TY - JOUR
T1 - Distinct differences in self-assembly of aromatic linear dicarboxylic acids
AU - Heininger, Christoph
AU - Kampschulte, Lorenz
AU - Heckl, Wolfgang M.
AU - Lackinger, Markus
PY - 2009/1/20
Y1 - 2009/1/20
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=60849088595&partnerID=8YFLogxK
U2 - 10.1021/la803055p
DO - 10.1021/la803055p
M3 - Article
C2 - 19090652
AN - SCOPUS:60849088595
SN - 0743-7463
VL - 25
SP - 968
EP - 972
JO - Langmuir
JF - Langmuir
IS - 2
ER -