A Colorimetric and Fluorimetric Three-Input Inverted Enabled OR Logic Array by Self-Assembly of a Rhodamine Probe in Micelles

A rhodamine B derivative appended with a hexyl chain has been synthesized as a colorimetric and fluorimetric probe and studied in three different micelles, sodium dodecyl sulfate (SDS), Triton X‐100, and cetyltrimethylammonium chloride (CTAC) in 1:4 (v/v) methanol/water solutions. UV/vis and fluores...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2015-03, Vol.4 (3), p.239-243
Main Authors: Caruana, Maria Victoria, Camilleri Fava, Matthew, Magri, David C.
Format: Article
Language:English
Subjects:
fluorescence
logic gates
micelles
Organic chemistry
rhodamine B
supramolecular chemistry
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Summary:A rhodamine B derivative appended with a hexyl chain has been synthesized as a colorimetric and fluorimetric probe and studied in three different micelles, sodium dodecyl sulfate (SDS), Triton X‐100, and cetyltrimethylammonium chloride (CTAC) in 1:4 (v/v) methanol/water solutions. UV/vis and fluorescence spectroscopic studies suggest that the hydrophobic hexyl chain anchors the probe in the vicinity of the water/membrane interface rather than in the bulk solution. A significant pKa shift of 4.5 units is observed in CTAC and Triton X‐100 relative to aqueous methanol solution, whereas no significant difference is observed in SDS. In CTAC and basic solution a nine‐fold decrease in the fluorescence intensity and absorbance are observed. These observations are rationalized by a spiro‐ring‐closing mechanism via lactam formation, which disrupts the conjugated xanthene chromophore. A three‐input inverted enabled OR (iEnOR) logic circuit is demonstrated in absorbance and fluorescence mode with CTAC, Triton X‐100 and alkali as the inputs via supramolecular assembly. It's logical! A three‐input inverted enable OR (iEnOR) logic circuit is demonstrated in absorbance and fluorescence mode with a rhodamine derivative with cetyltrimethylammonium chloride (CTAC), Triton X‐100, and alkali via supramolecular assembly in aqueous solution.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201402236