Skip to main content
Log in

Synthesis of a cross-linked cellulose-based amine polymer and its application in wastewater purification

  • Research Article
  • Published:
Environmental Science and Pollution Research Aims and scope Submit manuscript

Abstract

A cross-linked cellulose-amine polymer composed of nanocrystalline cellulose and 1,4-pheneylnediamine was synthesized, and its application as an adsorbent of metal ions from wastewater was dementated. The nanocrystalline cellulose was generated from an olive industry solid waste. The cross-linked polymer analysis results of FTIR, NMR, TEM, SEM, and XRD were generated. The adsorption efficiency of the cellulose-amine polymer toward Cu(II) and Pb(II) was investigated as a function of adsorbent dose, temperature, pH, and time. The adsorption parameters that lead to an excellent adsorption efficiency were determined. The polymer also showed an excellent extraction efficiency toward 20 metal ions present in a sewage sample. The various functional groups present on polymer surface such as amino, hydroxyl, and aryl played a crucial role on metal adsorption. Thermodynamic analysis results support the high efficiency of the polymer toward the metal ions. Kinetic study results reveal that the adsorption process fits well with the pseudo-second-order model and the adsorption isotherm follows a Langmuir isotherm model.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  • Abdel-Ghani NT, Hefray M, EL-Chaghaby GAF (2007) Removal of Lead from aqueous solution using low cost abundantly available adsorbent. Int J Environ Sci Technol 4(1):67–73

    Article  CAS  Google Scholar 

  • Acar FN, Eren Z (2006) Removal of Cu(II) ions by activated poplar sawdust (Samsun clone) from aqueous solutions. J Hazard Mater 137:909–914

    Article  CAS  Google Scholar 

  • Adeyemo AA, Adeoye IO, Bello OS (2017) Adsorption of dyes using different types of clay: a review. Appl Water Sci 7:543–568

    Article  CAS  Google Scholar 

  • Algarra M, Bartolić D, Radotić K, Mutavdžić D, Pino-González MS, Rodríguez-Castellón E, Lázaro-Martínez JM, Guerrero-González JJ, Esteves da Silva JCG, Jiménez-Jiménez J (2019) P-doped carbon nano-powders for fingerprint imaging. Talanta 194:150–157

    Article  CAS  Google Scholar 

  • Azzaoui K, Mejdoubi E (2014) Thesis, Faculty of Sciences, Mohamed 1st University, Oujda, Morocco, 286/14

  • Bo S, Ren W, Lei C, Xie Y, Cai Y, Wang S, Gao J, Ni Q, Yao J (2018) Flexible and porous cellulose aerogels/zeolitic imidazolate framework (ZIF-8) hybrids for adsorption removal of Cr(IV) from water. J Solid State Chem 262:135–141

    Article  CAS  Google Scholar 

  • Brdar M, Šćiban M, Takači A, Došenović T (2012) Comparison of two and three parameters adsorption isotherm for Cr(VI) onto Kraft lignin. Chem Eng J 183:108–111

    Article  CAS  Google Scholar 

  • Chwastowski J, Staroń P, Kołoczek H, Banach M (2017) Adsorption of hexavalent chromium from aqueous solutions using Canadian peat and coconut fiber. J Mol Liq 248:981–989

    Article  CAS  Google Scholar 

  • Da Silva JS, Da Rosa MP, Beck PH, Peres EC, Dotto GL, Kessler F, Grasel FS (2018) Preparation of an alternative adsorbent from Acacia mearnsii wastes through Acetosolv method and its application for dye removal. J Clean Prod 180:386–394

    Article  Google Scholar 

  • Doan HD, Lohi A, Dang VBH, Dang-Vu T (2008) Removal of Zn+2 and Ni+2 by adsorption in a fixed bed of wheat straw. Process Saf Environ Prot 86:259–267

    Article  CAS  Google Scholar 

  • Guo X, Zhang S, Shan XQ (2008) Adsorption of metal ions on lignin. J Hazard Mater 151(1):134–142

    Article  CAS  Google Scholar 

  • Gupta S, Babu BV (2009) Utilization of waste product (tamarind seeds) for the removal of Cr(VI) from aqueous solutions: equilibrium, kinetics, and regeneration studies. J Environ Manag 90:3013–3022

    Article  CAS  Google Scholar 

  • Gupta VK, Nayak A, Agarwal S (2015) Bioadsorbents for remediation of heavy metals: current status and their future prospects. Environ Eng Res 20:1–18

    Article  Google Scholar 

  • Hamed O, Fouad Y, Hamed EM, Al-Hajj N (2012) Cellulose powder from olive industry solid waste. BioResources 7:4190–4201

    Google Scholar 

  • Hamed O, Jodeh S, Al-Hajj N, Abo-Obeid A, Hamed EM, Fouad Y (2014) Cellulose acetate from biomass waste of olive industry. J Wood Sci 61:45–62

    Article  Google Scholar 

  • Heinze T, Liebert T (2001) Unconventional methods in cellulose functionalization. Prog Polym Sci 26:1689–1762

    Article  CAS  Google Scholar 

  • Hokkanen S, Bhatnagar A, Sillanpa M (2016) A review on modification methods to cellulose-based adsorbents to improve adsorption capacity. Water Res 91:156–173

    Article  CAS  Google Scholar 

  • Jodeh S, Amarah J, Radi S, Hamed O, Warad I, Salghi R, Chetouni A, Samhan S, Alkowni R (2016) Removal of methylene blue from industrial wastewater in Palestine using polysiloxane surface modified with bipyrazolic tripodal receptor. Moroc J Chem 4:140–156

    CAS  Google Scholar 

  • Jodeh S, Hamed O, Melhem A, Salghi R, Jodeh D, Azzaoui K, Benmassaoud Y, Murtada K (2018) Magnetic nanocellulose from olive industry solid waste for the effective removal of methylene blue from wastewater. Environ Sci Pollut Res 25:22060–22074

    Article  CAS  Google Scholar 

  • Karnitz O Jr, Gurgel LVA, de Melo JCP (2007) Adsorption of heavy metal ion from aqueous single metal solution by chemically modified sugarcane bagasse. Bioresour Technol 98:1291–1297

    Article  CAS  Google Scholar 

  • Kim UJ, Kuga S, Wada M, Okano T, Kondo T (2000) Periodate oxidation of crystalline cellulose. Biomacromolecules 1:488–492

    Article  CAS  Google Scholar 

  • Lázaro Martínez JM, Romasanta PN, Chattah AK, Buldain GY (2010) NMR characterization of hydrate and aldehyde forms of imidazole-2-carboxaldehyde and derivatives. J Org Chem 75:3208–3213

    Article  Google Scholar 

  • Limousin G, Gaudet JP, Charlet L, Szenknect S, Barthès V, Krimissa M (2007) Sorption isotherms: a review on physical bases, modeling and measurement. Appl Geochem 22:249–275

    Article  CAS  Google Scholar 

  • Lin JX, Zhan SL, Fang MH, Qian XQ, Yang H (2008) Adsorption of basic dye from aqueous solution onto fly ash. J Environ Manag 87:193–200

    Article  CAS  Google Scholar 

  • Lin J, Chen X, Chen C, Hu J, Zhou C, Cai X, Wang W, Zheng C, Zhang P, Cheng J (2018) Durably antibacterial and bacterially anti-adhesive cotton fabrics coated by cationic fluorinated polymers. ACS Appl Mater Interf Sci 10:6124–6136

    Article  CAS  Google Scholar 

  • Milieu Ltd, WR, RPA (2010) Environmental, economic and social impacts of the use of sewage sludge on land. 266. http://ec.europa.eu/environment/waste/sludge/pdf/part_iii_report.pdf

  • Moa J, Yanga Q, Zhang N, Zhang W, Zheng Y, Zhang Z (2018) Review on agro-industrial waste (AIW) derived adsorbents for water and wastewater treatment. J Environ Manag 227:395–405

    Article  Google Scholar 

  • Muhammad RR, Nor AY, Mohammad JH, Norazowa I, Faruq M, Sazlinda K, Hamad AA (2018) Iminodiacetic acid modified kenaf fiber for waste water treatment. Int J Biol Macromol 112:754–760

    Article  Google Scholar 

  • Nada AMA, Eid MA, El Bahnasawy RM, Khalifa MN (2002) Preparation and characterization of cation exchangers from agricultural residues. J Appl Polym Sci 85:792–800

    Article  CAS  Google Scholar 

  • Nagy B, Maicaneanu A, Indolean C, Burca S, Silaghi L, Majdik C (2013) Acta Chimica. Slovenica 60:263–273

    CAS  Google Scholar 

  • O’Connell DW, Birkinshaw C, O’Dwyer TF (2008) Heavy metal adsorbents prepared from the modification of cellulose: a review. Bioresour Technol 99:6709–6724

    Article  Google Scholar 

  • Qaiser S, Saleemi AR, Umar M (2009) Biosorption of lead from aqueous solution by Ficus religiosa leaves: batch and column study. J Hazard Mater 166:998–1005

    Article  CAS  Google Scholar 

  • Sahmoune MN, Louhab K, Boukhiar A (2011) Advanced biosorbents materials for removal of chromium from water and wastewaters. Environ Prog Sustain Energy 30:284–293

    Article  CAS  Google Scholar 

  • Saravanan R, Ravikumar L (2015) The use of new chemically modified cellulose for heavy metal ion adsorption and antimicrobial activities. J Water Resour Prot 7:530–545

    Article  CAS  Google Scholar 

  • Srinivas T, Prasad VSRK (2002) Studies on treatment of metallic effluents by non-conventional adsorbents. Ind J Env Prot 22:1226

    CAS  Google Scholar 

  • Sud D, Mahajan G, Kaur MP (2008) Agricultural waste material as potential adsorbent for sequestering heavy metal ions from aqueous solutions-a review. Bioresour Technol 99:6017–6602

    Article  CAS  Google Scholar 

  • Uddin MK (2017) A review on the adsorption of heavy metals by clay minerals, with special focus on the past decade. Chem Eng J 308:438–462

    Article  CAS  Google Scholar 

  • Vieira MGA, De Almeida Neto AF, Da Silva MGC, Carneiro CN, DeMelo Filho AA (2014) Adsorption of lead and copper ions from aqueous effluents on rice husk ash in a dynamic system. Brazilian Journal of Chemistry Engineering 31(2): 519–529

  • Wang J, Liu M, Duan C, Sun J, Xu Y (2019) Preparation and characterization of cellulose-based adsorbent and its application in heavy metal ions removal. Carbohydr Polym 206:837–843

    Article  CAS  Google Scholar 

  • Zelić E, Vuković Z, Halkijević I (2018) Application of nanotechnology in wastewater treatment. GRAĐEVINAR 70:315–323

    Google Scholar 

  • Zhang ZZ, Li MY, Chen W, Zhu SZ, Liu NN, Zhu LY (2010) Immobilization of lead and cadmium from aqueous solution and contaminated sediment using nanohydroxyapatite. Environ Pollut 158:514–519

    Article  CAS  Google Scholar 

  • Zhao X, Wang W, Zhang Y, Wu S, Li F, Liu JP (2014) Synthesis and characterization of gadolinium doped cobalt ferrite nanoparticles with enhanced adsorption capability for Congo Red. Chem Eng J 250:164–174

    Article  CAS  Google Scholar 

Download references

Acknowledgments

ARDITI-Agência Regional para o Desenvolvimento da Investigação Tecnologia e Inovação is acknowledged through the project M1420-01-0145-FEDER-000005-CQM+ (Madeira 14-20 Program). The authors also acknowledge the NM lab of SCAI (University of Málaga) for polymer analysis.

Funding

The authors received financial support from the Palestinian Ministry of Higher Education for this work.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Othman Hamed or Abdalhadi Deghles.

Additional information

Responsible editor: Angeles Blanco

Publisher’s note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

ESM 1

The supplementary data file contains the FT-IR, 13C NMR, XRD spectra and thermal analysis data of cellulose and cellulose amine polymers. (DOCX 575 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hamed, O., Lail, B.A., Deghles, A. et al. Synthesis of a cross-linked cellulose-based amine polymer and its application in wastewater purification. Environ Sci Pollut Res 26, 28080–28091 (2019). https://doi.org/10.1007/s11356-019-06001-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11356-019-06001-4

Keywords

Navigation