Abstract
In this chapter after the definition of traditional microemulsions, a new type of microemulsion system, namely, ionic liquid based microemulsion, has been introduced. Ionic liquids comprising microemulsions may be acting as polar or non-polar phases as well as surfactant agent. Then, three types of ionic liquid based microemulsions will be formed as non-aqueous IL microemulsions, aqueous IL microemulsions, and IL/oil/water microemulsions. It has been discussed that the ionic liquid based microemulsions are able to overcome the inabilities of conventional microemulsions to dissolve a number of chemicals which are water insoluble and result in better pharmacological activities of drugs. Most importantly, in the drug delivery field, ionic liquid based microemulsions can serve better bioavailability, permeation, and stability. Additionally, one of the most important applications of ionic liquid based microemulsions, as drug nanocarrier, has been discussed in details. The mechanism of solubility enhancement of an active pharmaceutical ingredient and transdermal drug delivery by using ionic liquid based microemulsion is highlighted. It is also discussed that hydrophobic nontoxic ionic liquids can be used to prepare novel ionic liquid based microemulsions for intravenous administration.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Similar content being viewed by others
Abbreviations
- IL:
-
Ionic liquid
- RTIL:
-
Room temperature ionic liquid
- SAIL:
-
Surface active ionic liquid
- ME:
-
Microemulsion
- MEG:
-
Microemulgel
- SFME:
-
Surfactant free microemulsion
- O/W:
-
Oil-in-water
- W/O:
-
Water-in-oil
- IL/W:
-
Ionic liquid-in-water
- W/IL:
-
Water-in-ionic liquid
- IL/O:
-
Ionic liquid-in-oil
- O/IL:
-
Oil-in-ionic liquid
- BC:
-
Bicontinuous phase
- DLS:
-
Dynamic light scattering
- API:
-
Active pharmaceutical ingredient
- TDD:
-
Transdermal drug delivery
- UV-vis:
-
UV–vis spectroscopy
- TEM:
-
Transmission electron microscopy
- AFM:
-
Atomic force microscopy
- TEWL:
-
Trans-epidermal water loss values
- ATR-FTIR:
-
Attenuated total Reflectance Fourier Transform Infrared
- MMA:
-
Methyl methacrylate
- AOT:
-
Sodium bis(2-ethylhexyl)sulfosuccinate
- IPM:
-
Isopropyl myristate
- ACV:
-
Acyclovir
- MTX:
-
Methotrexate
- Den:
-
Dencichine
- Ars:
-
Artemisinin
- SC:
-
Stratum corneum
- Ch:
-
Cholinium
- CA:
-
Carboxylic acids
- [C2mim][BF4]:
-
1-ethyl-3-methylimidazolium tetrauoroborate
- [C4mim][BF4]:
-
1-butyl-3-methylimidazolium tetrauoroborate
- [C8mim][BF4]:
-
1-octyl-3-methylimidazolium tetrauoroborate
- [C4mim][PF6]:
-
1-butyl-3-methylimidazolium hexauorophosphate
- [C8mim][NTf2]:
-
1-octyl-3-methylimidazolium bis(triuoromethylsulfonyl)imide
- [Ch][Ole]:
-
Choline oleate
- [Ch][Lin]:
-
Choline linoleate
- [Ch][Eru]:
-
Choline erucate
- [Ch][For]:
-
Choline formate
- [Ch][Lac]:
-
Choline lactate
- [Ch][Pro]:
-
Choline propionate
- [C1mim][(CH3O)2PO2]:
-
Dimethylimidazolium dimethylphosphate
- [HOEmim][Cl]:
-
1-hydroxyethyl-3-methylimidazolium chloride
- [C4mim][C12SO3:
-
1-butyl-3-methylimidazolium dodecanesulfate
References
Ali MK, Moshikur RM, Wakabayashi R, Tahara Y, Moniruzzaman M, Kamiya N, Goto M (2019) Synthesis and characterization of choline-fatty-acid-based ionic liquids: a new biocompatible surfactant. J Colloid Interface Sci 551:72–80
Anjum N, Guedeau-Boudeville MA, Stubenrauch C, Mourchid A (2008) Phase behavior and microstructure of microemulsions containing the hydrophobic ionic liquid 1-butyl-3-methylimidazolium hexauorophosphate. J Phys Chem B 113:239–244
Asbill CS, Michniak BB (2000) Percutaneous penetration enhancers: local versus transdermal activity. Pharm Sci Technol Today 3:36–41
Bharmoria P, Singh T, Kumar A (2013) Complexation of chitosan with surfactant like ionic liquids: molecular interactions and preparation of chitosan nanoparticles. J Colloid Interface Sci 407:361–369
Blesic M, Marques MH, Plechkova NV, Seddon KR, Rebelo LPN, Lopes A (2007) Self-aggregation of ionic liquids: micelle formation in aqueous solution. Green Chem 9:481–490
Blesic M, Lopes A, Melo E, Petrovski Z, Plechkova NV, Lopes JNC, Seddon KR, Rebelo LPN (2008) On the self-aggregation and uorescence quenching aptitude of surfactant ionic liquids. J Phys Chem B 112:8645–8650
Callender SP, Mathews JA, Kobernyk K, Wettig SD (2017) Microemulsion utility in pharmaceuticals: implications for multi-drug delivery. Int J Pharm 526:425–442
Chaturvedi D (2011) Ionic liquids: a class of versatile green reaction media for the syntheses of nitrogen heterocycles. Curr Org Chem 8:438–471
De Faria ELP, Shabudin SV, Claúdio AFM, Válega M, Domingues FMJ, Freire CSR, Silvestre AJD, Freire MG (2017) Aqueous solutions of surface-active ionic liquids: remarkable alternative solvents to improve the solubility of triterpenic acids and their extraction from biomass. ACS Sustain Chem Eng 5:7344–7351
Eastoe J (2005) Microemulsions. In: Cosgrove T (ed) Colloid science: principles, methods and applications. 1st. Wiley, pp 48–84
Eastoe J, Gold S, Rogers SE, Paul A, Welton T, Heenan RK, Grillo I (2005) Ionic liquid-in-oil microemulsions. J Am Chem Soc 127:7302–7303
Egorova KS, Gordeev EG, Ananikov VP (2017) Biological activity of ionic liquids and their application in pharmaceutics and medicine. Chem Rev 117:7132–7189
Esson MM, Mecozzi S, Mecozzi S (2020) Preparation, characterization, and formulation optimization of ionic-liquid-in-water nanoemulsions toward systemic delivery of amphotericin B. Mol Pharm 17:2221–2226
Gao H, Li J, Han B, Chen W, Zhang J, Zhang R, Yan D (2004) Microemulsions with ionic liquid polar domains. Phys Chem Chem Phys 6:2914–2916
Gao Y, Han S, Han B, Li G, Shen D, Li Z, Du J, Hou W, Zhang G (2005) TX-100/water/1-butyl-3-methylimidazolium hexauorophosphate microemulsions. Langmuir 21:5681–5684
Gao Y, Wang S, Zheng L, Han S, Zhang X, Lu D, Yu L, Ji Y, Zhang G (2006a) Microregion detection of ionic liquid microemulsions. J Colloid Interface Sci 301:612–616
Gao Y, Li N, Zheng L, Zhao X, Zhang S, Han B, Hou W, Li G (2006b) A cyclic voltammetric technique for the detection of micro-regions of bmimPF6/tween 20/H2O microemulsions and their performance characterization by UV-Vis spectroscopy. Green Chem 8:43–49
Gradzielski M (2008) Recent developments in the characterisation of microemulsions. Curr Opin Colloid Interface Sci 13:263–269
Greaves TL, Drummond J (2008) Ionic liquids as amphiphile self-assembly media. Chem Soc Rev 37:1709–1726
Hejazifar M, Lanaridi O, Schroder KB (2020) Ionic liquid based microemulsions: a review. J Mol Liq 303:112264
Huang YR, Lin YH, Lu TM, Wang RJ, Tsai YH, Wu PC (2008) Transdermal delivery of capsaicin derivative-sodium nonivamide acetate using microemulsions as vehicles. Int J Pharm 349:206–211
Huang W, Wu X, Qi J, Zhu Q, Wu W, Lu Y, Chen Z (2020) Ionic liquids: green and tailor-made solvents in drug delivery. Drug Discov Today 25:901–908
Islam MR, Chowdhury MR, Wakabayash R, Kamiya N, Moniruzzaman M, Goto M (2020) Ionic liquid-in-oil microemulsions prepared with biocompatible choline carboxylic acids for improving the transdermal delivery of a sparingly soluble drug. Pharmaceutics 12:392
Kale SN, Deore SL (2017) Emulsion microemulsion and nanoemulsion: a review. Sys Rev Pharm 8:39–47
Kalepu S, Nekkanti V (2015) Insoluble drug delivery strategies: review of recent advances and business prospects. Acta Pharm Sin B 5:442–453
Kandasamy S, Moniruzzaman M, Sivapragasam M, Rashid M, Ibrahim M, Mutalib A (2018) Separation and purification technology formulation and characterization of acetate based ionic liquid in oil microemulsion as a carrier for acyclovir and methotrexate. Sep Purif Technol 196:149–156
Kaur M, Singh G, Kumar S, Navnidhi KTS (2018) Thermally stable microemulsions comprising imidazolium based surface active ionic liquids, non-polar ionic liquid and ethylene glycol as polar phase. J Colloid Interface Sci 511:344–354
Korban Ali M, Moshikur RM, Wakabayashi R, Moniruzzaman M, Kamiya N, Goto M (2020) Biocompatible ionic liquid surfactant-based microemulsion as a potential carrier for sparingly soluble drugs. ACS Sustain Chem Eng 8:6263–6272
Kunz W, Maurer E, Klein R, Touraud D, Rengstl D, Harrar A, Dengler S, Zech O (2011) Low toxic ionic liquids, liquid catanionics, and ionic liquid microemulsions. J Dispers Sci Technol 32:1694–1699
Lawrence MJ, Rees GD (2012) Microemulsion-based media as novel drug delivery systems. Adv Drug Del Rev 64:175–193
Li N, Gao Y, Zheng L, Zhang J, Yu L, Li X (2007) Studies on the micropolarities of bmimBF4/TX-100/Toluene ionic liquid microemulsions and their behaviors characterized by UV-Visible spectroscopy. Langmuir 23:1091–1097
Li L, Yang XY, Yang Y, Cui XM, Wang CX (2015) Percutaneous permeation characteristic research of dencichine. Chin Herb Med 46:2563–2567
Mirhosseini F, Salabat A (2015) Ionic liquid based microemulsion method for fabrication of poly(methyl methacrylate)-TiO2 nanocomposite as highly efficient visible light photocatalyst. RSC Adv 5:12536–12545
Mirhoseini F, Salabat A (2018) Photocatalytic filter. US Patent 0104678 A1
Moniruzzaman M, Goto M (2011) Ionic liquids: future solvents and reagents for pharmaceuticals. J Chem Eng Jpn 44:370–381
Moniruzzaman M, Kamiya N, Nakashima K, Goto M (2008) Formation of reverse micelles in a room-temperature ionic liquid. ChemPhysChem 9:689–692
Moniruzzaman M, Tahara Y, Tamura M, Kamiya N, Goto M (2010a) Ionic liquid assisted transdermal delivery of sparingly soluble drugs. Chem Commun 47:1452–1454
Moniruzzaman M, Kamiya N, Goto M (2010b) Ionic liquid based microemulsion with pharmaceutically accepted components: formulation and potential applications. J Colloid Interface Sci 352:136–142
Moniruzzaman M, Tamura M, Tahara Y, Kamiya N, Goto M (2010c) Ionic liquid-in-oil microemulsion as a potential carrier of sparingly soluble drug: characterization and cytotoxicity evaluation. Int J Pharm 400:243–250
Parsi E, Salabat A (2020) Comparison of O/W and IL/W microemulsion systems as potential carriers of sparingly soluble celecoxib drug. J Solution Chem 49:68–82
Pedro SN, Freire CSR, Silvestre AJD, Freire MG (2020) The role of ionic liquids in the pharmaceutical field: an overview of relevant applications. Int J Mol Sci 21:8298
Petkovic M, Seddon KR, Rebelo LPN, Pereira CS, Cristina S (2011) Ionic liquids: a pathway to environmental acceptability. Chem Soc Rev 40:1383–1403
Rojas O, Tiersch B, Rabe C, Stehle R, Hoell A, Arlt B, Koetz J (2013) Nonaqueous microemulsions based on N, N-alkylimidazolium alkylsulfate ionic liquids. Langmuir 29:6833–6839
Safavi A, Maleki N, Farjami F (2010) Phase behavior and characterization of ionic liquids based microemulsions. Colloids Surf A 355:61–66
Salabat A, Mirhoseini F (2015) Applications of a new type of poly(methyl methacrylate)/TiO2 nanocomposite as an antibacterial agent and reducing photocatalyst. Photochem Photobiol Sci 14:1637–1643
Salabat A, Parsi E (2021) Ex vivo evaluation of celecoxib release from ionic liquid-based microemulsions and microemulgels for topical applications. J Iranian Chem Soc. https://doi.org/10.1007/s13738-020-02122-7
Salabat A, Eastoe J, Mutch KJ, Tabor RF (2008) Tuning aggregation of microemulsion droplets and silica nanoparticles using solvent mixtures. J Colloid Interface Sci 318:244–251
Sarac B, Medos Z, Cognigni A, Bica K, Chen LJ, Bester-Rogac M (2017) Thermodynamic study for micellization of imidazolium based surface active ionic liquids in water: effect of alkyl chain length and anions. Colloids Surf A: Physicochem Eng Asp 532:609–617
Savjani KT, Gajjar AK, Savjani JK (2012) Drug Solubility: importance and enhancement techniques. ISRN Pharm 2012:195727. https://doi.org/10.5402/2012/195727
Smiglak M, Metlen A, Rogers RD (2007) The second evolution of ionic liquids: from solvents and separations to advanced materials-energetic examples from the ionic liquid cookbook. Acc Chem Res 40:1182–1192
Stubenrauch C (2008) Microemulsions: background, new concepts, applications, perspectives, 1st edn. Wiley-Blackwell, United Kingdom
Sun Y, Yan K, Huang X (2014) Formation, characterization and enzyme activity in water-in-hydrophobic ionic liquid microemulsion stabilized by mixed cationic/nonionic surfactants. Colloids Surf B: Biointerfaces 122:66–71
Tang W, Liu B, Wang S, Liu T, Fu C, Ren X, Tan L, Duan W, Meng X (2016) Doxorubicin-loaded Ionic liquid-polydopamine nanoparticles for combined chemotherapy and microwave thermal therapy of cancer. RSC Adv 6:32434–32440
Tanner EEL, Curreri AM, Balkaran JPR, Selig-wober NC, Yang AB, Kendig C, Fluhr MP, Kim N, Mitragotri S (2019) Design Principles of ionic liquids for transdermal drug delivery. Adv Mater 31:1901103
Wang C, Zhu J, Zhang D, Yang Y, Zheng L, Qu Y, Yang X, Cui X (2018) Ionic liquid-microemulsions assisting in the transdermal delivery of dencichine: preparation, in-vitro and in-vivo evaluations, and investigation of the permeation mechanism. Int J Pharm 535:120–131
Winsor P (1948) Hydrotropy, solubilisation and related emulsification processes. Trans Faraday Soc 44:376–398
Xu J, Zhang L, Yin A, Hou W, Yang Y (2013a) Nonaqueous ionic liquid microemulsions of 1-butyl-3-methylimidazolium tetrauoroborate, toluene and ethanol. Soft Matter 9:6497–6504
Xu J, Zhang L, Li C, Zhan T, Hou W (2013b) Ionic liquid microemulsions of 1-butyl-3-methylimidazolium hexafluorophosphate, N, Ndimethylformamide, and water. RSC Adv 3:21494–22500
Zech O, Thomaier S, Bauduin P, Rück T, Touraud D, Kunz W (2009) Microemulsions with an ionic liquid surfactant and room temperature ionic liquids as polar pseudo-phase. J Phys Chem B 113:465−473
Zech O, Harrar A, Kunz W (2011) Nonaqueous microemulsions containing ionic liquids: properties and applications. In: Kokorin A (ed) Ionic liquids: theory, properties, new approaches, 1st. Chapter, vol 11. InTechOpen, pp 245–270
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2021 The Author(s), under exclusive license to Springer Nature Singapore Pte Ltd.
About this chapter
Cite this chapter
Salabat, A. (2021). Ionic Liquid Assisted Microemulsions for Drug Delivery. In: Goto, M., Moniruzzaman, M. (eds) Application of Ionic Liquids in Drug Delivery. Springer, Singapore. https://doi.org/10.1007/978-981-16-4365-1_12
Download citation
DOI: https://doi.org/10.1007/978-981-16-4365-1_12
Published:
Publisher Name: Springer, Singapore
Print ISBN: 978-981-16-4364-4
Online ISBN: 978-981-16-4365-1
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)