Double-decker-type dinuclear nickel catalyst for olefin polymerization: efficient incorporation of functional co-monomers.

The ethylene polymerization and copolymerization of olefins catalyzed by dinuclear transition-metal complexes have recently attracted recent attention. Both earlyand latetransition-metal complexes with a dinuclear structure lead to an increase in the molecular weight in ethylene polymerization and in the co-monomer content for the copolymerization of ethylene with various co-monomers. The stabilization of the growing polymer end and coordination of the comonomer are efficient in the bimetallic system. Marks and co-workers synthesized a planar dinickel complex, which is supported by an aromatic bis(salicylaldimine) ligand (Scheme 1a), and found that copolymerization of ethylene

[1]  T. Agapie,et al.  Bimetallic coordination insertion polymerization of unprotected polar monomers: copolymerization of amino olefins and ethylene by dinickel bisphenoxyiminato catalysts. , 2013, Journal of the American Chemical Society.

[2]  T. Marks,et al.  Ligand steric and fluoroalkyl substituent effects on enchainment cooperativity and stability in bimetallic nickel(II) polymerization catalysts. , 2012, Chemistry.

[3]  W. Qin,et al.  Binuclear Heteroligated Titanium Catalyst Based on Phenoxyimine Ligands: Synthesis, Characterization, and Ethylene (Co)polymerization , 2012 .

[4]  T. Agapie,et al.  Dinickel Bisphenoxyiminato Complexes for the Polymerization of Ethylene and α-Olefins. , 2012, Organometallics.

[5]  T. Agapie,et al.  Bimetallic effects on ethylene polymerization in the presence of amines: inhibition of the deactivation by Lewis bases. , 2012, Journal of the American Chemical Society.

[6]  Jeroen S. Dickschat,et al.  Novel fatty acid methyl esters from the actinomycete Micromonospora aurantiaca , 2011, Beilstein journal of organic chemistry.

[7]  Yan-Shu Ge,et al.  N-heterocyclic Carbene Scandium Complexes: Synthesis, Structure, and Catalytic Performance for α-Olefin Polymerization and Copolymerization with 1,5-Hexadiene , 2011 .

[8]  H. Koshino,et al.  Scandium-Catalyzed Cyclocopolymerization of 1,5-Hexadiene with Styrene and Ethylene: Efficient Synthesis of Cyclopolyolefins Containing Syndiotactic Styrene–Styrene Sequences and Methylene-1,3-cyclopentane Units , 2011 .

[9]  H. Koshino,et al.  Cycloterpolymerization of 1,6-Heptadiene with Ethylene and Styrene Catalyzed by a THF-Free Half-Sandwich Scandium Complex , 2011 .

[10]  T. Marks,et al.  Multinuclear olefin polymerization catalysts. , 2011, Chemical reviews.

[11]  Y. Men,et al.  Stereospecific Cyclopolymerization of α,ω-Diolefins by Pyridylamidohafnium Catalyst with the Highest Activity , 2011 .

[12]  K. Osakada,et al.  Cyclopolymerization and copolymerization of functionalized 1,6-heptadienes catalyzed by Pd complexes: mechanism and application to physical-gel formation. , 2010, Chemistry.

[13]  Daisuke Takeuchi Recent progress in olefin polymerization catalyzed by transition metal complexes: new catalysts and new reactions. , 2010, Dalton transactions.

[14]  G. Coates,et al.  Cyclopolymerization of Nonconjugated Dienes with a Tridentate Phenoxyamine Hafnium Complex Supported by an sp(3) -C Donor: Isotactic Enchainment and Diastereoselective cis-Ring Closure. , 2009, Macromolecular rapid communications.

[15]  Brandon A. Rodriguez,et al.  Bimetallic effects for enhanced polar comonomer enchainment selectivity in catalytic ethylene polymerization. , 2009, Journal of the American Chemical Society.

[16]  T. Marks,et al.  Catalyst Nuclearity Effects in Olefin Polymerization. Enhanced Activity and Comonomer Enchainment in Ethylene + Olefin Copolymerizations Mediated by Bimetallic Group 4 Phenoxyiminato Catalysts , 2009 .

[17]  K. Osakada,et al.  Copolymerization of Hepta-1,6-diene with Ethylene Catalyzed by Cobalt Complexes , 2008 .

[18]  Brandon A. Rodriguez,et al.  Neutral bimetallic nickel(II) phenoxyiminato catalysts for highly branched polyethylenes and ethylene-norbornene copolymerizations , 2008 .

[19]  S. Mecking,et al.  Highly Active Binuclear Neutral Nickel(II) Catalysts Affording High Molecular Weight Polyethylene , 2008 .

[20]  T. Marks,et al.  Synthesis, characterization, and marked polymerization selectivity characteristics of binuclear phenoxyiminato organozirconium catalysts. , 2008, Journal of the American Chemical Society.

[21]  I. Goldberg,et al.  Cyclopolymerization of 1,5-Hexadiene by Enantiomerically-Pure Zirconium Salan Complexes. Polymer Optical Activity Reveals α-Olefin Face Preference , 2007 .

[22]  M. Fujiki,et al.  Facile, efficient functionalization of polyolefins via controlled incorporation of terminal olefins by repeated 1,7-octadiene insertion. , 2007, Journal of the American Chemical Society.

[23]  B. Lee,et al.  Bimetallic phenylene-bridged Cp/amide titanium complexes and their olefin polymerization. , 2007, Dalton transactions.

[24]  K. Osakada,et al.  Cyclopolymerization of 1,6-heptadienes catalyzed by iron and cobalt complexes: synthesis of polymers with trans- or cis-fused 1,2-cyclopentanediyl groups depending on the catalyst. , 2007, Journal of the American Chemical Society.

[25]  J. Seppälä,et al.  Copolymerisation of 1,9-decadiene and propylene with binary and isolated metallocene systems , 2007 .

[26]  Qihui Chen,et al.  Arene-Bridged Salicylaldimine-Based Binuclear Neutral Nickel(II) Complexes: Synthesis and Ethylene Polymerization Activities , 2007 .

[27]  G. Jin,et al.  Bimetallic nickel complexes of trimethyl phenyl linked salicylaldimine ligands: Synthesis, structure and their ethylene polymerization behaviors , 2006 .

[28]  M. F. V. Vieira Marques,et al.  Copolymerization of Ethylene/Diene with Different Metallocene Catalysts , 2006 .

[29]  T. Marks,et al.  Nuclearity and cooperativity effects in binuclear catalysts and cocatalysts for olefin polymerization , 2006, Proceedings of the National Academy of Sciences.

[30]  I. Goldberg,et al.  Diastereomerically-specific zirconium complexes of chiral salan ligands: isospecific polymerization of 1-hexene and 4-methyl-1-pentene and cyclopolymerization of 1,5-hexadiene. , 2006, Journal of the American Chemical Society.

[31]  K. Osakada,et al.  Early-late heterobimetallic complexes as initiator for ethylene polymerization. Cooperative effect of two metal centers to afford highly branched polyethylene. , 2006, Chemical communications.

[32]  Tao Hu,et al.  Novel highly active binuclear neutral nickel and palladium complexes as precatalysts for norbornene polymerization , 2006 .

[33]  M. Fujiki,et al.  Polymerization of 1,5-Hexadiene by Half-Titanocenes−MAO Catalyst Systems: Factors Affecting the Selectivity for the Favored Repeated 1,2-Insertion , 2006 .

[34]  Wei-Hua Wang,et al.  Binuclear neutral nickel complexes bearing bis(bidentate) salicylaldiminato ligands: Synthesis, structure and ethylene polymerization behavior , 2006 .

[35]  K. Osakada,et al.  Pd Complex-Promoted Cyclopolymerization of Functionalized α,ω-Dienes and Copolymerization with Ethylene to Afford Polymers with Cyclic Repeating Units , 2006 .

[36]  D. Joe,et al.  Bimetallic nickel complexes of macrocyclic tetraiminodiphenols and their ethylene polymerization , 2006 .

[37]  D. Joe,et al.  Ethylene/Polar Norbornene Copolymerizations by Bimetallic Salicylaldimine−Nickel Catalysts , 2005 .

[38]  T. Marks,et al.  Significant Proximity and Cocatalyst Effects in Binuclear Catalysis for Olefin Polymerization , 2005 .

[39]  T. Marks,et al.  Coordination copolymerization of severely encumbered isoalkenes with ethylene: enhanced enchainment mediated by binuclear catalysts and cocatalysts. , 2005, Journal of the American Chemical Society.

[40]  J. Soares,et al.  Microstructural Characterization of Molecular Weight Fractions of Ethylene/1,7‐Octadiene Copolymers Made with a Constrained Geometry Catalyst , 2005 .

[41]  M. H. Lee,et al.  Biphenylene-bridged dinuclear group 4 metal complexes : Enhanced polymerization properties in olefin polymerization , 2005 .

[42]  Li-Ming Tang,et al.  Synthesis and Ethylene Polymerization Activity of a Novel, Highly Active Single-Component Binuclear Neutral Nickel(II) Catalyst , 2005 .

[43]  K. Osakada,et al.  Zr/Zr and Zr/Fe dinuclear complexes with flexible bridging ligands. preparation by olefin metathesis reaction of the mononuclear precursors and properties as polymerization catalysts , 2005 .

[44]  M. Marques,et al.  Copolymerization of ethylene and non-conjugated diene using homogenous catalyst , 2004 .

[45]  Naofumi Naga,et al.  Unique insertion mode of 1,7-octadiene in copolymerization with ethylene by a constrained-geometry catalyst , 2004 .

[46]  T. Marks,et al.  Polynuclear olefin polymerization catalysis: proximity and cocatalyst effects lead to significantly increased polyethylene molecular weight and comonomer enchainment levels. , 2004, Angewandte Chemie.

[47]  T. Marks,et al.  Catalyst/cocatalyst nuclearity effects in single-site olefin polymerization. Significantly enhanced 1-octene and isobutene comonomer enchainment in ethylene polymerizations mediated by binuclear catalysts and cocatalysts. , 2003, Journal of the American Chemical Society.

[48]  Naofumi Naga,et al.  Copolymerization of Ethylene and 1,7-Octadiene, 1,9-Decadiene with Zirconocene Catalysts , 2002 .

[49]  T. Marks,et al.  Catalyst/cocatalyst nuclearity effects in single-site polymerization. Enhanced polyethylene branching and alpha-olefin comonomer enchainment in polymerizations mediated by binuclear catalysts and cocatalysts via a new enchainment pathway. , 2002, Journal of the American Chemical Society.

[50]  R. Grubbs,et al.  Linear functionalized polyethylene prepared with highly active neutral Ni(II) complexes , 2002 .

[51]  Y. Imanishi,et al.  Copolymerization of ethylene and 1,5-hexadiene with zirconocene catalysts , 2002 .

[52]  J. Seppälä,et al.  Long‐chain‐branched polyethene by the copolymerization of ethene and nonconjugated α,ω‐dienes , 2001 .

[53]  V. Monteil,et al.  Investigation of Ethylene/Butadiene Copolymers Microstructure by 1H and 13C NMR , 2001 .

[54]  A. Henningsen,et al.  Living Ziegler−Natta Cyclopolymerization of Nonconjugated Dienes: New Classes of Microphase-Separated Polyolefin Block Copolymers via a Tandem Polymerization/Cyclopolymerization Strategy , 2000 .

[55]  Jin-Kook Lee,et al.  Copolymerization of propylene and 1,5‐hexadiene with stereospecific metallocene/Al(i‐Bu)3/[Ph3C][B(C6F5)4] , 2000 .

[56]  Friedrich,et al.  Neutral, single-component nickel (II) polyolefin catalysts that tolerate heteroatoms , 2000, Science.

[57]  J. Seppälä,et al.  Copolymerization of ethylene and non-conjugated dienes with Cp2ZrCl2/MAO catalyst system: effect of polymerization temperature on the copolymer structure , 2000 .

[58]  J. Seppälä,et al.  Characterization of comonomer distributions in ethylene/ diene copolymers by 13C-NMR, and using the segregation fractionation technique by DSC and DMTA , 1999 .

[59]  J. Seppälä,et al.  Copolymerization of ethylene and non-conjugated dienes with Cp2ZrCl2/MAO catalyst system , 1999 .

[60]  T. Ikeda,et al.  Cyclopolymerization of 1,7-octadiene with metallocene/methylaluminoxane , 1999 .

[61]  T. Ikeda,et al.  Copolymerization of propene and nonconjugated diene involving intramolecular cyclization with metallocene/methylaluminoxane , 1999 .

[62]  R. F. Souza,et al.  13C NMR Determination of the Composition of Linear Low-Density Polyethylene Obtained with [η3-Methallyl-nickel-diimine]PF6 Complex , 1999 .

[63]  Tohru Yamada,et al.  Stereoselective Cyclopolymerization of 1,5-Hexadiene Using Novel Bis(ferrocenyl)zirconocene Catalyst , 1995 .

[64]  Geoffrey W. Coates,et al.  Homogeneous Ziegler-Natta polymerization of functionalized monomers catalyzed by cationic group IV metallocenes , 1992 .

[65]  G. Coates,et al.  Enantioselective cyclopolymerization: optically active poly(methylene-1,3-cyclopentane) , 1991 .

[66]  R. Waymouth,et al.  Diastereoselectivity in the homogeneous cyclopolymerization of 1,5-hexadiene , 1990 .

[67]  Y. Doi,et al.  Synthesis and structure of a “living” copolymer of propylene and 1,5‐hexadiene , 1989 .

[68]  H. H. Karsch,et al.  Trimethylphosphinkomplexe von Methylnickel-Verbindungen , 1972 .