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Study of Catalytic Activity of Zirconium-Based Metal-Organic Frameworks in the Epoxide Ring-Opening Reactions

Chegeni, Mohsen | 2022

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  1. Type of Document: M.Sc. Thesis
  2. Language: Farsi
  3. Document No: 55019 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Bagherzadeh, Mojtaba
  7. Abstract:
  8. In current research, two zirconium-based metal-organic frameworks, MIP-202 (Zr) and UIO-66(CO2H)2 were employed as catalysts in the epoxy ring-opening reactions by amino and alcoholic nucleophiles. Firstly, these metal-organic frameworks were prepared under mild synthetic conditions and then characterized by means of spectral techniques such as X-ray diffraction (XRD), nuclear magnetic resonance spectroscopy (NMR), Fourier transform infrared spectroscopy (FT-IR), electron microscopy Scanning (SEM) and X-ray energy diffraction (EDAX) spectroscopy were confirmed. Finally, their catalytic activity in epoxy ring-opening reactions was investigated and in to determine optimal conditions, the effects of different factors such as used catalyst amount, solvent, temperature and the reaction efficiency was defined properly. It was found that the MIP-202 (Zr) catalyst, under mild conditions and at room temperature, amino and alcoholic nucleophiles are capable of rupturing the epoxy bond, and in reactions in which alcohols were used as nucleophiles, to be reused for up to the five cycles without reducing efficiency. The UIO-66(CO2H)2 catalyst also performed best at 60 ° C in the opening of epoxy by amino and alcoholic nucleophiles and was reusable for up to one cycle. The proposed mechanism of the reactions was discussed and finally the performance of the catalysts in terms of selectivity & conversion rate was compared with previous similar operations.
  9. Keywords:
  10. Epoxide ; Zirconium ; Cycloaddition Reaction ; Ring Opening ; Metal-Organic Framework ; Catalytic Activity

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