Adjustment of the Work Function of Pyridine and Pyrimidine Substituted Aromatic Self-Assembled Monolayers by Electron Irradiation

Adjustment of the Work Function of Pyridine and Pyrimidine Substituted Aromatic Self-Assembled Monolayers by Electron Irradiation
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DOI:
10.1021/acs.jpcc.7b03302
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发表时间:
2017-06
影响因子:
3.7
通讯作者:
E. Sauter;C. Yildirim;A. Terfort;M. Zharnikov
E. Sauter;C. Yildirim;A. Terfort;M. Zharnikov
中科院分区:
化学3区
文献类型:
--
作者:
E. Sauter;C. Yildirim;A. Terfort;M. Zharnikov

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自组装单分子膜(SAM)通过在电极和相邻有机层之间的界面处引入特定的偶极矩而经常用于操纵有机电子学中的注入势垒。这通常通过选择包含SAM-环境界面的适当偶极末端尾部基团来实现,最近通过将这样的基团嵌入分子骨架中来补充。在这里,我们表明,自组装膜的功函数也可以通过电子照射在一个相当宽的范围内,并在控制的方式,只要这些膜含有吡啶或嘧啶基团进行调整。这种效应通过具有末端吡啶基团或嵌入的嘧啶基团的几种代表性芳香族自组装膜的实例来证明。所观察到的行为可能与涉及这些部分中的氮原子的特定化学转化有关。具有嵌入的嘧啶基团的自组装膜特别有吸引力,因为该部分与嘧啶基团解耦。
Self-assembled monolayers (SAMs) are frequently used to manipulate injection barriers in organic electronics by introduction of a specific dipole moment at the interfaces between the electrodes and adjacent organic layers. This is usually achieved by the selection of a proper dipolar terminal tail group comprising the SAM–ambient interface, which was recently complemented by embedding such a group into the molecular backbone. Here we show that the work function of SAMs can also be adjusted by electron irradiation in a quite broad range and in controlled fashion as far as these films contain pyridine or pyrimidine group. This effect is demonstrated by the example of several representative aromatic SAMs with either terminal pyridine group or embedded pyrimidine group. The observed behavior is presumably related to specific chemical transformations involving the nitrogen atoms in these moieties. The SAMs with the embedded pyrimidine group are then especially attractive because this moiety is decoupled from t...