Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 48, Pages 13474-13482Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200902039
Keywords
charge transfer; dimerization; energy conversion; EPR spectroscopy; fullerenes
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Funding
- MEC of Spain [CTQ2008-00795/BQU]
- Consolider-Ingenio [2010C-07-25200]
- CAM [P-PPQ-000225-0505]
- ESF [05-SONS-FP-021]
- DFG SPP [DY18/6-1]
- Bavarian Ministry of Economic Affairs, Infrastructure, Transport and Technology
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A new family of fullerenebased compounds, namely, soluble [60]and [70]fullerene homodimers and the [60]/[70]heterodimer linked through 2-pyrazolino-pyrrolidino bridges, has been synthesised by simple procedures and in high yield. Electrochemical studies confirm their suitability to act as electron acceptors in combination with poly(3-hexylthiophene-2,5-diyl) (P3HT). Their optical properties in solution and in the solid state were studied. A significantly stronger absorption in [70]fullerene-containing dimers relative to [60]homodimer in solution in the visible range was observed. Furthermore, in all donor-acceptor blends studied an efficient charge transfer was observed by means of photoluminescence (PL), photoinduced absorption and light-induced electron spin resonance spectroscopy. The [70]homodimer was found to be a distinctive species, being the strongest PL quencher and most efficient acceptor with the longest lifetime of the charge-separated (polaron) states. As a consequence, bulk-heterojunction solar cells based on this novel [70]homodimer blended with P3HT demonstrated the highest quantum and power conversion efficiencies of 37 and 1 %, respectively, compared to those of [60]fullerene dimers.
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