Fused nonacyclic electron acceptors for efficient polymer solar cells

Shuixing Dai; Fuwen Zhao; Qianqian Zhang; Tsz Ki Lau; Tengfei Li; Kuan Liu; Qidan Ling; Chunru Wang; Xinhui Lu; Wei You; Xiaowei Zhan

doi:10.1021/jacs.6b12755

Fused nonacyclic electron acceptors for efficient polymer solar cells

Shuixing Dai
, Fuwen Zhao
, Qianqian Zhang
, Tsz Ki Lau
, Tengfei Li
, Kuan Liu
, Qidan Ling
, Chunru Wang
, Xinhui Lu
, Wei You
, Xiaowei Zhan

Research output: Journal article publication › Journal article › Academic research › peer-review

858 Citations (Scopus)

Abstract

We design and synthesize four fused-ring electron acceptors based on 6,6,12,12-tetrakis(4-hexylphenyl)-indacenobis(dithieno[3,2-b;2',3'-d]thiophene) as the electron-rich unit and 1,1-dicyanomethylene-3-indanones with 0-2 fluorine substituents as the electron-deficient units. These four molecules exhibit broad (550-850 nm) and strong absorption with high extinction coefficients of (2.1-2.5) × 10⁵ M^-1 cm^-1. Fluorine substitution downshifts the LUMO energy level, red-shifts the absorption spectrum, and enhances electron mobility. The polymer solar cells based on the fluorinated electron acceptors exhibit power conversion efficiencies as high as 11.5%, much higher than that of their nonfluorinated counterpart (7.7%). We investigate the effects of the fluorine atom number and position on electronic properties, charge transport, film morphology, and photovoltaic properties.

Original language	English
Pages (from-to)	1336-1343
Number of pages	8
Journal	Journal of the American Chemical Society
Volume	139
Issue number	3
DOIs	https://doi.org/10.1021/jacs.6b12755
Publication status	Published - 25 Jan 2017

UN SDGs

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

SDG 7 Affordable and Clean Energy

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

More information

10.1021/jacs.6b12755

Cite this

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title = "Fused nonacyclic electron acceptors for efficient polymer solar cells",

abstract = "We design and synthesize four fused-ring electron acceptors based on 6,6,12,12-tetrakis(4-hexylphenyl)-indacenobis(dithieno[3,2-b;2',3'-d]thiophene) as the electron-rich unit and 1,1-dicyanomethylene-3-indanones with 0-2 fluorine substituents as the electron-deficient units. These four molecules exhibit broad (550-850 nm) and strong absorption with high extinction coefficients of (2.1-2.5) × 105 M-1 cm-1. Fluorine substitution downshifts the LUMO energy level, red-shifts the absorption spectrum, and enhances electron mobility. The polymer solar cells based on the fluorinated electron acceptors exhibit power conversion efficiencies as high as 11.5\%, much higher than that of their nonfluorinated counterpart (7.7\%). We investigate the effects of the fluorine atom number and position on electronic properties, charge transport, film morphology, and photovoltaic properties.",

author = "Shuixing Dai and Fuwen Zhao and Qianqian Zhang and Lau, \{Tsz Ki\} and Tengfei Li and Kuan Liu and Qidan Ling and Chunru Wang and Xinhui Lu and Wei You and Xiaowei Zhan",

note = "Funding Information: X.Z. wish to thank the 973 Program (No. 2013CB834702) and the NSFC (No. 91433114). T.L. and X.L. acknowledge the financial support from RGC of Hong Kong GRF (No. 14303314) and CUHK Direct Grant (No. 4053128). Q.Z., and W.Y. were supported by the Office of Naval Research (No. N000141410221) and NSF (No. DMR-1507249). Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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doi = "10.1021/jacs.6b12755",

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T1 - Fused nonacyclic electron acceptors for efficient polymer solar cells

AU - Dai, Shuixing

AU - Zhao, Fuwen

AU - Zhang, Qianqian

AU - Lau, Tsz Ki

AU - Li, Tengfei

AU - Liu, Kuan

AU - Ling, Qidan

AU - Wang, Chunru

AU - Lu, Xinhui

AU - You, Wei

AU - Zhan, Xiaowei

N1 - Funding Information: X.Z. wish to thank the 973 Program (No. 2013CB834702) and the NSFC (No. 91433114). T.L. and X.L. acknowledge the financial support from RGC of Hong Kong GRF (No. 14303314) and CUHK Direct Grant (No. 4053128). Q.Z., and W.Y. were supported by the Office of Naval Research (No. N000141410221) and NSF (No. DMR-1507249). Publisher Copyright: © 2017 American Chemical Society.

PY - 2017/1/25

Y1 - 2017/1/25

N2 - We design and synthesize four fused-ring electron acceptors based on 6,6,12,12-tetrakis(4-hexylphenyl)-indacenobis(dithieno[3,2-b;2',3'-d]thiophene) as the electron-rich unit and 1,1-dicyanomethylene-3-indanones with 0-2 fluorine substituents as the electron-deficient units. These four molecules exhibit broad (550-850 nm) and strong absorption with high extinction coefficients of (2.1-2.5) × 105 M-1 cm-1. Fluorine substitution downshifts the LUMO energy level, red-shifts the absorption spectrum, and enhances electron mobility. The polymer solar cells based on the fluorinated electron acceptors exhibit power conversion efficiencies as high as 11.5%, much higher than that of their nonfluorinated counterpart (7.7%). We investigate the effects of the fluorine atom number and position on electronic properties, charge transport, film morphology, and photovoltaic properties.

AB - We design and synthesize four fused-ring electron acceptors based on 6,6,12,12-tetrakis(4-hexylphenyl)-indacenobis(dithieno[3,2-b;2',3'-d]thiophene) as the electron-rich unit and 1,1-dicyanomethylene-3-indanones with 0-2 fluorine substituents as the electron-deficient units. These four molecules exhibit broad (550-850 nm) and strong absorption with high extinction coefficients of (2.1-2.5) × 105 M-1 cm-1. Fluorine substitution downshifts the LUMO energy level, red-shifts the absorption spectrum, and enhances electron mobility. The polymer solar cells based on the fluorinated electron acceptors exhibit power conversion efficiencies as high as 11.5%, much higher than that of their nonfluorinated counterpart (7.7%). We investigate the effects of the fluorine atom number and position on electronic properties, charge transport, film morphology, and photovoltaic properties.

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VL - 139

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EP - 1343

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 3

ER -

Fused nonacyclic electron acceptors for efficient polymer solar cells

Abstract

UN SDGs

ASJC Scopus subject areas

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