Multichromophore Donor Materials Derived from Diketopyrrolopyrrole and Phenoxazine: Design, Synthesis, and Photovoltaic Performance

Kamatham Narayanaswamy; Bommaramoni Yadagiri; Anirban Bagui; Vinay Gupta; Surya Prakash Singh

doi:10.1002/ejoc.201700845

Multichromophore Donor Materials Derived from Diketopyrrolopyrrole and Phenoxazine: Design, Synthesis, and Photovoltaic Performance

Kamatham Narayanaswamy
, Bommaramoni Yadagiri
, Anirban Bagui
, Vinay Gupta
, Surya Prakash Singh

Physics

Indian Institute of Chemical Technology
Academy of Scientific and Innovative Research (AcSIR)

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

9 Scopus citations

Abstract

Herein two conjugated donor molecules, TDPP-POCN and FDPP-POCN, with planar diketopyrrolopyrrole (DPP) as the core building-block acceptor unit and phenoxazine-capped acrylonitriles as arms are designed and synthesized. Solution-processed bulk-heterojunction organic solar cells based on blends of the small-molecule donors and [6,6]-phenyl-C₇₁-butyric acid methyl ester (PC₇₁BM) exhibit promising photovoltaic device performance with a maximum power conversion efficiency up to 4.8 % for TDPP-POCN and 3.4 % for FDPP-POCN under the illumination of AM1.5G, 100 mW cm^–2. To the best of our knowledge, this is the highest efficiency reported so far in DPP–phenoxazine-based systems and among acrylonitrile-bridged donor-π-acceptor-π-donor-structured small-molecule donors for solution-processed small-molecule-based organic solar cells.

Original language	British English
Pages (from-to)	4896-4904
Number of pages	9
Journal	European Journal of Organic Chemistry
Volume	2017
Issue number	33
DOIs	https://doi.org/10.1002/ejoc.201700845
State	Published - 8 Sep 2017

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SDG 7 Affordable and Clean Energy

Keywords

Chromophores
Donor–acceptor systems
Nitrogen heterocycles
Photovoltaics
Solar cells

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10.1002/ejoc.201700845

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title = "Multichromophore Donor Materials Derived from Diketopyrrolopyrrole and Phenoxazine: Design, Synthesis, and Photovoltaic Performance",

abstract = "Herein two conjugated donor molecules, TDPP-POCN and FDPP-POCN, with planar diketopyrrolopyrrole (DPP) as the core building-block acceptor unit and phenoxazine-capped acrylonitriles as arms are designed and synthesized. Solution-processed bulk-heterojunction organic solar cells based on blends of the small-molecule donors and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) exhibit promising photovoltaic device performance with a maximum power conversion efficiency up to 4.8 \% for TDPP-POCN and 3.4 \% for FDPP-POCN under the illumination of AM1.5G, 100 mW cm–2. To the best of our knowledge, this is the highest efficiency reported so far in DPP–phenoxazine-based systems and among acrylonitrile-bridged donor-π-acceptor-π-donor-structured small-molecule donors for solution-processed small-molecule-based organic solar cells.",

keywords = "Chromophores, Donor–acceptor systems, Nitrogen heterocycles, Photovoltaics, Solar cells",

author = "Kamatham Narayanaswamy and Bommaramoni Yadagiri and Anirban Bagui and Vinay Gupta and Singh, \{Surya Prakash\}",

note = "Funding Information: We gratefully acknowledge DST-UK (APEX-Phase-II) for financial support. K. N. and B. Y. would like to thank the University Grants Commission (UGC), Government of India, for providing junior and senior research fellowships. A. B. is thankful to the Department of Science \& Technology, Government of India for his National Postdoctoral Fellowship (PDF/2016/001853). Publisher Copyright: {\textcopyright} 2017 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

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T2 - Design, Synthesis, and Photovoltaic Performance

AU - Narayanaswamy, Kamatham

AU - Yadagiri, Bommaramoni

AU - Bagui, Anirban

AU - Gupta, Vinay

AU - Singh, Surya Prakash

N1 - Funding Information: We gratefully acknowledge DST-UK (APEX-Phase-II) for financial support. K. N. and B. Y. would like to thank the University Grants Commission (UGC), Government of India, for providing junior and senior research fellowships. A. B. is thankful to the Department of Science & Technology, Government of India for his National Postdoctoral Fellowship (PDF/2016/001853). Publisher Copyright: © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2017/9/8

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N2 - Herein two conjugated donor molecules, TDPP-POCN and FDPP-POCN, with planar diketopyrrolopyrrole (DPP) as the core building-block acceptor unit and phenoxazine-capped acrylonitriles as arms are designed and synthesized. Solution-processed bulk-heterojunction organic solar cells based on blends of the small-molecule donors and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) exhibit promising photovoltaic device performance with a maximum power conversion efficiency up to 4.8 % for TDPP-POCN and 3.4 % for FDPP-POCN under the illumination of AM1.5G, 100 mW cm–2. To the best of our knowledge, this is the highest efficiency reported so far in DPP–phenoxazine-based systems and among acrylonitrile-bridged donor-π-acceptor-π-donor-structured small-molecule donors for solution-processed small-molecule-based organic solar cells.

AB - Herein two conjugated donor molecules, TDPP-POCN and FDPP-POCN, with planar diketopyrrolopyrrole (DPP) as the core building-block acceptor unit and phenoxazine-capped acrylonitriles as arms are designed and synthesized. Solution-processed bulk-heterojunction organic solar cells based on blends of the small-molecule donors and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) exhibit promising photovoltaic device performance with a maximum power conversion efficiency up to 4.8 % for TDPP-POCN and 3.4 % for FDPP-POCN under the illumination of AM1.5G, 100 mW cm–2. To the best of our knowledge, this is the highest efficiency reported so far in DPP–phenoxazine-based systems and among acrylonitrile-bridged donor-π-acceptor-π-donor-structured small-molecule donors for solution-processed small-molecule-based organic solar cells.

KW - Chromophores

KW - Donor–acceptor systems

KW - Nitrogen heterocycles

KW - Photovoltaics

KW - Solar cells

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ER -

Multichromophore Donor Materials Derived from Diketopyrrolopyrrole and Phenoxazine: Design, Synthesis, and Photovoltaic Performance

Abstract

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Keywords

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