This work reports on the synthesis of a series of new sulfonated fluorine-containing aromatic polyamides with increasing degree of sulfonation (DS). The chemical structure of the resulting polymers was confirmed by Fourier transform infrared spectroscopy and proton nuclear magnetic resonance (1H NMR) which evidenced the presence of amide and sulfonic groups in the proposed concentrations. Afterwards, we carried out a comparative study of heavy metal ion adsorption in membranes based on these aromatic polyamides. The main purpose was to determine the adsorption capacity of the prepared polymer membranes toward Pb2+ and Hg2+ in aqueous media at 30°C and pH neutral. The adsorption kinetics was evaluated with the pseudo-first-order and pseudo-second-order models. The adsorption kinetics in all the polyamide membranes followed the pseudo-second-order rate law for both heavy metal ions. It is observed that the adsorption capacities of all the polyamides toward Pb2+ ions are higher than those of the Hg2+ ions, and these capacities increase as the DS increases. The equilibrium adsorption amounts, qe, were 11.87 mg/g for Pb2+ and 5.17 mg/g for Hg2+ ions for the highest sulfonated polymer.
QureshiASHussainMIIsmailS. Evaluating heavy metal accumulation and potential health risks in vegetables irrigated with treated wastewater. Chemosphere2016; 163: 54–61.
2.
RebeloFMCaldasED. Arsenic, lead, mercury and cadmium: toxicity, levels in breast milk and the risks for breastfed infants. Environ Res2016; 151: 671–688.
3.
ZhangZJuyingLMamatZ. Sources identification and pollution evaluation of heavy metals in the surface sediments of Bortala River, Northwest China. Ecotoxicol Environ Saf2016; 126: 94–101.
4.
QingXYutongZShenggaoL. Assessment of heavy metal pollution and human health risk in urban soils of steel industrial city (Anshan), Liaoning, Northeast China. Ecotoxicol Environ Saf2015; 120: 377–385.
5.
LiuGYuYHouJ. An ecological risk assessment of heavy metal pollution of the agricultural ecosystem near a lead-acid battery factory. Ecol Indic2015; 47: 210–218.
6.
CaoSDuanXZhaoX. Health risk assessment of various metal(loid)s via multiple exposure pathways on children living near a typical lead-acid battery plant, China. Environ Pollut2015; 200: 16–23.
7.
GreenREPainDJ. Potential health risks to adults and children in the UK from exposure to dietary lead in gamebirds shot with lead ammunition. Food Chem Toxicol2012; 50(11): 4180–4190.
8.
HaEBasuNBose-O’ReillyS. Current progress on understanding the impact of mercury on human health. Environ Res2017; 152: 419–433.
9.
Al-SalehIElkhatibRAl-RouqiR. Alterations in biochemical markers due to mercury (Hg) exposure and its influence on infant’s neurodevelopment. Int J Hyg Environ Health2016; 219(8): 898–914.
10.
LofranoGCarotenutoMLibralatoG. Polymer functionalized nanocomposites for metals removal from water and wastewater: an overview. Water Res2016; 92: 22–37.
11.
MehdipourSVatanpourVKariminiaH. Influence of ion interaction on lead removal by a polyamide nanofiltration membrane. Desalination2015; 362: 84–92.
12.
HuangYWuDWangX. Removal of heavy metals from water using polyvinylamine by polymer-enhanced ultrafiltration and flocculation. Sep Purif Technol2016; 158: 124–136.
13.
FangXLiJLiX. Internal pore decoration with polydopamine nanoparticle on polymeric ultrafiltration membrane for enhanced heavy metal removal. Chem Eng J2017; 314: 38–49.
14.
GaoAXieKSongX. Removal of the heavy metal ions from aqueous solution using modified natural biomaterial membrane based on silk fibroin. Ecol Eng2017; 99: 343–348.
15.
KarimZClaudpierreSGrahnM. Nanocellulose based functional membranes for water cleaning: tailoring of mechanical properties, porosity and metal ion capture. J Membr Sci2016; 514: 418–428.
16.
StajčićANastasovićAStajić-TrošićJ. Novel membrane-supported hydrogel for removal of heavy metals. J Environ Chem Eng2015; 3: 453–461.
17.
PalíRLoría-BastarracheaMAguilar-VegaM. Synthesis and characterization of aromatic polyamides obtained from 4-4′-(9-Fluorenylidene)diamine, 4-4′-(hexafluoro-Isopropylidene)dianiline and 4-4′-diamine-benzophenone. High Perform Polym2002; 14: 77–91.
18.
HuXLiYWangY. Adsorption kinetics, thermodynamics and isotherm of thiacalix4.arene-loaded resin to heavy metal ions. Desalination2010; 259: 76–83.
19.
Aguilar-VegaMPérez-PadillaYLoría-BastarracheaMI. Sulfonated membranes from random aramide copolyisophtalamides with increasing sulfonation degree: characterization for possible use as solid electrolyte in fuel cell. Polym-Plast Technol Eng2015; 54: 711–718.
20.
Pérez-PadillaYSmitMAAguilar-VegaMJ. Preparation and characterization of sulfonated copolyamides based on poly(hexafluoroisopropylidene) isophthalamides for polymer electrolytic membranes. Ind Eng Chem Res2011; 50: 9617–9624.
21.
ZhongSLiuCDouZ. Synthesis and properties of sulfonated poly(ether ether ketone ketone) containing tert-butyl groups as proton exchange membrane materials. J Membr Sci2006; 285: 404–411.
22.
BisoiSMandalAKPadmanabhanV. Aromatic polyamides containing trityl substituted triphenylamine: gas transport properties and molecular dynamics simulations. J Membr Sci2017; 522: 77–90.
23.
CharatiSGHoudeAYKulkarniSS. Transport of gases in aromatic polyesters: correlation with WAXD studies. J Polym Sci Part B1991; 29: 921–931.
24.
NasefMMYahayaAH. Adsorption of some heavy metal ions from aqueous solutions on Nafion 117 membrane. Desalination2009; 249: 677–681.
25.
ZhouSXueAZhaoY. Competitive adsorption of Hg2+, Pb2+ and Co2+ ions on polyacrylamide/attapulgite. Desalination2011; 270: 269–274.
26.
MasoumiAGhaemyM. Adsorption of heavy metal ions and azo dyes by crosslinked nanochelating resins based on poly(methylmethacrylate-co-maleic anhydride). eXPRESS Polym Lett2014; 8(3): 187–196.
27.
ChowdhuryPMukherjeeASinghaB. Studies on Hg(II) ion retention properties of cross-linked graft copolymer of acrylic acid and its analytical application. J Polym Res2010; 17: 853–860.
28.
TabakciMYilmazM. Synthesis of a chitosan-linked calix4.arene chelating polymer and its sorption ability toward heavy metals and dichromate anions. Bioresour Technol2008; 99: 6642–6645.
29.
DuranASoylakMTuncelSA. Poly(vinyl pyridine-poly ethylene glycol methacrylate-ethylene glycol dimethacrylate) beads for heavy metal removal. J Hazard Mater2008; 155: 114–120.
30.
CoskunRSoykanC. Lead(II) adsorption from aqueous solution by poly(ethylene terephthalate)-g-acrylamide fibers. J Polym Res2006; 13: 1–8.
31.
FengQLinQGongF. Adsorption of lead and mercury by rice husk ash. J Colloid Interface Sci2004; 278: 1–8.
32.
Dias FilhoNLPolitoWLGushikemY. Sorption and preconcentration of some heavy metals by 2-mercaptobenzothiazole-clay. Talanta1995; 42: 1031–1036.
33.
Di NataleFLanciaAMolinoA. Capture of mercury ions by natural and industrial materials. J Hazard Mater2006; B132: 220–225.
34.
ArpaCAlimCBektasS. Adsorption of heavy metal ions on polyhydroxyethylmethacrylate microbeads carrying Cibacron Blue F3GA. Colloid Surf A2001; 176: 225–232.
