Characterization of Pyrene Solubilization in Selective Micellar Media of Novel Bio-degradable Natural Surfactant Saponin (Extracted from Soap Nut) and Conventional Surfactant SDBS in Presence and Absence of Common Salt NaCl

Monohar Hossain Mondal; Susanta Malik; Bidyut Saha

doi:10.3139/113.110519

Artikel

Characterization of Pyrene Solubilization in Selective Micellar Media of Novel Bio-degradable Natural Surfactant Saponin (Extracted from Soap Nut) and Conventional Surfactant SDBS in Presence and Absence of Common Salt NaCl

Monohar Hossain Mondal , Susanta Malik und Bidyut Saha

Veröffentlicht/Copyright: 6. September 2017

Veröffentlicht von

Veröffentlichen auch Sie bei De Gruyter Brill

Informationen für Autor*innen

Aus der Zeitschrift Tenside Surfactants Detergents Band 54 Heft 5

Abstract

Solubilisation of pyrene (PAHs) in aqueous micellar solutions of natural surfactant saponin and conventional surfactant sodium dodecylbenzene sulfonate (SDBS) has been examined by UV-Vis and steady state fluorescence spectrometry at 30°C. The effect of addition of common salt NaCl on the I₁/I₃ of fluorescence has also been determined. The experiment concludes that the pyrene molecules were incorporated in the palisade layers of both micelles because of their hydrophobic character. The interaction of pyrene with a neutral saponin micelle resulted in a red shift of UV absorption spectra, while the negative headed surfactant SDBS showed no such phenomena. The resulting thermodynamic parameters proved the better efficiency of the bio-surfactant saponin for the solubilization of pyrene with respect to that of the conventional surfactant SDBS. With increasing ionic strength (on addition of NaCl) the solubilization of pyrene was found to be better and effective in both the surfactant mediums.

Kurzfassung

Die Solubilisierung von Pyren (PAK) in wässrigen mizellaren Lösungen mit dem natürlichen Tensid Saponin und dem konventionellen Tensid Natriumdodecylbenzensulfonat (SDBS) wurde mit UV-Vis und Steady-State-Fluoreszenzspektrometrie bei 30°C untersucht. Der Einfluss von Kochsalz (NaCl) auf das I₁/I₃-Verhältnis der Fluoreszenz wurde ebenfalls bestimmt. Aus dem Experiment kann geschlossen werden, dass die Pyrenmoleküle aufgrund ihres hydrophoben Charakters in die Palisadenschichten der Micellen eingebaut wurden. Die Wechselwirkung von Pyren mit neutralen Saponinmicellen führte zu einer Rotverschiebung der UV-Absorptionsspektren, während das negativ geladene Tensid SDBS kein solches Phänomen zeigte. Die resultierenden thermodynamischen Parameter zeigten die bessere Wirksamkeit des Biotensids Saponin für die Solubilisierung von Pyren im Vergleich zum herkömmlichen Tensid SDBS. Mit zunehmender Ionenstärke (durch Zugabe von NaCl) wurde die Solubilisierung von Pyren in beiden Tensidmedien besser und wirksamer.

Key words: Natural surfactants; pyrene; polycyclic aromatic hydrogencarbons (PAH); sodium dodecylbenzenesulfonate (SDBS); micellar solubilization; salt effect

Stichwörter: Natürliche Tenside; Pyren; polyzyklische aromatische Kohlenwasserstoffe (PAKs); Natriumdodecylbenzensulfonat (SDBS); mizellare Löslichkeit; Salzeffekt

*Correspondence address, Prof. Bidyut Saha, Homogeneous Catalysis Laboratory, Department of Chemistry, The University of Burdwan, Burdwan-713104, WB, India, Tel.: +91-342-2533913 (Office), Fax: +91-342-2530452 (Office), E-Mail: b_saha31@rediffmail.com

Monohar Hossain Mondal was born in kalna, Burdwan in 1991. He has completed his M. Sc. degree from The University of Burdwan in 2013 and received UGC-NET JRF in the same year. After completing one year as JRF at the Bioremediation Laboratory (The University of Burdwan), he has been appointed as WBES Officer by the Government of West Bengal and presently working as Assistant Professor in Chemistry at Govt. General Degree College at Singur, Hooghly, WB, India.

Susanta Malik was born in Kalna, Burdwan in 1988. He has completed his M. Sc. degree from The University of Burdwan in 2011 after receiving the UGC-RGNF fellowship in 2012, He is currently working on Surfactant Chemistry as a senior member of the Homogeneous Catalysis Laboratory (The University of Burdwan).

Bidyut Saha was born in Birbhum, WB, India in 1975. He obtained his Ph. D. degree from Visva Bharati University, India in 2007. He was a visiting scientist between 2009–2010 in the Department of Chemistry, UBC, Vancouver, Canada. Dr Saha is presently working as an Associate Professor in the Department of Chemistry, The University of Burdwan, India. His area of interests is bioremediation of toxic metals, micellar catalysis and inorganic reaction mechanisms. He has published 80 papers in international journals.

References

1. Mondal, M. H., Malik, S., Roy, A., Saha, R. and Saha, B.: Modernization of surfactant chemistry in the age of gemini and bio-surfactants: a review RSC Adv.5 (2015) 92707–92718. 10.1039/C5RA18462BSuche in Google Scholar

2. McBain, M. L. E. and Hutchinson, E.: Solubilization and Related Phenomena; Academic Press: New York, 1955.Suche in Google Scholar

3. Elworthy, P. H., Florence, A. T. and Macfarlene, C. B.: Solubilization by Surface-Active Agents and Its Application in Chemistry and Biological Sciences; Chapman & Hall: London, 1968.Suche in Google Scholar

4. Zheng, O. and Zhao, J. X.: Solubilization of pyrene in aqueous micellar solutions of gemini surfactants C12-s-C12.2Br J. Colloid Interface Sci.300 (2006) 749–754. PMid:16690077; 10.1016/j.jcis.2006.04.033Suche in Google Scholar

5. Moroi, Y. and Matuura, R.: Solubilization of 4-n-alkylbenzoic acids into dodecylsulfonic acid micelle: Examination of laplace pressure of micellar interiorJ. Colloid Interface Sci.125 (1988) 463–471. 10.1016/0021-9797(88)90010-0Suche in Google Scholar

6. MoroiY., Mitsunobu, K., Morisue, T., Kadobayashi, Y. and Sakai, M.: J. Phys. Chem.99 (1995) 2372. 10.1021/j100008a020Suche in Google Scholar

7. Take'uchi, M. and Moroi, Y.: Solubilization of n-Alkylbenzenes into 1-DodecanesulfonicAcid Micelles Langmuir11 (1995) 4719–4723. 10.1021/la00012a023Suche in Google Scholar

8. Moroi, Y. and Morisue, T.: Simple apparatus for solubilization of volatile substance into surfactant solution J. Phys. Chem.97 (1993) 12668–12669. 10.1021/j100151a006Suche in Google Scholar

9. Morisue, T., Moroi, Y. and Shibata, O.: Solubilization of Benzene, Naphthalene, Anthracene, and Pyrene in Dodecylammonium Trifluoroacetate Micelles J. Phys. Chem.98 (1994) 12995–13000. 10.1021/j100100a030Suche in Google Scholar

10. Balakrishnan, S., Varughese, S. and Deshpande, A. P.: Micellar characterization of saponin from Sapindus Mukorossi Tenside Surf. Det.43 (2006) 262–268. 10.3139/113.100315Suche in Google Scholar

11. Hait, S. K., Majhi, P. R., Blume, A. and Moulik, S. P.: A Critical Assessment of Micellization of Sodium Dodecyl Benzene Sulfonate (SDBS) and Its Interaction with Poly(vinyl pyrrolidone) and Hydrophobically Modified Polymers, JR 400 and LM 200J. Phys. Chem. B.107 (2003) 3650–3658. 10.1021/jp027379rSuche in Google Scholar

12. Masrat, R., Maswal, M. and Dar, A. A.: Competitive solubilization of naphthalene and pyrene in various micellar systems J Hazard Mater.244 (2013) 662–670. PMid:23183342; 10.1016/j.jhazmat.2012.10.057Suche in Google Scholar PubMed

13. Ansari, W. H., Fatma, N., Pand, M. and Kabir-ud-Din: Solubilization of polycyclic aromatic hydrocarbons by novel biodegradable cationic gemini surfactant ethane-1,2-diyl bis(N,N-dimethyl-N-hexadecylammoniumacetoxy) dichloride and its binary mixtures with conventional surfactantsSoft Matter9 (2013) 1478–1487. 10.1039/C2SM26926KSuche in Google Scholar

14. Chakraborty, T., Ghosh, S. and Moulik, S. P.: Micellization and related behavior of binary and ternary surfactant mixtures in aqueous medium: cetyl pyridinium chloride (CPC), cetyl trimethyl ammonium bromide (CTAB), and polyoxyethylene (10) cetyl ether (Brij-56) derived system.J. Phys. Chem. B109 (2005) 14813–14823. PMid:16852875; 10.1021/jp044580oSuche in Google Scholar PubMed

15. Lianos, P., Viriot, M.-L. and Zana, R.: Study of the solubilization of aromatic hydrocarbons by aqueous micellar solutionsJ. Phys. Chem.88 (1984) 1098–1101. 10.1021/j150650a014Suche in Google Scholar

16. Griffiths, P. C., Hirst, N., Paul, A., King, S. M., Heenan, R. K. and Farley, R.: Effect of Ethanol on the Interaction between Poly(vinylpyrrolidone) and Sodium Dodecyl Sulfate Langmuir20 (2004) 6904–6913. 10.1021/la049348oSuche in Google Scholar PubMed

17. Lozsan, A., Rivas, I., Rodriguez, G., Martinez, S. and Perez, M. A.: Determination of Surface-Active characteristics of a natural surfactant extracted from sapindus saponaria Tenside Surf. Det.45 (2017) 109–117. 10.3139/113.110491Suche in Google Scholar

18. Bhat, P. A., Rather, G. M. and Dar, A. A.: Effect of Surfactant Mixing on Partitioning of Model Hydrophobic Drug, Naproxen, between Aqueous and Micellar Phases J. Phys. Chem. B113 (2009) 997–1006. PMid:19123827; 10.1021/jp807229cSuche in Google Scholar PubMed

19. Yeom, I. T., Ghosh, M. M., Cox, C. D. and Robinson, K. G.: Micellar Solubilization of Polynuclear Aromatic Hydrocarbons In Coal Tar-Contaminated Soils Environ. Sci. Technol.29 (1995) 3015–3021. PMid:22148210; 10.1021/es00012a019Suche in Google Scholar PubMed

20. Thakkar, K., Patel, V., Ray, D., Pal, H., Aswal, V. K. and Bahadur, P.: Interaction of imidazolium based ionic liquids with Triton X-100 micelles: investigating the role of the counter ion and chain lengthRSC Adv.6 (2016) 36314–36326. 10.1039/C6RA03086FSuche in Google Scholar

21. Bakshi, M. S. and Singh, K.: Synergistic interactions in the mixed micelles of cationic gemini with zwitterionic surfactants: Fluorescence and Krafft temperature studies J. Colloid Interface Sci.287 (2005) 288–297. PMid:15914176; 10.1016/j.jcis.2005.01.099Suche in Google Scholar PubMed

22. Singh, K. and Marangoni, D. G.: Synergistic interactions in the mixed micelles of cationic gemini with zwitterionic surfactants: The pH and spacer effect J. Colloid Interface Sci.315 (2007) 620–626. PMid:17761190; 10.1016/j.jcis.2007.06.062Suche in Google Scholar PubMed

23. Edwards, D. A., Luthy, R. G. and Liu, Z.: Solubilization of polycyclic aromatic hydrocarbons in micellar nonionic surfactant solutions Environ. Sci. Technol.25 (1991)127–133. 10.1021/es00013a014Suche in Google Scholar

24. Guha, S., Peter, R. J. and Peters, C. A.: Solubilization of PAH Mixtures by a Nonionic Surfactant Environ. Sci. Technol.38 (2004) 930–935. 10.1021/es970695cSuche in Google Scholar

25. Alargova, R. G., Kochijashky, I. I., Sierra, M. L. and Zana, R.: Micelle Aggregation Numbers of Surfactants in Aqueous Solutions: A Comparison between the Results from Steady-State and Time-Resolved Fluorescence Quenching Langmuir14 (1998) 5412–5418. 10.1021/la980565xSuche in Google Scholar

26. Tokuota, Y., Uchiyama, H., Abe, M. and Christian, S. D.: Solubilization of Some Synthetic Perfumes by Anionic-Nonionic Mixed Surfactant Systems. 2J. Phys. Chem.98 (1994) 6167–6171. 10.1021/j100075a020Suche in Google Scholar

27. Treiner, C.: The thermodynamics of micellar solubilization of neutral solutes in aqueous binary surfactant systems Chem. Soc. Rev.23 (1994) 349–356. 10.1039/CS9942300349Suche in Google Scholar

28. Yoshida, N. and Moroi, Y.: Solubilization of Polycyclic Aromatic Compounds into n-Decyltrimethylammonium Perfluorocarboxylate Micelles J. Colloid Interface Sci.232 (2000) 33–38. PMid:11071729; 10.1006/jcis.2000.7169Suche in Google Scholar PubMed

29. Kim, J. H., Domach, M. M. and Tilton, R. D.: Effect of Electrolytes on the Pyrene Solubilization Capacity of Dodecyl Sulfate Micelles Langmuir16 (2000) 10037–10043. 10.1021/la0005560Suche in Google Scholar

30. Aryal, M. and Liakopoulou-Kyriakides, M.: Biodegradation and kinetics of phenanthrene and pyrene in the presence of nonionic surfactants by Arthrobacter strain Sphe3WaterAir Soil Pollut.224 (2013) 1426. 10.1007/s11270-012-1426-8Suche in Google Scholar

31. Malik, S., Saha, D., Mondal, M. H., Sar, P., Ghosh, A., Mahali, K. and Saha, B.: Micellar effect on hetero-aromatic nitrogen base promoted chromic acid oxidation of 1.3-propanediol in aqueous media at room temperatureJ. Mol. Liq.225 (2017) 207. 10.1016/j.molliq.2016.11.033Suche in Google Scholar

32. Malik, S., Mondal, M. H., Ghosh, A., De, S., Mahali, K., Bhattcharyya, S. S. and Saha, B.: Combination of Sodium Dodecylsulfate and 2,2′-Bipyridine for Hundred Fold Rate Enhancement of Chromium (VI) Oxidation of Malonic Acid at Room Temperature: A Greener ApproachJ. Solution Chem.45 (2016) 1043. 10.1007/s10953-016-0494-6Suche in Google Scholar

33. Mondal, M. H., Malik, S., De, S., Bhattacharyya, S. S. and Saha, B.: Employment and resurrection of surfactants in bipyridine promoted oxidation of butanal using bivalent copper at NTP Res. Chem. Intermed.43 (2017) 1651–1670. 10.1007/s11164-016-2721-6Suche in Google Scholar

Received: 2017-04-25

Accepted: 2017-06-07

Published Online: 2017-09-06

Published in Print: 2017-09-15

Sie haben derzeit keinen Zugang zu diesem Inhalt.

Artikel in diesem Heft

https://doi.org/10.3139/113.110519

Schlagwörter für diesen Artikel

Natural surfactants; pyrene; polycyclic aromatic hydrogencarbons (PAH); sodium dodecylbenzenesulfonate (SDBS); micellar solubilization; salt effect