Novel wide bandgap benzodithiophene-based polymer donors with electron-withdrawing indolin-2-one side chains for efficient organic solar cells with high open circuit voltage

被引:8
|
作者
Li, Wuqi [1 ,2 ]
Abd-Ellah, Marwa [1 ,2 ]
Liu, Haitao [3 ]
Li, Xu [3 ]
Yin, Zhaoyi [1 ,2 ]
Kumar, Pankaj [1 ,2 ]
Wang, Jinliang [3 ]
Li, Yuning [1 ,2 ]
机构
[1] Univ Waterloo, Dept Chem Engn, 200 Univ Ave W, Waterloo, ON N2L 3G1, Canada
[2] Univ Waterloo, Waterloo Inst Nanotechnol WIN, 200 Univ Ave W, Waterloo, ON N2L 3G1, Canada
[3] Inst Chem, 56 Hongzhuan Rd, Zhengzhou 450002, Henan, Peoples R China
基金
加拿大自然科学与工程研究理事会;
关键词
Organic solar cell; Polymer donor; Wide bandgap; High open circuit voltage; Acceptor side chain; Indolin-2-one; CONJUGATED POLYMER; BUILDING-BLOCK; PERFORMANCE; FLUORINATION;
D O I
10.1016/j.dyepig.2021.109876
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Two new pi-conjugated polymers with donor backbone and pi-conjugated indolin-2-one side chains, PBDTTI and PBDTTIF, are designed and synthesized as wide bandgap donors for non-fullerene acceptor-based organic solar cells (OSCs). The monomers containing electron accepting indolin-2-one side chains, (Z)-3-((2,5-dibromothio-phen-3-yl) methylene)-1-methylindolin-2-one (M1) and (Z)-3-((2,5-dibromothiophen-3-yl) methylene)-5-fluoro-1-methylindolin-2-one (M2), can be easily synthesized via Knoevenagel condensation between 2,5-dibromothio-phene-3-carbaldehyde and 2-oxindole or 5-fluoro-2-oxindole, respectively. Stille coupling polymerization of the electron donating benzodithiophene (BDT)-containing monomer 1,1'-[4,8-bis [5-(2-ethylhexyl)-2-thienyl]benzo [1,2-b:4,5-b']dithiophene-2,6-diyl]bis [1,1,1-trimethylstannane] and M1 or M2 produced PBDTTI or PBDTTIF, respectively. The strong electron accepting pi-conjugated 1-methylindolin-2-one and 5-fluoro-1-methylindolin-2-one side chains can achieve low-lying HOMO energy levels of -5.59 eV for PBDTTI and -5.60 eV for PBDTTIF, which is beneficial for realizing high open circuit voltage (V-OC) of the resulting OSCs. On the other hand, since the electron acceptor units are on the side chains, the polymer backbone containing only electron donor units could maintain wide bandgaps of 1.91 eV and 1.89 eV for PBDTTI and PBDTTIF, respectively. When PBDTTI and PBDTTIF were used as donors and a small bandgap non-full acceptor ITIC as an acceptor, the resulting OSCs devices achieved V-OC of 0.97 and 1.00 V, short circuit current densities (J(SC)) of 15.60 and 13.70 mA cm(-2), and fill factors (FF) of 0.60 and 0.59, resulting in power conversion efficiencies of 8.00 and 7.70%, respectively.
引用
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页数:9
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