Strategic end-halogenation of π-conjugated small molecules enabling fine morphological control and enhanced performance of organic solar cells

Seiichi Furukawa, Takuma Yasuda

研究成果: ジャーナルへの寄稿記事

1 引用 (Scopus)

抄録

Organic solar cells based on π-conjugated small molecules (SM-OSCs) have developed rapidly in the past few years. Nevertheless, the design strategies of small-molecule (SM) donors for high-efficiency SM-OSCs require further improvement. Halogenation is an effective way to modulate their electronic properties, and to date, fluorination has been most widely used for the design of organic photovoltaic materials. However, the feasibility and utility of photovoltaic materials incorporating other halogens, especially heavier bromine and iodine, have not been fully explored. Here, a novel family of SM donor materials, having the same π-conjugated backbone but different terminal halogen groups (F, Cl, Br, and I), are systematically designed and developed. Furthermore, the structure-property-function relationships stemming from the variations in the substituted halogen atoms are discussed. Among these end-halogenated SM donors, the I-containing material shows remarkably high photovoltaic performance in the fullerene-based SM-OSCs, demonstrating power conversion efficiencies of up to 9.2% without any processing additives and post-treatment processes. Detailed morphological analyses reveal that end-halogenation with heavier halogen atoms, typified by I and Br, effectively modulated the interfacial free energy of the blend with a fullerene acceptor and facilitate the formation of fine interpenetrating networks in the active layer. This study establishes a new design paradigm featuring end-halogenation for producing high-performance photovoltaic materials for SM-OSCs.

元の言語英語
ページ(範囲)14806-14815
ページ数10
ジャーナルJournal of Materials Chemistry A
7
発行部数24
DOI
出版物ステータス出版済み - 1 1 2019

Fingerprint

Halogenation
Molecules
Halogens
Fullerenes
Bromine
Atoms
Fluorination
Interpenetrating polymer networks
Organic solar cells
Iodine
Electronic properties
Free energy
Conversion efficiency

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Renewable Energy, Sustainability and the Environment
  • Materials Science(all)

これを引用

@article{200d975a29104a59925825c6e351e3e1,
title = "Strategic end-halogenation of π-conjugated small molecules enabling fine morphological control and enhanced performance of organic solar cells",
abstract = "Organic solar cells based on π-conjugated small molecules (SM-OSCs) have developed rapidly in the past few years. Nevertheless, the design strategies of small-molecule (SM) donors for high-efficiency SM-OSCs require further improvement. Halogenation is an effective way to modulate their electronic properties, and to date, fluorination has been most widely used for the design of organic photovoltaic materials. However, the feasibility and utility of photovoltaic materials incorporating other halogens, especially heavier bromine and iodine, have not been fully explored. Here, a novel family of SM donor materials, having the same π-conjugated backbone but different terminal halogen groups (F, Cl, Br, and I), are systematically designed and developed. Furthermore, the structure-property-function relationships stemming from the variations in the substituted halogen atoms are discussed. Among these end-halogenated SM donors, the I-containing material shows remarkably high photovoltaic performance in the fullerene-based SM-OSCs, demonstrating power conversion efficiencies of up to 9.2{\%} without any processing additives and post-treatment processes. Detailed morphological analyses reveal that end-halogenation with heavier halogen atoms, typified by I and Br, effectively modulated the interfacial free energy of the blend with a fullerene acceptor and facilitate the formation of fine interpenetrating networks in the active layer. This study establishes a new design paradigm featuring end-halogenation for producing high-performance photovoltaic materials for SM-OSCs.",
author = "Seiichi Furukawa and Takuma Yasuda",
year = "2019",
month = "1",
day = "1",
doi = "10.1039/c9ta03869h",
language = "English",
volume = "7",
pages = "14806--14815",
journal = "Journal of Materials Chemistry A",
issn = "2050-7488",
publisher = "Royal Society of Chemistry",
number = "24",

}

TY - JOUR

T1 - Strategic end-halogenation of π-conjugated small molecules enabling fine morphological control and enhanced performance of organic solar cells

AU - Furukawa, Seiichi

AU - Yasuda, Takuma

PY - 2019/1/1

Y1 - 2019/1/1

N2 - Organic solar cells based on π-conjugated small molecules (SM-OSCs) have developed rapidly in the past few years. Nevertheless, the design strategies of small-molecule (SM) donors for high-efficiency SM-OSCs require further improvement. Halogenation is an effective way to modulate their electronic properties, and to date, fluorination has been most widely used for the design of organic photovoltaic materials. However, the feasibility and utility of photovoltaic materials incorporating other halogens, especially heavier bromine and iodine, have not been fully explored. Here, a novel family of SM donor materials, having the same π-conjugated backbone but different terminal halogen groups (F, Cl, Br, and I), are systematically designed and developed. Furthermore, the structure-property-function relationships stemming from the variations in the substituted halogen atoms are discussed. Among these end-halogenated SM donors, the I-containing material shows remarkably high photovoltaic performance in the fullerene-based SM-OSCs, demonstrating power conversion efficiencies of up to 9.2% without any processing additives and post-treatment processes. Detailed morphological analyses reveal that end-halogenation with heavier halogen atoms, typified by I and Br, effectively modulated the interfacial free energy of the blend with a fullerene acceptor and facilitate the formation of fine interpenetrating networks in the active layer. This study establishes a new design paradigm featuring end-halogenation for producing high-performance photovoltaic materials for SM-OSCs.

AB - Organic solar cells based on π-conjugated small molecules (SM-OSCs) have developed rapidly in the past few years. Nevertheless, the design strategies of small-molecule (SM) donors for high-efficiency SM-OSCs require further improvement. Halogenation is an effective way to modulate their electronic properties, and to date, fluorination has been most widely used for the design of organic photovoltaic materials. However, the feasibility and utility of photovoltaic materials incorporating other halogens, especially heavier bromine and iodine, have not been fully explored. Here, a novel family of SM donor materials, having the same π-conjugated backbone but different terminal halogen groups (F, Cl, Br, and I), are systematically designed and developed. Furthermore, the structure-property-function relationships stemming from the variations in the substituted halogen atoms are discussed. Among these end-halogenated SM donors, the I-containing material shows remarkably high photovoltaic performance in the fullerene-based SM-OSCs, demonstrating power conversion efficiencies of up to 9.2% without any processing additives and post-treatment processes. Detailed morphological analyses reveal that end-halogenation with heavier halogen atoms, typified by I and Br, effectively modulated the interfacial free energy of the blend with a fullerene acceptor and facilitate the formation of fine interpenetrating networks in the active layer. This study establishes a new design paradigm featuring end-halogenation for producing high-performance photovoltaic materials for SM-OSCs.

UR - http://www.scopus.com/inward/record.url?scp=85067447592&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85067447592&partnerID=8YFLogxK

U2 - 10.1039/c9ta03869h

DO - 10.1039/c9ta03869h

M3 - Article

VL - 7

SP - 14806

EP - 14815

JO - Journal of Materials Chemistry A

JF - Journal of Materials Chemistry A

SN - 2050-7488

IS - 24

ER -