Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing
Patent
1997-07-10
2000-03-07
Nazaro-Gonzalez, Porfirio
Organic compounds -- part of the class 532-570 series
Organic compounds
Heavy metal containing
556 1, 556 7, 556 13, 556 43, 556 51, 556 52, 556 57, 556 58, 556140, 556155, 556167, 534 15, 502155, 526348, C07F 1500, C07F 700, C07F 1900
Patent
active
060342595
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.-diimine nickel complexes with ethylene.
REFERENCES:
patent: 3265622 (1966-08-01), Anderson
patent: 3503945 (1970-03-01), Kim
patent: 3505301 (1970-04-01), Natta et al.
patent: 3927137 (1975-12-01), Bryson
patent: 4123602 (1978-10-01), Ukihashi et al.
patent: 4150208 (1979-04-01), Hwang
patent: 4359561 (1982-11-01), Fraser et al.
patent: 4424330 (1984-01-01), Raviola
patent: 4761328 (1988-08-01), Shin
patent: 4857611 (1989-08-01), Durand et al.
patent: 5204429 (1993-04-01), Kaminsky
patent: 5208309 (1993-05-01), McDaniel et al.
patent: 5218071 (1993-06-01), Tsutsui et al.
patent: 5272236 (1993-12-01), Lai et al.
patent: 5318849 (1994-06-01), Mehalla et al.
patent: 5475075 (1995-12-01), Brant et al.
patent: 5565521 (1996-10-01), Effler, Jr. et al.
D. E. Axelson, et al., A Quantitative Analysis of Low-Density (Branched) Polyethylenes by Carbon-13 Fourier Transform Nuclear Magnetic Resonance at 67.9 MHz, Macromolecules, 12, 41-52, 1979.
T. Usami, et al., Fine-Branching Structure in High-Pressure, Low-Density Polyethylenes by 50.10-MHz .sup.13 C NMR Analysis, Macromolecules, 17, 1757-1761, 1984.
J. P. Blitz, et al., The Characterization of Short Chain Branching in Polyethylene Using Fourier Transform Infrared Spectroscopy, Journal of Applied Polymer Science, 51, 1, 13-20, 1994.
E. Nordmeier, et al., The Molecular Structure of Low-Density Polyethylene. 1. Long-Chain Branching and Solution Properties, Macromolecules, 23, 4, 1072-1076, 1990.
F. A. Bovey, et al., C-13 NMR Observations of Chain Branching in Vinyl Polymers, Polym. Preprs Am Chem Soc Div Polym Chem, 20, 2, 160-163, 1979.
W. Keim, et al., Novel Nickel- and Palladium-Complexes with Aminobis(imino)phosphorane Ligands for the Polymerization of Ethylene, Angew. Chem. Int. Ed. Engl., 20, 116-117, 1981.
V. M. Mohring, et al., Novel Polymerization of .alpha.-Olefins with the Catalyst System Nickel/Aminobis(imino)phosphorane, Angew. Chem. Int. Ed. Engl., 24, 1001-1003, 1985.
Nishioka, et al., Assignment of Chain Branching . . . , Bunseki Kagaku, 29, 11, 774-780, 1980.
A. D. Ketley, et al., The 1,3-Polymerization of Propylene by Palladium Cyanide, Polymer Letters, 6, 341-343, 1968.
R. van Asselt, et al., Palladium Complexes Containing Rigid Bidentate Nitrogen Ligands as Catalysts for Carbon-Carbon Bond Formation, Tetrahedron, 50, 2, 323-334, 1994.
R. van Asselt, et al., Isolation of Alkyl- and Acyl-palladium Complexes containing Rigid Bidentate Nitrogen Ligands by Stepwise Successive Insertion of CO and Alkenes, J. Chem. Soc. Chem. Commun., 15, 1203-1205, 1993.
R. van Asselt, et al., Insertion of Carbon Monoxide and Alkenes in Palladium-Carbon Bonds of Complexes Containing Rigid Bidentate Nitrogen Ligands: The First Example of Isolated Complexes in Stepwise Successive Insertion Reactions on the Way to Polyketones, J. Am. Chem. Soc., 116, 3, 977-985, 1994.
R. van Asselt, et al., Synthesis and characterization of rigid bidentate nitrogen ligands and some examples of coordination to divalent palladium. X-ray crystal structures of bis(.rho.-tolylimino)acenaphthene and methylchloro[bis(o,o'-diisopropylphenyl-imino)acenaphthene]palladium(II), Recl. Trav. Chim. Pays-Bas, 113, 2, 88-98, 1994.
R. van Asselt, Stabilization of High Oxidation States by Rigid Bidentate Nitrogen Ligands; Synthesis and Characterization of Diorgano- and Triorganopalladium(IV) and Cationic Triorganoplatinum(IV) Complexes, Organometallics, 13, 2, 706-720, 1994.
M. Svoboda, et al., Diazadien-Nickel-Alkyle, J. Organometal Chem, 191, 1, 321-328, 1980.
N. Alberola, et al., Mechanical .gamma. and .beta. Relaxations in Polyethylene-I. Glass Transitions of Polyethylene, Eur. Polym. J., 28, 8, 935-948, 1992.
E. W. Fischer, et al., Effect of Filtration Conditions on the Apparent Density of the Intercrystalline Layers of Polyethylene Single Crystal Mats, Polymer Letters, 7, 307-311, 1969.
David R. Burfield, et al., Differential Scanning Calerimetry Characteristics of Polypropylene. Dependence of Tg on Polymer Tacticity and Molecular Weight, Macromolecules, 16, 702-704, 1983.
Piet W. N. M. van Leeuwen, et al., Migration versus Insertion in Square-Planar Platinum and Palladium Complexes, J. Am. Chem. Soc., 116, 12117-12118, 1994.
Heindirk tom Dieck, et al., Rigid Phenyl-Group Conformation in Complexes, Angew. Chem. Int. Ed. Engl, 19, 396-397, 1980.
Heindirk tom Dieck, et al., Synthesis of Chiral Diazadienes R*-N.dbd.CR'-CR'.dbd.N-R*, Chem. Ber., 117, 694-701, 1984.
K. Zemke, et al., Conformational Exchange near the Glass Transition: Two Dimensional .sup.13 C NMR Study of Atactic Polypropylene, Macromolecules, 24, 6874-6876, 1991.
J. C. Randall, et al., .sup.13 C NMR microstructure determinations of low-density polyethylene homopolymers and copolymers, Recl. Trav. Chim. Pays-Bas, 110, 543-552, 1991.
David R. Burfield, et al., Differential Scanning Calorimetry Characterization of Polypropylene. Dependence of Tg on Polymer Tacticity and Molecular Weight, Macromolecules, 16, 702-704, 1983.
Jan Tecl, Studium vetveni polyethylenu nuklearni magnetickou resonancni spektroskopii, Chemicky prumyal, roc., 37/62, 196-200, 1987.
G. Natta, et al., Crystalline Alternating Ethylene-Cyclopentene Copolymers and Other Ethylene-Cycloolefin Copolymers, Makromol. Chem., 54, 95-101, 1962.
J. Boor, et al., Polymerization of Cyclopentene, 3-Methylcyclopentene, and 3-Methylcyclohexene, Die Makromolekulare Chemie, 90, 26-37, 1966.
B. C. Anderson, et al., Polymerization of Internal Olefins, Macromolecules, 2, No. 6, 686-687, 1969.
Walter Kaminsky, et al., Copolymerization of cycloalkenes with ethylene in presence of chiral zirconocene catalysts, Makromol. Chem., 190, 515-526, 1989.
W. Kaminsky, et al., in T. Keii, et al. Eds., Polymerization of Cyclic Olefins with Homogeneous Catalysts, Catalytic Olefin Polymerization, 929, 425-438, 1990.
W. Mark Kelly, et al., Polymerization of Cyclopenetene Using Metallocene Catalysts: Polymer Tacticity and Properties, Macromolecule, 27, 4477-4485, 1994.
Alexej Jerschow, et al., Nuclear Magnetic Resonance Evidence for a New Microstructure in Ethene-Cyclopentene Copolymers, Macromolecules, 28, 7095-7099, 1995.
Heindirk tom Dieck, et al., Diazadiene complexes of Group 4 metals I. Synthesis of mono-, bis- and tris(diazadiene) titanium complexes and the structure of diazadienedichlorotitanium, Inorganica Chimica Acta., 177, 191-197, 1990.
Heindirk tom Dieck, et al., Metallierung einer nichtaktivierten Alkyl-Gruppe im Nickelkomplex 1, Chem. Ber., 109, 1657-1664, 1976.
Lynda K. Johnson, et al., New Pd(II)- and Ni(II)-Based Catalysts for Polymerization of Ethylene and .alpha.-Olefins, J. Am. Chem. Soc., 117, 6414-6415, 1995.
Lynda K. Johnson, et al., Copolymerization of Ethylene and Propylene with Functionalized Vinyl Monomers by Palladium(II) Catalysts, J. Am. Chem. Soc., 118, 267-268, 1996.
PCT/US 96/01282 Partial International Search.
Johnson, et al., New Pd(II)- and Ni(II)-Based Catalysts for Polymerization of Ethylene and .alpha.-Olefins, J. Am. Chem. Soc., 117, 6414-6415, 1995.
Johnson, et al., Copolymerization of Ethylene and Propylene with Functionalized Vinyl Monomers by Palladium
Arthur Samuel David
Bennett Alison Margaret Anne
Brookhart Maurice S.
Coughlin Edward Bryan
Feldman Jerald
Citron Joel D.
E. I. Du Pont de Nemours and Company
Evans Craig H.
Nazaro-Gonzalez Porfirio
University of North Carolina - Chapel Hill
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