Synthesis of polystyrene-grafted cycloolefin copolymer

Tanaka, Ryō; Goda, Manami; Cai, Zhengguo; Nakayama, Yuushou; Shiono, Takeshi

doi:10.1016/j.polymer.2015.06.036

Cited by 12 publications

(9 citation statements)

References 30 publications

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“…The use of arylsubstituted alkyl groups in organic polyolefins has provided interesting modifications to the properties of the materials. For example, the use of α-olefins such as Ph(CH 2 ) x CHCH 2 (x = 1, 2, 4) in olefin copolymerization has resulted in the change of either the physical properties of polynorbornene 58 (e.g., solubility and glass transition temperature), or in an improvement of the radiation resistance of polypropylene against highenergy radiation exposure 59 as a consequence of the incorporation of the alkylbenzene moieties. Moreover, many polyaminoboranes exhibit low solubility which appears, at least partially, to result from the presence of interchain nonclassical H-bonding between the protic and basic hydrogen substituents attached to nitrogen and boron, respectively.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

et al. 2019

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Polyaminoboranes, [RNH–BH2] n , are boron–nitrogen analogues of polyolefins: however, to date, few soluble, well-characterized examples have been described. Herein, we show that metal-catalyzed dehydrocoupling of N-alkylamine–boranes Ph(CH2) x NH2·BH3 (x = 2–4) with pendant aryl groups yields soluble polyaminoboranes [Ph(CH2) x NH–BH2] n , using skeletal nickel, [Rh(μ-Cl)(1,5-COD)]2 (COD = cyclooctadiene), and [IrH2(POCOP)] (POCOP = κ3-1,3-(OPtBu2)2C6H3) as precatalysts in THF. Application of the most efficient catalytic system (1 mol %, [IrH2(POCOP)], THF, −40 °C) enabled the isolation of high molar mass, soluble polyaminoborane [Ph(CH2)4NH–BH2] n in moderate (ca. 40%) yield. Structural characterization was achieved by multinuclear nuclear magnetic resonance, infrared, and elemental analysis; and the molar mass was determined to be high (M n > 10 000 g mol–1) by gel permeation chromatography, dynamic light scattering, and, for comparison, also 1H diffusion-ordered spectroscopy methods. The optimized dehydropolymerization conditions for the Ir catalyst were also used to prepare copolymers from mixtures of Ph(CH2)4NH2·BH3 with either MeNH2·BH3, Ph(CH2)2NH2·BH3, or NH3·BH3. Significantly, soluble copolymers containing ca. 67% of [NH2–BH2] repeat units were prepared. The thermal stability of the polyaminoborane homopolymers and copolymers was studied by thermogravimetric analysis. The use of a cross-linker, H3B·NH2(CH2)8NH2·BH3, in the dehydropolymerization reactions led to improved ceramic yields after pyrolysis indicating that, with appropriate structural design, polyaminoboranes may be of potential future interest as precursors of boron-based ceramics.

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Section: Introductionmentioning

confidence: 99%

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

et al. 2019

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“…However, only several reports for terpolymerization with ethylene and norbornene have been known. [42][43][44][45][46][47][48][49] α-Olefins of linear (1-octene) and of alicyclic (vinylcyclohexane) were considered in the terpolymerizaton with E and N by two ansa-metallocenes. 47 The presence of a long linear α-olefin within the copolymer backbone resulted in obtaining promising terpolymers with variable T g and molar masses.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of ethylene–norbornene–1-octene terpolymers with high 1-octene contents, molar masses, and tunable T_g values, in high yields using half-titanocene catalysts

et al. 2021

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“…Such copolymers are called as cyclic olefin copolymers (COCs). The development of single‐site catalysts has realized the copolymerization not only with ethylene but also with α‐olefins, styrene, and olefins with functional groups …”

Section: Introductionmentioning

confidence: 99%

“…The addition of third comonomer is the efficient way to introduce unreactive comonomer. Synthesis of some cyclic olefin terpolymers are recently investigated . The aim of this work is to synthesize the NB‐enriched NB‐IP copolymer using fluorenylamido‐ligated titanium catalyst 1 , which showed very high activity for the (co‐)polymerizations of NB with α‐olefins and dicyclopentadiene with ethylene .…”

Section: Introductionmentioning

confidence: 99%

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

Tanaka

Matsuzaki

Nakayama

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Terpolymerization of norbornene (NB), isoprene (IP), and 1‐octene was achieved by using fluorenylamido‐ligated titanium catalyst, which showed very high activity for the copolymerization of NB and various α‐olefins. The content of IP in the terpolymer was controlled by the feed ratio and reaction temperature up to 7 mol %. The incorporated IP was mainly inserted in 1,4‐addition. The polymer was dissolved into common solvents such as toluene and chloroform, which enabled the preparation of a transparent film by solution casting process. The degradation temperature of the terpolymer was comparable with other cyclic olefin copolymers and the glass transition temperature (Tg) was higher than that of NB‐1‐octene copolymer with almost the same NB content. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 2136–2140

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Synthesis of polystyrene-grafted cycloolefin copolymer

Cited by 12 publications

References 30 publications

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

Synthesis of ethylene–norbornene–1-octene terpolymers with high 1-octene contents, molar masses, and tunable T_g values, in high yields using half-titanocene catalysts

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

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Synthesis of polystyrene-grafted cycloolefin copolymer

Cited by 12 publications

References 30 publications

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

Catalytic Synthesis, Characterization, and Properties of Polyaminoborane Homopolymers and Random Copolymers

Synthesis of ethylene–norbornene–1-octene terpolymers with high 1-octene contents, molar masses, and tunable Tg values, in high yields using half-titanocene catalysts

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

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Synthesis of ethylene–norbornene–1-octene terpolymers with high 1-octene contents, molar masses, and tunable T_g values, in high yields using half-titanocene catalysts