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单异氰基和二异氰基薁与金表面的相互作用:涉及薁骨架的自组装单分子层膜的首个实例。

Interaction of mono- and diisocyanoazulenes with gold surfaces: first examples of self-assembled monolayer films involving azulenic scaffolds.

作者信息

DuBose David L, Robinson Randall E, Holovics Thomas C, Moody David R, Weintrob Edward C, Berrie Cindy L, Barybin Mikhail V

机构信息

Department of Chemistry, The University of Kansas, Lawrence Kansas 66045, USA.

出版信息

Langmuir. 2006 May 9;22(10):4599-606. doi: 10.1021/la0532050.

DOI:10.1021/la0532050
PMID:16649770
Abstract

The formation and properties of a new class of self-assembled monolayers (SAM) of aryl isocyanides and diisocyanides based on the nonbenzenoid azulenic framework have been investigated using FTIR spectroscopy and ellipsometry. Syntheses of several new members of the isocyanoazulene family, a recently established type of aryl isocyanides, are reported as well. The FTIR spectra for the isocyanoazulene derivatives absorbed on the gold surface indicate the terminal upright coordination of every isocyanoazulene molecule studied. In addition, the ellipsometric thicknesses have been measured and are consistent with those calculated for single monolayers of the isocyanides oriented along the surface normal. Unlike SAMs of some benzenoid aryl isocyanides, the nonbenzenoid isocyanoazule-based SAMs proved resistant to oxidation, oligomerization, and isomerization into the corresponding nitriles under ambient conditions, which is an important prerequisite to their future applications.

摘要

利用傅里叶变换红外光谱(FTIR)和椭偏仪研究了基于非苯并薁骨架的一类新型芳基异腈和二异腈自组装单分子层(SAM)的形成及性质。还报道了异腈薁家族(最近新发现的一种芳基异腈类型)几个新成员的合成方法。金表面吸附的异腈薁衍生物的FTIR光谱表明,所研究的每个异腈薁分子都呈末端直立配位。此外,已测量了椭偏厚度,其与沿表面法线取向的异腈单分子层的计算厚度一致。与某些苯型芳基异腈的SAM不同,基于非苯并异腈薁的SAM在环境条件下被证明具有抗氧化、抗低聚以及抗异构化为相应腈的特性,这是其未来应用的一个重要前提。

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