Reaction of benzaldehyde with various aliphatic glycols in the presence of hydrophobic Al-MCM-41: A convenient synthesis of cyclic acetals |
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Authors: | S Ajaikumar A Pandurangan |
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Institution: | aDepartment of Chemistry, Anna University, Guindy, Chennai 600025, India |
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Abstract: | The reaction of benzaldehyde with aliphatic glycols was performed over Al-MCM-41 with various Si/Al ratios. The effects of various parameters like temperature, mole ratio, reaction time and catalyst amount on the formation of acetals were optimized. The mesoporous Al-MCM-41 (Si/Al ratio 36, 57, 81 and 108) were synthesized by hydrothermal method. The synthesized catalysts were characterized by X-ray diffraction (XRD), nitrogen adsorption–desorption isotherm (BET), thermo gravimetric-differential thermal analysis (TGA-DTA) and TEM techniques. The acidity of the catalysts was measured by pyridine adsorption followed by FT-IR analysis. TEM analysis showed that the honeycomb-like regular arrangement of hexagonal pores on the molecular sieves. The highly hydrophobic Al-MCM-41 (108) showed higher activity than the other Si/Al ratios. The activity of the catalysts showed the following order Al-MCM-41 (108) > Al-MCM-41 (81) > Al-MCM-41 (57) > Al-MCM-41 (36). The hydrophobicity and nucleophilicity of the glycols highly influences the conversion of benzaldehyde, it followed the order; hexylene glycol (HG) > propylene glycol (PG) > ethylene glycol (EG). The results showed that mole ratio of 1:3 (aldehyde:glycol) gave higher yield than the other mole ratios. |
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Keywords: | Al-MCM-41 Hydrophobicity: Aliphatic glycols Benzaldehyde Cyclic acetals |
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