Skip to main content

Advertisement

SpringerLink
Log in

Synthesis and Sulfonation of an Aluminum-Based Metal–Organic Framework with Microwave Method and Using for the Esterification of Oleic Acid

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

In this study, the synthesis of MIL-53(Al) (Material Institute Lavoisier, MIL) material, which is an aluminum-containing metal–organic framework (MOF) and generally produced using the solvothermal method was carried out by microwave method at different synthesis times (30–180 min) and temperatures (120–180 °C). In order to improve the catalytic activity of the MIL-53(Al), it was functionalized by applying sulfonation process and SO3-MIL-53(Al) material was also provided. It has been observed that the changing in the synthesis time and temperature cause changes in the morphologies, surface areas and thermal resistance. The highest surface area value was obtained as 1256.3 m2/g at 180 °C–180 min synthesis condition. MIL-53(Al) and SO3-MIL-53(Al) were investigated as catalysts for the esterification of the oleic acid with methanol by designing response surface methodology (RSM). The SO3-MIL-53(Al) catalyst provided higher conversion of oleic acid to ester than MIL-53(Al) as 97.2% and 65.9%, respectively. The oleic acid esterification reaction for MIL-53(Al) and SO3-MIL-53-(Al) followed the pseudo-first-order kinetics and activation energy values were determined as 22.87 kJ mol−1 and 16.14 kJ mol−1, respectively.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12

Similar content being viewed by others

References

  1. H. Furukawa, K.E. Cordova, M. O’Keeffe, O.M. Yaghi, Science (2013). https://doi.org/10.1126/science.1230444

    Article  PubMed  Google Scholar 

  2. E. Rahmani, M. Rahmani, Ind. Eng. Chem. Res. (2018). https://doi.org/10.1021/acs.iecr.7b04206

    Article  Google Scholar 

  3. J. Jiang, F. Gándara, Y.B. Zhang, K. Na, O.M. Yaghi, W.G. Klemperer, J. Am. Chem. Soc. (2014). https://doi.org/10.1021/ja507119n

    Article  PubMed  PubMed Central  Google Scholar 

  4. B. Singh, J. Na, M. Konarova, T. Wakihara, Y. Yamauchi, C. Salomon, M.B. Gawande, Bull. Chem. Soc. Jpn. (2020). https://doi.org/10.1246/BCSJ.20200136

    Article  Google Scholar 

  5. L. Hailian, O.M. Yaghi, J. Am. Chem. Soc. (1995). https://doi.org/10.1021/ja00146a033

    Article  Google Scholar 

  6. S.R. Batten, N.R. Champness, X.M. Chen, J. Garcia-Martinez, S. Kitagawa, L. Öhrström, M. O’Keeffe, P.M. Suh, J. Reedijk, Pure Appl. Chem. (2013). https://doi.org/10.1351/PAC-REC-12-11-20

    Article  Google Scholar 

  7. Y.H. Hu, L. Zhang, Adv. Mater. (2010). https://doi.org/10.1002/adma.200902096

    Article  PubMed  Google Scholar 

  8. J. Hu, Y. Liu, J. Liu, C. Gu, D. Wu, Microporous Mesoporous Mater. (2017). https://doi.org/10.1016/j.micromeso.2017.07.051

    Article  Google Scholar 

  9. L. Wang, J. Inorg. Organomet. Polym. Mater. (2020). https://doi.org/10.1007/s10904-019-01186-0

    Article  PubMed  PubMed Central  Google Scholar 

  10. H. Nabipour, B. Soltani, N. Ahmadi Nasab, J. Inorg. Organomet. Polym. Mater. (2018). https://doi.org/10.1007/s10904-018-0781-3

    Article  Google Scholar 

  11. X. Liu, H. Li, H. Pan, H. Zhang, S. Huang, K. Yang, W. Xue, S. Yang, J. Energy Chem. (2016). https://doi.org/10.1016/j.jechem.2016.01.015

    Article  Google Scholar 

  12. X. Zhao, Y. Wei, H. Zhao, Z. Gao, Y. Zhang, L. Zhi, Y. Wang, H. Huang, J. Colloid Interface (2018). https://doi.org/10.1016/j.jcis.2017.12.041

    Article  Google Scholar 

  13. Z. Wang, S.M. Cohen, Chem. Soc. Rev. (2009). https://doi.org/10.1039/b802258p

    Article  PubMed  Google Scholar 

  14. K.K. Tanabe, S.M. Cohen, Chem. Soc. Rev. (2011). https://doi.org/10.1039/c0cs00031k

    Article  PubMed  Google Scholar 

  15. Y.R. Lee, J. Kim, W.S. Ahn, Korean J. Chem. Eng. (2013). https://doi.org/10.1007/s11814-013-0140-6

    Article  Google Scholar 

  16. V.R. Remya, M. Kurian, Int. Nano Lett. (2019). https://doi.org/10.1007/s40089-018-0255-1

    Article  Google Scholar 

  17. J. Bedia, V. Muelas-Ramos, M. Peñas-Garzón, A. Gómez-Avilés, J.J. Rodríguez, C. Belver, Catalysts (2019). https://doi.org/10.3390/catal9010052

    Article  Google Scholar 

  18. D.Y. Hong, Y.K. Hwang, C. Serre, G. Férey, J.S. Chang, Adv. Funct. Mater. (2009). https://doi.org/10.1002/adfm.200801130

    Article  Google Scholar 

  19. K. Zhou, S. Chaemchuen, Int. J. Environ. Sci. Dev. (2016). https://doi.org/10.18178/ijesd.2017.8.4.957

    Article  Google Scholar 

  20. Z. Hasan, J.W. Jun, S.H. Jhung, Chem. Eng. J. (2014). https://doi.org/10.1016/j.cej.2014.09.025

    Article  Google Scholar 

  21. F.G. Cirujano, A. Corma, F.X. Llabrés i Xamena, Catal. Today (2015). https://doi.org/10.1016/j.cattod.2014.08.015

    Article  Google Scholar 

  22. X. Liao, X. Wang, F. Wang, Y. Yao, S. Lu, J. Inorg. Organomet. Polym. Mater. (2021). https://doi.org/10.1007/s10904-020-01808-y

    Article  Google Scholar 

  23. K. Leus, Y.-Y. Liu, P. Van Der Voort, Catal. Rev. (2014). https://doi.org/10.1080/01614940.2014.864145

    Article  Google Scholar 

  24. Q. Xie, Y. Li, Z. Lv, H. Zhou, X. Yang, J. Chen, H. Guo, Sci. Rep. (2017). https://doi.org/10.1038/s41598-017-03526-x

    Article  PubMed  PubMed Central  Google Scholar 

  25. T. Loiseau, C. Serre, C. Huguenard, G. Fink, F. Taulelle, M. Henry, T. Bataille, G. Ferey, Chem. Eur. J. (2004). https://doi.org/10.1002/chem.200305413

    Article  PubMed  Google Scholar 

  26. M.G. Goesten, J. Juan-Alcañiz, E.V. Ramos-Fernandez, K.B.S.S. Gupta, E. Stavitski, H.V. Bekkum, J. Gascon, F. Kapteijn, J. Catal. (2011). https://doi.org/10.1016/j.jcat.2011.04.015

    Article  Google Scholar 

  27. M. Nasouh-Alaya, M.A. Rabah, Arab. J. Chem. (2017). https://doi.org/10.1016/j.arabjc.2012.11.012

    Article  Google Scholar 

  28. M.N. Alaya, M.A. Rabah, J. Alloys Compd. (2013). https://doi.org/10.1016/j.jallcom.2013.05.145

    Article  Google Scholar 

  29. S. Bölük, Ö. Sönmez, Chem. Eng. Technol. (2020). https://doi.org/10.1002/ceat.202000045

    Article  Google Scholar 

  30. A. Birla, B. Singh, S.N. Upadhyay, Y.C. Sharma, Bioresour. Technol. (2012). https://doi.org/10.1016/j.biortech.2011.11.065

    Article  PubMed  Google Scholar 

  31. B. Seoane, S. Sorribas, Á. Mayoral, C. Téllez, J. Coronas, Microporous Mesoporous Mater. (2015). https://doi.org/10.1016/j.micromeso.2014.10.016

    Article  Google Scholar 

  32. H.R. Abid, Z.H. Rada, J. Shang, S. Wang, Polyhedron (2016). https://doi.org/10.1016/j.poly.2016.06.034

    Article  Google Scholar 

  33. M. Amirilargani, R.B. Merlet, P. Hedayati, A. Nijmeijer, L. Winnubst, L.C.P.M. de Smet, E.J.R. Sudhölter, Chem. Commun. (2019). https://doi.org/10.1039/c9cc01624d

    Article  Google Scholar 

  34. V. Finsy, L. Ma, L. Alaerts, D.E. De Vos, G.V. Baron, J.F.M. Denayer, Microporous Mesoporous Mater. (2009). https://doi.org/10.1016/j.micromeso.2008.11.007

    Article  Google Scholar 

  35. W.P. Mounfield, K.S. Walton, J. Colloid Interface Sci. (2015). https://doi.org/10.1016/j.jcis.2015.01.027

    Article  PubMed  Google Scholar 

  36. C. Li, Z. Xiong, J. Zhang, C. Wu, J. Chem. Eng. Data (2015). https://doi.org/10.1021/acs.jced.5b00692

    Article  Google Scholar 

  37. G.L. Han, Z. Chen, L.F. Cai, Y.H. Zhang, J.F. Tian, H.H. Ma, S.M. Fang, Sep. Purif. Technol. (2019). https://doi.org/10.1016/j.seppur.2019.03.065

    Article  Google Scholar 

  38. J. Liu, F. Zhang, X. Zou, G. Yu, N. Zhao, S. Fan, G. Zhu, Chem. Commun. (2013). https://doi.org/10.1039/c3cc42287a

    Article  Google Scholar 

  39. A. Taheri, E.G. Babakhani, J. Towfighi, Adsorpt. Sci. Technol. (2018). https://doi.org/10.1177/0263617416688690

    Article  Google Scholar 

  40. X.D. Do, V.T. Hoang, S. Kaliaguine, Microporous Mesoporous Mater. (2011). https://doi.org/10.1016/j.micromeso.2010.07.024

    Article  Google Scholar 

  41. J. Ge, L. Liu, L. Qiu, X. Jiang, Y. Shen, J. Porous Mater. (2016). https://doi.org/10.1007/s10934-016-0142-y

    Article  Google Scholar 

  42. M. Sánchez-Sánchez, N. Getachew, K. Díaz, M. Díaz-García, Y. Chebude, I. Díaz, Green Chem. (2015). https://doi.org/10.1039/c4gc01861c

    Article  Google Scholar 

  43. D.K. Panchariya, R.K. Rai, S.K. Singh, E.A. Kumar, Mater. Today Proc. (2017). https://doi.org/10.1016/j.matpr.2017.01.037

    Article  Google Scholar 

  44. Z. Li, Y.N. Wu, J. Li, Y. Zhang, X. Zou, F. Li, Chem. A Eur. J. (2015). https://doi.org/10.1002/chem.201406531

    Article  Google Scholar 

  45. D. Xuan-dong, H. Vinh-thang, S. Kaliaguine, Microporous Mesoporous Mater. (2011). https://doi.org/10.1016/j.micromeso.2010.07.024

    Article  Google Scholar 

  46. D. Himsl, D. Wallacher, M. Hartmann, Angew. Chemie Int. Ed. (2009). https://doi.org/10.1002/anie.200806203

    Article  Google Scholar 

  47. M. Meilikhov, K. Yusenko, R.A. Fischer, J. Chem. Soc. Dalton Trans. (2009). https://doi.org/10.1039/b820882b

    Article  Google Scholar 

  48. P. Villabrille, P. Vázquez, M. Blanco, C. Cáceres, J. Colloid Interface Sci. (2002). https://doi.org/10.1006/jcis.2002.8391

    Article  PubMed  Google Scholar 

  49. Z. Gao, S. Tang, X. Cui, S. Tian, M. Zhang, Fuel (2015). https://doi.org/10.1016/j.fuel.2014.10.012

    Article  Google Scholar 

  50. B.M. Omar, M. Bita, I. Louafi, A. Djouadi, Methods X (2018). https://doi.org/10.1016/j.mex.2018.03.004

    Article  Google Scholar 

  51. G.J. Gomes, D.M. Dal Pozzo, M.F. Zalazar, M.B. Costa, P.A. Arroyo, P.R.S. Bittencourt, Top. Catal. (2019). https://doi.org/10.1007/s11244-019-01172-3

    Article  Google Scholar 

  52. J.Y. Park, D.K. Kim, J.S. Lee, Bioresour. Technol. (2010). https://doi.org/10.1016/j.biortech.2009.03.035

    Article  PubMed  Google Scholar 

  53. K.H. Chung, B.G. Park, J. Ind. Eng. Chem. (2009). https://doi.org/10.1016/j.jiec.2008.11.012

    Article  Google Scholar 

  54. A.A. Costa, P.R.S. Braga, J.L. De MacEdo, J.A. Dias, S.C.L. Dias, Microporous Mesoporous Mater. (2012). https://doi.org/10.1016/j.micromeso.2011.06.008

    Article  Google Scholar 

  55. I.K. Mbaraka, D.R. Radu, V.S.Y. Lin, B.H. Shanks, J. Catal. (2003). https://doi.org/10.1016/S0021-9517(03)00193-3

    Article  Google Scholar 

  56. K. Narasimharao, D.R. Brown, A.F. Lee, A.D. Newman, P.F. Siril, S.J. Tavener, K. Wilson, J. Catal. (2007). https://doi.org/10.1016/j.jcat.2007.02.016

    Article  Google Scholar 

  57. J.L. Ropero-Vega, A. Aldana-Pérez, R. Gómez, M.E. Niño-Gómez, Appl. Catal. A Gen. (2010). https://doi.org/10.1016/j.apcata.2010.02.020

    Article  Google Scholar 

  58. K. Jiang, D. Tong, J. Tang, R. Song, C. Hu, Appl. Catal. A Gen. (2010). https://doi.org/10.1016/j.apcata.2010.08.062

    Article  Google Scholar 

  59. S. Chaemchuen, P.M. Heynderickx, F. Verpoort, Chem. Eng. J. (2020). https://doi.org/10.1016/j.cej.2020.124816

    Article  Google Scholar 

Download references

Acknowledgements

We would like to thank Mersin University Advanced Technology, Education, Research and Application Center (MEITAM), where we benefit from the infrastructure facilities and Mersin University Scientific Research Projects Unit (BAP) (2017-2-TP3-2621) for their financial support.

Author information

Authors and Affiliations

  1. Advanced Technology Education Research and Application Center, Mersin University, Mersin, Turkey

    Cihan Gecgel

  2. Department of Nanotechnology and Advanced Materials, Mersin University, Mersin, Turkey

    Cihan Gecgel & Meral Turabik

  3. Chemical Program, Technical Science Vocational School, Mersin University, Yenisehir, 33343, Mersin, Turkey

    Meral Turabik

Authors
  1. Cihan Gecgel
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Meral Turabik
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Meral Turabik.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gecgel, C., Turabik, M. Synthesis and Sulfonation of an Aluminum-Based Metal–Organic Framework with Microwave Method and Using for the Esterification of Oleic Acid. J Inorg Organomet Polym 31, 4033–4049 (2021). https://doi.org/10.1007/s10904-021-02027-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-021-02027-9

Keywords

Search

Navigation