A novel ionic liquid-in-oil microemulsion composed of biologically acceptable components: An excitation wavelength dependent fluorescence resonance energy transfer study

Journal of Physical Chemistry B

Volumn 117, Issue 11, 2013, Pages 3221-3231

  Mandal, Sarthak ^a   Ghosh, Surajit ^a   Banerjee, Chiranjib ^a   Kuchlyan, Jagannath ^a   Banik, Debasis ^a   Sarkar, Nilmoni ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

DYNAMIC LIGHT SCATTERING; ENERGY TRANSFER; FLUORESCENCE; IONIC LIQUIDS; NONIONIC SURFACTANTS; POLYETHYLENE OXIDES;

ACCEPTOR EMISSION; DYNAMIC HETEROGENEITY; EXCITATION WAVELENGTH; FLUORESCENCE RESONANCE ENERGY TRANSFER; ISOPROPYL MYRISTATE; MICROEMULSION SYSTEMS; PHASE BEHAVIOR STUDY; SORBITAN MONOOLEATE;

MICROEMULSIONS;

EID: 84875438405     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp4009515     Document Type: Article

References (89)

1. Johnston, K. P.; Harrison, K. L.; Clarke, M. J.; Howdle, S. M.; Heitz, M. P.; Bright, F. V.; Carlier, C.; Randolph, T. W. Water Core within Perfluoropolyether-Based Microemulsions Formed in Supercritical Carbon Dioxide Science 1996, 271, 624-626
2. 2-Philes Stabilize Water-in-Carbon Dioxide Microemulsions Angew. Chem., Int. Ed. 2006, 45, 3675-3677
3. Liu, Y.; Jessop, P. G.; Cunningham, M.; Eckert, C. A.; Liotta, C. L. Switchable Surfactants Science 2006, 313, 958-960
4. Holmberg, K. Organic Reactions in Microemulsions Eur. J. Org. Chem. 2007, 5, 731-742
5. Pileni, M. P. The Role of Soft Colloidal Templates in Controlling the Size and Shape of Inorganic Nanocrystals Nat. Mater. 2003, 2, 145-150
6. Cushing, B. L.; Kolesnichenko, V. L.; O'Connor, Ch. J. Recent Advances in the Liquid-phase Syntheses of Inorganic Nanoparticles Chem. Rev. 2004, 104, 3893-3946
7. Destree, C.; Ghijsen, J.; Nagy, J. B. Preparation of Organic Nanoparticles using Microemulsions: Their Potential Use in Transdermal Delivery Langmuir 2007, 23, 1965-1973
8. Zhang, S.; Zhao, Y. Facile Preparation of Organic Nanoparticles by Interfacial Cross-Linking of Reverse Micelles and Template Synthesis of Subnanometer Au-Pt Nanoparticles ACS Nano 2011, 5, 2637-2646
9. Mazzola, P. G.; Lopes, A. M.; Hasmann, F. A.; Jozala, A. F.; Penna, T. C. V.; Magalhaes, P. O.; Rangel-Yagui, C. O.; Pessoa, A. Liquid-liquid Extraction of Biomolecules: An Overview and Update of the Main Techniques J. Chem. Technol. Biotechnol. 2008, 83, 143-157
10. Trivedi, R.; Kompella, U. B. Nanomicellar Formulations for Sustained Drug Delivery: Strategies and Underlying Principles Nanomedicine 2010, 5, 485-505
11. Lawrencea, M. J.; Rees, G. D. Microemulsion-based Media as Novel Drug Delivery Systems Adv. Drug Delivery Rev. 2000, 45, 89-121
12. Cabaleiro-Lago, C.; García-Río, L.; Hervella, P. The Effect of Changing the Microstructure of a Microemulsion on Chemical Reactivity Langmuir 2007, 23, 9586-9595
13. Sharma, S.; Pal, N.; Chowdhury, P. K.; Sen, S.; Ganguli, A. K. Understanding Growth Kinetics of Nanorods in Microemulsion: A Combined Fluorescence Correlation Spectroscopy, Dynamic Light Scattering, and Electron Microscopy Study J. Am. Chem. Soc. 2012, 134, 19677-19684
14. Fathi, H.; Kelly, J. P.; Vasquez, V. R.; Graeve, O. A. Ionic Concentration Effects on Reverse Micelle Size and Stability: Implications for the Synthesis of Nanoparticles Langmuir 2012, 28, 9267-9274
15. Podlogar, F.; Gašperlin, M.; Tomšič, M.; Jamnik, A.; Rogač, M. B. Structural Characterization of Water-Tween 40/Imwitor 308-Isopropyl Myristate Microemulsions using Different Experimental Methods Int. J. Pharm. 2004, 276, 115-128
16. Trotta, M. Influence of Phase Transformation on Indomeihacin Release from Microemulsions J. Controlled Release 1999, 60, 399-405
17. Paul, B. K.; Moulik, S. P. Microemulsions: An Overview J. Dispersion Sci. Technol. 1997, 18, 301-367
18. Micellar Solutions and Microemulsions: Structure, Dynamics and Statistical Thermodynamics; Chen, S. H.; Rajagopalan, R., Eds.; Springer-Verlag: New York, 1990.
19. Fayer, M. D.; Levinger, N. E. Analysis of Water in Confined Geometries and at Interfaces Annu. Rev. Anal. Chem. 2010, 3, 89-107
20. Pieniazek, P. A.; Lin, Y.-S.; Chowdhary, J.; Ladanyi, B. M.; Skinner, J. L. Vibrational Spectroscopy and Dynamics of Water Confined inside Reverse Micelles J. Phys. Chem. B 2009, 113, 15017-15028
21. Bhattacharyya, K. Solvation Dynamics and Proton Transfer in Supramolecular Assemblies Acc. Chem. Res. 2003, 36, 95-101
22. Pal, N.; Verma, S. D.; Singh, M. K.; Sen, S. Fluorescence Correlation Spectroscopy: An Efficient Tool for Measuring Size, Size-Distribution and Polydispersity of Microemulsion Droplets in Solution Anal. Chem. 2011, 83, 7736-7744
23. Ray, S.; Moulik, S. P. Dynamics and Thermodynamics of Aerosol OT-aided Nonaqueous Microemulsions Langmuir 1994, 10, 2511-2515
24. Friberg, E.; Podzimek, M. A Non-aqueous Microemulsion Colloid Polym. Sci. 1984, 262, 252-253
25. Das, K. P.; Ceglie, C.; Lindman, B. Microstructure of Formamide Microemulsions from NMR Self-diffusion Measurements J. Phys. Chem. 1987, 91, 2938-2946
26. Shirota, H.; Horie, K. Solvation Dynamics in Nonaqueous Reverse Micelles J. Phys. Chem. B 1999, 103, 1437-1443
27. 1H NMR Studies J. Phys. Chem. B 2005, 109, 21209-21219
28. Setua, P.; Chakraborty, A.; Seth, D.; Bhatta, M. U.; Satyam, P. V.; Sarkar, N. Synthesis, Optical Properties, and Surface Enhanced Raman Scattering of Silver Nanoparticles in Nonaqueous Methanol Reverse Micelles J. Phys. Chem. C 2007, 111, 3901-3907
29. Gao, H. X.; Li, J. C.; Han, B. X.; Chen, W. N.; Zhang, J. L.; Zhang, R.; Yan, D. D. Microemulsions with Ionic Liquid Polar Domains Phys. Chem. Chem. Phys. 2004, 6, 2914-2916
30. Eastoe, S.; Gold, S. E.; Rogers, A.; Paul, T.; Welton, R. K.; Heenan, I. G. Ionic Liquid-in-Oil Microemulsions J. Am. Chem. Soc. 2005, 127, 7302-7303
31. 4/TX-100/Toluene Ionic Liquid Microemulsions and Their Behaviors Characterized by UV-Visible Spectroscopy Langmuir 2007, 23, 1091-1097
32. Gao, Y. A.; Han, S. B.; Han, B. X.; Li, G. Z.; Shen, D.; Li, Z. H. TX-100/Water/1-Butyl-3-methylimidazolium Hexafluorophosphate Microemulsions Langmuir 2005, 21, 5681-5684
33. Falcone, R. D.; Correa, N. M.; Silber, J. J. On the Formation of New Reverse Micelles: A Comparative Study of Benzene/Surfactants/Ionic Liquids Systems Using UV-Visible Absorption Spectroscopy and Dynamic Light Scattering Langmuir 2009, 25, 10426-10429
34. Pramanik, R.; Rao, V. G.; Sarkar, S.; Ghatak, C.; Setua, P.; Sarkar, N. Ionic Liquid Containing Microemulsions: Probe by Conductance, Dynamic Light Scattering, Diffusion-Ordered Spectroscopy NMR Measurements, and Study of Solvent Relaxation Dynamics J. Phys. Chem. B 2011, 115, 2322-2330
35. 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
36. Gao, Y. A.; Li, N.; Zheng, L. Q.; Bai, X. T.; Yu, L.; Zhao, X. Y. Role of Solubilized Water in the Reverse Ionic Liquid Microemulsion of 1-Butyl-3-methylimidazolium Tetrafluoroborate/TX-100/Benzene J. Phys. Chem. B 2007, 111, 2506-2513
37. Gayet, F.; El Kalamouni, C.; Lavedan, P.; Marty, J. D.; Bruîlet, A.; Lauth-de Viguerie, N. Ionic Liquid/Oil Microemulsions as Chemical Nanoreactors Langmuir 2009, 25, 9741-9750
38. Chen, Z.; Yan, F.; Qiu, L.; Lu, J.; Zhou, Y.; Chen, J.; Tang, Y.; Texter, J. Sustainable Polymerizations in Recoverable Microemulsions Langmuir 2010, 26, 3803-3806
39. Rao, V. G.; Ghosh, S.; Ghatak, C.; Mandal, S.; Brahmachari, U.; Sarkar, N. Designing a New Strategy for the Formation of IL-in-Oil Microemulsions J. Phys. Chem. B 2012, 116, 2850-2855
40. 4mim][AOT]/ Benzene Microemulsions J. Phys. Chem. B 2012, 116, 8210-8221
41. Sasmal, D. K.; Mojumdar, S. S.; Adhikari, A.; Bhattacharyya, K. Deuterium Isotope Effect on Femtosecond Solvation Dynamics in an Ionic Liquid Microemulsion: An Excitation Wavelength Dependence Study J. Phys. Chem. B 2010, 114, 4565-4571
42. 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
43. Porada, J. H.; Mansueto, M.; Laschat, S.; Stubenrauch, C. Microemulsions with Novel Hydrophobic Ionic Liquids Soft Matter 2011, 7, 6805-6810
44. Eastoe, J.; Hollamby, M. J.; Hudson, L. Recent advances in nanoparticle synthesis with reversed micelles Adv. Colloid Interface Sci. 2006, 128, 5-15
45. Greaves, T. L.; Drummond, C. J. Ionic liquids as Amphiphile Self-assembly Media Chem. Soc. Rev. 2008, 37, 1709-1726
46. Qiu, Z.; Texter, J. Ionic Liquids in Microemulsions Curr. Opin. Colloid Interface Sci. 2008, 13, 252-262
47. Hao, J.; Zemb, T. Self-assembled Structures and Chemical Reactions in Room-Temperature Ionic Liquids Curr. Opin. Colloid Interface Sci. 2007, 12, 129-137
48. Acharya, D. P.; Hartley, P. G. Progress in Microemulsion Characterization Curr. Opin. Colloid Interface Sci. 2012, 17, 274-280
49. 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
50. Moniruzzaman, M.; Tahara, Y.; Tamura, M.; Kamiya, N.; Goto, M. Ionic liquid-assisted Transdermal Delivery of Sparingly Soluble Drugs Chem. Commun. 2010, 46, 1452-1454
51. 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
52. Moniruzzaman, M.; Tamuraa, M.; Taharaa, Y.; Kamiyaa, N.; Goto, M. Ionic liquid-in-Oil Microemulsion as a Potential Carrier of Sparingly Soluble Drug: Characterization and Cytotoxicity Evaluation Int. J. Pharm. 2010, 400, 243-250
53. Saha, R.; Rakshit, S.; Mitra, R. K.; Pal, S. K. Microstructure, Morphology, and Ultrafast Dynamics of a Novel Edible Microemulsion Langmuir 2012, 28, 8309-8317
54. Kogan, A.; Gati, N. Microemulsions as Transdermal Drug Delivery Vehicles Adv. Colloid Interface Sci. 2006, 123, 369-385
55. Papadimitriou, V.; Pispas, S.; Syriou, S.; Pournara, A.; Zournpanioti, M.; Sotiroudis, T. G.; Xenakis, A. Biocompatible Microemulsions Based on Limonene: Formulation, Structure, and Applications Langmuir 2008, 24, 3380-3386
56. Hallett, J. P.; Welton, T. Room-Temperature Ionic Liquids: Solvents for Synthesis and Catalysis. 2 Chem. Rev. 2011, 111, 3508-3576
57. Ranke, J.; Stolte, S.; Stormann, R.; Arning, J.; Jastorff, B. Design of Sustainable Chemical Products-The Example of Ionic Liquids Chem. Rev. 2007, 107, 2183-2206
58. El-Abedin, S. Z.; Endres, F. Ionic Liquids: The Link to High-Temperature Molten Salts? Acc. Chem. Res. 2007, 40, 1106-1113
59. Dupont, J. From Molten Salts to Ionic Liquids: A "Nano" Journey Acc. Chem. Res. 2011, 44, 1223-1231
60. Rogers, R. D.; Seddon, K. R. Ionic Liquids -Solvents of the Future? Science 2003, 302, 792-793
61. Garcia, M. T.; Gathergood, N.; Scammells, P. J. Biodegradable ionic liquids Part II. Effect of the anion and toxicology Green Chem. 2005, 7, 9-14
62. Pernak, J.; Chwala, P.; Syguda, A. Roomtemperature Ionic Liquids-New Choline Derivatives Pol. J. Chem. 2004, 78, 539-546
63. Weaver, K. D.; Kim, H. J.; Su, J.; MacFarlane, D. R.; Elliot, G. D. Cyto-toxicity and Biocompatibility of a Family of Choline Phosphate Ionic Liquids Designed for Pharmaceutical Applications Green Chem. 2010, 12, 507-513
64. Latała, A.; NeÌ̈dzi, M.; Stepnowski, P. Toxicity of imidazolium ionic liquids towards algae. Influence of salinity variations Green Chem. 2010, 12, 60-64
65. Van Horn, W. D.; Ogilvie, M. E.; Flynn, P. F. Reverse Micelle Encapsulation as a Model for Intracellular Crowding J. Am. Chem. Soc. 2009, 131, 8030-8039
66. Zhou, J.; Wei, C.; Jia, G.; Wang, X.; Feng, Z.; Li, C. Formation and Stabilization of G-Quadruplex in Nanosized Water Pools Chem. Commun. 2010, 46, 1700-1702
67. Stryer, L.; Haugland, R. P. Energy Transfer: A Spectroscopic Ruler Proc. Natl. Acad. Sci. U.S.A. 1967, 58, 719-725
68. Chen, J.; Zeng, F.; Wu, S.; Zhao, J.; Chen, Q.; Tong, Z. Reversible Fluorescence Modulation through Energy Transfer with ABC Triblock Copolymer Micelles as Scaffolds Chem. Commun. 2008, 5580-5582
69. Yoo, S. I.; Bae, S. H.; Kim, K.; Sohn, B. Nanostructures of Diblock Copolymer Micelles for Controlled Fluorescence Resonance Energy Transfer Soft Matter 2009, 5, 2990-2996
70. Saini, S.; Srinivas, G.; Bagchi, B. Distance and Orientation Dependence of Excitation Energy Transfer: From Molecular Systems to Metal Nanoparticles J. Phys. Chem. B 2009, 113, 1817-1832
71. Wong, K. F.; Bagchi, B.; Roosky, P. J. Distance and Orientation Dependence of Excitation Transfer Rates in Conjugated Systems: Beyond the Förster Theory J. Phys. Chem. A 2004, 108, 5752-5763
72. Beljonne, D.; Curutchet, C.; Scholes, G. D.; Silbey, R. J. Beyond Förster Resonance Energy Transfer in Biological and Nanoscale Systems J. Phys. Chem. B 2009, 113, 6583-6599
73. Scholes, G. D.; Jordanides, X. J.; Fleming, G. R. Adapting the Förster Theory of Energy Transfer for Modeling Dynamics in Aggregated Molecular Assemblies J. Phys. Chem. B 2001, 105, 1640-1651
74. Jordanides, X. J.; Scholes, G. D.; Fleming, G. R. The Mechanism of Energy Transfer in the Bacterial Photosynthetic Reaction Center J. Phys. Chem. B 2001, 105, 1652-1669
75. Scholes, G. D.; Fleming, G. R. On the Mechanism of Light Harvesting in Photosynthetic Purple Bacteria: B800 to B850 Energy Transfer J. Phys. Chem. B 2000, 104, 1854-1868
76. Krueger, B. P.; Scholes, G. D.; Fleming, G. R. Calculation of Couplings and Energy-Transfer Pathways between the Pigments of LH2 by the ab Initio Transition Density Cube Method J. Phys. Chem. B 1998, 102, 5378-5385
77. Pons, T.; Medintz, I. L.; Wang, X.; English, D. S.; Mattoussi, H. Solution-Phase Single Quantum Dot Fluorescence Resonance Energy Transfer J. Am. Chem. Soc. 2006, 128, 15324-15331
78. Yun, C. S.; Javier, A.; Jennings, T.; Fisher, M.; Hira, S.; Peterson, S.; Hopkins, B.; Reich, N. O.; Strouse, G. F. Nanometal Surface Energy Transfer in Optical Rulers, Breaking the FRET Barrier J. Am. Chem. Soc. 2005, 127, 3115-3119
79. Mandal, S.; Ghatak, C.; Rao, V. G.; Ghosh, S.; Sarkar, N. Pluronic Micellar Aggregates Loaded with Gold Nanoparticles (Au NPs) and Fluorescent Dyes: A Study of Controlled Nanometal Surface Energy Transfer J. Phys. Chem. C 2012, 116, 5585-5597
80. Hazra, P.; Chakrabarty, D.; Sarkar, N. Solvation Dynamics of Coumarin 153 in Aqueous and Non-aqueous Reverse Micelles Chem. Phys. Lett. 2003, 371, 553-562
81. Dhenadhayalan, N.; Selvaraju, C. Role of Photoionization on the Dynamics and Mechanism of Photoinduced Electron Transfer Reaction of Coumarin 307 in Micelles J. Phys. Chem. B 2012, 116, 4908-4920
82. Jones, G., II; Jackson, W. R.; Choi, C.-Y.; Bergmark, W. R. Solvent effects on emission yield and lifetime for coumarin laser dyes. Requirements for a rotatory decay mechanism J. Phys. Chem. 1985, 89, 294-300
83. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 3 rd ed.; Springer: New York, 2006; Chapters 9, 13, 14, and 15.
84. Wu, C.; Unterforsthuber, K.; Lilge, D.; Lüddecke, E.; Horn, D. Determination of particle size distribution by the analysis of intensity-constrained multi-angle photon correlation spectroscopic data Part. Part. Syst. Charact. 1994, 11, 145-149
85. Ghatak, C.; Rao, V. G.; Pramanik, R.; Sarkar, S.; Sarkar, N. The Effect of Membrane Fluidity on FRET Parameters: An Energy Transfer Study inside Small Unilamellar Vesicle Phys. Chem. Chem. Phys. 2011, 13, 3711-3720
86. Sahu, K.; Ghosh, S.; Mondal, S. K.; Ghosh, B. C.; Sen, P.; Roy, D.; Bhattacharyya, K. Ultrafast Fluorescence Resonance Energy Transfer in a Micelle J. Chem. Phys. 2006, 125, 044714-044721
87. Ghosh, S.; Dey, S.; Adhikari, A.; Mandal, U.; Bhattacharyya, K. Ultrafast Fluorescence Resonance Energy Transfer in the Micelle and the Gel Phase of a PEO-PPO-PEO Triblock Copolymer: Excitation Wavelength Dependence J. Phys. Chem. B 2007, 111, 7085-7091
88. Mondal, S. K.; Ghosh, S.; Sahu, K.; Mandal, U.; Bhattacharyya, K. Ultrafast Fluorescence Resonance Energy Transfer in a Reverse Micelle: Excitation Wavelength Dependence J. Chem. Phys. 2006, 125, 224710-224718
89. Mondol, T.; Rajdev, P.; Makhal, A.; Pal, S. K. Interaction of an Antituberculosis Drug with a Nanoscopic Macromolecular Assembly: Temperature-Dependent Forster Resonance Energy Transfer Studies on Rifampicin in an Anionic Sodium Dodecyl Sulfate Micelle J. Phys. Chem. B 2011, 115, 2924-2930