Determination of Gluconate Binding Properties on Magnetite Surface and Investigation of Carboxymethylation and Hydrazination Mechanisms of the Gluconated Magnetite Surface: A Computational Study

Year 2020, Volume: 7 Issue: 1, 169 - 178, 15.02.2020

İşılay Öztürk Şenay Şanlıer Armağan Kınal

https://doi.org/10.18596/jotcsa.615671

Abstract

In
the present study, the probable binding structure of a gluconate molecule with
magnetite, (Fe₃O₄) nanoparticles, as well as,
carboxymethylation and hydrazination mechanisms of the gluconate bound to the iron
oxide surface have been computationally investigated by the DFT-B3LYP method.
The B3LYP/LanL2DZ calculations together with experimental IR data available
revealed that the probable binding structure of gluconate is bidentate bridged
binding to the magnetite surface. The carboxymethylation and hydrazination
mechanisms of gluconate were calculated at B3LYP/6-31+G(d,p) level of theory. The
results indicate that the reaction between gluconate and chloroacetate in
aqueous medium has one step mechanism passing through a low activation barrier
(12.3 kcal/mol) with a reaction enthalpy of –42.8 kcal/mol. In addition, hydrazone
bond formation reaction of the gluconate bound to the iron oxide surface has a
highly-exothermic two-step-mechanism with barriers of 7.1 and 2.4 kcal/mol,
respectively, in water. The activation barrier of the overall reaction is
accepted as the barrier of the first step since the barrier of this step is
greater than that of the second one. Consequently, it can be predicted that both
carboxymethylation and hydrazination reactions should be spontaneous under moderate
conditions.

Keywords

Magnetite nanoparticles, Binding properties, DFT, Carboxymethylation, Hydrazination, Gluconate

Supporting Institution

TUBİTAK

Project Number

113Z165

Thanks

The authors thank the Scientific and Technological Research Council of Turkey (TUBITAK) (Project ID: 113Z165) and Ege University Scientific Research Project Office (Project ID: 2014 BIL 006 and 2015 FEN 055) for their financial support. All calculations reported in this paper were performed at High Performance and Grid Computing Center (TRUBA resources), ULAKBIM. IO acknowledges the contrubitions of Guliz Ak and Habibe Yılmaz.

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