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Amine functionalized AFI type microporous SAPO-5 materials: preparation, unique method on template extraction, characterization and its catalytic application on epoxide ring opening

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Abstract

Microporous AFI type silicoaluminophosphate (SAPO-5) having aminosilane functionality in the framework was prepared by in-situ (direct co-condensation) approach under hydrothermal conditions. The template (structure directing agent) presents within the channels of synthesized aminosilane modified SAPO-5 framework was selectively removed by a unique method using acidic ethanol extraction. Before and after the template extraction, presence of AFI type phase of SAPO-5 was confirmed through powder XRD pattern. The complete removal of template from the channels of framework was confirmed through FT-IR, 13C MAS NMR and N2 sorption studies. The covalent bonding of aminosilane functionality within the organic–inorganic hybrid SAPO-5 framework was evident through 29Si MAS NMR and 13C MAS NMR studies. The final material was utilized for selective synthesis of 1-phenoxy-2-propanol (99%) via propylene oxide ring opening with phenol under solvent free conditions in liquid phase medium.

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References

  1. T. Yokoi, H. Yoshitake, T. Tatsumi, Synthesis of amino-functionalized MCM-41 via direct co-condensation and post-synthesis grafting methods using mono-, di-and tri-amino-organoalkoxysilanes. J. Mater. Chem. 14, 951–957 (2004)

    Article  CAS  Google Scholar 

  2. S. ZhaoX, G.Q. Lu, Modification of MCM-41 by surface silylation with trimethylchlorosilane and adsorption study. J. Phys. Chem. B 102, 1556–1561 (1998)

    Google Scholar 

  3. M. Ahmed, A. Sakthivel, Preparation of cyclic carbonate via cycloaddition of CO2 on epoxide using amine-functionalized SAPO-34 as catalyst. J. CO2 Util. 22, 392–399 (2017)

    Article  CAS  Google Scholar 

  4. M.U.M. Junaidi, C.P. Khoo, C.P. Leo, A.L. Ahmad, The effects of solvents on the modification of SAPO-34 zeolite using 3-aminopropyl trimethoxy silane for the preparation of asymmetric polysulfone mixed matrix membrane in the application of CO2 separation. Microporous Mesoporous Mater. 192, 52–59 (2014)

    Article  CAS  Google Scholar 

  5. Y. Belmabkhout, A. Sayari, Effect of pore expansion and amine functionalization of mesoporous silica on CO2 adsorption over a wide range of conditions. Adsorption 15, 318–328 (2009)

    Article  CAS  Google Scholar 

  6. D.J. Cole-Hamilton, Homogeneous catalysis–new approaches to catalyst separation, recovery, and recycling. Science 299, 1702–1706 (2003)

    Article  CAS  PubMed  Google Scholar 

  7. M. Ahmed, A. Sakthivel, Covalent grafting of cobalt carbonyl cluster on functionalized mesoporous SBA-15 molecular sieve and its applications towards hydroformylation of 1-octene. J. Mol. Catal. A 424, 85–90 (2016)

    Article  CAS  Google Scholar 

  8. K. Mukhopadhyay, A.B. Mandale, R.V. Chaudhari, Encapsulated HRh (CO)(PPh3) 3 in microporous and mesoporous supports: novel heterogeneous catalysts for hydroformylation. Chem. Mater. 15, 1766–1777 (2003)

    Article  CAS  Google Scholar 

  9. D.T. Genna, A.G. Wong-Foy, A.J. Matzger, M.S. Sanford, Heterogenization of homogeneous catalysts in metal-organic frameworks via cation exchange. J. Am. Chem. Soc. 135, 10586–10589 (2013)

    Article  CAS  PubMed  Google Scholar 

  10. R. Yadav, A. Sakthivel, Silicoaluminophosphate molecular sieves as potential catalysts for hydroisomerization of alkanes and alkenes. Appl. Catal. A 481, 143–160 (2014)

    Article  CAS  Google Scholar 

  11. A. Corma, M.J. Diaz-Cabanas, J. Martínez-Triguero, F. Rey, J. Rius, A large-cavity zeolite with wide pore windows and potential as an oil refining catalyst. Nat. Mater. 418, 514–517 (2002)

    CAS  Google Scholar 

  12. M. Ahmed, R. Yadav, A. Sakthivel, In situ preparation, characterization, and catalytic application of various amine functionalized microporous SAPO-37. J. Nano Sci. Nano Technol. 16, 9298–9306 (2016)

    Article  CAS  Google Scholar 

  13. R. Yadav, M. Ahmed, A.K. Singh, A. Sakthivel, In-situ preparation of functionalized molecular sieve material and a methodology to remove template. Sci. Rep. 6, 22813 (2016). https://doi.org/10.1038/srep22813

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. R. Roldán, M. Sánchez-Sánchez, G. Sankar, F.J. Romero-Salguero, C. Jiménez-Sanchidrián, Influence of pH and Si content on Si incorporation in SAPO-5 and their catalytic activity for isomerisation of n-heptane over Pt loaded catalysts. Microporous Mesoporous Mater. 99, 288–298 (2007)

    Article  CAS  Google Scholar 

  15. A.K. Singh, R. Yadav, V. Sudarsan, K. Kishore, S. Upadhyayula, A. Sakthivel, Mesoporous SAPO-5 (MESO-SAPO-5): a potential catalyst for hydroisomerisation of 1-octene. RSC Adv. 4, 8727–8734 (2014)

    Article  CAS  Google Scholar 

  16. K. Utchariyajit, S. Wongkasemjit, Effect of synthesis parameters on mesoporous SAPO-5 with AFI-type formation via microwave radiation using alumatrane and silatrane precursors. Microporous Mesoporous Mater. 135, 116–123 (2010)

    Article  CAS  Google Scholar 

  17. T. Baskaran, A. Joshi, G. Kamalakar, A. Sakthivel, A solvent free method for preparation of β-amino alcohols by ring opening of epoxides with amines using MCM-22 as a catalyst. Appl. Catal. A 524, 50–55 (2016)

    Article  CAS  Google Scholar 

  18. R.E. Parker, N.S. Isaacs, Mechanisms of epoxide reactions. Chem. Rev. 59, 737–799 (1959)

    Article  CAS  Google Scholar 

  19. W. Yang, ZhangL.& LiuX, B. Zhang, In situ synthesis and microstructure manipulation of SAPO-5 films over porous α-Al2O3 substrates. Langmuir 25, 2271–2277 (2009)

    Article  CAS  PubMed  Google Scholar 

  20. R.W. Dorner, M. Deifallah, C.R.A. Catlow, F. Corà, S.P. Elangovan, T. Okubo, G. Sankar, Heteroatom-substituted microporous AFI and ATS structured materials for hydrocarbon trap: an insight into the aluminophosphate framework-toluene interaction. J. Phys. Chem. C 112, 4187–4194 (2008)

    Article  CAS  Google Scholar 

  21. C. Blackwell, R. Patton, Solid-state NMR of silicoaluminophosphate molecular sieves and aluminophosphate materials. J. Phys. Chem. 92: 3965–3970 (1988)

    Article  CAS  Google Scholar 

  22. A.K. Singh, K. Kondamudi, R. Yadav, S. Upadhyayula, A. Sakthivel, Uniform mesoporous silicoaluminophosphate derived by vapor phase treatment: its catalytic and kinetic studies in hydroisomerization of 1-octene. J. Phys. Chem. C 118, 27961–27972 (2014)

    Article  CAS  Google Scholar 

  23. M. Montoya-Urbina, D. Cardoso, J. Pérez-Pariente, E. Sastre, T. Blasco, V. Fornés, Characterization and catalytic evaluation of SAPO-5 synthesized in aqueous and two-liquid phase medium in presence of a cationic surfactant. J. Catal. 173, 501–510 (1998)

    Article  CAS  Google Scholar 

  24. L. Wang, C. Guo, S. Yan, X. Huang, Q. Li, High-silica SAPO-5 with preferred orientation: synthesis, characterization and catalytic applications. Microporous Mesoporous Mater. 64, 63–68 (2003)

    Article  CAS  Google Scholar 

  25. J. Samerjit, S. Kongparakul, P. Reubroycharoen, G. Guan, C. Samart, Inorganic-organic hybrid material based on amine-functionalized zeolite Y: a study of catalytic activity in trans-esterification. Can. J. Chem. Eng. 94, 530–536 (2016)

    Article  CAS  Google Scholar 

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Acknowledgements

Authors express their sincere thanks to DST-SERB (EMR/2014/001214) India, for their financial support. Authors are also thankful to Central University of Kerala for the support on instrumentation facility. Maqsood Ahmed is grateful to CSIR India for his research fellowship respectively.

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Correspondence to Ayyamperumal Sakthivel.

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Ahmed, M., Sakthivel, A. Amine functionalized AFI type microporous SAPO-5 materials: preparation, unique method on template extraction, characterization and its catalytic application on epoxide ring opening. J Porous Mater 26, 319–326 (2019). https://doi.org/10.1007/s10934-018-0598-z

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