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Phase studies of ethyl ammonium nitrate (EAN)/sugar surfactant microemulsions: effect of chain length of alkanes and length of the hydrophobic chain of the non-ionic surfactant

  • Shehnaz H. Solanki

    Shehnaz H. Solanki is a research scholar at Navrachana University Vadodara. Ms. Solanki completed her post-graduation with specialization in Inorganic Chemistry from The Maharaja Sayajirao University of Baroda, Vadodara, India.

    and Sandeep R. Patil

    Sandeep R. Patil is currently Associate Professor and Program Chair of Chemistry at Navrachana University Vadodara. Dr. Patil obtained his PhD degree in Chemistry from The Maharaja Sayajirao University of Baroda, Vadodara, India in the year 2005. As a post-doctoral researcher he worked at the University Pierre et Marie Curie, Paris, France, in 2005–2006 and at University College Dublin, Ireland, in 2006–2008.

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Abstract

Microemulsions were formulated with the ionic liquid ethylammonium nitrate (EAN) used instead of water as the polar phase, hydrocarbon solvents (n-alkanes) and sugar-based non-ionic surfactants, and their phase behaviour and microstructure were investigated. The sugar-based non-ionic surfactants used are non-toxic, biodegradable and environmentally friendly. Due to these properties, their use in microemulsion systems is a clear alternative to the conventionally used non-ionic surfactants from the class of alkyl polyoxyethylene ethers (C i E j ). The influence of n-alkanes with different chain lengths and of sugar-based nonionic surfactants with hydrophobic chains of different lengths on the microemulsion system was also investigated. The results obtained for the microemulsions with EAN described here are similar to those obtained for microemulsion systems formulated with water as the polar solvent. Liquid crystalline (LC) phases were observed in microemulsion systems with sugar-based nonionic surfactants having longer hydrocarbon chains, at lower temperatures and higher surfactant mass fraction.


Corresponding author: Sandeep R. Patil, School of Engineering and Technology, Navrachana University, Vadodara 391410, India, E-mail:

Über die Autoren

Shehnaz H. Solanki

Shehnaz H. Solanki is a research scholar at Navrachana University Vadodara. Ms. Solanki completed her post-graduation with specialization in Inorganic Chemistry from The Maharaja Sayajirao University of Baroda, Vadodara, India.

Sandeep R. Patil

Sandeep R. Patil is currently Associate Professor and Program Chair of Chemistry at Navrachana University Vadodara. Dr. Patil obtained his PhD degree in Chemistry from The Maharaja Sayajirao University of Baroda, Vadodara, India in the year 2005. As a post-doctoral researcher he worked at the University Pierre et Marie Curie, Paris, France, in 2005–2006 and at University College Dublin, Ireland, in 2006–2008.

Acknowledgment

We are thankful to Prof. Nilay Yajnik, Provost, and Management of Navrachana University Vadodara for infrastructure facilities. We are thankful to Dr. Surendra Singh, Department of Chemistry, the University of Delhi for help in the synthesis of EAN.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: We are grateful to the Science and Engineering Research Board Department of Science and Technology (S.E.R.B-D.S.T.) New Delhi, Government of India (Reference No. SB/FT/CS-083/2013) for financial support.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. 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; https://doi.org/10.1021/jp065020n.Search in Google Scholar

2. Gao, Y., Han, S., Han, B., Li, G., Shen, D., Li, Z., Du, J., Hou, W., Zhang, G. TX-100/water/1-butyl-3-methylimidazolium hexafluorophosphate microemulsions. Langmuir 2005, 21, 5681–5684; https://doi.org/10.1021/la0500880.Search in Google Scholar

3. Qiu, Z., Texter, J. Ionic liquids in microemulsions. Curr. Opin. Colloid Interface Sci. 2008, 13, 252–262; https://doi.org/10.1016/j.cocis.2007.10.005.Search in Google Scholar

4. Mehta, S. K., Kaur, K. Ionic liquid microemulsions and their technological applications. CSIR 2010, 49 A, 662–684.Search in Google Scholar

5. Spiro, M., de Jesus, D. M. Nanoparticle catalysis in microemulsions: oxidation of n, n-dimethyl-p-phenylenediamine by cobalt (III) pentaammine chloride catalyzed by colloidal palladium in water/AOT/n-heptane microemulsions. Langmuir 2000, 16, 2464–2468; https://doi.org/10.1021/la990861p.Search in Google Scholar

6. Fanun, M. Microemulsions: Properties and Applications; CRC Press: Boca Raton, 2008; p. 144.10.1201/9781420089608Search in Google Scholar

7. Binks, B. P., Dyab, A. K. F., Fletcher, P. D. I. Novel emulsions of ionic liquids stabilized solely by silica nanoparticles. Chem. Commun. 2003, 20, 2540–2541; https://doi.org/10.1039/B308998C.Search in Google Scholar

8. Schulman, J. H., Stoeckenius, W., Prince, L. M. Mechanism of formation and structure of microemulsions by electron microscopy. J. Phys. Chem. 1959, 63, 1677–1680; https://doi.org/10.1021/j150580a027.Search in Google Scholar

9. Malik, M. A., Wani, M. Y., Hashim, M. A. Microemulsion method: a novel route to synthesize organic and inorganic nanomaterials: 1st nano update. Arab. J. Chem. 2012, 5, 397–417; https://doi.org/10.1016/j.arabjc.2010.09.027.Search in Google Scholar

10. Stubenrauch, C., Wielputz, T., Sottmann, T., Roychowdhary, C., Disalvo, F. J. Microemulsions as templates for the synthesis of metallic nanomaterials. Colloid. Surface. Physicochem. Eng. Aspect. 2008, 317, 328–338; https://doi.org/10.1016/j.colsurfa.2007.10.031.Search in Google Scholar

11. Paul, B. K., Moulik, S. P. Uses and applications of microemulsions. Curr. Sci. 2001, 80, 990–1001.Search in Google Scholar

12. Holmberg, K. Organic and bioorganic reactions in microemulsions. Adv. Colloid Interface Sci. 1994, 51, 137–174; https://doi.org/10.1016/0001-8686(94)80035-9.Search in Google Scholar

13. Dutta, R., Kundu, S., Sarkar, N. Ionic liquid-induced aggregate formation and their applications. Biophys. Rev. 2018, 10, 861–871; https://doi.org/10.1007/s12551-018-0408-5.Search in Google Scholar PubMed PubMed Central

14. Li, N., Gao, Y., Zheng, L., Zhang, J., Yu, L., Li, X. Studies on the micropolarities of bmimBF4/TX-100/Toluene ionic liquid microemulsions and their behaviors characterized by UV–visible spectroscopy. Langmuir 2007, 23, 1091–1097; https://doi.org/10.1021/la062480z.Search in Google Scholar PubMed

15. Thater, J. C., Gerard, V., Stubenrauch, C. Microemulsions with the ionic liquid ethyl ammonium nitrate: phase behavior, composition, and microstructure. Langmuir 2014, 30, 8283–8289; https://doi.org/10.1021/la501899c.Search in Google Scholar PubMed

16. Thater, J. C., Stubenrauch, C., Glatter, O., Klemmer, H., Sottmann, T. Microstructure of ionic liquid (EAN)-rich and oil-rich microemulsions studied by SANS. Phys. Chem. Chem. Phys. 2019, 21, 160–170; https://doi.org/10.1039/C8CP06228E.Search in Google Scholar

17. Zheng, Y., Eli, W. Study on the polarity of bmimPF6/Tween80/toluene microemulsion characterized by UV–visible spectroscopy. J. Dispers. Sci. Technol. 2009, 30, 698–703; https://doi.org/10.1080/01932690802553890.Search in Google Scholar

18. Gao, Y., Li, N., Zheng, L., Zhao, X., Zhang, S., Han, B., Hou, W., Li, G. A cyclic voltammetric technique for the detection of micro-regions of bmimPF6/Tween 20/H 2 O microemulsions and their performance characterization by UV–Vis spectroscopy. Green Chem. 2006, 8, 43–49; https://doi.org/10.1039/B510902G.Search in Google Scholar

19. Kahlweit, M., Strey, R., Schomäcker, R., Haase, D. General patterns of the phase behavior of mixtures of water, nonpolar solvents, amphiphiles, and electrolytes. 2. Langmuir 1989, 5, 305–315; https://doi.org/10.1021/la00086a002.Search in Google Scholar

20. Solanki, S. H., Patil, S. R. Phase behavior and microstructure of sugar surfactant-ionic liquid microemulsions. J. Dispers. Sci. Technol. 2020, 42, 1–10; https://doi.org/10.1080/01932691.2020.1731528.Search in Google Scholar

21. 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; https://doi.org/10.1021/jp808643s.Search in Google Scholar PubMed

22. Porada, J. H., Mansueto, M., Laschat, S., Stubenrauch, C. Microemulsions with hydrophobic ionic liquids: influence of the structure of the anion. J. Mol. Liq. 2017, 227, 202–209; https://doi.org/10.1016/j.molliq.2016.12.014.Search in Google Scholar

23. Porada, J. H., Mansueto, M., Laschat, S., Stubenrauch, C. Microemulsions with novel hydrophobic ionic liquids. Soft Matter 2011, 7, 6805–6810; https://doi.org/10.1039/C1SM05821E.Search in Google Scholar

24. Zech, O., Harrar, A., Kunz, W. Nonaqueous microemulsions containing ionic liquids-properties and applications, Ionic liquids: theory, properties, new approaches. In Ionic Liquids: Theory, Properties, New Approaches; Kokorin, A., Ed.; InTech: Croatia, 2011; pp. 245–270.Search in Google Scholar

25. Safavi, A., Maleki, N., Farjami, F. Phase behavior and characterization of ionic liquids based microemulsions. Colloid Surface Physicochem. Eng. Aspect 2010, 355, 61–66; https://doi.org/10.1016/j.colsurfa.2009.11.036.Search in Google Scholar

26. Rojas, O., Koetz, J. Microemulsions with ionic liquids. J. Surf. Sci. Technol. 2010, 26, 173–196.Search in Google Scholar

27. Kuchlyan, J., Kundu, N., Sarkar, N. Ionic liquids in microemulsions: formulation and characterization. Curr. Opin. Colloid Interface Sci. 2016, 25, 27–38; https://doi.org/10.1016/j.cocis.2016.05.011.Search in Google Scholar

28. Marsh, K. N., Deev, A., Wu, A. C. T., Tran, E., Klamt, A. Room temperature ionic liquids as replacements for conventional solvents – a review. Kor. J. Chem. Eng. 2002, 19, 357–362; https://doi.org/10.1007/BF02697140.Search in Google Scholar

29. 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; https://doi.org/10.1016/j.jcis.2010.03.031.Search in Google Scholar PubMed

30. 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; https://doi.org/10.1021/la803452m.Search in Google Scholar PubMed

31. Li, J., Zhang, J., Gao, H., Han, B., Gao, L. Nonaqueous microemulsion-containing ionic liquid [bmim][PF 6] as the polar microenvironment. Colloid Polym. Sci. 2005, 283, 1371–1375; https://doi.org/10.1007/s00396-005-1330-5.Search in Google Scholar

32. Marsh, K. N., Boxall, J. A., Lichtenthaler, R. “Room temperature ionic liquids and their mixtures—a review.” Fluid Phase Equil. 2004, 219, 93–98; https://doi.org/10.1016/j.fluid.2004.02.003.Search in Google Scholar

33. Danielsson, I., Boxall, J. A., Lichtenthaler, R. “Room-temperature ionic liquids and their mixtures—a review.” Colloid Surface Physicochem. Eng. Aspect 2019, 302, 93–98; https://doi.org/10.18520/cs/v116/i6/898-912.Search in Google Scholar

34. 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. A Eur. J. 2010, 16, 783–786; https://doi.org/10.5283/epub.12217.Search in Google Scholar

35. Gao, H., Li, J., Han, B., Chen, W., Zhang, J., Zhang, R., Yan, D. Microemulsions with ionic liquid polar domains. Phys. Chem. Chem. Phys. 2004, 6, 2914–2916; https://doi.org/10.1039/B402977A.Search in Google Scholar

36. Petkovic, M., Seddon, K. R., Rebelo, L. P. N., Pereira, C. S. Ionic liquids: a pathway to environmental acceptability. Chem. Soc. Rev. 2011, 40, 1383–1403; https://doi.org/10.1039/C004968A.Search in Google Scholar PubMed

37. Anderson, J. L., Pino, V., Hagberg, E. C., Sheares, V. V., Armstrong, D. W. Surfactant solvation effects and micelle formation in ionic liquids. Chem. Commun. 2003, 39, 2444–2445; https://doi.org/10.1039/B307516H.Search in Google Scholar PubMed

38. Welton, T. Room-temperature ionic liquids. Solvents for synthesis and catalysis. Chem. Rev. 1999, 99, 2071–2084; https://doi.org/10.1021/cr980032t.Search in Google Scholar PubMed

39. Niga, P., Wakeham, D., Nelson, A., Warr, G. G., Rutland, M., Atkin, R. Structure of the ethyl ammonium nitrate surface: an X-ray reflectivity and vibrational sum frequency spectroscopy study. Langmuir 2010, 26, 8282–8288; https://doi.org/10.1021/la904697g.Search in Google Scholar PubMed

40. Najjar, R., Zarei-Gharehbaba, L., Tazerout, M., Patil, S. R. Stable gasoil/sunflower oil fuel microemulsions prepared by using methylimidazolium based ionic liquids as a surfactant. J. Mol. Liq. 2020, 298, 111970; https://doi.org/10.1016/j.molliq.2019.111970.Search in Google Scholar

41. Anderson, J. L., Ding, J., Welton, T., Armstrong, D. W. Characterizing ionic liquids on the basis of multiple solvation interactions. J. Am. Chem. Soc. 2002, 124, 14247–14254; https://doi.org/10.1021/ja028156h.Search in Google Scholar PubMed

42. Atkin, R., Warr, G. G. Structure in confined room-temperature ionic liquids. J. Phys. Chem. C 2007, 111, 5162–5168; https://doi.org/10.1021/jp067420g.Search in Google Scholar

43. Gao, Y., Zhang, J., Xu, H., Zhao, X., Zheng, L., Li, X., Yu, L. Structural studies of 1-butyl-3-methylimidazolium tetrafluoroborate/TX-100/p-xylene ionic liquid microemulsions. ChemPhysChem Eur. J. Chem. Phys. Phys. Chem. 2006, 7, 1554–1561; https://doi.org/10.1002/cphc.200600120.Search in Google Scholar PubMed

44. Gao, Y., Li, N., Zheng, L., Zhao, X., Zhang, J., Cao, Q., Zhao, M., Li, Z., Zhang, G. The effect of water on the microstructure of 1-butyl-3-methylimidazolium tetrafluoroborate/TX-100/benzene ionic liquids microemulsions. Chem. Eur. J. 2007, 13, 2661–2670; https://doi.org/10.1002/chem.200600939.Search in Google Scholar PubMed

45. Balzer, D. Alkylpolyglucoside-physikochemische Eigenschaften und Anwendung/Alkylpolyglucosides, their physico-chemical properties and their uses. Tenside Surfactants Deterg. 1991, 28, 419–427; https://doi.org/10.1515/tsd-1991-280610.Search in Google Scholar

46. Balzer, D. Zum Eigenschaftsbild der Alkylpolyglucoside. Tenside Surfactants Deterg. 1996, 33, 102–111; https://doi.org/10.1515/tsd-1996-330206.Search in Google Scholar

47. Rybinski, W. V. Alkyl glycosides and polyglycosides. Curr. Opin. Colloid Interface Sci. 1996, 1, 587–597; https://doi.org/10.1016/S1359-0294(96)80096-3.Search in Google Scholar

48. Claesson, P. M., Kjellin, U. R. M. Sugar Surfactants, Encyclopedia of Surface and Colloid Science; Marcel Dekker: New York, 2002; p. 4909.Search in Google Scholar

49. Sierra, M. L., Svensson, M. Mixed micelles containing alkyl glycosides: effect of the chain length and the polar head group. Langmuir 1999, 15, 2301–2306; https://doi.org/10.1021/la9804177.Search in Google Scholar

50. Rybinski, W. V., Hill, K. Alkyl polyglycosides-properties and applications of a new class of surfactants. Angew. Chem. Int. Ed. 1998, 37, 1328–1345; https://doi.org/10.1002/(SICI)1521-3773(19980605)37:10<1328::AID-ANIE1328>3.0.CO;2-9.10.1002/(SICI)1521-3773(19980605)37:10<1328::AID-ANIE1328>3.0.CO;2-9Search in Google Scholar

51. Li, F., Rosen, M. J., Sulthana, S. B. Surface properties of cationic gemini surfactants and their interaction with alkyl glucoside or-maltoside surfactants. Langmuir 2001, 17, 1037–1042; https://doi.org/10.1021/la001162b.Search in Google Scholar

52. Matsumura, S., Imai, K., Yoshikawa, S., Kawada, K., Uchibor, T. Surface activities, biodegradability and antimicrobial properties of n-alkyl glucosides, mannosides, and galactosides. J. Am. Oil Chem. Soc. 1990, 67, 996–1001; https://doi.org/10.1007/BF02541865.Search in Google Scholar

53. Evans, D. F., Kaler, E. W., Benton, W. J. Liquid crystals in a fused salt: beta, gamma-di stearoyl phosphatidylcholine in N-ethyl ammonium nitrate. J. Phys. Chem. 1983, 87, 533–535; https://doi.org/10.1021/j100227a003.Search in Google Scholar

54. Garlitz, J. A., Summers, C. A., Flowers, R. A., Borgstahl, G. E. O. Ethylammonium nitrate: a protein crystallization reagent. Acta Crystallogr. Sect. D Biol. Crystallogr. 1999, 55, 2037–2038; https://doi.org/10.1107/S0907444999011774.Search in Google Scholar

55. Bhattacharya, K., Sarkar, M., Salez, T. J., Nakamae, S., Demouchy, G., Cousin, F., Dubois, E., Michot, L., Perzynski, R., Peyre, V. Structural, thermodiffusive and thermoelectric properties of maghemite nanoparticles dispersed in ethylammonium nitrate. Chem. Eng. 2020, 4, 1–25; https://doi.org/10.3390/chemengineering4010005.Search in Google Scholar

56. Kahlweit, M., Strey, R., Firman, P. Search for tricritical points in ternary systems: water-oil-nonionic amphiphile. J. Phys. Chem. 1986, 90, 671–677; https://doi.org/10.1021/j100276a038.Search in Google Scholar

57. Kahlweit, M. Microemulsions. Science 1988, 240, 617–621; https://doi.org/10.1126/science.240.4852.617.Search in Google Scholar PubMed

58. Langevin, D. Microemulsions. Acc. Chem. Res. 1988, 21, 255–260; https://doi.org/10.1021/ar00151a001.Search in Google Scholar

59. Kahlweit, M., Strey, R., Firman, P., Haase, D. Phase behavior of ternary systems: water-oil-nonionic surfactant as a near-tricritical phenomenon. J. Phys. Chem. 1985, 90, 281–288; https://doi.org/10.1021/la00063a004.Search in Google Scholar

60. Kahlweit, M., Strey, R., Haase, D. Phase behavior of multicomponent systems water-oil-amphiphile-electrolyte. 3. J. Phys. Chem. 1985, 89, 163–171; https://doi.org/10.1021/j100247a034.Search in Google Scholar

61. Kunz, W., Zemb, T., Harrar, A. Using ionic liquids to formulate microemulsions: current state of affairs. Curr. Opin. Colloid Interface Sci. 2012, 17, 205–211; https://doi.org/10.1016/j.cocis.2012.03.002.Search in Google Scholar

62. Strey, R., Kahlweit, M., Busse, G. Weakly to strongly structured mixtures. Phys. Rev. 1993, 47, 4197; https://doi.org/10.1103/PhysRevE.47.4197.Search in Google Scholar PubMed

63. Schubert, K. V., Busse, G., Strey, R., Kahlweit, M. Microemulsions with formamide as a polar solvent. J. Phys. Chem. 1993, 97, 248–254; https://doi.org/10.1021/j100103a043.Search in Google Scholar

64. Hejazifar, M., Lanaridi, O., Schroder, K. B. Ionic liquid-based microemulsions: a review. J. Mol. Liq. 2020, 303, 112264; https://doi.org/10.1016/j.molliq.2019.112264.Search in Google Scholar

65. Tessendorf, R. Microemulsions as Templates for New Materials; University College Dublin: Ireland, 2007.Search in Google Scholar

Erhalten: 2021-05-25
Angenommen: 2021-07-12
Online erschienen: 2022-01-20
Erschienen im Druck: 2022-01-27

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