Neodymium-Based Ziegler/Natta Catalysts and their Application in Diene Polymerization

Friebe, Lars; Nuyken, Oskar; Obrecht, Werner

doi:10.1007/12_094

Cited by 313 publications

(272 citation statements)

References 195 publications

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“…-105 °C) (Scheme 2; Tables 13). 44 The main differences between P1 and P2 lie in the functionalization, the amount of 1,2-vinyl PBD and the dispersity. P1 is a non-functionalized PBD containing only 1mol% of 1,2-vinyl with a narrow dispersity.…”

mentioning

confidence: 99%

Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes

Michel

Fouquay²,

Michaud³

et al. 2017

European Polymer Journal

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mentioning

confidence: 99%

Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes

Michel

Fouquay²,

Michaud³

et al. 2017

European Polymer Journal

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“…Stereospecific catalyst systems, like Ziegler-Natta catalysts based on neodymium, are able to produce cis-1,4 polybutadiene (homopolymer) with greater control of microstructure, higher molecular mass and narrower molecular mass distribution [8,[19][20][21][22] . Table 2 shows that the addition of alpha-olefins does not changed the polymer microstructure.…”

Section: Influence Of Alpha-olefin Addition On Microstructurementioning

confidence: 99%

“…Copolymerization of butadiene with 1-alkenes has already described in the literature. For example, the copolymerization of butadiene with 1-octene and 1-dodecene using the ternary catalyst system neodymium oxide/triisobutylaluminium/ethylaluminium sesquichloride was studied by Friebe et al [8] . These authors showed that only small amounts of 1-alkenes are incorporated and that no neighboring 1-alkene moieties are present in the copolymer.…”

Section: Introductionmentioning

confidence: 99%

Copolymerization of 1-hexene and 1-dodecene with 1,3-butadiene by a versatate/diisobutylaluminum hydride/t-butyl chloride catalyst system

et al. 2014

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Abstract:The aim of this study was to incorporate an alpha-olefin (1-hexene or 1-dodecene) in a high cis polybutadiene chain, using a neodymium versatate/diisobutylaluminum hydride/t-butyl chloride catalyst system. The influence of alpha-olefin on polymerization reaction and polymer characteristics, using different weight ratios of butadiene/α-olefin, was evaluated. The copolymers were characterized by SEC, FTIR, NMR, TGA and viscosimetric analysis. The thermal stability of the polymer tended to increase with incorporation of alpha-olefins, while its microstructure was not affected. The weight average molecular mass (Mw) tended to increase and the polymerization conversion tended to decrease with increasing alpha-olefins content. The copolymers showed a lower intrinsic viscosity than for the homopolymer. The results indicated that the alpha-olefins were incorporated in the polybutadiene chain.

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“…Transition metal catalysts commonly used for the polymerization of 1,3-dienes can be grouped into the following classes: (i) catalysts derived from aluminum compounds (i.e., aluminum alkyls, aluminum hydrides and aluminoxanes) and transition metal compounds (Ziegler-Natta catalysts); (ii) catalysts derived from precursors not containing preformed metal-carbon bonds; (iii) catalysts based on allyl derivatives of transition metals [1][2][3][4][5]. Ziegler-Natta catalysts are obviously the most important ones, they can be highly active and stereospecific, and are industrially used for the production of cis-1,4 poly(1,3-butadiene), cis-1,4 polyisoprene and 1,2 syndiotactic poly (1,3-butadiene), the only diene polymers of industrial interest.…”

Section: Introductionmentioning

confidence: 99%

Novel Allyl Cobalt Phosphine Complexes: Synthesis, Characterization and Behavior in the Polymerization of Allene and 1,3-Dienes

et al. 2017

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Abstract:Novel allyl cobalt complexes, i.e., (η 3 -C 4 H 7 )(η 4 -C 4 H 6 )Co(PCyPh 2 ) (1), (η 3 -C 4 H 7 )(η 4 -C 4 H 6 )Co(PMePh 2 ) (2) and (η 3 -C 5 H 9 )(η 4 -C 5 H 8 )Co(PMePh 2 ) (3), were synthesized by reacting CoCl 2 (PRPh 2 ) 2 (R = methyl, cyclohexyl) with 1,3-butadiene or isoprene in presence of metallic zinc. The complexes were fully characterized by Nuclear Magnetic Resonance (NMR) spectroscopy ( 1 H and 2D experiments); in case of 1, single crystals, suitable for X-ray analysis, were obtained and the molecular structure was determined. The allyl cobalt phosphine complexes alone gave highly crystalline 1,2 polymers from 1,2-propadiene, but they did not polymerize 1,3-dienes. Nevertheless, in the presence of a stoichiometric amount of methylaluminoxane (MAO), they were able to polymerize 1,3-butadiene and substituted 1,3-butadienes such as isoprene, (E)-1,3-pentadiene, (E)-1,3-hexadiene, and (E)-3-methyl-1,3-pentadiene. Specifically, 1/MAO gave predominantly syndiotactic 1,2 polymers from 1,3-butadiene and terminally substituted 1,3-butadienes (e.g., 1,3-pentadiene and 1,3-hexadiene), but it was practically not active in the polymerization of internally substituted 1,3-butadienes (e.g., isoprene and 3-methyl-1,3-pentadiene); 2/MAO and 3/MAO exhibited instead an opposite behavior, giving predominantly isotactic 1,2 polymers from 3-methyl-1,3-pentadiene, and showing very low activity in the polymerization of 1,3-butadiene, 1,3-pentadiene and 1,3-hexadiene. The results obtained are interesting from the mechanistic point of view, and some hypotheses to explain this particular behavior were formulated.

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Neodymium-Based Ziegler/Natta Catalysts and their Application in Diene Polymerization

Cited by 313 publications

References 195 publications

Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes

Simple access to alkoxysilyl telechelic polyolefins from ruthenium-catalyzed cross-metathesis depolymerization of polydienes

Copolymerization of 1-hexene and 1-dodecene with 1,3-butadiene by a versatate/diisobutylaluminum hydride/t-butyl chloride catalyst system

Novel Allyl Cobalt Phosphine Complexes: Synthesis, Characterization and Behavior in the Polymerization of Allene and 1,3-Dienes

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