Jin Jianqun, Long Guankui, Gao Yongqian, Zhang Jing, Ou Changjin, Zhu Caixia, Xu Haixiao, Zhao Jianfeng, Zhang Mingtao, Huang Wei
Key Laboratory for Organic Electronics and Information Displays & Jiangsu Key Laboratory for Biosensors, Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials , Nanjing University of Posts & Telecommunications , 9 Wenyuan Road , Nanjing 210023 , China.
Computational Center for Molecular Science, College of Chemistry , Nankai University , Tianjin 300071 , China.
ACS Appl Mater Interfaces. 2019 Jan 9;11(1):1109-1116. doi: 10.1021/acsami.8b16561. Epub 2018 Dec 24.
A feasible strategy relies on using heteroatom replacement, namely, chemical modification of an organic compound. Here we present this design concept for donor-acceptor complexes, which involves introducing nitrogen atoms to the middle ring of donor molecules to promote short contacts and reduce steric effect of the mixed framework. These nitrogen-modified complexes can possess a shorter molecular distance besides the mixed-stacking pathway, enlarged π-π interactions, or even a scarce 1:2.5 molar ratio through extra acceptor insertion. As a result, the unique 1:2 complex with nitrogen atoms on the different sides demonstrated stable electron field-effect mobility performance, whereas the binary system with no nitrogen replacement or N atoms on the identical sides displayed poor ambipolar properties. These results confirmed that heteroatom replacement was a powerful molecular design tool to fine-tune the molecular packing of organic donor-acceptor complexes and their corresponding electronic properties.
一种可行的策略依赖于使用杂原子取代，即对有机化合物进行化学修饰。在此，我们展示了给体-受体复合物的这一设计概念，其中包括将氮原子引入给体分子的中间环，以促进短程接触并降低混合骨架的空间效应。这些氮修饰的复合物除了混合堆积途径外，还可具有较短的分子距离、增强的π-π相互作用，甚至通过额外插入受体形成罕见的1:2.5摩尔比。结果，在不同侧带有氮原子的独特1:2复合物表现出稳定的电子场效应迁移率性能，而没有氮取代或氮原子在同一侧的二元体系则表现出较差的双极性性质。这些结果证实，杂原子取代是一种强大的分子设计工具，可微调有机给体-受体复合物的分子堆积及其相应的电子性质。
