S. Ha, T. Koh, Yip-Foo Win
Oct 14, 2009
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Molbank
Abstract
Abstract: A heterocycle, 4-[(1,3-benzothiazol-2-ylimino)methyl]phenyl dodecanoate, was synthesized and its IR, 1 H NMR, 13 C NMR, elemental analysis and MS spectroscopic data are presented. This new compound exhibited smectic A phase. Keywords: 4-[(1,3-benzothiazol-2-ylimino)methyl]phenyl dodecanoate; heterocyclic liquid crystal; smectic A Schiff bases have attracted much attention ever since the discovery of the first room temperature liquid crystal, 4-methoxybenzylidene-4’-butylaniline [1]. Many kinds of heterocyclic structures, such as pyridine [2], furan [3], thiophene [4] and benzothiazole [5–7] have been introduced as core centre in liquid crystalline compounds. In this paper, we report the synthesis of a new Schiff base comprising the benzothiazole moiety: 4-[(1,3-benzothiazol-2-ylimino)methyl]phenyl dodecanoate. This new com-pound exhibits enantiotropic smectic A phase, as indicated by thermal (DSC) and polarizing optical microscopy studies. In analogy to a recently published procedure [8], a solution of 2-aminobenzothiazole (6.01 g, 40 mmol) and 4-hydroxybenzaldehyde (4.88 g, 40 mmol) in absolute ethanol (60 mL) was heated under reflux for 3 h. The solvent was removed by slow evaporation and Schiff base