104333-41-7Relevant academic research and scientific papers
Liquid-Crystalline Heterocycloalkanes. III. Synthesis and Liquid-Crystalline Properties of Substituted 1,3-Dioxadecalines
Tschierske, C.,Zaschke, H.
, p. 1 - 14 (2007/10/02)
Liquid-crystalline 2-substituted and 2,6-disubstituted 1,3-dioxadecalines (4-6) were synthesized by acid-catalyzed acetalization of trans-2-hydroxymethylcyclohexanol (1) or trans-4-alkyl-trans-2-hydroxymethylcyclohexanoles (2) with aldehydes 3 whereby the desired trans-isomers were formed only.The syntheses of the various aldehydes are also described.Special attention is drawn on the evolution of mesogenic properties of the title compounds 4-6 in comparison with known decalines and 1,3-dioxanes.It was found that the clearing temperatures of the synthesized 1,3-dioxadecalines are always lower than those of the corresponding decaline derivatives, due to the deformation of the decaline-ringsystem by the introduction of two oxygen-atoms.The comparison of 1,3-dioxanes and 1,3-dioxadecalines shows that the dioxadecaline ringsystem tends to suppress smectic mesophases in favour of nematics.A first example of a liquid crystalline cis-fused 1,3-dioxadecaline (8) is described, too.
