Characterization of New Rubrene Analogues with Heteroaryl Substituents
Characterization of New Rubrene Analogues with Heteroaryl Substituents
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DOI：
10.1021/cg501519a
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发表时间：
2015-01-01
影响因子：
3.8
通讯作者：
Tokito, Shizuo
中科院分区：
文献类型：
--
作者：
Mamada, Masashi;Katagiri, Hiroshi;Tokito, Shizuo
新的红荧烯类似物，这是杂芳基四取代并四苯，已开发使用一种简化的合成方法。与红荧烯相比，它们在溶液中的稳定性有所提高。分子结构，晶体结构和电荷传输性能之间的相关性进行了研究，并与红荧烯和各种红荧烯类似物进行比较。虽然扭曲的结构的并四苯骨架经常被发现在单晶分析，平面性可能与分子间的相互作用，而不是给电子/吸杂芳基侧基的性质。噻吩取代衍生物中的填充基序不包括并四苯核心的p-堆叠，这与红荧烯的众所周知的结构不同。然而，呋喃取代的衍生物可以以π-堆叠方式结晶。堆积结构的这些差异影响空穴传输特性。
New rubrene analogues, which are heteroaryl-tetrasubstituted tetracenes, have been developed using a simplified synthesis approach. Their stabilities in solution were improved compared to those of rubrene. The correlation among the molecular structures, crystal structures, and charge transport properties has been investigated and compared with rubrene and various rubrene analogues. Although twisted structures of a tetracene backbone have often been found in single crystal analyses, the planarity might be related to intermolecular interactions rather than the electron donating/withdrawing properties of the heteroaryl side groups. The packing motifs in thiophene-substituted derivatives did not include p-stacking of tetracene cores, which differ from the well-known structure of rubrene. However, furan-substituted derivatives can be crystallized in the pi-stacking manner. These differences in the packing structure affect hole transport properties.