Absorption and biodegradation of hydrophobic volatile organic compounds in ionic liquids

Water, Air, and Soil Pollution

Volumn 224, Issue 5, 2013, Pages

  Quijano, G ^a,b   Couvert, A ^a,b   Amrane, A ^a,b   Darracq, G ^a,b   Couriol, C ^a,b   Le Cloirec, P ^a,b   Paquin, L ^b,c   Carrie D ^b,c  

^a UNIV RENNES   (France)

^b UNIVERSITÉ EUROPÉENNE DE BRETAGNE   (France)

^c UNIVERSITÉ DE RENNES 1   (France)

Author keywords

Biodegradation; Ionic liquids; Toxicity; Two phase partitioning bioreactors; Volatile organic compounds

Indexed keywords

BIODEGRADABILITY; BIOLOGICAL WATER TREATMENT; BIOREACTORS; GLUCOSE; HYDROPHOBICITY; IONIC LIQUIDS; TOLUENE; TOXICITY; VOLATILE ORGANIC COMPOUNDS;

BIODEGRADABILITY TESTS; BIODEGRADATION RATE; MICROBIAL ACCLIMATION; PARTITION COEFFICIENT; ROOM TEMPERATURE IONIC LIQUIDS; TWO PHASE PARTITIONING BIOREACTOR; TWO-PHASE PARTITIONS; VOC BIODEGRADATIONS;

BIODEGRADATION;

DIMETHYL DISULFIDE; GLUCOSE; IONIC LIQUID; TOLUENE; VOLATILE ORGANIC COMPOUND; WATER;

ABSORPTION; BIODEGRADATION; BIOREACTOR; HYDROPHOBICITY; PARTITION COEFFICIENT; TOXICITY; VOLATILE ORGANIC COMPOUND;

ABSORPTION; ACCLIMATIZATION; ACTIVATED SLUDGE; ARTICLE; BINDING AFFINITY; BIODEGRADABILITY; BIOREACTOR; BIOREMEDIATION; CONTROLLED STUDY; GLUCOSE TRANSPORT; HYDROPHOBICITY; PARTITION COEFFICIENT; PHASE PARTITIONING; ROOM TEMPERATURE; SOLUBILITY; TOXICITY TESTING;

EID: 84878785242     PISSN: 00496979     EISSN: 15732932     Source Type: Journal    
DOI: 10.1007/s11270-013-1528-y     Document Type: Article

References (46)

1. Ahosseini, A., & Scurto, A. M. (2008). Viscosity of imidazolium-based ionic liquids at elevated pressures: cation and anion effects. International Journal of Thermophysics, 29, 1222-1243.
2. Aldric, J. M., Lecomte, J. P., & Thonat, P. (2009). Study on mass transfer of isopropylbenzene and oxygen in a two-phase partitioning bioreactor in the presence of silicone oil. Applied Biochemistry and Biotechnology, 153, 67-79.
3. Azimova, M. A., Morton, S. A., & Frymier, P. D. (2009). Comparison of three bacterial toxicity assays for imidazolium-derived ionic liquids. Journal of Environmental Engineering, 135, 1388-1392.
4. Baumann, M. D., Daugulis, A. J., & Jessop, P. G. (2005). Phosphonium ionic liquids for degradation of phenol in a two-phase partitioning bioreactor. Applied Microbiology and Biotechnology, 67, 131-137. (Pubitemid 40543924)
5. Branco, L. C., Rosa, J. N., Ramos, J. J. M., & Afonso, C. A. M. (2002). Preparation and characterization of new room temperature ionic liquids. Chemistry-A European Journal, 8, 3671-3677. (Pubitemid 34951455)
6. Cascon, H. R., Choudhari, S. K., Nisola, G. M., Vivas, E. L., Lee, D.-J., & Chung, W.-J. (2011). Partitioning of butanol and other fermentation broth components in phosphonium and ammonium-based ionic liquids and their toxicity to solventogenic clostridia. Separation and Purification Technology, 78, 164-174.
7. Chaumont, A., Schurhammer, R., & Wipff, G. J. (2005). Aqueous interfaces with hydrophobic room-temperature ionic liquids: a molecular dynamics study. The Journal of Physical Chemistry. B, 109, 18964-18973. (Pubitemid 41505125)
8. Chun, S., Dzyuba, S. V., & Bartsch, R. A. (2001). Influence of structural variation in room-temperature ionic liquids on the selectivity and efficiency of competitive alkali metal salt extraction by a crown ether. Analytical Chemistry, 73, 3737-3741. (Pubitemid 32862383)
9. Darracq, G., Couvert, A., Couriol, C., Amrane, A., & Le Cloirec, P. (2010). Kinetics of toluene and sulfur compounds removal bymeans of an integrated process involving the coupling of absorption and biodegradation. Journal of Chemical Technology and Biotechnology, 85, 1156-1161.
10. Darracq, G., Couvert, A., Couriol, C., Amrane, A., Thomas, D., Dumont, E., et al. (2010). Silicone oil: an effective absorbent for hydrophobic Volatile Organic Compounds (VOC) removal. Journal of Chemical Technology and Biotechnology, 85, 309-313.
11. Domínguez-Pérez, M., Tomé, L. I. N., Freire, M. G., Marrucho, I. M., Cabeza, O., & Coutinho, J. A. P. (2010). (Extraction of biomolecules using) aqueous biphasic systems formed by ionic liquids and aminoacids. Separation and Purification Technology, 72, 85-91.
12. Duchet, L., Legeay, J. C., Carrie, D., Paquin, L., Vanden-Eynde, J. J., & Bazureau, J. P. (2010). Synthesis of 3,5-disubstituted 1,2,4-oxadiazoles using ionic liquid-phase organic synthesis (IoLiPOS) methodology. Tetrahedron, 66, 986-994.
13. Dumont, E., Darracq, G., Couvert, A., Couriol, C., Amrane, A., Thomas, D., et al. (2011). VOC absorption in a countercurrent packed-bed column using water/silicone oil mixtures: influence of silicone oil volume fraction. Chemical Engineering Journal, 168, 241-248.
14. Earle, M. J., & Seddon, K. R. (2000). Ionic liquids, green solvents for the future. Pure and Applied Chemistry, 72, 1391-1398.
15. Every, H., Bishop, A. G., Forsyth, M., & MacFarlane, D. R. (2000). Ion diffusion in molten salt mixtures. Electrochimica Acta, 45, 1279-1284. (Pubitemid 30526850)
16. Forsyth, C. M., MacFarlane, D. R., Golding, J. J., Huang, J., Sun, J., & Forsyth, M. (2002). Structural characterization of novel ionic materials incorporating the bis(trifluoromethanesulfonyl)amide anion. Chemistry of Materials, 14, 2103-2108.
17. Garcia, M. T., Gathergood, N., & Scammells, P. J. (2005). Biodegradable ionic liquids. Part II. Effect of the anion and toxicology. Green Chemistry, 7, 9-14. (Pubitemid 40179321)
18. Huddleston, J. G., Visser, A. E., Reichert, W. M., Willauer, H. D., Broker, G. A., & Rogers, R. D. (2001). Characterization and comparaison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chemistry, 3, 156-164. (Pubitemid 33319370)
19. MacFarlane, D. R., Golding, J., Forsyth, S., Forsyth, M., & Deacon, G. B. (2001). Low viscosity ionic liquids based on organic salts of the dicyanamide anion. Chemical Communications, 16, 1430-1431. (Pubitemid 32747784)
20. Matsumoto, M., Mochiduki, K., Fukunishi, K., & Kondo, K. (2004). Extraction of organic acids using imidazolium-based ionic liquids and their toxicity to Lactobacillus rhamnosus. Separation and Purification Technology, 40, 97-101.
21. Ochoa-Herrera, V., Banihani, Q., Leon, G., Khatri, C., Field, J. A., & Sierra-Alvarez, R. (2009). Toxicity of fluoride to microorganisms in biological wastewater treatment systems. Water Research, 43, 3177-3186.
22. Ortiz, A., Ruiz, A., Gorri, D., & Ortiz, I. (2008). Room temperature ionic liquid with silver salt as efficient reaction media for propylene/propane separation: absorption equilibrium. Separation and Purification Technology, 63, 311-318.
23. Palomar, J., Gonzalez-Miquel, M., Bedia, J., Rodriguez, F., & Rodriguez, J. J. (2011). Task-specific ionic liquids for efficient ammonia absorption. Separation and Purification Technology, 82, 43-52.
24. Pei, Y., Wang, J., Wu, K., Xuan, X., & Lu, X. (2009). Ionic liquid-based aqueous two-phase extraction of selected proteins. Separation and Purification Technology, 64, 288-295.
25. Pham, T. P. T., Cho, C. W., & Yun, Y. S. (2010). Environmental fate and toxicity of ionic liquids: a review. Water Research, 44, 352-372.
26. Quijano, G., Couvert, A., & Amrane, A. (2010). Ionic liquids: applications and future trends in bioreactor technology. Bioresource Technology, 101, 8923-8930.
27. Quijano, G., Couvert, A., Amrane, A., Darracq, G., Couriol, C., Le Cloirec, P., et al. (2011a). Potential of ionic liquids for VOC absorption and biodegradation in multiphase systems. Chemical Engineering Science, 66, 2707-2712.
28. Quijano, G., Couvert, A., Amrane, A., Darracq, G., Couriol, C., Le Cloirec, P., et al. (2011b). Toxicity and biodegradability of ionic liquids: new perspectives towards whole-cell biotechnological applications. Chemical Engineering Journal, 174, 27-32.
29. Rivera-Rubero, S., & Baldelli, S. J. (2004). Influence of water on the surface of hydrophilic and hydrophobic room-temperature ionic liquids. Journal of the American Chemical Society, 126, 11788-11789. (Pubitemid 39302623)
30. Robinson, J., & Osteryoung, R. A. (1979). An electrochemical and spectroscopic study of some aromatic hydrocarbons in the room temperature molten salt system aluminum chloride-n-butylpyridinium chloride. Journal of the American Chemical Society, 101, 323-327.
31. Rols, J. L., Condoret, J. S., Fonade, C., & Goma, G. (1990). Mechanisms of enhanced oxygen transfer in fermentation using emulsified oxygen-vectors. Biotechnology and Bioengineering, 35, 427-435. (Pubitemid 20137347)
32. Ruivo, R., Couto, R., & Simões, P. C. (2010). Screening of ionic liquids as promising separation agents of oil mixtures for application in membranes. Separation and Purification Technology, 76, 84-88.
33. Sheldon, R. (2001). Catalytic reactions in ionic liquids. Chemical Communications, 23, 2399-2407. (Pubitemid 33124059)
34. Swatloski, R. P., Holbrey, J. D., & Rogers, R. D. (2003). Ionic liquids are not always green: hydrolysis of 1-butyl-3-methylimidazolium hexafluorophosphate. Green Chemistry, 5, 361-363.
35. Swatloski, R. P., Visser, A. E., Reichert, W. M., Broker, G. A., Farina, L. M., Holbrey, J. D., et al. (2001). Solvation of 1-butyl-3-methylimidazolium hexafluorophosphate in aqueous ethanol - a green solution for dissolving 'hydrophobic' ionic liquids. Chemical Communications, 2070-2071. (Pubitemid 33027843)
36. Swatloski, R. P., Visser, A. E., Reichert, W. M., Broker, G. A., Farina, L. M., Holbrey, J. D., et al. (2002). On the solubilization of water with ethanol in hydrophobic hexafluorophosphate ionic liquids. Green Chemistry, 4, 81-87.
37. Tokuda, H., Hayamizu, K., Ishii, K., Susan, M. A. B. H., & Watanabe, M. (2005). Physicochemical properties and structures of room temperature ionic liquids. 2. Variation of alkyl chain length in imidazolium cation. The Journal of Physical Chemistry. B, 109, 6103-6110. (Pubitemid 40496819)
38. Tokuda, H., Ishii, K., Susan, M. A. B. H., Tsuzuki, S., Hayamizu, K., & Watanabe, M. (2006). How ionic are room-temperature ionic liquids? An indicator of the physicochemical properties. The Journal of Physical Chemistry. B, 110, 19593-19600. (Pubitemid 44626443)
39. Tomé, L. I. N., Catambas, V. R., Teles, A. R. R., Freire, M. G., Marrucho, I. M., & Coutinho, J. A. P. (2010). Tryptophan extraction using hydrophobic ionic liquids. Separation and Purification Technology, 72, 167-173.
40. Trinci, A. P. J. (1969). A kinetic study of the growth of Aspergillus nidulans and other fungi. Journal of General Microbiology, 57, 11-24.
41. Vestergaard, B., Bjerrum, N. J., Petrushina, I., Hjuler, H. A., Berg, R. W., & Begtrup, M. J. (1993). Molten triazolium chloride systems as new aluminum battery electrolytes. Journal of the Electrochemical Society, 140, 3108-3113.
42. Vuong, M. D., Couvert, A., Couriol, C., Amrane, A., Le Cloirec, P., & Renner, C. (2009). Determination of the Henry's constant and the mass transfer rate of VOCs in solvents. Chemical Engineering Journal, 150, 426-443.
43. Wasserscheid, P., & Welton, T. (2008). Ionic liquid in synthesis (2nd ed.). Weinheim: Wiley-VCH.
44. Weingärtner, H. (2008). Understanding ionic liquids at the molecular level: facts, problems and controversies. Angewandte Chemie International Edition, 47, 654-670.
45. Wilkes, J. S., Levisky, J. A., Wilson, R. A., & Hussey, C. L. (1982). Dialkylimidazolium chloroaluminate melts: a new class of room-temperature ionic liquids for electrochemistry, spectroscopy and synthesis. Inorganic Chemistry, 21, 1263-1264.
46. Wilkes, J. S., & Zaworotko, M. J. (1992). Air and water stable 1-ethyl-3-methylimidazolium based ionic liquids. Journal of the Chemical Society, Chemical Communications, 13, 965-967.