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
minminshi@zju.edu.cn (M.M.S.)
hzchen@zju.edu.cn (H.Z.C.)
收稿:2019-04-07,
修回:2019-5-25,
录用:2019-5-30,
网络首发:2019-07-03,
纸质出版:2019-10
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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-
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-
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
4-
c
]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
H
-cyclopenta[
b
]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
π
-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 (
J
SC
) of 18.16 mA·cm
−2
and the TPDCNC-based ones exhibit a comparable PCE of 9.80% with a
J
SC
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.
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