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Fluorenone-Based Molecules for Bulk-Heterojunction Solar Cells: Synthesis, Characterization, and Photovoltaic Properties

机译:用于大体积异质结太阳能电池的基于芴酮的分子:合成,表征和光伏性能。

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摘要

A series of four conjugated molecules consisting of a fluorenone central unit symmetrically coupled to different oligothiophene segments are conceptually designed and synthesized to provide new electroactive materials for application in photovoltaic devices. The combination of electron-donating oligothiophene building blocks with an electron-accepting fluorenone unit results in the emergence of a new band assigned to an intramolecular charge transfer transition that gives rise to the extension of the absorption spectral range of the resulting molecules. Detailed spectroscopic and voltammetric investigations show that all studied molecules have highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) level positions, which make them good candidates for the application as electron-donors in bulk-heterojunction photovoltaic cells, with (6,6)-phenyl-C61-butyric acid methyl ester (PCBM)-C_(60) as electron acceptor component. Moderate device performances, with power conversion efficiencies (PCEs) comprised between 0.3 and 0.6%, were obtained with rigid molecules, containing either the bridging units between the thiophene rings, i.e., (2,7-bis(4,4'-dioctyl-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)-fluoren-9-one (SCPTF) and 2,7-bis(4-(dioctylmethylene)-cyclopenta[2,1-b:3,4-b']dithiophen-5-yl)-fluoren-9-one (MCPTF) or a vinylene unit 2,7-bis(5-[(E)-1,2-bis(3-octylthien-2-yl)ethylene])-fiuoren-9-one (TVF), whereas with (2,7-bis-(3,3'"-dioctyl-[2,2';5',2";5",2'"]quaterthiophen-5-yl)-fluoren-9-one (QTF) PCE up to 1.2% (under AM 1.5 illumination, 100 mW cm~(-2), active area 0.28 cm~2) was obtained. The strong π-stacking interactions in the solid state for this oligomer leading to improved morphology could explain the good performances of QTF-based devices, which rank among the highest recorded for non-polymeric materials. Consequently, fluorenone-based non-polymeric molecules constitute highly attractive materials for solution-processable solar cell applications.
机译:从概念上设计和合成了一系列的四个共轭分子,这些分子由与不同寡聚噻吩链段对称偶联的芴酮中心单元组成,可为光电器件提供新的电活性材料。给电子寡聚噻吩结构单元与电子接受芴酮单元的组合导致出现一个新的带,该带分配给分子内的电荷转移跃迁,从而导致所得分子吸收光谱范围的扩展。详细的光谱和伏安研究表明,所有研究的分子均具有最高的占据分子轨道(HOMO)和最低的未占据分子轨道(LUMO)能级位置,这使其很适合用作体异质结光伏电池的电子给体,其中( 6,6)-苯基-C61-丁酸甲酯(PCBM)-C_(60)作为电子受体组分。使用刚性分子可获得中等的器件性能,功率转换效率(PCE)在0.3%至0.6%之间,刚性分子包含噻吩环之间的桥接单元,即(2,7-双(4,4'-二辛基-环戊[2,1-b:3,4-b']二噻吩-2-基)-芴-9-一(SCPTF)和2,7-双(4-(二辛基亚甲基)-环戊[2,1-b :3,4-b'] dithiophen-5-yl)-芴-9-one(MCPTF)或亚乙烯基单元2,7-双(5-[(E)-1,2-双(3-辛基噻吩)- 2-yl)乙烯])-氟-9-一(TVF),而对于(2,7-双-(3,3'“-二辛基-[2,2'; 5',2”; 5“,获得高达1.2%的2'“]四噻吩-5-基)-氟-9-一(QTF)PCE(在AM 1.5照明下,100 mW cm〜(-2),有效面积0.28 cm〜2)。这种低聚物在固态中强大的π堆积相互作用导致形态得到改善,这可以解释基于QTF的器件的良好性能,该器件在非聚合物材料中记录的最高,因此,以芴酮为基础的非聚合物分子构成了有吸引力的材料适用于可溶液处理的太阳能电池应用。

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