Synthesis of 3-(2-furylmethylene)-2,4-pentanedione using DL-Alanine functionalized MCM-41 catalyst via Knoevenagel condensation reaction

Appaturi, Jimmy Nelson and Selvaraj, Manickam and Hamid, Sharifah Bee Abd (2018) Synthesis of 3-(2-furylmethylene)-2,4-pentanedione using DL-Alanine functionalized MCM-41 catalyst via Knoevenagel condensation reaction. Microporous and Mesoporous Materials, 260. pp. 260-269. ISSN 1387-1811

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Official URL: https://doi.org/10.1016/j.micromeso.2017.03.031

Abstract

To use as the efficient solid base catalysts, alanine functionalized MCM-41 (Alanine-MCM-41), catalysts viz. 16Alanine-MCM-41 and 8Alanine-MCM-41, were successfully prepared by post-grafting method using MCM-41 synthesized by basic sol-gel method. The synthesized Alanine-MCM-41 catalysts were characterized by several instrumental techniques such as XRD, N2-sorptions and TEM to confirm the standard mesoporous nature. The CHN result shows that the alanine groups have been successfully functionalized on the surface of MCM-41 while the functionalization of alanine groups on MCM-41 were also confirmed by FTIR spectra. The total basic sites of 16Alanine-MCM-41 determined by TPD-CO2 are higher than that of 8Alanine-MCM-41 and enhance to lead the Knoevenagel condensation of furfural and acetylacetone under solvent-free condition. A variety of reaction parameters such as reaction time, temperature, mole ratio and solvents were studied to find an optimum parameter. The Alanine MCM-41 catalysts were successively recovered and reused several times without loss of catalytic activity because of strongly anchored the alanine groups on inner pore of MCM-41, as confirmed by FTIR spectra. Compared to 8Alanine-MCM-41, the 16alanine-MCM-41 gives higher catalytic activity in this reaction because its total base sites lead to produce a major product, 3-(2-furylmethylene)-2,4-pentanedione (FMP) with 100% selectivity using the best parameters like 1:1 M ratio of furfural: acetylacetone, 100 °C and 30 min.

Item Type: Article
Uncontrolled Keywords: MCM-41; Knoevenagel condensation; Aldehydes; Active methylene compounds; Solvent-free reaction
Subjects: Q Science > QD Chemistry
T Technology > TP Chemical technology
Divisions: Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 20 Sep 2019 02:16
Last Modified: 20 Sep 2019 02:16
URI: http://eprints.um.edu.my/id/eprint/22462

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