Thermodynamics and Kinetics of Heavy Metals Adsorption on Silica Particles Chemically Modified by Conjugated β-Ketoenol Furan

Abstract

A novel adsorbent for heavy metals, functionalized with conjugated β-ketoenol Furan, was fabricated using a simple heterogeneous method. The adsorbent design (SiNFn) was well analyzed and characterized by the techniques of solid state 13 C NMR, Fourier transform-infrared spectroscopy (FT-IR), elementary analysis, nitrogen adsorption−desorption isotherm, BET surface area, BJH pore sizes, and scanning electron microscopy (SEM). The new surface has good thermal stability determined by thermogravimetry curves analysis (TGA), and a good chemical stability investigated in various acidic and buffer solutions. The effect of various parameters on Cd(II), Cu(II), Zn(II), and Pb(II) adsorption, such as pH, concentration, temperature, competitive extraction, thermodynamics and kinetics studies, and extraction of metals from real water samples were investigated. The results indicated that the adsorption efficiency increases with increasing pH and follows pseudo-second-order kinetics. Adsorption was rapid as evidenced by equilibrium achieved within 25 min. The adsorption isotherm was better described by a Langmuir compared to a Freundlich isotherm equation. The thermodynamic parameters (ΔH°, ΔS°, and ΔG°) revealed that the adsorption was spontaneous and endothermic. The competitive adsorption exhibited high selectivity toward Cd(II). The new material was applied to the extraction of metals from two real waters: Touissit-Boubeker River and Giss River (Morocco) and shows efficiency and selectivity results especially for Cd(II).

β-Keto-enol Tethered Pyridine and Thiophene: Synthesis, Crystal Structure Determination and Its Organic Immobilization on Silica for Efficient Solid-Liquid Extraction of Heavy Metals

“…The 3-aminopropylsilica (SiNH 2 ) material was prepared using our recently reported method [14][15][16][17][18][19].…”

“…It has been found that the behavior of these hybrid materials used as an adsorbent is mainly dependent on the presence of β-keto-enol group embedded with heterocyclic moieties, which afford the molecule with the ability to form strong interactions with metal ions [14,15].…”

“…In continuation of our recent works in this field [14][15][16][17][18][19], herein, we report the synthesis and Xray diffraction (XRD) structure of a new (Z)-3-hydroxy-3-(pyridine-2-yl)-1-(thiophen-2-yl)prop-2-en-1-on ligand based β-keto-enol. The prepared ligand was then immobilized onto silica particles and used as an adsorbent for excellent solid-phase extraction (SPE) of Cu(II), Zn(II), Cd(II) and Pb(II) from aqueous solutions.…”

Crystal structure of (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-phenylprop-2-en-1-one, C14H14N2O2

“…Recently, we have reported some new heterocyclic keto-enol compounds that have shown remarkable biological activities [7] and e cient coordination properties [8,9]. Herein, we report a β-keto-enol compound: (Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-phenylprop-2-en-1-one, prepared in acceptable yield.…”

Functionalized silica nanoparticles for trapping Pb2+ ions via diazo‐azomethine scaffolds

“…Owing to these properties, silica nanoparticles and functionalized silica nanoparticles have been used in the past for the removal of toxic metal ions. For example, Fe 3 O 4 @SiO 2 core–shell nanoparticles functionalized with phenyl isothiocyanate, ammonium (4‐chloro‐2‐mercaptophenyl)carbamodithioate immobilized on mesoporous silica, 4‐dodecyl‐6‐((4‐(hexyloxy)phenyl)diazenyl)benzene‐1,3‐diol‐coated mesoporous silica, 1E,1′E,1′′E,1′′′E‐(tetrakis(3‐carboxysalicylidene))naphthalene‐1,2,5,5‐tetramine immobilized on mesoporous silica monoliths, 4‐ tert ‐octyl‐4‐((phenyl)diazenyl)phenol‐functionalized inorganic mesoporous silica, β‐ketoenolfuran immobilized on silica nanoparticles, 5,5′‐(1,4‐phenylenebis(diazene‐2,1‐diyl))bis(2,4‐dihydroxybenzaldehyde) and 5,5′‐(1,3‐phenylenebis(diazene‐2,1‐diyl))bis(2,4‐dihydroxybenzaldehyde) supported with amino‐modified silica gel have been successfully applied for the adsorption of lead ions.…”