Tuning the Charge-Transport Parameters of Perylene Diimide Single Crystals via End and/or Core Functionalization: A Density Functional Theory Investigation
Tuning the Charge-Transport Parameters of Perylene Diimide Single Crystals via End and/or Core Functionalization: A Density Functional Theory Investigation
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DOI：
10.1021/ja908173x
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发表时间：
2010-03-17
影响因子：
15
通讯作者：
Bredas, Jean-Luc
中科院分区：
文献类型：
--
作者：
Delgado, M. Carmen Ruiz;Kim, Eung-Gun;Bredas, Jean-Luc
并四甲基二亚胺(PTCDI)衍生物是目前研究最多的用于有机薄膜晶体管的n型有机半导体。在这里，我们使用密度泛函理论来说明如何控制PTCDI的电荷传输参数作为取代基的类型、数目和位置的函数。具体地说，研究了与核心和末端取代相关的两种功能化策略。虽然末端取代的PTCDI呈现相同的功能分子骨架，但它们在晶体中的分子堆积显著不同；因此，这一系列衍生物构成了评估描述有机半导体中电荷传输的模型的理想试验台。我们的结果表明，通过在氮基上插入适当的取代基，特别是卤代芳香族基团，可以获得较大的带宽和较小的有效质量。
Perylene tetracarboxylic diimide (PTCDI) derivatives stand out as one of the most investigated families of air-stable n-type organic semiconductors for organic thin-film transistors. Here, we use density functional theory to illustrate how it is possible to control the charge-transport parameters of PTCDIs as a function of the type, number, and positions of the substituents. Specifically, two strategies of functionalization related to core and end substitutions are investigated. While end-substituted PTCDIs present the same functional molecular backbone, their molecular packing in the crystal significantly varies; as a consequence, this series of derivatives constitutes an ideal test bed to evaluate the models that describe charge-transport in organic semiconductors. Our results indicate that large bandwidths along with small effective masses can be obtained with the insertion of appropriate substituents on the nitrogens, in particular halogenated aromatic groups.