Considerações a Respeito da Determinação de Parâmetros Eletrônicos de Moléculas Conjugadas por Meio de Medidas Eletroquímicas

Abstract

In this work were performed organic synthesis of the monomer derivatives of poly (p-phenylenevinylene) whose main interest was to obtain a monomer with an aromatic ring having attached two bromine atoms (this step not being performed), a cyano group, a side chain of six carbon atoms and a sulfonic group linked to the end of side chain. The syntheses were performed starting from the compound 2,5-dimethylphenol and adding the aromatic ring an iodine atom, made subsequently replacing the iodine atom by a cyano group, and the sequences of reactions by adding a side chain with six carbon atoms attached at its one end a sulfonic group. The characterization of the obtained compounds was performed by spectroscopy techniques, Infrared, nuclear magnetic resonance 1H and 13C and GC-MS. These analyzes showed that the structures of the proposed monomers were achieved almost entirely. Part of this doctoral work was performed in the laboratory of the Emeritus Professor Dr. Alan Maxwell Bond at Monash University, Melbourne - Australia, such as sandwich doctorate program. The study in Australia comprised learning and application of cyclic voltammetry technique ac coupled to Fourier transform in chemical reactions studying the kinetics of 1 and 2 electron transfer, in this case, taking as an example the molecule N,N,N',N'-Tetramethyl-p-phenylenediamine, TMPD. The molecular solvents used for the study of electron transfer in the molecule TMPD were acetone and acetonitrile, and the following ionic liquids: [BMPIPTFSI], [BMIM] [TFSI], [BMIm][BF4] and [BDMIM] [TF2N]. In all the results obtained it was found the process known as internal reference, where the first electron transfer reaction in the molecule, because it is faster, can be used to compare the values of the thermodynamic and kinetic parameters obtained in the first process with the parameter values obtained in the second electron transfer process in the same molecule.