Enhancement of Zinc(II) Phthalocyanine Photophysical Properties in Water by Sulfonatocalix[4]arene‐Based Micelles

Author:

Ezquerra Riega Sergio D.12ORCID,Cammarata Agostina3ORCID,Marino Julieta4ORCID,Roguin Leonor P.4ORCID,Glisoni Romina J.3ORCID,Lantaño Beatriz12ORCID

Affiliation:

1. Universidad de Buenos Aires, CONICET, Facultad de Farmacia y Bioquímica, Departamento de Ciencias Químicas Junín 956 C1113AAD Buenos Aires Argentina

2. Universidad de Buenos Aires Instituto de Tecnología Farmacéutica y Biofarmacia (InTecFyB) Junín 956 C1113AAD Buenos Aires Argentina

3. Instituto NANOBIOTEC UBA-CONICET Departamento de Tecnología Farmacéutica Facultad de Farmacia y Bioquímica Universidad de Buenos Aires, CABA Buenos Aires C1113 AAD Argentina

4. Universidad de Buenos Aires Consejo Nacional de Investigaciones Científicas y Técnicas Instituto de Química y Fisicoquímica Biológicas (IQUIFIB), Facultad de Farmacia y Bioquímica Junín 956 C1113AAD Buenos Aires Argentina

Abstract

AbstractZinc phthalocyanines have demonstrated a wide range of applications as photosensitisers, particularly in organic synthesis, photocatalysis and photodynamic therapy. Although the introduction of ionic groups on the macrocycle periphery increases their water solubility, aggregation phenomena remain as a significant drawback for their application. In this study, amphiphilic sulfonatocalix[4]arene‐based micelles were used to promote the monomerization of a cationic phthalocyanine through host–guest interactions. A comprehensive spectroscopic characterization was conducted, varying the concentration of sulfonatocalix[4]arene, and binding parameters were calculated to determine the optimal conditions for complete monomerization of the photosensitizer in water. Under these conditions, the combination of sulfonatocalix[4]arene and the photosensitizer activated its photophysical activity in aqueous media, showing significant singlet oxygen photoproduction, photocatalytic capability and photostability.

Funder

Secretaria de Ciencia y Tecnica, Universidad de Buenos Aires

Fondo para la Investigación Científica y Tecnológica

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Analytical Chemistry

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