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Thermotropic Liquid Crystalline Properties of Cholesteryloxycarbonated and (8-Cholesteryloxycarbonyl) heptanoated Disaccharides  

Jeong, Seung-Yong (Department of Polymer Science and Engineering, Dankook University)
Ma, Yung-Dae (Department of Polymer Science and Engineering, Dankook University)
Publication Information
Polymer(Korea) / v.31, no.1, 2007 , pp. 58-67 More about this Journal
Abstract
Fully cholesteryloxycarbonated and (8-cholesteryloxycarbonyl) heptanoated disaccharide derivatives were synthesized by reacting cellobiose, maltose, and lactose with cholesteryl chloroformate or 8- cholesteryloxycarbonylheptanoyl chloride, and their thermotropic liquid crystalline properties were investigated. All the cholesteryloxycarbonated derivatives (CH1DSs) formed enantiotropic cholesteric phases, whereas all the (8-cholesteryloxycarbonyl) heptanoated derivatives (CH8DSs) exhibited monotropic cholesteric phases with left-handed helicoidal structures whose optical pitches (${\lambda}m) decrease with increasing temperature. All the CH1DSs, contrast with the CH8DSs, did not display reflection colors over the full cholesteric range, suggesting that the helicoidal twisting power of the cholesteryl group highly depends on the length of the spacer joining the cholesteryl group to the disaccharide chain. The thermal stability and degree of order in the mesophase and the temperature dependence of the ${\lambda}m$ observed for EH8DSs were entirely different from those reported for the cholesterol-bearing dimers and triplet and the (8-cholesteryloxycarbonyl) heptanoated polysaccharide derivatives. The results were discussed in terms of the difference in the number of the mesogenic units per mole of repeating unit and the flexibility of the main chain.
Keywords
disaccharides; cholesterol; cholesteric phase; optical pitch; helicoidal sense;
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