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

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Nisreen H. Karam Alaa K. Shanshal

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.

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How to Cite
KARAM, Nisreen H.; SHANSHAL, Alaa K.. Synthesis, Characterization and Study of Mesomorphic Behavior of New Bent and Liner Core Compounds Containing Heterocyclic. Ibn AL- Haitham Journal For Pure and Applied Science, [S.l.], v. 30, n. 3, p. 195-210, dec. 2017. ISSN 2521-3407. Available at: <http://jihcoed.com/ihj/index.php/j/article/view/1615>. Date accessed: 22 may 2018. doi: http://dx.doi.org/10.30526/30.3.1615.
Section
Chemistry