Molecular rectification: stabilised alignment of chevron-shaped dyes in hybrid SAM/LB structures in which the self-assembled monolayer is anionic and the Langmuir-Blodgett layer is cationic

Faraday Discussions
Geoffrey J AshwellAndrew Green

Abstract

The chevron-shaped dye, N-butyl-2,6-bis-[2-{4-(2-(4-dibutylaminophenyl)-vinyl)-phenyl}-vinyl]-pyridinium iodide, has a hydrophilic apex that is electron-accepting and hydrophobic it-bridged limbs that are electron-donating. It forms non-centrosymmetric monolayers at the air-water interface and when deposited, its LB films exhibit second-harmonic generation and asymmetric current-voltage (I-V) characteristics. However, the behaviour is short lived: molecular reorganisation causes the absorption maximum to shift from ca. 400 to 700 nm with suppression of the SHG and rectification. Long-term stability results when the cationic dye is LB deposited on an anionic surface, for example, a SAM formed via chemisorption of sodium 3-mercapto-1-propanesulfonate on a gold-coated substrate. The hybrid Au/SAM/LB device exhibits asymmetric I-V curves with rectification ratios of ca. 25 at +/- 1 V when investigated by scanning tunnelling spectroscopy and contacted by PtIr probes.

References

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Oct 3, 2002·Journal of the American Chemical Society·Man-Kit NgLuping Yu
Oct 9, 2002·Angewandte Chemie·Man-Kit Ng, Luping Yu
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Feb 19, 2005·Chemistry : a European Journal·Gregory HoMartin R Bryce

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Citations

Mar 22, 2006·Chemical Communications : Chem Comm·Geoffrey J Ashwell, Anna Chwialkowska
Aug 19, 2007·Journal of Colloid and Interface Science·Rakesh K PandeyV Lakshminarayanan
Oct 10, 2007·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Alberto GirlandoGeoffrey J Ashwell
Jun 9, 2012·Journal of the American Chemical Society·Martin M ThuoGeorge M Whitesides

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