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

In this work we have reported the formulation of a novel ionic liquid-in-oil (IL/O) microemulsion where the polar core of the ionic liquid, 1-ethyl-3-methylimidazolium n-butylsulfate ([C2mim][C4SO4]), is stabilized by a mixture of two nontoxic nonionic surfactants, polyoxyethylene sorbitan monooleate (Tween-80) and sorbitan laurate (Span-20), in a biological oil phase of isopropyl myristate (IPM). The formation of the microemulsion droplets has been confirmed from the dynamic light scattering (DLS) and phase behavior study. To assess the dynamic heterogeneity of this tween-based IL/O microemulsion, we have performed an excitation wavelength dependent fluorescence resonance energy transfer (FRET) from coumarin 480 (C480) to rhodamine 6G (R6G). The multiple donor-acceptor (D-A) distances, ∼15, 30, and 45 Å, obtained from the rise times of the acceptor emission in the presence of a donor can be rationalized from the varying distribution of the donor, C480, in the different regions of the microemulsion system. With increasing the excitation wavelength from 375 to 408 nm, the contribution of the rise component of ∼240 ps which results the D-A distance of ∼30 Å increases significantly due to the enhanced contribution of the C480 probe molecules closer to the acceptor in the ionic liquid pool of the microemulsion.

[1]  A. Ganguli,et al.  Understanding growth kinetics of nanorods in microemulsion: a combined fluorescence correlation spectroscopy, dynamic light scattering, and electron microscopy study. , 2012, Journal of the American Chemical Society.

[2]  P. Hartley,et al.  Progress in microemulsion characterization , 2012 .

[3]  Surajit Ghosh,et al.  Ionic liquid-in-oil microemulsions composed of double chain surface active ionic liquid as a surfactant: temperature dependent solvent and rotational relaxation dynamics of coumarin-153 in [Py][TF2N]/[C4mim][AOT]/benzene microemulsions. , 2012, The journal of physical chemistry. B.

[4]  O. Graeve,et al.  Ionic concentration effects on reverse micelle size and stability: implications for the synthesis of nanoparticles. , 2012, Langmuir : the ACS journal of surfaces and colloids.

[5]  R. K. Mitra,et al.  Microstructure, morphology, and ultrafast dynamics of a novel edible microemulsion. , 2012, Langmuir : the ACS journal of surfaces and colloids.

[6]  C. Selvaraju,et al.  Role of photoionization on the dynamics and mechanism of photoinduced electron transfer reaction of coumarin 307 in micelles. , 2012, The journal of physical chemistry. B.

[7]  Surajit Ghosh,et al.  Designing a new strategy for the formation of IL-in-oil microemulsions. , 2012, The journal of physical chemistry. B.

[8]  Surajit Ghosh,et al.  Pluronic Micellar Aggregates Loaded with Gold Nanoparticles (Au NPs) and Fluorescent Dyes: A Study of Controlled Nanometal Surface Energy Transfer , 2012 .

[9]  Nibedita Pal,et al.  Fluorescence correlation spectroscopy: an efficient tool for measuring size, size-distribution and polydispersity of microemulsion droplets in solution. , 2011, Analytical chemistry.

[10]  J. Dupont From molten salts to ionic liquids: a "nano" journey. , 2011, Accounts of chemical research.

[11]  S. Laschat,et al.  Microemulsions with novel hydrophobic ionic liquids , 2011 .

[12]  Tanumoy Mondol,et al.  Interaction of an antituberculosis drug with a nanoscopic macromolecular assembly: temperature-dependent Förster resonance energy transfer studies on rifampicin in an anionic sodium dodecyl sulfate micelle. , 2011, The journal of physical chemistry. B.

[13]  Yan Zhao,et al.  Facile preparation of organic nanoparticles by interfacial cross-linking of reverse micelles and template synthesis of subnanometer Au-Pt nanoparticles. , 2011, ACS nano.

[14]  C. Ghatak,et al.  Ionic liquid containing microemulsions: probe by conductance, dynamic light scattering, diffusion-ordered spectroscopy NMR measurements, and study of solvent relaxation dynamics. , 2011, The journal of physical chemistry. B.

[15]  C. Ghatak,et al.  The effect of membrane fluidity on FRET parameters: an energy transfer study inside small unilamellar vesicle. , 2011, Physical chemistry chemical physics : PCCP.

[16]  M. Moniruzzaman,et al.  Ionic liquid based microemulsion with pharmaceutically accepted components: Formulation and potential applications. , 2010, Journal of colloid and interface science.

[17]  M. Moniruzzaman,et al.  Ionic liquid-in-oil microemulsion as a potential carrier of sparingly soluble drug: characterization and cytotoxicity evaluation. , 2010, International journal of pharmaceutics.

[18]  M. Fayer,et al.  Analysis of water in confined geometries and at interfaces. , 2010, Annual review of analytical chemistry.

[19]  Uday B Kompella,et al.  Nanomicellar formulations for sustained drug delivery: strategies and underlying principles. , 2010, Nanomedicine.

[20]  K. Bhattacharyya,et al.  Deuterium isotope effect on femtosecond solvation dynamics in an ionic liquid microemulsion: an excitation wavelength dependence study. , 2010, The journal of physical chemistry. B.

[21]  Jian‐mei Lu,et al.  Sustainable polymerizations in recoverable microemulsions. , 2010, Langmuir : the ACS journal of surfaces and colloids.

[22]  Xiuli Wang,et al.  Formation and stabilization of G-quadruplex in nanosized water pools. , 2010, Chemical communications.

[23]  Douglas R. MacFarlane,et al.  Cyto-toxicity and biocompatibility of a family of choline phosphate ionic liquids designed for pharmaceutical applications , 2010 .

[24]  M. Moniruzzaman,et al.  Ionic liquid-assisted transdermal delivery of sparingly soluble drugs. , 2010, Chemical communications.

[25]  P. Pieniazek,et al.  Vibrational spectroscopy and dynamics of water confined inside reverse micelles. , 2009, The journal of physical chemistry. B.

[26]  F. Gayet,et al.  Ionic liquid/oil microemulsions as chemical nanoreactors. , 2009, Langmuir : the ACS journal of surfaces and colloids.

[27]  N. M. Correa,et al.  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. , 2009, Langmuir : the ACS journal of surfaces and colloids.

[28]  S. Yoo,et al.  Nanostructures of diblock copolymer micelles for controlled fluorescence resonance energy transfer , 2009 .

[29]  Wade D. Van Horn,et al.  Reverse micelle encapsulation as a model for intracellular crowding. , 2009, Journal of the American Chemical Society.

[30]  David Beljonne,et al.  Beyond Förster resonance energy transfer in biological and nanoscale systems. , 2009, The journal of physical chemistry. B.

[31]  B. Bagchi,et al.  Distance and orientation dependence of excitation energy transfer: from molecular systems to metal nanoparticles. , 2009, The journal of physical chemistry. B.

[32]  Shaohua Zhang,et al.  Temperature-induced microstructural changes in ionic liquid-based microemulsions. , 2009, Langmuir : the ACS journal of surfaces and colloids.

[33]  K. Bhattacharyya,et al.  Ultrafast FRET in a room temperature ionic liquid microemulsion: a femtosecond excitation wavelength dependence study. , 2009, The journal of physical chemistry. A.

[34]  Jianqing Zhao,et al.  Reversible fluorescence modulation through energy transfer with ABC triblock copolymer micelles as scaffolds. , 2008, Chemical communications.

[35]  Zhiming Qiu,et al.  Ionic liquids in microemulsions , 2008 .

[36]  C. Drummond,et al.  Ionic liquids as amphiphile self-assembly media. , 2008, Chemical Society reviews.

[37]  V. Papadimitriou,et al.  Biocompatible microemulsions based on limonene: formulation, structure, and applications. , 2008, Langmuir : the ACS journal of surfaces and colloids.

[38]  P. Mazzola,et al.  Liquid–liquid extraction of biomolecules: an overview and update of the main techniques , 2008 .

[39]  L. García‐Río,et al.  The effect of changing the microstructure of a microemulsion on chemical reactivity. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[40]  B Jastorff,et al.  Design of sustainable chemical products--the example of ionic liquids. , 2007, Chemical reviews.

[41]  J. Hao,et al.  Self-assembled structures and chemical reactions in room-temperature ionic liquids , 2007 .

[42]  K. Bhattacharyya,et al.  Ultrafast fluorescence resonance energy transfer in the micelle and the gel phase of a PEO-PPO-PEO triblock copolymer: excitation wavelength dependence. , 2007, The journal of physical chemistry. B.

[43]  F. Endres,et al.  Ionic liquids: the link to high-temperature molten salts? , 2007, Accounts of chemical research.

[44]  A. Chakraborty,et al.  Synthesis, Optical Properties, and Surface Enhanced Raman Scattering of Silver Nanoparticles in Nonaqueous Methanol Reverse Micelles , 2007 .

[45]  Na Li,et al.  Role of solubilized water in the reverse ionic liquid microemulsion of 1-butyl-3-methylimidazolium tetrafluoroborate/TX-100/benzene. , 2007, The journal of physical chemistry. B.

[46]  Na Li,et al.  Studies on the micropolarities of bmimBF4/TX-100/toluene ionic liquid microemulsions and their behaviors characterized by UV-visible spectroscopy. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[47]  J. Nagy,et al.  Preparation of organic nanoparticles using microemulsions: their potential use in transdermal delivery. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[48]  J. Eastoe,et al.  Recent advances in nanoparticle synthesis with reversed micelles. , 2006, Advances in colloid and interface science.

[49]  K. Bhattacharyya,et al.  Ultrafast fluorescence resonance energy transfer in a reverse micelle: excitation wavelength dependence. , 2006, The Journal of chemical physics.

[50]  Nissim Garti,et al.  Microemulsions as transdermal drug delivery vehicles. , 2006, Advances in colloid and interface science.

[51]  Igor L. Medintz,et al.  Solution-phase single quantum dot fluorescence resonance energy transfer. , 2006, Journal of the American Chemical Society.

[52]  K. Bhattacharyya,et al.  Ultrafast fluorescence resonance energy transfer in a micelle. , 2006, The Journal of chemical physics.

[53]  E. Beckman,et al.  Designed CO2-philes stabilize water-in-carbon dioxide microemulsions. , 2006, Angewandte Chemie.

[54]  O. E. El Seoud,et al.  Real structure of formamide entrapped by AOT nonaqueous reverse micelles: FT-IR and 1H NMR studies. , 2005, The journal of physical chemistry. B.

[55]  Gaoyong Zhang,et al.  TX-100/water/1-butyl-3-methylimidazolium hexafluorophosphate microemulsions. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[56]  T. Welton,et al.  Ionic liquid-in-oil microemulsions. , 2005, Journal of the American Chemical Society.

[57]  N O Reich,et al.  Nanometal surface energy transfer in optical rulers, breaking the FRET barrier. , 2005, Journal of the American Chemical Society.

[58]  C. O'connor,et al.  Recent advances in the liquid-phase syntheses of inorganic nanoparticles. , 2004, Chemical reviews.

[59]  J. Pernak,et al.  Room Temperature Ionic Liquids — New Choline Derivatives. , 2004 .

[60]  Peter J. Rossky,et al.  Distance and Orientation Dependence of Excitation Transfer Rates in Conjugated Systems: Beyond the Förster Theory , 2004 .

[61]  B. Han,et al.  Microemulsions with ionic liquid polar domains , 2004 .

[62]  M Gasperlin,et al.  Structural characterisation of water-Tween 40/Imwitor 308-isopropyl myristate microemulsions using different experimental methods. , 2004, International journal of pharmaceutics.

[63]  Robin D. Rogers,et al.  Ionic Liquids--Solvents of the Future? , 2003, Science.

[64]  K. Holmberg,et al.  Organic Reactions in Microemulsions , 2003 .

[65]  Nilmoni Sarkar,et al.  Solvation dynamics of Coumarin 153 in aqueous and non-aqueous reverse micelles , 2003 .

[66]  M. Pileni The role of soft colloidal templates in controlling the size and shape of inorganic nanocrystals , 2003, Nature materials.

[67]  K. Bhattacharyya Solvation dynamics and proton transfer in supramolecular assemblies. , 2003, Accounts of chemical research.

[68]  Graham R. Fleming,et al.  Adapting the Förster Theory of Energy Transfer for Modeling Dynamics in Aggregated Molecular Assemblies , 2001 .

[69]  G. Fleming,et al.  The Mechanism of Energy Transfer in the Bacterial Photosynthetic Reaction Center , 2001 .

[70]  M. Lawrence,et al.  Microemulsion-based media as novel drug delivery systems , 2000 .

[71]  Graham R. Fleming,et al.  On the Mechanism of Light Harvesting in Photosynthetic Purple Bacteria: B800 to B850 Energy Transfer , 2000 .

[72]  M. Trotta,et al.  Influence of phase transformation on indomethacin release from microemulsions. , 1999, Journal of controlled release : official journal of the Controlled Release Society.

[73]  Tom Welton,et al.  Room-temperature ionic liquids: solvents for synthesis and catalysis. 2. , 1999, Chemical reviews.

[74]  K. Horie,et al.  Solvation Dynamics in Nonaqueous Reverse Micelles , 1999 .

[75]  G. Fleming,et al.  Calculation of Couplings and Energy-Transfer Pathways between the Pigments of LH2 by the ab Initio Transition Density Cube Method , 1998 .

[76]  B. Paul,et al.  MICROEMULSIONS: AN OVERVIEW , 1997 .

[77]  Frank V. Bright,et al.  Water-in-Carbon Dioxide Microemulsions: An Environment for Hydrophiles Including Proteins , 1996, Science.

[78]  S. P. Moulik,et al.  Dynamics and thermodynamics of aerosol OT-aided nonaqueous microemulsions , 1994 .

[79]  Chi Wu,et al.  Determination of Particle Size Distribution by the analysis of intensity-constrained multi-angle photon correlation spectroscopic data , 1994 .

[80]  K. Das,et al.  Microstructure of formamide microemulsions from NMR self-diffusion measurements , 1987 .

[81]  E. Friberg,et al.  A non-aqueous microemulsion , 1984 .

[82]  Guilford Jones,et al.  Solvent effects on emission yield and lifetime for coumarin laser dyes. Requirements for a rotatory decay mechanism , 1983 .

[83]  L. Stryer,et al.  Energy transfer: a spectroscopic ruler. , 1967, Proceedings of the National Academy of Sciences of the United States of America.

[84]  A. Latała,et al.  Toxicity of imidazolium ionic liquids towards algae. Influence of salinity variations , 2010 .

[85]  P. Scammells,et al.  Biodegradable ionic liquids Part II. Effect of the anion and toxicology , 2005 .

[86]  Sow-Hsin Chen,et al.  Micellar Solutions and Microemulsions , 1990 .