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Issue 2, 2013
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2,5-Thiophene substituted spirobisiloles – synthesis, characterization, electrochemical properties and performance in bulk heterojunction solar cells

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Abstract

New spirobisilole molecules containing thienyl (DTSBS) and bis-thienyl (BBTSBS) electron donor groups have been synthesized for use as the donor material in bulk-heterojunction solar cells together with PCBM. The spectroscopic, electrochemical and thermal properties of DTSBS and BBTSBS have been investigated. All these new spirobisiloles exhibit excellent thermal stability. Cyclic voltammetry measurements revealed reversible and irreversible oxidation and irreversible reduction processes. The highest occupied and lowest unoccupied molecular orbital (HOMO/LUMO) energy levels were determined from electrochemical measurements and DFT calculations. The HOMO/LUMO energy levels were estimated to lie in the range of −5.2 to −2.3 eV for DTSBS and −4.9 to −2.6 eV for BBTSBS. For both compounds, electropolymerization processes occur at potentials higher than 1.5 V leading to low band gap electrogenerated polymers. Spin-coating-deposited bulk-heterojunction solar cells fabricated with the novel spirobisiloles as donor and PCBM as acceptor displayed open-circuit voltages up to 0.4 V, short-circuit currents around 0.5 mA cm−2, and power conversion efficiencies approaching 0.1%.

Graphical abstract: 2,5-Thiophene substituted spirobisiloles – synthesis, characterization, electrochemical properties and performance in bulk heterojunction solar cells

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Supplementary files

Article information


Submitted
22 Jun 2012
Accepted
06 Nov 2012
First published
07 Nov 2012

New J. Chem., 2013,37, 464-473
Article type
Paper

2,5-Thiophene substituted spirobisiloles – synthesis, characterization, electrochemical properties and performance in bulk heterojunction solar cells

K. Amro, A. K. Thakur, J. Rault-Berthelot, C. Poriel, L. Hirsch, W. E. Douglas, S. Clément and P. Gerbier, New J. Chem., 2013, 37, 464
DOI: 10.1039/C2NJ40535K

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