The design of new organic functional molecules able to harvest sun light and efficiently undergo photon to current energy conversion processes is at the forefront of chemical challenges. In this review, the fundamental contribution of chemistry to the multidisciplinary field of organic photovoltaics is presented in a systematic way through the wide variety of organic compounds synthesized to be successfully used in photovoltaic devices.

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Using multicentre delocalization indices, the ring current maps of a large set of polycyclic aromatic hydrocarbons (PAH) are reconstructed and compared with ab initio computations of the same maps in the pseudo-pi version of the ipsocentric approach to magnetic response. The quality of the comparison indicates that both delocalization and ring current approaches capture the same information about the aromatic nature of the PAH. Aromaticity as a global property, requires knowledge of more than single circuits, but the present results suggest no need to introduce a "multidimensional character" for aromaticity.

Plastic solar cells were fabricated using a low-band-gap alternating copolymer of fluorene and a donor–acceptor–donor moiety (APFO-Green1), blended with [6,6]-phenyl-C61-butyric acid methylester or 3′-(3,5-Bis-trifluoromethylphenyl)-1′-(4-nitrophenyl)pyrazolino[60]fullerene as electron acceptors. The polymer shows optical absorption in two wavelength ranges from 300<λ<500nm and 650<λ<1000nm. Devices based on APFO-Green1 blended with the later fullerene exhibit an outstanding photovoltaic behavior at the infrared range, where the external quantum efficiency is as high as 8.4% at 840nm and 7% at 900nm, while the onset of photogeneration is found at 1μm. A photocurrent density of 1.76mA∕cm2, open-circuit voltage of 0.54V, and power conversion efficiency of 0.3% are achieved under the illumination of AM1.5 (1000W∕m2) from a solar simulator.

Abstract:The development of metal-free organic sensitizers is a key issue in dye-sensitized solar cell research. We report successful photovoltaic conversion with a new class of stable tetrathiafulvalene derivatives, showing surprising electrochemical and kinetic properties. With time-resolved spectroscopy we could observe highly efficient regeneration of the photo-oxidized tetrathiafulvalene sensitizers, which were attached to a mesoporous TiO 2 film, by a redox mediator in the pores (iodide/tri-iodide), even though the measured driving force for regeneration was only ∼150 mV. This important proof-of-concept shows that sensitizers with a small driving force, i.e. the oxidation potential of the sensitizer is separated from the redox potenial of the mediator by as little as 150 mV, can operate functionally in dye-sensitized solar cells and eventually aid to reduce photovoltage losses due to poor energetic alignment of the materials.

A soluble, functionalized Py-SWNT has been synthesized and characterized by solution (1)H and (13)C NMR, FT-Raman, and electron microscopy. Experimental data indicate that Py-SWNT has short tubes with pentyl esters at the tips and pyridyl isoxazolino units along the walls. The synthesis of Py-SWNT is based on a 1,3-dipolar cycloaddition of a nitrile oxide on the SWNT walls, similar to 1,3-dipolar cycloadditions that are common for fullerene functionalization. The resulting Py-SWNT forms a complex with a zinc porphyrin (ZnPor) in a way similar to that reported for pyridyl-functionalized [60]-fullerenes. Formation of this metal-ligand complex was firmly established by a detailed electrochemical study. However, in contrast to the behavior observed for the ZnPor/Py-C(60) complex, photochemical excitation of the complex between ZnPor/Py-SWNT does not lead to electron transfer with the generation of charge-separated states. Fluorescence and laser flash studies indicate that the main process is energy transfer from the singlet ZnPor excited state to the Py-SWNT with observation of emission from Py-SWNT. Triplet ZnPor excited-state quenching by Py-SWNT is only observed in polar solvents such as DMF, but not in benzonitrile.

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The first Diels-Alder cycloaddition of o-quinodimethane to SWNT has been performed under microwave irradiation.