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Aggregation Processes of Perylene Bisimide Diimidazolium Salts
Author(s) -
D'Anna Francesca,
Marullo Salvatore,
Lazzara Giuseppe,
Vitale Paola,
Noto Renato
Publication year - 2015
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.201502240
Subject(s) - perylene , chloroform , dichloromethane , isodesmic reaction , supramolecular chemistry , stacking , hydrogen bond , solvent , alkyl , chemistry , dynamic light scattering , lamellar structure , photochemistry , organic chemistry , materials science , crystallography , molecule , nanotechnology , nanoparticle
Abstract The supramolecular aggregation of three diimidazolium‐functionalized perylene bisimides, differing in the alkyl chain length was investigated. These salts form aggregates in solvents like chloroform, dichloromethane, and glycerol. Solvent‐, concentration‐, and temperature‐dependent spectroscopic studies were carried out, evidencing the occurrence of an isodesmic, enthalpy‐driven aggregation process, underpinned by π–π stacking and hydrogen bonding. Moreover, dynamic light scattering (DLS) measurements and SEM images revealed that these salts aggregate in chloroform into elongated structures.