Abstract

In order to develop novel oligothiophene-based liquid crystals capable of hydrogen bonding, new terthiophene derivatives containing an alkylamide group, N, N′-dialkyl-5,5″-dichloro-2,2′:5′,2″-terthiophene-4,4″-dicarboxamide (DNC n DCl3T, n=8, 18), N, N′-dialkyl-5,5″-dibromo-2,2′:5′,2″-terthiophene-4,4″-dicarboxamide (DNC n DBr3T, n=5, 8, 16, 18), or N, N′-dialkyl-5,5″-diiodo-2,2′:5′,2″-terthiophene-4,4″-dica-rboxamide (DNC n DI3T, n=8, 18), were designed and synthesized, and their thermal behaviour was examined. It was found that DNC 18DCl3T, DNC 18DI3T and DNC n DBr3T ( n=8, 16, 18) form a smectic A phase and that the alkyl chain length greatly affects liquid crystal phase formation. The absence of liquid crystallinity in the corresponding ester derivatives suggests that intermolecular hydrogen bonding also plays a role in the formation of a liquid crystal phases in the DNC n DBr3T system.

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