Rational design of π-bridges for ambipolar DPP-RH-based small molecules in organic photovoltaic cells

Yoonho Eom; Chang Eun Song; Won Suk Shin; Sang Kyu Lee; Eunhee Lim

doi:10.1016/j.jiec.2016.10.001

Rational design of π-bridges for ambipolar DPP-RH-based small molecules in organic photovoltaic cells

Yoonho Eom, Chang Eun Song, Won Suk Shin, Sang Kyu Lee, Eunhee Lim

Department of Applied Chemistry

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

22 Scopus citations

Abstract

We report the synthesis of a series of A1–π–A2–π–A1-type small molecules, DPP2T-RH, DPPFT-RH, and DPPT-RH, in which thiophene and furan were introduced to bridge the two strong electron-withdrawing units of DPP and rhodanine (RH). Interestingly, these DPP-RH-based small molecules exhibited ambipolar characteristics, showing photovoltaic performance both as donors and acceptors in combination with PC₇₁BM and P3HT, respectively. The best power conversion efficiencies were obtained from DPPFT-RH (1.77%) and DPP2T-RH (1.28%) as donor and acceptor, respectively. Their physical properties, film packing ability, and photovoltaic performances were fine-tuned by rational design of the π-bridges.

Original language	English
Pages (from-to)	338-348
Number of pages	11
Journal	Journal of Industrial and Engineering Chemistry
Volume	45
DOIs	https://doi.org/10.1016/j.jiec.2016.10.001
State	Published - 25 Jan 2017

Keywords

Acceptor
Diketopyrrolopyrrole (DPP)
Organic photovoltaic cell (OPV)
Organic solar cell
Thiophene

UN SDGs

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

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10.1016/j.jiec.2016.10.001

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title = "Rational design of π-bridges for ambipolar DPP-RH-based small molecules in organic photovoltaic cells",

abstract = "We report the synthesis of a series of A1–π–A2–π–A1-type small molecules, DPP2T-RH, DPPFT-RH, and DPPT-RH, in which thiophene and furan were introduced to bridge the two strong electron-withdrawing units of DPP and rhodanine (RH). Interestingly, these DPP-RH-based small molecules exhibited ambipolar characteristics, showing photovoltaic performance both as donors and acceptors in combination with PC71BM and P3HT, respectively. The best power conversion efficiencies were obtained from DPPFT-RH (1.77\%) and DPP2T-RH (1.28\%) as donor and acceptor, respectively. Their physical properties, film packing ability, and photovoltaic performances were fine-tuned by rational design of the π-bridges.",

keywords = "Acceptor, Diketopyrrolopyrrole (DPP), Organic photovoltaic cell (OPV), Organic solar cell, Thiophene",

author = "Yoonho Eom and Song, \{Chang Eun\} and Shin, \{Won Suk\} and Lee, \{Sang Kyu\} and Eunhee Lim",

note = "Publisher Copyright: {\textcopyright} 2016 The Korean Society of Industrial and Engineering Chemistry",

year = "2017",

month = jan,

day = "25",

doi = "10.1016/j.jiec.2016.10.001",

language = "English",

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journal = "Journal of Industrial and Engineering Chemistry",

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T1 - Rational design of π-bridges for ambipolar DPP-RH-based small molecules in organic photovoltaic cells

AU - Eom, Yoonho

AU - Song, Chang Eun

AU - Shin, Won Suk

AU - Lee, Sang Kyu

AU - Lim, Eunhee

PY - 2017/1/25

Y1 - 2017/1/25

N2 - We report the synthesis of a series of A1–π–A2–π–A1-type small molecules, DPP2T-RH, DPPFT-RH, and DPPT-RH, in which thiophene and furan were introduced to bridge the two strong electron-withdrawing units of DPP and rhodanine (RH). Interestingly, these DPP-RH-based small molecules exhibited ambipolar characteristics, showing photovoltaic performance both as donors and acceptors in combination with PC71BM and P3HT, respectively. The best power conversion efficiencies were obtained from DPPFT-RH (1.77%) and DPP2T-RH (1.28%) as donor and acceptor, respectively. Their physical properties, film packing ability, and photovoltaic performances were fine-tuned by rational design of the π-bridges.

AB - We report the synthesis of a series of A1–π–A2–π–A1-type small molecules, DPP2T-RH, DPPFT-RH, and DPPT-RH, in which thiophene and furan were introduced to bridge the two strong electron-withdrawing units of DPP and rhodanine (RH). Interestingly, these DPP-RH-based small molecules exhibited ambipolar characteristics, showing photovoltaic performance both as donors and acceptors in combination with PC71BM and P3HT, respectively. The best power conversion efficiencies were obtained from DPPFT-RH (1.77%) and DPP2T-RH (1.28%) as donor and acceptor, respectively. Their physical properties, film packing ability, and photovoltaic performances were fine-tuned by rational design of the π-bridges.

KW - Acceptor

KW - Diketopyrrolopyrrole (DPP)

KW - Organic photovoltaic cell (OPV)

KW - Organic solar cell

KW - Thiophene

UR - https://www.scopus.com/pages/publications/84998773593

U2 - 10.1016/j.jiec.2016.10.001

DO - 10.1016/j.jiec.2016.10.001

M3 - Article

AN - SCOPUS:84998773593

SN - 1226-086X

VL - 45

SP - 338

EP - 348

JO - Journal of Industrial and Engineering Chemistry

JF - Journal of Industrial and Engineering Chemistry

ER -

Rational design of π-bridges for ambipolar DPP-RH-based small molecules in organic photovoltaic cells

Abstract

Keywords

UN SDGs

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