Controlled functionalization and multistep chemical manipulation of covalently modified Si(111) surfaces
Controlled functionalization and multistep chemical manipulation of covalently modified Si(111) surfaces
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DOI：
10.1021/ja992032w
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发表时间：
1999-12-15
影响因子：
15
通讯作者：
Wayner, DDM
中科院分区：
文献类型：
--
作者：
Boukherroub, R;Wayner, DDM
在十一烷基酸乙酯存在下，用紫外辐照对端氢Si（111）表面进行共价修饰，得到Si(111)-C(10)H(20)CO(2)Et表面。可以对表面的酯基进行各种各样的化学处理。例如，用硼氢化钠还原得到以伯醇端部的表面。与烷基格氏试剂反应生成叔醇，叔醇可与乙酰氯酰化。最后，酯的水解导致羧酸末端表面，可以使用标准固相酰胺偶联方案偶联到氨基酸。通过稀释与长链烯烃反应的酯，可以控制酯函数的表面密度。这对最小化单层中烷基链填料的破坏和避免酯基的位阻有有益的影响。预计精确控制表面大分子之间平均距离的能力将对未来的分子电子、传感器和生物芯片技术产生影响。
A hydrogen-terminated Si(111) surface has been covalently modified by UV irradiation in the presence of ethyl undecylenate leading to a Si(111)-C(10)H(20)CO(2)Et surface. It is possible to carry out a diverse range of chemical manipulations of the ester group on the surface. For example, reduction with sodium borohydride provides a surface terminated with a primary alcohol. Reaction with an alkyl Grignard reagent gives a tertiary alcohol that can be acylated with acetyl chloride. Finally, hydrolysis of the ester leads to a carboxylic acid terminated surface that can be coupled to an amino acid using a standard solid phase amide coupling protocol. The surface density of the ester function can be controlled by dilution of the reacting ester with a long-chain alkene. This has the beneficial effects of minimizing the disruption of the alkyl chain packing in the monolayers and avoiding steric blocking of the ester group. It is expected that the ability to precisely control the average distance between large biomolecules on surfaces will impact on future molecular electronic, sensor, and biochip technologies.