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Ladder‐Type Nonacyclic Arene Bis(thieno[3,2‐b]thieno)cyclopentafluorene as a Promising Building Block for Non‐Fullerene Acceptors
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2019-01-11 , DOI: 10.1002/asia.201801669
Xiaobing Fan 1 , Jianhong Gao 1 , Wei Wang 1 , Shengqiang Xiao 1 , Chun Zhan 1 , Xinhui Lu 2 , Qichun Zhang 3
Affiliation  

The ladder‐type nonacyclic arene (bis(thieno[3,2‐b]thieno)cyclopentafluorene (BTTF)) has been designed and synthesized through fusing thienothiophenes with the fluorene core from the synthon of dimethyl 9,9‐dioctyl‐2,7‐bis(thieno[3,2‐b]thiophen‐2‐yl)fluorene‐3,6‐dicarboxylate. With BTTF as the central donor unit, a novel acceptor–donor–acceptor (A‐D‐A) type non‐fullerene small‐molecule acceptor (BTTFIC) was prepared with 1,1‐dicyanomethylene‐3‐indanones (IC) as the peripheral acceptor units. The energy level of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of BTTFIC locate at −5.56 and −3.95 eV, respectively, presenting a low optical band gap of 1.58 eV. Encouragingly, polymer solar cells based on the blends of BTTFIC with both the representative wide‐ and low‐bandgap polymer donors (PBDB‐T, 1.82 eV. PTB7‐Th, 1.58 eV) offer power conversion efficiencies over 8 % (8.78±0.18 % for PBDB‐T:BTTFIC and 8.18±0.29 % for PTB7‐Th:BTTFIC). These results highlight the advantage of ladder‐type BTTF on the preparation of nonfullerene acceptors with extended conjugated backbones.

中文翻译:

梯型非环芳烃双(thieno [3,2-b] thieno)环戊芴是非富勒烯受体的有前途的构建基块

梯形非环芳烃(双(噻吩并[3,2-b]噻吩)环戊芴(BTTF))是通过将噻吩并噻吩与芴核从二甲基9,9-二辛基-2,7的合成子中融合而设计和合成的-双(噻吩并[3,2-b]噻吩-2-基)芴3,6-二羧酸酯。以BTTF为主要供体单元,制备了一种新型的受体-供体-受体(A‐D‐A)型非富勒烯小分子受体(BTTFIC),其中1,1-二氰基亚甲基-3-茚满酮(IC)为外围受体单元。BTTFIC的最高占据分子轨道(HOMO)和最低未占据分子轨道(LUMO)的能级分别位于-5.56和-3.95 eV,具有1.58 eV的低光学带隙。令人鼓舞的是,基于BTTFIC混合物的聚合物太阳能电池具有代表性的宽带隙和低带隙聚合物供体(PBDB-T,1.82 eV。PTB7-Th,1.58 eV)提供超过8%的功率转换效率(PBDB-T:BTTFIC为8.78±0.18%和8.18±0.29%对于PTB7-Th:BTTFIC)。这些结果凸显了阶梯型BTTF在制备具有扩展共轭骨架的非富勒烯受体上的优势。
更新日期:2019-01-11
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