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Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers

Helical self-assembly of functional π-conjugated molecules offers unique photochemical and electronic properties in the spectroscopic level, but there are only a few examples that demonstrate their positive impact on the optoelectronic device level. Here, we demonstrate that hydrogen-bonded tapelike...

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Autores principales: Ouchi, Hayato, Kizaki, Takahiro, Yamato, Masaki, Lin, Xu, Hoshi, Nagahiro, Silly, Fabien, Kajitani, Takashi, Fukushima, Takanori, Nakayama, Ken-ichi, Yagai, Shiki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5935057/
https://www.ncbi.nlm.nih.gov/pubmed/29780493
http://dx.doi.org/10.1039/c7sc05093c
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author Ouchi, Hayato
Kizaki, Takahiro
Yamato, Masaki
Lin, Xu
Hoshi, Nagahiro
Silly, Fabien
Kajitani, Takashi
Fukushima, Takanori
Nakayama, Ken-ichi
Yagai, Shiki
author_facet Ouchi, Hayato
Kizaki, Takahiro
Yamato, Masaki
Lin, Xu
Hoshi, Nagahiro
Silly, Fabien
Kajitani, Takashi
Fukushima, Takanori
Nakayama, Ken-ichi
Yagai, Shiki
author_sort Ouchi, Hayato
collection PubMed
description Helical self-assembly of functional π-conjugated molecules offers unique photochemical and electronic properties in the spectroscopic level, but there are only a few examples that demonstrate their positive impact on the optoelectronic device level. Here, we demonstrate that hydrogen-bonded tapelike supramolecular polymers of a barbiturated oligo(alkylthiophene) show notable improvement in their photovoltaic properties upon organizing into helical nanofibers. A tapelike hydrogen-bonded supramolecular array of barbiturated oligo(butylthiophene) molecules was directly visualized by STM at a liquid–solid interface. TEM, AFM and XRD revealed that the tapelike supramolecular polymers further organize into helical nanofibers in solution and bulk states. Bulk heterojunction solar cells of the helical nanofibers and soluble fullerene showed a power conversion efficiency of 4.5%, which is markedly high compared to that of the regioisomer of butyl chains organizing into 3D lamellar agglomerates.
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spelling pubmed-59350572018-05-18 Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers Ouchi, Hayato Kizaki, Takahiro Yamato, Masaki Lin, Xu Hoshi, Nagahiro Silly, Fabien Kajitani, Takashi Fukushima, Takanori Nakayama, Ken-ichi Yagai, Shiki Chem Sci Chemistry Helical self-assembly of functional π-conjugated molecules offers unique photochemical and electronic properties in the spectroscopic level, but there are only a few examples that demonstrate their positive impact on the optoelectronic device level. Here, we demonstrate that hydrogen-bonded tapelike supramolecular polymers of a barbiturated oligo(alkylthiophene) show notable improvement in their photovoltaic properties upon organizing into helical nanofibers. A tapelike hydrogen-bonded supramolecular array of barbiturated oligo(butylthiophene) molecules was directly visualized by STM at a liquid–solid interface. TEM, AFM and XRD revealed that the tapelike supramolecular polymers further organize into helical nanofibers in solution and bulk states. Bulk heterojunction solar cells of the helical nanofibers and soluble fullerene showed a power conversion efficiency of 4.5%, which is markedly high compared to that of the regioisomer of butyl chains organizing into 3D lamellar agglomerates. Royal Society of Chemistry 2018-03-12 /pmc/articles/PMC5935057/ /pubmed/29780493 http://dx.doi.org/10.1039/c7sc05093c Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Ouchi, Hayato
Kizaki, Takahiro
Yamato, Masaki
Lin, Xu
Hoshi, Nagahiro
Silly, Fabien
Kajitani, Takashi
Fukushima, Takanori
Nakayama, Ken-ichi
Yagai, Shiki
Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title_full Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title_fullStr Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title_full_unstemmed Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title_short Impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
title_sort impact of helical organization on the photovoltaic properties of oligothiophene supramolecular polymers
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5935057/
https://www.ncbi.nlm.nih.gov/pubmed/29780493
http://dx.doi.org/10.1039/c7sc05093c
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