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Acyl Fluoride

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Bruno Ameduri – One of the best experts on this subject based on the ideXlab platform.

Chadron M. Friesen – One of the best experts on this subject based on the ideXlab platform.

  • Radical Copolymerization of Vinylidene Fluoride (VDF) with Oligo(hexafluoropropylene oxide) Perfluorovinyl Ether Macromonomer To Obtain PVDF-g-oligo(HFPO) Graft Copolymers
    Macromolecules, 2015
    Co-Authors: Chadron M. Friesen, Bruno Ameduri
    Abstract:

    The synthesis of PVDF-g-oligo(HFPO) graft copolymers, where VDF and HFPO stand for vinylidene Fluoride and hexafluoropropylene oxide, respectively, is presented. First, an oligo(HFPO)–OCF═CF2 macromonomer was prepared from two methods starting from oligo(HFPO) Acyl Fluoride in 34 to 54% yield. Then, the radical copolymerization of VDF with that comonomer, initiated by tert-butyl peroxypivalate (TBPPi) or perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical (PPFR) was studied under various conditions. The resulting PVDF-g-oligo(HFPO) graft copolymers were produced in good isolated yields (74 to 89%). The molar percentages and molecular weights of the graft copolymers were assessed by 19F and 1H NMR spectroscopy. Molar percentages of VDF and oligo(HFPO)–OCF═CF2 comonomers reached up to 99% and 11%, respectively, while the molecular weights ranged from 25 000 to 77 000 g/mol. Their thermal properties were also studied and showed: (1) satisfactory thermostability (Td) in the 410 to 494 °C range under ai…

  • Radical Copolymerization of Vinylidene Fluoride (VDF) with Oligo(hexafluoropropylene oxide) Perfluorovinyl Ether Macromonomer To Obtain PVDF‑g‑oligo(HFPO) Graft Copolymers
    Macromolecules, 2015
    Co-Authors: Bruno Ameduri, Chadron M. Friesen
    Abstract:

    The synthesis of PVDF-g-oligo(HFPO) graft copolymers, where VDF and HFPO stand for vinylidene Fluoride and hexafluoropropylene oxide, respectively, is presented. First, an oligo(HFPO)− OCFCF2 macromonomer was prepared from two methods starting from oligo(HFPO) Acyl Fluoride in 34 to 54% yield. Then, the radical copolymerization of VDF with that comonomer, initiated by tert-butyl peroxypivalate (TBPPi) or perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical (PPFR) was studied under various conditions. The resulting PVDF-g-oligo(HFPO) graft copolymers were produced in good isolated yields (74 to 89%). The molar percentages and molecular weights of the graft copolymers were assessed by 19F and 1 H NMR spectroscopy. Molar percentages of VDF and oligo(HFPO)−OCFCF2 comonomers reached up to 99% and 11%, respectively, while the molecular weights ranged from 25 000 to 77 000 g/mol. Their thermal properties were also studied and showed: (1) satisfactory thermostability (Td) in the 410 to 494 °C range under air and (2) melting temperature (Tm) between 138 to 159 °C, while (3) the glass transition (Tg) ranged from -79 to -54 °C

  • Radical Copolymerization of Vinylidene Fluoride (VDF) with Oligo(hexafluoropropylene oxide) Perfluorovinyl Ether Macromonomer To Obtain PVDF‑g‑oligo(HFPO) Graft Copolymers
    , 2015
    Co-Authors: Chadron M. Friesen, Bruno Ameduri
    Abstract:

    The synthesis of PVDF-g-oligo­(HFPO) graft copolymers, where VDF and HFPO stand for vinylidene Fluoride and hexafluoropropylene oxide, respectively, is presented. First, an oligo­(HFPO)–OCFCF2 macromonomer was prepared from two methods starting from oligo­(HFPO) Acyl Fluoride in 34 to 54% yield. Then, the radical copolymerization of VDF with that comonomer, initiated by tert-butyl peroxypivalate (TBPPi) or perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical (PPFR) was studied under various conditions. The resulting PVDF-g-oligo­(HFPO) graft copolymers were produced in good isolated yields (74 to 89%). The molar percentages and molecular weights of the graft copolymers were assessed by 19F and 1H NMR spectroscopy. Molar percentages of VDF and oligo­(HFPO)–OCFCF2 comonomers reached up to 99% and 11%, respectively, while the molecular weights ranged from 25 000 to 77 000 g/mol. Their thermal properties were also studied and showed: (1) satisfactory thermostability (Td) in the 410 to 494 °C range under air and (2) melting temperature (Tm) between 138 to 159 °C, while (3) the glass transition (Tg) ranged from −79 to −54 °C

Giancarlo Pascali – One of the best experts on this subject based on the ideXlab platform.

Mitchell A. Klenner – One of the best experts on this subject based on the ideXlab platform.

  • Rhenium(I) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers
    RSC Advances, 2020
    Co-Authors: Mitchell A. Klenner, Bo Zhang, Gianluca Ciancaleoni, James K. Howard, Helen E. Maynard-casely, Jack K. Clegg, Massimiliano Massi, Benjamin H. Fraser, Giancarlo Pascali
    Abstract:

    A novel fluorine-18 method employing rhenium(I) mediation is described herein. The method was found to afford moderate to high radiochemical yields of labelled rhenium(I) complexes. Subsequent thermal dissociation of the complexes enabled the radiosynthesis of fluorine-18 labelled pyridine bidentate structures which could not be radiofluorinated hitherto. This rhenium(I) complexation–dissociation strategy was further applied to the radiosynthesis of [18F]CABS13, an Alzheimer’s disease imaging agent, alongside other 2,2′-bipyridine, 1,10-phenanthroline and 8-hydroxyquinoline labelled radiotracers. Computational modelling of the reaction mechanism suggests that the efficiency of rhenium(I) activation may be attributed to both an electron withdrawal effect by the metal center and the formation of an Acyl Fluoride intermediate which anchors the Fluoride subsequent to nucleophilic addition.

Jack K. Clegg – One of the best experts on this subject based on the ideXlab platform.

  • Rhenium(I) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers
    RSC Advances, 2020
    Co-Authors: Mitchell A. Klenner, Bo Zhang, Gianluca Ciancaleoni, James K. Howard, Helen E. Maynard-casely, Jack K. Clegg, Massimiliano Massi, Benjamin H. Fraser, Giancarlo Pascali
    Abstract:

    A novel fluorine-18 method employing rhenium(I) mediation is described herein. The method was found to afford moderate to high radiochemical yields of labelled rhenium(I) complexes. Subsequent thermal dissociation of the complexes enabled the radiosynthesis of fluorine-18 labelled pyridine bidentate structures which could not be radiofluorinated hitherto. This rhenium(I) complexation–dissociation strategy was further applied to the radiosynthesis of [18F]CABS13, an Alzheimer’s disease imaging agent, alongside other 2,2′-bipyridine, 1,10-phenanthroline and 8-hydroxyquinoline labelled radiotracers. Computational modelling of the reaction mechanism suggests that the efficiency of rhenium(I) activation may be attributed to both an electron withdrawal effect by the metal center and the formation of an Acyl Fluoride intermediate which anchors the Fluoride subsequent to nucleophilic addition.