Collect. Czech. Chem. Commun. 2004, 69, 1161-1168

Molecular Networks Forming Crystalline and Liquid Crystalline Phases by Combined Hydrogen-Bonding and Ionic Interactions

Mir Wais Hosseinia,*, Dimitris Tsiourvasb, Jean-Marc Planeixa, Zili Sideratoub, Nicolas Thomasa and Constantinos M. Paleosb,*

a Institut Le Bel, Université Louis Pasteur, Strasbourg, France
b Institute of Physical Chemistry, NCSR "Demokritos", 15310, Aghia Paraskevi, Attiki, Greece


Molecular recognition of cyclic bisamidinium dication with a series of 4-alkoxybenzoates afforded materials exhibiting lamellar crystalline structures at low temperatures and highly ordered smectic phases at higher temperatures. The liquid crystalline behaviour was investigated by differential scanning calorimetry, polarized optical microscopy and established by X-ray diffraction. Combined hydrogen-bonding and ionic interactions resulted in supramolecular networks which have sufficient stability to maintain their structure at high temperatures following the melting of the long alkyl chains.

Keywords: Hydrogen bonds; Liquid crystals; Amidinium salts; Amidines; Alkoxybenzoic acids; Self-assembly.

References: 19 live references.