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Synthesis of 3,4-dimethoxythiophene spacer-based non-fullerene acceptors for efficient organic solar cells
Synthetic Metals ( IF 4.4 ) Pub Date : 2021-08-26 , DOI: 10.1016/j.synthmet.2021.116880
Ie Na Kim 1 , Sung Jae Jeon 1 , Young Hoon Kim 1 , Hyoung Seok Lee 1 , Yong Woon Han 1 , Nam Gyu Yang 1 , Dong Hyeon Hong 1 , Chang Ho Jung 1 , Doo Kyung Moon 1
Affiliation  

Three narrow bandgap non-fullerene acceptors (NFAs) named as IDTT2OT, IDTT2OT-2F, and IDTT2OT-4F were designed and synthesized using a 3,4-dimethoxythiophene as a π–spacer linking the indacenodithieno[3,2-b]thiophene (IDTT) core and 2-(3-oxo-2,2,3-dihydroinden-1-ylidene) (IC) end groups. The NFAs exhibited relatively narrow bandgaps (1.51, 1.45, and 1.42 eV) and up-shifted unoccupied molecular orbital (LUMO) energy levels (–3.69, –3.83, and −3.90 eV) owing to the 3,4-dimethoxythiophene effect compared with the similar structures. By finely tuning the energy levels modulation with a poly[2,6-4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)-benzo-1,2-b:4,5-b']dithiophene])-alt-(5,5-(1,3′-di-2-thienyl-5′,7′-bis(2-ethylhexyl)benzo[1′,2′-c:4′,5′-c']dithiophene-4,8-dione)) (PBDB-T) donor, all the NFA-based devices showed the broad photo-responses, at 300–900 nm, with small energy losses of 0.56–0.58 eV, and thus enhanced the light-harvesting ability of organic solar cells (OSCs). Among the NFA-based blends, the PBDB-T:IDTT2OT-4F device exhibited the best power conversion efficiency (PCE, 10.40%) with a high short-circuit current density (JSC) of 19.3 mA cm–2 and an open-circuit voltage (VOC) of 0.86 V. Our results demonstrate that introducing 3,4-dimethoxythiophene is an efficient strategy for improving the electron accepting ability of NFAs by tuning frontier energy levels.



中文翻译:

用于高效有机太阳能电池的基于 3,4-二甲氧基噻吩间隔基的非富勒烯受体的合成

使用3,4-二甲氧基噻吩作为连接茚噻吩并[3,2- b ]噻吩的π-间隔基,设计并合成了三种窄带隙非富勒烯受体(NFAs),分别命名为IDTT2OT、IDTT2OT-2F和IDTT2OT-4F ( IDTT) 核心和 2-(3-oxo-2,2,3-dihydroinden-1-ylidene) (IC) 端基。由于 3,4-二甲氧基噻吩效应,NFA 表现出相对窄的带隙(1.51、1.45 和 1.42 eV)和上移的未占分子轨道(LUMO)能级(–3.69、–3.83 和 -3.90 eV)类似的结构。通过用聚[2,6-4,8-​​双(5-(2-乙基己基)噻吩-2-基)-苯并-1,2- b :4,5 - b ']微调能级调制dithiophene])-alt-(5,5-(1,3'-di-2-thienyl-5',7'-bis(2-ethylhexyl)benzo[1',2'- c :4',5') ——c ']dithiophene-4,8-​​dione)) (PBDB-T) 供体,所有基于 NFA 的器件在 300-900 nm 处显示出广泛的光响应,具有 0.56-0.58 eV 的小能量损失,因此增强了有机太阳能电池(OSC)的光捕获能力。在基于 NFA 的混合物中,PBDB-T:IDTT2OT-4F 器件表现出最佳的功率转换效率 (PCE,10.40%),具有19.3 mA cm –2的高短路电流密度 ( J SC )和开路-电路电压 ( V OC ) 为 0.86 V。我们的结果表明,引入 3,4-二甲氧基噻吩是通过调整前沿能级来提高 NFA 电子接受能力的有效策略。

更新日期:2021-08-27
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