Advertisement

Environmental Science and Pollution Research

, Volume 26, Issue 3, pp 2477–2491 | Cite as

Graphene oxide wrapped copper-benzene-1,3,5-tricarboxylate metal organic framework as efficient absorbent for gaseous toluene under ambient conditions

  • Yexin Dai
  • Meng Li
  • Fang LiuEmail author
  • Ming Xue
  • Yongqiang Wang
  • Chaocheng Zhao
Research Article
  • 79 Downloads

Abstract

The ultrasonic-assisted hydrothermal and ethanol activation method was proposed to synthesize copper-benzene-1,3,5-tricarboxylate (Cu-BTC) metal organic framework and Cu-BTC/graphene oxide (GO) composites (Cu-BTC@GO). The dynamic adsorption behavior of toluene on two adsorbents was studied and compared with that of GO and reduced graphene oxide (RGO). The Cu-BTC@GO exhibited high adsorption capacity (183 mg/g) for toluene, which is nearly three times as much as that of Cu-BTC (62.7 mg/g) with the GO mass fraction of 20%. Furthermore, the adsorption of toluene on Cu-BTC@GO composites was positively correlated with the initial concentration of toluene and the adsorbent dosage, and negatively correlated with the temperature. The adsorption data of toluene on Cu-BTC@GO composites were well in accordance with pseudo-first kinetics model. Langmuir model had a better fit than Freundlich model. The adsorption thermodynamic results showed that the adsorption process was mainly physical adsorption and the adsorption process was spontaneous at low temperature. After five adsorption–desorption cycles, the adsorption efficiency can still reach 82.1%.This study will help to draw a promising roadmap to describe the adsorption performance of Cu-BTC@GO composites for toluene.

Keywords

Copper-benzene-1,3,5-tricarboxylate Metal organic framework @ graphene oxide composites Volatile organic pollutants Toluene Adsorption 

Notes

Funding information

This research is financially supported by the Open Project Program of State Key Laboratory of Petroleum Pollution Control (No. PPCIP2017005).

Supplementary material

11356_2018_3657_MOESM1_ESM.docx (17 kb)
ESM 1 (DOCX 16 kb)

References

  1. Ahmed I, Jhung SH (2015) Effective adsorptive removal of indole from model fuel using a metal-organic framework functionalized with amino groups. J Hazard Mater 283:544–550CrossRefGoogle Scholar
  2. Atkinson R (2013) Atmospheric chemistry of VOCs and NOx. Atmos Environ 34:2063–2101CrossRefGoogle Scholar
  3. Bandosz TJ, Petit C (2011) MOF/graphite oxide hybrid materials: exploring the new concept of adsorbents and catalysts. Adsorption 17:5–16CrossRefGoogle Scholar
  4. Cao Y, Zhao Y, Lv Z, Song F, Zhong Q (2015) Preparation and enhanced CO2 adsorption capacity of UiO-66/graphene oxide composites. J Ind Eng Chem 27:102–107CrossRefGoogle Scholar
  5. Chandra V, Park J, Chun Y, Lee JW, Hwang IC, Kim KS (2010) Water-dispersible magnetite-reduced graphene oxide composites for arsenic removal. ACS Nano 4:3979–3986CrossRefGoogle Scholar
  6. Cheng Y, He HJ, Yang CP, Zeng GM, Li X, Chen H, Yu GL (2016) Challenges and solutions for biofiltration of hydrophobic volatile organic compounds. Biotechnol Adv 34:1091–1102CrossRefGoogle Scholar
  7. De Coste JB, Peterson GW, Schindler BJ, Killops KL, Browe MA, Mahle JJ (2013) The effect of water adsorption on the structure of the carboxylate containing metal-organic frameworks Cu-BTC, mg-MOF-74, and Ui O-66. J Mater Chem A1:11922–11932Google Scholar
  8. Diagboya PN, Olu-Owolabi BI, Zhou D, Han BH (2014) Graphene oxide–tripolyphosphate hybrid used as a potent sorbent for cationic dyes. Carbon 79:174–182CrossRefGoogle Scholar
  9. Eddaoudi M, Li AHL, Yaghi OM (2000) Highly porous and stable metal−organic frameworks: structure design and sorption properties. J Am Chem Soc 122:1391–1397CrossRefGoogle Scholar
  10. Farha OK, Eryazici I, Jeong NC, Hauser BG, Wilmer CE, Sarjeant AA, Snurr RQ, Nguyen ST, Yazaydin AO, Hupp JT (2012) Metal–organic framework materials with ultrahigh surface areas: is the sky the limit. J Am Chem Soc 134:15016–15021CrossRefGoogle Scholar
  11. Foster KL, Fuerman RG, Economy J, Larson SM, Rood MJ (1992) Adsorption characteristics of trace volatile organic compounds in gas streams onto activated carbon fibers. Chem Mater 4:1068–1073CrossRefGoogle Scholar
  12. Frantz TS, Silveira N, Quadro MS, Andreazza R, Barcelos AA, Cadaval TRS, Pinto LAA (2017) Cu (II) adsorption from copper mine water by chitosan films and the matrix effects. Environ Scie Pollut R 24:1–10CrossRefGoogle Scholar
  13. Gao Y, Qingyan Y, Baoyu G, Yuanyuan S, Wenyu W, Qian L, Yan W (2013) Preparation of high surface area-activated carbon from lignin of papermaking black liquor by KOH activation for Ni (II) adsorption. Chem Eng J 217:345–353CrossRefGoogle Scholar
  14. Gupta VK, Verma N (2002) Removal of volatile organic compounds by cryogenic condensation followed by adsorption. Chem Eng Sci 57:2679–2696CrossRefGoogle Scholar
  15. Haque E, Jieun L, Intae J, Youngkyu H, Chang JS, Jonggeon J, andSunghwa J (2010) Adsorptive removal of methyl orange from aqueous solution with metal-organic frameworks, porous chromium-benzenedicarboxylates. J Hazard Mater 181:535–542CrossRefGoogle Scholar
  16. Hasan Z, Jhung SH (2015) Removal of hazardous organics from water using metal-organic frameworks (MOFs): plausible mechanisms for selective adsorptions. J Hazard Mater 283:329–339CrossRefGoogle Scholar
  17. Huang CY, Song M, Gu ZY, Wang HF, Yan XP (2011) Probing the adsorption characteristic of metal-organic framework MIL-101 for volatile organic compounds by quartz crystal microbalance. Environ Sci Technol 45:4490–4496CrossRefGoogle Scholar
  18. Jabbari V, Veleta JM, Zarei-Chaleshtori M, Gardea-Torresdey J, Villagran D (2016) Green synthesis of magnetic MOF@GO and MOF@CNT hybrid nanocomposites with high adsorption capacity towards organic pollutants. Chem Eng J 304:774–783CrossRefGoogle Scholar
  19. Jiang T, Li J, Sun Z, Liu X, Lu T, Pan L (2016) Reduced graphene oxide as co-catalyst for enhanced visible light photocatalytic activity of BiOBr. Ceram Int 42:16463–16468CrossRefGoogle Scholar
  20. Kumar KV, Ramamurthi V, Sivanesan S (2005) Modeling the mechanism involved during the sorption of methylene blue onto fly ash. J Colloid Interf Sci 284:14–21CrossRefGoogle Scholar
  21. Levasseur B, Petit C, Bandosz TJ (2010) Reactive adsorption of NO2 on copper-based metal−organic framework and graphite oxide/metal−organic framework composites. ACS Appl Mater Inter 2:3606–3613CrossRefGoogle Scholar
  22. Li Y, Miao J, Sun X, Xiao J, Li Y, Wang H, Xia Q, Li Z (2016) Mechanochemical synthesis of Cu-BTC@GO with enhanced water stability and toluene adsorption capacity. Chem Eng J 298:191–197CrossRefGoogle Scholar
  23. Lian P, Zhu X, Liang S, Li Z, Yang W, Wang H (2010) Large reversible capacity of high quality graphene sheets as an anode material for lithium-ion batteries. Electrochim Acta 55:3909–3914CrossRefGoogle Scholar
  24. Milonjic SK (2007) A consideration of the correct calculation of thermodynamic parameters of adsorption. J Serb Chem Soc 72:1363–1367CrossRefGoogle Scholar
  25. Molavi H, Eskandari A, Shojaei A, Mousavi SA (2018) Enhancing CO2/N2 adsorption selectivity via post-synthetic modification of NH2-UiO-66(Zr). Micropor Mesopor Mat 257:193–201CrossRefGoogle Scholar
  26. Oepen BV, Kördel W, Klein W (1991) Sorption of nonpolar and polar compounds to soils: processes, measurements and experience with the applicability of the modified OECD-Guideline 106. Chemosphere 22:285–304CrossRefGoogle Scholar
  27. Öztürk A, Malkoc E (2014) Adsorptive potential of cationic Basic Yellow 2 (BY2) dye onto natural untreated clay (NUC) from aqueous phase: mass transfer analysis, kinetic and equilibrium profile. Appl Surf Sci 299:105–115CrossRefGoogle Scholar
  28. Pei Z, Li L, Sun L, Zhang S, Shan XQ, Yang S, Wen B (2013) Adsorption characteristics of 1,2,4-trichlorobenzene, 2,4,6-trichlorophenol, 2-naphthol and naphthalene on graphene and graphene oxide. Carbon 51:156–163CrossRefGoogle Scholar
  29. Petit C, Bandosz TJ (2009) MOF-graphite oxide composites: combining the uniqueness of graphene layers and metal-organic frameworks. Adv Mater 21:4753–4757CrossRefGoogle Scholar
  30. Petit C, Bandosz TJ (2011) Synthesis, characterization, and ammonia adsorption properties of mesoporous metal-organic framework (MIL (Fe)) -graphite oxide composites: exploring the limits of materials fabrication. Adv Funct Mater 21:2108–2117CrossRefGoogle Scholar
  31. Petit C, Mendoza B, Bandosz TJ (2010) Reactive adsorption of ammonia on Cu-based MOF/graphene composites. Langmuir 26:15302–15309CrossRefGoogle Scholar
  32. Petit C, Levasseur B, Mendoza B, Bandosz TJ (2012) Reactive adsorption of acidic gases on MOF/graphite oxide composites. Microporous Mesoporous Mater 154:107–112CrossRefGoogle Scholar
  33. Ramsahye NA, Trung TK, Scott L, Nouar F, Devic T, Horcajada P, Magnier E, David O, Serre C, Trens P (2003) Impact of the flexible character of MIL-88 Iron (III) dicarboxylates on the adsorption of n-alkanes. Chem Mater 2:479–488Google Scholar
  34. Ren YM, Ma WQ, MaJ WQ, Wang J, Zhao FB (2012) Synthesis and properties of bisphenol A molecular imprinted particle for selective recognition of BPA from water. J Colloid Interf Sci 367:355–361CrossRefGoogle Scholar
  35. Seredych M, Tamashausky AV, Bandosz TJ (2010) Graphite oxides obtained from porous graphite: the role of surface chemistry and texture in ammonia retention at ambient conditions. Adv Funct Mater 20:1670–1679CrossRefGoogle Scholar
  36. Sing KSW (1985) Reporting physisorptiondata for gas/solid systems-with special reference to the determination of surface area and porosity. Pure Appl Chem 57:603–619CrossRefGoogle Scholar
  37. Sui ZY, Meng QH, Li JT, Zhu JH, Cui Y, Han BH (2014) High surface area porous carbons produced by steam activation of graphene aerogels. J Mater Chem A 2:9891–9898CrossRefGoogle Scholar
  38. Sun X, Xia Q, Zhao Z, Li Y, Li Z (2014) Synthesis and adsorption performance of MIL-101(Cr)/graphite oxide composites with high capacities of n-hexane. Chem Eng J 239:226–232CrossRefGoogle Scholar
  39. Uslu H (2009) Adsorption equilibria of formic acid by weakly basic adsorbent amberlite IRA-67: equilibrium, kinetics, thermodynamic. Chem Eng J 155:320–325CrossRefGoogle Scholar
  40. Vellingiri K, Kumar P, Deep A, Kim KH (2017) Metal-organic frameworks for the adsorption of gaseous toluene under ambient temperature and pressure. Chem Eng J 307:1116–1126CrossRefGoogle Scholar
  41. Vinu A, Streb C, Murugesan V, Hartmann M (2003) Adsorption of cytochrome C on new mesoporouscarbon molecular sieves. J Phys Chem B 107:8297–8299CrossRefGoogle Scholar
  42. Wang S, Li H, Xu L (2006) Application of zeolite MCM-22 for basic dye removal from wastewater. J Colloid Interf Sci(295) 295:71–78CrossRefGoogle Scholar
  43. Wang Y, Tang X, Chen Y, Zhan L, Li Z, Tang Q (2009) Adsorption behavior and mechanism of Cd (II) on loess soil from China. J Hazard Mater 172:30–37CrossRefGoogle Scholar
  44. Wang J, Chen Z, Chen B (2014) Adsorption of polycyclic aromatic hydrocarbons by graphene and graphene oxide nanosheets. Environ Sci Technol 48:4817–4825CrossRefGoogle Scholar
  45. Wu Y, Chen H, Liu D, Xiao J, Qian Y, Xi H (2015) Effective ligand functionalization of zirconium-based metal-organic frameworks for the adsorption and separation of benzene and toluene: a multi-scale computational study. ACS Appl Mater Interfaces 7:5775–5787CrossRefGoogle Scholar
  46. Xi Y, Yi HH, Tang XL, Zhao SZ, Yang ZY, Ma YQ, Feng TC, Cui XX (2017) Behaviors and kinetics of toluene adsorption-desorption on activated carbons with varying pore structure. J Environ Sci 67:104–114Google Scholar
  47. Xia QB, Li Z, Xiao LM, Zhang ZJ, Xi HX (2010) Effects of loading different metal ions on an activated carbon on the desorption activation energy of dichloromethane/trichloromethane. J Hazard Mater 179:790–794CrossRefGoogle Scholar
  48. Xian SK, Li XL, Xu F, Xia QB, Li Z (2013) Adsorption isotherms,kinetics and desorption of1,2-dichloroethane on chromium-based metal organic framework MIL-101. Sep Sci Technol 40:1479–1489CrossRefGoogle Scholar
  49. Xu Y, Sheng K, Li C, Shi G (2010) Self-assembled graphene hydrogel via a one-step hydrothermal process. ACS Nano 4:4324–4330CrossRefGoogle Scholar
  50. Xu J, Wang L, Zhu Y (2012) Decontamination of bisphenol A from aqueous solution by graphene adsorption. Langmuir 28:8418–8425CrossRefGoogle Scholar
  51. Yang XB, Jiang X, Huang YD, Guo ZH, Shao L (2017) Building Nanoporous metal–organic frameworks “armor” on fibers for high-performance composite materials. Acs Appl Mater Inter 9:5590–5599CrossRefGoogle Scholar
  52. Yu F, Sun S, Han S, Zheng J, Ma J (2016) Adsorption removal of ciprofloxacin by multi-walled carbon nanotubes with different oxygen contents from aqueous solutions. Chem Eng J285:588–595CrossRefGoogle Scholar
  53. Yu L, Wang L, Xu W, Chen L, Fu M, Wu J, Ye D (2018) Adsorption of VOCs on reduced graphene oxide. J Environ Sci-China 65:171–178CrossRefGoogle Scholar
  54. Zhang ZJ, Nguyen HTH, Miller SA, Ploskonka AM, DeCoste JB, Cohen SM (2016) Polymer-metal-organic frameworks (polyMOFs) as water tolerant materials for selective carbon dioxide separations. J Am Chem Soc 138:920–925CrossRefGoogle Scholar
  55. Zhao Z, Sha W, Yan Y, Li X, Jing L, Zhong L (2015) Competitive adsorption and selectivity of benzene and water vapor on the microporous metal organic frameworks (HKUST-1). Chem Eng J 259:79–89CrossRefGoogle Scholar
  56. Zheng S, Sun Z, Park Y, Ayoko GA, Frost RL (2013) Removal of bisphenol A from wastewater by Ca-montmorillonite modified with selected surfactants. Chem Eng J 234:416–422CrossRefGoogle Scholar
  57. Zhou HC, Kitagawa S (2014) Metal-organic frameworks (MOFs). Chem Soc Rev 43:5415–5418CrossRefGoogle Scholar
  58. Zhou X, Huang W, Shi J, Zhao Z, Xia Q, Li Y, Wang H, Li Z (2014) A novel MOF/graphene oxide composite GrO@MIL-101 with high adsorption capacity for acetone. J Mater Chem A2:4722–4730CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  1. 1.College of Chemical EngineeringChina University of PetroleumQingdaoPeople’s Republic of China
  2. 2.State Key Laboratory of Petroleum Pollution ControlBeijingPeople’s Republic of China

Personalised recommendations