Self-Assembled Monolayers of Perfluoroanthracenylaminoalkane Thiolates on Gold as Potential Electron Injection Layers.
Self-Assembled Monolayers of Perfluoroanthracenylaminoalkane Thiolates on Gold as Potential Electron Injection Layers.
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DOI：
10.1021/acsami.6b00532
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发表时间：
2016-03
影响因子：
9.5
通讯作者：
Zibin Zhang;Tobias Wächter;M. Kind;Swen Schuster;J. Bats;A. Nefedov;M. Zharnikov;A. Terfort
中科院分区：
文献类型：
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作者：
Zibin Zhang;Tobias Wächter;M. Kind;Swen Schuster;J. Bats;A. Nefedov;M. Zharnikov;A. Terfort
全氟菲(PFA)是一种具有较小禁带宽度和低价轨道的材料，可用于电极表面的修饰，例如作为n型有机半导体的电荷注入层。为了以自组装单分子膜(SAM)的形式共价连接PFA，我们开发了一种带有硫末端的衍生物，分别通过AN-NH-基和带有两个和三个亚甲基的短烷烃链连接到PFA的2-位。对自组装膜的光谱表征表明，分子在金表面呈近乎垂直的取向，堆积密度主要由PFA单元的空间需求决定。由于PFA单元的非对称连接，-NH-烷基连接基中的亚甲基数量对SAM结构的影响很小，这允许补偿弯曲势施加的取向限制。所研究的自组装膜使金的功函数改变了+(0.59-0.64)eV，表明有较强的退极化效应，影响功函数修正的程度。
As a material with relatively small band gap and low lying valence orbitals, perfluoroanthracene (PFA) is of interest for the modification of electrode surfaces, for example, as charge injection layers for n-type organic semiconductors. To covalently attach PFA in the form of self-assembled monolayers (SAMs), we developed a synthesis of derivatives with a sulfur termination, linked to the 2-position of the PFA moieties by an -NH- group and a short alkane chain with two and three methylene groups, respectively. Spectroscopic characterization of the SAMs reveals that the molecules adopt an almost upright orientation on the gold surface, with the packing density mostly determined by the steric demands of the PFA units. The number of the methylene groups in the -NH-alkyl linker has only a minor impact on the SAM structure because of the nonsymmetric attachment of the PFA units, which permits the compensation of the orientational constraints imposed by the bending potential. The investigated SAMs alter the work function of gold by +(0.59-0.64) eV, suggesting comparably strong depolarization effects, affecting the extent of the work function modification.