Abstract
A new family of thiazoline and thiazole esters has been synthesized and their thermal properties are presented and discussed. Thiazoline esters were obtained by cyclization reaction from 4-substituted benzenenitrile and amino acid L-cysteine followed by esterification reaction with selected alcohols and phenol. Subsequent oxidation step to transform thiazoline esters into thiazole esters was applied mediated by BrCCl3/DBU. The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains (hydrogenated chain), (perfluoralkyl)alkyl chains (semifluorinated alkane) p-alkoxyphenyl chains. Some liquid crystals compounds for thiazoline and thiazole esters showed to be relevant. One of the thiazoline esters display a monotropic smectic A (SmA) mesophase while some thiazole esters show stable SmA mesophase. As expected semifluorinated alkane chain induce the formation of orthogonal mesophase by means of segregation effect.
Highlights
Liquid crystals (LC) have been long recognized as one of the most extensive and attracting fields of materials research
We have synthesized a new family of thiazoline and thiazole esters 6a-k and 7a-k
The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains,alkyl chains p-alkoxyphenyl chains. 6i was the only compound belonging to the family of thiazoline esters to display monotropic smectic A (SmA) mesophase
Summary
Liquid crystals (LC) have been long recognized as one of the most extensive and attracting fields of materials research. Thereby, we wish to report a simple and straightforward methodology for the synthesis of a new class of compounds derived from the thiazoline precursor using the chain elongation strategy as well as to investigate the liquid-crystalline behavior of the final thiazole esters.
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