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Surface and Fluorescence Studies of Bis-Sulfosuccinate Anionic Gemini Surfactants Derived from Dodecanol Using Different Flexible Methylene Chains as Spacers

  • Vinayika Singh and Rashmi Tyagi
Published/Copyright: July 9, 2015
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Abstract

An effort has been made to synthesize, characterize and evaluate the fluorescence and surface active properties of dodecanol based bis-sulfosuccinate anionic gemini surfactants using α,ω-dibromo alkanes (BSGSLA1,4; BSGSLA1,6 and BSGSLA1,8). The chemical structures of the synthesized surfactants were confirmed by spectroscopic analytical techniques viz. elementary analysis, fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance spectroscopy (NMR). Numerous surface active properties viz. surface tension at CMC (ΥCMC), critical micelle concentration (CMC), efficiency of adsorption of surfactant (pC20), surface pressure at the CMC (πCMC), adsorption amount of surfactant (Γmax) and minimum area per molecule (Amin) were determined for synthesized surfactants. Low CMC value, larger pC20 consequently higher surface activity, higher Γmax value and lower Amin values for the surfactants with higher flexible spacer length [(CH2)8] were observed. The experimental data indicated that a gemini surfactant with a larger hydrophobic flexible spacer [(CH2)8] was more readily able to form micelles which leads to a lower CMC value, larger aggregation number, and a more closely packed micelle structure. The results also indicated that a greater aggregation number and a higher micropolarity can be achieved when concentration of gemini surfactants was increased.

Kurzfassung

Es wurden anionische, auf Dodecanol basierende Bis-Sulfosuccinat-Geminitenside unter Verwendung von α,ω-Dibromoalkanen (BSGSLA1,4; BSGSLA1,6 and BSGSLA1,8) synthetisiert. Die Fluoreszenz und ihre oberflächenaktiven Eigenschaften wurden bestimmt. Die chemischen Strukturen der synthetisierten Tenside wurden mit Hilfe spektroskopischer Analysentechniken wie Elementaranalyse, Fourier-Transformations-Infrarot-Spektroskopie (FT-IR) und Kernspinresonanzspektroskopie (NMR) bestätigt. Zahlreiche oberflächenaktive Eigenschaften der synthetisierten Tenside wie die Oberflächenspannung bei der CMC (ΥCMC), die kritische Mizellenbildungskonzentration (CMC), die Adsorptionsleistung der Tenside (pC20), der Oberflächendruck bei der CMC (πCMC), die Adsorptionsmenge des Tensids (Γmax) und der minimale Platzbedarf pro Molekül an der Oberfläche wurden ebenfalls bestimmt. Es wurden niedrige CMC-, größere pC20-Werte, sowie eine höhere Oberflächenaktivität, höhere Γmax-Werte und niedrigere Amin-Werte für diese Tenside festgestellt. Die Ergebnisse zeigten, dass ein Gemninitensid mit einem größeren und flexiblen hydrophoben Spacer [(CH2)8] schneller Mizellen bilden konnte, was zu einer geringeren CMC, zu einer höheren Aggregationszahl und zu einer enger gepackten mizellaren Struktur führt. Die Ergebnisse zeigten ebenfalls, dass eine größere Aggregationszahl und eine höhere Mikropolarität erreicht werden konnte, wenn die Konzentration des Tensids erhöht wurde.


*Correspondence address, Dr. Rashmi Tyagi, Associate Professor Industry, Department of Chemical Engineering, Jaypee University of Engineering and Technology, Raghogarh, Guna (M.P.), India, Mobile No.: -0 94 25 79 83 95, Fax No.: -0 75 44-26 70 11, E-Mail:

Dr. Rashmi Tyagi completed her Ph. D. in Chemistry in 1990 and obtained her second Master and second Ph. D. in Chemical Technology in 2003 and 2005 respectively form HBTI Kanpur. She is working as Associate Professor, in Department of Chemical Engineering, Jaypee University of Engineering & Technology, Guna Madhya Pradesh, India since 2006.

Vinayika Singh has completed her M. Sc. degree from Bundelkhand University, Jhansi, Uttar Pradesh, India, and is presently working as a Senior Research Fellow for the Project funded by Council of Scientific and Industrial Research (CSIR), New Delhi, India. She is persuing her research work under the supervision of Dr. Rashmi Tyagi at the Department of Chemical Engineering, Jaypee University of Engineering and Technology, Guna, M.P. India.


References

1. Zhu, Y. P., Masuyama, A., Kobata, Y., Nakatsuji, Y., Okahara, M. and Rosen, M. J.: Double-chain surfactants with two carboxylate groups and their relation to similar double-chain compounds, J. Colloid Interface Sci.158 (1993) 4045. 10.1006/jcis.1993.1226Search in Google Scholar

2. Dix, L. R.: Sodium salts of Bis (1-dodecenylsuccinamic Acids): A simple route to anionic gemini Surfactants, J. Colloid Interface Sci.238 (2001) 447448. 10.1006/jcis.2001.7549Search in Google Scholar

3. Zhu, Y. P., Masuyama, A., Nagata, T. and Okahara, M.: Preparation and properties of double-chain surfactants bearing two sulfonate groups, J. Japan. Oil Chem. Soc. (Yukagaku)40 (1991) 473477. 10.5650/jos1956.40.473Search in Google Scholar

4. Magdassi, S., Moshe, M. B., Talmon, Y., and Danino, D.: Microemulsions based on anionic gemini surfactant, Colloids Surf. A212 (2003) 17. 10.1016/S0927-7757(02)00294-7Search in Google Scholar

5. Zhu, Y. P., Masuyama, A. and Okahara, M.: Preparation and surface active properties of amphipathic compounds with two sulfate groups and two lipophilic alkyl chains, J. Am. Oil Chem. Soc.67 (1990) 459463. 10.1007/BF02638962Search in Google Scholar

6. Menger, F. M. and Littau, C. A.: Gemini surfactants: a new class of self-assembling molecules, J. Am. Chem. Soc.115 (1993) 1008310090. 10.1021/ja00075a025Search in Google Scholar

7. Menger, F. M. and Littau, C. A.: Gemini-surfactants: synthesis and properties, J. Am. Chem. Soc.113 (1991) 14511452. 10.1021/ja00004a077Search in Google Scholar

8. Duivenvoorde, F. L., Feiters, M. C., van der Gaast, S. J. and Engberts, J. B. F. N.: Synthesis and properties of di-n-dodecyl alpha, omega-alkyl bisphosphate surfactants, Langmuir13 (1997) 37373743. 10.1021/la9620420Search in Google Scholar

9. Tyagi, V. K. Deepika: Sulfosuccinates as mild surfactants, Journal of Oleo Science, Vol. 55, No. 9 (2006) 429439. 10.5650/jos.55.429Search in Google Scholar

10. Schoenberg, T.: Optimizing mild cleansers, SPC. Soap, Perfumery and Cosmetics, Vol. 70 (1997) 3336.Search in Google Scholar

11. Wettig, S. D., Nowak, P. and Verrall, R. E.: Thermodynamic and aggregation properties of gemini surfactants with hydroxyl substituted spacers in aqueous solution, Langmuir18 (2002) 53545359. 10.1021/la011782sSearch in Google Scholar

12. Mathias, J. H., Rosen, M. J. and Davenport, L.: Fluorescence study of premicellar aggregation in cationic gemini surfactants, Langmuir17 (2001) 61486154. 10.1021/la010852sSearch in Google Scholar

13. EI-Salam, F. H. A.: Synthesis, antimicrobial activity, micellization of gemini anionic surfactants in a pure state as well as mixed with a conventional nonionic surfactant, Journal of Surfactants and Detergents12 (2009) 363370. 10.1007/s11743-009-1159-xSearch in Google Scholar

14. Zhu, S., Liu, L. and Cheng, F.: Influence of spacer nature on the aggregation properties of anionic gemini surfactants in aqueous solutions, J. Surfact. Deterg14 (2011) 221225. 10.1007/s11743-010-1226-3Search in Google Scholar

15. El-Sadek, B. M.: Synthesis of selected gemini surfactants: Surface, biological activity, and corrosion efficiency against hydrochloric medium, Der Chemica Sinica2 (2011) 125137.Search in Google Scholar

16. Azira, H. and Tazerouti, A.: Micellar behavior of anionic surfactants with sulfonate function in aqueous solutions, Journal of Surfactants and Detergents10 (2007) 185–190. 10.1007/s11743-007-1029-3Search in Google Scholar

17. Tsubone, K., Ogawa, T. and Mimura, K.: Surface and aqueous properties of anionic gemini surfactants having dialkyl amide, carboxyl, and carboxylate groups. Journal of Surfactants and Detergents6 (2003) 3946. 10.1007/s11743-003-0246-5Search in Google Scholar

18. Rosen, M. J.: Surfactant and Interfacial Phenomenon, 3rd edition, John Wiley and Sons, New York (2004) 105–108. 10.1002/0471670561Search in Google Scholar

19. Singh, V. and Tyagi, R.: Determination of mixed micellization properties of Bis-sulfosuccinate gemini and sodium dodecyl sulphate using steady-state fluorescence quenching, Journal of Basic and Applied Engineering Research2 (2015) 10861090. 10.1080/01932691.2013.856317Search in Google Scholar

20. Tyagi, P. and Tyagi, R.: Synthesis of bisphosphodiester surfactants derived from tetradecanol and different methylene chains as a spacer derived from α-ω-alkyl dibromides, Tenside Surf. Det.48 (2011) 293300. 10.3139/113.110133Search in Google Scholar

21. Hierrezuelo, J. M., Aguiar, J. and Ruiz, C. C.: Stability, interaction, size and microenvironmental properties of mixed micelles of docanoyl-N-methylglucamide and sodium dodecyl sulfate, Langmuir20 (2004) 1041910426. 10.1021/la048278iSearch in Google Scholar PubMed

22. Yoshimura, T. and Esumi, K.: Synthesis and surface properties of anionic gemini surfactants with amide groups, Journal of Colloid and Interface Science276 (2004) 231238. 10.1016/j.jcis.2004.03.045Search in Google Scholar PubMed

23. Cao, X., Li, Z., Song, X., Cui, X., Wei, Y., Cheng, F., and Wang, J.: Effects of spacers on surface activities and aggregation properties of anionic gemini surfactants, Journal of Surfactants and Detergents12 (2009) 165172. 10.1007/s11743-009-1108-8.Search in Google Scholar

24. Pisarcik, M., Devinsky, F. and Lacko, I.: Steady-state fluorescence quenching in micellar solutions of biodegradable gemini surfactants, Acta Facult pharm. Univ. Comenianae53 (2006) 184192.Search in Google Scholar

25. Fang, Y., Liu, X. F., Xia, Y. M., Yang, Y., Cai, K., Xu, Y. M. and Zhao, X. Y.: Determination of critical micellar aggregation numbers by steady-state fluorescence probe method, Acta Physico-Chimica Sinica17 (2001) 828831. 10.3866/PKU.WHXB20010914Search in Google Scholar

26. Vogel's: Textbook of Practical Organic Chemistry, 5th edition, Longmann Group UK, (1994) 14131422.Search in Google Scholar

27. Silverstein, R. M.: Spectrometric identification of organic compounds, 4th edition, John Wiley and sons, New York (1981) 289–300.Search in Google Scholar

Received: 2014-06-24
Accepted: 2015-01-14
Published Online: 2015-07-09
Published in Print: 2015-07-15

© 2015, Carl Hanser Publisher, Munich

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