Bujaldón Roger, Puigdollers Joaquim, Velasco Dolores
Grup de Materials Orgànics, Institut de Nanociència i Nanotecnologia (IN2UB), Departament de Química Inorgànica i Orgànica, Secció de Química Orgànica, Universitat de Barcelona, Martí i Franquès, 1, E-08028 Barcelona, Spain.
Departament d'Enginyeria Electrònica, Universitat Politècnica de Catalunya, Jordi Girona, 1-3, E-08034 Barcelona, Spain.
Materials (Basel). 2021 Jun 23;14(13):3487. doi: 10.3390/ma14133487.
Ladder-type molecules, which possess an extended aromatic backbone, are particularly sought within the optoelectronic field. In view of the potential of the 14-bis[1]benzothieno[3,2-:2',3'-]carbazole core as a p-type semiconductor, herein we studied a set of two derivatives featuring a different alkylation patterning. The followed synthetic route, involving various sulfurated carbazole-based molecules, also resulted in a source of fluorophores with different emitting behaviors. Surprisingly, the sulfoxide-containing fluorophores substantially increased their blue fluorescence with respect to the nearly non-emitting sulfur counterparts. On this basis, we could shed light on the relationship between their chemical structure and their emission as an approach for future applications. Considering the performance in organic thin-film transistors, both bisbenzothienocarbazole derivatives displayed p-type characteristics, with hole mobility values up to 1.1 × 10 cm V s and considerable air stability. Moreover, the role of the structural design has been correlated with the device performance by means of X-ray analysis and the elucidation of the corresponding single crystal structures.
具有扩展芳香主链的梯型分子在光电子领域尤其受到关注。鉴于1,4-双[1]苯并噻吩并[3,2-b:2',3'-d]咔唑核心作为p型半导体的潜力，在此我们研究了一组具有不同烷基化模式的两种衍生物。随后的合成路线涉及各种基于咔唑的硫化分子，还产生了具有不同发射行为的荧光团来源。令人惊讶的是，含亚砜的荧光团相对于几乎不发射的硫对应物显著增强了其蓝色荧光。在此基础上，我们可以阐明它们的化学结构与发射之间的关系，作为未来应用的一种方法。考虑到在有机薄膜晶体管中的性能，两种双苯并噻吩并咔唑衍生物均表现出p型特性，空穴迁移率值高达1.1×10⁻³ cm² V⁻¹ s⁻¹，并且具有相当的空气稳定性。此外，通过X射线分析和相应单晶结构的解析，结构设计的作用已与器件性能相关联。
