Sulfonation of unsaturated fatty acid triglycerides for the production of surface-active substances

2024;
: 68-72
1
Lviv Polytechnic National University
2
Lviv Polytechnic National University
3
Lviv Polytechnic National University
4
Lviv Polytechnic National University
5
Lviv Polytechnic National University
6
Lviv Polytechnic National University

The paper describes the preparation of surface-active substances by sulfonation of unsaturated groups that are present in the composition of molecules of fatty unsaturated acids of triglycerides. Sunflower oil, chosen for its renewable and vegetable-based origin, served as the primary raw material. The method for producing sulfonated derivatives of fatty acid triglycerides is detailed, and the structures of the resulting products were verified using IR spectroscopy. We have demonstrated the effective surfactant properties of the compounds obtained by dispersing hydrophobic substances in an aqueous environment.

  1. Ginkel CG. (1989) Complete degradation of xenobiotic surfactants by consortia of aerobic microorganisms. Biodegradation 7:151-164 https://doi.org/10.1007/BF00114627
  2. Sharrel R., Aju Asok K., Sathish M. & Jisha M. S. (2014) Surfactants: toxicity, remediation and green surfactant.s Environmental Chemistry Letters 12:275-287: DOI 10.1007/s10311-014-0466-2 https://doi.org/10.1007/s10311-014-0466-2
  3. Rebello S., Asok A.K., Joseph S.V., Joseph B.V., L.Jose, S. Mundayoor, Jisha M.S. (2013) Bioconversion of sodium dodecyl sulphate to rhamnolipid by Pseudomonas aeruginosa: a novel and cost-effective production strategy. Appl Biochem Biotechnol. 169(2):418-430. doi:10.1007/s12010-012-9988-x https://doi.org/10.1007/s12010-012-9988-x
  4. Malik N.A. (2015) Surfactant-Amino Acid and Surfactant-Surfactant Interactions in Aqueous Medium: a Review. Applied biochemistry and biotechnology. 176 (8): 2077-2106 https://doi.org/10.1007/s12010-015-1712-1
  5. Karthick A., Roy B., Chattopadhyay P. (2019) A review on the application of chemical surfactant and surfactant foam for remediation of petroleum oil contaminated soil. Journal of environmental management. 243: 187-205. https://doi.org/10.1016/j.jenvman.2019.04.092
  6. Grady B.P. (2023) Surfactant mixtures: A short review. Journal of surfactants and detergents. 26 (3): 237-250. https://doi.org/10.1002/jsde.12642
  7. Gonzalez S., Lopez-Roldan R., Cortina J.L. (2012) Presence and biological effects of emerging contaminants in Llobregat River basin: a review. Environ Pollut. 161:83-92. doi:10.1016/j.envpol. 2011.10.002 https://doi.org/10.1016/j.envpol.2011.10.002
  8. Chaturvedi V., Kumar A. (2011) Diversity of culturable sodium dodecyl sulfate (SDS) degrading bacteria isolated from detergent contaminated ponds situated in Varanasi city, India. Int Biodeterior Biodegrad. 65:961-971. https://doi.org/10.1016/j.ibiod.2011.07.005
  9. Benvegnu T., Sassi JF (2010) Oligomannuronates from seaweeds as renewable sources for the development of green surfactants. Carbohydr Sustain Dev. I:143-164. https://doi.org/10.1007/128_2010_48
  10. Yuksel E, Sengil IA, Ozacar M (2009) The removal of sodium dodecyl sulfate in synthetic wastewater by peroxi-electrocoagulation method. Chem Eng J. 152:347-353. https://doi.org/10.1016/j.cej.2009.04.058
  11. Lima TM, Procopio LC, Brandao FD, Leao BA, Totola MR, Borges AC (2011) Evaluation of bacterial surfactant toxicity towards petroleum degrading microorganisms. Bioresour Technol. 102:2957-2964. https://doi.org/10.1016/j.biortech.2010.09.109
  12. Foley P, Beach ES, Zimmerman JB (2012) Derivation and synthesis of renewable surfactants. Chem Soc Rev. 41:1499-1518. https://doi.org/10.1039/C1CS15217C
  13. Long M, Ruan L, Li F, Yu Z, Xu X (2011) Heterologous expression and characterization of a recombinant thermostable alkylsulfatase (sdsAP). Extremophiles. 15:293-301. https://doi.org/10.1007/s00792-011-0357-4
  14. Yeldho D, Rebello S, Jisha MS (2011) Plasmid-mediated biodegradation of the anionic surfactant sodium dodecyl sulfate, by Pseudomonas aeruginosa S7. Bull Environ Contam Toxicol. 86:110-113. https://doi.org/10.1007/s00128-010-0162-2
  15. Lopez-Vizcaino R, Saez C, Canzares P, Rodrigo MA (2012) Electrocoagulation of the effluents from surfactant-aided soilremediation processes. Sep Purif Technol. 98:88-93. https://doi.org/10.1016/j.seppur.2012.07.017
  16. York JD, Firoozabadi A (2008) Comparing effectiveness of rhamnolipid biosurfactant with a quaternary ammonium salt surfactant for hydrate anti-agglomeration. J Phys Chem B. 112(3):845-851. doi:10.1021/jp077271h https://doi.org/10.1021/jp077271h