Acidic HBeta zeolite catalyzed the acylation reaction of aryl alcohol and phenol
DOI:
CSTR:
Author:
Affiliation:

School of Petrochemical Engineering,Changzhou University,Changzhou,Jiangsu,213164

Clc Number:

TQ244.2

Fund Project:

The National Natural Science Foundation of China (General Program, Key Program, Major Research Plan)

  • Article
  • |
  • Figures
  • |
  • Metrics
  • |
  • Reference
  • |
  • Related
  • |
  • Cited by
  • |
  • Materials
  • |
  • Comments
    Abstract:

    A series of aromatic esterification products were synthesized from aryl alcohol and phenol with aliphatic anhydride using acidic HBeta zeolite as a catalyst under clean and mild reaction conditions. The optimal reaction conditions were determined as follows: HBeta zeolite catalyst (10 mg), 4-methylbenzyl alcohol (Ⅰa, 0.5 mmol), acetic anhydride (Ⅱa, 0.5 mmol), cyclohexane (1.5 mL), reaction at room temperature in an inert atmosphere for 1 h, the yields of 4-methylbenzyl acetate (Ⅲaa) reached over 99%. Then, 32 kinds of aromatic esterification products were synthesized from a wide range of substrates. The catalysts were characterized by XRD, N2-adsorption, NH3-TPD, and Py-IR, the structure parameters and acidity of the catalysts were determined. It was found that the esterification rate of aryl alcohol and phenol gradually decreased from >99% to 57%, with the concentration of HBeta's strong Br?nsted acid sites (SBAS) decreased, indicating that the SBAS of the catalysts are the active sites for converting aryl alcohols and phenols into carbon cations. No significant activity loss was observed with product yield still up to 98% after being recycled 5 times. Finally, based on the characterization and experimental results, it is suggested that aryl alcohols and phenols first undergoed transformation into the corresponding carbocation intermediates on the strong Br?nsted acid sites (SBAS) of HBeta zeolite, which is then followed by a nucleophilic addition reaction with electron-rich oxygen in acid anhydride to yield the target products.

    Reference
    Related
    Cited by
Get Citation
Share
Article Metrics
  • Abstract:
  • PDF:
  • HTML:
  • Cited by:
History
  • Received:January 18,2023
  • Revised:April 23,2023
  • Adopted:May 04,2023
  • Online: January 09,2024
  • Published:
Article QR Code