Mesomorphic properties and X-ray diffraction studies of 4-alkanoyloxybenzylidene-4′-fluoroaniline

Sie Tiong Ha*, Teck Leong Lee, Siew Ling Lee, Guan Yeow Yeap, Hong-Cheu Lin, Masato M. Ito

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


A new homologous series of Schiff base esters comprising a terminal fluoro substituent was studied. Molecular polarizability is enhanced by the presence of fluoro substituent, subsequently, affecting intermolecular interactions and resulting in smectic molecular arrangement. All members can be differed from the number of carbons at the alkanoyloxy chain (Cn-1H2n-1COO-, n = 10, 12, 14, 16, 18). The structure of the title compound was confirmed by spectroscopic (IR and NMR) techniques along with mass spectrometric analysis. Their mesomorphic properties were studied by using differential scanning calorimetry and optical polarizing microscopy techniques. Early members (n = 10, 12 and 14) exhibited monotropic smectic A phase while the longer chain members (n = 16 and 18) are non mesogenic compounds. X-ray diffraction analysis was used and confirmed monolayer of smectic A phase in n-dodecanoyloxy derivative.

Original languageEnglish
Pages (from-to)7737-7740
Number of pages4
JournalAsian Journal of Chemistry
Issue number22
StatePublished - 1 Jan 2014


  • 4-Alkanoyloxybenzylidene-4′-fluoroaniline
  • Monotropic
  • Smectic A
  • X-ray diffraction analysis

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