Synthesis, Characterization and Study of Mesomorphic Behavior of New Bent and Liner Core Compounds Containing Heterocyclic

Abstract

  We described herein the synthesized and characterized of new bent and liner core compounds containing thiazolidin-4-one ring[XI-XIII] and [XIV-XVI] respectively. These compounds synthesized by sequence reactions starting from reaction resorcinol or hydroquinone with chloracetyl chloride to yield compounds [I] and [II] ,then the later compounds reactant with 4-hydroxybenzylaldehyde to product dialdehyde compounds [III] and [IV] .The Schiff bases compounds[V-VII] and [VIII-X] synthesized from reaction the compound [III] or [IV] with different aromatic  amines, while the bent and liner core mesogens containing thiazolidin-4-one ring [XI-XIII] and [XIV-XVI] synthesized from reaction Schiff bases compounds[V-VII] or  [VIII-X] with thioglycolic acid. In addition estrfecation of cinnamic acid with methanol to yield ester compound[XVII]which was converted to their acid hydrazid[XVIII] and the acid hydrazid reacted with glysine in phosphorous oxychloride to yield (5-styryl-1,3,4-oxadiazol-2-yl) methanamine [XIX]. Then reactant the1,3,4-oxadiazol compound[XIX]    with dialdehyde compound [III] or  [IV] to product new Schiff bases compounds [XX] and [XXI]  , afterword added thioglycolic acid to give new thiazolidin-4-one derivatives [XXII] and [XXIII], respectively.        The synthesized compounds were characterized by melting points , FTIR ,1HNMR and mass spectroscopy (of some of them).The liquid crystalline properties were studied by hot stage polarized optical microscopy (POM) and differential scanning calorimetry(DSC).All the  Schiff bases compounds [V-X] showed liquid crystals phases while thiazolidin-4-one derivatives[XI-XIII],[XIV-XVI]and [XXIII] didn’t show any liquid crystals properties except the compound [XXII] showed enantiotropic nematic phase.