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Multifunctional Supramolecular Dendrimers with an s ‐Triazine Ring as the Central Core: Liquid Crystalline, Fluorescence and Photoconductive Properties
Author(s) -
Bucoş Madalina,
Sierra Teresa,
Golemme Attilio,
Termine Roberto,
Barberá Joaquín,
Giménez Raquel,
Serrano José Luis,
Romero Pilar,
Marcos Mercedes
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201402646
Subject(s) - dendrimer , mesogen , supramolecular chemistry , mesophase , cyclic voltammetry , triazine , materials science , liquid crystal , moiety , crystallography , chemistry , polymer chemistry , photochemistry , electrochemistry , organic chemistry , crystal structure , liquid crystalline , optoelectronics , electrode
Novel liquid crystal (LC) dendrimers have been synthesised by hydrogen bonding between an s ‐triazine as the central core and three peripheral dendrons derived from bis(hydroxymethyl)propionic acid. Symmetric acid dendrons bearing achiral promesogenic units have been synthesised to obtain 3:1 complexes with triazine that exhibit LC properties. Asymmetric dendrons that combine the achiral promesogenic unit and an active moiety derived from coumarin or pyrene structures have been synthesised in order to obtain dendrimers with photophysical and electrochemical properties. The formation of the complexes was confirmed by IR and NMR spectroscopy data. The liquid crystalline properties were investigated by differential scanning calorimetry, polarising optical microscopy and X‐ray diffractometry. All complexes displayed mesogenic properties, which were smectic in the case of symmetric dendrons and their complexes and nematic in the case of asymmetric dendrons and their dendrimers. A supramolecular model for the lamellar mesophase, based mainly on X‐ray diffraction studies, is proposed. The electrochemical behaviour of dendritic complexes was investigated by cyclic voltammetry. The UV/Vis absorption and emission properties of the compounds and the photoconductive properties of the dendrons and dendrimers were also investigated