Synthesis of fluorinated oxadiazoles with gelation and oxygen storage ability

Abstract

A new family of fluorinated low molecular weight (LMW) gelators has been synthesized through SNAr substitution of 5-polyfluoroaryl-3-perfluoroheptyl-1,2,4-oxadiazoles with glycine ester. The obtained compounds give thermal and pH-sensitive hydrogels or thermo-reversible organogels in DMSO. Oxygen solubility studies showed the ability to maintain high oxygen levels in solution and in gel blend with plate counter agar (PCA).

Synthesis of a fluorinated graphene oxide–silica nanohybrid: improving oxygen affinity

“…In this case we have chosen the oxygen affinity, but we could follow an analogue route to attach different tails for different applications. Finally, the uorinated GO-silica herein synthesized shows a remarkably high oxygen affinity, double-folded with respect to other uorinated systems recently reported in literature for the same purposes, [33][34][35][36] due to the synergistic effect of silica nanoparticles and peruorinated oxadiazole tails. Observed differences, in terms of k values, suggest the constitution of a uorinated phase, thus enhancing the oxygen exchange.…”

“…Moreover, from these data we can observe a higher saturation value and clearance constant k for GOSF, if compared to uorinated polymers 35 and peruorinated surfactants, such as structures analogue to 1 and potassium peruorooctanoate, 36 recently reported in the literature for biomedical applications.…”

“…Oxygen solubility measurements were performed, as previously reported, 35,36 by using a digital oximeter, with a Schott Gerade 120 mm probe having a membrane with an exterior Teon layer.…”

Supramolecular Gels Derived from the Salts of Variously Substituted Phenylacetic Acid and Dicyclohexylamine: Design, Synthesis, Structures, and Dye Adsorption

“…Dependingu pon the nature of the gelling solvent, the gelator molecules are classified into mainly two categories:o rganogelators (organic solvent) and hydrogelators( pure water or aqueous solvent).L MWGs capable of gelling both organic and aqueous solvents are called ambidextrous gelators. [29][30][31][32][33] For the last two decades, LMWGsh ave gained huge potential in academic and materials science, fore xample, sensors, [34] electro-optics/photonics, [35] developing templates for crystallization, [36] oxygen storagem aterials, [37] cosmetics, [38] catalysis, [39][40][41] conservation of art, [42,43] structure-directing agents, [44,45] regenerative medicine, [46] inhibitors of cancer cells, [47] tissue engineering, [48] 3D cell cultures, [49] and biomedical applications. [26,27] These 1D architectures somehow entanglet of orm self-assembled fibrillarn etworks (SAFiNs) [28] within which the solvent molecules are immobilized through capillary forces to form ag el.…”

Synthesis of platinum complexes with 2-(5-perfluoroalkyl-1,2,4-oxadiazol-3yl)-pyridine and 2-(3-perfluoroalkyl-1-methyl-1,2,4-triazole-5yl)-pyridine ligands and their in vitro antitumor activity

“…In the past years, successful approaches have been employed to solve these drawbacks, combining platinum-based drugs with some other active pharmacophore so that a synergic action can be obtained [6]. Oxadiazole and triazole have been recently used for complexation of metal such as copper, nickel [7], palladium [8] and platinum [9]; 1,2,4-oxadiazoles have been widely studied for their chemistry [10][11][12], these heterocycles have gained attention for their pharmaceutical properties, and additionally, the presence of the fluorinated moiety opens the way to new fluorine-induced activity with respect to corresponding non-fluorinated systems [13][14][15][16] and application in materials [17][18][19][20][21]. In particular, a series of Pt(II) complexes with 1,2,4-oxadiazole derivatives as ligands have shown cytotoxic activity towards human ovarian cancer, and also in colon and testicular cancer cell lines.…”