Advertisement

Environmental Science and Pollution Research

, Volume 26, Issue 11, pp 11062–11073 | Cite as

Adsorption of phenanthrene and 1-naphthol to graphene oxide and L-ascorbic-acid-reduced graphene oxide: effects of pH and surfactants

  • Fang Wang
  • Zhixuan Jia
  • Wenting Su
  • Yuntao Shang
  • Zhong-Liang WangEmail author
Research Article
  • 72 Downloads

Abstract

In this study, reduced graphene oxide (RGO) was synthesized by L-ascorbic acid reduction, which was a relatively mild and environmental friendly reduction method, and the adsorption of organic contaminants was compared to graphene oxide (GO) to probe the potential adsorption mechanisms. The morphology properties of GO and RGO were characterized by X-ray photoelectron spectroscopy (XPS), Fourier transform infrared transmission (FTIR), Raman spectrometer, transmission electron microscope (TEM), and scanning electron microscopy (SEM). The adsorption affinities of GO and RGO for phenanthrene and 1-naphthol were studied in batch experiments. The effects of pH and surfactants were also assessed. The results demonstrated that RGO reduced by L-ascorbic acid show significantly greater adsorption affinity for both phenanthrene and 1-naphthol than GO, and even greater than most of RGOs that reduced by the strong reductive reagents. This was mainly attributed to the hydrophobic interaction, ππ interaction, and H-bonding between graphene sheets and organic contaminants. Both GO and RGO showed stronger adsorption to phenanthrene than to 1-naphthol. The adsorption of 1-naphthol increased with decreasing pH and reached a maximum around pH = 7.34. The surfactants, sodium dodecyl benzene sulfaonate (SDBS) and cetyltrimethyl ammonium bromide (CTAB), had negligible influence on adsorption to GO. Note that CTAB significantly inhibited the adsorption of phenanthrene/1-naphthol on RGO, which could be attributed to the pore blockage effect. In addition, RGO could be regenerated and reused with high recyclability over five cycles. The present study suggests that RGO obtained via L-ascorbic acid reduction can be deemed as a promising material for organic contaminated wastewater treatment.

Keywords

Graphene oxide Reduced graphene oxide Adsorption Organic contaminants pH Surfactants 

Notes

Funding information

This work was financially supported by the National Natural Science Foundation of China (Grant 21707101), the Science and Technology Development Foundation of Tianjin Municipal Education Commission of China (Grant JW1715), the Opening Foundation of Ministry of Education Key Laboratory of Pollution Processes and Environmental Criteria (Grant 2017-06), the Doctoral Found of Tianjin Normal University (Grant 52XB1403), and the Innovation Team Training Plan of the Tianjin Education Committee (TD13-5073).

Supplementary material

11356_2019_4549_MOESM1_ESM.doc (118 kb)
ESM 1 (DOC 118 kb)

References

  1. Adak A, Bandyopadhyay M, Pal A (2005) Removal of anionic surfactant from wastewater by alumina: a case study. Colloids Surf A Physicochem Eng Asp 254:165–171CrossRefGoogle Scholar
  2. Catherine HN, Ou MH, Manu B, Shih YH (2018) Adsorption mechanism of emerging and conventional phenolic compounds on graphene oxide nanoflakes in water. Sci Total Environ 635:629–638CrossRefGoogle Scholar
  3. Chen X, Chen B (2010) Macroscopic and spectroscopic investigations of the adsorption of nitroaromatic compounds on graphene oxide, reduced graphene oxide, and graphene nanosheets. Environ Sci Technol 49:6181–6189CrossRefGoogle Scholar
  4. Chen W, Duan L, Wang L, Zhu D (2008) Adsorption of hydroxyl- and amino-substituted aromatics to carbon nanotubes. Environ Sci Technol 42:6862–6868CrossRefGoogle Scholar
  5. Chowdhury I, Mansukhani ND, Guiney LM, Hersam MC, Bouchard D (2015) Aggregation and stability of reduced graphene oxide: complex roles of divalent cations, pH, and natural organic matter. Environ Sci Technol 49:10886–10893CrossRefGoogle Scholar
  6. Davies MB, Austin J, Partridge DA (1991) Vitamin C: its chemistry and biochemistry. Royal Society of ChemistryGoogle Scholar
  7. Etacheri V, Yourey JE, Bartlett BM (2014) Chemically bonded TiO2-bronze nanosheet/reduced graphene oxide hybrid for high-power lithium Ion batteries. ACS Nano 8:1491–1499CrossRefGoogle Scholar
  8. Farooqui UR, Ahmad AL, Hamid NA (2018) Graphene oxide: a promising membrane material for fuel cells. Renew Sust Energ Rev 82:714–733CrossRefGoogle Scholar
  9. Fernández-Merino MJ, Guardia L, Paredes JI, Villar-Rodil S, SolísFernández P, Martínez-Alonso A, Tascón JMD (2010) Vitamin C is an ideal substitute for hydrazine in the reduction of graphene oxide suspensions. J Phys Chem C 114:6426–6432CrossRefGoogle Scholar
  10. Ferrari AC, Robertson J (2000) Interpretation of Raman spectra of disordered and amorphous carbon. Phys Rev B 61:14095–14107CrossRefGoogle Scholar
  11. Fu K, Yao Y, Dai J, Hu L (2017) Progress in 3D printing of carbon materials for energy-related applications. Adv Mater 29:1603486CrossRefGoogle Scholar
  12. Han Z, Zhang F, Lin D, Xing B (2008) Clay minerals affect the stability of surfactant-facilitated carbon nanotube suspensions. Environ Sci Technol 42:6869–6875CrossRefGoogle Scholar
  13. Heringa MB, Hermens JLM (2003) Measurement of free concentrations using negligible depletion-solid phase microextraction (nd-SPME). Trends Anal Chem 22:575–587CrossRefGoogle Scholar
  14. Hernandez Y, Nicolosi V, Lotya M, Blighe FM, Sun Z, De S, McGovern IT, Holland B, Byrne M, Gun’Ko Y, Boland JJ, Niraj P, Duesberg G, Krishnamurthy S, Goodhue R, Hutchison J, Scardaci V, Ferrari AC, Coleman JN (2008) High yield production of graphene by liquid phase exfoliation of graphite. Nat Nanotechnol 3:563–568CrossRefGoogle Scholar
  15. Hua Z, Tang Z, Bai X, Zhang J, Yu L, Cheng H (2015) Aggregation and resuspension of graphene oxide in simulated natural surface aquatic environments. Environ Pollut 205:161–169CrossRefGoogle Scholar
  16. Huang C, Li C, Shi G (2012) Graphene based catalysts. Energy Environ Sci 5:8848–8868CrossRefGoogle Scholar
  17. Ji L, Chen W, Xu Z, Zheng S, Zhu D (2013) Graphene nanosheets and graphite oxide as promising adsorbents for removal of organic contaminants from aqueous solution. J Environ Qual 42:191–198CrossRefGoogle Scholar
  18. Jiang L, Liu Y, Zeng G, Liu S, Que W, Li J, Li M, Wen J (2018) Adsorption of 17β-estradiol by graphene oxide: effect of heteroaggregation with inorganic nanoparticles. Chem Eng J 343:371–378CrossRefGoogle Scholar
  19. Khan A, Wang J, Li J, Wang X, Chen Z, Alsaedi A, Hayat T, Chen Y, Wang X (2017) The role of graphene oxide and graphene oxide-based nanomaterials in the removal of pharmaceuticals from aqueous media: a review. Environ Sci Pollut Res 24:7938–7958CrossRefGoogle Scholar
  20. Lee J, Novoselov KS, Shin HS (2011) Interaction between metal and graphene: dependence on the layer number of graphene. ACS Nano 5:608–612CrossRefGoogle Scholar
  21. Li J, Kuang D, Feng Y, Zhang F, Xu Z, Liu M (2012) A graphene oxide-based electrochemical sensor for sensitive determination of 4-nitrophenol. J Hazard Mater 201:250–259CrossRefGoogle Scholar
  22. Li Y, Zhao C, Wen Y, Wang Y, Yang Y (2018) Adsorption performance and mechanism of magnetic reduced graphene oxide in glyphosate contaminated water. Environ Sci Pollut Res 25:21036–21048CrossRefGoogle Scholar
  23. Liu F, Zhao J, Wang S, Du P, Xing B (2014) Effects of solution chemistry on adsorption of selected pharmaceuticals and personal care products (PPCPs) by graphenes and carbon nanotubes. Environ Sci Technol 48:13197–13206CrossRefGoogle Scholar
  24. Liu L, Gao B, Wu L, Sun Y, Zhou Z (2015) Effects of surfactant type and concentration on graphene retention and transport in saturated porous media. Chem Eng J 262:1187–1191CrossRefGoogle Scholar
  25. Lotya M, Hernandez Y, King PJ, Smith RJ, Nicolosi V, Karlsson LS, Blighe FM, De WZ, McGovern IT, Duesberg GS, Coleman JN (2009) Liquid phase production of graphene by exfoliation of graphite in surfactant/water solutions. J Am Chem Soc 131:3611–3620CrossRefGoogle Scholar
  26. Lu L, Wang J, Chen B (2018) Adsorption and desorption of phthalic acid esters on graphene oxide and reduced graphene oxide as affected by humic acid. Environ Pollut 232:505–513CrossRefGoogle Scholar
  27. Markus A, Gbadamosi AO, Yusuff AS, Agi A, Oseh J (2018) Magnetite-sporopollenin/graphene oxide as new preconcentration adsorbent for removal of polar organophosphorus pesticides in vegetables. Environ Sci Pollut Res 25:35130–35142CrossRefGoogle Scholar
  28. Matthijs E, Holt MS, Kiewiet A, Rijs GBJ (1999) Environmental monitoring for linear alkylbenzene sulfonate, alcohol ethoxylate, alcohol ethoxy sulfate, alcohol sulfate and soap. Environ Toxicol Chem 18:2634–2644CrossRefGoogle Scholar
  29. Nethravathi C, Nisha T, Ravishankar N, Shivakumara C, Rajamathi M (2009) Graphene-nanocrystalline metal sulphide composites produced by a one-pot reaction starting from graphite oxide. Carbon 47:2054–2059CrossRefGoogle Scholar
  30. Oleszczuk P, Xing B (2011) Influence of anionic, cationic and nonionic surfactants on adsorption and desorption of oxytetracycline by ultrasonically treated and non-treated multiwalled carbon nanotubes. Chemosphere 85:1312–1317CrossRefGoogle Scholar
  31. Pan B, Xing B (2008) Adsorption mechanisms of organic chemicals on carbon nanotubes. Environ Sci Technol 42:9005–9013CrossRefGoogle Scholar
  32. Paredes JI, Alonso AM, Yamazaki T, Matsuoka K, Tascon J, Kyotani T (2005) Structural investigation of zeolite-templated, ordered microporous carbon by scanning tunneling microscopy and Raman spectroscopy. Langmuir 21:8817–8823CrossRefGoogle Scholar
  33. Qi Z, Hou L, Zhu D, Ji R, Chen W (2014) Enhanced transport of phenanthrene and 1-naphthol by colloidal graphene oxide nanoparticles in saturated soil. Environ Sci Technol 48:10136–10144CrossRefGoogle Scholar
  34. Qi Y, Xia T, Li Y, Duan L, Chen W (2016) Colloidal stability of reduced graphene oxide materials prepared using different reducing agents. Environ Sci Nano 3:1062–1071CrossRefGoogle Scholar
  35. Rostamian R, Behnejad H (2018) Insights into doxycycline adsorption onto graphene nanosheet: a combined quantum mechanics, thermodynamics, and kinetic study. Environ Sci Pollut Res 25:2528–2537CrossRefGoogle Scholar
  36. Silva KKHD, Huang HH, Joshi RK, Yoshimura M (2017) Chemical reduction of graphene oxide using green reductants. Carbon 119:190–199CrossRefGoogle Scholar
  37. Silva KKHD, Huang HH, Yoshimura M (2018) Progress of reduction of graphene oxide by ascorbic acid. Appl Surf Sci 447:338–346CrossRefGoogle Scholar
  38. Smith RJ, Lotya M, Coleman JN (2010) The importance of repulsive potential barriers for the dispersion of graphene using surfactants. New J Phys 12:125008CrossRefGoogle Scholar
  39. Stankovich S, Dikin DA, Piner RD, Kohlhaas KA, Kleinhammes A, Jia Y, Wu Y, Nguyen ST, Ruoff RS (2007) Synthesis of graphene-based nanosheets via chemical reduction of exfoliated graphite oxide. Carbon 45:1558–1565CrossRefGoogle Scholar
  40. Sun K, Dong S, Sun Y, Gao B, Du W, Xu H, Wu J (2018) Graphene oxide-facilitated transport of levofloxacin and ciprofloxacin in saturated and unsaturated porous media. J Hazard Mater 348:92–99CrossRefGoogle Scholar
  41. ter Laak TL, Barendregt A, Hermens JLM (2006) Freely dissolved pore water concentrations and sorption coefficients of PAHs in spiked aged, and field contaminated soils. Environ Sci Technol 40:2184–2190CrossRefGoogle Scholar
  42. Wang J, Chen B (2015) Adsorption and coadsorption of organic pollutants and a heavy metal by graphene oxide and reduced graphene materials. Chem Eng 281:379–388CrossRefGoogle Scholar
  43. Wang Q, Han Y, Wang Y, Qin Y, Guo Z (2008) Effect of surfactant structure on the stability of carbon nanotubes in aqueous solution. J Phys Chem B 112:7227–7233CrossRefGoogle Scholar
  44. Wang F, Haftka JJ, Sinnige TL, Hermens JL, Chen W (2014a) Adsorption of polar, nonpolar, and substituted aromatics to colloidal graphene oxide nanoparticles. Environ Pollut 186:226–233CrossRefGoogle Scholar
  45. Wang J, Chen Z, Chen B (2014b) Adsorption of polycyclic aromatic hydrocarbons by graphene and graphene oxide nanosheets. Environ Sci Technol 48:4817–4825CrossRefGoogle Scholar
  46. Wang F, Wang F, Zhu D, Chen W (2015) Effects of sulfide reduction on adsorption affinities of colloidal graphene oxide nanoparticles for phenanthrene and 1-naphthol. Environ Pollut 196:371–378CrossRefGoogle Scholar
  47. Wang M, Gao B, Tang D, Yu C (2018) Concurrent aggregation and transport of graphene oxide in saturated porous media: roles of temperature, cation type, and electrolyte concentration. Environ Pollut 235:350–357CrossRefGoogle Scholar
  48. Yadav S, Goel N, Kumar V, Tikoo K, Singhal S (2018) Removal of fluoroquinolone from aqueous solution using graphene oxide: experimental and computational elucidation. Environ Sci Pollut Res 25:2942–2957CrossRefGoogle Scholar
  49. Yang K, Jing Q, Wu W, Zhu L, Xing B (2010) Adsorption and conformation of a cationic surfactant on single-walled carbon nanotubes and their influence on naphthalene sorption. Environ Sci Technol 44:681–687CrossRefGoogle Scholar
  50. Ye N, Wang Z, Wang S, Fang H, Wang D (2018) Aqueous aggregation and stability of graphene nanoplatelets, graphene oxide, and reduced graphene oxide in simulated natural environmental conditions: complex roles of surface and solution chemistry. Environ Sci Pollut Res 25:10956–10965CrossRefGoogle Scholar
  51. Yu W, Zhan S, Shen Z, Zhou Q, Yang D (2017) Efficient removal mechanism for antibiotic resistance genes from aquatic environments by graphene oxide nanosheet. Chem Eng J 313:836–846CrossRefGoogle Scholar
  52. Zhang J, Yang H, Shen G, Cheng P, Zhang J, Guo S (2010) Reduction of graphene oxide via L-ascorbic acid. Chem Commun 46:1112–1114CrossRefGoogle Scholar
  53. Zhao J, Wang Z, Mashayekhi H, Mayer P, Chefetz B, Xing B (2012) Pulmonary surfactant suppressed phenanthrene adsorption on carbon nanotubes through solubilization and competition as examined by passive dosing technique. Environ Sci Technol 46:5369–5377CrossRefGoogle Scholar
  54. Zhao J, Wang Z, Zhao Q, Xing B (2014) Adsorption of phenanthrene on multilayer graphene as affected by surfactant and exfoliation. Environ Sci Technol 48:331–339CrossRefGoogle Scholar
  55. Zhou X, Liang F (2014) Application of graphene/graphene oxide in biomedicine and biotechnology. Curr Med Chem 21:855–869CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  • Fang Wang
    • 1
  • Zhixuan Jia
    • 1
  • Wenting Su
    • 1
  • Yuntao Shang
    • 1
  • Zhong-Liang Wang
    • 1
    Email author
  1. 1.Tianjin Key Laboratory of Water Resources and EnvironmentTianjin Normal UniversityTianjinChina

Personalised recommendations