4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge: Synthesis, properties and photovoltaic performance

Ni Yin; Lilei Wang; Yuchao Ma; Yi Lin; Jianchang Wu; Qun Luo; Hai Bo Yang; Chang Qi Ma; Xin Zhao

doi:10.1016/j.dyepig.2015.04.030

4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge: Synthesis, properties and photovoltaic performance

Ni Yin
, Lilei Wang
, Yuchao Ma
, Yi Lin
, Jianchang Wu
, Qun Luo
, Hai Bo Yang
, Chang Qi Ma^*
, Xin Zhao

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

Suzhou University of Science and Technology
CAS - Suzhou Institute of Nano-Tech and Nano-Bionics
East China Normal University
Xi'an Jiaotong-Liverpool University

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

13 Scopus citations

Abstract

Abstract Two conjugated A-π-D-π-A type small molecules having a 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene (TBDT) unit as the donor part, a mono-thiophene as the π-conjugation bridge, and 2-cyano-3-octyloxy-3-oxo-1-propenyl (COOP) or dicyanovinyl (DCV) as the terminal acceptor unit were synthesized and investigated. Both compounds showed broad absorption band over 400-600 nm and similar HOMO/LUMO energy levels. However, these two compounds showed a big difference in photovoltaic performance. The DCV-1T-TBDT:PC₆₁BM based solar cell exhibited an open circuit voltage (V_OC) of 0.93 V, a short circuit current (J_SC) of 8.54 mA cm^-2, a fill factor (FF) of 0.56, and an overall power conversion efficiency (PCE) of 4.48%, whereas the COOP-1T-TBDT:PC₆₁BM based solar cell showed a V_OC of 1.04 V, a J_SC of 2.28 mA cm^-2, an FF of 0.29, and a PCE of 0.69. Furthermore, DCV-1T-TBDT showed minor thickness-dependent PCE behavior in PV device, which is beneficial for printing processing.

Original language	English
Article number	4752
Pages (from-to)	299-306
Number of pages	8
Journal	Dyes and Pigments
Volume	120
DOIs	https://doi.org/10.1016/j.dyepig.2015.04.030
State	Published - 1 Sep 2015

UN SDGs

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

SDG 7 Affordable and Clean Energy

Keywords

A-π-D-π-A type small molecules
Benzo[1,2-b:4,5-b′]dithiophene derivatives
Electron donor material
Optical and electrochemical properties
Organic solar cells
Structure-property-performance relationship

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10.1016/j.dyepig.2015.04.030

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Yin, N., Wang, L., Ma, Y., Lin, Y., Wu, J., Luo, Q., Yang, H. B., Ma, C. Q., & Zhao, X. (2015). 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge: Synthesis, properties and photovoltaic performance. Dyes and Pigments, 120, 299-306. Article 4752. https://doi.org/10.1016/j.dyepig.2015.04.030

@article{32cd65289af342f481921bf943648f5e,

title = "4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge: Synthesis, properties and photovoltaic performance",

abstract = "Abstract Two conjugated A-π-D-π-A type small molecules having a 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene (TBDT) unit as the donor part, a mono-thiophene as the π-conjugation bridge, and 2-cyano-3-octyloxy-3-oxo-1-propenyl (COOP) or dicyanovinyl (DCV) as the terminal acceptor unit were synthesized and investigated. Both compounds showed broad absorption band over 400-600 nm and similar HOMO/LUMO energy levels. However, these two compounds showed a big difference in photovoltaic performance. The DCV-1T-TBDT:PC61BM based solar cell exhibited an open circuit voltage (VOC) of 0.93 V, a short circuit current (JSC) of 8.54 mA cm-2, a fill factor (FF) of 0.56, and an overall power conversion efficiency (PCE) of 4.48\%, whereas the COOP-1T-TBDT:PC61BM based solar cell showed a VOC of 1.04 V, a JSC of 2.28 mA cm-2, an FF of 0.29, and a PCE of 0.69. Furthermore, DCV-1T-TBDT showed minor thickness-dependent PCE behavior in PV device, which is beneficial for printing processing.",

keywords = "A-π-D-π-A type small molecules, Benzo[1,2-b:4,5-b′]dithiophene derivatives, Electron donor material, Optical and electrochemical properties, Organic solar cells, Structure-property-performance relationship",

author = "Ni Yin and Lilei Wang and Yuchao Ma and Yi Lin and Jianchang Wu and Qun Luo and Yang, \{Hai Bo\} and Ma, \{Chang Qi\} and Xin Zhao",

note = "Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

year = "2015",

month = sep,

day = "1",

doi = "10.1016/j.dyepig.2015.04.030",

language = "英语",

volume = "120",

pages = "299--306",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge

T2 - Synthesis, properties and photovoltaic performance

AU - Yin, Ni

AU - Wang, Lilei

AU - Ma, Yuchao

AU - Lin, Yi

AU - Wu, Jianchang

AU - Luo, Qun

AU - Yang, Hai Bo

AU - Ma, Chang Qi

AU - Zhao, Xin

PY - 2015/9/1

Y1 - 2015/9/1

N2 - Abstract Two conjugated A-π-D-π-A type small molecules having a 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene (TBDT) unit as the donor part, a mono-thiophene as the π-conjugation bridge, and 2-cyano-3-octyloxy-3-oxo-1-propenyl (COOP) or dicyanovinyl (DCV) as the terminal acceptor unit were synthesized and investigated. Both compounds showed broad absorption band over 400-600 nm and similar HOMO/LUMO energy levels. However, these two compounds showed a big difference in photovoltaic performance. The DCV-1T-TBDT:PC61BM based solar cell exhibited an open circuit voltage (VOC) of 0.93 V, a short circuit current (JSC) of 8.54 mA cm-2, a fill factor (FF) of 0.56, and an overall power conversion efficiency (PCE) of 4.48%, whereas the COOP-1T-TBDT:PC61BM based solar cell showed a VOC of 1.04 V, a JSC of 2.28 mA cm-2, an FF of 0.29, and a PCE of 0.69. Furthermore, DCV-1T-TBDT showed minor thickness-dependent PCE behavior in PV device, which is beneficial for printing processing.

AB - Abstract Two conjugated A-π-D-π-A type small molecules having a 4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene (TBDT) unit as the donor part, a mono-thiophene as the π-conjugation bridge, and 2-cyano-3-octyloxy-3-oxo-1-propenyl (COOP) or dicyanovinyl (DCV) as the terminal acceptor unit were synthesized and investigated. Both compounds showed broad absorption band over 400-600 nm and similar HOMO/LUMO energy levels. However, these two compounds showed a big difference in photovoltaic performance. The DCV-1T-TBDT:PC61BM based solar cell exhibited an open circuit voltage (VOC) of 0.93 V, a short circuit current (JSC) of 8.54 mA cm-2, a fill factor (FF) of 0.56, and an overall power conversion efficiency (PCE) of 4.48%, whereas the COOP-1T-TBDT:PC61BM based solar cell showed a VOC of 1.04 V, a JSC of 2.28 mA cm-2, an FF of 0.29, and a PCE of 0.69. Furthermore, DCV-1T-TBDT showed minor thickness-dependent PCE behavior in PV device, which is beneficial for printing processing.

KW - A-π-D-π-A type small molecules

KW - Benzo[1,2-b:4,5-b′]dithiophene derivatives

KW - Electron donor material

KW - Optical and electrochemical properties

KW - Organic solar cells

KW - Structure-property-performance relationship

UR - https://www.scopus.com/pages/publications/84929149114

U2 - 10.1016/j.dyepig.2015.04.030

DO - 10.1016/j.dyepig.2015.04.030

M3 - 文章

AN - SCOPUS:84929149114

SN - 0143-7208

VL - 120

SP - 299

EP - 306

JO - Dyes and Pigments

JF - Dyes and Pigments

M1 - 4752

ER -

4,8-bis(thienyl)-benzo[1,2-b:4,5-b′]dithiophene based A-π-D-π-A typed conjugated small molecules with mono-thiophene as the π-bridge: Synthesis, properties and photovoltaic performance

Abstract

UN SDGs

Keywords

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