SYNTHESIS, PHYSICO-CHEMICAL
CHARACTERISATION AND MESOMORPHIC
PROPERTIES OF SOME NOVEL AZODERIVATIVES
GABRIELA RĂU1, GEORGE DAN MOGOŞANU2*, CĂTĂLINA
GABRIELA PISOSCHI3, CAMELIA ELENA STĂNCIULESCU3
1Department of Organic Chemistry, Medicinal Chemistry
2Department of Pharmacognosy & Phytotherapy
3Department of Biochemistry
University of Medicine and Pharmacy of Craiova, Faculty of Pharmacy,
2 Petru Rareş Street, 200349 Craiova, Romania
* corresponding author: george.mogosanu@umfcv.ro
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Abstract:
The synthesis of some novel compounds, four 4-(N-phenylacetamidoxy)azobenzenes and one 4-(N-phenylacetamidoxy)-4’-(phenylazo)biphenyl, was completed through the condensation of the 4-(phenylazo)phenols or 4-hydroxy-4’-(phenylazo) biphenyl, in alkaline medium, with 4-methoxy-N-chloroacetylaniline. The purification of
the compounds was achieved by recrystallisation from toluene and checked by gas chromatography. The compounds are solid, with different colours and high melting points.
Their structures were established through elemental and spectral analysis (UV–Vis, FTIR, 1H–NMR, GC–MS). For the novel synthesized azoderivatives, the mesomorphic behaviour was studied by polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). It was found that the size, position and polarity of the terminal group strongly
influence the type of mesophase and the transition temperatures of a given compound.
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