Non-fullerene Acceptors with a Thieno[3,4-<italic style="font-style: italic">c</italic>]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells

Shi-Zhe Geng; Wei-Tao Yang; Jian Gao; Shui-Xing Li; Min-Min Shi; Tsz-Ki Lau; Xin-Hui Lu; Chang-Zhi Li; Hong-Zheng Chen

doi:10.1007/s10118-019-2309-x

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Non-fullerene Acceptors with a Thieno[3,4-c]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells

ARTICLE | Updated：2021-02-18

- Non-fullerene Acceptors with a Thieno[3,4-c]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells
- Chinese Journal of Polymer Science Vol. 37, Issue 10, Pages: 1005-1014(2019)
- Affiliations：
  
  a.Key Laboratory of Macromolecular Synthesis and Functionalization (Ministry of Education), State Key Laboratory of Silicon Materials, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China
  b.Department of Physics, The Chinese University of Hong Kong, New Territories, Hong Kong, China
- Author bio：
  
  minminshi@zju.edu.cn (M.M.S.)
  hzchen@zju.edu.cn (H.Z.C.)
- Funds：
- DOI：10.1007/s10118-019-2309-x
  CLC：
- Received：07 April 2019，
  
  Revised：2019-5-25，
  
  Accepted：30 May 2019，
  
  Online First：03 July 2019，
  
  Published：2019-10
- Accepted：
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Citation: Geng, S. Z.; Yang, W. T.; Gao, J.; Li, S. X.; Shi, M. M.; Lau, T. K.; Lu, X. H.; Li, C. Z.; Chen, H. Z. Non-fullerene acceptors with a thieno[3,4-, c,]pyrrole-4,6-dione (TPD) core for efficient organic solar cells. Chinese J. Polym. Sci. 2019, 37, 1005–1014

Shi-Zhe Geng, Wei-Tao Yang, Jian Gao, et al. Non-fullerene Acceptors with a Thieno[3,4-c]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells[J]. Chinese Journal of Polymer Science, 2019, 37(10): 1005-1014. DOI: 10.1007/s10118-019-2309-x.
Citation: Geng, S. Z.; Yang, W. T.; Gao, J.; Li, S. X.; Shi, M. M.; Lau, T. K.; Lu, X. H.; Li, C. Z.; Chen, H. Z. Non-fullerene acceptors with a thieno[3,4-, c,]pyrrole-4,6-dione (TPD) core for efficient organic solar cells. Chinese J. Polym. Sci. 2019, 37, 1005–1014 DOI： 10.1007/s10118-019-2309-x.

Shi-Zhe Geng, Wei-Tao Yang, Jian Gao, et al. Non-fullerene Acceptors with a Thieno[3,4-c]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells[J]. Chinese Journal of Polymer Science, 2019, 37(10): 1005-1014. DOI: 10.1007/s10118-019-2309-x. DOI：

摘要

Abstract

To achieve the red-shifted absorptions and appropriate energy levels of A-D-A type non-fullerene acceptors (NFAs)

in this work

we design and synthesize two new NFAs

named TPDCIC and TPDCNC

whose electron-donating (D) unit is constructed by a thieno[3

]pyrrole-4

6-dione (TPD) core attached to two cyclopentadithiophene (CPDT) moieties at both sides

and the electron-accepting (A) end-groups are 2-(3-oxo-2

3-dihydroinden-1-ylidene)malononitrile (IC) and 2-(3-oxo-2

3-dihydro-1

-cyclopenta[

]naphthalen-1-ylidene)malononitrile (NC)

respectively. Benefiting from TPD core

which easily forms quinoid structure and O···H or O···S intramolecular noncovalent interactions

TPDCIC and TPDCNC show more delocalization of

-electrons and perfect planar molecular geometries

giving the absorption ranges extended to 822 and 852 nm

respectively. Furthermore

the highest occupied molecular orbital (HOMO) levels of TPDCIC and TPDCNC remain relatively low-lying due to the electronegativity of the carbonyl groups on TPD core. Considering that the absorptions and energy levels of the two NFAs match well with those of a widely used polymer donor

PBDB-T

we fabricate two kinds of organic solar cells (OSCs) based on the PBDB-T:TPDCIC and PBDB-T:TPDCNC blended films

respectively. Through a series of optimizations

the TPDCIC-based devices yield an impressing power conversion efficiency (PCE) of 10.12% with a large short-circuit current density (

) of 18.16 mA·cm

−2

and the TPDCNC-based ones exhibit a comparable PCE of 9.80% with a

of 17.40 mA·cm

−2

. Our work is the first report of the TPD-core-based A-D-A type NFAs

providing a good reference for the molecular design of high-performance NFAs.

关键词

Keywords

references

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⁰

Non-fullerene Acceptors with a Thieno[3,4-c]pyrrole-4,6-dione (TPD) Core for Efficient Organic Solar Cells

DOI：10.1007/s10118-019-2309-x

摘要

Abstract

关键词

Keywords

references