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Dalton Trans. 2006 Jun 21;(23):2785-93. Epub 2006 May 5.

The assembly of rotaxane-like dye/cyclodextrin/surface complexes on aluminium trihydroxide or goethite.

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  • 1School of Chemistry, University of Edinburgh, Joseph Black Building, Kings Buildings, West Mains Road, Edinburgh, UKEH9 3JJ.


Simple azo-dyes carrying phosphonic acid and arsonic acid substituents such as 4-(4-hydroxyphenyl azo)phenylphosphonic acid (5) and 4-(4-hydroxyphenylazo)phenylarsonic acid (6) bind more strongly to high surface area oxides such as aluminium trihydroxide and goethite than their carboxylic and sulfonic acid analogues and the phosphonate-functionalized dyes have been shown to have greater humidity fastness when printed onto commercial alumina-coated papers. Adsorption isotherm measurements provide evidence for the formation of ternary dye/cyclodextrin/surface complexes. Dyes which form such ternary complexes show higher light fastness when printed onto alumina coated papers in an ink formulation containing alpha-cyclodextrin.

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