A thieno[3,4-b]pyrazine-based A(2)-A(1)-D-A(1)-A(2) type low bandgap non-fullerene acceptor with 1,1-dicyanomethylene-3-indanone (IC) as the terminal group

A thieno[3,4-b]pyrazine-based A(2)-A(1)-D-A(1)-A(2) type low bandgap non-fullerene acceptor with 1,1-dicyanomethylene-3-indanone (IC) as the terminal group
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一种基于噻吩并[3,4-b]吡嗪的A(2)-A(1)-D-A(1)-A(2)型低带隙非富勒烯受体与1,1-二氰亚甲基-3-茚满酮(IC

DOI:
10.1039/c9tc01758e
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发表时间:
2019
影响因子:
6.4
通讯作者:
Zhou Erjun
Zhou Erjun
中科院分区:
材料科学2区
文献类型:
--
作者:
Li Jianfeng;Chen You;Wang Xiaochen;Li Feng;Tang Ailing;Geng Yanfang;Zhou Erjun

文献摘要

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1,1-二氰基亚甲基-3-茚满酮(IC)作为传统A-D-A型非富勒烯受体(NFA)中最成功的封端单元,在提高有机太阳能电池(OSC)的功率转换效率(PCE)方面发挥着重要作用。本文设计并合成了一种以噻吩并[3,4-B]吡嗪(TP)为桥单元,IC为末端单元的TP 28的A2-A1-D-A1-A2型NFA。这是首次将IC基团引入到A2-A1-D-A1-A2型NFA中。通过选择苯并噻二唑(BT)、喹喔啉(Qx)、苯并[d][1,2,3]三唑(BTA)和TP四种常见的吸电子单元,发现A1单元的空间位阻可能是控制缩合反应的关键因素,只有TP单元才能得到目标分子。虽然中心芴单元的给电子能力相对较弱,但TP 28表现出1.47 eV的相当窄的光学带隙。PBDB-T:TP 28光伏器件表现出5.31%的适度PCE,揭示了这种NFA用于高效体异质结(BHJ)OSC的巨大潜力。
As the most successful end-capped unit in conventional A–D–A type non-fullerene acceptors (NFAs), 1,1-dicyanomethylene-3-indanone (IC) plays a significant role in enhancing the power conversion efficiencies (PCEs) of organic solar cells (OSCs). Here, an A2–A1–D–A1–A2 type NFA of TP28, containing the bridge unit of thieno[3,4-b]pyrazine (TP) and the terminal unit of IC, is designed and synthesized. This is the first time that IC groups are introduced into the A2–A1–D–A1–A2 type NFAs. By selecting four kinds of common electron-withdrawing units including benzothiadiazole (BT), quinoxaline (Qx), benzo[d][1,2,3]triazole (BTA) and TP, we found that the steric hindrance of the A1 unit may be the key factor in controlling the condensation reaction and only the TP unit could obtain the target molecule. Although the electron-donating capability of the central fluorene unit is relatively weak, TP28 exhibits a quite narrow optical bandgap of 1.47 eV. The PBDB-T:TP28 photovoltaic devices demonstrate a moderate PCE of 5.31%, revealing great potential of such kind of NFA for highly efficient bulk-heterojunction (BHJ) OSCs.