Monomers 4,7-dibromo-2-benzo[]1,2,3-triazole () and 4,7-(bis(-bromophenyl)ethynyl)-2-benzo[]1,2,3-triazole () have been synthesized in good yields using different procedures. Monomers and have been employed for building new copolymers of fluorene derivatives by a Suzuki reaction under microwave irradiation using the same conditions. In each case different chain lengths have been achieved, while gives rise to polymers for oligomers have been obtained (with a number of monomer units lower than 7).
View Article and Find Full Text PDFIn the present work, we have synthesized a novel green-emitter conjugated polyelectrolyte Copoly-{[9,9-bis(6'-,,-trimethylammonium)hexyl]-2,7-(fluorene)--4,7-(2-(phenyl) benzo[d] [1,2,3] triazole)} bromide (HTMA-PFBT) by microwave-assisted Suzuki coupling reaction. Its fluorescent properties have been studied in aqueous media and in presence of model membranes of different composition, in order to explore its ability to be used as a green fluorescent membrane probe. The polyelectrolyte was bound with high affinity to the membrane surface, where it exhibited high fluorescence efficiency and stability.
View Article and Find Full Text PDFPolymerization via Suzuki coupling under microwave (µW) irradiation has been studied for the synthesis of poly{1,4-(2/3-aminobenzene)--2,7-(9,9-dihexylfluorene)} (), chosen as molecular model. Briefly, µW-assisted procedures accelerated by two orders of magnitude the time required when using classical polymerization processes, and the production yield was increased (>95%). In contrast, although the sizes of the polymers that were obtained by non-conventional heating reactions were reproducible and adequate for most applications, with this methodology the molecular weight of final polymers were not increased with respect to conventional heating.
View Article and Find Full Text PDFThe development of new tools for the detection and fluorescence imaging of bacteria is of great interest in clinical diagnosis and food and environmental safety. In this work, we have explored the ability of two cationic fluorene-based conjugated polyelectrolytes, HTMA-PFP and HTMA-PFNT, emitting in the blue and red spectral regions respectively, to selectively label bacterial over mammalian cells. With this end in view, vesicles with lipid compositions mimicking those of bacterial or mammalian membranes were used as model membranes to explore the interaction of the polyelectrolytes with both systems in samples containing either a single type of vesicle or a mixture of both.
View Article and Find Full Text PDFThe design and development of fluorescent conjugated polyelectrolytes (CPEs) emitting in the red region of the visible spectrum is at present of great interest for bioimaging studies. However, despite the wide variety of CPEs available, stable bright red-emitters remain scarce due to their low solubility and instability in aqueous media, consequently limiting their applications. In this work, we have synthesized and characterized a new red-emitting cationic conjugated polyelectrolyte copoly-{[9,9-bis(6'-N,N,N-trimethylammonium)hexyl]-2,7-(fluorene)-alt-1,4-(naphtho[2,3c]-1,2,5-thiadiazole)} bromide (HTMA-PFNT), based on the incorporation of naphtha[2,3c][1,2,5] thiadiazole on fluorene backbone to increase the bathochromic emission, extending the conjugation length in the polymer backbone.
View Article and Find Full Text PDFInteraction between poly[9,9-bis(6'-bromohexyl)-2,7-fluorene-co-alt-1,4-phenylene] (PFPBr2), a neutral conjugated polyfluorene which is completely insoluble in water, and zwitterionic phospholipids has been investigated in order to generate new fluorescent structures which are stable in aqueous media as a means of extending the biological applications of these kinds of polymers. Two types of differently shaped and composed fluorescent structures were identified and then isolated and characterized separately using different biophysical techniques. The first structure type, corresponding to liposomal complexes, showed a fluorescence band centered around 405 nm and maximum absorption at 345 nm, while the second, corresponding to polymer-phospholipid aggregates of variable sizes with lower lipid content, absorbed at longer wavelengths and displayed a well resolved fluorescence spectrum with a maximum centered at 424 nm.
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