Jan C. Hummelen

The carrier collection efficiency (η c ) and energy conversion efficiency (η e ) of polymer photovoltaic cells were improved by blending of the semiconducting polymer with C 60 or its functionalized derivatives. Composite films of poly(2-methoxy-5-(2′-ethyl-hexyloxy)-1,4-phenylene vinylene) (MEH-PPV) and fullerenes exhibit η c of about 29 percent of electrons per photon and η e of about 2.9 percent, efficiencies that are better by more than two orders of magnitude than those that have been achieved with devices made with pure MEH-PPV. The efficient charge separation results from photoinduced electron transfer from the MEH-PPV (as donor) to C 60 (as acceptor); the high collection efficiency results from a bicontinuous network of internal donor-acceptor heterojunctions.

We show that the power conversion efficiency of organic photovoltaic devices based on a conjugated polymer/methanofullerene blend is dramatically affected by molecular morphology. By structuring the blend to be a more intimate mixture that contains less phase segregation of methanofullerenes, and simultaneously increasing the degree of interactions between conjugated polymer chains, we have fabricated a device with a power conversion efficiency of 2.5% under AM1.5 illumination. This is a nearly threefold enhancement over previously reported values for such a device, and it approaches what is needed for the practical use of these devices for harvesting energy from sunlight.

A series of highly soluble fullerene derivatives with varying acceptor strengths (i.e., first reduction potentials) was synthesized and used as electron acceptors in plastic solar cells. These fullerene derivatives, methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM), a new azafulleroid, and a ketolactam quasifullerene, show a variation of almost 200 mV in their first reduction potential. The open circuit voltage of the corresponding devices was found to correlate directly with the acceptor strength of the fullerenes, whereas it was rather insensitive to variations of the work function of the negative electrode. These observations are discussed within the concept of Fermi level pinning between fullerenes and metals via surface charges.

We describe the synthesis and complete characterization of soluble derivatives of C-60 for applications to physics and biology. The goal of the strategy was to have a ''modular'' approach in order to be able to easily vary a functional group attached indirectly to the cluster. The functionality could be hydrophilic (e.g., histamide) or hydrophobic (e.g., cholestanoxy). The former was prepared for biological studies and the latter for photophysical studies toward improvement of photoinduced electron transfer efficiencies in the fabrication of photodetectors and photodiodes. An important intermediate, a carboxylic acid, was found to be recalcitrant to characterization by the usual mass spectroscopic and elemental analysis techniques. This problem was solved by the use of MALDIMS. The carboxylic acid was easily converted to the key intermediate acid chloride, which in turn was convertible to a large variety of derivatives. Both isomeric forms ([5,6], fulleroid and [6,6], methanofullerene) of the C-61 clusters were prepared. The fulleroid formation could have given rise to a 50:50 mixture of phenyl-over-former pentagon phenyl-over-former hexagon isomers but, remarkably, afforded a 95:5 mixture of these isomers, respectively. The fulleroid and methano-fullerene gave different cyclic voltammograms, with the former being reduced at 34 mV more positive potential than the latter.

Owing to their increased absorption of light in the visible region, [70]fullerene derivatives provide a high photocurrent when incorporated as the electron acceptor in thin-film polymer photovoltaic cells. An incident-photon-to-current efficiency of 66 % is obtained when [70]PCBM (see picture) is used in combination with a poly(p-phenylene vinylene). These high currents originate from an ultrafast charge transfer that occurs upon photoexcitation of either the fullerene or the polymer. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2003/z51647_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.