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New branched benign compounds including double antibiotic scaffolds: synthesis, simulation and adsorption for anticorrosion effect on mild steel

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Abstract

In this study, two novel environmental benign double antibiotic norfloxacin or ciprofloxacin scaffolds included branched molecules were prepared by multi-step routes and purified by simple performance, which were used as the target compounds (TCs). Meanwhile, a single norfloxacin or ciprofloxacin skeleton based molecules were synthesized as the reference compounds (RCs). The molecular geometry optimization and material simulation computation revealed that TCs presented smaller HOMO-LUMO energy gaps and larger binding energy levels on mild steel surface than RCs. The chemical adsorption of TCs on steel surface was confirmed by X-ray photoelectron spectroscopy, which could be processed by TCs chelation with iron ions. It was shown that TCs could be self-adsorbed on steel surface, which was demonstrated by atomic force microscopy and scanning electron microscopy. The anticorrosion of the studied compounds for mild steel in HCl solution was investigated by electrochemistry analysis. The results suggested that the anticorrosion efficiency could reach 95.86% (TC1) and 97.05% (TC2) at 0.050 mmol·L−1 based on electrochemical impedance spectroscopy, which were much better than RCs (RC1, 69.23%; RC2, 74.16%). The adsorption isotherms of TCs on steel were further fitted, and a deep insight on adsorption was discussed.

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References

  1. Ibrahimi B E, Bazzi L, Issami S E. The role of pH in corrosion inhibition of tin using the proline amino acid: theoretical and experimental investigations. RSC Advances, 2020, 10(50): 29696–29704

    Article  PubMed  Google Scholar 

  2. Kioka A, Nakagawa B. Theoretical and experimental perspectives in utilizing nanobubbles as inhibitors of corrosion and scale in geothermal power plant. Renewable & Sustainable Energy Reviews, 2021, 149: 111373

    Article  CAS  Google Scholar 

  3. Murmua M, Saha S K, Murmu N C, Banerjee P. Effect of stereochemical conformation into the corrosion inhibitive behaviour of double azomethine based Schiff bases on mild steel surface in 1 mol·L−1 HCl medium: an experimental, density functional theory and molecular dynamics simulation study. Corrosion Science, 2019, 146: 134–151

    Article  Google Scholar 

  4. Mobin M, Noori S. Adsorption and corrosion inhibition behaviour of zwitterionic gemini surfactant for mild steel in 0.5 M HCl. Tenside, Surfactants, Detergents, 2016, 53(4): 357–367

    Article  CAS  Google Scholar 

  5. Behpour M, Ghoreishi S M, Mohammadi N, Soltani N, Salavati-Niasari M. Investigation some Schiff base compounds containing disulfide bonds as HCl corrosion inhibitors for mild steel. Corrosion Science, 2010, 52(12): 4046–4057

    Article  CAS  Google Scholar 

  6. Satpati S, Saha S K, Suhasaria A, Banerjee P, Sukul D. Adsorption and anti-corrosion characteristics of vanillin Schiff bases on mild steel in 1 M HCl: experimental and theoretical study. RSC Advances, 2020, 10(16): 9258–9273

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Aslam J. Cationic gemini surfactant as corrosion inhibitor for mild steel in 1 M HCl and synergistic effect of organic salt (sodium tosylate). Journal of Adhesion Science and Technology, 2019, 33(18): 1–21

    Article  Google Scholar 

  8. Ibrahimi B E, Jmiai A, Somoue A, Oukhrib R. Cysteine duality effect on the corrosion inhibition and acceleration of 3003 aluminium alloy in a 2% NaCl solution. Portugaliae Electrochimica Acta, 2018, 36(6): 403–422

    Article  Google Scholar 

  9. Eddy N O, Stoyanov S R, Ebenso E E. Fluoroquinolones as corrosion inhibitors for mild steel in acidic medium: experimental and theoretical studies. International Journal of Electrochemical Science, 2010, 5(8): 1127–1150

    CAS  Google Scholar 

  10. Pang X, Ran X, Kuang F, **e J, Hou B. Inhibiting effect of ciprofloxacin, norfloxacin and ofloxacin on corrosion of mild steel in hydrochloric acid. Chinese Journal of Chemical Engineering, 2010, 18(2): 337–345

    Article  CAS  Google Scholar 

  11. Thanapackiam P, Rameshkumar S, Subramanian S S, Mallaiya K. Electrochemical evaluation of inhibition efficiency of ciprofloxacin on the corrosion of copper in acid media. Materials Chemistry and Physics, 2016, 174: 129–137

    Article  CAS  Google Scholar 

  12. Zhang S, Tao Z, Li W, Hou B. The effect of some triazole derivatives as inhibitors for the corrosion of mild steel in 1 M hydrochloric acid. Applied Surface Science, 2009, 255(15): 6757–6763

    Article  CAS  Google Scholar 

  13. Huang H, Fu Y, Li F, Wang Z, Zhang S, Wang X, Wang Z, Li H, Gao F. Orderly self-assembly of new ionic copolymers for efficiently protecting copper in aggressive sulfuric acid solution. Chemical Engineering Journal, 2020, 384: 123293

    Article  CAS  Google Scholar 

  14. Vassallo E, Cremona A, Ghezzi F, Dellera F, Laguardia L, Ambrosone G, Coscia U. Structural and optical properties of amorphous hydrogenated silicon carbonitride films produced by PECVD. Applied Surface Science, 2006, 252(22): 7993–8000

    Article  CAS  Google Scholar 

  15. Aljourani J, Raeissi K, Golozar M A. Benzimidazole and its derivatives as corrosion inhibitors for mild steel in 1 M HCl solution. Corrosion Science, 2009, 51(8): 1836–1843

    Article  CAS  Google Scholar 

  16. Khaled K F. The inhibition of benzimidazole derivatives on corrosion of iron in 1 M HCl solutions. Electrochimica Acta, 2003, 48(17): 2493–2503

    Article  CAS  Google Scholar 

  17. Tan B, Zhang S, Liu H, Guo Y, Qiang Y, Li W, Guo L, Xu C, Chen S. Corrosion inhibition of X65 steel in sulfuric acid by two food flavorants 2-isobutylthiazole and 1-(1,3-thiazol-2-yl) ethanone as the green environmental corrosion inhibitors: combination of experimental and theoretical researches. Journal of Colloid and Interface Science, 2019, 538: 519–529

    Article  CAS  PubMed  Google Scholar 

  18. Huang H, Fu Y, Mu X, Luo Z, Zhang S, Wang Z, Li H, Gao F. Molecular self-assembly of novel amphiphilic topological hyperbranched polymers for super protection of copper in extremely aggressive acid solution. Applied Surface Science, 2020, 529: 147076

    Article  CAS  Google Scholar 

  19. Shi Y, Fu Y, Xu S, Huang H, Zhang S, Wang Z, Li W, Li H, Gao F. Strengthened adsorption and corrosion inhibition of new single imidazole-type ionic liquid molecules to copper surface in sulfuric acid solution by molecular aggregation. Journal of Molecular Liquids, 2021, 338: 116675

    Article  CAS  Google Scholar 

  20. Li L, Zhang X, Gong S, Zhao H, Bai Y, Li Q, Ji L. The discussion of descriptors for the QSAR model and molecular dynamics simulation of benzimidazole derivatives as corrosion inhibitors. Corrosion Science, 2015, 99: 76–88

    Article  CAS  Google Scholar 

  21. Obot I B, Obi-Egbedi N O, Ebenso E E, Afolabi A S, Oguzie E E. Experimental, quantum chemical calculations, and molecular dynamic simulations insight into the corrosion inhibition properties of 2-(6-methylpyridin-2-yl)oxazolo[5,4-f][1,10] phenanthroline on mild steel. Research on Chemical Intermediates, 2013, 39(5): 1927–1948

    Article  CAS  Google Scholar 

  22. Boumhara K, Tabyaoui M, Jama C, Bentiss F. Artemisia Mesatlantica essential oil as green inhibitor for carbon steel corrosion in 1 M HCl solution: electrochemical and XPS investigations. Journal of Industrial and Engineering Chemistry, 2015, 29: 146–155

    Article  CAS  Google Scholar 

  23. Tourabi M, Nohair K, Traisnel M, Jama C, Bentiss F. Electrochemical and XPS studies of the corrosion inhibition of carbon steel in hydrochloric acid pickling solutions by 3,5-bis(2-thienylmethyl)-4-amino-1,2,4-triazole. Corrosion Science, 2013, 75: 123–133

    Article  CAS  Google Scholar 

  24. Cánneva A, Giordana I S, Erra G, Calvo A. Organic matter characterization of shale rock by X-ray photoelectron spectroscopy (XPS): adventitious carbon contamination and radiation damage. Energy & Fuels, 2017, 31(10): 10414–10419

    Article  Google Scholar 

  25. Huang H, Fu Y, Wang X, Gao Y, Wang Z, Zhang S, Li H, Gao F, Chen L. Nano- to micro-self-aggregates of new bisimidazole-based copoly(ionic liquid)s for protecting copper in aqueous sulfuric acid solution. ACS Applied Materials & Interfaces, 2019, 11(10): 10135–10145

    Article  CAS  Google Scholar 

  26. El-Katori E E, Nessim M I, Deyab M A, Shalabi K. Electrochemical, XPS and theoretical examination on the corrosion inhibition efficacy of stainless steel via novel imidazolium ionic liquids in acidic solution. Journal of Molecular Liquids, 2021, 337(11): 16467

    Google Scholar 

  27. Hashim N Z N, Anouar E H, Kassim K, Zaki H M, Alharthi A I, Embong Z. XPS and DFT investigations of corrosion inhibition of substituted benzylidene Schiff bases on mild steel in hydrochloric acid. Applied Surface Science, 2019, 476: 861–877

    Article  CAS  Google Scholar 

  28. Qiang Y, Zhang S, Zhao H, Tan B, Wang L. Enhanced anticorrosion performance of copper by novel N-doped carbon dots. Corrosion Science, 2019, 161: 108193

    Article  CAS  Google Scholar 

  29. Rodrigues L S. Biomass of microalgae spirulina maxima as a corrosion inhibitor for 1020 carbon steel in acidic solution. International Journal of Electrochemical Science, 2018, 13(7):6169–6189

    Article  CAS  Google Scholar 

  30. Solmaz R. Investigation of the inhibition effect of 5-((E)-4-phenylbuta-1,3-dienylideneamino)-1,3,4-thiadiazole-2-thiol Schiff base on mild steel corrosion in hydrochloric acid. Corrosion Science, 2010, 52(10): 3321–3330

    Article  CAS  Google Scholar 

  31. Lima K C S, Paiva V M, Perrone D, Ripper B, Simões G, Rocco M L M, Veiga A G, D’Elia E. Glycine max meal extracts as corrosion inhibitor for mild steel in sulphuric acid solution. Journal of Materials Research and Technology, 2020, 9(6): 12756–12772

    Article  CAS  Google Scholar 

  32. Mobin M, Rizvi M. Adsorption and corrosion inhibition behavior of hydroxyethyl cellulose and synergistic surfactants additives for carbon steel in 1 M HCl. Carbohydrate Polymers, 2017, 156: 202–214

    Article  CAS  PubMed  Google Scholar 

  33. Shi Y, Fu Y, Huang H, Li H, Zhang S, Li W, Gao F. New small gemini ionic liquids for intensifying adsorption and corrosion resistance of copper surface in sulfuric acid solution. Journal of Environmental Chemical Engineering, 2021, 9(6): 106679

    Article  CAS  Google Scholar 

  34. Nadi I, Belattmania Z, Sabour B, Reani A, Sahibed-dine A, Jama C, Bentiss F. Sargassum muticum extract based on alginate biopolymer as a new efficient biological corrosion inhibitor for carbon steel in hydrochloric acid pickling environment: gravimetric, electrochemical and surface studies. International Journal of Biological Macromolecules, 2019, 141: 137–149

    Article  CAS  PubMed  Google Scholar 

  35. Mert B D, Yüce A O, Kardas G, Yazici B. Inhibition effect of 2-amino-4-methylpyridine on mild steel corrosion: experimental and theoretical investigation. Corrosion Science, 2014, 85: 287–295

    Article  CAS  Google Scholar 

  36. Zhang W, Wang Y, Li H J, Liu Y, Tao R, Guan S, Li Y, Wu Y C. Synergistic inhibition effect of 9-(4-chlorophenyl)-1,2,3,4-tetrahydro-acridines and tween-80 for mild steel corrosion in acid medium. Journal of Physical Chemistry C, 2019, 123(23): 14480–14489

    Article  CAS  Google Scholar 

  37. Zheng X, Zhang S, Li W, Lin L, He J, Wu J. Investigation of 1-butyl-3-methyl-1H-benzimidazolium iodide as inhibitor for mild steel in sulfuric acid solution. Corrosion Science, 2014, 80: 383–392

    Article  CAS  Google Scholar 

  38. Zheng X, Zhang S, Li W, Gong M, Yin L. Experimental and theoretical studies of two imidazolium-based ionic liquids as inhibitors for mild steel in sulfuric acid solution. Corrosion Science, 2015, 95: 168–179

    Article  CAS  Google Scholar 

  39. Pareek S, Jain D, Hussain B, Biswas A, Shrivastava R, Parida S K, Kisan H K, Lgaz H, Chung I, Behera D. A new insight into corrosion inhibition mechanism of copper in aerated 3.5 wt. % NaCl solution by eco-friendly imidazopyrimidine dye: experimental and theoretical approach. Chemical Engineering Journal, 2019, 358: 725–742

    CAS  Google Scholar 

  40. Jafari H, Danaee I, Eskandari H, RashvandAvei M. Combined computational and experimental study on the adsorption and inhibition effects of N2O2 Schiff base on the corrosion of API 5L grade B steel in 1 mol/L HCl. Journal of Materials Science and Technology, 2014: 884–892

  41. Mobin M, Zehra S, Aslam R. L-Phenylalanine methyl ester hydrochloride as a green corrosion inhibitor for mild steel in hydrochloric acid solution and the effect of surfactant additive. RSC Advances, 2016, 6(7): 5890–5902

    Article  CAS  Google Scholar 

  42. Jevremović I, Singer M, Nešić S, Mišković-Stanković V. Inhibition properties of self-assembled corrosion inhibitor talloil diethylenetriamine imidazoline for mild steel corrosion in chloride solution saturated with carbon dioxide. Corrosion Science, 2013, 77: 265–272

    Article  Google Scholar 

  43. Bashir S, Singh G, Kumar A. Shatavari (asparagus racemosus) as green corrosion inhibitor of aluminium in acidic medium. Journal of Materials and Environmental Science, 2017, 8(12): 4284–4291

    Article  CAS  Google Scholar 

  44. Popoola L T. Organic green corrosion inhibitors (OGCIs): a critical review. Corrosion Reviews, 2019, 37(2): 71–102

    Article  CAS  Google Scholar 

  45. Singh A, Ansari K R, Kumar A, Liu W, Chen S, Lin Y. Electrochemical, surface and quantum chemical studies of novel imidazole derivatives as corrosion inhibitors for J55 steel in sweet corrosive environment. Journal of Alloys and Compounds, 2017, 712: 121–133

    Article  CAS  Google Scholar 

  46. Kannan P, Rao T S, Rajendran N. Improvement in the corrosion resistance of carbon steel in acidic condition using naphthalen-2-ylnaphthalene-2-carboxammide inhibitor. Journal of Colloid and Interface Science, 2017, 512: 618–628

    Article  PubMed  Google Scholar 

  47. Yu C, Guan J, Chen K, Bae S C, Granick S. Single-molecule observation of long jumps in polymer adsorption. ACS Nano, 2013, 7(11): 9735–9742

    Article  CAS  PubMed  Google Scholar 

  48. Niu Q, Wang D. Probing the polymer anomalous dynamics at solid/liquid interfaces at the single-molecule level. Current Opinion in Colloid & Interface Science, 2019, 39: 162–172

    Article  CAS  Google Scholar 

  49. Wang D, Wu H, Schwartz D K. Three-dimensional tracking of interfacial hop** diffusion. Physical Review Letters, 2017, 119(26): 268001

    Article  PubMed  Google Scholar 

  50. Zhang W, Ma R, Liu H, Liu Y, Li S, Niu L. Electrochemical and surface analysis studies of 2-(quinolin-2-yl)quinazolin-4(3H)-one as corrosion inhibitor for Q235 steel in hydrochloric acid. Journal of Molecular Liquids, 2016, 222: 671–679

    Article  CAS  Google Scholar 

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Acknowledgements

We greatly thank the National Natural Science Foundation of China (Grant Nos. 21376282, 21676035 and 21878029). We also appreciate financial supporting from the Chongqing Science and Technology Commission (Grant No. cstc2018jcyjAX0668). Yueting Shi thanks the Graduate Student Research Innovation Project, Chongqing University (Grant No. CYB18046). The authors thank the warm help from Analytical and Testing Center of Chongqing University.

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Chongqing University, Chongqing, 400044, China

    Yueting Shi, Lingli Chen, Shengtao Zhang, Hongru Li & Fang Gao

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  1. Yueting Shi
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  2. Lingli Chen
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  3. Shengtao Zhang
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  4. Hongru Li
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  5. Fang Gao
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Correspondence to Hongru Li or Fang Gao.

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New branched benign compounds including double antibiotic scaffolds: synthesis, simulation and adsorption for anticorrosion effect on mild steel

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Shi, Y., Chen, L., Zhang, S. et al. New branched benign compounds including double antibiotic scaffolds: synthesis, simulation and adsorption for anticorrosion effect on mild steel. Front. Chem. Sci. Eng. 17, 167–182 (2023). https://doi.org/10.1007/s11705-022-2199-2

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