Synthesis and Evaluation of Perylenebisimide-Derived Donor-Sigma-Acceptor Molecules as Electrical Rectifiers

轨道能级的Aviram-Ratner模型预测供体sigma -受体(D-？a)分子只向一个方向传递电子，即D-？-分子应该能使电发生纠偏。在这个项目中，一类新的材料含有苝（二碳酰亚胺）作为新的D-？- a受体和/或相关的四烷基苝作为新的D-？-供体，将准备和评估作为电流的潜在整流器。这些基团的分子轨道水平对于D-？——任务。基于苝的供体和受体有两个合成把手，允许方便的连接-？-它们之间的桥梁，以及“尾巴”的另一端。这些尾部既可以提高溶解度，又可以形成评估整流所需的单分子层。单层膜将被控制在D-？-A还是-A ？d方向通过适当选择尾巴。相对极性的聚乙二醇（PEG）尾部与非极性的烷基尾部相比，可以改善某些目标的电流流动。鉴于最近有报道称D-？-多层和D-？- a单层，Aviram-Ratner模型适用于D-？——单层膜。提出的研究将测试这些系统。D - ?-目标将在密西西比大学合成，并将在阿拉巴马大学评估成膜性和电性能。分子尺度整流的研究具有深远的实际意义，因为它可以使电子器件大大小型化。这是纳米电子学领域的一个重要目标。该项目为密西西比州和阿拉巴马州的年轻少数民族科学家的培训提供了重要的机会。

The Aviram-Ratner model of orbital energy levels predicts that monolayer arrays of Donor Sigma-Acceptor (D-?-A) molecules will pass electrons in only one direction, that is, D-?-A molecules should be able to rectify electricity. In this project a new class of materilas incorporating perylenebis(dicarboximide) as a new D-?-A acceptor, and/or a related tetralkylperylene as a new D-?-A donor, will be prepared and evaluated as potential rectifiers of electrical current. The molecular orbital levels of these groups are well situated for the D-?-A task. The perylene-based donors and acceptors have two synthetic handles, allowing the convenient attachment of the -?- bridge between them, as well as "tails" to the other ends. These tails are required both to improve solubility and to permit the formation of the monolayers required to evaluate rectification. Monolayer films will be controlled to form in either the D-?-A or A-?-D orientation by the appropriate selection of tails. The relatively polar polyethyleneglycol (PEG) tails proposed for some targets should improve current flow compared to nonpolar alkyl tails. Whereas rectification has been reported recently from D-?-A multilayers as well as from D-?-A monolayers, the Aviram-Ratner model properly applies to D-?-A monolayers. The proposed research will test these systems. . The D-?-A targets will be synthesized at the University of Mississippi, and will be evaluated for film-formation and electrical properties at the University of Alabama.%%%The investigation of molecular-scale rectification is of far-reaching practical interest because it could lead to greatly miniaturized electronic devices. This is an important goal in the world of nanoelectronics. This project provides a significant opportunity for substantial advancements in the training of young minority scientists from Mississippi and Alabama.