Three sugar-integrated gelators bearing a p-aminophenyl group which are expected to exert a hydrogen-bonding effect and a metal coordination effect on the gelation ability were synthesised. α-D-Galactose-based 2b was only soluble or precipitated and β-D-glucose-based 4b gelated only two of 15 solvents tested herein whereas α-D-glucose-based 1b acted as an excellent gelator which could gelate 8 solvents. The sol - gel phase-transition temperature (Tgel) values for 1b were higher by 41-78 °C than those for α-D-glucose-based 1a bearing a p-nitrophenyl group. The spectral studies indicated that this gel reinforcement is due to the hydrogen-bonding interaction including the amino group. The Tgel values for the ethanol gel of 1b were markedly improved by the addition of AgNO3, CoCl2 or CdCl2. The detailed examination of a 1b + CoCl2 gel system in ethanol showed that the gel is stabilised by the 'cross-link' of 1b molecules by the Co(II) - amino group interaction. This is the first and a convenient method for the metal reinforcement of organic gels.
|Number of pages||6|
|Journal||Journal of the Chemical Society. Perkin Transactions 2|
|Publication status||Published - Oct 1999|
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