Non-symmetric liquid crystal dimer containing a carbohydrate-based moiety

Carbohydr Res. 2012 Oct 1:360:78-83. doi: 10.1016/j.carres.2012.07.018. Epub 2012 Aug 3.

Abstract

The synthesis and characterisation of a novel non-symmetric liquid crystal dimer, 1-[3-O-(D-glucopyranos-3-yl)]-8-[(4-methoxyazobenzene-4'-oxy)]octane is reported. This exhibits glassy behaviour and a highly interdigitated smectic A phase in which the aromatic and alkyl structural fragments overlap. Variable temperature infrared spectroscopy reveals that the strength and extent of hydrogen bonding within the system does not show a marked change at either the glass transition or at the smectic A-isotropic transition. This observation indicates that the smectic A-isotropic transition is driven by changes in the van der Waals interactions between the molecules while hydrogen bonded aggregates persist into the isotropic phase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azo Compounds / chemical synthesis
  • Azo Compounds / chemistry*
  • Carbohydrates / chemistry*
  • Dimerization
  • Glucose / analogs & derivatives*
  • Glucose / chemical synthesis
  • Glucose / chemistry
  • Liquid Crystals / chemistry*
  • Models, Molecular
  • Molecular Structure

Substances

  • Azo Compounds
  • Carbohydrates
  • Glucose