Skip to main content
Log in

A novel amino acid functionalized biosorbent (almond shells) for the removal of phenol from aqueous solutions: linear and nonlinear kinetic models and thermodynamic studies

  • Original Article
  • Published:
Biomass Conversion and Biorefinery Aims and scope Submit manuscript

Abstract

In this work, phenol was adsorbed from an aqueous solution using a novel and natural adsorbent that was made from the wastes of almonds and functionalized with amino acids. FTIR, SEM, XRD, and BET methods were used to ascertain the modified biosorbent’s structural and physical properties. The effective factors on phenol removal, which include pH (2–12), adsorption dose (0–1 to 0–35 g/l), contact time (5–180 min), initial concentration (30–180 mg/l), and temperature (20–40 °C), were investigated and optimized. It was found that phenol adsorption was highly pH-dependent, reaching 90% at pH 6–8. Because of the rapid rate of adsorption, the system reached equilibrium after 90 min. The thermodynamic study discovered that the adsorption of phenol onto the biosorbent was an exothermic and spontaneous process. The pseudo-second-order model’s linear and non-linear forms both fit the kinetic data well, and the Langmuir isotherm, with a good adsorption capacity of 174.95 mg/g, had the best match with experimental data for both forms. The findings reveal that non-linear forms better describe the experimental data. After five cycles of adsorption and desorption, the biosorbent’s potential for reuse demonstrated a 90% adsorption efficiency. The results demonstrate that the adsorbent under study has a high capacity to extract phenol from water environments and can be suggested as an effective green adsorbent for removing phenol and phenolic compounds from water environments.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

Data availability

The datasets used and/or analyzed during the current study are available from the corresponding author on reasonable request.

References

  1. Catherine HN, Ou M-H, Manu B, Shih Y-h (2018) Adsorption mechanism of emerging and conventional phenolic compounds on graphene oxide nanoflakes in water. Sci Total Environ 635:629–38

    Article  Google Scholar 

  2. Gianfreda L, Iamarino G, Scelza R, Rao MA (2006) Oxidative catalysts for the transformation of phenolic pollutants: a brief review. Biocatal Biotransform 24(3):177–187

    Article  Google Scholar 

  3. Wang B, Dong F, Chen S, Chen M, Bai Y, Tan J et al (2016) Phenolic endocrine disrupting chemicals in an urban receiving river (Panlong river) of Yunnan-Guizhou plateau: occurrence, bioaccumulation and sources. Ecotoxicol Environ Saf 128:133–142

    Article  Google Scholar 

  4. Hanafi MF, Sapawe N (2020) A review on the water problem associate with organic pollutants derived from phenol, methyl orange, and remazol brilliant blue dyes. Mater Today: Proceedings 31:A141–A150

    Google Scholar 

  5. Wasi S, Tabrez S, Ahmad M (2013) Toxicological effects of major environmental pollutants: an overview. Environ Monit Assess 185(3):2585–2593

    Article  Google Scholar 

  6. FROM ROHOC (2019) Use of a specific type of bentonite clay for removal of halogenated organic compounds from polluted water under different operation conditions. J Eng Sustain Dev 23(06):11–24

    Article  Google Scholar 

  7. Rostami A, Abdelrasoul A, Shokri Z, Shirvandi Z (2022) Applications and mechanisms of free and immobilized laccase in detoxification of phenolic compounds—a review. Korean J Chem Eng 39:821–832

    Article  Google Scholar 

  8. Villegas LGC, Mashhadi N, Chen M, Mukherjee D, Taylor KE, Biswas N (2016) A short review of techniques for phenol removal from wastewater. Curr Pollution Rep 2(3):157–167

    Article  Google Scholar 

  9. Raza W, Lee J, Raza N, Luo Y, Kim K-H, Yang J (2019) Removal of phenolic compounds from industrial waste water based on membrane-based technologies. J Ind Eng Chem 71:1–18

    Article  Google Scholar 

  10. Hanafi MF, Sapawe N (2019) Electrogenerated zirconia (EGZrO2) nanoparticles as recyclable catalyst for effective photocatalytic degradation of phenol. Mater Today: Proceedings 19:1537–1540

    Google Scholar 

  11. Solangi NH, Karri RR, Mazari SA, Mubarak NM, Jatoi AS, Malafaia G, Azad AK (2023) Mxene as emerging material for photocatalytic degradation of environmental pollutants. Coord Chem Rev 477

  12. Belalia A, Zehhaf A, Benyoucef A (2018) Preparation of hybrid material based of PANI with SiO2 and its adsorption of phenol from aqueous solution. Polym Sci, Ser B 60(6):816–824

    Article  Google Scholar 

  13. Lee C-G, Hong S-H, Hong S-G, Choi J-W, Park S-J (2019) Production of biochar from food waste and its application for phenol removal from aqueous solution. Water Air Soil Pollut 230(3):1–13

    Article  Google Scholar 

  14. Atieh MA (2014) Removal of phenol from water different types of carbon–a comparative analysis. APCBEE Proc 10:136–141

    Article  Google Scholar 

  15. Saravanakumar K, Kumar A (2013) Removal of phenol from aqueous solution by adsorption using zeolite. Afr J Agric Res 8(23):2965–2969

    Google Scholar 

  16. Abbas MN, Al-Hermizy SMM, Abudi ZN, Ibrahim TA (2019) Phenol biosorption from polluted aqueous solutions by ulva lactuca alga using batch mode unit. J Ecol Eng 20(6):225–235

    Article  Google Scholar 

  17. Ruthiraan M, Mubarak NM, Thines RK, Abdullah EC, Sahu JN, Jayakumar NS, Ganesan P (2015) Comparative kinetic study of functionalized carbon nanotubes and magnetic biochar for removal of cd2+ ions from wastewater. Korean J Chem Eng 32(3):446–457

    Article  Google Scholar 

  18. Ngo HH, Guo W, Zhang J, Liang S, Ton-That C, Zhang X (2015) Typical low cost biosorbents for adsorptive removal of specific organic pollutants from water. Biores Technol 182:353–363

    Article  Google Scholar 

  19. Shabanloo A, Salari M, Shabanloo N, Dehghani MH, Pittman CU Jr, Mohan D (2020) Heterogeneous persulfate activation by nano-sized Mn3O4 to degrade furfural from wastewater. J Mol Liq 298(15):112088

    Article  Google Scholar 

  20. Omo-Okoro PN, Daso AP, Okonkwo JO (2018) A review of the application of agricultural wastes as precursor materials for the adsorption of per-and polyfluoroalkyl substances: a focus on current approaches and methodologies. Environ Technol Innov 9:100–114

    Article  Google Scholar 

  21. NooriShamsi MH, Jafari M, Shahin M (2018) A review on natural adsorbents/nano-adsorbents based on chitosan for removal of metal contaminants from water. J Water Wastewater Sci Eng 3(2):44–60

    Google Scholar 

  22. Chai JB, Au PI, Mubarak NM, Khalid M, Ng WPQ, Jagadish P, Walvekar R, Abdullah EC (2020) Adsorption of heavy metal from industrial wastewater onto low-cost malaysian kaolin clay–based adsorbent. Environ Sci Pollut Res 27(12):13949–13962

    Article  Google Scholar 

  23. Al-Musawi TJ, Arghavan SMA, Allahyari E, Arghavan FS, Othmani A, Nasseh N (2022) Adsorption of malachite green dye onto almond peel waste: a study focusing on application of the ANN approach for optimization of the effect of environmental parameters. Biomass Convers Bior 13:12073–12084

    Article  Google Scholar 

  24. Zhang A, Li X, Xing J, Xu G (2020) Adsorption of potentially toxic elements in water by modified biochar: a review. J Environ Chem Eng 8(4):104196

    Article  Google Scholar 

  25. Hoffmann F, Cornelius M, Morell J, Fröba M (2006) Silica-based mesoporous organic–inorganic hybrid materials. Angew Chem Int Ed 45(20):3216–3251

    Article  Google Scholar 

  26. Moussavi G, Alahabadi A, Yaghmaeian K, Eskandari M (2013) Preparation, characterization and adsorption potential of the NH4Cl-induced activated carbon for the removal of amoxicillin antibiotic from water. Chem Eng J 217:119–128

    Article  Google Scholar 

  27. Wang J, Zhuang S (2017) Removal of various pollutants from water and wastewater by modified chitosan adsorbents. Crit Rev Environ Sci Technol 47(23):2331–2386

    Article  Google Scholar 

  28. Baghal Asghari F, Mohammadi AA, Dehghani MH, Yousef M (2018) Data on assessment of groundwater quality with application of ArcGIS in Zanjan, Iran. Data Brief 18:375–379

    Article  Google Scholar 

  29. Nupearachchi C, Mahatantila K, Vithanage M (2017) Application of graphene for decontamination of water; implications for sorptive removal. Groundw Sustain Dev 5:206–215

    Article  Google Scholar 

  30. Tapouk FA, Nabizadeh R, Nasseri S, Mesdaghinia A, Khorsandi H, Yousefi M et al (2020) Embedding of L–arginine into graphene oxide (GO) for endotoxin removal from water: modeling and optimization approach. Colloids Surf A 607:125491

    Article  Google Scholar 

  31. Mashayekh-Salehi A, Moussavi G (2016) Removal of acetaminophen from the contaminated water using adsorption onto carbon activated with NH4Cl. Desalin Water Treat 57(27):12861–12873

    Article  Google Scholar 

  32. Ma Y, Gao N, Chu W, Li C (2013) Removal of phenol by powdered activated carbon adsorption. Front Environ Sci Eng 7(2):158–165

    Article  Google Scholar 

  33. Li Y, Du Q, Liu T, Sun J, Jiao Y, Xia Y et al (2012) Equilibrium, kinetic and thermodynamic studies on the adsorption of phenol onto graphene. Mater Res Bull 47(8):1898–1904

    Article  Google Scholar 

  34. Li X-D, Zhai Q-Z (2020) Evaluation of eosin Y removal from aqueous solution using nano-mesoporous material MCFs: adsorption equilibrium, kinetics, and adsorption isotherms. Int J Ind Chem 11(1):55–67

    Article  Google Scholar 

  35. Balarak D, KordMostafapour F, Azarpira H, Joghataei A (2017) Langmuir, Freundlich, Temkin and Dubinin–radushkevich isotherms studies of equilibrium sorption of ampicilin unto montmorillonite nanoparticles. Past name: British Journal of Pharmaceutical Research, Past ISSN 2231–2919:1–9

    Google Scholar 

  36. Subramanyam B, Das A (2014) Linearised and non-linearised isotherm models optimization analysis by error functions and statistical means. J Environ Health Sci Eng 12(1):1–6

    Article  Google Scholar 

  37. Chen T, Wang Q, Lyu J, Bai P, Guo X (2020) Boron removal and reclamation by magnetic magnetite (Fe3O4) nanoparticle: an adsorption and isotopic separation study. Sep Purif Technol 231:115930

    Article  Google Scholar 

  38. Kassimi A, Achour Y, Himri M, Laamari MR, Haddad M (2021) High efficiency of natural Safiot Clay to remove industrial dyes from aqueous media: kinetic, isotherm adsorption and thermodynamic studies. Biointerface Res Appl Chem 11:12717–12731

    Article  Google Scholar 

  39. Van Tran T, Nguyen VH, Nong LX, Nguyen H-TT, Nguyen DTC, Nguyen TT et al (2020) Hexagonal Fe-based MIL-88B nanocrystals with NH2 functional groups accelerating oxytetracycline capture via hydrogen bonding. Surf Interfaces 20:100605

    Article  Google Scholar 

  40. Yang X, Wan Y, Zheng Y, He F, Yu Z, Huang J et al (2019) Surface functional groups of carbon-based adsorbents and their roles in the removal of heavy metals from aqueous solutions: a critical review. Chem Eng J 366:608–621

    Article  Google Scholar 

  41. Li Z, Guo D, Liu Y, Wang H, Wang L (2020) Recent advances and challenges in biomass-derived porous carbon nanomaterials for supercapacitors. Chem Eng J 397:125418

    Article  Google Scholar 

  42. Qiao H, Mei L, Chen G, Liu H, Peng C, Ke F et al (2019) Adsorption of nitrate and phosphate from aqueous solution using amine cross-linked tea wastes. Appl Surf Sci 483:114–122

    Article  Google Scholar 

  43. Amin MT, Alazba AA, Shafiq M (2015) Adsorptive removal of reactive black 5 from wastewater using bentonite clay: isotherms, kinetics and thermodynamics. Sustainability 7(11):15302–15318

    Article  Google Scholar 

  44. Dąbrowski A, Podkościelny P, Hubicki Z, Barczak M (2005) Adsorption of phenolic compounds by activated carbon—a critical review. Chemosphere 58(8):1049–1070

    Article  Google Scholar 

  45. Delle Site A (2001) Factors affecting sorption of organic compounds in natural sorbent/water systems and sorption coefficients for selected pollutants. A review. J Phys Chem Ref Data 30(1):187–439

    Article  Google Scholar 

  46. Li J, Wu Y-n, Li Z, Zhu M, Li F (2014) Characteristics of arsenate removal from water by metal-organic frameworks (MOFs). Water Sci Technol 70(8):1391–7

    Article  Google Scholar 

  47. Olgun A, Atar N (2011) Removal of copper and cobalt from aqueous solution onto waste containing boron impurity. Chem Eng J 167(1):140–147

    Article  Google Scholar 

  48. Islam M, Patel R (2009) Nitrate sorption by thermally activated Mg/Al chloride hydrotalcite-like compound. J Hazard Mater 169(1–3):524–531

    Article  Google Scholar 

  49. Yousefi M, Dehghani MH, Maghsoudi Nasab S, Taghavimanesh V, Nazmara S, Mohammadi AA (2018) Data on trend changes of drinking groundwater resources quality: A case study in Abhar. Data Brief 17:424–430

    Article  Google Scholar 

  50. Rahmani F, Sajjadi N, Dehghani MH, Zaeimdar M (2024) Modelling and optimization of nonylphenol biosorption by novel low-cost magnetic Chlorella vulgaris. Emerg Contam 10:100310

    Article  Google Scholar 

  51. Dehghani MH, Ahmadi S, Ghosh S, Othmani A, Osagie C, Meskini M, AlKafaas SS, Malloum A, Khanday WA, Jacob AO, Gökkus Ö, Oroke A, Chineme OM, Karri RR, Lima EC (2023) Recent advances on sustainable adsorbents for the remediation of noxious pollutants from water and wastewater: A critical review. Arab J Chem 16:105303

    Article  Google Scholar 

  52. Ahmadi S, Pourebrahimi S, Mallou A, Pirooz M, Osagie C, Ghosh S, Zafar MN, Dehghani MH (2024) Hydrogel-based materials as antibacterial agents and super adsorbents for the remediation of emerging pollutants: A comprehensive review. Emerg Contam 10(3):100336

    Article  Google Scholar 

  53. Lütke SF, Igansi AV, Pegoraro L, Dotto GL, Pinto LA, Cadaval TR Jr (2019) Preparation of activated carbon from black wattle bark waste and its application for phenol adsorption. J Environ Chem Eng 7(5):103396

    Article  Google Scholar 

  54. Değermenci GD, Değermenci N, Ayvaoğlu V, Durmaz E, Çakır D, Akan E (2019) Adsorption of reactive dyes on lignocellulosic waste; characterization, equilibrium, kinetic and thermodynamic studies. J Clean Prod 225:1220–1229

    Article  Google Scholar 

  55. Shah J, Jan MR (2020) Eco-friendly alginate encapsulated magnetic graphene oxide beads for solid phase microextraction of endocrine disrupting compounds from water samples. Ecotoxicol Environ Saf 190:110099

    Article  Google Scholar 

  56. Gkika DA, Mitrpoulos AC, Kyzas GZ (2022) Why reuse spent adsorbents? The latest challenges and limitations. Sci Total Environ 153612

  57. Mukherjee S, Kumar S, Misra AK, Fan M (2007) Removal of phenols from water environment by activated carbon, bagasse ash and wood charcoal. Chem Eng J 129:133–142

    Article  Google Scholar 

  58. Cherifi H, Hanini S, Bentahar F (2009) Adsorption of phenol from wastewater using vegetal cords as a new adsorbent. Desalination 244(1–3):177–187

    Article  Google Scholar 

  59. Rodrigues LA, da Silva MLCP, Alvarez-Mendes MO, dos Reis CA, Thim GP (2011) Phenol removal from aqueous solution by activated carbon produced from avocado kernel seeds. Chem Eng J 174(1):49–57

    Article  Google Scholar 

  60. Dakhil IH (2013) Removal of phenol from industrial wastewater using sawdust. Int J Eng Sci 3(1):25–31

    Google Scholar 

  61. Shirzad-Siboni M, Jafari S-J, Farrokhi M, Yang JK (2013) Removal of phenol from aqueous solutions by activated red mud: equilibrium and kinetics studies. Environ Eng Res 18(4):247–252

    Article  Google Scholar 

  62. Bazrafshan E, Mostafapour FK, Mahvi AH (2012) Phenol removal from aqueous solutions using pistachio-nut shell ash as a low cost adsorbent. Fresen Environ Bull 21(10):2962–2968

    Google Scholar 

  63. Obi C, Woke J (2014) The removal of phenol from aqueous solution by Colocasia esculenta araesia Linn Schott. Sky J Soil Sci Environ Manag 3(6):59–66

    Google Scholar 

  64. Feng J, Qiao K, Pei L, Lv J, Xie S (2015) Using activated carbon prepared from Typha orientalis Presl to remove phenol from aqueous solutions. Ecol Eng 84:209–217

    Article  Google Scholar 

  65. Kumar NS, Asif M, Al-Hazzaa MI (2018) Adsorptive removal of phenolic compounds from aqueous solutions using pine cone biomass: kinetics and equilibrium studies. Environ Sci Pollut Res 25(22):21949–21960

    Article  Google Scholar 

  66. Mohammed NA, Abu-Zurayk RA, Hamadneh I, Al-Dujaili AH (2018) Phenol adsorption on biochar prepared from the pine fruit shells: equilibrium, kinetic and thermodynamics studies. J Environ Manage 226:377–385

    Article  Google Scholar 

Download references

Acknowledgements

This research has been supported by the Tehran University of Medical Sciences.

Author information

Authors and Affiliations

Authors

Contributions

M.H.D., L.R., M.S.: supervision, conceptualization, methodology.

M.H.D., N.M.M, N.R., N.H.S.: software, visualization, investigation.

M.H.D., R.R.K., N.A.K.: writing—review and editing.

Corresponding author

Correspondence to Mohammad Hadi Dehghani.

Ethics declarations

Ethics approval and consent to participate

Not applicable.

Consent for publication

Not applicable.

Competing interests

The authors declare no competing interests.

Additional information

Publisher's Note

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

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Rasuli, L., Dehghani, M.H., Salari, M. et al. A novel amino acid functionalized biosorbent (almond shells) for the removal of phenol from aqueous solutions: linear and nonlinear kinetic models and thermodynamic studies. Biomass Conv. Bioref. (2024). https://doi.org/10.1007/s13399-024-05641-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s13399-024-05641-y

Keywords

Navigation