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Comparative study of the electrosynthesis and characterization of films made from 1,1'-binaphthyl and 2-methoxynaphthalene




TekijätMeana-Esteban B, Kvarnstrom C, Ivaska A

KustantajaSPRINGER

Julkaisuvuosi2005

Lehti:Journal of Solid State Electrochemistry

Tietokannassa oleva lehden nimiJOURNAL OF SOLID STATE ELECTROCHEMISTRY

Lehden akronyymiJ SOLID STATE ELECTR

Vuosikerta9

Numero6

Aloitussivu450

Lopetussivu458

Sivujen määrä9

ISSN1432-8488

DOIhttps://doi.org/10.1007/s10008-004-0605-y


Tiivistelmä
Oligomers of 2-methoxynaphthalene and 1,1'-binaphthyl were electrochemically synthesized by cyclic voltammetry (CV) in 0.1 M tetrabutylammonium hexafluorophosphate-nitrobenzene (TBAPF(6)-NB). The redox characterization of the films was studied in monomer-free 0.1 M TBAPF(6)-NB and 0.1 M tetrabutylammonium hexafluorophosphate-acetonitrile (TBAPF(6)-ACN) solutions. The electrochemical response from the anodic charging (p-doping) of an oligo(1,1'-binaphthyl) film in both solvents consists of a continously increasing current without a well-defined oxidation peak. Upon discharging the film a distinct reduction peak can be seen. The p-doping response of an oligo(2-methoxynaphthalene) film in both solvents consists of a prepeak followed by a plateau until the new electrochemical process starts. On the reverse scan two poorly resolved reduction peaks which merge into a broad cathodic peak as the scan rate increases can be observed. The cathodic charging and discharging (n-doping) response of 2-methoxynaphthalene film in 0.1 M TBAPF(6)-ACN consists of a broad and well-defined redox peak. The structures of the film were studied by Raman and Fourier transform infrared spectroscopy (FTIR). Both techniques provide complementary vibrational information on the coupling of the starting materials studied. The morphologies of the electrosynthesized films were studied by scanning electron microscopy (SEM). The influence of the two substituents, the methoxy and naphthyl groups, on the electrosynthesis properties of the naphthalene molecule was studied.



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