Synthesis of highly thermostable norbornene-isoprene-1-octene terpolymer with titanium catalyst

Tanaka, Ryō; Matsuzaki, Ryusei; Nakayama, Yuushou; Shiono, Takeshi

doi:10.1002/pola.28601

Cited by 11 publications

(4 citation statements)

References 28 publications

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“…Polynorbornene (PNB) obtained via coordination–insertion polymerization with transition metal catalysts is a class of attractive polymers with great optical and thermal properties, including high transparency, low birefringence, high glass transition temperature ( T g ), nonhygroscopicity, and so on . NB-based cycloolefin copolymers (COCs) synthesized by the copolymerization of NB with olefin can control these properties by comonomer content, comonomer sequence distributions, and the structure of comonomer. − Despite these achievements, another concern about NB-based polymers is their poor toughness and hydrophilicity, which limits further application of polymers. Therefore, it is important to investigate strategies for enhancing these properties, even to the synthesis of polar functionalized NB-based elastomers with keeping their excellent transparence and heat resistance.…”

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confidence: 99%

Optically Transparent Functional Polyolefin Elastomer with Excellent Mechanical and Thermal Properties

et al. 2019

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Synthesis of a variety of optically transparent polyolefin elastomers consisting of hard segment of polynorbornene and several kinds of soft segments such as atactic polypropylene, poly(ethylene-co-propylene), and poly(ethylene-co-1-hexene) was achieved. The block copolymers exhibited excellent toughness and thermal property with efficient elastic recovery. Most importantly, the introduction of hydroxyl group into polynorbornene segment not only modulated surface property of block copolymers, but also improved their mechanical properties.

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Optically Transparent Functional Polyolefin Elastomer with Excellent Mechanical and Thermal Properties

et al. 2019

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“…Norbornene (NB) can be polymerized through three different catalytic approaches: ring-opening metathesis polymerization, cationic/radical polymerization, and vinyl-type addition polymerization. − Among them, the vinyl-type polynorbornene (PNB) obtained by the transition-metal-catalyzed coordination polymerization of NB exhibits unique properties, such as high thermal stability, good chemical resistance, and excellent transparency, owing to its rigid structure. The development of NB-based copolymers through the copolymerization of NB with substituted NB derivatives, ethylene, − propylene, , higher α-olefins, − styrenes, − and dienes , achieved further improvements to the polymer properties, such as toughness, solubility, and surface properties. Moreover, the structure and properties of these copolymers can be further tailored by the appropriate choice of catalyst together with a variation of the comonomer contents, structures, and sequence distributions.…”

Section: Introductionmentioning

confidence: 99%

Norbornene Copolymerization with Polar Monomers Catalyzed by Palladium Catalysts Containing Imidazolidin-2-imine/Guanidine Ligands

Li,

Cai,

Eisen

2023

Inorg. Chem.

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The development of a palladium catalyst that has enhanced catalytic performance, such as low aluminum cocatalyst loading, good copolymerization ability, high molecular weight, and excellent solubility of the (co)polymers, is still a challenge in norbornene copolymerizations. Here, a series of PdCl 2 and PdMeCl complexes containing differently substituted anilines and imidazolidin-2-imine/guanidine ligands was successfully synthesized and characterized. X-ray diffraction analysis results revealed that these Pd complexes adopted an almost square-planar geometry, and the six-membered chelate ring showed structural distinctions as compared to traditional N^N-based α-diimine and β-diimine Pd complexes. These Pd complexes were activated by EtAlCl 2 and then exhibited moderate activity (10 4 −10 5 g mol −1 h −1 ) and good thermal stability (up to 90 °C) for norbornene polymerization to produce high-molecular-weight PNBs (M n up to 96.4 kg mol −1 ) with narrow polydispersities (PDI as low as 1.39). These Pd complexes also exhibited good polar group tolerance in the copolymerization of norbornene with methyl 5-norbornene-2carboxylate and methyl 10-undecenoate, in which the activity was achieved up to 7.04 × 10 4 g mol −1 h −1 . It furnished polar functionalized norbornene-based copolymers with high molecular weight (M n up to 63.1 kg mol −1 ), narrow PDI, reasonable polar monomer incorporation, and good solubility. These Pd catalysts exhibited an enhanced copolymerization ability to produce PNB or NB-based copolymers, representing significant progress in this field.

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“…Among them, the most common and versatile COC is the copolymer of norbornene and ethylene as a kind of commercial engineering thermoplastic . In addition, the properties of copolymers can be modified by changing the comonomer contents and sequence distributions as well as the comonomer structures employed. , Numerous single-site catalysts have been developed in both academia and industry for the copolymerizations of norbornene with ethylene, propylene, and higher α-olefins to give various COCs …”

Section: Introductionmentioning

confidence: 99%

Neutral Nickel(II) Complexes Bearing Aryloxide Imidazolin-2-imine Ligands for Efficient Copolymerization of Norbornene and Polar Monomers

Cai

Eisen

2018

Organometallics

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A series of novel aryloxide imidazolin-2-imine bidentate neutral Ni(II) complexes with different substituents on the imidazolin-2-imine ligand were synthesized and characterized. The complex Ni2 bearing a 2,6-diisopropylphenyl substituent adopted an almost square planar geometry, while the bulkier 2,6-bis(diphenylmethyl)-4-methylphenyl substituent ligated complex Ni3 was obtained in an allyl adduct base-free η3 coordination mode. In the presence of B(C6F5)3, these Ni(II) complexes exhibited remarkably high activity (up to 2.7 × 107 g of PNB (mol of Ni)−1 h–1) and particularly good thermal stability toward the addition polymerization of norbornene. Most importantly, these catalysts were able to promote the direct copolymerization of norbornene with various polar monomers with high activity (∼105 g (mol of Ni)−1 h–1), reasonable comonomer incorporation (0.14–3.08%), and high copolymer molecular weight (M n up to 2.0 × 105). The strategy of installing a strongly electron donating imidazolin-2-imine ligand on the nickel complex demonstrates a great advantage for the copolymerization of an olefin with polar monomers.

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Synthesis of highly thermostable norbornene-isoprene-1-octene terpolymer with titanium catalyst

Cited by 11 publications

References 28 publications

Optically Transparent Functional Polyolefin Elastomer with Excellent Mechanical and Thermal Properties

Optically Transparent Functional Polyolefin Elastomer with Excellent Mechanical and Thermal Properties

Norbornene Copolymerization with Polar Monomers Catalyzed by Palladium Catalysts Containing Imidazolidin-2-imine/Guanidine Ligands

Neutral Nickel(II) Complexes Bearing Aryloxide Imidazolin-2-imine Ligands for Efficient Copolymerization of Norbornene and Polar Monomers

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