Synthesis and properties of fluorene or carbazole-based and dicyanovinyl-capped n-type organic semiconductors
Synthesis and properties of fluorene or carbazole-based and dicyanovinyl-capped n-type organic semiconductors
复制标题
DOI：
10.1039/b715920j
复制
发表时间：
2008-02
影响因子：
--
通讯作者：
Ting Qi;Yunqi Liu;Wenfeng Qiu;Hengjun Zhang;Xike Gao;Ying Liu;Kun Lu;C. Du;G. Yu;Daoben Zhu
中科院分区：
文献类型：
--
作者：
Ting Qi;Yunqi Liu;Wenfeng Qiu;Hengjun Zhang;Xike Gao;Ying Liu;Kun Lu;C. Du;G. Yu;Daoben Zhu
二氰基乙烯基取代化合物作为电子传输材料的研究很少，尤其是低聚物。利用Stille偶联反应合成了一系列以芴或咔唑为基、以二氰基乙烯基为端基的苯或噻吩齐聚物，并对其物理性能进行了研究。光谱表明，电子接受基团的引入诱导分子内电荷转移，导致吸收开始向更长的波长移动。此外，其薄膜的光谱显示分子间的相互作用，导致相对于溶液中的光谱红移。循环伏安法表明，它们具有合适的HOMO和LUMO能级，含噻吩链段的低聚物具有较低的LUMO能级。化合物FTCN的X射线晶体学表明，该化合物具有扩展的π堆积的分子。热分析表明，它们是热稳定的，在低温下没有观察到相变。
Dicyanovinyl-substituted compounds as electron transport materials are rarely studied, especially oligomers. A new series of fluorene or carbazole-based and dicyanovinyl-capped oligomers consisting of benzene or thiophene segments were synthesized using the Stille coupling reaction and their physical properties were investigated. Optical spectra show that the introduction of electron-accepting groups induces an intramolecular charge transfer, resulting in a shift of the absorption onset toward longer wavelengths. Moreover, the optical spectra of their films show intermolecular interactions, leading to bathochromic shifts with respect to the spectra in solution. Cyclic voltammetry indicates that they have suitable HOMO and LUMO energy levels, and the oligomers containing thiophene segments show lower LUMO levels. The X-ray crystallography of compound FTCN shows that the compound exhibits extended π stacking of the molecules. Thermal analysis reveals that they are thermally stable and no phase transition was observed at low temperatures.