Streamlined synthesis, optoelectronic and photovoltaic characterization of large, monodisperse n-type oligomers via highly efficient direct arylation

通过高效直接芳基化简化大型单分散 n 型低聚物的合成、光电和光伏表征

• 批准号: 274393560
• 负责人: Professor Dr. Michael Sommer
• 金额: --
• 依托单位: Institut für Chemie
• 依托单位国家: 德国
• 项目类别: Research Grants
• 资助国家: 德国
• 项目状态: 未结题
• 来源: https://gepris.dfg.de/gepris/projekt/274393560?language=en
• 关键词: Streamlined; synthesis; optoelectronic; photovoltaic; characterization

The term non-fullerene acceptors (NFAs) is used for n-type organic materials that find increasing use for organic photovoltaics (OPVs). NFAs include both monodisperse, small molecules and disperse conjugated polymers. NFAs have enabled highly efficient photovoltaic devices with strongly improved power conversion efficiencies of 10-15 %. Yet, it is unclear how the major structural differences between these two material classes, dispersity and chain length, contribute to this major improvement. Monodisperse n-type oligomers bridge the gap between these two types of electron acceptor materials. As the exploration of discrete n-type oligomers of varying length has thus far been limited by synthetic access and tedious synthesis pathways, their utility for OPV devices remains unexplored as well. In this proposal, we will synthesize and characterize discrete, monodisperse n-type oligomers of varying chain length. Using mechanistic insight into the direct arylation polycondensation of 2,6-dibromonaphthalene diimide (NDI) and 2,2´-bithiophene (T2) obtained within the last funding period, we will prepare several oligomers (NDIT2)n up to the tritriacontamer (n= 33) with a minimal number of synthetic steps. To make oligomers on gram scale, we aim at chromatography-free purification protocols. These oligomers are unique materials for fundamental optical, thermal and structural investigations. Finally, they will be compared against their disperse, polymeric analog PNDIT2 in order to reveal the effect of dispersity and chain length on properties of both pristine materials as well as of binary all-polymer blends.

术语非富勒烯受体（NFA）用于发现越来越多地用于有机光致发光（OPV）的n型有机材料。NFA包括单分散的小分子和分散的共轭聚合物。NFA使得高效光伏器件具有10- 15%的显著改善的功率转换效率。然而，目前还不清楚这两种材料类别之间的主要结构差异，分散性和链长，如何促成这一重大改进。单分散n型低聚物桥接这两种类型的电子受体材料之间的差距。由于迄今为止对不同长度的离散n型寡聚物的探索受到合成途径和繁琐合成途径的限制，因此它们用于OPV器件的效用也仍未被探索。在这个建议中，我们将合成和表征离散的，单分散的不同链长的n型低聚物。利用对2，6-二溴萘二酰亚胺（NDI）和2，2 ′-联噻吩（T2）在上一个资助期内获得的直接芳基化缩聚反应的机理洞察，我们将以最少的合成步骤制备几种低聚物（NDIT 2）n，直至三十聚物（n= 33）。为了在克级上制备低聚物，我们的目标是无色谱纯化方案。这些低聚物是用于基础光学、热学和结构研究的独特材料。最后，将它们与其分散的聚合物类似物PNDIT 2进行比较，以揭示分散性和链长对两种原始材料以及二元全聚合物共混物的性质的影响。