title: Polycyclic aromatic hydrocarbons connected with Schiff base linkers: Experimental and theoretical photophysical characterization and electrochemical properties.
abstract: A series of polyaromatic hydrocarbons with anthracene, phenanthrene and pyrene units connected with Schiff base junctions were synthesized via condensation of p-phenylenediamine and hydrazine with selected aldehydes. The effect of both hydrocarbon structures and presence of N-N- or phenyl- linked diimines on properties of the prepared azines and azomethines was analyzed. The obtained compounds were soluble in common organic solvents and melted in the range of 226-317°C. Their photophysical and electrochemical properties were investigated by UV-vis, photoluminescence spectroscopies and cyclic voltammetry (CV), respectively. Moreover, a density functional theory (DFT) was applied for calculation of their electronic and geometric structures as well as absorption and emission spectra. Additionally, their electron acceptor activity was preliminary tested in photovoltaic experiment.
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, 34 M. Curie-Sklodowska Str., 41-819 Zabrze, Poland.
authors.forename: Danuta
authors.initials: D
authors.lastname: Sęk
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, 34 M. Curie-Sklodowska Str., 41-819 Zabrze, Poland.
authors.forename: Mariola
authors.initials: M
authors.lastname: Siwy
authors.affiliation: Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland.
authors.forename: Jan Grzegorz
authors.initials: JG
authors.lastname: Małecki
authors.affiliation: Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland.
authors.forename: Sonia
authors.initials: S
authors.lastname: Kotowicz
authors.affiliation: Institute of Materials Science, University of Silesia, 1 75 Pulku Piechoty Str., 41-500 Chorzow, Poland.
authors.forename: Sylwia
authors.initials: S
authors.lastname: Golba
authors.affiliation: Faculty of Chemical Engineering and Technology, Cracow University of Technology, 24 Warszawska Str., 31-155 Krakow, Poland.
authors.forename: Elżbieta M
authors.initials: EM
authors.lastname: Nowak
authors.affiliation: Institute of Physics, Cracow University of Technology, 1 Podchorazych Str., 30-035 Krakow, Poland.
authors.forename: Jerzy
authors.initials: J
authors.lastname: Sanetra
authors.affiliation: Centre of Polymer and Carbon Materials, Polish Academy of Sciences, 34 M. Curie-Sklodowska Str., 41-819 Zabrze, Poland; Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland. Electronic address: eschab-balcerzak@cmpw-pan.edu.pl.
authors.forename: Ewa
authors.initials: E
authors.lastname: Schab-Balcerzak
keywords: Azines; Azomethines; DFT calculations; Electrochemistry; Photoluminescence; Schiff bases