Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation

Appaturi, Jimmy Nelson and Pulingam, Thiruchelvi and Rajabathar, Jothi Ramalingam and Khoerunnisa, Fitri and Ling, Tau Chuan and Tan, Soon Huat and Ng, Eng-Poh (2021) Acid-base bifunctional SBA-15 as an active and selective catalyst for synthesis of ethyl alpha-cyanocinnamate via Knoevenagel condensation. Microporous and Mesoporous Materials, 320. ISSN 1387-1811, DOI https://doi.org/10.1016/j.micromeso.2021.111091.

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Abstract

Alanine functionalized mesoporous SBA-15 (SBA-15-Alanine) as an active and selective catalyst for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate is reported. The catalyst is prepared by 2-step grafting approach using (3-chloropropyl)triethoxysilane (CPTES) followed by DL-alanine. The XRD, TEM and N2 adsorption results reveal that the mesoporous characteristic of SBA-15-Alanine is retained upon modification. Furthermore, the IR, TG/DTG, CHN and TPD analyses indicate the successful functionalization of alanine, leading to the formation of bifunctional mesoporous catalyst bearing both acidic (-COOH) and basic (-NH) sites. This catalyst exhibits acid-base cooperative effect and good catalytic performance in the Knoevenagel condensation between benzaldehyde with ethyl cyanoacetate (96.7% conversion) with 100% selective to ethyl alpha-cyanocinnamate under novel non-microwave instant heating conditions. The SBA-15-Alanine also shows stable catalytic performance with high reusability where insignificant decline in catalytic reactivity is observed after five successive cycles, thus suggesting a promising replacement of base catalysts in condensation reactions.

Item Type: Article
Funders: FRGS (203/PKIMIA/6711642), Universiti Sains Malaysia, King Saud University
Uncontrolled Keywords: Alanine modified SBA-15; Heterogeneous catalyst; Mesoporous material; Knoevenagel reaction; Non-microwave instant heating
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science
Depositing User: Ms Zaharah Ramly
Date Deposited: 05 Mar 2022 02:02
Last Modified: 05 Mar 2022 02:02
URI: http://eprints.um.edu.my/id/eprint/28599

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