Alkane-tetrathiol induced formation of remarkably stable self-assembled monolayer and polymer films containing electroactive tetrathiafulvalene moieties on metal electrodes

Chemical Communications

Volumn , Issue 8, 1999, Pages 737-738

  Fujihara, Hisashi ^a   Nakai, Hidetaka ^a   Yoshihara, Masakuni ^a   Maeshima, Toshihisa ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE DERIVATIVE; TETRATHIAFULVALENE DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; ELECTROCHEMICAL DETECTION; ELECTRODE; POLYMERIZATION; SURFACE PROPERTY;

EID: 0033590986     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900960d     Document Type: Article

References (12)

1. Molecular Design of Electrode Surfaces, ed. R. W. Murray, Wiley-Interscience, New York, 1992.
2. A. Ulman, An Introduction to Ultrathin Organic Films, Academic Press, Inc., Boston, MA, 1991.
3. L. H. Dubois and R. G. Nuzzo, Annu. Rev. Phys. Chem., 1992, 43, 437; A. Ulman, Chem. Rev., 1996, 96, 1533.
4. L. H. Dubois and R. G. Nuzzo, Annu. Rev. Phys. Chem., 1992, 43, 437; A. Ulman, Chem. Rev., 1996, 96, 1533.
5. A. Deronzier and J. C. Moutet, Acc. Chem. Res., 1989, 22, 249; J. Roncali, Chem. Rev., 1992, 92, 711.
6. A. Deronzier and J. C. Moutet, Acc. Chem. Res., 1989, 22, 249; J. Roncali, Chem. Rev., 1992, 92, 711.
7. +). The synthesis of 1, 2 and related compounds will be reported elsewhere.
8. Most electrochemical studies of self-assembled monolayers carried out to date have used aqueous media. The properties of self-assembled monolayers in organic solvents have been discussed: K. A. Groat and S. E. Creager, Langmuir, 1993, 9, 3668 and references therein.
9. The tetramethylsulfide of 1 did not polymerize upon repeated electrochemical oxidation. This result indicates that the tetrathiol needs to form polymer films for this to occur.
10. 8 The polymerization may proceed via the formation of disulfide linkages upon oxidation of the thiol groups of 1. Mechanistic studies for the electropolymerization of tetrathiol 1 are in progress.
11. The surface coverage of the polymer films on the electrode can be controlled by cycling times.
12. 4