Polythiophenylene Synthesis through Multi-electron Transfer Process

Kenichi Oyaizu, Eishun Tsuchida

    Research output: Contribution to journalArticle

    Abstract

    Superacidification of aromatic sulfoxides effects the electrophilic substitution reaction of the resulting hydroxysulfonium ions onto aromatic rings with the elimination of H2O at room temperature. The product, the alkyldiarylsulfonium ion, allows the synthesis of alkylsulfonio-bridged λ4-alkylsulfanyliumdiyl) aromatic polymers. High molecular-weight poly(alkylsulfonioarylene) salts have been made accessible by the regioselective condensation of aryl sulfoxides. Polymers having a wide variety of structural dimensionalities such as linear, hyper-branched and ladder-type structures can be prepared by this method, which possess interesting properties such as good solubility in polar organic solvents and sometimes even in H2O, susceptibility to nucleophiles to provide thioarylene derivatives, photo-degradability, and electric semiconductivity based on a 3d-2p interaction in aryl sulfonium ion.

    Original languageEnglish
    Pages (from-to)19-25
    Number of pages7
    JournalMacromolecular Symposia
    Volume204
    DOIs
    Publication statusPublished - 2003 Nov

    Fingerprint

    Sulfoxides
    electron transfer
    Ions
    Electrons
    synthesis
    Aromatic polymers
    Nucleophiles
    ions
    nucleophiles
    Ladders
    polymers
    ladders
    Organic solvents
    elimination
    Condensation
    molecular weight
    Polymers
    Substitution reactions
    solubility
    Solubility

    Keywords

    • Aryl sulfonium ion
    • Polymer
    • Polythiophenylene
    • Superacidification of aromatic sulfoxides

    ASJC Scopus subject areas

    • Polymers and Plastics
    • Materials Chemistry

    Cite this

    Polythiophenylene Synthesis through Multi-electron Transfer Process. / Oyaizu, Kenichi; Tsuchida, Eishun.

    In: Macromolecular Symposia, Vol. 204, 11.2003, p. 19-25.

    Research output: Contribution to journalArticle

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