Molecular Crystals and Liquid Crystals, Vol.461, 15-28, 2006
Mesogenic Schiff's base esters with a methoxyethyl tail
Two new mesogenic homologous series, each consisting of a methoxyethyl tail and a Schiff's base central linkage, have been synthesized by condensing 2-methoxyethyl 4-aminobenzoate with different 4-n-alkoxybenzaldehydes or 4-n-alkoxybenzoyloxybenzaldehydes to give series I and series II, respectively, and their mesomorphic behavior was studied. In series I, 2-methoxy ethyl 4-(4'-n-alkoxybenzylidine) aminobenzoates, the n-butoxy derivative is nonmesogenic whereas higher homologues exhibit the SmA mesophase. In series II, 2-methoxyethyl 4"-[4-(4'-n-alkoxybenzoyloxy) benzylidene] aminobenzoates, all the twelve compounds synthesized exhibit mesomorphism. Methoxy to n-octyloxy derivatives exhibit an enantiotropic nematic mesophase. The smectic A mesophase commences from n-propoxy derivative and persists up to the last homologue synthesized. The mesomorphic properties of both series are compared with each other and also with the properties of other structurally related series to evaluate the effects of the ethoxyethyl chain on mesomorphism.