Skip to main content
SpringerLink
Log in

Adsorption of Benzene-Polycarboxylic Acids on the Electrosynthesized Polyaniline Films: Experimental and DFT Calculation

  • Original Paper
  • Published:
Journal of Polymers and the Environment Aims and scope Submit manuscript

Abstract

The polyaniline (PANi) film was synthesized by electrochemical polymerization and is used as adsorbent for removal of trimellitic and pyromellitic acids from aqueous solution. The effects of experimental parameters such as: pH, contact time, initial concentration, and temperature were investigated. The optimum adsorption is achieved at pH = 6.5 after 120 min of contact time. The experimental adsorption data were best described by the pseudo-second order model and Langmuir isotherm model. The maximum adsorption capacities of PANi film are of 190.17 and 204.18 mg/g for trimellitic and pyromellitic acids, respectively. The values of thermodynamic parameters indicate that the adsorption is endothermic and spontaneous in nature. The regeneration of the PANi film showed a low reduction (<9 %) in the adsorption efficiency after four cycles of adsorption–desorption. In addition, the quantum calculations using density functional theory at B3LYP/6-31G(d) level confirmed that the adsorption mechanism was a physisorption process with small values of interaction energy between adsorbate and adsorbent. The trimellitic and pyromellitic acids were adsorbed via carbonyl oxygen atoms of their carboxylic groups on the amino group of PANi. The PANi film can be used as a potential, reusable and easily separable adsorbent for removal of aromatic acids from water.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9

Similar content being viewed by others

References

  1. Samios S, Lekkas T, Nikolaou A, Golfinopoulos S (2007) Desalination 210:125–137

    Article  CAS  Google Scholar 

  2. Donald S, Bishop AG, Prenzler PD, Robards K (2004) Anal Chim Acta 527:105–124

    Article  Google Scholar 

  3. Yang Y, Wang T (1997) Vib Spectrosc 14:105–112

    Article  Google Scholar 

  4. Rodríguez FJ, Núñez LA (2011) Water Environ J 25:163–170

    Article  Google Scholar 

  5. Martin JP, Haider K (1971) Soil Sci 111:54–63

    Article  CAS  Google Scholar 

  6. Bertilsson S, Tranvik LJ (2000) Limnol Oceanogr 45:753–762

    Article  CAS  Google Scholar 

  7. Evanko CR, Dzombak DA (1998) Environ Sci Technol 32:2846–2855

    Article  CAS  Google Scholar 

  8. Kumar KV, Shashi A, Surendra A (2003) Carbon 41:765–773

    Article  Google Scholar 

  9. Assabane A, Ait Ichou Y, Tahiri H, Guillard C, Herrmann JM (2000) Appl Catal B 24:71–87

    Article  CAS  Google Scholar 

  10. Devi LG, Raju KSA, Kumar SG, Rajashekhar KE (2011) J Taiwan Inst Chem Eng 42:341–349

    Article  CAS  Google Scholar 

  11. Bauer C, Jacques P, Kalt A (2001) J Photochem Photobiol A 140:87–92

    Article  CAS  Google Scholar 

  12. Galindo C, Jacques P, Kalt A (2001) Chemosphere 45:997–1005

    Article  CAS  Google Scholar 

  13. Saleh TA, Gupta VK (2016) Nanomaterial and polymer membranes: synthesis, characterization, and applications. Elsevier, Amsterdam

    Google Scholar 

  14. Laabd M, El Jaouhari A, Ait Haki M, El Jazouli H, Bazzaoui M, Kabli H, Albourine A (2016) J Environ Chem Eng 4:1869–1879

    Article  CAS  Google Scholar 

  15. Abdelbassit MSA, Alhooshani KR, Saleh TA (2016) Adv Powder Technol. doi:10.1016/j.apt.2016.06.003

    Google Scholar 

  16. Saleh TA (2016) Desalin Water Treat 57:10730–10744

    Article  CAS  Google Scholar 

  17. Saleh TA, Al-Saadi AA (2015) Surf Interface Anal 47:785–792

    Article  CAS  Google Scholar 

  18. Chafai H, Laabd M, Elbariji S, Bazzaoui M, Albourine A (2016) J Dispers Sci Technol. doi:10.1080/01932691.2016.1207185

    Google Scholar 

  19. Basar CA (2006) J Hazard Mater 135:232–241

    Article  CAS  Google Scholar 

  20. Demirbaş Ö, Alkan M (2013) Desalin Water Treat 53:3623–3631

    Article  Google Scholar 

  21. Chakraborty S, De S, DasGupta S, Basu JK (2005) Chemosphere 58:1079–1086

    Article  CAS  Google Scholar 

  22. Ho YS, Chiu WT, Wang CC (2005) Bioresour Technol 96:1285–1291

    Article  CAS  Google Scholar 

  23. Anirudhan TS, Aswathy ES, Deepa JR (2016) J Polym Environ. doi:10.1007/s10924-016-0762-y

    Google Scholar 

  24. Zhu L, Wang Y, He T, You L, Shen X (2016) J Polym Environ 24:148–158

    Article  CAS  Google Scholar 

  25. Gong R, Feng M, Zhao J, Cai W, Liu L (2009) Bioresour Technol 100:975–978

    Article  CAS  Google Scholar 

  26. Ghorbani M, Esfandian H, Taghipour N, Katal R (2010) Desalination 263:279–284

    Article  CAS  Google Scholar 

  27. Ali I, Asim M, Khan TA (2012) J Environ Manag 113:170–183

    Article  CAS  Google Scholar 

  28. Bhadraa S, Khastgir D, Singhaan NK, Lee JH (2009) Prog Polym Sci 34:783–810

    Article  Google Scholar 

  29. El Jaouhari A, Laabd M, Bazzaoui EA, Albourine A, Martins JI, Wang R, Nagy G, Bazzaoui M (2015) Synth Met 209:11–18

    Article  CAS  Google Scholar 

  30. Wang HL, Romero RJ, Mates BR, Zhu Y, Winokur MJ (2000) J Polym Sci B Polym Phys 38:194–204

    Article  CAS  Google Scholar 

  31. Laabd M, Ait Ahsaine H, El Jaouhari A, Bakiz B, Bazzaoui M, Ezahri M, Albourine A, Benlhachemi A (2016) J Environ Chem Eng. doi:10.1016/j.jece.2016.06.024

    Google Scholar 

  32. Laabd M, El Jaouhari A, Chafai H, Aarab N, Bazzaoui M, Albourine A (2015) J Mater Environ Sci 6:1049–1059

    Google Scholar 

  33. Ait Haki M, Laabd M, Chafai H, Kabli H, Ez-zahery M, Bazzaoui M, Lakhmiri R, Albourine A (2016) J Dispersion Sci Technol. doi:10.1080/01932691.2016.1184096

    Google Scholar 

  34. Aarab N, Laabd M, Bazzaoui M, Albourine A (2015) J Mater Environ Sci 6:1234–1242

    Google Scholar 

  35. Ganash AA, Al-Nowaiser FM, Al-Thabaiti SA, Hermas AA (2011) Prog Org Coat 72:480–485

    Article  CAS  Google Scholar 

  36. Frisch MJ et al (2009) GAUSSIAN 09, Rev. D.01. Gaussian Inc., Wallingford

    Google Scholar 

  37. Becke AD (1993) J Chem Phys 98:5648–5652

    Article  CAS  Google Scholar 

  38. Ullah H, Shah AHA, Ayub K, Bilal S (2013) J Phys Chem C 117:4069–4078

    Article  CAS  Google Scholar 

  39. Cossi M, Rega N, Scalmani G, Barone V (2003) J Comput Chem 24:669–681

    Article  CAS  Google Scholar 

  40. Zhang H, Li H, Zhang F, Wang J, Wang Z, Wang S (2008) J Mater Res 23:2326–2332

    Article  CAS  Google Scholar 

  41. Socrates G (1980) Infrared characteristics group frequencies. Wiley, London

    Google Scholar 

  42. Palaniappan S, John A, Amarnath CA, Rao VJ (2004) J Mol Catal A Chem 218:47–53

    Article  CAS  Google Scholar 

  43. Gupta VK, Rastogi A (2008) J Hazard Mater 153:759–766

    Article  CAS  Google Scholar 

  44. Saleh TA, Muhammad AM, Ali SA (2016) J Colloid Interface Sci 468:324–333

    Article  CAS  Google Scholar 

  45. Mahanta D, Madras G, Radhakrishnan S, Patil S (2008) J Phys Chem B 112:10153–10157

    Article  CAS  Google Scholar 

  46. Saleh TA (2015) Environ Sci Pollut Res 22:16721–16731

    Article  CAS  Google Scholar 

  47. Lagergren S, Svenska BK (1898) Vetenskapsakad Handl 24:1–39

    Google Scholar 

  48. Ho YS, McKay G (1999) Adsorpt Sci Technol 17:233–243

    Article  CAS  Google Scholar 

  49. Wu FC, Tseng RL, Juang RS (2001) Environ Technol 22:205–213

    Article  CAS  Google Scholar 

  50. Saleh TA (2015) J Water Supply Res Technol AQUA 64:892–903

    Article  Google Scholar 

  51. Langmuir I (1918) J Am Chem Soc 40:1361–1368

    Article  CAS  Google Scholar 

  52. Liu C, Bai R, Hong L (2006) J Colloid Interface Sci 303:99–108

    Article  CAS  Google Scholar 

  53. Temkin MJ, Pyzhev V (1940) Acta Physiochim USSR 12:217–222

    Google Scholar 

  54. Futalan CM, Kan CC, Dalida ML, Hsien KJ, Pascua C, Wan MW (2011) Carbohydr Polym 83:528–536

    Article  CAS  Google Scholar 

  55. Laabd M, El Jaouhari A, Chafai H, Bazzaoui M, Kabli H, Albourine A (2016) Desalin Water Treat 57:15176–15189

    Article  CAS  Google Scholar 

  56. Pan BC, Xiong Y, Li AM, Chen JL, Zhang QX, Jin XY (2002) React Funct Polym 53:63–72

    Article  CAS  Google Scholar 

  57. Laabd M, Chafai H, Aarab N, El Jaouhari A, Bazzaoui M, Kabli H, El Jazouli H, Albourine A (2016) Environ Chem Lett. doi:10.1007/s10311-016-0569-z

    Google Scholar 

  58. Al-qodah Z (2000) Water Res 34:4295–4303

    Article  CAS  Google Scholar 

  59. Doğan M, Alkan M, Turkyılmaz A, Özdemir Y (2004) J Hazard Mater B 109:141–148

    Article  Google Scholar 

  60. Seki Y, Yurdakoç K (2006) Adsorption 12:89–100

    Article  CAS  Google Scholar 

  61. Okulik N, Jubert AH (2005) Internet Electron J Mol Des 4:17–30

    CAS  Google Scholar 

  62. Ullah H, Shah AHA, Bilal S, Ayub K (2014) J Phys Chem C 118:17819–17830

    Article  CAS  Google Scholar 

  63. Monti OLA (2012) J Phys Chem Lett 3:2342–2351

    Article  CAS  Google Scholar 

  64. Ullah H, Ayub K, Ullah Z, Hanif M, Nawaz R, Bilal S (2013) Synth Met 172:14–20

    Article  CAS  Google Scholar 

  65. Ullah H, Shah AHA, Bilal S, Ayub K (2013) J Phys Chem C 117:23701–23711

    Article  CAS  Google Scholar 

  66. Benitex Y, Baranger AM (2011) J Am Chem Soc 133:3687–3689

    Article  CAS  Google Scholar 

  67. Saleh TA, Gupta VK, Al-Saadi AA (2013) J Colloid Interface Sci 396:264–269

    Article  CAS  Google Scholar 

  68. Bibi S, Ullah H, Ahmad SM, Ali Shah AH, Bilal S, Ali Tahir A, Ayub K (2015) J Phys Chem C 119:15994–16003

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the MESRSFC and CNRST (Morocco) under Grant No PPR/30/2015.

Author information

Authors and Affiliations

  1. Laboratoire des Matériaux et Environnement, Département de Chimie, Faculté des Sciences, Université Ibn Zohr, BP 8106, Agadir, Morocco

    Mohamed Laabd, Abdelhadi El Jaouhari, Mohammed Bazzaoui, Abdallah Albourine & Habiba El Jazouli

Authors
  1. Mohamed Laabd
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Abdelhadi El Jaouhari
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mohammed Bazzaoui
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Abdallah Albourine
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Habiba El Jazouli
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mohammed Bazzaoui.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Laabd, M., El Jaouhari, A., Bazzaoui, M. et al. Adsorption of Benzene-Polycarboxylic Acids on the Electrosynthesized Polyaniline Films: Experimental and DFT Calculation. J Polym Environ 25, 359–369 (2017). https://doi.org/10.1007/s10924-016-0814-3

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10924-016-0814-3

Keywords

Search

Navigation