Synthesis, Characterization and Optimum Reaction Conditions of Oligo-N-Salicylidenephenylhydrazone via Oxidative Polymerization

Year 2018, Volume: 5 Issue: 2, 919 - 930, 01.01.2018

FEYZA Kolcu

https://doi.org/10.18596/jotcsa.374150

Cited By: 1

Abstract

The oxidative polycondensation reaction conditions and
optimum parameters of N-salicylidenephenylhydrazone (SPH) were determined using
air, H₂O₂ and NaOCl as oxidants at a temperature range
between 50 °C and 95 °C in an aqueous alkaline medium. The molecular structures
of the obtained monomer and oligomer were confirmed by FT-IR, UV-Vis, ¹H-NMR and elemental analyses. The
characterization was fulfilled by TG-DTA, size exclusion chromatography (SEC)
and solubility tests. The conversion of N-salicylidenephenylhydrazone into oligomer
was performed using air, H₂O₂ and NaOCl as oxidants in an
aqueous alkaline medium. According to SEC analysis, the number-average
molecular weight (M_n), weight-average molecular weight (M_w)
and polydispersity index (PDI) values of oligo-N-salicylidenephenylhydrazone
(OSPH) obtained using NaOCl oxidant were found to be 1436 g mol-1, 1631 g mol^-1
and 1.14, respectively. The conversion yield of N-salicylidenephenylhydrazone
into oligo-N-salicylidenephenylhydrazone was 100% at optimum reaction
conditions such as [SPH]₀ = [KOH]₀ = [H₂O₂]₀
=0.06, mol/L and at 90 °C for 10 h. Also, according to TG-DTA analysis,
oligo-N-salicylidenephenylhydrazone was shown to be thermally stable and
resistant to thermo-oxidative decomposition. The weight loss of OSPH was found to be 20, 50 and 92.56% at 275°, 597°
and 1000 °C, respectively.

Keywords

oligo-N-salicylidenephenylhydrazone, oxidative polycondensation, reaction conditions

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