Synthesis, Self-assembly and Optoelectronic Properties of Heteroaromatic Chromophores

  • Claudia Aurisicchio

Student thesis: Doc typesDoctor of Sciences

Abstract

Conjugated molecules constitute the elemental bricks of molecular materials that have given rise to considerable research efforts in basic and applied material science to develop new materials for information, communication and lighting technologies. The ambitions of the present work consisted to have a detailed understanding on the relationships between properties and the structure of π-conjugated molecules. To do this end, different classes of π-conjugated organic compounds were investigated delving into their synthetic processes and chimico-physical features. The first part of the present doctoral thesis describes the synthesis and unprecedented photophysical properties of novel linear π-conjugated organic molecules to design wavelength shifters for an important medical imaging technique, the Positron Emission Tomography. Specifically, to achieve the wavelength conversion two approaches were considered, the push-pull approach and the heteroatom effect. The second part of this work addressed instead a different category of π-conjugates, namely the extended π-conjugated porphyrin macrocycle. Porphyrins were here exploited to study their interactions with metallic surfaces and their ability to form patterned surface based on unique two-dimensional supramolecular assemblies. Specifically, the self-assembly processes were formed through non-covalent interactions between novel pyridyl-substituted porphyrins and investigated by means of the Scanning Tunneling Microscopy (STM) technique. The third and last part focused on the preparation and physical characterization of diverse porphyrin-derived Double-Walled Carbon Nanotubes (DWCNTs) conjugates with the aim of get insights on the structural and electronic properties of these materials. In particular, COOH-derived DWCNTs, produced by means of a three-step oxidative protocol, were covalently linked to a porphyrin molecule. The synthesized DWCNTs-conjugates were also implemented in multilayered-type devices, fabricated with the aim of investigating the interaction of the porphyrin-derived CNTs with polymeric poly(3-hexylthiophene)-pyrene containing small amounts of [60]PCBM.
Date of Award27 Oct 2011
Original languageEnglish
Awarding Institution
  • University of Namur
SupervisorDavide BONIFAZI (Supervisor), Stephane VINCENT (President), Harry Anderson (Jury), Andréa Barbieri (Jury), Michele Maggini (Jury) & Roberto Lazzaroni (Jury)

Keywords

  • Pi-conjugated organic molecules
  • Heavy atom effect
  • Porphyrins
  • Self-assembly
  • Nanutubes

Cite this

Synthesis, Self-assembly and Optoelectronic Properties of Heteroaromatic Chromophores
Aurisicchio, C. (Author). 27 Oct 2011

Student thesis: Doc typesDoctor of Sciences