Novel unsaturated sucrose ethers and their application as monomers

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Novel unsaturated ethers were synthesised in good yields starting from sucrose, using a two-step mild and efficient procedure based on the Gassman method, which consists in forming a vinyl group by the elimination of ethanol from mixed acetals with trimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals are readily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidic catalyst. Conventional etherification involving a primary halide was also examined. The monomers thus obtained were successfully polymerised by a free radical mechanism, yielding unbranched linear and soluble polymers with pending sucrose moieties, and some of their physical properties were determined.
Original languageUnknown
Pages (from-to)762-770
JournalMolecules
Volume13
Issue number4
Publication statusPublished - 1 Jan 2008

Keywords

    Cite this

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    title = "Novel unsaturated sucrose ethers and their application as monomers",
    abstract = "Novel unsaturated ethers were synthesised in good yields starting from sucrose, using a two-step mild and efficient procedure based on the Gassman method, which consists in forming a vinyl group by the elimination of ethanol from mixed acetals with trimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals are readily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidic catalyst. Conventional etherification involving a primary halide was also examined. The monomers thus obtained were successfully polymerised by a free radical mechanism, yielding unbranched linear and soluble polymers with pending sucrose moieties, and some of their physical properties were determined.",
    keywords = "free radical copolymerisation, natural products copolymers, vinyl sucrose ether monomers, biodegradable copolymers, Sustainable chemistry",
    author = "Barros, {Maria Teresa} and Petrova, {Krasimira Todorova Markova}",
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    volume = "13",
    pages = "762--770",
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    Novel unsaturated sucrose ethers and their application as monomers. / Barros, Maria Teresa; Petrova, Krasimira Todorova Markova.

    In: Molecules, Vol. 13, No. 4, 01.01.2008, p. 762-770.

    Research output: Contribution to journalArticle

    TY - JOUR

    T1 - Novel unsaturated sucrose ethers and their application as monomers

    AU - Barros, Maria Teresa

    AU - Petrova, Krasimira Todorova Markova

    PY - 2008/1/1

    Y1 - 2008/1/1

    N2 - Novel unsaturated ethers were synthesised in good yields starting from sucrose, using a two-step mild and efficient procedure based on the Gassman method, which consists in forming a vinyl group by the elimination of ethanol from mixed acetals with trimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals are readily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidic catalyst. Conventional etherification involving a primary halide was also examined. The monomers thus obtained were successfully polymerised by a free radical mechanism, yielding unbranched linear and soluble polymers with pending sucrose moieties, and some of their physical properties were determined.

    AB - Novel unsaturated ethers were synthesised in good yields starting from sucrose, using a two-step mild and efficient procedure based on the Gassman method, which consists in forming a vinyl group by the elimination of ethanol from mixed acetals with trimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals are readily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidic catalyst. Conventional etherification involving a primary halide was also examined. The monomers thus obtained were successfully polymerised by a free radical mechanism, yielding unbranched linear and soluble polymers with pending sucrose moieties, and some of their physical properties were determined.

    KW - free radical copolymerisation

    KW - natural products copolymers

    KW - vinyl sucrose ether monomers

    KW - biodegradable copolymers

    KW - Sustainable chemistry

    M3 - Article

    VL - 13

    SP - 762

    EP - 770

    JO - Molecules

    JF - Molecules

    SN - 1420-3049

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