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Anthraquinone catalysis in the glucose-driven reduction of indigo to leuco-indigo


Reference:

Vuorema, A., John, P., Keskitalo, M., Mahon, M. F., Kulandainathan, M. A. and Marken, F., 2009. Anthraquinone catalysis in the glucose-driven reduction of indigo to leuco-indigo. Physical Chemistry Chemical Physics, 11 (11), pp. 1816-1824.

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Official URL:

http://dx.doi.org/10.1039/b814149e

Abstract

Anthraquinone immobilised onto the surface of indigo microcrystals enhances the reductive dissolution of indigo to leuco-indigo. Indigo reduction is driven by glucose in aqueous NaOH and a vibrating gold disc electrode is employed to monitor the increasing leuco-indigo concentration with time. Anthraquinone introduces a strong catalytic effect which is explained by invoking a molecular "wedge effect" during co-intercalation of Na+ and anthraquinone into the layered indigo crystal structure. The glucose-driven indigo reduction, which is in effective in 0.1 M NaOH at 65 degrees C, becomes facile and goes to completion in the presence of anthraquinone catalyst. Electron microscopy of indigo crystals before and after reductive dissolution confirms a delamination mechanism initiated at the edges of the plate-like indigo crystals. Catalysis occurs when the anthraquinone-indigo mixture reaches a molar ratio of 1:400 (at 65 degrees C; corresponding to 3 mu M anthraquinone) with excess of anthraquinone having virtually no effect. A strong temperature effect (with a composite E-A approximate to 120 kJ mol(-1)) is observed for the reductive dissolution in the presence of anthraquinone. The molar ratio and temperature effects are both consistent with the heterogeneous nature of the anthraquinone catalysis in the aqueous reaction mixture.

Details

Item Type Articles
CreatorsVuorema, A., John, P., Keskitalo, M., Mahon, M. F., Kulandainathan, M. A. and Marken, F.
DOI10.1039/b814149e
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code13378

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