A non-oxidative approach toward chemically and electrochemically functionalizing Si(111)

A non-oxidative approach toward chemically and electrochemically functionalizing Si(111)
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DOI:
10.1021/ja062012b
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发表时间:
2006-07-26
影响因子:
15
通讯作者:
Heath, James R.
Heath, James R.
中科院分区:
化学1区
文献类型:
--
作者:
Rohde, Rosemary D.;Agnew, Heather D.;Heath, James R.

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描述了单晶硅(111)表面非氧化功能化的一般方法。硅表面采用两步氯化/烷基化化学完全乙酰化。通过Cu(I)催化的Huisgen 1,3-偶极环加成(“click”化学),将苯醌屏蔽伯胺附着在该表面。苯醌被电化学还原,导致分子的定量裂解并暴露出胺端。呈现羧酸的分子被固定在暴露的胺位点上。利用x射线光电子能谱(XPS)、傅里叶变换红外光谱(FTIR)、循环伏安法(CV)和接触角测量法对功能化过程的各个步骤进行了表征和量化。这项工作代表了一种提供通用平台的策略,该平台可以在硅(111)表面最小氧化的情况下将有机和生物分子结合在硅(111)上。
A general method for the non-oxidative functionalization of single-crystal silicon(111) surfaces is described. The silicon surface is fully acetylenylated using two-step chlorination/alkylation chemistry. A benzoquinone-masked primary amine is attached to this surface via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition ("click" chemistry). The benzoquinone is electrochemically reduced, resulting in quantitative cleavage of the molecule and exposing the amine terminus. Molecules presenting a carboxylic acid have been immobilized to the exposed amine sites. X-ray photoelectron spectroscopy (XPS), Fourier transform infrared spectroscopy (FTIR), cyclic voltammetry (CV), and contact angle goniometry were utilized to characterize and quantitate each step in the functionalization process. This work represents a strategy for providing a general platform that can incorporate organic and biological molecules on Si(111) with minimal oxidation of the silicon surface.