Non-metal Phosphorus-containing Material Patents (Class 526/145)
  • Patent number: 6653415
    Abstract: 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: Grant
    Filed: February 22, 2001
    Date of Patent: November 25, 2003
    Inventors: Henrik Böttcher, Hellmuth Wurm, Manfred L. Hallensleben
  • Patent number: 6639029
    Abstract: 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: Grant
    Filed: November 13, 2000
    Date of Patent: October 28, 2003
    Assignee: Rohmax Additives GmbH
    Inventors: Markus Scherer, Joseph Martin Bollinger, David J. Cooper, Jr., Larry Stephen Tillery, Robert Woodruff
  • Patent number: 6639032
    Abstract: 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
    Type: Grant
    Filed: November 28, 2001
    Date of Patent: October 28, 2003
    Assignee: Eastman Kodak Company
    Inventor: Jin-Shan Wang
  • Patent number: 6627314
    Abstract: 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: Grant
    Filed: October 5, 2001
    Date of Patent: September 30, 2003
    Assignee: Carnegie Mellon University
    Inventors: Krzysztof Matyjaszewski, Jeffrey Pyun
  • Patent number: 6624265
    Abstract: 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: Grant
    Filed: January 25, 2001
    Date of Patent: September 23, 2003
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tina M. Trnka
  • Patent number: 6610802
    Abstract: 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: Grant
    Filed: May 29, 2001
    Date of Patent: August 26, 2003
    Assignee: RohMax Additives GmbH
    Inventors: Sebastian Roos, Boris Eisenberg, Carolin Harpe
  • Patent number: 6610801
    Abstract: 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 polymeriza
    Type: Grant
    Filed: November 13, 2000
    Date of Patent: August 26, 2003
    Assignee: RohMax Additives GmbH
    Inventor: Markus Scherer
  • Publication number: 20030158357
    Abstract: 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 r
    Type: Application
    Filed: November 28, 2001
    Publication date: August 21, 2003
    Applicant: Eastman Kodak Company
    Inventor: Jin-Shan Wang
  • Publication number: 20030114696
    Abstract: The present invention relates to novel complexes of (transition) metals containing ligands having phosphinimine centers bonded to the (transition) metal.
    Type: Application
    Filed: September 18, 2002
    Publication date: June 19, 2003
    Applicant: THE GOVERNORS OF THE UNIVERSITY OF ALBERTA
    Inventors: Ronald G. Cavell, Qinyan Wang, Ruppa P. Kamalesh Babu, Aparna Kasani
  • Patent number: 6576722
    Abstract: 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: Grant
    Filed: December 13, 2000
    Date of Patent: June 10, 2003
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Simion Coca, Brian K. Rearick, James B. O'Dwyer
  • Patent number: 6559326
    Abstract: 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: Grant
    Filed: November 15, 2000
    Date of Patent: May 6, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Marc Oliver Kristen, Joachim Heinicke, Wilhelm Keim, Martin Koehler, Mengzhen He
  • Patent number: 6512060
    Abstract: 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: Grant
    Filed: July 23, 1999
    Date of Patent: January 28, 2003
    Assignee: Carnegie Mellon University
    Inventors: Krzysztof Matyjaszewski, Scott G. Gaynor, Simion Coca
  • Publication number: 20020198337
    Abstract: 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: Application
    Filed: June 8, 2001
    Publication date: December 26, 2002
    Applicant: Bridgestone Corp.
    Inventors: Steven Luo, Michael W. Hayes, Dennis R. Brumbaugh
  • Publication number: 20020188080
    Abstract: 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: Application
    Filed: July 12, 2002
    Publication date: December 12, 2002
    Inventor: Yoshiki Nakagawa
  • Patent number: 6486279
    Abstract: 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: Grant
    Filed: June 14, 2001
    Date of Patent: November 26, 2002
    Assignee: California Institute of Technology
    Inventors: David M. Lynn, Eric L. Dias, Robert H. Grubbs, Bernard Mohr
  • Patent number: 6486264
    Abstract: 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: Grant
    Filed: November 30, 2001
    Date of Patent: November 26, 2002
    Assignee: Zeon Corporation
    Inventors: Yasuo Tsunogae, Masato Sakamoto, Masaharu Tokoro, Kazunori Taguchi
  • Patent number: 6482900
    Abstract: 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: Grant
    Filed: June 5, 2000
    Date of Patent: November 19, 2002
    Assignee: Kaneka Corporation
    Inventors: Yoshiki Nakagawa, Kenichi Kitano, Masayuki Fujita, Nao Fujita
  • Patent number: 6465585
    Abstract: 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: Grant
    Filed: February 19, 2001
    Date of Patent: October 15, 2002
    Assignee: Bridgestone Corporation
    Inventor: Steven Luo
  • Patent number: 6432475
    Abstract: 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: Grant
    Filed: December 7, 1999
    Date of Patent: August 13, 2002
    Assignee: Nitto Denko Corporation
    Inventors: Michiharu Yamamoto, Yutaka Moroishi, Kenichi Okada, Fumiko Kamifuji, Tomoko Doi
  • Publication number: 20020103320
    Abstract: 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: Application
    Filed: March 18, 1999
    Publication date: August 1, 2002
    Inventors: MARTIN MELCHIORS, DIETER MARGOTTE, HARTWIG HOCKER, HELMUT KEUL, ANDREAS NEUMANN
  • Patent number: 6410664
    Abstract: 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: Grant
    Filed: January 15, 1998
    Date of Patent: June 25, 2002
    Assignee: Cryovac, Inc.
    Inventors: Donald Albert Bansleben, Stefan K. Friedrich, Todd Ross Younkin, Robert Howard Grubbs, Chunming Wang, Robert Tan Li
  • Patent number: 6407026
    Abstract: 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: Grant
    Filed: July 2, 2001
    Date of Patent: June 18, 2002
    Assignee: Bridgestone Corporation
    Inventor: Steven Luo
  • Patent number: 6310121
    Abstract: 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: Grant
    Filed: August 7, 1998
    Date of Patent: October 30, 2001
    Assignee: Cymetech, LLC
    Inventors: Charles S. Woodson, Jr, Robert H. Grubbs
  • Patent number: 6284852
    Abstract: 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: Grant
    Filed: October 29, 1998
    Date of Patent: September 4, 2001
    Assignee: California Institute of Technology
    Inventors: David M. Lynn, Eric L. Dias, Robert H. Grubbs, Bernard Mohr
  • Publication number: 20010018502
    Abstract: 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: Application
    Filed: January 16, 2001
    Publication date: August 30, 2001
    Applicant: EQUISTAR CHEMICALS, L.P.
    Inventors: Sandor Nagy, Bradley P. Etherton, Ramesh Krishnamurti, John A. Tyrell
  • Patent number: 6265506
    Abstract: 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: Grant
    Filed: June 9, 1998
    Date of Patent: July 24, 2001
    Assignee: The B. F. Goodrich Company
    Inventors: Brian Leslie Goodall, Lester Howard McIntosh, III
  • Patent number: 6197715
    Abstract: 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: Grant
    Filed: March 23, 1999
    Date of Patent: March 6, 2001
    Assignee: Cryovac, Inc.
    Inventors: Donald Albert Bansleben, Eric Francis Connor, Robert Howard Grubbs, Jason Ivan Henderson, Andrew Robert Nadjadi, Jr., Todd Ross Younkin
  • Patent number: 6197714
    Abstract: 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: Grant
    Filed: March 23, 1999
    Date of Patent: March 6, 2001
    Assignee: Cryovac, Inc.
    Inventors: Donald Albert Bansleben, Eric Francis Connor, Robert Howard Grubbs, Jason Ivan Henderson, Andrew Robert Nadjadi, Jr., Todd Ross Younkin
  • Patent number: 6162882
    Abstract: 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 mac
    Type: Grant
    Filed: November 2, 1999
    Date of Patent: December 19, 2000
    Assignee: Carnegie Mellon University
    Inventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
  • Patent number: 6160065
    Abstract: 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: Grant
    Filed: August 28, 1998
    Date of Patent: December 12, 2000
    Assignee: The Dow Chemical Company
    Inventors: Jorge Soto, Jasson T. Patton
  • Patent number: 6124411
    Abstract: 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 ma
    Type: Grant
    Filed: September 14, 1999
    Date of Patent: September 26, 2000
    Assignee: Carnegie Mellon University
    Inventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
  • Patent number: 6117956
    Abstract: 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: Grant
    Filed: June 1, 1998
    Date of Patent: September 12, 2000
    Assignee: Bridgestone Corporation
    Inventor: Steven Luo
  • Patent number: 6060570
    Abstract: 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: Grant
    Filed: August 7, 1997
    Date of Patent: May 9, 2000
    Assignee: BP Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson, William H. Frye, Tsuei-Yun Lynch, Larry C. Satek, George A. McConaghy
  • Patent number: 5998326
    Abstract: 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: Grant
    Filed: May 11, 1998
    Date of Patent: December 7, 1999
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Muhlebach
  • Patent number: 5986027
    Abstract: 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: Grant
    Filed: November 6, 1997
    Date of Patent: November 16, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Ferdinand Lippert, Arthur Hohn, Eckard Schauss
  • Patent number: 5939504
    Abstract: 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: Grant
    Filed: December 2, 1996
    Date of Patent: August 17, 1999
    Assignee: Advanced Polymer Technologies
    Inventors: Charles S. Woodson, Jr., Robert H. Grubbs
  • Patent number: 5866663
    Abstract: 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: Grant
    Filed: July 10, 1997
    Date of Patent: February 2, 1999
    Assignees: E. I. du Pont de Nemours and Company, University of North Carolina
    Inventors: 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
  • Patent number: 5811500
    Abstract: 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: Grant
    Filed: June 27, 1997
    Date of Patent: September 22, 1998
    Assignee: Elf Atochem S.A.
    Inventors: Philippe Dubois, Georges Moineau, Philippe Teyssie, Robert Jerome, Thierry Senninger
  • Patent number: 5807937
    Abstract: 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: Grant
    Filed: November 15, 1995
    Date of Patent: September 15, 1998
    Assignee: Carnegie Mellon University
    Inventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Dorota Greszta, Timothy E. Patten, Jin-Shan Wang, Jianhui Xia
  • Patent number: 5763548
    Abstract: 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: Grant
    Filed: March 31, 1995
    Date of Patent: June 9, 1998
    Assignees: Carnegie-Mellon University, Jin-Shan Wang
    Inventors: Krzysztof Matyjaszewski, Jin-Shan Wang
  • Patent number: 5739267
    Abstract: 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: Grant
    Filed: September 16, 1996
    Date of Patent: April 14, 1998
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hiroshi Fujisawa, Yoshikuni Deguchi, Kouji Noda, Masakazu Isurugi, Masanobu Tamura, Junichi Hazama, Tsutomu Ikeda, Shun Wachi
  • Patent number: 5714556
    Abstract: 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: Grant
    Filed: June 27, 1996
    Date of Patent: February 3, 1998
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: 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
  • Patent number: 5691431
    Abstract: 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: Grant
    Filed: December 2, 1996
    Date of Patent: November 25, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Frank Joung-Yei Chen, Tze-Chiang Chung, Jon Edmond Stanat, Soon Hong Lee
  • Patent number: 5684099
    Abstract: 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: Grant
    Filed: September 7, 1995
    Date of Patent: November 4, 1997
    Assignee: Showa Denko K.K.
    Inventors: Kazuyuki Watanabe, Hisayoshi Yanagihara, Ryuji Sakaguchi
  • Patent number: 5498677
    Abstract: 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: Grant
    Filed: February 14, 1994
    Date of Patent: March 12, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Thomas Weller, Michael-Joachim Brekner, Frank Osan
  • Patent number: 5470926
    Abstract: 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: Grant
    Filed: November 19, 1993
    Date of Patent: November 28, 1995
    Assignee: Phillips Petroleum Company
    Inventors: William K. Reagen, Brian K. Conroy
  • Patent number: 5470928
    Abstract: 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: Grant
    Filed: January 31, 1995
    Date of Patent: November 28, 1995
    Assignee: University of Akron
    Inventors: H. James Harwood, Stephen D. Goodrich
  • Patent number: 5464906
    Abstract: 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: Grant
    Filed: November 21, 1994
    Date of Patent: November 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Jasson T. Patton, David R. Neithamer
  • Patent number: 5405913
    Abstract: 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: Grant
    Filed: March 22, 1993
    Date of Patent: April 11, 1995
    Assignee: The University of Akron
    Inventors: H. James Harwood, Stephen D. Goodrich
  • Patent number: 5399646
    Abstract: 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: Grant
    Filed: July 16, 1993
    Date of Patent: March 21, 1995
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Teiji Kohara, Shin-ichiro Tahara, Yoshitsugu Hirokawa, Tadao Natsuume