Self-association of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin tuned by poly(decylviologen) and sulfobutylether-β-cyclodextrin

Mario E. Flores, Naoki Sano, Rodrigo Araya-Hermosilla, Toshimichi Shibue, Andrés F. Olea, Hiroyuki Nishide, Ignacio Moreno-Villoslada

    Research output: Contribution to journalArticle

    9 Citations (Scopus)

    Abstract

    With the aim of achieving supramolecular structures containing dyes with controlled state of aggregation, the formation of ternary complexes between 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin, poly(decylviologen), and sulfobutylether-β-cyclodextrin at low excess of the cyclodextrin is described. By controlling the stoichiometry of the reactants, both non-fluorescent H-aggregates of the dye and stabilized fluorescent monomers may be obtained. The dye undergoes self-aggregation in the presence of the flexible, cationic polymer, and by addition of the negatively charged cyclodextrin the aggregates are cleaved. The cyclodextrin primarily induces the inclusion of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin in its cavity, and the ensemble is stabilized by the polymer by means of electrostatic, hydrophobic, and/or aromatic-aromatic interactions. The ternary complex thus produced tends to nanofiber formation, as seen by FE-TEM.

    Original languageEnglish
    Pages (from-to)262-273
    Number of pages12
    JournalDyes and Pigments
    Volume112
    DOIs
    Publication statusPublished - 2015

    Fingerprint

    Cyclodextrins
    Porphyrins
    Association reactions
    Coloring Agents
    Dyes
    Polymers
    Agglomeration
    Nanofibers
    Stoichiometry
    Electrostatics
    Monomers
    Transmission electron microscopy
    tetraphenylporphine sulfonate

    Keywords

    • 5,10,15,20-Tetrakis-(4-sulfonatophenyl)-porphyrin
    • Kinetics
    • Molecular assembly
    • Poly(decylviologen)
    • Sulfobutylether-β- cyclodextrin
    • Ternary complex

    ASJC Scopus subject areas

    • Chemical Engineering(all)
    • Process Chemistry and Technology

    Cite this

    Self-association of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin tuned by poly(decylviologen) and sulfobutylether-β-cyclodextrin. / Flores, Mario E.; Sano, Naoki; Araya-Hermosilla, Rodrigo; Shibue, Toshimichi; Olea, Andrés F.; Nishide, Hiroyuki; Moreno-Villoslada, Ignacio.

    In: Dyes and Pigments, Vol. 112, 2015, p. 262-273.

    Research output: Contribution to journalArticle

    Flores, Mario E. ; Sano, Naoki ; Araya-Hermosilla, Rodrigo ; Shibue, Toshimichi ; Olea, Andrés F. ; Nishide, Hiroyuki ; Moreno-Villoslada, Ignacio. / Self-association of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin tuned by poly(decylviologen) and sulfobutylether-β-cyclodextrin. In: Dyes and Pigments. 2015 ; Vol. 112. pp. 262-273.
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