A Perylene Bisimide Organogelator for Chlorinated Solvents

A Perylene Bisimide Organogelator for Chlorinated Solvents
复制标题

DOI:
10.1002/ajoc.201300252
复制
发表时间:
2014-02
影响因子:
2.7
通讯作者:
Xu Lin;Misaki Hirono;H. Kurata;T. Seki;Yukihiro Maruya;K. Nakayama;S. Yagai
Xu Lin;Misaki Hirono;H. Kurata;T. Seki;Yukihiro Maruya;K. Nakayama;S. Yagai
中科院分区:
化学3区
文献类型:
--
作者:
Xu Lin;Misaki Hirono;H. Kurata;T. Seki;Yukihiro Maruya;K. Nakayama;S. Yagai

文献摘要

相似文献

染料凝胶类材料是一种极具吸引力的光电子学应用功能软材料。有机设备的开发通常使用氯化溶剂。在这篇文章中,我们报道了一种以过二亚胺为官能团的柔性双脲可以作为一种有效的有机凝胶剂来处理几种氯化溶剂。双脲在CHCl3和1,1,2,2-四氯乙烷(TCE)中形成有机凝胶,但在CCl4中以毫摩尔浓度形成粘性溶液。UV/Vis和荧光光谱、原子力显微镜和透射电子显微镜的观察表明,双脲在CCl4中形成了可溶的超分子聚合物,而在微摩尔浓度的CHCl3和TCE中则以单体或至少低聚形式存在。这些结果表明,凝聚过程的差异可以解释在氯化溶剂中的凝胶化行为。利用粘性CCl4溶液,我们制备了顶接触有机场效应晶体管。器件为n型半导体,迁移率为1.5x10−5cm2 V−1 S−1。
Dye-incorporated gel-like materials are an attractive functional soft matter for optoelectronic applications. Chlorinated solvents are commonly used for the development of organic devices. Herein, we report that a perylene-bisimide-functionalized flexible bisurea can work as an efficient organogelator for several chlorinated solvents. The bisurea formed organogels in CHCl3 and 1,1,2,2-tetrachloroethane (TCE), but it gave viscous solutions in CCl4 at millimolar concentrations. UV/vis and fluorescence spectroscopies, atomic force microscopy, and transmission electron microscopy observation of the diluted solutions revealed that the bisurea forms soluble supramolecular polymers in CCl4 whereas it exists as monomeric or at least oligomeric species in CHCl3 and TCE at micromolar concentrations. These results suggest that differences in the aggregation process could explain the gelation behavior in chlorinated solvents. By using a viscous CCl4 solution, we fabricated top contact organic field effect transistors. The devices showed n-type semiconductivity with a mobility of 1.5×10−5 cm2 V−1 s−1.