Efficient double glycoconjugation to naturalize high molecular weight disperse dyes.

Commercially available Disperse Orange 29 (1a) and Disperse Red 1 (2a) were elaborated to glycoconjugated species, following a new version of a previously-described 'naturalisation' procedure. Glutamic acid was chosen to achieve a double glycoconjugation, which is essential to give to the original disperse dye a water solubility suitable for reaching optimal dyeing conditions. UV-vis plot of the 'naturalised' species showed negligible differences when compared to those of the commercial dyes.

'Naturalization' of textile disperse dyes through glycoconjugation: the case of a bis(2-hydroxyethyl) group containing azo dye.

A family of five strictly related glycoconjugated azo dyes (GADs), characterized by the presence of the same chromophore and a variable number (1-4) of deprotected hexose units, has been prepared by employing succinate bridges for connecting the azo dye and the sugar portions. The modulation of the hydrophilic portion determines the appreciable changes in the water solubility of GADs. In all the cases, however, hydrophobic fibres (polyester) were homogeneously dyed with GADs at temperatures lower than that used for original azo dyes, at atmospheric pressure, and avoiding the use of surfactants.