Cited by 15Porphyrin and Phthalocyanine ChemistryOrganic Electronics and PhotovoltaicsPhotodynamic Therapy Research Studies

cis -substituted tetraethynylporphyrin derivatives for small molecule organic solar cells

Matsuo, Yutaka, Hatano, Junichi, Nakagawa, Takafumi·2014·Journal of Physical Organic Chemistry

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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Crossref · 10.1002/poc.3241

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Authors
Matsuo, Y., Hatano, J., & Nakagawa, T.
Affiliations
The University of Tokyo (JP)
Venue
Journal of Physical Organic Chemistry
Publisher
Wiley
Published
2013-12-02
Volume
27
Issue
2
Pages
87-93
ISSN
0894-3230 (ISSN-L)
OpenAlex
W2230688645
Cited by
15
References
0
Citations by year
2023: 1 · 2022: 1 · 2021: 2 · 2020: 1 · 2019: 1 · 2018: 2 · 2017: 3 · 2016: 1 · 2015: 2 · 2014: 1
FWCI
0.60
Type
journal article
Language
en
Open access
closed
Locations
Journal of Physical Organic Chemistry (publishedVersion)
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
Keywords
small-molecule organic solar cells, porphyrin synthesis, crystal structure, π-π stacking, packing structure, magnesium porphyrin, power conversion efficiency

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