Using ionic liquids to formulate microemulsions: Current state of affairs

Current Opinion in Colloid and Interface Science

Volumn 17, Issue 4, 2012, Pages 205-211

  Kunz, Werner ^a   Zemb, Thomas ^b   Harrar, Agnes ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b Research Department of Mining and Fuel Recycling ProCesses   (France)

Author keywords

Fish cut; Interfaces; Ions; Micelles; Phase diagrams; Self assembly; Separation, interfacial reactivity; Surfactants; Winsor phases

Indexed keywords

APPLICATION EXAMPLES; DISTRIBUTION COEFFICIENT; EXISTENCE AND STABILITY; INTERFACIAL REACTIVITY; POLAR SOLVENTS; PSEUDO-PHASE; REACTION MEDIUM; STATE OF AFFAIRS; THERMODYNAMIC INVESTIGATION; WINSOR PHASES;

INTERFACES (MATERIALS); IONIC LIQUIDS; IONS; MICELLES; PHASE DIAGRAMS; SELF ASSEMBLY; SEPARATION; SURFACE ACTIVE AGENTS; THERMODYNAMICS;

MICROEMULSIONS;

IONIC LIQUID; OIL; SURFACTANT;

AQUEOUS SOLUTION; CHEMICAL REACTION; FILM; HYDROPHOBICITY; MICROEMULSION; REVIEW; SEPARATION TECHNIQUE; SOLUBILIZATION; SOLUTE; SYNTHESIS; THERMODYNAMICS;

EID: 84861733606     PISSN: 13590294     EISSN: 18790399     Source Type: Journal    
DOI: 10.1016/j.cocis.2012.03.002     Document Type: Review

References (98)

1. Schulman J.H., Stoeckenius W., Prince L.M. Mechanism of formation and structure of micro emulsions by electron microscopy. J Phys Chem 1959, 63:1677-1680.
2. Winsor P.A. Hydrotropy, solubilisation and related emulsification processes. Trans Faraday Soc 1948, 44:376-398.
3. Danielsson I., Lindman B. The definition of microemulsion. Colloids Surf 1981, 3:391-392.
4. 2O-aerosol-OT-isooctane as studied by photon correlation spectroscopy. J Phys Chem 1979, 83:480-486.
5. Zemb T.N. The DOC model of microemulsions: microstructure, scattering, conductivity and phase limits imposed by sterical constraints. Colloids Surf, A 1997, 129-130:435-454.
6. Rushforth D.S., Sanchez-Rubio M., Santos-Vidals L.M., Wormuth K.R., Kaler E.W., Cuevas R., et al. Structural study of one-phase microemulsions. J Phys Chem 1986, 90:6668-6673.
7. Chen S.H., Chang S.L., Strey R. Structural evolution within the one-phase region of a three-component microemulsion system: water-n-decane-sodium bisethylhexylsulfosuccinate (AOT). J Chem Phys 1990, 93:1907-1918.
8. Zemb T. Flexibility, persistence length and bicontinuous microstructures in microemulsions. C R Chim 2009, 12:218-224.
9. Choi S.M., Chen S.H., Sottmann T., Strey R. Measurement of interfacial curvatures in microemulsions using small-angle neutron scattering. Physica B 1997, 241:976-978.
10. Kunz W., Testard F., Zemb T. Correspondence between curvature, packing parameter, and hydrophilic-lipophilic deviation scales around the phase-inversion temperature. Langmuir 2009, 25:112-115.
11. Arleth L., Marcelja S., Zemb T. Gaussian random fields with two level-cuts-model for asymmetric microemulsions with nonzero spontaneous curvature?. J Chem Phys 2001, 115:3923-3936.
12. Chevalier Y., Zemb T. The structure of micelles and microemulsions. Rep Prog Phys 1990, 53:279-371.
13. Gradzielski M. Recent developments in the characterisation of microemulsions. Curr Opin Colloid Interface Sci 2008, 13:263-269.
14. Stubenrauch C. Microemulsions: Background, New concepts, Applications, "P"er"sp"ectives 2009, Wiley, Oxford.
15. Fanun M. Microemulsions: properties and applications: 144 (surfactant science series) 2009, CRC, Boca Raton.
16. Anastas P.T., Zimmerman J.B. Design through the 12 principles of green engineering. Environ Sci Technol 2003, 37:94A-101A.
17. Hao J., Zemb T. Self-assembled structures and chemical reactions in room-temperature ionic liquids. Curr Opin Colloid Interface Sci 2007, 12:129-137.
18. Qiu Z., Texter J. Ionic liquids in microemulsions. Curr Opin Colloid Interface Sci 2008, 13:252-262.
19. Greaves T.L., Drummond C.J. Ionic liquids as amphiphile self-assembly media. Chem Soc Rev 2008, 37:1709-1726.
20. Rojas O., Koetz J. Microemulsions with ionic liquids. J Surf Sci Technol 2010, 26:173-196.
21. Mehta S.K., Kaur K. Ionic liquid microemulsions and their technological applications. Indian J Chem Sect A Inorg Bio-inorg Phys Theor Anal Chem 2010, 49A:662-684.
22. Zech O., Harrar A., Kunz W. Nonaqueous microemulsions containing ionic liquids - properties and applications. Ionic liquids: theory, properties, new approaches, Rijeka, InTech 2011, 245-270. A. Kokorin (Ed.).
23. Zech O., Kunz W. Conditions for and characteristics of nonaqueous micellar solutions and microemulsions with ionic liquids. Soft Matter 2011, 7:5507-5513.
24. Seth D., Sarkar N. Dynamics of solvent and rotational relaxation of RTILS in RTILs-containing microemulsions. Microemulsions: properties and applications: 144 (surfactant science series) 2009, 203-246. CRC Press, Boca Raton. M. Fanun (Ed.).
25. Leodidis E.B., Hatton T.A. Amino acids in AOT reversed micelles. 1. Determination of interfacial partition coefficients using the phase-transfer method. J Phys Chem 1990, 94:6400-6411.
26. Testard F., Zemb T. Understanding solubilisation using principles of surfactant self-assembly as geometrical constraints. C R Geosci 2002, 334:649-663.
27. Leodidis E.B., Bommarius A.S., Hatton T.A. Amino acids in reversed micelles. 3. Dependence of the interfacial partition coefficient on excess phase salinity and interfacial curvature. J Phys Chem 1991, 95:5943-5956.
28. Leodidis E.B., Hatton T.A. Amino acids in AOT reversed micelles. 2. The hydrophobic effect and hydrogen bonding as driving forces for interfacial solubilization. J Phys Chem 1990, 94:6411-6420.
29. Leodidis E.B., Hatton T.A. Amino acids in reversed micelles. 4. Amino acids as cosurfactants. J Phys Chem 1991, 95:5957-5965.
30. Thomaier S., Kunz W. Aggregates in mixtures of ionic liquids. J Mol Liq 2007, 130:104-107.
31. Wennerström H., Micelles Lindman B. Physical chemistry of surfactant association. Phys Rep 1979, 52:1-86.
32. Patrascu C., Gauffre F., Nallet F., Bordes R., Oberdisse J., de Lauth-Viguerie N., et al. Micelles in ionic liquids: aggregation behavior of alkyl poly(ethyleneglycol)-ethers in 1-butyl-3-methyl-imidazolium type ionic liquids. Chemphyschem 2006, 7:99-101.
33. Atkin R., Bobillier S.M.C., Warr G.G. Propylammonium nitrate as a solvent for amphiphile self-assembly into micelles, lyotropic liquid crystals, and microemulsions. J Phys Chem B 2010, 114:1350-1360.
34. Harrar A., Zech O., Hartl R., Bauduin P., Zemb T., Kunz W. [emim][etSO4] as the polar phase in low-temperature-stable microemulsions. Langmuir 2011, 27:1635-1642.
35. Zech O., Thomaier S., Kolodziejski A., Touraud D., Grillo I., Kunz W. Ionic liquids in microemulsions-a concept to extend the conventional thermal stability range of microemulsions. Chem Eur J 2010, 16:783-786.
36. Gao H., Li J., Han B., Chen W., Zhang J., Zhang R., et al. Microemulsions with ionic liquid polar domains. Phys Chem Chem Phys 2004, 6:2914-2916.
37. Gao Y., Hilfert L., Voigt A., Sundmacher K. Decrease of droplet size of the reverse microemulsion 1-butyl-3-methylimidazolium tetrafluoroborate/triton X-100/cyclohexane by addition of water. J Phys Chem B 2008, 112:3711-3719.
38. Gao Y., Li N., Hilfert L., Zhang S., Zheng L., Yu L. Temperature-induced microstructural changes in ionic liquid-based microemulsions. Langmuir 2009, 25:1360-1365.
39. Gao Y., Li N., Li X., Zhang S., Zheng L., Bai X., et al. Microstructures of micellar aggregations formed within 1-butyl-3-methylimidazolium type ionic liquids. J Phys Chem B 2008, 113:123-130.
40. Gao Y., Li N., Zhang S., Zheng L., Li X., Dong B., et al. Organic solvents induce the formation of oil-in-ionic liquid microemulsion aggregations. J Phys Chem B 2009, 113:1389-1395.
41. Gao Y., Wang S., Zheng L., Han S., Zhang X., Lu D., et al. Microregion detection of ionic liquid microemulsions. J Colloid Interface Sci 2006, 301:612-616.
42. Gao Y., Zhang J., Xu H., Zhao X., Zheng L., Li X., et al. Structural studies of 1-butyl-3-methylimidazolium tetrafluoroborate/TX-100/p-xylene ionic liquid microemulsions. Chemphyschem 2006, 7:1554-1561.
43. Pileni M.-P., Zemb T., Petit C. Solubilization by reverse micelles: solute localization and structure perturbation. Chem Phys Lett 1985, 118:414-420.
44. Hill K., Rybinski W., Stoll G. Alkyl polyglycosides technology, properties and applications 1997, VCH, Weinheim.
45. Milner S.T., Safran S.A., Andelman D., Cates M.E., Roux D. Correlations and structure factor of bicontinuous microemulsions. J Phys Fr 1988, 49:1065-1075.
46. Rout A., Venkatesan K.A., Srinivasan T.G., Vasudeva Rao P.R. Extraction and third phase formation behavior of Eu(III) in CMPO-TBP extractants present in room temperature ionic liquid. Sep Purif Technol 2011, 76:238-243.
47. Porada J.H., Mansueto M., Laschat S., Stubenrauch C. Microemulsions with novel hydrophobic ionic liquids. Soft Matter 2011, 7:6805-6810.
48. Wu H., Wang H., Xue L., Li X. Photoinduced electron and energy transfer from coumarin 153 to perylenetetracarboxylic diimide in bmimPF6/TX-100/water microemulsions. J Colloid Interface Sci 2011, 353:476-481.
49. Zhang G., Zhou H., Hu J., Liu M., Kuang Y. Pd nanoparticles catalyzed ligand-free Heck reaction in ionic liquid microemulsion. Green Chem 2009, 11:1428-1432.
50. Fu C.P., Zhou H.H., Xie D., Sun L., Yin Y.F, Chen J.H., et al. Electrodeposition of gold nanoparticles from ionic liquid microemulsion. Colloid Polym Sci 2010, 288:1097-1103.
51. Anjum N., Guedeau-Boudeville M.-A., Stubenrauch C., Mourchid A. Phase behavior and microstructure of microemulsions containing the hydrophobic ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate. J Phys Chem B 2009, 113:239-244.
52. Safavi A., Maleki N., Farjami F. Phase behavior and characterization of ionic liquids based microemulsions. Colloids Surf, A 2010, 355:61-66.
53. Moniruzzaman M., Kamiya N., Nakashima K., Goto M. Water-in-ionic liquid microemulsions as a new medium for enzymatic reactions. Green Chem 2008, 10:497-500.
54. Atkin R., Warr G.G. Phase behavior and microstructure of microemulsions with a room-temperature ionic liquid as the polar phase. J Phys Chem B 2007, 111:9309-9316.
55. Zheng Y., Eli W., Li G. FTIR study of Tween 80/1-butyl-3-methylimidazolium hexafluorophosphate/toluene microemulsions. Colloid Polym Sci 2009, 287:871-876.
56. Li J., Zhang J., Gao H., Han B., Gao L. Nonaqueous microemulsion-containing ionic liquid [bmim][PF6] as polar microenvironment. Colloid Polym Sci 2005, 283:1371-1375.
57. Rabe C., Koetz J. CTAB-based microemulsions with ionic liquids. Colloids Surf, A 2010, 354:261-267.
58. Gayet F., El Kalamouni C., Lavedan P., Marty J.-D., Brûlet A., Lauth-de Viguerie N. Ionic liquid/Oil microemulsions as chemical nanoreactors. Langmuir 2009, 25:9741-9750.
59. Pramanik R., Sarkar S., Ghatak C., Rao V.G., Mandal S., Sarkar N. Effects of 1-butyl-3-methyl imidazolium tetrafluoroborate ionic liquid on triton X-100 aqueous micelles. Solvent and rotational relaxation studies. J Phys Chem B 2011, 115:6957-6963.
60. Li N., Zhang S., Li X., Yu L., Zheng L. Effect of polyethylene glycol (PEG-400) on the 1-butyl-3-methylimidazolium tetrafluoroborate-in-cyclohexane ionic liquid microemulsion. Colloid Polym Sci 2009, 287:103-108.
61. Fu C., Zhou H., Wu H., Chen J., Kuang Y. Research on electrochemical properties of nonaqueous ionic liquid microemulsions. Colloid Polym Sci 2008, 286:1499-1504.
62. Sarkar S., Pramanik R., Ghatak C., Rao V.G., Sarkar N. Characterization of 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Emim][Tf2N])/TX-100/cyclohexane ternary microemulsion: investigation of photoinduced electron transfer in this RTIL containing microemulsion. J Chem Phys 2011, 134. 074507/1-/11.
63. Pramanik R., Sarkar S., Ghatak C., Rao V.G., Sarkar N. Solvent and rotational relaxation study in ionic liquid containing reverse micellar system: a picosecond fluorescence spectroscopy study. Chem Phys Lett 2011, 512:217-222.
64. Adhikari A., Das D.K., Sasmal D.K., Bhattacharyya K. Ultrafast FRET in a room temperature ionic liquid microemulsion: a femtosecond excitation wavelength dependence study. J Phys Chem A 2009, 113:3737-3743.
65. Harrar A., Zech O., Klaus A., Bauduin P., Kunz W. Influence of surfactant amphiphilicity on the phase behavior of IL-based microemulsions. J Colloid Interface Sci 2011, 362:423-429.
66. Zech O., Thomaier S., Bauduin P., Rück T., Touraud D., Kunz W. Microemulsions with an ionic liquid surfactant and room temperature ionic liquids as polar pseudo-phase. J Phys Chem B 2008, 113:465-473.
67. Zech O., Thomaier S., Kolodziejski A., Touraud D., Grillo I., Kunz W. Ethylammonium nitrate in high temperature stable microemulsions. J Colloid Interface Sci 2010, 347:227-232.
68. Gayet F., Patrascu C., Marty J.-D., Lauth-de V.N. Surfactant aggregates in ionic liquids and reactivity in media. Int J Chem React Eng 2010, 8.
69. Zhao M., Zheng L., Bai X., Li N., Yu L. Fabrication of silica nanoparticles and hollow spheres using ionic liquid microemulsion droplets as templates. Colloids Surf, A 2009, 346:229-236.
70. Yan F., Yu S.M., Zhang X.W., You J.B., Wu P.Y., Lu J.M., et al. Polymerization of ionic liquid-based microemulsions: a versatile method for the synthesis of polymer electrolytes. Macromolecules 2008, 41:3389-3392.
71. Yan F., Chen Z.Z., Qiu L.H., Lu J.M., Zhou Y.X., Chen J.X., et al. Sustainable polymerizations in recoverable microemulsions. Langmuir 2010, 26:3803-3806.
72. Rojas O., Tiersch B., Frasca S., Wollenberger U., Koetz J. A new type of microemulsion consisting of two halogen-free ionic liquids and one oil component. Colloids Surf, A 2010, 369:82-87.
73. Moniruzzaman M., Kamiya N., Goto M. Ionic liquid based microemulsion with pharmaceutically accepted components: formulation and potential applications. J Colloid Interface Sci 2010, 352:136-142.
74. Cheng S., Zhang J., Zhang Z., Han B. Novel microemulsions: ionic liquid-in-ionic liquid. Chem Commun (Cambridge, U K) 2007, 43:2497-2499.
75. Liu J., Cheng S., Zhang J., Feng X., Fu X., Han B. Reverse micelles in carbon dioxide with ionic-liquid domains. Angew Chem Int Ed 2007, 46:3313-3315.
76. Chandran A., Prakash K., Senapati S. Self-assembled inverted micelles stabilize ionic liquid domains in supercritical CO2. J Am Chem Soc 2010, 132:12511-12516.
77. Zhao Y., Zhang J., Han B., Song J., Li J., Wang Q. Metal-organic framework nanospheres with well-ordered mesopores synthesized in an ionic liquid/CO2/surfactant system. Angew Chem Int Ed 2011, 50:636-639. S/1-S/9.
78. Zemb T., Dubois M. Catanionic microcrystals: organic platelets, gigadalton molecules or ionic solids?. Aust J Chem 2003, 56:971-979.
79. Jokela P., Joensson B., Khan A. Phase equilibria of catanionic surfactant-water systems. J Phys Chem 1987, 91:3291-3298.
80. Parsegian V.A., Zemb T. Hydration forces: Observations, explanations, expectations, questions. Curr Opin Colloid Interface Sci 2011, 16:618-624.
81. Carrière D., Belloni L., Demé B., Dubois M., Vautrin C., Meister A., et al. In-plane distribution in mixtures of cationic and anionic surfactants. Soft Matter 2009, 5:4983-4990.
82. Joensson B., Jokela P., Khan A., Lindman B., Sadaghiani A. Catanionic surfactants: phase behavior and microemulsions. Langmuir 1991, 7:889-895.
83. Abécassis B., Testard F., Arleth L., Hansen S., Grillo I., Zemb T. Electrostastic control of spontaneous curvature in catanionic reverse micelles. Langmuir 2007, 23:9983-9989.
84. Schelero N., Lichtenfeld H., Zastrow H., Moehwald H., Dubois M., Zemb T. Single particle light scattering method for studying aging properties of Pickering emulsions stabilized by catanionic crystals. Colloids Surf, A 2009, 337:146-153.
85. May-Alert G. Dissertation, Phillips-Universität Marburg, Germany, 1985.
86. Zech O. Dissertation, University of Regensburg, Germany, 2010.
87. Zech O., Bauduin P., Palatzky P., Touraud D., Kunz W. Biodiesel, a sustainable oil, in high temperature stable microemulsions containing a room temperature ionic liquid as polar phase. Energy Environ Sci 2010, 3:846-851.
88. Wang M., Weng Y.Y., Zhang B., Fu S.J., Peng R.W., Ma G.B., et al. Self-templating growth of copper nanopearl-chain arrays in electrodeposition. Phys Rev E Stat Nonlinear Soft Matter Phys 2010, 81:051607-1-051607-6.
89. Liu L., Bauduin P., Zemb T., Eastoe J., Hao J. Ionic liquid tunes microemulsion curvature. Langmuir 2009, 25:2055-2059.
90. Perrin J. Les Atomes 1913, Gallimard, Paris.
91. Tanford C. The hydrophobic effect: formation of micelles and biological membranes 1973, Wiley, New York.
92. Dave H., Gao F., Lee J.-H., Liberatore M., Ho C.-C., Co C.C. Self-assembly in sugar-oil complex glasses. Nat Mater 2007, 6:287-290.
93. Klein R., Zech O., Maurer E., Kellermeier M., Kunz W. Oligoether carboxylates: task-specific room-temperature ionic liquids. J Phys Chem B 2011, 115:8961-8969.
94. Petkovic M., Ferguson J.L., Gunaratne H.Q.N., Ferreira R., Leitao M.C., Seddon K.R., et al. Novel biocompatible cholinium-based ionic liquids - toxicity and biodegradability. Green Chem 2010, 12:643-649.
95. Fukaya Y., Iizuka Y., Sekikawa K., Ohno H. Bio ionic liquids: room temperature ionic liquids composed wholly of biomaterials. Green Chem 2007, 9:1155-1157.
96. Garcia H., Ferreira R., Petkovic M., Ferguson J.L., Leitao M.C., Gunaratne H.Q.N., et al. Dissolution of cork biopolymers in biocompatible ionic liquids. Green Chem 2010, 12:367-369.
97. Menger F.M., Jerkunica J.M., Johnston J.C. The water content of a micelle interior. The fjord vs. reef models. J Am Chem Soc 1978, 100:4676-4678.
98. O'Donnell J., Kaler E.W. Microstructure, kinetics, and transport in Oil-in-water microemulsion polymerizations. Macromol Rapid Commun 2007, 28:1445-1454.