Please use this identifier to cite or link to this item: http://hdl.handle.net/10077/3609
Title: Heteroacenes as potential materials for molecular electronics
Other Titles: Nuovi eteroaceni potenziali materiali per elettronica molecolare
Authors: Kulisic, Niksa
Supervisore/Tutore: Prato, Maurizio
Issue Date: 26-Mar-2010
Publisher: Università degli studi di Trieste
Abstract: 
In this thesis, different strategies for obtaining azaacenes suitable for solution-based
processing techniques have been investigated and developed.
The first synthetic approach involved the condensation of commercially available
compounds which include the diamines 2,3-diaminobenzene, 2,3-diaminonaphtalene
and 2,3-diaminophenazine and the bromoanilic acid and embelin. This synthetic route
yielded a series of dihydroazaacenes with 5 and 7 fused aromatic rings. The low
overall solubility of this azaacenes did not permit an extensive characterization of the
compounds.

A second synthetic approach was developed to investigate both C-N exchange and
lateral expansion of the π-conjugation. Through this approach a tetraazaoctacene
derivative was obtained and characterized. However it lacked of solubility necessary
for being compatible with solution-processing techniques.

A third strategy was based on the introduction of solubilizing groups on such
extended tetraazaoctacene core. While the di-substitution did not render the
azaoctacene soluble in neutral media, tetra-substitution yielded a derivative with
enhanced solubility in neutral solvent.
metadata.dc.subject.classification: SCUOLA DI DOTTORATO DI RICERCA IN SCIENZE E TECNOLOGIE CHIMICHE E FARMACEUTICHE
Description: 
2008/2009
Keywords: Heteroacenes
semiconductors
electronics
polyaromatic molecules
synthesis design
Language: en
Type: Doctoral Thesis
Settore scientifico-disciplinare: CHIM/06 CHIMICA ORGANICA
NBN: urn:nbn:it:units-8854
Appears in Collections:Scienze chimiche

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