Fluorine Chemistry

fluorine chemFluorinated chemicals find widespread use in hundreds of applications, such as anti-corrosion or anti-icing coatings, liquid-repellent textiles, oil/water separation, fire-fighting foams, paints, pharmaceuticals, and surfactants. Unfortunately, they do not degrade under enzymatic or metabolic conditions, thus showing long-term persistence in the environment and strong tendency to bioaccumulate.
Our research in this field focuses mainly on two topics:
- design of more sustainable highly branched fluorinated compounds, as a ‘greener’ alternative to linear long-chain perfluorocarbons for the development of super-repellent and self-cleaning surfaces, surfactants/emulsifiers, and 19F-tracers for bioimaging purposes.
- use of Hydrophobins, a class of extremely surface-active and film-forming proteins produced by filamentous fungi, as a natural surfactant for stabilizing fluorinated coatings on apolar surfaces and preparing stable aqueous dispersions of various fluorinated nanoaggregates.


Selected References:
1. Dichiarante, V., Martinez Espinoza, M. I., Gazzera, L., Vuckovac, M., Latikka, M., Cavallo, G., Raffaini, G., Oropesa-Nunez, R., Canale, C., Dante, S, Marras, S., Carzino, R., Prato, M., Ras, R. H. A., Metrangolo, P., A Short-Chain Multibranched Perfluoroalkyl Thiol for More Sustainable Hydrophobic Coatings.  ACS Sustain. Chem. Eng. 2018, 6, 9734.
2. Chirizzi, C., De Battista, D., Tirotta, I., Metrangolo, P., Comi, G., Baldelli Bombelli, F., Chaabane, L., Multispectral MRI with Dual Fluorinated Probes to Track Mononuclear Cell Activity in Mice. Radiology 2019, 2, 351.
3. Martinez Espinoza, M. I., Sori, L., Pizzi, A., Terraneo, G., Moggio, I., Arias, E., Pozzi, G., Orlandi, S., Dichiarante, V., Metrangolo, P., Cavazzini, M., Baldelli Bombelli, F., BODIPY Dyes Bearing Multibranched Fluorinated Chains: Synthesis, Structural, and Spectroscopic Studies Chem. Eur. J. 2019, 25, 9078.
4. Koshkina, O., Lajoinie, G., Baldelli Bombelli, F., Swider, E., Cruz, L. J., White, P. B., Schweins, R., Dolen, Y., van Dinther, E. A. W., van Riessen, N. K., Rogers, S. E., Fokkink, R., Voets, I. K., van Eck, E. R. K., Heerschap, A., Versluis, M., de Korte, C. L., Figdor, C. G., de Vries, I. J. M., Srinivas, M. Multicore Liquid Perfluorocarbon-Loaded Multimodal Nanoparticles for Stable Ultrasound and 19F MRI Applied to In Vivo Cell Tracking. Adv. Funct. Mater. 2019, 29, 1806485.
5. Koshkina, O., White, P. B., Staal, A. H. J., Schweins, R., Swider, E., Tirotta, I., Tinnemans, P., Fokkink, R., Veltien, A., Van, Riessen, N. K., Van, Eck, E. R. H., Heerschap, A., Metrangolo, P., Baldelli, Bombelli, F., Srinivas, M. Nanoparticles for “Two Color” 19F Magnetic Resonance Imaging: Towards Combined Imaging of Biodistribution and Degradation. J. Colloid Interface Sci., 2020, 565, 278.


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