cis‐substituted tetraethynylporphyrin derivatives for small molecule organic solar cells |
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| Authors: | Yutaka Matsuo Junichi Hatano Takafumi Nakagawa |
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| Institution: | Department of Chemistry, School of Science, The University of Tokyo, , Tokyo, 113‐0033 Japan |
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| Abstract: | A 5,10‐Bis(phenylethynyl)‐15,20‐bis(triisopropylsilylethynyl)porphyrin (cis‐TIPSTEP) was synthesized by using phenylethynyl dipyrromethane and triisopropylsilylpropynal through scrambling of the ethynyl substituents. X‐ray crystallographic structures of cis‐TIPSTEP, 5‐phenylethynyl‐10,15,20‐tris(triisopropylsilylethynyl)porphyrin, and 5,10,15,20‐tetrakis(triisopropylsilylethynyl)porphyrin were determined in order to study the packing structure; cis‐TIPSTEP exhibited good π‐overlap and parallel π‐stacking structures. 5,10‐Bis(phenylethynyl)‐15,20‐bis(triisopropylsilylethynyl)porphyrinato magnesium (II) (Mg‐cis‐TIPSTEP) was synthesized for the use in small molecule organic solar cells, which gave power conversion efficiency of 1.5% with short‐circuit current density of 4.5 mA/cm2, open‐circuit voltage of 0.83 V, and fill factor of 0.39. Copyright © 2013 John Wiley & Sons, Ltd. |
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| Keywords: | porphyrin π ‐stacking photovoltaics solar cells geometry |
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