Non-metal Nitrogen-containing Material Patents (Class 526/147)
  • Publication number: 20020103314
    Abstract: The invention provides new olefin(s) polymerization catalyst systems, including polytetrafluoroethylene support.
    Type: Application
    Filed: December 7, 2000
    Publication date: August 1, 2002
    Inventor: Thomas Henry Peterson
  • Publication number: 20020082162
    Abstract: The present invention provides a polynuclear &agr;-diimine Ni(II) complex used as the precursor of the catalyst in polymerizing polyolefine, represented by the following formula: 1
    Type: Application
    Filed: May 10, 2001
    Publication date: June 27, 2002
    Inventors: Yuesheng Li, Jingyu Liu, Ke Dai, Yi Zheng
  • 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
  • Publication number: 20020065379
    Abstract: A catalyst precursor having the formula:
    Type: Application
    Filed: October 24, 2001
    Publication date: May 30, 2002
    Inventor: Rex Eugene Murray
  • Patent number: 6365688
    Abstract: The invention relates to an organometallic compound comprising a central transition metal atom and a ligand coordinated thereto having a heteroatomic ring structure, characterized in that the ligand includes at least three nitrogen atoms, three of them being bonded to the same carbon atom.
    Type: Grant
    Filed: December 16, 1999
    Date of Patent: April 2, 2002
    Assignee: Borealis Technology Oy
    Inventors: Ove Andell, Janne Maaranen
  • Publication number: 20020035030
    Abstract: The present invention includes novel ligands which may be utilized as part of a catalyst system. A catalyst system of the present invention is a transition metal-ligand complex. In particular, the catalyst system includes a transition metal component and a ligand component comprising a Nitrogen atom and/or functional groups comprising a Nitrogen atom, generally in the form of an imine functional group. In certain embodiments, the ligand component may further comprise a phosphorous atom. Preferred ligand components are bidentate (bind to the transition metal at two or more sites) and include a nitrogen-transition metal bond. The transition metal-ligand complex is generally cationic and associated with a weakly coordinating anion.
    Type: Application
    Filed: February 5, 2001
    Publication date: March 21, 2002
    Inventors: James Allen Ponasik,Jr., Jason Patrick McDevitt, Christopher Moore Killian, Peter Borden Mackenzie, Leslie Shane Moody
  • Publication number: 20020010292
    Abstract: A novel process for the polymerization of olefins is provided. The process involves contacting at least one olefin with a Ziegler-Natta type catalyst in the presence of a specified compound that results in the production of polymeric products having a narrower molecular weight distribution. Also provide is a process for narrowing the molecular weight distribution of a polyolefin comprising contacting an olefin, a Ziegler-Natta catalyst and a compound specified herein. Further provided are novel polyethylenes, and films and articles produced therefrom.
    Type: Application
    Filed: July 27, 2001
    Publication date: January 24, 2002
    Inventors: Randal Ray Ford, Richard Kingsley Stuart
  • Patent number: 6333292
    Abstract: Novel compounds are disclosed comprising the skeletal unit depicted in Formula (I) wherein O is oxygen; N is nitrogen; R1 is hydrogen, hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl; R3, R4, R5 and R6 are hydrogen or hydrocarbyl or heterohydrocarbyl groups containing 1 to 10 carbon atoms and the R12 groups are independently selected from hydrogen, hydrocarbyl, substituted hydrocarbyl, heterocarbyl and substituted heterocarbyl; A is carbon or silicon; and r is 1 or more; M is scandium, yttrium, or a Group IV or Group V metal or a lanthanide or actinide; T is the oxidation state of M and is II or greater; X represents a monodentate atom or group covalently or ionically bonded to M; L is a mono- or bidentate molecule datively bound to M, and n is from 0 to 5.
    Type: Grant
    Filed: April 28, 1999
    Date of Patent: December 25, 2001
    Assignee: BP Chemicals Limited
    Inventors: Vernon Charles Gibson, Brian Stephen Kimberley
  • Patent number: 6320005
    Abstract: 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: Grant
    Filed: December 8, 1999
    Date of Patent: November 20, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Rex Eugene Murray
  • 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: 6310165
    Abstract: 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: Grant
    Filed: November 18, 1999
    Date of Patent: October 30, 2001
    Assignee: Eastman Kodak Company
    Inventor: Jin-Shan Wang
  • Patent number: 6306995
    Abstract: 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: Grant
    Filed: November 18, 1999
    Date of Patent: October 23, 2001
    Assignee: Eastman Kodak Company
    Inventor: Jin-Shan Wang
  • Publication number: 20010031845
    Abstract: Olefins such as ethylene and propylene may be polymerized by using as catalysts novel selected transition metal complexes of bis(carboximidamidatonates) in which the carboximidamidatonate groups are connected together through covalent bonds by a bridging group. The resulting polymers are useful as molding and extrusion resins.
    Type: Application
    Filed: April 2, 2001
    Publication date: October 18, 2001
    Inventors: Steven D. Ittel, Edward B. Coughlin, Ying Wang
  • Publication number: 20010025007
    Abstract: The present invention includes novel ligands which may be utilized as part of a catalyst system. A catalyst system of the present invention is a transition metal—ligand complex. In particular, the catalyst system includes a transition metal component and a ligand component comprising a Nitrogen atom and/or functional groups comprising a Nitrogen atom, generally in the form of an imine functional group. In certain embodiments, the ligand component may further comprise a phosphorous atom. Preferred ligand components are bidentate (bind to the transition metal at two or more sites) and include a nitrogen—transition metal bond. The transition metal—ligand complex is generally cationic and associated with a weakly coordinating anion.
    Type: Application
    Filed: February 9, 2001
    Publication date: September 27, 2001
    Inventors: James Allen Ponasik, Jason Patrick McDevitt, Christopher Moore Killian, Peter Borden Mackenzie, Leslie Shane Moody
  • Patent number: 6291612
    Abstract: A vinyl polymer having a controlled molecular weight and narrow molecular weight distribution is prepared by polymerizing a vinyl monomer using an organic halide polymerization initiator in the presence of a cuprous compound catalyst in a solvent containing an organic compound having a dielectric constant of at least 10 at 25° C., or by polymerizing a vinyl monomer using an organic halide polymerization initiator in the presence of a cuprous compound catalyst and also a specific 1,10-phenanthroline compound.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: September 18, 2001
    Assignee: Kaneko Corporation
    Inventors: Yasuhisa Kishimoto, Masato Kusakabe
  • Patent number: 6291613
    Abstract: A novel process for the polymerization of olefins is provided. The process involves contacting at least one olefin with a Ziegler-Natta catalyst in the presence of dinitrogen monoxide in the production of polymeric products having a narrower molecular weight distribution. A process for narrowing molecular weight distribution of polyolefins utilizing dinitrogen monoxide is also provided.
    Type: Grant
    Filed: August 31, 1999
    Date of Patent: September 18, 2001
    Assignee: Eastman Chemical Company
    Inventors: Randal Ray Ford, Richard Kingsley Stuart, Jr.
  • 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: 6245871
    Abstract: 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: Grant
    Filed: January 7, 1999
    Date of Patent: June 12, 2001
    Assignee: Eastman Chemical Company
    Inventors: Peter Borden Mackenzie, Christopher Moore Killian, Leslie Shane Moody, Jason Patrick McDevitt
  • Patent number: 6200925
    Abstract: The present invention provides catalyst systems useful in the polymerization of olefins comprising a transition metal component and a ligand component comprising a Nitrogen atom and/or functional groups comprising a Nitrogen atom, generally in the form of an imine functional group. In certain embodiments, the ligand component may further comprise a phosphorous atom. Preferred ligand components are bidentate (bind to the transition metal at two or more sites) and include a nitrogen-transition metal bond. The transition metal-ligand complex is generally cationic and associated with a weakly coordinating anion. In a preferred embodiment, the catalyst system of the present invention further comprises a Lewis or Bronsted acid complexed with the ligand component of the transition metal-ligand complex.
    Type: Grant
    Filed: December 29, 1998
    Date of Patent: March 13, 2001
    Assignee: Eastman Chemical Company
    Inventors: James Allen Ponasik, Jr., Jason Patrick McDevitt, Christopher Moore Killian, Peter Borden Mackenzie, Leslie Shane Moody, Gino Georges Lavoie
  • 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: 6187879
    Abstract: 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: Grant
    Filed: August 31, 1999
    Date of Patent: February 13, 2001
    Assignee: Eastman Chemical Company
    Inventors: Randal Ray Ford, Jeffrey James Vanderbilt, Roxanna Lea Whitfield, Glenn Edward Moore
  • 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: 6162884
    Abstract: 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: Grant
    Filed: April 29, 1999
    Date of Patent: December 19, 2000
    Assignee: Phillips Petroleum Company
    Inventors: Helmut G. Alt, Alexander Koppl
  • 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: 6114479
    Abstract: This invention is generally directed toward a supported catalyst system useful for polymerizing olefins. The method for supporting the catalyst of the invention provides for a supported bulky ligand transition metal catalyst which when utilized in a polymerication process substantially reduces the reactor fouling and sheeting in a gas, slurry or liquid pool polymerization process.
    Type: Grant
    Filed: July 30, 1996
    Date of Patent: September 5, 2000
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Anthony Nicholas Speca, Jeffrey Lawrence Brinen
  • Patent number: 6111022
    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: December 8, 1998
    Date of Patent: August 29, 2000
    Assignee: Carnegie-Mellon University
    Inventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
  • Patent number: 6100214
    Abstract: The described invention provides a low fouling, high particle density polymerization process and an olefin polymerization catalyst composition comprising the reaction product of a) an organic polymeric support i) having a surface area of from about 1 to 10 m.sup.2 /g and ii) functionalized with an acidic proton-containing ammonium salt of a non-coordinating anion, and b) an organometallic transition metal compound having ancillary ligands, at least one labile ligand capable of abstraction by protonation by said ammonium salt and at least one labile ligand into which an olefinic monomer can insert for polymerization. In a preferred embodiment, the polymeric support has a surface area of .ltoreq.10 m.sup.2 /g and is particularly suitable for use with high activity organometallic, transition metal catalyst compounds.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: August 8, 2000
    Assignee: Exxon Chemical Patents Inc.
    Inventors: John F. Walzer, Jr., Anthony J. Dias, Jean M J Frechet, Stephen B. Roscoe
  • 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: 5886118
    Abstract: This invention relates to a process for polymerizing acrylonitrile, comprising: (A) forming a polymerizable mixture comprising acrylonitrile monomer, solvent and a metal catalyst; (B) contacting said mixture with an initiator, said initiator being selected from the group consisting of sulfonyl halides, halopropionitriles, substituted halopropionitriles in the form of monoadducts derived from sulfonyl halides and acrylonitrile, monoadducts derived from substituted sulfonyl halides and monomers other than acrylonitrile; or polymers containing end groups derived from sulfonyl halides, halopropionitriles, substituted halopropionitriles in the form of monoadducts derived from sulfonyl halides and acrylonitrile, or monoadducts derived from substituted sulfonyl halides and monomers other than acrylonitrile; and (C) polymerizing said acrylonitrile monomer to form a polymer comprised of acrylonitrile.
    Type: Grant
    Filed: April 14, 1997
    Date of Patent: March 23, 1999
    Assignee: Case Western Reserve University
    Inventor: Virgil Percec
  • Patent number: 5869583
    Abstract: The process for the controlled radical (co)polymerization of (meth)acrylic and/or vinyl monomers is characterized in that the bulk, solution, emulsion or suspension polymerization or copolymerization is carried out, at a temperature at which can fall to 0.degree. C., of at least one of the said monomers in the presence of an initiating system comprising a radical-generating compound and at least one catalyst composed of a metal complex containing a ligand of the type?4-R.sup.3 -2,6-(CH.sub.2 NR.sup.1 R.sup.2).sub.2 C.sub.6 H.sub.2 !--(I)in which: R.sup.1 and R.sup.2, which are identical or different, represent a branched or unbranched C.sub.1 -C.sub.4 alkyl group or a phenyl group or alternatively R.sup.1 and R.sup.2 form, with the nitrogen atom to which they are connected, a cyclic amine or alternatively the two R.sup.2 groups, taken together, form a polymethylene bridge and R.sup.3 represents a hydrogen atom, an alkyl or benzyl group or an electron-donating or electron-withdrawing functional group.
    Type: Grant
    Filed: March 21, 1997
    Date of Patent: February 9, 1999
    Assignee: Elf Atochem S.A.
    Inventors: Claude Granel, Philippe Teyssie, Robert Jerome, Pascal Nicol
  • 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: 5811501
    Abstract: The present invention provides a novel halogen-free solvent system which can produce a good isobutylene polymer and can be easily reused. A novel process for the production of an isobutylene polymer is provided which comprises using a hydrocarbon solvent having a boiling point of not lower than 105.degree. C. and a melting point of not higher than -90.degree. C. Heretofore, a solvent system containing a halogenated hydrocarbon such as methylene chloride has been used for the production of an isobutylene polymer. However, such a solvent system has a great adverse effect on the environment. Therefore, a non-halogenated solvent is desirable. The present invention is characterized by the use of a hydrocarbon solvent as a reaction solvent. The resulting polymer has good properties. Further, compounds which are produced as by-products during the reaction can be easily removed, enabling the recycling of the solvent used. Thus, the production cost can be reduced.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: September 22, 1998
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Takeshi Chiba, Hiroshi Fujisawa, Yoshimichi Yamanaka, Yoshikuni Deguchi, Kazuya Yonezawa
  • 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: 5777037
    Abstract: The present invention provides a novel solvent which is capable of providing an excellent isobutylene polymer, little affects the environment, has a lower solubility in water than those of halogenated hydrocarbons having 1 or 2 carbon atoms and can be decomposed relatively easily. Namely, the present invention relates to: a process for producing an isobutylene polymer, which comprises performing a cationic polymerization reaction in a solvent containing primary and/or secondary monohalogenated hydrocarbon(s) having 3 to 8 carbon atoms, and an isobutylene polymer thus obtained; and a process for producing an isobutylene polymer having a vinyl group introduced into the terminal thereof, which comprises reacting the isobutylene polymer produced above with 1,9-decadiene or allyltrimethylsilane, and an isobutylene polymer thus obtained.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: July 7, 1998
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yoshimichi Yamanaka, Hiroshi Fujisawa, Takeshi Chiba, Yoshikuni Deguchi, Kazuya Yonezawa
  • 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: 5756608
    Abstract: A process for polymerizing C.sub.2 -C.sub.10 -alk-1-enes in the presence of a metallocene complex of the formula I ##STR1## where the substituent groups have the meanings described in the specification.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: May 26, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Langhauser, David Fischer, Jurgen Kerth, Gunther Schweier, Hans-Herbert Brintzinger, Elke Barsties, Werner Roell
  • Patent number: 5744560
    Abstract: A free radical polymerization process for the preparation of a polymer comprising heating a mixture of a free radical initiator, a stable free radical agent, a metal catalyst, or a metal stable free radical complex catalyst, and at least one polymerizable monomer; cooling said mixture; and optionally isolating said polymer.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: April 28, 1998
    Assignee: Xerox Corporation
    Inventors: Daniel A. Foucher, Paula J. MacLeod, Michael K. Georges, Timothy E. Burrow
  • 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: 5726263
    Abstract: Macromonomers formed by chain transfer catalysis polymerization methods may be decolorized by selective extraction and/or adsorption. The dimers and trimers formed during the polymerization reaction are also removed from the macromonomer mixture so that the remaining mixture has a very low optical density and a desirable degree of polymerization.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: March 10, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Alexei Alexeyevich Gridnev
  • Patent number: 5721331
    Abstract: An isobutylene-based polymer as a polymer of cationically polymerizable monomers principally composed of isobutylene or a combination of isobutylene and a styrene-series monomer, generates a molded article with outstanding properties, the isobutylene-based polymer characteristically satisfying the following provisions;1. the isobutylene-based polymer has a substantially continuos molecular weight distribution on a gel-permeation chromatogram;2. the molecular weight at the highest peak on a gel-permeation chromatogram is within a range of 10,000 to 500,000; and3. the length (a) of the elution time in the lower molecular region of the mountain from the highest peak and the length (b) of the elution time in the higher molecular region of the mountain from the highest peak on a gel-permeation chromatogram, satisfy the provision represented by the formula (b)/(a).gtoreq.1.3.
    Type: Grant
    Filed: March 5, 1996
    Date of Patent: February 24, 1998
    Assignee: Kuraray Co., Ltd.
    Inventors: Kenji Shachi, Satoshi Kajiya, Kazushige Ishiura
  • 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: 5712321
    Abstract: The polymerizable acrylate formulation, and method utilizing the same, employ a catalyst system that includes a tertiary aromatic amine compound and an air-curing polyether-ene polymer, in a specified ratio, in combination with an acid ingredient and a transition metal that together form a coordination compound. The formulation cures through bulk, as well as on the surface, in a highly effective manner.
    Type: Grant
    Filed: February 1, 1996
    Date of Patent: January 27, 1998
    Assignee: Dymax Corporation
    Inventors: Stephen E. Cantor, Brian Bachmann
  • 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: 5556921
    Abstract: This invention is directed to a fast curing polymer composition which does not require baking or thermosetting to provide a cross-linked coating binder. The composition comprises a polymer which is a homopolymer or copolymer of alpha, beta unsaturated monomers having pendent acetylenic groups which cross-link upon air drying to provide a coating binder.
    Type: Grant
    Filed: February 14, 1994
    Date of Patent: September 17, 1996
    Assignee: Eastern Michigan University
    Inventors: Stoil Dirlikov, Zhao Chen
  • 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: 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