantFiled: December 13, 1999Date of Patent: January 1, 2002Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Fumio Okuda, Haruhito Sato, Toshiya Abiko
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Patent number: 6331601Abstract: A process for making a supported, single-site catalyst is disclosed. The transition metal of the catalyst is tethered through a bridged, bidentate ligand that is covalently bound to the support. The catalyst is prepared in a two-step process that involves preparation of a supported ligand from an amine-functionalized support, followed by reaction of the supported ligand with a transition metal compound to give the “tethered”catalyst. An olefin polymerization process that uses the supported catalyst is also disclosed.Type: GrantFiled: January 27, 2000Date of Patent: December 18, 2001Assignee: Equistar Chemicals, LPInventor: Gregory G. Hlatky
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Patent number: 6323295Abstract: Composition comprising (a) catalytic amounts of a one-component catalyst for metathesis polymerization and (b) at least one polymer with strained cycloalkenylene radicals bonded to the polymer backbone via a divalent bridge group, 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 polymers (b) are likewise claimed.Type: GrantFiled: August 6, 1997Date of Patent: November 27, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Mühlebach, Andreas Hafner, Paul Adriaan Van Der Schaaf
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Patent number: 6323296Abstract: A reinforced polyolefin article is provided which includes a sized reinforcement material incorporated in the article. The article may be prepared by polymerizing a cyclic olefin monomer in the presence of the sizing agent and a metathesis polymerization catalyst which includes ruthenium or osmium.Type: GrantFiled: February 28, 2000Date of Patent: November 27, 2001Inventors: Mark Warner, Steven D. Drake, Michael A. Giardello
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Patent number: 6320004Abstract: A catalyst composition that is the combination of or the reaction product of ingredients comprising a iron-containing compound, an organomagnesium compound, and a silyl phosphonate.Type: GrantFiled: April 5, 2001Date of Patent: November 20, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6320005Abstract: A catalyst precursor having the formula: AqMLn wherein each A has the formula: M is a metal selected from the group consisting of Group 3 to 13 elements and Lanthanide series elements; each L is a monovalent, bivalent, or trivalent anion; X and Y are each heteroatoms; Cyclo is a cyclic moiety; each R1 is a group containing 1 to 50 atoms selected from the group consisting of hydrogen and Group 13 to 17 elements, and two or more adjacent R1 groups may be joined to form a cyclic moiety; each R2 is a group containing 1 to 50 atoms selected from the group consisting of hydrogen and Group 13 to 17 elements, and two or more adjacent R2 groups may be joined to form a cyclic moiety; Q is a bridging group; each m is independently an integer from 0 to 5; n is an integer from 1 to 4; q is 1 or 2; and when q is 2, the A groups are optionally connected by a bridging group Z is provided. The catalyst precursor may be made by reacting an organometal compound with a heteroatom-containing ligand.Type: GrantFiled: December 8, 1999Date of Patent: November 20, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Rex Eugene Murray
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Patent number: 6313236Abstract: A novel process for producing homopolymers and interpolymers of olefins which involves contacting an olefin and/or an olefin and at least one or more other olefin(s) under polymerization conditions with an olefin polymerization catalyst and at least one ether comprising at least one carbon-oxygen-carbon linkage (C—O—C) of the formula R1—O(—R2—O)m—R3 in amounts sufficient to reduce the electrostatic charge in the polymerization medium. Also disclosed is a process for reducing electrostatic charge in an olefin polymerization medium.Type: GrantFiled: August 31, 1999Date of Patent: November 6, 2001Assignee: Eastman Chemical CompanyInventors: Randal Ray Ford, Kenneth Alan Dooley, Jeffrey James Vanderbilt, Roxanna Lea Whitfield, Alan George Wonders
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Patent number: 6310121Abstract: Compositions including fibers, fillers, reinforcing agents or other property-enhancing agents added to a polymeric matrix formed from DCPD monomer or related compounds such as norbornene and norbornadiene are disclosed. The composition has a mechanically forgiving matrix due to the polymer with the inherent strength and other physical properties of the enhancement agent according to the invention. Enhancement agents according to the invention generally include inorganic, organic and metallic substances in a variety of forms.Type: GrantFiled: August 7, 1998Date of Patent: October 30, 2001Assignee: Cymetech, LLCInventors: Charles S. Woodson, Jr, Robert H. Grubbs
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Patent number: 6310165Abstract: A process for polymerization of vinyl monomers is described comprising (a) forming an onium salt complex comprising a transition metal component by reacting an onium salt with a transition metal species, and (b) polymerizing vinyl monomers in the presence of the formed transition metal containing onium salt and an organic halide initiator compound. The present invention provides a novel method for living polymerization of vinyl monomers, which provides a high level of macromolecular control over polymerization process and which leads to more uniform and more controllable polymeric products. In accordance with preferred embodiments of the invention, the organic halide initiator comprises an organic chloride or bromide compound, as the onium salt complexes which comprise a transition metal provide increased catalystic effect required for use of such initiator compounds relative to organic iodide initiator compounds.Type: GrantFiled: November 18, 1999Date of Patent: October 30, 2001Assignee: Eastman Kodak CompanyInventor: Jin-Shan Wang
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Patent number: 6306987Abstract: Disclosed is a compound of formula (I), and its use in preparing metathesis polymers of dicyclopentadiene and/or other strained cycloolefins in which Me is ruthenium or osmium; X1 and X2 independently of one another are anionic ligands, or X1 and X2 together are a bis-anionic ligand; Y is oxygen, sulfur or the groups —NR7— or —PR7—, where R7 is hydrogen or a substituent selected from the group C1-C6alkyl, C6-C13aralkyl, sulfonyl and —C(═O)Rs2 and Rs2 is hydrogen or a substituent selected from the group C1-C12alkyl, C2-C12alkenyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C2-C11heterocycloalkyl, C2-C11heterocycloalkenyl, C5-C12aryl, C1-C9heteroaryl, C6-C14aralkyl, C2-C13heteroaralkyl, C6-C14aralkenyl and C3-C13heteroaralkenyl; n is 0 or 1; L1 is tertiary phosphine; and L2 is a neutral e− donor ligand which is coordinated to the metal atom and is attached via the bridge group C* to the carbon atom of the carbene group if n is 0 and to Y if n is 1.Type: GrantFiled: December 16, 1999Date of Patent: October 23, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Adriaan Van Der Schaaf, Andreas Hafner, Andreas Mühlebach
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Patent number: 6306995Abstract: A process for polymerization of vinyl monomers is described comprising (a) forming an initiator comprising an organic iodide compound by reacting an initiator precursor comprising an organic bromide or chloride compound with an inorganic iodide salt under phase transfer catalysis in the presence of a phase transfer agent, and (b) polymerizing vinyl monomers in the presence of the formed initiator and a polymerization catalyst comprising an onium salt. Most preferably, both the phase transfer agent and the polymerization catalyst comprise an onium salt. The present invention provides a novel method for living polymerization of vinyl monomers under phase transfer conditions, which provides a high level of macromolecular control over polymerization process and which leads to more uniform and more controllable polymeric products.Type: GrantFiled: November 18, 1999Date of Patent: October 23, 2001Assignee: Eastman Kodak CompanyInventor: Jin-Shan Wang
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Patent number: 6303724Abstract: Copolymers containing repeating units polymerized from at least one polycyclic monomer and at least one acrylic monomer are disclosed. The copolymer is formed by addition polymerization in the presence of a Group VIII transition metal catalyst. The copolymers contain hydrocarbyl and/or functional substituents pendant from the polymer backbone. In one embodiment the copolymer contains pendant ester substituents containing acid labile groups. The copolymers are useful as resist materials that are sensitive to imaging radiation.Type: GrantFiled: June 30, 1999Date of Patent: October 16, 2001Assignee: The B. F. Goodrich CompanyInventors: Brian Leslie Goodall, Lester Howard McIntosh, III
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Patent number: 6300440Abstract: Homopolymers or copolymers of acrylates, homopolymers or copolymers of norbornenes, and copolymers of acrylates with norbornenes, may be prepared by contacting acrylate and/or norbornene monomer reactant under polymerization conditions and in the presence of a solvent with a catalyst system consisting essentially of a Pd(II) dimer component having the formula: [(L)Pd(R)(X)]2, where L is a monodentate phosphorus or nitrogen ligand, X is an anionic group, and R is an alkyl or aryl group.Type: GrantFiled: May 5, 2000Date of Patent: October 9, 2001Assignee: The Penn State Research FoundationInventors: Ayusman Sen, Smita Kacker, April Hennis, Jennifer D. Polley
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Patent number: 6291616Abstract: Methods of preparing a telechelic polymer (mono- or bi-telechelic) that use a ruthenium or osmium carbene catalyst and a capping agent, at least one of which is functionalized.Type: GrantFiled: June 17, 1999Date of Patent: September 18, 2001Assignee: Wisconsin Alumni Research FoundationInventors: Laura L. Kiessling, Eva J. Gordon, Laura E. Strong
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Patent number: 6291608Abstract: A process is provided to prepare polyolefins having a multimodal molecular weight distribution comprising contacting at least one mono-1-olefin in a polymerization zone, under polymerization conditions, with a dual catalyst system comprising a first catalyst system which comprises a metallocene catalyst and a cocatalyst and a second catalyst system which comprises diimine nickel complexes which further comprise additional ligands selected from the group consisting of ∝-deprotoned-&bgr;-diketones, ∝-deprotoned-&bgr;-ketoesters, halogens and mixtures thereof. The resultant, recovered polymer has at least a bimodal, or broad, molecular weight distribution.Type: GrantFiled: December 23, 1998Date of Patent: September 18, 2001Assignee: Phillips Petroleum CompanyInventors: Nancy W. Eilerts, Bryan Hauger, M. Bruce Welch, Harold R. Deck
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Patent number: 6291606Abstract: The present invention provides methods for obtaining highly stereoregular polyacetylenes from organorhodium catalysts in aqueous media in high yield. These methods afford substantial advantages in that they are rapid, economical, and utilize environmentally benign solvents. The present invention further provides methods for making thin films of polyphenylacetylenes that are tough and transparent.Type: GrantFiled: April 16, 1999Date of Patent: September 18, 2001Assignee: The Hong Kong University of Science and TechnologyInventors: Ben Zhong Tang, Wa Hong Poon
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Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
Patent number: 6284852Abstract: Activation of ruthenium based catalyst compounds with acid to improve reaction rates and yields of olefin metathesis reactions, including ROMP, RCM, ADMET and cross-metathesis reactions is disclosed. The ruthenium catalyst compounds are ruthenium carbene complexes of the general formula AxLyXzRu═CHR′ where x=0, 1 or 2, y=0, 1 or 2, and z=1 or 2 and where R′ is hydrogen or a substituted or unsubstituted alkyl or aryl, L is any neutral electron donor, X is any anionic ligand, and A is a ligand having a covalent structure connecting a neutral electron donor and an anionic ligand. The use of acid with these catalysts allows for reactions with a wide range of olefins in a variety of solvents, including acid-initiated RIM processes and living ROMP reactions of water-soluble monomers in water.Type: GrantFiled: October 29, 1998Date of Patent: September 4, 2001Assignee: California Institute of TechnologyInventors: David M. Lynn, Eric L. Dias, Robert H. Grubbs, Bernard Mohr -
Patent number: 6284702Abstract: A catalyst composition comprising (a) an iron-containing compound, (b) an organomagnesium compound and (c) a dihydrocarbyl hydrogen phosphite is disclosed for polymerizing 1,3-butadiene into syndiotactic 1,2-polybutadiene. The use of the catalyst composition of this disclosure avoids the use of environmentally detrimental components such as carbon disulfide and halogenated solvents. The melting temperature of the syndiotactic 1,2-polybutadiene can be varied from about 100 to about 190° C. by variations in the catalyst components and the component ratios. The ability to vary the melting temperature with a single catalyst composition is very desirable. The syndiotactic 1,2-polybutadiene can be used as a plastic or as an additive for rubber compositions wherein it can crosslink with conventional rubbers using conventional crosslinking agents.Type: GrantFiled: October 14, 1998Date of Patent: September 4, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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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: 6281305Abstract: A catalyst composition that is the combination of or the reaction product of ingredients including an iron-containing compound, a hydrogen phosphite, a halogen-containing compound, and an organoaluminum compound. This catalyst composition is particularly useful for preparing oligomers of conjugated dienes.Type: GrantFiled: November 5, 1999Date of Patent: August 28, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6277935Abstract: A solventless polymerizable composition comprising (a) at least one strained cycloolefin that is liquid or is meltable without decomposition, and (b) a catalytic amount of at least one compound of formula I or Ia or a mixture of compounds of formula I and Ia wherein Me is ruthenium or osmium; T1 and T2 are each independently of the other a tertiary phosphine or T1 and T2 together form a ditertiary diphosphine; T3 is hydrogen, C1-C12alkyl; C3-C8cycloalkyl, C3-C7heterocycloalkyl having one or two hetero atoms selected from the group —O—, —S— and —N—, C6-C14aryl, or C4-C15heteroaryl having from one to three hetero atoms selected from the group —O—, —S— and —N—, which are unsubstituted or substituted by C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C6-C10aryl, C6-C10aryloxy, —NO2 or by halogen; T4 is C6-C16arene or C4-C15heteroarene each of which is unsubstituted or substituted by from one to three C1-C4alkyl, C1-C4haType: GrantFiled: April 13, 1998Date of Patent: August 21, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Mühlebach
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Patent number: 6277779Abstract: A catalyst composition comprising (a) an iron-containing compound, (b) a dihydrocarbyl hydrogen phosphite, and (c) an organoaluminum compound is disclosed for polymerizing 1,3-butadiene into syndiotactic 1,2-polybutadiene. The use of the catalyst composition of this disclosure avoids the use of environmentally detrimental components such as carbon disulfide and halogenated solvents. The melting temperature of the syndiotactic 1,2-polybutadiene can be varied from about 100 to about 200° C. by variations in the catalyst components and the component ratios. The ability to vary the melting temperature over such a broad range with a single catalyst composition is very desirable. The syndiotactic 1,2-polybutadiene can be used as a plastic or as an additive for rubber compositions wherein it can crosslink with conventional rubbers using conventional crosslinking agents.Type: GrantFiled: October 14, 1998Date of Patent: August 21, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6265506Abstract: A method of preparing generally amorphous copolymers of ethylene and at least one norbornene (NB)-type comonomer. These polymers may be random or alternating, depending on the choice of catalyst and/or the relative ratio of the monomers used. This method comprises polymerizing said monomers in a diluent or in bulk in the presence of a cationic palladium catalyst resulting from reacting a chelating ligand with a palladium (II) compound. The catalysts employed in this invention may be represented by the formula: wherein X and Y each independently is a donor heteroatom selected from P, N, O, S and As or an organic group containing said heteroatoms, and the heteroatoms are bonded to the bridging group A; A is a divalent group selected from an organic group and phosphorus forming together with X, Y and Pd a 4, 5, 6, or 7-membered ring, and preferably a 5-membered ring; R is a hydrocarbyl group; and CA is a weakly coordinating anion.Type: GrantFiled: June 9, 1998Date of Patent: July 24, 2001Assignee: The B. F. Goodrich CompanyInventors: Brian Leslie Goodall, Lester Howard McIntosh, III
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Publication number: 20010008925Abstract: A polymerizable composition comprises an alpha-olefin hydrocarbon monomer, an effective amount of an organometallic catalyst of a Group VIII metal, preferably Ni or Pd, and at least one of water and air. Novel catalysts for polymerizing alpha-olefin hydrocarbon monomers provide improved processes and products. Methods of the invention include polymerizing the composition in open air and in the presence of water to provide novel polymers.Type: ApplicationFiled: February 8, 2001Publication date: July 19, 2001Inventors: Katherine A. Brown, William M. Lamanna, Allen R. Siedle, Edward G. Stewart, Penelope J. Swanson
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Publication number: 20010006988Abstract: A process for the preparation of polymers containing double bonds by ruthenium carbene catalysis is carried out, where a ring-opening polymerization of monomers of the Formula (I) occurs 1Type: ApplicationFiled: December 22, 2000Publication date: July 5, 2001Applicant: CREAVIS Gesellschaft fuer Technologie und Innovation mbHInventors: Adolf Kuhnle, Mark Duda
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Patent number: 6252022Abstract: The molecular weight of polyolefins produced using iron or cobalt complexes of 2,6-pyridinecarboxaldehyde diimines or a 2,6-diacylpyridine diimines as polymerization catalysts may be lowered by carrying out the polymerization in the presence of hydrogen.Type: GrantFiled: May 21, 1999Date of Patent: June 26, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Samuel David Arthur, Joel David Citron
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Patent number: 6245871Abstract: Provided are certain transition metal complexes which are useful as catalysts in the polymerization of olefinic monomers. In particular, the invention provides complexes of certain bidentate ligands bonded to Ni, Pd, Co, or Fe, and optionally, one or more neutral Lewis acids, and their use in the polymerization of olefins. Suitable complexes include those of the following structure: wherein M represents the transition metal, and Q, T, L, W, Z, R1,R2 and R10 represent functional groups.Type: GrantFiled: January 7, 1999Date of Patent: June 12, 2001Assignee: Eastman Chemical CompanyInventors: Peter Borden Mackenzie, Christopher Moore Killian, Leslie Shane Moody, Jason Patrick McDevitt
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Patent number: 6235849Abstract: The invention is directed to polymers containing a repeating unit derived from a norbornene sulfonamide. These may be addition polymers which include copolymers with one or more comonomers such as norbornene, ethylene, an acrylate or sulfur dioxide or carbon monoxide. Said monomers may be polymerized using single or multicomponent Group VIII catalysts. The norbornene sulfonamides can also form ROMP polymers using known metathesis catalysts. Preferably the ROMP polymers may be hydrogenated to give more stable polymers.Type: GrantFiled: February 3, 2000Date of Patent: May 22, 2001Assignee: The B. F. Goodrich CompanyInventors: Saikumar Jayaraman, Richard Vicari, Larry F. Rhodes
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Patent number: 6235856Abstract: Composition of (a) dicyclopentadiene, by itself or in a mixture with a strained cycloolefin, and (b) a catalytic amount of at least one carbene-free, divalent-cationic ruthenium or osmium compound as a single-component catalyst, which contains at least one phosphine group and a total of 2 to 5 ligands bonded to the metal atom, and which contains acid anions for charge balancing. The compositions can be polymerized by means of heat (metathesis polymerization) and are suitable for the production of shaped articles and coatings.Type: GrantFiled: June 19, 1997Date of Patent: May 22, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Mühlebach
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Patent number: 6232417Abstract: The present invention relates to a radiation sensitive photoresist composition comprising a photoacid initiator and a polycyclic polymer comprising repeating units that contain pendant acid labile groups. Upon exposure to an imaging radiation source the photoacid initiator generates an acid which cleaves the pendant acid labile groups effecting a polarity change in the polymer. The polymer is rendered soluble in an aqueous base in the areas exposed to the imaging source.Type: GrantFiled: September 12, 1997Date of Patent: May 15, 2001Assignee: The B. F. Goodrich CompanyInventors: Larry F Rhodes, Andrew Bell, Saikumar Jayaraman, John-Henry Lipian, Brian L. Goodall, Robert A. Shick
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Patent number: 6204347Abstract: A catalyst system for the ring-opening metathesis polymerization, which consists of at least two components (a) and (b), wherein (a) is a ruthenium compound of formula I or II RuX2(L1)m(L2)n(L3)o(L4)p (I), ARuX2(L1)r(L2)s (II), wherein L1, L2, L3 and L4 are each independently of the other C1-C18alkylcyanide, C8-C24-aralkylcyanide, tertiary amine, tertiary phosphine which does not contain any secondary alkyl or cycloalkyl radicals bound to the phosphorus atom, or phosphite, X is halogen, A is arene, m, n, o and p are integers from 0 to 4, where 2≦m+n+o+p≦4, r and s are integers from 0 to 2, where 1≦r+s≦2, and (b) is a tertiary phosphine containing at least one secondary alkyl radical or cycloalkyl radical bound to the phosphorus atom, is particularly suitable for the polymerization of strained cycloolefins by the RIM process.Type: GrantFiled: August 18, 1999Date of Patent: March 20, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Mühlebach
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Patent number: 6194341Abstract: The invention encompasses a mixed transition metal olefin polymerization catalyst system suitable for the polymerization of olefin monomers comprising one late transition metal catalyst system and at least one different catalyst system selected from the group consisting of late transition metal catalyst systems, transition metal metallocene catalyst systems or Ziegler-Natta catalyst systems. Preferred embodiments include at least one late transition metal catalyst system comprising a Group 9, 10, or 11 metal complex stabilized by a bidentate ligand structure and at least one transition metal metallocene catalyst system comprising a Group 4 metal complex stabilized by at least one ancillary cyclopentadienyl ligand. The polymerization process for olefin monomers comprises contacting one or more olefins with these catalyst systems under polymerization conditions.Type: GrantFiled: June 17, 1997Date of Patent: February 27, 2001Assignee: Exxon Chemical Patents Inc.Inventors: Jo Ann Marie Canich, George Alan Vaughan, Phillip T. Matsunaga, David Edward Gindelberger, Timothy Daniel Shaffer, Kevin Richard Squire
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Patent number: 6187879Abstract: A novel process for producing homopolymers and interpolymers of olefins which involves contacting an olefin and/or an olefin and at least one or more other olefin(s) under polymerization conditions with an olefin polymerization catalyst and dinitrogen monoxide in an amount sufficient to reduce the electrostatic charge in the polymerization medium. Also provided is a process for reducing electrostatic charge in the polymerization of an olefin by adding dinitrogen monoxide.Type: GrantFiled: August 31, 1999Date of Patent: February 13, 2001Assignee: Eastman Chemical CompanyInventors: Randal Ray Ford, Jeffrey James Vanderbilt, Roxanna Lea Whitfield, Glenn Edward Moore
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Patent number: 6180734Abstract: A catalyst composition comprising (a) an iron-containing compound, (b) a cyclic hydrogen phosphite, and (c) an organoaluminum compound is disclosed for polymerizing 1,3-butadiene into syndiotactic 1,2-polybutadiene. The use of the catalyst composition of this disclosure avoids the use of environmentally detrimental components such as carbon disulfide and halogenated solvents. The melting temperature of the syndiotactic 1,2-polybutadiene can be varied from about 125 to about 175° C. by variations in the catalyst components and the component ratios. The ability to vary the melting temperature over such a broad range with a single catalyst composition is very desirable. The syndiotactic 1,2-polybutadiene can be used as a plastic or as an additive for rubber compositions wherein it can crosslink with conventional rubbers using conventional crosslinking agents.Type: GrantFiled: October 14, 1998Date of Patent: January 30, 2001Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6180738Abstract: There is provided a polymerization, especially a gas phase polymerization, of a sticky polymer in the presence of a catalyst under polymerization conditions using carbon black as an inert particulate material, the improvement comprises conducting said polymerization in the presence of a carbon black having a sugar-containing or sugar-derived binder, which carbon black is prepared by heating the carbon black to a temperature of at least about 280° C. for a time sufficient to decompose said sugar-containing or sugar-derived binder prior to polymerization.Type: GrantFiled: June 29, 1999Date of Patent: January 30, 2001Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Weidong Wang, Kevin Joseph Cann
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Patent number: 6169153Abstract: A process for preparing cyclopentadiene homopolymers having a molecular weight in the range from 10,000 to 1,000,000 and less than 35% of 1,2 linkages uses palladium catalysts of the formula [Pd(R1—CN)4]2+(A)2—, where R1 is an alkyl group and A is a stable anion.Type: GrantFiled: July 6, 1998Date of Patent: January 2, 2001Assignee: BASF AktiengesellschaftInventors: Wilhelm Risse, Christof Mehler, Eric Connor
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Patent number: 6162884Abstract: Novel catalyst systems which comprise 2-pyridine carboxaldimine nickel dihalide complexes can be used with an organoaluminum cocatalyst in slurry oligomerization or polymerization processes to oligomerize or polymerize mono-1-olefins and, optionally a higher alpha-olefin comonomer, to produce low molecular weight polymers or synthetic oils.Type: GrantFiled: April 29, 1999Date of Patent: December 19, 2000Assignee: Phillips Petroleum CompanyInventors: Helmut G. Alt, Alexander Koppl
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Patent number: 6153714Abstract: A new and novel linear, regio-regular vicinal functionalized polymer methods of forming the same are described. The polymer has a linear hydrocarbon polymer backbone with vicinal functional groups having oxygen and/or nitrogen atom containing groups, such as hydroxy, carboxylic acid or ester, carbonyl acetate, amide, nitrile and the like, pendent from the polymer backbone chain in a regio-regular manner.Type: GrantFiled: March 31, 1998Date of Patent: November 28, 2000Assignee: Cryovac, Inc.Inventors: Donald Albert Bansleben, Truc-Chi Thi Huynh-Tran, Rusty Lew Blanski, Paul Anthony Hughes, William Peyton Roberts, Robert Howard Grubbs, Galen Richard Hatfield
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Patent number: 6150482Abstract: Propylene may be polymerized by contacting it with certain iron complexes of selected 2,6-pyridinecarboxaldehydebis(imines) and 2,6-diacylpyridinebis(imines). The polymers produced are useful as molding resins.Type: GrantFiled: January 12, 1998Date of Patent: November 21, 2000Assignees: E. I. du Pont de Nemours and Company, University of North CarolinaInventors: Maurice S. Brookhart, Brooke L. Small
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Patent number: 6143851Abstract: A process for the preparation of an addition product of a linear telechelic difunctional unsaturated polymer containing terminal functional reactive groups other than vinyl groups, involves simultaneously reacting at least one cyclic olefin of from about 4 to 30 carbon atoms, at least one difunctional acyclic olefin of up to about 30 carbon atoms, and at least one reactant YZ in the presence of at least one olefin metathesis catalyst to prepare an addition product of a linear difunctional unsaturated polymer, wherein YZ is capable of adding to a carbon--carbon double bond under ROMP reaction conditions.Type: GrantFiled: March 29, 2000Date of Patent: November 7, 2000Assignee: BP Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
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Patent number: 6117958Abstract: This invention relates to a method by which olefinically-unsaturated organic molecules, which are otherwise nonpolymerizable, may be homopolymerized or copolymerized with conventional monomers through the use of cobalt chain transfer catalysts. The resulting macromonomers contain one terminal functional group and a terminal double bond on the other end of the chain.Type: GrantFiled: November 17, 1998Date of Patent: September 12, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Steven Dale Ittel, Alexei Alexeyevich Gridnev
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Patent number: 6111041Abstract: Homopolymers or copolymers of acrylates, homopolymers or copolymers of norbornenes, and copolymers of acrylates with norbornenes, may be prepared by contacting acrylate and/or norbornene monomer reactant under polymerization conditions and in the presence of a solvent with a catalyst system consisting essentially of a Pd(II) dimer component having the formula:[(L)Pd(R)(X)].sub.2,where L is a monodentate phosphorus or nitrogen ligand, X is an anionic group, and R is an alkyl or aryl group.Type: GrantFiled: June 17, 1998Date of Patent: August 29, 2000Assignee: The Penn State Research FoundationInventors: Ayusman Sen, Smita Kacker, April Hennis, Jennifer D. Polley
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Patent number: 6107420Abstract: The present invention generally relates to the use of certain ruthenium and osmium complexes that are substantially inactive at a first temperature (preferably about room temperature) but become progressively more active at a higher second temperature. This difference in reactivities allows the reaction mixture to be formed and manipulated at the first temperature until polymerization is desired. When appropriate, the reaction mixture is heated to a suitable temperature (preferably greater than 50.degree. C.) to activate the catalyst and to initiate polymerization. Because both the initiation and the rate of polymerization may be controlled with temperature, the inventive methods are especially suitable for ring opening metathesis polymerization ("ROMP") reactions and for molding polymer articles that require extended pot-lives.Type: GrantFiled: July 26, 1999Date of Patent: August 22, 2000Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Thomas E. Wilhelm
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Patent number: 6080826Abstract: Functionalized cyclic olefins and methods for making the same are disclosed. Methods include template-directed ring-closing metathesis ("RCM") of functionalized acyclic dienes and template-directed depolymerization of functionalized polymers possessing regularly spaced sites of unsaturation. Although the template species may be any anion, cation, or dipolar compound, cationic species, especially alkali metals, are preferred. Functionalized polymers with regularly spaced sites of unsaturation and methods for making the same are also disclosed. One method for synthesizing these polymers is by ring-opening metathesis polymerization ("ROMP") of functionalized cyclic olefins. The metathesis catalysts for both RCM and ROMP reaction are ruthenium or osmium carbene complex catalysts of the formula ##STR1## where M is Os or Ru; R and R.sup.1 each may be hydrogen, 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.Type: GrantFiled: December 18, 1997Date of Patent: June 27, 2000Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Michael J. Marsella, Heather D. Maynard
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Patent number: 6069219Abstract: A composition of matter includes a polymerizable mixture comprising 1 to 99 weight percent of a first monomer and an initiator therefor, the first monomer being one of 1) at least one free-radically polymerizable monomer or 2) at least one cyanate ester monomer, and 99 to 1 weight percent of a second monomer and an initiator therefor, the second monomer being the member of 1) or 2) that is not selected as the first monomer, wherein the curative for the cyanate ester is a transition metal-containing organometallic compound curing agent and the curative for the free-radically polymerizable monomer is a free-radical generating curing agent or a transition metal-containing organometallic compound.Type: GrantFiled: April 27, 1998Date of Patent: May 30, 2000Assignee: 3M Innovative Properties CompanyInventors: Fred B. McCormick, David J. Drath, Ilya Gorodisher, Michael A. Kropp, Michael C. Palazzotto, Melville R. V. Sahyun
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Patent number: 6069214Abstract: A composition of matter includes a polymerizable mixture comprising 1 to 99 weight percent of a first monomer and an initiator therefor, the first monomer being one of 1) at least one free-radically polymerizable monomer or 2) at least one cyanate ester monomer, and 99 to 1 weight percent of a second monomer and an initiator therefor, the second monomer being the member of 1) or 2) that is not selected as the first monomer, wherein the curative for the cyanate ester is a transition metal-containing organometallic compound curing agent and the curative for the free-radically polymerizable monomer is a free-radical generating curing agent or a transition metal-containing organometallic compound.Type: GrantFiled: April 27, 1998Date of Patent: May 30, 2000Assignee: 3M Innovative Properties CompanyInventors: Fred B. McCormick, David J. Drath, Ilya Gorodisher, Michael A. Kropp, Michael C. Palazzotto, Melville R. V. Sahyun
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Patent number: 6063881Abstract: Propylene may be oligomerized by contact with cobalt complexes corresponding to the following structure: ##STR1## wherein R.sup.1 -R.sup.7 are hydrogen, hydrocarbyl or inert functional groups, and X is an anion. The resulting olefins are useful as chemical intermediates.Type: GrantFiled: April 2, 1998Date of Patent: May 16, 2000Assignee: E. I. du Pont de Nemours and CompanyInventor: Alison Margaret Anne Bennett