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Preparation of mesoporous silica supported sulfonic acid and evaluation of the catalyst in esterification reactions

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Abstract

Sulfonic acid group was chemically bonded on either amorphous or highly ordered mesoporous silica surface through hydrothermal treatment with Na2SO3/NaHSO3 aqueous solution followed by acidification after the silica was grafted with surface propyl-chloride group. N2 adsorption–desorption was used for the characterization of the topology properties of the mesoporous silica–SO3H catalysts and the acid amount was studied by titration. Solid NMR and FTIR techniques were employed for detection of the surface groups and covalently bonded propyl–SO3H species was identified. The solid acid catalyst was evaluated in esterification reactions between various carboxylic acids and short-chain alcohols and the results demonstrated that the mesoporous silica–SO3H catalyst shows not only a high activity comparable to that of reported KIT-6-120–SO3H catalyst, but also an excellent recyclability (without deactivation after reused for eight times in lauric acid esterification with ethanol). The good performance and strong acidic character of the catalyst was correlated with the large pore size, well accessible acid sites as well as covalently grafted active structure on the catalyst.

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References

  1. Zhong Y, Deng Q, Zhang PX, Wang J, Wang R, Zeng Z, Deng SG (2019) Fuel 240:270–277

    Article  CAS  Google Scholar 

  2. Doustkhah E, Lin JJ, Rostamnia S, Len C, Luque R, Luo XL, Bando Y, Wu KCW, Kim J, Yamauchi Y, Ide Y (2019) Chem Eur J 25:1614–1635

    Article  CAS  PubMed  Google Scholar 

  3. Lee AF, Bennett JA, Manayil JC, Wilson K (2014) Chem Soc Rev 43:7887–7916

    Article  CAS  PubMed  Google Scholar 

  4. Lee DW, Lee KY (2014) Catal Surv Asia 18:55–74

    Article  CAS  Google Scholar 

  5. Bossaert WD, Vos DED, Rhijn WMV, Bullen J, Grobet PJ, Jacobs PA (1999) J Catal 182:156–164

    Article  CAS  Google Scholar 

  6. Díaz I, Márquez-Alvarez C, Mohino F, Pérez-Pariente J, Sastre E (2000) J Catal 193:295–302

    Article  Google Scholar 

  7. Díaz I, Mohino F, Pérez-Pariente J, Sastre E (2001) Appl Catal A Gen 205:19–30

    Article  Google Scholar 

  8. Pérez-Pariente J, Díaz I, Mohino F, Sastre E (2003) Appl Catal A Gen 254:173–188

    Article  CAS  Google Scholar 

  9. Mbaraka IK, Shanks BH (2005) J Catal 229:365–373

    Article  CAS  Google Scholar 

  10. Melero JA, Bautista LF, Morales G, Iglesias J, Briones D (2009) Energy Fuels 23:539–547

    Article  CAS  Google Scholar 

  11. Hermida L, Abdullah AZ, Mohamed AR (2011) Chem Eng J 174:668–676

    Article  CAS  Google Scholar 

  12. Ziarani GM, Lashgari N, Badiei A (2015) J Mol Catal A: Chem 397:166–191

    Article  CAS  Google Scholar 

  13. Karimi B, Mirzaei HM, Mobaraki A, Vali H (2015) Catal Sci Technol 5:3624–3631

    Article  CAS  Google Scholar 

  14. Maggi R, Shiju NR, Santacroce V, Maestri G, Bigi F, Rothenberg G (2016) Beilstein J Org Chem 12:2173–2180

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  15. Furuta A, Fukuyama T, Ryu I (2017) Bull Chem Soc Jpn 90:607–612

    Article  CAS  Google Scholar 

  16. Aboelhassan MM, Peixoto AF, Freire C (2017) New J Chem 41:3595–3605

    Article  CAS  Google Scholar 

  17. Wu Q, Liu FJ, Yi XF, Zou YC, Jiang LL (2018) Green Chem 20:1020–1030

    Article  CAS  Google Scholar 

  18. Wang P, Zhao YP, Liu J (2018) Sci Bull 63:252–266

    Article  CAS  Google Scholar 

  19. Bandyopadhyay M, Tsunoji N, Bandyopadhyay R, Sano T (2019) Reac Kinet Mech Cat 126:167–179

    Article  CAS  Google Scholar 

  20. Dacquin JP, Lee AF, Pireza C, Wilson K (2012) Chem Commun 48:212–214

    Article  CAS  Google Scholar 

  21. Pirez C, Caderon JM, Dacquin JP, Lee AF, Wilson K (2012) ACS Catal 2:1607–1614

    Article  CAS  Google Scholar 

  22. Margolese D, Melero JA, Christiansen SC, Chmelka BF, Stucky GD (2000) Chem Mater 12:2448–2459

    Article  CAS  Google Scholar 

  23. Paiva EJMD, Graeser V, Wypych F, Corazza ML (2014) Fuel 117:125–132

    Article  CAS  Google Scholar 

  24. Wang Y, Liu B (2015) Catal Sci Technol 5:109–113

    Article  CAS  Google Scholar 

  25. Wight AP, Davis ME (2002) Chem Rev 102:3589–3614

    Article  CAS  PubMed  Google Scholar 

  26. Gilbert E, Jones EP (1961) Ind Eng Chem 53:501–507

    Article  CAS  Google Scholar 

  27. Skubiszewska-Zięba J, Khalameida S, Sydorchuk V (2016) Coll Surf A Physicochem Eng Aspects 504:139–153

    Article  CAS  Google Scholar 

  28. Maciel GE, Sindorf DW (1980) J Am Chem Soc 102:7606–7607

    Article  CAS  Google Scholar 

  29. Geppi M, Borsacchi S, Mollica G, Veracini CA (2008) Appl Spectrosc Rev 44:1–89

    Article  CAS  Google Scholar 

  30. Díaz I, Márquez-Alvarez C, Mohino F, Pérez-Pariente J, Sastre E (2000) J Catal 193:283–294

    Article  Google Scholar 

  31. Solomons TWG, Fryhle CB (2004) Organic chemistry, 8th edn. Wiley, New York

    Google Scholar 

  32. Wilson K, Lee AF, Macquarrie DJ, Clark JH (2002) Appl Catal A Gen 228:127–133

    Article  CAS  Google Scholar 

  33. Pirez C, Lee AF, Manayil JC, Parlett CMA, Wilson K (2014) Green Chem 16:4506–4509

    Article  CAS  Google Scholar 

  34. Sarpal AS, Kapur GS, Mukherjee S, Jain SK (1997) Energy Fuels 11:662–667

    Article  CAS  Google Scholar 

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Acknowledgements

This work was supported by the Doctoral Scientific Research Foundation of Harbin University of Science and Technology (No. 8402-217045075).

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Authors and Affiliations

  1. Key Laboratory of Green Chemical Engineering and Technology of College of Heilongjiang Province, College of Chemical and Environmental Engineering, Harbin University of Science and Technology, Harbin, 150040, People’s Republic of China

    Yi Wang, Jun You & Bo Liu

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  1. Yi Wang
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  2. Jun You
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Correspondence to Yi Wang.

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Wang, Y., You, J. & Liu, B. Preparation of mesoporous silica supported sulfonic acid and evaluation of the catalyst in esterification reactions. Reac Kinet Mech Cat 128, 493–505 (2019). https://doi.org/10.1007/s11144-019-01645-2

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