A1 Refereed original research article in a scientific journal

Study of the electrochemical and optical properties of fullerene and methano[60]fullerenediphosphonate derivatives in solution and as self-assembled structures




AuthorsDamlin P., Hätönen M., Domínguez S., Ääritalo T., Kivelä H., Kvarnström C.

Publication year2014

JournalRSC Advances

Journal name in sourceRSC Advances

Volume4

Issue16

First page 8391

Last page8401

Number of pages11

ISSN2046-2069

DOIhttps://doi.org/10.1039/c3ra46740f(external)

Web address http://api.elsevier.com/content/abstract/scopus_id:84893176613(external)


Abstract
Four methanofullerenes with phosphonate groups attached to a C core were synthesized to probe their electrochemical and optical properties both in solution and as self-assembled monolayer structures (SAMs). As the methano[60]fullerenediphosphonate is a water soluble derivative of the fullerene it has high potential as an imaging molecule in biological applications and in optoelectronics. For the processing of fullerene based SAMs different electrode substrates (ITO, Au and Si) with specific anchoring groups (zirconium, cysteamine and amino-silane) were used. The formation of the C-SAMs to the surfaces were investigated by atomic force microscopy (AFM), infrared spectroscopy, contact angle measurements and cyclic voltammetry. Using cyclic voltammetry it was shown that the reduction potentials of substituted methanofullerenes, both in solution and as SAMs, were slightly higher as compared with formal potentials of the redox reactions of C. The AFM results show that the fullerene molecules produce surface features with an apparent height of ∼2 nm. The self-assembly strategy aims towards fabrication of electronic devices with improved interfacial contact, a prerequisite in order to obtain enhanced electron transfer between acceptor-donor materials. © 2014 The Royal Society of Chemistry.



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