A functionalized activated carbon adsorbent prepared from waste amidoxime resin by modifying with H₃PO₄ and ZnCl₂ and its excellent Cr(VI) adsorption

Abstract

With the application of resins in various fields, numerous waste resins that are difficult to treat have been produced. The industrial wastewater containing Cr(VI) has severely polluted soil and groundwater environments, thereby endangering human health. Therefore, in this paper, a novel functionalized mesoporous adsorbent PPR-Z was synthesized from waste amidoxime resin for adsorbing Cr(VI). The waste amidoxime resin was first modified with H₃PO₄ and ZnCl₂, and subsequently, it was carbonized through slow thermal decomposition. The static adsorption of PPR-Z conforms to the pseudo-second-order kinetic model and Langmuir isotherm, indicating that the Cr(VI) adsorption by PPR-Z is mostly chemical adsorption and exhibits single-layer adsorption. The saturated adsorption capacity of the adsorbent for Cr(VI) could reach 255.86 mg/g. The adsorbent could effectively reduce Cr(VI) to Cr(III) and decrease the toxicity of Cr(VI) during adsorption. PPR-Z exhibited Cr(VI) selectivity in electroplating wastewater. The main mechanisms involved in the Cr(VI) adsorption are the chemical reduction of Cr(VI) into Cr(III) and electrostatic and coordination interactions. Preparation of PPR-Z not only solves the problem of waste resin treatment but also effectively controls Cr(VI) pollution and realizes the concept of “treating waste with waste”.

Keywords

waste amidoxime resin / mesoporous adsorbent / H₃PO₄ and ZnCl₂ processing / Cr(VI) adsorption / electroplating wastewater

References

[[1]] C.L. He, Y. Liu, C.H. Zheng, et al., Utilization of waste amineoxime (WAO) resin to generate carbon by microwave and its removal of Pb(II) in water, Toxics, 10(2022), No. 9, art. No. 489.

[[2]] C.H. Zheng, C.L. He, Y.J. Yang, T. Fujita, G.F. Wang, and W.C. Yang, Characterization of waste amidoxime chelating resin and its reutilization performance in adsorption of Pb(II), Cu(II), Cd(II) and Zn(II) ions, Metals, 12(2022), No. 1, art. No. 149.

[[3]] Z. Laili, M.S. Yasir, and M.A. Wahab, Solidification of radioactive waste resins using cement mixed with organic material, AIP Conf. Proc., 1659(2015), art. No. 050006.

[[4]] Keck S, Liske O, Seidler K, et al.. Synthesis of a liquid lignin-based methacrylate resin and its application in 3D printing without any reactive diluents. Biomacromolecules, 2023, 24(4): 1751, pmcid: 10091419

[[5]] S.H. Yang, H. Fang, H. Li, et al., Synthesis of tung oil-based vinyl ester resin and its application for anti-corrosion coatings, Prog. Org. Coat., 170(2022), art. No. 106967.

[[6]] J.S. Shon, H.K. Lee, T.J. Kim, J.W. Choi, W.Y. Yoon, and S.B. Ahn, Evaluation of utility of the cement solidification process of waste ion exchange resin, Toxics, 10(2022), No. 3, art. No. 120.

[[7]] Chun UK, Choi K, Yang KH, Park JK, Song MJ. Waste minimization pretreatment via pyrolysis and oxidative pyroylsis of organic ion exchange resin. Waste Manage., 1998, 18(3): 183,

[[8]] X.B. Zhang, M. Liu, and X. Gao, The co-combustion and pollutant emission characteristics of the three kinds of waste ion exchange resins and coal, Int. J. Chem. React. Eng., 18(2020), No. 8, art. No. 20200053.

[[9]] Peng XJ, Zeng W, Miao HH, Lu SJ, Li SS. A novel carbon adsorbent derived from iron-poisoned waste resin for phosphate removal from wastewater: Performance and mechanism. Process. Saf. Environ. Prot., 2022, 168: 324,

[[10]] Yang Y, Qian JC, Yu Z, Shi L, Meng X. Preparation of hierarchically porous carbon spheres derived from waste resins and its application in water purification. J. Porous Mater., 2019, 26(1): 163,

[[11]] M. Wojtaszek and R. Wasielewski, The use of waste ion exchange resins as components of the coal charge for the production of metallurgical coke, Fuel, 286(2021), art. No. 119249.

[[12]] C. Campillo-Cora, L. Rodríguez-González, M. Arias-Estévez, D. Fernández-Calviño, and D. Soto-Gómez, Influence of physicochemical properties and parent material on chromium fractionation in soils, Processes, 9(2021), No. 6, art. No. 1073.

[[13]] Bharagava RN, Mishra S. Hexavalent chromium reduction potential of Cellulosimicrobium sp. isolated from common effluent treatment plant of tannery industries. Ecotoxicol. Environ. Saf., 2018, 147: 102,

[[14]] Shahid M, Shamshad S, Rafiq M, et al.. Chromium speciation, bioavailability, uptake, toxicity and detoxification in soil-plant system: A review. Chemosphere, 2017, 178: 513,

[[15]] L.Q. Liang, J.H. Wang, and Y.X. Zhang, Magnetic mesoporous carbon hollow microspheres adsorbents for the efficient removal of Cr(III) and Cr(III)-EDTA in high salinity water, Microporous Mesoporous Mater., 347(2023), art. No. 112344.

[[16]] Q. Sun, C.L. Wang, L.X. Zhang, and Y.Z. Yang, Thiourea crosslinked-amino modified graphene nanoflakes as an effective adsorbent to confine Cr(VI) via multiple combination mechanisms, J. Cleaner Prod., 374(2022), art. No. 134030.

[[17]] Zhitkovich A. Chromium in drinking water: Sources, metabolism, and cancer risks. Chem. Res. Toxicol., 2011, 24(10): 1617, pmcid: 3196244

[[18]] S. Alharthi, S.A. Alharthy, E.S.A. Manaa, M.O.A. El-Magied, and W.M. Salem, High adsorption performance of Cr(VI) ions from the electroplating waste solution using surface-modified porous poly 2-((methacryloxy)methyl)oxirane polymers, Z. Anorg. Allg. Chem., 648(2022), No. 19, art. No. e202100327.

[[19]] Peng H, Guo J. Removal of chromium from wastewater by membrane filtration, chemical precipitation, ion exchange, adsorption electrocoagulation, electrochemical reduction, electrodialysis, electrodeionization, photocatalysis and nanotechnology: A review. Environ. Chem. Lett., 2020, 18(6): 2055,

[[20]] A. Shishov, P. Terno, L. Moskvin, and A. Bulatov, In-syringe dispersive liquid-liquid microextraction using deep eutectic solvent as disperser: Determination of chromium (VI) in beverages, Talanta, 206(2020), art. No. 120209.

[[21]] Xu HM, Wei JF, Wang XL. Nanofiltration hollow fiber membranes with high charge density prepared by simultaneous electron beam radiation-induced graft polymerization for removal of Cr(VI). Desalination, 2014, 346: 122,

[[22]] Pavithra KG, Kumar PS, Christopher FC, Saravanan A. Removal of toxic Cr(VI) ions from tannery industrial wastewater using a newly designed three-phase three-dimensional electrode reactor. J. Phys. Chem. Solids, 2017, 110: 379,

[[23]] Imron M, Kurniawan SB, Purwanti I. Biosorption of chromium by living cells of azotobacter S8, bacillus subtilis and pseudomonas aeruginosa using batch system reactor. J. Ecol. Eng., 2019, 20(6): 184,

[[24]] Duan X, Lv R, Kong Z. An anionic metal–organic framework for selective adsorption separation toward methylene blue and rhodamine B. Z. Anorg. Allg. Chem., 2020, 646(17): 1408,

[[25]] Duan X, Lv R, Li S, Tang JX, Ge JY, Zhao D. Two–COOH decorated anionic metal–organic frameworks with open Cu²⁺ sites afforded highly C₂H₂/CO₂ and C₂H₂/CH₄ separation and removal of organic dyes. Z. Anorg. Allg. Chem., 2019, 645(14): 955,

[[26]] F.J. Zheng, Z.Y. Ren, B. Xu, et al., Elucidating multiple-scale reaction behaviors of phenolic resin pyrolysis via TG-FTIR and ReaxFF molecular dynamics simulations, J. Anal. Appl. Pyrolysis, 157(2021), art. No. 105222.

[[27]] Ahamad T, Alshehri SM. Thermal degradation and evolved gas analysis: A polymeric blend of urea formaldehyde (UF) and epoxy (DGEBA) resin. Arab. J. Chem., 2014, 7(6): 1140,

[[28]] S.Q. Wang, H. Chen, and X.M. Zhang, Transformation of aromatic structure of vitrinite with different coal ranks by HRTEM in situ heating, Fuel, 260(2020), art. No. 116309.

[[29]] Rodrigues S, Suárez-Ruiz I, Marques M, Camean I, Flores D. Microstructural evolution of high temperature treated anthracites of different rank. Int. J. Coal Geol., 2011, 87(3–4): 204,

[[30]] G.S. Jiang, M.L. Chen, Y.Z. Sun, and J.Q. Pan, Dual N-doped porous carbon derived from pyrolytic carbon black and critical PANIs constructing high-performance Zn ion hybrid supercapacitor, J. Energy Storage, 63(2023), art. No. 106955.

[[31]] J. Liang, X.G. Duan, X.Y. Xu, et al., Biomass-derived pyrolytic carbons accelerated Fe(III)/Fe(II) redox cycle for persulfate activation: Pyrolysis temperature-depended performance and mechanisms, Appl. Catal. B, 297(2021), art. No. 120446.

[[32]] S.A. Fahad, M.S. Nawab, M.A. Shaida, et al., Carbon based adsorbents for the removal of U(VI) from aqueous medium: A state of the art review, J. Water Process. Eng., 52(2023), art. No. 103458.

[[33]] Yusuff AS, Lala MA, Thompson-Yusuff KA, Babatunde EO. ZnCl₂-modified eucalyptus bark biochar as adsorbent: Preparation, characterization and its application in adsorption of Cr(VI) from aqueous solutions. S. Afr. J. Chem. Eng., 2022, 42: 138

[[34]] Abdul G, Zhu XY, Chen BL. Structural characteristics of biochar-graphene nanosheet composites and their adsorption performance for phthalic acid esters. Chem. Eng. J., 2017, 319: 9,

[[35]] L.X. Zhang, S.Y. Tang, F.X. He, Y. Liu, W. Mao, and Y.T. Guan, Highly efficient and selective capture of heavy metals by poly(acrylic acid) grafted chitosan and biochar composite for wastewater treatment, Chem. Eng. J., 378(2019), art. No. 122215.

[[36]] Yusuff AS. Adsorption of hexavalent chromium from aqueous solution by Leucaena leucocephala seed pod activated carbon: Equilibrium, kinetic and thermodynamic studies. Arab J. Basic Appl. Sci., 2019, 26(1): 89,

[[37]] S.Z. Xu, S.Y. Ning, Wang Y., et al., Precise separation and efficient enrichment of palladium from wastewater by amino-functionalized silica adsorbent, J. Cleaner Prod., 396(2023), art. No. 136479.

[[38]] X. Tao, F.X. Chen, J. Li, Y.L. Liu, X.W. Hu, and R. Chen, Efficient promotion of Cr(VI) removal over Bi₂S₃ nanoparticles with cupric ions: Potential applications in electroplating wastewater and contaminated groundwater, Sep. Purif. Technol., 303(2022), art. No. 122114.

[[39]] M. Pourrahmati-Shiraz, A. Mohagheghian, and M. Shirzad-Siboni, Synthesis of ZnO immobilized on recycled polyethylene terephtalate for sonocatalytic removal of Cr(VI) from synthetic, drinking waters and electroplating wastewater, J. Environ. Manage., 324(2022), art. No. 116395.

[[40]] Y.N. He, J.B. Chen, J.P. Lv, et al., Separable amino-functionalized biochar/alginate beads for efficient removal of Cr(VI) from original electroplating wastewater at room temperature, J. Cleaner Prod., 373(2022), art. No. 133790.

[[41]] LaGrow AP, Besenhard MO, Hodzic A, et al.. Unravelling the growth mechanism of the co-precipitation of iron oxide nanoparticles with the aid of synchrotron X-ray diffraction in solution. Nanoscale, 2019, 11(14): 6620,

[[42]] Y. Ding, N.T.H. Nhung, J. An, et al., Manganese-titanium mixed ion sieves for the selective adsorption of lithium ions from an artificial salt lake brine, Materials, 16(2023), No. 11, art. No. 4190.

[[43]] M. Islam, M. Angove, D. Morton, B. Pramanik, and M. R. Awual, A mechanistic approach of chromium (VI) adsorption onto manganese oxides and boehmite, J. Environ. Chem. Eng., 8(2020), art. No. 103515.

[[44]] H.Y. Li, N. Li, P.P. Zuo, S.J. Qu, and W.Z. Shen, Efficient adsorption-reduction synergistic effects of sulfur, nitrogen and oxygen heteroatom co-doped porous carbon spheres for chromium(VI) removal, Colloids Surf. A, 618(2021), art. No. 126502.

[[45]] Pholosi A, Naidoo EB, Ofomaja AE. Intraparticle diffusion of Cr(VI) through biomass and magnetite coated biomass: A comparative kinetic and diffusion study. S. Afr. J. Chem. Eng., 2020, 32: 39

[[46]] B. Ghanim, T.F. O’Dwyer, J.J. Leahy, et al., Application of KOH modified seaweed hydrochar as a biosorbent of vanadium from aqueous solution: Characterisations, mechanisms and regeneration capacity, J. Environ. Chem. Eng., 8(2020), No. 5, art. No. 104176.

[[47]] K. Yang, J. Xing, P. Xu, J. Chang, Q. Zhang, and K.M. Usman, Activated carbon microsphere from sodium lignosulfonate for Cr(VI) adsorption evaluation in wastewater treatment, Polymers, 12(2020), No. 1, art. No. 236.

[[48]] Sun YY, Liu C, Zan YF, Miao G, Wang H, Kong LZ. Hydrothermal carbonization of microalgae (chlorococcum sp.) for porous carbons with high Cr(VI) adsorption performance. Appl. Biochem. Biotechnol., 2018, 186(2): 414,

[[49]] H.J. Xu, Y.X. Liu, H.X. Liang, et al., Adsorption of Cr(VI) from aqueous solutions using novel activated carbon spheres derived from glucose and sodium dodecylbenzene sulfonate, Sci. Total Environ., 759(2021), art. No. 143457.

[[50]] Huang RH, Yang BC, Liu Q, Liu YP. Multifunctional activated carbon/chitosan composite preparation and its simultaneous adsorption of phenol and Cr(VI) from aqueous solutions. Environ. Prog. Sustainable Energy, 2014, 33(3): 814,

[[51]] Z. Al-Qodah, R. Dweiri, M. Khader, et al., Processing and characterization of magnetic composites of activated carbon, fly ash, and beach sand as adsorbents for Cr(VI) removal, Case Stud. Chem. Environ. Eng., 7(2023), art. No. 100333.

[[52]] M.K. Rajput, R. Hazarika, and D. Sarma, Zerovalent iron decorated tea waste derived porous biochar [ZVI@TBC] as an efficient adsorbent for Cd(II) and Cr(VI) removal, J. Environ. Chem. Eng., 11(2023), No. 4, art. No. 110279.

[[53]] Sun ZM, Liu BX, Li MZ, Li CQ, Zheng SL. Carboxyl-rich carbon nanocomposite based on natural diatomite as adsorbent for efficient removal of Cr(VI). J. Mater. Res. Technol., 2020, 9(1): 948,

[[54]] K.Y. Liu, D.Y. Zhao, Z.F. Hu, et al., The adsorption and reduction of anionic Cr(VI) in groundwater by novel iron carbide loaded on N-doped carbon nanotubes: Effects of Fe-confinement, Chem. Eng. J., 452(2023), art. No. 139357.

[[55]] Kang ZY, Gao H, Hu ZL, Jia XD, Wen DS. Ni-Fe/reduced graphene oxide nanocomposites for hexavalent chromium reduction in an aqueous environment. ACS Omega, 2022, 7(5): 4041, pmcid: 8829916

[[56]] Z. Liu, J.Y. Luo, Y. Peng, Y.H. Yang, Z. Zeng, and L.Q. Li, Preparation of phosphorus-containing porous carbon by direct carbonization for acetone adsorption, Colloids Surf. A, 606(2020), art. No. 125431.

[[57]] Lyubchik SI, Lyubchik AI, Galushko OL, et al.. Kinetics and thermodynamics of the Cr(III) adsorption on the activated carbon from co-mingled wastes. Colloids Surf. A, 2004, 242(1–3): 151,

[[58]] W. Ahmed, S. Mehmood, A. Núñez-Delgado, et al., Enhanced adsorption of aqueous Pb(II) by modified biochar produced through pyrolysis of watermelon seeds, Sci. Total Environ., 784(2021), art. No. 147136.

[[59]] Ahmad W, Bashammakh AS, Al-Sibaai AA, Alwael H, El-Shahawi MS. Trace determination of Cr(III) and Cr(VI) species in water samples via dispersive liquid-liquid microextraction and microvolume UV–Vis spectrometry. Thermodynamics, speciation study. J. Mol. Liq., 2016, 224: 1242,

[[60]] Chai JJ, Hu Q, Qiu B. Conductive polyaniline improves Cr(VI) bio-reduction by anaerobic granular sludge. Adv. Compos. Hybrid Mater., 2021, 4(4): 1137,

[[61]] R.Q. Li, D. Hu, K. Hu, et al., Coupling adsorption-photocatalytic reduction of Cr(VI) by metal-free N-doped carbon, Sci. Total Environ., 704(2020), art. No. 135284.

[[62]] Q.Q. Tang, H. Wu, M.S. Zhou, and D.J. Yang, Preparation of a novel high-performance lignin-based anionic adsorption resin for efficient removal of Cr(VI) in aqueous solutions, Ind. Crops Prod., 199(2023), art. No. 116720.

[[63]] Guo L, Zhang YF, Zheng JJ, et al.. Synthesis and characterization of ZnNiCr-layered double hydroxides with high adsorption activities for Cr(VI). Adv. Compos. Hybrid Mater., 2021, 4(3): 819,

[[64]] X. Dai, N.T.H. Nhung, M.F. Hamza, et al., Selective adsorption and recovery of scandium from red mud leachate by using phosphoric acid pre-treated pitaya peel biochar, Sep. Purif. Technol., 292(2022), art. No. 121043.

[[65]] W. Li, L.F. Chai, B.Y. Du, X.H. Chen, and R.C. Sun, Full-lignin-based adsorbent for removal of Cr(VI) from waste water, Sep. Purif. Technol., 306(2023), art. No. 122644.

[[66]] Yang ZH, Ren LL, Jin LF, et al.. In-situ functionalization of poly(m-phenylenediamine) nanoparticles on bacterial cellulose for chromium removal. Chem. Eng. J., 2018, 344: 441,

[[67]] Zhang MY, Song LH, Jiang HF, et al.. Biomass based hydrogel as an adsorbent for the fast removal of heavy metal ions from aqueous solutions. J. Mater. Chem. A, 2017, 5(7): 3434,