Fullerene-Based Triads with Controlled Alkyl Spacer Length as Photoactive Materials for Single-Component Organic Solar Cells

Young Woong Lee; Jiwoo Yeop; Hyojin Lim; Won Woo Park; Joonyoung Francis Joung; Sungnam Park; Oh Hoon Kwon; Jin Young Kim; Han Young Woo

doi:10.1021/acsami.1c14901

Fullerene-Based Triads with Controlled Alkyl Spacer Length as Photoactive Materials for Single-Component Organic Solar Cells

Young Woong Lee, Jiwoo Yeop, Hyojin Lim, Won Woo Park, Joonyoung Francis Joung, Sungnam Park, Oh Hoon Kwon, Jin Young Kim, Han Young Woo

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

Two kinds of dumbbell-shaped acceptor-donor-acceptor (A-D-A)-type triad single-component (SC) photovoltaic molecules based on a benzodithiophene-rhodanine (BDTRh) core and [6,6]-phenyl-C₆₁butyric acid (PC₆₁BA) termini, BDTRh-C₂-PC₆₁BA and BDTRh-C₁₀-PC₆₁BA, were synthesized by modulating the alkyl (C2 and C10) spacer lengths. Both SC photovoltaic structures had similar UV-vis spectra in solution, but BDTRh-C₁₀-PC₆₁BA showed a significantly higher absorption coefficient as a thin film. In films, a more facile intermolecular photo-induced charge transfer was observed for BDTRh-C₁₀-PC₆₁BA in the broad-band transient absorption measurements. BDTRh-C₁₀-PC₆₁BA also exhibited a higher hole mobility (by 25 times) and less bimolecular recombination than BDTRh-C₂-PC₆₁BA. By plotting the normalized external quantum efficiency data, a higher charge-transfer state was measured for BDTRh-C₁₀-PC₆₁BA, reducing its voltage loss. A higher power conversion efficiency of ∼2% was obtained for BDTRh-C₁₀-PC₆₁BA, showing higher open-circuit voltage, short-circuit current density, and fill factor than those of BDTRh-C₂-PC₆₁BA devices. The different carrier dynamics, voltage loss, and optical and photoelectrical characteristics depending on the spacer length were interpreted in terms of the film morphology. The longer decyl spacer in BDTRh-C₁₀-PC₆₁BA afforded a significantly enhanced intermolecular ordering of the p-type core compared to BDTRh-C₂-PC₆₁BA, suggesting that the alkyl spacer length plays a critical role in controlling the intermolecular packing interaction.

Original language	English
Pages (from-to)	43174-43185
Number of pages	12
Journal	ACS Applied Materials and Interfaces
Volume	13
Issue number	36
DOIs	https://doi.org/10.1021/acsami.1c14901
Publication status	Published - 2021 Sept 15

Bibliographical note

Funding Information:
This work was financially supported by the National Research Foundation (NRF) of Korea (grants NRF-2019R1A2C2085290, 2019R1A6A1A11044070, 2020M3H4A3081814, and 2020R1A2C1014203) and the New Renewable Energy Core Technology Development Project of Korea Institute of Energy Technology Evaluation and Planning (KETEP) from the Ministry of Trade, Industry & Energy, Republic of Korea (20183010013900). We thank the Institute for Basic Science (IBS) Center for Molecular Spectroscopy and Dynamics (IBS-R023-D1) for providing (NMR Spectrometry) and professional technical support.

Publisher Copyright:
© 2021 American Chemical Society

Keywords

fullerene-based triads
morphology
organic photovoltaics
organic solar cells
single-component organic solar cells

ASJC Scopus subject areas

General Materials Science

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/acsami.1c14901

Cite this

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title = "Fullerene-Based Triads with Controlled Alkyl Spacer Length as Photoactive Materials for Single-Component Organic Solar Cells",

abstract = "Two kinds of dumbbell-shaped acceptor-donor-acceptor (A-D-A)-type triad single-component (SC) photovoltaic molecules based on a benzodithiophene-rhodanine (BDTRh) core and [6,6]-phenyl-C61butyric acid (PC61BA) termini, BDTRh-C2-PC61BA and BDTRh-C10-PC61BA, were synthesized by modulating the alkyl (C2 and C10) spacer lengths. Both SC photovoltaic structures had similar UV-vis spectra in solution, but BDTRh-C10-PC61BA showed a significantly higher absorption coefficient as a thin film. In films, a more facile intermolecular photo-induced charge transfer was observed for BDTRh-C10-PC61BA in the broad-band transient absorption measurements. BDTRh-C10-PC61BA also exhibited a higher hole mobility (by 25 times) and less bimolecular recombination than BDTRh-C2-PC61BA. By plotting the normalized external quantum efficiency data, a higher charge-transfer state was measured for BDTRh-C10-PC61BA, reducing its voltage loss. A higher power conversion efficiency of ∼2% was obtained for BDTRh-C10-PC61BA, showing higher open-circuit voltage, short-circuit current density, and fill factor than those of BDTRh-C2-PC61BA devices. The different carrier dynamics, voltage loss, and optical and photoelectrical characteristics depending on the spacer length were interpreted in terms of the film morphology. The longer decyl spacer in BDTRh-C10-PC61BA afforded a significantly enhanced intermolecular ordering of the p-type core compared to BDTRh-C2-PC61BA, suggesting that the alkyl spacer length plays a critical role in controlling the intermolecular packing interaction.",

keywords = "fullerene-based triads, morphology, organic photovoltaics, organic solar cells, single-component organic solar cells",

author = "Lee, {Young Woong} and Jiwoo Yeop and Hyojin Lim and Park, {Won Woo} and Joung, {Joonyoung Francis} and Sungnam Park and Kwon, {Oh Hoon} and Kim, {Jin Young} and Woo, {Han Young}",

note = "Funding Information: This work was financially supported by the National Research Foundation (NRF) of Korea (grants NRF-2019R1A2C2085290, 2019R1A6A1A11044070, 2020M3H4A3081814, and 2020R1A2C1014203) and the New Renewable Energy Core Technology Development Project of Korea Institute of Energy Technology Evaluation and Planning (KETEP) from the Ministry of Trade, Industry & Energy, Republic of Korea (20183010013900). We thank the Institute for Basic Science (IBS) Center for Molecular Spectroscopy and Dynamics (IBS-R023-D1) for providing (NMR Spectrometry) and professional technical support. Publisher Copyright: {\textcopyright} 2021 American Chemical Society",

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doi = "10.1021/acsami.1c14901",

language = "English",

volume = "13",

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T1 - Fullerene-Based Triads with Controlled Alkyl Spacer Length as Photoactive Materials for Single-Component Organic Solar Cells

AU - Lee, Young Woong

AU - Yeop, Jiwoo

AU - Lim, Hyojin

AU - Park, Won Woo

AU - Joung, Joonyoung Francis

AU - Park, Sungnam

AU - Kwon, Oh Hoon

AU - Kim, Jin Young

AU - Woo, Han Young

N1 - Funding Information: This work was financially supported by the National Research Foundation (NRF) of Korea (grants NRF-2019R1A2C2085290, 2019R1A6A1A11044070, 2020M3H4A3081814, and 2020R1A2C1014203) and the New Renewable Energy Core Technology Development Project of Korea Institute of Energy Technology Evaluation and Planning (KETEP) from the Ministry of Trade, Industry & Energy, Republic of Korea (20183010013900). We thank the Institute for Basic Science (IBS) Center for Molecular Spectroscopy and Dynamics (IBS-R023-D1) for providing (NMR Spectrometry) and professional technical support. Publisher Copyright: © 2021 American Chemical Society

PY - 2021/9/15

Y1 - 2021/9/15

N2 - Two kinds of dumbbell-shaped acceptor-donor-acceptor (A-D-A)-type triad single-component (SC) photovoltaic molecules based on a benzodithiophene-rhodanine (BDTRh) core and [6,6]-phenyl-C61butyric acid (PC61BA) termini, BDTRh-C2-PC61BA and BDTRh-C10-PC61BA, were synthesized by modulating the alkyl (C2 and C10) spacer lengths. Both SC photovoltaic structures had similar UV-vis spectra in solution, but BDTRh-C10-PC61BA showed a significantly higher absorption coefficient as a thin film. In films, a more facile intermolecular photo-induced charge transfer was observed for BDTRh-C10-PC61BA in the broad-band transient absorption measurements. BDTRh-C10-PC61BA also exhibited a higher hole mobility (by 25 times) and less bimolecular recombination than BDTRh-C2-PC61BA. By plotting the normalized external quantum efficiency data, a higher charge-transfer state was measured for BDTRh-C10-PC61BA, reducing its voltage loss. A higher power conversion efficiency of ∼2% was obtained for BDTRh-C10-PC61BA, showing higher open-circuit voltage, short-circuit current density, and fill factor than those of BDTRh-C2-PC61BA devices. The different carrier dynamics, voltage loss, and optical and photoelectrical characteristics depending on the spacer length were interpreted in terms of the film morphology. The longer decyl spacer in BDTRh-C10-PC61BA afforded a significantly enhanced intermolecular ordering of the p-type core compared to BDTRh-C2-PC61BA, suggesting that the alkyl spacer length plays a critical role in controlling the intermolecular packing interaction.

AB - Two kinds of dumbbell-shaped acceptor-donor-acceptor (A-D-A)-type triad single-component (SC) photovoltaic molecules based on a benzodithiophene-rhodanine (BDTRh) core and [6,6]-phenyl-C61butyric acid (PC61BA) termini, BDTRh-C2-PC61BA and BDTRh-C10-PC61BA, were synthesized by modulating the alkyl (C2 and C10) spacer lengths. Both SC photovoltaic structures had similar UV-vis spectra in solution, but BDTRh-C10-PC61BA showed a significantly higher absorption coefficient as a thin film. In films, a more facile intermolecular photo-induced charge transfer was observed for BDTRh-C10-PC61BA in the broad-band transient absorption measurements. BDTRh-C10-PC61BA also exhibited a higher hole mobility (by 25 times) and less bimolecular recombination than BDTRh-C2-PC61BA. By plotting the normalized external quantum efficiency data, a higher charge-transfer state was measured for BDTRh-C10-PC61BA, reducing its voltage loss. A higher power conversion efficiency of ∼2% was obtained for BDTRh-C10-PC61BA, showing higher open-circuit voltage, short-circuit current density, and fill factor than those of BDTRh-C2-PC61BA devices. The different carrier dynamics, voltage loss, and optical and photoelectrical characteristics depending on the spacer length were interpreted in terms of the film morphology. The longer decyl spacer in BDTRh-C10-PC61BA afforded a significantly enhanced intermolecular ordering of the p-type core compared to BDTRh-C2-PC61BA, suggesting that the alkyl spacer length plays a critical role in controlling the intermolecular packing interaction.

KW - fullerene-based triads

KW - morphology

KW - organic photovoltaics

KW - organic solar cells

KW - single-component organic solar cells

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DO - 10.1021/acsami.1c14901

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AN - SCOPUS:85114602198

SN - 1944-8244

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JO - ACS Applied Materials and Interfaces

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ER -

Fullerene-Based Triads with Controlled Alkyl Spacer Length as Photoactive Materials for Single-Component Organic Solar Cells

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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