Skip to main content
Top
Published in: Environmental Earth Sciences 9/2015

01-05-2015 | Thematic Issue

Removal and recovery of amantadine from water by liquid–liquid extraction

Authors: Yonghui Song, Jian Wei, Yinchen Ma, Ping Zeng, Minghao Kong

Published in: Environmental Earth Sciences | Issue 9/2015

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

Liquid–liquid extraction (LLE) was firstly introduced for the removal and recovery of amantadine from its aqueous solution. The effects of process conditions, including different types of extractants and diluents, oil to water phase ratio (O/A ratio), initial concentration of amantadine and pH, on the extraction efficiency were investigated. The results showed that when the initial concentration is 1000 mg/L, more than 99.5 % of amantadine can be removed using the mixture of P204 and n-octanol (volumetric ratio of 3:2) as mixed extractant, with the initial pH in the range of 8.0–10.0 and O/A ratio of 1:1. The removal efficiency can still be as high as 97.0 % even concentrated amantadine solution (10 g/L) was treated. A mechanism of cation-exchange reaction between amantadine and P204 was proposed. Back extraction of amantadine using 2.0 M HCl solution as stripping agent demonstrated that about 51.1 % of amantadine was stripped from the loaded extractant. Present findings suggest that LLE could be a promising technology for the removal and recovery of amantadine from water.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Appendix
Available only for authorised users
Literature
go back to reference Azuma T, Nakada N, Yamashita N, Tanaka H (2013) Mass balance of anti-influenza drugs discharged into the Yodo River system, Japan, under an influenza outbreak. Chemosphere 93(9):1672–1677CrossRef Azuma T, Nakada N, Yamashita N, Tanaka H (2013) Mass balance of anti-influenza drugs discharged into the Yodo River system, Japan, under an influenza outbreak. Chemosphere 93(9):1672–1677CrossRef
go back to reference Babuponnusami A, Muthukumar K (2014) A review on Fenton and improvements to the Fenton process for wastewater treatment. J Environ Chem Eng 2(1):557–572CrossRef Babuponnusami A, Muthukumar K (2014) A review on Fenton and improvements to the Fenton process for wastewater treatment. J Environ Chem Eng 2(1):557–572CrossRef
go back to reference Ben Fredj S, Nobbs J, Tizaoui C, Monser L (2015) Removal of estrone (E1), 17β-estradiol (E2), and 17α-ethinylestradiol (EE2) from wastewater by liquid-liquid extraction. Chem Eng J 262:417–426 Ben Fredj S, Nobbs J, Tizaoui C, Monser L (2015) Removal of estrone (E1), 17β-estradiol (E2), and 17α-ethinylestradiol (EE2) from wastewater by liquid-liquid extraction. Chem Eng J 262:417–426
go back to reference Cao MH, Wang LL, Wang L, Chen J, Lu XH (2013) Remediation of DDTs contaminated soil in a novel Fenton-like system with zero-valent iron. Chemosphere 90(8):2303–2308CrossRef Cao MH, Wang LL, Wang L, Chen J, Lu XH (2013) Remediation of DDTs contaminated soil in a novel Fenton-like system with zero-valent iron. Chemosphere 90(8):2303–2308CrossRef
go back to reference Ge XZ, Ying HH, Chen X, Wang CF, Fu HX (2003) Progress of derivatives of adamantine. Chin J Pharm 34(11):583–586 (In Chinese) Ge XZ, Ying HH, Chen X, Wang CF, Fu HX (2003) Progress of derivatives of adamantine. Chin J Pharm 34(11):583–586 (In Chinese)
go back to reference Ghosh GC, Nakada N, Yamashita N, Tanaka H (2010) Occurrence and fate of oseltamivir carboxylate (Tamiflu) and amantadine in sewage treatment plants. Chemosphere 81(1):13–17CrossRef Ghosh GC, Nakada N, Yamashita N, Tanaka H (2010) Occurrence and fate of oseltamivir carboxylate (Tamiflu) and amantadine in sewage treatment plants. Chemosphere 81(1):13–17CrossRef
go back to reference Goscianska J, Marciniak M, Pietrzak R (2014) Mesoporous carbons modified with lanthanum(III) chloride for methyl orange adsorption. Chem Eng J 247(1):258–264CrossRef Goscianska J, Marciniak M, Pietrzak R (2014) Mesoporous carbons modified with lanthanum(III) chloride for methyl orange adsorption. Chem Eng J 247(1):258–264CrossRef
go back to reference Hilal SH, Carreira A, Karikhoff SW (1994) Estimation of chemical reactivity and parameters and physical properties of organic molecules using SPARC, in Theoretical and Computational Chemistry, Quantitative treatments of solute/solvent interactions, vol 1. Elsevier, New York Hilal SH, Carreira A, Karikhoff SW (1994) Estimation of chemical reactivity and parameters and physical properties of organic molecules using SPARC, in Theoretical and Computational Chemistry, Quantitative treatments of solute/solvent interactions, vol 1. Elsevier, New York
go back to reference Hussin NH, Yusoff I, Alias Y, Mohamad S, Rahim NY, Ashraf MA (2014) Ionic liquid as a medium to remove iron and other metal ions: a case study of the North Kelantan Aquifer, Malaysia. Environ Earth Sci 71:2105–2113CrossRef Hussin NH, Yusoff I, Alias Y, Mohamad S, Rahim NY, Ashraf MA (2014) Ionic liquid as a medium to remove iron and other metal ions: a case study of the North Kelantan Aquifer, Malaysia. Environ Earth Sci 71:2105–2113CrossRef
go back to reference Kamiński K, Krawczyk M, Augustyniak J, Weatherley LR, Petera J (2014) Electrically induced liquid-liquid extraction from organic mixtures with the use of ionic liquids. Chem Eng J 235:109–123CrossRef Kamiński K, Krawczyk M, Augustyniak J, Weatherley LR, Petera J (2014) Electrically induced liquid-liquid extraction from organic mixtures with the use of ionic liquids. Chem Eng J 235:109–123CrossRef
go back to reference Kim JH, Lee HW, Hwang J, Kim J, Lee MJ, Han HS, Lee WH, Suk K (2012) Microglia-inhibiting activity of Parkinson’s disease drug amantadine. Neurobiol Aging 33(9):2145–2159CrossRef Kim JH, Lee HW, Hwang J, Kim J, Lee MJ, Han HS, Lee WH, Suk K (2012) Microglia-inhibiting activity of Parkinson’s disease drug amantadine. Neurobiol Aging 33(9):2145–2159CrossRef
go back to reference Larriba M, Navarro P, García J, Rodríguez F (2013) Separation of toluene from n-heptane, 2,3-dimethylpentane, and cyclohexane using binary mixtures of [4empy][Tf2N] and [emim][DCA] ionic liquids as extraction solvents. Sep Purif Technol 120:392–401CrossRef Larriba M, Navarro P, García J, Rodríguez F (2013) Separation of toluene from n-heptane, 2,3-dimethylpentane, and cyclohexane using binary mixtures of [4empy][Tf2N] and [emim][DCA] ionic liquids as extraction solvents. Sep Purif Technol 120:392–401CrossRef
go back to reference Lee DW, Hong WH, Hwang KY (2000) Removal of an organic dye from water using a predispersed solvent extraction. Sep Sci Technol 35(12):1951–1962CrossRef Lee DW, Hong WH, Hwang KY (2000) Removal of an organic dye from water using a predispersed solvent extraction. Sep Sci Technol 35(12):1951–1962CrossRef
go back to reference Li DL, Zhou XF, Chang ZX, Guo YY (2012) Extraction equilibria of 4-hydroxypyridine using di (2-ethylhexyl) phosphoric acid. Sep Sci Technol 47(16):2424–2429 Li DL, Zhou XF, Chang ZX, Guo YY (2012) Extraction equilibria of 4-hydroxypyridine using di (2-ethylhexyl) phosphoric acid. Sep Sci Technol 47(16):2424–2429
go back to reference Liu XR, Li JH, Zhou BX, Cai WM, Song YH (2011) Role of activated carbon adsorption in iron-carbon micro-electrolysis process for wastewater treatment. Environ Sci Technol 34(1):128–131 (In Chinese) Liu XR, Li JH, Zhou BX, Cai WM, Song YH (2011) Role of activated carbon adsorption in iron-carbon micro-electrolysis process for wastewater treatment. Environ Sci Technol 34(1):128–131 (In Chinese)
go back to reference Lu YJ, Zhu XH, Peng YF (2003) The removal of methyl violet from water by solvent sublation. Sep Sci Technol 38(6):1385–1398CrossRef Lu YJ, Zhu XH, Peng YF (2003) The removal of methyl violet from water by solvent sublation. Sep Sci Technol 38(6):1385–1398CrossRef
go back to reference Lu YJ, Wei B, Wang Y, Li JZ (2007) Studies on the removal of bromocresol green from water by solvent sublation. Sep Sci Technol 42(8):1901–1911CrossRef Lu YJ, Wei B, Wang Y, Li JZ (2007) Studies on the removal of bromocresol green from water by solvent sublation. Sep Sci Technol 42(8):1901–1911CrossRef
go back to reference Ma YC, Chang ZD, Hu X, Yu PH, Wang SJ, Lei C, Liu HZ (2010) Separation of butyl acetate from model emulsions by solvent sublation. Sep Purif Technol 72(1):77–84CrossRef Ma YC, Chang ZD, Hu X, Yu PH, Wang SJ, Lei C, Liu HZ (2010) Separation of butyl acetate from model emulsions by solvent sublation. Sep Purif Technol 72(1):77–84CrossRef
go back to reference Muthuraman G, Palanivelu K (2004) Removal and recovery of low salt dye golden yellow LS by liquid-liquid extraction. Ind J Chem Technol 11(2):166–169 Muthuraman G, Palanivelu K (2004) Removal and recovery of low salt dye golden yellow LS by liquid-liquid extraction. Ind J Chem Technol 11(2):166–169
go back to reference Muthuraman G, Teng TT (2009) Extraction of methyl red from industrial wastewater using xylene as an extractant. Prog Nat Sci 19(10):1215–1220CrossRef Muthuraman G, Teng TT (2009) Extraction of methyl red from industrial wastewater using xylene as an extractant. Prog Nat Sci 19(10):1215–1220CrossRef
go back to reference Muthuraman G, Teng TT, Leh CP, Norli I (2009) Extraction and recovery of methylene blue from industrial wastewater using benzoic acid as an extractant. J Hazard Mater 163(1):363–369CrossRef Muthuraman G, Teng TT, Leh CP, Norli I (2009) Extraction and recovery of methylene blue from industrial wastewater using benzoic acid as an extractant. J Hazard Mater 163(1):363–369CrossRef
go back to reference Pal P, Sikder J, Roy S, Giorno L (2009) Process intensification in lactic acid production: a review of membrane based processes. Chem Eng Process 48(11–12):1549–1559CrossRef Pal P, Sikder J, Roy S, Giorno L (2009) Process intensification in lactic acid production: a review of membrane based processes. Chem Eng Process 48(11–12):1549–1559CrossRef
go back to reference Palma MSA, Paiva JL, Zilli M (2007) Batch phenol removal from methyl isobutyl ketone by liquid-liquid extraction with chemical reaction. Chem Eng Process 46(8):764–768CrossRef Palma MSA, Paiva JL, Zilli M (2007) Batch phenol removal from methyl isobutyl ketone by liquid-liquid extraction with chemical reaction. Chem Eng Process 46(8):764–768CrossRef
go back to reference Quijada-Maldonado E, Aelmans TAM, Meindersma GW, Haan AB (2013) Pilot plant validation of a rate-based extractive distillation model for water-ethanol separation with the ionic liquid [emim][DCA] as solvent. Chem Eng J 223(1):287–297CrossRef Quijada-Maldonado E, Aelmans TAM, Meindersma GW, Haan AB (2013) Pilot plant validation of a rate-based extractive distillation model for water-ethanol separation with the ionic liquid [emim][DCA] as solvent. Chem Eng J 223(1):287–297CrossRef
go back to reference Ruhela R, Panja S, Tomar BS, Singh AK, Tripathi SC, Gandhi PM, Hubli RC (2014) Liquid–liquid extraction studies for the separation and recovery of plutonium from acidic medium with novel ligand Benzodioxodiamide (BenzoDODA). Sep Purif Technol 124:49–53CrossRef Ruhela R, Panja S, Tomar BS, Singh AK, Tripathi SC, Gandhi PM, Hubli RC (2014) Liquid–liquid extraction studies for the separation and recovery of plutonium from acidic medium with novel ligand Benzodioxodiamide (BenzoDODA). Sep Purif Technol 124:49–53CrossRef
go back to reference Shen SF (2013) Solvent extraction separation of tyramine from simulated alkaloid processing wastewater by Cyanex 923/kerosene. Sep Purif Technol 103:28–35CrossRef Shen SF (2013) Solvent extraction separation of tyramine from simulated alkaloid processing wastewater by Cyanex 923/kerosene. Sep Purif Technol 103:28–35CrossRef
go back to reference Su HJ, Xu LL, Dai YY (1997) Extraction of organic amines from dilute solution based on chemical complexation. J Chem Ind Eng 48(6):713–720 (In Chinese) Su HJ, Xu LL, Dai YY (1997) Extraction of organic amines from dilute solution based on chemical complexation. J Chem Ind Eng 48(6):713–720 (In Chinese)
go back to reference Tan SY, Xu D, Dong LC, Wei SN, Luo ZP, Zhang HJ (2012) Solvent extraction of butyl acetate from lovastatin wastewater using liquid paraffin. Desalination 286:94–98CrossRef Tan SY, Xu D, Dong LC, Wei SN, Luo ZP, Zhang HJ (2012) Solvent extraction of butyl acetate from lovastatin wastewater using liquid paraffin. Desalination 286:94–98CrossRef
go back to reference Valsaraj KT, Proter JL, Liljenfeldt EK, Springer C (1986) Solvent sublation for the removal of hydrophobic chlorinated compounds from aqueous solutions. Water Res 20(9):1161–1175CrossRef Valsaraj KT, Proter JL, Liljenfeldt EK, Springer C (1986) Solvent sublation for the removal of hydrophobic chlorinated compounds from aqueous solutions. Water Res 20(9):1161–1175CrossRef
go back to reference Wan XF, Carrel M, Long LP, Alker AP, Emch M (2013) Perspective on emergence and re-emergence of amantadine resistant influenza A viruses in domestic animals in China. Infect Genet Evol 20:298–303CrossRef Wan XF, Carrel M, Long LP, Alker AP, Emch M (2013) Perspective on emergence and re-emergence of amantadine resistant influenza A viruses in domestic animals in China. Infect Genet Evol 20:298–303CrossRef
go back to reference Xu H, Zhou Q, Wang JF (2013) Treatment of sebacic acid industrial wastewater by extraction process using castor oil acid as extractant. Chin J Chem Eng 21(9):967–973CrossRef Xu H, Zhou Q, Wang JF (2013) Treatment of sebacic acid industrial wastewater by extraction process using castor oil acid as extractant. Chin J Chem Eng 21(9):967–973CrossRef
go back to reference Yang XJ, Fane AG, Soldenhoff K (2003) Comparison of liquid membrane processes for metal separations: permeability, stability and selectively. Ind Eng Res 42(2):392–403CrossRef Yang XJ, Fane AG, Soldenhoff K (2003) Comparison of liquid membrane processes for metal separations: permeability, stability and selectively. Ind Eng Res 42(2):392–403CrossRef
go back to reference Yin SH, Wu WY, Bian X, Zhang FY (2013) Effect of complexing agent lactic acid on the extraction and separation of Pr(III)/Ce(III) with di-(2-ethylhexyl) phosphoric acid. Hydrometallurgy 131–132:133–137CrossRef Yin SH, Wu WY, Bian X, Zhang FY (2013) Effect of complexing agent lactic acid on the extraction and separation of Pr(III)/Ce(III) with di-(2-ethylhexyl) phosphoric acid. Hydrometallurgy 131–132:133–137CrossRef
go back to reference Yu PH, Chang ZD, Ma YC, Wang SJ, Cao HB, Hua C, Liu HZ (2009) Separation of p-nitrophenol and o-nitrophenol with three-liquid-phase extraction system. Sep Purif Technol 70(2):199–206CrossRef Yu PH, Chang ZD, Ma YC, Wang SJ, Cao HB, Hua C, Liu HZ (2009) Separation of p-nitrophenol and o-nitrophenol with three-liquid-phase extraction system. Sep Purif Technol 70(2):199–206CrossRef
go back to reference Yuan XY, Sun HF, Guo DS (2012) The removal of COD from coking wastewater using extraction replacement–biodegradation coupling. Desalination 289:45–50CrossRef Yuan XY, Sun HF, Guo DS (2012) The removal of COD from coking wastewater using extraction replacement–biodegradation coupling. Desalination 289:45–50CrossRef
go back to reference Zeng P, Song YH, Dresely J, Erhard H (2011) Oxidative degradation of simulated amantadine by the Fenton processes and the intermediates analysis. J Environ Eng Technol 1(6):455–459 (In Chinese) Zeng P, Song YH, Dresely J, Erhard H (2011) Oxidative degradation of simulated amantadine by the Fenton processes and the intermediates analysis. J Environ Eng Technol 1(6):455–459 (In Chinese)
go back to reference Zou Q, Fu JX, Jiang H (2009) Treatment of amantadine wastewater with the crystallization method. Liaoning Chem Ind 38(12):861–862 (In Chinese) Zou Q, Fu JX, Jiang H (2009) Treatment of amantadine wastewater with the crystallization method. Liaoning Chem Ind 38(12):861–862 (In Chinese)
Metadata
Title
Removal and recovery of amantadine from water by liquid–liquid extraction
Authors
Yonghui Song
Jian Wei
Yinchen Ma
Ping Zeng
Minghao Kong
Publication date
01-05-2015
Publisher
Springer Berlin Heidelberg
Published in
Environmental Earth Sciences / Issue 9/2015
Print ISSN: 1866-6280
Electronic ISSN: 1866-6299
DOI
https://doi.org/10.1007/s12665-015-4302-1

Other articles of this Issue 9/2015

Environmental Earth Sciences 9/2015 Go to the issue