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首页> 外文期刊>Chemistry: A European journal >Effects of Alkyl Chain Length and Hydrogen Bonds on the Cooperative Self-Assembly of 2-Thienyl-Type Diarylethenes at a Liquid/Highly Oriented Pyrolytic Graphite (HOPG) Interface
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Effects of Alkyl Chain Length and Hydrogen Bonds on the Cooperative Self-Assembly of 2-Thienyl-Type Diarylethenes at a Liquid/Highly Oriented Pyrolytic Graphite (HOPG) Interface

机译：烷基链长和氢键对2-噻吩型双芳烃在液体/高取向热解石墨（HOPG）界面上协同自组装的影响

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摘要

An appropriate understanding of the process of self-assembly is of critical importance to tailor nanostructured order on 2D surfaces with functional molecules. Photochromic compounds are promising candidates for building blocks of advanced photoresponsive surfaces. To investigate the relationship between molecular structure and the mechanism of ordering formation, 2-thienyl-type diarylethenes with various lengths of alkyl side chains linked through an amide or ester group were synthesized. Their self-assemblies at a liquid/solid interface were investigated by scanning tunneling microscopy (STM). The concentration dependence of the surface coverage was analyzed by using a cooperative model for a 2D surface based on two characteristic parameters: the nucleation equilibrium constant (K-n) and the elongation equilibrium constant (K-e). The following conclusions can be drawn. 1)The concentration at which a stable 2D molecular ordering is observed by STM exponentially decreases with increasing length of the alkyl chain. 2)Compounds bearing amide groups have higher degrees of cooperativity in self-assembly on 2D surfaces (i.e., sigma, which is defined as K-n/K-e) than compounds with ester groups. 3)The self-assembly process of the open-ring isomer of an ester derivative is close to isodesmic, whereas that of the closed-ring isomer is cooperative because of the difference in equilibrium constants for the nucleation step (i.e., K-n) between the two isomers.
机译：对自组装过程的适当理解对于调整具有功能分子的2D表面上的纳米结构顺序至关重要。光致变色化合物有望成为高级光响应表面的基础材料。为了研究分子结构与有序形成机理之间的关系，合成了具有不同长度的通过酰胺基或酯基连接的烷基侧链的2-噻吩基型二蒽。通过扫描隧道显微镜（STM）研究了它们在液体/固体界面的自组装。基于两个特征参数：成核平衡常数（K-n）和延伸平衡常数（K-e），使用二维模型的合作模型分析了表面覆盖率的浓度依赖性。可以得出以下结论。 1）通过STM观察到稳定的2D分子有序排列的浓度随着烷基链长度的增加呈指数下降。 2）带有酰胺基的化合物比带有酯基的化合物在2D表面上的自组装（即sigma，定义为K-n / K-e）具有更高的协同性。 3）酯衍生物的开环异构体的自组装过程接近等当性，而闭环异构体的自组装过程是协同的，因为在成核步骤之间，成核步骤的平衡常数（即Kn）不同。两个异构体。

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