Abstract
We investigated the self-assembled monolayers of octadehydrodibenzo[12]annulene (DBA) derivatives to see the effect of multiple intermolecular interactions on the formation of face-on vs edge-on configurations of planar compounds having weak core to core interactions at the liquid/graphite interfaces by means of scanning tunneling microscopy (STM). A DBA derivative having an N-dodecylamide chain at each end of the π-core formed face-on mode self-assemblies at the interfaces of both 1-phenyloctane (PO) and 1-octanoic acid (OA) and graphite. On the other hand, another DBA having both N-dodecylamide chains and methoxymethyl groups formed an edge-on mode self-assembly at the PO/graphite interface. However, at the OA/graphite interface, it formed a face-on mode self-assembly due to the solvent-molecule hydrogen bonds which suppress the intermolecular interactions. These results indicate that by multiple interactions between substituents the edge-on mode of self-assembly can be stabilized, rendering the otherwise unfavorable pattern be formed preferentially.
Original language | English |
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Pages (from-to) | 15977-15981 |
Number of pages | 5 |
Journal | Journal of Physical Chemistry C |
Volume | 119 |
Issue number | 28 |
DOIs | |
State | Published - 16 Jul 2015 |