Distinct differences in self-assembly of aromatic linear dicarboxylic acids

Self-assembly into two-dimensionally ordered supramolecular structures of three aromatic dicarboxylic acids-2,6-naphthalenedicarboxylic acid (NDA), 4,4'-biphenyldicarboxylic acid (BPDA), and 4,4'-stilbenedicarboxylic acid (SDA)-is studied at the liquid-solid interface by scanning tunneling...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 25(2009), 2 vom: 20. Jan., Seite 968-72
1. Verfasser: Heininger, Christoph (VerfasserIn)
Weitere Verfasser: Kampschulte, Lorenz, Heckl, Wolfgang M, Lackinger, Markus
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2009
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article 4,4'-biphenyldicarboxylic acid 4,4'-stilbenedicarboxylic acid Biphenyl Compounds Dicarboxylic Acids Naphthalenes Stilbenes 2,6-naphthalenedicarboxylic acid 1141-38-4
Beschreibung
Zusammenfassung:Self-assembly into two-dimensionally ordered supramolecular structures of three aromatic dicarboxylic acids-2,6-naphthalenedicarboxylic acid (NDA), 4,4'-biphenyldicarboxylic acid (BPDA), and 4,4'-stilbenedicarboxylic acid (SDA)-is studied at the liquid-solid interface by scanning tunneling microscopy. All compounds possess structural similarities, namely, two interconnected aromatic moieties and functionalization through two carboxylic groups in linear configuration. For all molecules, ordered monolayers were observed on a graphite substrate, and the resulting structures can be described as a dense packing of one-dimensionally hydrogen-bonded rows. However, concerning the stability of the adsorbate layers, the average domain size, and the degree of order, distinct differences were noticed. Supported by density functional theory (DFT) calculations, these differences are analyzed and explained as a consequence of molecular structure, adsorption geometry, and adsorption energy
Beschreibung:Date Completed 27.02.2009
Date Revised 13.01.2009
published: Print
Citation Status MEDLINE
ISSN:1520-5827
DOI:10.1021/la803055p