The generation of highly reactive oxygen species (ROS) at room temperature for application in organic synthesis and wastewater treatment represents a great challenge of the current chemical industry. In fact, the development of biodegradable scaffolds to support ROS‐generating active sites is an important prerequisite for the production of environmentally benign catalysts. Herein, the electrostatic cocrystallization of a cationic phthalocyanine (Pc) and negatively charged tobacco mosaic virus (TMV) is described, together with the capacity of the resulting crystals to photogenerate ROS. To this end, a novel peripherally crowded zinc Pc (1) is synthesized. With 16 positive charges, this photosensitizer shows no aqueous aggregation, and is able to act as a molecular glue in the unidimensional assembly of TMV. A step‐wise decrease of ionic strength in mixtures of both components results in exceptionally long fibers, constituted by hexagonally bundled viruses thoroughly characterized by electron and confocal microscopy. The fibers are able to produce ROS in a proof‐of‐concept microfluidic device, where they are immobilized and irradiated in several cycles, showing a resilient performance. The bottom‐up approach also enables the light‐triggered disassembly of fibers after use. This work represents an important example of a biohybrid material with projected application in light‐mediated heterogeneous catalysis.
Two new push-pull chromophores based on triphenylamine as donor and 2-carboxymethyl-2-cyanomethylenethiazole as acceptor have been synthesized. Both exhibit strong light absorption covering from 300 to 800 nm. Electrochemical studies show HOMO-LUMO gaps of 2.01 and 1.54 eV, making, together with the panchromatic absorption, these systems promising materials in the field of molecular photovoltaic devices.
Two zinc-porphyrin sensitizers, 1a and 1b, bearing triphenylamine donor groups, were synthesized and their efficiencies measured in nanocrystalline TiO 2 dye sensitized solar cells employing iodide/tri-iodide and tris(1,10-phenanthroline) cobalt electrolytes. Optimized sensitization time for the TiO 2 photoanode was found to depend on the electrolyte employed: devices based on iodide/tri-iodide showed better efficiencies with shorter sensitization times (1.5 hours) whereas those based on tris(1,10-phenanthroline) cobalt showed better efficiencies with longer sensitization times (6 hours). From UV-Vis absorption spectra it is estimated that there is roughly twice as much dye loaded onto the TiO 2 film sensitized for 6 hours compared to the 1.5 hour film. Interfacial processes were probed using transient photovoltage, transient absorption and fluorescence lifetime measurements. The results indicate that sensitization time does not affect either dye regeneration or interfacial recombination processes in the presence of either electrolyte. However, sensitization time does have a considerable impact on device photocurrent, and moreover, the effect is different for the two electrolytes studied. This work demonstrates how device preparation must be tailored carefully depending on the electrolyte red/ox couple used.
Two new conjugated acceptor-π-donor-π-acceptor (A-π-D-π-A) porphyrins have been synthesised using 3-ethylrhodanine (1a) or dicyanovinylene (1b) groups as acceptor units. Their optical and electrochemical properties made these materials excellent electron donors along with PCBM as the acceptor for solution-processed bulk heterojunction organic solar cells. The devices based on 1a:PCBM (1 : 2) and 1b:PCBM (1 : 2) processed with CB showed low power conversion efficiencies (PCE) of 2.30% and 2.80%, respectively. Nonetheless, after processing the active layer using a mixture of 3 vol% of a pyridine additive in THF, the PCE was enhanced up to 5.14% and 6.06% for 1a:PCBM and 1b:PCBM, respectively. Moreover, when we used LiTFSI as the chemical additive in pyridine/CB-processed 1b:PCBM an excellent PCE of 7.63% was recorded. The effects over the film morphology and the device characteristics (J, V and FF) due to the introduction of LiTFSI are discussed.
Metathetical processes play a prominent role in the development of useful transformations because of their mildness, tolerance of functional groups, and synthetic potential. On the other hand, carbohydrates have gained well‐deserved relevance in the study of biological processes. This review summarizes a decade of efforts in the application of cross metathesis (CM) reactions to the preparation of some relevant glycoconjugates.
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