Non-metal Phosphorus-containing Material Patents (Class 526/145)
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Patent number: 6653415Abstract: The invention relates to a method for producing defined layers or layer systems made of polymers or oligomers on any solid surface and with a controlled structure, according to which the layers are chemically deposited on the solid surface by means of live/controlled free-radical polymerization. Said method comprises the following steps: a) bonding the compounds of the general formula (a) A—L—I to the solid surface via the active group A where A represents an active group, I is the initiating group for ATRP polymerization and L is the binding link between A and I; b) carrying out live/controlled free-radical polymerization by reacting the initiator group I with monomers, macromonomers or mixtures able to undergo free-radical polymerization, which produces the polymer layer on the solid surface. The invention also relates to solid surfaces with oligomer or polymer layers and initiators for carrying out the method.Type: GrantFiled: February 22, 2001Date of Patent: November 25, 2003Inventors: Henrik Böttcher, Hellmuth Wurm, Manfred L. Hallensleben
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Patent number: 6639029Abstract: The present invention relates to a process for synthesis of polymer compositions, wherein ethylenically unsaturated monomers are polymerized by means of initiators containing a transferable atom or group of atoms and of one or more catalysts comprising at least one transition metal in the presence of ligands which can form a coordination compound with the metal catalyst or catalysts, the process being characterized in that the polymerization takes place by means of continuous process operation.Type: GrantFiled: November 13, 2000Date of Patent: October 28, 2003Assignee: Rohmax Additives GmbHInventors: Markus Scherer, Joseph Martin Bollinger, David J. Cooper, Jr., Larry Stephen Tillery, Robert Woodruff
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Patent number: 6639032Abstract: A process for making hyperbranched polymers from An—Lz(XY)m type monomers wherein A is a polymerizable group moiety, XY is a telogen group moiety in which Y is a transferable atom or group which can participate in a transfer reaction with the formation of reactive X*, L is a linkage between A and XY, z is 0 or 1, and n and m are integers of at least 1, comprising: (a) initiating reaction by forming activated species from reaction between either an A or an XY group of the An—Lz(XY)m type monomer and an external stimulus to form activated monomer species with an activated polymerizable group moiety A* or an activated moiety X* derived from the telogen group moiety XY; and (b) polymer segment chain growth by (i) propagation reaction between the polymerizable group A moieties of the An—Lz(XY)m type monomers with the activated moieties A* and X* of activated species, and further reaction between the polymerizable group moieties with the activated moieties of the reaction products thereof, and (iiType: GrantFiled: November 28, 2001Date of Patent: October 28, 2003Assignee: Eastman Kodak CompanyInventor: Jin-Shan Wang
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Patent number: 6627314Abstract: The present invention describes preparation of nanocomposite particles and structures by polymerizing monomers onto a functional inorganic colloid comprising a polymerization initiation site. The polymerization process is preferably a controlled/living polymerization process, including but not limited to, atom transfer radical polymerization and stable free radical polymerization. The nanocomposite particles can self-organize in solution, on surfaces or in films forming nanocomposite structures. Tethered AB block nanocomposite particles bring size control, solubility control and control over micro- and macro-functionality to the particles. The process may be catalyzed by a transition metal complex which participates in a reversible redox cycle with at least one of the group and a compound having a radically transferable atom or group, to form a nanocomposite particle with a tethered polymer chain. The process may be continued to form tethered copolymer chain.Type: GrantFiled: October 5, 2001Date of Patent: September 30, 2003Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Jeffrey Pyun
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Patent number: 6624265Abstract: The invention discloses ruthenium alkylidene complexes of the type (PCy3)(L)Cl2Ru(CHPh), where L is a triazolylidene ligand of the general formula: These catalysts have been found to be considerably more active for olefin metathesis at elevated temperatures than the parent catalyst (PCy3)2Cl2Ru(CHPh)(2). For example, complex 14 (L=1,3,4-triphenyl-4.5-dihydro-1H-triazol-5-ylidene) is able to catalyze the ring-closing metathesis of substituted dienes to give tetra-substituted cyclic olefins in good yield. In addition, this complex demonstrates the analogous stability towards oxygen and moisture exhibited by ruthenium alkylidene 2.Type: GrantFiled: January 25, 2001Date of Patent: September 23, 2003Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Tina M. Trnka
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Patent number: 6610802Abstract: The present invention relates to a process for synthesis of polymer compositions with reduced catalyst content, wherein ethylenically unsaturated monomers containing less than 0.5 wt % of ethylenically unsaturated monomers with at least one carboxylic group, sulfonic acid group and/or at least one phosphonic acid group relative to the total weight of the ethylenically unsaturated monomers are polymerized by means of initiators containing a transferable group of atoms and of one or more catalysts comprising at least one transition metal in the presence of ligands which can form a coordination compound with the metal catalyst or catalysts and, after the polymerization, the catalyst contained in the polymer is at least partly separated. For this purpose, the polymer composition is filtered, after the polymerization, in the presence of at least one filter aid which contains at least 0.Type: GrantFiled: May 29, 2001Date of Patent: August 26, 2003Assignee: RohMax Additives GmbHInventors: Sebastian Roos, Boris Eisenberg, Carolin Harpe
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Patent number: 6610801Abstract: The present invention relates to processes for synthesis of poly(meth)acrylate compositions, wherein ethylenically unsaturated monomers are transformed to polymers by means of initiators containing a transferable group of atoms and of one or more catalysts comprising at least one transition metal in the presence of ligands which can form a coordination compound with the metal catalyst or catalysts, wherein ethylenically unsaturated monomers containing 50 to 100 wt %, relative to the total weight of ethylenically unsaturated monomers, of (meth)acrylates of formula (I) are polymerized wherein R denotes hydrogen or methyl, R1 denotes a straight-chain or branched alkyl group with 8 to 40, carbon atoms, R2 and R3 independently denote hydrogen or a group of the formula —COOR1, wherein R′ denotes hydrogen or a straight-chain or branched alkyl group with 8 to 40, carbon atoms, in the presence of copper, the total concentration of copper of oxidation numbers (I) and (II) in the polymerizaType: GrantFiled: November 13, 2000Date of Patent: August 26, 2003Assignee: RohMax Additives GmbHInventor: Markus Scherer
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Publication number: 20030158357Abstract: A process for making hyperbranched polymers from An-Lz(XY)m type monomers wherein A is a polymerizable group moiety, XY is a telogen group moiety in which Y is a transferable atom or group which can participate in a transfer reaction with the formation of reactive X*, L is a linkage between A and XY, z is 0 or 1, and n and m are integers of at least 1, comprising: (a) initiating reaction by forming activated species from reaction between either an A or an XY group of the An-Lz(XY)m type monomer and an external stimulus to form activated monomer species with an activated polymerizable group moiety A* or an activated moiety X* derived from the telogen group moiety XY; and (b) polymer segment chain growth by (i) propagation reaction between the polymerizable group A moieties of the An-Lz(XY)m type monomers with the activated moieties A* and X* of activated species, and further reaction between the polymerizable group moieties with the activated moieties of the reaction products thereof, and (ii) chain transfer rType: ApplicationFiled: November 28, 2001Publication date: August 21, 2003Applicant: Eastman Kodak CompanyInventor: Jin-Shan Wang
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Publication number: 20030114696Abstract: The present invention relates to novel complexes of (transition) metals containing ligands having phosphinimine centers bonded to the (transition) metal.Type: ApplicationFiled: September 18, 2002Publication date: June 19, 2003Applicant: THE GOVERNORS OF THE UNIVERSITY OF ALBERTAInventors: Ronald G. Cavell, Qinyan Wang, Ruppa P. Kamalesh Babu, Aparna Kasani
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Patent number: 6576722Abstract: The present invention is directed to a method for producing a copolymer and a copolymer product of the method. The copolymer is prepared by a controlled radical polymerization process, typically an atom transfer radical polymerization process, in which polymerizable alkene monomers are polymerized in the presence of a halogenated polyolefin macroinitiator. The copolymer product of this process is useful in a film-forming composition that adheres strongly to polyolefinic substrates and to which non-polyolefinic film-forming compositions strongly adhere. The copolymer can be applied to a substrate in an adhesion-promoting layer or can be incorporated into a film-forming composition, such as a primer, that contains additional resinous compounds.Type: GrantFiled: December 13, 2000Date of Patent: June 10, 2003Assignee: PPG Industries Ohio, Inc.Inventors: Simion Coca, Brian K. Rearick, James B. O'Dwyer
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Patent number: 6559326Abstract: Metal complexes obtainable from a metal precursor of a metal of the 6th-10th groups of the Periodic Table in the oxidation state 0 or +2 and a ligand of the formula I, where the radicals are defined as follows: R1, R2 and R4 are hydrogen, C1-C12-alkyl groups, C3-C12-cycloalkyl groups, C6-C14-aryl groups, C2-C12-alkenyl groups, arylalkyl groups, halogens, silyl groups, C1-C12-alkoxy groups, C1-C12-thioether groups or amino groups; R3 is an &agr;-branched C3-C12-alkyl group or a substituted or unsubstituted C3-C12-cycloalkyl group, a C2-C12-alkenyl group, an arylalkyl group, a halogen, a silyl group, a C1-C12-alkoxy group, a C1-C12-thioether group or an amino group; X is oxygen, sulfur, Y is hydrogen or a silyl group, R5 to R6 are &agr;-branched C3-C12-alkyl groups or substituted or unsubstituted C3-C12-cycloalkyl groups; can be used in free form or immobilized on a solid support for the polymerization of 1-olefins.Type: GrantFiled: November 15, 2000Date of Patent: May 6, 2003Assignee: BASF AktiengesellschaftInventors: Marc Oliver Kristen, Joachim Heinicke, Wilhelm Keim, Martin Koehler, Mengzhen He
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Patent number: 6512060Abstract: A process for controlled coupling and chain extension, or atom transfer condensation polymerization, of molecules containing one or more radically transferable atoms or groups is provided, wherein transition metal compounds, optionally partially in the zero oxidation state, various ligands, counterions, and solvents are preferentially employed to preferentially give coupled and chain extended products that no longer contain a radically transferable atom or group.Type: GrantFiled: July 23, 1999Date of Patent: January 28, 2003Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Scott G. Gaynor, Simion Coca
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Publication number: 20020198337Abstract: A catalyst composition that is the combination of or the reaction product of ingredients comprising (a) an molybdenum-containing compound, (b) a silyl phosphonate, and (c) an organoaluminum compound.Type: ApplicationFiled: June 8, 2001Publication date: December 26, 2002Applicant: Bridgestone Corp.Inventors: Steven Luo, Michael W. Hayes, Dennis R. Brumbaugh
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Publication number: 20020188080Abstract: A method of producing a polymer or a stellar polymer which comprises polymerizing a vinyl monomer in the manner of living radical polymerization and adding a compound having two or more polymerizable carbon-carbon double bonds at the end point of the polymerization.Type: ApplicationFiled: July 12, 2002Publication date: December 12, 2002Inventor: Yoshiki Nakagawa
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Acid activation of ruthenium metathesis catalysts and living ROMP metathesis polymerization in water
Patent number: 6486279Abstract: Activation of ruthenium based catalyst compounds with acid to improve reaction rates and yields of olefin metathesis reactions, including ROMP, RCM, ADMET and cross-methasis 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: June 14, 2001Date of Patent: November 26, 2002Assignee: California Institute of TechnologyInventors: David M. Lynn, Eric L. Dias, Robert H. Grubbs, Bernard Mohr -
Patent number: 6486264Abstract: A process for producing a hydrogenated product of a polymer prepared through ring-opening polymerization which comprises a polymerization step of polymerizing a cyclic olefin through ring-opening polymerization in the presence of a polymerization catalyst comprising an organoruthenium compound or an organoosmium compound to prepare a polymer, and a hydrogenation step of adding a hydrogenation catalyst and hydrogen into a polymerization system resulting from the polymerization step to hydrogenate the carbon-carbon double bonds of the polymer prepared through the ring-opening polymerization. When the organoruthenium compound- or organoosmium compound-containing catalyst further comprises a carbene compound, the catalyst exhibits a higher activity for the ring-opening polymerization.Type: GrantFiled: November 30, 2001Date of Patent: November 26, 2002Assignee: Zeon CorporationInventors: Yasuo Tsunogae, Masato Sakamoto, Masaharu Tokoro, Kazunori Taguchi
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Patent number: 6482900Abstract: A vinyl polymer having, at a molecular chain terminus, a structure represented by the general formula 1: (wherein R3 is a hydroxy, amino, epoxy, carboxylic acid, ester, ether, amide or silyl group, an alkenyl group having low polymerizability, an organic compound having 1 to 20 carbon atoms, X is a halogen atom, a nitroxide or sulfide group or a cobalt porphyrin complex).Type: GrantFiled: June 5, 2000Date of Patent: November 19, 2002Assignee: Kaneka CorporationInventors: Yoshiki Nakagawa, Kenichi Kitano, Masayuki Fujita, Nao Fujita
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Patent number: 6465585Abstract: A catalyst composition that is the combination of or the reaction product of ingredients comprising (a) a chromium-containing compound; (b) an organomagnesium compound; and (c) a silyl phosphonate, also, a process for forming conjugated diene polymers by using the catalyst composition.Type: GrantFiled: February 19, 2001Date of Patent: October 15, 2002Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6432475Abstract: A pressure-sensitive adhesive composition having well-balanced pressure-sensitive adhesive force and cohesive force without causing any safety or economy problems, a process for the preparation of the same and pressure-sensitive adhesive sheets using the same are disclosed. The pressure-sensitive adhesive composition comprises a crosslinked polymer obtained by crosslinking a block copolymer comprising at least two of a styrene-based polymer block A and an acrylic polymer block B having a structural unit represented by the general formula (1):—[CH2═C(R1)COOR2]— wherein R1 represents a hydrogen atom or methyl group, and R2 represents a C2-14 alkyl group, bonded each other, such as A-B or B-A type block copolymer and A-B-A type block copolymer.Type: GrantFiled: December 7, 1999Date of Patent: August 13, 2002Assignee: Nitto Denko CorporationInventors: Michiharu Yamamoto, Yutaka Moroishi, Kenichi Okada, Fumiko Kamifuji, Tomoko Doi
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Publication number: 20020103320Abstract: A novel process for the production of oligomeric and polymeric telechelic compositions, to the telechelic compositions produced in this manner and to use thereof in the plastics, fibers or lacquer sectors.Type: ApplicationFiled: March 18, 1999Publication date: August 1, 2002Inventors: MARTIN MELCHIORS, DIETER MARGOTTE, HARTWIG HOCKER, HELMUT KEUL, ANDREAS NEUMANN
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Patent number: 6410664Abstract: The present invention is directed to processes of polymerization of olefins and copolymerization of olefins and functionalized olefins in the presence of certain late transition metal bidentate salicylaldimine chelates represented by the formula: wherein each of the symbols R, R1, R2, R3, R4, R5, R6, L, M, A, X and z are defined within the specification herein below.Type: GrantFiled: January 15, 1998Date of Patent: June 25, 2002Assignee: Cryovac, Inc.Inventors: Donald Albert Bansleben, Stefan K. Friedrich, Todd Ross Younkin, Robert Howard Grubbs, Chunming Wang, Robert Tan Li
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Patent number: 6407026Abstract: A catalyst composition that is the combination of or the reaction product of ingredients including an iron-containing compound, a hydrogen phosphite, and a mixture of two or more organoaluminum compounds. This catalyst composition is particularly useful for polymerizing conjugated dienes. When this catalyst composition is used to polymerize 1,3-butadiene into syndiotactic 1,2-polybutadiene the ratio of the organoaluminum compounds can be adjusted to vary the melting temperature and molecular weight of the polymer product.Type: GrantFiled: July 2, 2001Date of Patent: June 18, 2002Assignee: Bridgestone CorporationInventor: Steven Luo
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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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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 -
Publication number: 20010018502Abstract: A single-site olefin polymerization catalyst is described. The catalyst comprises an activator and an organometallic compound that includes an amine derivative ligand. The catalyst is highly productive, incorporates comonomers well, and gives polymers with narrow molecular weight distributions.Type: ApplicationFiled: January 16, 2001Publication date: August 30, 2001Applicant: EQUISTAR CHEMICALS, L.P.Inventors: Sandor Nagy, Bradley P. Etherton, Ramesh Krishnamurti, John A. Tyrell
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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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Patent number: 6197715Abstract: Non-ionic late transition metal chelates of salicylaldimine and pyrrolaldimine can be tethered to an inert support by a covalent bond to provide a catalyst useful in slurry and gas phase polymerization of olefins.Type: GrantFiled: March 23, 1999Date of Patent: March 6, 2001Assignee: Cryovac, Inc.Inventors: Donald Albert Bansleben, Eric Francis Connor, Robert Howard Grubbs, Jason Ivan Henderson, Andrew Robert Nadjadi, Jr., Todd Ross Younkin
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Patent number: 6197714Abstract: Non-ionic bidentate late transition metal chelates tethered to an inert support by a covalent bond group to provide a catalyst useful in slurry and gas phase polymerization of olefins.Type: GrantFiled: March 23, 1999Date of Patent: March 6, 2001Assignee: Cryovac, Inc.Inventors: Donald Albert Bansleben, Eric Francis Connor, Robert Howard Grubbs, Jason Ivan Henderson, Andrew Robert Nadjadi, Jr., Todd Ross Younkin
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Patent number: 6162882Abstract: The present invention is directed to a process of atom (or group) transfer radical polymerization for the synthesis of novel homopolymer or a block or graft copolymer, optionally containing at least one polar group, with well defined molecular architecture and narrow polydipersity index, in the presence of an initiating system comprising (i) an initiator having a radically transferrable atom or group, (ii) a transition metal compound, and (iii) a ligand, the present invention is also directed to the synthesis of a macromolecule having at least two halogen groups which can be used as a macroinitiator component (i) to subsequently form a block or graft copolymer by an atom or group transfer radical polymerization process; the present invention is also directed to a process of atom or group transfer radical polymerization for the synthesis of a branched or hyperbranched polymer; in addition, the present invention is directed to a process of atom or group transfer radical polymerization for the synthesis of a macType: GrantFiled: November 2, 1999Date of Patent: December 19, 2000Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
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Patent number: 6160065Abstract: Yttrium complexes of dibenzopyrolyl substituted cyclopentadienyl ligands are useful as ethylene polymerization catalysts to uniquely prepare low molecular weight ethylene polymers having a high degree of terminal vinyl unsaturation.Type: GrantFiled: August 28, 1998Date of Patent: December 12, 2000Assignee: The Dow Chemical CompanyInventors: Jorge Soto, Jasson T. Patton
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Patent number: 6124411Abstract: The present invention is directed to a process of atom (or group) transfer radical polymerization for the synthesis of novel homopolymer or a block or graft copolymer, optionally containing at least one polar group, with well defined molecular architecture and narrow polydispersity index, in the presence of an initiating system comprising (i) an initiator having a radically transferrable atom or group, (ii) a transition metal compound, and (iii) a ligand; the present invention is also directed to the synthesis of a macromolecule having at least two halogen groups which can be used as a macroinitiator component (i) to subsequently form a block or graft copolymer by an atom or group transfer radical polymerization process; the present invention is also directed to a process of atom or group transfer radical polymerization for the synthesis of a branched or hyperbranched polymer; in addition, the present invention is directed to a process of atom or group transfer radical polymerization for the synthesis of a maType: GrantFiled: September 14, 1999Date of Patent: September 26, 2000Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
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Patent number: 6117956Abstract: The instant invention teaches a method for forming a syndiotactic 1,2-polybutadiene product having a higher syndiotacticity and a higher melting temperature than syndiotactic 1,2-polybutadiene produced using chromium catalysts known in the prior art. The method includes polymerizing 1,3-butadiene in solution with a solvent, in the presence of catalytically effective amounts of: (a) a chromium compound; (b) an organomagnesium compound; and, (c) a cyclic hydrogen phosphite.Type: GrantFiled: June 1, 1998Date of Patent: September 12, 2000Assignee: Bridgestone CorporationInventor: Steven Luo
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Patent number: 6060570Abstract: 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: August 7, 1997Date of Patent: May 9, 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: 5998326Abstract: A catalyst system for the ring-opening matathesis polymerization, which consists of at least two components (a) and (b), wherein(a) is a ruthenium compound of formula I or IIRuX.sub.2 (L.sub.1).sub.m (L.sub.2).sub.n (L.sub.3).sub.o (L.sub.4).sub.p (I),ARuX.sub.2 (L.sub.1).sub.r L.sub.2).sub.3 (II),wherein L.sub.1,L.sub.2, L.sub.3 and L.sub.4 are each independently of the other C.sub.1 -C.sub.18 alkylcyanide, C.sub.6 -C.sub.24 - 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.ltoreq.m+n+o+p.ltoreq.4, r and s are integers from 0 to 2, where 1.ltoreq.r+s.ltoreq.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 polymerisation of strained cycloolefins by the RIM process.Type: GrantFiled: May 11, 1998Date of Patent: December 7, 1999Assignee: Ciba Specialty Chemicals Corp.Inventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Muhlebach
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Patent number: 5986027Abstract: Polymers are obtainable by polymerizing olefinically unsaturated monomers in the presence of a catalyst system which comprises as active constituentsa) a salt of a metal of group VIII B of the Periodic Table of the Elements,b) one or more compounds selected from the group consisting of protic acids and Lewis acids,c) a chelating compound of the formula (I)R.sup.1 R.sup.2 E.sup.1 --Z--E.sup.2 R.sup.3 R.sup.4 (I)where the substituents and indices have the following meanings:E.sup.1, E.sup.2 are each an element from group VA of the Periodic Table of the Elements,Z is a bridging structural unit comprising one, two or three substructural units of elements of groups IVA, VA and VIA of the Periodic Table of the Elements,R.sup.1 to R.sup.4 are substituents selected from the group consisting of C.sub.1 -C.sub.20 -organic and C.sub.3 -C.sub.30 -organosilicon radicals, where the radicals may contain one or more elements of groups IVA, VA, VIA and VIIA of the Periodic Table of the Elements.Type: GrantFiled: November 6, 1997Date of Patent: November 16, 1999Assignee: BASF AktiengesellschaftInventors: Ferdinand Lippert, Arthur Hohn, Eckard Schauss
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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: 5866663Abstract: Disclosed herein are processes for polymerizing ethylene, acyclic olefins, and/or selected cyclic olefins, and optionally selected olefinic esters or carboxylic acids, and other monomers. The polymerizations are catalyzed by selected transition metal compounds, and sometimes other co-catalysts. Since some of the polymerizations exhibit some characteristics of living polymerizations, block copolymers can be readily made. Many of the polymers produced are often novel, particularly in regard to their microstructure, which gives some of them unusual properties. Numerous novel catalysts are disclosed, as well as some novel processes for making them. The polymers made are useful as elastomers, molding resins, in adhesives, etc. Also described herein is the synthesis of linear .alpha.-olefins by the oligomerization of ethylene using as a catalyst system a combination a nickel compound having a selected .alpha.-diimine ligand and a selected Lewis or Bronsted acid, or by contacting selected .alpha.Type: GrantFiled: July 10, 1997Date of Patent: February 2, 1999Assignees: E. I. du Pont de Nemours and Company, University of North CarolinaInventors: Maurice S. Brookhart, Lynda Kaye Johnson, Christopher Moore Killian, Samuel David Arthur, Jerald Feldman, Elizabeth Forrester McCord, Stephan James McLain, Kristina Ann Kreutzer, Alison Margaret Anne Bennett, Edward Bryan Coughlin, Steven Dale Ittel, Anju Parthasarathy, Lin Wang, Zhen-Yu Yang
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Patent number: 5811500Abstract: This process is characterized in that at least one of the said monomers is polymerized or copolymerized in bulk, solution, emulsion or suspension, at a temperature which may be as low as 0.degree. C., in the presence of an initiator system comprising at least one non-peroxy radical-generator compound and at least one catalyst consisting of a metal complex represented by formula Ma.sub.a (L).sub.n in which M represents Rh, Co or Ir; A represents, a halogen or a pseudohalogen; the groups L, which may be identical or different, each represent a ligand which may be a chiral ligand, which is chosen from cyclooctadiene, PRR'R", P(OR) (OR') (OR"), NRR'R", ORR', SRR', SeRR', AsRR'R", SbRR'R", each radical R, R' and R" independently representing an optionally substituted C.sub.1 -C.sub.14 alkyl group or an optionally substituted aromatic group, it being possible for at least two of these ligands to be joined together by one or more divalent radicals; a is an integer such that 1.ltoreq.a.ltoreq.Type: GrantFiled: June 27, 1997Date of Patent: September 22, 1998Assignee: Elf Atochem S.A.Inventors: Philippe Dubois, Georges Moineau, Philippe Teyssie, Robert Jerome, Thierry Senninger
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Patent number: 5807937Abstract: Improved processes have been developed for atom (or group) transfer radical polymerization (ATRP). In one improvement, the ATRP process involves polymerizing in the presence of a (partially) free radical-deactivating amount of the corresponding reduced or oxidized transition metal compound. In a further improvement, the ATRP process involves polymerizing in a homogeneous system or in the presence of a solubilized initiating/catalytic system. The present invention also concerns end-functional, site-specific functional and telechelic homopolymers and copolymers; block, random, graft, alternating and tapered (or "gradient") copolymers which may have certain properties or a certain novel structure; star, comb and "hyperbranched" polymers and copolymers; multi-functional hyperbranched, end-functional polymers; cross-linked polymers and gels; water-soluble polymers and hydrogels (e.g.Type: GrantFiled: November 15, 1995Date of Patent: September 15, 1998Assignee: Carnegie Mellon UniversityInventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Dorota Greszta, Timothy E. Patten, Jin-Shan Wang, Jianhui Xia
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Patent number: 5763548Abstract: A new polymerization process (atom transfer radical polymerization, or ATRP) based on a redox reaction between a transition metal (e.g., Cu(I)/Cu(II), provides "living" or controlled radical polymerization of styrene, (meth)acrylates, and other radically polymerizable monomers. Using various simple organic halides as model halogen atom transfer precursors (initiators) and transition metal complexes as a model halogen atom transfer promoters (catalysts), a "living" radical polymerization affords (co)polymers having the predetermined number average molecular weight by .DELTA.?M!/?I!.sub.0 (up to M.sub.n >10.sup.5) and a surprisingly narrow molecular weight distribution (M.sub.w /M.sub.n), as low as 1.15. The participation of free radical intermediates in ATRP is supported by end-group analysis and stereochemistry of the polymerization. In addition, polymers with various topologies (e.g.Type: GrantFiled: March 31, 1995Date of Patent: June 9, 1998Assignees: Carnegie-Mellon University, Jin-Shan WangInventors: Krzysztof Matyjaszewski, Jin-Shan Wang
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Patent number: 5739267Abstract: Processes for the isolation of a telechelic isobutylene polymer in a non-aqueous system to prevent the generation of waste water having a solvent dissolved therein and processes for the preparation of a telechelic isobutylene polymer having more advantageous unsaturated groups. A process for the isolation of an isobutylene polymer includes a cationic polymerization reaction in a non-aqueous system in the presence of a catalyst MX.sub.n wherein M represents a metallic atom and X may be the same or different and represents a halogen atom or a monovalent hydrocarbon group. The process comprises conducting the cationic polymerization reaction, conducting a ligand exchange reaction of said catalyst, and then removing a component containing M.Type: GrantFiled: September 16, 1996Date of Patent: April 14, 1998Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Hiroshi Fujisawa, Yoshikuni Deguchi, Kouji Noda, Masakazu Isurugi, Masanobu Tamura, Junichi Hazama, Tsutomu Ikeda, Shun Wachi
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Patent number: 5714556Abstract: Disclosed herein is a process for the polymerization of ethylene, norbornenes and styrenes, by contacting in solution a selected nickel compound and a selected compound which is or can coordinated to the nickel with the olefin(s). The polymers produced are useful for films and molding resins.Type: GrantFiled: June 27, 1996Date of Patent: February 3, 1998Assignee: E. I. DuPont de Nemours and CompanyInventors: Lynda Kaye Johnson, Jerald Feldman, Kristina Ann Kreutzer, Stephan James McLain, Alison Margaret Anne Bennett, Edward Bryan Coughlin, Dennis Scott Donald, Lissa Taka Jennings Nelson, Anju Parthasarathy, Xing Shen, Wilson Tam, Yueli Wang
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Patent number: 5691431Abstract: An immobilized Lewis Acid catalyst system for the carbocationic polymerization of olefin monomer is provided. The catalyst comprises a porous polymer support having catalytically active Lewis Acid residue bonded to the surface of the support including the pore surfaces.Type: GrantFiled: December 2, 1996Date of Patent: November 25, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Frank Joung-Yei Chen, Tze-Chiang Chung, Jon Edmond Stanat, Soon Hong Lee
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Propylene block copolymer, process for producing the same, and resin composition comprising the same
Patent number: 5684099Abstract: A propylene block copolymer comprising: (a) a propylene homopolymer part having (i) an insoluble amount on xylene extraction at 25.degree. C. of 99.0% by weight or more; (ii) an isotactic pentad fraction of 98.0% or more; (iii) an isotactic average chain length of 500 or more; and (iv) a total amount of fractions having an isotactic average chain length of 800 or more obtained in a column chromatographic separation of 10% by weight or more, and (b) a copolymer part comprising propylene and at least one of ethylene and an .alpha.-olefin having from 4 to 12 carbon atoms, the proportion of the propylene homopolymer part (a) being from 50 to 97% by weight based on the total amount of the propylene homopolymer part (a) and the copolymer part (b), and the proportion of the copolymer part (b) being from 3 to 50% by weight based on the total amount of the propylene homopolymer part (a) and the copolymer part (b).Type: GrantFiled: September 7, 1995Date of Patent: November 4, 1997Assignee: Showa Denko K.K.Inventors: Kazuyuki Watanabe, Hisayoshi Yanagihara, Ryuji Sakaguchi -
Patent number: 5498677Abstract: A material of a cycloolefin copolymer has a structure of alternating cycloolefin sequences, and has crystallinity in a temperature range from 210.degree. to 320.degree. C. The cycloolefin is prepared by polymerization of at least one polycyclic olefin, monocyclic and/or acyclic olefin with an open-chain olefin using a catalyst of a metallocene and an aluminoxane.Type: GrantFiled: February 14, 1994Date of Patent: March 12, 1996Assignee: Hoechst AktiengesellschaftInventors: Thomas Weller, Michael-Joachim Brekner, Frank Osan
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Patent number: 5470926Abstract: Novel chromium-containing compounds, such as, for example, chromium pyrrolides, are prepared by forming a mixture of a chromium salt, a metal amide, and an electron pair donor solvent:, such as, for example, an ether. These novel chromium-containing, or chromium pyrrolide, compounds can be used either unsupported or supported on an inorganic oxide support to trimerize and/or polymerize olefins.Type: GrantFiled: November 19, 1993Date of Patent: November 28, 1995Assignee: Phillips Petroleum CompanyInventors: William K. Reagen, Brian K. Conroy
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Patent number: 5470928Abstract: The invention describes a redox initiating system consisting of Cu.sup.II salts, enolizable aldehydes and ketones, and various combinations of coordinating agents for Cu.sup.II, coordinating agents for Cu.sup.I, and a strong amine base that is not oxidized by Cu.sup.II. In particular, Cu.sup.II octanoate/dibenzyl ketone/pyridine/triethylamine/triphenylphosphine systems are effective. In addition to initiating free radical polymerizations and copolymerizations, this initiating system can be applied to the synthesis of functionalized telechelics, polymers with ketone linkages in the backbone, block and graft copolymers consisting of free-radical and step-growth polymer blocks, and crosslinking reactions.Type: GrantFiled: January 31, 1995Date of Patent: November 28, 1995Assignee: University of AkronInventors: H. James Harwood, Stephen D. Goodrich
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Patent number: 5464906Abstract: Ethylene is homopolymerized in the presence of a catalyst consisting essentially of a Group 3 metal complex, preferably a scandium complex, having a bridged ligand structure. Optionally polymer blends are prepared by combining the process with another polymerization process, either in series or in parallel.Type: GrantFiled: November 21, 1994Date of Patent: November 7, 1995Assignee: The Dow Chemical CompanyInventors: Jasson T. Patton, David R. Neithamer
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Patent number: 5405913Abstract: The invention describes a redox initiating system consisting of Cu.sup.II salts, enolizable aldehydes and ketones, and various combinations of coordinating agents for Cu.sup.II, coordinating agents for Cu.sup.I, and a strong amine base that is not oxidized by Cu.sup.II. In particular, Cu.sup.II octanoate/dibenzyl ketone/pyridine/triethylamine/triphenylphosphine systems are effective. In addition to initiating free radical polymerizations and copolymerizations, this initiating system can be applied to the synthesis of functionalized telechelics, polymers with ketone linkages in the backbone, block and graft copolymers consisting of free-radical and step-growth polymer blocks, and crosslinking reactions.Type: GrantFiled: March 22, 1993Date of Patent: April 11, 1995Assignee: The University of AkronInventors: H. James Harwood, Stephen D. Goodrich
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Patent number: 5399646Abstract: The present invention discloses an alkylidenenorbornene polymer comprising as the essential constituent at least one kind of the structural unit represented by the formula ##STR1## wherein R.sub.1 denotes an alkyl group of 1-4 carbon atoms and R.sub.2 denotes a hydrogen atom or an alkyl group of 1-5 carbon atoms, and a process for producing the same.According to the present invention, an alkylidenenorbornene polymer is obtained which is excellent in light resistance, transparency, heat resistance and moisture resistance and is useful as an optical polymeric material.Type: GrantFiled: July 16, 1993Date of Patent: March 21, 1995Assignee: Nippon Zeon Co., Ltd.Inventors: Teiji Kohara, Shin-ichiro Tahara, Yoshitsugu Hirokawa, Tadao Natsuume