Polar groups and arylsulfonamides: A good combination with which to obtain supramolecular columnar liquid crystals

Angela Zennaro, Cesar Augusto Hincapié, Alba Martos, Rosa M. Sebastián, Joaquín Barberá, José Luis Serrano, Teresa Sierra

Research output: Contribution to journalArticleResearchpeer-review

4 Citations (Scopus)

Abstract

Mesomorphic arylsulfonamide derivatives containing four long alkyl chains and polar groups (fluoro, cyano or amino) have been synthesized and characterized by polarized optical microscopy, differential scanning calorimetry, and X-ray diffraction on the mesophase. Studies of the supramolecular organization of these molecules have allowed a better understanding of the noncovalent driving forces (dipole··· dipole and hydrogen-bonding interactions) responsible for the self-assembly, which is mainly due to the presence of the polar groups. Polar groups play an important role in the organization of arylsulfonamide derivatives in mesophases. Hydrogen-bonding interactions between amino groups or dipole·· ·dipole interactions between CF or CN groups are responsible for the forces that characterize the cohesion of molecules in hexagonal columnar mesophases. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Original languageEnglish
Pages (from-to)5331-5340
JournalEuropean Journal of Organic Chemistry
Issue number24
DOIs
Publication statusPublished - 1 Aug 2013

Keywords

  • Electrostatic interactions
  • Hydrogen bonds
  • Liquid crystals
  • Macrocycles
  • Sulfonamides

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