Skip to main content
Log in

Synthesis and Evaluation of Some Triazole Derivatives as Corrosion Inhibitors and Biocides

  • Original Article
  • Published:
Journal of Surfactants and Detergents

Abstract

Three compounds namely; 5-(phenyl)-4H-1,2,4-triazole-3-thiol, 3-(decylthio)-5-phenyl-1H-1,2,4-triazole and 3-(benzylthio)-5-phenyl-1H-1,2,4-triazole) were synthesized. The chemical structure of the prepared compounds was confirmed using FTIR and 1H-NMR analysis. The compounds were tested as corrosion inhibitors against the corrosion of carbon steel in 1 M HCl using weight loss, polarization and electrochemical impedance methods. The results revealed that these compounds have significant inhibiting effects on the corrosion of carbon steel. Polarization studies showed that the compounds act as mixed-type inhibitors which retard the anodic and the cathodic reactions with a predominant effect towards the cathodic reaction. The prepared compounds were evaluated as antimicrobial agents against sulfate-reducing bacteria using the serial dilution method, which showed good biocidal action.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Soror TY, El-Dahan HA, El-Sayed Ammer NG (1999) Corrosion inhibition of carbon steel in hot hydrochloric acid solutions. J Mater Sci Technol 15:559–562

    CAS  Google Scholar 

  2. Ashassi-Sorkhabi H, Majidi MR, Seyyedi K (2004) Investigation of inhibition effect of some amino acids against steel corrosion in HCl solution. Appl Surf Sci 225:176–185

    Article  CAS  Google Scholar 

  3. Sanad SH, Ismail AA, El-Meligi AA (2000) Indole and its derivatives as corrosion inhibitors for C-steel during pickling. J Mater Sci Technol 16:291–296

    Article  CAS  Google Scholar 

  4. Abd El-Maksoud SA, Fouda AS (2005) Some pyridine derivatives as corrosion inhibitors for carbon steel in acidic medium. Mater Chem Phys 93:84–90

    Article  CAS  Google Scholar 

  5. Chetouani A, Medjahed K, Benabadji KE, Hammouti B, Kertit S, Mansri A (2003) Poly(4-vinylpyridine isopentyl bromide) as inhibitor for corrosion of pure iron in molar sulphuric acid. Prog Org Coat 46:312–316

    Article  CAS  Google Scholar 

  6. Bouklah M, Benchat N, Aouniti A, Hammouti B, Benkaddour M, Lagrenée M, Vezine H, Bentiss F (2004) Effect of the substitution of an oxygen atom by sulphur in a pyridazinic molecule towards inhibition of corrosion of steel in 0.5 M H2SO4 medium. Prog Org Coat 51:118–124

    Article  CAS  Google Scholar 

  7. Chetouani A, Hammouti B, Aouniti A, Benchat N, Benhadda T (2002) New synthesised pyridazine derivatives as effective inhibitors for the corrosion of pure iron in HCl medium. Prog Org Coat 45:373–378

    Article  CAS  Google Scholar 

  8. Morad MS (1999) Influence of propargyl alcohol on the corrosion behaviour of mild steel in H3PO4 solutions. Mater Chem Phys 60:188–195

    Article  CAS  Google Scholar 

  9. Bilgiç S (2002) The inhibition effects of benzoic acid and salicylic acid on the corrosion of steel in sulfuric acid medium. Mater Chem Phys 76:52–58

    Article  Google Scholar 

  10. Bentiss F, Traisnel M, Lagrenée M (2000) The substituted 1,3,4-oxadiazoles: a new class of corrosion inhibitors of mild steel in acidic media. Corros Sci 42:127–146

    Article  CAS  Google Scholar 

  11. Quraishi MA, Khan MAW, Ajmal M, Muraidharan S, Iyer SV (1997) Influence of heterocyclic anils on corrosion inhibition and hydrogen permeation through mild steel in acid chloride environments. Corrosion 53:475–480

    Article  CAS  Google Scholar 

  12. Khamis E (1990) The effect of temperature on the acidic dissolution of steel in the presence of inhibitors. Corrosion 46:476–484

    Article  CAS  Google Scholar 

  13. Qafsaoui W, Takenouti H (2010) Corrosion protection of 2024-T3 aluminium alloy by electro-polymerized 3-amino 1,2,4-triazole in sulphate solution containing chloride. Corros Sci 52:3667–3676

    Article  CAS  Google Scholar 

  14. Finsgar M, Milosev I (2010) Inhibition of copper corrosion by 1,2,3-benzotriazole: a review. Corros Sci 52:2737–2749

    Article  CAS  Google Scholar 

  15. Zheludkevich ML, Yasakau KA, Poznyak SK, Ferreira MGS (2005) Triazole and thiazole derivatives as corrosion inhibitors for AA2024 aluminium alloy. Corros Sci 47:3368–3383

    Article  CAS  Google Scholar 

  16. Bentiss F, Traisnel M, Gengembre L, Lagren′ee M (2000) Inhibition of acidic corrosion of mild steel by 3,5-diphenyl-4H-1,2,4-triazole. App Surf Sci 161:194–202

    Article  CAS  Google Scholar 

  17. Gopi D, Govindaraju KM, Collins ArunPrakash V, Angeline Sakila DM, Kavitha L (2009) A study on new benzotriazole derivatives as inhibitors on copper corrosion in ground water. Corros Sci 51:2259–2265

    Article  CAS  Google Scholar 

  18. Wang L (2006) Inhibition of mild steel corrosion in phosphoric acid solution by triazole derivatives. Corros Sci 48:608–616

    Article  CAS  Google Scholar 

  19. Quraishi MA, Jamal D (2001) Corrosion inhibition of N-80 steel and mild steel in 15% boiling hydrochloric acid by a triazole compound—SAHMT. Mater Chem Phys 68:283–287

    Article  CAS  Google Scholar 

  20. Zhang S, Tao Z, Liao S, Wu F (2010) Substitutional adsorption isotherms and corrosion inhibitive properties of some oxadiazole–triazole derivative in acidic solution. Corros Sci 52:3126–3132

    Article  CAS  Google Scholar 

  21. Tawfik SM, Sayed A, Aiad I (2012) Corrosion inhibition by some cationic surfactants in oil fields. J Surfactants Deterg 15:577–585

    Article  CAS  Google Scholar 

  22. Hegazy MA, Zaky MF (2010) Inhibition effect of novel nonionic surfactants on the corrosion of carbon steel in acidic medium. Corros Sci 52:1333–1341

    Article  CAS  Google Scholar 

  23. Sherif ESM, El Shamy AM, Ramla MM, El Nazhawy AOH (2007) 5-(Phenyl)-4H-1,2,4-triazole-3-thiol as a corrosion inhibitor for copper in 3.5% NaCl solutions. Mater Chem Phys 102:231–239

    Article  CAS  Google Scholar 

  24. Zamani K, Faghihi K, Reza Sangi M, Zolgharnein J (2003) Synthesis of some new substituted 1,2,4-triazole and 1,3,4-thiadiazole and their derivatives. Turk J Chem 27:119–126

    CAS  Google Scholar 

  25. ASTM G31-72 (reapproved 2004) Standard practice for laboratory immersion corrosion testing of metal

  26. Lehr IL, Saidman SB (2006) Characterisation and corrosion protection properties of polypyrrole electropolymerised onto aluminium in the presence of molybdate and nitrate. Electrochim Acta 51:3249–3255

    Article  CAS  Google Scholar 

  27. Negm NA, Aiad I (2007) Synthesis and characterization of multifunctional surfactants in oil-field protection applications. J Surf Deterg 10:87–92

    Article  CAS  Google Scholar 

  28. ASTM G3-89 (1994) standard practice for conventions applicable to electrochemical measurements in corrosion testing

  29. ASTM D4412-84 (2009) Standard test methods for sulfate-reducing bacteria in water and water-formed deposits

  30. EI-Sukkary MMA, Syed NA, Mad I, Helmy SM, EI-Azab WIM (2009) Aqueous solution properties, biodegradability, and antimicrobial activity of some alkyl polyglycosides surfactants. Tenside Surf Deterg 46:311–316

    Article  Google Scholar 

  31. Negm NA, Kandile NG, Mohamad MA (2011) Synthesis, characterization and surface activity of new eco-friendly Schiff bases vanillin derived cationic surfactants. J Surf Deterg 14:325–331

    Article  CAS  Google Scholar 

  32. Forland GM, Rahman T, Holand H, Borve KJ (1996) Adsorption of sodium dodecyl sulfate and butanol onto acidic and basic alumina. J Colloid Interface Sci 182:348–355

    Article  CAS  Google Scholar 

  33. Nataraja SE, Venkatesha TV, Manjunatha K, Boja Poojary, Pavithra MK, Tandon HC (2011) Inhibition of the corrosion of steel in hydrochloric acid solution by some organic molecules containing the methylthiophenyl moiety. Corros Sci 53:2651–2659

    Article  CAS  Google Scholar 

  34. Ahamad I, Gupta C, Prasad R, Quraishi MA (2010) An experimental and theoretical investigation of adsorption characteristics of a Schiff base compound as corrosion inhibitor at mild steel/hydrochloric acid interface. J Appl Electrochem 40:2171–2183

    Article  CAS  Google Scholar 

  35. Popova A (2007) Temperature effect on mild steel corrosion in acid media in presence of azoles. Corros Sci 49:2144–2158

    Article  CAS  Google Scholar 

  36. Bouyanzer A, Hammouti B (2004) A study of anti-corrosive effects of Artemisia oil on steel. Pigment Resin Technol 33:287–292

    Article  CAS  Google Scholar 

  37. de Souza FS, Spinelli A (2009) Caffeic acid as a green corrosion inhibitor for mild steel. Corros Sci 51:642–649

    Article  CAS  Google Scholar 

  38. Ivanov ES (1986) Inhibitors for metal corrosion in acid media. Metallurgy, Moscow

    Google Scholar 

  39. Noor EA, Al-Moubaraki AH (2008) Thermodynamic study of metal corrosion and inhibitor adsorption processes in mild steel/1-methyl-4[4′(-X)-styryl pyridinium iodides/hydrochloric acid systems. Mater Chem Phys 110:145–154

    Article  CAS  Google Scholar 

  40. Al-Sabagh AM, Kandil NGh, Ramadan O, Amer NM, Mansour R, Khamis EA (2011) Novel cationic surfactants from fatty acids and their corrosion inhibition efficiency for carbon steel pipelines in 1 M HCl. Egypt J Petrol 20:47–57

    Article  CAS  Google Scholar 

  41. Priya ARS, Muralidharam VS, Subramania A (2008) Development of novel acidizing inhibitors for carbon steel corrosion in 15% boiling hydrochloric acid. Corrosion 64:541–552

    Article  CAS  Google Scholar 

  42. Wu TX, Li ZJ, Zhao JC (1998) A facile method for the synthesis of 4-amino-5-hydrocarbon-2,4-dihydro-3H-1,2,4-triazole-3-thione Schiff bases. Chem J Chin Univ 19:1617–1619

    CAS  Google Scholar 

  43. Wang J, Cao C, Chen J, Zhang M, Ye G, Lin H (1995) Anodic desorption of inhibitors. J Chin Soc Corros Prot 15:241–246

    CAS  Google Scholar 

  44. Lorenz WJ, Mansfeld F (1981) Determination of corrosion rates by electrochemical DC and AC methods. Corros Sci 21:647–672

    Article  CAS  Google Scholar 

  45. Elkadi L, Mernari B, Traisnel M, Bentiss F, Lagrenee M (2000) The inhibition action of 3,6-bis(2-methoxyphenyl)-1,2-dihydro-1,2,4,5-tetrazine on the corrosion of mild steel in acidic media. Corros Sci 42:703–719

    Article  CAS  Google Scholar 

  46. Prabhu RA, Venkatesha TV, Shanbhag AV, Kulkarni GM, Kalkhambkar RG (2008) Inhibition effects of some Schiff’s bases on the corrosion of mild steel in hydrochloric acid solution. Corros Sci 50:3356–3362

    Article  CAS  Google Scholar 

  47. Tsurus T, Haruyama S (1978) Corrosion monitor based on impedance method. II. Construction and its application to homogeneous corrosion. J Jpn Soc Corros Eng 27:573–579

    Google Scholar 

  48. Ramesh Saliyan V (2008) Quinolin-5-ylmethylene-3-{[8-(trifluoromethyl)quinolin-4-yl]thio}propanohydrazide as an effective inhibitor of mild steel corrosion in HCl solution. Corros Sci 50:55–61

    Article  CAS  Google Scholar 

  49. Atta AM, El-Azabawy OE, Ismail HS, Hegazy MA (2011) Novel dispersed magnetite core–shell nanogel polymers as corrosion inhibitors for carbon steel in acidic medium. Corros Sci 53:1680–1689

    Article  CAS  Google Scholar 

  50. Naylor CG, Williams JB, Varineau PT, Yunick RP, Serak K, Cady C, Severn DJ (1998) 19th annual society environmental toxicology and chemistry, Charlotte, NC

  51. Negm NA, El Farargy AFM, Mohammed DE, Mohamad HN (2012) Environmentally friendly nonionic surfactants derived from tannic acid: synthesis, characterization and surface activity. J Surf Deterg 15:433–443

    Article  CAS  Google Scholar 

  52. Negm NA, El Farargy AF, Mohammad IA, Zaki MF, Khowdiary MM (2013) Synthesis and inhibitory activity of Schiff base surfactants derived from tannic acid and their Cobalt (II), Manganese (II) and Iron (III) complexes against bacteria and fungi. J Surf Deterg 16:767–777

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ali A. Abd-Elaal.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 278 kb)

About this article

Cite this article

Abd-Elaal, A.A., Aiad, I., Shaban, S.M. et al. Synthesis and Evaluation of Some Triazole Derivatives as Corrosion Inhibitors and Biocides. J Surfact Deterg 17, 483–491 (2014). https://doi.org/10.1007/s11743-013-1547-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11743-013-1547-0

Keywords

Navigation