Design, Synthesis, and Electrochemical Polymerization of Isotruxene-Derived Oligothiophenes
Date Issued
2011
Date
2011
Author(s)
Liu, Ting-An
Abstract
In this thesis, we report the design and synthesis of a series of isotruxene-derived oligothiophene, ITT1-ITT4, prepared through high yield routes of Suzuki coupling. Electropolymerization of the monomers resulted in highly stable 2D cross-linked conjugated polymer films (poly-ITT1-poly-ITT4).
As increasing the length of the oligothiophene arms, the absorption and fluorescence spectra of the monomers are red-shifted. Compared to truxene-based oligothiophenes, isotruxene derivatives exhibit more red-shifted spectra, because the para-ortho connection the phenylene rings in the latter allows stronger conjugation interaction. Cyclic voltammograms display reversible redox signals, and the low oxidation potentials of monomers are favorable for electrochemical polymerization.
The results and discussion of polymer films are divided into three parts:
1. The polymer films generated form electro-polymerization of monomers (ITT1-ITT4) show good photophysical and electrochemical stability. Their absorbance and emission spectra are thiophene length-dependent.
2. AFM images show that the morphology and roughness of polymer films depend on the size of monomers.
3. The polymer films exhibit obvious color change on going from the neutral state to the oxidized state. On the basis of UV-vis-NIR spectroelectrochemistry and cyclic voltammograms, the interactions among neutral, polaron, and bipolaron states also depend on the length of the oligothiophene arms.
Subjects
Electrochemical Polymerization
Oligothiophenes
Type
thesis
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