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Kojima, Gen; Yamabe, Masaaki

doi:10.5059/yukigoseikyokaishi.42.841

Cited by 17 publications

(14 citation statements)

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“…CTFE can also enhance the solubility when introduced as comonomer in alternating copolymers, in the contrast to the poly(CTFE) homopolymer that is only soluble in 1,3-dichlorobenzenetrifluoride at 150 °C. 30 As with ethylene [31][32][33][34][35][36][37][38][39] (HALAR® from Solvay-Solexis), propylene [40][41][42][43] , isobutylene 41,42,44,45 , [1-(fluoromethyl)vinyl]benzene 46 , or vinyl acetate [47][48][49] , which had led to statistic copolymers of low CTFE content (compared to that of the feed), CTFE can copolymerize with vinyl ethers to form alternated copolymers 18,19,24,[50][51][52] . This particularity arises from the acceptor character of CTFE (e=1.56) opposed to the donor character of the vinyl ethers (-2.0 < e < -1.5) which do not homopolymerize under radical polymerization 53,54 .…”

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confidence: 99%

Synthesis and Modification of Alternating Copolymers Based on Vinyl Ethers, Chlorotrifluoroethylene, and Hexafluoropropylene

2009

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Fluorinated copolymers bearing ammonium groups were prepared by radical copolymerization of fluorinated olefins (chlorotrifluoroethylene, hexafluoropropylene) with different vinyl ethers (2-chloroethyl, cyclohexyl, n-butyl, and ethyl vinyl ethers) followed by the cationization of these copolymers with trimethylamine. Copolymers were obtained in high yield (generally >85%), with molecular weights ranging from 8000 to 25 000 g mol−1. From elemental analysis as well as 1H and 19F NMR spectroscopy, the alternating structure of these polymers was confirmed. The chemical modification of these copolymers consisted of a two-step reaction: (i) the replacement of the chlorine atom by an iodine atom followed by (ii) the substitution of the halogen atom by the trimethylamine into a quaternary ammonium. The resulting copolymers were characterized with the usual techniques to assess their compositions and structures. Their thermal analyses, in dynamic mode, under air, showed decomposition temperatures (T d,10%) higher than 200 °C. Electrochemical properties of some of these polymers were also studied, showing ionic exchange capacities (IEC) ranging from 0.50 to 0.75 mequiv g−1 (theoretical IEC up to 3.63 mequiv g−1) and water uptake of 13−25%.

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confidence: 99%

Synthesis and Modification of Alternating Copolymers Based on Vinyl Ethers, Chlorotrifluoroethylene, and Hexafluoropropylene

2009

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“…Also, the PCTFE polymers presently marketed by Honeywell, under the Aclar ® trademark, have remarkable gas‐barrier properties . As with ethylene (Halar ® from Solvay), propylene, isobutylene, but in contrast to vinyl acetate, [1‐(fluoromethyl)vinyl]benzene, which had led to statistic copolymers of low CTFE content (compared to that of the feed), CTFE can copolymerize with vinyl ethers to form alternating copolymers . A lack of comonomers of CTFE that behave as a less reactive monomer than this fluoroalkene exists, and it is worth finding some.…”

Section: Introductionmentioning

confidence: 99%

“…10 As with ethylene (Halar V R from Solvay), [11][12][13][14][15][16][17][18][19] propylene, [20][21][22][23] isobutylene, 21,22,24,25 but in contrast to vinyl acetate, [26][27][28] [1-(fluoromethyl)vinyl]benzene, 29 which had led to statistic copolymers of low CTFE content (compared to that of the feed), CTFE can copolymerize with vinyl ethers to form alternating copolymers. 7,[30][31][32][33][34][35][36][37][38][39][40][41][42] A lack of comonomers of CTFE that behave as a less reactive monomer than this fluoroalkene exists, and it is worth finding some.…”

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confidence: 99%

Synthesis of methallylic monomers bearing ammonium side‐groups and their radical copolymerization with chlorotrifluoroethylene

Alaaeddine

Boschet

Améduri

2014

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

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Methallylic monomers bearing triethyl or 4-diazabicyclo[2.2.2]octane (DABCO) ammonium side-groups are prepared and copolymerized with chlorotrifluoroethylene (CTFE). First, three different monomers are synthesized from chloro-2-methylprop-1-ene or 3-chloro-2-chloromethylprop-1-ene in fair to good yields (57-95%). Then, several parameters (initiators, aqueous or solution processes, temperature) of the radical copolymerization of these monomers with chlorotrifluoroethylene are investigated. Various initiators are tested in the presence of ammonium perfluorooctanoate (APFO) as watersoluble surfactant, and tert-butyl peroxypivalate/APFO leads to the best results in a mixed solvent (H 2 O/CH 3 CN/C 4 F 5 H 5 ). In all experiments, the radical copolymerization shows that CTFE is more reactive than the methallylic monomer as evidenced by the characterization of poly(CTFE-co-M) copolymer by nuclear magnetic resonance spectroscopy and elemental analysis. Thermal degradation of these copolymers by thermogravimetric analyses indicates that the copolymers are stable up to 180 C without any degradation and have a T d,10% above 300 C. Finally, their ionic exchange capacities range between 0.94 and 1.69 meq g 21 .

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“…We chose CTFE30 as the fluoroolefin because it is an electron–acceptor monomer that is known to yield alternating copolymers with vinyl ethers via an “acceptor–donor” copolymerization 4,31. This peculiarity arises from the electron‐accepting character of the fluorinated olefins (CTFE: e = 1.56)32,33, and the electron‐donating character of the vinyl ether (−2.0 < e < −1.5) 34–36. Furthermore, vinyl ethers do not homopolymerize by radical polymerization 37,38.…”

Section: Introductionmentioning

confidence: 99%

Organizations join forces to confront global cancer crisis

Printz¹

2011

Cancer

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The synthesis and characterization of novel poly(CTFE‐g‐oligoEO) graft copolymers [chlorotrifluoroethylene (CTFE) and ethylene oxide (EO)] are presented. First, vinyl ether monomers bearing oligo(EO) were prepared by transetherification of ω‐hydroxyoligo(EO) with ethyl vinyl ether catalyzed by a palladium complex in 70–84% yields. Two vinyl ethers of different molecular weights (three and 10 EO units) were thus obtained. Then, radical copolymerization of the above vinyl ethers with CTFE led to alternating poly(CTFE‐alt‐VE) copolymers that bore oligo(OE) side chains in satisfactory yields (65%). These original poly(CTFE‐g‐oligoEO) graft copolymers were characterized by 1H, 19F, and 13C NMR spectroscopy. Their molecular weights reached 19,000 g mol−1, and their thermal properties were investigated while their glass transition temperatures ranged between −42 and −36 °C. Their thermogravimetric analyses under air showed decomposition temperatures of 270 °C with 10% weight loss (Td,10%). These novel copolymers are of potential interest as polymer electrolytes in lithium ion batteries, showing room temperature conductivities ranging from 4.49 × 10−7 to 1.45 × 10−6 S cm−1 for unplasticized material. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

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Cited by 17 publications

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Synthesis and Modification of Alternating Copolymers Based on Vinyl Ethers, Chlorotrifluoroethylene, and Hexafluoropropylene

Synthesis and Modification of Alternating Copolymers Based on Vinyl Ethers, Chlorotrifluoroethylene, and Hexafluoropropylene

Synthesis of methallylic monomers bearing ammonium side‐groups and their radical copolymerization with chlorotrifluoroethylene

Organizations join forces to confront global cancer crisis

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