EventsThe 30th International Electronic Conference on Synthetic Organic Chemistry
Published
with-doi10.3390/chemproc2026022058 (registering DOI)
This submission belongs to the session Session 3. Design and Application of Organic/Supramolecular Assemblies of the event The 30th International Electronic Conference on Synthetic Organic Chemistry
Published date
02 Nov, 2026
Academic Editor
author-avatarJulio A. Seijas
Citation
Carolina del Pilar Urquiza, Maribel López, María Eugenia Pérez, María Elisa Milanesio, Edgardo Néstor Durantini, Synthesis of BODIPY-Loaded ZIF-8 Nanomaterials with Enhanced Fluorescent and Photodynamic Properties, in Proceedings of The 30th International Electronic Conference on Synthetic Organic Chemistry, 5 November–19 November 2026, MDPI: Basel, Switzerland, doi: 10.3390/chemproc2026022058
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Synthesis of BODIPY-Loaded ZIF-8 Nanomaterials with Enhanced Fluorescent and Photodynamic Properties

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1. Instituto para el Desarrollo Agroindustrial y de la Salud (IDAS), Consejo Nacional de Investigaciones Cien-tíficas y Técnicas (CONICET), Ruta Nacional 36 Km 601, X5804BYA Río Cuarto, Córdoba, Argentina
2. Departamento de Química, Facultad de Ciencias Exactas, Físico-Químicas y Naturales, Universidad Nacional de Río Cuarto, Ruta Nacional 36 Km 601, X5804BYA Río Cuarto, Córdoba, Argentina.
Abstract

The increasing prevalence of antibiotic-resistant pathogens has intensified the need for advanced photodynamic materials capable of selectively targeting microbial cells. In this work, we report the synthesis and characterization of a series of photosensitizing nanomaterials based on BODIPY (BDP) dyes encapsulated within the metal–organic framework ZIF-8. Two BDP derivatives were employed: 4,4-difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indacene (H2BDP) and its dibrominated analogue, 2,6-dibromo-4,4-difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indacene (Br₂BDP). The latter was synthesized by bromination of H2BDP with N-bromosuccinimide in (trifluoromethyl)benzene, affording Br2BDP in 97% yield. Encapsulation of H2BDP and Br2BDP into ZIF-8 was achieved through a one-pot nanoprecipitation method. To maximize dye incorporation, the BDP derivatives were introduced at the initial stage of ZIF-8 formation by slowly adding a solution of zinc nitrate and BDP to a methanolic solution of 2-methylimidazole. The resulting nanomaterials were isolated by centrifugation, washed with methanol and dichloromethane, and dried under vacuum to afford H2BDP@ZIF-8 and Br2BDP@ZIF-8. Their morphology was investigated by transmission electron microscopy (TEM), whileUV–visible spectroscopy confirmed the successful incorporation of the dyes within the porous framework. Encapsulation markedly enhanced the fluorescence emission ofH₂BDP in aqueous media and significantly improved the photostability of Br₂BDP, reducing photobleaching compared to the free dye under irradiation. These results demonstrate the potential of BDP-loadedZIF-8 nanomaterials as efficient fluorescent and photodynamic platforms for the detection and photoinactivation of pathogenic microorganisms.

Keywords
BODIPY
ZIF-8
metal–organic frameworks
nanomaterial.
Manuscript
Sciforum-201471.pdf
Poster
[Sciforum-201471] - [Poster] - [Submission accepted].pdf
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