ABSTRACT: Cyclic voltammetry (CV) has been used to investigate the electrochemical behavior of three arylene vinylene oligomers containing
triphenylamine and carbazole units at the ends. The synthesis of oligomers was performed using Wittig reaction conditions,
between 4-formyltriphenylamine or 3-formyl-N-hexyl-carbazole and two diphosphonium salts. The cyclic voltammograms, recorded in anodic range of potentials, revealed that
the oligomers undergo quasi-reversible or irreversible redox processes. Polymer films were deposited on Pt electrode by CV
and CPE (Controlled Potential Electrolysis) methods. The polymer films obtained by electrochemical polymerization methods
show no solubility in all organic solvents and present similar FT-IR data with those polymers synthesized by chemical oxidative
polymerization. Characterizations of the oligomers were made by 1H-NMR spectroscopy, UV–Vis and fluorescence spectroscopy. Due to the lack of their solubility, the polymers obtained by electrochemical
methods were characterized only by FT-IR spectroscopy.
KeywordsArylene vinylene oligomers-Triphenylamine and carbazole derivatives-Cyclic voltammetry-Anodic oxidation-Electrochemical polymerization
Journal of Applied Electrochemistry 05/2012; 40(11):1967-1975. · 1.75 Impact Factor
ABSTRACT: An electrochemical study of two water-soluble aniline derivatives, N-(3-sulfopropyl) aniline (AnPS) and N-(3-sulfopropyl) p-aminodiphenylamine (DAnPS), in aqueous acidic electrolytic solutions containing different kinds of doping anions (Cl (-), SO(4) (2-), and ClO(4) (-)) was carried out. At sufficiently high anodic potential, the sulfonated aniline derivatives undergo oxidation processes yielding cation-radical and dimer intermediates, but no polymer deposition was observed on the working electrode surface. Experimental results showed that both aniline derivatives are electroactive compounds exhibiting redox behaviour in the range of potential of -0.2 V-1.6 V. Due to the self-doping effect induced by sulfonic groups, AnPS and DAnPS compounds have good electroactivity even in neat water solution. By adding a small amount of aniline into electrolytic system, thin layers of copolymers were deposited on the working electrode surface. The copolymer layers formed on the electrodes show a highly orientational and positional order, confirmed by AFM and XRD spectroscopic techniques. During the anodic oxidation processes some distinct colour changes were observed.
Journal of analytical methods in chemistry. 01/2012; 2012:737013.
ABSTRACT: Three imine macrocycles having rhomboidal shape were synthesized in good yields by [2+2] cyclocondensation reaction between equimolar quantities of (R,R)-1,2-diaminocyclohexane and 4,4'-bisformyl triphenylamine derivatives. The macrocycles structure was assigned by electrospray ionization mass spectrometry (ESI-MS), (1)H-NMR, and elemental analysis. UV, FTIR spectroscopy, and TG measurements were also used to characterize and prove the structure of these compounds. A conformational modification arising out of the rotation of triphenylamine group around the flexible cyclohexane-N bonds was observed in solution by (1)H-NMR and UV spectroscopy for all three macrocycles.
Organic & Biomolecular Chemistry 08/2010; 8(16):3638-43. · 3.70 Impact Factor
Polymer International 12/2009; 59(5):624 - 629. · 1.90 Impact Factor