Skip to main content
Log in

Synthesis, Surface Properties, and Corrosion Inhibition of 1-Butyl-3-dodecanoylthiourea

  • Original Article
  • Published:
Journal of Surfactants and Detergents

Abstract

Nonionic surfactants have a number of applications because they are effective in hard water, maintain their integrity in acidic, neutral, and basic media, show favorable skin compatibility, and can be formulated with ionic surfactants. Thus, spurred on by their favorable characteristics, a novel candidate of this class, 1-butyl-3-dodecanoylthiourea, was synthesized in high yield. The structure was characterized by 1H-NMR, 13C-NMR, FTIR and UV–vis spectroscopy. This surfactant demonstrated very low solubility in water and sub-millimolar critical micelle concentrations (CMC) in ethanol and hexane, signifying that they are reasonably amphiphobic. This thio-urea based surfactant shows corrosion inhibition of metals like chromium and aluminum.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Salager JL (2002) Surfactants: types and uses-teaching aid in surfactant science and engineering, Laboratory of Formulation, Interfaces, Rheology, and Processes, Version#2 FIRP Booklet-E300-A- Universidad De Los Andes. Merida, Venezuela

    Google Scholar 

  2. Smith EE, Perks S (2010) A perceptual study of the impact of green practice implementation on the business functions. South Afr Bus Rev 14(3):1–29

    Google Scholar 

  3. Xu B, Han F, Shui J, Zhou Y (2007) Synthesis and characterization of lauryl trimethyl ammonium surfactants with new counteranion types. J Surf Deterg 12:351–354

    Article  Google Scholar 

  4. Bulatovic SM (2007) Handbook of flotation reagents: chemistry theory and practice, 1st edn. Elsevier, Boston

    Google Scholar 

  5. Saeed S, Hussain R (2013) A convenient way for the preparation of novel thiourea derivatives containing biologically active quinazoline moiety. Eur Chem Bull 2:465–467

    CAS  Google Scholar 

  6. Park SH, Wei S, Mizaikoff B, Taylor ET, Favaro C, Huang CH (2009) Degradation of amine-based water treatment polymers during chloramination as N-nitrosodimethylamine (NDMA) precursors. Environ Sci Technol 43:1360–1366

    Article  CAS  Google Scholar 

  7. Kandeel EM (2011) Synthesis and performance of glycerol ester-based nonionic surfactants. Der Chem Sinica 2(3):88–98

    CAS  Google Scholar 

  8. Seifert K, Domka F (2005) Inhibiting effect of surfactants and heavy metal ions on the denitrification process. Pol J Environ Stud 14(1):87–93

    CAS  Google Scholar 

  9. Qu G, Cheng J, Wei J, Yu T, Ding W, Luan H (2011) Synthesis, characterization and surface properties of series sulfobetaine surfactants. J Surf Deterg 14:31–35

    Article  CAS  Google Scholar 

  10. Aldrich C, Feng D (2000) Removal of heavy metals from wastewater effluents by biosorptive flotation. Miner Eng 13:1129–1134

    Article  CAS  Google Scholar 

  11. Holmberg K, Jonsson B, Lindman B, Lindman B (2003) Surfactants and polymers in aqueous solution, 2nd edn. Wiley, New Jersey

    Google Scholar 

  12. Zhou W, Li B, Zhu L, Ding J, Zhang Y, Lu L, Yang X (2004) Structural and spectral studies on N-(4-chloro) benzoyl-N′-(4-tolyl)thiourea. J Mol Struct 690:145–150

    Article  CAS  Google Scholar 

  13. Eweis M, Elkholy SS, Elsabee MZ (2006) Antifungal efficacy of chitosan and its thiourea derivatives upon the growth of some sugar-beet pathogens. Int J Bio Macromol 38:1–8

    Article  CAS  Google Scholar 

  14. Ullah I, Shah A, Badshah A, Shah A, Shah NA, Tabor R (2015) Surface, aggregation properties and antimicrobial activity of four novel thiourea-based non-ionic surfactants. Coll Surf A 464:104–109

    Article  CAS  Google Scholar 

  15. Ullah I, Shah A, Badshah A, Rana UA, Shakir I, Khan AM, Khan SZ, Rehman Z (2014) Synthesis, characterization and investigation of different properties of three novel thiourea-based non-ionic surfactants. J Surf Deterg 17:1013–1019

    Article  CAS  Google Scholar 

  16. Ullah I, Naveed A, Shah A, Badshah A, Rehman Z, Shahzada Khan G, Nadeem A (2014) High yield synthesis, detailed spectroscopic characterization and electrochemical fate of novel cationic surfactants. J Surf Deterg 17:243–251

    Article  CAS  Google Scholar 

  17. Schnidman L (1933) The solubility of thiourea in water, methanol, and ethanol. J Phys Chem 37:693–700

    Article  Google Scholar 

  18. Tabor RF, Gold S, Eastoe J (2006) Electron density matching as a guide to surfactant design. Langmuir 22:963–968

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors gratefully acknowledge the financial support of Higher Education Department Khyber Pakhtunkhwa, Higher Education Commission Islamabad, Pakistan, and School of Chemistry, Monash University, Australia.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Imdad Ullah.

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ullah, I., Shah, A. & Khan, M. Synthesis, Surface Properties, and Corrosion Inhibition of 1-Butyl-3-dodecanoylthiourea. J Surfact Deterg 19, 873–877 (2016). https://doi.org/10.1007/s11743-016-1836-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11743-016-1836-5

Keywords

Navigation