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Water-assisted electrochemical fabrication of Cu/Cu2O nanoparticles in protic ionic liquid and their catalytic activity in the synthesis of quinazolinones

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Abstract

The present study reports a simple protocol involving Cu/Cu2O nanoparticles synthesis via electrochemical deposition process in 1-methylpiperidinium trifluoromethane sulphonate [HmPip][OTf] protic ionic liquid. The phase and morphology of the prepared nanoparticles were examined using different characterization techniques such as XRD, XPS, FEG-SEM, TEM, EDX, and FT-IR. A highly efficient, ligand-free method was developed to synthesize quinazolinones from substituted 2-halobenzoic acids with amidines via microwave-assisted Cu/Cu2O nano-catalyst in ethylene glycol as a green solvent. Up to five cycles Cu/Cu2O nanoparticles show good recyclability without loss in its activity.

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References

  1. Sun S, Zhang X, Song X, Liang S, Wang L, Yang Z (2012) Cryst Eng Comm 14:3545–3553

    CAS  Google Scholar 

  2. Li H, Ni Y, Cai Y, Zhang L, Zhou J, Hong J, Wei X (2009) J Mater Chem 19:594–597

    CAS  Google Scholar 

  3. Luo Y, Li S, Ren Q, Liu J, Xing L, Wang Y, Yu Y, Jia Z, Li J (2007) Cryst Growth Des 7:87–92

    CAS  Google Scholar 

  4. Ai Z, Zhang L, Lee S, Ho W (2009) J Phys Chem C 113:20896–20902

    CAS  Google Scholar 

  5. Yang Z, Xu J, Zhang W, Liu A, Tang S (2007) J Solid State Chem 180:1390–1396

    CAS  Google Scholar 

  6. Wang W, Tu Y, Zhang P, Zhang G (2011) Cryst Eng Comm 13:1838–1842

    CAS  Google Scholar 

  7. Liu Q, Liu H, Liang Y, Xu Z, Yin G (2006) Mater Res Bull 41:697–702

    CAS  Google Scholar 

  8. Velev OD, Kaler EW (2000) Adv Mater 12:531–534

    CAS  Google Scholar 

  9. Lu A-H, Schüth F (2006) Adv Mater 18:1793–1805

    CAS  Google Scholar 

  10. Nicewarner-Pena SR (2001) Submicrometer Metallic Barcodes. Science 294:137–141

    CAS  PubMed  Google Scholar 

  11. Foss CA, Hornyak GL, Stockert JA, Martin CR (1994) J Phys Chem 98:2963–2971

    CAS  Google Scholar 

  12. Fu LJ, Gao J, Zhang T, Cao Q, Yang LC, Wu YP, Holze R, Wu HQ (2007) J Power Sour 174:1197–1200

    CAS  Google Scholar 

  13. Yu Q, Ma X, Lan Z, Wang M, Yu C (2009) J Phys Chem C 113:6969–6975

    CAS  Google Scholar 

  14. Wang D, Mo M, Yu D, Xu L, Li F, Qian Y (2003) Cryst Growth Des 3:717–720

    CAS  Google Scholar 

  15. Ahmadi TS, Wang ZL, Green TC, Henglein A, El-Sayed MA (1996) Science 272:1924–1925

    CAS  PubMed  Google Scholar 

  16. Li M, Schnablegger H, Mann S (1999) Nature 402:393–395

    CAS  Google Scholar 

  17. Filankembo A, Pileni MP (2000) J Phys Chem B 104:5865–5868

    CAS  Google Scholar 

  18. Jana NR, Gearheart L, Murphy CJ (2001) J Phys Chem B 105:4065–4067

    CAS  Google Scholar 

  19. Johnson CJ, Dujardin E, Davis SA, Murphy CJ, Mann S (2002) J Mater Chem 12:1765–1770

    CAS  Google Scholar 

  20. Jayatissa AH, Guo K, Jayasuriya AC (2009) Appl Surf Sci 255:9474–9479

    CAS  Google Scholar 

  21. Ng CHB, Fan WY (2006) J Phys Chem B 110:20801–20807

    CAS  PubMed  Google Scholar 

  22. Zhang J, Liu J, Peng Q, Wang X, Li Y (2006) Chem Mater 18:867–871

    CAS  Google Scholar 

  23. Musa A, Akomolafe T, Carter M (1998) Sol Energy Mater Sol Cells 51:305–316

    CAS  Google Scholar 

  24. Raut AB, Tiwari AR, Bhanage BM (2017) ChemCatChem 9:1292–1297

    CAS  Google Scholar 

  25. Park JC, Kim J, Kwon H, Song H (2009) Adv Mater 21:803–807

    CAS  Google Scholar 

  26. Hua Q, Cao T, Bao H, Jiang Z, Huang W (2013) ChemSusChem 6:1966–1972

    CAS  PubMed  Google Scholar 

  27. Hara M, Kondo T, Komoda M, Ikeda S, Kondo JN, Domen K, Hara M, Shinohara K, Tanaka A (1998). Chem Commun 357–358

  28. Poizot P, Laruelle S, Grugeon S, Dupont L (2000) J-M Tarascon Nat 407:496–499

    CAS  Google Scholar 

  29. Pang H, Gao F, Lu Q (2009). Chem Commun 1076–1078

  30. Liang X, Gao L, Yang S, Sun J (2009) Adv Mater 21:2068–2071

    CAS  Google Scholar 

  31. Jimenez-Cadena G, Comini E, Ferroni M, Sberveglieri G (2010) Mater Lett 64:469–471

    CAS  Google Scholar 

  32. Van Dat P, Viet NX (2019) Mater Sci Eng C 103:109758

    CAS  Google Scholar 

  33. Huang L, Peng F, Yu H, Wang H (2008) Mater Res Bull 43:3047–3053

    CAS  Google Scholar 

  34. Zhou S, Chen M, Lu Q, Hu J, Wang H, Li K, Li K, Zhang J, Zhu Z, Liu Q (2019) Mater Lett 247:15–18

    CAS  Google Scholar 

  35. Kuo C-H, Huang MH (2010) Nano Today 5:106–116

    CAS  Google Scholar 

  36. Teo JJ, Chang Y, Zeng HC (2006) Langmuir 22:7369–7377

    CAS  PubMed  Google Scholar 

  37. Eswar NK, Gupta R, Ramamurthy PC, Madras G (2018) Mol Catal 451:161–169

    CAS  Google Scholar 

  38. Yi-BoDu C-G, Zhang L, Ruan M, Wen X-J, Zhang X-G, Zeng G-M (2017) Mol Catal 436:100–110

    Google Scholar 

  39. Zhou B, Wang H, Liu Z, Yang Y, Huang X, Lü Z, Sui Y, Su W (2011) Mater Chem Phys 126:847–852

    CAS  Google Scholar 

  40. Salavati-Niasari M, Davar F (2009) Mater Lett 63:441–443

    CAS  Google Scholar 

  41. Prechtl MHG (ed) (2016) Nanocatalysis in Ionic Liquids. Wiley-VCH Verlag GmbH & Co, KGaA, Weinheim, Germany

    Google Scholar 

  42. García S, García J, Larriba M, Torrecilla JS, Rodríguez F (2011) J Chem Eng Data 56:3188–3193

    Google Scholar 

  43. Atkin R, Warr GG (2007) J Phys Chem C. 111:5162–5168

    CAS  Google Scholar 

  44. Hayes R, Warr GG, Atkin R (2010) Phys Chem Chem Phys 12:1709–1723

    CAS  PubMed  Google Scholar 

  45. Bhujbal AV, Rout A, Venaktesan KA, Bhanage BM (2020) ChemistrySelect 5:3694–3699

    CAS  Google Scholar 

  46. Sanchez-Cupido L, Pringle JM, Siriwardana AL, Unzurrunzaga A, Hilder M, Forsyth M, Pozo-Gonzalo C (2019) J Phys Chem Lett 10:289–294

    CAS  PubMed  Google Scholar 

  47. Wang P, Roberts RC, Ngan AHW (2016) Sci Rep 6:27423

    CAS  PubMed  PubMed Central  Google Scholar 

  48. Connolly DJ, Cusack D, O’Sullivan TP, Guiry PJ (2005) Tetrahedron 61:10153–10202

    CAS  Google Scholar 

  49. Hano Y, Ma Z, Nomura T, Luotonin A (2005) Heterocycles 65:2203

    Google Scholar 

  50. Witt A, Bergman J (2003) Curr Org Chem 7:659–677

    CAS  Google Scholar 

  51. Mhaske SB, Argade NP (2006) Tetrahedron 62:9787–9826

    CAS  Google Scholar 

  52. Lindley J (1984) Tetrahedron 40:1433–1456

    CAS  Google Scholar 

  53. Cai Q, Zou B, Ma D (2006) Angew Chem 118:1298–1279

    Google Scholar 

  54. Liu X, Fu H, Jiang Y, Zhao Y (2009) Angew Chem 48:348–351

    CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Chemistry, Institute of Chemical Technology, Mumbai, 400019, India

    Akshay V. Bhujbal, Amol B. Raut & Bhalchandra M. Bhanage

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  1. Akshay V. Bhujbal
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  2. Amol B. Raut
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  3. Bhalchandra M. Bhanage
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Correspondence to Bhalchandra M. Bhanage.

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Bhujbal, A.V., Raut, A.B. & Bhanage, B.M. Water-assisted electrochemical fabrication of Cu/Cu2O nanoparticles in protic ionic liquid and their catalytic activity in the synthesis of quinazolinones. Reac Kinet Mech Cat 131, 905–918 (2020). https://doi.org/10.1007/s11144-020-01882-w

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