Raymond M. Gipson, P. Sampson, A. Seed
Dec 21, 2009
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Journal
Liquid Crystals
Abstract
The synthesis of a family of alkyl 5-(4-hexyloxyphenyl)thieno[3,2-b]thiophene-2-carboxylate liquid crystals is described. The synthetic methodology utilised includes a Fiesselmann synthesis of the thieno[3,2-b]thiophene core, and the first report of a completely regioselective α-bromination of the resulting thieno[3,2-b]thiophene-2-carboxylate ester. The target materials display enantiotropic smectic A phases with melting points and transition temperatures that are significantly higher than their phenyl analogues. The synthesis and mesomorphic behaviour of these new materials is reported and discussed.