Symmetrical and asymmetrical liquid crystal dimers: synthesis, characterisation and mesomorphic behaviour

ABSTRACT

A series of new asymmetrical liquid crystal dimers, R_nO–S2O–OR_n (n = 2–10), linked by an ethylene spacer having carbothiol – COS – and carboxyl – COO – linkages to the core centre of the molecule and bearing different lengths of terminal alkoxy chains were synthesised in order to study the effects of the length of the terminal alkoxy chains on mesomorphic properties. As well as, five symmetrical and asymmetrical dimers linked by butylene spacers bearing different linkages to the core and various terminal chains were also synthesized in order to study the effect of the nature of the spacer and terminal groups. The structures of the synthesised dimers were confirmed by physico-chemical techniques, i.e. FTIR, NMR and mass spectra. Differential scanning calorimetry and polarising optical microscopy verified the liquid crystal behaviour transition temperatures. The isotropic transition temperatures of the dimers R_nO–S2O–OR_n (n = 2–10) decreased with increasing length of alkoxy chain. Structural effects on the mesomorphic and physical properties were investigated in terms of alteration of carboxylate and thioester groups linking the spacer. The mesomorphic investigation reveals that all the dimers formed an enantiotropic Nematic phase except for dimer HO2SH which is not a liquid crystal.

Graphical abstract

KEYWORDS:

• Liquid crystal
• dimer
• mesogenic properties
• isotropic transition temperature

Disclosure statement

No potential conflict of interest was reported by the authors.

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