Three π-conjugated small molecules DPBT, DEPBT and DEPBPy, based on bithiazole or bipyridine were designed and synthesized. In DEPBT and DEPBPy, the central core and terminal phenyl groups are connected by CC double bonds, whereas in DPBT, they are combined through C–C single bonds. The effects of the molecular structural changes on their crystal structures, optoelectronic properties and thin film morphologies were comparatively studied. In addition, their resistive memory performance was primarily investigated for the first time. Both DEPBT- and DEPBPy-based devices exhibit typical binary memory behavior, while DPBT-based device presents no memory property. The experimental results confirm that the introduction of CC bridged bonds into molecules could enhance the molecular interaction, which plays an important role in the molecular arrangement on the thin film, and has a significant contribution to charge transport in memory devices. This work demonstrates that aryl vinyl terminated bithiazoles and bipyridines both are good promising candidates for organic memory storage.

设计并合成了三种基于联噻唑或联吡啶的π共轭小分子DPBT，DEPBT和DEPBPy。在DEPBT和DEPBPy中，中心核和末端苯基通过C C双键连接，而在DPBT中，它们通过C–C单键结合。比较研究了分子结构变化对其晶体结构，光电性能和薄膜形态的影响。此外，它们的电阻记忆性能是首次被研究。无论DEPBT -和DEPBPy为基础的设备表现出典型的二元记忆行为，而基于DPBT的设备没有内存属性。实验结果证实，将C C桥键引入分子中可以增强分子相互作用，这在薄膜上的分子排列中起着重要作用，并且对存储器件中的电荷传输有重要贡献。这项工作表明，芳基乙烯基封端的联噻唑和联吡啶都是有机存储的良好前途候选者。