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Supramolecular Organization of Model Polycyclic Aromatic Molecules: Comparison of 2D and 3D Assemblies
ChemNanoMat ( IF 2.6 ) Pub Date : 2019-09-05 , DOI: 10.1002/cnma.201900415
Gijo Raj 1 , Yoshihiro Kikkawa 2 , Luca Catalano 1 , Renu Pasricha 1 , Yasuo Norikane 2 , Panče Naumov 1
Affiliation  

The spatial organization of polycyclic aromatic molecules during adhesion on a solid/liquid interface is the key event of a plethora of natural and industrial processes. Herein, we report the supramolecular assembly of violanthrone‐79—a model of asphaltenes, an intractable mixture of polycyclic aromatics from crude oil—at the solid‐liquid interface between highly oriented pyrolytic graphite (HOPG) and a hydrophobic medium (1‐phenyloctane). High‐resolution scanning tunneling microscopy revealed that molecules of violanthrone‐79 readily self‐assemble on the surface in supramolecular “nanoring” structures. The lattice parameters of the 2D unit cell are on the same order as those determined from a bulk single crystal. Transmission electron microscopy showed long‐range ordered patterns, and the spacing between the fringes is in agreement with the inter‐planar distances between aromatic cores of molecules that are helically arranged around the [001] axis in the 3D crystal. The results confirm that upon adsorption on solid/liquid interfaces, polycyclic aromatic molecules such as violanthrone‐79 form supramolecular assemblies by interaction with the substrate and self‐association, and this process could be the initial step of deposition of asphaltenes on carbonaceous oil reservoir walls and production tubing.

中文翻译:

模型多环芳族分子的超分子组织:2D和3D程序集的比较。

在固/液界面上粘附期间多环芳族分子的空间组织是大量自然和工业过程的关键事件。本文中,我们报告了高取向热解石墨(HOPG)和疏水介质(1-苯基辛烷)的固液界面上的violanthrone-79的超分子组装-沥青质的模型,是原油中多环芳烃的难处理混合物。 。高分辨率扫描隧道显微镜显示,violanthrone-79分子易于以超分子“纳米化”结构自组装在表面上。2D晶胞的晶格参数与从块状单晶确定的晶格参数处于相同的顺序。透射电子显微镜显示远距离有序模式,条纹之间的间距与3D晶体中围绕[001]轴螺旋排列的分子的芳香核之间的平面间距一致。结果证实,在固/液界面上吸附后,多环芳族分子(例如violanthrone-79)通过与底物的相互作用和自缔合形成超分子组装,并且该过程可能是沥青质在碳质油藏壁上沉积的初始步骤。和生产油管。
更新日期:2019-09-05
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