Table of Contents
ISRN Organic Chemistry
Volume 2012 (2012), Article ID 976178, 11 pages
http://dx.doi.org/10.5402/2012/976178
Research Article

Synthesis and Optoelectronic Characterization of Some Star-Shaped Oligomers with Benzene and Triphenylamine Cores

Electroactive Polymers Department, Institute of Macromolecular Chemistry “Petru Poni”, 41A Gr. Ghica Voda Alley, 700487 Iasi, Romania

Received 27 April 2012; Accepted 13 June 2012

Academic Editors: F. V. Gonzalez and F. L. Van Delft

Copyright © 2012 Teofilia Ivan et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Six star-shaped oligomers containing triphenylamine (D1D3) and benzene unit (D4D6) as cores have been synthesized by Wittig condensation or Heck coupling reaction using aromatic aldehydes and triphenylphosphonium salts or aromatic halogenated compounds with vinyl triphenylamine. All oligomers have well-defined molecular structure and high purity. Characterization of the oligomers was made by FT-IR, 1H-NMR spectroscopy, UV-Vis, and fluorescence spectroscopy. The electrochemical behavior was studied by cyclic voltammetry (CV). The cyclic voltammograms have revealed that oligomers undergo quasireversible or irreversible redox processes. The irreversible process is associated with electrochemical polymerization of oligomers by dimerization of unsubstituted triphenylamine groups. Thermal characterization was accomplished by TGA and DSC methods and evidenced that all oligomers were stable materials until 250°C and have formed stable molecular glasses after first heating scan.