Asymmetric banana-shaped liquid crystals with two different terminal alkoxy chains

Abstract

Two series of asymmetric banana-shaped compounds have been synthesized and studied. In the 1,3-phenylene bis[4-(4′-alkoxybenzoyloxy)]benzoate series the lack of symmetry was derived solely from the difference in length of the two terminal alkoxy chains. In the 3,4′-biphenylene bis[4-(4′-alkoxybenzoyloxy)]benzoate series the asymmetric nature originates from the 3,4′-substitution of the central biphenyl group and from the difference in length of the two terminal chains. All the melting points of the asymmetrical compounds in the series with the central phenyl unit are lower than those of the symmetrical compounds. The liquid crystalline B₁ or B₂ phase was retained in all cases. In the series with the central biphenyl unit the compounds with the shortest chain attached to the para-position of the central biphenyl unit have the lowest melting points. A significant lowering of the melting points in comparison with the symmetrically substituted compounds, however, could not be achieved. All the compounds of both series show a layer spacing which is comparable to those of the symmetrically substituted parent compounds. The observed switching behaviour of both the symmetric and asymmetric compounds with a B₂ phase was antiferroelectric.