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Fabricating pentaazatetraethylene modified sulfonated polyacrylamide for dye adsorption from aqueous media: isotherms and kinetics models

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Abstract

In this study, pentaazatetraethylene-modified sulfonated polyacrylamide (PAm-SO3-N5) was synthesized and used as a novel efficient adsorbent to remove calmagite from aqueous media. To this end, a central composite design (CCD) was applied to reduce the number of reaction variables (i.e., adsorbent concentration, temperature, initial concentration, and pH) on calmagite removal. The results showed that calmagite was entirely adsorbed by the PAm-SO3-N5 within 30 min. In addition, a pseudo-second-order (PSO) model was prepared as the optimum formula to fit the kinetics information. The modeling results revealed that film diffusion and adsorption are rate-limiting stages to remove the dyes. Using a Langmuir isotherm to fit the equilibrium data, the highest equilibrium adsorption was calculated to be 1732.5 mg/g. In the present study, the ΔH value indicates that the adsorption is of chemical type. Also, the negative sign of ΔS° shows that PAm-SO3-N5 removes calmagite during a relatively stable process with randomness in the system. The increase in ΔG° values with increasing temperature indicates a descending trend in the feasibility degree of calmagite adsorption. Eventually, recycling the adsorbent for 7 cycles to adsorb calmagite dye showed no remarkable activity loss.

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References

  • Ahmed S, Abdel Gaber AA, Abdel Rahim AM (2015) Removal of calmagite dye from aqueous media using nanoparticles of mango seed kernel-impregnated Fe (III). Int J Adv Res 3(2):621–632

    CAS  Google Scholar 

  • Akhond M, Hormozi Jangi SR, Barzegar S, Absalan G (2020) Introducing a nanozyme-based sensor for selective and sensitive detection of mercury(II) using its inhibiting effect on production of an indamine polymer through a stable n-electron irreversible system. Chem Pap 74:1321–1330

    CAS  Google Scholar 

  • Ali I, Kon’kova T, Kasianov V, Rysev A, Panglisch S, Mbianda XY, Habila MA, AlMasoud N (2021) Preparation and characterization of nano-structured modified montmorillonite for dioxidine antibacterial drug removal in water. J Mol Liq 331. https://doi.org/10.1016/j.molliq.2021.115770

  • Alipanahpour Dil A, Ghaedi M, Ghaedi A, Asfaram A, Jamshidi M, Purkait MK (2016) Application of artificial neural network and response surface methodology for the removal of crystal violet by zinc oxide nanorods loaded on activate carbon: kinetics and equilibrium study. J Taiwan Inst Chem Eng 59:210–220

    Google Scholar 

  • Asadabadi S, Merati Z (2021) A tailored magnetic composite synthesized by graphene oxide, chitosan and aminopolycarboxylic acid for diminishing dye contaminant. Cellulose 28:2327–2351

    CAS  Google Scholar 

  • Asfaram A, Ghaedi M, Dashtian K, Ghezelbash GR (2018) Preparation and characterization of Mn 0.4 Zn 0.6 Fe 2 O 4 nanoparticles supported on dead cells of Yarrowia lipolytica as a novel and efficient adsorbent/biosorbent composite for the removal of azo food dyes: central composite design optimization study. ACS Sustain Chem Eng 6(4):549–4563

    Google Scholar 

  • Babamoradi J, Ghorbani-Vaghei R, Alavinia S (2021) CuI nanoparticles supported on a novel polymer-layered double hydroxide nanocomposite: an efficient heterogeneous nanocatalyst for the synthesis of bis-N-arylsulfonamides. RSC Adv 11:19147–19157

    CAS  Google Scholar 

  • Babamoradi J, Ghorbani-Vaghei R, Alavinia S (2022) Click synthesis of 1,2,3-triazoles using copper iodide nanoparticles anchored poly(sulfonamide-thiazole) modified layered double hydroxides/chitosan nanocomposite. Int J Biol Macromol 209:1542–1552

    CAS  Google Scholar 

  • Chakraborty R, Asthana A, Singh AK, Jain B, Hasan Susan AB (2022) Adsorption of heavy metal ions by various low-cost adsorbents: a review. Int J Environ Anal Chem 102:342–379

    CAS  Google Scholar 

  • Chatterjee S, Kumar A, Basu S, Dutta S (2012) Application of response surface methodology for methylene blue dye removal from aqueous solution using low-cost adsorbent. Chem Eng J 181–182:289–299

    Google Scholar 

  • Cheung C, Porter J, Mckay G (2001) Sorption kinetic analysis for the removal of cadmium ions from effluents using bone char. Water Res 35:605–612

    CAS  Google Scholar 

  • Constable DJC (2021) Green and sustainable chemistry–the case for a systems-based, interdisciplinary approach. Iscience 24:103489

    CAS  Google Scholar 

  • Daraei P, Ghaemi N, Emami N (2019) Preparation of silver/chitosan nanocomposite for water decolorization. Nashrieh Shimi Va Mohandesi Shimi Iran 38:57–67

    Google Scholar 

  • Dashtian K, Hajati S, Ghaedi M (2020) L-phenylalanine-imprinted polydopamine-coated CdS/CdSe n-n type II heterojunction as an ultrasensitive photoelectrochemical biosensor for the PKU monitoring. Biosens Bioelectron 165:112346

    CAS  Google Scholar 

  • Dirbaz M, Roosta A (2018) Adsorption, kinetic and thermodynamic studies for the biosorption of cadmium onto microalgae Parachlorella sp. J Environ Chem Eng 6:2302–2309

    CAS  Google Scholar 

  • Edet UA, Ifelebuegu AO (2020) Kinetics, isotherms, and thermodynamic modeling of the adsorption of phosphates from model wastewater using recycled brick waste. Processes 8:665. https://doi.org/10.3390/pr8060665

    Article  CAS  Google Scholar 

  • El Khomri M, El Messaoudi N, Dbik A, Bentahar S (2020) Efficient adsorbent derived from Argania spinosa for the adsorption of cationic dye: kinetics, mechanism, isotherm and thermodynamic study. Surf Interfaces 20:100601

    Google Scholar 

  • Geng W, Wang L, Yang X-Y (2022) Nanocell hybrids for green chemistry. Trends Biotechnol 40(8):974–986. https://doi.org/10.1016/j.tibtech.2022.01.012

  • Ghobakhloo F, Azarifar D, Mohammadi M, Keypour H, Zeyni H (2022) Copper(II) Schiff-Base complex modified UiO-66-NH2(Zr) metal-organic framework catalysts for Knoevenagel condensation-michael addition-cyclization reactions. Inorg Chem 61:4825–4841

    CAS  Google Scholar 

  • Hafizi A, Rahimpour MR, Hassanajili S (2016) Hydrogen production by chemical looping steam reforming of methane over Mg promoted iron oxygen carrier: optimization using design of experiments. J Taiwan Inst Chem Eng 62:140–149

    CAS  Google Scholar 

  • Hassan W, Noureen S, Mustaqeem M, Saleh TA, Zafar Sh (2020) Efficient adsorbent derived from Haloxylon recurvum plant for the adsorption of acid brown dye: kinetics, isotherm and thermodynamic optimization. Surf Interfaces 20:100510

    CAS  Google Scholar 

  • Hussain-Khil N, Ghorbani-Choghamarani A, Mohammadi M (2021) A new silver coordination polymer based on 4,6-diamino-2-pyrimidinethiol: synthesis, characterization and catalytic application in asymmetric Hantzsch synthesis of polyhydroquinolines. Sci Rep 11:15657

    CAS  Google Scholar 

  • Kouhdareh J, Keypour H, Alavinia S, Maryamabadi M (2023a) Immobilization of Ag and Pd over a novel amide-based covalent organic framework (COF-BASU2) as a heterogeneous reusable catalyst to reduce nitroarenes. Inorganica Chim Acta 545:121251

    CAS  Google Scholar 

  • Kouhdareh J, Keypour H, Alavinia S, Maryamabadi M (2023b) Pd(II)-immobilized on a novel covalent imine framework (COF-BASU1) as an efficient catalyst for asymmetric Suzuki coupling. J Mol Struct 1273:134286

    CAS  Google Scholar 

  • Karimi SY, Marofi S, Zare MA (2020) Removal Propargite pesticide from aqueous solution using penta aza tetra ethylene on polyacrylamide (PAA-N5) as a novel adsorbent. J New Mater 10(38):109–124

    Google Scholar 

  • Karimi SY, Marofi S, Zare MA (2024) Cristal violet removal from aqueous media using Tragopogon dubius adsorbent. Chemistry Select 9(6). https://doi.org/10.1002/slct.202300031

  • Kupgan G, Abbott LJ, Hart KE, Colina CM (2018) Modeling amorphous microporous polymers for CO2 capture and separations. Chem Rev 118:5488–5538

    CAS  Google Scholar 

  • Liao Y, Loh CH, Tian M, Wang R, Fane AG (2018) Progress in electrospun polymeric nanofibrous membranes for water treatment: Fabrication, modification and applications. Prog Polym Sci 77:69–94

    CAS  Google Scholar 

  • López-Luna J, Ramírez-Montes LE, Martinez-Vargas S, Martínez AI, Mijangos-Ricardez OF, González-Chávez MA, Carrillo-González R, Solís-Domínguez FA, Cuevas-Díaz MC, Vázquez-Hipólito V (2019) Linear and nonlinear kinetic and isotherm adsorption models for arsenic removal by manganese ferrite nanoparticles. SN Appl Sci 1:950. https://doi.org/10.1007/s42452-019-0977-3

  • Madrakian T, Afkhami A, Zadpour B, Ahmadi M (2015) New synthetic mercaptoethylamino homopolymer-modified maghemite nanoparticles for effective removal of some heavy metal ions from aqueous solution. J Ind Eng Chem 21:1160–1166

    CAS  Google Scholar 

  • Marofi S, Zare MA, Krimi Y (2024) Crystal violet removal from aqueous media using Tragopogon dubius adsorbent. Chem Select. 9:6

    Google Scholar 

  • Mohammadi M, Ghorbani-Choghamarani A (2022a) Synthesis and characterization of novel hercynite@sulfuric acid and its catalytic applications in the synthesis of polyhydroquinolines and 2,3-dihydroquinazolin-4(1: H)-ones. RSC Adv 12:2770–2787

    CAS  Google Scholar 

  • Mohammadi M, Ghorbani-Choghamarani A (2022b) Hercynite silica sulfuric acid: a novel inorganic sulfurous solid acid catalyst for one-pot cascade organic transformations. RSC Adv 12:26023–26041

    CAS  Google Scholar 

  • Monsef Khoshhesab Z, Ahmadi M (2016) Removal of reactive blue 19 from aqueous solutions using NiO nanoparticles: equilibrium and kinetic studies. Desalin Water Treat 57:20037–20048

    CAS  Google Scholar 

  • Oakes J, Welch G, Gratton P (1997) Kinetic investigations into the copper(II)-catalysed peroxosulfate oxidation of calmagite dye in alkaline media. J Chem Soc Dalton Trans 24:4287–4540

    Google Scholar 

  • Pourjavadi A, Kurdtabar M (2007) Collagen-based highly porous hydrogel without any porogen: Synthesis and characteristics. Eur Polym J 43:877–889

    CAS  Google Scholar 

  • Pourjavadi A, Ghasemzadeh H, Soleyman R (2007) Synthesis, characterization, and swelling behavior of alginate-g-poly(sodium acrylate)/kaolin superabsorbent hydrogel composites. J Appl Polym Sci 105:2631–2639

    CAS  Google Scholar 

  • Pourjavadi A, Nazari M, Kohestanian M, Hosseini SH (2019) Polyacrylamide-grafted magnetic reduced graphene oxide nanocomposite: preparation and adsorption properties. Colloid Polym Sci 297:917–926

    CAS  Google Scholar 

  • Rahimi A, Ghorbani-Vaghei R, Alavinia S (2021) Nickel nanoparticles anchored over porous triazine-thiourea-sulfonamide to explore the reduction of carbonyl compounds. J Porous Mater 28:1643–1653

    CAS  Google Scholar 

  • Ramish SM, Ghorbani-Choghamarani A, Mohammadi M (2022) Microporous hierarchically Zn-MOF as an efficient catalyst for the Hantzsch synthesis of polyhydroquinolines. Sci Rep 12:1479

    CAS  Google Scholar 

  • Reddy MP, Venugopal A, Subrahmanyam M (2007) Hydroxyapatite photocatalytic degradation of calmagite (an azo dye) in aqueous suspension. Appl Catal B 69(3–4):164–170

    CAS  Google Scholar 

  • Safari JB, Bapolisi AM, Krause RWM (2021) Development of pH-sensitive chitosan-g-poly(acrylamide-co-acrylic acid) hydrogel for controlled drug delivery of tenofovir disoproxil fumarate. Polymers 13:3571

    CAS  Google Scholar 

  • Sahoo TR, Prelot B (2020) Adsorption processes for the removal of contaminants from wastewater. In: Nanomaterials for the detection and removal of wastewater pollutants. Micro and nano technologies, pp 161–222. https://doi.org/10.1016/B978-0-12-818489-9.00007-4

  • Sarabadan M, Bashiri H, Mousavi SM (2019) Removal of crystal violet dye by an efficient and low cost adsorbent: modeling, kinetic, equilibrium and thermodynamic studies. Korean J Chem Eng 36:1575–1586

    CAS  Google Scholar 

  • Shen C, Wen Y, Kang X, Liu W (2011) H2O2-induced surface modification: a facile, effective and environmentally friendly pretreatment of chitosan for dyes removal. Chem Eng J 166:474–482

    CAS  Google Scholar 

  • Şimşek S, Şenol ZM, Ulusoy Hİ (2017) Synthesis and characterization of a composite polymeric material including chelating agent for adsorption of uranyl ions. J Hazard Mater 338:437–446

    Google Scholar 

  • Srivastava S, Goyal P (2010) Reusability of biomaterial: a cost-effective approach. Part of the Environmental Science and Engineering book series (ENVSCIENCE), pp 93–96. https://doi.org/10.1007/978-3-642-11329-1_13

  • Sun P, Hui C, Wang S, Wan L, Zhang X, Zhao Y (2016) Bacillus amyloliquefaciens biofilm as a novel biosorbent for the removal of crystal violet from solution. Colloids Surf B Biointerfaces 139:164–170

    CAS  Google Scholar 

  • Tanhaei B, Ali A, Lahtinen M, Sillanpää M et al (2015) Preparation and characterization of a novel chitosan/Al2O3/magnetite nanoparticles composite adsorbent for kinetic, thermodynamic and isotherm studies of methyl orange adsorption. Chem Eng J 259:1–10

    CAS  Google Scholar 

  • Wang X, Cheng B, Zhang L, Yu J, Li Y (2022) Synthesis of MgNiCo LDH hollow structure derived from ZIF-67 as superb adsorbent for Congo red. J Colloid Interface Sci 612:598–607

    CAS  Google Scholar 

  • Yi X, Xu Z, Liu Y, Guo X, Ou M, Xu X (2017) Highly efficient removal of uranium(VI) from wastewater by polyacrylic acid hydrogels. RSC Adv 2017(7):6278

    Google Scholar 

  • Zare MA, Husain SW, Tehrani MS, Azar PA (2017) Pentaazatetraethylene supported polyacrylamide (PAA-N5) as a novel adsorbent for the efficient removal of industrial dyes from aqueous solutions: adsorption isotherms and kinetics. Monatshefte Für Chemie - Chem Mon 148:191–197

    CAS  Google Scholar 

  • Zhao XS, Lu GQ, Millar GJ (1996) Advances in mesoporous molecular sieve MCM-41. Ind Eng Chem Res 35:2075–2090

    CAS  Google Scholar 

  • Zhu B, Xia P, Ho W, Yu J (2015) Isoelectric point and adsorption activity of porous g-C3 N4. Appl Surf Sci 344(2015):188–195

    CAS  Google Scholar 

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Funding

The authors appreciate the financial support from the Bu-Ali Sina University, Hamedan, Iran, to conduct this study.

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Seyed Yaghoub Karimi: doing laboratory work, preparing data, and writing; Safar Marofi: supervisor and presenter of research work; Mohamad Ali Zare: did laboratory work, preparing data, and results analysis; Sedigheh Alavinia: editing.

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Correspondence to Safar Marofi.

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Karimi, S.Y., Marofi, S. & Zare, M.A. Fabricating pentaazatetraethylene modified sulfonated polyacrylamide for dye adsorption from aqueous media: isotherms and kinetics models. Environ Sci Pollut Res 31, 25849–25866 (2024). https://doi.org/10.1007/s11356-024-32590-w

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