Synthesis and mesomorphic properties of novel [1,2,3]-triazole mesogenic based compounds

• Published in: Journal of molecular structure 2013-02, Vol.1034, p.22-28
• Main Authors: Benbayer, Chahinez, Kheddam, Narimane, Saïdi-Besbes, Salima, Givenchy, Elisabeth Taffin de, Guittard, Frédéric, Grelet, Eric, Safer, Abdel Mounaim, Derdour, Aïcha
• Format: Article
• Language: English
• Subjects: 1,2,3-Triazole; 1,3-Dipolar cycloaddition; Derivatives; Differential scanning calorimetry; DSC; Esters; Liquid crystals; Mesogens; Microscopy; Molecular structure; Smectic mesophases; Synthesis; X-radiation; X-rays
• ISSN: 0022-2860; 1872-8014; 0022-2860
• DOI: 10.1016/j.molstruc.2012.09.020

► Novel [1,2,3]-triazole based mesogenic derivatives were synthesized and characterized. ► The smectic A phase appeared to be the dominant phase in these structures. ► The incorporation of an ester function within the triazole unit could generate enough dipole which promotes the arrangement of molecules in smectic layer structures. ► The mesomorphic behavior is closely related to the nature of the substituent X present in N1 position of the heterocycle. ► The increase of the mesogenic length causes a decrease in the existence range of the smectic A mesophase in favor of a new nematic mesophase. A series of five-membered heterocyclic 1,2,3-triazole derivatives with different substituents in N1 position was synthesized. The heterocyclic moiety was connected through an ester function to a p-decyloxyphenyl or p-decyloxybiphenyl tails Polarized microscopy studies, X-ray scattering and differential scanning calorimetry (DSC) analysis revealed that the target compounds exhibit enantiotropic liquid crystalline properties. Their mesomorphic behavior is closely related to the nature of the substituent X present in N1 position of the heterocycle.