Abstract
A series of new mesogenic azomethine diols were successfully synthesized by condensation reactions between various chloroalkanols and N,N'-bis(4-hydroxy)-benzylidene-o-toluidine (1). The structures of these compounds were confirmed by CHN, FT-IR, 1H-NMR, and 13C-NMR spectrophotometer. Their thermotropic liquid crystalline behavior was studied using differential scanning calorimetry (DSC) and polarizing optical microscope (POM). 4,4'-di(4-Hydroxybutoxy)-N-benzylidine-o-tolidine (2a) does not exhibit liquid crystalline properties. A nematic texture was observed for mesogenic diols 2b, and 2d, whereas the diol 2c exhibits a smectic mesophase. The increase of terminal alkyl chain in these mesogenic diols leads to a decrease in the transition temperature.
Highlights
Organic compounds exhibit thermotropic liquid crystalline (LC) properties when the molecules possess rod- or disc-like structure
With this background we decided to synthesize a series of novel N,N' bis(4-hydroxyl)benzylidine-otolidine derivatives and to investigate the liquid crystalline properties of the new diols
When the diols are observed under polarizing optical microscope (POM) at 5 oC/min, the results revealed that the diols 2b, and 2d exhibit a nematic liquid crystal phase, diol 2c exhibits a smectic liquid crystal phase, whereas diol 2a do not show any liquid crystalline behavior, but changes from a solid to an isotropic fluid
Summary
Organic compounds exhibit thermotropic liquid crystalline (LC) properties when the molecules possess rod- or disc-like structure. Molecules 2010, 15 optoelectronic properties are attributed to the resonance stabilization of the Schiff’s base unit [1]. These small molecules have certain drawbacks such as poor solubility that minimize their practical applications. To our best knowledge, limited work has been performed on the compounds containing azomethine linkages and hydroxyls as the end group. With this background we decided to synthesize a series of novel N,N' bis(4-hydroxyl)benzylidine-otolidine derivatives and to investigate the liquid crystalline properties of the new diols
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