Effect of the nature of chiral fragment on mesomorphic properties of triphenylene ethers |
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Authors: | O. B. Akopova M. G. Bulavkova M. S. Gruzdev T. V. Frolova |
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Affiliation: | 1.Ivanovo State University,Ivanovo,Russia;2.Institute of Solution Chemistry,Russian Academy of Sciences,Ivanovo,Russia;3.Ivanovo Institute of the State Fire Fighting Service,The Ministry of the Russian Federation for Civil Defence, Emergencies, and Elimination of Consequences of Natural Disasters,Ivanovo,Russia |
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Abstract: | A number of new 2,3,6,7,10,11-hexakis(heptyloxy)triphenylenes possessing a chiral substituent in position 1 of the triphenylene ring system and characterized by predictable mesomorphism were synthesized. The effect of the nature of the chiral fragment (dehydrocholic, lipoic, and d-tartaric acid residues) on the mesomorphic properties of triphenlylene ethers was studied. N-[2,3,6,7,10,11-hexakis(heptylozy)triphenylen-1-yl]amides derived from the above acids, unlike initial monomesomorphic amine, exhibit enantiotropic columnar polymorphism and give rise to helical columnar structure at reduced temperature. The newly synthesized amides are characterized by lower thermal stability and broader temperature range of the mesophase. Introduction of two chiral dehydrocholic acid fragments into the triphenylene core favors columnar (including chiral) mesomorphism. |
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