RIKEN Center for Emergent Matter Science, 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.
Adv Mater. 2017 Jul;29(25). doi: 10.1002/adma.201605218. Epub 2017 Feb 27.
π-Conjugated polymers are an important class of materials for organic electronics. In the past decade, numerous polymers with donor-acceptor molecular structures have been developed and used as the active materials for organic devices, such as organic field-effect transistors (OFETs) and organic photovoltaics (OPVs). The choice of the building unit is the primary step for designing the polymers. Benzochalcogenadiazoles (BXzs) are one of the most familiar acceptor building units studied in this area. As their doubly fused system, naphthobischalcogenadiazoles (NXzs), i.e., naphthobisthiadiazole (NTz), naphthobisoxadiazole (NOz), and naphthobisselenadiazole (NSz) are emerging building units that provide interesting electronic properties and highly self-assembling nature for π-conjugated polymers. With these fruitful features, π-conjugated polymers based on these building units demonstrate great performances in OFETs and OPVs. In particular, in OPVs, NTz-based polymers have exhibited more than 10% efficiency, which is among the highest values reported so far. In this Progress Report, the synthesis, properties, and structures of NXzs and their polymers is summarized. The device performance is also highlighted and the structure-property relationships of the polymers are discussed.
π-共轭聚合物是有机电子学中一类重要的材料。在过去的十年中,已经开发并使用了许多具有给体-受体分子结构的聚合物作为有机器件的活性材料,例如有机场效应晶体管(OFETs)和有机光伏器件(OPVs)。选择构建单元是设计聚合物的首要步骤。苯并杂二氮二唑(BXzs)是该领域研究最多的受体构建单元之一。作为其双重稠合系统,萘并杂二氮二唑(NXzs),即萘并噻二唑(NTz)、萘并恶二唑(NOz)和萘并硒二唑(NSz),是新兴的构建单元,为π-共轭聚合物提供了有趣的电子性质和高度自组装性质。由于这些丰富的特性,基于这些构建单元的 π-共轭聚合物在 OFETs 和 OPVs 中表现出了优异的性能。特别是在 OPVs 中,基于 NTz 的聚合物的效率超过了 10%,这是迄今为止报道的最高值之一。在本进展报告中,总结了 NXzs 及其聚合物的合成、性质和结构。还突出了器件性能,并讨论了聚合物的结构-性质关系。