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cis ‐substituted tetraethynylporphyrin derivatives for small molecule organic solar cells
Author(s) -
Matsuo Yutaka,
Hatano Junichi,
Nakagawa Takafumi
Publication year - 2014
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3241
Subject(s) - chemistry , porphyrin , stacking , molecule , organic solar cell , tris , small molecule , photochemistry , organic chemistry , biochemistry , polymer
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/cm 2 , open‐circuit voltage of 0.83 V, and fill factor of 0.39. Copyright © 2013 John Wiley & Sons, Ltd.