Determination of the competitive adsorption of heavy metal ions on poly(n‐vinyl‐2‐pyrrolidone/acrylic acid) hydrogels by differential pulse polarography

Poly(N‐vinyl‐2‐pyrrolidone) and poly(N‐vinyl‐2‐pyrrolidone/acrylic acid) hydrogels were prepared by gamma irradiation for the removal of heavy metal ions (i.e., lead, copper, zinc, and cadmium) from aqueous solutions containing different amounts of these ions (2.5–10 mg/L) and at different pH values (1–13). The observed affinity order in adsorption of these metal ions on the hydrogels was Zn(II) > Pb(II) > Cu(II) > Cd(II) under competitive conditions. The optimal pH range for the heavy metal ions was from 7 to 9. The adsorption of the heavy metal ions decreased with increasing temperature in both water and synthetic seawater conditions. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 2013–2018, 2003     

Removal of Cu2+ and Pb2+ ions from aqueous solutions by starch-graft-acrylic acid/montmorillonite superabsorbent nanocomposite hydrogels

In this study, the removal of copper(II) and lead(II) ions from aqueous solutions by Starch-graft-acrylic acid/montmorillonite (S-g-AA/MMT) nanocomposite hydrogels was investigated. For this purpose, various factors affecting the removal of heavy metal ions, such as treatment time with the solution, initial pH of the solution, initial metal ion concentration, and MMT content were investigated. The metal ion removal capacities of copolymers increased with increasing pH, and pH 4 was found to be the optimal pH value for maximum metal removal capacity. Adsorption data of the nanocomposite hydrogels were modeled by the pseudo-second-order kinetic equation in order to investigate heavy metal ions adsorption mechanism. The observed affinity order in competitive removal of heavy metals was found Cu²⁺ > Pb²⁺. The Freundlich equations were used to fit the equilibrium isotherms. The Freundlich adsorption law was applicable to be adsorption of metal ions onto nanocomposite hydrogel.     

Preparation and characterization of magnetic polymethylmethacrylate microbeads carrying ethylene diamine for removal of Cu(II), Cd(II), Pb(II), and Hg(II) from aqueous solutions

Magnetic polymethylmethacrylate (mPMMA) microbeads carrying ethylene diamine (EDA) were prepared for the removal of heavy metal ions (i.e., copper, lead, cadmium, and mercury) from aqueous solutions containing different amount of these ions (5–700 mg/L) and at different pH values (2.0–8.0). Adsorption of heavy metal ions on the unmodified mPMMA microbeads was very low (3.6 μmol/g for Cu(II), 4.2 μmol/g for Pb(II), 4.6 μmol/g for Cd(II), and 2.9 μmol/g for Hg(II)). EDA‐incorporation significantly increased the heavy metal adsorption (201 μmol/g for Cu(II), 186 μmol/g for Pb(II), 162 μmol/g for Cd(II), and 150 μmol/g for Hg(II)). Competitive adsorption capacities (in the case of adsorption from mixture) were determined to be 79.8 μmol/g for Cu(II), 58.7 μmol/g for Pb(II), 52.4 μmol/g for Cd(II), and 45.3 μmol/g for Hg(II). The observed affinity order in adsorption was found to be Cu(II) > Pb(II) > Cd(II) > Hg(II) for both under noncompetitive and competitive conditions. The adsorption of heavy metal ions increased with increasing pH and reached a plateau value at around pH 5.0. The optimal pH range for heavy‐metal removal was shown to be from 5.0 to 8.0. Desorption of heavy‐metal ions was achieved using 0.1 M HNO₃. The maximum elution value was as high as 98%. These microbeads are suitable for repeated use for more than five adsorption‐desorption cycles without considerable loss of adsorption capacity. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 78: 81–89, 2000     

Investigation of Heavy Metal Ion Adsorption Characteristics of Poly(N,N Dimethylamino Ethylmethacrylate) Hydrogels

Abstract

In this study, Poly(N,N dimethyl‐amino ethylmethacrylate) (Poly(DMAEMA)) hydrogels with varying compositions were prepared in the form of rods by irradiating ternary mixtures of N,N‐dimethylamino ethylmethacrylate/ethyleneglycoldimethacrylate/water with gamma rays at ambient temperature. Swelling studies of poly (DMAEMA) hydrogels were performed at different pH values and maximum swelling values reached at pH 2. The adsorption characteristics of Pb(II), Cd(II), Ni(II), Zn(II), Cu(II), and Co(II) ions to poly(N,N dimethylamino ethylmethacrylate) hydrogels were investigated by a batch process. The order of affinity based on amount of metal ion uptake was found as follows: Cu(II)>Zn(II)?Co(II)>Pb(II) >> Ni(II)>Cd(II). In the adsorption studies of Cu(II), Zn(II), Co(II), Pb(II), Ni(II), and Cd(II) ions the Langmuir type adsorption isotherms were observed for all gel systems.     

Uptake of Pb2+ Using N-Vinyl Imidazole Based Uniform Porous Hydrogels

The uniform porous and continuous phase lead (II) adsorbent hydrogel, was prepared by copolymerizing 2-hydroxyethyl methacrylate (HEMA), acrylic acid (AAc), and N,N′-methylenebisacrylamide (MBAAm), with n-vinyl imidazole (VIM). A series of hydrogels, including different ratios of VIM, were prepared by photopolymerization and characterized. The influence of the uptake conditions such as pH, functional monomer percent, contact time, initial feed concentration, and foreign metal ions on the metal ion binding capacity of hydrogel, were also tested. The selective chelation of heavy metal ions from synthetic wastewater was also studied. The affinity order on molar basis was observed as follows: Pb (II) > Zn (II) > Cd (II). Chelation behavior of heavy metal ions could be modelled using both the Langmuir and Freundlich isotherms and it was seen that the Langmuir isotherm model was the best fit for the adsorption of Pb (II) ions in P(VIM/AAc/HEMA) hydrogel. Moreover, the limits of detection and the quantification values were determined. Regeneration of the hydrogels was easily performed with 1 M HCl and the same hydrogel can be reused five times almost without any loss of adsorption capacity. All these features make P(VIM/AAc/HEMA) hydrogels potential candidate adsorbent for heavy metal removal.     

Adsorption of heavy‐metal ions on poly(ethylene imine)‐immobilized poly(methyl methacrylate) microspheres

Poly(methyl methacrylate) (PMMA) microspheres carrying poly(ethylene imine) (PEI) were prepared for the removal of heavy‐metal ions (copper, cadmium, and lead) from aqueous solutions with different amounts of these ions (50–600 mg/L) and different pH values (3.0–7.0). Ester groups in the PMMA structures were converted to imine groups in a reaction with PEI as a metal‐chelating ligand in the presence of NaH. The adsorption of heavy‐metal ions on the unmodified PMMA microspheres was very low [3.6 μmol/g for Cu(II), 4.6 μmol/g for Cd(II), and 4.2 μmol/g for Pb(II)]. PEI immobilization significantly increased the heavy‐metal adsorption [0.224 mmol/g for Cu(II), 0.276 mmol/g for Cd(II), and 0.126 mmol/g for Pb(II)]. The affinity order of adsorption (in moles) was Cd(II) > Cu(II) > Pb(II). The adsorption of heavy‐metal ions increased with increasing pH and reached a plateau value around pH 5.5. Their adsorption behavior was approximately described with the Langmuir equation. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 81: 197–205, 2001     

HDPE chelate membranes prepared by preirradiation grafting for adsorption of heavy metal ions

A new chelate membrane was prepared by grafting of glycidyl methacrylate (GMA) onto high‐density polyethylene membranes and subsequent amination of poly‐GMA graft chains. The effects of grafting conditions such as radiation dose and temperature on grafting yield were studied. Effects of various parameters such as grafting yield, pH, and adsorption time on the metal uptake were investigated. The results show that the maximum metal uptake followed as given in the order Cr (III)>Fe (III)>Cu (II)>Cd (II). The metal uptake increased with grafting yield, adsorption time, pH of the medium, and initial concentration. The chelated metal ions are easily desorbed with 0.1 mol/L hydrochloric acid at room temperature. The results obtained from the chelate membrane showed a promising application in extraction of heavy metal ions from industrial effluents. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Synthesis and application of cotton‐based chelate fibers grafted with poly(1‐vinyl‐1,2,4‐triazole) side chains

Cotton‐based chelate fibers grafted with poly(1‐vinyl‐1,2,4‐triazole) (PVTAZ) side chains were synthesized facilely by ozone‐induced graft polymerization of 1‐vinyl‐1,2,4‐triazole (VTAZ) monomer onto cotton fibers. The synthesis conditions were optimized to improve the yield and mechanical strength of the products. The obtained cotton‐g‐PVTAZ fibers were characterized and evaluated for batch adsorption of heavy metal ions from aqueous solutions. The maximum adsorption capacity of Ag(I), Pb(II), and Cu(II) on the fibers at pH 6.8 was 522, 330, and 184 mg/g, respectively. At 30% graft yield, the Young's modulus of cotton fiber increased about 26.5%, and its adsorption capacities of Ag(I), Pb(II), and Cu(II) increased about 2.6, 1.9, and 1.4 times, respectively. After washed with 0.1 mol/L HNO₃ solutions, the adsorbed metal ions were eluted, and the regenerated cotton‐g‐PVTAZ fibers could be used repeatedly for water treatment. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 41617.     

Preparation of a superparamagnetic nanocomposite hydrogel for adsorptive performance in the wastewater treatment

Magnetic nanocomposite hydrogels based on carrageenan (kappa:iota = 1:1) and maghemite (γ-Fe₂O₃) are prepared. Scanning electron microscopyimages show that the γ-Fe₂O₃ is dispersed on the surface of the hydrogels and transmission electron microscopy images show that maghemite particles are in nanometric size. The hydrogels present superparamagnetic behavior and respond to the stimulus of a magnet. The samples crosslinked with KCl are classified as superabsorbent materials (swelling degree >700%) and they show a higher saturation magnetization value than those crosslinked with CaCl₂. Vibrating sample magnetometry curves show that the hydrogels do not present a hysteresis cycle and the remanent magnetization in all the samples is near zero. The performance of the hydrogels is evaluated for adsorption of heavy metals from aqueous solutions. The samples are immersed in aqueous solutions containing Cd(II) and Pb(II) ions. After 150 min of immersion, the hydrogels remove about 40% and 30% of each heavy metal contaminant, respectively. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136, 47705.     

Removal of copper ions from aqueous solutions by adsorption onto wheat straw cellulose‐based polymeric composites

The wheat straw cellulose‐based hydrogels were synthesized by graft copolymerization followed by semi‐interpenetrating network technology. The prepared hydrogels were characterized through various methods including Fourier transform infrared spectra, scanning electron microscope, thermogravimetric analysis, and X‐ray photoelectron spectroscopy. Batch adsorption experiments were carried out to investigate the adsorption performances of hydrogels toward Cu(II) ions. The results suggested that the introduction of semi‐interpenetrating network polymers, sodium alginate and poly(vinyl alcohol), could greatly enhance the adsorption property of hydrogels. And the wheat straw cellulose‐g‐poly(potassium acrylate)/sodium alginate hydrogel showed a highest Cu(II) ions adsorption capacity of 130 mg/g. The equilibrium isotherm and adsorption kinetics were also studied. Besides, the mass transfer coefficients and the thermodynamics of Cu(II) ions adsorption were also probed. Finally, the X‐ray photoelectron spectroscopy analysis further demonstrated that the Cu(II) ions adsorption was mainly via complexation reaction of ? NH₂ and O‐containing groups in hydrogels. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46680.     

N-vinylpyrrolidone/acrylic acid/2-acrylamido-2-methylpropane sulfonic acid based hydrogels: Synthesis,characterization and their application in the removal of heavy metals

In this work, the synthesis of N-vinylpyrrolidone/acrylic acid/2-acrylamido-2-methylpropane sulfonic acid (NVP/AAc/AMPS) based hydrogels by UV-curing technique was studied and their swelling behavior, heavy metal ion recovery capabilities were investigated. The structures of hydrogels were characterized by FT-IR analysis and the results were consistent with the expected structures. Thermal gravimetric analysis of hydrogels showed that the thermal stability of hydrogel decreases slightly with incorporation of AMPS units into the structure. In addition, the morphology of the dry hydrogel sample was examined by SEM. According to swelling experiments, hydrogels with higher AMPS content gave relatively higher swelling ratio compared to neat hydrogel. These hydrogels were used for the separation of Cd(II), Cu(II) and Fe(III) ions from their aqueous solutions. The influence of the uptake conditions such as pH, time and initial feed concentration on the metal ion binding capacity of hydrogel was also tested. The selectivity of the hydrogel towards the different metal ions tested was Cd(II) > Cu(II) > Fe(III). It was observed that the specific interaction between metal ions and ionic co-monomers in the hydrogel affected the metal binding capacity of the hydrogel. The recovery of metal ions was also investigated in acid media.     

Preparation of SMA functionalized sulfanilic acid hydrogels and investigation of their metal ions adsorption behavior

This study is concerned with the synthesis of some network polymers and their possibility of metal ions removal from aqueous solution. A chelating hydrogel based on modified poly(styrene-alt-maleic anhydride) with p-aminobenzene sulfonic acid (sulfanilic acid) was synthesized. This hydrogel was further reacted by 1,2-diaminoethane or 1,3-diaminopropane in presence of ultrasonic irradiation for preparation of tridimensional hydrogels. The prepared hydrogels were characterized by Fourier transform infrared spectroscopy (FTIR) and thermogravimetric analysis (TGA/DTG) techniques. Also, the swelling index of the copolymers was measured and the results clearly indicate that the uptake of the water decreased with cross-linked hydrogels with respect to noncross-linked form. Adsorption capacity of the hydrogels for the selected metal ions, i.e., Zn(II), Cu(II) and Fe(II) was investigated in detail in aqueous solutions at pH 3–7 utilizing atomic absorption spectroscopy (AAS). Also the prepared hydrogels were examined for removal of metal ions from industrial wastewater samples. This study showed that the prepared cross-linked hydrogel is very efficient in chelating the selected metal ions from aqueous solutions, compared to noncross-linked hydrogel and the affinity order was: Fe(II) > Cu(II) > Zn(II). The equilibrium distribution coefficient (k _d) was determined and the findings proved that the k _d value is approximately high in the case of all measured metal ions.     

Application of anionic acrylamide‐based hydrogels in the removal of heavy metals from waste water

Crosslinked acrylamide (AM) and 2‐acrylamido‐2‐methylpropanesulfonic acid (AMPS) homopolymers and copolymers were prepared by free radical solution polymerization using N,N′‐methylenebisacrylamide as the crosslinker. The chemical structures of hydrogels were characterized by FTIR analysis and the results were consistent with the expected structures. These hydrogels were used for the separation of Cd(II), Cu(II), and Fe(III) ions from their aqueous solutions. The influence of the uptake conditions such as pH, time and initial feed concentration on the metal ion binding capacity of hydrogel was also tested. The selectivity of the hydrogel towards the different metal ions tested was Cd(II) > Cu(II) > Fe(III). It was observed that the specific interaction between metal ions and ionic comonomers in the hydrogel affected the metal binding capacity of the hydrogel. The recovery of metal ions was also investigated in acid media. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Acrylonitrile/acrylamidoxime/2‐acrylamido‐2‐ methylpropane sulfonic acid‐based hydrogels: Synthesis,characterization and their application in the removal of heavy metals

Crosslinked acrylonitrile/acrylamidoxime/2‐acrylamido‐2‐methylpropane sulfonic acid (AN/AAx/AMPS)‐based hydrogels were prepared by free radical crosslinking solution polymerization technique. The chemical structures of the hydrogels were characterized by FT‐IR analysis. The morphology of the dry hydrogel sample was examined by scanning electron microscope (SEM). These hydrogels were used for the removal of Cd(II), Cu(II), and Fe(III) ions from their aqueous solutions. The influence of the uptake conditions such as pH, time and initial feed concentration on the metal ion binding capacity of hydrogel was also tested. The selectivity of the hydrogel towards the different metal ions tested was arranged in the order of Cd(II) > Fe(III) > Cu(II). It was observed that the specific interaction between metal ions and ionic comonomer in the hydrogel affected the metal binding capacity of the hydrogel. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Adsorption of Cr(III), Ni(II), Zn(II), Co(II) ions onto phenolated wood resin

In this study, phenolated wood resin was used an adsorbent for the removal of Cr(III), Ni(II), Zn(II), Co(II) ions by adsorption from aqueous solution. The adsorption of metal ions from solution was carried at different contact times, concentrations and pHs at room temperature (25°C). For individual metal ion, the amount of metal ions adsorbed per unit weight of phenolated wood resin at equilibrium time increased with increasing concentration and pH. Also, when the amounts of metal ions adsorbed are compared to each other, it was seen that this increase was order of Cr(III) > Ni(II) > Zn(II) > Co(II). This increase was order of Cr(III) > Ni(II) > Co(II) > Zn(II) for commercial phenol–formaldehyde resin. Kinetic studies showed that the adsorption process obeyed the intraparticle diffusion model. It was also determined that adsorption isotherm followed Langmuir and Freundlich models. Adsorption isotherm obtained for commercial phenol–formaldehyde resin was consistent with Freundlich model well. Adsorption capacities from Langmuir isotherm for commercial phenol–formaldehyde resin were higher than those of phenolated wood resin, in the case of individual metal ions. Original adsorption isotherm demonstrated the monolayer coverage of the surface of phenolated wood resin. Adsorption kinetic followed the intraparticle diffusion model. The positive values of ΔG° determined using the equilibrium constants showed that the adsorption was not of spontaneous nature. It was seen that values of distribution coefficient (K_D) decreasing with metal ion concentration in solution at equilibrium (C_e) indicated that the occupation of active surface sites of adsorbent increased with metal ions. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 2838–2846, 2006     

Preparation of amidoximated polyester fiber and competitive adsorption of some heavy metal ions from aqueous solution onto this fiber

In this study, a fibrous adsorbent containing amidoxime groups was prepared by graft copolymerization of acrylonitrile (AN) onto poly(ethylene terephthalate) (PET) fibers using benzoyl peroxide (Bz₂O₂) as initiator in aqueous solution, and subsequent chemical modification of cyano groups by reaction with hydroxylamine hydrochloride in methanol. The grafted and modified fibers were characterized by FTIR, TGA, SEM, and XRD analysis. The crystallinity increased, but thermal stability decreased with grafting and amidoximation. The removal of Cu(II), Ni(II), Co(II), Pb(II), and Cd(II) ions from aqueous solution onto chelating fibers were studied using batch adsorption method. These properties were investigated under competitive conditions. The effects of the pH, contact time, and initial ion concentration on the removal percentage of ions were studied. The results show that the adsorption rate of metal ions followed the given order Co(II) > Pb(II) > Cd(II) > Ni(II) > Cu(II). The percentage removal of ions increased with initial ion concentration, shaking time, and pH of the medium. Total metal ion removal capacity was 49.75 mg/g fiber on amidoximated fiber. It was observed that amidoximated fibers can be regenerated by acid without losing their activity, and it is more selective for Pb(II) ions in the mixed solution of Pb‐Cu‐Ni–Co‐Cd at pH 4. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Synthesis,extraction, and anti‐bacterial studies of some new bis‐1,2,4‐triazole derivatives part I

A series of new bis triazole Schiff base derivatives (4) were prepared in good yields by treatment of 4‐amino‐3,5‐diphenyl‐4H‐1,2,4‐triazole (3) with bisaldehydes (1). Schiff bases (4) were reduced with NaBH₄ to afford the corresponding bisaminotriazoles (5). All the new compounds were characterized by IR, ¹H NMR and ¹³C NMR spectral data. Their overall extraction (log K_ex) constants for 1 : 1 (M : L) complexes and CHCl₃/H₂O systems were determined at 25 ± 0.1°C to investigate the relationship between structure and selectivity toward various metal cations. The extraction equilibrium constants were estimated using CHCl₃/H₂O membrane transfer with inductively coupled plasma‐atomic emission spectroscopy spectroscopy. The stability sequence of the triazole derivatives in CHCl₃ for the metal cations was exhibited a characteristic preference order of extractability to metal ions [Fe(III) > Cu(II) > Pb(II) > Co(II) > Ni(II) > Mn(II) > Zn(II) > Mg(II) > Ca(II)]. The compounds were tested for anti‐microbial activity applying agar diffusion technique for 11 bacteria. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Adsorptions of Some Heavy Metal Ions in Aqueous Solutions by Acrylamide/Maleic Acid Hydrogels

Abstract

In this study, acrylamide—maleic acid (AAm/MA) hydrogels in the form of rod have been prepared by γ-radiation. They have been used for adsorption of some heavy metal ions such as uranium, iron, and copper. For the hydrogel containing 40 mg of maleic acid and irradiated at 3.73 kGy, maximum and minimum swellings in the aqueous solutions of the heavy metal ions have been observed with water (1480%) and the aqueous solution of iron(III) nitrate (410%), respectively. Diffusions of water and heavy metal ions onto hydrogels have been found to be of the non-Fickian type of diffusion. In experiments of uranyl ions adsorption, Type II adsorption has been found. One gram of AAm/MA hydrogels sorbed 14–86 mg uranyl ions from solutions of uranyl acetate, 14–90 mg uranyl ions from solutions of uranyl nitrate, 16–39 mg iron ions from solutions of iron(IV) nitrate, and 28–81 mg copper ions from solutions of copper acetate, while acrylamide hydrogel did not sorb any heavy metals ions.     

Formation of thermosensitive copolymer beads having phosphinic acid groups and adsorption ability for metal ions

Hydrophilic thermosensitive copolymer beads having phosphinic acid groups were prepared by suspension copolymerization of acryloyloxypropyl n‐octylphosphinic acid (APPO), N‐isopropyl acrylamide (NIPAAm), and tetraethyleneglycol dimethacrylate (4G). The thermosensitivity and the adsorption ability of the copolymer beads for metal ions beads were studied. The APPO‐NIPAAm‐4G copolymer beads were obtained in a good yield by suspension copolymerization of monomers (APPO, NIPAAm, and 4G) dissolved in chloroform, in a saturated Na₂SO₄ aqueous solution in the presence of surfactant and MgCO₃. The APPO‐NIPAAm‐4G copolymer beads had higher adsorption ability for lanthanide metal ions (Eu³⁺, Sm³⁺, Nd³⁺, or La³⁺) than for main transition metal ions (Cu²⁺, Ni²⁺, or Co²⁺). Furthermore, it was also found that the APPO‐NIPAAm‐4G copolymer beads had selective adsorption ability between lanthanide metal ions, and the order of adsorption ability for lanthanide metal ions was as follows: Eu³⁺ > Sm³⁺ > Nd³⁺ > La³⁺. The selective adsorption for these metal ions from their mixed solutions was performed by both a batch method and a column method. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 99: 449–460, 2006     

Synthesis of polyamidoxime chelating ligand from polymer‐grafted corn‐cob cellulose for metal extraction

A conventional free‐radical initiating process was used to prepare graft copolymers from acrylonitrile (AN) with corn‐cob cellulose with ceric ammonium nitrate (CAN) as an initiator. The optimum grafting was achieved with corn‐cob cellulose (anhydroglucose unit, AGU), mineral acid (H₂SO₄), CAN, and AN at concentrations of 0.133, 0.081, 0.0145, and 1.056 mol/L, respectively. Furthermore, the nitrile functional groups of the grafted copolymers were converted to amidoxime ligands with hydroxylamine under basic conditions of pH 11 with 4 h of stirring at 70°C. The purified acrylic polymer‐grafted cellulose and polyamidoxime ligand were characterized by Fourier transform infrared spectroscopy and field emission scanning electron microscopy analysis. The ligand showed an excellent copper binding capacity (4.14 mmol/g) with a faster rate of adsorption (average exchange rate = 7 min), and it showed a good adsorption capacity for other metal ions as well. The metal‐ion adsorption capacities of the ligand were pH‐dependent in the following order: Cu²⁺ > Co²⁺ > Mn²⁺ > Cr³⁺ > Fe³⁺ > Zn²⁺ > Ni²⁺. The metal‐ion removal efficiency was very high; up to 99% was removed from the aqueous media at a low concentration. These new polymeric chelating ligands could be used to remove aforementioned toxic metal ions from industrial wastewater. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 40833.